EP4149411A1 - Verfahren zur behandlung von menschlichen haaren mit mitteln enthaltend gemische aus organischen c1-c6-alkoxy-siloxanen - Google Patents
Verfahren zur behandlung von menschlichen haaren mit mitteln enthaltend gemische aus organischen c1-c6-alkoxy-siloxanenInfo
- Publication number
- EP4149411A1 EP4149411A1 EP21715881.5A EP21715881A EP4149411A1 EP 4149411 A1 EP4149411 A1 EP 4149411A1 EP 21715881 A EP21715881 A EP 21715881A EP 4149411 A1 EP4149411 A1 EP 4149411A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- organic
- alkoxy
- acid
- water
- mixture
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 173
- 238000000034 method Methods 0.000 title claims abstract description 100
- -1 alkoxy siloxanes Chemical class 0.000 title claims abstract description 65
- 210000004209 hair Anatomy 0.000 title claims abstract description 42
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 177
- 239000000463 material Substances 0.000 claims abstract description 81
- 239000002537 cosmetic Substances 0.000 claims abstract description 75
- 239000002904 solvent Substances 0.000 claims abstract description 72
- 239000003054 catalyst Substances 0.000 claims abstract description 58
- 102000011782 Keratins Human genes 0.000 claims abstract description 33
- 108010076876 Keratins Proteins 0.000 claims abstract description 33
- 238000002156 mixing Methods 0.000 claims abstract description 17
- 230000003301 hydrolyzing effect Effects 0.000 claims abstract description 5
- 239000000049 pigment Substances 0.000 claims description 103
- 239000003795 chemical substances by application Substances 0.000 claims description 52
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 47
- 238000004040 coloring Methods 0.000 claims description 47
- 238000002360 preparation method Methods 0.000 claims description 39
- 239000000982 direct dye Substances 0.000 claims description 33
- 238000006243 chemical reaction Methods 0.000 claims description 29
- 229910000077 silane Inorganic materials 0.000 claims description 29
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 24
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 23
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 238000004519 manufacturing process Methods 0.000 claims description 19
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 18
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 18
- 150000004756 silanes Chemical class 0.000 claims description 18
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 16
- 239000003581 cosmetic carrier Substances 0.000 claims description 15
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 13
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 13
- 125000002947 alkylene group Chemical group 0.000 claims description 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 12
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 12
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 12
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 10
- 238000004806 packaging method and process Methods 0.000 claims description 10
- 125000003545 alkoxy group Chemical group 0.000 claims description 9
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 8
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 7
- 239000004094 surface-active agent Substances 0.000 claims description 7
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 6
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims description 6
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 5
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims description 5
- 239000000920 calcium hydroxide Substances 0.000 claims description 5
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 claims description 5
- 239000000347 magnesium hydroxide Substances 0.000 claims description 5
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims description 5
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 5
- 239000011976 maleic acid Substances 0.000 claims description 5
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 5
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 4
- 239000005711 Benzoic acid Substances 0.000 claims description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 4
- 235000011054 acetic acid Nutrition 0.000 claims description 4
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- 235000010233 benzoic acid Nutrition 0.000 claims description 4
- 235000015165 citric acid Nutrition 0.000 claims description 4
- 150000007529 inorganic bases Chemical class 0.000 claims description 4
- 239000004310 lactic acid Substances 0.000 claims description 4
- 235000014655 lactic acid Nutrition 0.000 claims description 4
- 239000001630 malic acid Substances 0.000 claims description 4
- 235000011090 malic acid Nutrition 0.000 claims description 4
- 229940098779 methanesulfonic acid Drugs 0.000 claims description 4
- 150000007522 mineralic acids Chemical class 0.000 claims description 4
- 150000007524 organic acids Chemical class 0.000 claims description 4
- 235000005985 organic acids Nutrition 0.000 claims description 4
- 150000007530 organic bases Chemical class 0.000 claims description 4
- 235000006408 oxalic acid Nutrition 0.000 claims description 4
- 239000011975 tartaric acid Substances 0.000 claims description 4
- 235000002906 tartaric acid Nutrition 0.000 claims description 4
- DBVJJBKOTRCVKF-UHFFFAOYSA-N Etidronic acid Chemical compound OP(=O)(O)C(O)(C)P(O)(O)=O DBVJJBKOTRCVKF-UHFFFAOYSA-N 0.000 claims description 3
- 230000009471 action Effects 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 85
- 239000000758 substrate Substances 0.000 description 64
- 235000010215 titanium dioxide Nutrition 0.000 description 54
- 150000004706 metal oxides Chemical class 0.000 description 48
- 150000001875 compounds Chemical class 0.000 description 45
- 238000000576 coating method Methods 0.000 description 43
- 239000010445 mica Substances 0.000 description 42
- 229910052618 mica group Inorganic materials 0.000 description 42
- 239000011248 coating agent Substances 0.000 description 36
- 150000003254 radicals Chemical class 0.000 description 36
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 35
- 229910044991 metal oxide Inorganic materials 0.000 description 34
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 32
- 235000013980 iron oxide Nutrition 0.000 description 31
- 150000003377 silicon compounds Chemical class 0.000 description 31
- 239000000194 fatty acid Substances 0.000 description 28
- 239000004408 titanium dioxide Substances 0.000 description 28
- 229960005196 titanium dioxide Drugs 0.000 description 28
- 238000006460 hydrolysis reaction Methods 0.000 description 27
- 239000000975 dye Substances 0.000 description 26
- 235000014113 dietary fatty acids Nutrition 0.000 description 25
- 229930195729 fatty acid Natural products 0.000 description 25
- 229910052751 metal Inorganic materials 0.000 description 25
- 239000002184 metal Substances 0.000 description 25
- 238000003756 stirring Methods 0.000 description 25
- LIKBJVNGSGBSGK-UHFFFAOYSA-N iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[Fe+3].[Fe+3] LIKBJVNGSGBSGK-UHFFFAOYSA-N 0.000 description 24
- 230000007062 hydrolysis Effects 0.000 description 22
- 125000000217 alkyl group Chemical group 0.000 description 21
- 125000004432 carbon atom Chemical group C* 0.000 description 21
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 20
- 238000009833 condensation Methods 0.000 description 19
- 230000005494 condensation Effects 0.000 description 19
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 18
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 18
- 239000010408 film Substances 0.000 description 17
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 description 16
- 150000004665 fatty acids Chemical class 0.000 description 16
- 239000000377 silicon dioxide Substances 0.000 description 16
- 239000002253 acid Substances 0.000 description 15
- 238000004043 dyeing Methods 0.000 description 15
- 230000008569 process Effects 0.000 description 15
- 239000000047 product Substances 0.000 description 14
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 13
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 12
- WTFXARWRTYJXII-UHFFFAOYSA-N iron(2+);iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+2].[Fe+3].[Fe+3] WTFXARWRTYJXII-UHFFFAOYSA-N 0.000 description 12
- 229910052710 silicon Inorganic materials 0.000 description 12
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 11
- 229910052782 aluminium Inorganic materials 0.000 description 11
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 11
- 239000002585 base Substances 0.000 description 10
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- 125000000129 anionic group Chemical group 0.000 description 9
- 235000019197 fats Nutrition 0.000 description 9
- 150000002191 fatty alcohols Chemical class 0.000 description 9
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 9
- 239000011541 reaction mixture Substances 0.000 description 9
- 239000000980 acid dye Substances 0.000 description 8
- CQPFMGBJSMSXLP-UHFFFAOYSA-M acid orange 7 Chemical compound [Na+].OC1=CC=C2C=CC=CC2=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 CQPFMGBJSMSXLP-UHFFFAOYSA-M 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 8
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- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 8
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- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 7
- 150000001413 amino acids Chemical class 0.000 description 7
- 238000009835 boiling Methods 0.000 description 7
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 7
- 150000002170 ethers Chemical class 0.000 description 7
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 7
- 150000003839 salts Chemical class 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
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- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 7
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- CPUDPFPXCZDNGI-UHFFFAOYSA-N triethoxy(methyl)silane Chemical compound CCO[Si](C)(OCC)OCC CPUDPFPXCZDNGI-UHFFFAOYSA-N 0.000 description 7
- 101100379079 Emericella variicolor andA gene Proteins 0.000 description 6
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- 125000003342 alkenyl group Chemical group 0.000 description 6
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- 125000002091 cationic group Chemical group 0.000 description 6
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- 239000000470 constituent Substances 0.000 description 5
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 5
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- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
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- DCYOBGZUOMKFPA-UHFFFAOYSA-N iron(2+);iron(3+);octadecacyanide Chemical compound [Fe+2].[Fe+2].[Fe+2].[Fe+3].[Fe+3].[Fe+3].[Fe+3].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-].N#[C-] DCYOBGZUOMKFPA-UHFFFAOYSA-N 0.000 description 5
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- 125000003161 (C1-C6) alkylene group Chemical group 0.000 description 4
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- 238000007171 acid catalysis Methods 0.000 description 4
- RGCKGOZRHPZPFP-UHFFFAOYSA-N alizarin Chemical compound C1=CC=C2C(=O)C3=C(O)C(O)=CC=C3C(=O)C2=C1 RGCKGOZRHPZPFP-UHFFFAOYSA-N 0.000 description 4
