US3697644A - Cosmetic composition - Google Patents
Cosmetic composition Download PDFInfo
- Publication number
- US3697644A US3697644A US587387A US3697644DA US3697644A US 3697644 A US3697644 A US 3697644A US 587387 A US587387 A US 587387A US 3697644D A US3697644D A US 3697644DA US 3697644 A US3697644 A US 3697644A
- Authority
- US
- United States
- Prior art keywords
- water
- solvent
- composition
- hair
- cosmetic
- 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.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 45
- 239000002537 cosmetic Substances 0.000 title abstract description 44
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000002904 solvent Substances 0.000 claims abstract description 30
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical group OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 21
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 7
- RWLALWYNXFYRGW-UHFFFAOYSA-N 2-Ethyl-1,3-hexanediol Chemical group CCCC(O)C(CC)CO RWLALWYNXFYRGW-UHFFFAOYSA-N 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 42
- 239000003960 organic solvent Substances 0.000 abstract description 13
- 239000000084 colloidal system Substances 0.000 abstract description 11
- 230000001681 protective effect Effects 0.000 abstract description 11
- 239000012736 aqueous medium Substances 0.000 abstract description 3
- 239000010409 thin film Substances 0.000 abstract description 3
- 239000003799 water insoluble solvent Substances 0.000 abstract 1
- 239000010408 film Substances 0.000 description 12
- 239000002304 perfume Substances 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 10
- 239000003921 oil Substances 0.000 description 9
- 235000019198 oils Nutrition 0.000 description 9
- -1 polyethylenes Polymers 0.000 description 8
- 238000000151 deposition Methods 0.000 description 7
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 6
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 6
- 229920001577 copolymer Polymers 0.000 description 6
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 6
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 6
- 229920000945 Amylopectin Polymers 0.000 description 5
- 239000004166 Lanolin Substances 0.000 description 4
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- 229940096529 carboxypolymethylene Drugs 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- 235000014113 dietary fatty acids Nutrition 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000000194 fatty acid Substances 0.000 description 4
- 229930195729 fatty acid Natural products 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 235000019388 lanolin Nutrition 0.000 description 4
- 229940039717 lanolin Drugs 0.000 description 4
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 4
- 239000001993 wax Substances 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical group OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 230000008021 deposition Effects 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 239000000839 emulsion Substances 0.000 description 3
- AVIYEYCFMVPYST-UHFFFAOYSA-N hexane-1,3-diol Chemical compound CCCC(O)CCO AVIYEYCFMVPYST-UHFFFAOYSA-N 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 239000002453 shampoo Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 2
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 2
- 229920002307 Dextran Polymers 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- 238000013019 agitation Methods 0.000 description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000005670 ethenylalkyl group Chemical group 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000002198 insoluble material Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000002609 medium Substances 0.000 description 2
- 239000012170 montan wax Substances 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 2
- 239000000344 soap Substances 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 229960004418 trolamine Drugs 0.000 description 2
- KZVBBTZJMSWGTK-UHFFFAOYSA-N 1-[2-(2-butoxyethoxy)ethoxy]butane Chemical compound CCCCOCCOCCOCCCC KZVBBTZJMSWGTK-UHFFFAOYSA-N 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- UBLAMKHIFZBBSS-UHFFFAOYSA-N 3-Methylbutyl pentanoate Chemical compound CCCCC(=O)OCCC(C)C UBLAMKHIFZBBSS-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- 229920000856 Amylose Polymers 0.000 description 1
- 241000416162 Astragalus gummifer Species 0.000 description 1
- 241000206575 Chondrus crispus Species 0.000 description 1
- 244000180278 Copernicia prunifera Species 0.000 description 1
- 235000010919 Copernicia prunifera Nutrition 0.000 description 1
- 244000303965 Cyamopsis psoralioides Species 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 241001553290 Euphorbia antisyphilitica Species 0.000 description 1
- 229920002907 Guar gum Polymers 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 235000009134 Myrica cerifera Nutrition 0.000 description 1
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 1
- 235000019483 Peanut oil Nutrition 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- 229920001800 Shellac Polymers 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 244000061457 Solanum nigrum Species 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- 235000015125 Sterculia urens Nutrition 0.000 description 1
