MXPA99008188A - Aqueous composition comprising a sulphonated polyester and a polyuret - Google Patents
Aqueous composition comprising a sulphonated polyester and a polyuretInfo
- Publication number
- MXPA99008188A MXPA99008188A MXPA/A/1999/008188A MX9908188A MXPA99008188A MX PA99008188 A MXPA99008188 A MX PA99008188A MX 9908188 A MX9908188 A MX 9908188A MX PA99008188 A MXPA99008188 A MX PA99008188A
- Authority
- MX
- Mexico
- Prior art keywords
- units
- formula
- composition
- composition according
- phenylene
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 113
- 229920000728 polyester Polymers 0.000 title description 7
- 229920000642 polymer Polymers 0.000 claims abstract description 57
- 229920001634 Copolyester Polymers 0.000 claims abstract description 26
- 239000000463 material Substances 0.000 claims abstract description 19
- 102000011782 Keratins Human genes 0.000 claims abstract description 18
- 108010076876 Keratins Proteins 0.000 claims abstract description 18
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims abstract description 17
- 239000002537 cosmetic Substances 0.000 claims abstract description 16
- 239000002245 particle Substances 0.000 claims abstract description 12
- 239000008346 aqueous phase Substances 0.000 claims abstract description 10
- 239000000178 monomer Substances 0.000 claims description 33
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 24
- 239000006185 dispersion Substances 0.000 claims description 20
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 14
- 239000002253 acid Substances 0.000 claims description 13
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims description 11
- 239000003349 gelling agent Substances 0.000 claims description 11
- 229920001577 copolymer Polymers 0.000 claims description 10
- 239000000047 product Substances 0.000 claims description 10
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 239000000049 pigment Substances 0.000 claims description 7
- 229920002554 vinyl polymer Polymers 0.000 claims description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 4
- 239000002671 adjuvant Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 239000012752 auxiliary agent Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000001993 wax Substances 0.000 claims description 4
- 210000004400 mucous membrane Anatomy 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 3
- 229920001567 vinyl ester resin Polymers 0.000 claims description 3
- 150000001735 carboxylic acids Chemical class 0.000 claims description 2
- 239000002781 deodorant agent Substances 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 230000003020 moisturizing effect Effects 0.000 claims description 2
- 239000002304 perfume Substances 0.000 claims description 2
- 239000012265 solid product Substances 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 claims description 2
- 238000002560 therapeutic procedure Methods 0.000 claims description 2
- 238000002955 isolation Methods 0.000 claims 1
- 239000003755 preservative agent Substances 0.000 claims 1
- 230000000475 sunscreen effect Effects 0.000 claims 1
- 239000000516 sunscreening agent Substances 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 24
- 150000005690 diesters Chemical class 0.000 description 10
- 238000006068 polycondensation reaction Methods 0.000 description 9
- 238000005809 transesterification reaction Methods 0.000 description 9
- 239000003054 catalyst Substances 0.000 description 8
- 238000005886 esterification reaction Methods 0.000 description 8
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 7
- -1 alkali metal sulphonate Chemical class 0.000 description 7
- 230000032050 esterification Effects 0.000 description 7
- 238000006266 etherification reaction Methods 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 229920000058 polyacrylate Polymers 0.000 description 6
- KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000012035 limiting reagent Substances 0.000 description 5
- 239000010936 titanium Substances 0.000 description 5
- 229910052719 titanium Inorganic materials 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 150000008064 anhydrides Chemical class 0.000 description 4
- KSCFJBIXMNOVSH-UHFFFAOYSA-N dyphylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1N(CC(O)CO)C=N2 KSCFJBIXMNOVSH-UHFFFAOYSA-N 0.000 description 4
- QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
- 125000006353 oxyethylene group Chemical group 0.000 description 4
- 239000000779 smoke Substances 0.000 description 4
- 229910052708 sodium Inorganic materials 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 150000003926 acrylamides Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 150000002009 diols Chemical class 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 239000008247 solid mixture Substances 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 150000004982 aromatic amines Chemical class 0.000 description 2
- 150000007514 bases Chemical class 0.000 description 2
- 230000001276 controlling effect Effects 0.000 description 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 210000000720 eyelash Anatomy 0.000 description 2
- 210000004209 hair Anatomy 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 235000011837 pasties Nutrition 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229920002635 polyurethane Polymers 0.000 description 2
- 239000004814 polyurethane Substances 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000000699 topical effect Effects 0.000 description 2
- 239000000341 volatile oil Substances 0.000 description 2
- 229920002818 (Hydroxyethyl)methacrylate Polymers 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
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- WDQMWEYDKDCEHT-UHFFFAOYSA-N 2-ethylhexyl 2-methylprop-2-enoate Chemical compound CCCCC(CC)COC(=O)C(C)=C WDQMWEYDKDCEHT-UHFFFAOYSA-N 0.000 description 1
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 1
