CA1246788A - Polymeres de polyvinyl alcool contenant un ammonium quaternaire ou une amine tertiaire et ayant de meilleures caracteristiques lipophiles; peuvent etre utilises dans le conditionnement de la peau, les cosmetiques et des formules pharmaceutiques - Google Patents

Polymeres de polyvinyl alcool contenant un ammonium quaternaire ou une amine tertiaire et ayant de meilleures caracteristiques lipophiles; peuvent etre utilises dans le conditionnement de la peau, les cosmetiques et des formules pharmaceutiques

Info

Publication number: CA1246788A
Authority: CA; Canada
Prior art keywords: composition; polyvinyl alcohol; groups; weight; reacting
Prior art date: 1983-10-07
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.): Expired

Application number

CA000463381A

Other languages

English (en)

Inventor

Alfred J. Restaino

Charalambos J. Phalanges

George R. Titus

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Zeneca Inc

Original Assignee

ICI Americas Inc

Priority date (The priority date 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 date listed.)

1983-10-07

Filing date

1984-09-17

Publication date

1988-12-13

1984-09-17 Application filed by ICI Americas Inc filed Critical ICI Americas Inc

1988-12-13 Application granted granted Critical

1988-12-13 Publication of CA1246788A publication Critical patent/CA1246788A/fr

Status Expired legal-status Critical Current

Links

229920002451 polyvinyl alcohol Polymers 0.000 title claims abstract description 89
239000002537 cosmetic Substances 0.000 title claims abstract description 20
230000003750 conditioning effect Effects 0.000 title claims abstract description 9
239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 8
150000001412 amines Chemical class 0.000 title claims description 4
XKMRRTOUMJRJIA-UHFFFAOYSA-N ammonia nh3 Chemical compound N.N XKMRRTOUMJRJIA-UHFFFAOYSA-N 0.000 title 1
239000000203 mixture Substances 0.000 claims description 77
-1 arylalkyl radicals Chemical class 0.000 claims description 75
239000004372 Polyvinyl alcohol Substances 0.000 claims description 71
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 48
239000000047 product Substances 0.000 claims description 41
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 39
239000000243 solution Substances 0.000 claims description 39
229920000642 polymer Polymers 0.000 claims description 34
239000007864 aqueous solution Substances 0.000 claims description 24
229910052757 nitrogen Inorganic materials 0.000 claims description 21
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
125000000217 alkyl group Chemical group 0.000 claims description 18
230000003197 catalytic effect Effects 0.000 claims description 16
125000004005 formimidoyl group Chemical group [H]\N=C(/[H])* 0.000 claims description 16
239000000463 material Substances 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 9
239000003995 emulsifying agent Substances 0.000 claims description 9
FAEAERQPRQJZOC-UHFFFAOYSA-N 8-(3-octyloxiran-2-yl)octan-1-ol Chemical group CCCCCCCCC1OC1CCCCCCCCO FAEAERQPRQJZOC-UHFFFAOYSA-N 0.000 claims description 7
239000002253 acid Substances 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 7
125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
238000000502 dialysis Methods 0.000 claims description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 6
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
239000003974 emollient agent Substances 0.000 claims description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
150000004820 halides Chemical class 0.000 claims description 5
150000002924 oxiranes Chemical class 0.000 claims description 5
150000003839 salts Chemical class 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 4
230000001186 cumulative effect Effects 0.000 claims description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
150000003254 radicals Chemical class 0.000 claims description 4
PUVAFTRIIUSGLK-UHFFFAOYSA-M trimethyl(oxiran-2-ylmethyl)azanium;chloride Chemical group [Cl-].C[N+](C)(C)CC1CO1 PUVAFTRIIUSGLK-UHFFFAOYSA-M 0.000 claims description 4
238000000108 ultra-filtration Methods 0.000 claims description 4
235000021355 Stearic acid Nutrition 0.000 claims description 3
150000001450 anions Chemical class 0.000 claims description 3
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 3
