MXPA98002962A - Composition for the treatment of keratinic fibers, covering at least one fixed polymer and at least one compound of type ceramid and procedure - Google Patents
Composition for the treatment of keratinic fibers, covering at least one fixed polymer and at least one compound of type ceramid and procedureInfo
- Publication number
- MXPA98002962A MXPA98002962A MXPA/A/1998/002962A MX9802962A MXPA98002962A MX PA98002962 A MXPA98002962 A MX PA98002962A MX 9802962 A MX9802962 A MX 9802962A MX PA98002962 A MXPA98002962 A MX PA98002962A
- Authority
- MX
- Mexico
- Prior art keywords
- copolymers
- radical
- acid
- composition according
- vinyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 96
- 229920000642 polymer Polymers 0.000 title claims abstract description 84
- 150000001875 compounds Chemical class 0.000 title claims abstract description 29
- 239000000835 fiber Substances 0.000 title claims abstract description 7
- 238000000034 method Methods 0.000 title abstract description 3
- 210000004209 Hair Anatomy 0.000 claims abstract description 36
- 125000000129 anionic group Chemical group 0.000 claims abstract description 13
- 102000011782 Keratins Human genes 0.000 claims abstract description 5
- 108010076876 Keratins Proteins 0.000 claims abstract description 5
- -1 hydrocarbon radical Chemical class 0.000 claims description 88
- 229920001577 copolymer Polymers 0.000 claims description 56
- 150000003254 radicals Chemical class 0.000 claims description 39
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 30
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims description 25
- 239000004215 Carbon black (E152) Substances 0.000 claims description 23
- PPBRXRYQALVLMV-UHFFFAOYSA-N styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 23
- VODZWWMEJITOND-OWWNRXNESA-N N-Stearoylsphingosine Chemical compound CCCCCCCCCCCCCCCCCC(=O)NC(CO)C(O)\C=C\CCCCCCCCCCCCC VODZWWMEJITOND-OWWNRXNESA-N 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 19
- XTXRWKRVRITETP-UHFFFAOYSA-N vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 claims description 18
- 150000002148 esters Chemical class 0.000 claims description 17
- 125000004432 carbon atoms Chemical group C* 0.000 claims description 16
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 16
- LDHQCZJRKDOVOX-NSCUHMNNSA-N Crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
- 229920001897 terpolymer Polymers 0.000 claims description 13
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 229920001519 homopolymer Polymers 0.000 claims description 12
- 125000005395 methacrylic acid group Chemical class 0.000 claims description 11
- 239000000178 monomer Substances 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 10
- 150000007513 acids Chemical class 0.000 claims description 9
- 125000005250 alkyl acrylate group Chemical group 0.000 claims description 9
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 9
- 239000000194 fatty acid Substances 0.000 claims description 9
- 239000006210 lotion Substances 0.000 claims description 9
- 239000011780 sodium chloride Substances 0.000 claims description 9
- QYKIQEUNHZKYBP-UHFFFAOYSA-N vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 9
- VVQNEPGJFQJSBK-UHFFFAOYSA-N 2-methyl-2-propenoic acid methyl ester Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 8
- FQPSGWSUVKBHSU-UHFFFAOYSA-N Methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 8
- 229920001567 Vinyl ester Polymers 0.000 claims description 8
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- HRPVXLWXLXDGHG-UHFFFAOYSA-N acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 7
- 150000008064 anhydrides Chemical class 0.000 claims description 7
- 239000002537 cosmetic Substances 0.000 claims description 7
- 229920003145 methacrylic acid copolymer Polymers 0.000 claims description 7
- 229920001296 polysiloxane Polymers 0.000 claims description 7
- 239000001993 wax Substances 0.000 claims description 7
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims description 6
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinylpyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 claims description 6
- 239000004698 Polyethylene (PE) Substances 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
- 239000000654 additive Substances 0.000 claims description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 239000003599 detergent Substances 0.000 claims description 6
- 239000006185 dispersion Substances 0.000 claims description 6
- 239000006260 foam Substances 0.000 claims description 6
- 125000002519 galactosyl group Chemical group C1([C@H](O)[C@@H](O)[C@@H](O)[C@H](O1)CO)* 0.000 claims description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 6
- 125000003147 glycosyl group Chemical group 0.000 claims description 6
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 229920000573 polyethylene Polymers 0.000 claims description 6
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 5
- 230000000996 additive Effects 0.000 claims description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 5
- CERQOIWHTDAKMF-UHFFFAOYSA-N methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 5
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 159000000000 sodium salts Chemical class 0.000 claims description 5
- 239000004094 surface-active agent Substances 0.000 claims description 5
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N Ethyl radical Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 4
- XJRBAMWJDBPFIM-UHFFFAOYSA-N Methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 claims description 4
- XFHJDMUEHUHAJW-UHFFFAOYSA-N N-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- 150000003926 acrylamides Chemical class 0.000 claims description 4
- 239000000443 aerosol Substances 0.000 claims description 4
- 150000001412 amines Chemical group 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 125000002091 cationic group Chemical group 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 4
- 239000004922 lacquer Substances 0.000 claims description 4
- 239000011707 mineral Substances 0.000 claims description 4
- 239000003921 oil Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- UCMIRNVEIXFBKS-UHFFFAOYSA-N β-Alanine Chemical class NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims description 4
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 claims description 3
- ZKYCLDTVJCJYIB-UHFFFAOYSA-N 2-methylidenedecanamide Chemical group CCCCCCCCC(=C)C(N)=O ZKYCLDTVJCJYIB-UHFFFAOYSA-N 0.000 claims description 3
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical class C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 claims description 3
- 239000005977 Ethylene Substances 0.000 claims description 3
- LVHBHZANLOWSRM-UHFFFAOYSA-N Itaconic acid Chemical class OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 3
- PWOUINLXUDNQOA-UHFFFAOYSA-O P(=O)#CC[NH3+] Chemical compound P(=O)#CC[NH3+] PWOUINLXUDNQOA-UHFFFAOYSA-O 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- VGGSQFUCUMXWEO-UHFFFAOYSA-N ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052760 oxygen Inorganic materials 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 3
- MYMOFIZGZYHOMD-UHFFFAOYSA-N oxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims description 3
- 229920002401 polyacrylamide Polymers 0.000 claims description 3
- 238000007493 shaping process Methods 0.000 claims description 3
- 239000007787 solid Substances 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-N sulfonic acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-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 2
- 229920002126 Acrylic acid copolymer Polymers 0.000 claims description 2
- 210000004080 Milk Anatomy 0.000 claims description 2
- 229940058401 Polytetrafluoroethylene Drugs 0.000 claims description 2
- 229940029983 VITAMINS Drugs 0.000 claims description 2
- 229940021016 Vitamin IV solution additives Drugs 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- 239000011149 active material Substances 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 150000007942 carboxylates Chemical group 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- TWDGWLIKZXNTSI-UHFFFAOYSA-N ethenyl 9,9-dimethyldecanoate Chemical compound CC(C)(C)CCCCCCCC(=O)OC=C TWDGWLIKZXNTSI-UHFFFAOYSA-N 0.000 claims description 2
- UIWXSTHGICQLQT-UHFFFAOYSA-N ethenyl propanoate Chemical compound CCC(=O)OC=C UIWXSTHGICQLQT-UHFFFAOYSA-N 0.000 claims description 2
- 229920001038 ethylene copolymer Polymers 0.000 claims description 2
- 239000000499 gel Substances 0.000 claims description 2
- 125000005842 heteroatoms Chemical group 0.000 claims description 2
- 235000013336 milk Nutrition 0.000 claims description 2
- 239000008267 milk Substances 0.000 claims description 2
- 239000002245 particle Substances 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- OAICVXFJPJFONN-UHFFFAOYSA-N phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims description 2
- 229920001515 polyalkylene glycol Polymers 0.000 claims description 2
- 229920001343 polytetrafluoroethylene Polymers 0.000 claims description 2
- 239000004810 polytetrafluoroethylene Substances 0.000 claims description 2
- 230000002335 preservative Effects 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- WRIRWRKPLXCTFD-UHFFFAOYSA-N propanediamide Chemical compound NC(=O)CC(N)=O WRIRWRKPLXCTFD-UHFFFAOYSA-N 0.000 claims description 2
- 235000018102 proteins Nutrition 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 2
- 238000005956 quaternization reaction Methods 0.000 claims description 2
- 150000004671 saturated fatty acids Chemical class 0.000 claims description 2
- 239000007921 spray Substances 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 230000000475 sunscreen Effects 0.000 claims description 2
- 239000000516 sunscreening agent Substances 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- 150000004670 unsaturated fatty acids Chemical class 0.000 claims description 2
- 235000021122 unsaturated fatty acids Nutrition 0.000 claims description 2
- 235000013311 vegetables Nutrition 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 229930003231 vitamins Natural products 0.000 claims description 2
- 239000004711 α-olefin Substances 0.000 claims description 2
- 239000000463 material Substances 0.000 claims 2
- 241000357291 Monodactylus argenteus Species 0.000 claims 1
- OCXSBQRIKCLEJE-WNOSTQBWSA-N N-methyl-N-[(2S,3R,4R,5R)-2,3,4,5,6-pentahydroxyhexyl]docosanamide Chemical compound CCCCCCCCCCCCCCCCCCCCCC(=O)N(C)C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO OCXSBQRIKCLEJE-WNOSTQBWSA-N 0.000 claims 1
- KZTJQXAANJHSCE-OIDHKYIRSA-N N-octodecanoylsphinganine Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)CCCCCCCCCCCCCCC KZTJQXAANJHSCE-OIDHKYIRSA-N 0.000 claims 1