- VHSHLMUCYSAUQU-UHFFFAOYSA-N 2-hydroxypropyl methacrylate Chemical compound CC(O)COC(=O)C(C)=C VHSHLMUCYSAUQU-UHFFFAOYSA-N 0.000 description 1
- GWZMWHWAWHPNHN-UHFFFAOYSA-N 2-hydroxypropyl prop-2-enoate Chemical compound CC(O)COC(=O)C=C GWZMWHWAWHPNHN-UHFFFAOYSA-N 0.000 description 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 1
- 235000011470 Adenanthera pavonina Nutrition 0.000 description 1
- 240000001606 Adenanthera pavonina Species 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 125000000041 C6-C10 aryl group Chemical group 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- MHABMANUFPZXEB-UHFFFAOYSA-N O-demethyl-aloesaponarin I Natural products O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=C(O)C(C(O)=O)=C2C MHABMANUFPZXEB-UHFFFAOYSA-N 0.000 description 1
- 101150034459 Parpbp gene Proteins 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000005210 alkyl ammonium group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 238000003287 bathing Methods 0.000 description 1
- GCTPMLUUWLLESL-UHFFFAOYSA-N benzyl prop-2-enoate Chemical compound C=CC(=O)OCC1=CC=CC=C1 GCTPMLUUWLLESL-UHFFFAOYSA-N 0.000 description 1
- FPCJKVGGYOAWIZ-UHFFFAOYSA-N butan-1-ol;titanium Chemical compound [Ti].CCCCO.CCCCO.CCCCO.CCCCO FPCJKVGGYOAWIZ-UHFFFAOYSA-N 0.000 description 1
- VSGNNIFQASZAOI-UHFFFAOYSA-L calcium acetate Chemical compound [Ca+2].CC([O-])=O.CC([O-])=O VSGNNIFQASZAOI-UHFFFAOYSA-L 0.000 description 1
- 239000001639 calcium acetate Substances 0.000 description 1
- 235000011092 calcium acetate Nutrition 0.000 description 1
- 229960005147 calcium acetate Drugs 0.000 description 1
- AOWKSNWVBZGMTJ-UHFFFAOYSA-N calcium titanate Chemical compound [Ca+2].[O-][Ti]([O-])=O AOWKSNWVBZGMTJ-UHFFFAOYSA-N 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 125000002843 carboxylic acid group Chemical group 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 235000019504 cigarettes Nutrition 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- YCUBDDIKWLELPD-UHFFFAOYSA-N ethenyl 2,2-dimethylpropanoate Chemical compound CC(C)(C)C(=O)OC=C YCUBDDIKWLELPD-UHFFFAOYSA-N 0.000 description 1
- TVFJAZCVMOXQRK-UHFFFAOYSA-N ethenyl 7,7-dimethyloctanoate Chemical compound CC(C)(C)CCCCCC(=O)OC=C TVFJAZCVMOXQRK-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- QQVIHTHCMHWDBS-UHFFFAOYSA-L isophthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC(C([O-])=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-L 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000007788 liquid Substances 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
- 229940071125 manganese acetate Drugs 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 239000011707 mineral Substances 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
- SWPMNMYLORDLJE-UHFFFAOYSA-N n-ethylprop-2-enamide Chemical compound CCNC(=O)C=C SWPMNMYLORDLJE-UHFFFAOYSA-N 0.000 description 1
- XFHJDMUEHUHAJW-UHFFFAOYSA-N n-tert-butylprop-2-enamide Chemical compound CC(C)(C)NC(=O)C=C XFHJDMUEHUHAJW-UHFFFAOYSA-N 0.000 description 1
- 210000000282 nail Anatomy 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- WRAQQYDMVSCOTE-UHFFFAOYSA-N phenyl prop-2-enoate Chemical compound C=CC(=O)OC1=CC=CC=C1 WRAQQYDMVSCOTE-UHFFFAOYSA-N 0.000 description 1
- 229920006149 polyester-amide block copolymer Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920005862 polyol Polymers 0.000 description 1
- 150000003077 polyols Chemical class 0.000 description 1
- 235000007686 potassium Nutrition 0.000 description 1
- 238000003822 preparative gas chromatography Methods 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000010517 secondary reaction Methods 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 230000037072 sun protection Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 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
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012795 verification Methods 0.000 description 1
- KOZCZZVUFDCZGG-UHFFFAOYSA-N vinyl benzoate Chemical compound C=COC(=O)C1=CC=CC=C1 KOZCZZVUFDCZGG-UHFFFAOYSA-N 0.000 description 1
- 239000004246 zinc acetate Substances 0.000 description 1
- 229960000314 zinc acetate Drugs 0.000 description 1
Abstract
The subject of the invention is a cosmetic or dermatological composition comprising, in an aqueous phase: i) a hydrosoluble or water-dispersible terephthalic copolyester oligomer comprising essentially repeating dicarboxylate units of formula (I): [- CO-A-CO-O- ( CH2-CH2O) n-] in which A represents a 1,4-phenylene, 1,3-sulfophenylene group, n ranges from 1 to 4, with at least 35% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,3-sulfophenylene group, the molecular weight by weight of said copolyester oligomer being below 20,000, ii) at least one polymeric film-forming system containing dispersed radical polymer particles in the aqueous phase. This composition is intended for the makeup of keratin materials
Description
AQUEOUS COMPOSITION COMPRISING A SULPHONATED POLYESTER AND POLYURETHANE
Field of the Invention The present invention relates to a new, particularly topical, smoke composition, comprising a particular hydrophilic gelling agent of the suifed polyester type and a fumaric radical polymer, intended in particular for the cosmetic and / or dermatological fields. The invention also relates to the use of this composition for the make-up or the cosmetic treatment of the keratin materials of the human being such as the skin, nails, eyelashes, eyebrows, hair, or mucous membranes such as the lips. This composition may be in the form of a gel, a paste or a molten product, in particular a bar.
BACKGROUND OF THE INVENTION Make-up or treatment products of the skin or of the lips such as background or red lip make-ups generally contain fatty phases such as waxes and eff .; 31106 oils, pigments and / or fillers and, optionally, additives such as cosmetic or dermatological active agents. They may contain gelling agents that make it possible to obtain the desired consistency for the composition according to its application.
