BRPI0808405A2 - Usos de animais e amidas, composição comsmética, e, uso da composição cosmética - Google Patents
Usos de animais e amidas, composição comsmética, e, uso da composição cosmética Download PDFInfo
- Publication number
- BRPI0808405A2 BRPI0808405A2 BRPI0808405-0A BRPI0808405A BRPI0808405A2 BR PI0808405 A2 BRPI0808405 A2 BR PI0808405A2 BR PI0808405 A BRPI0808405 A BR PI0808405A BR PI0808405 A2 BRPI0808405 A2 BR PI0808405A2
- Authority
- BR
- Brazil
- Prior art keywords
- formula
- alkyl
- radical
- use according
- amines
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 37
- 239000002537 cosmetic Substances 0.000 title claims description 28
- 241001465754 Metazoa Species 0.000 title 1
- -1 unsaturated heterocyclic radical Chemical class 0.000 claims description 158
- 150000003254 radicals Chemical class 0.000 claims description 36
- 125000000217 alkyl group Chemical group 0.000 claims description 33
- BFSVOASYOCHEOV-UHFFFAOYSA-N 2-diethylaminoethanol Chemical compound CCN(CC)CCO BFSVOASYOCHEOV-UHFFFAOYSA-N 0.000 claims description 28
- 150000001408 amides Chemical class 0.000 claims description 28
- 150000001412 amines Chemical class 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 25
- 239000001257 hydrogen Substances 0.000 claims description 23
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 15
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 239000006096 absorbing agent Substances 0.000 claims description 15
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 12
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims description 9
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 239000002245 particle Substances 0.000 claims description 9
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- 229920006395 saturated elastomer Polymers 0.000 claims description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 7
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 5
- 239000012965 benzophenone Substances 0.000 claims description 5
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
- HIPQTCQUXOFTFI-UHFFFAOYSA-N 2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)C(=O)C1=CC=CC=C1 HIPQTCQUXOFTFI-UHFFFAOYSA-N 0.000 claims description 4
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims description 4
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims description 4
- 125000003358 C2-C20 alkenyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 239000011230 binding agent Substances 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 230000009931 harmful effect Effects 0.000 claims description 4
- 229960000281 trometamol Drugs 0.000 claims description 4
- 125000005708 carbonyloxy group Chemical group [*:2]OC([*:1])=O 0.000 claims description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 230000005855 radiation Effects 0.000 claims description 3
- 230000006641 stabilisation Effects 0.000 claims description 3
- 238000011105 stabilization Methods 0.000 claims description 3
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 2
- 150000008366 benzophenones Chemical class 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 230000003993 interaction Effects 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- 125000006577 C1-C6 hydroxyalkyl group Chemical group 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 42
- 239000011734 sodium Substances 0.000 description 35
- 238000002360 preparation method Methods 0.000 description 33
- 229910052708 sodium Inorganic materials 0.000 description 29
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 23
- 150000001875 compounds Chemical class 0.000 description 21
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 15
- 235000014113 dietary fatty acids Nutrition 0.000 description 15
- 229930195729 fatty acid Natural products 0.000 description 15
- 239000000194 fatty acid Substances 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
- 239000003760 tallow Substances 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 239000002253 acid Substances 0.000 description 12
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 12
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 10
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 10
- 229940008099 dimethicone Drugs 0.000 description 10
- 239000004205 dimethyl polysiloxane Substances 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 239000003921 oil Substances 0.000 description 10
- 235000019198 oils Nutrition 0.000 description 10
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 9
- 229910019142 PO4 Inorganic materials 0.000 description 9
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 9
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 9
- 150000004665 fatty acids Chemical class 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 9
- 235000021317 phosphate Nutrition 0.000 description 9
- 239000002270 dispersing agent Substances 0.000 description 8
- 238000000034 method Methods 0.000 description 8
- 239000011570 nicotinamide Substances 0.000 description 8
- 229960003966 nicotinamide Drugs 0.000 description 8
- 235000005152 nicotinamide Nutrition 0.000 description 8
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 8
- 239000010452 phosphate Substances 0.000 description 8
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 7
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 7
- ZDXPYRJPNDTMRX-UHFFFAOYSA-M glutaminate Chemical compound [O-]C(=O)C(N)CCC(N)=O ZDXPYRJPNDTMRX-UHFFFAOYSA-M 0.000 description 7
- 229940001447 lactate Drugs 0.000 description 7
- 239000011591 potassium Substances 0.000 description 7
- 229910052700 potassium Inorganic materials 0.000 description 7
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 6
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 6
- 239000006071 cream Substances 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 235000013336 milk Nutrition 0.000 description 6
- 210000004080 milk Anatomy 0.000 description 6
- 239000000126 substance Substances 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 6
- 238000011282 treatment Methods 0.000 description 6
- 239000001993 wax Substances 0.000 description 6
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 5
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 5
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 5
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 5
- 239000002671 adjuvant Substances 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- ILRSCQWREDREME-UHFFFAOYSA-N dodecanamide Chemical compound CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 229940075529 glyceryl stearate Drugs 0.000 description 5
- 239000008267 milk Substances 0.000 description 5
- 125000002950 monocyclic group Chemical group 0.000 description 5
- 229920001223 polyethylene glycol Chemical class 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229940037312 stearamide Drugs 0.000 description 5
- 235000020238 sunflower seed Nutrition 0.000 description 5
- 230000000475 sunscreen effect Effects 0.000 description 5
- 239000000516 sunscreening agent Substances 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 description 4
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 4
- LJINUHNXFYXJSU-UHFFFAOYSA-N 2-hydroxypropanoic acid;n-methylmethanamine Chemical compound C[NH2+]C.CC(O)C([O-])=O LJINUHNXFYXJSU-UHFFFAOYSA-N 0.000 description 4
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 4
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 4
- 229920001661 Chitosan Polymers 0.000 description 4
- AERBNCYCJBRYDG-UHFFFAOYSA-N D-ribo-phytosphingosine Natural products CCCCCCCCCCCCCCC(O)C(O)C(N)CO AERBNCYCJBRYDG-UHFFFAOYSA-N 0.000 description 4
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 4
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 239000004904 UV filter Substances 0.000 description 4
- ZGBFGAHZKZQSLG-UMCOJZBLSA-N [30-oxo-30-[[(e,2s,3r,6r)-1,3,6-trihydroxyoctadec-4-en-2-yl]amino]triacontyl] (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCCCCCCCCC[C@@H](O)\C=C\[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCCCCCCCCCCCCCCCCOC(=O)CCCCCCC\C=C/C\C=C/CCCCC ZGBFGAHZKZQSLG-UMCOJZBLSA-N 0.000 description 4
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 4
- 229960005193 avobenzone Drugs 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 125000005842 heteroatom Chemical group 0.000 description 4
- IIRDTKBZINWQAW-UHFFFAOYSA-N hexaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCO IIRDTKBZINWQAW-UHFFFAOYSA-N 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- 229940049964 oleate Drugs 0.000 description 4
- 150000002894 organic compounds Chemical class 0.000 description 4
- 239000000825 pharmaceutical preparation Substances 0.000 description 4
- 229940033329 phytosphingosine Drugs 0.000 description 4
- 239000011787 zinc oxide Substances 0.000 description 4
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 description 3
- QLAJNZSPVITUCQ-UHFFFAOYSA-N 1,3,2-dioxathietane 2,2-dioxide Chemical compound O=S1(=O)OCO1 QLAJNZSPVITUCQ-UHFFFAOYSA-N 0.000 description 3
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 3
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 3
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 3
- 239000005058 Isophorone diisocyanate Substances 0.000 description 3
- 239000004472 Lysine Substances 0.000 description 3
- DJWYOLJPSHDSAL-UHFFFAOYSA-N Pantethine Natural products OCC(C)(C)C(O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)C(O)C(C)(C)CO DJWYOLJPSHDSAL-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 101000611641 Rattus norvegicus Protein phosphatase 1 regulatory subunit 15A Proteins 0.000 description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Natural products OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 3
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical class [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- UBNYRXMKIIGMKK-RMKNXTFCSA-N amiloxate Chemical compound COC1=CC=C(\C=C\C(=O)OCCC(C)C)C=C1 UBNYRXMKIIGMKK-RMKNXTFCSA-N 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- 125000000129 anionic group Chemical group 0.000 description 3
- 239000003945 anionic surfactant Substances 0.000 description 3
- MSWZFWKMSRAUBD-UHFFFAOYSA-N beta-D-galactosamine Natural products NC1C(O)OC(CO)C(O)C1O MSWZFWKMSRAUBD-UHFFFAOYSA-N 0.000 description 3
- 229960003237 betaine Drugs 0.000 description 3
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 229940056318 ceteth-20 Drugs 0.000 description 3
- 229940071160 cocoate Drugs 0.000 description 3
- LVTYICIALWPMFW-UHFFFAOYSA-N diisopropanolamine Chemical compound CC(O)CNCC(C)O LVTYICIALWPMFW-UHFFFAOYSA-N 0.000 description 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 229940105988 dimethyl lauramine Drugs 0.000 description 3
- UVCJGUGAGLDPAA-UHFFFAOYSA-N ensulizole Chemical compound N1C2=CC(S(=O)(=O)O)=CC=C2N=C1C1=CC=CC=C1 UVCJGUGAGLDPAA-UHFFFAOYSA-N 0.000 description 3
- 239000012467 final product Substances 0.000 description 3
- 239000000499 gel Substances 0.000 description 3
- 229960002442 glucosamine Drugs 0.000 description 3
- 229960001915 hexamidine Drugs 0.000 description 3
- OQLKNTOKMBVBKV-UHFFFAOYSA-N hexamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCCOC1=CC=C(C(N)=N)C=C1 OQLKNTOKMBVBKV-UHFFFAOYSA-N 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 description 3
- 229940116335 lauramide Drugs 0.000 description 3
- AGBQKNBQESQNJD-UHFFFAOYSA-N lipoic acid Chemical compound OC(=O)CCCCC1CCSS1 AGBQKNBQESQNJD-UHFFFAOYSA-N 0.000 description 3
- 238000003801 milling Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- YWFWDNVOPHGWMX-UHFFFAOYSA-N n,n-dimethyldodecan-1-amine Chemical compound CCCCCCCCCCCCN(C)C YWFWDNVOPHGWMX-UHFFFAOYSA-N 0.000 description 3
- 239000002736 nonionic surfactant Substances 0.000 description 3
- 229960001679 octinoxate Drugs 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
- DJWYOLJPSHDSAL-ROUUACIJSA-N pantethine Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(=O)NCCSSCCNC(=O)CCNC(=O)[C@H](O)C(C)(C)CO DJWYOLJPSHDSAL-ROUUACIJSA-N 0.000 description 3
- 229960000903 pantethine Drugs 0.000 description 3
- 235000008975 pantethine Nutrition 0.000 description 3
- 239000011581 pantethine Substances 0.000 description 3
- AERBNCYCJBRYDG-KSZLIROESA-N phytosphingosine Chemical compound CCCCCCCCCCCCCC[C@@H](O)[C@@H](O)[C@@H](N)CO AERBNCYCJBRYDG-KSZLIROESA-N 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 229920001296 polysiloxane Polymers 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 230000001953 sensory effect Effects 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
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- 230000000087 stabilizing effect Effects 0.000 description 1
- 229940116199 stearamide amp Drugs 0.000 description 1
- 229940032160 stearamidoethyl diethylamine Drugs 0.000 description 1
