EP4274859A1 - Composition comprising polymers of natural origin and having properties for thickening polar media - Google Patents
Composition comprising polymers of natural origin and having properties for thickening polar mediaInfo
- Publication number
- EP4274859A1 EP4274859A1 EP21843743.2A EP21843743A EP4274859A1 EP 4274859 A1 EP4274859 A1 EP 4274859A1 EP 21843743 A EP21843743 A EP 21843743A EP 4274859 A1 EP4274859 A1 EP 4274859A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- formula
- oil
- water
- mass
- 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.)
- Pending
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 168
- 229920000642 polymer Polymers 0.000 title claims abstract description 48
- 230000008719 thickening Effects 0.000 title claims description 12
- 239000000839 emulsion Substances 0.000 claims abstract description 77
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims abstract description 31
- 235000013922 glutamic acid Nutrition 0.000 claims abstract description 31
- 239000004220 glutamic acid Substances 0.000 claims abstract description 31
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 22
- OZDAOHVKBFBBMZ-UHFFFAOYSA-N 2-aminopentanedioic acid;hydrate Chemical compound O.OC(=O)C(N)CCC(O)=O OZDAOHVKBFBBMZ-UHFFFAOYSA-N 0.000 claims abstract description 14
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims abstract description 8
- 239000003921 oil Substances 0.000 claims description 90
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 82
- 150000001875 compounds Chemical class 0.000 claims description 67
- 239000004094 surface-active agent Substances 0.000 claims description 45
- 239000008346 aqueous phase Substances 0.000 claims description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 37
- 230000008569 process Effects 0.000 claims description 35
- 239000012074 organic phase Substances 0.000 claims description 33
- 230000001804 emulsifying effect Effects 0.000 claims description 31
- 239000002537 cosmetic Substances 0.000 claims description 30
- 229920002643 polyglutamic acid Polymers 0.000 claims description 30
- 150000002148 esters Chemical class 0.000 claims description 27
- 238000004945 emulsification Methods 0.000 claims description 25
- 108010020346 Polyglutamic Acid Proteins 0.000 claims description 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 23
- 229920000223 polyglycerol Chemical class 0.000 claims description 23
- 239000000243 solution Substances 0.000 claims description 23
- 229920006395 saturated elastomer Polymers 0.000 claims description 21
- SHKUUQIDMUMQQK-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butoxymethyl]oxirane Chemical compound C1OC1COCCCCOCC1CO1 SHKUUQIDMUMQQK-UHFFFAOYSA-N 0.000 claims description 19
- 238000003756 stirring Methods 0.000 claims description 18
- GNFTZDOKVXKIBK-UHFFFAOYSA-N 3-(2-methoxyethoxy)benzohydrazide Chemical compound COCCOC1=CC=CC(C(=O)NN)=C1 GNFTZDOKVXKIBK-UHFFFAOYSA-N 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 13
- 238000010008 shearing Methods 0.000 claims description 13
- 230000000699 topical effect Effects 0.000 claims description 11
- 239000000341 volatile oil Substances 0.000 claims description 10
- 239000003995 emulsifying agent Substances 0.000 claims description 9
- 150000002191 fatty alcohols Chemical class 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 7
- 229930195733 hydrocarbon Natural products 0.000 claims description 7
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 239000002562 thickening agent Substances 0.000 claims description 7
- UWFRVQVNYNPBEF-UHFFFAOYSA-N 1-(2,4-dimethylphenyl)propan-1-one Chemical compound CCC(=O)C1=CC=C(C)C=C1C UWFRVQVNYNPBEF-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 239000000178 monomer Substances 0.000 claims description 6
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical class OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 238000000265 homogenisation Methods 0.000 claims description 4
- 239000003381 stabilizer Substances 0.000 claims description 4
- 238000013019 agitation Methods 0.000 claims description 3
- 229920000151 polyglycol Polymers 0.000 claims description 3
- 239000010695 polyglycol Substances 0.000 claims description 3
- WUIQPLSONDMSBW-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)butan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(CC)COCC1CO1 WUIQPLSONDMSBW-UHFFFAOYSA-N 0.000 claims description 2
- HDPLHDGYGLENEI-UHFFFAOYSA-N 2-[1-(oxiran-2-ylmethoxy)propan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)COCC1CO1 HDPLHDGYGLENEI-UHFFFAOYSA-N 0.000 claims description 2
- VLKXLWGYPOUERV-UHFFFAOYSA-N 2-[3-(oxiran-2-ylmethoxy)propoxymethyl]oxirane Chemical compound C1OC1COCCCOCC1CO1 VLKXLWGYPOUERV-UHFFFAOYSA-N 0.000 claims description 2
- JROOCDXTPKCUIO-UHFFFAOYSA-N 2-[4-(oxiran-2-ylmethoxy)butan-2-yloxymethyl]oxirane Chemical compound C1OC1COC(C)CCOCC1CO1 JROOCDXTPKCUIO-UHFFFAOYSA-N 0.000 claims description 2
- WTYYGFLRBWMFRY-UHFFFAOYSA-N 2-[6-(oxiran-2-ylmethoxy)hexoxymethyl]oxirane Chemical compound C1OC1COCCCCCCOCC1CO1 WTYYGFLRBWMFRY-UHFFFAOYSA-N 0.000 claims description 2
- PHKGGXPMPXXISP-DFWYDOINSA-N azanium;(4s)-4-amino-5-hydroxy-5-oxopentanoate Chemical compound [NH4+].[O-]C(=O)[C@@H]([NH3+])CCC([O-])=O PHKGGXPMPXXISP-DFWYDOINSA-N 0.000 claims description 2
- WDRWZVWLVBXVOI-QTNFYWBSSA-L dipotassium;(2s)-2-aminopentanedioate Chemical compound [K+].[K+].[O-]C(=O)[C@@H](N)CCC([O-])=O WDRWZVWLVBXVOI-QTNFYWBSSA-L 0.000 claims description 2
- PXEDJBXQKAGXNJ-QTNFYWBSSA-L disodium L-glutamate Chemical compound [Na+].[Na+].[O-]C(=O)[C@@H](N)CCC([O-])=O PXEDJBXQKAGXNJ-QTNFYWBSSA-L 0.000 claims description 2
- 235000013918 magnesium diglutamate Nutrition 0.000 claims description 2
- 229940063886 magnesium glutamate Drugs 0.000 claims description 2
- 235000013917 monoammonium glutamate Nutrition 0.000 claims description 2
- 235000013919 monopotassium glutamate Nutrition 0.000 claims description 2
- 235000013923 monosodium glutamate Nutrition 0.000 claims description 2
- 239000000346 nonvolatile oil Substances 0.000 claims description 2
- 229940073490 sodium glutamate Drugs 0.000 claims description 2
- NIDRASOKXCQPKX-DFWYDOINSA-L calcium;(2s)-2-aminopentanedioate Chemical compound [Ca+2].[O-]C(=O)[C@@H](N)CCC([O-])=O NIDRASOKXCQPKX-DFWYDOINSA-L 0.000 claims 1
- MYUGVHJLXONYNC-QHTZZOMLSA-J magnesium;(2s)-2-aminopentanedioate Chemical compound [Mg+2].[O-]C(=O)[C@@H](N)CCC([O-])=O.[O-]C(=O)[C@@H](N)CCC([O-])=O MYUGVHJLXONYNC-QHTZZOMLSA-J 0.000 claims 1
- -1 for example Substances 0.000 description 88
- 239000011734 sodium Substances 0.000 description 39
- 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 37
- 229910052708 sodium Inorganic materials 0.000 description 37
- 238000002360 preparation method Methods 0.000 description 35
- 235000019198 oils Nutrition 0.000 description 31
- 238000010907 mechanical stirring Methods 0.000 description 30
- 239000000499 gel Substances 0.000 description 29
- 239000012071 phase Substances 0.000 description 27
- OQILCOQZDHPEAZ-UHFFFAOYSA-N octyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OCCCCCCCC OQILCOQZDHPEAZ-UHFFFAOYSA-N 0.000 description 26
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 25
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 description 23
- 150000001335 aliphatic alkanes Chemical class 0.000 description 21
- 239000000126 substance Substances 0.000 description 21
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 20
- 239000003795 chemical substances by application Substances 0.000 description 19
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- GJQLBGWSDGMZKM-UHFFFAOYSA-N ethylhexyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(CC)CCCCC GJQLBGWSDGMZKM-UHFFFAOYSA-N 0.000 description 18
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 16
- 230000015572 biosynthetic process Effects 0.000 description 14
- 239000000284 extract Substances 0.000 description 14
- FGUUSXIOTUKUDN-IBGZPJMESA-N C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 Chemical compound C1(=CC=CC=C1)N1C2=C(NC([C@H](C1)NC=1OC(=NN=1)C1=CC=CC=C1)=O)C=CC=C2 FGUUSXIOTUKUDN-IBGZPJMESA-N 0.000 description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 13
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Chemical compound CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 13
- 229920001296 polysiloxane Polymers 0.000 description 13
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 12
- 241000579895 Chlorostilbon Species 0.000 description 12
- 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 12
- 229940073574 c11-12 isoparaffin Drugs 0.000 description 12
- 229910052876 emerald Inorganic materials 0.000 description 12
- 239000010976 emerald Substances 0.000 description 12
- 238000003786 synthesis reaction Methods 0.000 description 12
- 238000004821 distillation Methods 0.000 description 11
- 150000003254 radicals Chemical class 0.000 description 11
- 239000012429 reaction media Substances 0.000 description 11
- 210000003491 skin Anatomy 0.000 description 11
- 229950004959 sorbitan oleate Drugs 0.000 description 11
- 239000001993 wax Substances 0.000 description 11
- 238000005303 weighing Methods 0.000 description 11
- 239000004480 active ingredient Substances 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 239000007762 w/o emulsion Substances 0.000 description 10
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 9
- 150000001412 amines Chemical group 0.000 description 9
- 238000004132 cross linking Methods 0.000 description 9
- 229940049906 glutamate Drugs 0.000 description 9
- 229930195712 glutamate Natural products 0.000 description 9
- 235000011187 glycerol Nutrition 0.000 description 9
- 239000004615 ingredient Substances 0.000 description 9
- 229940070765 laurate Drugs 0.000 description 9
- 239000002245 particle Substances 0.000 description 9
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 9
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 8
- 239000007787 solid Substances 0.000 description 8
- 235000000346 sugar Nutrition 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 230000009471 action Effects 0.000 description 7
- 229940024606 amino acid Drugs 0.000 description 7
- 235000001014 amino acid Nutrition 0.000 description 7
- 150000001413 amino acids Chemical class 0.000 description 7
- 229940114081 cinnamate Drugs 0.000 description 7
- 229940071160 cocoate Drugs 0.000 description 7
- 150000001924 cycloalkanes Chemical class 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- 239000000419 plant extract Substances 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 description 6
- RJWUMFHQJJBBOD-UHFFFAOYSA-N 2-methylheptadecane Chemical compound CCCCCCCCCCCCCCCC(C)C RJWUMFHQJJBBOD-UHFFFAOYSA-N 0.000 description 6
- SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 6
- CAHKINHBCWCHCF-UHFFFAOYSA-N N-acetyltyrosine Chemical compound CC(=O)NC(C(O)=O)CC1=CC=C(O)C=C1 CAHKINHBCWCHCF-UHFFFAOYSA-N 0.000 description 6
- PYMYPHUHKUWMLA-UHFFFAOYSA-N arabinose Natural products OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 description 6
- SRBFZHDQGSBBOR-UHFFFAOYSA-N beta-D-Pyranose-Lyxose Natural products OC1COC(O)C(O)C1O SRBFZHDQGSBBOR-UHFFFAOYSA-N 0.000 description 6
- 239000003599 detergent Substances 0.000 description 6
- GYZLOYUZLJXAJU-UHFFFAOYSA-N diglycidyl ether Chemical compound C1OC1COCC1CO1 GYZLOYUZLJXAJU-UHFFFAOYSA-N 0.000 description 6
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000005187 foaming Methods 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- FNWWOHKUXFTKGN-UHFFFAOYSA-N isoheptadecane Natural products CCCCCCCCCCCCCCC(C)C FNWWOHKUXFTKGN-UHFFFAOYSA-N 0.000 description 6
- KVQVGSDBGJXNGV-UHFFFAOYSA-N isononadecane Natural products CCCCCCCCCCCCCCCCC(C)C KVQVGSDBGJXNGV-UHFFFAOYSA-N 0.000 description 6
- 235000013772 propylene glycol Nutrition 0.000 description 6
- 229960004063 propylene glycol Drugs 0.000 description 6
- 150000003839 salts Chemical class 0.000 description 6
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 5
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 5
- WOKDXPHSIQRTJF-UHFFFAOYSA-N 3-[3-[3-[3-[3-[3-[3-[3-[3-(2,3-dihydroxypropoxy)-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]-2-hydroxypropoxy]propane-1,2-diol Chemical compound OCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)COCC(O)CO WOKDXPHSIQRTJF-UHFFFAOYSA-N 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 5
- 238000009472 formulation Methods 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 210000004209 hair Anatomy 0.000 description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 description 5
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 239000011707 mineral Chemical class 0.000 description 5
- 235000010755 mineral Nutrition 0.000 description 5
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
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- 239000002994 raw material Substances 0.000 description 5
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 4
- LEEDMQGKBNGPDN-UHFFFAOYSA-N 2-methylnonadecane Chemical compound CCCCCCCCCCCCCCCCCC(C)C LEEDMQGKBNGPDN-UHFFFAOYSA-N 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
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- 229920002472 Starch Polymers 0.000 description 4
- MGQIWUQTCOJGJU-UHFFFAOYSA-N [AlH3].Cl Chemical class [AlH3].Cl MGQIWUQTCOJGJU-UHFFFAOYSA-N 0.000 description 4
- 239000013543 active substance Substances 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
- 235000010443 alginic acid Nutrition 0.000 description 4
- 229920000615 alginic acid Polymers 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 4
- 150000007942 carboxylates Chemical class 0.000 description 4
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 4
- 239000003349 gelling agent Substances 0.000 description 4
- 239000008103 glucose Substances 0.000 description 4
- 150000004676 glycans Chemical class 0.000 description 4
- 125000005645 linoleyl group Chemical group 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000001312 palmitoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229920001282 polysaccharide Polymers 0.000 description 4
- 239000005017 polysaccharide Substances 0.000 description 4
- 102000004196 processed proteins & peptides Human genes 0.000 description 4
- 239000011780 sodium chloride Substances 0.000 description 4
- 235000019698 starch Nutrition 0.000 description 4
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 4
- 230000000475 sunscreen effect Effects 0.000 description 4
- 239000000516 sunscreening agent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
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- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
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- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 229940071136 stearoyl glutamate Drugs 0.000 description 1
- 230000004936 stimulating effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
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- 239000005720 sucrose Substances 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
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- 235000010491 tara gum Nutrition 0.000 description 1
- 239000000213 tara gum Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229940061605 tetrasodium glutamate diacetate Drugs 0.000 description 1
- UZVUJVFQFNHRSY-OUTKXMMCSA-J tetrasodium;(2s)-2-[bis(carboxylatomethyl)amino]pentanedioate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CC[C@@H](C([O-])=O)N(CC([O-])=O)CC([O-])=O UZVUJVFQFNHRSY-OUTKXMMCSA-J 0.000 description 1
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- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 150000003611 tocopherol derivatives Chemical class 0.000 description 1
- LOIYMIARKYCTBW-OWOJBTEDSA-N trans-urocanic acid Chemical compound OC(=O)\C=C\C1=CNC=N1 LOIYMIARKYCTBW-OWOJBTEDSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-O triethanolammonium Chemical compound OCC[NH+](CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-O 0.000 description 1
- 235000001019 trigonella foenum-graecum Nutrition 0.000 description 1
- PJHKBYALYHRYSK-UHFFFAOYSA-N triheptanoin Chemical compound CCCCCCC(=O)OCC(OC(=O)CCCCCC)COC(=O)CCCCCC PJHKBYALYHRYSK-UHFFFAOYSA-N 0.000 description 1
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- 239000011720 vitamin B Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 235000019168 vitamin K Nutrition 0.000 description 1
- 239000011712 vitamin K Substances 0.000 description 1
- 150000003721 vitamin K derivatives Chemical class 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 229940046010 vitamin k Drugs 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- 229960001939 zinc chloride Drugs 0.000 description 1
- 239000011670 zinc gluconate Substances 0.000 description 1
- 235000011478 zinc gluconate Nutrition 0.000 description 1
- 229960000306 zinc gluconate Drugs 0.000 description 1
- 239000011576 zinc lactate Substances 0.000 description 1
- 235000000193 zinc lactate Nutrition 0.000 description 1
- 229940050168 zinc lactate Drugs 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229960001763 zinc sulfate Drugs 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 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
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
- AZOOXWWPWARTFV-UHFFFAOYSA-N zirconium hydrochloride Chemical class Cl.[Zr] AZOOXWWPWARTFV-UHFFFAOYSA-N 0.000 description 1
- 229910001928 zirconium oxide Inorganic materials 0.000 description 1
- MGBRCJMVESAMII-UHFFFAOYSA-N zirconium tetrahydrochloride Chemical compound Cl.Cl.Cl.Cl.[Zr] MGBRCJMVESAMII-UHFFFAOYSA-N 0.000 description 1
- WHNFPRLDDSXQCL-UAZQEYIDSA-N α-msh Chemical compound C([C@@H](C(=O)N[C@@H](CO)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](C(C)C)C(N)=O)NC(=O)[C@H](CO)NC(C)=O)C1=CC=C(O)C=C1 WHNFPRLDDSXQCL-UAZQEYIDSA-N 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
- C08G69/10—Alpha-amino-carboxylic acids
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/88—Polyamides
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/02—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids
- C08G69/08—Polyamides derived from amino-carboxylic acids or from polyamines and polycarboxylic acids derived from amino-carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/40—Polyamides containing oxygen in the form of ether groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G69/00—Macromolecular compounds obtained by reactions forming a carboxylic amide link in the main chain of the macromolecule
- C08G69/48—Polymers modified by chemical after-treatment
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/10—Esters; Ether-esters
- C08K5/101—Esters; Ether-esters of monocarboxylic acids
- C08K5/103—Esters; Ether-esters of monocarboxylic acids with polyalcohols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1515—Three-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L77/00—Compositions of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Compositions of derivatives of such polymers
- C08L77/04—Polyamides derived from alpha-amino carboxylic acids
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/10—General cosmetic use
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/48—Thickener, Thickening system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/805—Corresponding aspects not provided for by any of codes A61K2800/81 - A61K2800/95
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/80—Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
- A61K2800/95—Involves in-situ formation or cross-linking of polymers
-
- 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
- C08J2377/00—Characterised by the use of polyamides obtained by reactions forming a carboxylic amide link in the main chain; Derivatives of such polymers
Definitions
- the present invention relates to a composition in the form of a self-inverting water-in-oil type emulsion, the process for preparing such a composition and the use of this composition for preparing cosmetic compositions with topical use.
- Cosmetic compositions contain polar phases such as, for example, phases consisting of water, and in most cases require the use of rheology modifying agents, such as, for example, polymers, to increase the viscosity of these polar phases, as well as only to impart a well-defined rheological behavior.
- polar phases such as, for example, phases consisting of water
- rheology modifying agents such as, for example, polymers
- polysaccharides based on oses or polysaccharides based on derivatives of oses or else synthetic polymers of the polyelectrolyte type, anionic or cationic or amphiphilic, linear or branched, cross-linked or non-cross-linked.
- synthetic polymers Predominantly present on the market for ingredients intended for cosmetic formulations, synthetic polymers have the property of unfolding, in the polar phase, under the effect of electrostatic repulsions due to the presence of charges (negative and/or positive) on the skeleton. polymeric, linear or branched, non-crosslinked or crosslinked.
- rheology modifiers provide both an increase in the viscosity of the polar phase, as well as a certain consistency and/or a stabilizing effect conferred on the cosmetic, dermo-cosmetic or dermo-pharmaceutical formulation to be thickened.
- the polymers used for the cosmetics or dermocosmetics industries can play a functional role as film-forming agents, rheology modifiers, agents allowing the stabilization of fatty phases in water-in-oil emulsions and oil-in-water, the stabilization of solid particles (pigments or fillers), or even as agents conferring particular sensory properties (softness to the touch, ease of gripping and application, freshness effect, etc.), or as agents that also have a direct impact on the appearance of the formula (transparent, translucent or opaque).
- the rheology modifying polymers of polar phases, and more particularly of aqueous phases are mainly polyelectrolytes which result from the radical polymerization of monomers of the (meth)acrylic type, that is to say acrylic acid or methacrylic acid, esters derived from acrylic acid or methacrylic acid, or alternatively acrylamide or methacrylamide derivatives.
- Glutamic acid As an example of a polymer of natural origin, we can cite polyglutamic acid (PGA), which is today the subject of numerous research works. It is a predominantly linear polymer and consists of monomeric glutamic acid (GA) units. Glutamic acid is an amino acid characterized by an amine function in the ⁇ position and by two carboxylic acid functions (or carboxylates depending on the pH) in the ⁇ and ⁇ positions (see chemical formula 1).
- the cross-linking of polymer chains aims to connect several polymer chains to each other which, when added to a polar phase, and more particularly to water, appear as a three-dimensional network insoluble in water. water, but swellable with water and then leading to the production of an aqueous gel.
- the first of which consists in preparing the polymer, and the second consists in reacting the polymer with a crosslinking agent to obtain a crosslinked polymer.
- the polyepoxide derivatives are the most described, because they make it possible to implement crosslinking processes under conditions that respect the environment (moderate temperatures, reactions in aqueous and in the absence of harmful solvents).
- a solution of the present invention is a composition (CA) in the form of a self-inverting water-in-oil type emulsion comprising, for 100% of its mass, a mass content greater than or equal to 20% of a polymer (P) consisting of monomeric units derived from glutamic acid (GA), partially or totally salified, and units derived from at least one crosslinking agent (RA) carrying at least two glycidyl functions.
- a composition (CA) in the form of a self-inverting water-in-oil type emulsion comprising, for 100% of its mass, a mass content greater than or equal to 20% of a polymer (P) consisting of monomeric units derived from glutamic acid (GA), partially or totally salified, and units derived from at least one crosslinking agent (RA) carrying at least two glycidyl functions.
- emulsion of the water-in-oil type is meant within the meaning of the present invention a heterogeneous mixture of two immiscible liquids, one being dispersed in the form of small droplets in the other, said mixture being thermodynamically unstable and stabilized by the presence of a surfactant system comprising at least one emulsifying surfactant.
- emulsion of the water-in-oil self-inverting type is meant, within the meaning of the present invention, an emulsion of the water-in-oil type as defined above, in which the emulsifying surfactants present confer on the emulsion a hydrophilic-lipophilic balance (HLB) such that once said emulsion has been added to a polar phase, such as for example water, the direction of the emulsion will change to pass from the water-in-oil form to the oil- in water, then making it possible to bring the polymer (P) into contact with the polar phase to be thickened.
- HLB hydrophilic-lipophilic balance
- the monomeric units derived from glutamic acid (GA), partially or totally salified, are linked together:
- the PGA can be prepared chemically according to peptide synthesis methods known to those skilled in the art, in particular passing through stages of selective protection(s), activation, coupling and deprotection(s).
- the coupling generally consists of a nucleophilic attack of the amine function of a monomeric glutamic acid unit on an activated carboxylic acid function of another monomeric glutamic acid unit.
- PGGA can also be obtained by processes comprising at least one microbial fermentation step involving the use of at least one bacterial strain.
- the term “salified” indicates that the “pendant” carboxylic acid function present on each monomeric unit of glutamic acid (GA) of the polymer (in the gamma position in the case of PAGA or alpha in the case of PGGA) is in an anionic or carboxylate form.
- the counter-ion of this carboxylate function is a cation derived, for example, from salts of alkali metals such as sodium, potassium or from salts of nitrogenous bases such as amines, lysine or monoethanolamine (HO-CH2-CH2 -NH2).
- crosslinking agent RA
- crosslinking agent (RA) carrying at least two glycidyl functions is meant within the meaning of the present invention a crosslinking agent (RA) as defined above whose molecular structure comprises at least two glycidyl units or functions of formula ( I'):
- the cross-linking of the polymer chains of the polymer (P) takes place according to a reaction between the terminal free amine function (-NH2) and/or one or more "pendent" or terminal carboxylic or carboxylate functions (-COOH or -COO-) present in the structure of said polymer (P), and at least one epoxy group present in the structure of the crosslinking agent (AR) bearing at least two glycidyl functions.
- composition (CA) according to the invention may have one or more of the following characteristics:
- R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and containing from 6 to 22 carbon atoms;
- R4 representing a hydrocarbon radical chosen from the elements of the group consisting of the radical heptyl, octyl, nonyl, decyl, undecyl, undecenyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, hydroxyoctadecyl, oleyl, linoleyl, linolenyl, eicosyl and dodecosyl.
- the monomeric units derived from the compound of formula (X′) represent from 1% to 50% by mass.
- crosslinking agent (RA) may be chosen from the members of the group consisting of:
- R representing the hydrogen atom or the glycidyl radical [ ], and n which represents an integer greater than or equal to one and less than or equal to 10;
- the compound of formula (II) is more particularly the compound of formula (IIa) or Glycérol Diglycidyl ether
- the compound of formula (II) is more particularly the compound of formula (IIb) or Glycerol Triglycidyl ether
- the compound of formula (II) is more particularly the compound of formula (IIc) or DiGlycérol Di Glycidyl ether
- the compound of formula (II) is more particularly the compound of formula (IId) or Di Glycerol Tetra Glycidyl ether
- R1 representing the hydrogen atom or the glycidyl radical [ ]
- the compound of formula (IX) is more particularly the compound of formula (IXa) or trimethylol ethane DiGlycidyl ether
- the compound of formula (IX) is more particularly the compound of formula (IXb) or trimethylol ethane TriGlycidyl ether
- R1 representing the hydrogen atom or the glycidyl radical [ ]
- the compound of formula (X) is more particularly the compound of formula (Xa) or trimethylol propane DiGlycidyl ether
- the compound of formula (X) is more particularly the compound of formula (Xb) or trimethylol propane TriGlycidyl ether
- R1 and R2 independent, which represent the hydrogen atom or the glycidyl radical
- the compound of formula (XI) is more particularly the compound of formula (XIa) or Pentaerythritol Di Glycidyl ether
- the compound of formula (XI) is more particularly the compound of formula (XIb) or Pentaerythritol Tri Glycidyl ether
- the compound of formula (XI) is more particularly the compound of formula (XIc) or Pentaerythritol Tetra Glycidyl ether
- R3 representing the hydrogen atom or the glycidyl radical [ ]
- x, y, z, o, p and q independent of each other, represent an integer greater than or equal to 2 and less than or equal to 10.
- the present invention also relates to a process for preparing a composition (CA) as defined above, comprising:
- the method according to the invention may have one or more of the following characteristics:
- R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and comprising from 6 to 22 carbon atoms.
- R4 represents a hydrocarbon radical chosen from the elements of the group consisting of the radical heptyl, octyl, nonyl, decyl, undecyl, undecenyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, hydroxyoctadecyl, oleyl, linoleyl, linolenyl, eicosyl and dodecosyl.
- the choice of a concentrated inverse emulsion process makes it possible to solubilize the starting PGGA, its possible co-constituents, as well as the crosslinking agent(s) in the aqueous phase of the emulsion.
- the realization of the emulsion makes it possible to create droplets isolated from each other making possible the crosslinking of the PGA without caking of the reaction medium due to the increase in viscosity of the aqueous phase during the crosslinking step.
- the concentration step by distillation of a light fatty phase leads to obtaining a product in liquid form with an active ingredient content of more than 20%.
- the present invention also relates to:
- the mass content of the polymer (P) is greater than or equal to 20% and less than or equal to 60%; and more particularly greater than or equal to 20% and less than or equal to 40%.
- PGGA can exist in different conformational forms in solution in water. These depend on the inter and intra molecular hydrogen bonds and therefore on the pH, the polymer concentration, the ionic strength of the solution, as well as the temperature.
- the PGGA chains can thus adopt the form of an ⁇ -helix, a ⁇ -sheet, aggregates or else be in a disordered and random state.
- the polymer (P) in helical conformation when it is present in a solution at a mass content of less than or equal to 0.1% and of which said solution shows a pH value less than or equal to 7.
- the polymer (P) in sheet conformation when it is present in a solution at a mass content of less than or equal to 0.1% and of which said solution shows a pH value above 7.
- the crosslinking agent (AR) represents from 1% to 20% molar, and even more particularly from 1% to 18% molar.
- the composition (CA) has a viscosity of between 1,000 mPa.s and 10,000 mPa.s (measured with a Brookfield brand viscometer, RVT type, speed 5 rpm), more particularly between 1 000 mPa.s and 5000 mPa.s.
- the crosslinking agent (RA) is ethylene glycol diglycidyl ether of formula (I).
- the partially or totally salified polyglutamic acid is in the form of a potassium, sodium or ammonium salt, and more particularly in the form of a sodium salt.
- the aqueous solution comprises, for 100% of its mass, between 5% and 60% by mass, more particularly between 10% and 50% by mass, of partially or totally salified polyglutamic acid (PGA).
- PGA polyglutamic acid
- the crosslinking agent (RA) is chosen from at least one of the members of the group consisting of the compounds of formulas (I), (II) , (III), (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII) and (XIII) as previously defined.
- step c) of the process which is the subject of the present invention the term "volatile oil” denotes a fatty substance which is liquid at a temperature of 25° C. at atmospheric pressure, and whose flash point is between 40 and 100°C.
- volatile oil is meant within the meaning of the present invention an element of the group consisting of branched alkanes, comprising from seven to forty carbon atoms, such as isododecane, isopentadecane, isohexadecane , isoheptadecane, isooctadecane, isononadecane or isoeicosane), or mixtures of some of them such as those mentioned below and identified by their INCI name: C7-8 isoparaffin, C8-9 isoparaffin, C9-11 isoparaffin, C9-12 isoparaffin, C9-13 isoparaffin, C9-14 isoparaffin, C9-16 isoparaffin, C10-11 isoparaffin, C10-12 isoparaffin, C10-13 isoparaffin, C11-12 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- volatile oil within the meaning of the present invention at least one element of the group consisting of isododecane, isohexadecane, C7-8 isoparaffin, C8-9 isoparaffin, C9 -11 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- the volatile oil is chosen from an element of the group consisting of C8-9 isoparaffin, C9-11 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- the “volatile oil” is chosen from an element of the group consisting of the isoparaffins marketed under the brand names ISOPARTM G, ISOPARTM L or ISOPARTM H or ISOPARTM J.
- oil (H) denotes a liquid fatty substance at a temperature of 25° C. at atmospheric pressure, in particular:
- said mixture (M1) is characterized in that it comprises for 100% of its mass:
- linear alkanes present in the mixture (M1) as defined above, and comprising from 15 to 19 carbon atoms, is meant more particularly within the meaning of the present invention the elements chosen from the group consisting of n- pentadecane, n-hexadecane, n-heptadecane, n-octadecane and n-nonadecane.