BRIEF DESCRIPTION OF THE INVENTION These compositions, when applied to the skin or lips, have the drawback of transferring, that is to say deposited at least in part, "leaving marks, on some supports with which they can be put in contact, and particularly a glass, a cup, a cigarette, a garment or the skin.It happens a mediocre persistence of the applied film, which needs to renew regularly the application of the composition 'of background makeup or of red lips. of these unacceptable markings on blouse collars can deter some women from using this type of makeup It is known from patent application EP-A-602905 to associate volatile oils with waxes to obtain products having improved non-transfer properties However, these products slip in their application on keratin materials, such as the lips, making their application It is difficult to control. In addition, these products leave an impression of tightness during and after their application on the lips. On the other hand, the compositions after application to the skin or lips may be removed on contact with water, particularly during bathing or with contact with rain or tears. It is therefore desirable to have compositions that have good remanence properties to water.
Description of the invention The purpose of the present invention is to propose a new aqueous smoke composition which does not have the aforementioned drawbacks and which have particularly properties of no total transfer, of remanence to water, of absence of tightness during and after the application on the keratin materials and easy to apply.
The inventors have discovered that such a composition could be obtained by using a particular hydrophilic gelling agent of the sulfonated polyester type and a polymeric system containing a radical polymer. A composition is then obtained which leaves after application a film which exhibits a good performance, does not transfer anything, and is resistant to water. The film is particularly bright, non-adhesive and comfortable (without tightness) during and after application of the composition on keratin materials. The film also produces a feeling of freshness and is easy to remove make-up with the make-up removers commonly used. In addition, the composition is less slippery than the non-transfer products containing volatile oils, thus facilitating its application on keratin materials. The present invention has puffs for the purpose of a novel smoke composition comprising, in an aqueous phase, a hydrophilic gelling agent of sulfonated type., characterized in that the hydrophilic gelling agent is a hydrosoluble or water dispersible terephthalic copolyester oiigomer and in that the composition also comprises a polymeric system containing radicary polymer particles dispersed in the aqueous phase, a) The terephthalic copolyester ether: The gelling agents Particularly used according to the invention are water-soluble or water-dispersible terephthalic copolymer terephthalic oligomers comprising essentially repeating dicarboxylate units of formula (I):
[-CO-A-CO-O- (CH2-CH20) "-] (I)
wherein - A represents a group 1, phenylene, 1,3-sulphonophenium and optionally 1,3-phenylene, n ranges from 1 to 4, with at least 35% by mole of the said units of formula (I) ) units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the said units of formula (I) units of formula (I) for wherein A represents a 1,3-sulfophenylene group, the molecular mass by weight of the said oligomers being less than 20,000, preferably less than 15,000. Preferably, at least 40% by moles, and more preferably between 40 and 90% by mole of the units of formula (I) are units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1. Preferably, at least 10% by moles , more preferably between 10% and 25% by mole of the units of formula (I) are units of formula (I) for which A represents a group 1, 3-su loffeniieno. The ends of the chains of the indicated copolymer oligomers may be similar or different and be represented essentially by the groups of the formula (I r):
• CO-A-CO-O- (CH2-CH20) n- d ')
where A and n are as defined above. The indicated oligomers can also have groups of formulas -A-CO-OH -A-CO-OR at the ends of the chain and in smaller amounts.
formulas in which A is as defined above and R represents an alkyl of C? -C4. When A represents a 1,2-sulfophenyl group, it is more particularly an alkali metal sulphonate, in particular sodium or potassium sulfonate, or an ammonium sulfonate or mono-, di-, tri- or tetra-aicylammonium sulfonate. lower. By lower alkylammonium is meant preferably an ammonium from which the alkyl radicals are lower aikyl, preferably C? -C6. Preferably, it is a sodium sulfonate, the copolyether oligomer may optionally comprise up to 20% by mole, preferably from 0.5 to 5% by mole of units of formula (I) for which A represents a 1,3-phenylene group According to a preferred embodiment of the invention, the copolyester oligomer indicated above has a molecular weight by weight ranging from 5,000 to 14,000, and more preferably between 8,000 and 10,000. Molecular masses by weight are measured by gel permeation chromatography in dimethylacetamide containing 10"2 N LiBr, a
100 ° C. The results are expressed in polystyrene equivalents. The said copolymer oligomers can be obtained by the usual methods of preparing the polyesters by melt route, via solvent or via the interface, processes that produce diacid and di-esterification reactions and polycondensation. of transesterification of diesters and diols and polycondensation. of autocondensation of hydroxy acids. of Schotten-Baumann for the realization of dioids and acid chlorides and polycondensation. of polymerization of lactones controlling the minimum content of units of formula (I) for which A represents a group
1,4-phenylene and n equals 1, similar to the initial stoichiometric ratios of the different monomers and to the control of secondary reactions. A particularly interesting mode of preparation is that of transesterification / polycondensation and / or esterification / polycondensation via melting with ia. help of a transesterification catalyst and / or verification. The control of the structure is obtained by controlling the minimum content of units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, similar by the initial tequiometrical ratios of the different monomers diacids and / or diols and diol and by the use of a limiting agent of erification, limiting agent which may be a basic compound such as aliphatic or aromatic amines or an alkaline earth metal hydroxide or acetate. The control of the molecular mass is obtained in a manner known to the person skilled in the art, by means of the appropriate compromise between pressure, temperature and time.
The terephthalic copolyester oligomers used according to the invention can be prepared by esterification and / or transesterification / polycondensation of a monomer composition based on: - anhydride or diester terephthalic acid (Tp)
- of acid-anhydride or diester suifisophthalide (SIp) "- optionally of acid, anhydride or isophthalic diester (Ip) - and of etiiengiicol (EG) according to relative quantities corresponding to * a molar ratio (Slp) / [(Tp) + (Slp) + (lp)] of at least 7/100, preferably of at least 10/100, very particularly of 10/100 to 25/100 * a molar ratio (ip) / [(Tp) + (Slp ) + (ip)] of 20/100 maximum, preferably 5/100 maximum. * a molar ratio (EG) / [('i'p) + (Slp) + (lp)] of 2/1 to 3/1 in the presence of an esterification and / or transesterification catalyst and an etherification limiter.
