US20030206871A1 - Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function - Google Patents
Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function Download PDFInfo
- Publication number
- US20030206871A1 US20030206871A1 US10/419,920 US41992003A US2003206871A1 US 20030206871 A1 US20030206871 A1 US 20030206871A1 US 41992003 A US41992003 A US 41992003A US 2003206871 A1 US2003206871 A1 US 2003206871A1
- Authority
- US
- United States
- Prior art keywords
- chosen
- composition according
- radicals
- inclusive
- diisocyanate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
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- 239000000203 mixture Substances 0.000 title claims abstract description 92
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 64
- 239000004814 polyurethane Substances 0.000 title claims abstract description 15
- 229920002396 Polyurea Polymers 0.000 title claims abstract description 13
- 229920003226 polyurethane urea Polymers 0.000 title abstract description 7
- 210000004209 hair Anatomy 0.000 claims abstract description 16
- 238000000034 method Methods 0.000 claims abstract description 7
- 238000007493 shaping process Methods 0.000 claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- -1 polysiloxanes Polymers 0.000 claims description 77
- 150000003254 radicals Chemical class 0.000 claims description 51
- 150000001875 compounds Chemical class 0.000 claims description 38
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 24
- 229920000642 polymer Polymers 0.000 claims description 20
- 150000002009 diols Chemical class 0.000 claims description 19
- 125000000524 functional group Chemical group 0.000 claims description 18
- 229930195733 hydrocarbon Natural products 0.000 claims description 16
- 239000004215 Carbon black (E152) Substances 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 15
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 11
- 239000007789 gas Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 239000003380 propellant Substances 0.000 claims description 11
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 10
- 239000000443 aerosol Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 8
- 239000003960 organic solvent Substances 0.000 claims description 8
- 229920002635 polyurethane Polymers 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 229920000728 polyester Polymers 0.000 claims description 7
- 239000001257 hydrogen Substances 0.000 claims description 6
- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims description 6
- 239000004094 surface-active agent Substances 0.000 claims description 6
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000000129 anionic group Chemical group 0.000 claims description 5
- 150000004985 diamines Chemical class 0.000 claims description 5
- KORSJDCBLAPZEQ-UHFFFAOYSA-N dicyclohexylmethane-4,4'-diisocyanate Chemical compound C1CC(N=C=O)CCC1CC1CCC(N=C=O)CC1 KORSJDCBLAPZEQ-UHFFFAOYSA-N 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 150000002513 isocyanates Chemical class 0.000 claims description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims description 5
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 150000001340 alkali metals Chemical class 0.000 claims description 4
- 150000001414 amino alcohols Chemical class 0.000 claims description 4
- 239000002585 base Substances 0.000 claims description 4
- 150000002148 esters Chemical class 0.000 claims description 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000012948 isocyanate Substances 0.000 claims description 4
- 239000004310 lactic acid Substances 0.000 claims description 4
- 235000014655 lactic acid Nutrition 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 4
- 229910052760 oxygen Inorganic materials 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 229920002845 Poly(methacrylic acid) Polymers 0.000 claims description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims description 3
- 125000000623 heterocyclic group Chemical group 0.000 claims description 3
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims description 3
- 229920001490 poly(butyl methacrylate) polymer Polymers 0.000 claims description 3
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 3
- 239000000126 substance Substances 0.000 claims description 3
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 claims description 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 2
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 claims description 2
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 claims description 2
- CDMDQYCEEKCBGR-UHFFFAOYSA-N 1,4-diisocyanatocyclohexane Chemical compound O=C=NC1CCC(N=C=O)CC1 CDMDQYCEEKCBGR-UHFFFAOYSA-N 0.000 claims description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
- SBJCUZQNHOLYMD-UHFFFAOYSA-N 1,5-Naphthalene diisocyanate Chemical compound C1=CC=C2C(N=C=O)=CC=CC2=C1N=C=O SBJCUZQNHOLYMD-UHFFFAOYSA-N 0.000 claims description 2
- KGRVJHAUYBGFFP-UHFFFAOYSA-N 2,2'-Methylenebis(4-methyl-6-tert-butylphenol) Chemical compound CC(C)(C)C1=CC(C)=CC(CC=2C(=C(C=C(C)C=2)C(C)(C)C)O)=C1O KGRVJHAUYBGFFP-UHFFFAOYSA-N 0.000 claims description 2
- NDDWFIVMSUWKQG-UHFFFAOYSA-N 2,4-dibromo-1,5-diisocyanatonaphthalene Chemical compound O=C=NC1=CC=CC2=C(N=C=O)C(Br)=CC(Br)=C21 NDDWFIVMSUWKQG-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 239000004909 Moisturizer Substances 0.000 claims description 2
- 229910003202 NH4 Inorganic materials 0.000 claims description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 2
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 2
- 150000001413 amino acids Chemical class 0.000 claims description 2
- CBTVGIZVANVGBH-UHFFFAOYSA-N aminomethyl propanol Chemical compound CC(C)(N)CO CBTVGIZVANVGBH-UHFFFAOYSA-N 0.000 claims description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 2
- 229920006318 anionic polymer Polymers 0.000 claims description 2
- 230000001166 anti-perspirative effect Effects 0.000 claims description 2
- 239000002518 antifoaming agent Substances 0.000 claims description 2
- 239000003213 antiperspirant Substances 0.000 claims description 2
- 239000002610 basifying agent Substances 0.000 claims description 2
- 239000001273 butane Substances 0.000 claims description 2
- 125000002091 cationic group Chemical group 0.000 claims description 2
- 239000000490 cosmetic additive Substances 0.000 claims description 2
- 125000005442 diisocyanate group Chemical group 0.000 claims description 2
- JXCHMDATRWUOAP-UHFFFAOYSA-N diisocyanatomethylbenzene Chemical compound O=C=NC(N=C=O)C1=CC=CC=C1 JXCHMDATRWUOAP-UHFFFAOYSA-N 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 2
- 230000001333 moisturizer Effects 0.000 claims description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 2
- 239000000049 pigment Substances 0.000 claims description 2
- 239000005056 polyisocyanate Substances 0.000 claims description 2
- 229920001228 polyisocyanate Polymers 0.000 claims description 2
- 239000003755 preservative agent Substances 0.000 claims description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 2
- 108090000623 proteins and genes Proteins 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000002562 thickening agent Substances 0.000 claims description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims description 2
- RUELTTOHQODFPA-UHFFFAOYSA-N toluene 2,6-diisocyanate Chemical compound CC1=C(N=C=O)C=CC=C1N=C=O RUELTTOHQODFPA-UHFFFAOYSA-N 0.000 claims description 2
- 239000011782 vitamin Substances 0.000 claims description 2
- 235000013343 vitamin Nutrition 0.000 claims description 2
- 229940088594 vitamin Drugs 0.000 claims description 2
- 229930003231 vitamin Natural products 0.000 claims description 2
- PSGAAPLEWMOORI-PEINSRQWSA-N medroxyprogesterone acetate Chemical compound C([C@@]12C)CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2CC[C@]2(C)[C@@](OC(C)=O)(C(C)=O)CC[C@H]21 PSGAAPLEWMOORI-PEINSRQWSA-N 0.000 claims 2
- 230000007935 neutral effect Effects 0.000 claims 1
- 239000006185 dispersion Substances 0.000 description 12
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 8
- 0 *C(*)(C[Si](*)(*)[Y]C)[Y]C Chemical compound *C(*)(C[Si](*)(*)[Y]C)[Y]C 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 7
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 5
- 239000012855 volatile organic compound Substances 0.000 description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
- 238000006386 neutralization reaction Methods 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000001361 adipic acid Substances 0.000 description 3
- 235000011037 adipic acid Nutrition 0.000 description 3
- 150000007942 carboxylates Chemical group 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- ACCCMOQWYVYDOT-UHFFFAOYSA-N hexane-1,1-diol Chemical compound CCCCCC(O)O ACCCMOQWYVYDOT-UHFFFAOYSA-N 0.000 description 3