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- KUNSUQLRTQLHQQ-UHFFFAOYSA-N copper tin Chemical compound [Cu].[Sn] KUNSUQLRTQLHQQ-UHFFFAOYSA-N 0.000 description 4
- QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 4
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- 229940068965 polysorbates Drugs 0.000 description 1
- 229920000166 polytrimethylene carbonate Polymers 0.000 description 1
- 239000004175 ponceau 4R Substances 0.000 description 1
- 235000012731 ponceau 4R Nutrition 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 235000011181 potassium carbonates Nutrition 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- NNHHDJVEYQHLHG-UHFFFAOYSA-N potassium silicate Chemical compound [K+].[K+].[O-][Si]([O-])=O NNHHDJVEYQHLHG-UHFFFAOYSA-N 0.000 description 1
- 235000019353 potassium silicate Nutrition 0.000 description 1
- 229910052913 potassium silicate Inorganic materials 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 229940051201 quinoline yellow Drugs 0.000 description 1
- 230000036632 reaction speed Effects 0.000 description 1
- 230000002829 reductive effect Effects 0.000 description 1
- 238000002310 reflectometry Methods 0.000 description 1
- 239000001022 rhodamine dye Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000007493 shaping process Methods 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- AZLXCBPKSXFMET-UHFFFAOYSA-M sodium 4-[(4-sulfophenyl)diazenyl]naphthalen-1-olate Chemical compound [Na+].C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 AZLXCBPKSXFMET-UHFFFAOYSA-M 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 235000019795 sodium metasilicate Nutrition 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 235000019794 sodium silicate Nutrition 0.000 description 1
- GTKIEPUIFBBXJQ-UHFFFAOYSA-M sodium;2-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O GTKIEPUIFBBXJQ-UHFFFAOYSA-M 0.000 description 1
- NLUFDZBOHMOBOE-UHFFFAOYSA-M sodium;2-[[4-(diethylamino)phenyl]-(4-diethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)methyl]benzene-1,4-disulfonate Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC=C(C=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 NLUFDZBOHMOBOE-UHFFFAOYSA-M 0.000 description 1
- AYQGOOLZDOHXAY-UHFFFAOYSA-M sodium;3-[[4-[(2-chlorophenyl)-[4-[ethyl-[(3-sulfonatophenyl)methyl]azaniumylidene]-2-methylcyclohexa-2,5-dien-1-ylidene]methyl]-n-ethyl-3-methylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(\C(=C\2C(=CC(C=C/2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C)C=2C(=CC=CC=2)Cl)C(C)=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 AYQGOOLZDOHXAY-UHFFFAOYSA-M 0.000 description 1
- SHBDDIJUSNNBLQ-UHFFFAOYSA-M sodium;3-[[4-[(2-chlorophenyl)-[4-[ethyl-[(3-sulfonatophenyl)methyl]azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)Cl)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SHBDDIJUSNNBLQ-UHFFFAOYSA-M 0.000 description 1
- RAMNYUMITLZMIC-UHFFFAOYSA-N sodium;3-[[4-[(4-diethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfophenyl)methyl]amino]-2-methylphenyl]methyl]-n-ethyl-3-methylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC)C=2C(=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C)C(C)=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 RAMNYUMITLZMIC-UHFFFAOYSA-N 0.000 description 1
- AXMCIYLNKNGNOT-UHFFFAOYSA-M sodium;3-[[4-[(4-dimethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfonatophenyl)methyl]amino]phenyl]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 AXMCIYLNKNGNOT-UHFFFAOYSA-M 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- LJFWQNJLLOFIJK-UHFFFAOYSA-N solvent violet 13 Chemical compound C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O LJFWQNJLLOFIJK-UHFFFAOYSA-N 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000013517 stratification Methods 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- LFQCEHFDDXELDD-UHFFFAOYSA-N tetramethyl orthosilicate Chemical compound CO[Si](OC)(OC)OC LFQCEHFDDXELDD-UHFFFAOYSA-N 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- GQUJEMVIKWQAEH-UHFFFAOYSA-N titanium(III) oxide Chemical compound O=[Ti]O[Ti]=O GQUJEMVIKWQAEH-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- GQIUQDDJKHLHTB-UHFFFAOYSA-N trichloro(ethenyl)silane Chemical compound Cl[Si](Cl)(Cl)C=C GQIUQDDJKHLHTB-UHFFFAOYSA-N 0.000 description 1
- WUMSTCDLAYQDNO-UHFFFAOYSA-N triethoxy(hexyl)silane Chemical compound CCCCCC[Si](OCC)(OCC)OCC WUMSTCDLAYQDNO-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 229940057402 undecyl alcohol Drugs 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 1
- ROVRRJSRRSGUOL-UHFFFAOYSA-N victoria blue bo Chemical compound [Cl-].C12=CC=CC=C2C(NCC)=CC=C1C(C=1C=CC(=CC=1)N(CC)CC)=C1C=CC(=[N+](CC)CC)C=C1 ROVRRJSRRSGUOL-UHFFFAOYSA-N 0.000 description 1
- 239000005050 vinyl trichlorosilane Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000010947 wet-dispersion method Methods 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 229910003145 α-Fe2O3 Inorganic materials 0.000 description 1
- 229910006297 γ-Fe2O3 Inorganic materials 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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/23—Sulfur; Selenium; Tellurium; Compounds thereof
-
- 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
- A61K8/34—Alcohols
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- 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
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
-
- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
-
- 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
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/88—Two- or multipart kits
- A61K2800/882—Mixing prior to application
Definitions
- the present application is in the field of cosmetics and relates to a method for treating human hair.
- a cosmetic agent is applied to the hair and rinsed off again after an exposure time.
- the cosmetic agent which is a ready-to-use agent, is characterized in that it contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 - Alkoxysilanes can be mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and a catalyst.
- a second subject is a method for the treatment, particularly preferably for the dyeing, of keratinic material, in which the ready-to-use cosmetic agent of the first subject of the invention is first produced.
- the mixture of organic C 1 -C 6 -alkoxy-siloxanes is mixed with a further preparation which is a water-containing, cosmetic carrier preparation.
- This application mixture is then applied to the keratin material, left to act and rinsed out again.
- an aftertreatment agent can then be used.
- a third subject of the present invention is a multi-component packaging unit (kit-of-parts) for coloring keratinous material, which comprises the cosmetic preparations (A) and (B) separately packaged in two packaging units.
- the preparation (A) contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, and the preparation (B) is a water-containing, cosmetic carrier formulation
- This is an important area of modern cosmetics.
- Oxidation dyes are usually used for permanent, intensive dyeings with good fastness properties and good gray coverage.
- Such colorants usually contain oxidation dye precursors, so-called developer components and coupler components, which, under the influence of oxidizing agents such as hydrogen peroxide, form the actual dyes with one another.
- Oxidation dyes are characterized by very long-lasting coloring results. When direct dyes are used, dyes that have already been developed diffuse from the dye into the hair fiber.
- the coloring obtained with substantive dyes is less durable and can be washed out more quickly.
- Colorations with substantive dyes usually remain on the hair for a period of between 5 and 20 washes.
- the use of color pigments is known for brief color changes on the hair and / or the skin.
- Color pigments are generally understood to mean insoluble, coloring substances. These are present undissolved in the form of small particles in the coloring formulation and are only deposited on the outside of the hair fibers and / or the surface of the skin. Therefore, they can usually be removed without residue by a few washes with detergents containing surfactants.
- Various products of this type are available on the market under the name of hair mascara.
- EP 2168633 B1 deals with the problem of producing long-lasting hair colorations using pigments.
- the document teaches that when a combination of pigment, organic silicon compound, hydrophobic polymer and a solvent is used, hair can be colored which is particularly resistant to shampooing.
- the organic silicon compounds used in EP 2168633 B1 are reactive compounds from the class of alkoxy-silanes. These alkoxy-silanes hydrolyze in the presence of water at high speed and - depending on the respective amounts of alkoxy-silane and water used - form hydrolysis products and / or condensation products. The influence of the amount of water used in this reaction on the properties of the hydrolysis or condensation product is described, for example, in WO 2013068979 A2.
- a film or also a coating is formed on the keratin material, which completely envelops the keratin material and in this way strongly influences the properties of the keratin material.
- Possible areas of application are, for example, permanent styling or the permanent change in shape of keratin fibers.
- the keratin fibers are mechanically brought into the desired shape and then fixed in this shape by forming the above-described coating.
- Another very particularly suitable application is the coloring of keratin material; In the context of this application, the coating or the film is produced in the presence of a coloring compound, for example a pigment.
- the film colored by the pigment remains on the keratin material or the keratin fibers, and the result is surprisingly wash-resistant colorations.
- the great advantage of the alkoxy-silane-based coloring principle is that the high reactivity of this class of compounds enables very fast coating. In this way, extremely good staining results can be achieved after a very short application period of just a few minutes.
- the high reactivity of the alkoxy silanes also has some disadvantages. Even minor changes in production and application conditions, such as changes in humidity and / or temperature, can lead to strong fluctuations in product performance. Above all, the work leading to this invention has shown that the alkoxy silanes are extremely sensitive to the conditions that prevail during the production of the keratin treatment agents.
- the mixtures of alkoxy-siloxanes used in this process should be produced in a targeted manner in such a way that the optimal application properties could be achieved in a subsequent application.
- the agents produced in this way should have improved dyeing performance, ie when used in a dyeing process, dyeings with higher color intensity and improved fastness properties, in particular with improved wash fastness and improved rub fastness, should be achieved.
- the aforementioned object can be achieved excellently if agents containing C 1 -C 6 -alkoxy-siloxane mixtures are used on human hair, the C 1 -C 6 -alkoxy-siloxane mixtures on special Ways can be made using a catalyst.
- the mixtures of organic C 1 -C 6 alkoxy siloxanes are produced by targeted hydrolysis and condensation of organic C 1 -C 6 alkoxysilanes.
- This mixture of organic C 1 -C 6 alkoxysilane and solvent is now mixed with water in order to set a specific hydrolysis in motion.