- CMMOOVZPVLKJPM-UHFFFAOYSA-O O=P#[NH+] Chemical compound O=P#[NH+] CMMOOVZPVLKJPM-UHFFFAOYSA-O 0.000 claims 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- LFGREXWGYUGZLY-UHFFFAOYSA-N oxophosphanyl Chemical group [P]=O LFGREXWGYUGZLY-UHFFFAOYSA-N 0.000 claims 1
- QAOWNCQODCNURD-UHFFFAOYSA-L sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims 1
- 239000006200 vaporizer Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 229920002472 Starch Polymers 0.000 description 8
- 235000019698 starch Nutrition 0.000 description 8
- 239000008107 starch Substances 0.000 description 8
- DCKVNWZUADLDEH-UHFFFAOYSA-N Sec-Butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 210000003702 immature single positive T cell Anatomy 0.000 description 6
- VVMKVFQYONGBPV-MKWAYWHRSA-N (Z)-4-butoxy-4-oxobut-2-enoic acid;methoxyethene Chemical compound COC=C.CCCCOC(=O)\C=C/C(O)=O VVMKVFQYONGBPV-MKWAYWHRSA-N 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N Diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 206010019049 Hair texture abnormal Diseases 0.000 description 4
- 229920000068 poly(2-ethyl-2-oxazoline) Polymers 0.000 description 4
- 229920005989 resin Polymers 0.000 description 4
- 239000011347 resin Substances 0.000 description 4
- DCEZWUKWXDLIGN-UHFFFAOYSA-N 2-ethyl-3-(2-ethyl-1,3-oxazolidin-2-yl)-2-(2-ethyl-1,3-oxazolidin-3-yl)-1,3-oxazolidine Chemical compound CCC1OCCN1C1(CC)N(C2(CC)OCCN2)CCO1 DCEZWUKWXDLIGN-UHFFFAOYSA-N 0.000 description 3
- FOCAUTSVDIKZOP-UHFFFAOYSA-N Chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 3
- 229920003134 Eudragit® polymer Polymers 0.000 description 3
- 229940106681 chloroacetic acid Drugs 0.000 description 3
- 230000000875 corresponding Effects 0.000 description 3
- 125000004433 nitrogen atoms Chemical group N* 0.000 description 3
- 229920000915 polyvinyl chloride Polymers 0.000 description 3
- KGIGUEBEKRSTEW-UHFFFAOYSA-N 2-Vinylpyridine Chemical compound C=CC1=CC=CC=N1 KGIGUEBEKRSTEW-UHFFFAOYSA-N 0.000 description 2
- WNLRTRBMVRJNCN-UHFFFAOYSA-N Adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 2
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N Carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 2
- 229940106189 Ceramides Drugs 0.000 description 2
- 229920001661 Chitosan Polymers 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Natural products OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000001783 ceramides Chemical class 0.000 description 2
- 239000003431 cross linking reagent Substances 0.000 description 2
- 150000001990 dicarboxylic acid derivatives Chemical class 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- SEUDSDUUJXTXSV-UHFFFAOYSA-N dimethyl(oxo)silane Chemical compound C[Si](C)=O SEUDSDUUJXTXSV-UHFFFAOYSA-N 0.000 description 2
- 239000000834 fixative Substances 0.000 description 2
- 235000011087 fumaric acid Nutrition 0.000 description 2
- 150000002238 fumaric acids Chemical class 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 2
- 150000002829 nitrogen Chemical group 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atoms Chemical group O* 0.000 description 2
- 229920001888 polyacrylic acid Polymers 0.000 description 2
- 229920000768 polyamine Polymers 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 239000001294 propane Substances 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 125000004434 sulfur atoms Chemical group 0.000 description 2
- VSKCCZIUZNTICH-ZPYUXNTASA-N (E)-but-2-enoic acid;ethenyl acetate Chemical compound C\C=C\C(O)=O.CC(=O)OC=C VSKCCZIUZNTICH-ZPYUXNTASA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N 1,2-ethanediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- RLEQVGMLDNITBW-UHFFFAOYSA-N 2,4,4-trimethylhexanedioic acid Chemical compound OC(=O)C(C)CC(C)(C)CC(O)=O RLEQVGMLDNITBW-UHFFFAOYSA-N 0.000 description 1
- SJIXRGNQPBQWMK-UHFFFAOYSA-N 2-(diethylamino)ethyl 2-methylprop-2-enoate Chemical compound CCN(CC)CCOC(=O)C(C)=C SJIXRGNQPBQWMK-UHFFFAOYSA-N 0.000 description 1
- BEWCNXNIQCLWHP-UHFFFAOYSA-N 2-(tert-butylamino)ethyl 2-methylprop-2-enoate Chemical class CC(=C)C(=O)OCCNC(C)(C)C BEWCNXNIQCLWHP-UHFFFAOYSA-N 0.000 description 1
- GQWWGRUJOCIUKI-UHFFFAOYSA-N 2-[3-(2-methyl-1-oxopyrrolo[1,2-a]pyrazin-3-yl)propyl]guanidine Chemical group O=C1N(C)C(CCCN=C(N)N)=CN2C=CC=C21 GQWWGRUJOCIUKI-UHFFFAOYSA-N 0.000 description 1
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
- MXRGSJAOLKBZLU-UHFFFAOYSA-N 3-ethenylazepan-2-one Chemical compound C=CC1CCCCNC1=O MXRGSJAOLKBZLU-UHFFFAOYSA-N 0.000 description 1
- 229920005789 ACRONAL® acrylic binder Polymers 0.000 description 1
- 229940100198 ALKYLATING AGENTS Drugs 0.000 description 1
- WGQKYBSKWIADBV-UHFFFAOYSA-N Benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 1
- 229940047583 Cetamide Drugs 0.000 description 1
- 229940089960 Chloroacetate Drugs 0.000 description 1
- RPNUMPOLZDHAAY-UHFFFAOYSA-N DETA Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N Diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N Dimethyl sulfate Chemical group COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- NNPPMTNAJDCUHE-UHFFFAOYSA-N Isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 1
- 229920000126 Latex Polymers 0.000 description 1
- 229950004297 Lauril Drugs 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N Maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- DCUFMVPCXCSVNP-UHFFFAOYSA-N Methacrylic anhydride Chemical compound CC(=C)C(=O)OC(=O)C(C)=C DCUFMVPCXCSVNP-UHFFFAOYSA-N 0.000 description 1
- SWVGZFQJXVPIKM-UHFFFAOYSA-N N,N-bis(methylamino)propan-1-amine Chemical compound CCCN(NC)NC SWVGZFQJXVPIKM-UHFFFAOYSA-N 0.000 description 1
- YRDNVESFWXDNSI-UHFFFAOYSA-N N-(2,4,4-trimethylpentan-2-yl)prop-2-enamide Chemical compound CC(C)(C)CC(C)(C)NC(=O)C=C YRDNVESFWXDNSI-UHFFFAOYSA-N 0.000 description 1
- AWDYCSUWSUENQK-UHFFFAOYSA-N N-decylprop-2-enamide Chemical compound CCCCCCCCCCNC(=O)C=C AWDYCSUWSUENQK-UHFFFAOYSA-N 0.000 description 1
- XQPVIMDDIXCFFS-UHFFFAOYSA-N N-dodecylprop-2-enamide Chemical compound CCCCCCCCCCCCNC(=O)C=C XQPVIMDDIXCFFS-UHFFFAOYSA-N 0.000 description 1
- SWPMNMYLORDLJE-UHFFFAOYSA-N N-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
- AWGZKFQMWZYCHF-UHFFFAOYSA-N N-octylprop-2-enamide Chemical compound CCCCCCCCNC(=O)C=C AWGZKFQMWZYCHF-UHFFFAOYSA-N 0.000 description 1
- 229920000459 Nitrile rubber Polymers 0.000 description 1
- OTBHHUPVCYLGQO-UHFFFAOYSA-N Norspermidine Chemical compound NCCCNCCCN OTBHHUPVCYLGQO-UHFFFAOYSA-N 0.000 description 1
- 241001483078 Phyto Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- NXLOLUFNDSBYTP-UHFFFAOYSA-N Retene Chemical compound C1=CC=C2C3=CC=C(C(C)C)C=C3C=CC2=C1C NXLOLUFNDSBYTP-UHFFFAOYSA-N 0.000 description 1
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical compound NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 description 1
- FDRCDNZGSXJAFP-UHFFFAOYSA-M Sodium chloroacetate Chemical compound [Na+].[O-]C(=O)CCl FDRCDNZGSXJAFP-UHFFFAOYSA-M 0.000 description 1
- 125000003668 acetyloxy group Chemical group [H]C([H])([H])C(=O)O[*] 0.000 description 1
- 230000002378 acidificating Effects 0.000 description 1
- 239000001361 adipic acid Substances 0.000 description 1
- 235000011037 adipic acid Nutrition 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 125000004414 alkyl thio group Chemical group 0.000 description 1
- 239000002168 alkylating agent Substances 0.000 description 1
- 238000005804 alkylation reaction Methods 0.000 description 1
- 150000001280 alpha hydroxy acids Chemical class 0.000 description 1
- 108010016628 ameroid Proteins 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atoms Chemical group 0.000 description 1
- 230000001588 bifunctional Effects 0.000 description 1
- 230000001680 brushing Effects 0.000 description 1
- IJDNQMDRQITEOD-UHFFFAOYSA-N butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
- SOGAXMICEFXMKE-UHFFFAOYSA-N butyl 2-methylprop-2-enoate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 1
- XZMCDFZZKTWFGF-UHFFFAOYSA-N carbodiimide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
- CURLTUGMZLYLDI-UHFFFAOYSA-N carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- SFJGJIKLMCAPGM-UHFFFAOYSA-O carboxy(trimethyl)azanium Chemical compound C[N+](C)(C)C(O)=O SFJGJIKLMCAPGM-UHFFFAOYSA-O 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000002131 composite material Substances 0.000 description 1
- 230000001143 conditioned Effects 0.000 description 1
- 230000003750 conditioning Effects 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 230000003247 decreasing Effects 0.000 description 1
- 230000003745 detangling Effects 0.000 description 1
- 125000005265 dialkylamine group Chemical group 0.000 description 1
- 125000006159 dianhydride group Chemical group 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (Z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- 230000003292 diminished Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- ZBVWCAOHSBLHRP-UHFFFAOYSA-N ethenyl 2-tert-butylbenzoate Chemical compound CC(C)(C)C1=CC=CC=C1C(=O)OC=C ZBVWCAOHSBLHRP-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 230000002349 favourable Effects 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N fumaric acid Chemical compound OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- UPBDXRPQPOWRKR-UHFFFAOYSA-N furan-2,5-dione;methoxyethene Chemical compound COC=C.O=C1OC(=O)C=C1 UPBDXRPQPOWRKR-UHFFFAOYSA-N 0.000 description 1
- 229920000591 gum Polymers 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl radical Chemical class [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 description 1
- 150000003949 imides Chemical class 0.000 description 1
- 239000001282 iso-butane Substances 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N iso-propanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002689 maleic acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000001272 nitrous oxide Substances 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- OFBQJSOFQDEBGM-UHFFFAOYSA-N pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical group 0.000 description 1
- GLUUGHFHXGJENI-UHFFFAOYSA-N piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229940005642 polystyrene sulfonic acid Drugs 0.000 description 1
- 229920005996 polystyrene-poly(ethylene-butylene)-polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003141 primary amines Chemical group 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001681 protective Effects 0.000 description 1
- QEVHRUUCFGRFIF-MDEJGZGSSA-N reserpine Chemical compound O([C@H]1[C@@H]([C@H]([C@H]2C[C@@H]3C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@H]2C1)C(=O)OC)OC)C(=O)C1=CC(OC)=C(OC)C(OC)=C1 QEVHRUUCFGRFIF-MDEJGZGSSA-N 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 150000003462 sulfoxides Chemical class 0.000 description 1