The terephthalic monomer (Tp) is preferably used in the form of a lower distether (diacrylate diester of C? ~ C4), preferably dimethyl. The suifisophthalic monomer (SIp) is preferably used in the form of an alkali metal (mainly sodium) suifonate of lower distether (C?-C 4 alkyl), preferably methyl. Particular mention may be made of dimethyl sodium-5-oxysulfonyl isophthalate. The optional isophthalic monomer (I) is preferably used in the form of isophthalic acid. When all the "diacid" monomers are used in the form of a diester, the operation of transeserification (exchange) between these "diacid" monomers and the ethylene glycol is carried out at a temperature greater than or equal to 130 ° C, preferably of the order from 140 to 220 ° C and very particularly in the order of 180 to 220 ° C; at this temperature the methanol (preferred case of the methyl disters) formed is removed from the reaction medium preferably by distillation. This exchange operation is carried out in the presence of a metal ransterification catalyst and an etherification limiter. The said catalyst is preferably a metal carboxylate, such as manganese acetate, zinc acetate, cobalt acetate or calcium acetate, or an organic or mineral titanate, such as butyl titanate, titanate 2, 2 ', 2"-nitrile triethium (or titanium aminotrietanoate which also plays the role of etherification limiter) or calcium titanate.The preferred catalysts are organic titanates, they are used in quantities of the order of at least 0.001 % by weight expressing in titanium, preferably of the order of 0.002% to 0.02% by weight of titanium relative to the weight of reactants present The etherification limiting agent can be a basic compound such as aliphatic or aromatic amines (t rietanoiamina, guanidina carbonate, dime ilanilina, naft ilamina ...) or a hydroxide or acetate of alkaline or alkaline earth metals (sodium acetate, potassium, sodium benzoate ...). It is generally used in a ca nity of the order of 0.001% to 0.05% in relation to the weight of reagents present.
The duration of the exchange operation is from 1 to 4 hours; it is generally of the order of 2 to 3 hours. When more than 90% of the theoretical amount of methanol has been distilled, the excess polymer is removed by bringing the temperature of the reaction medium to 230 ° C. The polycondensation operation is preferably carried out at a temperature of the order of 230 to 280 ° C, preferably of the order of 240 to 260 ° C, in another reactor previously brought to this temperature and progressively placed under vacuum to a pressure that can reach up to lOPa; a pressure reduction of up to approximately 10 millibars lasts in the order of 40 minutes. The polycondensation operation is uprooted with removal of poiiol molecules, this operation is stopped when the torque of the agitation shaft indicates a value equivalent to approximately 0.5 to 5 meters. ne ton for a temperature of 250 ° C of the reaction mass and a stirring speed of 80 revolutions / minute of an anchor mobile in a 7.5 liter reactor. The vacuum is then broken with nitrogen, and the polymer is poured into an ingot mold; after cooling, the polymer shreds. When one of the "diacid" monomers is present in the form of a diacid or anhydride and the others are in the form of a diester (s), the indicated copolyester oligomers are obtained by first performing a transesterification operation of the diester monomers with ethylene glycol under the conditions described above, followed by an esterification operation in the medium of diacid or anhydride monomers with ethylene glycol, then polycondensation under the conditions described above, distributing the total amount of ethylene glycol between the two operations (transesification and esterification) . If necessary, the esterification operation is carried out by adding to the reaction medium resulting from the transesterification operation, the monomer in diacid or anhydride form and ethylene glycol previously suspended, at a temperature corresponding to the end of the year. exchange temperature; the introduction time is of the order of 1 hour.
This esterification operation is carried out at a temperature of the order of 230 to 280 ° C, preferably of the order of 250 to 260 ° C, in the presence of a catalyst of the same type as that of transesterification and of a limiting agent of etherification. The operation is carried out in the presence of the same types of catalyst and etherification limiter as those used during the transesterification operation, and this in the same proportions. The reaction is carried out with the elimination of water which is transferred from the reactor at the same time as excess polyol. This type of preparation process is described pari cally in patent application WO 95/32997. The terephthalic copolyester ether oligomer can be present in the composition according to the invention in a content ranging from 0.5% to 40% by weight, based on the total weight of the composition. Depending on the shape sought, gelled, pasty or solid, different amounts of particular gellant will be used. For a solid composition, preferably from 10 to 40% by weight of particular gelling agent, more preferably from 15 to 30% by weight, will be used. For a gelled or pasty composition, preferably from 0.5 to 10% by weight of particular gellant, more preferably from 2 to 5% by weight, will be used. b) The polymeric system The polymeric system containing the radical polymer in aqueous dispersion present in the composition according to the invention, should only lead to the formation of a film with a hardness ranging between 5 and 90 seconds, preferably between 15 and 60 seconds. , and better between 20 and 60 so that the composition according to the invention leads to a film which at the same time has properties without transfer and resistance to water. The hardness of the polymer film was measured on a film obtained after drying, for 24 hours at 30 ° C and at 50% relative humidity, with a layer of 300 μm thickness
(before drying) an aqueous dispersion at 28% dry matter of the said radicary polymer particles. The hardness of the film was measured according to the ASTM D-43-66 standard, or the norm NF-T 30-016 (October 1981), with the help of a pendulum from Persoz. It is observed that the polymeric systems containing the radical polymer in aqueous dispersion whose film has a hardness ranging between 20 and 60 seconds, as defined above, are particularly suitable when the composition is presented in solid form, particularly when the content in The terephthalic copolyester oligomer ranges from 10 to 40% by weight, based on the total weight of the composition. Indeed, these polymeric systems allow obtaining a composition in solid form, for example in the form of a bar or a cup, without decreasing the hardness of the bar or of the cup in relation to a similar solid composition that only contains the terephthalic copolyester ether oligomer . The solid composition according to the invention also allows, after its application, the formation of a film on the keratin materials having good non-transference and water resistance properties. The term "fumaric fumaric system" means a system comprising a polymer that leads to the formation of a separable film.