- C 1 -C 6 -alkoxysilanes Simultaneously with or shortly after the hydrolysis, there is also a precondensation of the organic C 1 -C 6 -alkoxysilanes to give the C 1 -C 6 -alkoxy-siloxane mixtures.
- These C 1 -C 6 -alkoxy-siloxane mixtures are oligomeric compounds which, due to their partial hydrolysis or condensation, still have reactive groups and when used on human hair can react to form the final polymer, film or coating. Good dyeing results with excellent fastness properties could be obtained particularly when the hydrolysis and condensation described above were initiated and accelerated by using a catalyst.
- a first subject of the present invention is a method for treating keratinous material, in particular human hair, wherein a cosmetic agent is applied to the keratinous material and rinsed off again after an exposure time, characterized in that the cosmetic agent is a mixture of organic C 1 - Contains C 6 -alkoxy-siloxanes, which is obtained by mixing one or more organic C 1 -C 6 -alkoxysilanes with a solvent other than water and selectively hydrolyzing and precondensing them by adding water and a catalyst.
- Agents for treating keratinous material are understood to mean, for example, agents for coloring the keratinous material, agents for reshaping or shaping keratinic material, in particular keratinous fibers, or agents for conditioning or caring for the keratinous material.
- the agents produced by the process according to the invention are particularly suitable for coloring keratinous material, in particular for coloring keratinous fibers, which are particularly preferably human hair.
- the term “means for coloring” is used in the context of this invention for a coloring of the keratin material, especially the hair, caused by the use of coloring compounds, such as thermochromic and photochromic dyes, pigments, mica, substantive dyes and / or oxidation dyes.
- the aforementioned coloring compounds are deposited in a particularly homogeneous and smooth film on the surface of the keratin material or diffuse into the keratin fiber.
- the film is formed in situ by oligomerization or condensation of the organic silicon compound (s), the coloring compound (s) interacting with this film or this coating or being incorporated therein.
- the cosmetic agent which is applied to the keratinous material, in particular the human hair, and rinsed off again, represents according to the invention a ready-to-use agent.
- This ready-to-use agent can be filled into a container and in this form without further dilution, mixing or other Procedure steps are applied to the keratin material.
- the ready-to-use cosmetic agent is not produced by the hairdresser or user until shortly before use.
- the mixture of organic C 1 -C 6 -alkoxy-siloxanes which is provided in the form of a separately prepared concentrate, can be mixed with a water-containing cosmetic carrier formulation.
- the index n indicates the degree of oligomerization or polymerization of the siloxane. The index n is usually from 0 to 1,000,000 or from 0 to 100,000 or from 0 to 10,000 or from 0 to 1000. When n is 0, the siloxane is in the form of a dimer.
- the organic C 1 -C 6 -alkoxy-siloxanes of the present invention are characterized in that at least one radical R represents a C 1 -C 6 -alkoxy group.
- the one to the silicon atom Bound C 1 -C 6 -alkoxy group represents a reactive leaving group which, when applied to the keratin material, enables further condensation or oligomerization or polymerization.
- the organic C 1 -C 6 -alkoxy-siloxanes are prepared by mixing one or more organic C 1 -C 6 -alkoxysilanes with a solvent other than water and hydrolyzing and precondensing them in a targeted manner by adding water and a catalyst.
- Organic C 1 -C 6 -alkoxy-silanes are organic, non-polymeric silicon compounds which are preferably selected from the group of silanes with one, two or three silicon atoms .
- Organic silicon compounds which are alternatively referred to as organosilicon compounds, are compounds that either have a direct silicon-carbon bond (Si-C) or in which the carbon is attached to the silicon via an oxygen, nitrogen or sulfur atom. Atom is linked.
- the organic silicon compounds according to the invention are preferably compounds which contain one to three silicon atoms.
- the organic silicon compounds particularly preferably contain one or two silicon atoms.
- silane stands for a group of chemical compounds based on a silicon backbone and hydrogen.
- the hydrogen atoms have been completely or partially replaced by organic groups such as, for example, (substituted) alkyl groups and / or alkoxy groups. It is characteristic of the invention C 1 -C 6 alkoxy-silanes that at least one C 1 -C 6 - alkoxy group is bonded directly to a silicon atom.
- the C 1 -C 6 -alkoxy-silanes according to the invention thus comprise at least one structural unit R'R''R '''Si-O- (C 1 -C 6 -alkyl) where the radicals R', R '' and R ''' stand for the three remaining bond valences of the silicon atom.
- the C 1 -C 6 alkoxy group or groups bonded to the silicon atom are very reactive and are hydrolyzed at high speed in the presence of water, the reaction speed also depending, among other things, on the number of hydrolyzable groups per molecule.
- the organic silicon compound preferably contains a structural unit R'R "R"'Si-O-CH2-CH3.
- the radicals R ', R "and R"' again represent the three remaining free valences of the silicon atom.
- a cosmetic agent is used in the process according to the invention which is a mixture of C 1 -C 6 - Contains alkoxy siloxanes, one or more organic C 1 -C 6 -alkoxysilanes of the formula (I) and / or (II) and / or (IV) are used in its preparation.
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes Formula (I) and / or (II) and / or (IV) are mixed with the solvent R 1 R 2 NL-Si (OR 3 ) a (R 4 ) b (I) where - R 1 , R 2 independently of one another stand for a hydrogen atom or a C 1 -C 6 -alkyl group, - L stands for a linear or branched, divalent C 1 -C 20 -alkylene group, - R 3 , R 4 independently of one another stand for a C 1 -C 6 -alkyl group , - a, stands for an integer from 1 to 3, and - b stands for the integer 3 - a, and (R 5 O) c (R 6 )
- R 1 R 2 NL-Si (OR 3 ) a (R 4 ) b (I) is particularly preferred where - R 1 , R 2 independently of one another represent a hydrogen atom or a C 1 -C 6 alkyl group, - L represents a linear or branched, divalent C 1 -C 20 alkylene group, - R 3 , R 4 independently of one another represent a C 1 -C 6 -alkyl group, - a, stands for an integer from 1 to 3, and - b stands for the integer 3 - a, and ) where - R5, R5 ', R5 ", R6, R6' and R6" independently of one another represent a C 1 -C 6 -alkyl group, - A, A ', A ", A"' and A "'' independently represent a linear or branched,
- Propyl, ethyl and methyl are preferred alkyl radicals.
- Examples of a C 2 -C 6 -alkenyl group are vinyl, allyl, but-2-enyl, but-3-enyl and isobutenyl, preferred C 2 -C 6 -alkenyl radicals are vinyl and allyl.
- Preferred examples of a hydroxy-C 1 -C 6 -alkyl group are a hydroxymethyl, a 2-hydroxyethyl, a 2-hydroxypropyl, a 3-hydroxypropyl, a 4-hydroxybutyl group, a 5-hydroxypentyl and a 6 -Hydroxyhexyl group; a 2-hydroxyethyl group is particularly preferred.
- divalent alkylene groups can also be branched.
- Examples of branched, divalent C 3 -C 20 alkylene groups are (-CH 2 - CH (CH 3 ) -) and (-CH 2 -CH (CH 3 ) -CH 2 -).
- the radicals R 1 and R 2 independently of one another represent a hydrogen atom or a C 1 -C 6 - alkyl group.
- the radicals R 1 and R 2 very particularly preferably both represent a hydrogen atom.
- the linker -L- which stands for a linear or branched, divalent C 1 -C 20 alkylene group.
- the divalent C 1 -C 20 alkylene group can alternatively also be referred to as a divalent or divalent C 1 -C 20 alkylene group, which means that each group -L- can form two bonds.
- -L- is preferably a linear, divalent C 1 -C 20 alkylene group. With further preference -L- stands for a linear divalent C 1 -C 6 alkylene group.
- Organic silicon compounds of the formula (I) which are particularly suitable for achieving the object of the invention are - (3-aminopropyl) triethoxysilane - (3-aminopropyl) trimethoxysilane - (2-aminoethyl) triethoxysilane
- an organic silicon compound of the formula (II) according to the invention contains at least one group selected from - (A) - and - [NR 7 - (A ')] - and - [O- (A ′′)] - and - [NR 8 - (A ''')] - .
- the radicals R5, R5 ′′ R5 ′′ stand independently of one another for a C. 1 -C 6 alkyl group.
- the radicals R6, R6 'and R6'' are independently a C 1 -C 6 alkyl group.
- a s method characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by mixing one or more organic C 1 -C 6 -alkoxysilanes of the formula (II) with one other than water Solvents are mixed and specifically hydrolyzed and precondensed by adding water and a catalyst, where - R5 and R5 'independently of one another stand for a methyl group or an ethyl group, - c and c' both stand for the number 3 and - d and d 'both stand for the number 0.
- the organic silicon compounds according to the invention correspond to the formula (IIa)
- the radicals e, f, g and h can independently represent the number 0 or 1, at least one radical from e, f, g and h being different from zero.
- the abbreviations e, f, g and h define which of the groupings - (A) e - and - [NR 7 - (A ')] f - and - [O- (A'')] g - and - [NR 8 - (A ''')] h - are located in the central part of the organic silicon compound of the formula (II).
- the radicals A, A ', A ", A”"andA”"' are preferably, independently of one another, a linear, divalent C 1 -C 20 alkylene group. More preferably, the radicals A, A ', A ", A""andA""' independently of one another represent a linear divalent C 1 -C 6 alkylene group.
- the bivalent C 1 -C 20 alkylene group may alternatively be as a divalent or divalent C 1 - C 20 alkylene group are referred to, by which is meant that each group A, A ', A'',A''andA''''can form two bonds.