- branched alkanes present in the mixture (M1) as defined above, and comprising from 15 to 19 carbon atoms, is meant more particularly within the meaning of the present invention the elements chosen from the group consisting of the iso -pentadecane, iso-hexadecane, iso-heptadecane, iso-octadecane and iso-nonadecane.
- the mixture (M1) is more particularly the mixture marketed under the brand name EmogreenTM L15 or else the mixture marketed under the brand name EmogreenTM L19.
- Z1 and Z2 which are identical or different, represent a linear or branched alkyl radical containing from five to eighteen carbon atoms, for example dioctyl ether, didecyl ether, didodecyl ether, dodecyl octyl ether, dihexadecyl ether, (1,3 -dimethyl butyl) tetradecyl ether, (1,3-dimethyl butyl) hexadecyl ether, bis(1,3-dimethyl butyl) ether or dihexyl ether.
- dioctyl ether didecyl ether
- didodecyl ether didodecyl ether
- dodecyl octyl ether dihexadecyl ether
- (1,3 -dimethyl butyl) tetradecyl ether (1,3-dimethyl butyl) hexa
- R'2 represents, independently of R'1, a hydrocarbon chain saturated or unsaturated, linear or branched containing from one to twenty-four carbon atoms, for example methyl laurate, ethyl laurate, propyl laurate, isopropyl laurate, butyl laurate, 2-butyl laurate, laurate hexyl, methyl cocoate, ethyl cocoate, propyl cocoate, isopropyl cocoate, butyl cocoate, 2-butyl cocoate, hexyl cocoate, methyl myristate, ethyl myristate, propyl myristate , isopropyl myristate, butyl myristate, 2-butyl myristate, hexyl myristate, oct
- said oil (H) is chosen from:
- the term "emulsifying surfactant of the water-in-oil type (S1)” denotes an emulsifying surfactant having an HLB value ("Hydrophile Lipophile Balance ” or hydrophilic-lipophilic balance) sufficiently low to induce the formation of a water-in-oil type emulsion, namely an emulsion in which the aqueous phase will be dispersed and stabilized in the oily organic phase.
- HLB value Hydrophilic-lipophilic balance
- esters of anhydro hexitol and of aliphatic, linear or branched, saturated or unsaturated carboxylic acids comprising from 12 to 22 carbon atoms optionally substituted with one or several hydroxyl groups
- esters of anhydro hexitol chosen from anhydro-sorbitols and anhydro-mannitols and of aliphatic, linear or branched, saturated or unsaturated carboxylic acids, containing from 12 to 22 carbon atoms optionally substituted with one or more hydroxyl groups are particularly the esters of anhydro hexitol chosen from anhydro-sorbitols and anhydro-mannitols and of aliphatic, linear or branched, saturated or unsaturated carboxylic acids, containing from 12 to 22 carbon atoms optionally substituted with one or more hydroxyl groups.
- the emulsifying system (S1) of the water-in-oil type is more particularly chosen from the elements of the group consisting of:
- emulsifying surfactant of water-in-oil type (S1) mention may be made, for example, of polyglycerol esters, a compound of formula (XIX):
- R2 represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, containing from 11 to 35 carbon atoms and more particularly a radical chosen from the dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, eicosanoyl, docosanoyl, oleyl, linoleyl, linolenoyl or isostearyl radicals
- y represents an integer greater than or equal to 2 and less than or equal to 20.
- the compound of formula (XIX) is chosen from the elements of the group consisting of decaglycerol oleate, decaglycerol isostearate, decaglycerol monolaurate, decaglycerol mono-linoleate, mono-myristate of decaglycerol.
- emulsifying surfactant of water-in-oil type (S1) mention may be made, for example, of alkoxylated polyglycerol esters, a compound of formula (XX):
- R'2 represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, containing from 11 to 35 carbon atoms, and more particularly a radical chosen from the dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, eicosanoyl, docosanoyl, oleyl, linoleyl, linolenoyl or isostearyl radicals
- R3 represents the hydrogen atom, the methyl radical, or the ethyl radical
- y1 represents an integer greater than or equal to 2 and less or equal to 20, v1, v2, v3, identical or different, represent an integer greater than or
- an emulsifying surfactant of the water-in-oil type of formula (XXI) which can be used to prepare the emulsifying system (S1) there is PEG-30 dipolyhydroxystearate marketed under the name SIMALINETM WO, or else the mixtures comprising PEG-30 dipolyhydroxystearate and sold under the names SIMALINETMIE 201 A and SIMALINETMIE 201 B, or else the mixture comprising Trimethylolpropane-30 tripolyhydroxystearate sold under the name SIMALINETMIE 301 B.
- emulsifying surfactant of the water-in-oil type (S1) mention may be made, for example, of the polyglycerol polyhydroxystearates, represented by the formula (XXIII):
- Z3 represents a radical of formula (XXIII) as defined above
- Z'3 represents a radical of formula (XXII) as defined above, with Z3' identical to or different from Z3, or the atom d hydrogen
- y3 represents an integer greater than or equal to 2 and less than or equal to 20.
- emulsifying surfactant of the water-in-oil type (S1) mention may be made, for example, of alkoxylated polyglycerol polyhydroxystearates, a compound represented by the formula (XXIV):
- Z4 represents a radical of formula (XXII) as defined above
- Z'4 represents a radical of formula (XXII) as defined above, with Z4' identical to or different from Z4, or the atom d 'hydrogen
- y4 represents an integer greater than or equal to 2 and less than or equal to 20
- v'1, v'2, v'3, identical or different represent an integer greater than or equal to 0 and less than or equal to 50
- the sum [(y4. v'1) + (y4. v'2) + v'3)] is an integer greater than or equal to 1 and less than or equal to 50.
- the term “emulsifying surfactant of the oil-in-water type (S2)” denotes an emulsifying surfactant having a sufficiently high HLB value to induce the formation of an emulsion of the oil-in-water type, namely an emulsion in which the oily organic phase will be dispersed and stabilized in the aqueous phase.
- step g) of the process which is the subject of the present invention as surfactant of the oil-in-water type (S2), mention may be made of the “polyethoxylated fatty alcohols” designated by the compounds of formula (XXV):
- R'' representing a linear or branched, saturated or unsaturated hydrocarbon radical, which may bear hydroxyl groups, and comprising from six to twenty-two carbon atoms, and with n' representing an integer greater than or equal to four and less than or equal to one hundred.
- R'' represents a linear or branched hydrocarbon radical, saturated and containing from ten to twenty-two carbon atoms.
- the compound of formula (XXV) is a linear decyl alcohol ethoxylated with six moles of ethylene oxide, a linear decyl alcohol ethoxylated with eight moles of ethylene oxide, a linear lauryl alcohol ethoxylated with six moles of ethylene oxide, linear lauryl alcohol ethoxylated with seven moles of ethylene oxide, linear lauryl alcohol ethoxylated with eight moles of ethylene oxide, linear tridecyl alcohol ethoxylated with six moles of ethylene oxide, a linear tridecyl alcohol ethoxylated with eight moles of ethylene oxide, a linear tridecyl alcohol ethoxylated with nine moles of ethylene oxide.
- step g) of the process which is the subject of the present invention as surfactant of oil-in-water type (S2), mention may be made of polyethoxylated hexitan esters, and particularly polyethoxylated sorbitan esters, whose chain aliphatic hydrocarbon contains from 12 to 22 carbon atoms and whose number of ethylene oxide units is between 5 and 40, for example ethoxylated sorbitan oleate with 20 moles of ethylene oxide marketed under the name commercial MontanoxTM80, or sorbitan laurate ethoxylated with 20 moles of ethylene oxide marketed under the trade name MontanoxTM20.
- MontanoxTM80 sorbitan laurate ethoxylated with 20 moles of ethylene oxide marketed under the trade name MontanoxTM20.
- step g) of the process which is the subject of the present invention as surfactant of the oil-in-water type (S2), mention may be made of the compositions of alkyl polyglycosides (C1) represented by the formula (XXVI):
- composition (C1) consisting of a mixture of compounds represented by the formulas (XXVI1), (XXVI2), (XXVI3), (XXVI4) and (XXVI5):
- aliphatic hydrocarbon radical saturated or unsaturated, linear or branched, containing from 12 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups
- reducing sugar in the definition of formula (XXVI) as defined above, is meant the saccharide derivatives which do not have in their structures a glycoside bond established between an anomeric carbon and the oxygen of an acetal group such as that they are defined in the reference work: “Biochemistry”, Daniel Voet/Judith G. Voet, p. 250, John Wyley & Sons, 1990.
- the oligomeric structure (G)x can occur in all forms of isomerism, whether optical isomerism, geometric isomerism or position isomerism; it can also represent a mixture of isomers.
- R1-O- group is linked to G via the anomeric carbon of the saccharide residue, so as to form an acetal function.
- G represents the residue of a reducing sugar chosen from glucose, dextrose, sucrose, fructose, idose, gulose, galactose, maltose, isomaltose, maltotriose, lactose, cellobiose, mannose, ribose, xylose, arabinose, lyxose, allose, altrose, dextran or tallose; and more particularly G represents the residue of a reducing sugar chosen from the residues of glucose, xylose and arabinose.
- x in the definition of formula (XXVI) x, or average degree of polymerization, represents a decimal number greater than or equal to 1.05 and less than or equal to 2.5, more particularly greater than or equal to 1.05 and less than or equal to 2.0, and even more particularly greater than or equal to 1.25 and less than or equal to 2.0.
- step g) of the process which is the subject of the present invention as surfactant of the oil-in-water type (S2), mention may be made of the compositions (C2) comprising for 100% of their mass:
- compositions (C13) comprising for 100% of their masses:
- composition (CA), object of the present invention consists in thickening polar phases such as, for example, aqueous, alcoholic or aqueous-alcoholic phases or polar phases comprising polyols such as glycerol .
- said use consists in stabilizing an emulsion of the oil-in-water type, or of the water-in-oil type, by conferring a homogeneous appearance on said emulsion during storage under different conditions, and more particularly at 25 °C for a period at least equal to one month, and more particularly at 4°C for a period at least equal to one month, and more particularly at 45°C for a period at least equal to one month.
- said use consists in stabilizing solid particles in topical cosmetic or dermocosmetic compositions.
- These solid particles to be suspended can take on different geometries, regular or irregular, and take the form of beads, balls, rods, flakes, lamellae or polyhedrons. These solid particles are characterized by an average apparent diameter of between one micrometer and five millimeters, more particularly between ten micrometers and one millimeter.
- the solid particles which can be suspended and stabilized by the emulsion (CA) of the water-in-oil type as defined above in topical cosmetic and dermocosmetic compositions there are micas, iron oxide, titanium oxide, zinc oxide, aluminum oxide, talc, silica, kaolin, clays, boron nitride, calcium carbonate, magnesium carbonate, hydrogen carbonate magnesium, inorganic colored pigments, polyamides such as nylon-6, polyethylenes, polypropylenes, polystyrenes, polyesters, acrylic or methacrylic polymers such as polymethylmethacrylates, polytetrafluoroethylene, crystalline or microcrystalline waxes, porous spheres, selenium sulphide, zinc pyrithione, starches, alginates, vegetable fibers, Loofah particles, sponge particles.
- micas such as nylon-6, polyethylenes, polypropylenes, polystyrenes, polyesters, acrylic or methacrylic polymers such as polymethylmethacrylates,
- composition (F) topical means that it is implemented by application to the skin, the hair, the scalp or the mucous membranes, whether it is a direct application in the case of a cosmetic or dermocosmetic preparation, or indirect application, for example in the case of a body care product in the form of a textile or paper wipe or sanitary products intended to be in contact with skin or mucous membranes.
- Said composition (F) is generally in the form of an aqueous or hydro-alcoholic or hydro-glycolic solution, in the form of a suspension, an emulsion, a microemulsion or a nano-emulsion, which they are of the water-in-oil, oil-in-water, water-in-oil-in-water or oil-in-water-in-oil type.
- Said composition (F) as defined previously can be packaged in a bottle, in a device of the pump “bottle” type, in pressurized form in an aerosol device, in a device provided with an openwork wall such as a grid or in a device provided with a ball applicator (known as a "roll-on").
- said composition (F) also comprises excipients and/or active principles usually used in the field of formulations for topical use, in particular cosmetic or dermocosmetic, such as thickening and/or gelling surfactants, stabilizers, film-forming compounds, hydrotropic agents, plasticizers, emulsifying and co-emulsifying agents, opacifying agents, pearlescent agents, superfatting agents, sequestering agents, chelating agents, antioxidants, perfumes, preservatives, conditioning agents , bleaching agents intended for the bleaching of hair and skin, active ingredients intended to provide a treatment action vis-à-vis the skin or hair, sunscreens, mineral fillers or pigments, particles providing a visual effect or intended for the encapsulation of active ingredients, exfoliating particles, texture agents.
- cosmetic or dermocosmetic such as thickening and/or gelling surfactants, stabilizers, film-forming compounds, hydrotropic agents, plasticizers, emulsifying and co-emulsifying agents, opacifying agents, pearl
- foaming surfactants and/or detergents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of foaming surfactants and/or detergents anionic, cationic, amphoteric or nonionic.
- foaming and/or detergent anionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of the salts of alkali metals, alkaline earth metals, ammonium, amines or amino alcohols, alkyl ether sulphates, alkyl sulphates, alkyl amido ether sulphates, alkylaryl polyether sulphates, monoglyceride sulphates, alpha-olefin sulphonates, paraffin sulphonates, d alkyl phosphates, alkyl ether phosphates, alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, alkyl carboxylates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl
- foaming and/or detergent amphoteric surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of alkylbetaines, alkylamidobetaines, sultaines, alkylamidoalkylsulfobetaines, imidazoline derivatives, phosphobetaines, amphopolyacetates and amphopropionates.
- foaming and/or detergent cationic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made in particular of the quaternary ammonium derivatives .
- foaming and/or detergent nonionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- alkylpolyglycosides comprising a aliphatic radical, linear or branched, saturated or unsaturated, and comprising from 8 to 16 carbon atoms, such as octyl polyglucoside, decyl polyglucoside, undecyl polyglucoside, dodecyl polyglucoside, tetradecyl polyglucoside, hexadecyl polyglucoside, 1-12 dodecanediyl polyglucoside; ethoxylated hydrogenated castor oil derivatives such as the product marketed under the INCI name "Peg-40 hydrogenated castor oil”; polysorbates such as Polysorbate 20, Polysorbate 40, Polysorbate 60, Polysorbate 70, Polysorbate 80, Polysorbate 85; copra amides
- thickening and/or gelling surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- fatty esters of alkylpolyglycosides optionally alkoxylated such as ethoxylated methylpolyglucoside esters such as PEG 120 methyl glucose trioleate and PEG 120 methyl glucose dioleate marketed respectively under the names GLUCAMATETM LT and GLUMATETM DOE120; alkoxylated fatty esters such as PEG 150 pentaerythrytyl tetrastearate sold under the name CROTHIXTM DS53, PEG 55 propylene glycol oleate sold under the name ANTILTM 141; polyalkylene glycol carbamates with fatty chains such as PPG-14 laureth isophoryl dicarbamate sold under the name ELFACOSTM T211, PPG-14 palmeth-60 hexy
- thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- R'3 represents a hydrogen atom or a methyl radical
- R'4 represents a
- n' represents a number greater than or equal to one and less than or equal to fifty.
- oses such as glucans or glucose homopolymers, glucomannoglucans, xyloglycans, galactomannans whose degree of substitution (DS) of the D-galactose units on the
- thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of polysaccharides consisting of derivatives of oses, such as sulfated galactans and more particularly carrageenans and agar, uronans and more particularly algins, alginates and pectins, heteropolymers of oses and uronic acids and more particularly xanthan gum, gum gellan, gum arabic and gum karaya exudates, glucosaminoglycans.
- oses such as sulfated galactans and more particularly carrageenans and agar, uronans and more particularly algins, alginates and pectins, heteropolymers of oses and uronic acids and more particularly xanthan gum, gum gellan, gum arabic and gum karaya exudates, glucosaminoglycans.
- thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of cellulose, derivatives of cellulose such as methyl cellulose, ethyl cellulose, hydroxypropyl cellulose, silicates, starch, hydrophilic derivatives of starch, polyurethanes.
- stabilizing agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of microcrystalline waxes, and more particularly ozokerite , mineral salts such as sodium chloride or magnesium chloride, silicone polymers such as polysiloxane polyalkyl polyether copolymers.
- solvents that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention can be made of water, organic solvents such as glycerol, diglycerol, glycerol oligomers, ethylene glycol, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-propanediol, hexylene glycol, diethylene glycol, xylitol, erythritol, sorbitol , water-soluble alcohols such as ethanol, isopropanol or butanol, mixtures of water and said organic solvents.
- organic solvents such as glycerol, diglycerol, glycerol oligomers, ethylene glycol, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-propanediol, hexylene glycol, diethylene glycol, xy
- thermal or mineral waters having a mineralization of at least 300 mg/l, in particular Avène water, Vittel water, water from the Vichy basin, Uriage water, water from La Roche Posay, water from la Bourboule, water from Enghien-les-bains, water from Saint-Gervais-les-bains, water from Néris-les-bains, water from Allevard-les-bains, water from Digne, water from Maizines, water from Neyrac-les-bains, water from Lons le Saunier, water from Rochefort, water from Saint Christau, water from Fumades and water from Tercis -the baths.
- hydrotropic agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of xylene sulphonates, cumene sulphonates, hexylpolyglucoside, 2-ethylhexylpolyglucoside, n-heptylpolyglucoside.
- emulsifying surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of nonionic surfactants, anionic surfactants, cationic surfactants.
- emulsifying nonionic surfactants that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- fatty acid esters and sorbitol such as the products marketed under the names MONTANETM40, MONTANETM60, MONTANETM70, MONTANETM80 and MONTANETM85
- compositions comprising glycerol stearate and ethoxylated stearic acid between 5 moles and 150 moles of ethylene oxide, such as the composition comprising ethoxylated stearic acid at 135 moles of ethylene oxide and glycerol stearate marketed under the name SIMULSOLTM 165
- mannitan esters ethoxylated mannitan esters
- sucrose esters methylglucoside esters
- alkylpolyglycosides comprising an aliphatic, linear or branched, saturated or unsatur
- anionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of glyceryl stearate citrate, cetearyl sulphate, soaps such as sodium stearate or triethanolammonium stearate, N-acylated derivatives of salified amino acids, for example stearoyl glutamate.
- emulsifying cationic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of amine oxides, quaternium-82 and surfactants described in patent application WO96/00719 and mainly those whose fatty chain comprises at least 16 carbon atoms.
- opacifying and/or pearlescent agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of sodium palmitate, sodium stearate, sodium hydroxystearate, magnesium palmitate, magnesium stearate, magnesium hydroxystearate, ethylene glycol monostearate, ethylene glycol distearate, polyethylene glycol monostearate, polyethylene distearate glycol, fatty alcohols with 12 to 22 carbon atoms.
- texture agents that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- mention may be made of N-acylated derivatives of amino acids such as lauroyl lysine marketed under the name AMINOHOPETMLL, octenyl starch succinate marketed under the name DRYFLOTM, myristyl polyglucoside marketed under the name MONTANOVTM 14, cellulose fibers, cotton fibers, chitosan fibers, talc, sericite, mica
- deodorant agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of alkali metal silicates, zinc salts such as zinc sulfate, zinc gluconate, zinc chloride, zinc lactate; quaternary ammonium salts such as cetyltrimethylammonium salts, cetylpyridinium salts; glycerol derivatives such as glycerol caprate, glycerol caprylate, polyglycerol caprate; 1,2 decanediol; 1,3 propanediol; salicylic acid; sodium bicarbonate; cyclodextrins; metallic zeolites; TRICLOSANTM; aluminum bromohydrate, aluminum hydrochlorides, aluminum chloride, aluminum sulphate, aluminum and zirconium hydrochlorides, aluminum and zirconium trihydrochloride, aluminum and zirconium tetrahydrochloride , aluminum
- oils that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- mineral oils such as paraffin oil, vaseline oil, isoparaffins or white mineral oils
- oils of animal origin such as squalene or squalane
- vegetable oils such as phytosqualane, sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, peanut oil, sunflower oil, wheat germ oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, poppyseed oil , pumpkin oil, evening primrose oil, millet oil, barley oil, rye oil, safflower oil, bankoulier oil, passionflower oil , hazelnut oil, palm oil, shea butter, apricot kernel oil, calophyllum oil, sysymbrium oil, avocado oil, calendula, oils from flowers or vegetables, ethoxylated vegetable oils; synthetic oils such
- waxes that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above include beeswax, carnauba wax, candelilla wax, ouricoury wax, Japanese wax, cork fiber wax, sugar cane wax, paraffin waxes, lignite waxes, microcrystalline waxes, lanolin wax; ozokerite; polyethylene wax; silicone waxes; vegetable waxes; fatty alcohols and fatty acids which are solid at room temperature; solid glycerides at room temperature.
- waxes in the present application is meant compounds and/or mixtures of compounds that are insoluble in water, appearing in a solid appearance at a temperature greater than or equal to 45° C.
- vitamins and their derivatives in particular their esters, such as retinol (vitamin A) and its esters (eg retinyl palmitate), ascorbic acid (vitamin C) and its esters, sugar derivatives of ascorbic acid (such as ascorbyl glucoside), tocopherol ( vitamin E) and its esters (such as tocopherol acetate), vitamins B3 or B10 (niacinamide and its derivatives); compounds showing a lightening or depigmenting action on the skin such as ⁇ -undecelynoyl phenylalanine marketed under the name SEPIWHITETMMSH, SEPICALMTMVG, the mono ester and/or the glycerol diester of ⁇ -undecelynoyl phenylalanine, the ⁇ - undecelynoy
- esters such as retinol (vitamin A) and its esters (eg retinyl palmitate), ascorbic acid (vitamin C) and its est
- antioxidant agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of EDTA and its salts, the acid citric acid, tartaric acid, oxalic acid, BHA (butylhydroxyanisole), BHT (butylhydroxytoluene), tocopherol derivatives such as tocopherol acetate, mixtures of antioxidant compounds such as DISSOLVINETM GL 47S marketed by the company Akzo Nobel under the INCI name: Tetrasodium Glutamate Diacetate.
- sunscreens that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention can be made of all those appearing in cosmetic directive 76/768/ EEC modified appendix VII.
- organic sunscreens that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above
- benzoic acid derivatives such as para-aminobenzoic acids (PABA), including monoglycerol esters of PABA, ethyl esters of N,N25 propoxy PABA, ethyl esters of N,N-diethoxy PABA, ethyl esters of N,N-dimethyl PABA, methyl esters of N,N-dimethyl PABA, N,N-dimethyl PABA butyl esters
- PABA para-aminobenzoic acids
- anthranilic acid derivatives such as homomenthyl-N-acetyl anthranilate
- salicylic acid derivatives such as amyl salicylate, homomenthyl salicylate, ethylhexyl salicylate, phenyl salicylate, benzyl salicylate, p-isoprop
- mineral screens which can be associated with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention can be made of the oxides of titanium, zinc oxides, cerium oxide, zirconium oxide, yellow, red or black iron oxides, chromium oxides. These mineral screens may or may not be micronized, may or may not have undergone surface treatments and may optionally be presented in the form of aqueous or oily pre-dispersions.
- the synthesis process comprises the following steps:
- the synthesis process comprises the following steps:
- composition (E2) The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E2).
- the synthesis process comprises the following steps:
- the mixture obtained is stirred using a magnetic stirrer and a magnetic bar.
- composition (E3) The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E3).
- the synthesis process comprises the following steps:
- composition (E4) The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E4).
- the synthesis process comprises the following steps:
- the mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E5).
- the synthesis process comprises the following steps:
- the mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E6).
- the synthesis process comprises the following steps:
- the mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E7).
- the synthesis process comprises the following steps:
- the mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E8).
- the synthesis process comprises the following steps:
- composition (E9) The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E9).
- the synthesis process comprises the following steps:
- the mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E10).
- the synthesis process comprises the following steps:
- compositions (E1) to (E11) according to the invention make it possible to obtain thickened aqueous gels compared to the aqueous gel obtained from a non-crosslinked sodium gamma-polyglutamate (“control test”).
- the aqueous gels obtained with the compositions (E1) and (E3) respectively show a viscosity of 76,000 mPa.s and 91,600 mPa.s, whereas the aqueous gel obtained with the Non-crosslinked sodium gamma-polyglutamate (“control test”) is characterized by a viscosity of 176 mPa.s.
- the aqueous gels obtained with the compositions (E2), (E4), (E8), (E9) and (E10) respectively show a viscosity of 124,000 mPa.s, 117 200 mPa.s, 9,540 mPa.s, 91,800 mPa.s and 78,000 mPa.s, whereas the aqueous gel obtained with 2% by weight non-crosslinked sodium gamma-polyglutamate (“control test”) is characterized by a viscosity of 176 mPa.s.
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Abstract
Composition (CA) in the form of a self-reversible water-in-oil-type emulsion comprising, for 100% of its mass, a mass content of greater than or equal to 20% of a polymer (P) consisting of monomeric units derived from glutamic acid (GA), partially or totally salified, and units derived from at least one crosslinking agent (AR) bearing at least two glycidyl functions.
Description
- La présente invention est relative à une composition se présentant sous la forme d’une émulsion de type eau-dans-huile auto-inversible, le procédé de préparation d’une telle composition et l’utilisation de cette composition pour préparer des compositions cosmétiques à usage topique.The present invention relates to a composition in the form of a self-inverting water-in-oil type emulsion, the process for preparing such a composition and the use of this composition for preparing cosmetic compositions with topical use.
- Les polymères sont largement utilisés aujourd’hui dans les formulations cosmétiques à usage topique et représentent la deuxième famille de produits les plus utilisés dans ce type de formulations complexes. Les compositions cosmétiques contiennent des phases polaires comme par exemple des phases constituées d’eau, et nécessitent dans la plupart des cas l’utilisation d’agents modificateurs de rhéologie, comme par exemple les polymères, pour augmenter la viscosité de ces phases polaires, ainsi que pour conférer un comportement rhéologique bien défini.Polymers are widely used today in cosmetic formulations for topical use and represent the second family of products most used in this type of complex formulations. Cosmetic compositions contain polar phases such as, for example, phases consisting of water, and in most cases require the use of rheology modifying agents, such as, for example, polymers, to increase the viscosity of these polar phases, as well as only to impart a well-defined rheological behavior.
- Parmi les polymères modificateurs de rhéologie des phases polaires, nous pouvons citer des polymères naturels, comme par exemple des polysaccharides à base d’oses ou des polysaccharides à base de dérivés d’oses, ou bien des polymères synthétiques de type polyélectrolytes, anioniques ou cationiques ou amphiphiles, linéaires ou ramifiés, réticulés ou non réticulés. Majoritairement présents sur le marché des ingrédients destinés aux formulations cosmétiques, les polymères synthétiques présentent la propriété de se déployer, dans la phase polaire, sous l’effet des répulsions électrostatiques dues à la présence des charges (négatives et/ou positives) sur le squelette polymérique, linéaire ou ramifié, non-réticulé ou réticulé. Ces modificateurs de rhéologie apportent à la fois une augmentation de la viscosité de la phase polaire, ainsi qu’une certaine consistance et/ou un effet stabilisant conféré à la formulation cosmétique, dermo-cosmétique ou dermo-pharmaceutique à épaissir. Among the rheology-modifying polymers of the polar phases, we can cite natural polymers, such as for example polysaccharides based on oses or polysaccharides based on derivatives of oses, or else synthetic polymers of the polyelectrolyte type, anionic or cationic or amphiphilic, linear or branched, cross-linked or non-cross-linked. Predominantly present on the market for ingredients intended for cosmetic formulations, synthetic polymers have the property of unfolding, in the polar phase, under the effect of electrostatic repulsions due to the presence of charges (negative and/or positive) on the skeleton. polymeric, linear or branched, non-crosslinked or crosslinked. These rheology modifiers provide both an increase in the viscosity of the polar phase, as well as a certain consistency and/or a stabilizing effect conferred on the cosmetic, dermo-cosmetic or dermo-pharmaceutical formulation to be thickened.
- Afin de répondre aux besoins des consommateurs et d’améliorer les performances des formulations cosmétiques, différents travaux scientifiques récents ont relaté la mise au point de nouveaux systèmes polymériques innovants et variés. Ainsi, les polymères utilisés à destination des industries de la cosmétique ou de la dermocosmétique, peuvent jouer un rôle fonctionnel en tant qu’agents filmogènes, agents modificateurs de rhéologie, agents permettant la stabilisation des phases grasses dans les émulsions eau-dans-huile et huile-dans-eau, la stabilisation de particules solides (pigments ou charges), ou encore en tant qu’agents conférant des propriétés sensorielles particulières (douceur au toucher, facilité de préhension et d’application, effet fraîcheur, etc…), ou en tant qu’agents ayant également un impact direct sur l’aspect de la formule (transparent, translucide ou opaque).In order to meet consumer needs and improve the performance of cosmetic formulations, various recent scientific works have reported the development of new, innovative and varied polymer systems. Thus, the polymers used for the cosmetics or dermocosmetics industries can play a functional role as film-forming agents, rheology modifiers, agents allowing the stabilization of fatty phases in water-in-oil emulsions and oil-in-water, the stabilization of solid particles (pigments or fillers), or even as agents conferring particular sensory properties (softness to the touch, ease of gripping and application, freshness effect, etc.), or as agents that also have a direct impact on the appearance of the formula (transparent, translucent or opaque).
- Les polymères modificateurs de rhéologie de phases polaires, et plus particulièrement de phases aqueuses, sont principalement des polyélectrolytes qui résultent de la polymérisation radicalaire de monomères de type (méth)acrylique, c’est-à-dire l’acide acrylique ou l’acide méthacrylique, d’esters dérivés de l’acide acrylique ou de l’acide méthacrylique, ou encore des dérivés d’acrylamide ou de méthacrylamide.The rheology modifying polymers of polar phases, and more particularly of aqueous phases, are mainly polyelectrolytes which result from the radical polymerization of monomers of the (meth)acrylic type, that is to say acrylic acid or methacrylic acid, esters derived from acrylic acid or methacrylic acid, or alternatively acrylamide or methacrylamide derivatives.
- Développer de nouveaux modificateurs de rhéologie biosourcés et biodégradables, aussi performants que les polymères synthétiques actuellement utilisés, constitue encore à ce jour un défi majeur et un enjeu pour les fournisseurs d’ingrédients cosmétiques. En effet, jusqu’à présent, les solutions majoritairement utilisées pour épaissir des phases aqueuses mettent en jeu des ingrédients provenant de matières premières d’origine pétrochimique et notamment de l’acide acrylique et de ses dérivés, l’acide méthacrylique et de ses dérivés.Developing new bio-sourced and biodegradable rheology modifiers, as effective as the synthetic polymers currently used, is still a major challenge and a challenge for cosmetic ingredient suppliers. Indeed, until now, the solutions mainly used to thicken aqueous phases involve ingredients originating from raw materials of petrochemical origin and in particular acrylic acid and its derivatives, methacrylic acid and its derivatives .