- 240000001058 Sterculia urens Species 0.000 description 1
- 244000028419 Styrax benzoin Species 0.000 description 1
- 235000000126 Styrax benzoin Nutrition 0.000 description 1
- 235000008411 Sumatra benzointree Nutrition 0.000 description 1
- 229920001615 Tragacanth Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000012164 animal wax Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 230000003110 anti-inflammatory effect Effects 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 235000013871 bee wax Nutrition 0.000 description 1
- 239000012166 beeswax Substances 0.000 description 1
- 229960002130 benzoin Drugs 0.000 description 1
- XKXHCNPAFAXVRZ-UHFFFAOYSA-N benzylazanium;chloride Chemical compound [Cl-].[NH3+]CC1=CC=CC=C1 XKXHCNPAFAXVRZ-UHFFFAOYSA-N 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 1
- 229920001727 cellulose butyrate Polymers 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 239000000986 disperse dye Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 235000019441 ethanol Nutrition 0.000 description 1
- MEGHWIAOTJPCHQ-UHFFFAOYSA-N ethenyl butanoate Chemical compound CCCC(=O)OC=C MEGHWIAOTJPCHQ-UHFFFAOYSA-N 0.000 description 1
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 239000000665 guar gum Substances 0.000 description 1
- 235000010417 guar gum Nutrition 0.000 description 1
- 229960002154 guar gum Drugs 0.000 description 1
- 235000019382 gum benzoic Nutrition 0.000 description 1
- 239000008269 hand cream Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 229920003063 hydroxymethyl cellulose Polymers 0.000 description 1
- 229940031574 hydroxymethyl cellulose Drugs 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
- 229940011051 isopropyl acetate Drugs 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
- 239000002932 luster Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 229960002900 methylcellulose Drugs 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 239000012184 mineral wax Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 229920001206 natural gum Polymers 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 239000002884 skin cream Substances 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 239000012178 vegetable wax Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 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
- A61K8/33—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
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/731—Cellulose; Quaternized cellulose derivatives
-
- 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/732—Starch; Amylose; Amylopectin; Derivatives 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives 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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8164—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical, and containing at least one other carboxyl radical in the molecule, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers, e.g. poly (methyl vinyl ether-co-maleic anhydride)
-
- 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
- A61Q5/02—Preparations for cleaning the hair
-
- 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
- A61K2800/54—Polymers characterized by specific structures/properties
- A61K2800/542—Polymers characterized by specific structures/properties characterized by the charge
- A61K2800/5422—Polymers characterized by specific structures/properties characterized by the charge nonionic
Definitions
- This invention relates to stable aqueous cosmetic compositions containing substantially water-insoluble cosmetic materials and capable of depositing a smooth film of the cosmetic material on the skin or hair by means of a rinse-on application.
- One object of the present invention is to provide a cosmetic composition in the form of an aqueous dispersion of a substantially water-insoluble film-forming material which composition is capable of being applied to the skin or hair and of depositing a thin smooth film of such material on the skin or hair when rinsed, i.e. diluted, with water.
- Another object of the present invention is to provide a cosmetic composition capable of depositing on the skin or hair a thin smooth layer of a substantially waterinsoluble material which layer is resistant to subsequent removal by aqueous compositions.
- a further object of the present invention is to provide a method of applying to the skin or hair a thin smooth layer of a substantially water-insoluble material, said method making use of an aqueous composition containing a minor proportion of organic solvent for said material.
- compositions which comprise an emulsion having water thickened with a protective colloid in the external phase and having as the disperse phase a solution of the water-insoluble cosmetic material in a cosmetically acceptable organic solvent of special characteristics.
- the substantially water-insoluble non-volatile cosmetic material is dissolved in an organic solvent in which it is soluble and this solution then dispersed in a thickened aqueous medium in which the thickener serves as a protective colloid to hold the dispersed phase in suspension for long periods of time.