- the radicals A, A ', A'',A''' and A ''' are particularly preferably, independently of one another, a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -), a propylene group (-CH 2 -CH 2 -CH 2 -) or a butylene group (-CH 2 -CH 2 -CH 2 -CH 2 -).
- the radicals A, A ', A'',A''' and A '''' very particularly preferably represent a propylene group (-CH 2 -CH 2 -CH 2 -).
- the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR 7 - (A ')] -. If the radical h stands for the number 1, then the organic silicon compound of the formula (II) according to the invention contains a structural grouping - [NR 8 - (A ''')] -.
- radicals R 7 and R 8 independently represent a hydrogen atom, a C 1 -C 6 - alkyl group, a hydroxy-C 1 -C 6 alkyl group, a C 2 -C 6 alkenyl group, an amino-C 1 - C 6 alkyl group or a grouping of the formula (III)
- the organic silicon compound according to the invention contains the grouping [NR7- (A ')], but not the grouping - [NR 8 - (A''') ]. If the radical R7 stands for a grouping of the formula (III), then the pretreatment agent (a) contains an organic silicon compound with 3 reactive silane groups.
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes of the formula ( II) mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and a catalyst, where - e and f both stand for the number 1, - g and h both stand for the number 0, - A and A 'independently of one another stand for a linear, divalent C 1 -C 6 alkylene group and - R7 stands for a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III).
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes of the formula ( II) mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and catalyst, wherein - e and f both stand for the number 1, - g and h both stand for the number 0, - A and A 'independently of one another for a methylene group (-CH 2 -), an ethylene group (-CH 2 -CH 2 -) or a propylene group (-CH 2 -CH 2 -CH 2 ), and - R7 represents a hydrogen atom, a methyl group, a 2-hydroxyethyl group, a 2-alkenyl group, a 2-aminoethyl group or a grouping of the formula (III) .
- Organic silicon compounds of the formula (II) which are well suited for achieving the object of the invention are - 3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine - 3- (Triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine -N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine -N-methyl-3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine
- N-methyl-3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine is alternatively also referred to as bis (3-trimethoxysilylpropyl) -N-methylamine and can be purchased commercially from Sigma-Aldrich or Fluorochem .
- 3- (Triethoxysilyl) -N, N-bis [3- (triethoxysilyl) propyl] -1-propanamine with the CAS number 18784-74-2 can be purchased from Fluorochem or Sigma-Aldrich, for example.
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by selecting one or more organic C 1 -C 6 -alkoxysilanes from the Group from - 3- (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine - 3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine - N-methyl-3 - (trimethoxysilyl) -N- [3- (trimethoxysilyl) propyl] -1-propanamine - N-methyl-3- (triethoxysilyl) -N- [3- (triethoxysilyl) propyl] -1-propanamine - N-methyl-3- (triethoxysilyl) -N- [3- (trie
- the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes of the formula (IV) mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and catalyst (R 9 ) m Si (OR 10 ) k (IV).
- the compounds of the formula (IV) are organic silicon compounds which are selected from silanes having one, two or three silicon atoms, the organic silicon compound comprising one or more hydrolyzable groups per molecule.
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes of the formula ( IV) mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and a catalyst, (R 9 ) m Si (OR 10 ) k (IV), where - R 9 is a C 1 -C 12 -alkyl group or stands for a C 2 -C 12 alkenyl group, - R 10 stands for a C 1 -C 6 alkyl group, - k stands for an integer from 1 to 4, and - m stands for the number 4 - k.
- the radical R 9 is a C 1 -C 12 - alkyl group or a C 2 -C 12 alkenyl group.
- This C 1 -C 12 -alkyl group is saturated and can be linear or branched.
- the C 2 -C 12 -alkenyl group can contain one or more double bonds and be linear or branched.
- R9 preferably stands for a linear C 1 -C 8 -alkyl group.
- R 9 preferably stands for a methyl group, an ethyl group, an n-propyl group, an n-butyl group, an n-pentyl group, an n-hexyl group, an n-octyl group or an n-dodecyl group.
- R9 particularly preferably represents a methyl group, an ethyl group or an n-octyl group.
- the radical R 10 stands for a C 1 -C 6 -alkyl group.
- R10 particularly preferably stands for a methyl group or for an ethyl group.
- k stands for an integer from 1 to 4
- m stands for the integer 4 - k.
- the silanes of the formula (IV) are tetra-C 1 -C 6 -alkoxysilanes. Suitable silanes of this type are, for example, tetreethoxysilane or tetramethoxysilane. If k stands for the number 3, m is equal to 1. In this case, the silanes of the formula (IV) are C 1 -C 12 -alkyl-tri-C 1 -C 6 -alkoxysilanes. If k stands for the number 2, m is equal to 2.
- the silanes of the formula (IV) are di-C 1 -C 12 -alkyl-di-C 1 -C 6 -alkoxysilanes. If k stands for the number 1, m is equal to 3. In this case, the silanes of the formula (IV) are tri-C 1 -C 12 -alkyl-C 1 -C 6 -alkoxysilanes. It was possible to obtain dyeings with the best wash fastness properties if at least one organic silicon compound of the formula (IV) in which the radical k stands for the number 3 was used in the production of the preparation according to the invention. In this case, the remainder m stands for the number 1.
- a method according to the invention is characterized in that the cosmetic agent contains a mixture of organic C 1 -C 6 -alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6 -alkoxysilanes Formula (IV) mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and a catalyst, (R 9 ) m Si (OR 10 ) k (IV), where - R 9 is a C 1 -C 8 -Alkyl group, - R 10 stands for a methyl group or an ethyl group, - k stands for the number 3, and - m stands for the number 1.
- Organic silicon compounds of the formula (IV) which are particularly suitable for achieving the object of the invention are - methyltrimethoxysilane
- a method according to the invention is characterized in that the cosmetic agent is a mixture of organic C 1 -C 6th -Alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6th -Alkoxysilanes selected from the group consisting of - methyltrimethoxysilane - methyltriethoxysilane - ethyltrimethoxysilane - ethyltriethoxysilane - hexyltrimethoxysilane - hexyltriethoxysilane - octyltrimethoxysilane - octyltriethoxysilane - dodecyltrimethoxysilane and / or - dodecyltriethoxysilane, - vinyltrimethoxysilane - vinyltriethoxysilane - tetramethoxysilane,
- the organic C 1 - C 6th -Alkoxysilanes of the formula (IV) compared to the organic C 1 -C 6th -Alkoxysilanes of the formula (I) are used in a two to four-fold weight excess. Furthermore, good results were also obtained when both at least one organic C 1 -C 6th - Alkoxysilane of the formula (I), as well as at least one organic C 1 -C 6th -Alkoxysilane of the formula (II) was used.
- a method according to the invention is characterized in that the cosmetic agent is a mixture of organic C 1 -C 6th -Alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6th -Alkoxysilanes of the formula (I) and one or several organic C 1 -C 6th -Alkoxysilanes of the formula (II) in a weight ratio of (I) / (II) from 1: 1 to 1:10, preferably from 1: 1 to 1: 8, more preferably from 1: 1 to 1: 6, even more preferably from 1: 1 to 1: 4 and very particularly preferably from 1: 2 to 1: 4 relative to one another.
- the cosmetic agent is a mixture of organic C 1 -C 6th -Alkoxy-siloxanes, which is obtained by adding one or more organic C 1 -C 6th -Alkoxysilanes of the formula (I) and one or several organic C 1 -C 6th -A
- Reaction vessels The preparation of the mixture of organic C 1 -C 6th Alkoxysiloxanes are preferably carried out in a suitable reactor or reaction vessel.
- a reaction vessel that is very well suited for smaller batches is, for example, a glass flask with a capacity of 1 liter, 3 liters or 5 liters, which is usually used for chemical reactions, for example a 3 liter one-necked or multi-necked flask with ground joints.
- a reactor is a delimited space (receptacle, container) that has been specially designed and manufactured to allow certain reactions to take place and control under defined conditions. For larger batches, it has been found to be advantageous to carry out the reaction in reactors made of metal.
- Typical reactors can, for example, have a capacity of 10 liters, 20 liters or 50 liters. Larger reactors for the production area can also have capacities of 100 liters, 500 liters or 1000 liters.
- Double-wall reactors have two reactor shells or reactor walls, with a temperature control liquid being able to circulate in the area located between the two walls. This enables a particularly good setting of the temperature to the required values.
- the use of reactors, in particular double-walled reactors with an enlarged heat exchange surface has also proven to be particularly suitable, the heat exchange here either taking place through internal fittings or also through the use of an external heat exchanger.
- Corresponding reactors are, for example, laboratory reactors from IKA.
- this step is essential so that a uniform film can be produced on the keratin material when the cosmetic agents are used later.
- the process according to the invention is, for example, a dyeing process - particularly uniform dyeings with a high leveling capacity can be produced.
- Mixing can take place, for example, by first placing the solvent other than water in a suitable reactor or reaction vessel and then placing the organic C 1 -C 6th -Alkoxysilanes are added. It can be added by dropping or pouring in.
- At least one organic C 1 -C 6th -Alkoxysilane is placed in the reaction vessel and then the solvent is added or added dropwise.
- a sequential procedure is also possible, i.e. first the addition of solvent and a first organic C. 1 -C 6th -Alkoxysilane, then again the addition of a solvent and then again the addition of another organic C 1 -C 6th -Alkoxysilane.
- the solvent is preferably added with stirring. It may be preferred to choose a solvent which has a boiling point of 20 to 90 ° C, preferably 30 to 85 ° C and very particularly preferably 40 to 80 ° C at normal pressure (1013 hPa).
