BR112020006894B1 - Composição de copolímero de emulsão inversa, uso da mesma e processo para preparar uma composição de copolímero de emulsão inversa - Google Patents
Composição de copolímero de emulsão inversa, uso da mesma e processo para preparar uma composição de copolímero de emulsão inversa Download PDFInfo
- Publication number
- BR112020006894B1 BR112020006894B1 BR112020006894-2A BR112020006894A BR112020006894B1 BR 112020006894 B1 BR112020006894 B1 BR 112020006894B1 BR 112020006894 A BR112020006894 A BR 112020006894A BR 112020006894 B1 BR112020006894 B1 BR 112020006894B1
- Authority
- BR
- Brazil
- Prior art keywords
- inverse emulsion
- oil
- monomer
- emulsion copolymer
- copolymer composition
- Prior art date
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- 239000000839 emulsion Substances 0.000 title claims abstract description 172
- 239000000203 mixture Substances 0.000 title claims abstract description 121
- 229920001577 copolymer Polymers 0.000 title claims description 150
- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 238000003874 inverse correlation nuclear magnetic resonance spectroscopy Methods 0.000 title 2
- 239000000178 monomer Substances 0.000 claims abstract description 174
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 133
- 239000002199 base oil Substances 0.000 claims abstract description 115
- 239000000243 solution Substances 0.000 claims abstract description 80
- 239000004094 surface-active agent Substances 0.000 claims abstract description 65
- 239000003921 oil Substances 0.000 claims abstract description 63
- 239000012071 phase Substances 0.000 claims abstract description 51
- 239000002562 thickening agent Substances 0.000 claims abstract description 51
- 239000008346 aqueous phase Substances 0.000 claims abstract description 46
- 238000004945 emulsification Methods 0.000 claims abstract description 43
- 125000000129 anionic group Chemical group 0.000 claims abstract description 28
- 125000002091 cationic group Chemical group 0.000 claims abstract description 21
- 238000004132 cross linking Methods 0.000 claims abstract description 19
- 239000007864 aqueous solution Substances 0.000 claims abstract description 17
- 229920000867 polyelectrolyte Polymers 0.000 claims abstract description 15
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000005977 Ethylene Substances 0.000 claims abstract description 12
- 150000003254 radicals Chemical class 0.000 claims abstract description 11
- 238000007334 copolymerization reaction Methods 0.000 claims abstract description 7
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 claims description 82
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 claims description 50
- 238000000034 method Methods 0.000 claims description 44
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 claims description 40
- 229940032094 squalane Drugs 0.000 claims description 40
- 235000019198 oils Nutrition 0.000 claims description 36
- 239000002253 acid Substances 0.000 claims description 26
- FWFUWXVFYKCSQA-UHFFFAOYSA-M sodium;2-methyl-2-(prop-2-enoylamino)propane-1-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)CC(C)(C)NC(=O)C=C FWFUWXVFYKCSQA-UHFFFAOYSA-M 0.000 claims description 24
- 229910052757 nitrogen Inorganic materials 0.000 claims description 22
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 claims description 18
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical group [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 229920002818 (Hydroxyethyl)methacrylate Polymers 0.000 claims description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 229940048053 acrylate Drugs 0.000 claims description 16
- 125000004494 ethyl ester group Chemical group 0.000 claims description 14
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 13