By radicary polymer is meant a polymer obtained by polymerization of particularly ethylenic unsaturation monomers, each monomer being susceptible to homopoxymerization (as opposed to polycondensates). The radical type polymers can be particularly polymers, or copolymers, vinyl, particularly acrylic polymers. The vinyl polymers can result from the polymerization of ethylenically unsaturated monomers having at least one acid group and / or esters of these acid monomers and / or amides of these acidic monomers. Ionic radical polymers are preferably used, ie monomers having at least one acid group monomer. As an acid group carrier monomer, unsaturated carboxylic acids α, β-and il -elic acids such as acrylic acid, methacrylic acid, crotonic acid, maleic acid, itaconic acid can be used. Preference is given to using (meth) acrylic acid. The acid monomer esters are advantageously chosen from the esters of (meth) acrylic acid (also called io (meth) acrylates), particularly alkyl (meth) acrylates, in particular C.sub.2 -C.sub.2 alkyl, preferably C. Cs, (meth) aryl acrylates, in particular C6-C10 aryl, hydroxyalkyl (meth) acrylates, in particular C2-C6 hydroxyalkylene. Among the alkyl acrylates, mention may be made of methyl methacrylate, ethyl methacrylate, butyl methacrylate, isobutyl methacrylate, 2-ethylhexyl methacrylate, and lauryl methacrylate. Among the hydroxyalkyl (meth) acrylates, mention may be made of hydroxyethyl acrylate, 2-hydroxypropyl acrylate, hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate. Among the aryl acrylates, there may be mentioned benzyl acrylate and phenyl acrylate. Particularly preferred (meth) acrylic acid esters are alkyl (meth) acrylates. According to the present invention, the alkyl group of the esters can be either fluorinated, or perfumed, that is to say that a part or all of the hydrogen atoms of the alkyl group are replaced by fluorine atoms. As amides of the acidic monomers, mention may be made, for ele, of the (meth) acrylamides, and particularly the N-alkyl (meth) acrylamides, in particular of C2-C12 alkyl. Among the N-alky (meth) acrylamides, mention may be made of N-ethyl acrylamine, N-t-butyl acrylamide and N-t-octyl acrylamide. The vinyl polymers can also result from the homopolymerization or from the copolymerization of monomers selected from the vinyl esters and the styrenic monomers. In particular, these monomers may be introduced with acid monomers and / or their esters and / or their amides, such as those mentioned above. As an ele of vinyl esters, mention may be made of vinyol acetate, vinyl neodecanoate, vinyl pivalate, vinyl benzoate and vinyl t-butyl benzoate. As styrenic monomers, mention may be made of styrene and aifa-methyl styrene. The list of monomers given is not limiting and it is possible to use all the monomer known to the person skilled in the art in the categories of acrylic and vinyl monomers. According to the invention, a copolymer selected from among the acid (meth) acrylic / (meth) acrylate copolymers, (meth) acrylic (meth) acrylate / styrene acid is preferably used as the film-forming polymer. (Meth) acrylic acid / styrene, (me t) acrylate / styrene, the (meth) acrylate copolymers. When the polymer used according to the invention comprises monomers carrying a sausable group (for ele a carboxylic acid group), it can be neutralized, wholly or in part with the aid of a neutralizing agent (in this case a base for neutralizing the acid group) well known of the expert in the field. The neutralization can also favor the dispersion, particularly in water, of the polymer, even stabilizing said dispersion. Mention may also be made of the polymers resulting from the radical polymerization of one or more radical monomers in the interior and / or partially on the surface, of pre-existing particles of at least one polymer selected from the group consisting of polyurethanes, polyureas, polyesters, the polyesteramides and / or the alkyds. These polymers are generally called hybrid polymers. The aqueous dispersion comprising one or more smoke-forming polymers can be prepared by the person skilled in the art on the basis of his general knowledge. The dry matter content of the said aqueous dispersions according to the present invention can be of the order of 5-60% by weight, and preferably 30-50%, relative to the total weight of the dispersion. The size of the radical polymer particles in aqueous dispersion can range between 2 and 300 nm, and preferably between 20 and 150 nm. According to a first embodiment of the composition according to the invention, the polymer system consists essentially of one or more film-forming polymer (s) radicary (s) with the hardness characteristic described above. When the radical film forming polymer only allows to obtain a film radical only allows to obtain a film with the hardness mentioned above, it is possible to add a compound whose function is to modify the properties of the film-forming polymer to obtain the desired polymer system. Also, according to a second embodiment of the composition according to the invention, at least one auxiliary film-forming agent can be added to the radical fumaric polymer enabling a film of polymer with the tai hardness as described above to be obtained. The auxiliary film-forming agent makes it possible in particular to obtain a film of composition on the keratin materials which is quite resistant to water. In this case, the polymer system comprises a mixture of one or more radical film-forming polymers and at least one auxiliary film-forming agent. An auxiliary film-forming agent of this kind can be chosen from all compounds known to those skilled in the art as being capable of fulfilling the desired function, and be particularly chosen from the pestifying agents. Furthermore, when the polymer system according to the invention comprises at least one aqueous dispersion of smoke polymer particles, the auxiliary film-forming agent can also be chosen from co-agents. This auxiliary agent can be water-insoluble or insoluble in water and can optionally be in the form of an aqueous dispersion. The amount of auxiliary film-forming agent can be chosen by the person skilled in the art on the basis of his general knowledge, in order to obtain a polymeric system that leads to a film having the desired hardness, maintaining the properties in the composition. cosmetic and / or dermatologically acceptable. This amount may particularly range between 0 and 25% by weight, based on the total weight of the composition and better still between 0 and 15% by weight. As the polymer system which can be used in the composition according to the invention, mention may be made, for example, of acrylic polymer aqueous dispersions sold under the names "NEOCRYL A523", "NEOCRYL A 1070", "NEOCRYL A1090-", NEOCRYL BT24"by the ZENECA Company. , "DYFLEX LP9419" by the DYFLEX Company.