- Suitable solvents are, for example: - dichloromethane with a boiling point of 40 ° C (1013 mbar) - methanol with a boiling point of 65 ° C (1013 mbar) - tetrahydrofuran with a boiling point of 65.8 ° C (1013 mbar) - ethanol with a Boiling point of 78 ° C (1013 mbar) - isopropanol with a boiling point of 82 ° C (1013 mbar) - acetonitrile with a boiling point of 82 ° C (1013 mbar) 1 -C 12th -Alcohols must be selected.
- Mono- or polyvalent C 1 -C 12th -Alcohols are Compounds with one to twelve carbon atoms that carry one or more hydroxyl groups. According to the invention, further functional groups different from the hydroxyl groups are in the C 1 -C 12th -Alcohols not available.
- the C 1 -C 12th -Alcohols can be aliphatic or aromatic.
- C 1 -C 12th Alcohols can be named, for example, methanol, ethanol, n-propanol, isopropanol, n-pentanol, n-hexanol, benzyl alcohol, 2-phenylethanol, 1,2-propanediol, 1,3-propanediol and glycerol.
- Particularly suitable C 1 -C 12th -Alcohols are methanol, ethanol and isopropanol.
- the cosmetic agent used will furthermore contain at least one coloring compound, in particular at least one pigment.
- the mixture of C 1 -C 6th -Alkoxy-siloxanes still contained solvents enable particularly good mixing or pigments with the siloxanes, so that the pigments can be integrated particularly well into the coating that is formed on the keratin material. In this way, the film or the coating is colored particularly evenly, and the color absorption, i.e. the integration of the pigments into the film, is particularly good.
- 1 -C 6th -Alkoxy-siloxanes which is obtained by adding one or more organic C 1 -C 6th Alkoxysilanes and the solvent in a weight ratio of 5: 1 to 1: 5, preferably 5: 1 to 1: 1, more preferably 5: 1 to 2: 1 and very particularly preferably 4: 1 to 2: 1 to one another can be used.
- a method according to the invention is characterized in that the cosmetic agent is a mixture of organic C 1 -C 6th -Alkoxy- contains siloxanes, which is obtained by adding one or more organic C 1 -C 6th -Alkoxysilanes and a solvent other than water in a weight ratio of 5: 1 to 1: 5, preferably 5: 1 to 1: 1, more preferably 5: 1 to 2: 1 and very particularly preferably 4: 1 to 2 : 1 to each other.
- the weight ratio of organic C 1 -C 6th -Alkoxysilanes to the solvent is the total amount of C used in the production 1 -C 6th -Alkoxysilane, which is related to the total amount of the solvent used, other than water.
- a weight ratio of the organic C 1 -C 6th -Alkoxysilanes to the solvent of 4: 1 to 2: 1 is to be understood, for example, that the organic C 1 -C 6th -Alkoxysilanes are used in a four-fold to two-fold weight excess compared to the solvent.
- the proportion of solvents is to be understood as meaning all the solvents that were used during the preparation of the mixture of organic C 1 -C 6th -Alkoxy-siloxanes with the organic C 1 -C 6th - Alkoxysilanes are mixed.
- Targeted hydrolysis by adding water
- the mixture of one or more organic C 1 -C 6th -Alkoxysilanes, preferably those of the formula (I), (II) and / or (IV), and the solvent other than water are then mixed with water in order to initiate a specific hydrolysis and, as a result, a precondensation.
- the addition of water can, for example, by adding dropwise or pouring the water to the mixture of the organic C 1 -C 6th -Alkoxysilanes and the solvent.
- the dropwise addition or the addition of the water can take place at room temperature.
- the mixture of organic C 1 -C 6th Alkoxysilanes and solvents are heated to a temperature of 30 to 80 ° C., preferably 40 to 75 ° C., more preferably 45 to 70 ° C. and very particularly preferably 50 to 65 ° C., before the water and the catalyst are added will.
- a method according to the invention is characterized in that the mixture of organic C 1 -C 6th Alkoxysilanes and solvents are heated to a temperature from 30 to 80 ° C., preferably from 40 to 75 ° C., more preferably from 45 to 70 ° C. and very particularly preferably from 50 to 65 ° C., before water and catalyst are added will.
- the preferred and particularly preferred temperature ranges can be set by controlling the temperature of the reaction vessel or reactor.
- the reaction vessel or the reactor can be surrounded on the outside with a temperature control bath, which can be, for example, a water bath or a silicone oil bath.
- a temperature-controlled liquid can also be passed through the space which is formed by the two walls and which surrounds the reaction space. Since the hydrolysis reaction is exothermic, it has been found to be particularly advantageous to stir or mix the reaction mixture for improved heat dissipation.
- the water is therefore particularly preferably added with stirring.
- the reaction now initiated by the addition of water and catalyst continues exothermic, so that the reaction mixture remains at the preferred temperature ranges specified above or can also heat up further without additional energy input. It is preferred that the additional heating caused by the exothermic reaction remains within a range of 5 to 20 ° C. If the reaction mixture heats up beyond this range, it is advantageous to cool the mixture.
- the water can be added continuously, in partial amounts or directly as a total amount. To ensure adequate temperature control, the reaction mixture is adjusted to the amount and rate of water added. Depending on the amount of silanes used, the addition and reaction can take place over a period of 2 minutes to 72 hours.
- the addition of the water initiates a specific hydrolysis of the organic carbon 1 -C 6th -Alkoxysilanes.
- targeted hydrolysis is to be understood as meaning that some, but not all, of the organic C 1 -C 6th -Alkoxysilanes present C 1 -C 6th -Alkoxy groups are hydrolyzed.
- the targeted hydrolysis is particularly preferably carried out by adding a substoichiometric amount of water.
- n (alkoxy) corresponds to the number average of the C 1 -C 6th -Alkoxy groups of C 1 -C 6th -Alkoxy-silanes.
- n (alkoxy (I)) number of C.
- the amount of water is preferably measured so that the precondensation is a partial condensation, with “partial condensation” or “partial condensation” in this context meaning that not all condensable groups of the silanes presented react with one another, so that the organic silicon compound formed per molecule on average still has at least one hydrolyzable / condensable group.
- Catalyst In the production of the organic C 1 -C 6th -Alkoxy-siloxanes are the organic C 1 - C 6th -Alkoxysilanes mixed with a solvent other than water and selectively hydrolyzed and precondensed by adding water and catalyst. The addition of the catalyst initiates or accelerates the hydrolysis reaction.
- the addition of the catalyst also influences the condensation reaction in a way that leads to the condensation occurring to a significant extent even without later distilling off the solvent.
- a catalyst to be a substance which increases the reaction rate by lowering the activation energy of a chemical reaction without being consumed itself.
- the addition of the catalyst can take place before or after the addition of the water.
- a preferred method according to the invention is characterized in that the cosmetic agent is a mixture of organic carbon 1 -C 6th -Alkoxy-siloxanes, which is obtained by (1) one or more organic C 1 -C 6th -Alkoxysilanes of the formula (IV) mixed with the solvent other than water and this mixture is mixed with water and catalyst, (2) the mixture obtained in step (1) for a period of 5 minutes to 3 hours, preferably from 10 minutes to 40 minutes, at a temperature of 30 to 80 ° C, preferably 40 to 70 ° C, and then (3) the mixture obtained in step (2) with one or more organic C. 1 -C 6th - Alkoxysilanes of the formula (I) are mixed.
- the cosmetic agent is a mixture of organic carbon 1 -C 6th -Alkoxy-siloxanes, which is obtained by (1) one or more organic C 1 -C 6th -Alkoxysilanes of the formula (IV) mixed with the solvent other than water and this mixture is mixed
- the C 1 -C 6th -Alkoxy-siloxane mixture to be mixed with an excess weight of cosmetic carrier.
- 1 part by weight of siloxane mixture can be mixed with 20 parts by weight of carrier, or 1 part by weight of siloxane mixture is mixed with 10 parts by weight of carrier, or 1 part by weight of siloxane mixture is mixed with 5 parts by weight of carrier.
- the ready-to-use cosmetic agent produced in step (ii) is applied to the keratinous material, in particular to the human hair.
- the application can be done with the help of the gloved hand or with the help of a brush, a nozzle or an aplizette.
- black pigments such as. B. iron oxide black, colored pigments such. B. ultramarine or iron oxide red and fluorescent or phosphorescent pigments can be used.
- Colored metal oxides, hydroxides and oxide hydrates, mixed-phase pigments, sulfur-containing silicates, silicates, metal sulfides, complex metal cyanides, metal sulfates, metal chromates and / or metal molybdates are particularly suitable.
- Particularly preferred color pigments are black iron oxide (CI 77499), yellow iron oxide (CI 77492), red and brown iron oxide (CI 77491), manganese violet (CI 77742), ultramarines (sodium aluminum sulfosilicates, CI 77007, pigment blue 29), chromium oxide hydrate (CI77289), iron blue (Ferric Ferrocyanide, CI77510 ) and / or carmine (cochineal).
- Coloring compounds from the group of pigments which are likewise particularly preferred according to the invention are colored pearlescent pigments. These are usually based on mica and / or mica and can be coated with one or more metal oxides. Mica is one of the layered silicates.
- the color of the respective pigments can be varied by varying the layer thickness of the metal oxide (s).
- a method according to the invention is characterized in that the corresponding agent contains at least one coloring compound from the group of pigments which is selected from the group of colored metal oxides, metal hydroxides, metal oxide hydrates, silicates, metal sulfides, complex metal cyanides, Metal sulfates, bronze pigments and / or of coloring compounds based on mica or mica, which are coated with at least one metal oxide and / or a metal oxychloride.