- Compte-tenu de la préoccupation croissante des consommateurs pour une économie et un développement durable et responsable, la substitution des matières premières d’origine pétrochimique par des matières premières d’origine renouvelable pour préparer des polymères, est un axe de recherche prioritaire.Given the growing concern of consumers for a sustainable and responsible economy and development, the substitution of raw materials of petrochemical origin by raw materials of renewable origin to prepare polymers is a priority area of research.
- A ce jour, il est décrit dans la littérature l’utilisation de différents polymères naturels ou provenant de matières premières renouvelables, dont les unités monomériques sont issues de la famille des sucres (glucose, arabinose, xylose, galactose, mannose, ribose, acide glucuronique, etc…) ou de la famille des acides aminés (acide glutamique, acide aspartique, lysine, etc…). Ces polymères sont majoritairement linéaires ou ramifiés selon le végétal dont ils sont issus ou selon leur procédé de fabrication. To date, it is described in the literature the use of various natural polymers or coming from renewable raw materials, whose monomeric units come from the family of sugars (glucose, arabinose, xylose, galactose, mannose, ribose, glucuronic acid , etc…) or from the family of amino acids (glutamic acid, aspartic acid, lysine, etc…). These polymers are mostly linear or branched depending on the plant from which they come or according to their manufacturing process.
- A titre d’exemple de polymère d’origine naturelle, on peut citer l’acide polyglutamique (PGA) qui fait aujourd’hui l’objet de nombreux travaux de recherches. Il s’agit d’un polymère majoritairement linéaire et constitué d’unités monomériques acide glutamique (GA). L’acide glutamique est un acide aminé se caractérisant par une fonction amine en position α et par deux fonctions acides carboxyliques (ou carboxylates en fonction du pH) en positions α et γ (cf formule chimique 1).As an example of a polymer of natural origin, we can cite polyglutamic acid (PGA), which is today the subject of numerous research works. It is a predominantly linear polymer and consists of monomeric glutamic acid (GA) units. Glutamic acid is an amino acid characterized by an amine function in the α position and by two carboxylic acid functions (or carboxylates depending on the pH) in the α and γ positions (see chemical formula 1).
-
- Structure chimique de l’acide glutamique (GA).Chemical structure of glutamic acid (GA).
- Une des voies pour augmenter la ramification d’un polymère synthétique, naturel ou d’origine naturelle consiste à réaliser des réactions de réticulation. La réticulation des chaînes polymériques a pour but de relier plusieurs chaînes polymériques les unes aux autres qui, lorsqu’ajoutées à une phase polaire, et plus particulièrement à de l’eau, se présentent à l’état d’un réseau tridimensionnel insoluble dans l’eau, mais gonflable à l’eau et conduisant alors à l’obtention d’un gel aqueux. One of the ways to increase the branching of a synthetic, natural or of natural origin polymer consists in carrying out crosslinking reactions. The cross-linking of polymer chains aims to connect several polymer chains to each other which, when added to a polar phase, and more particularly to water, appear as a three-dimensional network insoluble in water. water, but swellable with water and then leading to the production of an aqueous gel.
- La préparation de polymères réticulés peut s’effectuer :Preparation of cross-linked polymers can be done:
- En une étape par la mise en réaction des monomères et de l’agent de réticulation pendant la réaction de polymérisation, ou bien In one step by reacting the monomers and the crosslinking agent during the polymerization reaction, or
- En au moins deux étapes, dont la première consiste à préparer le polymère, et la deuxième consiste à faire réagir le polymère avec un agent de réticulation pour obtenir un polymère réticulé. In at least two steps, the first of which consists in preparing the polymer, and the second consists in reacting the polymer with a crosslinking agent to obtain a crosslinked polymer.
- Il existe différentes réactions de réticulation du PGA, ce qui permet d’obtenir des polymères d’origine naturelle avec des propriétés épaississantes en milieux polaires, et notamment aqueux, améliorées. There are different crosslinking reactions of PGA, which makes it possible to obtain polymers of natural origin with improved thickening properties in polar media, and in particular aqueous ones.
- Parmi les agents réticulants connus pour être utilisés dans la réaction de réticulation du PGA, les dérivés polyépoxydes sont les plus décrits, car ils permettent de mettre en œuvre des procédés de réticulation dans des conditions respectueuses de l’environnement (températures modérées, réactions en milieux aqueux et en l’absence de solvants nocifs).Among the crosslinking agents known to be used in the PGA crosslinking reaction, the polyepoxide derivatives are the most described, because they make it possible to implement crosslinking processes under conditions that respect the environment (moderate temperatures, reactions in aqueous and in the absence of harmful solvents).
- Cependant, la mise en œuvre de ces procédés nécessite de diluer le PGA à des taux élevés, ce qui conduit à l’obtention d’une composition se présentant sous la forme d’un gel aqueux comprenant pour 100% de sa masse une teneur massique inférieure ou égale à 10% d’un polymère (P) et difficile à mettre en œuvre par les formulateurs.However, the implementation of these processes requires diluting the PGA to high levels, which leads to the production of a composition in the form of an aqueous gel comprising, for 100% of its mass, a mass content less than or equal to 10% of a polymer (P) and difficult to implement by formulators.
- Partant de là, un problème qui se pose est de fournir une composition facile à utiliser comprenant des polymères d’origine naturelle et dont les matières premières sont renouvelables, et qui présentent des propriétés épaississantes de milieux polaires et plus particulièrement de milieux aqueux .From there, a problem that arises is to provide an easy-to-use composition comprising polymers of natural origin and whose raw materials are renewable, and which have thickening properties of polar media and more particularly of aqueous media.
- Une solution de la présente invention est une composition (CA) se présentant sous la forme d’une émulsion de type eau-dans-huile auto-inversible comprenant pour 100% de sa masse une teneur massique supérieure ou égale à 20% d’un polymère (P) constitué d’unités monomériques issues d’acide glutamique (GA), partiellement ou totalement salifié, et d’unités issues d’au moins un agent réticulant (AR) portant au moins deux fonctions glycidyles.A solution of the present invention is a composition (CA) in the form of a self-inverting water-in-oil type emulsion comprising, for 100% of its mass, a mass content greater than or equal to 20% of a polymer (P) consisting of monomeric units derived from glutamic acid (GA), partially or totally salified, and units derived from at least one crosslinking agent (RA) carrying at least two glycidyl functions.
- Par « émulsion de type eau-dans-huile », on désigne au sens de la présente invention un mélange hétérogène de deux liquides immiscibles, l’un étant dispersé sous forme de petites gouttelettes dans l’autre, ledit mélange étant thermodynamiquement instable et stabilisé par la présence d’un système tensioactif comprenant au moins un agent tensioactif émulsionnant.By "emulsion of the water-in-oil type" is meant within the meaning of the present invention a heterogeneous mixture of two immiscible liquids, one being dispersed in the form of small droplets in the other, said mixture being thermodynamically unstable and stabilized by the presence of a surfactant system comprising at least one emulsifying surfactant.
- Par « émulsion de type eau-dans-huile auto-inversible», on désigne au sens de la présente invention une émulsion de type eau-dans-huile telle que définie ci-dessus, dans laquelle les agents tensioactifs émulsionnants présents confèrent à l’émulsion une balance hydrophile-lipophile (HLB) telle qu’une fois ladite émulsion ajoutée dans une phase polaire, comme par exemple l’eau, changera de sens d’émulsion pour passer de la forme eau-dans-huile vers la forme huile-dans-eau, permettant alors de mettre en contact le polymère (P) avec la phase polaire à épaissir.By "emulsion of the water-in-oil self-inverting type" is meant, within the meaning of the present invention, an emulsion of the water-in-oil type as defined above, in which the emulsifying surfactants present confer on the emulsion a hydrophilic-lipophilic balance (HLB) such that once said emulsion has been added to a polar phase, such as for example water, the direction of the emulsion will change to pass from the water-in-oil form to the oil- in water, then making it possible to bring the polymer (P) into contact with the polar phase to be thickened.
- Dans le polymère (P) présent dans la composition (CA) objet de la présente invention, les unités monomériques issues de l’acide glutamique (GA), partiellement ou totalement salifié, sont liées entre-elles : In the polymer (P) present in the composition (CA) which is the subject of the present invention, the monomeric units derived from glutamic acid (GA), partially or totally salified, are linked together:
-
- soit de telle sorte que la fonction amine d’une unité monomérique d’acide glutamique (GA) est liée de façon covalente avec la fonction carboxylique située en position alpha (α) d’une seconde unité monomérique d’acide glutamique (GA) ; le polymère résultant est alors nommé “acide α-polyglutamique” ou PAGA (cf formule chimique 2) partiellement ou totalement salifié,either in such a way that the amine function of a monomeric unit of glutamic acid (GA) is covalently linked with the carboxylic function located in the alpha (α) position of a second monomeric unit of glutamic acid (GA); the resulting polymer is then called “α-polyglutamic acid” or PAGA (see chemical formula 2) partially or totally salified,
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- Structure chimique de l’acide α-polyglutamique ou PAGA.Chemical structure of α-polyglutamic acid or PAGA.
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- soit de telle sorte que la fonction amine d’une unité monomérique d’acide glutamique (GA) est liée de façon covalente à la fonction carboxylique de la chaîne latérale située en position gamma (γ) d’une seconde unité monomérique d’acide glutamique (GA); le polymère résultant est alors nommé “acide γ-polyglutamique” ou PGGA (cf formule chimique 3) partiellement ou totalement salifié.either in such a way that the amine function of a monomeric unit of glutamic acid (GA) is covalently linked to the carboxylic function of the side chain located in the gamma (γ) position of a second monomeric unit of glutamic acid (GA); the resulting polymer is then called “γ-polyglutamic acid” or PGGA (cf chemical formula 3) partially or totally salified.
- [Corrigé selon la règle 26, 12.05.2022]
- Structure chimique de l’acide γ-polyglutamique ou PGGA. Chemical structure of γ-polyglutamic acid or PGGA.
- D’une manière générale, le PGA peut être préparé par voie chimique selon des procédés de synthèses peptidiques connus de l’homme du métier passant notamment par des étapes de protection(s) sélective(s), d’activation, de couplage et de déprotection(s). Le couplage consiste généralement en une attaque nucléophile de la fonction amine d’une unité monomérique d’acide glutamique sur une fonction acide carboxylique activée d’une autre unité monomérique d’acide glutamique.In general, the PGA can be prepared chemically according to peptide synthesis methods known to those skilled in the art, in particular passing through stages of selective protection(s), activation, coupling and deprotection(s). The coupling generally consists of a nucleophilic attack of the amine function of a monomeric glutamic acid unit on an activated carboxylic acid function of another monomeric glutamic acid unit.
- Le PGGA peut également être obtenu selon des procédés comprenant au moins une étape de fermentation microbienne impliquant l’utilisation d’au moins une souche bactérienne. PGGA can also be obtained by processes comprising at least one microbial fermentation step involving the use of at least one bacterial strain.
- Au sens de la présente invention, dans le polymère (P) tel que défini précédemment, le terme «salifié» indique que la fonction acide carboxylique “pendante” présente sur chaque unité monomérique d’acide glutamique (GA) du polymère (en position gamma dans le cas du PAGA ou alpha dans le cas du PGGA) se trouve sous une forme anionique ou carboxylate. Le contre-ion de cette fonction carboxylate est un cation dérivé, par exemples, de sels de métaux alcalins tels que le sodium, le potassium ou de sels de bases azotées tels que des amines, la lysine ou la monoéthanolamine (HO-CH2- CH2-NH2).Within the meaning of the present invention, in the polymer (P) as defined previously, the term “salified” indicates that the “pendant” carboxylic acid function present on each monomeric unit of glutamic acid (GA) of the polymer (in the gamma position in the case of PAGA or alpha in the case of PGGA) is in an anionic or carboxylate form. The counter-ion of this carboxylate function is a cation derived, for example, from salts of alkali metals such as sodium, potassium or from salts of nitrogenous bases such as amines, lysine or monoethanolamine (HO-CH2-CH2 -NH2).
- Par “agent réticulant (AR)”, on désigne au sens de la présente invention une molécule chimique dont la structure permet de se lier de façon covalente à au moins deux chaînes polymériques. By “crosslinking agent (RA)”, is meant, within the meaning of the present invention, a chemical molecule whose structure makes it possible to bond covalently to at least two polymer chains.
- Par “agent réticulant (AR) portant au moins deux fonctions glycidyles”, on désigne au sens de la présente invention un agent réticulant (AR) tel que défini ci-dessus dont la structure moléculaire comprend au moins deux motifs ou fonctions glycidyles de formule (I’) :By “crosslinking agent (RA) carrying at least two glycidyl functions”, is meant within the meaning of the present invention a crosslinking agent (RA) as defined above whose molecular structure comprises at least two glycidyl units or functions of formula ( I'):
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- La réticulation des chaînes polymériques du polymère (P) s’effectue selon une réaction entre la fonction amine libre terminale (-NH2) et/ou une ou plusieurs fonctions carboxyliques ou carboxylates “pendantes” ou terminale (-COOH ou -COO-) présentes dans la structure dudit polymère (P), et au moins un groupe époxy présent dans la structure de l’agent réticulant (AR) portant au moins deux fonctions glycidyles.The cross-linking of the polymer chains of the polymer (P) takes place according to a reaction between the terminal free amine function (-NH2) and/or one or more "pendent" or terminal carboxylic or carboxylate functions (-COOH or -COO-) present in the structure of said polymer (P), and at least one epoxy group present in the structure of the crosslinking agent (AR) bearing at least two glycidyl functions.
- Selon le cas, la composition (CA) selon l’invention peut présenter une ou plusieurs des caractéristiques suivantes :Depending on the case, the composition (CA) according to the invention may have one or more of the following characteristics:
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- la teneur massique du polymère (P) est supérieure ou égale à 20% et inférieure ou égale à 60% ;the mass content of the polymer (P) is greater than or equal to 20% and less than or equal to 60%;
- le polymère (P) est l’acide gamma-polyglutamique (PGGA) sous forme acide, ou partiellement ou totalement salifié ;the polymer (P) is gamma-polyglutamic acid (PGGA) in acid form, or partially or totally salified;
- dans le polymère (P), pour 100% molaire d’unités monomériques issues de l’acide glutamique (GA), partiellement ou totalement salifié, l’agent réticulant (AR) représente de 0,5 % à 20 % molaire ;in the polymer (P), for 100% molar of monomeric units derived from glutamic acid (GA), partially or totally salified, the crosslinking agent (RA) represents from 0.5% to 20% molar;
- la composition (CA) présente une viscosité comprise entre 100 mPa.s et 10 000 mPa.s (mesurée avec un viscosimètre de marque Brookfield, type RVT, vitesse 5 Tours/minute) ;the composition (CA) has a viscosity of between 100 mPa.s and 10,000 mPa.s (measured with a Brookfield brand viscometer, RVT type, speed 5 rpm);
- la composition (CA) comprend en outre une unité monomérique issue du composé de formule (X’) : composition (CA) further comprises a monomeric unit derived from the compound of formula (X'):
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- Avec R4 représentant un radical hydrocarboné linéaire ou ramifié, saturé ou insaturé, fonctionnalisé ou non et comportant de 6 à 22 atomes de carbone ;With R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and containing from 6 to 22 carbon atoms;
- Selon un aspect particulier, R4 représentant un radical hydrocarboné choisi parmi les éléments du groupe constitué par le radical heptyle, octyle, nonyle, décyle, undécyle, undécényle, dodécyle, tridécyle, tétradécyle, pentadécyle, hexadécyle, heptadécyle, octadécyle, hydroxyoctadécyle, oléyle, linoléyle, linolényle, eicosyle et dodécosyle.According to a particular aspect, R4 representing a hydrocarbon radical chosen from the elements of the group consisting of the radical heptyl, octyl, nonyl, decyl, undecyl, undecenyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, hydroxyoctadecyl, oleyl, linoleyl, linolenyl, eicosyl and dodecosyl.
- Selon un autre aspect particulier, dans ledit polymère (P), pour 100% de la masse d’unités monomériques issues de l’acide glutamique (GA), partiellement ou totalement salifié, les unités monomériques issues du composé de formule (X’) représentent de 1 % à 50% massique.According to another particular aspect, in said polymer (P), for 100% of the mass of monomeric units derived from glutamic acid (GA), partially or totally salified, the monomeric units derived from the compound of formula (X′) represent from 1% to 50% by mass.
- Par ailleurs, l’agent réticulant (AR) pourra être choisi parmi les membres du groupe constitué par : Furthermore, the crosslinking agent (RA) may be chosen from the members of the group consisting of:
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- L’éthylène Glycol Di Glycidyl éther de formule (I)Ethylene Glycol Di Glycidyl ether of formula (I)
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- le composé de formule (II)the compound of formula (II)
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- Avec R qui représente l’atome d’hydrogène ou le radical glycidyle [], et n qui représente un nombre entier supérieur ou égal à un et inférieur ou égal à 10 ;With R representing the hydrogen atom or the glycidyl radical [ ], and n which represents an integer greater than or equal to one and less than or equal to 10;
- Lorsque R représente l’atome d’hydrogène et n est égal à 1, le composé de formule (II) est plus particulièrement le composé de formule (IIa) ou Glycérol Diglycidyl étherWhen R represents the hydrogen atom and n is equal to 1, the compound of formula (II) is more particularly the compound of formula (IIa) or Glycérol Diglycidyl ether
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- Lorsque R représente le [] et n est égal à 1, le composé de formule (II) est plus particulièrement le composé de formule (IIb) ou Glycérol Triglycidyl étherWhen R represents the [ ] and n is equal to 1, the compound of formula (II) is more particularly the compound of formula (IIb) or Glycerol Triglycidyl ether
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- Lorsque R représente l’atome d’hydrogène et n est égal à 2, le composé de formule (II) est plus particulièrement le composé de formule (IIc) ou DiGlycérol Di Glycidyl étherWhen R represents the hydrogen atom and n is equal to 2, the compound of formula (II) is more particularly the compound of formula (IIc) or DiGlycérol Di Glycidyl ether
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- Lorsque R représente le [] et n est égal à 2, le composé de formule (II) est plus particulièrement le composé de formule (IId) ou Di Glycérol Tétra Glycidyl éther When R represents the [ ] and n is equal to 2, the compound of formula (II) is more particularly the compound of formula (IId) or Di Glycerol Tetra Glycidyl ether
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- Le 1,3-propanediol DiGlycidyl éther de formule (III)The 1,3-propanediol DiGlycidyl ether of formula (III)
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- Le 1,2-propanediol DiGlycidyl éther de formule (IV)The 1,2-propanediol DiGlycidyl ether of formula (IV)
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- Le 1,4-butanediol Di Glycidyl éther de formule (V)The 1,4-butanediol Di Glycidyl ether of formula (V)
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- le 1,2-butanediol Di Glycidyl éther de formule (VI)1,2-butanediol Di Glycidyl ether of formula (VI)
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- Le 1,3-butanediol Di Glycidyl éther de formule (VII)The 1,3-butanediol Di Glycidyl ether of formula (VII)
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- Le 1,6-hexanediol DiGlycidyl éther de formule (VIII)The 1,6-hexanediol DiGlycidyl ether of formula (VIII)
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- Le composé de formule (IX)The compound of formula (IX)
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- avec R1 qui représente l’atome d’hydrogène ou le radical glycidyle [] ;with R1 representing the hydrogen atom or the glycidyl radical [ ];
- Lorsque R1 représente l’atome d’hydrogène, le composé de formule (IX) est plus particulièrement le composé de formule (IXa) ou triméthylol éthane DiGlycidyl étherWhen R1 represents the hydrogen atom, the compound of formula (IX) is more particularly the compound of formula (IXa) or trimethylol ethane DiGlycidyl ether
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- Lorsque R1 représente le radical glycidyle [], le composé de formule (IX) est plus particulièrement le composé de formule (IXb) ou triméthylol éthane TriGlycidyl étherWhen R1 represents the glycidyl radical [ ], the compound of formula (IX) is more particularly the compound of formula (IXb) or trimethylol ethane TriGlycidyl ether
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- Le composé de formule (X)The compound of formula (X)
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- avec R1 qui représente l’atome d’hydrogène ou le radical glycidyle [] ;with R1 representing the hydrogen atom or the glycidyl radical [ ];
- Lorsque R1 représente l’atome d’hydrogène, le composé de formule (X) est plus particulièrement le composé de formule (Xa) ou triméthylol propane DiGlycidyl étherWhen R1 represents the hydrogen atom, the compound of formula (X) is more particularly the compound of formula (Xa) or trimethylol propane DiGlycidyl ether
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- Lorsque R1 représente le radical glycidyle [], le composé de formule (X) est plus particulièrement le composé de formule (Xb) ou triméthylol propane TriGlycidyl étherWhen R1 represents the glycidyl radical [ ], the compound of formula (X) is more particularly the compound of formula (Xb) or trimethylol propane TriGlycidyl ether
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- Le composé de formule (XI)The compound of formula (XI)
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- avec R1 et R2, indépendants, qui représentent l’atome d’hydrogène ou le radical glycidyle with R1 and R2, independent, which represent the hydrogen atom or the glycidyl radical
- [] [ ]
- Lorsque R1 et R2 représentent chacun l’atome d’hydrogène, le composé de formule (XI) est plus particulièrement le composé de formule (XIa) ou Pentaérythritol Di Glycidyl étherWhen R1 and R2 each represent the hydrogen atom, the compound of formula (XI) is more particularly the compound of formula (XIa) or Pentaerythritol Di Glycidyl ether
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- Lorsque R1 représente l’atome d’hydrogène et R2 représente le radical glycidyle [], le composé de formule (XI) est plus particulièrement le composé de formule (XIb) ou Pentaérythritol Tri Glycidyl étherWhen R1 represents the hydrogen atom and R2 represents the glycidyl radical [ ], the compound of formula (XI) is more particularly the compound of formula (XIb) or Pentaerythritol Tri Glycidyl ether
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- Lorsque R1 et R2 représentent chacun le radical glycidyle [], le composé de formule (XI) est plus particulièrement le composé de formule (XIc) ou Pentaérythritol Tétra Glycidyl étherWhen R1 and R2 each represent the glycidyl radical [ ], the compound of formula (XI) is more particularly the compound of formula (XIc) or Pentaerythritol Tetra Glycidyl ether
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- Le composé de formule (XII)The compound of formula (XII)
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- avec m qui représente un nombre entier supérieur ou égale à 2with m representing an integer greater than or equal to 2
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- Le composé de formule (XIII)The compound of formula (XIII)
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- avec R3 qui représente l’atome d’hydrogène ou le radical glycidyle [], et x, y, z, o, p et q, indépendants les uns des autres, représentent un nombre entier supérieur ou égal à 2 et inférieur ou égal à 10.with R3 representing the hydrogen atom or the glycidyl radical [ ], and x, y, z, o, p and q, independent of each other, represent an integer greater than or equal to 2 and less than or equal to 10.
- La présente invention a également pour objet un procédé de préparation d’une composition (CA) telle que définie précédemment, comprenant :The present invention also relates to a process for preparing a composition (CA) as defined above, comprising:
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- Une étape de préparation d’une solution aqueuse comprenant l’acide polyglutamique (PGA), partiellement ou totalement salifié, avec ladite solution aqueuse comprenant pour 100% de sa masse entre 5% et 70% massique de PGA partiellement ou totalement salifié et un agent réticulant (AR) comprenant au moins deux fonctions glycidyles,A step of preparing an aqueous solution comprising polyglutamic acid (PGA), partially or totally salified, with said aqueous solution comprising for 100% of its mass between 5% and 70% by mass of partially or totally salified PGA and an agent crosslinker (AR) comprising at least two glycidyl functions,
- Une étape d’ajustement du pH de la solution aqueuse obtenue à l’étape a) à un pH compris entre 3 et 11, A step of adjusting the pH of the aqueous solution obtained in step a) to a pH between 3 and 11,
- Une étape de préparation d’une phase organique contenant au moins une huile volatile, au moins une autre huile non volatile (H), et au moins un agent tensioactif émulsionnant de type eau dans huile (S1) ;A step of preparing an organic phase containing at least one volatile oil, at least one other non-volatile oil (H), and at least one water-in-oil type emulsifying surfactant (S1);
- Une étape de pré-émulsification par ajout sous agitation de la phase organique obtenue à l’étape c) sur la solution aqueuse obtenue à l’étape b),A pre-emulsification step by adding, with stirring, the organic phase obtained in step c) to the aqueous solution obtained in step b),
- Une étape d’émulsification de la pré-émulsion obtenue à l’étape d) par homogénéisation sous agitation,A step of emulsifying the pre-emulsion obtained in step d) by homogenization with stirring,
- Une étape de distillation de l’eau et de l’huile volatile contenues dans l’émulsion obtenue à l’étape e),A step for distilling the water and volatile oil contained in the emulsion obtained in step e),
- Une étape d’ajout d’au moins un agent tensioactif émulsionnant de type huile-dans-eau (S2) de manière à obtenir la composition (CA).A step of adding at least one oil-in-water type emulsifying surfactant (S2) so as to obtain the composition (CA).
- Selon le cas, le procédé selon l’invention peut présenter une ou plusieurs des caractéristiques suivantes :Depending on the case, the method according to the invention may have one or more of the following characteristics:
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- à l’étape a) le polymère (P) utilisé est le PGGA,in step a) the polymer (P) used is PGGA,
- à l’étape a) l’ensemble des unités monomériques constituant le PGGA est issu du glutamate de sodium, du glutamate de potassium, du glutamate d’ammonium, du glutamate de calcium, du glutamate de magnésium ou d’un mélange de ces formes. in step a) all of the monomeric units constituting the PGGA are derived from sodium glutamate, potassium glutamate, ammonium glutamate, calcium glutamate, magnesium glutamate or a mixture of these forms .
- à l’étape a) l’agent réticulant (AR) est présent dans des proportions massiques comprises entre 0,5% et 10% massique par rapport à la masse d’acide polyglutamique (PGA).in step a) the crosslinking agent (RA) is present in mass proportions of between 0.5% and 10% by mass relative to the mass of polyglutamic acid (PGA).
- à l’étape c) l’au moins agent émulsionnant de type eau-dans-huile (S1) est choisi parmi les éléments du groupe constitué par les esters de sorbitan, les esters de polyglycérols, les esters de polyglycérols alcoxylés, les polyhydroxystéarates de polyglycols, les polyhydroxystéarates de polyglycérols, les polyhydroxystéarates de polyglycérols alcoxylés .in step c) the at least water-in-oil type emulsifier (S1) is chosen from the elements of the group consisting of sorbitan esters, polyglycerol esters, alkoxylated polyglycerol esters, polyhydroxystearates of polyglycols, polyglycerol polyhydroxystearates, alkoxylated polyglycerol polyhydroxystearates.
- à l’étape c) la solution organique comprend pour 100% de sa propre masse entre 10 et 30% massique d’au moins un agent émulsionnant de type eau-dans-huile (S1), de préférence entre 15 et 20% massique.in step c) the organic solution comprises for 100% of its own mass between 10 and 30% by mass of at least one emulsifying agent of the water-in-oil type (S1), preferably between 15 and 20% by mass.
- à l’étape c) l’agent émulsionnant de type eau-dans-huile (S1) est un polyhydroxystéarate de polyglycérol .in step c) the water-in-oil type emulsifying agent (S1) is a polyglycerol polyhydroxystearate.
- à l’étape c) la solution organique comprend au moins un tensioactif polymérique, tels des polyesters de poids moléculaire compris entre 1000 et 3000, produits de la condensation entre un acide poly(isobutènyl) succinique ou son anhydride et la diethanol aminé ou enfin les copolymères à blocs de poids moléculaire compris entre 2500 et 3500. Ce composé est introduit à hauteur 5 à 30% massiques dans la phase grasse et préférentiellement entre 15 et 20% pour stabiliser l’émulsion réalisée à l’étape e).in step c) the organic solution comprises at least one polymeric surfactant, such as polyesters with a molecular weight of between 1000 and 3000, products of the condensation between a poly(isobutenyl) succinic acid or its anhydride and amino diethanol or finally the block copolymers with a molecular weight of between 2500 and 3500. This compound is introduced at 5 to 30% by weight in the fatty phase and preferably between 15 and 20% to stabilize the emulsion produced in step e).
- à l’étape g) l’au moins agent tensioactif émulsionnant de type huile-dans-eau (S2) est choisi parmi les éléments du groupe constitué par un alcool gras polyéthoxylé, un ester d’hexitan polyéthoxylé, un alkylpolyglycoside, une composition d’alkylpolyglycoside et d’alcools gras, un ester de polyglycérol, une composition d’ester de polyglycérol et de polyglycérol. in step g) the at least oil-in-water type emulsifying surfactant (S2) is chosen from the elements of the group consisting of a polyethoxylated fatty alcohol, a polyethoxylated hexitan ester, an alkylpolyglycoside, a composition of alkylpolyglycoside and fatty alcohols, a polyglycerol ester, a composition of polyglycerol ester and polyglycerol.
- l’étape d) est réalisée de manière à ce que le rapport massique entre la solution aqueuse et la phase organique est compris entre 90/10 et 10/90, de préférence entre 20/80 et 40/60.step d) is carried out so that the mass ratio between the aqueous solution and the organic phase is between 90/10 and 10/90, preferably between 20/80 and 40/60.
- dans l’étape a), la solution aqueuse comprend en outre au moins un composé de formule (X’) :in step a), the aqueous solution further comprises at least one compound of formula (X'):
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- Avec R4 représentant un radical hydrocarboné linéaire ou ramifié, saturé ou insaturé, fonctionnalisé ou non et comportant de 6 à 22 atomes de carbone.With R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and comprising from 6 to 22 carbon atoms.
- Selon un aspect particulier, R4 représente un radical hydrocarboné choisi parmi les éléments du groupe constitué par le radical heptyle, octyle, nonyle, décyle, undécyle, undécényle, dodécyle, tridécyle, tétradécyle, pentadécyle, hexadécyle, heptadécyle, octadécyle, hydroxyoctadécyle, oléyle, linoléyle, linolényle, eicosyle et dodécosyle.According to a particular aspect, R4 represents a hydrocarbon radical chosen from the elements of the group consisting of the radical heptyl, octyl, nonyl, decyl, undecyl, undecenyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, hydroxyoctadecyl, oleyl, linoleyl, linolenyl, eicosyl and dodecosyl.
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- la teneur en composé de formule (X’) dans la solution polaire est comprise, pour 100% massique de ladite solution aqueuse, entre 0,05% et 35% massique, étant entendu que la somme des proportions massiques du polymère (P), de l’agent de réticulation (AR), de l’eau et du composé de formule (X’) est égale à 100%. the content of compound of formula (X') in the polar solution is comprised, for 100% by mass of said aqueous solution, between 0.05% and 35% by mass, it being understood that the sum of the proportions by mass of the polymer (P), of the crosslinking agent (RA), of the water and of the compound of formula (X′) is equal to 100%.