- 150000003504 terephthalic acids Chemical class 0.000 description 1
- 230000001225 therapeutic Effects 0.000 description 1
- 150000003568 thioethers Chemical class 0.000 description 1
- 108010009303 tyrosyl 1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-phenylalanine Proteins 0.000 description 1
- 125000004417 unsaturated alkyl group Chemical group 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Abstract
The present invention relates to a composition cosmetically for the treatment of keratin fibers, in particular human hair, comprising at least one anionic, nonionic, amphoteric or zwitterionic fixing polymer and at least one ceramide-type compound as well as the process of treatment with the help of this composition
Description
POMPOSTPT? M FOR THE TREATMENT OF AS FTRRAS QUERAT NICAS-OVE COMPRISES AT LEAST ONE POLYMER FT ftNTB AND AT LEAST ONE COMPOSITE OF TTPO CERAMTDA
AND PROCEDURES
DESCRIPTION OF THE INVENTION
The present invention relates to a cosmetic composition for the treatment of keratin fibers such as hair, comprising at least one fixing polymer and at least one. compound of the ceramide type as well as the non-therapeutic treatment method with the aid of this composition. Maintenance or hair shaping compositions containing styling polymers (fixative polymers) in their formulation generally have the disadvantage of making it difficult to disentangle, re-styling or brushing the hair, in particular during a brush marking. During the brush marking, the hair is damaged by the heat of the dryer and the brush passes through the hair to shape the hair.
REF: 27113 Numerous hairs break like this during a brush marking. Therefore, compositions are sought to protect the hair from this break during these attacks. The production of silicone derivatives in association with fixing polymers is known in the preparation of cosmetic compositions for the maintenance of combing. It has been observed that these silicone derivatives improve the detangling, softness and brilliance properties of the treated hair with the help of these. compositions However, on the one hand, the silicone derivatives are not favorable for the styling properties of the compositions containing fixative polymers and, on the other hand, the protective effect with respect to the breakage of the hair is still not satisfactory. However, the applicant has surprisingly discovered that by using compositions containing a fixing polymer in association with ceramide-type compounds, a very good protection effect was obtained with respect to the breakage of the hair, in particular during a brush marking presenting excellent styling properties.
The combing properties are of the same level or even superior to those of a composition that only contains the fixing polymer. In particular, the fixing power, the behavior with time and the volume of hair are very good. This discovery forms the basis of the present invention. The subject of the invention is therefore a non-detergent cosmetic composition, intended for the treatment of keratinous fibers such as hair, characterized in that it contains in a cosmetically acceptable medium at least one fixing polymer and at least one compound of the ceramide type, said polymeric compositions containing vinylpyrrolidone and / or cationic polymer comprising primary, secondary, tertiary or quaternary ammonium groups in the main chain and having a viscosity of 1% by weight of active material in water less than 15 mPa.s. The subject of the invention is also the use of the composition defined above to protect the hair during brush marking.
These compositions also make it possible to improve the cosmetic properties, in particular the softness and the straightening of the hair. By the fixing power of the composition, the behavior of the latter is designated in providing the hair with a cohesion such that the initial conformation of the hairstyle is maintained. By "fixing polymer" is meant any polymer which has the function of temporarily fixing the shape of the hairstyle. The term "non-detergent" means that the composition does not allow to remove from a solid medium, such as, for example, the hair, the dirt adhering to it by its dispersion or solution. In particular, the compositions according to the invention comprise less than 4% by weight relative to the total weight of the composition of anionic or amphoteric detergent surfactants. By vinylpyrrolidone polymer, polymers containing at least one vinylpyrrolidone monomer are designated. According to the present invention, it is understood, by compound of ceramide type, ceramides and / or glycoceramides and / or pseudoceramides and / or neoceramides, natural or synthetic.
Ceramide-type compounds are described, for example, in patent applications DE 4,424,530 DE 4,424,533; DE4, 402,929; DE4, 420, 736; WO95 / 23807 WO94 / 07844; EP-A-0, 64 ß, 572; 095 / lßßß5; FR-2,673,179 EP-A-0, 227, 994 and WO94 / 07844; WO94 / 24097; WO94 / 10131 whose teachings are included herein by way of reference. The ceramide-type compounds which can be used according to the present invention preferably correspond to the general formula (I):
in which: - Ri designates: - either a hydrocarbon radical, linear or branched, saturated or unsaturated, of C5-C5, this radial being able to be replaced by one or more hydroxyl groups optionally esterified by an acid R7COOH, being R- a hydrocarbon radical, saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated, of C? -C; ^, the hydroxyl (s) of the radical R being capable of being esterified by a saturated or unsaturated fatty acid, linear or branched, optionally mono or polyhydroxylated, of d-C35; - either a radical R "- (NR-CO) -R ', R designates a hydrogen atom or a hydrocarbon radical C? -C or monohydric or polyhydric, preferably monohydroxylated, R' and R" are hydrocarbon radicals whose sum of the carbon atoms is between 9 and 30, where R 'is a divalent radical; or else a radical Rβ-0-CO- (CH;) p, Rs denotes a hydrocarbon radical of C 1 -C-., p is an integer ranging from 1 to 12; R_ designates a hydrogen atom or a radical (glycosyl) r, (galactosyl) m, sulfo-galactosyl, a radical fos for ilet ilamine or fos foriletilamium, in which n is an integer ranging from 1 to 4 and m is an integer that varies from 1 to 8; R designates a hydrogen atom or a C1-C33 hydrocarbon radical, saturated or unsaturated, hydroxylated or not, the hydroxyl (s) being capable of being esterified by a mineral acid or an acid R7COOH, having R- the same meanings as above, the or the hydroxyls are etherified by a radical (glycosyl) r, (galactosyl) m, sul-fogalactosyl, fos-forylethylamine or phosphorylethylammonium, where R3 can also be substituted by one or more C rad-C? alkyl radicals.; Preferably, R3 designates an α-hydroxyalkyl radical of C15-C-6, the hydroxyl group optionally being esterified by an α-hydroxy acid of c 1 r, -C 30; R4 denotes a hydrogen atom, a methyl, ethyl radical, a C3-C50 hydrocarbon radical, saturated or unsaturated, linear or branched, optionally hydroxylated or a radical -CH; -CHOH-CH2-. 0-R6 in which R ,. designates a hydrocarbon radical of Cι-Cβ or a radical R ^ -O-CO- (CH_) F, R8 denotes a hydrocarbon radical of C?-C _, p is an integer ranging from 1 to 12; R; designates a hydrogen atom or a hydrocarbon radical of C? -C or saturated or unsaturated, linear or branched, optionally mono or polyhydroxy, the hydroxyl (s) being capable of being esterified by a radical (glycosyl), (galactosyl), sul ilo, fos forilet ilamine or phosphorylethylammonium fogalactos, with the proviso that when R3 and Rt designate hydrogen or when R3 designates hydrogen and Rr designates methyl then R4 does not designate a hydrogen atom, a methyl or ethyl radical. Among the compounds of formula (I), ceramides and / or glycoceramides whose structure is described by DOWNING in Journal of Lipid Research Vol. 35, 2060-2068, 1994, or those described in French patent application FR-2,673,179 are preferred. , whose teachings are included here for reference. The compounds of the ceramide type which are more particularly preferred according to the invention are the compounds of formula (I) for which Ri denotes a saturated or unsaturated alkyl derived from fatty acids of C? -C__ eventually hydroxylated; R_ designates a hydrogen atom; and Ri designates a linear radical of Cn-i? optionally hydroxylated and preferably Cp -; .. Such compounds are for example: - N-linoleoyldihydrosphingosine, - N-oleoi ldihydroes fingosine, - N-palmi toildihydroes phytosine, - N-es tearoidihydroes f ingosine, - N-behenoyldihydrosphingosine, - N-2-hydroxypallitoyldihydrosphingosine, - N-es tearoi 1 phytoes fingos ina, - N-palmitamidohexadecanediol, or the mixtures of these compounds. It is also possible to use specific mixtures such as, for example, mixtures of ceramide (s) 2 and ceramide (s) 5 according to the DOWNING classification. It is also possible to use the compounds of formula (I) for which Ri denotes a saturated or unsaturated alkyl radical derived from fatty acids; R denotes a galactosyl radical. or sulfogalactosyl; and R3 designates a saturated or unsaturated C?-C: 2 hydrocarbon radical, and preferably a -CH = CH- (CH_) -CH 3 group. By way of example, mention may be made of the product constituted by a mixture of glycoceramides, sold under the trade name GLYCOCER by the company WAITAKI
INTERNATIONAL BIOSCIENCES. It is also possible to use the compounds of formula (I) described in patent applications EP-A-0227994 and WO94 / 07844. Such compounds are for example QUESTAMIDE H (bis- (N-hydroxy et i 1-N-cet i 1) malonamide) sold by the company QUEST, N- (2-hydroxyethyl i) -N- (3-cet) iloxy-2-hydroxypropyl 1) cetyl acid amide. It is also possible to use the N-docosanoyl-N-met i 1-D-glucamine described in the patent application WO94 / 24097. The concentration of ceramide-type compounds can vary between 0.0001% and 20% by weight approximately relative to the total weight of the composition, and preferably between 0.001 and 10% approximately and even more preferably between 0.005 and 3% by weight. According to the invention, any known per se removable polymer with shampoo selected from anionic, amphoteric, zwitter ionic, nonionic polymers and mixtures thereof can be used. The fixing polymers can be used in solubilized form or in the form of latex or pseudolatex (aqueous dispersion of insoluble solid polymer particles). Thus, the anionic fixing polymers generally used are polymers which include carboxylic, sulfonic or phosphoric acid derivative groups and have a molecular weight of between about 500 and 5,000,000.