239000006185 dispersion Substances 0.000 claims description 3
125000004356 hydroxy functional group Chemical group O* 0.000 claims description 3
238000002156 mixing Methods 0.000 claims description 3
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 3
239000001301 oxygen Substances 0.000 claims description 3
229910052760 oxygen Inorganic materials 0.000 claims description 3
239000011118 polyvinyl acetate Substances 0.000 claims description 3
125000002877 alkyl aryl group Chemical group 0.000 claims description 2
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
229920002554 vinyl polymer Polymers 0.000 claims description 2
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 claims 4
XPPODKQKBFSUCU-UHFFFAOYSA-M (3-chloro-3-hydroxypropyl)-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCC(O)Cl XPPODKQKBFSUCU-UHFFFAOYSA-M 0.000 claims 2
PAZZVPKITDJCPV-UHFFFAOYSA-N 10-hydroxyoctadecanoic acid Chemical group CCCCCCCCC(O)CCCCCCCCC(O)=O PAZZVPKITDJCPV-UHFFFAOYSA-N 0.000 claims 2
VACHUYIREGFMSP-UHFFFAOYSA-N 9,10-dihydroxyoctadecanoic acid Chemical group CCCCCCCCC(O)C(O)CCCCCCCC(O)=O VACHUYIREGFMSP-UHFFFAOYSA-N 0.000 claims 2
RKHXDCVAPIMDMG-UHFFFAOYSA-N 9-hydroxyoctadecanoic acid Chemical group CCCCCCCCCC(O)CCCCCCCC(O)=O RKHXDCVAPIMDMG-UHFFFAOYSA-N 0.000 claims 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims 2
239000007795 chemical reaction product Substances 0.000 claims 2
UEGPKNKPLBYCNK-UHFFFAOYSA-L magnesium acetate Chemical compound [Mg+2].CC([O-])=O.CC([O-])=O UEGPKNKPLBYCNK-UHFFFAOYSA-L 0.000 claims 2
239000011654 magnesium acetate Substances 0.000 claims 2
229940069446 magnesium acetate Drugs 0.000 claims 2
235000011285 magnesium acetate Nutrition 0.000 claims 2
RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 claims 2
MNVFURQIMUDIRC-UHFFFAOYSA-N octadecane-1,10-diol Chemical compound CCCCCCCCC(O)CCCCCCCCCO MNVFURQIMUDIRC-UHFFFAOYSA-N 0.000 claims 2
239000012431 aqueous reaction media Substances 0.000 claims 1
229920001577 copolymer Polymers 0.000 claims 1
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
229940038384 octadecane Drugs 0.000 claims 1
VJQGGZWPOMJLTP-UHFFFAOYSA-N octadecane-1,1-diol Chemical compound CCCCCCCCCCCCCCCCCC(O)O VJQGGZWPOMJLTP-UHFFFAOYSA-N 0.000 claims 1
GUQPPNZGDSQJGT-UHFFFAOYSA-N octadecane-1,9-diol Chemical group CCCCCCCCCC(O)CCCCCCCCO GUQPPNZGDSQJGT-UHFFFAOYSA-N 0.000 claims 1
QIQXTHQIDYTFRH-GTFORLLLSA-N octadecanoic acid Chemical group CCCCCCCCCCCCCCCCC[14C](O)=O QIQXTHQIDYTFRH-GTFORLLLSA-N 0.000 claims 1
229940075065 polyvinyl acetate Drugs 0.000 claims 1
125000005208 trialkylammonium group Chemical group 0.000 claims 1
239000006210 lotion Substances 0.000 abstract description 19
125000001453 quaternary ammonium group Chemical group 0.000 abstract description 6
239000002674 ointment Substances 0.000 abstract description 5
239000010409 thin film Substances 0.000 abstract description 4
125000001302 tertiary amino group Chemical group 0.000 abstract 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 66
229940068984 polyvinyl alcohol Drugs 0.000 description 60
235000019422 polyvinyl alcohol Nutrition 0.000 description 60
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 33
239000010408 film Substances 0.000 description 28
210000003491 skin Anatomy 0.000 description 27
230000004888 barrier function Effects 0.000 description 20
238000009472 formulation Methods 0.000 description 19
239000003921 oil Substances 0.000 description 13
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
238000012360 testing method Methods 0.000 description 12
238000000034 method Methods 0.000 description 11
229920003171 Poly (ethylene oxide) Polymers 0.000 description 10
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 10
238000001556 precipitation Methods 0.000 description 10
239000002002 slurry Substances 0.000 description 10
239000012153 distilled water Substances 0.000 description 9
239000011541 reaction mixture Substances 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 8
239000003153 chemical reaction reagent Substances 0.000 description 8
QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 8
239000012071 phase Substances 0.000 description 8
239000000344 soap Substances 0.000 description 8
235000014113 dietary fatty acids Nutrition 0.000 description 7
239000000194 fatty acid Substances 0.000 description 7