- 150000007529 inorganic bases Chemical class 0.000 description 3
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical compound [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 150000007530 organic bases Chemical class 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 229920005862 polyol Polymers 0.000 description 3
- 150000003077 polyols Chemical class 0.000 description 3
- 229920006395 saturated elastomer Polymers 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 150000005846 sugar alcohols Polymers 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- DHKHKXVYLBGOIT-UHFFFAOYSA-N 1,1-Diethoxyethane Chemical compound CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 2
- PTBDIHRZYDMNKB-UHFFFAOYSA-N 2,2-Bis(hydroxymethyl)propionic acid Chemical compound OCC(C)(CO)C(O)=O PTBDIHRZYDMNKB-UHFFFAOYSA-N 0.000 description 2
- LDBRZZNDYFVAFT-UHFFFAOYSA-N CO[Si](C)(C)O[Si](C)(C)CSC Chemical compound CO[Si](C)(C)O[Si](C)(C)CSC LDBRZZNDYFVAFT-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000004721 Polyphenylene oxide Substances 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- 229920004482 WACKER® Polymers 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 150000005840 aryl radicals Chemical class 0.000 description 2
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000007859 condensation product Substances 0.000 description 2
- 238000007334 copolymerization reaction Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 2
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- 238000004806 packaging method and process Methods 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920006324 polyoxymethylene Polymers 0.000 description 2
- 229920006295 polythiol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 2
- 229920005573 silicon-containing polymer Polymers 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 125000002348 vinylic group Chemical group 0.000 description 2
- RTBFRGCFXZNCOE-UHFFFAOYSA-N 1-methylsulfonylpiperidin-4-one Chemical compound CS(=O)(=O)N1CCC(=O)CC1 RTBFRGCFXZNCOE-UHFFFAOYSA-N 0.000 description 1
- JVYDLYGCSIHCMR-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)butanoic acid Chemical compound CCC(CO)(CO)C(O)=O JVYDLYGCSIHCMR-UHFFFAOYSA-N 0.000 description 1
- KCRHMZZYLPLQPZ-UHFFFAOYSA-N 2,2-dihydroxy-3-methylpentanoic acid Chemical compound CCC(C)C(O)(O)C(O)=O KCRHMZZYLPLQPZ-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 description 1
- ULMZOZMSDIOZAF-UHFFFAOYSA-N 3-hydroxy-2-(hydroxymethyl)propanoic acid Chemical compound OCC(CO)C(O)=O ULMZOZMSDIOZAF-UHFFFAOYSA-N 0.000 description 1
- BLFRQYKZFKYQLO-UHFFFAOYSA-N 4-aminobutan-1-ol Chemical compound NCCCCO BLFRQYKZFKYQLO-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 239000004475 Arginine Substances 0.000 description 1
- CPEZCWIHGBDLNB-UHFFFAOYSA-N C.C.C1=CC=C2=C(=C1)C=CC=C2.C1=CC=CC=C1.C1=CC=CC=C1.C1=CC=CC=C1.C1CCCCC1.C1CCCCC1.C1CCCCC1.CC.CC.CC.CC.CC.CC.CC.CC.CC.CC.CCC.CCC.CCC Chemical compound C.C.C1=CC=C2=C(=C1)C=CC=C2.C1=CC=CC=C1.C1=CC=CC=C1.C1=CC=CC=C1.C1CCCCC1.C1CCCCC1.C1CCCCC1.CC.CC.CC.CC.CC.CC.CC.CC.CC.CC.CCC.CCC.CCC CPEZCWIHGBDLNB-UHFFFAOYSA-N 0.000 description 1
- YFCGDEUVHLPRCZ-UHFFFAOYSA-N C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C Chemical compound C[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)C YFCGDEUVHLPRCZ-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-BYPYZUCNSA-N L-Ornithine Chemical compound NCCC[C@H](N)C(O)=O AHLPHDHHMVZTML-BYPYZUCNSA-N 0.000 description 1
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 description 1
- RHGKLRLOHDJJDR-BYPYZUCNSA-N L-citrulline Chemical compound NC(=O)NCCC[C@H]([NH3+])C([O-])=O RHGKLRLOHDJJDR-BYPYZUCNSA-N 0.000 description 1
- KDXKERNSBIXSRK-YFKPBYRVSA-N L-lysine Chemical compound NCCCC[C@H](N)C(O)=O KDXKERNSBIXSRK-YFKPBYRVSA-N 0.000 description 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
- 239000004472 Lysine Substances 0.000 description 1
- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical compound CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 description 1
- RHGKLRLOHDJJDR-UHFFFAOYSA-N Ndelta-carbamoyl-DL-ornithine Natural products OC(=O)C(N)CCCNC(N)=O RHGKLRLOHDJJDR-UHFFFAOYSA-N 0.000 description 1
- AHLPHDHHMVZTML-UHFFFAOYSA-N Orn-delta-NH2 Natural products NCCCC(N)C(O)=O AHLPHDHHMVZTML-UHFFFAOYSA-N 0.000 description 1
- UTJLXEIPEHZYQJ-UHFFFAOYSA-N Ornithine Natural products OC(=O)C(C)CCCN UTJLXEIPEHZYQJ-UHFFFAOYSA-N 0.000 description 1
- 229930182556 Polyacetal Natural products 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 108010077895 Sarcosine Proteins 0.000 description 1
- 229910002808 Si–O–Si Inorganic materials 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- YUDRVAHLXDBKSR-UHFFFAOYSA-N [CH]1CCCCC1 Chemical compound [CH]1CCCCC1 YUDRVAHLXDBKSR-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 229940024606 amino acid Drugs 0.000 description 1
- 235000001014 amino acid Nutrition 0.000 description 1
- JFCQEDHGNNZCLN-UHFFFAOYSA-N anhydrous glutaric acid Natural products OC(=O)CCCC(O)=O JFCQEDHGNNZCLN-UHFFFAOYSA-N 0.000 description 1
- 150000001449 anionic compounds Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
- 229960003121 arginine Drugs 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- JGVDBODXXHHCJH-UHFFFAOYSA-N butyl acetate;ethyl acetate Chemical compound CCOC(C)=O.CCCCOC(C)=O JGVDBODXXHHCJH-UHFFFAOYSA-N 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 150000001720 carbohydrates Chemical class 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229960002173 citrulline Drugs 0.000 description 1
- 235000013477 citrulline Nutrition 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000002704 decyl 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])* 0.000 description 1
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006459 hydrosilylation reaction Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229960003646 lysine Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 229960003104 ornithine Drugs 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 238000006068 polycondensation reaction Methods 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000002952 polymeric resin Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 229940043230 sarcosine Drugs 0.000 description 1
- 150000004756 silanes Chemical class 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000004035 thiopropyl group Chemical group [H]SC([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N urethane group Chemical group NC(=O)OCC JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/899—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing sulfur, e.g. sodium PG-propyldimethicone thiosulfate copolyol
Abstract
The invention relates to hair compositions comprising, in a cosmetically acceptable medium, a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function. The invention is also directed towards a process for shaping or maintaining the hairstyle, comprising the use of these compositions, and to their use for the manufacture of hair products, in order to maintain or shape the hairstyle.
Description
- The invention relates to compositions, such as those for hair styling, comprising, in a cosmetically acceptable medium, a polycondensate, such as a multiblock polymer, comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic functional group. The invention is also directed towards a process for shaping or maintaining a hairstyle comprising the use of these compositions, and to their use for the manufacture of hair products, in order to maintain or shape the hairstyle.
- Fixing of the hairstyle is an important element of styling which comprises maintaining the shape already given or in shaping the hair and fixing it simultaneously. Hair products for shaping and/or maintaining the hairstyle which are the most common on the cosmetics market are spray compositions comprising a solution, usually an alcoholic or aqueous solution, and one or more materials, generally polymer resins (also known as fixing materials), the function of which is to form welds between the hairs, as a mixture with various cosmetic adjuvants. This solution can be packaged, for example, in a suitable aerosol container placed under pressure using a propellant. The construction and operation of such aerosol containers is well known to those skilled in the art.
- Compositions intended for fixing and/or maintaining the hairstyle sometimes have the drawback of adversely affecting the cosmetic properties of the hair. Thus, the hair can become coarse and lose its natural softness. Styling compositions are thus sought which fix and/or maintain the hairstyle well while at the same time afford good cosmetic properties.