- the cosmetic materials which may be applied to the skin or hair in accordance with this invention include a wide variety of substantially water-insoluble nonvolatile materials which have utility in the cosmetic art.
- substantially water-insoluble cosmetic materials is intended to include all those substantially colorless fats, oils, waxes, and polymers which have a cosmetic utility and a solubility in water at room temperature (23 C.) of less than 0.5% by weight.
- examples of such materials are mineral oils derived from petroleum; fatty materials of vegetable or animal origin such as lanolin, sperm oil, coconut oil, olive oil, peanut oil and the like; saturated and unsaturated fatty acids and fatty alcohols having 10 or more carbon atoms; esters of fatty acids such as isopropyl myristate; and fatty amines such as stearylamine and amides thereof with fatty acids containing up to five carbon atoms.
- animal waxes such as beeswax and spermaceti; the vegetable waxes such as carnauba, bayberry and candelilla; the mineral waxes including m'ontan, ozokerite, ceresin and paraffin and the synthetic waxes as exemplified by the medium molecular weight polyethylenes, polyethylene glycols, and polyoxyethylene esters such as sorbitan monostearate; and natural gums and resins such as shellac and benzoin.
- animal waxes such as beeswax and spermaceti
- the vegetable waxes such as carnauba, bayberry and candelilla
- mineral waxes including m'ontan, ozokerite, ceresin and paraffin
- synthetic waxes as exemplified by the medium molecular weight polyethylenes, polyethylene glycols, and polyoxyethylene esters such as sorbitan monostearate
- natural gums and resins such as shellac and benzoin
- synthetic polymeric cosmetic materials which may be formulated in accordance with the teachings of this invention include water-insoluble copolymers of vinyl pyrollidone with vinyl esters of fatty acids such as vinyl acetate, vinyl propionate, vinyl butyrate and the like; copolymers of vinyl alkyl ethers with maleic anhydride; copolymers of ethylene and maleic anhydride and esters such as cellulose acetate or cellulose butyrate.
- esters of polysaccharides such as dextran, amylose, amylopectin, etc., with fatty acids containing 10 to 18 carbon atoms may be employed as the cosmetic material to yield skin creams capable of depositing on the hands a water barrier film highly resistant to aqueous detergent compositions.
- the organic solvent employed in addition to being cosmetically acceptable and having the ability to dissolve the water-insoluble cosmetic material, must itself be either insoluble (i.e. less than 0.1% by weight at room temperature) in water (in which case it must be volatile) or soluble only to a limited extent.
- the solvent should be soluble in water at room temperature to the extent of l to 10% by weight of the water; however, solvents having a solubility of up to 20% by weight in water have been found to be operable.
- solvents which have been found to be satisfactory are benzyl alcohol; 2-ethy1-l ,3-hexanediol; bis(2-butoryethyl) ethers, butanol; isopropyl acetate; diethyl ketone, chloroform; carbon tetrachloride; and numerous others having the requisite solubility.
- Solvents which are soluble in water to the extent of 0.1% by weight or more are readily removed from the skin or hair by rinsing with water to leave the film of cosmetic material.
- Solvents which are less soluble in water must be volatile, i.e. must evaporate from the skin or hair during a relatively short period of time, e.g. a few seconds up to two minutes, at room temperature to leave a film of water-insoluble cosmetic material.
- the amount of solvent used must be enough to dissolve or disperse all of the cosmetic material present; however, large excesses are preferably avoided.
- solutions containing as little as 0.1% cosmetic material based on the weight of organic solvent may be used.
- solutions containing 30 to 100% by weight of cosmetic material based on the weight of organic solvent may be employed.
- up to 300% by weight of the cosmetic material may be employed based on the weight of the solvent.
- the relative proportions of organic solvent and water may also vary over a wide range. It is normally preferred to limit the amount of solvent employed to that which is necessary to dissolve the water-insoluble cosmetic material. However, where desirable for esthetic or other reasons, the organic solvent may be present in larger amounts. In no event should this exceed 20% by weight of the total composition.
- any of the well known water-soluble or dispersible protective colloids may be used in the formulation of the composition of this invention.