- à l’étape e) l’homogénéisation est réalisée sous agitation mécanique cisaillante ;in step e) the homogenization is carried out under mechanical shearing agitation;
- à l’étape f) la distillation est réalisée sous vide et à chaud. Ceci a pour effet de réticuler l’acide polyglutamique et de concentrer l’émulsion ;in step f) the distillation is carried out under vacuum and hot. This has the effect of cross-linking the polyglutamic acid and concentrating the emulsion;
- aux étapes c) et f) l’huile volatile est une isoparaffine légère comportant de 8 à 11 atomes de carbone. Cette isoparaffine pourra être choisi parmi celles vendues sous les noms ISOPARTM G, ISOPARTM L ou ISOPARTM H ou ISOPARTM J.in steps c) and f) the volatile oil is a light isoparaffin containing 8 to 11 carbon atoms. This isoparaffin may be chosen from those sold under the names ISOPARTM G, ISOPARTM L or ISOPARTM H or ISOPARTM J.
- Le choix d’un procédé en émulsion inverse concentrée permet de solubiliser le PGGA de départ, ses éventuels co-constituants, ainsi que le/les réticulants dans la phase aqueuse de l’émulsion. La réalisation de l’émulsion permet de créer des gouttelettes isolées les unes des autres rendant possible la réticulation du PGA sans prise en masse du milieu réactionnel dû à l’augmentation de viscosité de la phase aqueuse lors de l’étape de réticulation. L’étape de concentration par distillation d’une phase grasse légère conduit à l’obtention d’un produit sous forme liquide avec une teneur en matière active supérieure à 20%.The choice of a concentrated inverse emulsion process makes it possible to solubilize the starting PGGA, its possible co-constituents, as well as the crosslinking agent(s) in the aqueous phase of the emulsion. The realization of the emulsion makes it possible to create droplets isolated from each other making possible the crosslinking of the PGA without caking of the reaction medium due to the increase in viscosity of the aqueous phase during the crosslinking step. The concentration step by distillation of a light fatty phase leads to obtaining a product in liquid form with an active ingredient content of more than 20%.
- La présente invention a également pour objets :The present invention also relates to:
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- l’utilisation de ladite Composition (CA) selon l’invention, comme agent épaississant et/ou émulsionnant et/ou stabilisant d’une composition à usage topique cosmétique ; etthe use of said Composition (CA) according to the invention, as a thickening and/or emulsifying and/or stabilizing agent for a composition for topical cosmetic use; and
- une composition cosmétique à usage topique (F) caractérisée en ce qu’elle comprend comme agent épaississant, pour 100% de sa masse totale, entre 0,1% massique et 10% massique de ladite composition (CA) selon l’invention. a cosmetic composition for topical use (F) characterized in that it comprises as thickening agent, for 100% of its total mass, between 0.1% by mass and 10% by mass of the said composition (CA) according to the invention.
- Selon un aspect particulier, dans la composition (CA) objet de la présente invention, la teneur massique du polymère (P) est supérieure ou égale à 20% et inférieure ou égale à 60% ; et plus particulièrement supérieure ou égale à 20% et inférieure ou égale à 40%.According to one particular aspect, in the composition (CA) which is the subject of the present invention, the mass content of the polymer (P) is greater than or equal to 20% and less than or equal to 60%; and more particularly greater than or equal to 20% and less than or equal to 40%.
- Le PGGA peut exister sous différentes formes conformationnelles en solution dans l’eau. Celles-ci dépendent des liaisons hydrogènes inter et intra moléculaires et donc du pH, de la concentration en polymère, de la force ionique de la solution, ainsi que de la température. Les chaînes du PGGA peuvent ainsi adopter une forme d’hélice α, de feuillet β, d’agrégats ou alors se trouver dans un état désordonné et aléatoire. PGGA can exist in different conformational forms in solution in water. These depend on the inter and intra molecular hydrogen bonds and therefore on the pH, the polymer concentration, the ionic strength of the solution, as well as the temperature. The PGGA chains can thus adopt the form of an α-helix, a β-sheet, aggregates or else be in a disordered and random state.
- Selon un aspect particulier, dans la composition (CA) objet de la présente invention, le polymère (P) se trouve en conformation hélicoïdale lorsqu’il est présent dans une solution à une teneur massique inférieure ou égale à 0,1% et dont ladite solution montre une valeur du pH inférieure ou égale à 7. According to a particular aspect, in the composition (CA) which is the subject of the present invention, the polymer (P) is in helical conformation when it is present in a solution at a mass content of less than or equal to 0.1% and of which said solution shows a pH value less than or equal to 7.
- Selon un aspect particulier, dans la composition (CA) objet de la présente invention, le polymère (P) se trouve en conformation feuillet lorsqu’il est présent dans une solution à une teneur massique inférieure ou égale à 0,1% et dont ladite solution montre une valeur du pH supérieure à 7. According to a particular aspect, in the composition (CA) which is the subject of the present invention, the polymer (P) is in sheet conformation when it is present in a solution at a mass content of less than or equal to 0.1% and of which said solution shows a pH value above 7.
- Selon un aspect particulier de la composition (CA) objet de la présente invention, dans le polymère (P), pour 100% molaire d’unités monomériques issues de l’acide glutamique (GA), partiellement ou totalement salifié, l’agent réticulant (AR) représente de 1% à 20% molaire, et encore plus particulièrement de 1% à 18% molaire.According to a particular aspect of the composition (CA) which is the subject of the present invention, in the polymer (P), for 100% molar of monomeric units derived from glutamic acid (GA), partially or totally salified, the crosslinking agent (AR) represents from 1% to 20% molar, and even more particularly from 1% to 18% molar.
- Selon un autre aspect particulier, la composition (CA) présente une viscosité comprise entre 1 000 mPa.s et 10 000 mPa.s (mesurée avec un viscosimètre de marque Brookfield, type RVT, vitesse 5 Tours/minute), plus particulièrement entre 1 000 mPa.s et 5 000 mPa.s.According to another particular aspect, the composition (CA) has a viscosity of between 1,000 mPa.s and 10,000 mPa.s (measured with a Brookfield brand viscometer, RVT type, speed 5 rpm), more particularly between 1 000 mPa.s and 5000 mPa.s.
- Selon un autre aspect particulier, l’agent réticulant (AR) est l’éthylène Glycol Di Glycidyl éther de formule (I).According to another particular aspect, the crosslinking agent (RA) is ethylene glycol diglycidyl ether of formula (I).
- Selon un autre aspect particulier, dans l’étape a) du procédé objet de la présente invention, l’acide polyglutamique (PGA) partiellement ou totalement salifié se présente sous la forme d’un sel de potassium, de sodium ou d’ammonium, et plus particulièrement sous la forme d’un sel de sodium.According to another particular aspect, in step a) of the process which is the subject of the present invention, the partially or totally salified polyglutamic acid (PGA) is in the form of a potassium, sodium or ammonium salt, and more particularly in the form of a sodium salt.
- Selon un autre aspect particulier, dans l’étape a) du procédé objet de la présente invention, la solution aqueuse comprend pour 100% de sa masse entre 5% et 60% massique, plus particulièrement entre 10% et 50% massique, d’acide polyglutamique (PGA) partiellement ou totalement salifié. According to another particular aspect, in step a) of the process which is the subject of the present invention, the aqueous solution comprises, for 100% of its mass, between 5% and 60% by mass, more particularly between 10% and 50% by mass, of partially or totally salified polyglutamic acid (PGA).
- Selon un autre aspect particulier, dans l’étape a) du procédé objet de la présente invention, l’agent réticulant (AR) est choisi parmi au moins un des membres du groupe constitué par les composés de formules (I), (II), (III), (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII) et (XIII) telles que définies précédemment.According to another particular aspect, in step a) of the process which is the subject of the present invention, the crosslinking agent (RA) is chosen from at least one of the members of the group consisting of the compounds of formulas (I), (II) , (III), (IV), (V), (VI), (VII), (VIII), (IX), (X), (XI), (XII) and (XIII) as previously defined.
- Selon un autre aspect, dans l’étape c) du procédé objet de la présente invention, par “huile volatile” on désigne un corps gras liquide à une température de 25°C à pression atmosphérique, et dont le point éclair est compris entre 40 et 100°C.According to another aspect, in step c) of the process which is the subject of the present invention, the term "volatile oil" denotes a fatty substance which is liquid at a temperature of 25° C. at atmospheric pressure, and whose flash point is between 40 and 100°C.
- Selon un aspect plus particulier, par “huile volatile” on désigne au sens de la présente invention un élément du groupe constitué par les alcanes ramifiés, comportant de sept à quarante atomes de carbone, comme l’isododécane, l’isopentadécane, l’isohexadécane, l’isoheptadécane, l’isooctadécane, l’isononadécane ou l’isoeicosane), ou des mélanges de certains d’entre eux comme ceux cités ci-après et identifiés par leur nom INCI : C7-8 isoparaffin, C8-9 isoparaffin, C9-11 isoparaffin, C9-12 isoparaffin, C9-13 isoparaffin, C9-14 isoparaffin, C9-16 isoparaffin, C10-11 isoparaffin, C10-12 isoparaffin, C10-13 isoparaffin, C11-12 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.According to a more particular aspect, by "volatile oil" is meant within the meaning of the present invention an element of the group consisting of branched alkanes, comprising from seven to forty carbon atoms, such as isododecane, isopentadecane, isohexadecane , isoheptadecane, isooctadecane, isononadecane or isoeicosane), or mixtures of some of them such as those mentioned below and identified by their INCI name: C7-8 isoparaffin, C8-9 isoparaffin, C9-11 isoparaffin, C9-12 isoparaffin, C9-13 isoparaffin, C9-14 isoparaffin, C9-16 isoparaffin, C10-11 isoparaffin, C10-12 isoparaffin, C10-13 isoparaffin, C11-12 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- Selon un aspect encore plus particulier, par “huile volatile” on désigne au sens de la présente invention au moins un élément du groupe constitué par l’isododécane, l’isohexadécane, le C7-8 isoparaffin, le C8-9 isoparaffin, le C9-11 isoparaffin, le C11-13 isoparaffin, le C11-14 isoparaffin.According to an even more particular aspect, by "volatile oil" is meant within the meaning of the present invention at least one element of the group consisting of isododecane, isohexadecane, C7-8 isoparaffin, C8-9 isoparaffin, C9 -11 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- Selon un autre aspect encore plus particulier de la présente invention, l'huile volatile est choisie parmi un élément du groupe constitué par le C8-9 isoparaffin, le C9-11 isoparaffin, le C11-13 isoparaffin, le C11-14 isoparaffin.According to another even more particular aspect of the present invention, the volatile oil is chosen from an element of the group consisting of C8-9 isoparaffin, C9-11 isoparaffin, C11-13 isoparaffin, C11-14 isoparaffin.
- Selon un autre aspect encore plus particulier de la présente invention, “l’huile volatile” est choisie parmi un élément du groupe constitué par les isoparaffines commercialisées sous les noms de marque ISOPARTM G, ISOPARTM L ou ISOPARTM H ou ISOPARTM J.According to another even more particular aspect of the present invention, the “volatile oil” is chosen from an element of the group consisting of the isoparaffins marketed under the brand names ISOPARTM G, ISOPARTM L or ISOPARTM H or ISOPARTM J.
- Selon un autre aspect, dans l’étape c) du procédé objet de la présente invention, par “huile (H)” on désigne un corps gras liquide à une température de 25°C à pression atmosphérique, notamment :According to another aspect, in step c) of the process which is the subject of the present invention, the term “oil (H)” denotes a liquid fatty substance at a temperature of 25° C. at atmospheric pressure, in particular:
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- Les alcanes linéaires comportant de onze à dix-neuf atomes de carbone ;Linear alkanes comprising eleven to nineteen carbon atoms;
- Les alcanes ramifiés, comportant de onze à quarante atomes de carbone, comme l’isododécane, l’isopentadécane, l’isohexadécane, l’isoheptadécane, l’isooctadécane, l’isononadécane ou l’isoeicosane), ou des mélanges de certains d’entre eux comme ceux cités ci-après et identifiés par leur nom INCI : C12-14 isoparaffin, C12-20 isoparaffin, C13-14 isoparaffin, C13-16 isoparaffin.Branched alkanes, comprising from eleven to forty carbon atoms, such as isododecane, isopentadecane, isohexadecane, isoheptadecane, isooctadecane, isononadecane or isoeicosane), or mixtures of certain of between them such as those cited below and identified by their INCI name: C12-14 isoparaffin, C12-20 isoparaffin, C13-14 isoparaffin, C13-16 isoparaffin.
- Les cyclo-alcanes optionnellement substitués par un ou plusieurs radicaux alkyles linéaires ou ramifiés,Cyclo-alkanes optionally substituted by one or more linear or branched alkyl radicals,
- Les huiles blanches minérales, comme celles commercialisées sous les noms suivants : Marcol™52, Marcol™82, Drakeol™6VR, Eolane™130, Eolane™150,White mineral oils, such as those marketed under the following names: Marcol™52, Marcol™82, Drakeol™6VR, Eolane™130, Eolane™150,
- L’hémisqualane (ou 2,6,10-triméthyl- dodécane ; numéro CAS : 3891-98-3), le squalane (ou 2,6,10,15,19,23-hexaméthyltetracosane), le polyisobutène hydrogéné ou le polydécène hydrogéné ;Hemisqualane (or 2,6,10-trimethyl-dodecane; CAS number: 3891-98-3), squalane (or 2,6,10,15,19,23-hexamethyltetracosane), hydrogenated polyisobutene or polydecene hydrogenated;
- Les mélanges d’alcanes comportant de 15 à 19 atomes de carbone, lesdits alcanes étant des alcanes linéaires, des alcanes ramifiés et des cyclo-alcanes, et plus particulièrement le mélange (M1) qui comprend pour 100% de sa masse :Mixtures of alkanes comprising from 15 to 19 carbon atoms, said alkanes being linear alkanes, branched alkanes and cyclo-alkanes, and more particularly the mixture (M1) which comprises for 100% of its mass:
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- une proportion massique en alcanes ramifiés supérieure ou égale à 90 % et inférieure ou égale à 100%a mass proportion of branched alkanes greater than or equal to 90% and less than or equal to 100%
- une proportion massique en alcanes linéaires supérieure ou égale à 0% et inférieure ou égale à 9%a mass proportion of linear alkanes greater than or equal to 0% and less than or equal to 9%
- une proportion massique en cyclo-alcanes supérieure ou égale à 0% et inférieure ou égale à 1%, eta mass proportion of cycloalkanes greater than or equal to 0% and less than or equal to 1%, and
- ledit mélange (M1) se caractérise en ce qu’il comprend pour 100 % de sa masse :said mixture (M1) is characterized in that it comprises for 100% of its mass:
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- une proportion massique supérieure ou égale à 95 % d’alcanes ramifiés, d’alcanes linéaires et de cycloalcanes et inférieure ou égale à 100% comportant de 15 à 19 atomes de carbone, eta mass proportion greater than or equal to 95% of branched alkanes, linear alkanes and cycloalkanes and less than or equal to 100% containing 15 to 19 carbon atoms, and
- une proportion massique supérieure ou égale à 0% et inférieure ou égale à 5% d’alcanes ramifiés, d’alcanes linéaires et de cycloalcanes comportant moins de 14 atomes de carbone, et d’alcanes linéaires et de cycloalcanes comportant plus de 20 atomes de carbone.a mass proportion greater than or equal to 0% and less than or equal to 5% of branched alkanes, linear alkanes and cycloalkanes containing less than 14 carbon atoms, and linear alkanes and cycloalkanes containing more than 20 carbon.
- Par « alcanes linéaires » présents dans le mélange (M1) tel que défini ci-dessus, et comportant de 15 à 19 atomes de carbone, on désigne plus particulièrement au sens de la présente invention les éléments choisis parmi le groupe constitué par le n-pentadécane, le n-hexadécane, le n-heptadécane, le n-octadécane et le n-nonadécane.By "linear alkanes" present in the mixture (M1) as defined above, and comprising from 15 to 19 carbon atoms, is meant more particularly within the meaning of the present invention the elements chosen from the group consisting of n- pentadecane, n-hexadecane, n-heptadecane, n-octadecane and n-nonadecane.
- Par « alcanes ramifiés » présents dans le mélange (M1) tel que défini ci-dessus, et comportant de 15 à 19 atomes de carbone, on désigne plus particulièrement au sens de la présente invention les éléments choisis parmi le groupe constitué par l’iso-pentadécane, l’iso-hexadécane, l’iso-heptadécane, l’iso-octadécane et l’iso-nonadécane.By "branched alkanes" present in the mixture (M1) as defined above, and comprising from 15 to 19 carbon atoms, is meant more particularly within the meaning of the present invention the elements chosen from the group consisting of the iso -pentadecane, iso-hexadecane, iso-heptadecane, iso-octadecane and iso-nonadecane.
- Le mélange (M1) est plus particulièrement le mélange commercialisé sous le nom de marque Emogreen™L15 ou bien le mélange commercialisé sous le nom de marque Emogreen™L19.The mixture (M1) is more particularly the mixture marketed under the brand name Emogreen™ L15 or else the mixture marketed under the brand name Emogreen™ L19.
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- Les éthers d’alcool gras de formule (XIV) :The fatty alcohol ethers of formula (XIV):
- Z1-O-Z2 (XIV),Z1-O-Z2 (XIV),
- dans laquelle Z1 et Z2 identiques ou différents, représentent un radical alkyle linéaire ou ramifié comportant de cinq à dix-huit atomes de carbone, par exemple les dioctyl éther, didécyl éther, didodécyl éther, dodécyl octyl éther, dihexadécyl éther, (1,3-diméthyl butyl) tétradécyl éther, (1,3-diméthyl butyl) hexadécyl éther, le bis(1,3-diméthyl butyl) éther ou le dihexyl éther.in which Z1 and Z2, which are identical or different, represent a linear or branched alkyl radical containing from five to eighteen carbon atoms, for example dioctyl ether, didecyl ether, didodecyl ether, dodecyl octyl ether, dihexadecyl ether, (1,3 -dimethyl butyl) tetradecyl ether, (1,3-dimethyl butyl) hexadecyl ether, bis(1,3-dimethyl butyl) ether or dihexyl ether.
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- Les mono-esters d’acides gras et d’alcools de formule (XV) :Mono-esters of fatty acids and alcohols of formula (XV):
- R’1-(C=O)-O-R’2 (XV),R'1-(C=O)-O-R'2 (XV),
- dans laquelle R’1-(C=O) représente un radical acyle, saturé ou insaturé, linéaire ou ramifié, comportant de huit à vingt-quatre atomes de carbone, et R’2 représente, indépendamment de R’1, une chaîne hydrocarbonée saturée ou insaturée, linéaire ou ramifiée comportant de un à vingt-quatre atomes de carbone, par exemple les laurate de méthyle, laurate d’éthyle, laurate de propyle, laurate d’isopropyle, laurate de butyle, laurate de 2-butyle, laurate d’hexyle, cocoate de méthyle, cocoate d’éthyle, cocoate de propyle, cocoate d’isopropyle, cocoate de butyle, cocoate de 2-butyle, cocoate d’hexyle, myristate de méthyle, myristate d’éthyle, le myristate de propyle, le myristate d’isopropyle, le myristate de butyle, le myristate de 2-butyle, le myristate d’hexyle, le myristate d’octyle, le palmitate de méthyle, le palmitate d’éthyle, le palmitate de propyle, le palmitate d’isopropyle, le palmitate de butyle, le palmitate de 2-butyle, le palmitate d’hexyle, le palmitate d’octyle , l’oléate de méthyle, l’ oléate d’éthyle, l’oléate de propyle, l’oléate d’isopropyle, l’oléate de butyle, l’oléate de 2-butyle, l’oléate d’hexyle, l’oléate d’octyle, le stéarate de méthyle, le stéarate d’éthyle, le stéarate de propyle, le stéarate d’isopropyle, le stéarate de butyle, le stéarate de 2-butyle, le stéarate d’hexyle, le stéarate d’octyle, l’isostéarate de méthyle, l’isostéarate d’éthyle, l’isostéarate de propyle, l’isostéarate d’isopropyle, l’isostéarate de butyle, l’isostéarate de 2-butyle, l’isostéarate d’hexyle, l’isostéarate d’isostéaryle ;in which R'1-(C=O) represents an acyl radical, saturated or unsaturated, linear or branched, containing from eight to twenty-four carbon atoms, and R'2 represents, independently of R'1, a hydrocarbon chain saturated or unsaturated, linear or branched containing from one to twenty-four carbon atoms, for example methyl laurate, ethyl laurate, propyl laurate, isopropyl laurate, butyl laurate, 2-butyl laurate, laurate hexyl, methyl cocoate, ethyl cocoate, propyl cocoate, isopropyl cocoate, butyl cocoate, 2-butyl cocoate, hexyl cocoate, methyl myristate, ethyl myristate, propyl myristate , isopropyl myristate, butyl myristate, 2-butyl myristate, hexyl myristate, octyl myristate, methyl palmitate, ethyl palmitate, propyl palmitate, palmitate d isopropyl, butyl palmitate, 2-butyl palmitate, hexyl palmitate, octyl palmitate, m ethyl, ethyl oleate, propyl oleate, isopropyl oleate, butyl oleate, 2-butyl oleate, hexyl oleate, octyl oleate, methyl stearate, ethyl stearate, propyl stearate, isopropyl stearate, butyl stearate, 2-butyl stearate, hexyl stearate, octyl stearate, isostearate of methyl, ethyl isostearate, propyl isostearate, isopropyl isostearate, butyl isostearate, 2-butyl isostearate, hexyl isostearate, isostearyl isostearate;
- Les di-esters d’acides gras et de glycérol de formules (XVI) et (XVII) :Die-esters of fatty acids and glycerol of formulas (XVI) and (XVII):
- R’3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R’4 (XVI)R’3-(C=O)-O-CH2-CH(OH)-CH2-O-(C=O)-R’4 (XVI)
- R’5-(C=O)-O-CH2-CH[O-(C=O)-R’6]-CH2-OH (XVII),R’5-(C=O)-O-CH2-CH[O-(C=O)-R’6]-CH2-OH (XVII),
- dans lesquelles R’3-(C=O) et R’4-(C=O), R’5-(C=O), R’6-(C=O), identiques ou différents, représentent un groupement acyle, saturé ou insaturé, linéaire ou ramifié, comportant de huit à vingt-quatre atomes de carbone.in which R'3-(C=O) and R'4-(C=O), R'5-(C=O), R'6-(C=O), identical or different, represent an acyl group , saturated or unsaturated, linear or branched, containing from eight to twenty-four carbon atoms.
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- Les tri-esters d’acides gras et de glycérol de formule (XVIII) :Tri-esters of fatty acids and glycerol of formula (XVIII):
- R’7-(C=O)-O-CH2-CH[O-(C=O)-R’’8]-CH2- O-(C=O)-R’’9 (XVIII),R’7-(C=O)-O-CH2-CH[O-(C=O)-R’’8]-CH2-O-(C=O)-R’’9 (XVIII),
- dans laquelle R’7-(C=O), R’8-(C=O) et R’9-(C=O), identiques ou différents, représentent un groupement acyle, saturé ou insaturé, linéaire ou ramifié, comportant de huit à vingt-quatre atomes de carbone.in which R'7-(C=O), R'8-(C=O) and R'9-(C=O), which are identical or different, represent an acyl group, saturated or unsaturated, linear or branched, comprising eight to twenty-four carbon atoms.
- Selon un autre aspect particulier de la présente invention, ladite huile (H) est choisie parmi :According to another particular aspect of the present invention, said oil (H) is chosen from:
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- L’undécane, le tridécane, l’isododécane ou l’isohexadécane,Undecane, tridecane, isododecane or isohexadecane,
- Les mélanges d’alcanes et d’isoalcanes et de cycloalcanes comme le mélange (M1) tel que défini précédemment et les mélanges commercialisés sous les nomsMixtures of alkanes and isoalkanes and cycloalkanes such as the mixture (M1) as defined above and the mixtures marketed under the names
- Emogreen™L15, Emogreen™L19, Emosmart™L15, Emosmart™L19, Emosmart™V21, Isopar™M ;Emogreen™L15, Emogreen™L19, Emosmart™L15, Emosmart™L19, Emosmart™V21, Isopar™M;
- Les huiles blanches minérales commercialisées sous les noms Marcol™52, Marcol™82,White mineral oils marketed under the names Marcol™52, Marcol™82,
- Drakeol™6VR, Eolane™130 ou Eolane™150 ;Drakeol™6VR, Eolane™130 or Eolane™150;
- L’hémisqualane, le squalane, le polyisobutène hydrogéné ou le polydécène hydrogéné ;Hemisqualane, squalane, hydrogenated polyisobutene or hydrogenated polydecene;
- Le dioctyl éther ou le didécyl éther ;Dioctyl ether or didecyl ether;
- Le myristate d’isopropyle, le palmitate d’hexyle, le palmitate d’octyle, l’isostéarate d’isostéaryle, l’octanoyl/décanoyl triglycéride, l’hexadécanoyl/octadécanoyl triglycéride, les triglycérides issus de l’huile de colza, de l’huile de tournesol, de l’huile de lin ou de l’huile de palme.Isopropyl myristate, hexyl palmitate, octyl palmitate, isostearyl isostearate, octanoyl/decanoyl triglyceride, hexadecanoyl/octadecanoyl triglyceride, triglycerides from rapeseed oil, sunflower oil, linseed oil or palm oil.
- Selon un autre aspect, dans l’étape c) du procédé objet de la présente invention, par “agent tensioactif émulsionnant de type eau dans huile (S1)”, on désigne un agent tensioactif émulsionnant possédant une valeur de HLB (“Hydrophile Lipophile Balance” ou équilibre hydrophile lipophile) suffisamment faible pour pour induire la formation d’une émulsion de type eau-dans-huile, à savoir une émulsion dans laquelle la phase aqueuse sera dispersée et stabilisée dans la phase organique huileuse. According to another aspect, in step c) of the process that is the subject of the present invention, the term "emulsifying surfactant of the water-in-oil type (S1)" denotes an emulsifying surfactant having an HLB value ("Hydrophile Lipophile Balance ” or hydrophilic-lipophilic balance) sufficiently low to induce the formation of a water-in-oil type emulsion, namely an emulsion in which the aqueous phase will be dispersed and stabilized in the oily organic phase.
- Comme tensioactif émulsionnant de type eau-dans-huile, on peut citer par exemple les esters d’anhydro hexitol et d’acides carboxyliques aliphatiques, linéaires ou ramifiés, saturés ou insaturés, comportant de 12 à 22 atomes de carbone éventuellement substitués avec un ou plusieurs groupes hydroxyles, et plus particulièrement les esters d’anhydro hexitol choisis parmi les anhydro-sorbitols et les anhydro-mannitols et d’acides carboxyliques aliphatiques, linéaires ou ramifiés, saturés ou insaturés, comportant de 12 à 22 atomes de carbone éventuellement substitués avec un ou plusieurs groupes hydroxyles. As emulsifying surfactant of the water-in-oil type, mention may be made, for example, of the esters of anhydro hexitol and of aliphatic, linear or branched, saturated or unsaturated carboxylic acids, comprising from 12 to 22 carbon atoms optionally substituted with one or several hydroxyl groups, and more particularly the esters of anhydro hexitol chosen from anhydro-sorbitols and anhydro-mannitols and of aliphatic, linear or branched, saturated or unsaturated carboxylic acids, containing from 12 to 22 carbon atoms optionally substituted with one or more hydroxyl groups.
- Dans l’étape c) du procédé objet de la présente invention, le système émulsionnant (S1) de type eau-dans-huile est plus particulièrement choisi parmi les éléments du groupe constitué par :In step c) of the process that is the subject of the present invention, the emulsifying system (S1) of the water-in-oil type is more particularly chosen from the elements of the group consisting of:
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- le laurate de sorbitan, par exemple celui commercialisé sous le nom Montane™20,sorbitan laurate, for example that marketed under the name Montane™20,
- le palmitate de sorbitan, par exemple celui commercialisé sous le nom Montane™40,sorbitan palmitate, for example that marketed under the name Montane™40,
- le stéarate de sorbitan, par exemple celui commercialisé sous le nom Montane™60,sorbitan stearate, for example that marketed under the name Montane™60,
- l'oléate de sorbitan, par exemple celui commercialisé sous le nom Montane™80, sorbitan oleate, for example that marketed under the name Montane™80,
- le sesquioléate de sorbitan, par exemple celui commercialisé sous le nom Montane™83,sorbitan sesquioleate, for example that marketed under the name Montane™83,
- le trioléate de sorbitan, par exemple celui commercialisé sous le nom Montane™85,sorbitan trioleate, for example that marketed under the name Montane™85,
- l'isolaurate de sorbitan,sorbitan isolataurate,
- l'isostéarate de sorbitan, par exemple celui commercialisé sous le nom Montane™70,sorbitan isostearate, for example that marketed under the name Montane™70,
- le laurate de mannitan, l'oléate de mannitan, ou un mélange de ces esters ; les polyesters de poids moléculaire compris entre 1000 et 3000 g/mol et issus de la condensation entre un acide poly(isobutényl) succinique ou son anhydride, tels que l’HYPERMER™ 2296, ou le mélange commercialisé sous le nom de marque SIMALINE™IE 501 A.mannitan laurate, mannitan oleate, or a mixture of these esters; polyesters with a molecular weight of between 1000 and 3000 g/mol and resulting from the condensation between a poly(isobutenyl) succinic acid or its anhydride, such as HYPERMER™ 2296, or the mixture marketed under the brand name SIMALINE™IE 501 a.
- Comme tensioactif émulsionnant de type eau-dans-huile (S1), on peut citer par exemple les esters de polyglycérol, un composé de formule (XIX) :As emulsifying surfactant of water-in-oil type (S1), mention may be made, for example, of polyglycerol esters, a compound of formula (XIX):
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- dans laquelle Z représente un radical acyle de formule R2-C(=O)-, dans laquelle R2 représente un radical aliphatique hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comportant de 11 à 35 atomes de carbone et plus particulièrement un radical choisi parmi les radicaux dodécanoyle, tétradécanoyle, hexadécanoyle, octadécanoyle, eicosanoyle, docosanoyle, oléyle, linoléyle, linolénoyle ou isostéaryle, Z’ représente le radical acyle de formule R2-C(=O)- tel que défini ci-dessus, avec Z’ identique ou différent de Z, ou l’atome d’hydrogène, et y représente un nombre entier supérieur ou égal à 2 et inférieur ou égal à 20.in which Z represents an acyl radical of formula R2-C(=O)-, in which R2 represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, containing from 11 to 35 carbon atoms and more particularly a radical chosen from the dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, eicosanoyl, docosanoyl, oleyl, linoleyl, linolenoyl or isostearyl radicals, Z' represents the acyl radical of formula R2-C(=O)- as defined above, with Z' identical or different from Z, or the hydrogen atom, and y represents an integer greater than or equal to 2 and less than or equal to 20.