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 claims description 13
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 11
- 239000012736 aqueous medium Substances 0.000 claims description 11
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
- -1 1-oxo-2-propenyl Chemical group 0.000 claims description 10
- FZGFBJMPSHGTRQ-UHFFFAOYSA-M trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCOC(=O)C=C FZGFBJMPSHGTRQ-UHFFFAOYSA-M 0.000 claims description 10
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- PQUXFUBNSYCQAL-UHFFFAOYSA-N 1-(2,3-difluorophenyl)ethanone Chemical compound CC(=O)C1=CC=CC(F)=C1F PQUXFUBNSYCQAL-UHFFFAOYSA-N 0.000 claims description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- 150000001252 acrylic acid derivatives Chemical group 0.000 claims description 8
- 229940047670 sodium acrylate Drugs 0.000 claims description 8
- 239000002537 cosmetic Substances 0.000 claims description 6
- VPYJNCGUESNPMV-UHFFFAOYSA-N triallylamine Chemical compound C=CCN(CC=C)CC=C VPYJNCGUESNPMV-UHFFFAOYSA-N 0.000 claims description 6
- 239000007762 w/o emulsion Substances 0.000 claims description 6
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 claims description 5
- 239000000908 ammonium hydroxide Substances 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 238000010526 radical polymerization reaction Methods 0.000 claims description 5
- XMGQYMWWDOXHJM-JTQLQIEISA-N (+)-α-limonene Chemical compound CC(=C)[C@@H]1CCC(C)=CC1 XMGQYMWWDOXHJM-JTQLQIEISA-N 0.000 claims description 4
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 4
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 claims description 4
- HPEUJPJOZXNMSJ-UHFFFAOYSA-N Methyl stearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC HPEUJPJOZXNMSJ-UHFFFAOYSA-N 0.000 claims description 4
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical class CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- BJELTSYBAHKXRW-UHFFFAOYSA-N 2,4,6-triallyloxy-1,3,5-triazine Chemical compound C=CCOC1=NC(OCC=C)=NC(OCC=C)=N1 BJELTSYBAHKXRW-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
- 235000019438 castor oil Nutrition 0.000 claims description 3
- 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 claims description 3
- 238000012688 inverse emulsion polymerization Methods 0.000 claims description 3
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 claims description 3
- YPHQUSNPXDGUHL-UHFFFAOYSA-N n-methylprop-2-enamide Chemical compound CNC(=O)C=C YPHQUSNPXDGUHL-UHFFFAOYSA-N 0.000 claims description 3
- 241000894007 species Species 0.000 claims description 3
- 230000000699 topical effect Effects 0.000 claims description 3
- 239000001149 (9Z,12Z)-octadeca-9,12-dienoate Substances 0.000 claims description 2
- WTTJVINHCBCLGX-UHFFFAOYSA-N (9trans,12cis)-methyl linoleate Natural products CCCCCC=CCC=CCCCCCCCC(=O)OC WTTJVINHCBCLGX-UHFFFAOYSA-N 0.000 claims description 2
- LNJCGNRKWOHFFV-UHFFFAOYSA-N 3-(2-hydroxyethylsulfanyl)propanenitrile Chemical compound OCCSCCC#N LNJCGNRKWOHFFV-UHFFFAOYSA-N 0.000 claims description 2
- PKIXXJPMNDDDOS-UHFFFAOYSA-N Methyl linoleate Natural products CCCCC=CCCC=CCCCCCCCC(=O)OC PKIXXJPMNDDDOS-UHFFFAOYSA-N 0.000 claims description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 2
- 235000019484 Rapeseed oil Nutrition 0.000 claims description 2
- CRGOPMLUWCMMCK-UHFFFAOYSA-M benzyl-dimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)CC1=CC=CC=C1 CRGOPMLUWCMMCK-UHFFFAOYSA-M 0.000 claims description 2
- 239000003240 coconut oil Substances 0.000 claims description 2
- 235000019864 coconut oil Nutrition 0.000 claims description 2
- 235000012343 cottonseed oil Nutrition 0.000 claims description 2
- 239000002385 cottonseed oil Substances 0.000 claims description 2
- 239000000539 dimer Substances 0.000 claims description 2
