EP1401922A1 - Procede de stabilisation d' une dispersion aqueuse d'une emulsion huile dans l'huile silicone - Google Patents
Procede de stabilisation d' une dispersion aqueuse d'une emulsion huile dans l'huile siliconeInfo
- Publication number
- EP1401922A1 EP1401922A1 EP02760371A EP02760371A EP1401922A1 EP 1401922 A1 EP1401922 A1 EP 1401922A1 EP 02760371 A EP02760371 A EP 02760371A EP 02760371 A EP02760371 A EP 02760371A EP 1401922 A1 EP1401922 A1 EP 1401922A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- weight
- phase
- dispersed phase
- soluble
- copolymer
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 36
- 239000000839 emulsion Substances 0.000 title claims abstract description 34
- 230000003019 stabilising effect Effects 0.000 title abstract 2
- 239000006185 dispersion Substances 0.000 title description 7
- 229920002545 silicone oil Polymers 0.000 title description 5
- 239000000203 mixture Substances 0.000 claims abstract description 64
- 239000012071 phase Substances 0.000 claims abstract description 50
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 47
- 239000013011 aqueous formulation Substances 0.000 claims abstract description 28
- 239000012074 organic phase Substances 0.000 claims abstract description 28
- 239000003921 oil Substances 0.000 claims abstract description 27
- 239000002253 acid Substances 0.000 claims abstract description 20
- 239000004094 surface-active agent Substances 0.000 claims abstract description 20
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- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 10
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- 239000000194 fatty acid Substances 0.000 claims abstract description 10
- 229930195729 fatty acid Natural products 0.000 claims abstract description 10
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 8
- 239000000341 volatile oil Substances 0.000 claims abstract description 8
- 150000001298 alcohols Chemical class 0.000 claims abstract description 7
- 229920001400 block copolymer Polymers 0.000 claims abstract description 7
- 150000003626 triacylglycerols Chemical class 0.000 claims abstract description 6
- 229920001577 copolymer Polymers 0.000 claims description 54
- 238000009472 formulation Methods 0.000 claims description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims description 21
- 239000003925 fat Substances 0.000 claims description 16
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- 239000011149 active material Substances 0.000 claims description 10
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- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 4
- 229910052710 silicon Inorganic materials 0.000 claims description 4
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- 125000000962 organic group Chemical group 0.000 claims description 3
- 230000000087 stabilizing effect Effects 0.000 claims description 3
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- 150000001447 alkali salts Chemical class 0.000 description 6
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
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- 244000007835 Cyamopsis tetragonoloba Species 0.000 description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 4
- 239000004372 Polyvinyl alcohol Substances 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 229910052783 alkali metal Inorganic materials 0.000 description 4
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000011734 sodium Substances 0.000 description 4
- 229910052717 sulfur Inorganic materials 0.000 description 4
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- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
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- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
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- VXRNYQMFDGOGSI-UHFFFAOYSA-N n-(1,3-dihydroxy-2-methylpropan-2-yl)-2-[[1-[(1,3-dihydroxy-2-methylpropan-2-yl)amino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCC(C)(CO)NC(=O)C(C)(C)N=NC(C)(C)C(=O)NC(C)(CO)CO VXRNYQMFDGOGSI-UHFFFAOYSA-N 0.000 description 1
- WVFLGSMUPMVNTQ-UHFFFAOYSA-N n-(2-hydroxyethyl)-2-[[1-(2-hydroxyethylamino)-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCO WVFLGSMUPMVNTQ-UHFFFAOYSA-N 0.000 description 1