- materials which may be used are the natural or synthetic watersoluble or water-dispersible gums such as guar, karaya, tragacanth, the alginates, Irish moss, and the like; cellulose derivatives including methyl cellulose, hydroxy methyl cellulose, hydroxy ethyl cellulose, sodium carboxymethyl cellulose, and the like; and vinyl polymers such as polyvinyl pyrollidone, polyvinyl alcohol,
- the protective colloid is present in an amount sufficient to provide a relatively stable dispersion, as is well known in the art, usually from 0.1 to 5.0 percent based on the water, depending on the identity of the particular protective colloid used.
- compositions in addition to the foregoing.
- various medicaments such as germicides, anti-inflammatories, etc.; deodorants or anti-perspirants; sunscreen agents; perfumes; coloring dyes or pigments; optical brighteners; etc.
- EXAMPLE 1 Parts by Weight Benzyl alcohol 5.0 Ethyl alcohol l.0 Half ethyl ester ofa l:l copolymer of vinylmethyl ether and maleic anhydride 0.5 stearyldimcthyl benzyl ammonium chloride 0.9 Hydroxyethyl cellulose 1.2 Triethanol amine 0.4 Polydimethylsiloxane oil 0.l Perfume 0.5 Water 90.4
- the benzyl alcohol which has only limited solubility in water, serves as a solvent for the cosmetic material (the copolymer, the
- the triethanol amine functions to control the pH of the composition.
- a thickened water phase is separately prepared by adding the hydroxyethyl cellulose to the water and heating to S0 C. with agitation. After cooling to 30 C., the first composition is dispersed in the thickened water phase using vigorous stirring for two minutes at 30 C. The composition is then further agitated at a slow roll with no visible vortex until a uniform mixture is obtained. The perfume is then added and the composition agitated for 25 to 30 minutes more.
- the resulting product is a body imparting hair rinse having a medium viscosity and a pH of about 7.3.
- One tablespoon of the composition is worked with the fingers through a head of damp, towel blotted, freshly shampooed hair. After combing to distribute the rinse evenly, the hair is thoroughly rinsed with warm water. Microscopic examination of fibers so treated shows that a semi-continuous polymer film has been deposited. The film provides easy combing in both the wet and dry states and leaves the dried hair with an attractive luster and added body.
- EXAMPLE 2 Parts by Weight Amylopectin decanoate Polydimethylsiloxane oil 2-ethyll ,3-hexane diol Diethylene glycol dibutyl ether Carboxypolymethylene (Carbopol 934) Sodium hydroxide Perfume Water
- the 2-ethyl-l ,3-hexanediol and diethylene glycol dibutyl ether which have only limited solubility in water, serve as solvent for the cosmetic materials amylopectin decanoate, siloxane oil and perfume.
- the carboxypolymethylene acts as the protective colloid.
- the sodium hydroxide functions merely to adjust the pH to within the desired range of 6 to 8.
- composition of this example is prepared in a manner analogous to that of Example 1.
- the resulting product is a water barrier hand cream which is applied by rubbing into the skin followed by a warm water rinse.
- the resulting film a mixture of amylopectin decanoate and polydimethylsiloxane, gives excellent protection against the effects of aqueous detergent compositions such as anionic dishwashing products.
- This composition can also be prepared using 6% dibutyl carbitol as the sole organic solvent for the amylopectin decanoate and polymethylsiloxane oil. While the resulting product has barrier properties equal to the mixed solvent example, the emulsion is less creamy.
- Example 3 The composition of Example 1 is prepared with the addition of another water insoluble cosmetic material,
- a disperse dye Latyl Blue RB, Du Pont.
- Rinse-on deposition of the composition onto a tress of white human hair yields a strong blue color in addition to the body and conditioning benefits described above.
- the dyed composition can be readily removed by the usual shampoo procedure. Any desired shade can be achieved by the proper choice or blending of organic dyes or inorganic pigments.