- Patent DE 195 41 326 discloses styling compositions distributed from an aerosol device, which contain, in an aqueous-alcoholic medium, a polymer containing polyurethane units as fixing polymer, and a propellant. These compositions, which are already satisfactory in terms of fixing of the hairstyle, can, however, be improved in particular as regards the cosmetic properties which they give to the hair.
- The inventors have discovered that by combining certain silicones with a polycondensate containing at least one polyurethane and/or polyurea unit, it is possible to satisfy the requirements mentioned above.
- The subject of the invention is thus a composition, such as a hair styling composition, comprising, in a cosmetically acceptable medium, in relative proportions by weight relative to the total weight of the composition, from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas, characterized in that it also comprises from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.
- Another subject of the invention relates to a process for shaping or maintaining the hairstyle, comprising the use of this composition.
- Yet another subject of the invention relates to the use of this composition for the manufacture of hair compositions, in order to maintain or fix the hairstyle.
- Examples of polycondensates comprising at least one polyurethane and/or polyurea compound according to the present invention include, but are not limited to, those described in patents EP 0,751,162, EP 0,637,600, FR 2,743,297, and EP 0,648,485, all assigned to the present assignee, as well as patents EP 0,656,021 and WO 94/03510 from the company BASF, and EP 0,619,111 from the company National Starch. The disclosures of these documents are specifically incorporated herein by reference.
- The polycondensates used in accordance with the invention can be soluble in a cosmetically acceptable medium, in particular after neutralization with an organic or inorganic base, or alternatively can form a dispersion in this medium. In the latter case, the dispersion can generally comprise at least 0.05% of surfactant, which allows the polycondensate to form a dispersion and to be maintained in dispersion.
- According to the invention, any type of surfactant can be used in the dispersion, including a nonionic surfactant. In certain embodiments, the average size of the polycondensate particles in the dispersion is between 0.1 and 1 micron (micrometer), inclusive.
- By way of example, the polycondensate can be formed by an arrangement of blocks, this arrangement being obtained in particular using:
- (1) at least one compound which contains at least two active hydrogen atoms per molecule;
- (2) at least one diol containing at least one functional group chosen from acid radicals and salts thereof; and
- (3) at least one isocyanate chosen from di- and polyisocyanates.
- Compound (1) can be chosen from diols, diamines, polyesterols, polyetherols.
- In certain embodiments, compound (1) can be a linear polyethylene and polypropylene glycol, in particular those which are obtained by reaction of ethylene oxide or propylene oxide with water or diethylene or dipropylene glycol in the presence of sodium hydroxide as catalyst. These polyglycols generally have a molecular weight ranging from about 600 to 20,000.
- Other suitable organic compounds that can be used are those which have mercapto, amino, carboxyl, or hydroxyl groups. Among these, mention may be made more particularly of polyhydroxy compounds such as polyether diols, polyester diols, polyacetal diols, polyamide diols, polyesterpolyamide diols, poly(alkylene ether) diols, polythioether diols, and polycarbonate diols.
- In certain embodiments, the polyether diols are the condensation products of ethylene oxide, of propylene oxide, or of tetrahydrofuran; their copolymerization or condensation products, which may be grafted or blocks, such as mixtures of condensates of ethylene oxide and propylene oxide; and the products of polymerization 1 of olefins, at high pressure, with alkylene oxide condensates. Suitable polyethers are prepared, for example, by condensation of alkylene oxides and polyhydric alcohols, such as ethylene glycol, 1,2-propylene glycol, and 1,4-butanediol.
- The polyester diols, polyesteramides, and polyamide diols can be saturated and can be obtained, for example, from the reaction of saturated or unsaturated polycarboxylic acids with polyhydric alcohols, diamines, or polyamines. Adipic acid, succinic acid, phthalic acid, terephthalic acid, and maleic acid can be used, for example, to prepare these compounds. Polyhydric alcohols that are suitable for preparing the polyesters include, but are not limited to, ethylene glycol, 1,2-propylene glycol, 1,4-butanediol, neopentyl glycol, and hexanediol. Amino alcohols, for example ethanolamine, can also be used. Diamines that are suitable for preparing the polyesteramides include ethylenediamine and hexamethylenediamine.
- Suitable polyacetals can be prepared, for example, from 1,4-butanediol or from hexanediol, and from formaldehyde. Suitable polythioethers can be prepared, for example, by condensation reaction between thioglycols, either alone or in combination with other glycols such as ethylene glycol, 1,2-propylene glycol or with other polyhydroxylated compounds. Polyhydroxylated compounds already containing urea or urethane groups and natural polyols, which can be further modified, for example castor oil and carbohydrates, can also be used.
- In certain embodiments, compound (1) is a polyesterol, in particular a polyester diol formed by the reaction of at least one (di)polyol (1a) and at least one acid (1 b). The (di)polyol (1a) can be chosen from the group comprising neopentyl glycol, 1,4-butanediol, hexanediol, ethylene glycol, diethylene glycol, propylene glycol, butylene glycol, neopentyl glycol, and (di)polyethylene glycol. The acid (1b) can be chosen from the group comprising phthalic acid, isophthalic acid, adipic acid, and (poly)lactic acid.
- A hydroxycarboxylic acid such as dimethylol-propanoic acid (DMPA) or a 2,2-hydroxymethylcarboxylic acid can be used as compound (2). In general, compound (2) is useful as a coupling block. In certain embodiments, compound (2) comprises at least one poly((α-hydroxydiolcarboxylic)acid). In certain other embodiments, compound (2) comprises 2,2-di(hydroxy-methyl)acetic acid, 2,2-dihydroxymethylpropionic acid, 2,2-dihydroxymethylbutyric acid, or 2,2-dihydroxy-methylpentanoic acid.
- The isocyanate compound (3) can be chosen from, but is not limited to, hexamethylene diisocyanate, isophorone diisocyanate (IPDI), toluylene diisocyanate, diphenylmethane 4,4′-diisocyanate (DPMD), dicyclohexylmethane 4,4′-diisocyanate (DCMD), methylenebis(p-phenyl) diisocyanate, methylenebis(4-cyclohexyl isocyanate), isophorone diisocyanate, toluene diisocyanate, 1,5-naphthalene diisocyanate, 4,4′-diphenylmethane diisocyanate, 2,2′-dimethyl-4,4′-diphenylmethane diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, mixtures of 2,4- and 2,6-toluene diisocyanate, 2,2′-dichloro-4,4′-diisocyanatodiphenylmethane, 2,4-dibromo-1,5-diisocyanatonaphthalene, butane 1,4-diisocyanate, 1,6-hexane diisocyanate, and 1,4-cyclohexane diisocyanate.
- The polycondensate can be formed using at least one additional compound (4), which generally serves to extend the polycondensate chain. Examples of compounds ii suitable as compound (4) include, but are not limited to, saturated or unsaturated glycols such as ethylene glycol, diethylene glycol, neopentyl glycol, or triethylene glycol; amino alcohols such as ethanolamine, propanolamine or butanolamine; heterocyclic, aromatic, cycloaliphatic and aliphatic primary amines; diamines; carboxylic acids such as aliphatic, aromatic or heterocyclic carboxylic acids, for instance oxalic acid, succinic acid, glutaric acid, adipic acid, sebacic acid, or terephthalic acid; and amino carboxylic acids. In certain embodiments, compound (4) is an aliphatic diol.
- The polycondensates in accordance with the invention can also be formed from at least one additional compound (5) having a silicone skeleton. In certain embodiments, compound (5) is chosen from polysiloxanes, polyalkylsiloxanes, and polyarylsiloxanes. In certain embodiments, compound (5) is a polyethylsiloxane, polymethylsiloxane, or a polyphenylsiloxane. For example, the polyalkylsiloxane can be chosen from polyethylsiloxanes or polymethylsiloxanes, and the polyarylsiloxane can be chosen from polyphenylsiloxanes. Compound (5) can optionally contain hydrocarbon-1 based chains grafted onto at least one silicon atom.