- the organic pigments according to the invention are correspondingly insoluble, organic dyes or color lakes, for example from the group de r Nitroso, nitro, azo, xanthene, anthraquinone, isoindolinone, isoindoline, quinacridone, perinone, perylene, diketopyrrolopyorrole, indigo, thioindido, dioxazine and / or triarylmethane compounds can be selected.
- a method according to the invention is characterized in that the corresponding agent contains at least one coloring compound from the group of organic pigments, which is selected from the group of carmine, quinacridone, phthalocyanine, sorghum, blue pigments with the color index Numbers Cl 42090, CI 69800, CI 69825, CI 73000, CI 74100, CI 74160, yellow pigments with the Color Index numbers CI 11680, CI 11710, CI 15985, CI 19140, CI 20040, CI 21100, CI 21108, CI 47000, CI 47005, green pigments with the color index numbers CI 61565, CI 61570, CI 74260, orange pigments with the color index numbers CI 11725, CI 15510, CI 45370, CI 71105, red pigments with the color index numbers CI 12085, CI 12120 , CI 12370, CI 12420, CI 12490
- the organic P igment can also be a colored lacquer.
- the term colored lacquer is understood to mean particles which comprise a layer of absorbed dyes, the unit of particles and dye being insoluble under the above-mentioned conditions.
- the particles can be, for example, inorganic substrates, which can be aluminum, silica, calcium borosilicate, calcium aluminum borosilicate or also aluminum.
- the alizarin color varnish for example, can be used as the color varnish. Because of their excellent light and temperature stability, the use of the aforementioned pigments in the agents according to the invention is particularly preferred. It is also preferred if the pigments used have a certain particle size.
- a method according to the invention can be characterized in that the corresponding agent also contains one or more coloring compounds from the group of pigments based on a lamellar substrate platelet, pigments based on a lenticular substrate platelet and vacuum metallized pigments.
- the substrate platelets of this type have an average thickness of at most 50 nm, preferably less than 30 nm, particularly preferably at most 25 nm, for example at most 20 nm.
- the average thickness of the substrate platelets is at least 1 nm, preferably at least 2.5 nm, particularly preferably at least 5 nm, for example at least 10 nm.
- the substrate platelets can be constructed from any material which can be brought into platelet form. They can be of natural origin, but they can also be manufactured synthetically. Materials from which the substrate platelets can be constructed are, for example, metals and metal alloys, metal oxides, preferably aluminum oxide, inorganic compounds and minerals such as mica and (semi) precious stones, as well as plastics.
- the substrate platelets are preferably constructed from metal (alloys). Any metal suitable for metallic luster pigments can be considered as the metal.
- Such metals include iron and steel, as well as all air and water-resistant (semi) metals such as platinum, zinc, chromium, molybdenum and silicon, and their alloys such as aluminum bronze and brass.
- Preferred metals are aluminum, copper, silver and gold.
- Preferred substrate platelets are aluminum platelets and brass platelets, with substrate platelets made of aluminum being particularly preferred.
- Lamellar substrate platelets are characterized by an irregularly structured edge and are also referred to as "cornflakes" due to their appearance. Due to their irregular structure, pigments based on lamellar substrate platelets generate a high proportion of scattered light.
- Substrate platelets which comprise a pigment metallized in a vacuum are also referred to in the context of this application as VMP substrate platelets.
- VMP substrate platelets made of aluminum can be obtained, for example, by releasing aluminum from metallized foils.
- the substrate platelets made of metal or metal alloy can be passivated, for example by anodizing (oxide layer) or chromating.
- Uncoated lamellar, lenticular and / or VPM substrate platelets, in particular those made of metal or metal alloy reflect the incident light to a high degree and produce a light-dark flop, but no color impression. A color impression can be generated, for example, on the basis of optical interference effects.
- Such pigments can be based on at least once coated substrate platelets.
- preferred pigments are pigments based on a coated lamellar substrate platelet.
- the substrate platelet preferably has at least one coating B made of a high-index metal oxide with a coating thickness of at least 50 nm.
- a further coating A is preferably located between the coating B and the surface of the substrate platelet.
- a further coating C which is different from the layer B below, is located on the layer B.
- Suitable materials for the coatings A, B and C are all substances which can be applied permanently and in film form to the substrate platelets and, in the case of the layers A and B, have the required optical properties.
- a coating of part of the surface of the substrate platelets is sufficient to obtain a pigment with a glossy effect.
- only the upper and / or lower side of the substrate platelets can be coated, with the side surface (s) being cut out.
- the entire surface of the optionally passivated substrate platelets, including the side surfaces, is preferably covered by coating B.
- the substrate platelets are therefore completely encased by coating B. This improves the optical properties of the pigment and increases the mechanical and chemical resistance of the pigments.
- the coated substrate platelets preferably each have only one coating A, B and, if present, C.
- the coating A preferably has at least one low refractive index metal oxide and / or metal oxide hydrate.
- Coating A preferably comprises at least 95% by weight, particularly preferably at least 99% by weight, of low-refractive-index metal oxide (hydrate).
- Low refractive index materials have a refractive index of at most 1.8, preferably at most 1.6.
- the low refractive index metal oxides which are suitable for coating A include, for example, silicon (di) oxide, silicon oxide hydrate, aluminum oxide, aluminum oxide hydrate, boron oxide, germanium oxide, manganese oxide, magnesium oxide and mixtures thereof, silicon dioxide being preferred.
- the coating A preferably has a thickness of 1 to 100 nm, particularly preferably 5 to 50 nm, particularly preferably 5 to 20 nm.
- the distance between the surface of the substrate platelets and the inner surface of coating B is preferably at most 100 nm, particularly preferably at most 50 nm, particularly preferably at most 20 nm
- Coating B in the above is the specified range, it can be ensured that the pigments have a high hiding power. If the pigment based on a lamellar substrate flake has only one layer A, it is preferred for the pigment to have a lamellar substrate flake made of aluminum and a layer A made of silicon dioxide.
- This method comprises dispersing the uncoated lamellar substrate flakes or the lamellar substrate flakes already coated with layer A and / or layer B in a solution of a metal alkoxide such as tetraethyl orthosilicate or aluminum triisopropoxide (usually in a solution of organic solvent or a mixture of organic solvent and water with at least 50% by weight organic solvent such as a C1 to C4 alcohol), and adding a weak base or acid to hydrolyze the metal alkoxide, whereby a film of the metal oxide is formed on the surface of the (coated) substrate platelets.
- a metal alkoxide such as tetraethyl orthosilicate or aluminum triisopropoxide
- Layer B can be produced, for example, by hydrolytic decomposition of one or more organic metal compounds and / or by precipitation of one or more dissolved metal salts and, if necessary, subsequent aftertreatment (for example conversion of a hydroxide-containing layer that has formed into the oxide layers by annealing).
- each of the coatings A, B and / or C can be constructed from a mixture of two or more metal oxides (hydrate), each of the coatings is preferably constructed from a metal oxide (hydrate).
- the pigments based on coated lamellar or lenticular substrate platelets or the pigments based on coated VMP substrate platelets preferably have a thickness of 70 to 500 nm, particularly preferably 100 to 400 nm, particularly preferably 150 to 320 nm, for example 180 to 290 nm, on. Due to the small thickness of the substrate platelets, the pigment has a particularly high hiding power.
- the small thickness of the coated substrate platelets is achieved in particular in that the thickness of the uncoated substrate platelets is small, but also in that the thicknesses of the coatings A and, if present, C are set to the smallest possible value.
- the thickness of coating B determines the color impression of the pigment.
- the adhesion and abrasion resistance of pigments based on coated substrate platelets in the keratinous material can be significantly increased by additionally modifying the outermost layer, depending on the structure, layer A, B or C, with organic compounds such as silanes, phosphoric acid esters, titanates, borates or carboxylic acids will.
- the organic compounds are bound to the surface of the outermost layer A, B or C, preferably containing metal oxide.
- the outermost layer denotes the layer which is spatially furthest away from the lamellar substrate platelet.
- the organic compounds are preferably functional silane compounds which can bind to the layer A, B or C containing metal oxide. These can be either mono- or bifunctional compounds.
- bifunctional organic compounds are methacryloxypropenyltrimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3- acryloxypropyltrimethoxysilane, 2-acryloxyethyltrimethoxysilane, 3-methacryloxy propyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, 2-triethoxysilane Methacryloxyethyl-, 2-acryloxyethyltriethoxysilane, 3-methacryloxypropyltris (methox- yethoxy) silane, 3-methacryloxypropyltris (butoxyethoxy) silane, 3-methacryloxypropyltris (propoxy) silane, 3-methacryloxypropyltris (butoxy) silane, 3-acryloxypropyltris (methoxyethoxy) silane, 3-acryloxypropyltris (butoxyethoxy) silane, 3-acryloxypropyltris (me
- a modification with a monofunctional silane in particular an alkylsilane or arylsilane, can take place.
- This has only one functional group which can covalently bind pigments based on coated lamellar substrate platelets (i.e. to the outermost metal oxide-containing layer) or, if it is not completely covered, to the metal surface.
- the hydrocarbon residue of the silane faces away from the pigment.
- a different degree of hydrophobicity of the pigment is achieved. Examples of such silanes are hexadecyltrimethoxysilane, propyltrimethoxysilane, etc.
- Pigments based on silicon dioxide-coated aluminum substrate platelets are surface-modified with a monofunctional silane. Particularly octyltrimethoxysilane, octyltriethoxysilane, hecadecyltrimethoxysilane and hecadecyltriethoxysilane are preferred.
- the modified surface properties / hydrophobicity can improve adhesion, abrasion resistance and alignment in the application.