- EXAMPLE 4 EXAMPLE 5 Parts by Weight Lanolin 2.0 Benzyl alcohol 4.0 Hydroxycthyl cellulose 1.2 Perfume 0.3 Water 92.5
- the lanolin and perfume cosmetic materials are dissolved in the benzyl alcohol solvent and the resulting solution dispersed in the aqueous hydroxyethyl cellulose as described in Example 1. Rinse-on deposition onto damp, shampooed hair yields a thin lustrous coating of lanolin oil, evenly distributed throughout the hair.
- composition is prepared by dissolving the montan wax and perfume cosmetic materials in benzyl alcohol, then dispersing the solution in water containing carboxypolymethylene protective colloid, the sodium hydroxide being used to adjust the pH to within the desired range of 6 to 8. Rinse-on deposition onto skin or hair yields a thin even wax coating resistant to soap or shampoo removal.
- the composition is prepared by dissolving the dextran stearate and perfume cosmetic materials in chloroform as the solvent, then dispersing the solution into water containing guar gum protective colloid.
- the composition is applied by rubbing it onto the skin and allowing the chloroform and water to evaporate, leaving an evenly deposited film of polymer which is resistant to soap or shampoo removal.
- An aqueous cosmetic composition adapted to be coated on the skin or hair and to deposit a thin film of water-insoluble cosmetic material comprising an aqueous medium containing from 0.1 to 5%, based on the weight of the water, of a water-soluble or water-dispersible protective colloid, and dispersed therein an organic solvent solution containing from 0.1 to 300%, based on the weight of the solvent, of cosmetic material which is a substantially colorless fat, oil, wax or polymer and which is less soluble in water at room temperature than 0.5% by weight, the maximum amount of said solvent being 20% by weight of the total composition, said solvent being volatile and less soluble in water than 0.1% by weight at room temperature or being soluble in water to an extent from 0.1 to 20% by weight at room temperature.
- aqueous composition as claimed in claim 1 in which the solvent is a volatile solvent less soluble than 0.1% by weight in water.
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- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
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- Birds (AREA)
- Epidemiology (AREA)
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Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US58738766A | 1966-10-18 | 1966-10-18 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3697644A true US3697644A (en) | 1972-10-10 |
Family
ID=24349590
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US587387A Expired - Lifetime US3697644A (en) | 1966-10-18 | 1966-10-18 | Cosmetic composition |
Country Status (7)
Country | Link |
---|---|
US (1) | US3697644A (enrdf_load_stackoverflow) |
CH (1) | CH507001A (enrdf_load_stackoverflow) |
DE (1) | DE1617507A1 (enrdf_load_stackoverflow) |
FR (1) | FR1563677A (enrdf_load_stackoverflow) |
GB (1) | GB1168908A (enrdf_load_stackoverflow) |
IT (1) | IT944507B (enrdf_load_stackoverflow) |
NL (1) | NL6713915A (enrdf_load_stackoverflow) |
Cited By (43)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3853464A (en) * | 1969-08-11 | 1974-12-10 | Oreal | Human hair dyeing compositions containing diphenylamines |
US3932610A (en) * | 1971-12-06 | 1976-01-13 | Lever Brothers Company | Shampoo composition |
US3939099A (en) * | 1974-12-26 | 1976-02-17 | Chesebrough-Pond's, Inc. | Fragrance composition |
US3953591A (en) * | 1974-04-29 | 1976-04-27 | The Procter & Gamble Company | Fatty acid, polysiloxane and water-soluble polymer containing skin conditioning emulsion |