- BUGISVZCMXHOHO-UHFFFAOYSA-N n-[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]-2-[[1-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCC(CO)(CO)NC(=O)C(C)(C)N=NC(C)(C)C(=O)NC(CO)(CO)CO BUGISVZCMXHOHO-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- DVEKCXOJTLDBFE-UHFFFAOYSA-N n-dodecyl-n,n-dimethylglycinate Chemical compound CCCCCCCCCCCC[N+](C)(C)CC([O-])=O DVEKCXOJTLDBFE-UHFFFAOYSA-N 0.000 description 1
- QNILTEGFHQSKFF-UHFFFAOYSA-N n-propan-2-ylprop-2-enamide Chemical compound CC(C)NC(=O)C=C QNILTEGFHQSKFF-UHFFFAOYSA-N 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000001702 nutmeg Substances 0.000 description 1
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid group Chemical group C(CCCCCCC\C=C/CCCCCCCC)(=O)O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N palmitic acid group Chemical group C(CCCCCCCCCCCCCCC)(=O)O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 229940055726 pantothenic acid Drugs 0.000 description 1
- 235000019161 pantothenic acid Nutrition 0.000 description 1
- 239000011713 pantothenic acid Substances 0.000 description 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 235000021400 peanut butter Nutrition 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 150000002976 peresters Chemical class 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 235000019271 petrolatum Nutrition 0.000 description 1
- 229940066842 petrolatum Drugs 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 125000005498 phthalate group Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- BTSZTGGZJQFALU-UHFFFAOYSA-N piroctone olamine Chemical compound NCCO.CC(C)(C)CC(C)CC1=CC(C)=CC(=O)N1O BTSZTGGZJQFALU-UHFFFAOYSA-N 0.000 description 1
- 229920001983 poloxamer Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920001290 polyvinyl ester Polymers 0.000 description 1
- 229920001289 polyvinyl ether Polymers 0.000 description 1
- 235000015277 pork Nutrition 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000000135 prohibitive effect Effects 0.000 description 1
- UIIIBRHUICCMAI-UHFFFAOYSA-N prop-2-ene-1-sulfonic acid Chemical compound OS(=O)(=O)CC=C UIIIBRHUICCMAI-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 230000009993 protective function Effects 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N protonated dimethyl amine Natural products CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- ZZPKZRHERLGEKA-UHFFFAOYSA-N resorcinol monoacetate Chemical compound CC(=O)OC1=CC=CC(O)=C1 ZZPKZRHERLGEKA-UHFFFAOYSA-N 0.000 description 1
- 229960002477 riboflavin Drugs 0.000 description 1
- 235000002020 sage Nutrition 0.000 description 1
- 150000003873 salicylate salts Chemical class 0.000 description 1
- 210000004761 scalp Anatomy 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000001953 sensory effect Effects 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 238000010008 shearing Methods 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
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- VYGBQXDNOUHIBZ-UHFFFAOYSA-L sodium formaldehyde sulphoxylate Chemical compound [Na+].[Na+].O=C.[O-]S[O-] VYGBQXDNOUHIBZ-UHFFFAOYSA-L 0.000 description 1
- 229940057950 sodium laureth sulfate Drugs 0.000 description 1
- 229940001584 sodium metabisulfite Drugs 0.000 description 1
- 235000010262 sodium metabisulphite Nutrition 0.000 description 1
- SXHLENDCVBIJFO-UHFFFAOYSA-M sodium;2-[2-(2-dodecoxyethoxy)ethoxy]ethyl sulfate Chemical compound [Na+].CCCCCCCCCCCCOCCOCCOCCOS([O-])(=O)=O SXHLENDCVBIJFO-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 235000003702 sterols Nutrition 0.000 description 1
- 150000003432 sterols Chemical class 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 238000006277 sulfonation reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000000213 tara gum Substances 0.000 description 1
- 235000010491 tara gum Nutrition 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- SWAXTRYEYUTSAP-UHFFFAOYSA-N tert-butyl ethaneperoxoate Chemical compound CC(=O)OOC(C)(C)C SWAXTRYEYUTSAP-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 229940008424 tetradecamethylhexasiloxane Drugs 0.000 description 1
- VNRWTCZXQWOWIG-UHFFFAOYSA-N tetrakis(trimethylsilyl) silicate Chemical compound C[Si](C)(C)O[Si](O[Si](C)(C)C)(O[Si](C)(C)C)O[Si](C)(C)C VNRWTCZXQWOWIG-UHFFFAOYSA-N 0.000 description 1