- According to an embodiment of the compositions of the invention, the polyurethane and/or polyurea sequences of the polymer have a repeating base unit corresponding to the formula (I′):
- —X′—B—X′—CO—NH—R—NH—CO— (I′)
- in which:
- X′ is chosen from O and NH,
- B is a divalent hydrocarbon-based radical, this radical being substituted or unsubstituted, and
- R is a divalent substituted or unsubstituted radical chosen from aromatic alkylene radicals, C1 to C20 aliphatic radicals, and C1 to C20 cycloaliphatic radicals.
- In certain embodiments, radical B is a C1 to C30 radical and bears a group containing one or more carboxylic functional groups and/or one or more sulphonic functional groups, the carboxylic and/or sulphonic functional groups being in free form or else partially or totally neutralized with an inorganic or organic base. In certain embodiments, radical B is a C1 to C30 divalent hydrocarbon-based radical.
-
- in which b is an integer between 0 and 3, inclusive, and c is an integer between 1 and 20, inclusive, such as between 2 and 12, inclusive.
- In certain embodiments, radical R is chosen from hexamethylene, 4,4′-biphenylenemethane, 2,4- and/or 2,6-tolylene, 1,5-naphthylene, p-phenylene and methylene4,4-bis-cyclohexyl radicals, and divalent radicals derived from isophorone.
- The polycondensate used in accordance with the invention comprising at least one polyurethane and/or polyurea compound or unit can also comprise at least one polysiloxane compound in which the repeating base unit corresponds, for example, to the formula (II′):
- —X′—P—X′—CO—NH—R—NH—CO— (II′)
- in which:
- P is a polysiloxane segment,
- X′ is chosen from O and NH, and
- R is chosen from divalent substituted and unsubstituted radicals chosen from aromatic alkylene radicals, C1 to C20 aliphatic radicals, and C1 to C20 cycloaliphatic radicals.
-
- in which:
- the radicals A, which can be identical or different, are chosen from, on the one hand, C1 to C20 monovalent hydrocarbon-based radicals which are free or substantially free of ethylenic unsaturation and, on the other hand, aromatic radicals,
- Y represents a divalent hydrocarbon-based radical, and
- z represents an integer chosen such that the average molecular weight of the polysiloxane segment ranges from 300 to 10,000.
- In general, the divalent radical Y is chosen from alkylene radicals of formula —(CH2)a—, in which a represents an integer which can range from 1 to 10, inclusive.
- The radicals A can be, but are not necessarily, chosen from alkyl radicals, including methyl, ethyl, propyl, isopropyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and octadecyl radicals; cycloalkyl radicals, such as the cyclohexyl radical; aryl radicals, including phenyl and naphthyl; arylalkyl radicals, such as benzyl and phenylethyl; and tolyl and xylyl radicals.
- The polycondensates used in accordance with the invention can be soluble in a cosmetically acceptable medium, in particular after neutralization with an organic or inorganic base, or else can form a dispersion in this medium. Generally, in the latter case, the dispersion comprises at least 0.05% surfactant, which allows the polycondensate to form a dispersion and to be maintained in dispersion.
- According to the invention, any type of surfactant can be used in the dispersion, including a nonionic surfactant. The average size of the polycondensate particles in the dispersion is generally between 0.1 and 1 micron (micrometer), inclusive.
- The composition in accordance with the invention generally comprises, in relative proportions by weight relative to the total weight of the composition, between 0.1 and 20%, inclusive, of the polycondensate comprising at least one sequence chosen from polyurethanes. In certain embodiments, the polycondensate comprises, on a weight-to-weight basis, between 1 and 15%, inclusive, of the composition. In certain embodiments, the polycondensate comprises between 2 and 8%, inclusive, by weight, of the composition.
- In certain embodiments, the silicones according to the present invention are those described in patent EP 0,756,860, in patent application WO 98/20833, and in the French patent application whose application number is 97/16507, all assigned to the present assignee, and all of which are hereby incorporated by reference herein.
- For the purposes of the present invention, the term silicone is understood to refer to any organosilicone polymer or oligomer of linear or cyclic, branched, or crosslinked structure, of variable molecular weight, obtained by polymerization and/or polycondensation of suitably functionalized silanes comprising a repetition of the main Gi units in which silicon atoms are linked together by oxygen atoms to form a siloxane bond (≡Si—O—Si≡), with hydrocarbon-based radicals, which are optionally substituted, being directly linked from a carbon atom to the said silicon atoms. The most common hydrocarbon-based radicals are the alkyl radicals, especially C1-C10 alkyl radicals and in particular methyl, fluoroalkyl radicals, and aryl radicals and in particular phenyl.
-
- R1 and R3 independently are chosen from linear and branched alkylene radicals having from 2 to 20 carbon atoms;
- R2 is chosen from linear and branched alkylene radicals having from 1 to 50 carbon atoms and optionally comprising a hydroxyl group;
- a represents 0 or 1;
- b is a number ranging from 0 to 200; and
- M is chosen from hydrogen, alkali metals and alkaline-earth metals, NH4, and quaternary ammonium groups such as, in particular, mono-, di-, tri- and tetra(C1-C4 alkyl)-ammonium groups.
-
- in which:
- the radicals R4 are identical or different and are chosen from the group comprising linear and branched C1-C22 alkyl radicals, C1-C22 alkoxy radicals, and phenyl radicals,
- the radicals R5, R6, and R7 are identical or different and are chosen from the group comprising linear and branched C1-C22 alkyl radicals, C1-C22 alkoxy radicals, phenyl-based radicals, and radicals (R1O)a—R2—(OR3)b—COOM, with the restriction that at least one of the radicals R5, R6 or R7 is a radical —(R10)a—R2—(OR3)b—COOM,
- the radicals R1, R2, R3, a, b, and M have the same meanings as in formula (I),
- c and d are numbers ranging from 0 to 1000. In certain embodiments, the sum c+d ranges from 2 to 1000.
-
- in which X is a radical —(R1O)a—R2—(OR3)b—COOM, the radicals R1, R2, R3, a, b, d, and M having the same meanings as for formulae (I) and (II).
- As compounds corresponding to formula (III), it is possible, for example, to use those sold under the trade name Oil M 642, SLM 23 000/1 or SLM 23 000/2 by the company Wacker, or alternatively under the trade name 176-12057 by the company General Electric, or alternatively under the trade name FZ 3703 by the company OSI, or alternatively under the trade name BY 16 880 by the company Toray Silicone.
- According to a second embodiment of the compositions in accordance with the invention, the silicone can be formed by a main silicone chain corresponding to the formula (≡Si—O—)n onto which is grafted, inside the chain as well as, optionally, on at least one of its ends, at least one hydrocarbon-based group comprising at least one carboxylic functional group.
- The nature and/or amount of the hydrocarbon-based groups comprising at least one carboxylic functional group are chosen such that the corresponding silicone derivative is water-soluble or water-dispersible, after optional neutralization of the groups of anionic nature using an alkaline agent.
- These specific silicone derivatives can be existing commercial products or alternatively can be obtained according to any means known to those skilled in the art, in particular by reaction between (i) a starting silicone which is correctly functionalized on one or more of these silicon atoms, and (ii) an anionic compound which is itself correctly functionalized with a functional group which is capable of reacting with the functional group(s) borne by the silicone, to form a covalent bond. A standard example of such a reaction is the hydrosilylation reaction between ≡Si—H groups and vinylic l groups CH2═CH—, or alternatively the reaction between thio functional groups —SH with these same vinylic groups.
- Examples of silicone derivatives comprising a main silicone chain on which is grafted, inside the said chain as well as, optionally, on its ends, at least one hydrocarbon-based group comprising at least one carboxylic functional group, which are suitable for carrying out the present invention, along with their specific mode of preparation, are described in particular in patent applications EP 0,582,152 and WO 93/23009, the disclosures of which are specifically incorporated herein by reference.
-
- in which G1 is chosen from hydrogen, C1-C10 alkyl radicals, and phenyl radicals; G2 is chosen from C1-C10 alkylene groups; G3 is chosen from anionic polymer residues resulting from the (homo)polymerization of at least one anionic monomer containing ethylenic unsaturation; n is equal to 0 or 1; a is an integer which is between 1 and 50, inclusive; and b is an integer which is between 10 and 350, inclusive.