These carboxylic groups are provided by unsaturated mono or dicarboxylic carboxylic monomers such as those which correspond to the formula:
wherein n is an integer from 0 to 10, A designates a methylene group, optionally attached to the carbon atom of the unsaturated group or to the next methylene group when n is greater than 1 by mediating a heteroatom such as oxygen or sulfur , RT denotes a hydrogen atom, a phenyl or benzyl group, R * denotes a hydrogen atom, a lower alkyl or carboxyl group, R ^ denotes a hydrogen atom, a lower alkyl group, a -CH_-COOH group, or a phenyl or benzyl group. In the aforementioned formula a lower alkyl radical preferably designates a group having from 1 to 4 carbon atoms and in particular, methyl and ethyl. The anionic polymers with preferred carboxylic groups according to the invention are: A) the homo- or copolymers of acrylic or methacrylic acid or their salts and in particular the products sold under the names VERSICOL E or K by the company ALLIED COLLOID, ULTRAHOLD, by BASF society. The acrylic acid and acrylamide copolymers sold in the form of their sodium salt under the names RETEN 421, 423 or 425 by the company HERCULES, the sodium salts of the polyhydroxycarboxylic acids; B) copolymers of acrylic or methacrylic acids with a monoether monomer such as ethylene, styrene, vinyl esters, esters of acrylic or methacrylic acid, optionally grafted onto a polyalkylene glycol. such as polyethylene glycol and eventually crosslinked. Such polymers are described in particular in French Patent 1,222,944 and German Application 2,330,956, copolymers of this type include in their chain an optionally N-alkylated and / or hydroxyalkylated acrylamide type such as those described in particular in the Luxembourg patent applications 75370 and 75371 or proposals under the name QUADRAMER by the AMERICAN CYANAMID Company. Mention may also be made of the copolymers of acrylic acid and C 1 -C 4 alkyl methacrylate and the copolymer of methacrylic acid and ethyl acrylate sold under the name LUVIMER MAEX by the company BASF. C) copolymers derived from crotonic acid such as those which include in their chain vinyl acetate or propionate and optionally other monomers such as allyl or metalyl esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid of long hydrocarbon chain such as those which include at least 5 carbon atoms, these polymers possibly being grafted and crosslinked or else, a vinyl, allyl or metalyl ester of an α- or β-cyclic carboxylic acid. Such polymers are described inter alia in French patents 1,222,944, 1,580,545, 2,265,782, 2,265,782, 2,265,781, 1,564,110 and 2,439,798. The commercial products that fall into this class are resins 28-29-30, 26-13-14 and 28-13-10 sold by the company NATIONAL STARCH; D) polymers derived from maleic, fumaric, itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenyl vinyl derivatives, acrylic acid and their esters; these polymers can be esterified. Such polymers are described in particular in U.S. Patent Nos. 2,047,398, 2,723,248, 2,102,113, the Great Britain Patent 839,805 and particularly sold under the names GANTREZ AB or ES by the ISP Company. Polymers that also fall into this class are the copolymers of maleic, citraconic and itaconic anhydrides and of an allyl or methallyl ester optionally including an acrylamide group, methacrylamide, an α-olefin, acrylic or methacrylic esters, acrylic or methacrylic acids in their chain, the anhydride functions are mono- or ternal. monoamidi f ican. These polymers are described, for example, in French Patents 2,350,384 and 2,357,241, of the applicant. E) Polyacrylamides including carboxylate groups. The polymers comprising the sulfonic groups are polymers including vinyl sulfonic, styrene sulfonic, naphthalene sulphonic or acrylamido alkylsulfonic motifs. These polymers can be selected in particular from: - the salts of polyvinyl sulphonic acid with a molecular weight between about 1,000 and 100,000 as well as copolymers with an unsaturated comonomer such as acrylic or methacrylic acids and their esters as well as acrylamide or its derivatives vinyl ethers and vinylpyrrolidone; - salts of polystyrene sulfonic acid, sodium salts with a molecular weight of approximately 500,000 and approximately 100,000 sold respectively under the names Flexan 500 and Flexan 130 by National Starch. These compounds are described in patent FR 2,198,719. - the salts of polyacrylamide sulphonic acids, those mentioned in US Pat. No. 4,128,631 and more particularly the polyacrylamidoethepropropane sulfonic acid sold under the name COSMEDIA POLYMER HSP 1180 by Henkel. According to the invention, the anionic polymers are preferably chosen from acrylic acid copolymers such as the terpolymer acrylic acid / ethyl acrylate / N-tert-butyl acrylamide expired under the name ULTRAHOLD STRONG by the company BASF, the derived copolymers of crotonic acid such as the terpolymers vinyl acetate / vinyl tert-butylbenzoate / crotonic acid and the terpolymers crotonic acid / vinyl acetate / vinyl neododecanoate sold under the name Resin 28-29-30 by the company NATIONAL STARCH, the polymers derivatives of acids or of anhydrides maleic, fumaric, itaconic with vinyl esters, vinyl ethers, vinyl halides, fenilvinyl derivatives, acrylic acid and their esters such as the methyl vinyl ether / maleic esterified anhydride copolymer sold under the name GANTREZ ES 425 by the ISP society, the copolymers of methacrylic acid and methyl methacrylate or sold under the name EUDRAGIT L by the company ROHM PHARMA, the copolymer of methacrylic acid and acrylate of. ethyl sold under the name LUVIMER MAEX by the company BASF and the copolymer vinyl acetate / crotonic acid expired under the name LUVISET CA 66 by the company BASF and the terpolymer vinyl acetate / crotonic acid / polyethylene glycol under the name ARISTOFLEX A by the Company BASF. The most particularly preferred anionic polymers are chosen from the monovinyl ether / maleic esterified monohydric anhydride copolymer sold under the name GANTREZ ES 425 by the Company ISP, the terpolymer acrylic acid / ethyl acrylate / N-tert-butylacrylamide expired under the designation ULTRAHOLD STRONG by the company BASF, the copolymers of methacrylic acid and methyl methacrylate sold under the name EUDRAGIT L by the company ROHM PHARMA, the terpolymers vinyl acetate / tert-butylbenzoate vinyl / crotonic acid and the terpolymers crotonic acid / acetate vinyl / neododecanoate sold under the name Resine 28-29-30 by the company NATIONAL STARCH, the copolymer of methacrylic acid and ethyl acrylate sold under the name LUVIMER MAEX by the company BASF, the terpolymer of vinylpyrrolidone / acrylic acid / methacrylate of. lauril sold under the name ACRYLIDONE LM by the ISP Company. The amphoteric or zwitterionic polymers which can be used according to the invention can be chosen from polymers including motifs B and C statistically distributed in the polymer chain where B denotes a moiety derived from a monomer comprising at least one basic nitrogen atom and C designates a motif that is derived from an acidic monomer that includes one or more carboxylic or sulphonic groups, or B and C may designate a group derived from zwitterionic monomers of carboxy betaines or sulfo betaines;
B and C can also designate a cationic polymer chain including primary, secondary, tertiary or quaternary amine groups, in which at least one of the amine groups carries a carboxylic or sulphonic group attached via a hydrocarbon radical or B and C they form part of a chain of a polymer of ethylene α, β-dicarboxylic motif of which one of the carboxylic groups has been reacted with a polyamine which includes one or several primary amine groups. or secondary The amphoteric fixing polymers that meet the above given definition are more particularly preferred among the following polymers: 1) The polymers resulting from the copolymerization of a monomer derived from a vinyl compound bearing a carboxylic group such as more particularly acrylic acid, methacrylic acid, maleic acid, facloracrylic acid, and a basic monomer derived from a substituted vinyl compound containing at least one basic atom such as, more particularly, the dialkyl, laminoalkyl, acrylate, dialkyl, laminoalkyl, lmetacri, and Acrylamide Such compounds are described in American Patent No. 3, 836, 537. 2) Polymers that include motifs that are derived: a) from at least one monomer selected from acrylamides or methacrylamides substituted on nitrogen by an alkyl radical, ) of at least one acid comonomer containing one or more reactive carboxylic groups, and c) at least one such basic comonomer. as esters with primary, secondary, tertiary and quaternary amine substituents of the acrylic and methacrylic acids and the quaternization product of dimethylaminoethyl methacrylate with dimethyl or diethyl sulfate. The N-substituted acrylamides or methacrylamides more particularly preferred according to the invention are those groups whose alkyl radicals contain from 2 to 12 carbon atoms and more particularly N-ethylacrylamide, N-tert-butylacrylamide, N-tert-octylacrylamide, N-octylacrylamide, N-decylacrylamide, N-dodecyl acrylamide as well as the corresponding methacrylamides.