- 229940073741 steareth-7 Drugs 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 108010093817 succinylalbumin Proteins 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 150000003871 sulfonates Chemical class 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
- 229920005613 synthetic organic polymer Polymers 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- RJSZFSOFYVMDIC-UHFFFAOYSA-N tert-butyl n,n-dimethylcarbamate Chemical compound CN(C)C(=O)OC(C)(C)C RJSZFSOFYVMDIC-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
- XSBIBIYYGMXJED-HKBQPEDESA-N tetradecyl (2s)-2-(hexadecanoylamino)-3-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)C(=O)OCCCCCCCCCCCCCC XSBIBIYYGMXJED-HKBQPEDESA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 229940080258 tetrasodium iminodisuccinate Drugs 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- DXMACSBQPUBPQE-CFACWHMASA-J tetrasodium;4-[[(1r)-1-carboxylato-2-[[(2r)-2-carboxylato-2-(3-carboxylatopropanoylamino)ethyl]disulfanyl]ethyl]amino]-4-oxobutanoate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CCC(=O)N[C@H](C([O-])=O)CSSC[C@@H](C([O-])=O)NC(=O)CCC([O-])=O DXMACSBQPUBPQE-CFACWHMASA-J 0.000 description 1
- 235000019157 thiamine Nutrition 0.000 description 1
- 239000011721 thiamine Substances 0.000 description 1
- UIERGBJEBXXIGO-UHFFFAOYSA-N thiamine mononitrate Chemical compound [O-][N+]([O-])=O.CC1=C(CCO)SC=[N+]1CC1=CN=C(C)N=C1N UIERGBJEBXXIGO-UHFFFAOYSA-N 0.000 description 1
- 235000008170 thiamine pyrophosphate Nutrition 0.000 description 1
- 239000011678 thiamine pyrophosphate Substances 0.000 description 1
- YXVCLPJQTZXJLH-UHFFFAOYSA-N thiamine(1+) diphosphate chloride Chemical compound [Cl-].CC1=C(CCOP(O)(=O)OP(O)(O)=O)SC=[N+]1CC1=CN=C(C)N=C1N YXVCLPJQTZXJLH-UHFFFAOYSA-N 0.000 description 1
- 229940068511 thioctate Drugs 0.000 description 1
- 229960002663 thioctic acid Drugs 0.000 description 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- IBBLKSWSCDAPIF-UHFFFAOYSA-N thiopyran Chemical compound S1C=CC=C=C1 IBBLKSWSCDAPIF-UHFFFAOYSA-N 0.000 description 1
- SHWIJIJNPFXOFS-UHFFFAOYSA-N thiotaurine Chemical compound NCCS(O)(=O)=S SHWIJIJNPFXOFS-UHFFFAOYSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- FUSNMLFNXJSCDI-UHFFFAOYSA-N tolnaftate Chemical compound C=1C=C2C=CC=CC2=CC=1OC(=S)N(C)C1=CC=CC(C)=C1 FUSNMLFNXJSCDI-UHFFFAOYSA-N 0.000 description 1
- 229960004880 tolnaftate Drugs 0.000 description 1
- LMYRWZFENFIFIT-UHFFFAOYSA-N toluene-4-sulfonamide Chemical compound CC1=CC=C(S(N)(=O)=O)C=C1 LMYRWZFENFIFIT-UHFFFAOYSA-N 0.000 description 1
- 235000015961 tonic Nutrition 0.000 description 1
- 230000001256 tonic effect Effects 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 0.000 description 1
- HHLJUSLZGFYWKW-UHFFFAOYSA-N triethanolamine hydrochloride Chemical compound Cl.OCCN(CCO)CCO HHLJUSLZGFYWKW-UHFFFAOYSA-N 0.000 description 1
- SRPWOOOHEPICQU-UHFFFAOYSA-N trimellitic anhydride Chemical compound OC(=O)C1=CC=C2C(=O)OC(=O)C2=C1 SRPWOOOHEPICQU-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- FYZXEMANQYHCFX-UHFFFAOYSA-K tripotassium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxymethyl)amino]acetate Chemical compound [K+].[K+].[K+].OC(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O FYZXEMANQYHCFX-UHFFFAOYSA-K 0.000 description 1
- 229940048081 trisodium ethylenediamine disuccinate Drugs 0.000 description 1
- 229940048198 trisodium hedta Drugs 0.000 description 1
- QEHXDDFROMGLSP-VDBFCSKJSA-K trisodium;(2s)-2-[2-[[(1s)-1-carboxy-2-carboxylatoethyl]amino]ethylamino]butanedioate Chemical compound [Na+].[Na+].[Na+].OC(=O)C[C@@H](C([O-])=O)NCCN[C@H](C([O-])=O)CC([O-])=O QEHXDDFROMGLSP-VDBFCSKJSA-K 0.000 description 1
- WHNXAQZPEBNFBC-UHFFFAOYSA-K trisodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(2-hydroxyethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].OCCN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O WHNXAQZPEBNFBC-UHFFFAOYSA-K 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- HJNKXOBLZUOPIA-UHFFFAOYSA-K trisodium;n-(2-aminoethyl)dodecanamide;triacetate Chemical compound [Na+].[Na+].[Na+].CC([O-])=O.CC([O-])=O.CC([O-])=O.CCCCCCCCCCCC(=O)NCCN HJNKXOBLZUOPIA-UHFFFAOYSA-K 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- ZQOOYCZQENFIMC-UHFFFAOYSA-N tyrosyl-histidine Chemical compound C=1N=CNC=1CC(C(O)=O)NC(=O)C(N)CC1=CC=C(O)C=C1 ZQOOYCZQENFIMC-UHFFFAOYSA-N 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229940035893 uracil Drugs 0.000 description 1
- AQLJVWUFPCUVLO-UHFFFAOYSA-N urea hydrogen peroxide Chemical compound OO.NC(N)=O AQLJVWUFPCUVLO-UHFFFAOYSA-N 0.000 description 1
- 239000008307 w/o/w-emulsion Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229940062776 zinc aspartate Drugs 0.000 description 1
- OWVLYQRCCIEOPF-QHTZZOMLSA-L zinc;(2s)-5-oxopyrrolidine-2-carboxylate Chemical compound [Zn+2].[O-]C(=O)[C@@H]1CCC(=O)N1.[O-]C(=O)[C@@H]1CCC(=O)N1 OWVLYQRCCIEOPF-QHTZZOMLSA-L 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/52—Stabilizers
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Cosmetics (AREA)
Description
I “USOS DE AMINAS E AMIDAS, COMPOSIÇÃO COSMÉTICA, E, USO DA COMPOSIÇÃO COSMÉTICA”
A presente invenção diz respeito a um método de estabilização de absorventes de UY micronizados orgânicos, composições cosméticas específicas e o uso desta composição cosmética para prevenir o cabelo ou pele humana do efeito nocivo da radiação UV.
Composição cosméticas compreendendo derivados de hidroxifenil benzofenona substituído por amino micronizado (da forma descrita, por exemplo, em WO 2004/052837) e Butil metoxidibenzoilmetano
(Avobenzone) representam composições absorventes de UV muito eficazes.
Entretanto, misturar junto estes ativos de UV específicos resulta na formação de cristais e/ou partículas novas e maiores classificadas.
Estes efeitos de cristalização afetam a eficácia da combinação de filtro UV e o aspecto sensorial do produto final.
Surpreendentemente, observou-se que a cristalização pode ser
mais lenta, limitada e/ou prevenida pelo uso de aminas, amidas, alcanolamidas e mais preferivelmente alcanolaminas no produto micronizado ou na formulação de produto final. Consequentemente, uma estabilização da formulação de produto final é alcançada.
Desta forma, a presente invenção refere-se ao uso de aminas e
amidas para a estabilização de uma composição cosmética compreendendo
(a) um absorvente de UV micronizado orgânico selecionado de um derivado de benzofenona e
(b) um derivado de dibenzoilmetano.
Os absorventes de UV de benzofenona preferivelmente
correspondem à fórmula
r», Ri e R2 independentemente um do outro são; alquila C1-C20; alquenila C2-C2Oi cicloalquila C3-C10; cicloalquenila C3-C10; ou Ri e R2 juntos com o átomo de nitrogênio ligante formam um anel heterocíclico de 5 ou 6 membros;
nj é um número de 1 a 4; quando ni = 1,
R3 é um radical heterocíclico saturado ou insaturado; hidróxi
alquila C1-C5; ciclo-hexila opcionalmente substituído com um ou mais alquila Ci-C5; fenila opcionalmente substituído com um radical heterocíclico, aminocarbonila ou alquilcarbóxi Ci-C5;
Quando ni é 2,
R3 é um radical alquileno-, cicloalquileno alquinileno ou
fenileno que é opcionalmente interrompido por -O-; -NH-; um grupo carbonilou carbóxi-; um radical da fórmula *— CH— C=C-CH— * ou R3 junto com A forma um radical bivalente da fórmula (la);
quando ni é 3,
R3 é um radical alcantrila;
Quando ni é 4,
R3 é um radical alcanotetraila;
A é -O-; ou -N(R5)-; e
R5 é hidrogênio; alquila CrC5; ou hidróxi-alquila CrC5. alquila CrC2O denota um grupo alquila reto ou ramificado,
insubstituído ou substituído, tais como, por exemplo, metila, etila, propila, isopropila, n-butila, n-hexila, ciclo-hexila, n-decila, n-dodecila, n-octadecila, eicosila, metoxietila, etoxipropila, 2-etilexila, hidroxietila, cloropropila, N,N
em que n2 é um número de 1 a 3; dietilaminopropila, cianoetila, fenetila, benzila, p-terc-butilfenetila, p-tercoctil-fenoxietila, 3-(2,4-di-terc-amilfenóxi)-propila, etoxicarbonilmetil-2-(2- hidróxi-etóxi)etila ou 2-furiletila.
alquenila C2-C2O é, por exemplo, alila, metalila, isopropenila, 2-butenila, 3-butenila, isobutenila, n-penta-2,4-dienila, 3-metil-but-2-enila, noct-2-enila, n-dodec-2-enila, iso-dodecenila, n-dodec-2-enila ou n-octadec-4- enila.
Cicloalquila C3-C10 é, por exemplo, ciclopropila, ciclobutila, ciclopentila, ciclo-heptila, ciclooctila, ciclononila ou ciclodecila e 10 preferivelmente ciclo-hexila. estes radicais podem ser substituídos, por exemplo, por um ou mais radicais alquila CrC4 iguais ou diferentes, preferivelmente por metila, e/ou hidróxi. Se radicais cicloalquila forem substituídos por um ou mais radicais, eles são preferivelmente substituídos por um, dois ou quatro, preferivelmente por um ou dois radicais iguais ou 15 diferentes.
Cicloalquenila C3-C10 é, por exemplo, ciclopropenila, ciclobutenila, ciclopentenila, ciclo-heptenila, cicloocentila, ciclononenila ou ciclodecenila e preferivelmente ciclo-hexenila. Estes radicais podem ser substituídos com um ou mais radical alquila CrC4 igual ou diferente, 20 preferivelmente com metila, e/ou hidróxi. Se radicais cicloalquenila forem substituídos por um ou mais radicais eles são preferivelmente substituídos por um, dois, três ou quatro, preferivelmente com um ou dois radicais iguais ou diferentes.
Grupos alquila C1-C5 substituídos por hidróxi são, por exemplo, hidroximetila, hidroxietila, hidroxipropila, hidroxibutila ou hidroxipentila.
Um radical alquileno é preferivelmente um radical alquileno CrCi2 como, por exemplo, metileno, etileno, propileno, butileno, hexileno ou octileno. Os radicais alquileno podem ser opcionalmente substituídos por um ou mais radicais alquila CrC5.
Se Rj e R2 são radicais heterocíclicos, estes compreendem um,
r
dois, três ou quatro heteroátomos do anel iguais ou diferentes. E dada preferência especial a heterociclos que contêm um, dois, ou três, especialmente um ou dois, heteroátomos idênticos ou diferentes. Os heterociclos podem ser mono- ou policíclicos, por exemplo, mono-, bi- ou tricíclicos. Eles são preferivelmente mono- ou bi-cíclicos, especialmente monocíclico. Os anéis preferivelmente contêm 5, 6 ou 7 membros no anel. Exemplos de sistemas monocíclicos e bicíclicos dos quais radicais que ocorrem nos compostos da fórmula (1) ou (2) podem ser derivados são, por exemplo, pirrol, fiirano, tiofeno, imidazol, pirazol, 1,2,3-triazol, 1,2,4-triazol, piridina, piridazina, pirimidina, pirazina, piran, tiopirano, 1,4-dioxano, 1,2- oxazina, 1,3-oxazina, 1,4-oxazina, indol, benzotiofeno, benzofuran, pirrolidina, piperidina, piperazina, morfolina e tiomorfolina.
E dada preferência aos compostos da fórmula (1), em que Ri e R2 independentemente um do outro são hidrogênio; alquila Ci-C2o; alquenila C2-C20; cicloalquila C3-Cjo; cicloalquenila C3-Ci0; ou Ri e R2 juntos com o átomo de nitrogênio ligante formam um anel heterocíclico de 5 ou 6 membros;
ni é um número de 1 a 4; quando n! é 1,
R3 é um radical heterocíclico saturado ou insaturado; hidróxialquila C1-C5; ciclo-hexila substituído por um ou mais alquila Ci-C5;
quando ni é 2,
R3 é um radical alquileno-, cicloalquileno- ou alquinileno que é opcionalmente interrompido por um grupo carbonil-ou carbóxi-; quando ni é 3,
R3 é um radical alcantrila; 5
quando ni é 4,
R3 é um radical alcanotetraila;
A é -O-; ou -N(R5)-; e
R5 é hidrogênio; alquila Cj-C5; ou hidróxi-alquila Cj-C5.
De interesse preferido são compostos da fórmula (1), em que
Rj e R2 são alquila Cj-C20, preferivelmente alquila Cj-C5; e acima de tudo preferivelmente etila.
Preferivelmente Rj e R2 na fórmula (1) têm a mesma
definição.
R3 é um radical heterocíclico saturado ou insaturado, acima de tudo preferivelmente um radical heterocíclico saturado.
Entre estes compostos são os preferidos, em que R3 é um radical monocíclico de 5, 6 ou 7 membros do anel com um ou mais heteroátomos, preferivelmente em que R3 é morfolinila; piperazinila; piperidila; pirazolidinila; imadazolidinila; ou pirrolidinila.
Quando nj é 1, compostos adicionais da fórmula (1) são de interesse em que R3 é um radical heterocíclico insaturado, preferivelmente um radical policíclico.
Acima de tudo preferidos são compostos da fórmula (1), em
R5 é radical heteroaromático policíclico com um ou 2
heteroátomos.
10
Se na fórmula (1) nj é 1, compostos são preferidos, em que
que
R3 é um radical da fórmula (Ia)
25
De interesse preferido são compostos da fórmula (1), em que R3 é um radical da fórmula (1 b) em que
é hidrogênio; ou alquila C1-C5.
Se ni for 2,
R3 é preferivelmente um radical alquileno Ci-C12, acima de tudo preferivelmente um radical alquileno C2-Cs
Acima de tudo preferidos são compostos da fórmula (1), em
que
R3 é um radical da fórmula *— CH2-(CH2)-CH-*;
CH,
0
Il
C-O
Çh4
-(CH2)8-C-CH-- ;
CH3 CHj
r é 0 ou 1; e
q = é um número de 0 a 5.
Se na fórmula (1) ni for 3,
R3 é preferivelmente um radical da fórmula (Ic)
I I
_ ----- .. ..