- ZFXYFBGIUFBOJW-UHFFFAOYSA-N theophylline Chemical compound O=C1N(C)C(=O)N(C)C2=C1NC=N2 ZFXYFBGIUFBOJW-UHFFFAOYSA-N 0.000 description 1
- 238000007725 thermal activation Methods 0.000 description 1
- 125000005309 thioalkoxy group Chemical group 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000001585 thymus vulgaris Substances 0.000 description 1
- GTZCVFVGUGFEME-UHFFFAOYSA-N trans-aconitic acid Natural products OC(=O)CC(C(O)=O)=CC(O)=O GTZCVFVGUGFEME-UHFFFAOYSA-N 0.000 description 1
- OTOIBUHBRMYFLY-UHFFFAOYSA-N trimethyl-[(2,4,4,6,6-pentamethyl-1,3,5,2,4,6-trioxatrisilinan-2-yl)oxy]silane Chemical compound C[Si](C)(C)O[Si]1(C)O[Si](C)(C)O[Si](C)(C)O1 OTOIBUHBRMYFLY-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- MWOOGOJBHIARFG-UHFFFAOYSA-N vanillin Chemical compound COC1=CC(C=O)=CC=C1O MWOOGOJBHIARFG-UHFFFAOYSA-N 0.000 description 1
- FGQOOHJZONJGDT-UHFFFAOYSA-N vanillin Natural products COC1=CC(O)=CC(C=O)=C1 FGQOOHJZONJGDT-UHFFFAOYSA-N 0.000 description 1
- 235000012141 vanillin Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- ZTWTYVWXUKTLCP-UHFFFAOYSA-N vinylphosphonic acid Chemical compound OP(O)(=O)C=C ZTWTYVWXUKTLCP-UHFFFAOYSA-N 0.000 description 1
- NLVXSWCKKBEXTG-UHFFFAOYSA-N vinylsulfonic acid Chemical group OS(=O)(=O)C=C NLVXSWCKKBEXTG-UHFFFAOYSA-N 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019164 vitamin B2 Nutrition 0.000 description 1
- 239000011716 vitamin B2 Substances 0.000 description 1
- 150000003700 vitamin C derivatives Chemical class 0.000 description 1
- 235000019166 vitamin D Nutrition 0.000 description 1
- 239000011710 vitamin D Substances 0.000 description 1
- 150000003710 vitamin D derivatives Chemical class 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940046008 vitamin d Drugs 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000012991 xanthate Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical class [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- CAAIULQYGCAMCD-UHFFFAOYSA-L zinc;hydroxymethanesulfinate Chemical compound [Zn+2].OCS([O-])=O.OCS([O-])=O CAAIULQYGCAMCD-UHFFFAOYSA-L 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2383/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
- C08J2383/04—Polysiloxanes
Definitions
- alkyl is meant a hydrocarbon chain preferably in CrC 10 , more preferably in C Ce; examples of these groups are - (CH 2 ) 3 -OH; - (CH 2 ) 4 N (CH 2 CH 2 OH) 2 ; - (CH 2 ) 3 -N (CH 2 CH 2 OH) -CH 2 -CH 2 -N (CH2CH 2 OH) 2 ;
- radicals R ' of: - alkyl, preferably C 1 -C 10 alkyl optionally halogenated, such as methyl, ethyl, octyl, trifluoropropyl;
- the said copolymer used is that which, at a given concentration in the range indicated above and at 20 ° C., is present simultaneously in the form of a solution in silicone and in the form of a dispersion in the organic phase. It is stated for information only that the copolymer has a number molar mass less than or equal to 100,000 g / mol, more particularly between 1,000 and 50,000 g / mol.
- the molar mass in number is here given with an absolute value, and can be advantageously determined by combining MALLS (multi-angle light scattering) analyzes and gel permeation chromatography. Note that this method is particularly suitable for copolymers of any mass.
- NMR which also gives an absolute value for the masses of copolymer.
- fraction soluble in the organic phase of the copolymer used as stabilizer of the emulsion can be obtained from the abovementioned monomers, combined with monomers of different chemical nature, such as for example hydrophilic monomers, non-ionic or ionic.
- the copolymer entering into the composition of the emulsion is obtained in part from hydrophilic monomers, it is specified that their content is such that the copolymer meets the criteria set out above, namely the fact that a fraction of said copolymer is soluble in the continuous phase of the emulsion, the other in the dispersed phase; the fraction soluble in the liquid constituting the continuous phase of the emulsion being higher than that soluble in the dispersed phase.
- the polymer used in the composition of the emulsion is a linear block polymer.
- said copolymer comprises at least three blocks.