229930195729 fatty acid Natural products 0.000 description 7
150000004665 fatty acids Chemical class 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 7
HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 6
239000006071 cream Substances 0.000 description 6
238000001035 drying Methods 0.000 description 6
125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
230000009467 reduction Effects 0.000 description 6
125000001424 substituent group Chemical group 0.000 description 6
150000003512 tertiary amines Chemical class 0.000 description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 5
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 5
239000003054 catalyst Substances 0.000 description 5
229960000541 cetyl alcohol Drugs 0.000 description 5
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
239000000839 emulsion Substances 0.000 description 4
239000012528 membrane Substances 0.000 description 4
GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 4
239000000049 pigment Substances 0.000 description 4
235000010356 sorbitol Nutrition 0.000 description 4
PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 4
230000003068 static effect Effects 0.000 description 4
239000004094 surface-active agent Substances 0.000 description 4
239000001993 wax Substances 0.000 description 4
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical group CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
229910019142 PO4 Inorganic materials 0.000 description 3
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 3
125000003158 alcohol group Chemical group 0.000 description 3
239000007900 aqueous suspension Substances 0.000 description 3
230000015572 biosynthetic process Effects 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
150000002191 fatty alcohols Chemical class 0.000 description 3
239000012467 final product Substances 0.000 description 3
239000000118 hair dye Substances 0.000 description 3
230000006872 improvement Effects 0.000 description 3
235000019388 lanolin Nutrition 0.000 description 3
239000007788 liquid Substances 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
239000002304 perfume Substances 0.000 description 3
235000019271 petrolatum Nutrition 0.000 description 3
235000021317 phosphate Nutrition 0.000 description 3
239000000843 powder Substances 0.000 description 3
239000003755 preservative agent Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
230000000475 sunscreen effect Effects 0.000 description 3
239000000516 sunscreening agent Substances 0.000 description 3
FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
CWLKGDAVCFYWJK-UHFFFAOYSA-N 3-aminophenol Chemical compound NC1=CC=CC(O)=C1 CWLKGDAVCFYWJK-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 2
FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 2
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
206010019049 Hair texture abnormal Diseases 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
239000004166 Lanolin Substances 0.000 description 2
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
FBPFZTCFMRRESA-NQAPHZHOSA-N Sorbitol Chemical compound OCC(O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-NQAPHZHOSA-N 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
NWGKJDSIEKMTRX-BFWOXRRGSA-N [(2r)-2-[(3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)C1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-BFWOXRRGSA-N 0.000 description 2
230000002378 acidificating effect Effects 0.000 description 2
239000000443 aerosol Substances 0.000 description 2
239000003963 antioxidant agent Substances 0.000 description 2
230000003078 antioxidant effect Effects 0.000 description 2
235000006708 antioxidants Nutrition 0.000 description 2
239000003125 aqueous solvent Substances 0.000 description 2
125000003710 aryl alkyl group Chemical group 0.000 description 2
230000005540 biological transmission Effects 0.000 description 2
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000012141 concentrate Substances 0.000 description 2
238000001816 cooling Methods 0.000 description 2
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
239000000975 dye Substances 0.000 description 2
230000000694 effects Effects 0.000 description 2
238000001914 filtration Methods 0.000 description 2
235000011187 glycerol Nutrition 0.000 description 2
IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
229960004337 hydroquinone Drugs 0.000 description 2
125000002768 hydroxyalkyl group Chemical group 0.000 description 2
238000000338 in vitro Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
229940039717 lanolin Drugs 0.000 description 2
230000014759 maintenance of location Effects 0.000 description 2
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
229920001281 polyalkylene Polymers 0.000 description 2
229920002689 polyvinyl acetate Polymers 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
238000011084 recovery Methods 0.000 description 2
239000000600 sorbitol Substances 0.000 description 2
241000894007 species Species 0.000 description 2
229940032094 squalane Drugs 0.000 description 2
239000008117 stearic acid Substances 0.000 description 2
238000003756 stirring Methods 0.000 description 2
239000000126 substance Substances 0.000 description 2
125000000547 substituted alkyl group Chemical group 0.000 description 2
239000000375 suspending agent Substances 0.000 description 2
239000002562 thickening agent Substances 0.000 description 2
230000005068 transpiration Effects 0.000 description 2
125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
239000003981 vehicle Substances 0.000 description 2
239000011787 zinc oxide Substances 0.000 description 2
235000014692 zinc oxide Nutrition 0.000 description 2
CPYIZQLXMGRKSW-UHFFFAOYSA-N zinc;iron(3+);oxygen(2-) Chemical compound [O-2].[O-2].[O-2].[O-2].[Fe+3].[Fe+3].[Zn+2] CPYIZQLXMGRKSW-UHFFFAOYSA-N 0.000 description 2
ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
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125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
239000003883 ointment base Substances 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
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XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000012188 paraffin wax Substances 0.000 description 1
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239000002245 particle Substances 0.000 description 1
VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
150000002978 peroxides Chemical class 0.000 description 1
229940066842 petrolatum Drugs 0.000 description 1
229920006254 polymer film Polymers 0.000 description 1
229920001184 polypeptide Polymers 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
230000008569 process Effects 0.000 description 1
102000004196 processed proteins & peptides Human genes 0.000 description 1
108090000765 processed proteins & peptides Proteins 0.000 description 1
DOKHEARVIDLSFF-UHFFFAOYSA-N prop-1-en-1-ol Chemical group CC=CO DOKHEARVIDLSFF-UHFFFAOYSA-N 0.000 description 1
125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
235000018102 proteins Nutrition 0.000 description 1
102000004169 proteins and genes Human genes 0.000 description 1
108090000623 proteins and genes Proteins 0.000 description 1
238000000746 purification Methods 0.000 description 1
150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
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239000011347 resin Substances 0.000 description 1
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GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 1
229960001755 resorcinol Drugs 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000003352 sequestering agent Substances 0.000 description 1
239000011734 sodium Substances 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
ZNVGYHOBTCWGTO-UHFFFAOYSA-N solutin Natural products Cc1cc(O)cc2OC(C)(O)C(=O)c12 ZNVGYHOBTCWGTO-UHFFFAOYSA-N 0.000 description 1
239000002904 solvent Substances 0.000 description 1
229940035044 sorbitan monolaurate Drugs 0.000 description 1
239000007921 spray Substances 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
210000000434 stratum corneum Anatomy 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 1
230000000930 thermomechanical effect Effects 0.000 description 1
229940029614 triethanolamine stearate Drugs 0.000 description 1
CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
238000005303 weighing Methods 0.000 description 1
230000004580 weight loss Effects 0.000 description 1
LTVDFSLWFKLJDQ-UHFFFAOYSA-N α-tocopherolquinone Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LTVDFSLWFKLJDQ-UHFFFAOYSA-N 0.000 description 1