OU
.-CH2-CH-(CH2)p-CH2-* (1d) -CHr-CH
(1e) * CHj ÇH
Ikr
e p é um número de 0 a 3.
R1, R2 e A são definidos como na fórmula (1).
Se na fórmula (1) ni for 4,
R3 é um radical da fórmula *
I
T I
*—C—* ; ou *—CHj-^—CH2—* , i CHz
*
Rh R2 e A são definidos como as na fórmula (1).
Compostos preferidos da presente invenção correspondem à fórmula
em que
Ri e R2 independentemente um do outro são hidrogênio; ou
alquila CrC5;
A é -NH; ou -O-; e
R3 é um radical heterocíclico saturado ou insaturado.
Além disso, compostos da presente invenção são preferidos que correspondem à fórmula (3),
em que
Ri e R2 independentemente um do outro são hidrogênio; ou
alquila CrC5;
A é -NH; ou -O-; e
R3 é um radical alquileno CrCj2; ou R3 junto com A forma um radical bivalente da fórmula
^tantn mi^
*—_^N -* ·
Preferidos também são compostos da fórmula (4)
R, em que
alquila Cj-C5;
Ri e R2 independentemente um do outro são hidrogênio; ou
A é -NH; ou -O-;
R3 é
CH-(CH2)p-CH2-* .u *—’CHj—ÇH
p é um número de 0 a 3.
Além disso, compostos da fórmula (5)
R,
(5)
V
R,
R,
*Γ \
10
são preferidos, em que
R3 é um radical da fórmula
CH,
Ri, R2 e A são definidos como na fórmula (1).
Compostos exemplificados da presente invenção são das fórmulas
(HPBI)
(HPB3)
(HPB4)
fHPBS)
(ΗΡΒβ)
; (HPB2)
OH O
N
OH O
N
(HPB7) (ΗΡΒ8)
; (ΗΡΒ9)
IM
(ΗΡ810) ^
IX
(HPB11)
G.v. Λ
(HPB12)
π
ZX (H PB 13)
(ΗΡΒ14)
(ΗΡΒ15) (ΗΡΒ18)
η
(ΗΡΒ20)
(ΗΡΒ21) (ΗΡΒ22)
(ΗΡΒ23)
OH 0
I*
r
{
(ΗΡΒ24)
Ί ff ■^Ν H OH ο , O O' OH V O O= I S O OH
_Χ_
OH 0
Λ
(ΗΡΒ25)
■^Χ^ΟΗ Os compostos da fórmula (1) podem ser preparados de acordo com a reivindicação métodos conhecidos da forma descrita, por exemplo, em EP-1.046.391.
Compostos orgânicos ligeiramente solúveis que são usados na presente invenção estão presentes no estado micronizado. Eles podem ser preparados por qualquer processo conhecido adequado para a preparação de micropartículas, por exemplo, moagem úmida, amassamento úmido, secagem a jato de um solvente adequado, por expansão de acordo com a reivindicação o processo RESS (Expansão Rápida de Soluções Supercríticas) de fluidos supercríticos (por exemplo, CO2, por reprecipitação de solventes adequados, incluindo fluidos supercríticos (processo GASR = Recristalização AntiSolvente de Gás/processo PCA = Precipitação com Anti-solventes Comprimidos).
Como aparato de moagem para a preparação dos compostos orgânicos micronizados ligeiramente solúveis podem ser usados, por exemplo, um moinho de jato, moinho de bola, moinho vibratório ou moinho de martelo, preferivelmente um moinho de mistura de alta velocidade. Moinhos ainda mais preferíveis são moinhos de bola modernos; fabricantes destes tipos de moinho são, por exemplo, Netzsch (LMZ mill), Drais (DCPViscoflow ou Cosmo), Bühler AG (moinhos de centrífuga) ou Bachhofer.
Exemplos de aparado de amassamento para a preparação dos absorventes de UV orgânicos micronizados são amassadores de batelada de pá sigma típicos, mas também amassadores de batelada em série (IKAWerke) ou amassadores contínuos (Continua da Wemer and Pfleiderer).
A trituração dos compostos orgânicos ligeiramente solúveis usada na presente invenção é preferivelmente realizada com um auxiliar de trituração.
O agente dispersante é usado como um auxiliar de trituração
de baixo peso molecular para todos os processos de micronização anteriores.
Agentes tensoativos aniônicos, não iônicos ou anfóteros usados são descritos a seguir nas seções intituladas “agentes dispersantes específicos”.
Auxiliares de trituração usados preferidos para uma dispersão
aquosa são agentes tensoativos aniônicos com um valor HLB (equilíbrio hidrófilo-lipófilo) maior que 8, mais preferivelmente maior que 10.
Qualquer agente tensoativo aniônico, não iônico ou anfótero convencionalmente usado pode ser usado como agentes dispersantes. Tais 20 sistemas de agente tensoativo podem compreender, por exemplo: ácidos carboxílicos e seus sais: sabão alcalino de sódio, potássio e amônio, sabão metálico de cálcio ou magnésio, sabão de base orgânica, tais como Laurie, ácido mirístico, palmítico, esteárico e oléico etc., alquil fosfatos ou ésteres de ácido fosfórico, fosfato ácido, fosfato de dietanolamina, cetil fosfato de 25 potássio, ácidos carboxílicos etoxilados ou ésteres de polietilenoglicol, PEG-n acilatos. Poliglicoléter de álcool graxo, tais como laureth-n, mireth-n, ceteareth-n, steareth-n, oleth-n. Poliglicoléter de ácido graxo, tais como PEGn estearato, PEG-n oleato, PEG-n cocoato, monoglicerídeos e ésteres de poliol, mono e diésteres de ácido graxo Ci2-C22 de produtos de adição de 1 a IOO mol de óxido de etileno com polióis, ésteres de ácido graxo e poliglicerol, tais como monoestearato de glicerol, diisostearoil poligliceril-3- diisoestearatos, poligliceril-3-diisoestearatos, trigliceril diisoestearatos, poligliceril-2-sesquiisoestearatos ou poligliceril dimeratos. Misturas de 5 compostos de uma pluralidade destas classes de substância também são adequadas. Poliglicolésteres de ácido graxo, tais como monoestearato dietileno glicol, ésteres de ácido graxo e polietileno glicol, ésteres de ácido graxo e sacarose, tais como sucro ésteres, ésteres de glicerol e sacarose, tais como sucro glicerídeos. Sorbitol e sorbitano, mono-e diésteres de sorbitano de 10 ácidos graxos saturados e insaturados tendo de 6 a 22 átomos de carbono e produtos de adição de óxido de etileno, série de polissorbato-n, ésteres de sorbitano, tais como sesquiisoestearato, sorbitano, PEG-(6)-isoestearato sorbitano, PEG-(10)-sorbitano laurato, PEG-17-dioleato sorbitano, derivados de glicose, monoalquila Q-C22 e oligoglicosídeos e análogos etoxilados com 15 glicose sendo preferida como o componente de açúcar, emulsificantes O/A, tais como metil gluceth-20 sesquiestearato, sorbitano estearato/sacarose cocoato, metil glicose sesquiestearato, álcool cetoarílico/glicosídeo de cetearila, emulsificantes A/O, tais como metil glicose dioleato/metil glicose isoestearato. Sulfatos e derivados sulfonados, dialquilsulfossuccinatos, dioctil 20 succinato, alquil lauril sulfonato, parafinas sulfonadas lineares, sulfonato de tetrapropileno sulfonado, lauril sulfatos de sódio, amônio e lauril sulfatos de etanolamina, lauril éteres sulfatos, laureth sulfatos de sódio [Texapon N70] ou mireth sulfatos de sódio [Texapon K14S], sulfosuccinatos, acetil isotionatos, alcanolamida sulfatos, taurinas, metil taurinas, imidazol sulfatos. Agentes 25 tensoativos zwiteriônicos ou anfóteros que carregam pelo menos um grupo amônio quaternário e pelo menos um grupo carboxilato e/ou sulfonato na molécula. Agentes tensoativos zwiteriônicos que são especialmente adequados são betaínas, tais como glicinatos de N-alquil-N,N-dimetilamônio, glicinato de cocoalquildimetilamônio, glicinatos de N-acilaminopropil-N,Ndimetil-amônio, glicinato de cocoacilaminopropildimetilamônio e 2-alquil-3- carboximetil-3-hidroxietilimidazolinas cada um de 8 a 18 átomos de carbono no grupo alquila ou acila e também cocoacilaminoetilhidroxietilcarboximetilglicinato, N-alquilbetaína, N-alquilaminobetaínas.
Exemplos de agentes tensoativos brandos adequados como
agentes dispersantes, que diz-se ser agentes tensoativos especialmente bem tolerados pela pele, incluem poliglicol éter sulfatos de álcool graxo, sulfatos de monoglicerídeo, sulfossuccinatos de mono-e/ou di-alquila, isetionatos de ácido graxo, sarcosinatos de ácido graxo, tauridas de ácido graxo, glutamatos 10 de ácido graxo, sulfonatos de α-olefina, ácidos de éter carboxílicos, alquil oligoglicosídeos, glucamidas de ácido graxo, alquilamidobetaínas e/ou produtos de condensação de ácido graxo de proteína, o último preferivelmente sendo com base em proteínas do trigo. Agentes tensoativos não iônicos, tais como cera de abelha PEG-6 (e) estearato de PEG-6 (e) poligliceril -2- 15 isoestearato [Apifac], estearato de glicerila (e) estearato de PEG-100. [Arlacel 165], PEG-5 estearato de glicerila [arlatona 983 S], oleato de sorbitano (e) ricinoleato de poligliceril-3. [Arlacel 1689], estearato de sorbitano e cocoato de sacarose [arlatone 2121], estearato de glicerila e laureth-23 [Cerasynth 945], álcool cetoarílico e ceteth-20 [Cetomacrogol Wax], álcool cetoarílico e 20 colissorbato 60 e PEG-150 e estearato-20 [Polawax GP 200, Polawax NF], álcool cetoarílico e cetearil poliglicosídeo [Emulgade PL 1618], álcool cetoarílico e ceteareth-20 [Emulgade 1000NI, Cosmo wax], álcool cetoarílico e PEG-40 óleo de rícino [Emulgade F Special], álcool cetoarílico e óleo de rícino de PEG-40 e cetearil sulfato de sódio [Emulgade F], álcool estearílico e 25 steareth-7 e steareth-10 [Emulgator E 2155], álcool cetoarílico e szeareth-7 e steareth-10 [Cera emulsificante U. S. N. F], gliceril estearato e PEG-75 estearato [Gelot 64], acetato de propileno glicol ceteth-3.[Hetester PCS], acetato de propileno glicol isoceth-3 [Hetester PHA], álcool cetoarílico e ceteth-12 e oleth-12 [Cera de Lanbritol N 21], estearato de PEG -6 e estearato de PEG-32 [Tefose 1500], estearato de PEG-6 e ceteth-20 e steareth-20 [Tefose 2000], estearato de PEG-6 e ceteth-20 e estearato de glicerila e steareth-20 [Tefose 2561], estearato de glicerila e ceteareth-20 [Teginacid H, C, X].
Emulsificantes aniônicos, tais como PEG-2 estearato SE, gliceril estearato SE [Monelgina, Cutina KD], propileno glicol estearato [Tegin P], álcool cetoarílico e cetearil sulfato de sódio [Lanette N, Cutina LE, Crodacol GP], álcool cetoarílico e lauril sulfato de sódio [Lanette W], fosfato de trilaneth-4 e glicol estearato e PEG-2 estearato [Sedefos 75], estearato de glicerila e lauril sulfato de sódio [Teginacid Special]. Bases de ácido catiônico, tais como álcool cetoarílico e brometo de cetrimônio.
Agentes dispersantes acima de tudo preferidos são alquil sulfatos de sódio ou alquil éter sulfatos de sódio, tais como laureth sulfato de sódio [Texapon N70 da Cognis] ou mireth sulfato de sódio [Texapon K14 S da Cognis].
Os agentes dispersantes específicos podem ser usados em uma quantidade de, por exemplo, de 1 a 30% em peso, especialmente de 2 a 20% em peso e preferivelmente de 3 a 10% em peso, com base no peso total da composição.
Solventes usados são água, salmoura, (poli-)etileno glicol, glicerol ou óleos cosmeticamente aceitáveis. Outros solventes usados são descritos a seguir nas seções intituladas “Ésteres de ácidos graxos”, “Triglicerídeos naturais e sintéticos, incluindo ésteres e derivados de glicerila”, “Ceras Peroladas”, “Óleos de hidrocarbonato” e “Silicones ou siloxanos”.
Os compostos orgânicos ligeiramente solúveis micronizados então obtidos normalmente têm um tamanho de partícula médio de 0,02 a 2 micrômetros, preferivelmente de 0,03 a 1,5 micrômetros e mais especialmente de 0,05 a 1,0 micrômetros.