- a linear or branched alkyl radical containing 1 to 8 carbon atoms optionally substituted with at least one halogen, preferably fluorine, the alkyl radicals preferably being methyl, ethyl, propyl, octyl and 3,3,3-trifluoropropyl,
- R identical or different, representing an alkyl or aryl group, and / or a polymer chain
- R6, R 7 are chosen from a halogen group, -NO 2 , -SO3R 10 , -NCO, -ON, -OR 10 , -SR 10 , -N (R 10 ) 2 , -COOR 10 , -O CR 10 , -CON (R 10 ) 2 , -NCO (R 10 ) and -C n F (2 n + i) with n between 1 and 20, preferably equal to 1; - with R 10 representing:
- R 10 represents a group as defined above for R 10 ; or together form a C2-C4 hydrocarbon chain, optionally interrupted by a heteroatom chosen from O, S and N;
- - V and V identical or different, represent: H, an alkyl group or a halogen
- - X and X identical or different, represent H, a halogen or a group
- radicals (i), (ii) and (iii) which can be advantageously substituted by: substituted phenyl groups, substituted aromatic groups, or
- the dispersed phase of the emulsion may also comprise at least one active material soluble in said phase (hydrophobic active material). More particularly, the active ingredient (s) are chosen from the active ingredients which can be used in the field of skin and / or hair treatment. Among them are in particular, alone or in mixtures:
- fixative resins in particular chosen from those which will be described below, as well as fixing and / or styling agents for the hair, such as for example vinyl acetate / crotonate / vinyl neodecanoate copolymers, sold under the name Resyn® 28- 2942 and Resyn® 28-2930 from National Starch.
- the emulsion used in the process according to the invention can be obtained for example by preparing, on the one hand a first mixture comprising the dispersed organic phase optionally comprising one or more active materials, and on the other hand, a second mixture comprising silicone and polymer; then add the first mixture to the second, with stirring.
- the stirring can advantageously be carried out by means of a frame blade.
- the preparation of the emulsion is generally carried out at a temperature between 20 and 80 ° C.
- the duration of the agitation can be determined without difficulty by a person skilled in the art and depends on the type of apparatus used. It is preferably sufficient for obtain an average droplet size of between 0.1 and 10 ⁇ m, preferably between 0.1 and 5 ⁇ m (measured using a Horiba granulometer).
- alkylpolyglycosides such as those described in US 4,565,647; - fatty acid amides, for example C8-C20; alone or as a mixture.
- the formulations can likewise include cationic surfactants such as alkyl dimethylammonium halides, or alternatively amphoteric or zwitterionic surfactants, such as for example betaines, for example lauryl betaine (Mirataine BB from the company Rhodia Chimie); sulfo-betaines; amidoalkylbetaines, such as cocamidopropyl betaine (Mirataine BDJ from the company Rhodia Chimie); sultaines such as cocamidopropyl hydroxy sultaine (Mirataine CBS from the company Rhodia Chimie); alkylamphoacetates and alkylamphodiacetates, such as for example comprising a coconut, lauryl chain (Miranol C2M, C32 in particular, from the company Rhodia Chimie); alkylamphopropionates or alkylamphodipropionates, (Miranol C2M SF); alkyl amphohydroxypropyl sultaine
- the aqueous formulations may also contain fixative resins. These fixative resins, when they are present, are generally present at concentrations of between 0.01 and 10%, preferably between 0.5 and 5%.
- the fixing resins used in the aqueous formulations are more particularly chosen from the following resins:
- copolyesters derived from acid, anhydride or a terephthalic and / or isophthalic and / or sulfoisophthalic diester and a diol such as: - polyester copolymers based on ethylene terephthalate and / or propylene terephthalate and polyoxyethylene terephthalate units , (US 3959230, US 3893929, US 4116896, US 4702857, US 4770666);
- copolymers comprising polyester units derived from dimethyl terephthalate, isophthalic acid, dimethyl sulfoisophthalate and ethylene glycol and from polyorganosiloxane units (FR 2728915).
- polyesters-polyurethanes more particularly obtained by reaction of a polyester obtained from adipic acid and / or terephthalic acid and / or sulfoisophthalic acid and a diol, on a prepolymer with terminal isocyanate groups obtained with starting from a polyoxyethylene glycol and a diisocyanate (FR 2334698);
- the fixing resins are chosen from polyvinylpyrrolidone (PVP), copolymers of polyvinylpyrrolidone and methyl methacrylate, copolymer of polyvinylpyrrolidone and vinyl acetate (VA), polyterephthalene ethylene glycol / polyethylene glycol copolymers, polyterphide copolymers ethylene glycol / polyethylene glycol / sodium polyisophthalate sulfonate, and mixtures thereof.
- PVP polyvinylpyrrolidone
- VA vinyl acetate
- polyvinyl esters grafted on polyalkylenated trunks such as polyvinylacetates grafted on polyoxyethylene trunks (EP 219048); . polyvinyl alcohols.