- Selon un aspect plus particulier, le composé de formule (XIX) est choisi parmi les éléments du groupe constitué par l’oléate de décaglycérol, l’isostéarate de décaglycérol, le monolaurate de décaglycérol, le mono-linoléate de décaglycérol, le mono-myristate de décaglycérol. According to a more particular aspect, the compound of formula (XIX) is chosen from the elements of the group consisting of decaglycerol oleate, decaglycerol isostearate, decaglycerol monolaurate, decaglycerol mono-linoleate, mono-myristate of decaglycerol.
- Comme tensioactif émulsionnant de type eau-dans-huile (S1), on peut citer par exemple les esters de polyglycérols alcoxylés, un composé de formule (XX) : As emulsifying surfactant of water-in-oil type (S1), mention may be made, for example, of alkoxylated polyglycerol esters, a compound of formula (XX):
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- dans laquelle Z1 représente un radical acyle de formule R’2-C(=O)-, dans laquelle R’2 représente un radical aliphatique hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comportant de 11 à 35 atomes de carbone, et plus particulièrement un radical choisi parmi les radicaux radicaux dodécanoyle, tétradécanoyle, hexadécanoyle, octadécanoyle, eicosanoyle, docosanoyle, oléyle, linoléyle, linolénoyle ou isostéaryle, Z1’ représente le radical acyle de formule R’2-C(=O)- tel que défini ci-dessus, avec Z1’ identique ou différent de Z1, ou l’atome d’hydrogène, R3 représente l’atome d’hydrogène, le radical méthyle, ou le radical éthyle, y1 représente un nombre entier supérieur ou égal à 2 et inférieur ou égal à 20, v1, v2, v3, identiques ou différents, représentent un nombre entier supérieur ou égal à 0 et inférieur ou égal à 50, et la somme [(y1. v1) + (y1. v2) + v3)] est un nombre entier supérieur ou égal à 1 et inférieur ou égal à 50.in which Z1 represents an acyl radical of formula R'2-C(=O)-, in which R'2 represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, containing from 11 to 35 carbon atoms, and more particularly a radical chosen from the dodecanoyl, tetradecanoyl, hexadecanoyl, octadecanoyl, eicosanoyl, docosanoyl, oleyl, linoleyl, linolenoyl or isostearyl radicals, Z1' represents the acyl radical of formula R'2-C(=O)- as defined above above, with Z1' identical to or different from Z1, or the hydrogen atom, R3 represents the hydrogen atom, the methyl radical, or the ethyl radical, y1 represents an integer greater than or equal to 2 and less or equal to 20, v1, v2, v3, identical or different, represent an integer greater than or equal to 0 and less than or equal to 50, and the sum [(y1. v1) + (y1. v2) + v3)] is an integer greater than or equal to 1 and less than or equal to 50.
- Comme tensioactif émulsionnant de type eau-dans-huile (S1), on peut citer par exemple les polyhydroxystéarates de polyglycols de formule (XXI) :As emulsifying surfactant of the water-in-oil type (S1), mention may be made, for example, of the polyglycol polyhydroxystearates of formula (XXI):
-
- formule (XXI) dans laquelle y2 représente un nombre entier supérieur ou égal à 2 et inférieur ou égal à 50, Z4 représente l’atome d’hydrogène, le radical méthyle, ou le radical éthyle, Z3 représente un radical de formule (XXII) :formula (XXI) in which y2 represents an integer greater than or equal to 2 and less than or equal to 50, Z4 represents the hydrogen atom, the methyl radical, or the ethyl radical, Z3 represents a radical of formula (XXII) :
-
- formule (XXII) dans laquelle y’2 représente un nombre entier supérieur ou égal à 0 et inférieur ou égal à 10, plus particulièrement supérieur ou égal à 1 et inférieur ou égal à 10 et Z’3 représente un radical de formule (XXII) telle que définie ci-dessus, avec Z3’ identique ou différent de Z3, ou l’atome d’hydrogène.formula (XXII) in which y'2 represents an integer greater than or equal to 0 and less than or equal to 10, more particularly greater than or equal to 1 and less than or equal to 10 and Z'3 represents a radical of formula (XXII) as defined above, with Z3' identical to or different from Z3, or the hydrogen atom.
- Comme exemple de tensioactif émulsionnant de type eau-dans-huile de formule (XXI) que l’on peut utiliser pour préparer le système émulsionnant (S1), il y a le PEG-30 dipolyhydroxystéarate commercialisé sous le nom SIMALINE™ WO, ou bien les mélanges comprenant le PEG-30 dipolyhydroxystéarate et commercialisés sous les noms SIMALINE™IE 201 A et SIMALINE™IE 201 B, ou encore le mélange comprenant du Triméthylolpropane-30 tripolyhydroxystéarate commercialisé sous le nom SIMALINE™IE 301 B.As an example of an emulsifying surfactant of the water-in-oil type of formula (XXI) which can be used to prepare the emulsifying system (S1), there is PEG-30 dipolyhydroxystearate marketed under the name SIMALINE™ WO, or else the mixtures comprising PEG-30 dipolyhydroxystearate and sold under the names SIMALINE™IE 201 A and SIMALINE™IE 201 B, or else the mixture comprising Trimethylolpropane-30 tripolyhydroxystearate sold under the name SIMALINE™IE 301 B.
- Comme tensioactif émulsionnant de type eau-dans-huile (S1), on peut citer par exemple les polyhydroxystéarates de polyglycérol, représentés par la formule (XXIII) :As emulsifying surfactant of the water-in-oil type (S1), mention may be made, for example, of the polyglycerol polyhydroxystearates, represented by the formula (XXIII):
-
- dans laquelle Z3 représente un radical de formule (XXIII) telle que définie ci-dessus, Z’3 représente un radical de formule (XXII) telle que définie ci-dessus, avec Z3’ identique ou différent de Z3, ou l’atome d’hydrogène, y3 représente un nombre entier supérieur ou égal à 2 et inférieur ou égal à 20.in which Z3 represents a radical of formula (XXIII) as defined above, Z'3 represents a radical of formula (XXII) as defined above, with Z3' identical to or different from Z3, or the atom d hydrogen, y3 represents an integer greater than or equal to 2 and less than or equal to 20.
- Comme tensioactif émulsionnant de type eau-dans-huile (S1), on peut citer par exemple les polyhydroxystéarates de polyglycérol alcoxylé, un composé représenté par la formule (XXIV) : As emulsifying surfactant of the water-in-oil type (S1), mention may be made, for example, of alkoxylated polyglycerol polyhydroxystearates, a compound represented by the formula (XXIV):
-
- dans laquelle Z4 représente un radical de formule (XXII) telle que définie ci-dessus, Z’4 représente un radical de formule (XXII) telle que définie ci-dessus, avec Z4’ identique ou différent de Z4, ou l’atome d’hydrogène, y4 représente un nombre entier supérieur ou égal à 2 et inférieur ou égal à 20, v’1, v’2, v’3, identiques ou différents, représentent un nombre entier supérieur ou égal à 0 et inférieur ou égal à 50, et la somme [(y4. v’1) + (y4. v’2) + v’3)] est un nombre entier supérieur ou égal à 1 et inférieur ou égal à 50.in which Z4 represents a radical of formula (XXII) as defined above, Z'4 represents a radical of formula (XXII) as defined above, with Z4' identical to or different from Z4, or the atom d 'hydrogen, y4 represents an integer greater than or equal to 2 and less than or equal to 20, v'1, v'2, v'3, identical or different, represent an integer greater than or equal to 0 and less than or equal to 50, and the sum [(y4. v'1) + (y4. v'2) + v'3)] is an integer greater than or equal to 1 and less than or equal to 50.
- Selon un autre aspect, dans l’étape g) du procédé objet de la présente invention, par “agent tensioactif émulsionnant de type huile dans eau (S2), on désigne un agent tensioactif émulsionnant possédant une valeur de HLB suffisamment élevée pour pour induire la formation d’une émulsion de type huile-dans-eau, à savoir une émulsion dans laquelle la phase organique huileuse sera dispersée et stabilisée dans la phase aqueuse. According to another aspect, in step g) of the process which is the subject of the present invention, the term “emulsifying surfactant of the oil-in-water type (S2)” denotes an emulsifying surfactant having a sufficiently high HLB value to induce the formation of an emulsion of the oil-in-water type, namely an emulsion in which the oily organic phase will be dispersed and stabilized in the aqueous phase.
- Selon un autre aspect, dans l’étape g) du procédé objet de la présente invention, comme tensioactif de type huile dans eau (S2) on peut citer les “alcools gras polyéthoxylés” désignés par les composés de formule (XXV) :According to another aspect, in step g) of the process which is the subject of the present invention, as surfactant of the oil-in-water type (S2), mention may be made of the “polyethoxylated fatty alcohols” designated by the compounds of formula (XXV):
- R’’-O-(CH2-CH2-O)n’-OH (XXV),R’’-O-(CH2-CH2-O)n’-OH (XXV),
- avec R’’ représentant un radical hydrocarboné linéaire ou ramifié, saturé ou insaturé, pouvant porter des groupements hydroxyles, et comportant de six à vingt-deux atomes de carbone, et avec n’ représentant un nombre entier supérieur ou égale à quatre et inférieur ou égale à cent. with R'' representing a linear or branched, saturated or unsaturated hydrocarbon radical, which may bear hydroxyl groups, and comprising from six to twenty-two carbon atoms, and with n' representing an integer greater than or equal to four and less than or equal to one hundred.
- Selon un aspect plus particulier, dans la formule (XXV), R’’ représente un radical hydrocarboné linéaire ou ramifié, saturé et comportant de dix à vingt-deux atomes de carbone. According to a more particular aspect, in formula (XXV), R'' represents a linear or branched hydrocarbon radical, saturated and containing from ten to twenty-two carbon atoms.
- Selon un aspect encore plus particulier, le composé de formule (XXV) est un alcool décylique linéaire éthoxylé avec six moles d’oxyde d’éthylène, un alcool décylique linéaire éthoxylé avec huit moles d’oxyde d’éthylène, un alcool laurique linéaire éthoxylé avec six moles d’oxyde d’éthylène, un alcool laurique linéaire éthoxylé avec sept moles d’oxyde d’éthylène, un alcool laurique linéaire éthoxylé avec huit moles d’oxyde d’éthylène, un alcool tridécylique linéaire éthoxylé avec six moles d’oxyde d’éthylène, un alcool tridécylique linéaire éthoxylé avec huit moles d’oxyde d’éthylène, un alcool tridécylique linéaire éthoxylé avec neuf moles d’oxyde d’éthylène. According to an even more particular aspect, the compound of formula (XXV) is a linear decyl alcohol ethoxylated with six moles of ethylene oxide, a linear decyl alcohol ethoxylated with eight moles of ethylene oxide, a linear lauryl alcohol ethoxylated with six moles of ethylene oxide, linear lauryl alcohol ethoxylated with seven moles of ethylene oxide, linear lauryl alcohol ethoxylated with eight moles of ethylene oxide, linear tridecyl alcohol ethoxylated with six moles of ethylene oxide, a linear tridecyl alcohol ethoxylated with eight moles of ethylene oxide, a linear tridecyl alcohol ethoxylated with nine moles of ethylene oxide.
- Selon un autre aspect, dans l’étape g) du procédé objet de la présente invention, comme tensioactif de type huile dans eau (S2) on peut citer les esters d’hexitan polyéthoxylés, et particulièrement les esters de sorbitan polyéthoxylés, dont la chaîne aliphatique hydrocarbonée comporte de 12 à 22 atomes de carbone et dont le nombre de motifs d’oxyde d’éthylène est compris entre 5 et 40, par exemple l’oléate de sorbitan éthoxylé à 20 moles d’oxyde d’éthylène commercialisé sous le nom commercial Montanox™80, ou le laurate de sorbitan éthoxylé à 20 moles d’oxyde d’éthylène commercialisé sous le nom commercial Montanox™20.According to another aspect, in step g) of the process which is the subject of the present invention, as surfactant of oil-in-water type (S2), mention may be made of polyethoxylated hexitan esters, and particularly polyethoxylated sorbitan esters, whose chain aliphatic hydrocarbon contains from 12 to 22 carbon atoms and whose number of ethylene oxide units is between 5 and 40, for example ethoxylated sorbitan oleate with 20 moles of ethylene oxide marketed under the name commercial Montanox™80, or sorbitan laurate ethoxylated with 20 moles of ethylene oxide marketed under the trade name Montanox™20.
- Selon un autre aspect, dans l’étape g) du procédé objet de la présente invention, comme tensioactif de type huile dans eau (S2) on peut citer les compositions d’alkyl polyglycosides (C1) représentée par la formule (XXVI) :According to another aspect, in step g) of the process which is the subject of the present invention, as surfactant of the oil-in-water type (S2), mention may be made of the compositions of alkyl polyglycosides (C1) represented by the formula (XXVI):
- R’’1-O-(G)x-H (XXVI) R’’1-O-(G)x-H (XXVI)
- dans laquelle x, ou degré de polymérisation moyen, représente un nombre décimal compris entre 1,05 et 5, G représente le reste d’un sucre réducteur, et R’’1 représente un radical aliphatique hydrocarboné, saturé ou insaturé, linéaire ou ramifié, éventuellement substitué avec un ou plusieurs groupe hydroxyle, comportant de 12 à 36 atomes de carbone, ladite composition (C1) consistant en un mélange de composés représentés par les formules (XXVI1), (XXVI2), (XXVI3), (XXVI4) et (XXVI5) :in which x, or average degree of polymerization, represents a decimal number between 1.05 and 5, G represents the residue of a reducing sugar, and R''1 represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched , optionally substituted with one or more hydroxyl groups, containing from 12 to 36 carbon atoms, the said composition (C1) consisting of a mixture of compounds represented by the formulas (XXVI1), (XXVI2), (XXVI3), (XXVI4) and (XXVI5):
- R’’1-O-(G)1-H (XXVI1)R’’1-O-(G)1-H (XXVI1)
- R’’1-O-(G)2-H (XXVI2)R’’1-O-(G)2-H (XXVI2)
- R’’1-O-(G)3-H (XXVI3)R’’1-O-(G)3-H (XXVI3)
- R’’1-O-(G)4-H (XXVI4)R’’1-O-(G)4-H (XXVI4)
- R’’1-O-(G)5-H (XXVI5)R’’1-O-(G)5-H (XXVI5)
- dans les proportions molaires respectives a1, a2, a3, a4 et a5, telles que :in the respective molar proportions a1, a2, a3, a4 and a5, such that:
-
- La somme a1+ a2 + a3 + a4 + a5 est égale à 1 et queThe sum a1+ a2 + a3 + a4 + a5 is equal to 1 and that
- La somme a1 + 2a2 + 3a3 + 4a4 + 5a5 est égale à x.The sum a1 + 2a2 + 3a3 + 4a4 + 5a5 is equal to x.
- Par radical aliphatique hydrocarboné, saturé ou insaturé, linéaire ou ramifié, comportant de 12 à 36 atomes de carbone, éventuellement substitué avec un ou plusieurs groupes hydroxyle, on désigne pour le radical R’’1 dans la formule (XXVI) telle que définie ci-dessus plus particulièrement le radical n-dodécyle, le radical n-tétradécyle, le radical n-hexadécyle, le radical n-octadécyle, le radical n-eicosyle, le radical n-docosyle, le radical 12-hydroxy octadécyle.By aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, containing from 12 to 36 carbon atoms, optionally substituted with one or more hydroxyl groups, is meant for the radical R''1 in the formula (XXVI) as defined above above more particularly the n-dodecyl radical, the n-tetradecyl radical, the n-hexadecyl radical, the n-octadecyl radical, the n-eicosyl radical, the n-docosyl radical, the 12-hydroxy octadecyl radical.
- Par sucre réducteur, dans la définition de la formule (XXVI) telle que définie ci-dessus, on désigne les dérivés saccharidiques qui ne présentent pas dans leurs structures de liaison glycosidique établie entre un carbone anomérique et l’oxygène d’un groupement acétal tels qu'ils sont définis dans l'ouvrage de référence : « Biochemistry », Daniel Voet/Judith G. Voet, p. 250, John Wyley & Sons, 1990. La structure oligomérique (G)x, peut se présenter sous toutes formes d'isoméries, qu'il s'agisse d'isomérie optique, d'isomérie géométrique ou d'isomérie de position ; elle peut aussi représenter un mélange d'isomères.By reducing sugar, in the definition of formula (XXVI) as defined above, is meant the saccharide derivatives which do not have in their structures a glycoside bond established between an anomeric carbon and the oxygen of an acetal group such as that they are defined in the reference work: “Biochemistry”, Daniel Voet/Judith G. Voet, p. 250, John Wyley & Sons, 1990. The oligomeric structure (G)x can occur in all forms of isomerism, whether optical isomerism, geometric isomerism or position isomerism; it can also represent a mixture of isomers.
- Dans la formule (XXVI) telle que définie ci-dessus, le groupe R1-O- est lié à G par le carbone anomérique du reste saccharide, de manière à former une fonction acétal.In formula (XXVI) as defined above, the R1-O- group is linked to G via the anomeric carbon of the saccharide residue, so as to form an acetal function.
- Selon un aspect particulier dans la définition de la formule (XXVI) telle que définie ci-dessus, G représente le reste d’un sucre réducteur choisi parmi le glucose, le dextrose, le saccharose, le fructose, l'idose, le gulose, le galactose, le maltose, l’isomaltose, le maltotriose, le lactose, le cellobiose, le mannose, le ribose, le xylose, l’arabinose, le lyxose, l’allose, l’altrose, le dextrane ou le tallose; et plus particulièrement G représente le reste d’un sucre réducteur choisi parmi les restes du glucose, du xylose et de l’arabinose. According to a particular aspect in the definition of formula (XXVI) as defined above, G represents the residue of a reducing sugar chosen from glucose, dextrose, sucrose, fructose, idose, gulose, galactose, maltose, isomaltose, maltotriose, lactose, cellobiose, mannose, ribose, xylose, arabinose, lyxose, allose, altrose, dextran or tallose; and more particularly G represents the residue of a reducing sugar chosen from the residues of glucose, xylose and arabinose.
- Selon un aspect encore plus particulier, dans la définition de la formule (XXVI) x, ou degré moyen de polymérisation, représente un nombre décimal supérieur ou égal à 1,05 et inférieur ou égal à 2,5, plus particulièrement supérieur ou égal à 1,05 et inférieur ou égal à 2,0, et encore plus particulièrement supérieur ou égal à 1,25 et inférieur ou égal à 2,0.According to an even more particular aspect, in the definition of formula (XXVI) x, or average degree of polymerization, represents a decimal number greater than or equal to 1.05 and less than or equal to 2.5, more particularly greater than or equal to 1.05 and less than or equal to 2.0, and even more particularly greater than or equal to 1.25 and less than or equal to 2.0.
- Selon un autre aspect, dans l’étape g) du procédé objet de la présente invention, comme tensioactif de type huile dans eau (S2) on peut citer les compositions (C2) comprenant pour 100% de leur masse :According to another aspect, in step g) of the process which is the subject of the present invention, as surfactant of the oil-in-water type (S2), mention may be made of the compositions (C2) comprising for 100% of their mass:
-
- De 10% à 50% massique, plus particulièrement de 15% à 40% massique, et encore plus particulièrement de 20% à 30% massique, d’au moins une composition (C1) représentée par la formule (XXVI) telle que définie précédemment,From 10% to 50% by mass, more particularly from 15% to 40% by mass, and even more particularly from 20% to 30% by mass, of at least one composition (C1) represented by formula (XXVI) as defined previously ,
- De 90% à 50% massique, plus particulièrement de 85% à 60% massique, et encore plus particulièrement de 80% à 70% massique, d’au moins un alcool gras de formule (XXVII) :From 90% to 50% by mass, more particularly from 85% to 60% by mass, and even more particularly from 80% to 70% by mass, of at least one fatty alcohol of formula (XXVII):
- R’’’1-OH (XXVII),R'''1-OH (XXVII),
-
- dans laquelle R’’’1, identique ou différent de R’’1, représente un radical aliphatique hydrocarboné, saturé ou insaturé, linéaire ou ramifié, éventuellement substitué avec un ou plusieurs groupe hydroxyle, comportant de 12 à 36 atomes de carbone, et de préférence de 12 à 22 atomes de carbone.in which R'''1, identical to or different from R''1, represents an aliphatic hydrocarbon radical, saturated or unsaturated, linear or branched, optionally substituted with one or more hydroxyl groups, containing from 12 to 36 carbon atoms, and preferably 12 to 22 carbon atoms.
- Comme tensioactif émulsionnant de type huile-dans-eau (S2), on peut citer par exemple les esters de polyglycérol de formule (XXVIII) : As emulsifying surfactant of the oil-in-water type (S2), mention may be made, for example, of the polyglycerol esters of formula (XXVIII):
- R12-(C=O)-[O-CH2-CH(OH)-CH2]p12-OH (XXVIII),R12-(C=O)-[O-CH2-CH(OH)-CH2]p12-OH (XXVIII),
- formule (XVIII) dans laquelle p12 représente un nombre entier supérieur ou égal à un et inférieur ou égal à quinze ; et dans laquelle le groupe R1-(C=O)- représente un radical aliphatique saturé ou insaturé, linéaire ou ramifié, comportant de six à vingt-deux atomes de carbone.formula (XVIII) in which p12 represents an integer greater than or equal to one and less than or equal to fifteen; and in which the group R1-(C=O)- represents a saturated or unsaturated, linear or branched, aliphatic radical comprising from six to twenty-two carbon atoms.
- Comme tensioactif émulsionnant de type huile-dans-eau (S2), on peut citer par exemple les compositions (C13) comprenant pour 100% de leurs masses : As emulsifying surfactant of the oil-in-water type (S2), mention may be made, for example, of the compositions (C13) comprising for 100% of their masses:
-
- De 10% massique à 60% massique d’au moins un composé de formule (XXIX) :From 10% by mass to 60% by mass of at least one compound of formula (XXIX):
- HO-[CH2-CH(OH)-CH2-O] n12-H (XXIX)HO-[CH2-CH(OH)-CH2-O] n12-H (XXIX)
-
- formule (I) dans laquelle n12 représentant un nombre entier supérieur ou égal à un et inférieur ou égal à quinze ; et formula (I) in which n12 represents an integer greater than or equal to one and less than or equal to fifteen; and
- De 40% massique à 90 % massique d’au moins un composé de formule (XXVIII) telle que définie précédemment.From 40% by mass to 90% by mass of at least one compound of formula (XXVIII) as defined previously.
- Selon un autre aspect particulier, ladite utilisation de la composition (CA), objet de la présente invention, consiste à épaissir des phases polaires comme par exemple les phases aqueuses, alcooliques ou hydro-alcooliques ou les phases polaires comprenant des polyols tels que le glycérol.According to another particular aspect, said use of the composition (CA), object of the present invention, consists in thickening polar phases such as, for example, aqueous, alcoholic or aqueous-alcoholic phases or polar phases comprising polyols such as glycerol .
- Selon un autre aspect particulier, ladite utilisation consiste à stabiliser une émulsion de type huile-dans-eau, ou de type eau-dans-huile, en conférant un aspect homogène à ladite émulsion pendant le stockage dans différentes conditions, et plus particulièrement à 25°C pendant une durée au moins égale à un mois, et plus particulièrement à 4°C pendant une durée au moins égale à un mois, et plus particulièrement à 45°C pendant une durée au moins égale à un mois.According to another particular aspect, said use consists in stabilizing an emulsion of the oil-in-water type, or of the water-in-oil type, by conferring a homogeneous appearance on said emulsion during storage under different conditions, and more particularly at 25 °C for a period at least equal to one month, and more particularly at 4°C for a period at least equal to one month, and more particularly at 45°C for a period at least equal to one month.
- Selon un autre aspect particulier, ladite utilisation consiste à stabiliser des particules solides dans des compositions topique cosmétique, dermocosmétique. Ces particules solides à suspendre peuvent revêtir différentes géométries, régulières ou irrégulières, et se présenter sous forme de perles, de billes, de tiges, de paillettes, de lamelles ou de polyèdres. Ces particules solides se caractérisent par un diamètre moyen apparent compris entre un micromètre et cinq millimètres, plus particulièrement entre dix micromètres et un millimètre.According to another particular aspect, said use consists in stabilizing solid particles in topical cosmetic or dermocosmetic compositions. These solid particles to be suspended can take on different geometries, regular or irregular, and take the form of beads, balls, rods, flakes, lamellae or polyhedrons. These solid particles are characterized by an average apparent diameter of between one micrometer and five millimeters, more particularly between ten micrometers and one millimeter.
- Parmi les particules solides qui peuvent être mises en suspension et stabilisées par l’émulsion (CA) de type eau-dans-huile telle que définie précédemment dans des compositions topiques cosmétiques, dermocosmétique, il y a les micas, l’oxyde de fer, l’oxyde de titane, l’oxyde de zinc, l’oxyde d’aluminium, le talc, la silice, le kaolin, les argiles, le nitrure de bore, le carbonate de calcium, le carbonate de magnésium, l’hydrogénocarbonate de magnésium, les pigments colorés inorganiques, les polyamides comme le nylon-6, les polyéthylènes, les polypropylènes, les polystyrènes, les polyesters, les polymères acryliques ou méthacryliques comme les polyméthylméthacrylates, le polytétrafluoroéthylène, les cires cristallines ou microcristallines, des sphères poreuses, le sulphide de sélénium, le pyrithione de zinc, les amidons, les alginates, les fibres de végétaux, les particules de Loofah, les particules d’éponges.Among the solid particles which can be suspended and stabilized by the emulsion (CA) of the water-in-oil type as defined above in topical cosmetic and dermocosmetic compositions, there are micas, iron oxide, titanium oxide, zinc oxide, aluminum oxide, talc, silica, kaolin, clays, boron nitride, calcium carbonate, magnesium carbonate, hydrogen carbonate magnesium, inorganic colored pigments, polyamides such as nylon-6, polyethylenes, polypropylenes, polystyrenes, polyesters, acrylic or methacrylic polymers such as polymethylmethacrylates, polytetrafluoroethylene, crystalline or microcrystalline waxes, porous spheres, selenium sulphide, zinc pyrithione, starches, alginates, vegetable fibers, Loofah particles, sponge particles.
- Selon un autre aspect, la composition cosmétique à usage topique (F) objet de la présente invention comprend comme agent épaississant, pour 100% de sa masse totale, entre 0,1% massique et 8% massique, plus particulièrement entre 0,5% et 8% massique, et encore plus particulièrement entre 0,5% et 5% massique de ladite composition (CA) selon l’invention. According to another aspect, the cosmetic composition for topical use (F) which is the subject of the present invention comprises, as thickening agent, for 100% of its total mass, between 0.1% by mass and 8% by mass, more particularly between 0.5% and 8% by mass, and even more particularly between 0.5% and 5% by mass of said composition (CA) according to the invention.
- L'expression "topique" utilisée dans la définition de ladite composition (F), signifie qu’elle est mise en œuvre par application sur la peau, les cheveux, le cuir chevelu ou les muqueuses, qu'il s'agisse d'une application directe dans le cas d'une préparation cosmétique ou dermocosmétique, ou d'une application indirecte par exemple dans le cas d'un produit de soin corporel sous forme de lingette en textile ou en papier ou de produits sanitaires destinés à être en contact avec la peau ou les muqueuses.The expression "topical" used in the definition of said composition (F) means that it is implemented by application to the skin, the hair, the scalp or the mucous membranes, whether it is a direct application in the case of a cosmetic or dermocosmetic preparation, or indirect application, for example in the case of a body care product in the form of a textile or paper wipe or sanitary products intended to be in contact with skin or mucous membranes.
- Ladite composition (F) se présente généralement sous forme d’une solution aqueuse ou hydro-alcoolique ou hydro-glycolique, sous forme d’une suspension, d’une émulsion, d’une microémulsion ou d’une nano-émulsion, qu'elles soient de type eau-dans- huile, huile-dans-eau, eau-dans-huile-dans-eau ou huile-dans-eau-dans-huile.Said composition (F) is generally in the form of an aqueous or hydro-alcoholic or hydro-glycolic solution, in the form of a suspension, an emulsion, a microemulsion or a nano-emulsion, which they are of the water-in-oil, oil-in-water, water-in-oil-in-water or oil-in-water-in-oil type.
- Ladite composition (F) telle que définie précédemment, peut être conditionnée dans un flacon, dans un dispositif de type "flacon" pompe, sous forme pressurisées dans un dispositif aérosol, dans un dispositif muni d'une paroi ajourée comme une grille ou dans un dispositif muni d'un applicateur à billes (dit "roll-on").Said composition (F) as defined previously, can be packaged in a bottle, in a device of the pump "bottle" type, in pressurized form in an aerosol device, in a device provided with an openwork wall such as a grid or in a device provided with a ball applicator (known as a "roll-on").
- De façon générale, ladite composition (F) comporte également des excipients et ou des principes actifs habituellement mis en œuvre dans le domaine des formulations à usage topique, en particulier cosmétique ou dermocosmétiques, comme les tensioactifs épaississants et/ou gélifiants, les stabilisants, les composés filmogènes, les agents hydrotropes, les agents plastifiants, les agents émulsionnants et co-émulsionnants, les agents opacificants, les agents nacrants, les agents surgraissants, les séquestrants, les agents chélatants, les antioxydants, les parfums, les conservateurs, les agents conditionneurs, les agents blanchissants destinés à la décoloration des poils et de la peau, les principes actifs destinés à apporter une action traitante vis-à-vis de la peau ou des cheveux, les filtres solaires, les charges minérales ou les pigments, les particules procurant un effet visuel ou destinées à l’encapsulation d’actifs, les particules exfoliantes, les agents de texture.In general, said composition (F) also comprises excipients and/or active principles usually used in the field of formulations for topical use, in particular cosmetic or dermocosmetic, such as thickening and/or gelling surfactants, stabilizers, film-forming compounds, hydrotropic agents, plasticizers, emulsifying and co-emulsifying agents, opacifying agents, pearlescent agents, superfatting agents, sequestering agents, chelating agents, antioxidants, perfumes, preservatives, conditioning agents , bleaching agents intended for the bleaching of hair and skin, active ingredients intended to provide a treatment action vis-à-vis the skin or hair, sunscreens, mineral fillers or pigments, particles providing a visual effect or intended for the encapsulation of active ingredients, exfoliating particles, texture agents.
- Comme exemples de tensioactifs moussants et/ou détergents que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les tensioactifs moussants et/ou détergents anioniques, cationiques, amphotères ou non ioniques.As examples of foaming surfactants and/or detergents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of foaming surfactants and/or detergents anionic, cationic, amphoteric or nonionic.