A dispersão aquosa usada na presente invenção geralmente compreende
30 -60, preferivelmente 35 a 55 partes da substância micronizada orgânica ligeiramente solúvel;
2 -20, preferivelmente 2 a 20 partes do agente dispersante;
0,1-1 parte, preferivelmente 0,1 a 0,5 partes de um agente
espessante (por exemplo, goma xantana); e
20 -68 partes de água;
As formulações cosméticas ou composições farmacêuticas de acordo com a presente invenção também podem compreender um ou mais que um filtro UV adicional da forma listada na tabela 1:
Tabela 1: Substâncias de filtro de UV adequadas e adjuvantes que podem ser adicionalmente usados com os absorventes de UV de acordo com a presente invenção No. Nome químico CAS No. 1 (+/-)-l,7,7-trimetil-3-[(4-metilfenil)metileno]biciclo[2.2.1]heptan-2-ona; p-metil 36861-47-9 benzilideno cânfora 2 1,7,7-trimetil-3-(fenilmetileno)biciclo[2.2.1 lheptan-2-ona; benzilideno cânfora 15087-24-8 3 (2-Hidróxi-4-metoxifenil)(4-metilfenil)metanona 1641-17-4 4 2,4-diidroxibenzofenona 131-56-6 5 2,2',4,4'-tetraidroxibenzofenona 131-55-5 6 2-Hidróxi-4-metoxibenzophenona; 131-57-7 7 ácido 2-Hidróxi-4-metoxibenzofenona-5-sulfônico 4065-45-6 8 2,2'-diidróxi-4,4'-dimetoxibenzofenona 131-54-4 9 2,2'-Diidróxi-4-metoxibenzofenona 131-53-3 Ácido alfa-(2-oxobom-3-iIideno)tolueno-4-sulfônico e seus sais (Mexoril SL) 56039-58-8 11 1 -[4-( 1,1 -dimetiletil)fenil] -3 -(4-metoxifenil)propano-1,3- 70356-09-1 diona (Avobenzone) 12 N,N,N-trimetil-4-[(4,7,7-trimetil-3-oxobiciclo[2,2,1 ]hept-2- 52793-97-2 ilideno)metil]anilinium sulfato de metila (Mexoril SO) 22 3,3,5-Trimetil ciclo-hexil-2-hidroxibenzoato; homosalate 118-56-9 23 Isopentil p-metoxicinamato; metoxicinamato de isoamila 71617-10-2 27 Metil-o-aminobenzoato 134-09-8 28 salicilato de metila 89-46-3 29 2-Etilexil 2-ciano,3,3-difenilacrilato; octocrileno 6197-30-4 2-etilexil 4-(dimetilamino)benzoato 21245-02-3 31 2-etilexil 4-metoxicinamato; octil metoxi cinamato 5466-77-3 32 salicilato de 2-etilexila 118-60-5 33 ácido 4,4',4"-(l,3,5-triazina-2,4,6-triiltriimino)tris-, tris(2-etilexil)éster; 2,4,6- 88122-99-0 Trianilino-(p-carbo-2'-etilexil-r-oxi)-l,3,5-triazina benzóico (Octil Triazona) 34 ácido 4-aminobenzóico 150-13-0 ácido 4-amino-, etil éster benzóico, polímero com oxirano 113010-52-9 38 ácido 2-fenil-l H-benzimidazol-5-sulfônico; ácido fenilbenzimidazol sulfônico 27503-81-7 39 íomopolímero de N-[[4-[(4,7,7-trimetil-3-oxobiciclo[2.2. l]hept-2- 147897-12-9 ilideno)metil]fenil]metill-2-Propenamida, homopolímero 40 salicilato de trietanolamina 2174-16-5 41 ácido 3,3'-(1,4-fenilenodimetileno)bis[7,7-dimetil-2-oxo-biciclo[2.2.1 ]heptano-1 90457-82-2 metanossulfônico (Cibafast H) 42 Dióxido de titânio (tamanho de partícula primária 10 -50 nm) Por exemplo, T805 13463-67-7 ou Eusolex T-AVO, Eusolex T-2000, Titaniumdioxid VT 817 44 Óxido de zinco (tamanho de partícula primário 20-100 nm) 1314-13-2 Por exemplo, Óxido de zinco NDM, Óxido de zinco Z-Cote HP1, óxido de zinco Nanox 45 2,2'-Metileno-bis- [6-(2H-benzotriazol-2-il)-4-( 1,1,3,3 -tetrametil-butil)-fenol] 103597-45-1 (Tinosorb M) 46 2,4-bis {[4-(2-etilexilóxi)-2-hidróxi]-fenil} -6-(4-metoxi fenil)-( 1,3,5)-triazina 187393-00-6 (Tinosorb S) 47 ácido do sal de dissódio 2,2'-(l,4-fenileno)bis-lH-Benzimidazol-4,6-dissulfônico 180898-37-7 48 dietilexil butamido triazona do ácido de bis(2-etilexil)- 154702-15-5 éster de 4,4'-[[6-[[4-[[(l,l-dimetiletil)amino]carbonil]fenillamino] 1,3,5-triazina-2,4-diilldiiminolbis-benzóico (Uvasorb HEB) 49 Drometrizol trisiloxano de 2-(2H-benzotriazol-2-il)-4-metil-6-[2-metil-3-[l,3,3,3- 155633-54-8 tetrametil-l-[(trimetilsilil)óxi]disiloxanil]propil]-Fenol (Mexoril XL) 50 Dimeticodietilbenzalmalonato; Polissilicone 15 (Parsol SLX) 207574-74-1 51 Sal de monossódio de ácido 3-(2H-benzotriazol-2-il)-4-hidróxi-5-(l-metilpropil)- 92484-48-5 benzeno sulfônico (Tinogard HS) 52 sal N-[3-[[4-(dimetilamino)benzoil]amino]propil]-N,N-dimetil-l-Dodecanamínio 156679-41-3 com ácido 4-metilbenzenossulfônico (1:1) (Escalol HP610) 53 cloreto de N,N,N-trimetil-3-[(l-oxo-3-fenil-2-propenil)-aminol- 1-Propanamínio 177190-98-6 54 ácido 2,2'-( 1,4-fenileno)bis-1 H-Benzimidazol-4,6-dissulfônico 170864-82-1 55 2,4,6-tris(4-metoxifenil)-l,3,5-Triazina 7753-12-0 56 2,4,6-tris[4-[(2-etilexil)óxilfenil]-l,3,5-Triazina 208114-14-1 57 metil sulfato de 3-[[3-[3-(2H-benzotriazol-2-il)-5-(l,l-dimetil-etil)-4-hidroxifenil]- 340964-15-0 l-oxopropillaminol-N,N-dietil-N-metil-l-Propanamínio (sal) 58 ácido 3-(l H-imidazol-4-il)-2-propenóico 104-98-3 59 ácido 4-(l-metiletil)fenil]metil éster do 2-hidróxi-benzóico 94134-93-7 60 l-(4-aminobenzoato)l,2,3-Propanotriol (Glyceril PABA) 136-44-7 61 ácido 3,4-dimetoxi-a-oxo-benzeno acético 4732-70-1 62 ácido de etil éster de 2-ciano-3,3-difenil-2-propenóico 5232-99-5 63 p-ment-3-il éster do ácido antralínico 134-09-8 64 sal de monossódio do ácido 2,2'-bis(l,4-fenileno)-lH-benzimidazol-4,6- 349580-12-7 dissulfônico ou fenil dibenzimidazol tetrassulfonato de dissódio (Neo Heliopan AP) 65 N,N'-bis[4-[5-( 1, l-dimetilpropil)-2-benzoxazolil]fenil]-N"-(2-etilexil)-l ,3,5- 288254-16-0 Triazina-2,4,6-triamina (Uvasorb k2A) 66 derivados de merocianina da forma descrita em WO 2004006878, W02006032741. IPCOM000022279D and in IP.COM JOURNAL 67 0. /---( ( N-C=C-Cs=S * 68 esteróis (colesterol, lanosterol, ftosteróis), da forma descrita em W00341675 69 micosporinas e/ou aminoácidos tipo micosporine da forma descrita em W02002039974, por exemplo, Helioguard 365 de Milbelle AG, aminoácidos tipo micosporina isolada da alga vermelha porphyra umbilicalis (INCI: Porphyra Umbilicalis) que são encapsulados em lipossomas,) 70 ácido alfa-lipóico da forma descrita em DE 10229995 71 polímeros orgânicos sintéticos da forma descrita em EP 1371358, [0033H0041] 72 Uossilicatos da forma descrita em EP 1371357 [0034]-[0037] 73 composto de sílica da forma descrita em EP1371356, f00331-Γ00411 74 partículas inorgânicas da forma descrita em DE10138496 [0043]-f0055] 75 partículas de látex da forma descrita em DE10138496 [0027]-[00401 76 sal de dissódio de ácido 2,2'-(l,4-fenileno)bis-lH-benzimidazol-4,6-dissulfônico, 180898-37-7 jisimidazilato (Neo Heliopan APC) 77 .- oj .i. J : i o N S.....H H ' :;í; · 78 ... I 1 M ,N, I r f ri ..........1 79 isômero E or Z ou mistura de isômeros E/Z 80 . í Ί r H ... ·Ί r,- r^-s=s-í=· 81 Di-2-etilexil-3,5-dimetóxi-4-hidróxi-benzalmalonato (Oxynex ST, EMD Chemicals, da forma descrita em US 20040247536) 82 2,4,6-Tris-1,1 ',4', 1 "-terfenil-4-il-1,3,5-triazina 83 2,4,6-Tris(p-bifenilil)-s-triazma 31274-51-8 Derivado de dibenzoilmetano preferido usado na presente invenção é o 4-(terc-butil)-4'-metoxidibenzoilmetano (também chamado avobenzone, CAS No. 70356-09-1), que é comercializado por DSM com o nome comercial de Parsol® 1789 e Merck com o nome comercial de 5 Eusolex® 9020. Outros derivados de dibenzoilmetano são descritos nas patentes U.S. Nos. 4.89.057, 4.387.089 e 4.562.067.
As aminas usadas na presente invenção são preferivelmente
alcanolaminas.
Exemplos destes compostos são 2-aminobutanol, 2-(2- aminoetóxi)etanol, aminoetil propanodiol, aminometil propanodiol, aminometil propanol (AMP), aminopropanodiol, bis-hidroxietil trometamina, butil dietanolamina, butiletanolamina, DEA PG-oleato, dibu-til etanolamina, dietanolamina, dietil etanolamina (DEA), diidroxietil toluidina, diisopropanolamina, dimetilamino metilpropanol, dimetil isopropanolamina, dimetil metila, etanolamina (EA), etil etanolamina, hidroxietil palmitil oxiidroxipropil palmitamida, isopropanolamina, n-lauril dietanolamina, MEA5 sulfito, metiletanolamina (MEA), misturas de isopropanolaminas, PEG-2 seboamida DEA, TEA-diricinoleato, TEA-Iauril éter, trietanolamina (TEA), triisopropanolamina, trometamina (Tris Amino).
Alcanolaminas mais preferidas são aminometil propanol (AMP), etanolamina (EA), dietil etanolamina (DEA), trometamina (Tris Amino) e trietanolamina (TEA).
Aminas adicionalmente preferidas são selecionadas de aminas alcoxiladas que correspondem à fórmula
(4a) R-N ; ou
'(CH2-CH2-Oy-H
(CH2-CH2-O)k-H R^(CH2)-N .
I (CH2-CH3-O-H *
(CH2CH2O)z-H y
em que
R é alquila C1-C30; e
X, y e z independentemente um do outro são um número de 1
a 20.
Um representante típico desta classe é PEG-IO Amina hidrogenada de sebo.
Aminas adicionalmente preferidas são selecionadas de óxidos que correspondem à fórmula
(6) RR’R”NO, em que R é alquila C12-C30; e
R' e R” independentemente um do outro são alquila Ci-C12.