- CAMHHLOGFDZBBG-UHFFFAOYSA-N epoxidized methyl oleate Natural products CCCCCCCCC1OC1CCCCCCCC(=O)OC CAMHHLOGFDZBBG-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000000944 linseed oil Substances 0.000 claims description 2
- 235000021388 linseed oil Nutrition 0.000 claims description 2
- 239000004006 olive oil Substances 0.000 claims description 2
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- MPNXSZJPSVBLHP-UHFFFAOYSA-N 2-chloro-n-phenylpyridine-3-carboxamide Chemical compound ClC1=NC=CC=C1C(=O)NC1=CC=CC=C1 MPNXSZJPSVBLHP-UHFFFAOYSA-N 0.000 claims 1
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- 244000068988 Glycine max Species 0.000 claims 1
- 235000010469 Glycine max Nutrition 0.000 claims 1
- 230000008719 thickening Effects 0.000 abstract description 25
- YFHFHLSMISYUAQ-UHFFFAOYSA-N farnesane Chemical compound CCC(C)CCCC(C)CCCC(C)C YFHFHLSMISYUAQ-UHFFFAOYSA-N 0.000 abstract description 8
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- 229910021641 deionized water Inorganic materials 0.000 description 54
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- 238000003756 stirring Methods 0.000 description 34
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- 239000000047 product Substances 0.000 description 31
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 26
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- 239000010935 stainless steel Substances 0.000 description 26
- 238000002360 preparation method Methods 0.000 description 22
- XHZPRMZZQOIPDS-UHFFFAOYSA-N 2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid Chemical compound OS(=O)(=O)CC(C)(C)NC(=O)C=C XHZPRMZZQOIPDS-UHFFFAOYSA-N 0.000 description 21
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- 238000000265 homogenisation Methods 0.000 description 20
- 238000013019 agitation Methods 0.000 description 19
- 229920000536 2-Acrylamido-2-methylpropane sulfonic acid Polymers 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 18
- 239000012258 stirred mixture Substances 0.000 description 18
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 17
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 16
- ROOXNKNUYICQNP-UHFFFAOYSA-N ammonium persulfate Chemical compound [NH4+].[NH4+].[O-]S(=O)(=O)OOS([O-])(=O)=O ROOXNKNUYICQNP-UHFFFAOYSA-N 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 15
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- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 14
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- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 12
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- NEOZOXKVMDBOSG-UHFFFAOYSA-N propan-2-yl 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)OC(C)C NEOZOXKVMDBOSG-UHFFFAOYSA-N 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
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- JVBXVOWTABLYPX-UHFFFAOYSA-L sodium dithionite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])=O JVBXVOWTABLYPX-UHFFFAOYSA-L 0.000 description 1
- CHQMHPLRPQMAMX-UHFFFAOYSA-L sodium persulfate Substances [Na+].[Na+].[O-]S(=O)(=O)OOS([O-])(=O)=O CHQMHPLRPQMAMX-UHFFFAOYSA-L 0.000 description 1
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
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- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
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- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
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- 230000008961 swelling Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- UEUXEKPTXMALOB-UHFFFAOYSA-J tetrasodium;2-[2-[bis(carboxylatomethyl)amino]ethyl-(carboxylatomethyl)amino]acetate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CN(CC([O-])=O)CCN(CC([O-])=O)CC([O-])=O UEUXEKPTXMALOB-UHFFFAOYSA-J 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- RKBCYCFRFCNLTO-UHFFFAOYSA-N triisopropylamine Chemical compound CC(C)N(C(C)C)C(C)C RKBCYCFRFCNLTO-UHFFFAOYSA-N 0.000 description 1