Acid comonomers are chosen more particularly from acrylic, methacrylic, crotonic, itaconic, maleic, fumaric acids as well as alkyl monoesters having from 1 to 4 carbon atoms of maleic or fumaric acids or anhydrides. Preferred basic comonomers are aminoethyl, butyl aminoethyl, N, N'-dimethylaminoethyl, N-tert-butylaminoethyl methacrylates. Particularly used are copolymers whose CTFA designation (4th Ed., 1991) is. Octyl acrylamide / acrylates / butylaminoethyl methacrylate copolymer such as the products sold under the name AMPHOMER or LOVOCRYL 47 by the company NATIONAL STARCH. (3) Crosslinked and partially or totally alkylated polyaminoamides which are derived from polyaminoamides of the general formula:
wherein Ri represents a divalent radical derived from a saturated dicarboxylic acid, from an aliphatic mono- or dicarboxylic acid of ethylenic double bond, from an ester of a lower alkanol having from 1 to 6 carbon atoms of these acids or from a radical which is derived from the addition of one of any of said acids with a bis-primary or bis-secondary amine, and Z denotes a radical of a bis-primary, mono- or bis-secondary polyalkylene-polyamine and preferably represents : a) in the proportions of 60 to 100 mol%, the radical
• NH- £ (CH2)? - (IV) - r
where x = 2 and p = 2 or 3, or x = 3 and p = 2, this radical being derived from diethylenetriamine, from rietylentetraamine or from dipropylenetriamine; b) in the proportions of 0 to 40 mol% the radical (IV) indicated above, in which x = 2 and p = l and which is derived from ethylenediamine, or the radical derived from piperazine:
./ Y \ /
c) in the proportions of 0 to 20 moles 1 the radical -NH- (CH;), - NH- which is derived from hexa-met ilendiamine, these polyaminoamines being crosslinked by addition of a bifunctional crosslinking agent selected from epihalohydrins, diepoxides, dianhydrides, bis-unsaturated derivatives, by means of 0.025 to 0.35 moles of crosslinking agent per amine group of the pliaminoamide and alkylated by the action of acrylic acid, chloroacetic acid or an alkanesul tone or its salts. Saturated carboxylic acids are preferably chosen from acids having from 6 to 10 carbon atoms such as adipic acid, 2, 2, 4-trimethoprim and 2,4,4-trimethyl-adipic acid, terephthalic acids. double ethylenic bond such as acrylic, methacrylic, itaconic acids. The alkanesulones used in alkylation are preferably propane or butanesulon, the salts of the alkylating agents are preferably the sodium or potassium salts. (4) Polymers that include zwitterionic motifs of the formula:
wherein Ru designates a polymerizable unsaturated group such as an acrylate, methacrylate, acrylamide or methacrylamide group, and Z represents an integer from 1 to 3, R? and R13 represent a hydrogen atom, methyl, ethyl or propyl, R? and R represent a hydrogen atom or an alkyl radical such that the sum of the carbon atoms in R14 and R1 does not exceed 10. The polymers comprising such units may also comprise motifs derived from non-zwitterionic monomers such as acrylate. or the dimethyl or diethylaminoethyl methacrylate or the alkyl acrylates or methacrylates, the acrylamides or methacrylamides or the vinyl acetate. By way of example, mention may be made of the copolymer of methyl methacrylate / dimethylcarboxy, methylammonium and methyl methacrylate, such as the product sold under the name DIAFORMER Z301 by the company SANDOZ. (5) Polymers derived from chitosan comprising monomeric motifs that respond to the following formulas:
the pattern D being present in portions comprised between 0 and 30. The pattern E is proportions comprised between 5 and 50% and the motif F in proportions comprised between 30 and 90%, it being understood that in this motif F, R? fi represents a radical of formula:
^ 18 R19 R-C- (O) -C
wherein if q = 0, Ri7, R? "and Ri ?, identical or different, each represents a hydrogen atom, a methyl, hydroxyl, acetoxy or amino moiety, a monoalkylamine moiety or a dialkylamine moiety optionally interrupted by one (several nitrogen atoms and / or optionally substituted by one or more amine, hydroxyl, carboxyl, alkylthio, sulphonic groups, an alkylthio radical whose alkyl group carries an amino moiety, at least one of the radicals Rp, R? R? 5 in this case a hydrogen atom, or if q = l, Ri7, Ria and Ri? Each represent a hydrogen atom, as well as the salts formed by these compounds with bases or acids. (6) Derived polymers of the N-carboxyalkylation of chitosan such as N-carboxymethylchucoune or the N-carboxybutylkyntane sold under the name "EVALSAN" by the company JAN DEKKER.
(7) Polymers corresponding to the general formula (VI) are described in the French patent 1, 400, 366:
wherein R_ represents a hydrogen atom, a radical CH30, CH3CH_0, phenyl, R? designates hydrogen or a lower alkyl radical such as methyl, ethyl, R denotes hydrogen or a lower alkyl radical such as methyl, ethyl, R33 designates a lower alkyl radical such as methyl, ethyl or a radical corresponding to the formula: -R24 -N (R;:) _, R representing a group -CH_-CH-, -CH_-CH3-CH_-, -CH -CH (CH3) -, R having the meanings mentioned above, as well as the higher homologs of these radicals and containing up to 6 carbon atoms. (8) Amphoteric polymers of the type -D-X-D-X selected from: (a) polymers obtained by the action of chloroacetic acid or sodium chloroacetate on the compounds that include at least one motif of the formula:
-D-X-D-X-D-: vn
where D designates a radical
\ /
and X designates the symbol E or Et, E or E 'identical or different, denote a bivalent radical which is a straight or branched chain alkylene radical including up to 7 carbon atoms in the main chain unsubstituted or substituted by hydroxyl groups and which may further include oxygen, nitrogen, sulfur atoms, 1 to 3 aromatic and / or heterocyclic rings; the oxygen, nitrogen and sulfur atoms being present in the form of ether, thioether, sulfoxide, sulfone, sulfonium, alkylamine, alkene sheet, hydroxyl, benzylamine, amine oxide, quaternary ammonium, amide, imide, alcohol, ester groups and / or urethane; b) Polymers of the formula: -D-X-D-X-; vn
where D designates a radical
\ /
and X designates the symbol E or E 'and at least once E'; having E the meaning indicated above and E 'is a bivalent radical which is a straight or branched chain alkylene radical having up to 7 carbon atoms in the main chain, substituted or not by one or more hydroxyl radicals and including "one or more nitrogen atoms, the nitrogen atom being substituted by an alkyl chain optionally interrupted by an oxygen atom and which necessarily includes one or more carboxyl functions or a or various hydroxyl functions and betainized by reaction with chloroacetic acid or chloroacetate soda (9) alkyl (C1-C5) vinyl ether / -anhydro maleic copolymers partially modified by semiamidification with an N, N-dialkylamino-alkylamine such as N, N-dimethylaminopropylamine or by semi-esterification with an N, N-dialkanolamine These copolymers can also include other vinyl comonomers such as vinylcaprolactam Particularly preferred amphoteric polymers according to the invention are those of family (3) such as copolymers whose CTFA name is octylacrylamide / acrylates / -butylaminoethylmethacrylate copolymer such as the products sold under the name AMPHOMER or LOVOCRYL 47 by the company NATIONAL STARCH. The nonionic fixing polymers which can be used according to the present invention are selected, for example from: - the poly ß alanines described more particularly in French Patent No. 2508795; - the polyalkyloxazolines such as the polyethyloxazolines proposed by the Company DOW CHEMICAL under the names PEOX 50,000, PEOX 200,000 and PEOX 500,000; - the vinyl acetate homopolymers such as the product proposed under the name of APPRETAN EM by the Company HOECHST or the product proposed under the name of RHODOPAS A 012 by the Company RHONE POULENC;
the copolymers of vinyl acetate and acrylic ester such as the product proposed under the name RHODOPAS AD 310 of RHONE POULENC; - vinyl acetate and ethylene copolymers such as the proposed product under the name of
APPRETAN TV by the HOECHST Society; copolymers of vinyl acetate and of maleic ester for example of dibutyl maleate such as the product proposed under the name of APPRETAN MB EXTRA by the Company HOECHST; - the vinyl chloride homopolymers such as, the products proposed under the names of GEON 460X45, GEON 460x46 and GEON 577 by the GOODRICH Company; - polyethylene waxes such as the products proposed under the names AQUACER 513 and
AQUACER 533 by the BYK CERA Company; polyethylene / polytetraf luoroethylene waxes such as the products proposed under the names DREWAX D-3750 by the company DREW
AMEROID and WAX DISPERSION WD-1077 by the R.T.