Um exemplo típico é óxido de lauramina, que quimicamente é óxido de Ν,Ν-dimetil lauramina. Exemplos de aminas que podem ser usados na presente invenção:
HCl de acetil camitina, adenina, adenosina, fosfato de adenosina cíclico, almondamidopropil dimetilamina, amidinoprolina, amino bispropil dimeticona, 5-amino-4-cloro-o-cresol, 5-amino-6-cloro-o-cresol, 2- amino-6-cloro-4-nitrofenol, 4-amino-m-cresol, 6-amino-m-cresol, 6-amino-ocresol, 3-amino-2,4-diclorofenol, 5-amino-2,6-dimetóxi-3-hidróxi-piridina, 2- amino-4,5-dimetilthiazol HBr, ácido aminoetanossulfmico, aminoetil aminopropil dimeticona, sulfato de aminoetila, sulfato de 5-amino-4-flúor-2- metilfenol, bicarbonato de amino-guanidina, aminoguanidina HCl, 2-amino-4- hidroxietilaminoanisol, sulfato de 2-amino-4-hidroxietilaminoanisol, 2-amino
3-hidroxipiridina, 4-amino-2-hidroxitolueno, HCl de 2-aminometil-paminofenol, ácido 4-amino-2-nitrodifenilamina-2'-carboxílico, 2-amino-3- nitrofenol, 2-amino-4-nitrofenol, 2-amino-5-nitrofenol, 4-amino-2-nitrofenol,
4-amino-3-nitrofenol, 2-amino-4-nitrofenol sulfato, HCl de m-aminofenol, HCl de p-aminofenol, m-aminofenol, o-aminofenol, p-aminofenol, m-aminofenol sulfato, o-amino-fenol sulfato, p-aminofenol sulfato, ácido 3-aminopropano sulfônico, fosfato deidrogenato de aminopropila, fosfato de aminopropil kojil, fosfato de aminopropil metilenodioxifenila, fosfato de aminopropil tocoferila, aminotriazina pentano carboxamida mipa, ácido aminotrimetileno fosfônico, amodimeticona, aspartame, avocadamidopropil dimetil-amina, babassuamidopropil dimetilamina, azul básico 3, vermelho básico 118, beenamidopropil dimetilamina, beenato de beenamidopropil dimetilamina, lactato de beenamidopropil dimetilamina, benzoguanamina, bisamino PEG/PPG-41/3 aminoetil pg-propil dimeticona, bis-aminopropil dimeticona, bis(alcóxi C13.15) pg-amodimeticona, l,3-bis-(2,4-diaminofenóxi)propano, HCl
4,6-bis(2-hidroxietóxi)-m-fenilenodiamina, HCl de 2,6-bis(2-hidroxietóxi)-3,5- piridinadiamina, N,N'-bis(2-hidroxietil)-2-nitro-p-fenileno-diamina, sulfato de N,N-bis(2-hidroxietil)-p-fenilenodiamina, sulfato de brucina, EDTA de cálcio dissódio, HCl de alquil Cj2-Ci4 diaminoetilglicina, HCl de camitina, camitina pica, camosina, fluoridrato de cetilamina, hempseedato de cetildimetilamina hidrolisado, cloramina t, clorexidina, 4-cloro-2-aminofenol, 2-cloro-6- etilamino-4-nitrofenol, 2-cloro-5-nitro-N-hidroxietil p-fenilenodiamina, 2- 5 cloro-p-fenilenodiamina, sulfato de 2-cloro-p-fenileno-diamina, cocamidopropil dimetilamina, cocamidopropil dimetilamina diidróximetilpropionato, lactato de cocamidopropil dimetilamina, propionato de cocamidopropil dimetilamina, cocamidopropil morfolina, lactato de cocamidopropil morfolina, cocamina, cocoil poligliceril-4 hidroxipropil 10 diidroxietilamina, ciclo-hexilamina, N-ciclopentil-m-aminofenol, citosina, sulfato de alquila DEA-C12-13, fosfato de perfluoralquiletila DEA-Cg-is, DEAPEG-4 laurato, DEA pg-propil PEG/PPG-18/21 dimeticona, DEApoliperfluoroetóxi-metóxi PEG-2 fosfato, HCl de dicarboxi camosina, 2,4- diaminodifenilamina, 4,4'-diami-nodifenilamina, sulfato de 4,4'15 diaminodifenilamina, HCl de 2,4-diamino-5-metilfenetol, HCl de 2,4-diamino5-metilfenoxietanol, HCl de 4,5-diamino-l-metilpirazol, HCl de 2,4- diaminofenol, 2,4-diaminofenol, HCl de 2,4-diaminofenoxietanol, sulfato de 2,4-diamino-fenoxietanol, 2,6-diaminopiridina, sulfato de 2,6-diaminopiridina,
2,6-diamino-3-((piridin-3-il)azo)piridina, óxido de diammopirimidina, EDTA 20 de diamônio, diisetionato de dibeenil metil-amina, dibromopropamidina, dicocamina, dicocodimetilamina dilinoleato, bissulfato de dietanolamina, dietilamina, cocoato de dietilaminoetila, estearato de dietilaminoetila, benzoato de dietilamino hidroxibenzoil hexila, N,N-dietil-m-aminofenol, N,N-dietil-maminofenol sulfato, ácido dietilenotriamina pentametileno fosfônico, dietilexil25 amina, sulfato de N,N-dietil-p-fenilenodiamina, HCl de N-dietiltolueno-2,5- diamina, sebo metilamina diidrogenado, aminoacetato de diidroxialumínio, oleato de diidroxietilamino hidroxipropila, 2,6-diidroxietilaminotolueno, dioleato de diidroxietil cocamina, dioleato de diidroxietil soiamina, dioleato de diidroxietil seboamina, HCl de diidroxietil seboamina, copolímero diidroxietil seboamina/ipdi, oleato de diidroxietil seboamina, diisopropilamina, dilinoleamidopropil dimetilamina, beenato de dimeticona propiletilenodiamina, HCl de 2,6-dimetóxi-3,5-piridinadiamina, dimetoxisilil etilenodiaminopropil dimeticona, metacrilato de dimetilaminoetila, m-dimetilaminofenil uréia, 5 dimetil beenamina, dimetil cocamina, dimetil seboamina hidrogenada, N,N'dimetil-n-hidroxietil-3-nitro-p-fenilenodiamina, dimetil lauramina, dímero dilinoleato de dimetil lauramina, isoestearato de dimetil lauramina, oleato de dimetil lauramina, dimetil miristamina, dimetil palmitamina, HCl de 2,6- dimetil-p-fenilenodiamina, N,N-dimetil-p-fenileno-diamina, 2,6-dimetil-p10 fenilenodiamina, sulfato de N,N-dimetil-p-fenilenodiamina, HCl de N,Ndimetil 2,6-piridinadiamina, dimetil soiamina, estearamina dimetil, dimetil seboamina, dimetiltolilamina, metossulfato de dioleoil edetolmônio, dipalmitamina, diacetato de dipeptídeo diaminobutiroil benzilamida, HCl de difenidramina, dipropilenotriamina, disódio bisetilfenila estilbenodisulfonato 15 de triaminotriazina, cocaminopropil iminodiacetato de dissódio, dicarboxietil cocopropilenodiamina de dissódio, guanilato de dissódio, lactato de disoiamidoetil hidroxietil amônio, disoiamina, distearamidopropilmetilamina, dilinoleato de distearildimetilamina, diseboamidoetil hidroxipropilamina, HCl de etanolamina, sulfato de 4-etóxi-m-fenilenodiamina, sulfato de 3-etilamino20 p-cresol, 7-etilbiciclooxazolidina, di-metilaminobenzoato de etila, etilexil bisisopentilbenzoxazolilfenil melamina, n-etil-3-nitro papa, clareador fluorescente 230, 4 sulfato de -flúor-6-metil-m-fenilenodiamina, gerotina, glucamina, glucosamina, ascorbato de glucosamina, HCl de glucosamina, sulfato de glucosamina, tioctato de glucosamina, HCl de guanidina, fosfato de guanidina, 25 azul HC no. 14, laranja HC no. 5, vermelho HC no. 14, vermelho HC no. 15, amarelo HC no. 14, amarelo HC no. 15, hexamidina, diisetionato de hexamidina, hexamidina diparabeno, hexamidina parabeno histidina dna, di seboamina hidrogenada, seboamina hidrogenada, HCl de hidroxietilaminometil-p-aminofenol, 2-hidroxietilamino-5-nitroanisol, hidroxietil carboximetil cocamidopropilamina, hiroxietil quitosana sulfatode, 1 -hidroxietil 4,5-diamino pirazol, hidroxietil-2,6-dinitro-p-anisidina, HCl de hidroxietil-3,4-metilenodioxianilina, hidroxietil-2-nitro-p-toluidina, sulfato de hidroxietil-p-fenilenodiamina, ácido 2-hidroxietil picrâmico, 4- 5 hidroxipropilamino-3-nitrofenol, hidroxipropil arginina lauril/HCl de éter miristílico, HCl de hidroxipropil bis(n-hidróxi-etil-p-fenilenodiamina), hidroxipropil etilenodiamina carbômero, hidroxistearil metilglucamina, imidazol, isopropilamina, sulfato de n-isopropil 4,5-diamino pirazol, isoestearamidopropil dimetilamina, gluconato de isostearamidopropil 10 dimetilamina, glicolato de isostearamidopropil dimetilamina, lactato de isostearamidopropil dimetilamina, isostearamidopropil morfolina, lactato de isostearamidopropil morfolina, quenetina, acetato de lauramidobutil guanidina, HCl de lauramidobutil guanidina, lauramidopropil dimetilamina, propionato de lauramidopropil dimetilamina, lauramina, lauraminopropilamina, ácido 15 lauriminodipropiônico, laur/mirist/acetato de palmitamidobutil guanidina, ácido lauroil etilenodiamina triacético, laurilamina dipropilenodiamina, lauril aminopropilgliina, lauril dietilenodiaminoglicina, HCl de lauril dietilenodiaminoglicina, lauril dimetilamina ciclocarboxipropiloleato, HCl de lidocaína, linoleamidopropil dimetilamina, dilinoleato de linoleamidopropil 20 dimetilamina dímero, lactato de linoleamidopropil diamônio, trifosfato de lítio e guanosina, azelato de lisina, cocoato de lisina, mea-benzoato, mea-borato, mea-iodina, peróxido de melamina, metenamina, cloreto de metenamônio, HCl de n-metoxietil-p-fenilenodiamina, HCl de 2-metoximetil-p-aminofenol, sulfato de 2-metóxi-p-fenilenodiamina, HCl de 6-metóxi-2,3-piridinadiamina, 25 HCl de 4-metoxitolueno-2,5-diamina, HCl de metil aminometilciclo-hexano carboxamida, 3-metilamino-4-nitrofenoxietanol, p-metilaminofenol, sulfato de p-metilaminofenol, metil antranilato, sulfato de 4-metilbenzil 4,5-diamino pirazol, metil dicocamina, HCl de 2,2'-metilenobis 4-aminofenol, 2,2'metilenobis-4-aminofenol, 3,4-metilenodio-xianilina, metilglucamina, 2-metil5-hidroxietilaminofenol, n-metil-3-nitro-p-fenilenodiamina, metiltioadenosina, minkamidopropil dimetilamina, mipa-borato, morfolina, acetato de miristamidobutil guanidina, miristamidopropil dimetilamina, fosfato de miristamidopropil dimetilamina, ácido miristaminopropiônico, mirist/acetato 5 de palmitamidobutil guanidina, 3-nitro-4-aminofenoxietanol, 2-nitro-5-gliceril metilanilina, 3-nitro-p-hidróxi-etilaminofenol, 2-nitro-n-hidroxietil-p-anisidina,
4-nitrofenila aminoetiluréia, dicloridrato de 4-nitro-o-fenilenodiamina, dicloridrato de 2-nitro-p-fenilenodiamina, HCl de 4-nitro-o-fenilenodiamina, 4- nitro-m-fenilenodiamina, 4-nitro-o-fenilenodiamina, 2-nitro-p-fenilenodiamina, 10 sulfato de 4-nitro-m-fenilenodiamina, sulfato de 4-nitro-o-fenilenodiamina, 6- nitro-2,5-piridinadiamina, 6-nitro-o-toluidina, oatamidopropil dimetilamina, olaflur, oleamidopropil dimetilamina, glicolato de oleamidopropil dimetilamina, lactato de oleamidopropil dimetilamina, propionato de oleamidopropil dimetilamina, oleamina, olivamidopropil dimetilamina, lactato 15 de olivamidopropil dimetilamina, PAB A, palmamina, acetato de palmitamidobutil guanidina, palmitamidopropil dietilamina, palmitamidopropil dimetilamina, lactato de palmitamidopropil dimetilamina, propionato de palmitamidopropil dimetilamina, palmitamina, lactato de palmitoleamidopropil dimetilamina, propionato de palmitoleamidopropil dimetilamina, PEG-3 2,2'20 di-p-fenilenodiamina, PEI-7, PEI-10, PEI-15, PEI-30, PEI-35, PEI-45, PEI250, PEI-275, PEI-700, PEI-1000, PEI-1400, PEI-1500, PEI-1750, PEI-2500, PEI-14m, aminotrimetileno fosfonato de pentassódio, etilenodiamina tetrametileno fosfonato de pentassódio, pentetato de pentassódio, ácido pentético, PGg-amodimeticona, p-fenetidina, HCl de p-fenilenodiamina, m25 fenilenodiamina, p-fenilenodiamina, sulfato de m-fenilenodiamina, sulfato de p-fenilenodiamina, HCl de n-fenil-p-fenilenodiamina, n-fenil-pfenilenodiamina, sulfato de n-fenil-p-fenilenodiamina, fitosfingosina, glicolato de fito esfignosina, HCl de fitoesfignosina, lactato de fitoesfignosina, fitoesfignosina pica, polilisina HBR, potássio edtmp, aspartato de potássio e magnésio, hidroxilbenzoato de piridoxina, quinina, ricinoleamidopropil dimetilamina, lactato de ricinoleamidopropil dimetilamina, scordinina, sesamidopropil dimetilamina, bisclorofenil sulfamina de sódio, carboxietil sebo polipropilamina de sódio, carboximetil cocopolipropilamina de sódio, 5 carboximetil sebo polipropilamina de sódio, cocoil metilaminopropionato de sódio, dietilenotriamina pentametileno fosfonato de sódio, EDTMP de sódio, monofosfato cíclico de guanosina sódica, hidroxilaurildimônio etil fosfato de sódio, lauroil etilenodiamina triacetato de sódio, lauril dietilenodiaminoglicinato de sódio, picramato de sódio, sulfanilato de sódio, 10 soiamidopropil dimetilamina, soiamina, soiaminopropilamina, HCl de espermidina, esfmganina, éter de amido dietilaminoetila, estearamidoetil dietanolamina, estearamidoetil dietilamina, fosfato de estearamidoetil dietilamina, estearamidoetil etanolamina, fosfato de estearamidoetil etanolamina, estearamidopropil dimetilamina, lactato de estearamidopropil 15 dimetilamina, estearato de estearamidopropil dimetilamina, estearamidopropil morfolina, lactato de estearamidopropil morfolina, estearamina, estearoxipropil dimetilamina, estearil PG-dimetilamina, amidopropil dimetilamina de semente de girassol, lactato de amidopropil dimetilamina de semente de girassol, malato de amidopropil dimetilamina de semente de girassol, lactato de amidopropil 20 morfolina de semente de girassol, seboamidopropil dimetilamina, seboamidopropil dimetilamina, sebo amina, seboaminopropilamina, taurina, TEA-C8-“fosfato de isperfluoralquiletila, TEA-EDTA, cloridrato de TEA, iodidrato de TEA, lactato de TEA, glutamato de TEA-lauroil, TEA-pca, TEApolifosfato, TEA-salicilato, TEA-sorbato, TEA-sulfato, tetraidroxietil 25 etilenodiamina, tetraidroxipropil etilenodiamina, dioleato de tetraidroxipropil etilenodiamina, EDTA tetrassódico, iminodissuccinato tetrassódico, difosfato de tiamina, HCl de tiamina, nitrato de tiamina, tiotaurina, HCl de tocoferil dimetilglicinato, tolnaftato, tolueno-2,5-diamina, tolueno-2,6-diamina, sulfato de tolueno-3,4-diamina, tolueno-2,5-diamina, o-tolil biguanida, 2 sulfatode,5,6- triamino-4-pirimidinol, trilaurilamina, trimetilsiloxiamodimeticona, tri-PABA pantenol, EDTA tripotássico, dicarboximetil alaninato trissódico, EDTA trissódico, etilenodiamina disuccinato de trisódio, hEDTA trissódico, NTA trissódico, etano sulfato de tris-oleoiltrometamina, silicato de trometamina magnésio e alumínio, HCl de tirosil histidina, uracila, germamidopropil dimetilamina de trigo, lactato de germamidopropil dimetilamina de trigo, aspartato de zinco e magnésio.