- Parmi les tensioactifs anioniques moussants et/ou détergents que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les sels de métaux alcalins, de métaux alcalino-terreux, d’ammonium, d’amines, ou d’aminoalcools d'alkylether sulfates, d'alkyl sulfates, d’alkylamidoéther sulfates, d’alkylaryl polyéthersulfates, de monoglycérides sulfates, d’alphaoléfinesulfonates, de paraffines sulfonates, d’alkyl phosphates, d’alkyléther phosphates, d’alkyl sulfonates, d’alkylamide sulfonates, d’alkylaryl sulfonates, d’alkyl carboxylates, d’alkyl sulfosuccinates, d’alkyléther sulfosuccinates, d’alkylamide sulfosuccinates, d’alkyl sulfoacétates, d’alkyl sarcosinates, d’acyl iséthionates, de N-acyl taurates, d’acyl lactylates, de dérivés N-acylés d’acides aminés, de dérivés N-acylés de peptides, de dérivés N-acylés de protéines, de dérivés N-acylés d’acides gras.Among the foaming and/or detergent anionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of the salts of alkali metals, alkaline earth metals, ammonium, amines or amino alcohols, alkyl ether sulphates, alkyl sulphates, alkyl amido ether sulphates, alkylaryl polyether sulphates, monoglyceride sulphates, alpha-olefin sulphonates, paraffin sulphonates, d alkyl phosphates, alkyl ether phosphates, alkyl sulfonates, alkylamide sulfonates, alkylaryl sulfonates, alkyl carboxylates, alkyl sulfosuccinates, alkyl ether sulfosuccinates, alkylamide sulfosuccinates, alkyl sulfoacetates, alkyl sarcosinates, acyl isethionates, N-acyl taurates, acyl lactylates, N-acyl derivatives of amino acids, N-acyl derivatives of peptides, N-acyl derivatives of proteins, N- fatty acid acyls.
- Parmi les tensioactifs amphotères moussants et/ou détergents que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les alkylbétaïnes, les alkylamidobétaïnes, les sultaïnes, les alkylamidoalkylsulfobétaïnes, les dérivés d’imidazolines, les phosphobétaïnes, les amphopolyacétates et les amphopropionates.Among the foaming and/or detergent amphoteric surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of alkylbetaines, alkylamidobetaines, sultaines, alkylamidoalkylsulfobetaines, imidazoline derivatives, phosphobetaines, amphopolyacetates and amphopropionates.
- Parmi les tensioactifs cationiques moussants et/ou détergents que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer particulièrement les dérivés d’ammoniums quaternaires.Among the foaming and/or detergent cationic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made in particular of the quaternary ammonium derivatives .
- Parmi les tensioactifs non ioniques moussants et/ou détergents que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer plus particulièrement les alkylpolyglycosides comportant un radical aliphatique, linéaire ou ramifié, saturé ou insaturé, et comportant de 8 à 16 atomes de carbone, comme l’octyl polyglucoside, le décyl polyglucoside, l’undécylényl polyglucoside, le dodécyl polyglucoside, le tétradécyl polyglucoside, l’hexadécyl polyglucoside, le 1-12 dodécanediyl polyglucoside ; les dérivés d’huile de ricin hydrogénée éthoxylés comme le produit commercialisé sous le nom INCI « Peg-40 hydrogenated castor oil » ; les polysorbates comme le Polysorbate 20, le Polysorbate 40, le Polysorbate 60, le Polysorbate 70, le Polysorbate 80, le Polysorbate 85 ; les amides de coprah ; les N-alkylamines.Among the foaming and/or detergent nonionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made more particularly of the alkylpolyglycosides comprising a aliphatic radical, linear or branched, saturated or unsaturated, and comprising from 8 to 16 carbon atoms, such as octyl polyglucoside, decyl polyglucoside, undecyl polyglucoside, dodecyl polyglucoside, tetradecyl polyglucoside, hexadecyl polyglucoside, 1-12 dodecanediyl polyglucoside; ethoxylated hydrogenated castor oil derivatives such as the product marketed under the INCI name "Peg-40 hydrogenated castor oil"; polysorbates such as Polysorbate 20, Polysorbate 40, Polysorbate 60, Polysorbate 70, Polysorbate 80, Polysorbate 85; copra amides; N-alkylamines.
- Comme exemples de tensioactifs épaississants et/ou gélifiants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les esters gras d’alkylpolyglycosides éventuellement alcoxylés, comme les esters de méthylpolyglucoside éthoxylés tels que le PEG 120 méthyl glucose trioléate et le PEG 120 méthyl glucose dioléate commercialisés respectivement sous les appellations GLUCAMATE™ LT et GLUMATE™ DOE120 ; les esters gras alcoxylés tels que le PEG 150 pentaérythrytyl tétrastéarate commercialisé sous l’appellation CROTHIX™ DS53, le PEG 55 propylène glycol oléate commercialisé sous l’appellation ANTIL™ 141 ; les carbamates de polyalkylène glycols à chaînes grasses comme le PPG-14 laureth isophoryl dicarbamate commercialisé sous l’appellation ELFACOS™ T211, le PPG-14 palmeth-60 hexyl dicarbamate commercialisé sous l’appellation ELFACOS™ GT2125.As examples of thickening and/or gelling surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of the fatty esters of alkylpolyglycosides optionally alkoxylated, such as ethoxylated methylpolyglucoside esters such as PEG 120 methyl glucose trioleate and PEG 120 methyl glucose dioleate marketed respectively under the names GLUCAMATE™ LT and GLUMATE™ DOE120; alkoxylated fatty esters such as PEG 150 pentaerythrytyl tetrastearate sold under the name CROTHIX™ DS53, PEG 55 propylene glycol oleate sold under the name ANTIL™ 141; polyalkylene glycol carbamates with fatty chains such as PPG-14 laureth isophoryl dicarbamate sold under the name ELFACOS™ T211, PPG-14 palmeth-60 hexyl dicarbamate sold under the name ELFACOS™ GT2125.
- Comme exemples d’agents épaississants et/ou gélifiants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les copolymères de l’AMPS et d’acrylates d'alkyle dont la chaîne carbonée comprend entre quatre et trente atomes de carbone et plus particulièrement entre dix et trente atomes de carbone, les terpolymère linéaire, branché ou réticulé d'au moins un monomère possédant une fonction acide fort, libre, partiellement salifiée ou totalement salifiée, avec au moins un monomère neutre, et au moins un monomère de formule (XXX) :As examples of thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of the copolymers of AMPS and alkyl acrylates whose carbon chain comprises between four and thirty carbon atoms and more particularly between ten and thirty carbon atoms, linear, branched or crosslinked terpolymers of at least one monomer having a strong acid function, free , partially salified or totally salified, with at least one neutral monomer, and at least one monomer of formula (XXX):
- CH2=C(R’3)-C(=O)-[CH2-CH2-O]n’-R’4 (XXX)CH2=C(R’3)-C(=O)-[CH2-CH2-O]n’-R’4 (XXX)
- dans laquelle R’3 représente un atome d'hydrogène ou un radical méthyle, R’4 représente unin which R'3 represents a hydrogen atom or a methyl radical, R'4 represents a
- radical alkyle linéaire ou ramifié comportant de huit à trente atomes de carbone et n’ représente un nombre supérieur ou égal à un et inférieur ou égal à cinquante.linear or branched alkyl radical containing from eight to thirty carbon atoms and n' represents a number greater than or equal to one and less than or equal to fifty.
- Comme exemples d’agents épaississants et/ou gélifiants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les polysaccharides constitués uniquement d’oses, comme les glucanes ou homopolymères du glucose, les glucomannoglucanes, les xyloglycanes, les galactomannanes dont le degré de substitution (DS) des unités de D-galactose sur la chaîne principale de D-mannose est compris entre 0 et 1, et plus particulièrement entre 1 et 0,25, comme les galactomannanes provenant de la gomme de cassia (DS = 1/5), de la gomme de caroube (DS = 1/4), de la gomme de tara (DS = 1/3), de la gomme de guar (DS = 1/2), de la gomme de fenugrec (DS = 1 ).As examples of thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of the polysaccharides consisting solely of oses, such as glucans or glucose homopolymers, glucomannoglucans, xyloglycans, galactomannans whose degree of substitution (DS) of the D-galactose units on the main chain of D-mannose is between 0 and 1, and more particularly between 1 and 0.25, such as galactomannans from cassia gum (DS = 1/5), locust bean gum (DS = 1/4), tara gum (DS = 1/3), guar gum (DS = 1/2), fenugreek gum (DS = 1).
- Comme exemples d’agents épaississants et/ou gélifiants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment , on peut citer les polysaccharides constitués de dérivés d’oses, comme les galactanes sulfatés et plus particulièrement les carraghénanes et l’agar, les uronanes et plus particulièrement les algines, les alginates et les pectines, les hétéropolymères d’oses et d’acides uroniques et plus particulièrement la gomme xanthane, la gomme gellane, les exsudats de gomme arabique et de gomme de karaya, les glucosaminoglycanes.As examples of thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of polysaccharides consisting of derivatives of oses, such as sulfated galactans and more particularly carrageenans and agar, uronans and more particularly algins, alginates and pectins, heteropolymers of oses and uronic acids and more particularly xanthan gum, gum gellan, gum arabic and gum karaya exudates, glucosaminoglycans.
- Comme exemples d’agents épaississants et/ou gélifiants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer la cellulose, les dérivés de cellulose comme la méthyl-cellulose, l’éthyl-cellulose, l’hydroxypropyl cellulose, les silicates, l’amidon, les dérivés hydrophiles de l’amidon, les polyuréthanes.As examples of thickening and/or gelling agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of cellulose, derivatives of cellulose such as methyl cellulose, ethyl cellulose, hydroxypropyl cellulose, silicates, starch, hydrophilic derivatives of starch, polyurethanes.
- Comme exemples d’agents stabilisants que l’on peut associer à l’émulsion de type eau-dans- huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les cires microcristallines, et plus particulièrement l’ozokérite, les sels minéraux tels que le chlorure de sodium ou le chlorure de magnésium, les polymères siliconés tels que les copolymères polysiloxane polyalkyl polyéther.As examples of stabilizing agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of microcrystalline waxes, and more particularly ozokerite , mineral salts such as sodium chloride or magnesium chloride, silicone polymers such as polysiloxane polyalkyl polyether copolymers.
- Comme exemples de solvants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer l’eau, les solvants organiques comme le glycérol, le diglycérol, les oligomères du glycérol, l’éthylène glycol, le propylène glycol, le butylène glycol, le 1,3-propanediol, le 1,2-propanediol, l’hexylèneglycol, le diéthylèneglycol, le xylitol, l’érythritol, le sorbitol, les alcools hydrosolubles tels que l’éthanol, l’isopropanol ou le butanol, les mélanges d’eau et desdits solvants organiques.As examples of solvents that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention can be made of water, organic solvents such as glycerol, diglycerol, glycerol oligomers, ethylene glycol, propylene glycol, butylene glycol, 1,3-propanediol, 1,2-propanediol, hexylene glycol, diethylene glycol, xylitol, erythritol, sorbitol , water-soluble alcohols such as ethanol, isopropanol or butanol, mixtures of water and said organic solvents.
- Comme exemples d’eaux thermales ou minérales que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les eaux thermales ou minérales ayant une minéralisation d'au moins 300 mg/I, en particulier l'eau d'Avène, l'eau de Vittel, les eaux du bassin de Vichy, l'eau d'Uriage, l'eau de la Roche Posay, l'eau de la Bourboule, l'eau d'Enghien-les-bains, l'eau de Saint-Gervais-les bains, l'eau de Néris-les-bains, l'eau d'Allevard-les-bains, l'eau de Digne, l'eau des Maizières, l'eau de Neyrac-les-bains, l'eau de Lons le Saunier, l'eau de Rochefort, l'eau de Saint Christau, l'eau des Fumades et l'eau de Tercis-les-bains.As examples of thermal or mineral waters that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention can be made of thermal or mineral waters having a mineralization of at least 300 mg/l, in particular Avène water, Vittel water, water from the Vichy basin, Uriage water, water from La Roche Posay, water from la Bourboule, water from Enghien-les-bains, water from Saint-Gervais-les-bains, water from Néris-les-bains, water from Allevard-les-bains, water from Digne, water from Maizières, water from Neyrac-les-bains, water from Lons le Saunier, water from Rochefort, water from Saint Christau, water from Fumades and water from Tercis -the baths.
- Comme exemples d’agents hydrotropes que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les xylènes sulfonates, les cumènes sulfonates, l’hexylpolyglucoside, le 2- éthylhexylpolyglucoside, le n-heptylpolyglucoside.As examples of hydrotropic agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of xylene sulphonates, cumene sulphonates, hexylpolyglucoside, 2-ethylhexylpolyglucoside, n-heptylpolyglucoside.
- Comme exemples d’agents tensioactifs émulsionnants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les tensioactifs non ioniques, des tensioactifs anioniques, des tensioactifs cationiques.As examples of emulsifying surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of nonionic surfactants, anionic surfactants, cationic surfactants.
- Comme exemples de tensioactifs non-ioniques émulsionnants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les esters d’acides gras et de sorbitol, comme les produits commercialisés sous les appellations MONTANE™40, MONTANE™60, MONTANE™70, MONTANE™80 et MONTANE™85 ; les compositions comprenant du stéarate de glycérol et l’acide stéarique éthoxylé entre 5 moles et 150 moles d’oxyde d’éthylène, comme la composition comprenant de l’acide stéarique éthoxylé à 135 moles d’oxyde d’éthylène et du stéarate de glycérol commercialisée sous l’appellation SIMULSOL™ 165 ; les esters de mannitan ; les esters de mannitan éthoxylés ; les esters de sucrose ; les esters de méthylglucoside ; les alkylpolyglycosides comportant un radical aliphatique, linéaire ou ramifié, saturé ou insaturé, et comportant de 14 à 36 atomes de carbone, comme le tétradécyl polyglucoside, l’hexadécyl polyglucoside, l’octadécyl polyglucoside, l’hexadécyl polyxyloside, l’octadécyl polyxyloside, l’eicosyl polyglucoside, le dodécosyl polyglucoside, le 2-octyldodécyl polyxyloside, le 12-hydroxystéaryl polyglucoside ; les compositions d’alcools gras linéaires ou ramifiés, saturés ou insaturés, et comportant de 14 à 36 atomes de carbone, et d’alkylpolyglycosides tels que décrits précédemment, par exemple les compositions commercialisées sous les noms MONTANOV™68, MONTANOV™14, MONTANOV™82, MONTANOV™202, MONTANOV™S, MONTANOV™WO18, MONTANOV™L, FLUIDANOV™20X et EASYNOV™.As examples of emulsifying nonionic surfactants that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of fatty acid esters and sorbitol, such as the products marketed under the names MONTANE™40, MONTANE™60, MONTANE™70, MONTANE™80 and MONTANE™85; compositions comprising glycerol stearate and ethoxylated stearic acid between 5 moles and 150 moles of ethylene oxide, such as the composition comprising ethoxylated stearic acid at 135 moles of ethylene oxide and glycerol stearate marketed under the name SIMULSOL™ 165; mannitan esters; ethoxylated mannitan esters; sucrose esters; methylglucoside esters; alkylpolyglycosides comprising an aliphatic, linear or branched, saturated or unsaturated radical, and comprising from 14 to 36 carbon atoms, such as tetradecyl polyglucoside, hexadecyl polyglucoside, octadecyl polyglucoside, hexadecyl polyxyloside, octadecyl polyxyloside, eicosyl polyglucoside, dodecosyl polyglucoside, 2-octyldodecyl polyxyloside, 12-hydroxystearyl polyglucoside; compositions of linear or branched, saturated or unsaturated fatty alcohols, and comprising from 14 to 36 carbon atoms, and alkylpolyglycosides as described previously, for example the compositions marketed under the names MONTANOV™68, MONTANOV™14, MONTANOV ™82, MONTANOV™202, MONTANOV™S, MONTANOV™WO18, MONTANOV™L, FLUIDANOV™20X and EASYNOV™.
- Comme exemples de tensioactifs anioniques que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer le glycéryl stéarate citrate, le cétéarylsulfate, les savons comme le stéarate de sodium ou le stéarate de triéthanolammonium, les dérivés N-acylés d’acides aminés salifiés, par exemple le stéaroyl glutamate.As examples of anionic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of glyceryl stearate citrate, cetearyl sulphate, soaps such as sodium stearate or triethanolammonium stearate, N-acylated derivatives of salified amino acids, for example stearoyl glutamate.
- Comme exemples de tensioactifs cationiques émulsionnants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les aminoxydes, le quaternium-82 et les tensioactifs décrits dans la demande de brevet WO96/00719 et principalement ceux dont la chaîne grasse comprend au moins 16 atomes de carbone.As examples of emulsifying cationic surfactants which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention may be made of amine oxides, quaternium-82 and surfactants described in patent application WO96/00719 and mainly those whose fatty chain comprises at least 16 carbon atoms.
- Comme exemples d’agents opacifiants et/ou nacrants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer le palmitate de sodium, le stéarate de sodium, l’hydroxystéarate de sodium, le palmitate de magnésium, le stéarate de magnésium, l’hydroxystéarate de magnésium, le monostéarate d’éthylène glycol, le distéarate d’éthylène glycol, le monostéarate de polyéthylène glycol, le distéarate de polyéthylène glycol, les alcools gras comportant de 12 à 22 atomes de carbone.As examples of opacifying and/or pearlescent agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of sodium palmitate, sodium stearate, sodium hydroxystearate, magnesium palmitate, magnesium stearate, magnesium hydroxystearate, ethylene glycol monostearate, ethylene glycol distearate, polyethylene glycol monostearate, polyethylene distearate glycol, fatty alcohols with 12 to 22 carbon atoms.
- Comme exemples d’agents de texture que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer des dérivés N-acylés d’acides aminés, comme la lauroyl lysine commercialisée sous l’appellation AMINOHOPE™LL, l’octenyl starch succinate commercialisé sous l’appellation DRYFLO™, le myristyl polyglucoside commercialisé sous l’appellation MONTANOV™ 14, les fibres de cellulose, les fibres de coton, les fibres de chitosane, le talc, la séricite, le micaAs examples of texture agents that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of N-acylated derivatives of amino acids , such as lauroyl lysine marketed under the name AMINOHOPE™LL, octenyl starch succinate marketed under the name DRYFLO™, myristyl polyglucoside marketed under the name MONTANOV™ 14, cellulose fibers, cotton fibers, chitosan fibers, talc, sericite, mica
- Comme exemples d’agents déodorants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les silicates alcalins, les sels de zinc comme le sulfate de zinc, le gluconate de zinc, le chlorure de zinc, le lactate de zinc ; les sels d’ammonium quaternaires comme les sels de cétyltriméthylammonium, les sels de cétylpyridinium ; les dérivés du glycérol comme le caprate de glycérol , le caprylate de glycérol, le caprate de polyglycérol ; le 1,2 décanediol ; le 1,3 propanediol ; l’acide salicylique ; le bicarbonate de sodium ; les cyclodextrines ; les zéolithes métalliques ; le TRICLOSAN™ ; le bromohydrate d’aluminium, les chlorhydrates d’aluminium, le chlorure d’aluminium, le sulfate d’aluminium, les chlorhydrates d’aluminium et de zirconium, le trichlorhydrate d’aluminium et de zirconium, le tétrachlorhydrate d’aluminium et de zirconium, le pentachlorhydrate d’aluminium et de zirconium, l’octochlorhydrate d’aluminium et de zirconium, le sulfate d’aluminium, le lactate de sodium et d’aluminium, les complexes de chlorhydrate d’aluminium et de glycol, comme le complexe de chlorhydrate d’aluminium et de propylène glycol, le complexe de dichlorhydrate d’aluminium et de propylène glycol, le complexe de sesquichlorhydrate d’aluminium et de propylène glycol, le complexe de chlorhydrate d’aluminium et de polyéthylène glycol, le complexe de dichlorhydrate d’aluminium et de polyéthylène glycol, le complexe de sesquichlorhydrate d’aluminium et de polyéthylène glycol.As examples of deodorant agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of alkali metal silicates, zinc salts such as zinc sulfate, zinc gluconate, zinc chloride, zinc lactate; quaternary ammonium salts such as cetyltrimethylammonium salts, cetylpyridinium salts; glycerol derivatives such as glycerol caprate, glycerol caprylate, polyglycerol caprate; 1,2 decanediol; 1,3 propanediol; salicylic acid; sodium bicarbonate; cyclodextrins; metallic zeolites; TRICLOSAN™; aluminum bromohydrate, aluminum hydrochlorides, aluminum chloride, aluminum sulphate, aluminum and zirconium hydrochlorides, aluminum and zirconium trihydrochloride, aluminum and zirconium tetrahydrochloride , aluminum zirconium pentahydrochloride, aluminum zirconium octohydrochloride, aluminum sulphate, sodium aluminum lactate, aluminum hydrochloride and glycol complexes, such as the complex of aluminum hydrochloride and propylene glycol, aluminum dihydrochloride and propylene glycol complex, aluminum sesquihydrochloride and propylene glycol complex, aluminum hydrochloride and polyethylene glycol complex, aluminum dihydrochloride and propylene glycol complex aluminum and polyethylene glycol, the complex of aluminum sesquihydrochloride and polyethylene glycol.
- Comme exemples d’huiles que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les huiles minérales telles que l'huile de paraffine, l'huile de vaseline, les isoparaffines ou les huiles blanches minérales ; les huiles d’origine animale, telles que le squalène ou le squalane ; les huiles végétales, telles que le phytosqualane, l'huile d'amandes douces, l'huile de coprah, l'huile de ricin, l'huile de jojoba, l'huile d'olive, l'huile de colza, l'huile d'arachide, l'huile de tournesol, l'huile de germes de blé, l'huile de germes de maïs, l'huile de soja, l'huile de coton, l'huile de luzerne, l'huile de pavot, l'huile de potiron, l'huile d'onagre, l'huile de millet, l'huile d'orge, l'huile de seigle, l'huile de carthame, l'huile de bancoulier, l'huile de passiflore, l'huile de noisette, l'huile de palme, le beurre de karité, l'huile de noyau d'abricot, l'huile de calophyllum, l'huile de sysymbrium, l'huile d'avocat, l'huile de calendula, les huiles issues de fleurs ou de légumes les huiles végétales éthoxylées ; les huiles synthétiques comme les esters d'acides gras tels que le myristate de butyle, le myristate de propyle, le myristate d’isopropyle, le myristate de cétyle, le palmitate d'isopropyle, le palmitate d’octyle, le stéarate de butyle, le stéarate d'hexadécyle, le stéarate d'isopropyle, le stéarate d'octyle, le stéarate d'isocétyle, l'oléate dodécyle, le laurate d'hexyle, le dicaprylate de propylèneglycol, les esters dérivés d'acide lanolique, tels que le lanolate d'isopropyle, le lanolate d'isocétyle, les monoglycérides, diglycérides et triglycérides d’acides gras comme le triheptanoate de glycérol, les alkylbenzoates, les huiles hydrogénées, les poly(alpha-oléfine), les polyoléfines comme le poly(isobutane), les isoalcanes de synthèse comme l'isohexadécane, l'isododécane, les huiles perfluorées ; les huiles de silicone comme les diméthylpolysiloxanes, les méthylphényl - polysiloxanes, les silicones modifiées par des amines, les silicones modifiés par des acides gras, les silicones modifiés par des alcools, les silicones modifiés par des alcools et des acides gras, des silicones modifiés par des groupements polyéther, des silicones époxy modifiés, des silicones modifiées par des groupements fluorés, des silicones cycliques et des silicones modifiées par des groupements alkyles. Par « huiles », on entend dans la présente demande les composés et/ou les mélanges de composés insolubles dans l’eau, se présentant sous un aspect liquide à une température de 25°C.As examples of oils that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of mineral oils such as paraffin oil, vaseline oil, isoparaffins or white mineral oils; oils of animal origin, such as squalene or squalane; vegetable oils, such as phytosqualane, sweet almond oil, coconut oil, castor oil, jojoba oil, olive oil, rapeseed oil, peanut oil, sunflower oil, wheat germ oil, corn germ oil, soybean oil, cottonseed oil, alfalfa oil, poppyseed oil , pumpkin oil, evening primrose oil, millet oil, barley oil, rye oil, safflower oil, bankoulier oil, passionflower oil , hazelnut oil, palm oil, shea butter, apricot kernel oil, calophyllum oil, sysymbrium oil, avocado oil, calendula, oils from flowers or vegetables, ethoxylated vegetable oils; synthetic oils such as fatty acid esters such as butyl myristate, propyl myristate, isopropyl myristate, cetyl myristate, isopropyl palmitate, octyl palmitate, butyl stearate, hexadecyl stearate, isopropyl stearate, octyl stearate, isocetyl stearate, dodecyl oleate, hexyl laurate, propylene glycol dicaprylate, esters derived from lanolic acid, such as isopropyl lanolate, isocetyl lanolate, monoglycerides, diglycerides and triglycerides of fatty acids such as glycerol triheptanoate, alkylbenzoates, hydrogenated oils, poly(alpha-olefin), polyolefins such as poly(isobutane ), synthetic isoalkanes such as isohexadecane, isododecane, perfluorinated oils; silicone oils such as dimethylpolysiloxanes, methylphenyl-polysiloxanes, silicones modified with amines, silicones modified with fatty acids, silicones modified with alcohols, silicones modified with alcohols and fatty acids, silicones modified with polyether groups, modified epoxy silicones, silicones modified with fluorinated groups, cyclic silicones and silicones modified with alkyl groups. By “oils”, in the present application is meant compounds and/or mixtures of compounds that are insoluble in water, appearing in a liquid aspect at a temperature of 25° C.
- Comme exemples de cires que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer la cire d’abeille, la cire de carnauba, la cire de candelilla, la cire d’ouricoury, la cire du Japon, la cire de fibre de liège, la cire de canne à sucre, les cires de paraffines, les cires de lignite, les cires microcristallines, la cire de lanoline ; l'ozokérite ; la cire de polyéthylène ; les cires de silicone ; les cires végétales ; les alcools gras et les acides gras solides à température ambiante ; les glycérides solides à température ambiante. Par « cires », on entend dans la présente demande les composés et/ou les mélanges de composés insolubles dans l’eau, se présentant sous un aspect solide à une température supérieure ou égale à 45°C.Examples of waxes that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above include beeswax, carnauba wax, candelilla wax, ouricoury wax, Japanese wax, cork fiber wax, sugar cane wax, paraffin waxes, lignite waxes, microcrystalline waxes, lanolin wax; ozokerite; polyethylene wax; silicone waxes; vegetable waxes; fatty alcohols and fatty acids which are solid at room temperature; solid glycerides at room temperature. By “waxes”, in the present application is meant compounds and/or mixtures of compounds that are insoluble in water, appearing in a solid appearance at a temperature greater than or equal to 45° C.