According to the invention, the radical polymer can be present in dry matter in the composition in an amount ranging from 2% to 40% by weight relative to the total weight of the composition, and preferably from 5% to 15% by weight. % in weigh . Advantageously, the terephthalic copolyester oligomer and the radical polymer can be present in the composition according to the invention in an oligomer / radical polymer weight ratio ranging from 0.5 to 20, and preferably from 1 to 5. On the other hand , the composition according to the invention may contain adjuvants commonly used in cosmetic compositions, particularly topical ones. Examples of dyes, pigments, pearlescents, surfactants, waxes, oils, perfumes, pH-modifying agents, moisturizing agents can be mentioned as examples of adjuvants. Of course, the person skilled in the art will try to choose this or these possible adjuvants, and / or their quantity, in such a way that the advantageous properties of the composition according to the invention are not, or substantially, altered by the considered addition. The composition according to the invention can be used for the make-up, care or non-therapeutic cosmetic treatment of keratin and / or mucosal materials. The make-up composition can be a lip make-up product, particularly in the form of a paste or stick, a foundation, an eye or cheek make-up, a mask for the eyelashes or the hairs, a profiler, an anti-aging - Dark circles, or else a makeup composition of the body. The cosmetic treatment or care composition can be a composition for the treatment of the face, neck, hands, body, nails or lips, a deodorant composition or also sun protection. The invention also relates to a non-therapeutic process of cosmetic treatment or make-up of keratinic and / or mucosal materials consisting in applying a composition as described above to keratin and / or mucosal materials.
Another subject of the invention is the use of a terephthalic copolyester oligomer and a polymer system, as defined above, in a cosmetic or dermatological composition to reduce or even suppress the transfer of the film of this deposited composition. on the keratin materials and / or mucous membranes and / or to suppress the deposit of marks on another support other than those indicated keratin materials and / or those indicated mucous. The subject of the invention is also the use of a terephthalic copolyester oligomer and a polymer system as defined above in a cosmetic or dermatological composition for obtaining a film of this water-resistant and / or fresh and / or comfortable composition . The subject of the invention is also the use of a composition as defined above for obtaining a film of this water-resistant composition and / or having non-transfer and / or fresh and / or comfortable properties.
Another object of the invention is the use of a polymeric system as defined above in a composition comprising, in an aqueous phase, a terephthalic copolymer oiigomer tai as defined above to obtain a stable solid product resistant to water. Some examples illustrating the present invention without limiting it, however, will be given below.
Example 1 Preparation of a terephthalic copolyester oligomer. In a stainless steel reactor of 7.5 liters, equipped with an anchor stirrer that rotates at 80 rev / min connected with a torque meter K? ÜWA, with a double cover for the circulation of a liquid heat and a column of distillation regulated by an elect rováivuia were introduced: - 11.47 moles of dimethyl terephthalate 2.53 moles of sodium 5-dimet and isophthalate sulfonate 39.16 moles of ethylene glycol 54 ppm by weight of titanium, in the form of aminotrietanolate of titanium as catalyst and etherification limiting agent. The mixture was preheated to 180 ° C.
It was then brought to the temperature of 220 ° C in approximately 130 minutes, to distill more than 90% of the theoretical amount of methane! The reaction mixture was then brought to 230 ° C in 30 minutes. When the reaction mass has reached this temperature, a suspension is introduced in 60 minutes, always at 230 ° C, whose composition is as follows: -0.5 moles of isophthalic acid -2.36 moles of terephthalic acid 8 moles of ethylene glycol The reaction mass was then brought to a temperature of 250 ° C in 60 minutes. During the time of introduction of the mixture and during the heating time up to 250 ° C, a mixture of water and ethylene glycol is distilled without degradation. The reaction mixture is then transferred to a preheated autoclave at 250 ° C then placed under reduced pressure of 100 mii-gates in 22 minutes. After 2 minutes under these conditions of temperature and pressure, the reaction mass is poured and allowed to cool. The obtained copoiiester presents the structural characteristics described in Table 1 given below, in which:
* "% molar of diacid units" corresponds to the content, in%, of each diacid or diester used in relation to the set of diacids or diesters used.
"Tp" means: telephatic unit "Ip" means: isophthalic unit "SIp" means: sulfoisophthalic unit
The characteristics of the "glycoi" part of the copoiiesters are obtained by methanoisis of the products at 190 ° C for 16 hours followed by an analysis by the technique of vapor phase chromatography and dosed by internal contrasts.
moving to the one or two dioles corresponds to the content in% of the oxyethylene units "G" of the di (oxyethylene) units "2G", of the units t ri (oxyethylene) "3G" and of the units tetra (oxyethylene) "4G", in relation to the set of diole units. * "% GT / 'S units" corresponds to the mole% of the units of formula (I)
[-CO-A-CO-O- (CH2-CH20) "-] (I)
where A is 1.4 phenylene and n = l in relation to the set of units of formula (I) where A is 1, 4-phenylene, 1,3-sulfo phenylene and optionally 1,3-phenylene and n equals 1 to 4. ,% GT / S units "is calculated by the following formula:
% Gt / S units = (% molar of units Tp) x (% molar of units G) / 100
* The moie mass of the polyesters (Mw) was determined by gel permeation chromatography (GPC) in the DMAC / 100% LiBr, the results are given in polystyrene equivalents.