Amidas preferidas são compostos que correspondem à fórmula
(7) RCO-NXY, em que
RCO- é um ácido carboxílico ou um radical ácido graxo; e
XeY independentemente um do outro são hidrogênio; ou qualquer radical alquila ou aromático.
A classe de amida pode ser parte de um anel heterocíclico,
como em PCA.
R também pode representar um átomo de nitrogênio, como em Uréia. Amidas são derivados hidrolisáveis de ácidos carboxílicos e são preparadas por meio de inúmeras vias sintéticas e biológicas. Um representante típico inclui cocamida.
Exemplos de amidas usadas na presente invenção são ácido acetamidocapróico, acetaminofen, acetaminosalol, acetanilid, acetil arginina, cetil hidroxiprolinato acetilado, n-acetil diidroesfmgosina, acetil glucosamina, ácido acetil glutâmico, acetil hidroxiprolina, acetil metionina, acetilfitoesfingosina, acetil trifluorometilfenila valilglicina, adamantanilcarboxamido hidroxilbenzamida, adamantanil hidroxiltereftalamida, adamantilcarboxamida metilidroxilbenzamida, adamantil diidroxibenzamida, adamantil metilidroxilterefitalamida, adamantil triidroxibenzamida, diidrazida de ácido adípico, algaeoil ftosfíngosina, pantenol de alantoína, glutamato de alumínio hidrogenado de sebo, PCA de alumínio, estearoil glutamato de alumínio, taurato de aminopropil laurilglutamina, amônio poliacriloildimetil, anserina, aspartame, beenamida, benzisotiazolinona, sulfonamida de colágeno hidrolisada de benzilidenecânfora, bis(alcóxi Ci3.
i5)hidroxibutamidoamodimeticona, bisidroxietil biscetil malonamida, bishidroxietil tocoferilsuccinoilamido hidroxipropano, bis-metoxipropilamido 5 isodocosano, t-butilbenzamido hidroxilbenzamida, t-butilbenzamido hidroxilfenilacetamida, t-butilbenzamido metilidroxilbenzamida, butil resorcinol bis-succinoilfitoesfingosina, amida MEA do ácido C16-22, sulfonato de cálcio pantetína, sacarina de cálcio, caproil esfmgosina, caproil tirosina, capriloil glicina, capriltirosinamide, caprilil pirrolidona, capsaicina, 10 carboximetil quitosano miristamida, carboximetil quitosano succinamida, ceramida 1, ceramida 2, ceramida 3, ceramida 4, ceramida 5, ceramida 1 a, ceramida 6 II, cetiloxipropil gliceril metoxipropil miristamida, cetil-PG hidroxietil decanamida, cetil-PG hidroxietil palmitamida, quitosana lauramida succinamida, quitosana succinamida, cloroacetamida, colesteril hexil 15 dicarbamato pululano, cloflucarbano, cocamida, cocamida metil MEA, ácido cocoil glutâmico, cocoil metil beta-alanina, coenzima a, crotamiton, HCl de decarboxi camosina, hidantoína DEDM, dilaurato de hidantoína DEDM, diazolidinil uréia, dilinoleato de dibeenamidopropildimetilamina, dibromocianoacetamida, dibutildecil IPDI, dibutilhexil IPDI, dibutil lauroil 20 glutamida, dibutiloctil IPDI, dicapriloil cistina, dideciltetradecil IPDI, aspartato de dietil acetila, dietil caprilamida, dietilexil butamido triazona, dietilhexil IPDI, dietil toluamida, dicarbamato de DI-HEMA trimetilexila, diexildecil IPDI, amida de ácido ftálico diidrogenado de sebo, diidroxiisopropil capriloilcaprilamida, diidroxiisopropil palmoilpalmamida, 25 copolímero de ácido dilinoleico/etileno-diamina, dímero de dilinoleamidopropil dibetaína, dimeticonol pantenol, dimetóxi-benzamido fenilidroxilacetamida, m-dimetilaminofenil uréia, dimetil capramida, dimetilol uréia, dimetil uréia, dioctildecil IPDI, dioctildodecil IPDI, glutamato de dioctildodecil estearoil, Di-PEG-2 soiamina IPDI, diacetato de dipeptídeo diaminobutiroil benzilamida, glutamato cocoil de dissódio, N-Iauroil aspartato de dissódio, lactato de disoiamidoetil hidroxietil amônio, distearamidopropilmetilamina, disteareth-75 IPDI, disteareth-100 IPDI, amida do ácido diestearil ftálico, metossulfato de diseboamidoetil hidroxipropilmônio, diacetato de di-TEA-cocamida, ditiodietil bisdiidroxidimetilbutiramida, ditiodietil bis-lactamida, ditiodietil bissalicilamida, ditiometilbenzamida, DMDM hidantoína, DMHF, DM hidantoína, erucamida, amida de etileno diidrogenada de sebo, etileno dilinoleamida, etileno dioleamida, etileno distearamida, acetato de etilexil benzildioxopiperazila, propionato de etilexil dimetoxibenzilideno dioxoimidazolidina, HCl de arginato de etil lauroíla, etil mentano carboxamida, etil tosilamida, fluorsalan, fluridil, estearato de glicolamida, glicil glicina, hexildecil miristoil metilaminopropionato, ácido hipúrico, ácido hialurônico, amida hidrogenada de sebo, hidroxicaproil fitoesfmgosina, hidroxicapriloil fitoesfingosina, hidroxietil carboximetil
cocamidopropilamina, hidroxietil uréia, hidroxilauroil fitoesfmgosina, hidroximetoxibenzil pelargonamida, hidroxipalmitoil esfinganina, hidroxifenil diidroxibenzamida, hidroxiprolina palmitamida, ilomastat, imidazolidinil uréia, lauril carbamato de inulina, butilcarbamato de iodopropinila, estearato 20 de isostearamidomorfolina, cloreto de isostearamidopropil epoxipropilmorfolínio, cetoconazol, ácido lacáico, lactamida, lactoil fitoesfingosina, lauramida, acetato de lauramidobutil guanidina, HCl de lauramidobutil guanidina, laur/mirist/acetato de palmitamidobutil guanidina, ácido lauroil glutâmico, lauroil metil beta-alanina, lauroil metil glucamida, 25 palmitatos de laurilgluconamida, lauril metilglucamida, HCl de lidocaína, linoleamida, lisina PCA, MDM hidantoína, melatonina, tosilato de metoxicinnamidopropil C18-22 alquildimônio, metóxi PEG-450 amidoglutaroil succinimida, succinamato de metóxi PEG-450 amido hidroxisuccinimidil, metoxipropilgluconamida, metil acetamida, HCl de metil aminometilciclohexane carboxamida, metil diisopropil propionamida, óxido de amidopropil amina de leite, amidopropil betaína de leite, amidopropil betaína de leite, acetato de miristamidobutil guanidina, ácido miristoil glutâmico, miristoil metil beta-alanina, miristoil/palmitoil oxostearamida/aracamida ME A, 5 miristoil succinoil atelocolágeno, mirist/acetato de palmitamidobutil guanidina, miristil-pg hidroxietil decanamida, neotame, niacinamida, ascorbato de niacinamida, glicolato de niacinamida, hidroxicitrato de niacinamida, lactato de niacinamida, malato de niacinamida, mandelato de niacinamida, salicilato de niacinamida, tioctato de niacinamida, nicotinamida 10 adenina dinucleotídeo, náilon-611, copolímero náilon-611/dimeticona, octilisotiazolinona, oleamida, 2-oleamido-l,3-octadecanodiol, oleoil tirosina, oleil palmitamida, palmitamida, acetato de palmitamidobutil guanidina, palmitamidoexadecanodiol, ácido palmitoil glutâmico, palmitoil glicina, palmitoil metoxitriptamina, serinato de palmitoil miristila, palmitoil pg15 linoleamida, sulfonato de panteteína, pantetina, pantenol, etil éter de pantenila, acetato do éter de pantenila, benzoato do éter de pantenil etila, cloreto de pantenil hidroxipropil esteardimônio, triacetato de pantenila, PCA, PCA dimeticona, arginato de PCA etil cocoila, palmitato, PEG-3 dietilenotriamina dipalmamida, metossulfato de PEG-2 20 dimeadowfoamamidoetilmônio, PG-palmoilpalmamida, fenacetina, ácido fthalimidoperoxicapróico, fitoesfignosina acetamida, picolinamida, poliacrilamida, poliacrilamidometil benzilideno canfor, poliamida-1, poliamida-2, poliamida-3, polibeta-alanina, poliepsilon-lisina, polilisina, polimetacrilamida, polimetacriloil lisina, polimetilglutamato, poli-p-fenileno 25 tereftalamida, polivinilcaprolactama, polivinilformamida, azeloil diglicinato de potássio, caproil tirosina de potássio, cocoil glutamato de potássio, cocoil glicinato de potássio, cocoil PCA de potássio, cocoil taurato de potássio, metil cocoil taurato de potássio, PCA de potássio, prolinamidoetil imidazol, piricarbato, quatémio-80, retinil formil aspartamato, riboflavina, tetraacetato de riboflavina, sacarina, salicilamida, ácido salicilidroxicinâmico, saliciloil fitoesfmgosina, salnacedin, s-lactoilglutatione, cocoil glicinato de sódio, dietilaminopropil cocoaspartamida de sódio, dilauramidoglutamida lisina de sódio, dímero de sódio de coenzima a, lauramido diacetato de sódio, lauroil etilenodiamina triacetato de sódio, metiltaurina cocoil metiltaurato de sódio, palmitoil prolina de sódio, amfopropionato de sódio de semente de palma, panteteína sulfonato de sódio, PCA de sódio, PCA tilsilanol de sódio, PEG-6 cocamida carboxilato de sódio, PEG-8 cocamida carboxilato de sódio, PEG-3 lauramida carboxilato de sódio, peg-4 lauramida carboxilato de sódio, fenilacetil glutamina de sódio, fenilacetil isoglutamina de sódio, poliacriloildimetil taurato de sódio, poligamma-glutamato de sódio, poliglutamato de sódio, estearil ftalamato de sódio, taurine cocoil metiltaurato de sódio, histidina ditiooctanamida de sódio e zinco, estearamida, estearato de estearamidodiidroxiisobutil, hidrazina esteárica, N-stearoil-diidrosfmgosina, ácido estearoil glutâmico, glutamato de estearil acetila, estearil erucamida, dilaurato de estearilgluconamida, succinoil ascorbato pentapeptídeo-6, succinoil atelocolágeno, albumina sérica de succinoíla, amida de sebo, copolímero TDI/anidrido trimelítico, diacetato de TEA-cocamida, glutamato de TEA-hidrogenado de óleo de sebo, TEA-PCA, tetraacetilfitoesfíngosina, tetrametilolglicoluril, tetrasódio disuccinoil cistina, metionato de tenoila, tiodiglicolamida, tiamina, tococisteamida, tosilamida, triacetil retinoil fitoesfingosina, triclocarban, éter triidroxipalmitamidohidroxipropil miristílico, tris(PEG-2 fenilalanilcarboxamido) ciclo-hexano, HCl de tirosil histidina, undecilenoil glicina, uréia, peróxido de uréia, palmitato de levedura ou PCA de zinco.
Amidas adicionalmente preferidas são selecionadas de
alcanolamidas que correspondem à fórmula
O X (2) n' R Y em que
R é alquila CrC30
X é o radical -CHR5CH2OH;
R’ é hidrogênio; ou alquila C1-Ci2; e 5 Y é -CHROH2OH; alquila CrCi2; ou hidroxilquila CrCi2.