NEWEY; the polyethylene and maleic anhydride copolymers;
the homopolymers of alkyl acrylates and the homopolymers of alkyl methacrylates such as the product proposed under the name MICROPEARL RQ 750 by the company MATSUMOTO or the product proposed under the name LUHYDRAN A 848 S by the company BASF; copolymers of acrylic esters such as for example the copolymers of alkyl acrylates and alkyl methacrylates such as the products proposed by the company ROHM & HAAS under the names PRIMAL ACZ 61 k AND EUDRAGIT IN 30 D, _ by the company BASF under the names ACRONAL 601, LUHYDRAW LR 8833 or 8845, by the Company HOECHST under the names APPRETAN N 9213 or N9212; - the copolymers of acrylonitrile and of a nonionic monomer selected for example between butadiene and alkyl (meth) acrylates; the products proposed under the names NIPOL LX 531 B by the company NIPPON ZEON or those proposed under the name CJ 0601 B by the company ROHM & HAAS; styrene homopolymers such as the product RHODOPAS 5051 proposed by the Company RHONE POULENC;
- copolymers of styrene and of alkyl (meth) acrylate such as the products MOWILITH LDM 6911, MOWILITH DM 611 and MOWILITH LDM 6070 proposed by the Company HOECHST, the products RHODOPAS SD 215 and RHODOPAS SD 910 proposed by the company RHONE POULENC, the URAMUL SC 70 product proposed by the DSM Company; copolymers of styrene, alkyl methacrylate and alkyl acrylate such as the product DAITISOL SPA proposed by the company WACKHERR; the copolymers of styrene and of butadiene such as the products RHODOPAS SB 153 and RHODOPAS SB 012 proposed by the company RHONE POULENC; - styrene, butadiene and vinylpyridine copolymers such as GOODRITE SB products VINYLPYRIDINE 2528X10 and GOODRITE SB VINYLPYRIDINE 2508 proposed by the GOODRICH Company; polyurethanes such as the products proposed under the names ACRYSOL RM 1020 or ACRYSOL RM 2020 by the company ROHM & HAAS, URAFLEX XP 401 UZ, URAFLEX XP 402 UZ products by the DSM RESINS Company;
- the alkyl acrylate and urethane copolymers such as the product 8538-33 by the company NATIONAL STARCH; - the polyamides such as the product ESTAPOR LO 11 proposed by the company RHONE POULENC. The alkyl radicals of the nonionic polymers preferably have from 1 to 6 carbon atoms. According to the present invention, the fixing polymers are preferably anionic polymers. The fixing polymer (s) are, for example, present in concentrations comprised between 0.01 and 20% by weight relative to the total weight of the composition, preferably between 0.1 and 15% by weight and more particularly from 0.5 to 10% by weight. The cosmetically or dermatologically acceptable medium is preferably constituted by water or a mixture of water and cosmetically acceptable solvents such as monoalcohols, polyalcohols, glycol ethers or fatty acid esters, which can be used alone or as a mixture. Mention may be made more particularly of lower alcohols such as ethanol, isopropanol, polyalcohols such as diethylene glycol, glycol ethers, glycol alkyl ethers or diethylene glycol. The composition of the invention can also contain at least one additive selected from thickeners, fatty acid esters, esters of fatty acids and glycerol, silicones, perfumes, preservatives, sunscreens, proteins, vitamins. , polymers, vegetable, animal, mineral or synthetic oils and any other additive classically used in the cosmetic field. Preferably, the composition contains a silicone such as an oil, a resin, a wax or a silicone gum. The compositions according to the invention can also contain one or more surfactants. The nature and concentration of these surfactants are chosen by the person skilled in the art in order not to confer a detergent character on the composition. Preferably, the composition contains less than 4% by weight of anionic and / or amphoteric and / or zwitterionic detergent surfactants. These additives are present in the composition according to the invention in proportions that can range between 0 and 20? by weight in relation to the total weight of the composition. The precise amount of each additive is a function of its nature and is easily determined by the person skilled in the art. Of course, the person skilled in the art will take care in choosing the optional compound (s) to be added to the composition according to the invention in such a way that the advantageous properties intrinsically related to the composition according to the invention are not substantially altered by the addition considered. . In particular, the compositions according to the invention preferably comprise less than 10% by weight relative to the total weight of the composition of fatty substances such as waxes, oils, paraffin, fatty acid esters of Cs-C3p . Thus, the keratin fibers treated with the compositions according to the invention do not have a touch, nor a fatty aspect and the fixing power of the composition is not diminished. Preferably, the composition according to the invention does not contain or substantially cationic surfactant. The compositions according to the invention can be in the form of gel, milk, cream, dispersion, more or less thick lotion or foam.
The compositions according to the invention are used more particularly as non-rinsed products, particularly for the maintenance of styling, shaping or combing of the hair. They are more particularly marking lotions, lotions for brush marking, fixing compositions (lacquers) and styling. The lotions can be conditioned in various forms, particularly in vaporizers, pump bottles or aerosol containers for the purpose of ensuring an application of the composition in vaporized form or in the form of a foam. Such forms of conditioning are indicated, for example, when it is desired to obtain a spray, a lacquer or a foam for fixing or treating the hair. When the composition according to the invention is packaged in the form of an aerosol in order to obtain a lacquer or an aerosol foam, it comprises at least one propellant which can be chosen from volatile hydrocarbons such as n-butane, propane, isobutane, pentane, a chlorinated and / or fluorinated hydrocarbon and their mixtures. It is also possible to use carbon dioxide, nitrous oxide, dimethyl ether, nitrogen, compressed air and mixtures thereof as the propellant. The subject of the invention is also a non-therapeutic process for treating keratinous fibers such as human hair, which consists in applying a composition to them as defined above. The invention will now be illustrated more fully with the help of the fwing examples which will not be considered as limiting to the described embodiments. (In what fws MA means Active Matter).
EXAMPLE 1 A brush marking lotion with the fwing composition was prepared: - N-oleoyldihydroesf ingosine (ceramide) 0.02 g
- Copolymer methyl vinyl ether / maleic esterified monohydric anhydride sold by the ISP Company under the name GANTREZ ES 425 (fixing polymer) 1 g MA
- Ethanol 50 g
- Water csp 100 g The composition was prepared at the time of use by mixing a part A containing the cetamide and 10 g of ethanol and a part B containing the polymer, water and the rest of ethanol. The composition was applied to the washed and drained hair, and then brush marking was carried out. The dry hair is smooth and soft and has good combing properties. The hair resists well to the mark. Brush it.
EXAMPLE 2 A brush marking lotion with the fwing composition was prepared: - N-oleoidihydrosphingosine (ceramide) 0.02 g
- Copolymer of methacryloyl ether and 1 N, N-dimethylcarboximet ilbetaine and butyl methacrylate sold in 30% solution of MA in ethanol under the name of DIAFORMER Z301 by the company SANDOZ 1 g MA
- Ethanol 50 g
- Demineralized water csp 100 g The composition was prepared and applied in the same way as in Example 1. The dry hair is smooth and smooth and has good combing properties. The hair resists well to the marked with brush.
EXAMPLE 3 A brush marking lotion with the fwing composition was prepared: - N-oilyldihydrogens f ingosine (ceramide) 0.02 9
- Copolymer methyl vinyl ether / mono esterified maleic anhydride expired by the ISP Company under the name GANTREZ ES 425 1 g MA
- Hydroxyethylcellulose and diallyl chloride ammonium copolymer sold under the trade name CELQUAT L200 by the company NATIONAL STARCH 0.5 g
- Ethanol 50 g
- Demineralized water csp 100 g The composition was prepared and applied in the same manner as in Example 1. The dry hair is smooth and smooth and has good combing properties. The hair resists well to the marked with brush.
EXAMPLE 4 A brush marking lotion with the fwing composition was prepared: - N-oleoidihydrosphingosine (ceramide) 0.02 g - Terpolymer vinyl acetate / crotonic acid / pi liet ilenglicol under the name ARISTOFLEX A by the company BASF 1 g MA
- Amodimet icona sold under the name DC 929 by the company DOW CORNING at 35% of MA 0.5 g MA
- Ethanol 17.2 g
- Demineralized water csp 100 g The composition was prepared and applied in the same manner as in Example 1. The dry hair is smooth and smooth and has good combing properties. The hair resists well to the marked with brush.
COMPARATIVE ESSAYS
Four compositions A, 2A, 3A and 4A were prepared with respectively the same composition as those of Examples 1, 2, 3 and 4 with the exception of the ceramide which was deleted.
The mass of hair recovered was compared with a brush-on-wig marking for each pair of compositions. The higher the mass of broken hair, the less the composition protects the hair. Each half wig was previously washed with 6 ml of standard shampoo. After rinsing and draining with a sponge napkin, 2.4 ml of the first product was applied on a half wig with the help of a pipette. A brush marking was carried out. Then, 2.4 ml of the second, product was applied on the second half wig and brush marking was carried out. The brush marking was done by an experienced hairdresser with the help of a Centauro 3940 brush and a Mega-sprint bi-turbo 1500 hair dryer (regulation 2 and 2). After each brush marking, the hair remaining in the brush was recovered and weighed and the hair mass was compared for each of the compositions tested. The results are indicated in the table given below: For each pair of compositions (1.1A), (2.2A), (3.3A), (4.4A), it is observed that the mass of hair recovered in the brush after marking has clearly decreased for the compositions according to the invention 1, 2, 3 and 4 containing the ceramide. It is noted that in relation to this date, the best method known to the applicant to carry out the aforementioned invention, is that which is clear from the present description of the invention. Having described the invention as above, property is claimed as contained in the following:
Claims (21)
1. Non-detergent cosmetic composition, intended for the treatment of keratin fibers such as hair, characterized in that it contains in a cosmetically acceptable medium at least one anionic, nonionic, zwitterionic or amphoteric fixing polymer, and at least one ceramide-type compound, said vinylpyrrolidone polymer and / or cationic polymer compositions comprising primary, secondary, tertiary or quaternary ammonium groups in a main chain and said cationic polymer having viscosity of 1% by weight of active material not containing said compositions in water less than 15 mPa.s.