- RRHXZLALVWBDKH-UHFFFAOYSA-M trimethyl-[2-(2-methylprop-2-enoyloxy)ethyl]azanium;chloride Chemical compound [Cl-].CC(=C)C(=O)OCC[N+](C)(C)C RRHXZLALVWBDKH-UHFFFAOYSA-M 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical compound OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
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Landscapes
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- Cosmetics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
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| GB1716314.8A GB2567198B (en) | 2017-10-05 | 2017-10-05 | Inverse emulsion thickeners |
| GB1716314.8 | 2017-10-05 | ||
| PCT/EP2018/077050 WO2019068830A1 (en) | 2017-10-05 | 2018-10-04 | REVERSE EMULSION THREADERS |
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| BR112020006894A2 BR112020006894A2 (pt) | 2021-03-30 |
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| FR3104165B1 (fr) * | 2019-12-09 | 2021-12-17 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Latex inverse pour composition cosmétique comprenant un agent séquestrant particulier et un polyélectrolyte combinant fonction acide forte et fonction neutre |
| GB2605947A (en) | 2021-03-31 | 2022-10-26 | Scott Bader Co | Inverse emulsion thickeners |
| US20240109992A1 (en) * | 2022-04-21 | 2024-04-04 | Ace Fluid Solutions | Systems and methods for lowering water concentration in polyacrylamide-based emulsions |
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| US3284393A (en) | 1959-11-04 | 1966-11-08 | Dow Chemical Co | Water-in-oil emulsion polymerization process for polymerizing watersoluble monomers |
| US3826771A (en) | 1973-01-11 | 1974-07-30 | Nalco Chemical Co | Stable high solids water-in-oil emulsions of water soluble polymers |
| US4077930A (en) | 1974-07-16 | 1978-03-07 | Calgon Corporation | Self-inverting emulsions of dialkyldiallyl ammonium chloride polymers and copolymers |
| US4626363A (en) | 1984-08-29 | 1986-12-02 | National Starch And Chemical Corporation | Cationic acrylamide emulsion polymer brine thickeners |
| EP0186361B2 (en) * | 1984-12-10 | 1994-04-27 | Scott Bader Company Limited | Thickeners for thickening aqueous media |
| GB9104878D0 (en) | 1991-03-08 | 1991-04-24 | Scott Bader Co | Thickeners for personal care products |
| FR2782086B1 (fr) | 1998-08-04 | 2000-12-01 | Seppic Sa | Nouveau latex epaississant a base d'acide 2-methyl 2-[(1-oxo 2-propenyl) amino] 1-propanesulfonique, copolymerise avec l'acrylate de (2-hydroxyethyle), procede de preparation et applications en cosmetique |
| FR2774688B1 (fr) | 1998-02-10 | 2004-08-20 | Seppic Sa | Nouveau latex, procede de preparation et applications en cosmetique |
| FR2773805B1 (fr) | 1998-01-16 | 2000-03-17 | Seppic Sa | Nouveau latex epaississant, procede de fabrication et applications en cosmetique |
| FR2786493B1 (fr) | 1998-11-27 | 2003-08-01 | Seppic Sa | Procede de preparation d'un latex epaississant sans alcanolamide, utilisation dudit latex en cosmetologie et composition le contenant |
| FR2794124B1 (fr) | 1999-05-28 | 2003-03-21 | Seppic Sa | Nouveau latex inverse auto inversible, procede de preparation et utilisation en cosmetique |
| FR2808447B1 (fr) | 2000-05-05 | 2004-12-03 | Seppic Sa | Latex inverses sur huiles blanches minerales, squalane ou polyisobutene hydrogene, compositions cosmetiques, dermocosmetiques, dermopharmaceutiques ou pharmaceutiques en comportant |
| FR2808446B1 (fr) * | 2000-05-05 | 2004-12-03 | Seppic Sa | Latex inverses sur huiles blanches minerales, squalane, polyisobutene hydrogene, isohexadecane ou isododecane, compositions cosmetiques ou pharmaceutiques en comportant |