Exemplos de alcanolamidas preferidas são acetamida MEA, almondamida DEA, apricotamida DEA, avocadamida DEA, avocadamida DIPA, azelamida MEA, babassuamida DEA, babassuamida MEA, beenamida DEA, beenamida MEA,cCapramida DEA, cocamida DEA, cocamida DIPA, 10 cocamida MEA, cocamida MIPA, cocoil sarcosinamida DEA, comamida/cocamida DEA, comamida DEA, dietanolaminooleamida DEA, disódio cocamido MIPA PEG-4 sulfosuccinato, disódio lauramido MIPA, glicol sulfosuccinato, amida DEA hidrogenada de sebo, hidroxicetil hidroxietilstearamida, hidroxietil etileno dipalmitamida, hidroxietil 15 estearamida-MIPA, hidroxilauroil fitoesfingosina, hidroxipropil bisisostearamida MEA, hidroxipropil bislauramida MEA, hidroxipropil bispalmitamida MEA, hidroxistearamida MEA, isostearamida DEA, isostearamida MEA, isostearamida MIPA, lactamida MEA, lanolinamida DEA, lauramida DEA, lauramida MEA, lauramida MIPA, 20 lauramida/miristamida DEA, lauril Malamida, lecitinamida DEA, linoleamida DEA, linoleamida MEA, linoleamida MIPA, amida DEA de leite, miristamida DEA, miristamida MEA, miristamida MIPA, oatamida MEA, oleamida DEA, oleamida DIPA, oleamida MEA, oleamida MIPA, olivamida DEA, oliveamida MEA, palmamida DEA, palmamida MEA, palmamida 25 MIPA, palmitamida DEA, palmitamida MEA, amida DEA de semente de palma, amida MEA de óleo de palma, amida MIPA de óleo de palma, pantotenamida MEA, nutamida MEA, peanutamida MIPA, PEG-2 0 pocamida MEA, ricebranamida DEA, ricinoleamida DEA, ricinoleamida MEA, ricinoleamida MIPA, sesamida DEA, sesamida DIPA, amida DEA de soja, estearamida AMP, estearamida DEA, estearamida DEA-diestearato, estearamida DIBA-estearato, estearamida MEA, estearamida MEA-estearato, estearamida MIPA, amida DEA de sebo, amida DEA de sebo, amida MEA de sebo, trideceth-2 carboxamida MEA, undecilenamida DEA, undecilenamida MEA ou amida DEA de germe de trigo.
Amidas preferidas também são selecionadas de amidas alcoxiladas que correspondem à fórmula
aquila Cj-Ci2;
XeX' independentemente um do outro são hidrogênio; ou sulfossuccinila;
O R’ (3a) JlL
H
(CHR1-CHj-O)ti1-X'
em que
R é alquila CrC30;
R' e R” independentemente um do outro são hidrogênio; ou
ni é um número de 2 a 60;
n2 + mi independentemente um do outro são um número de 1 a
R é alquila CrC3o;
X é hidrogênio; ou -CH2COO-Na+ e Y é -CH2COO-Na+; -CH2CH2COO-Na+, -CH2CHOHCH2 SO3-Na+, ou -CH2CH0HCH20P03-(H+/Na+).
Os compostos comercialmente disponíveis nesta classe são misturas razoavelmente complicadas de materiais quimicamente relacionados.
Em uma modalidade preferida da presente invenção as aminas são selecionadas de mono-, di-, e trietanolaminas, os absorventes UV micronizados correspondem à fórmula
em que
Ri e R2 independentemente um do outro são hidrogênio; ou
alquila Ci-C5;
A é -NH; ou -O-; e
R3 é um radical alquileno Ci-Ci2; ou R3 junto com A forma um radical bivalente da fórmula
/ \
*—N N~* l
\_/
e o derivado de dibenzoilmetano é 4-(terc-butil)-4'-metoxidibenzoilmetano.
A presente invenção também diz respeito a composições
cosméticas ou farmacêuticas, compreendendo
(a) 0,1 a 20% em peso de uma absorvente de UV de benzofenona da fórmula (1);
(b) 0,1 a 10% em peso de um derivado de metoxidibenzoilmetano; e
(c) 0,1 a 50% em peso de uma amina ou amida.
As preparações cosméticas ou farmacêuticas podem ser preparadas misturando fisicamente o absorvente(s) de UV com o adjuvante usando métodos costumeiros, por exemplo, simplesmente agitando junto os componentes individuais, especialmente fazendo uso das propriedades de dissolução de absorventes de UV cosméticos já conhecidos, como octil metóxi cinamato, éster isooctílico do ácido salicílico, etc. O absorvente de UV pode ser usado, por exemplo, sem tratamento adicional, ou no estado 5 micronizado, ou na forma de um pó.
As aminas e amidas de acordo com a presente invenção são usadas para eliminar a conversão de partículas classificadas maiores presentes na composição.
Além disso, as aminas e amidas de acordo com a presente invenção são usadas para eliminar as interações fisicoquímicas com derivado de dibenzoilmetanos.
A composição cosmética de acordo com a presente invenção é preferivelmente usada para prevenir o cabelo ou pele humana do efeito nocivo da radiação UV.
As preparações cosméticas ou farmacêuticas podem ser, por
exemplo, cremes, géis, loções, soluções alcoólicas e aquosas/alcoólicas, emulsões, composições cera/gordura, preparações de bastão, pós ou unguentos. Além dos filtros de UV mencionados anteriormente, as preparações cosméticas ou farmacêuticas podem conter ainda adjuvantes da forma descrita a seguir.
Como emulsões contendo água e óleos (por exemplo, emulsões ou microemulsões A/O, O/A, O/A/O e A/O/A) as preparações contêm, por exemplo, de 0,1 a 30% em peso, preferivelmente de 0,1 a 15% em peso e especialmente de 0,5 a 10% em peso, com base no peso total da 25 composição, de um ou mais absorventes de UV, de 1 a 60% em peso, especialmente de 5 a 50% em peso e preferivelmente de 10 a 35% em peso, com base no peso total da composição, de pelo menos um componente de óleo, de 0 a 30% em peso, especialmente de 1 a 30% em peso e preferivelmente de 4 a 20% em peso, com base no peso total da composição, de pelo menos um emulsificante, de 10 a 90% em peso, especialmente de 30 a 90% em peso, com base no peso total da composição, de água, e de 0 a 88,9% em peso, especialmente de 1 a 50% em peso, de adjuvantes ainda cosmeticamente aceitáveis.
5 As farmacêuticas/preparações cosméticas ou composições de
acordo com o invenção também podem conter um ou mais compostos adicionais como alcoóis graxos, ésteres de ácidos graxos, triglicerídeos naturais ou sintéticos incluindo ésteres de glicerila e derivados, ceras peroladas, óleos de hidrocarboneto, silicones ou siloxanos (polissiloxanos 10 organosubstituídos), óleos fluorados ou perfluorados, emulsificantes, adjuvantes e aditivos, agentes super engordurados, agentes tensoativos, reguladores de consistência/espessantes e modificadores de reologia, polímeros, ingredientes ativos biogênicos, ingredientes ativos desodorizantes, agentes anti-caspa, antioxidantes, agentes hidrotrópicos, conservantes, agentes 15 que inibem bactérias, óleos de perfume, corantes, contas poliméricas ou esferas ocas como melhoradores SPF.
Preparações cosméticas e farmacêuticas
Formulações cosméticas ou farmacêuticas estão contidas em uma ampla variedade de preparações cosméticas. Leva-se em consideração, 20 por exemplo, especialmente as seguintes preparações: preparações de cuidado com a pele, preparações de banho, preparações de cuidado pessoal cosmético, preparações de cuidado com os pés, preparações que protegem da luz, preparações de bronzeamento da pele, preparações de despigmentação, repelentes de inseto, desodorantes, antiperspirantes, preparações parar 25 limpeza e cuidado com a pele manchada, preparações de remoção capilar na forma química (depilação), preparações para barbear, preparações de fragrâncias, preparações de tratamento capilar cosmético.
Formas de apresentação
As formulações finais listadas podem existir em uma ampla variedade de formas de apresentação, por exemplo:
-na forma de preparações líquidas como uma emulsão A/O, O/A, O/A/O, A/O/A ou PIT e todos os tipos de microemulsões,
-na forma de um gel,
-na forma de um óleo, um creme, leite ou loção,
-na forma de um pó, um laquê, um comprimido ou
maquiagem,
-na forma de um bastão,
-na forma de um jato (jato com gás propelente ou jato IO acionado por bomba) ou um aerossol,
-na forma de uma espuma ou -na forma de uma pasta.
De especial importânica como preparações cosméticas para a pele são preparações que protegem da luz, tais como leites de sol, loções, 15 cremes, óleos, bloqueadores ou tropicais solares, preparações de prébronzeamento ou preparações após o sol, também preparações de bronzeamento da pele, por exemplo, cremes de auto bronzeamento. De particular interesse são cremes de proteção solar, loções de proteção solar, leites de proteção solar e preparações de proteção solar na forma de um jato. 20 De especial importância como preparações cosméticas para o
cabelo são as preparações mencionadas anteriormente para tratamento capilar, especialmente preparações para lavagem do cabelo na forma de xampus, condicionadores de cabelo, preparações de cuidado capilar, por exemplo, preparações de pré-tratamento, tônicos capilares, cremes modeladores, géis 25 modeladores, pomadas, formulações de enxágues de cabelo, pacotes de tratamento, tratamentos capilares intensivos, preparações de fortalecimento capilar, preparações de fixação capilar líquidas, espumas capilares e jatos capilares. De especial interesse são preparações de lavagem capilar na forma de xampus. Outros ingredientes típicos em tais formulações são conservantes, bactericidas e agentes bacteriostáticos, perfumes, corantes, pigmentos, agentes espessantes, agentes umidificantes, umectantes, gorduras, óleos, ceras ou outros ingredientes típicos de formulações cosméticas e de 5 cuidado pessoal, tais como alcoóis, polialcoóís, polímeros, eletrólitos, solventes orgânicos, derivados de silício, emolientes, emulsificantes ou agentes tensoativos emulsificantes, agentes tensoativos, agentes dispersantes, antioxidantes, anti-irritantes e agentes antiinflamatórios, etc.
A preparação cosmética de acordo com a invenção é distinguida pela excelente proteção da pele humana contra o efeito nocivo da luz solar.
Exemplos
B. Exemplo de trabalho
Exemplos 1 a 6
Fórmula O/A Ex. 1 Ex.2 Ex.3 Ex.4 Ex.5 Ex.6 Nome INCI % em % em % em % em % em % em peso peso peso peso peso peso Parte Butil 4,00 4,00 4,00 4,00 4,00 4,00 A metoxidibenzoilmetano Polissorbato 80 1,13 1,13 1,13 1,13 1,13 1,13 Adipato de dibutila 20,00 20,00 20,00 20,00 20,00 20,00 Parte B Aqua Qs. Qs. Qs. Qs. Qs. Qs. para para para para para para 100 100 100 100 100 100 Goma xantana 0,20 0,20 0,20 0,20 0,20 0,20 Parte C Acrilatos de sódio (e) 3,75 3,75 3,75 3,75 3,75 3,75 óleo mineral (e) PPG-I Trideceth-6 Parte Propileno glicol (e) 0,80 0,80 0,80 0,80 0,80 0,80 D diazolidinil uréia (e) metilparabeno (e) propilparabeno Parte E Trietanolamina 0,00 4,00 2,00 0,00 0,00 0,00 Etanolamina 0,00 0,00 0,00 4,00 0,00 0,00 Dietanolamina 0,00 0,00 0,00 0,00 0,00 4,00 Aminometil propanol 0,00 0,00 0,00 0,00 4,00 0,00 Parte F Dispersão 1 ou dispersão 8,00 8,00 8,00 8,00 8,00 8,00 2 da forma descrita na tabela 1 Instrução de Fabricação
Aquecer a parte AeB separadamente a 75 °C. Adicionar a parte A à parte B em agitação contínua. Adicionar a parte C imediatamente. Deixar resfriar para 50°C e adicionar a parte D, adicionar a parte E em agitação durante 5 minutos e adicionar a parte F a temperatura ambiente. Métodos de caracterização:
Armazenar a RT e 50°C durante 3 semanas. Microscopia (em luz polarizada) com microscópio Leitz Diaplan, curvas MPF de 290 nm a 400 nm com analisador de transmitância de UV Labsphere e teste sensorial. Tabela 1: Composição de derivados de hidroxifenil benzofenonas
substituídos por amina micronizada
Dispersão 1 Ingredientes Dispersão 2 50% OH \ / _ U---^ y-^ ---r\_ V \ HO 10% formulação aquosa de 51-55% de decil glicosídeo 1,5% cetil fosfato de potássio 18,5% formulação aquosa de 26-28% de metil sulfato de sódio 0,1% 0,1% goma xantana 0,1% 0,2% 1,3 butanodiol 0,2% 0,5-1% emulsão antiespumante contendo 20% de simeticona 0,5-1% ad 100% água deionizada ad 100% 120-140 tamanho de partícula (d50) em nm 120-140 Resultados:
Microscopia
Exemplos 2, 3, 4 e 6: Agulhas de cristal (1-200 μηι) podem ser observadas em luz polarizada nas formulações.
Velocidade e intensidade das formações de partículas grandes são sumarizadas na tabela 2.
Exemplo 5: Nenhum crescimento de partícula observado depois de 3 semanas
a 50°C.
Tabela 2: Investigação microscópica das fórmulas dos exemplos 1 a 6 Formulação O/A Ex. 1 Ex.2 Ex.3 Ex.4 Ex.5 Ex.6 RT 1 dia - - - - - 3 semanas ++ + ++ + - + 50°C 1 dia ++ + + - - + 3 semanas +++ ++ +++ ++ - ++ +++: forte (muitas agulhas de cristal) ++: agulhas de cristal +: poucas agulhas de cristal nenhum crescimento de partícula observado Aspecto sensorial
Depois de 3 semanas a 5O0C
Exemplos 4 e 5 brilhante e fluido Exemplos 2, 3 e 6 menos brilhante e menos fluido Exemplo 1 fosco, granuloso e viscoso
Claims (21)
1. Uso de aminas e amidas, caracterizado pelo fato de ser para a estabilização de uma composição cosmética, que compreende: (a) um absorvente de UV micronizado orgânico selecionado de um derivado de benzofenona e (b) um derivado de dibenzoilmetano.