2. Composition according to claim 1, characterized in that the compound of the ceramide type corresponds to the general formula (I): wherein: R: designates: - either a hydrocarbon radical, linear or branched, saturated or unsaturated, of C5-C5-J, this radial being able to be replaced by one or several hydroxyl groups optionally esterified by an acid RcCOOH, where R7 is a hydrocarbon radical, saturated or unsaturated, linear or branched, optionally mono- or polyhydroxylated, of C? -C35, the hydroxyl (s) of the radical R being capable of being esterified by a saturated or unsaturated fatty acid, linear or branched, optionally mono- or polyhydroxylated, of C? -C3S; - either a radical R "- (NR-CO) -R ', R designates a hydrogen atom or a hydrocarbon radical C? -C_? mono or polyhydroxy, preferably monohydroxy, R and R" are hydrocarbon radicals whose sum of the carbon atoms is between 9 and 30, where R 'is a divalent radical; or a radical Ra-0-CO- (CH.) μ, R "denotes a hydrocarbon radical of C? -C _,., p is an integer ranging from 1 to 12; R_ designates a hydrogen atom or a radical (glycosyl) r / (galactosyl) p, sulfo-galactosyl, a radical fos for i let ilamine or fos forilet ilamonium, in which n is an integer ranging from 1 to 4 and m is an integer that varies from 1 to 8; R3 designates a hydrogen atom or a hydrocarbon radical of C? -C33, saturated or unsaturated, hydroxylated or not, the hydroxyl (s) being capable of being esterified by a mineral acid or an acid R7COOH, R7 having the same meanings as above, the or the hydroxyls are etherified by a radical (glycosyl) n, (galactosyl), sulfogalactosyl, fos-forylethylamine or phosphoryl-ammonium, where R3 can also be substituted by one or several C1-C14alkyl radicals; R 4 denotes a hydrogen atom, a methyl, ethyl radical, a C 3 -C 2 hydrocarbon radical, saturated or unsaturated, linear or branched, optionally hydroxylated or a radical -CH-CH 0 H -CH-0-R 6 in which R denotes a hydrocarbon radical of C 1 -C 6 or a radical R 4 -O-CO- (CH:),:, R 1 designates a hydrocarbon radical of C 1 -C 1, p is an integer ranging from 1 to 12; R5 denotes a hydrogen atom or a C1-C33 hydrocarbon radical saturated or unsaturated, linear or branched, optionally mono or polyhydroxylated, the hydroxyl (s) being able to be esterified by a radical (glycosyl) n, (galactosyl) m, sul fogalactosi , phosphoryl ilamine or phosphorylethyl ammonium, with the proviso that when R and R5 designate hydrogen or when R3 designates hydrogen and R5 designates methyl then R4 does not designate a hydrogen atom, a methyl or ethyl radical.
3. Composition according to any of the preceding claims, characterized in that the compound of ceramide type is chosen from the group consisting of: - N-linoleoyl dihydrosphingosine, - N-oleoidihydroes fingosine, - N-palmi toildihydroes fingos ina, - la N-stearoyldihydrosphingosine, - N-behenoyldihydroes phytosine, - N-2-hydroxyipalmi toildihydroesf ingosine, - N-stearoyl phytosphingosine, - N-palmitamidohexadecanediol, or mixtures of these compounds.
4. Composition according to any of claims 1 or 2, characterized in that the compound of ceramide type is chosen from bis- (N-hydroxyethyl N-cet il) malonamide, N- (2-hydroxyethyl) -N- (3- cet i loxi-2-hydroxypropyl 1) cetyl acid amide) and N-docosanoyl N-methyl-D-glucamine.
5. Composition according to one of the preceding claims, characterized in that the anionic fixing polymer is chosen from: - polymers including carboxylic units derived from unsaturated mono or dicarboxylic carboxylic monomers of the formula: wherein n is an integer from 0 to 10, A designates a methylene group, optionally attached to the carbon atom of the unsaturated group or to the next methylene group when n is greater than 1 by mediating a heteroatom such as oxygen or sulfur , R- designates a hydrogen atom, a phenyl or benzyl group, R, denotes a hydrogen atom, a lower alkyl or carboxyl group, R3 designates a hydrogen atom, a lower alkyl group, a -CH.-COOH group, or a phenyl or benzyl group; - polymers comprising motifs derived from sulfonic acid, such as vinyl sulphonic, styrenesulfonic, acrylamido alkylsulfonic motifs.
6. Composition according to claim 5, characterized in that the anionic fixing polymer is chosen from: A) the homo- or copolymers of acrylic or methacrylic acid or their salts, the copolymers of acrylic acid and of acrylamide or its salts, the sodium salts of polyhydroxycarboxylic acids; B) copolymers of acrylic or methacrylic acids with a monoether monomer such as ethylene, styrene, vinyl esters, esters of acrylic or methacrylic acid, optionally grafted onto a polyalkylene glycol such as polyethylene glycol and optionally crosslinked; such copolymers including an optionally N-alkylated and / or hydroxyalkyl acrylamide, the copolymers of acrylic acid and C1-C alkyl methacrylate; C) copolymers derived from crotonic acid such as those which include vinyl acetate or propionate in their chain and optionally other monomers such as allyl or metalyl esters, vinyl ether or vinyl ester of a linear or branched saturated carboxylic acid of long hydrocarbon chain such as those that include at least 5 carbon atoms, these polymers may eventually be grafted and crosslinked D) polymers derived from maleic, fumaric, itaconic acids or anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenylvinyl derivatives, acrylic acid and their esters; copolymers of maleic, citraconic and itaconic anhydrides and of an allyl or methallyl ester optionally including an acrylamide group, methacrylamide, an α-olefin, acrylic or methacrylic esters, acrylic or methacrylic acids in their chain, the anhydride functions are monoes teri f ican or monoamidi f ican; E) polyacrylamides including carboxylate groups.
7. Composition according to claim 6, characterized in that the anionic fixing polymer is chosen from: acrylic acid copolymers such as the terpolymer acrylic acid / ethyl acrylate / N-tert-butylacrylamide; - copolymers derived from crotonic acid such as the terpolymers vinyl acetate / tert-butyl benzoate / crotonic acid and the terpolymers crotonic acid / vinyl acetate / vinyl neododecanoate; polymers derived from acids or from maleic, fumaric, itaconic anhydrides with vinyl esters, vinyl ethers, vinyl halides, phenyl vinyl derivatives, acrylic acid and their esters such as methyl vinyl ether / maleic esterified mono anhydride copolymers; the copolymers of methacrylic acid and methyl methacrylate; - the copolymer of methacrylic acid and ethyl acrylate; - the vinyl acetate / crotonic acid copolymer; - the vinyl acetate / crotonic acid / polyethylene glycol terpolymer.
8. Composition according to any of claims 1 to 4, characterized in that the amphoteric fixing polymer is chosen from among the polymers including derived motifs: a) from at least one monomer selected from acrylamides or methacrylamides substituted on nitrogen by a radical alkyl, b) of at least one acid comonomer containing one or more reactive carboxylic groups, and c) at least one basic comonomer such as esters with primary, secondary, tertiary and quaternary amine substituents of the acrylic and methacrylic acids and the quaternization product of dimethylaminoethyl methacrylate with sulfate, dimethyl or diethyl.
9. Composition according to claim 8, characterized in that the amphoteric fixing polymer is chosen from copolymers whose CTFA name is octyl acrylamide / acrylates / -but i laminoet i lmetacri lato copolymer.
10. Composition according to any of claims 1 to 4, characterized in that the nonionic fixing polymer is chosen from: - the poly ß alanines; - polyalkyloxazolines; - vinyl acetate homopolymers; the copolymers of vinyl acetate and of acrylic ester; - the vinyl acetate and ethylene copolymers; - copolymers of vinyl acetate and maleic ester; - vinyl chloride homopolymers; - polyethylene waxes; - polyethylene / poly tetrafluoroethylene waxes; - polyethylene and maleic anhydride copolymers; the homopolymers of alkyl acrylates and the homopolymers of alkyl methacrylates; copolymers of acrylic esters, such as, for example, copolymers of alkyl acrylates and alkyl methacrylates; - the copolymers of acrylonitrile and of a nonionic monomer selected for example between butadiene and alkyl (meth) acrylates; - styrene homopolymers; - the copolymers of styrene and of alkyl (meth) acrylate; copolymers of styrene, alkyl methacrylate and alkyl acrylate; - styrene and butadiene copolymers; styrene, butadiene and vinylpyridine copolymers; the alkyl acrylate and urethane copolymers.
11. Composition according to any of the preceding claims, characterized in that the ceramide-type compound or compounds are present in concentrations ranging between 0.0001 and 20% by weight with respect to the total weight of the composition and preferably from 0.001 to 10% in weight and more preferably between 0.005 and 3% by weight.
12. Composition according to any of the preceding claims, characterized in that the fixing polymer or polymers are used in an amount ranging between 0.01 and 20% by weight with respect to the total weight of the composition, preferably from 0.1 to 15% by weight and more particularly from 0.5 to 10% by weight.
13. Composition according to any of the preceding claims, characterized in that it also contains at least one additive selected from the group consisting of thickeners, fatty acid esters, esters of fatty acids and glycerol, silicones, surfactants, perfumes , preservatives, sunscreens, proteins, vitamins, polymers, vegetable, animal, mineral or synthetic oils and any other additive classically used in the cosmetic field.