- Comme exemples de principes actifs que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les vitamines et leurs dérivés, notamment leurs esters, tels que le rétinol (vitamine A) et ses esters (palmitate de rétinyle par exemple), l'acide ascorbique (vitamine C) et ses esters, les dérives de sucre de l’acide ascorbique (comme l’ascorbyl glucoside), le tocophérol (vitamine E) et ses esters (comme l’acétate de tocophérol), les vitamines B3 ou B10 (niacinamide et ses dérivés) ; les composés montrant une action éclaircissante ou dépigmentante de la peau comme le ω-undecelynoyl phénylalanine commercialisé sous l’appellation SEPIWHITE™MSH, le SEPICALM™VG, le mono ester et/ou le diester de glycérol du ω-undecelynoyl phénylalanine, les ω-undecelynoyl dipeptides, l’arbutine, l’acide kojique, l’hydroquinone ; les composés montrant une action apaisante notamment le SEPICALM™ S, l’allantoïne et le bisabolol ; les agents anti-inflammatoires ; les composés montrant une action hydratante comme l’urée, les hydroxyurées, le glycérol, les polyglycérols, le glycérolglucoside, le diglycérolglucoside, les polyglycérylglucosides, le xylitylplucoside ; les extraits végétaux riches en polyphénols comme les extraits de raisin, les extraits de pin, les extraits de vin, les extraits d'olives ; les composés montrant une action amincissante ou lipolytique comme la caféine ou ses dérivés, l’ADIPOSLIM™, l’ADIPOLESS™, la fucoxanthine ; les protéines N-acylées ; les peptides N-acylés comme le MATRIXIL™ ; les acides aminés N–acylés ; les hydrolysâts partiels de protéines N-acylés ; les acides aminés ; les peptides ; les hydrolysâts totaux de protéines ; les extraits de soja, par exemple la Raffermine™ ; les extraits de blé par exemple la TENSINE™ ou la GLIADINE™ ; les extraits végétaux, tels que les extraits végétaux riches en tanins, les extraits végétaux riches en isoflavones ou les extraits végétaux riches en terpènes ; les extraits d'algues d'eau douce ou marines ; les extraits de plantes marines ; les extraits marins en général comme les coraux ; les cires essentielles ; les extraits bactériens ; les céramides ; les phospholipides ; les composés montrant une action antimicrobienne ou une action purifiante, comme le LIPACIDE™ C8G, le LIPACIDE™ UG, le SEPICONTROL™ A5 ; l'OCTOPIROX™ ou le SENSIVA™ SC50 ; les composés montrant une propriété énergisante ou stimulante comme le PHYSIOGENYL™, le panthénol et ses dérivés comme le SEPICAP™ MP ; les actifs anti-âge comme le SEPILIFT™ DPHP, le LIPACIDE™ PVB, le SEPIVINOL™, le SEPIVITAL™, le MANOLIVA™, le PHYTO-AGE™, le TIMECODE™ ; le SURVICODE™ ; les actifs anti-photo vieillissement ; les actifs protecteurs de l’intégrité de la jonction dermo-épidermique ; les actifs augmentant la synthèse des composants de la matrice extracellulaire comme le collagène, les élastines, les glycosaminoglycanes ; les actifs agissant favorablement sur la communication cellulaire chimique comme les cytokines ou physiques comme les intégrines ; les actifs créant une sensation de « chauffe » sur la peau comme les activateurs de la microcirculation cutanée (comme les dérivés de l’acide nicotinique) ou des produits créant une sensation de « fraîcheur » sur la peau (comme le menthol et des dérivés) ; les actifs améliorant la microcirculation cutanée, par exemple les veinotoniques ; les actifs drainants ; les actifs à visée décongestionnante comme les extraits de ginko biloba, de lierre, de marron d'inde, de bambou, de ruscus, de petit houx, de centalla asiatica, de fucus, de romarin, de saule ; les agents de bronzage ou de brunissement de la peau, par exemple la dihydroxyacétone (DHA), l’érythrulose, l’aldéhyde mésotartrique, le glutaraldéhyde, le glycéraldéhyde, l’alloxane, la ninhydrine, les extraits végétaux par exemple les extraits de bois rouges du genre Pterocarpus et du genre Baphia comme le Pteropcarpus santalinus, le Pterocarpus osun, le Pterocarpus soyauxii, le Pterocarpus erinaceus, le Pterocarpus indicus ou le Baphia nitida comme ceux décrits dans la demande de brevet Européen EP 0 971 683 ; les agents connus pour leur action de facilitation et/ou d’accélération du bronzage et/ou du brunissement de la peau humaine, et/ou pour leur action de coloration de la peau humaine, par exemple les caraténoïdes ( et plus particulièrement le beta carotène et le gamma carotène), le produit commercialisé sous le nom de marque « Carrot oil » (Nom INCI : Daucus Carota, helianthus annuus Sunflower oil) par la société Provital, qui contient des caroténoïdes, de la vitamine E et de la vitamine K ; la tyrosine et/ou ses dérivés, connus pour leur effet sur l’accélération du bronzage de la peau humaine en association avec une exposition aux rayonnements ultra-violets, par exemple le produit commercialisé sous le nom de marque « SunTan Accelerator™ » par la société Provital qui contient de la tyrosine et des riboflavines (vitamine B), le complexe de tyrosine et de tyrosinase commercialisé sous le nom de marque « Zymo Tan Complex » par la société Zymo Line, le produit commercialisé sous le nom de marque MelanoBronze™ (nom INCI : Acetyl Tyrosine, Monk's pepper extract (Vitex Agnus-castus)) par la société Mibelle qui contient de l’acétyl tyrosine, produit commercialisé sous le nom de marque Unipertan VEG-24/242/2002 (nom INCI : butylene glycol and Acetyl Tyrosine and hydrolyzed vegetable protein and Adenosine triphosphate) par la société UNIPEX, le produit commercialisé sous le nom de marque « Try-Excell™ » (nom INCI : Oleoyl Tyrosine and Luffa Cylindrica (Seed) Oil and Oleic acid) par la société Sederma qui contient des extraits de pépins de courge (ou huile de Loofah), le produit commercialisé sous le nom de marque «Actibronze™ » (nom INCI : hydrolyzed wheat protein and acetyl tyrosine and copper gluconate) par la société Alban Muller, le produit commercialisé sous le nom de marque Tyrostan™ (nom INCI : potassium caproyl tyrosine) par la société Synerga, le produit commercialisé sous le nom de marque Tyrosinol (nom INCI : Sorbitan Isostearate, glyceryl oleate, caproyl Tyrosine) par la société Synerga, le produit commercialisé sous le nom de marque InstaBronze™ (nom INCI : Dihydroxyacetone and acetyl tyrosine and copper gluconate) commercialisé par la société Alban Muller, le produit commercialisé sous le nom de marque Tyrosilane (nom INCI : méthylsilanol and acétyl tyrosine) par la société Exymol ; les peptides connus pour leur effet d’activation de la mélanogénèse par exemple le produit commercialisé sous le nom de marque Bronzing SF Peptide powder (nom INCI : Dextran and Octapeptide-5) par la société Infinitec Activos, le produit commercialisé sous le nom de marque Melitane (nom INCI : Glycerin and Aqua and Dextran and Acetyl hexapeptide-1) comprenant l’acétyl hexapeptide-1 connu pour son action agoniste de l’alpha-MSH, le produit commercialisé sous le nom de marque Melatimes Solutions™ (nom INCI : Butylene glycol , Palmitoyl Tripeptide-40) par la société LIPOTEC, les sucres et les dérivés de sucres par exemple le produit commercialisé sous le nom de marque Tanositol™ (nom INCI : inositol) par la société Provital, le produit commercialisé sous le nom de marque Thalitan™ (ou Phycosaccharide™ AG) par la société CODIF international (nom INCI : Aqua and Hydrolyzed algin (Laminaria Digitata) and magnesium sulfate and manganese sulfate) contenant un oligosaccharide d’origine marine (acide guluronique et acide mannuronique chélatés avec les ions magnésium et manganèse), le produit commercialisé sous le nom de marque Melactiva™ (nom INCI : Maltodextrin, Mucuna Pruriens Seed extract) par la société Alban Muller, les composés riches en flavonoïdes par exemple le produit commercialisé sous le nom de marque « Biotanning » (nom INCI : Hydrolyzed citrus Aurantium dulcis fruit extract) par la société Silab et connu pour être riche en flavonoides de citron (de type hespéridines) ; les agents destinés au traitement des cheveux et/ou des poils, par exemple des agents protecteurs des mélanocytes du follicule pileux, destinés à protéger lesdits mélanocytes contre les agents cytotoxiques responsables de la sénescence et/ou de l’apoptose desdits mélanocytes, tels que les agents mimétiques de l'activité de la DOPAchrome tautomérase choisis parmi ceux décrits dans la demande de brevet européen publiée sous le numéro EP1515688 A2, les molécules synthétiques mimétiques de la SOD par exemples les complexes de manganèse, des composés antioxydants par exemple les dérivés de cyclodextrine, des composés silicés dérivés d’acide ascorbique, de la pyrrolidone carboxylate de lysine ou d'arginine, des associations de mono- et diester d'acide cinnamique et de vitamine C, et plus généralement ceux cités dans la demande de brevet européen publiée sous le numéro EP 1 515 688 A2.As examples of active ingredients that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of vitamins and their derivatives, in particular their esters, such such as retinol (vitamin A) and its esters (eg retinyl palmitate), ascorbic acid (vitamin C) and its esters, sugar derivatives of ascorbic acid (such as ascorbyl glucoside), tocopherol ( vitamin E) and its esters (such as tocopherol acetate), vitamins B3 or B10 (niacinamide and its derivatives); compounds showing a lightening or depigmenting action on the skin such as ω-undecelynoyl phenylalanine marketed under the name SEPIWHITE™MSH, SEPICALM™VG, the mono ester and/or the glycerol diester of ω-undecelynoyl phenylalanine, the ω- undecelynoyl dipeptides, arbutin, kojic acid, hydroquinone; compounds showing a soothing action, in particular SEPICALM™ S, allantoin and bisabolol; anti-inflammatory agents; compounds showing a moisturizing action such as urea, hydroxyureas, glycerol, polyglycerols, glycerolglucoside, diglycerolglucoside, polyglycerylglucosides, xylitylglucoside; plant extracts rich in polyphenols such as grape extracts, pine extracts, wine extracts, olive extracts; compounds showing a slimming or lipolytic action such as caffeine or its derivatives, ADIPOSLIM™, ADIPOLESS™, fucoxanthin; N-acylated proteins; N-acylated peptides such as MATRIXIL™; N–acylated amino acids; partial N-acylated protein hydrolysates; amino acids; peptides; total protein hydrolysates; soy extracts, for example Raffermine™; wheat extracts, for example TENSINE™ or GLIADINE™; plant extracts, such as plant extracts rich in tannins, plant extracts rich in isoflavones or plant extracts rich in terpenes; extracts of freshwater or marine algae; marine plant extracts; marine extracts in general such as corals; essential waxes; bacterial extracts; ceramides; phospholipids; compounds showing an antimicrobial action or a purifying action, such as LIPACIDE™ C8G, LIPACIDE™ UG, SEPICONTROL™ A5; OCTOPIROX™ or SENSIVA™ SC50; compounds showing an energizing or stimulating property such as PHYSIOGENYL™, panthenol and its derivatives such as SEPICAP™ MP; anti-aging active ingredients such as SEPILIFT™ DPHP, LIPACIDE™ PVB, SEPIVINOL™, SEPIVITAL™, MANOLIVA™, PHYTO-AGE™, TIMECODE™; SURVICODE™; anti-photoaging active ingredients; active ingredients that protect the integrity of the dermo-epidermal junction; active agents increasing the synthesis of the components of the extracellular matrix such as collagen, elastins, glycosaminoglycans; active agents acting favorably on chemical cellular communication such as cytokines or physical such as integrins; active ingredients creating a "heating" sensation on the skin, such as cutaneous microcirculation activators (such as nicotinic acid derivatives) or products creating a "cooling" sensation on the skin (such as menthol and derivatives) ; active agents improving cutaneous microcirculation, for example venotonics; draining active ingredients; decongestant active agents such as extracts of ginko biloba, ivy, horse chestnut, bamboo, ruscus, small holly, centalla asiatica, fucus, rosemary, willow; tanning or browning agents for the skin, for example dihydroxyacetone (DHA), erythrulose, mesotartaric aldehyde, glutaraldehyde, glyceraldehyde, alloxan, ninhydrin, plant extracts for example wood extracts reds of the Pterocarpus genus and of the Baphia genus, such as Pterocarpus santalinus, Pterocarpus osun, Pterocarpus soyauxii, Pterocarpus erinaceus, Pterocarpus indicus or Baphia nitida, such as those described in European patent application EP 0 971 683; agents known for their action of facilitating and/or accelerating tanning and/or browning of human skin, and/or for their coloring action of human skin, for example caratenoids (and more particularly beta carotene and gamma carotene), the product marketed under the brand name “Carrot oil” (INCI name: Daucus Carota, helianthus annuus Sunflower oil) by the company Provital, which contains carotenoids, vitamin E and vitamin K; tyrosine and/or its derivatives, known for their effect on accelerating the tanning of human skin in association with exposure to ultraviolet radiation, for example the product marketed under the brand name "SunTan Accelerator™" by the company Provital which contains tyrosine and riboflavins (vitamin B), the tyrosine and tyrosinase complex marketed under the brand name "Zymo Tan Complex" by the company Zymo Line, the product marketed under the brand name MelanoBronze™ ( INCI name: Acetyl Tyrosine, Monk's pepper extract (Vitex Agnus-castus)) by the company Mibelle which contains acetyl tyrosine, a product marketed under the brand name Unipertan VEG-24/242/2002 (INCI name: butylene glycol and Acetyl Tyrosine and hydrolyzed vegetable protein and Adenosine triphosphate) by the company UNIPEX, the product marketed under the brand name “Try-Excell™” (INCI name: Oleoyl Tyrosine and Luffa Cylindrica (Seed) Oil and Oleic acid) by the company Sederma which contains extracts of pumpkin seeds (or Loofah oil), the product marketed under the brand name “Actibronze™” (INCI name: hydrolyzed wheat protein and acetyl tyrosine and copper gluconate) by the company Alban Muller, the product marketed under the brand name Tyrostan™ (INCI name: potassium caproyl tyrosine) by the company Synerga, the product marketed under the brand name Tyrosinol (INCI name: Sorbitan Isostearate, glyceryl oleate, caproyl Tyrosine) by the company Synerga, the product marketed under the brand name InstaBronze™ (INCI name: Dihydroxyacetone and acetyl tyrosine and copper gluconate) marketed by the company Alban Muller, the product marketed under the brand name Tyrosilane (INCI name: methylsilanol and acetyl tyrosine) by the company Exymol; peptides known for their effect of activating melanogenesis, for example the product marketed under the brand name Bronzing SF Peptide powder (INCI name: Dextran and Octapeptide-5) by the company Infinitec Activos, the product marketed under the brand name Melitane (INCI name: Glycerin and Aqua and Dextran and Acetyl hexapeptide-1) comprising acetyl hexapeptide-1 known for its alpha-MSH agonist action, the product marketed under the brand name Melatimes Solutions™ (INCI name: Butylene glycol, Palmitoyl Tripeptide-40) by the company LIPOTEC, sugars and sugar derivatives, for example the product marketed under the brand name Tanositol™ (INCI name: inositol) by the company Provital, the product marketed under the name brand Thalitan™ (or Phycosaccharide™ AG) by CODIF international (INCI name: Aqua and Hydrolyzed algin (Laminaria Digitata) and magnesium sulphate and manganese sulphate) containing an oligosaccharide of marine origin ( guluronic acid and mannuronic acid chelated with magnesium and manganese ions), the product marketed under the brand name Melactiva™ (INCI name: Maltodextrin, Mucuna Pruriens Seed extract) by the company Alban Muller, compounds rich in flavonoids, for example the product marketed under the brand name “Biotanning” (INCI name: Hydrolyzed citrus Aurantium dulcis fruit extract) by the company Silab and known to be rich in lemon flavonoids (hesperidin type); agents intended for the treatment of hair and/or body hair, for example protective agents for the melanocytes of the hair follicle, intended to protect the said melanocytes against the cytotoxic agents responsible for the senescence and/or the apoptosis of the said melanocytes, such as mimetics of the activity of DOPAchrome tautomerase chosen from those described in the European patent application published under the number EP1515688 A2, synthetic molecules mimetic of SOD, for example manganese complexes, antioxidant compounds, for example cyclodextrin derivatives , siliceous compounds derived from ascorbic acid, lysine or arginine pyrrolidone carboxylate, combinations of mono- and diester of cinnamic acid and vitamin C, and more generally those cited in the European patent application published under EP number 1 515 688 A2.
- Comme exemples d’agents antioxydants que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telles que définie précédemment, on peut citer l’EDTA et ses sels, l’acide citrique, l’acide tartarique, l’acide oxalique, le BHA (butylhydroxyanisol), le BHT (butylhydroxytoluène), les dérivés de tocophérol tels que l’acétate de tocophérol, des mélanges de composés antioxydants tels que la DISSOLVINETM GL 47S commercialisé par la société Akzo Nobel sous le nom INCI : Tetrasodium Glutamate Diacetate.As examples of antioxidant agents which can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of EDTA and its salts, the acid citric acid, tartaric acid, oxalic acid, BHA (butylhydroxyanisole), BHT (butylhydroxytoluene), tocopherol derivatives such as tocopherol acetate, mixtures of antioxidant compounds such as DISSOLVINE™ GL 47S marketed by the company Akzo Nobel under the INCI name: Tetrasodium Glutamate Diacetate.
- Comme exemples de filtres solaires que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer tous ceux figurant dans la directive cosmétique 76/768/CEE modifiée annexe VII.As examples of sunscreens that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention can be made of all those appearing in cosmetic directive 76/768/ EEC modified appendix VII.
- Parmi les filtres organiques solaires que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer la famille des dérivés de l'acide benzoïque comme les acides para-aminobenzoïques (PABA), notamment les esters de monoglycérol de PABA, les esters éthyliques de N,N25 propoxy PABA, les esters éthyliques de N,N-diéthoxy PABA, les esters éthyliques de N,Ndiméthyl PABA, les esters méthyliques de N,N-diméthyl PABA, les esters butyliques de N,Ndiméthyl PABA; la famille des dérivés de l'acide anthranilique comme l'homomenthyl-N-acétyl anthranilate ; la famille des dérivés de l'acide salicylique comme le salicylate d'amyle, le salicylate d'homomenthyle, le salicylate d'éthylhexyle, le salicylate de phényle, le salicylate de benzyle, le salicylate de p-isopropanolphényle ; la famille des dérivés de l'acide cinnamique comme le cinnamate d'éthylhexyle, le cinnamate d'éthyl-4-isopropyle, le cinnamate de méthyl- 2,5-diisopropyle, le cinnamate de p-méthoxypropyle, le cinnamate de p-méthoxyisopropyle, le cinnamate de p-méthoxyisoamyle, le cinnamate de p-méthoxyoctyle (le cinnamate de pméthoxy 2-éthylhexyle), le cinnamate de p-méthoxy 2-éthoxyéthyle, le p-cinnamate de méthoxycyclohexyle, le cinnamate d'éthyl-α-cyano-β-phényle, le cinnamate de 2-éthylhexyl-α-cyano-β-phényle, le cinnamate de diparaméthoxy mono-2-éthylhexanoyl de glycéryle ; la famille des dérivés de la benzophénone comme la 2,4-dihydroxybenzophénone, la 2,2'-dihydroxy-4-méthoxybenzophénone, la 2,2',4,4'-tétrahydroxybenzophénone, la 2-hydroxy-4-méthoxybenzophénone, la 2-hydroxy-4-méthoxy-4'-méthylbenzophénone, la 2-hydroxy-4-méthoxybenzophénone-5-sulfonate, la 4-phénylbenzophénone, le 2-éthylhexyl-4'-phénylbenzophénone-2-5 carboxylate, la 2-hydroxy-4-n-octyloxybenzophénone, la 4-hydroxy-3-carboxybenzophénone ; le 3-(4'-méthylbenzylidène)-d,l-camphre, le 3 (benzylidène)-d,lcamphre, le benzalkonium méthosulfate camphre ; l'acide urocanique, l'urocanate d'éthyle ; la famille des dérivés de l’acide sulfonique comme l’acide sulfonique 2-phénylbenzimidazole-5 et ses sels ; la famille des dérivés de la triazine comme l’hydroxyphényl triazine, l’éthylhexyloxyhydroxyphényl-4-méthoxyphényltriazine, le 2,4,6-trianillino-(p-carbo-2’-éthylhexyl-1’-oxy)-1,3,5-triazine, le 4,4-((6-(((1,1-diméthyléthyl) amino)carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyl diimino) bis-(2-éthylhexyl) ester de l’acide benzoïque, le 2-phényl-5-méthylbenzoxazole, le 2,2'-hydroxy-5- méthylphénylbenzotriazole, le 2-(2'-hydroxy-5'-t-octylphényl)benzotriazole, le 2-(2'-hydroxy-5'-méthyphényl)benzotriazole; la dibenzazine; le dianisoylméthane, le 4-méthoxy-4''-tbutylbenzoylméthane ; la 5-(3,3-diméthyl-2-norbornylidène)-3-pentan-2-one ; la famille des dérivés du diphénylacrylate comme le 2-éthylhexyl-2-cyano-3,3-diphényl-2-propènoate, l’éthyl-2-cyano-3,3-diphényl-2-propènoate ; la famille des polysiloxanes comme le malonate de benzylidène siloxane.Among the organic sunscreens that can be combined with the emulsion of the water-in-oil (CA) type in said composition (F) as defined above, mention may be made of the family of benzoic acid derivatives such as para-aminobenzoic acids (PABA), including monoglycerol esters of PABA, ethyl esters of N,N25 propoxy PABA, ethyl esters of N,N-diethoxy PABA, ethyl esters of N,N-dimethyl PABA, methyl esters of N,N-dimethyl PABA, N,N-dimethyl PABA butyl esters; the family of anthranilic acid derivatives such as homomenthyl-N-acetyl anthranilate; the family of salicylic acid derivatives such as amyl salicylate, homomenthyl salicylate, ethylhexyl salicylate, phenyl salicylate, benzyl salicylate, p-isopropanolphenyl salicylate; the family of cinnamic acid derivatives such as ethylhexyl cinnamate, ethyl-4-isopropyl cinnamate, methyl-2,5-diisopropyl cinnamate, p-methoxypropyl cinnamate, p-methoxyisopropyl cinnamate , p-methoxyisoamyl cinnamate, p-methoxyoctyl cinnamate (p-methoxy 2-ethylhexyl cinnamate), p-methoxy 2-ethoxyethyl cinnamate, p-methoxycyclohexyl cinnamate, ethyl-α-cyano cinnamate -β-phenyl, 2-ethylhexyl-α-cyano-β-phenyl cinnamate, glyceryl diparamethoxy mono-2-ethylhexanoyl cinnamate; the family of benzophenone derivatives such as 2,4-dihydroxybenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone, 2,2',4,4'-tetrahydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfonate, 4-phenylbenzophenone, 2-ethylhexyl-4'-phenylbenzophenone-2-5 carboxylate, 2-hydroxy -4-n-octyloxybenzophenone, 4-hydroxy-3-carboxybenzophenone; 3-(4'-methylbenzylidene)-d,l-camphor, 3(benzylidene)-d,lcamphor, benzalkonium methosulfate camphor; urocanic acid, ethyl urocanate; the family of sulfonic acid derivatives such as 2-phenylbenzimidazole-5 sulfonic acid and its salts; the family of triazine derivatives such as hydroxyphenyl triazine, ethylhexyloxyhydroxyphenyl-4-methoxyphenyltriazine, 2,4,6-trianillino-(p-carbo-2'-ethylhexyl-1'-oxy)-1,3, 5-triazine, 4,4-((6-(((1,1-dimethylethyl)amino)carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyldiimino)bis-(2 -ethylhexyl) benzoic acid ester, 2-phenyl-5-methylbenzoxazole, 2,2'-hydroxy-5-methylphenylbenzotriazole, 2-(2'-hydroxy-5'-t-octylphenyl)benzotriazole, 2-(2'-hydroxy-5'-methylphenyl)benzotriazole; dibenzazine; dianisoylmethane, 4-methoxy-4''-tbutylbenzoylmethane; 5-(3,3-dimethyl-2-norbornylidene)-3-pentan-2-one; the family of diphenylacrylate derivatives such as 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, ethyl-2-cyano-3,3-diphenyl-2-propenoate; the family of polysiloxanes such as benzylidene siloxane malonate.
- Parmi les filtres inorganiques solaires, également appelés "écrans minéraux", que l’on peut associer à l’émulsion de type eau-dans-huile (CA) dans ladite composition (F) telle que définie précédemment, on peut citer les oxydes de titane, les oxydes de zinc, l’oxyde de cérium, l’oxyde de zirconium, les oxydes de fer jaune, rouge ou noir, les oxydes de chrome. Ces écrans minéraux peuvent être micronisés ou non, avoir subi ou non des traitements de surface et être éventuellement présentés sous formes de pré-dispersions aqueuses ou huileuses.Among the inorganic sunscreens, also called "mineral screens", which can be associated with the emulsion of the water-in-oil (CA) type in said composition (F) as defined previously, mention can be made of the oxides of titanium, zinc oxides, cerium oxide, zirconium oxide, yellow, red or black iron oxides, chromium oxides. These mineral screens may or may not be micronized, may or may not have undergone surface treatments and may optionally be presented in the form of aqueous or oily pre-dispersions.
- Les exemples suivants illustrent l’invention sans toutefois la limiter. The following examples illustrate the invention without however limiting it.
- Exemple 1 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’alcanes C15-19 en tant que phase grasse et de PGGA de sodium réticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 5,5 à 6,0) Example 1: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of C15-19 alkanes as fatty phase and of sodium PGGA crosslinked with 1,4-butanediol diglycidyl ether in aqueous phase (pH= 5.5 to 6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
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Etape a) : Réalisation d’un gel de PGGA de sodium :
- 110 grammes d’eau déminéralisée sont placés sous agitation mécanique procurée par un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 30 grammes de PGGA de sodium commercialisé sous le nom de marque “PolyGammaGlutamate de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 110 grams of demineralized water are placed under mechanical stirring provided by a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- 30 grams of sodium PGGA marketed under the brand name “cosmetic grade PolyGammaGlutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution d’HCl 5M.Step b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 5M HCl solution.
- Etape c) : Ajout de 0,45 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.45 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
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Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de DehymulsTM PGPH par la société BASF)
- Peser 20 grammes de C15-19 Alcane (commercialisé sous le nom d’EMOGREEN™ L19 par la société SEPPIC)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR H par la société ExxonMobil Chemical)
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed under the name DehymulsTM PGPH by the company BASF)
- Weigh 20 grams of C15-19 Alkane (marketed under the name EMOGREEN™ L19 by the company SEPPIC)
- Weigh 30 grams of C11-12 Isoparaffin (marketed as ISOPAR H by ExxonMobil Chemical Company)
- Homogénéiser la phase organique par mélange à l’aide d’une agitateur magnétique et d’un barreau aimanté.Homogenize the organic phase by mixing using a magnetic stirrer and a magnetic bar.
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- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique procurée par un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.Step e): Pre-emulsification: Addition of the organic phase prepared in step d) to the aqueous phase prepared in step c) with mechanical stirring provided by a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante procurée par un système de type rotor-stator par le mélangeur de marque SilversonTM L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification procured by a system of the rotor-stator type by the Silverson™ L4RT brand mixer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout d’un tensioactif de type huile-dans-eau sur l’émulsion concentrée obtenue à l’étape h) : pesée de 8 grammes d’émulsion concentrée et ajout de 2 grammes de Polyglycéryl-6 laurate.Stage h): Addition of an oil-in-water type surfactant to the concentrated emulsion obtained in stage h): weighing of 8 grams of concentrated emulsion and addition of 2 grams of Polyglyceryl-6 laurate.
- Agitation du mélange et obtention d’une composition (E1)Stirring the mixture and obtaining a composition (E1)
- Exemple 2 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodium,réticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 5,5 à 6,0) Example 2: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and sodium PGGA, crosslinked with 1,4-butanediol diglycidyl ether in aqueous phase (pH = 5.5 to 6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
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-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 120 grammes d’eau déminéralisée sont placés dans un bécher sous agitation procurée par un agitateur mécanique de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA de sodium, commercialisé sous le nom de marque “PolyGammaGlutamate de grade cosmétique”. par la société LUBON,sont ajoutés lentement dans le vortex.
- 120 grams of demineralised water are placed in a beaker with stirring provided by a Rayneri™ brand mechanical stirrer fitted with a deflocculating-type rotor.
- 20 grams of sodium PGGA, marketed under the brand name “Cosmetic Grade PolyGammaGlutamate”. by the company LUBON, are added slowly in the vortex.
- Etape b) : Ajout de 0,50 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape a)Step b): Addition of 0.50 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step a)
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Etape c) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR H par la société ExxonMobil Chemical)
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls™ PGPH by BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (marketed as ISOPAR H by ExxonMobil Chemical Company)
- Homogénéiser la phase organique par mélange à l’aide d’un agitateur magnétique et d’un barreau aimanté.nHomogenize the organic phase by mixing using a magnetic stirrer and a bar magnet.n
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- Etape d) : Préémulsification : Ajout de la phase organique préparée à l’étape c) sur la phase aqueuse préparée à l’étape b) sous agitation mécanique procurée par un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step d): Pre-emulsification: Addition of the organic phase prepared in step c) to the aqueous phase prepared in step b) with mechanical stirring provided by a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- Etape e) : Emulsification cisaillante avec un dispositif de type rotor-stator de marque Silverson™ L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Stage e): Shearing emulsification with a device of the Silverson™ L4RT brand rotor-stator type for 2 minutes at a speed of 7500 revolutions/min.
- Etape f) : Distillation sous vide, dans un réacteur mis sous vide partiel, de l’huile légère et de l’eau.Stage f): Distillation under vacuum, in a reactor placed under partial vacuum, of light oil and water.
- Etape g) : Ajout de tensioactif de type huile-dans-eau à l’émulsion concentrée obtenue à l’étape f) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape f) et ajout de 2 grammes de Polygycéryl-6 laurate. Step g): Addition of surfactant of the oil-in-water type to the concentrated emulsion obtained in step f): weighing of 8 grams of concentrated emulsion obtained in step f) and addition of 2 grams of Polygyceryl- 6 winner.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E2).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E2).
- Exemple 3 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’un mélange éthyl hexyl palmitate / alcanes C15-19 en tant que phase grasse et de PGGA de sodium,réticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 5,5 à 6,0) Example 3 Preparation of a concentrated water-in-oil emulsion according to the invention, composed of an ethyl hexyl palmitate/C15-19 alkanes mixture as fatty phase and sodium PGGA, crosslinked with 1,4-butanediol diglycidyl ether in aqueous phase (pH = 5.5 to 6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
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-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 100 grammes d’eau déminéralisée sont placés dans un bécher sous agitation procurée par un agitateur mécanique de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 30 grammes de PGGA, commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 100 grams of demineralized water are placed in a beaker with stirring provided by a Rayneri™ brand mechanical stirrer equipped with a deflocculating-type rotor.
- 30 grams of PGGA, marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution d’HCl 5M.Step b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 5M HCl solution.
- Etape c) : Ajout de 0,75 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.75 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
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Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 10 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 10 grammes C15-19 Alcane (commercialisé sous le nom d’EMOGREEN™ L19 par la société SEPPIC)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls™ PGPH by BASF)
- Weigh 10 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 10 grams C15-19 Alkane (marketed under the name EMOGREEN™ L19 by the company SEPPIC)
- Weigh 30 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Le mélange obtenu est agité par l’intermédiaire d’un agitateur magnétique et d’un barreau aimanté.The mixture obtained is stirred using a magnetic stirrer and a magnetic bar.
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- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique à l’aide d’un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step e): Pre-emulsification: Addition of the organic phase prepared in step d) to the aqueous phase prepared in step c) with mechanical stirring using a Rayneri™ brand stirrer equipped with a deflocculating type.
- Etape f) : Emulsification par agitation cisaillante avec un dispositif de type rotor-stator avec un agitateur de marque Silverson™ L4RT pendant 2 minutes à 7500 tour/min. Stage f): Emulsification by shearing agitation with a device of the rotor-stator type with a Silverson™ L4RT brand agitator for 2 minutes at 7500 rpm.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout d’un tensioactif de type huile-dans-eau à l’émulsion concentrée obtenue à l’étape g) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape g) et de 2 grammes de polyglycéryl-6 laurate. Stage h): Addition of an oil-in-water type surfactant to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage g) and of 2 grams of polyglyceryl -6 laureate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E3).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E3).
- Exemple 4 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodium réticulé par du 1,4-butanediol diglycidyl ether en phase organique (pH = 5,5 à 6,0) (réticulant en phase grasse)Example 4: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as the fatty phase and of sodium PGGA crosslinked with 1,4-butanediol diglycidyl ether in the organic phase (pH=5 .5 to 6.0) (fat phase crosslinker)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium) :
- 120 grammes d’eau déminéralisée sont placés dans un bêcher sous agitation mécanique à l’aide d’un agitateur de marque Rayneri ™ équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 120 grams of demineralised water are placed in a beaker under mechanical stirring using a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- 20 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 4M NaOH solution.
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Etape c) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR H par la société ExxonMobil Chemical)
- Peser 0,50 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYS GE 21 par la société EMERALD)
- Agiter le mélange des ingrédients précédemment pesés sous agitation magnétique à l’aide d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed under the name Dehymuls™ PGPH by the company BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (marketed as ISOPAR H by ExxonMobil Chemical Company)
- Weigh 0.50 grams of 1,4-Butanediol diglycidyl ether (marketed under the name ERISYS GE 21 by the company EMERALD)
- Stir the mixture of previously weighed ingredients under magnetic stirring using a magnetic bar.
- Etape d) : Préémulsification : Ajout de la phase organique préparée à l’étape c) sur la phase aqueuse préparée à l’étape b) sous agitation mécanique à l’aide d’un agitateur mécanique de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step d): Pre-emulsification: Addition of the organic phase prepared in step c) to the aqueous phase prepared in step b) with mechanical stirring using a Rayneri™ brand mechanical stirrer fitted with a mobile of the deflocculating type.
- Etape e) : Emulsification cisaillante avec un agitateur muni d’un système rotor-stator Silverson™ L4RT pendant 2 min à une vitesse de 7500 tours/min Step e): Shearing emulsification with a stirrer fitted with a Silverson™ L4RT rotor-stator system for 2 min at a speed of 7500 rpm
- Etape f) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step f): Vacuum distillation in a partial vacuum reactor of light oil and water.
- Etape g) : Ajout de tensioactif huile-dans-eau dans l’émulsion concentrée obtenu à l’étape f) : pesée de 8 grammes d’émulsion concentrée et de 2 grammes de Polyglycéryl-6 laurate, qui sont ajoutés au mélange obtenu à l’étape f). . Stage g): Addition of oil-in-water surfactant to the concentrated emulsion obtained in stage f): weighing of 8 grams of concentrated emulsion and 2 grams of Polyglyceryl-6 laurate, which are added to the mixture obtained at step f). .