- In certain embodiments, the unit of formula (IX) above has at least one of the following characteristics:
- G1 is an alkyl radical, such as a methyl radical,
- n is non-zero, and G2 represents a C1-C3 divalent radical, such as a propylene radical,
- G3 represents a polymer radical resulting from the (homo)polymerization of at least one monomer of unsaturated carboxylic acid type, such as acrylic acid and/or methacrylic acid.
- In certain embodiments, the unit of formula (IX) above has all of the above characteristics.
- In certain embodiments, the amount of carboxylate groups in the final polymer is between 1 mol of carboxylate per 200 g of polymer and 1 mol of carboxylate per 5000 g of polymer, inclusive. In certain embodiments, the number-average molecular mass of the silicone polymer is between approximately 10,000 and approximately 1,000,000. In certain embodiments, the number-average molecular mass of the silicone polymer is between approximately 10,000 and 100,000.
- Examples of silicone derivatives suitable for carrying out the present invention are, for example, those sold by the 3M company under the trade name Silicone “plus” Polymer VS 80. These products correspond to polydimethylsiloxanes (PDMSs) onto which are grafted, via a connecting chain of thiopropylene type, mixed polymer units of poly(meth)acrylic acid type and of polybutyl (meth)acrylate ester type. These products can be obtained conventionally by radical copolymerization between, on the one hand, a silicone of polydimethylsiloxane type prefunctionalized with thiopropyl groups, and, on the other hand, a monomer mixture consisting of (meth)acrylic acid and butyl (meth)acrylate.
- Other silicones suitable for carrying out the present invention are silicones comprising at least one substituent containing at least two groups, which may be identical or different, chosen from carboxylic acids and salts thereof, amides, and esters, at least one of these groups being chosen from carboxylic acids and salts thereof.
- In certain embodiments, these silicones comprise at least one unit of formula (IV):
- ZRaSiO(3-a)/2 (IV)
-
- in which:
- W, R2, and R4, which may be identical or different, are chosen from a covalent bond and linear and branched alkylene radicals having from 1 to 6 carbon atoms which can comprise a hydroxyl group,
- R3 is chosen from a hydrogen atom and linear and branched C1-C6 alkyl radicals,
- X and X′, which may be identical or different, are chosen from the radicals OM, NR5R6, and OR7,
- M is chosen from a hydrogen atom; alkali metals (for example Na+, K+); NH4 +; ammonium groups containing a residue chosen from the group comprising basic amino acids such as lysine, arginine, sarcosine, ornithine and citrulline; and amino alcohols such as monoethanolamine, diethanolamine, triethanolamine, glucamine, N-methylglucamine, and 3-amino-1,2-propanediol,
- R5 and R6, which may be identical or different, are chosen from the group comprising hydrogen and linear and branched C1-C6 alkyls, or alternatively R5 and R6 can together form a 5- or 6-membered heterocycle,
- R7 is chosen from linear and branched C1-C30 alkyl radicals, and
- at least one of the groups X and X′ denotes OM.
- In formula (IV), the radicals R, which may be identical or different, are chosen from alkyl radicals, especially C1-C10 alkyl radicals and in particular methyl, fluoroalkyl radicals, especially C1-C10 fluoroalkyl radicals, C6-C12 aryl radicals and in particular phenyl. In certain embodiments, a is chosen from 0, 1 and 2. In certain embodiments, a is 1 or 2. In certain embodiments, the radicals R of formula (IV) are chosen from C, to C10 alkyl radicals, C1 to C10 fluoroalkyl radicals, and C6 to C12 aryl radicals.
- In certain embodiments, the silicones used comprise at least one unit of formula (IV), which satisfy at least one of the following conditions:
- W denotes a covalent bond,
- R3 denotes a hydrogen atom,
- R denotes a methyl radical,
- X and X′ are chosen from OM and NR5R6,
- R2 and R4, which may be identical or different, are chosen from a covalent bond and a methyl radical.
- In certain embodiments, the silicones satisfy all of the above conditions.
- The other units of the silicone can be chosen from those of formula (VI):
- RbSiO(4-b)/2 (VI)
- in which R has the same meaning as in formula (IV) and b is equal to 0, 1, 2, or 3. In certain embodiments, b is equal to 2 or 3.
- The silicones comprising at least one unit of formula (IV) are described in particular in U.S. Pat. No. 4,931,062, the disclosure of which is specifically incorporated herein by reference. Such silicones are sold, for example, under the trade name SLM 23 105 by the company Wacker and under the trade name Densodrin OF by the company BASF.
- The relative proportion by weight, relative to the total weight of the composition, of silicone or of silicone mixture is generally between 0.01 and 20%, inclusive. In certain embodiments, the relative proportion is between 0.01 and 10%, inclusive. In certain embodiments, the relative proportion is between 0.05 and 5%, inclusive.
- The composition in accordance with the invention can be, but does not have to be, in the form of a lotion or a gel. It can be applied, for example, by spraying, such as from a pump-dispenser bottle or an aerosol.
- The packaging in aerosol form is especially practical for the user, who obtains fairly homogeneous distribution of the product without difficulty. However, this type of packaging can have the drawback of giving rise to a release of volatile organic compounds (VOCs) that are harmful to the environment. They originate in particular from the amount of organic solvent used and of propellant gas chosen to manufacture the composition. Thus, the preparation of cosmetic compositions packaged in aerosol form for which the amount of volatile organic compounds expelled is low, is included within the invention and is well within the ordinary skill in the art.
- The quality of the spraying obtained by means of an aerosol device, i.e., essentially the distribution of the droplets in space at the nozzle outlet, can depend greatly on the chemical constitution of the composition used. It is desired to formulate cosmetic compositions which give rise to an optimum quality of spraying.
- Generally, between 7.5 and 70%, inclusive, of the total weight of the composition is comprised of an organic solvent. In certain embodiments, between 10 and 50%, inclusive, of the total weight of the composition is comprised of an organic solvent. In certain embodiments, between 10 and 25%, inclusive, of the total weight of the composition is comprised of an organic solvent.
- In accordance with the invention, the organic solvent can be chosen in particular from the group comprising C1-C4 lower alcohols such as ethanol, isopropanol; acetone; methyl ethyl ketone; methyl acetate; butyl acetate; ethyl acetate; dimethoxyethane; diethoxyethane; and mixtures thereof. In certain embodiments, ethanol is used.
- The composition of the invention generally comprises, in relative proportions by weight relative to the total weight of the composition, between 15 and 85%, inclusive, of a propellant gas. In certain embodiments, the composition comprises between 25 and 60%, inclusive, on a weight-to-weight basis, of a propellant gas. In certain embodiments, the composition comprises between 30 and 50%, inclusive, on a weight-to-weight basis, of a propellant gas.
- In accordance with the invention, a gas which is soluble or insoluble in the composition, such as dimethyl ether, fluoro or non-fluoro hydrocarbons, the usual liquefied gases used in body-treating compositions, or a mixture of these propellant gases can be used as propellant gas. In certain embodiments, dimethyl ether is used.
- The concentrations and the nature of the various components can be chosen so as to reduce the contents of volatile organic compounds (VOCs).
- The compositions in accordance with the invention can moreover contain at least one cosmetic additive. Examples of such additives include, but are not limited to, fatty substances, thickeners, softeners, antifoaming agents, moisturizers, antiperspirants, basifying agents, dyes, pigments, fragrances, preserving agents, surfactants, hydrocarbon-based polymers, additional volatile and non-volatile silicones other than those described above, proteins, and vitamins.
- In particular, it may be advantageous to add fixing polymers to the composition, such as nonionic, anionic, cationic, or amphoteric fixing polymers.
- A better understanding of the invention may be gained with the aid of the non-limiting example which follows and which constitutes an advantageous embodiment of the compositions in accordance with the invention.
- The composition below, for which the percentages are relative percentages by weight, is prepared.
- Lactic acid/ethylene glycol P(MIS-EG)-dimethylolpropanoic acid (DMPA)-isophbrone-diisocyanate polyester polycondensate . . . 4%
- Silicone “Plus” Polymer VS 80 . . . 0.2%
- Aminomethylpropanol . . . qs neutralization
- Ethanol . . . 15%
- Dimethyl ether . . . 35%
- Demineralized water . . . qs . . . 100%
Claims (35)
1. A hair composition comprising, in a cosmetically acceptable medium, in relative proportions by weight relative to the total weight of the composition,
(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,
(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.
2. The composition according to claim 1 , wherein the polycondensate is formed by an arrangement of blocks obtained using:
(1) at least one compound which contains at least two active hydrogen atoms per molecule;
(2) at least one diol containing at least one functional group chosen from acid radicals and salts thereof; and
(3) at least one isocyanate chosen from di- and polyisocyanates.
3. The composition according to claim 2 , wherein said at least one compound (1) is chosen from diols, diamines, polyesterols, and polyetherols.
4. The composition according to claim 2 , wherein said at least one diol (2) is a 2,2-hydroxymethylcarboxylic acid.
5. The composition according to claim 2 , wherein said at least one isocyanate (3) is chosen from hexamethylene diisocyanate, isophorone diisocyanate, toluylene diisocyanate, diphenylmethane 4,4′-diisocyanate, dicyclohexylmethane 4,4′-diisocyanate, methylenebis(p-phenyl) diisocyanate, methylenebis(4-cyclohexyl isocyanate), isophorone diisocvanate, toluene diisocyanate, 1,5-naphthalene diisocyanate, 4,4′-diphenylmethane diisocyanate, 2,2′-dimethyl-4,4′-diphenylmethane diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, mixtures of 2,4- and 2,6-toluene diisocyanate, 2,2′-dichloro-4,4′-diisocyanatodiphenylmethane, 2,4-dibromo-1,5-diisocyanatonaphthalene, butane 1,4-diisocyanate, 1,6-hexane diisocyanate, and 1,4-cyclohexane diisocyanate.
6. The composition according to claim 2 , wherein the polycondensate is formed from at least one additional compound having a silicone skeleton.
7. The composition according to claim 6 , wherein the at least one additional compound having a silicone skeleton is chosen from polysiloxanes, polyalkylsiloxanes, and polyarylsiloxanes, and wherein said polysiloxanes, polyalkylsiloxanes, and polyarylsiloxanes optionally contain hydrocarbon-based chains grafted onto at least one silicon atom.
8. The composition according to claim 7 , wherein the polyalkylsiloxane is chosen from polyethylsiloxanes or polymethylsiloxanes, and the polyarylsiloxane is chosen from polyphenyisiloxanes.
9. The composition according to claim 1 , wherein said at least one sequence chosen from polyurethanes and polyureas has a repeating base unit corresponding to the formula (I′):
—X′—B—X′—CO—NH—R—NH—CO— (I′)
in which:
X′ is chosen from O and NH,
B is a divalent hydrocarbon-based radical, this radical being substituted or unsubstituted, and
R is a divalent substituted or unsubstituted radical chosen from aromatic alkylene radicals, C1 to C20 aliphatic radicals, and C1 to C20 cycloaliphatic radicals.
10. The composition according to claim 9 , wherein B is a C1 to C30 divalent hydrocarbon-based radical.
11. The composition according to claim 9 , wherein radical R is chosen from hexamethylene, 4,4′-biphenylenemethane, 2,4-tolylene, 2,6-tolylene, 1,5-naphthylene, p-phenylene and methylene-4,4-bis-cyclohexyl radicals, and divalent radicals derived from isophorone.
12. The composition according to claim 1 , wherein the polycondensate has a repeating base unit corresponding to formula (II′):
—X′—P—X′—CO—NH—R—NH—CO— (II′)
in which:
P is a polysiloxane segment,
X′ is chosen from O and NH, and
R is chosen from divalent substituted and unsubstituted radicals chosen from aromatic alkylene radicals, C1 to C20 aliphatic radicals, and C1 to C20 cycloaliphatic radicals.
13. The composition according to claim 1 , wherein the silicone compound is an organopolysiloxane comprising at least one unit corresponding to formula (I):
in which:
R1 and R3 independently are chosen from linear and branched alkylene radicals having from 2 to 20 carbon atoms;
R2 is chosen from linear and branched alkylene radicals having from 1 to 50 carbon atoms and optionally comprising a hydroxyl group;
a represents 0 or 1;
b is a number ranging from 0 to 200; and
M is chosen from hydrogen, alkali metals, alkaline-earth metals, NH4, and quaternary ammonium groups.
14. The composition according to claim 13 , wherein the quaternary ammonium group is chosen from mono-, di-, tri- and tetra(C1-C4 alkyl)-ammonium groups.
15. The composition according to claim 1 , wherein the silicone compound comprises a main chain corresponding to the formula (≡Si—O—)n onto which is grafted, inside the chain as well as, optionally, on at least one of its ends, at least one hydrocarbon-based group comprising at least one carboxylic functional group.
16. The composition according to claim 15 , wherein the silicone compound comprises the unit (IX):
in which G1 is chosen from hydrogen, C1-C10 alkyl radicals, and phenyl radicals; G2 is chosen from C1-C10 alkylene groups; G3 is chosen from anionic polymer residues resulting from the (homo)polymerization of at least one anionic monomer containing ethylenic unsaturation; n is equal to 0 or 1; a is an integer which is between 1 and 50, inclusive; and b is an integer which is between 10 and 350, inclusive.
17. The composition according to claim 1 , wherein the silicone compound comprises at least one unit of formula (IV):
ZRaSiO(3-a)/2 (IV)
in which Z is a radical corresponding to formula (V):
in which:
W, R2, and R4, which may be identical or different, are chosen from a covalent bond and linear and branched alkylene radicals having from 1 to 6 carbon atoms which can comprise a hydroxyl group,
R3 is chosen from a hydrogen atom and linear and branched C1-C6 alkyl radicals,
X and X′, which may be identical or different, are chosen from the radicals OM, NR5R6, and OR7,
M is chosen from a hydrogen atom; alkali metals; NH4 +; ammonium groups containing a residue chosen from the group comprising basic amino acids; and amino alcohols,
R5 and R6, which may be identical or different, are chosen from the group comprising hydrogen and linear and branched C1-C6 alkyls, or alternatively R5 and R6 can together form a 5- or 6-membered heterocycle,
R7 is chosen from linear and branched C1-C30 alkyl radicals, and
at least one of the groups X and X′ denotes OM,
wherein a is an integer equal to 0, 1 or 2.
18. The composition according to claim 17 , wherein the radicals R of formula (IV), which may be identical or different, are chosen from C1 to C10 alkyl radicals, C1 to C10 fluoroalkyl radicals, and C6 to C12 aryl radicals.
19. The composition according to claim 1 , wherein the relative proportion by weight of said at least one silicone is between 0.01 and 10%, inclusive.
20. The composition according to claim 1 , wherein the relative proportion by weight of said at least one silicone is between 0.05 and 5%, inclusive.
21. The composition according to claim 1 , comprising between 1 and 15%, inclusive, of said polycondensate, by weight of the total weight of the composition.
22. The composition according to claim 21 , comprising between 2 and 8%, inclusive, of said polycondensate, by weight of the total weight of the composition.
23. A pump-dispenser bottle or an aerosol device comprising, in a cosmetically acceptable medium, in relative proportions by weight relative to the total weight of the composition,
(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,
(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.
24. The composition according to claim 1 , further comprising:
(i) an organic solvent in a relative concentration by weight of between 7.5 and 70%, inclusive, and
(ii) a propellant gas in a relative concentration by weight of between 15 and 85%, inclusive.