US3957971A (en) * | 1974-07-29 | 1976-05-18 | Lever Brothers Company | Moisturizing units and moisturizing compositions containing the same |
US4008999A (en) * | 1974-02-22 | 1977-02-22 | Societe Anonyme Dite: L'oreal | N,N-dialkylamino diphenylamines for dyeing keratinic fibers |
US4158053A (en) * | 1977-08-05 | 1979-06-12 | Eli Lilly And Company | Aqueous emulsion polymer nail coating formulations |
US4268499A (en) * | 1979-06-07 | 1981-05-19 | Dow Corning Corporation | Antiperspirant emulsion compositions |
US4272516A (en) * | 1976-11-08 | 1981-06-09 | Societa Italo-Britannica-L. Manetti-H. Roberts Co. | Process for improving transcutaneous and transfollicular absorption of cosmetic compositions |
JPS57112319A (en) * | 1980-03-10 | 1982-07-13 | Procter & Gamble | Hair conditioning composition |
US4383988A (en) * | 1978-04-28 | 1983-05-17 | Anheuser-Busch, Incorporated | Gelled antiperspirant |
US4472297A (en) * | 1982-03-01 | 1984-09-18 | The Procter & Gamble Company | Shampoo compositions containing hydroxypropyl guar gum |
US4491539A (en) * | 1981-06-04 | 1985-01-01 | The Procter & Gamble Company | Liquid cleansing product with skin feel additives |
US4743440A (en) * | 1973-11-08 | 1988-05-10 | Lever Brothers Company | Skin composition |
US4818523A (en) * | 1987-06-17 | 1989-04-04 | Colgate-Palmolive Company | Hair rinse conditioner |
EP0166608A3 (en) * | 1984-06-28 | 1989-07-05 | The Procter & Gamble Company | Liquid cleansing compositions |
US4863725A (en) * | 1982-10-27 | 1989-09-05 | Deckner George E | Novel clear oil-free moisturizer composition |
US4867894A (en) * | 1986-03-07 | 1989-09-19 | Rohm Gmbh | Pour point improving additives for mineral oils |
US4873079A (en) * | 1987-08-21 | 1989-10-10 | Clairol Incorporated | Hair coloring composition and its method of use |
US4886660A (en) * | 1987-06-11 | 1989-12-12 | Colgate-Palmolive Company | Shine hair conditioner |
US5877144A (en) * | 1996-03-01 | 1999-03-02 | Sudzucker Aktiengesellschaft Mannheim/Ochsenfurt | Aliphatic carboxylate esters of inulin |
US6344183B2 (en) | 1998-04-09 | 2002-02-05 | National Starch And Chemical Investment Holding Corporation | Aerosol hair cosmetic compositions containing non-ionically derivatized starches |
US6413505B1 (en) | 1998-04-09 | 2002-07-02 | Nationa L Starch And Chemical Investment Holding Corporation | Nonionically derivatized starches and their use in non-aerosol, low VOC hair cosmetic compositions |
US6562325B2 (en) | 1998-04-09 | 2003-05-13 | National Starch And Chemical Investment Holding Corporation | Use of stabilized starches in low VOC, polyacrylic acid-containing hair cosmetic compositions |
US20030228378A1 (en) * | 2002-06-05 | 2003-12-11 | Hebert Rolland F. | Water-soluble stable salts of petroselinic acid |
US20060182697A1 (en) * | 2005-01-18 | 2006-08-17 | Boris Lalleman | Composition for treating keratin fibers, comprising at least one aromatic alcohol, at least one aromatic carboxylic acid, and at least one protecting agent |
US20090081141A1 (en) * | 2007-09-21 | 2009-03-26 | Exsymol S.A.M. | Topical use of thiazolidine derivatives against consequences of oxidative stress of skin |
EP2226063A2 (en) | 2009-03-04 | 2010-09-08 | Takasago International Corporation | High intensity fragrances |
US20120071525A1 (en) * | 2007-07-17 | 2012-03-22 | Byotrol Plc | Anti-microbial composition |
EP2620211A2 (en) | 2012-01-24 | 2013-07-31 | Takasago International Corporation | New microcapsules |
EP2832441A1 (en) | 2013-07-29 | 2015-02-04 | Takasago International Corporation | Microcapsules |