- Suitable pigments based on a lamellar substrate platelet include, for example, the pigments of the VISIONAIRE series from Eckart. Pigments based on a lenticular substrate platelet are available, for example, under the name Alegrace® relaxing from Schlenk Metallic Pigments GmbH.
- compositions according to the invention can also contain one or more substantive dyes as coloring compounds.
- Substantive dyes are dyes that are absorbed directly onto the hair and do not require an oxidative process to develop the color.
- Substantive dyes are usually nitrophenylenediamines, nitroaminophenols, azo dyes, anthraquinones, triarylmethane dyes or indophenols.
- the substantive dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
- the substantive dyes preferably have a solubility in water (760 mmHg) at 25 ° C.
- the substantive dyes particularly preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.5 g / l.
- Substantive dyes can be divided into anionic, cationic and nonionic substantive dyes.
- an agent according to the invention is characterized in that it contains at least one anionic, cationic and / or nonionic substantive dye as the coloring compound.
- a method according to the invention is characterized in that the composition (B) and / or the composition (C) contains at least one coloring compound from the group of anionic, nonionic and / or cationic substantive dyes.
- Suitable cationic substantive dyes are, for example, Basic Blue 7, Basic Blue 26, Basic Violet 2 and Basic Violet 14, Basic Yellow 57, Basic Red 76, Basic Blue 16, Basic Blue 347 (Cationic Blue 347 / Dystar), HC Blue No.16 Basic Blue 99, Basic Brown 16, Basic Brown 17, Basic Yellow 57, Basic Yellow 87, Basic Orange 31, Basic Red 51 Basic Red 76
- Nonionic nitro and quinone dyes and neutral azo dyes can be used as nonionic substantive dyes.
- Suitable nonionic direct dyes are those under the international names or trade names HC Yellow 2, HC Yellow 4, HC Yellow 5, HC Yellow 6, HC Yellow 12, HC Orange 1, Disperse Orange 3, HC Red 1, HC Red 3 , HC Red 10, HC Red 11, HC Red 13, HC Red BN, HC Blue 2, HC Blue 11, HC Blue 12, Disperse Blue 3, HC Violet 1, Disperse Violet 1, Disperse Violet 4, Disperse Black 9 known compounds , as well as 1,4-diamino-2-nitrobenzene, 2-amino-4-nitrophenol, 1,4-bis- (2-hydroxyethyl) -amino-2-nitrobenzene, 3-nitro-4- (2-hydroxyethyl) - aminophenol, 2- (2-hydroxyethyl) amino-4,6-dinitrophenol, 4 - [(2-hydroxyethyl) amino] -3-nitro-1-methylbenzene, 1-amino- 4- (2-hydroxyethyl) -amino- 5-chloro-2-nitro
- Acid dyes are taken to mean substantive dyes which contain at least one carboxylic acid group (—COOH) and / or one sulfonic acid group (—SO 3 H) own.
- the proportion of protonated forms increases with decreasing pH. If substantive dyes are used in the form of their salts, the carboxylic acid groups or sulfonic acid groups are in deprotonated form and are present with corresponding stoichiometric equivalents in order to maintain electrical neutrality Neutralizes cations.
- Acid dyes according to the invention can also be used in the form of their sodium salts and / or their potassium salts.
- the acid dyes for the purposes of the present invention have a solubility in water (760 mmHg) at 25 ° C. of more than 0.5 g / L and are therefore not to be regarded as pigments.
- the acid dyes preferably have a solubility in water (760 mmHg) at 25 ° C. of more than 1.0 g / l.
- the alkaline earth salts (such as calcium salts and magnesium salts) or aluminum salts of acid dyes often have poorer solubility than the corresponding alkali salts.
- Acid Yellow 1 (D&C Yellow 7, Citronin A, Ext. D&C Yellow No. 7, Japan Yellow 403, CI 10316, COLIPA n ° B001), Acid Yellow 3 (COLIPA n °: C 54, D&C Yellow N ° 10, Quinoline Yellow, E104, Food Yellow 13), Acid Yellow 9 (CI 13015), Acid Yellow 17 (CI 18965), Acid Yellow 23 (COLIPA n ° C 29, Covacap Jaune W 1100 (LCW), Sicovit Tartrazine 85 E 102 (BASF), Tartrazine, Food Yellow 4, Japan Yellow 4, FD&C Yellow No.5), Acid Yellow 36 (CI 13065), Acid Yellow 121 (CI 18690 ), Acid Orange 6 (CI 14270), Acid Orange 7 (2- naphthol orange, Orange II, CI 15510, D&C Orange 4, COLIPA n ° C015), Acid Orange 10 (CI 16230; Orange G sodium salt), Acid Orange 11 (CI 45370), Acid
- Acid Red 18 (E124, Red 18; CI 16255), Acid Red 27 (E 123, CI 16185, C-Red 46, Echtrot D, FD&C Red Nr.2, Food Red 9, Naphtholrot S), Acid Red 33 (Red 33, Fuchsia Red, D&C Red 33, CI 17200), Acid Red 35 (CI CI18065), Acid Red 51 (CI 45430, Pyrosin B, Tetraiodfluorescein, Eosin J, Iodeosin), Acid Red 52 (CI 45100, Food Red 106, Solar Rhodamine B, Acid Rhodamine B, Red n ° 106 Pontacyl Brilliant Pink), Acid Red 73 (CI CI 27290), Acid Red 87 (Eosin, CI 45380), Acid Red 92 (COLIPA n ° C53, CI 45410), Acid Red 95 (CI 45425, Erythtosine, Simacid Erythrosine Y), Acid Red 184 (CI 15685
- Acid Green 50 (Brillantklare indispensable BS, CI44090, Acid Brilliant Green BS, E 142), Acid Black 1 (Black n ° 401, Naphthalene Black 10B, Amido Black 10B, CI 20470, COLIPA n ° B15), Acid Black 52 (CI 15711), Food Yellow 8 (CI 14270), Food Blue 5, D&C Yellow 8, D&C Green 5, D&C Orange 10, D&C Orange 11, D&C Red 21, D&C Red 27, D&C Red 33, D&C Violet 2 and / or D&C Brown 1.
- the water solubility of the anionic substantive dyes can be determined, for example, in the following way. 0.1 g of the anionic substantive dye are placed in a beaker. A stir bar is added.
- Acid Yellow 1 is called 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid disodium salt and has a solubility in water of at least 40 g / L (25 ° C).
- Acid Yellow 3 is a mixture of the sodium salts of mono- and sisulphonic acids of 2- (2-quinolyl) -1H-indene-1,3 (2H) -dione and has a water solubility of 20 g / L (25 ° C).
- Acid Yellow 9 is the disodium salt of 8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid, its water solubility is above 40 g / L (25 ° C).
- Acid Yellow 23 is the trisodium salt of 4,5-dihydro-5-oxo-1- (4-sulfophenyl) -4 - ((4-sulfophenyl) azo) - 1H-pyrazole-3-carboxylic acid and works well in water at 25 ° C soluble.
- Acid Orange 7 is the sodium salt of 4 - [(2-Hydroxy-1-naphthyl) azo] benzene sulfonate. Its water solubility is more than 7 g / L (25 ° C).
- Acid Red 18 is the trinity salt of 7-hydroxy-8 - [(E) - (4-sulfonato-1-naphthyl) -diazenyl)] - 1,3-naphthalenedisulfonate and has a very high solubility in water of more than 20 wt. %.
- Acid Red 33 is the diantrium salt of 5-amino-4-hydroxy-3- (phenylazo) -naphthalene-2,7-disulphonate, its water solubility is 2.5 g / L (25 ° C).
- Acid Red 92 is the disodium salt of 3,4,5,6-tetrachloro-2- (1,4,5,8-tetrabromo-6-hydroxy-3-oxoxanthen-9-yl) benzoic acid, its water solubility is specified with more than 10 g / L (25 ° C).
- Acid Blue 9 is the disodium salt of 2 - ( ⁇ 4- [N-ethyl (3-sulfonatobenzyl] amino] phenyl ⁇ ⁇ 4 - [(N-ethyl (3-sulfonatobenzyl) imino] -2,5-cyclohexadiene-1- ylidene ⁇ methyl) benzene sulfonate and has a water solubility of more than 20% by weight (25 ° C).
- thermochromic dyes can be used. Thermochromism includes the property of a material to change its color reversibly or irreversibly depending on the temperature This can be done either by changing the intensity and / or the wavelength maximum.
- Photochromism includes the property of a material to reversibly or irreversibly change its color depending on the irradiation with light, in particular UV light This can be done either by changing the intensity and / or the maximum wavelength
- the preparations necessary for the development process must be made available in the form of a multi-component packaging unit (kit-of-parts).
- a third subject of the invention is a multi-component packaging unit (kit-of-parts) for treating keratinous material, in particular human hair, which is packaged separately from one another - a first packaging unit containing a cosmetic preparation (A) and - a second packaging unit containing a cosmetic one Preparation (B) comprises, wherein - the cosmetic preparation (A) is a mixture of organic C. 1 -C 6th -Alkoxy-siloxanes, the production of which was described in claims 1 to 14, and - the cosmetic preparation (B) is a water-containing cosmetic carrier which preferably contains at least one fat component and / or at least one surfactant.
- fat components are organic compounds with a solubility in water at room temperature (22 ° C) and atmospheric pressure (760 mmHg) of less than 1% by weight, preferably less than 0.1% by weight Understood.
- the definition of fat components explicitly only includes uncharged (i.e. non-ionic) compounds.
- Fat components have at least one saturated or unsaturated alkyl group with at least 12 carbon atoms.
- the molecular weight of the fat constituents is a maximum of 5000 g / mol, preferably a maximum of 2500 g / mol and particularly preferably a maximum of 1000 g / mol.