25. The composition according to claim 24 , comprising between 10 and 50%, inclusive, of organic solvent.
26. The composition according to claim 24 , comprising between 10 and 25%, inclusive, of organic solvent.
27. The composition according to claim 24 , comprising between 25 and 60%, inclusive, of propellant gas.
28. The composition according to claim 24 , comprising between 30 and 50%, inclusive, of propellant gas.
29. A composition comprising:
a) Lactic acid/ethylene glycol P(MIS-EG)-dimethylolpropanoic acid (DMPA)-isophorone-diisocyanate polyester polycondensate;
b) a polydimethylsiloxane onto which is grafted, via a thiopropylene connecting chain, mixed polymer units of poly(meth)acrylic acid and polybutyl (meth)acrylate ester;
c) Aminomethyipropanol;
d) Ethanol;
e) Dimethyl ether; and
f) Demineralized water.
30. The composition according to claim 29 , comprising:
a) 4%, by weight, lactic acid/ethylene glycol P(MIS-EG)-dimethylolpropanoic acid (DMPA)-isophorone-diisocyanate polyester polycondensate;
b) 0.2%, by weight, polydimethylsiloxane onto which is grafted, via a thiopropylene connecting chain, mixed polymer units of poly(meth)acrylic acid and polybutyl (meth)acrylate ester;
c) a sufficient amount of aminomethylpropanol to adjust the composition to a neutral pH;
d) 15%, by weight, ethanol;
e) 35%, by weight, dimethyl ether; and
f) a sufficient amount of demineralized water to adjust the total weight to 100%.
31. An aerosol device comprising a container containing the composition according to claim 24 , and a means for distributing the composition.
32. The composition according to claim 1 , further comprising at least one cosmetic additive chosen from fatty substances, thickeners, softeners, anti-foaming agents, moisturizers, antiperspirants, basifying agents, dyes, pigments, fragrances, preserving agents, surfactants, hydrocarbon-based polymers, additional volatile and non-volatile silicones, proteins, and vitamins.
33. The composition according to claim 1 , containing at least one fixing polymer chosen from nonionic, cationic, anionic, and amphoteric fixing polymers.
34. A process for shaping or maintaining a hairstyle, said process comprising applying to hair a composition comprising in a relative proportion by weight, relative to the total weight of the composition:
(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,
(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.
35. A process for manufacturing at least one hair care product for maintaining or shaping a hairstyle, said process comprising including in said hair product a composition comprising in a relative proportion by weight, relative to the total weight of the composition:
(a) from 0.1 to 20%, inclusive, of a polycondensate comprising at least one sequence chosen from polyurethanes and polyureas,
(b) from 0.01 to 20%, inclusive, of at least one silicone chosen from partially and totally neutralized silicone compounds comprising at least one carboxylic functional group and salts thereof.
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FR9810781 | 1998-08-27 | ||
US09/385,003 US6569407B1 (en) | 1998-08-27 | 1999-08-27 | Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function |
US10/419,920 US20030206871A1 (en) | 1998-08-27 | 2003-04-22 | Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function |
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US10/419,920 Abandoned US20030206871A1 (en) | 1998-08-27 | 2003-04-22 | Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function |
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EP (1) | EP1049445B1 (en) |
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040071646A1 (en) * | 2000-12-22 | 2004-04-15 | Francoise Pataut | Aerosol device containing a polyurethane and/or polyurea and a fixing polymer |
US20040241104A1 (en) * | 2003-03-11 | 2004-12-02 | L'oreal | Aerosol device comprising a cosmetic composition comprising at least one polyurethane and at least one propellant comprising dimethyl ether and at least one C3-C5 hydrocarbon |
US20090041683A1 (en) * | 2007-08-07 | 2009-02-12 | Kpss-Kao Professional Salon Services Gmbh | Hair styling composition |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2782635B1 (en) * | 1998-08-27 | 2001-09-14 | Oreal | AEROSOL DEVICE CONTAINING A POLYCONDENSATE COMPRISING AT LEAST ONE POLYURETHANE AND / OR POLYUREA PATTERN |
FR2782636B1 (en) * | 1998-08-27 | 2001-09-14 | Oreal | COMPOSITIONS CONTAINING A POLYCONDENSATE COMPRISING AT LEAST ONE POLYURETHANE AND / OR POLYUREA PATTERN AND A SILICONE COMPRISING AT LEAST ONE CARBOXYL FUNCTION |
JP2001048733A (en) * | 1999-08-10 | 2001-02-20 | Nippon Nsc Ltd | Cosmetics |
US6737069B1 (en) | 1999-08-10 | 2004-05-18 | National Starch And Chemical Investment Holding Corporation | Cosmetic compositions containing amphoteric polyurethanes |
JP4104791B2 (en) * | 1999-08-10 | 2008-06-18 | 日本エヌエスシー株式会社 | Cosmetics |
US6520186B2 (en) | 2001-01-26 | 2003-02-18 | L'oreal | Reshapable hair styling composition comprising silicon-containing polycondensates |
FR2831437B1 (en) * | 2001-10-26 | 2004-02-06 | Oreal | COSMETIC HAIR TREATMENT COMPOSITION COMPRISING A NON-ASSOCIATIVE FIXING POLYURETHANE AND ANIONIC OR NON-IONIC ASSOCIATIVE POLYURETHANE, AND COSMETIC TREATMENT METHOD |
DE102007038455A1 (en) * | 2007-08-14 | 2009-02-19 | Henkel Ag & Co. Kgaa | Use of e.g. polycarbonate-, polyurethane- and/or polyurea-polyorganosiloxane compounds, having carbonyl structural element, to improve the primary detergency of detergents to wash textiles against oil- and/or fat containing stains |
JP5555624B2 (en) * | 2007-07-03 | 2014-07-23 | ユニリーバー・ナームローゼ・ベンノートシヤープ | Hair styling composition |
CN103834034B (en) * | 2014-02-19 | 2017-02-08 | 湖北大学 | Polyureas copolymer with main chain containing siloxane composition unit and preparation method thereof |
FR3046074B1 (en) * | 2015-12-23 | 2020-03-06 | L'oreal | PROCESS FOR THE TREATMENT OF HAIR USING AQUEOUS DISPERSIONS OF SPECIAL POLYMERS AND HEAT |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5626840A (en) * | 1993-04-06 | 1997-05-06 | National Starch And Chemical Investment Holding Corporation | Use of polyurethanes with carboxylate functionality for hair fixative applications |
US6132707A (en) * | 1995-09-29 | 2000-10-17 | L'oreal | Topical composition containing a silicone polymer with a polysiloxane backbone having non-silicone grafts and a fatty-chain amphiphilic polymer |
US6166093A (en) * | 1995-06-27 | 2000-12-26 | L'oreal | Cosmetic or dermatological compositions of polyurethane and/or polyurea block polycondensation products containing silicone grafts and their use |
US6335003B1 (en) * | 1992-12-07 | 2002-01-01 | Basf Aktiengesellschaft | Use of cationic polyurethanes and polyureas as ingredients of cosmetic preparations |
US6569407B1 (en) * | 1998-08-27 | 2003-05-27 | L'oreal S.A. | Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function |
US6592854B1 (en) * | 1996-11-12 | 2003-07-15 | L'Oréal S. A. | Cosmetic composition containing an anionic or nonionic polymer and a carboxylic silicon |
US6767532B2 (en) * | 1995-05-12 | 2004-07-27 | L'oréal | Composition in the form of an aerosol mousse based on polyurethane and anionic polymer |
Family Cites Families (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3800629A1 (en) | 1988-01-12 | 1989-07-20 | Basf Ag | METHOD FOR HYDROPHOBIZING LEATHER, FURS AND LEATHER REPLACEMENT MATERIALS |