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E4).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E4).
- Exemple 5 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de Na réticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 4) Example 5: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and PGGA of Na crosslinked with 1,4-butanediol diglycidyl ether in aqueous phase (pH=4 )
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 120 grammes d’eau déminéralisée sont placés dans un bécher sous agitation mécanique à l’aide d’un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 120 grams of demineralized water are placed in a beaker under mechanical stirring using a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- 20 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel à 4 à une température de 20°C à l’aide d’une solution de HCl 5M.Stage b): Adjustment of the pH of the reaction medium to 4 at a temperature of 20° C. using a 5M HCl solution.
- Etape c) : Ajout de 0,50 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.50 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
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Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR H par la société ExxonMobil Chemical)
- Introduire chacun des ingrédients dans le bécher et agiter le mélange avec un agitateur mécanique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh out 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls PGPH by the company BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (marketed as ISOPAR H by ExxonMobil Chemical Company)
- Introduce each of the ingredients into the beaker and stir the mixture with a mechanical stirrer equipped with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique avec l’agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.Stage e): Pre-emulsification: Addition of the organic phase prepared in stage d) to the aqueous phase prepared in stage c) under mechanical stirring with the RayneriTM brand stirrer fitted with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante au SilversonTM L4RT, pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with Silverson™ L4RT, for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout de tensioactif eau-dans-huile dans à l’émulsion concentrée obtenue à l’étape g) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape eg) et ajout de 2 grammes de Polyglycéryl-6 laurate. Stage h): Addition of water-in-oil surfactant in the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage eg) and addition of 2 grams of Polyglyceryl-6 laureate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E5).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E5).
- Exemple 6 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodiumréticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 10) Example 6: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and of sodium PGGA crosslinked with 1,4-butanediol diglycidyl ether in aqueous phase (pH=10)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 120 grammes d’eau déminéralisée sont placés sous agitation mécanique à l’aide d’un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 120 grams of demineralized water are placed under mechanical stirring using a Rayneri™ brand stirrer fitted with a deflocculating-type rotor.
- 20 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel à 10 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium to 10 at a temperature of 20° C. using a 4M NaOH solution.
- Etape c) : Ajout de 0,50 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.50 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
-
Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de DehymulsTM PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR H par la société ExxonMobil Chemical)
- Mélanger les différents ingrédients et agiter le mélange à l’aide d’un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed under the name DehymulsTM PGPH by the company BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (marketed as ISOPAR H by ExxonMobil Chemical Company)
- Mix the different ingredients and stir the mixture using a magnetic stirrer equipped with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique avec un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.Stage e): Pre-emulsification: Addition of the organic phase prepared in stage d) to the aqueous phase prepared in stage c) under mechanical stirring with a Rayneri™ brand stirrer fitted with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante avec un agitateur de marque SilversonTM L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with a Silverson™ L4RT brand stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide (soit avec un rotavapor + ballon, soit dans un réacteur sous vide) de l’huile légère et de l’eau.Stage g): Distillation under vacuum (either with a rotavapor + flask, or in a vacuum reactor) of light oil and water.
- Etape h) : Ajout de tensioactif huile-dans-eau à l’émulsion concentrée obtenue à l’étape g) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape g) et de 2 grammes de Ppolyglycéryl-6 laurate. Stage h): Addition of oil-in-water surfactant to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage g) and of 2 grams of Ppolyglyceryl-6 laurate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E6).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E6).
- Exemple 7 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodiumréticulé par du 1,4-butanediol diglycidyl ether et lipophilisé par du C12-14 glycidyl ether en phase aqueuse (pH = 6.5) Example 7: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and sodium PGGA cross-linked with 1,4-butanediol diglycidyl ether and lipophilized with C12-14 glycidyl ether in aqueous phase (pH = 6.5)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 120 grammes d’eau déminéralisée sont placés dans un bècher sous agitation mécanique avec un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 120 grams of demineralised water are placed in a beaker under mechanical stirring with a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- 20 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 4M NaOH solution.
- Etape c) Ajout de 0,5 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYS™ GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c) Addition of 0.5 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYS™ GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
- Etape d) : Ajout de 2,0 grammes de C12-C14 glycidyl ether (commercialisé sous le nom d’ERISYS™ GE 08 de chez EMERALD) à la phase aqueuse préparée à l’étape c)Step d): Addition of 2.0 grams of C12-C14 glycidyl ether (sold under the name ERISYS™ GE 08 from EMERALD) to the aqueous phase prepared in step c)
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Etape e) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Agiter le mélange des ingrédients avec un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls™ PGPH by BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Stir the mixture of ingredients with a magnetic stirrer equipped with a magnetic bar.
- Etape f) : Préémulsification : Ajout de la phase organique préparée à l’étape e) sur la phase aqueuse préparée à l’étape d) sous agitation mécanique avec un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step f): Pre-emulsification: Addition of the organic phase prepared in step e) to the aqueous phase prepared in step d) under mechanical stirring with a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- Etape g) : Emulsification cisaillante avec un agitateur de marque Silverson™ L4RT pendant 2 minutes à une vitesse de 7500 tours/min.Step g): Shearing emulsification with a Silverson™ L4RT brand stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape h) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step h): Vacuum distillation in a reactor under partial vacuum of light oil and water.
- Etape i) : Ajout de tensioactifs huile-dans-eau à l’émulsion concentrée obtenue à l’étape g): pesée de 8 grammes d’émulsion concentrée obtenue à l’étape h) et de 2 grammes de Polyglycéryl-6 laurate.Stage i): Addition of oil-in-water surfactants to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage h) and of 2 grams of Polyglyceryl-6 laurate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E7).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E7).
- Exemple 8 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodium réticulé par du triméthylol éthane triglycidyl ether en phase aqueuse (pH = 6,0) Example 8: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and of sodium PGGA crosslinked with trimethylol ethane triglycidyl ether in aqueous phase (pH=6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 120 grammes d’eau déminéralisée sont placés sous agitation mécanique avec un agitateur de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 20 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 120 grams of demineralized water are placed under mechanical stirring with a Rayneri™ brand stirrer fitted with a deflocculating-type rotor.
- 20 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6,0 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium between 5.5 and 6.0 at a temperature of 20°C using a 4M NaOH solution.
- Etape c) : Ajout de 0,5 grammes de Triméthylol éthane triglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 31 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.5 grams of Trimethylol ethane triglycidyl ether (sold under the name ERISYSTM GE 31 by the company EMERALD) to the aqueous phase prepared in step b)
-
Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Agiter le mélange de l’ensemble des ingrédients avec un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls™ PGPH by BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Stir the mixture of all the ingredients with a magnetic stirrer equipped with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique avec un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step e): Pre-emulsification: Addition of the organic phase prepared in step d) to the aqueous phase prepared in step c) under mechanical stirring with a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante avec un agitateur de marque Silverson™ L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with a Silverson™ L4RT brand stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout de tensioactifs huile-dans-eau à l’émulsion concentrée obtenue à l’étape g) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape f) et de 2 grammes de Polyglycéryl-6 laurate. Stage h): Addition of oil-in-water surfactants to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage f) and of 2 grams of Polyglyceryl-6 laurate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E8).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E8).
- Exemple 9 : Préparation d’un latex inverse concentré de PGA(Na) réticulé selon l’invention dans l’octyl palmitate Example 9 Preparation of a Concentrated Reverse Latex of Crosslinked PGA(Na) According to the Invention in Octyl Palmitate
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium avec un agitateur mécanique de marque au RayneriTM muni d’un mobile de type défloculeuse :
- 110 grammes d’eau déminéralisée sont placés sous agitation dans un bécher et agités avec un agitateur mécanique de marque RayneriTM équipé d’un mobile de type défloculeuse.
- 30 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 110 grams of demineralized water are placed under stirring in a beaker and stirred with a Rayneri™ brand mechanical stirrer equipped with a deflocculator-type rotor.
- 30 grams of PGGA marketed under the brand name “cosmetic grade sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel à 5,5 - 6 à une température de 20°C à l’aide d’une solution de HCl 5M.Stage b): Adjustment of the pH of the reaction medium to 5.5 - 6 at a temperature of 20°C using a 5M HCl solution.
- Etape c) : Ajout de 0,72 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYSTM GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c): Addition of 0.72 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYSTM GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
-
Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'isostéarate de sorbitan (commercialisé sous le nom de MONTANE™70 par la société SEPPIC)
- Peser 3 grammes d’un mélange constitué de diéthanolamide de tall-oil commercialisé sous le nom de marque SIMALINE™ IE 200 par la société SEPPIC.
- Peser 2 grammes d’un tensioactif polymérique commercialisé sous le nom de marque Hypermer™ 6212 par la société Croda
- Peser 50 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Agiter le mélange de l’ensemble des ingrédients à l’aide d’un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan isostearate (marketed under the name MONTANE™70 by the company SEPPIC)
- Weigh 3 grams of a mixture consisting of tall-oil diethanolamide marketed under the brand name SIMALINE™ IE 200 by the company SEPPIC.
- Weigh 2 grams of a polymeric surfactant marketed under the brand name Hypermer™ 6212 by the company Croda
- Weigh 50 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Stir the mixture of all the ingredients using a magnetic stirrer equipped with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique par un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Step e): Pre-emulsification: Addition of the organic phase prepared in step d) to the aqueous phase prepared in step c) with mechanical stirring using a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante avec un agitateur mécanique de marque Silverson™ L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with a Silverson™ L4RT brand mechanical stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout de tensioactif huile-dans-eeau à l’émulsion concentrée obtenue à l‘étape g) : pesée de 8 grammes d’émulsion concentrée et de 1 gramme de polysorbate 80 (commercialisé sous le nom MONTANOX™ 80 par la société SEPPIC. Stage h): Addition of oil-in-water surfactant to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion and 1 gram of polysorbate 80 (marketed under the name MONTANOX™ 80 by the SEPPIC company.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E9).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E9).
- Exemple 10 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de sodium réticulé par de l’éthylène glycol diglycidyl ether (EGDGE) en phase aqueuse (pH = 6,0) Example 10: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as fatty phase and of sodium PGGA crosslinked with ethylene glycol diglycidyl ether (EGDGE) in aqueous phase (pH = 6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 130 grammes d’eau déminéralisée sont placés sous agitation mécanique avec un agitateur de marque Rayneri équipé d’un mobile de type défloculeuse.
- 10 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 130 grams of demineralized water are placed under mechanical stirring with a Rayneri brand stirrer equipped with a deflocculating-type rotor.
- 10 grams of PGGA marketed under the brand name “Cosmetic Grade Sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 4M NaOH solution.
- Etape c) Ajout de 0,25 grammes d'Éthylène glycol diglycidyl ether (commercialisé sous le nom d’ERISYS™ EGDGE par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c) Addition of 0.25 grams of Ethylene glycol diglycidyl ether (sold under the name ERISYS™ EGDGE by the company EMERALD) to the aqueous phase prepared in step b)
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Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymul™s PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Agiter le mélange constitué de l’ensemble des ingrédients ci-dessus pesés avec un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymul™s PGPH by the company BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Stir the mixture made up of all the ingredients weighed above with a magnetic stirrer fitted with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique avec un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.Stage e): Pre-emulsification: Addition of the organic phase prepared in stage d) to the aqueous phase prepared in stage c) under mechanical stirring with a Rayneri™ brand stirrer fitted with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante avec un agitateur de marque Silverson™ L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with a Silverson™ L4RT brand stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout de tensioactifs huile-dans-eau à l’émulsion concentrée obtenue à l’étape f) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape g) et de 2 grammes de Polyglycéryl-6 laurate . Stage h): Addition of oil-in-water surfactants to the concentrated emulsion obtained in stage f): weighing of 8 grams of concentrated emulsion obtained in stage g) and of 2 grams of Polyglyceryl-6 laurate.
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E10).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain the composition (E10).
- Exemple 11 : Préparation d’une émulsion eau dans huile concentrée selon l’invention, composée d’éthyl hexyl palmitate en tant que phase grasse et de PGGA de de sodium réticulé par du 1,4-butanediol diglycidyl ether en phase aqueuse (pH = 6,0)Example 11: Preparation of a concentrated water-in-oil emulsion according to the invention, composed of ethyl hexyl palmitate as the fatty phase and of sodium PGGA cross-linked with 1,4-butanediol diglycidyl ether in the aqueous phase (pH= 6.0)
- Le procédé de synthèse comprend les étapes suivantes :The synthesis process comprises the following steps:
-
-
Etape a) : Réalisation d’un gel de PGGA de sodium :
- 100 grammes d’eau déminéralisée sont placés sous agitation mécanique par un agitateur de marque Rayneri™ équipé d’un mobile de type défloculeuse.
- 40 grammes de PGGA commercialisé sous le nom de marque “PolyGammaGlutamate de sodium de grade cosmétique” par la société LUBON sont ajoutés lentement dans le vortex.
- 100 grams of demineralized water are placed under mechanical stirring by a Rayneri™ brand stirrer equipped with a deflocculating-type rotor.
- 40 grams of PGGA marketed under the brand name “cosmetic grade sodium PolyGamma Glutamate” by the company LUBON are slowly added to the vortex.
- Etape b) : Ajustement du pH du milieu réactionnel entre 5,5 et 6 à une température de 20°C à l’aide d’une solution de NaOH 4M.Stage b): Adjustment of the pH of the reaction medium between 5.5 and 6 at a temperature of 20°C using a 4M NaOH solution.
- Etape c) Ajout de 0,80 grammes de 1,4-Butanediol diglycidyl ether (commercialisé sous le nom d’ERISYS™ GE 21 par la société EMERALD) à la phase aqueuse préparée à l’étape b)Step c) Addition of 0.80 grams of 1,4-Butanediol diglycidyl ether (sold under the name ERISYS™ GE 21 by the company EMERALD) to the aqueous phase prepared in step b)
-
Etape d) : Préparation de la phase organique dans un bécher de 100 grammes :
- Peser 5 grammes d'oléate de sorbitan (commercialisé sous le nom de MONTANE™80 VG par la société SEPPIC)
- Peser 5 grammes de Polyglycéryl-2 Dipolyhydroxystéarate (commercialisé sous le nom de Dehymuls™ PGPH par la société BASF)
- Peser 20 grammes d’éthyl hexyl palmitate (commercialisé sous le nom de DUB PO par la société stéarinerie dubois)
- Peser 30 grammes de C11-12 Isoparaffine (commercialisé sous le nom d’ISOPAR™ H par la société ExxonMobil Chemical)
- Agiter le mélange constitué par l’ensemble des constituants pesés avec un agitateur magnétique muni d’un barreau aimanté.
- Weigh 5 grams of sorbitan oleate (marketed under the name MONTANE™80 VG by the company SEPPIC)
- Weigh 5 grams of Polyglyceryl-2 Dipolyhydroxystearate (marketed as Dehymuls™ PGPH by BASF)
- Weigh 20 grams of ethyl hexyl palmitate (marketed under the name DUB PO by the company stéarinerie dubois)
- Weigh 30 grams of C11-12 Isoparaffin (sold as ISOPAR™ H by ExxonMobil Chemical)
- Stir the mixture consisting of all the weighed constituents with a magnetic stirrer fitted with a magnetic bar.
- Etape e) : Préémulsification : Ajout de la phase organique préparée à l’étape d) sur la phase aqueuse préparée à l’étape c) sous agitation mécanique avec un agitateur de marque Rayneri équipé d’un mobile de type défloculeuse.Stage e): Pre-emulsification: Addition of the organic phase prepared in stage d) to the aqueous phase prepared in stage c) under mechanical stirring with a Rayneri brand stirrer equipped with a deflocculating-type rotor.
- Etape f) : Emulsification cisaillante avec un agitateur de marque Silverson L4RT pendant 2 minutes à une vitesse de 7500 tours/min. Step f): Shearing emulsification with a Silverson L4RT brand stirrer for 2 minutes at a speed of 7500 revolutions/min.
- Etape g) : Distillation sous vide dans un réacteur sous vide partiel de l’huile légère et de l’eau.Step g): Distillation under vacuum in a reactor under partial vacuum of light oil and water.
- Etape h) : Ajout de tensioactifs huile-dans-eau à l’émulsion concentrée obtenue à l’étape g) : pesée de 8 grammes d’émulsion concentrée obtenue à l’étape g) et de 2 grammes de Polyglycéryl-6 laurate. AgitationStage h): Addition of oil-in-water surfactants to the concentrated emulsion obtained in stage g): weighing of 8 grams of concentrated emulsion obtained in stage g) and of 2 grams of Polyglyceryl-6 laurate. Hustle
- Le mélange est homogénéisé à température ambiante sous agitation mécanique à vitesse modérée pour obtenir la composition (E11).The mixture is homogenized at room temperature with mechanical stirring at moderate speed to obtain composition (E11).
- Evaluation des compositions (E1) à (E11) selon l’invention. L’évaluation des compositions (E1) à (E11) selon l’invention est réalisée comme décrit ci dessous : Evaluation of the compositions (E1) to (E11) according to the invention. The evaluation of the compositions (E1) to (E11) according to the invention is carried out as described below:
-
- Peser 192 grammes d’eau dans un bécher de 400 ml forme hauteWeigh 192 grams of water in a 400 ml tall beaker
- Ajouter sous agitation mécanique, avec un agitateur de marque Rayneri muni d’un mobile de type défloculeuse, 8 grammes de compositions (E1) à (E11) Add, under mechanical stirring, with a Rayneri brand stirrer fitted with a deflocculating-type rotor, 8 grams of compositions (E1) to (E11)
- Laisser agiter jusqu'à obtention d’un gel homogène.Leave to stir until a homogeneous gel is obtained.
- Mesurer la viscosité dynamique des gels homogènes à l’aide d’un viscosimètre de marque Brookfield RVT, à la vitesse de 5 tours/min en choisissant le mobile approprié.Measure the dynamic viscosity of homogeneous gels using a Brookfield RVT brand viscometer, at a speed of 5 revolutions/min, choosing the appropriate spindle.
- Ajouter 0,1% massique de chlorure de sodium sur le gel précédemment réalisé, et agiter avec un agitateur mécanique de marque Rayneri muni d’un mobile de type défloculeuse.Add 0.1% by mass of sodium chloride to the gel previously made, and stir with a Rayneri brand mechanical stirrer fitted with a deflocculator-type rotor.
- Mesurer ensuite la viscosité dynamique d’un tel nouveau gel à l’aide d’un viscosimètre de marque Brookfield RVT à la vitesse de 5 tours/min en choisissant le mobile approprié.Then measure the dynamic viscosity of such a new gel using a Brookfield RVT brand viscometer at a speed of 5 revolutions/min by choosing the appropriate spindle.
- Les résultats sont consignés dans le tableau 1 ci-dessous.The results are recorded in Table 1 below.
-
CompositionComposition Viscosité gel 4% massique de composition
BrookfieldTM RVT Vitesse 5
Mobile (x)Gel viscosity 4% by weight of composition
BrookfieldTM RVT Speed 5
Mobile (x)Viscosité gel 4% massique de composition + 0,1% massique NaCl
BrookfieldTM RVT Vitesse 5
Mobile (x)Gel viscosity 4% by weight of composition + 0.1% by weight NaCl
BrookfieldTM RVT Speed 5
Mobile (x)Equivalent % massique en matière active polymériqueEquivalent % by mass of polymeric active ingredient Viscosité gel obtenus à l’étape a) du procédé de préparation
BrookfieldTM RVT Vitesse 5
Mobile (x)Gel viscosity obtained in step a) of the preparation process
BrookfieldTM RVT Speed 5
Mobile (x)Essai Témoin
“PGGA de sodium de grade cosmétique” commercialisé par la société LUBONControl Test
“Cosmetic grade sodium PGGA” marketed by the company LUBONgel 2% = 176 mPa.s
(Mobile 2)frost 2% = 176 mPa.s
(Mobile 2)gel 2% + 0.1% NaCl = 128 mPa.s
(Mobile 2)gel 2% + 0.1% NaCl = 128 mPa.s
(Mobile 2)2%2% gel 2% = 128 mPa.s
(Mobile 2)frost 2% = 128 mPa.s
(Mobile 2)Composition(E1) Membership(E1) 76 200 mPa.s
(Mobile 6)76,200 mPa.s
(Mobile 6)73 000 mPa.s
(Mobile 6)73,000 mPa.s
(Mobile 6)2%2% 18 120 mPa.s
(Mobile 3)18,120 mPa.s
(Mobile 3)Composition(E2) Membership(E2) 124200 mPa.s
(Mobile 6)124200 mPa.s
(Mobile 6)89400 mPa.s
(Mobile 6)89400 mPa.s
(Mobile 6)1,6%1.6% 5 040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E3) Membership(E3) 91600 mPa.s
(Mobile 6)91600 mPa.s
(Mobile 6)816 mPa.s
(Mobile 3)816 mPa.s
(Mobile 3)2%2% 18120 mPa.s
(Mobile 3)18120 mPa.s
(Mobile 3)Composition(E4) Membership(E4) 117200 mPa.s
(Mobile 6)117200 mPa.s
(Mobile 6)58600 mPa.s
(Mobile 6)58600 mPa.s
(Mobile 6)1,6%1.6% 5040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E5) Membership(E5) 9820 mPa.s
(Mobile 3)*9820 mPa.s
(Mobile 3)*8860 mPa.s
(Mobile 6)*8860 mPa.s
(Mobile 6)*1,6%1.6% 5040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E6)Composition(E6) 131800 mPa.s (Mobile 6)*131800 mPa.s (Mobile 6)* 102800 mPa.s
(Mobile 6)*102800 mPa.s
(Mobile 6)*1,6%1.6% 5040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E7)Composition(E7) 167600 mPa.s
(Mobile 6)167600 mPa.s
(Mobile 6)118400 mPa.s
(Mobile 6)118400 mPa.s
(Mobile 6)1,6%1.6% 5040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E8)Membership(E8) 9540 mPa.s
(Mobile 3)9540 mPa.s
(Mobile 3)8860 mPa.s
(Mobile 3)8860 mPa.s
(Mobile 3)1,6%1.6% 5040 mPa.s
(Mobile 3)5040 mPa.s
(Mobile 3)Composition(E9)Membership(E9) 91800 mPa.s
(Mobile 6)91800 mPa.s
(Mobile 6)34600 mPa.s
(Mobile 6)34600 mPa.s
(Mobile 6)1,33%1.33% 18120 mPa.s
(Mobile 3)18120 mPa.s
(Mobile 3)Composition(E10)Composition(E10) 78000 mPa.s
(Mobile 6)78000 mPa.s
(Mobile 6)600 mPa.s
(Mobile 2)600 mPa.s
(Mobile 2)1%1% 900 mPa.s
(Mobile 3)900 mPa.s
(Mobile 3)Composition(E11)Composition(E11) 74800 mPa.s
(Mobile 6)74800 mPa.s
(Mobile 6)48400 mPa.s
(Mobile 6)48400 mPa.s
(Mobile 6)2,28%2.28% 50000 mPa.s
(Mobile 6)50000 mPa.s
(Mobile 6) - viscosités dynamiques de gels aqueux obtenus avec les compositions (E1) à (E11) dynamic viscosities of aqueous gels obtained with compositions (E1) to (E11)
- * valeurs de viscosités des gels à pH 6* viscosity values of gels at pH 6
- Les compositions (E1) à (E11) selon l’invention permettent d’obtenir des gels aqueux épaissis par rapport au gel aqueux obtenu à partir d’un gamma-polyglutamate de sodium non réticulé (“essai témoin”). The compositions (E1) to (E11) according to the invention make it possible to obtain thickened aqueous gels compared to the aqueous gel obtained from a non-crosslinked sodium gamma-polyglutamate (“control test”).
- Ainsi, à pourcentage massique polymérique égal à 2%, les gels aqueux obtenus avec les compositions (E1) et (E3) montrent respectivement une viscosité de 76 000 mPa.s et de 91 600 mPa.s alors que le gel aqueux obtenu avec le gamma-polyglutamate de sodium non réticulé ( “essai témoin”) se caractérise par une viscosité de 176 mPa.s.Thus, at a polymeric mass percentage equal to 2%, the aqueous gels obtained with the compositions (E1) and (E3) respectively show a viscosity of 76,000 mPa.s and 91,600 mPa.s, whereas the aqueous gel obtained with the Non-crosslinked sodium gamma-polyglutamate (“control test”) is characterized by a viscosity of 176 mPa.s.
- De même, à pourcentage massique polymérique inférieur à 2%, les gels aqueux obtenus avec les compositions (E2), (E4), (E8), (E9) et (E10) montrent respectivement une viscosité de 124 000 mPa.s, 117 200 mPa.s, 9 540 mPa.s, 91 800 mPa.s et de 78 000 mPa.s, alors que le gel aqueux obtenu avec 2 % massique gamma-polyglutamate de sodium non réticulé ( “essai témoin”) se caractérise par une viscosité de 176 mPa.s.Similarly, at a polymer mass percentage of less than 2%, the aqueous gels obtained with the compositions (E2), (E4), (E8), (E9) and (E10) respectively show a viscosity of 124,000 mPa.s, 117 200 mPa.s, 9,540 mPa.s, 91,800 mPa.s and 78,000 mPa.s, whereas the aqueous gel obtained with 2% by weight non-crosslinked sodium gamma-polyglutamate (“control test”) is characterized by a viscosity of 176 mPa.s.
Claims (19)
- Composition (CA) se présentant sous la forme d’une émulsion de type eau-dans-huile auto-inversible comprenant pour 100% de sa masse une teneur massique supérieure ou égale à 20% d’un polymère (P) constitué d’unités monomériques issues d’acide glutamique (GA), partiellement ou totalement salifié, et d’unités issues d’au moins un agent réticulant (AR) portant au moins deux fonctions glycidyles.Composition (CA) in the form of an emulsion of the self-inverting water-in-oil type comprising, for 100% of its mass, a mass content greater than or equal to 20% of a polymer (P) consisting of units monomers derived from glutamic acid (GA), partially or totally salified, and from units derived from at least one crosslinking agent (RA) carrying at least two glycidyl functions.
- Composition (CA) selon la revendication 1, caractérisée en ce que la teneur massique du polymère (P) est supérieure ou égale à 20% et inférieure ou égale à 60%. Composition (CA) according to Claim 1, characterized in that the mass content of the polymer (P) is greater than or equal to 20% and less than or equal to 60%.
- Composition (CA) selon l’une des revendications 1 ou 2, caractérisée en ce que l’agent réticulant (AR) est choisi parmi les membres du groupe constitué par :
- L’éthylène Glycol DiGlycidyl éther de formule (I)
- le composé de formule (II)
Avec R qui représente l’atome d’hydrogène ou le radical glycidyle [], et n qui représente un nombre entier supérieur ou égal à un et inférieur ou égal à 10 ;- Le 1,3 propanediol DiGlycidyl éther de formule (III)
- Le 1,2 propanediol DiGlycidyl éther de formule (IV)
- Le 1,4 butanediol DiGlycidyl éther de formule (V)
- le 1,2 butanediol Di Glycidyl éther de formule (VI)
- Le 1,3 butanediol DiGlycidyl éther de formule (VII)
- Le 1,6 hexanediol DiGlycidyl éther de formule (VIII)
- Le composé de formule (IX)
Avec R1 qui représente l’atome d’hydrogène ou le radical glycidyle [] ;- Le composé de formule (X)
Avec R1 qui représente l’atome d’hydrogène ou le radical glycidyle [] ;- Le composé de formule (XI)
Avec R1 et R2, indépendants, qui représentent l’atome d’hydrogène ou le radical glycidyle []
- Le composé de formule (XII)
Avec m qui représente un nombre entier supérieur ou égale à 2- Le composé de formule (XIII)
Avec R3 qui représente l’atome d’hydrogène ou le radical glycidyle [], et x, y, z, o, p et q, indépendants les uns des autres, représentent un nombre entier supérieur ou égal à 2 et inférieur ou égal à 10.Composition (CA) according to one of Claims 1 or 2, characterized in that the crosslinking agent (AR) is chosen from the members of the group consisting of:- Ethylene Glycol DiGlycidyl ether of formula (I)
- the compound of formula (II)
With R representing the hydrogen atom or the glycidyl radical [ ], and n which represents an integer greater than or equal to one and less than or equal to 10;- The 1,3 propanediol DiGlycidyl ether of formula (III)
- The 1,2 propanediol DiGlycidyl ether of formula (IV)
- The 1,4 butanediol DiGlycidyl ether of formula (V)
- 1,2 butanediol Di Glycidyl ether of formula (VI)
- The 1,3 butanediol DiGlycidyl ether of formula (VII)
- The 1,6 hexanediol DiGlycidyl ether of formula (VIII)
- The compound of formula (IX)
With R1 representing the hydrogen atom or the glycidyl radical [ ];- The compound of formula (X)
With R1 representing the hydrogen atom or the glycidyl radical [ ];- The compound of formula (XI)
With R1 and R2, independent, which represent the hydrogen atom or the glycidyl radical [ ]
- The compound of formula (XII)
With m representing an integer greater than or equal to 2- The compound of formula (XIII)
With R3 representing the hydrogen atom or the glycidyl radical [ ], and x, y, z, o, p and q, independent of each other, represent an integer greater than or equal to 2 and less than or equal to 10. - Composition (CA) selon l’une ou quelconque des revendications 1 à 3, caractérisée en ce que le polymère (P) est l’acide gamma-polyglutamique (PGGA) sous forme acide, ou partiellement ou totalement salifié.Composition (CA) according to any one of Claims 1 to 3, characterized in that the polymer (P) is gamma-polyglutamic acid (PGGA) in acid form, or partially or totally salified.
- Composition (CA) selon l’une ou quelconque des revendications 1 à 4, caractérisée en ce que dans le polymère (P), pour 100% molaire d’unités monomériques issues de l’acide glutamique (GA), partiellement ou totalement salifié, l’agent réticulant (AR) représente de 0,5 % à 20 % molaire.Composition (CA) according to any one of Claims 1 to 4, characterized in that in the polymer (P), for 100% molar of monomeric units derived from glutamic acid (GA), partially or totally salified, the crosslinking agent (RA) represents from 0.5% to 20% molar.
- Composition (CA) selon l’une ou quelconque des revendications 1 à 5, caractérisée en ce qu’elle présente une viscosité comprise entre 100 mPa.s et 10 000 mPa.s.Composition (CA) according to any one of Claims 1 to 5, characterized in that it has a viscosity of between 100 mPa.s and 10,000 mPa.s.
- Composition (CA) selon l’une ou quelconque des revendications 1 à 6, caractérisée en ce qu’elle comprend en outre une unité monomérique issue du composé de formule (X’) :
Avec R4 représentant un radical hydrocarboné linéaire ou ramifié, saturé ou insaturé, fonctionnalisé ou non et comportant de 6 à 22 atomes de carbone.Composition (CA) according to any one of Claims 1 to 6, characterized in that it also comprises a monomeric unit derived from the compound of formula (X'):
With R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and comprising from 6 to 22 carbon atoms. - