CA2319800A1

CA2319800A1 - Copolymeres elastomeres thermoplastiques; compositions a base de ces produits pour le soin des cheveux et de la peau

Copolymeres elastomeres thermoplastiques; compositions a base de ces produits pour le soin des cheveux et de la peau Download PDF

Info

Publication number: CA2319800A1
Authority: CA; Canada
Prior art keywords: copolymers; copolymer; hair; group; useful
Prior art date: 1993-07-01
Legal status : Abandoned

Application number

CA002319800A

Other languages

English (en)

Inventor

Peter Marte Torgerson

Sanjeev Midha

Current Assignee

Procter and Gamble Co

Original Assignee

Individual

Priority date

1993-07-01

Filing date

1994-06-30

Publication date

1995-01-12

1994-06-30 Application filed by Individual filed Critical Individual

1994-06-30 Priority claimed from CA002165767A external-priority patent/CA2165767A1/fr

1995-01-12 Publication of CA2319800A1 publication Critical patent/CA2319800A1/fr

Status Abandoned legal-status Critical Current

Links

239000000203 mixture Substances 0.000 title claims abstract description 161
229920001169 thermoplastic Polymers 0.000 title claims abstract description 29
239000004416 thermosoftening plastic Substances 0.000 title claims abstract description 29
229920001198 elastomeric copolymer Polymers 0.000 title claims abstract description 19
229920001577 copolymer Polymers 0.000 claims abstract description 124
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 89
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 44
230000000699 topical effect Effects 0.000 claims abstract description 24
-1 2-ethoxyethyl Chemical group 0.000 claims description 173
239000000178 monomer Substances 0.000 claims description 62
125000000217 alkyl group Chemical group 0.000 claims description 23
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
229910052739 hydrogen Inorganic materials 0.000 claims description 15
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
HFCUBKYHMMPGBY-UHFFFAOYSA-N 2-methoxyethyl prop-2-enoate Chemical compound COCCOC(=O)C=C HFCUBKYHMMPGBY-UHFFFAOYSA-N 0.000 claims description 6
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 5
125000005210 alkyl ammonium group Chemical group 0.000 claims description 5
GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 claims description 4
OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 4
CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
238000007334 copolymerization reaction Methods 0.000 claims description 4
229910052757 nitrogen Inorganic materials 0.000 claims description 4
DPBJAVGHACCNRL-UHFFFAOYSA-N 2-(dimethylamino)ethyl prop-2-enoate Chemical compound CN(C)CCOC(=O)C=C DPBJAVGHACCNRL-UHFFFAOYSA-N 0.000 claims description 3
125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 3
125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims description 3
BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 claims description 3
JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 claims description 3
PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 claims description 3
125000005131 dialkylammonium group Chemical group 0.000 claims description 3
AWGZKFQMWZYCHF-UHFFFAOYSA-N n-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 claims description 3
150000001768 cations Chemical class 0.000 claims description 2
125000005207 tetraalkylammonium group Chemical group 0.000 claims description 2
125000005208 trialkylammonium group Chemical group 0.000 claims description 2
239000002537 cosmetic Substances 0.000 abstract description 14
239000008194 pharmaceutical composition Substances 0.000 abstract description 9
239000004480 active ingredient Substances 0.000 abstract description 2
238000000034 method Methods 0.000 description 36
229920000642 polymer Polymers 0.000 description 32
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 28
239000004615 ingredient Substances 0.000 description 27
239000000047 product Substances 0.000 description 26
NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 25
239000012071 phase Substances 0.000 description 25
239000002904 solvent Substances 0.000 description 25
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 24
239000000463 material Substances 0.000 description 24
150000002148 esters Chemical class 0.000 description 22
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
239000000839 emulsion Substances 0.000 description 20
SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 18
239000008266 hair spray Substances 0.000 description 17
238000002156 mixing Methods 0.000 description 17
239000007921 spray Substances 0.000 description 17
KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 16
239000000969 carrier Substances 0.000 description 15
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 15
229920002554 vinyl polymer Polymers 0.000 description 15
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 14
239000002253 acid Substances 0.000 description 14
239000004094 surface-active agent Substances 0.000 description 14
241000195940 Bryophyta Species 0.000 description 13
229960003237 betaine Drugs 0.000 description 13
239000003795 chemical substances by application Substances 0.000 description 13
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235000011929 mousse Nutrition 0.000 description 13
150000003839 salts Chemical class 0.000 description 13
239000000126 substance Substances 0.000 description 13
239000000516 sunscreening agent Substances 0.000 description 13
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 12
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
239000000443 aerosol Substances 0.000 description 12
230000008901 benefit Effects 0.000 description 12
238000006243 chemical reaction Methods 0.000 description 12
239000003999 initiator Substances 0.000 description 11
229920001223 polyethylene glycol Polymers 0.000 description 11
239000003380 propellant Substances 0.000 description 11
125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 10
239000003205 fragrance Substances 0.000 description 10
229920001515 polyalkylene glycol Polymers 0.000 description 10
238000006116 polymerization reaction Methods 0.000 description 10
229920001296 polysiloxane Polymers 0.000 description 10
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 9
239000002202 Polyethylene glycol Substances 0.000 description 9
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
125000000129 anionic group Chemical group 0.000 description 9
229910052799 carbon Inorganic materials 0.000 description 9
230000000475 sunscreen effect Effects 0.000 description 9
WROUWQQRXUBECT-UHFFFAOYSA-N 2-ethylacrylic acid Chemical compound CCC(=C)C(O)=O WROUWQQRXUBECT-UHFFFAOYSA-N 0.000 description 8
CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 8
238000007792 addition Methods 0.000 description 8
230000003750 conditioning effect Effects 0.000 description 8
239000000499 gel Substances 0.000 description 8
239000002453 shampoo Substances 0.000 description 8
239000002562 thickening agent Substances 0.000 description 8
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 7
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
229920002125 Sokalan® Polymers 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
125000004432 carbon atom Chemical group C* 0.000 description 7
125000002091 cationic group Chemical group 0.000 description 7
229940079593 drug Drugs 0.000 description 7
239000003814 drug Substances 0.000 description 7
238000003756 stirring Methods 0.000 description 7
238000003786 synthesis reaction Methods 0.000 description 7
235000015961 tonic Nutrition 0.000 description 7
230000001256 tonic effect Effects 0.000 description 7
SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 6
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 6
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
239000003945 anionic surfactant Substances 0.000 description 6
230000003255 anti-acne Effects 0.000 description 6
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
235000014113 dietary fatty acids Nutrition 0.000 description 6
RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 6
239000000194 fatty acid Substances 0.000 description 6
229930195729 fatty acid Natural products 0.000 description 6
BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 6
229930195733 hydrocarbon Natural products 0.000 description 6
150000002430 hydrocarbons Chemical class 0.000 description 6
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 6
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XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 5
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 5
XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 5
239000004909 Moisturizer Substances 0.000 description 5
229910019142 PO4 Inorganic materials 0.000 description 5
150000001253 acrylic acids Chemical class 0.000 description 5
150000001298 alcohols Chemical class 0.000 description 5
150000001346 alkyl aryl ethers Chemical class 0.000 description 5
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239000012861 aquazol Substances 0.000 description 5
239000011203 carbon fibre reinforced carbon Substances 0.000 description 5
150000001875 compounds Chemical class 0.000 description 5
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239000007795 chemical reaction product Substances 0.000 description 4
150000001805 chlorine compounds Chemical class 0.000 description 4
229940086555 cyclomethicone Drugs 0.000 description 4
229940008099 dimethicone Drugs 0.000 description 4
239000004205 dimethyl polysiloxane Substances 0.000 description 4
239000003974 emollient agent Substances 0.000 description 4
150000004665 fatty acids Chemical class 0.000 description 4
GKKMCECQQIKAHA-UHFFFAOYSA-N hexadecyl dihydrogen phosphate;2-(2-hydroxyethylamino)ethanol Chemical compound OCCNCCO.CCCCCCCCCCCCCCCCOP(O)(O)=O GKKMCECQQIKAHA-UHFFFAOYSA-N 0.000 description 4
VAMFXQBUQXONLZ-UHFFFAOYSA-N icos-1-ene Chemical compound CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 4
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239000007788 liquid Substances 0.000 description 4
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230000000379 polymerizing effect Effects 0.000 description 4
125000001424 substituent group Chemical group 0.000 description 4
125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 3
125000006017 1-propenyl group Chemical group 0.000 description 3
OWPUOLBODXJOKH-UHFFFAOYSA-N 2,3-dihydroxypropyl prop-2-enoate Chemical compound OCC(O)COC(=O)C=C OWPUOLBODXJOKH-UHFFFAOYSA-N 0.000 description 3
NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 3
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LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 3
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KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
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229930006000 Sucrose Natural products 0.000 description 3
CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 3
239000004809 Teflon Substances 0.000 description 3
229920006362 Teflon® Polymers 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
125000002947 alkylene group Chemical group 0.000 description 3
150000003863 ammonium salts Chemical class 0.000 description 3
239000002280 amphoteric surfactant Substances 0.000 description 3
230000000202 analgesic effect Effects 0.000 description 3
230000000845 anti-microbial effect Effects 0.000 description 3
239000001273 butane Substances 0.000 description 3
229960001631 carbomer Drugs 0.000 description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
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229960000541 cetyl alcohol Drugs 0.000 description 3
239000000084 colloidal system Substances 0.000 description 3
238000001816 cooling Methods 0.000 description 3
229920006037 cross link polymer Polymers 0.000 description 3
239000003431 cross linking reagent Substances 0.000 description 3
125000004093 cyano group Chemical group *C#N 0.000 description 3
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 3
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229940120503 dihydroxyacetone Drugs 0.000 description 3
IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical class Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 3
SNRUBQQJIBEYMU-UHFFFAOYSA-N dodecane Chemical compound CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
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 3
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230000001815 facial effect Effects 0.000 description 3
239000003517 fume Substances 0.000 description 3
FOYKKGHVWRFIBD-UHFFFAOYSA-N gamma-tocopherol acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 FOYKKGHVWRFIBD-UHFFFAOYSA-N 0.000 description 3
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WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical compound O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 3
229940091173 hydantoin Drugs 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
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229960001680 ibuprofen Drugs 0.000 description 3
239000001282 iso-butane Substances 0.000 description 3
239000006210 lotion Substances 0.000 description 3
CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate group Chemical group C(C(=C)C)(=O)[O-] CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 3
239000002480 mineral oil Substances 0.000 description 3
235000010446 mineral oil Nutrition 0.000 description 3
239000012299 nitrogen atmosphere Substances 0.000 description 3
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FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 3
239000010452 phosphate Substances 0.000 description 3
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BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 3
229920006254 polymer film Polymers 0.000 description 3
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