| FR2810883B1 (fr) | 2000-06-28 | 2006-07-28 | Seppic Sa | Nouveaux latex inverses autoinversibles sur des esters d'acides gras, compositions cosmetiques, dermocosmetiques, dermopharmaceutiques ou pharmaceutiques en comportant |
| FR2851251B1 (fr) * | 2003-02-13 | 2005-04-08 | Seppic Sa | Nouveaux epaississants cationiques, procede pour leur preparation et composition en contenant |
| FR2886300B1 (fr) * | 2005-05-25 | 2007-06-29 | Seppic Sa | Nouveau latex inverse de copolymeres d'amps et de nn-dimethyl acrylamide; utilisation en cosmetique |
| WO2007009917A1 (en) | 2005-07-21 | 2007-01-25 | Ciba Specialty Chemicals Holding Inc. | Polyelectrolyte complexes as thickeners for high ionic strength salt solutions |
| ITVA20060049A1 (it) * | 2006-08-03 | 2008-02-04 | Lamberti Spa | Emulsioni inverse utili come addensanti per cosmetici |
| EP2053068A1 (en) | 2007-10-25 | 2009-04-29 | Societe D'exploitation De Produits Pour Les Industries Chimiques, S.E.P.P.I.C. | New process for the preparation of inverse latex of acrylamide-based polymers and composition comprising said latex |
| FR2933097B1 (fr) * | 2008-06-27 | 2010-08-20 | Seppic Sa | Nouveaux latex inverses exempts de derives oxyethyleniques, compositions cosmetiques, dermocosmetiques, dermopharmaceutiques ou pharmaceutiques en comportant |
| US7956012B2 (en) | 2009-02-04 | 2011-06-07 | Bj Services Company Llc | Oil field treatment fluids with viscosified brines |
| FR2959746B1 (fr) | 2010-05-06 | 2012-06-15 | Soc Dexploitation De Produits Pour Les Industries Chimiques Seppic | Nouveau latex inverse auto-inversible, son utilisation comme agent epaississant dans une composition cosmetique |
| BR112013026417B1 (pt) * | 2011-04-13 | 2021-11-09 | Amyris, Inc | Olefinas e métodos para produção destas |
| BR112014012278A2 (pt) | 2011-12-21 | 2017-05-30 | Amyris Inc | fluido de perfuração |
| CA2864663C (en) | 2012-02-22 | 2016-04-12 | Amyris, Inc. | Polymerization of compositions comprising a farnesene |
| JP2017520668A (ja) | 2014-05-02 | 2017-07-27 | アムイリス， インコーポレイテッド | ジヒドロファルネセン系溶媒組成物 |
| CN106536579A (zh) | 2014-07-23 | 2017-03-22 | 巴斯夫欧洲公司 | 包含阳离子聚合物、稳定剂和三官能和/或更多官能交联剂的反相分散体 |
| WO2017059136A1 (en) | 2015-10-02 | 2017-04-06 | Amyris, Inc. | Compositions containing bio-based farnesene or compounds derived therefrom and their use in consumer and industrial products |
-
2017
- 2017-10-05 GB GB1716314.8A patent/GB2567198B/en not_active Expired - Fee Related
-
2018
- 2018-10-04 JP JP2020519422A patent/JP7174043B2/ja active Active
- 2018-10-04 US US16/652,469 patent/US11248093B2/en active Active
- 2018-10-04 CN CN201880064416.6A patent/CN111164149B/zh active Active
- 2018-10-04 BR BR112020006894-2A patent/BR112020006894B1/pt active IP Right Grant
- 2018-10-04 PL PL18782733T patent/PL3692096T3/pl unknown
- 2018-10-04 KR KR1020207012804A patent/KR102547785B1/ko active Active
- 2018-10-04 PT PT187827332T patent/PT3692096T/pt unknown
- 2018-10-04 WO PCT/EP2018/077050 patent/WO2019068830A1/en not_active Ceased
- 2018-10-04 ES ES18782733T patent/ES2904292T3/es active Active
- 2018-10-04 EP EP18782733.2A patent/EP3692096B1/en active Active
Also Published As
| Publication number | Publication date |
|---|---|
| KR20200063212A (ko) | 2020-06-04 |
| GB2567198B (en) | 2022-01-12 |
| BR112020006894A2 (pt) | 2021-03-30 |
| JP2020536161A (ja) | 2020-12-10 |
| PL3692096T3 (pl) | 2022-03-28 |
| GB2567198A (en) | 2019-04-10 |
| WO2019068830A1 (en) | 2019-04-11 |
| US20200231762A1 (en) | 2020-07-23 |
| GB201716314D0 (en) | 2017-11-22 |
| ES2904292T3 (es) | 2022-04-04 |
| US11248093B2 (en) | 2022-02-15 |
| PT3692096T (pt) | 2022-01-06 |
| KR102547785B1 (ko) | 2023-06-26 |
| EP3692096B1 (en) | 2021-12-01 |
| CN111164149B (zh) | 2022-05-24 |
| JP7174043B2 (ja) | 2022-11-17 |
| CN111164149A (zh) | 2020-05-15 |
| EP3692096A1 (en) | 2020-08-12 |
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