Example 2:
A lipstick in the form of a bar was prepared with the following composition:
- Terertaic copolyester oiigomer of example i 20% acrylic copolymer aqueous dispersion at 60% dry matter (NEOCRYL A 523 from ZENECA) 10% MA
- pigments 5%
- propylene glycol 2, 5%
- water csp 100%
A red lip was obtained that allows obtaining a film "without transfer" total and that resists perfectly well to water.
Example 3:
A lipstick in the form of a bar was prepared with the following composition:
- terephthalic copoiiester oiigomer of example 1 20% acrylic polymer aqueous dispersion at 45% dry matter (NEOCRYL BT 24 from ZENECA) 10% MA
- pigments 5%
- propylene glycol 2.5% - water csp 100%
A red lip was obtained that allows obtaining a film "without transfer" total and that resists perfectly well to water. It was also noted that the hardness of the bar is not less than the hardness of a similar bar that does not contain the aqueous dispersion of acrylic polymer.
Step 4:
A mask with the following composition was prepared:
- terephthalic copoiiester oligomer of Example 1 10% aqueous dispersion of 40% dry acrylic polymer (DYFLEX LP 9419 from DYFLEX) 10% MA
- pigments 8%
- propiienglicol 4%
- water csp 100%
E j a lo 5:
A body makeup product with the following composition was prepared:
terephthalic copolyester ether of example 1 5% aqueous dispersion of acrylic polymer 45% dry matter (NEOCRYL A 1070 ZENECA) 5% MA
- pigments 5%
- propilengíicoi 2, 5%
- water csp 100%
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, the content of the following is claimed as property:
Claims (31)
1. Composition comprising, in an aqueous phase, a hydrophilic gelling agent of the poiiester type, suiflated, characterized in that: i) the hydrophilic gelling agent of the poiiester type is a water-soluble or water-dispersible terephthalic copolyester terephthalic compound which essentially comprises dicarboxylic repeating units or of formula (I): [-CO-A-CO-O- (CH2-CH20) "-] (I) where A represents a group 1, 4-phenylene, 1,3-sulphophenylene and optionally 1,3-phenylene, ranges from 1 to 4, with at least 35% by mole of the said units of formula (I) ) units for which A represents a group 1, 4-phenylene and n is equal to 1, with at least 7% by mole of the said units of formula (I) units for which A represents a 1,3-suifo-phenylene group, and optionally up to 20% by moles, preferably up to 0.5% at 5 mol% of units of formula (I) for which A represents a 1,3-phenylene group, and the molecular mass by weight of said oligomer being below 20,000, ii) and in that the composition also comprises less a polymeric fumaric system containing radicular polymer particles dispersed in the aqueous phase, the poiimeric system being able to form a film with a hardness ranging between 5 and 90 seconds.
2. Composition according to claim 1, characterized in that the copoiiester oligomer has a molecular mass by weight less than 15 000.
3. Composition according to claim 1 or 2, characterized in that the copolyester terephthalic oligomer has a Molecular mass in weight ranging between 5000 and 14000, and better between 000 and 10,000.
4. Composition according to any one of the preceding claims, characterized in that the terephthalic copolyester ether comprises at least 40 mol% of the said units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1.
The composition according to any one of the preceding claims, characterized in that the copolyether terephthalic oligomer comprises from 40 to 90 mol% of the said units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1.
The composition according to any one of the preceding claims, characterized in that the terephthalic copoiiester oligomer comprises at least 10 mol% of the units of the formula (I) A for which A represents a 1,3-sulfo-phenylene group 7.
Composition according to any one of the preceding claims, characterized in that the copolyether oiigomer tere Phthalic comprises from 10% to 25% by mole of the indicated units of formula (I) for which A represents a 1,3-sulfo phenylene group. d.
Composition according to any one of the preceding claims, characterized in that the copolyester terephthalic oligomer comprises up to 20% by mole, and preferably between 0.5% and 5% by mole, of units of formula (I) for which A represents a group I, 3-phenylene.
Composition according to any one of the preceding claims, characterized in that the copolyester terephthalic oligomer is present in a content ranging between 0.5% and 40% by weight, based on the total weight of the composition.
10. Composition according to any one of the above recitations in solid form, characterized in that the copolyester terephthalic oligomer is present in a content ranging between 10% and 40% by weight, based on the total weight of the composition. composition, and better between 15% and 30% by weight.
Composition according to any one of the preceding claims in the form of a gel, characterized in that the tepophthalic copoiiester oligomer is present in a content ranging from 0.5% to 10% by weight, based on the total weight of composition, and better between 2% and 5% by weight.
Composition according to any one of the preceding claims, characterized in that the hardness of the film ranges between 15 and 60 seconds, and better between 20 and 60 seconds.
Composition according to any one of the preceding claims, characterized in that the radical polymer is a vinyl polymer.
Composition according to any one of the preceding claims, characterized in that the radical polymer results from the polymerization of monomers chosen from the group consisting of the unsaturated carboxylic acids a, β-ethylenic, ios (t) acrylates, the (me) acri i amides, the vinyl esters, the styrenic manomeres.
15. Composition according to any one of the preceding claims, characterized in that the radical polymer is chosen from the group of copolymers formed by the copolymers acid (meth) acrylic / (meth) acrylate, (meth) acrylic acid / (meth) acrylate / styrene, (meth) acrylic acid / styrene, (meth) acrylates / styrene, the (meth) acrylates.
Composition according to any one of the preceding claims, characterized in that the radicary polymer particles have a size ranging from 2 to 300 nm.
Composition according to any one of the preceding claims, characterized in that the radical polymer is present in a dry matter content ranging between 2% and 40% by weight, preferably between 5% and 15% by weight. % by weight, relative to the total weight of the composition.