14. Composition according to any one of the preceding claims, characterized in that the cosmetically acceptable medium is constituted by water or a mixture of water and by at least one cosmetically acceptable solvent. fen.
Composition according to claim 14, characterized in that the cosmetically acceptable solvents are chosen from the group consisting of monoalcohols, polyalcohols, glycol ethers, fatty acid esters and their mixtures.
16. Composition according to any of the preceding claims, characterized in that it is in the form of gel, milk, cream, dispersion, more or less thick lotion or foam.
17. Composition according to any of the preceding claims, characterized in that it is a product for combing, maintaining the styling and shaping.
18. Composition according to any of the preceding claims, characterized in that it is provided in the form of a vaporizer, a pump bottle or in an aerosol container with a view to obtaining a spray, a lacquer or a foam.
19. Composition according to any one of the preceding claims, characterized in that the fixing polymer is solubilized in the cosmetically acceptable medium or is used in the form of an aqueous dispersion of insoluble solid particles.
20. Non-therapeutic process for the treatment of keratin materials, in particular of the hair, characterized in that it consists of applying a composition according to any of the preceding claims on said materials.
21. Use of a composition according to any of claims 1 to 19, to protect the hair during marking by brush.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR95/12448 | 1995-10-23 | ||
FR9512448A FR2740034B1 (en) | 1995-10-23 | 1995-10-23 | COMPOSITION FOR THE TREATMENT OF KERATINIC MATERIALS COMPRISING AT LEAST ONE FIXING POLYMER AND AT LEAST ONE CERAMID-LIKE COMPOUND AND METHODS |
FR9512448 | 1995-10-23 | ||
PCT/FR1996/001652 WO1997015274A1 (en) | 1995-10-23 | 1996-10-22 | Keratin fibre treatment composition including at least one setting polymer and at least one ceramide-type compound, and methods |
Publications (3)
Publication Number | Publication Date |
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MX9802962A MX9802962A (en) | 1998-08-30 |
MXPA98002962A true MXPA98002962A (en) | 1998-11-12 |
MX202859B MX202859B (en) | 2001-07-03 |
Family
ID=9483810
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Application Number | Title | Priority Date | Filing Date |
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MX9802962A MX202859B (en) | 1995-10-23 | 1996-10-22 | Keratin fibre treatment composition including at least one setting polymer and at least one ceramide-type compound, and methods |
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US (2) | US20110286940A1 (en) |
EP (1) | EP0774248B2 (en) |
JP (1) | JP3095420B2 (en) |
KR (1) | KR100374670B1 (en) |
CN (1) | CN1121202C (en) |
AR (1) | AR003901A1 (en) |
AT (1) | ATE176588T1 (en) |
AU (1) | AU709665B2 (en) |
BR (1) | BR9611194A (en) |
CA (1) | CA2233157C (en) |
DE (1) | DE69601526T3 (en) |
DK (1) | DK0774248T3 (en) |
ES (1) | ES2130768T5 (en) |
FR (1) | FR2740034B1 (en) |
GR (1) | GR3029661T3 (en) |
HU (1) | HU223407B1 (en) |
MX (1) | MX202859B (en) |
PL (1) | PL186380B1 (en) |
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DE69828221T2 (en) * | 1997-05-30 | 2005-12-29 | Kibun Food Chemifa Co., Ltd. | External main care agent containing a sphingoglycolipid |
JP4099267B2 (en) * | 1998-08-07 | 2008-06-11 | 株式会社紀文フードケミファ | Emulsifier and emulsified composition |
JP4173944B2 (en) | 2000-06-29 | 2008-10-29 | 株式会社紀文フードケミファ | Glycosphingolipid |
CA2354836A1 (en) * | 2000-08-25 | 2002-02-25 | L'oreal S.A. | Protection of keratinous fibers using ceramides and/or glycoceramides |
FR2853832B1 (en) * | 2003-04-16 | 2006-08-11 | Oreal | HAIR TREATMENT PROCESS AND USE OF THE METHOD FOR THE SMOOTHING OF HAIR |
US8313737B2 (en) | 2003-04-16 | 2012-11-20 | L'oreal S.A. | Hair treatment process for smoothing the hair |
EP2571493A1 (en) * | 2010-05-21 | 2013-03-27 | Basf Se | Preparations of biologically active substances with enlarged surface area based on amphiphilic copolymers |
FR2991875B1 (en) * | 2012-06-15 | 2015-10-02 | Oreal | COMPOSITION COMPRISING A DYARBOXYLIC PYRIDINE ACID ESTER AND A FIXING POLYMER, METHOD AND USE |
KR101586694B1 (en) | 2014-05-20 | 2016-01-19 | 주식회사 에스에프에이 | Cassette transfer system |
CN104523540A (en) * | 2014-12-01 | 2015-04-22 | 唯美度科技(北京)有限公司 | Hair conditioner having hair restoration function and preparation method thereof |
US10143644B2 (en) * | 2015-08-31 | 2018-12-04 | L'oreal | Composition comprising an anionic-ampholytic polymer association |
WO2022020332A1 (en) | 2020-07-21 | 2022-01-27 | Chembeau LLC | Diester cosmetic formulations and uses thereof |
CN115947666A (en) * | 2023-02-02 | 2023-04-11 | 深圳市迪克曼生物科技有限公司 | Rice bran oil ceramide and synthesis method and application thereof |
Family Cites Families (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1311193C (en) * | 1987-02-12 | 1992-12-08 | Walter P. Smith | Hair protection composition and method |
GB9009793D0 (en) * | 1990-05-01 | 1990-06-20 | Unilever Plc | Cosmetic composition |
FR2666014B1 (en) † | 1990-08-23 | 1994-10-28 | Oreal | COSMETIC COMPOSITION FOR HAIR CONTAINING A FILM - FORMING POLYMER AND A SILICONE INCORPORATED IN A WAX MICRODISPERSION, AND COSMETIC TREATMENT METHOD. |
FR2673179B1 (en) * | 1991-02-21 | 1993-06-11 | Oreal | CERAMIDES, THEIR PREPARATION PROCESS AND THEIR APPLICATIONS IN COSMETICS AND DERMOPHARMACY. |
FR2674748B1 (en) * | 1991-04-03 | 1995-01-13 | Oreal | USE OF SPHINGOLIPIDS IN THE PREPARATION OF A COSMETIC OR DERMOPHARMACEUTICAL COMPOSITION PROTECTING THE SKIN AND HAIR FROM THE HARMFUL EFFECTS OF ATMOSPHERIC POLLUTION. |
FR2678770B1 (en) * | 1991-07-04 | 1995-02-10 | Alsthom Gec | HIGH VOLTAGE HYBRID CIRCUIT BREAKER WITH LARGE ARC VOLTAGE. |
FR2679770A1 (en) * | 1991-08-01 | 1993-02-05 | Oreal | Cationic dispersions for treatment of the hair or skin based on ceramides and/or glycoceramides, cosmetic compositions containing them and their cosmetic applications |
FR2711138B1 (en) * | 1993-10-12 | 1995-11-24 | Oreal | Ceramides, their preparation process and their applications in cosmetics and dermopharmacy. |
FR2718960B1 (en) * | 1994-04-22 | 1996-06-07 | Oreal | Compositions for the treatment and protection of hair, based on ceramide and polymers with cationic groups. |
FR2719216B1 (en) * | 1994-05-02 | 1996-05-31 | Oreal | Composition for the treatment and protection of hair based on ceramides and vinylpyrrolidone polymers. |
DE19943416A1 (en) * | 1999-09-08 | 2001-03-15 | Beiersdorf Ag | Composition, useful for the production of hair sprays, comprises water soluble and/or water dispersible silicon modified comb polymers and a physiologically compatible anionic or amphoteric polymer |
-
1995
- 1995-10-23 FR FR9512448A patent/FR2740034B1/en not_active Expired - Lifetime
-
1996
- 1996-10-18 AR ARP960104802A patent/AR003901A1/en unknown
- 1996-10-22 WO PCT/FR1996/001652 patent/WO1997015274A1/en active IP Right Grant
- 1996-10-22 EP EP96402248.7A patent/EP0774248B2/en not_active Expired - Lifetime
- 1996-10-22 BR BR9611194A patent/BR9611194A/en not_active IP Right Cessation
- 1996-10-22 KR KR19980702691A patent/KR100374670B1/en not_active IP Right Cessation
- 1996-10-22 CN CN96199245A patent/CN1121202C/en not_active Expired - Lifetime
- 1996-10-22 AT AT96402248T patent/ATE176588T1/en active
- 1996-10-22 HU HU9802981A patent/HU223407B1/en not_active IP Right Cessation
- 1996-10-22 DK DK96402248T patent/DK0774248T3/en active
- 1996-10-22 AU AU73073/96A patent/AU709665B2/en not_active Ceased
- 1996-10-22 JP JP09516356A patent/JP3095420B2/en not_active Expired - Lifetime
- 1996-10-22 MX MX9802962A patent/MX202859B/en unknown
- 1996-10-22 CA CA002233157A patent/CA2233157C/en not_active Expired - Lifetime
- 1996-10-22 ES ES96402248.7T patent/ES2130768T5/en not_active Expired - Lifetime
- 1996-10-22 PL PL96326866A patent/PL186380B1/en not_active IP Right Cessation
- 1996-10-22 DE DE69601526.9T patent/DE69601526T3/en not_active Expired - Lifetime
- 1996-10-22 RU RU98109900/14A patent/RU2153870C2/en not_active IP Right Cessation
-
1999
- 1999-03-12 GR GR990400745T patent/GR3029661T3/en unknown
-
2010
- 2010-12-27 US US12/978,862 patent/US20110286940A1/en not_active Abandoned
-
2014
- 2014-06-19 US US14/309,269 patent/US20150044154A1/en not_active Abandoned
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