- the fat components are neither polyoxyalkylated nor polyglycerylated compounds.
- the fat constituents are very particularly preferably selected from the group of C. 12th -C 30th - fatty alcohols, the C 12th -C 30th -Fatty acid triglycerides, the C 12th -C 30th -Fatty acid monoglycerides, the C 12th -C 30th - Fatty acid diglycerides and / or the hydrocarbons.
- the C 12th -C 30th -Fatty alcohols can be saturated, mono- or polyunsaturated, linear or branched fatty alcohols with 12 to 30 carbon atoms.
- Examples of particularly preferred linear, saturated C 12th -C 30th -Fatty alcohols are dodecan-1-ol (dodecyl alcohol, lauryl alcohol), tetradecan-1-ol (tetradecyl alcohol, myristyl alcohol), hexadecan-1-ol (hexadecyl alcohol, cetyl alcohol, palmityl alcohol), octadecan-1-ol (octadecyl alcohol), stadecyl alcohol , Arachyl alcohol (eicosan-1-ol), heneicosyl alcohol (heneicosan-1-ol) and / or behenyl alcohol (docosan-1-ol).
- dodecan-1-ol dodecyl alcohol, lauryl alcohol
- tetradecan-1-ol tetradecyl alcohol, myristyl alcohol
- hexadecan-1-ol hexadecyl alcohol, cetyl alcohol, palm
- Preferred linear, unsaturated fatty alcohols are (9Z) -octadec-9-en-1- ol (oleyl alcohol), (9E) -Octadec-9-en-1-ol (elaidyl alcohol), (9Z, 12Z) -Octadeca-9,12-dien-1-ol (linoleyl alcohol), (9Z, 12Z, 15Z) -Octadeca-9,12,15-trien-1-ol (linolenoyl alcohol), gadoleyl alcohol ((9Z) -Eicos-9-en-1-ol), arachidonic alcohol ((5Z, 8Z, 11Z, 14Z) -Eicosa-5 , 8,11,14-tetraen-1-ol), erucyl alcohol ((13Z) -Docos-13-en-1-ol) and / or brassidyl alcohol ((13E) -docosen-1-ol).
- the preferred representatives of branched fatty alcohols are 2-octyl-dodecanol, 2-hexyl-dodecanol and / or 2-butyl-dodecanol.
- surfactants (T) is understood to mean surface-active substances which form adsorption layers on surfaces and interfaces or which can aggregate in volume phases to form micellar colloids or lyotropic mesophases.
- Nonionic surfactants contain, for example, a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether groups as the hydrophilic group.
- Such compounds are, for example, addition products of 2 to 50 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide with linear and branched fatty alcohols with 6 to 30 carbon atoms, the fatty alcohol polyglycol ethers or the fatty alcohol polypropylene glycol ethers or mixed fatty alcohol polyethers, - addition products of 2 to 50 mol of ethylene oxide and / or 0 to 5 mol of propylene oxide with linear and branched fatty acids with 6 to 30 carbon atoms, the fatty acid polyglycol ethers or the fatty acid polypropylene glycol ethers or mixed fatty acid polyethers, - addition products of 2 to 50 mol of ethylene oxide and / or 0 to 5 moles of propylene oxide on linear and
- the alkyl and alkenyl oligoglycosides can be derived from aldoses or ketoses with 5 or 6 carbon atoms, preferably from glucose.
- the preferred alkyl and / or alkenyl oligoglycosides are thus alkyl and / or alkenyl oligoglucosides.
- the index number p in the general formula (Tnio-2) indicates the degree of oligomerization (DP), i.e. H. the distribution of mono- and oligoglycosides and stands for a number between 1 and 10.
- alkyl oligoglycoside analytically determined calculated variable which is usually a fractional number.
- Alkyl and / or alkenyl oligoglycosides with an average degree of oligomerization p of 1.1 to 3.0 are preferably used. From an application point of view, those alkyl and / or alkenyl oligoglycosides are preferred whose degree of oligomerization is less than 1.7 and in particular between 1.2 and 1.4.
- the alkyl or alkenyl radical R 4th can be derived from primary alcohols having 4 to 11, preferably 8 to 10 carbon atoms.
- Typical examples are butanol, caproic alcohol, caprylic alcohol, capric alcohol and undecyl alcohol and their technical mixtures, such as are obtained, for example, in the hydrogenation of technical fatty acid methyl esters or in the course of the hydrogenation of aldehydes from Roelen's oxo synthesis.
- the alkyl or alkenyl radical R 15th can also be derived from primary alcohols having 12 to 22, preferably 12 to 14 carbon atoms.
- Typical examples are lauryl alcohol, myristyl alcohol, cetyl alcohol, palmoleyl alcohol, stearyl alcohol, isostearyl alcohol, oleyl alcohol, elaidyl alcohol, petroselinyl alcohol, arachyl alcohol, gadoleyl alcohol, behenyl alcohol, erucyl alcohol, brassidyl alcohol and technical mixtures thereof which can be obtained as described above.
- Alkyl oligoglucosides based on hardened C are preferred 12th / 14- Coconut alcohol with a DP of 1 to 3.
- the fatty acid N-alkyl polyhydroxyalkylamides are known substances which can usually be obtained by reductive amination of a reducing sugar with ammonia, an alkylamine or an alkanolamine and subsequent acylation with a fatty acid, a fatty acid alkyl ester or a fatty acid chloride.
- the fatty acid N-alkyl polyhydroxyalkylamides differ from reducing sugars with 5 or 6 carbon atoms, in particular from glucose.
- the preferred fatty acid N-alkyl polyhydroxyalkylamides are therefore fatty acid N-alkyl glucamides as represented by the formula (Tnio-4): R 7th CO- (NO 8th ) -CH 2 - [CH (OH)] 4th - CH 2 OH (Tnio-4)
- the fatty acid N-alkyl polyhydroxyalkylamides used are preferably glucamides of the formula (Tnio-4) in which R 8th represents hydrogen or an alkyl group and R 7th CO stands for the acyl radical of caproic acid, caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, arachidic acid, gadoleic acid, behenic acid or mixtures of technicals.
- Fatty acid N-alkyl glucamides of the formula (Tnio-4), which are obtained by reductive amination of glucose with methylamine and subsequent acylation with lauric acid or C12 / 14 coconut fatty acid or a corresponding derivative, are particularly preferred.
- the polyhydroxyalkylamides can also be derived from maltose and palatinose.
- the fat constituent (s) and the surfactant (s) can - based on the total weight of the preparation (B) - in quantity ranges from 0.1 to 20% by weight, preferably from 1.0 to 10.0% by weight in the preparation ( B) be included.
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Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102020205903.9A DE102020205903A1 (de) | 2020-05-12 | 2020-05-12 | Verfahren zur Behandlung von menschlichen Haaren mit Mitteln enthaltend Gemische aus organischen C1-C6-Alkoxy-Siloxanen |
| PCT/EP2021/058133 WO2021228465A1 (de) | 2020-05-12 | 2021-03-29 | Verfahren zur behandlung von menschlichen haaren mit mitteln enthaltend gemische aus organischen c1-c6-alkoxy-siloxanen |
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| Publication Number | Publication Date |
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| EP4149411A1 true EP4149411A1 (de) | 2023-03-22 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP21715881.5A Pending EP4149411A1 (de) | 2020-05-12 | 2021-03-29 | Verfahren zur behandlung von menschlichen haaren mit mitteln enthaltend gemische aus organischen c1-c6-alkoxy-siloxanen |
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| Country | Link |
|---|---|
| US (1) | US20230181443A1 (de) |
| EP (1) | EP4149411A1 (de) |
| DE (1) | DE102020205903A1 (de) |
| WO (1) | WO2021228465A1 (de) |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19738866A1 (de) | 1997-09-05 | 1999-03-11 | Henkel Kgaa | Schaumarme Tensidmischungen mit Hydroxymischethern |
| EP2168633B1 (de) | 2008-09-30 | 2016-03-30 | L'Oréal | Kosmetischen Zusammensetzung enthaltend organische Silicium-Derivate mit einer basischen Gruppe als Vorprodukt vor einer Zusammensetzung enthaltend ein filmbildneres hydrophobisches Polymer, ein Pigment und ein Lösungsmittel |
| FR2975593B1 (fr) * | 2011-05-27 | 2013-05-10 | Oreal | Composition comprenant un alcoxysilane et un amidon modifie et son utilisation en cosmetique |
| FR2982155B1 (fr) | 2011-11-09 | 2014-07-18 | Oreal | Composition cosmetique comprenant au moins un alcoxysilane |
| US11395794B2 (en) * | 2015-12-14 | 2022-07-26 | L'oreal | Process for treating keratin fibres using an aqueous composition comprising a combination of particular alkoxysilanes |
| DE102018213811A1 (de) * | 2018-08-16 | 2020-02-20 | Henkel Ag & Co. Kgaa | Verfahren zum Färben von keratinischem Material, umfassend die Anwendung von einer silicium-organischen Verbindung, einer farbgebenden Verbindung und einem Silikonöl |
-
2020
- 2020-05-12 DE DE102020205903.9A patent/DE102020205903A1/de not_active Withdrawn
-
2021
- 2021-03-29 WO PCT/EP2021/058133 patent/WO2021228465A1/de not_active Ceased
- 2021-03-29 EP EP21715881.5A patent/EP4149411A1/de active Pending
- 2021-03-29 US US17/998,438 patent/US20230181443A1/en active Pending
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| Publication number | Publication date |
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| US20230181443A1 (en) | 2023-06-15 |
| DE102020205903A1 (de) | 2021-11-18 |
| WO2021228465A1 (de) | 2021-11-18 |
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