18. Composition according to any one of the preceding claims, characterized in that the polymer system consists essentially of one or several "radical oliomer (s)".
Composition according to any one of the preceding claims, characterized in that the polymer system comprises at least one auxiliary agent for obtaining a film.
20. Composition according to claim 19, characterized in that the auxiliary agent for obtaining a film is a piastifying agent.
21. Composition according to claim 19 and 20, characterized in that the auxiliary agent for obtaining a film is a coalescing agent.
Composition according to any one of the preceding claims, characterized in that the terephthalic copoiiester oligomer and the radical polymer are present according to an oligomer / radical polymer weight ratio ranging between 0.5 and 20, and better between 1 and 5.
23. Composition according to any one of the preceding claims, characterized in that the composition is a cosmetic or dermatological composition.
Composition according to any one of the preceding claims, characterized in that it comprises at least one adjuvant selected from the group consisting of dyes, pigments, pearlescent agents, anti-UV agents, preservatives, thickening agents, piasifying agents, surfactants, waxes, oils, perfumes, pH modifying agents, moisturizing agents.
Composition according to any one of the preceding claims, characterized in that it is presented in the form of a make-up composition or a cosmetic treatment of the keratin and / or mucosal materials.
Composition according to any one of the preceding claims, characterized in that the composition is presented in the form of a lip makeup product, a foundation makeup, an eye or cheek makeup, a mask , of a profiler, of an anti-dark circles, of a composition of body make-up, of a composition for the treatment of the face, of the neck, of the hands, of the body, of the nails or of the lips, of a composition deodorant, of a sunscreen composition.
27. Non-therapeutic method of make-up or treatment of keratin and / or mucosal materials, characterized in that a composition according to one of claims 1 to 26 is applied to the keratin and / or mucous materials.
Use of a hydrosoluble or water-dispersible terephthalic copolyester ether oligomer comprising essentially repeating dicarboxylate units of formula (I): [-CO-A-CO-0- (CH2-CH20) n-] (I) in which - A represents a group I, 4-phenylene, 1,3-sulfopheniene and optionally 1,3-phenylene, ranges from i to 4, with at least 35% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,3-suifo-phenylene group, and optionally up to 20% by mole, preferably up to 0.5% to 5% by mole of formula units (I) for which A represents a group 1, 3 phenylene, and the molecular mass by weight of said oligomer being below 20,000, and by a polymeric film-forming system containing particles of radical polymer in dispersion. aqueous aqueous dispersion, the polymer system being able to form a film with a hardness ranging between 5 and 90 seconds, in a cosmetic or dermatological composition to reduce or even suppress the transfer of the film of this composition deposited on keratin materials and / or the mucous membranes, and / or to suppress the deposit of marks on another support other than those indicated keratin materials and / or those indicated mucous.
29. Use of a water-soluble or water-dispersible terephthalic copolyester terephthalic oligomer comprising essentially repeating dicarboxylate units of formula (I): [-CO-A-CO-O- (CH2-CH20) n ~] (I) in which A represents a group 1, 4-phenylene, 1,3-sulfophenium and eventually 1, 3-phenylene, n ranges from 1 to 4, with at least 35% by mole of the indicated units of formula (I) units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the indicated units of formula (I) units for which A represents a 1,3-suphyphenylene group, and optionally up to 20% by moles, preferably up to 0, 5% to 5% by mole of formula units (I) for which A represents a group 1, 3-phenylene, and the molecular weight by weight of the said copolyester oiigomer of less than 20,000, and by a polymeric forming system of film containing particles of radical polymer in aqueous isolation, the polymeric system being able to form a film with a hardness ranging between 5 and 90 seconds, in a cosmetic or dermatological composition for obtaining a film of this water-resistant composition and / or fresh and / or comfortable.
30. Use of a composition according to any one of claims 1 to 26, for obtaining a film of this water-resistant composition and / or having non-transfer and / or fresh and / or comfortable properties.
31. Use of a polymeric fumaric system containing particles of radicary polymer in aqueous dispersion, the polymeric system being able to form a film having a hardness ranging from 5 to 90 seconds, in a composition comprising an aqueous phase a coiiester oligomer Hydrosolubic or hydrodispersive terephthalic compound comprising essentially repeating dicarboxylate units or of formula (I): [-CO-A-CO-0- (CH2-CH20) n-] (I) wherein A represents a 1, 4-phenylene, i, 3 -subipho-phenylene and optionally 1,3-phenylene group, ranges from 1 to 4, with at least 35% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the said units of formula (I) units of formula (I) for which A represents a 1,3-sulfyphenylene group, and optionally up to 20 mol%, preferably up to 0.5% to 5 mol% of formula units (I) for which A represents a group 1, 3- phenylene, and the molecular mass by weight of the said oligomer being less than 20,000, to obtain a stable solid product resistant to water. SUMMARY OF THE INVENTION The subject of the invention is a cosmetic or dermatological composition comprising, in an aqueous phase: i) a hydrosoluble or water-dispersible co-diiester terephthalic oligomer comprising essentially repeating dicarboxylate units of formula (I): [-CO-A-CO-O- (CH2-CH20) n-] (I) wherein A represents a group i, 4-phenylene, 1,3-sulfopheniene, n ranges from 1 to 4, with at least 35% by mole of the said units of formula (I) units of formula (I) being which A represents a 1,4-phenylene group and n is equal to 1, with at least 7% by mole of the said units of formula (I) units of formula (I) for which A represents a group 1,3 - phenylene atom, the molecular weight by weight of said copolyester oligomer being below 20,000, ii) at least one polymeric film-forming system containing particles of radical polymer dispersed in the aqueous phase. This composition is intended for the makeup of keratin materials.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR9811361 | 1998-09-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA99008188A true MXPA99008188A (en) | 2000-08-01 |
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