- the water-soluble salts of polycarboxylic acids with a molecular weight by weight of the order of 2000 to 100,000 g / mol obtained by polymerization or copolymerization of ethylenically unsaturated carboxylic acids such as acrylic acid, maleic acid or anhydride , fumaric acid, itaconic acid, aconitic acid, mesaconic acid, citraconic acid, methylenemalonic acid, and very particularly polyacrylates of molecular mass by weight of the order of 2000 to 10 000 g / mol (US 3308067), copolymers of acrylic acid and maleic anhydride with a molecular weight by weight of the order of 5000 to 75000 g / mol (EP 66915); . polyethylene glycols, for example of molecular weight by weight of the order of 1000 to 50,000 g / mol.
- They can also include sequestering agents of metals such as especially calcium, such as citrate ions for example.
- An aqueous phase is prepared in which the emulsion will be dispersed comprising 16% of Empicol ESB3M (sodium laureth sulfate, sold by Rhodia Chimie); 2% Tegobetaine 7 (cocamidopropyl betaine, marketed by Goldschmidt) and 2% Miranol Ultra C32 (cocoamphodiacetate, marketed by Rhodia Chimie).
- Empicol ESB3M sodium laureth sulfate, sold by Rhodia Chimie
- Tegobetaine 7 cocamidopropyl betaine, marketed by Goldschmidt
- Miranol Ultra C32 cocoamphodiacetate
Landscapes
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0108652A FR2826568B1 (fr) | 2001-06-29 | 2001-06-29 | Procede de stabilisation de formulation a base de tensioactifs et comprenant une huile organique, minerale et/ ou derive |
FR0108652 | 2001-06-29 | ||
PCT/FR2002/002279 WO2003002636A1 (fr) | 2001-06-29 | 2002-07-01 | Procede de stabilisation d'une dispersion aqueuse d'une emulsion huile dans l'huile silicone |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1401922A1 true EP1401922A1 (fr) | 2004-03-31 |
Family
ID=8864947
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP02760371A Withdrawn EP1401922A1 (fr) | 2001-06-29 | 2002-07-01 | Procede de stabilisation d' une dispersion aqueuse d'une emulsion huile dans l'huile silicone |
Country Status (5)
Country | Link |
---|---|
US (1) | US20040241124A1 (fr) |
EP (1) | EP1401922A1 (fr) |
JP (1) | JP2004534127A (fr) |
FR (1) | FR2826568B1 (fr) |
WO (1) | WO2003002636A1 (fr) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1991219B1 (fr) | 2006-02-21 | 2015-09-16 | Mary Kay, Inc. | Compositions de vitamine c stables |
WO2014070689A1 (fr) | 2012-10-29 | 2014-05-08 | The Procter & Gamble Company | Compositions de soin personnel ayant une tan delta de 0,30 ou plus à 10°c |
Family Cites Families (5)
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US4869897A (en) * | 1987-10-22 | 1989-09-26 | The Procter & Gamble Company | Photoprotection compositions comprising sorbohydroxamic acid |
GB9523167D0 (en) * | 1995-11-13 | 1996-01-17 | Unilever Plc | Cosmetic composition |
GB9912073D0 (en) * | 1999-05-24 | 1999-07-21 | Unilever Plc | Polysiloxane block copolymers in topical cosmetic and personal care compositions |
US6238657B1 (en) * | 1999-07-12 | 2001-05-29 | Dow Corning Corporation | Oil-in-oil and three-phase emulsions |
FR2812296B1 (fr) * | 2000-07-25 | 2002-12-20 | Rhodia Chimie Sa | Procede de synthese de copolymeres hybrides et organiques par polymerisation radicalaire controlee |
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2001
- 2001-06-29 FR FR0108652A patent/FR2826568B1/fr not_active Expired - Fee Related
-
2002
- 2002-07-01 WO PCT/FR2002/002279 patent/WO2003002636A1/fr active Application Filing
- 2002-07-01 US US10/481,166 patent/US20040241124A1/en not_active Abandoned
- 2002-07-01 JP JP2003509013A patent/JP2004534127A/ja active Pending
- 2002-07-01 EP EP02760371A patent/EP1401922A1/fr not_active Withdrawn
Non-Patent Citations (1)
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Also Published As
Publication number | Publication date |
---|---|
JP2004534127A (ja) | 2004-11-11 |
US20040241124A1 (en) | 2004-12-02 |
WO2003002636A1 (fr) | 2003-01-09 |
FR2826568A1 (fr) | 2003-01-03 |
FR2826568B1 (fr) | 2005-09-02 |
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