2. Uso de acordo com a reivindicação 1, caracterizado pelo fato de que os absorventes de UV de benzofenona correspondem à fórmula: <formula>formula see original document page 44</formula> em que Ri e R2 independentemente um do outro são; alquila C1-C20; alquenila C2-C20; cicloalquila C3-C10; cicloalquenila C3-C10; ou Ri e R2 juntos com o átomo de nitrogênio ligante formam um anel heterocíclico de 5 ou 6 membros; ni é um número de 1 a 4; quando nj = 1 R3 é um radical heterocíclico saturado ou insaturado; hidróxialquila C1-Cs; ciclo-hexila opcionalmente substituído com um ou mais alquila Ci-C5; fenila opcionalmente substituído com um radical heterocíclico, aminocarbonila ou alquilcarbóxi Ci-C5; quando ni é 2, R3 é um radical alquileno-, cicloalquileno alquinileno ou fenileno que é opcionalmente interrompido por -O-; -NH-; um grupo carbonil-ou carbóxi-; um radical da fórmula *— CH— C=C-CH— * ou R3 junto com A forma um radical bivalente da fórmula (Ia) <formula>formula see original document page 44</formula> em que n2 é um número de 1 a 3; quando ni é 3 R3 é um radical alcantrila; quando nj é 4 R3 é um radical alcanotetraila; A é -O-; Ou -N(R5)-; e R5 é hidrogênio; alquila Cj-C5; ou hidróxi-alquila Ci-C5.
3. Uso de acordo com a reivindicação 1 ou 2, caracterizado pelo fato de que na fórmula (1): Ri e R2 independentemente um do outro são hidrogênio; alquila Ci-C20; alquenila C2-C2O', cicloalquila C3-C-IO; cicloalquenila C3-Cio; ou Ri e R2 juntos com o átomo de nitrogênio ligante formam um anel heterocíclico de 5 ou 6 membros; ni é um número de 1 a 4; quando ni é 1 R3 é um radical heterocíclico saturado ou insaturado; hidróxialquila Ci-C5; ciclo-hexilasubstituído com um ou mais alquila CpC5; quando ni é 2 R3 é um radical alquileno-, cicloalquileno- ou alquinileno que é opcionalmente interrompido por um grupo carbonil-ou carbóxi-; quando ni é 3 R3 é um radical alcantrila; quando ni é 4 R3 é um radical alcanotetraila; A é -O-; Ou -N(R5)-; e R5 é hidrogênio; alquila Ci-C5; ou hidróxi-alquila Ci-C5.
4. Uso de acordo com qualquer uma das reivindicações 1 a 3, caracterizado pelo fato de que na fórmula (I) Ri e R2 são alquila Ci-C2O
5. Uso de acordo com qualquer uma das reivindicações 1 a 4, caracterizado pelo fato de que na fórmula (I) Ri e R2 na fórmula (1) têm a mesma definição.
6. Uso de acordo com qualquer uma das reivindicações 1 a 5, caracterizado pelo fato de que na fórmula (1) se ni for 2, R3 é um radical alquileno Ci-Ci2, e Ri, R2 e A são de acordo com a reivindicação 1.
7. Uso de acordo com a reivindicação 6, caracterizado pelo fato de que na fórmula (1) R3 é um radical da fórmula <formula>formula see original document page 46</formula> ou R3 junto com A forma um radical bivalente da fórmula <formula>formula see original document page 46</formula> r é 0; ou 1; e q = é um número de 0 a 5.
8. Uso de acordo com a reivindicação 1, caracterizado pelo fato de que o absorvente de UV de benzofenona corresponde à fórmula (3) <formula>formula see original document page 46</formula> Ri e R2 independentemente um do outro são hidrogênio; ou alquila CrC5; A é -NH; ou -O-; e R3 é um radical alquileno CrCn; ou R3 junto com A forma um radical bivalente da fórmula <formula>formula see original document page 47</formula>
9. Uso de acordo com qualquer uma das reivindicações 1 a 8, caracterizado pelo fato de que o dibenzoilmetano é 4-(terc-butil)-4'metoxidibenzoilmetano.
10. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as aminas são selecionadas de mono-, di-, e trietanolaminas.
11. Uso de acordo com qualquer uma das reivindicações 1 a10, caracterizado pelo fato de que as aminas são selecionadas de aminometil Propanol (AMP), etanolamina (EA), dietil etanolamina (DEA), trometamina (Tris Amino) e trietanolamina (TEA).
12. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as aminas são selecionadas de óxidos de amina que correspondem à fórmula (6) RR’R”NO, em que R é alquila Ci2-C30; e R' e R” independentemente um do outro são alquila Ci-Ci2.
13. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as aminas são selecionadas de aminas alcoxiladas que correspondem à fórmula <formula>formula see original document page 47</formula> em que R é alquila Ci-C30; e X, y e z independentemente um do outro são um número de 1 a
14. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as aminas são selecionadas de alquilamido alquilaminas que correspondem à fórmula <formula>formula see original document page 48</formula> em que R é alquila Ci-C30; X é hidrogênio; ou -CH2COO-Na+ e Y é -CH2COO-Na+; -CH2CH2COO-Na+, -CH2CHOHCH2 SO3-Na+, ou -CH2CH0HCH20P03” H+ Na+.
15. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as amidas são selecionadas de alcanolamidas que correspondem à fórmula <formula>formula see original document page 48</formula> em que Ré alquila Ci-C30; X é o radical -CHR’CH2OH; R1 é hidrogênio; ou alquila Ci-Ci2; e Y é -CHROH2OH; alquila CrCi2; ou hidroxilquila Ci-Ci2.
16. Uso de acordo com qualquer uma das reivindicações 1 a 9, caracterizado pelo fato de que as amidas são selecionadas de amidas alcoxiladas que correspondem à fórmula <formula>formula see original document page 48</formula> em que R é alquila CrC30; R’ e R” independentemente um do outro são é hidrogênio; ou alquila CrC]2; X e X’ independentemente um do outro são hidrogênio; ou sulfosuccinila; ni é um número de 2 a 60; n2 + mt independentemente um do outro são um número de 1 a60, e a soma de n2 + mj > 3.
17. Uso de acordo com a reivindicação 1, caracterizado pelo fato de que as aminas são selecionadas de mono-, di-, e trietanolaminas, os absorventes UV micronizados correspondem à fórmula <formula>formula see original document page 49</formula> em que Ri e R2 independentemente um do outro são hidrogênio; ou alquila CrC5; A é -NH; ou -O-; e R3 é um radical alquileno CrCi2; ou R3 junto com A forma um radical bivalente da fórmula <formula>formula see original document page 49</formula> e o derivado de dibenzoilmetano é 4-(terc-butil)-4'-metóxi-dibenzoilmetano.
18. Uso de aminas e amidas de acordo com a reivindicação 1, caracterizado pelo fato de que é para eliminar a conversão de partículas classificadas maiores presentes na composição como definida na reivindicação 1.
19. Uso de aminas e amidas de acordo com a reivindicação 1, caracterizado pelo fato de que é para eliminar as interações físico-químicas com derivado de dibenzoilmetanos.
20. Composição cosmética, caracterizada pelo fato de que compreende: (a) 0,1 a 20% em peso de um absorvente de UV de benzofenona da fórmula (1); (b) 0,1 a 10% em peso de um derivado de metoxidibenzoilmetano; e (c) 0,1 a 50% em peso de uma amina ou amida como definida na reivindicação 1.
21. Uso da composição cosmética como definida na reivindicação 20, caracterizado pelo fato de que é para prevenir o cabelo ou pele humanos do efeito nocivo da radiação UV.
Applications Claiming Priority (3)
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| EP07103670.1 | 2007-03-07 | ||
| EP07103670 | 2007-03-07 | ||
| PCT/EP2008/052336 WO2008107347A2 (en) | 2007-03-07 | 2008-02-27 | Use of amines and amides for the stabilization of organic micronized uv absorbers |
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| BRPI0808405-0A BRPI0808405A2 (pt) | 2007-03-07 | 2008-02-27 | Usos de animais e amidas, composição comsmética, e, uso da composição cosmética |
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| US (1) | US20100143274A1 (pt) |
| EP (1) | EP2120846A2 (pt) |
| JP (1) | JP2010520253A (pt) |
| BR (1) | BRPI0808405A2 (pt) |
| WO (1) | WO2008107347A2 (pt) |
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| FR2926462B1 (fr) * | 2008-01-22 | 2016-06-24 | Soc La Biochimie Appliquee | Compositions cosmetiques et/ou dermatologiques contenant des inhibiteurs d'elastase |
| JP5756604B2 (ja) * | 2009-07-21 | 2015-07-29 | リー ヘイル ダニー | ネイル用の除去可能なゲル適用向けの組成物、及びそれらの使用方法 |
| CN109320429A (zh) * | 2013-08-12 | 2019-02-12 | 太阳化学公司 | 低聚氨基酮及其作为光敏引发剂的用途 |
| EP3134443B1 (en) | 2014-04-23 | 2019-10-30 | Sun Chemical Corporation | Led photoinitiators |
| US10245221B2 (en) | 2015-05-07 | 2019-04-02 | Celeb LLC | Stabilized color depositing shampoo |
| US9889080B2 (en) * | 2015-05-07 | 2018-02-13 | Celeb LLC | Color depositing shampoo |
| WO2017018322A1 (ja) * | 2015-07-27 | 2017-02-02 | 久光製薬株式会社 | アセナピン含有貼付剤 |
| CN109549862B (zh) * | 2019-01-30 | 2021-07-06 | 芭芭多芦荟生物科技研究(广州)院 | 含生长因子的化妆品及其制备方法 |
| CN109568218B (zh) * | 2019-01-30 | 2021-12-17 | 浙江康佰裕生物科技有限公司 | 美容液体敷料 |
| WO2021123116A1 (en) * | 2019-12-19 | 2021-06-24 | Skinosive | Adhesive photoprotective compounds and uses thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| NL190101C (nl) * | 1978-11-13 | 1993-11-01 | Givaudan & Cie Sa | Dibenzoylmethaanverbinding en tegen licht beschermend preparaat. |
| JP2686484B2 (ja) * | 1988-06-17 | 1997-12-08 | ピアス株式会社 | 紫外線吸収剤内包マイクロカプセル及びその製造方法並びにそのマイクロカプセルを含有する化粧料 |
| US5733531A (en) * | 1991-02-05 | 1998-03-31 | Sunsmart, Inc. | Composite UV sunblock compositions |
| IT1286502B1 (it) * | 1996-11-26 | 1998-07-15 | 3V Sigma Spa | Composizioni cosmetiche antisolari comprendenti derivati del dibenzoilmetano e del benzofenone |
| EP1137395A1 (de) * | 1998-12-11 | 2001-10-04 | Cognis Deutschland GmbH | Verwendung von nanoskaligen organischen uv-lichtschutzfiltern |
| DE19917906A1 (de) * | 1999-04-20 | 2000-10-26 | Basf Ag | Verwendung von aminosubstituierten Hydroxybenzophenonen als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
| DE10027950B4 (de) * | 2000-06-08 | 2007-05-03 | Henkel Kgaa | Wäßrige Suspension nanopartikulärer Lichtschutzfilter, Verfahren zu ihrer Herstellung sowie deren Verwendung und Zubereitungen |
| US6444195B1 (en) * | 2001-06-18 | 2002-09-03 | Johnson & Johnson Consumer Companies, Inc. | Sunscreen compositions containing a dibenzoylmethane derivative |
| DE10155958A1 (de) * | 2001-11-09 | 2003-05-22 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen mit einem Gehalt an Hydroxybenzophenonen und Alkylnaphthalaten |
| FR2833168B1 (fr) * | 2001-12-07 | 2004-08-27 | Oreal | Composition filtrante contenant un filtre du type derive du dibenzoylmethane et un derive de 2-hydroxybenzophenone aminosubstitue |
| US6770270B2 (en) * | 2002-03-05 | 2004-08-03 | The C.P. Hall Company | Methods of making and selling a sunscreen composition |
| MX271169B (es) * | 2002-12-12 | 2009-10-23 | Ciba Sc Holding Ag | Derivados de hidroxifenil-benzofenona sustituidos con amino. |
| US7166275B2 (en) * | 2003-07-11 | 2007-01-23 | Isp Investments Inc. | Compositions containing phenethyl aryl esters as solubilizing agents for active organic compounds |
| US7357920B2 (en) * | 2004-10-19 | 2008-04-15 | L'oreal | Photostable photoprotective compositions comprising dibenzoylmethane and amide oil compounds and a compound that accepts the excited triplet level energy of said dibenzoylmethane(s) |
| ES2288093B1 (es) * | 2005-09-26 | 2008-12-16 | Gat Formulation Gmbh | Formulaciones de plaguicidas con riesgo de cristalizacion y procedimiento para su obtencion. |
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- 2008-02-27 BR BRPI0808405-0A patent/BRPI0808405A2/pt not_active IP Right Cessation
- 2008-02-27 US US12/529,573 patent/US20100143274A1/en not_active Abandoned
- 2008-02-27 EP EP08709226A patent/EP2120846A2/en not_active Withdrawn
- 2008-02-27 WO PCT/EP2008/052336 patent/WO2008107347A2/en not_active Ceased
- 2008-02-27 JP JP2009552169A patent/JP2010520253A/ja not_active Withdrawn
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|---|---|
| US20100143274A1 (en) | 2010-06-10 |
| JP2010520253A (ja) | 2010-06-10 |
| WO2008107347A3 (en) | 2009-05-07 |
| EP2120846A2 (en) | 2009-11-25 |
| WO2008107347A2 (en) | 2008-09-12 |
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