EP2832442A1 (en) | 2013-07-29 | 2015-02-04 | Takasago International Corporation | Microcapsules |
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EP3211064A1 (en) | 2016-02-24 | 2017-08-30 | Takasago International Corporation | Stimulating agent |
EP3871765A1 (en) | 2020-02-26 | 2021-09-01 | Takasago International Corporation | Aqueous dispersion of microcapsules, and uses thereof |
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EP3871764A1 (en) | 2020-02-26 | 2021-09-01 | Takasago International Corporation | Aqueous dispersion of microcapsules, and uses thereof |
EP3900697A1 (en) | 2020-04-21 | 2021-10-27 | Takasago International Corporation | Fragrance composition |
WO2022155054A1 (en) | 2021-01-13 | 2022-07-21 | Firmenich Incorporated | Compositions that enhance the cooling effect |
EP4094827A1 (en) | 2021-05-27 | 2022-11-30 | Takasago International Corporation | Aqueous dispersion of microcapsules, and uses thereof |
WO2022251628A1 (en) | 2021-05-28 | 2022-12-01 | Firmenich Incorporated | Compositions that enhance the cooling effect |
WO2024011086A1 (en) | 2022-07-07 | 2024-01-11 | Firmenich Incorporated | Compositions that enhance the cooling effect |
WO2024088925A1 (en) | 2022-10-27 | 2024-05-02 | Firmenich Sa | Flavonoid compositions and uses thereof |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4069347A (en) * | 1976-08-02 | 1978-01-17 | Emery Industries, Inc. | Compositions of quaternary ammonium derivatives of lanolin acids |
GR74051B (enrdf_load_stackoverflow) * | 1980-03-10 | 1984-06-06 | Procter & Gamble | |
DE3234365A1 (de) * | 1982-09-16 | 1984-03-22 | Henkel KGaA, 4000 Düsseldorf | Konditionierungsmittel fuer fettiges haar |
DE3918615C2 (de) * | 1989-06-07 | 1995-07-27 | Woellner Werke | Hautschutzsalbe auf der Basis einer wäßrigen Emulsion |
GB9411530D0 (en) * | 1994-06-09 | 1994-08-03 | Quayle Rachel A | Use of polymers as film-forming barrier materials |
-
1966
- 1966-10-18 US US587387A patent/US3697644A/en not_active Expired - Lifetime
-
1967
- 1967-10-13 NL NL6713915A patent/NL6713915A/xx unknown
- 1967-10-14 IT IT40088/67A patent/IT944507B/it active
- 1967-10-16 GB GB47044/67A patent/GB1168908A/en not_active Expired
- 1967-10-17 DE DE19671617507 patent/DE1617507A1/de active Pending
- 1967-10-17 CH CH1447567A patent/CH507001A/de not_active IP Right Cessation
- 1967-10-18 FR FR1563677D patent/FR1563677A/fr not_active Expired
Cited By (54)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3853464A (en) * | 1969-08-11 | 1974-12-10 | Oreal | Human hair dyeing compositions containing diphenylamines |
US3932610A (en) * | 1971-12-06 | 1976-01-13 | Lever Brothers Company | Shampoo composition |
US4743440A (en) * | 1973-11-08 | 1988-05-10 | Lever Brothers Company | Skin composition |
US4822596A (en) * | 1973-11-08 | 1989-04-18 | Lever Brothers Company | Skin composition |
US4008999A (en) * | 1974-02-22 | 1977-02-22 | Societe Anonyme Dite: L'oreal | N,N-dialkylamino diphenylamines for dyeing keratinic fibers |
USRE29814E (en) * | 1974-04-29 | 1978-10-24 | The Procter & Gamble Company | Lanolin fatty acids, polysiloxane and water-soluble polymer containing skin conditioning emulsion |
US3953591A (en) * | 1974-04-29 | 1976-04-27 | The Procter & Gamble Company | Fatty acid, polysiloxane and water-soluble polymer containing skin conditioning emulsion |
US3957971A (en) * | 1974-07-29 | 1976-05-18 | Lever Brothers Company | Moisturizing units and moisturizing compositions containing the same |
US3939099A (en) * | 1974-12-26 | 1976-02-17 | Chesebrough-Pond's, Inc. | Fragrance composition |
US4272516A (en) * | 1976-11-08 | 1981-06-09 | Societa Italo-Britannica-L. Manetti-H. Roberts Co. | Process for improving transcutaneous and transfollicular absorption of cosmetic compositions |