DE4137661A1 (en) | 1991-11-15 | 1993-05-19 | Basf Ag | AQUEOUS POLYURETHANE DISPERSION |
EP0639969B1 (en) | 1992-05-12 | 1996-06-26 | Minnesota Mining And Manufacturing Company | Polymers in cosmetics and personal care products |
EP0582152B1 (en) | 1992-07-28 | 2003-04-16 | Mitsubishi Chemical Corporation | A hair cosmetic composition |
DE4225045A1 (en) | 1992-07-29 | 1994-02-03 | Basf Ag | Use of water-soluble or water-dispersible polyurethanes as auxiliaries in cosmetic and pharmaceutical preparations and polyurethanes which contain copolymerized polylactic acid polyols |
DE69401230T3 (en) | 1993-04-06 | 2006-02-16 | National Starch And Chemical Investment Holding Corp., Wilmington | Use of polyurethanes containing carboxyl functional group for hair fixation |
FR2708199B1 (en) | 1993-07-28 | 1995-09-01 | Oreal | New cosmetic compositions and uses. |
FR2708615B1 (en) | 1993-08-04 | 1995-09-15 | Oreal | New polyester-polyurethanes, their preparation process, pseudo-latex made from said polyester-polyurethanes and their use in cosmetic compositions. |
FR2711059B1 (en) | 1993-10-15 | 1996-02-02 | Oreal | Cosmetic composition in the form of an aqueous nail varnish, colored or colorless, containing as a film-forming substance particles of anionic polyester-polyurethane in the dispersed state. |
DE4338849A1 (en) | 1993-11-13 | 1995-05-18 | Gerd Dipl Ing Zollner | Poster panel for large scale advertisement |
DE4438846A1 (en) | 1994-11-02 | 1996-05-09 | Henkel Kgaa | Hair treatment products |
DE4438849A1 (en) | 1994-11-02 | 1996-05-09 | Henkel Kgaa | Hair fixative |
FR2736262B1 (en) | 1995-07-07 | 1997-09-26 | Oreal | DETERGENT COSMETIC COMPOSITIONS FOR HAIR USE AND THE USE THEREOF |
EP0861064B1 (en) | 1995-10-27 | 2003-03-26 | The Procter & Gamble Company | Hair styling compositions containing non-silicone and silicone grafted polymers and low level of a volatile hydrocarbon solvent |
US6365697B1 (en) * | 1995-11-06 | 2002-04-02 | Basf Aktiengesellschaft | Water-soluble or water-dispersible polyurethanes with terminal acid groups, the production and the use thereof |
FR2743297B1 (en) | 1996-01-05 | 1998-03-13 | Oreal | COSMETIC COMPOSITION BASED ON MULTISEQUENCE IONIZABLE POLYCONDENSATES POLYSILOXANE / POLYURETHANE AND / OR POLYUREE IN SOLUTION AND USE |
FR2749568B1 (en) | 1996-06-10 | 1998-08-07 | Oreal | LIQUID PRODUCT DISPENSER WITH FILM-FORMING POLYMER IN THE FORM OF FINE DROPS |
US6113881A (en) * | 1996-09-20 | 2000-09-05 | Helene Curtis, Inc. | Hair styling mousse compositions comprising carboxylated polyurethane resins |
US6132704A (en) | 1996-09-20 | 2000-10-17 | Helene Curtis, Inc. | Hair styling gels |
-
1998
- 1998-08-27 FR FR9810781A patent/FR2782636B1/en not_active Expired - Fee Related
-
1999
- 1999-08-16 PT PT99936738T patent/PT1049445E/en unknown
- 1999-08-16 PL PL99340340A patent/PL340340A1/en not_active Application Discontinuation
- 1999-08-16 BR BR9906740-4A patent/BR9906740A/en not_active Application Discontinuation
- 1999-08-16 AU AU51729/99A patent/AU739162B2/en not_active Ceased
- 1999-08-16 ES ES99936738T patent/ES2244205T3/en not_active Expired - Lifetime
- 1999-08-16 DE DE69924829T patent/DE69924829T2/en not_active Expired - Lifetime
- 1999-08-16 HU HU0004442A patent/HUP0004442A3/en unknown
- 1999-08-16 JP JP2000567177A patent/JP2002523440A/en not_active Withdrawn
- 1999-08-16 EP EP99936738A patent/EP1049445B1/en not_active Expired - Lifetime
- 1999-08-16 WO PCT/FR1999/001993 patent/WO2000012056A1/en not_active Application Discontinuation
- 1999-08-16 RU RU2000113210/14A patent/RU2201197C2/en not_active IP Right Cessation
- 1999-08-16 CN CNB998014818A patent/CN100482201C/en not_active Expired - Fee Related
- 1999-08-16 AT AT99936738T patent/ATE293427T1/en active
- 1999-08-16 CA CA002309299A patent/CA2309299C/en not_active Expired - Fee Related
- 1999-08-16 KR KR1020007004516A patent/KR20010086209A/en not_active Application Discontinuation
- 1999-08-26 AR ARP990104262A patent/AR036973A1/en unknown
- 1999-08-27 US US09/385,003 patent/US6569407B1/en not_active Expired - Lifetime
-
2000
- 2000-04-25 ZA ZA200002032A patent/ZA200002032B/en unknown
-
2003
- 2003-04-22 US US10/419,920 patent/US20030206871A1/en not_active Abandoned
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6335003B1 (en) * | 1992-12-07 | 2002-01-01 | Basf Aktiengesellschaft | Use of cationic polyurethanes and polyureas as ingredients of cosmetic preparations |
US5626840A (en) * | 1993-04-06 | 1997-05-06 | National Starch And Chemical Investment Holding Corporation | Use of polyurethanes with carboxylate functionality for hair fixative applications |
US6767532B2 (en) * | 1995-05-12 | 2004-07-27 | L'oréal | Composition in the form of an aerosol mousse based on polyurethane and anionic polymer |
US6166093A (en) * | 1995-06-27 | 2000-12-26 | L'oreal | Cosmetic or dermatological compositions of polyurethane and/or polyurea block polycondensation products containing silicone grafts and their use |
US6132707A (en) * | 1995-09-29 | 2000-10-17 | L'oreal | Topical composition containing a silicone polymer with a polysiloxane backbone having non-silicone grafts and a fatty-chain amphiphilic polymer |
US6592854B1 (en) * | 1996-11-12 | 2003-07-15 | L'Oréal S. A. | Cosmetic composition containing an anionic or nonionic polymer and a carboxylic silicon |
US6569407B1 (en) * | 1998-08-27 | 2003-05-27 | L'oreal S.A. | Compositions containing a polycondensate comprising at least one polyurethane and/or polyurea unit and a silicone comprising at least one carboxylic function |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20040071646A1 (en) * | 2000-12-22 | 2004-04-15 | Francoise Pataut | Aerosol device containing a polyurethane and/or polyurea and a fixing polymer |
US20040241104A1 (en) * | 2003-03-11 | 2004-12-02 | L'oreal | Aerosol device comprising a cosmetic composition comprising at least one polyurethane and at least one propellant comprising dimethyl ether and at least one C3-C5 hydrocarbon |
US20090041683A1 (en) * | 2007-08-07 | 2009-02-12 | Kpss-Kao Professional Salon Services Gmbh | Hair styling composition |
US8048836B2 (en) * | 2007-08-07 | 2011-11-01 | Kpss-Kao Professional Salon Services Gmbh | Hair styling composition comprising an arylated silicone |
Also Published As
Publication number | Publication date |
---|---|
PT1049445E (en) | 2005-08-31 |
CA2309299C (en) | 2007-04-10 |
CN100482201C (en) | 2009-04-29 |
FR2782636B1 (en) | 2001-09-14 |
PL340340A1 (en) | 2001-01-29 |
ATE293427T1 (en) | 2005-05-15 |
EP1049445B1 (en) | 2005-04-20 |
ZA200002032B (en) | 2001-02-28 |
KR20010086209A (en) | 2001-09-10 |
RU2201197C2 (en) | 2003-03-27 |
HUP0004442A2 (en) | 2001-04-28 |
AU739162B2 (en) | 2001-10-04 |
CN1275068A (en) | 2000-11-29 |
CA2309299A1 (en) | 2000-03-09 |
AU5172999A (en) | 2000-03-21 |
AR036973A1 (en) | 2004-10-20 |
DE69924829D1 (en) | 2005-05-25 |
WO2000012056A1 (en) | 2000-03-09 |
EP1049445A1 (en) | 2000-11-08 |
BR9906740A (en) | 2000-08-15 |
ES2244205T3 (en) | 2005-12-01 |
US6569407B1 (en) | 2003-05-27 |
DE69924829T2 (en) | 2006-03-16 |
HUP0004442A3 (en) | 2005-12-28 |
JP2002523440A (en) | 2002-07-30 |
FR2782636A1 (en) | 2000-03-03 |
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Legal Events
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