Landscapes

Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Cosmetics (AREA)
Medicinal Preparation (AREA)

CA000463381A 1983-10-07 1984-09-17 Polymeres de polyvinyl alcool contenant un ammonium quaternaire ou une amine tertiaire et ayant de meilleures caracteristiques lipophiles; peuvent etre utilises dans le conditionnement de la peau, les cosmetiques et des formules pharmaceutiques Expired CA1246788A (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US54014583A	1983-10-07	1983-10-07
US06/540,145		1983-10-07

Publications (1)

Publication Number	Publication Date
CA1246788A true CA1246788A (fr)	1988-12-13

Family

ID=24154214

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000463381A Expired CA1246788A (fr)	1983-10-07	1984-09-17	Polymeres de polyvinyl alcool contenant un ammonium quaternaire ou une amine tertiaire et ayant de meilleures caracteristiques lipophiles; peuvent etre utilises dans le conditionnement de la peau, les cosmetiques et des formules pharmaceutiques

Country Status (4)

Country	Link
JP (1)	JPS60126212A (fr)
AU (1)	AU564073B2 (fr)
CA (1)	CA1246788A (fr)
NZ (1)	NZ209700A (fr)

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5811046A (ja) *	1981-07-13	1983-01-21	Mitsubishi Chem Ind Ltd	多孔質陰イオン交換樹脂およびその製法

1984
- 1984-09-17 CA CA000463381A patent/CA1246788A/fr not_active Expired
- 1984-09-25 AU AU33480/84A patent/AU564073B2/en not_active Ceased
- 1984-09-27 NZ NZ20970084A patent/NZ209700A/en unknown
- 1984-10-08 JP JP21120684A patent/JPS60126212A/ja active Pending

Also Published As

Publication number	Publication date
AU3348084A (en)	1985-04-18
NZ209700A (en)	1988-01-08
JPS60126212A (ja)	1985-07-05
AU564073B2 (en)	1987-07-30

Legal Events

Date	Code	Title	Description
2005-12-13	MKEX	Expiry

Publication	Publication Date	Title
US4690817A (en)	1987-09-01	Quaternary nitrogen containing polyvinyl alcohol polymers for use in skin conditioning, cosmetic and pharmaceutical formulations
US4645794A (en)	1987-02-24	Quaternary nitrogen containing polyvinyl alcohol polymers for use in skin conditioning, cosmetic and pharmaceutical formulations
US4689217A (en)	1987-08-25	Amine and ammonium nitrogen containing polyvinyl alcohol polymers having improved lipophilic properties for use in skin conditioning, cosmetic and pharmaceutical formulations
US4411891A (en)	1983-10-25	Cationized dextran and salts thereof and manufacturing process and utilization thereof
CA1276380C (fr)	1990-11-13	Utilisation de poly (n-acylaklylenimines) partiellement hydrolisees pour les soins d'hygiene personnelle
DE69207971T2 (de)	1996-06-27	Ampholitische Terpolymere mit verbesserten Konditionierungseigenschaften in Shampoozusammensetzungen und Haarpflegemitteln
US4976952A (en)	1990-12-11	Macromolecular, surface-active, quaternary, N-substituted chitosan derivatives as well as cosmetic composition based on these new chitosan derivatives
US4822598A (en)	1989-04-18	Cosmetic agent on the basis of quaternary chitosan derivatives, novel quaternary chitosan derivatives as well as processes for making same
US5136093A (en)	1992-08-04	Quaternized panthenol compounds and their use
DE69626589T2 (de)	2004-02-12	Polymer, Verfahren zur Herstellung, Haarbehandlungszusammensetzungen und kosmetische Zusammensetzungen
DE69232533T2 (de)	2002-12-19	Verfahren zur Herstellung von Mikroemulsionen aus Amingruppen enthaltenden Polysiloxanen
CA2036444C (fr)	1999-09-21	Composition pour soins capillaires et methodes de traitement capillaire
US3849548A (en)	1974-11-19	Cosmetic compositions
US4832950A (en)	1989-05-23	Antimicrobial suspensions and antimicrobial hair treatment compositions
JP3299305B2 (ja)	2002-07-08	ポリフルオロアルキルチオポリ（エチルイミダゾリニウム）化合物、その製造法および殺生物剤としての使用
JPS598701A (ja)	1984-01-18	キトサン誘導体をベ−スとした理容剤、新規キトサン誘導体および該誘導体の製造法
US5112886A (en)	1992-05-12	Allantoin salts of quaternary nitrogen containing polymers for use in skin conditioning, cosmetic and pharmaceutical formulations
DK163478B (da)	1992-03-09	Kosmetisk haarplejemiddel indeholdende en kationisk polymer
EP0432646A2 (fr)	1991-06-19	Ethers alkoxylés d'alkylgycosides quaternaires pour des préparations à usage corporel
JP2515452B2 (ja)	1996-07-10	化粧料
US4243659A (en)	1981-01-06	Compositions for improving hair body and method of use
US5254335A (en)	1993-10-19	Hair conditioning compounds containing reactive nonionic surfactants and isothiuronium compounds and method of use
EP0141269B1 (fr)	1989-08-23	Polymères modifiés d'alcool polyvinylique
US5260055A (en)	1993-11-09	Fatty carboxylic silicone amine salts
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