US4158053A (en) * | 1977-08-05 | 1979-06-12 | Eli Lilly And Company | Aqueous emulsion polymer nail coating formulations |
US4383988A (en) * | 1978-04-28 | 1983-05-17 | Anheuser-Busch, Incorporated | Gelled antiperspirant |
US4268499A (en) * | 1979-06-07 | 1981-05-19 | Dow Corning Corporation | Antiperspirant emulsion compositions |
JPS57112319A (en) * | 1980-03-10 | 1982-07-13 | Procter & Gamble | Hair conditioning composition |
US4491539A (en) * | 1981-06-04 | 1985-01-01 | The Procter & Gamble Company | Liquid cleansing product with skin feel additives |
US4472297A (en) * | 1982-03-01 | 1984-09-18 | The Procter & Gamble Company | Shampoo compositions containing hydroxypropyl guar gum |
US4863725A (en) * | 1982-10-27 | 1989-09-05 | Deckner George E | Novel clear oil-free moisturizer composition |
EP0166608A3 (en) * | 1984-06-28 | 1989-07-05 | The Procter & Gamble Company | Liquid cleansing compositions |
US4867894A (en) * | 1986-03-07 | 1989-09-19 | Rohm Gmbh | Pour point improving additives for mineral oils |
US4886660A (en) * | 1987-06-11 | 1989-12-12 | Colgate-Palmolive Company | Shine hair conditioner |
US4818523A (en) * | 1987-06-17 | 1989-04-04 | Colgate-Palmolive Company | Hair rinse conditioner |
US4873079A (en) * | 1987-08-21 | 1989-10-10 | Clairol Incorporated | Hair coloring composition and its method of use |
US5877144A (en) * | 1996-03-01 | 1999-03-02 | Sudzucker Aktiengesellschaft Mannheim/Ochsenfurt | Aliphatic carboxylate esters of inulin |
US6344183B2 (en) | 1998-04-09 | 2002-02-05 | National Starch And Chemical Investment Holding Corporation | Aerosol hair cosmetic compositions containing non-ionically derivatized starches |
US6413505B1 (en) | 1998-04-09 | 2002-07-02 | Nationa L Starch And Chemical Investment Holding Corporation | Nonionically derivatized starches and their use in non-aerosol, low VOC hair cosmetic compositions |
US6562325B2 (en) | 1998-04-09 | 2003-05-13 | National Starch And Chemical Investment Holding Corporation | Use of stabilized starches in low VOC, polyacrylic acid-containing hair cosmetic compositions |
US20030228378A1 (en) * | 2002-06-05 | 2003-12-11 | Hebert Rolland F. | Water-soluble stable salts of petroselinic acid |
US6919088B2 (en) * | 2002-06-05 | 2005-07-19 | Rolland F. Hebert | Water-soluble stable salts of petroselinic acid |
US20060182697A1 (en) * | 2005-01-18 | 2006-08-17 | Boris Lalleman | Composition for treating keratin fibers, comprising at least one aromatic alcohol, at least one aromatic carboxylic acid, and at least one protecting agent |
US8790623B2 (en) * | 2005-01-18 | 2014-07-29 | Il'Oreal | Composition for treating keratin fibers, comprising at least one aromatic alcohol, at least one aromatic carboxylic acid, and at least one protecting agent |
US20120071525A1 (en) * | 2007-07-17 | 2012-03-22 | Byotrol Plc | Anti-microbial composition |
US8575085B2 (en) * | 2007-07-17 | 2013-11-05 | Byotrol Plc | Anti-microbial composition comprising a quaternary ammonium biocide and organopolysiloxane mixture |
US20090081141A1 (en) * | 2007-09-21 | 2009-03-26 | Exsymol S.A.M. | Topical use of thiazolidine derivatives against consequences of oxidative stress of skin |
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Also Published As
Publication number | Publication date |
---|---|
IT944507B (it) | 1973-04-20 |
DE1617507A1 (de) | 1971-01-28 |
GB1168908A (en) | 1969-10-29 |
CH507001A (de) | 1971-05-15 |
FR1563677A (enrdf_load_stackoverflow) | 1969-04-18 |
NL6713915A (enrdf_load_stackoverflow) | 1968-04-19 |
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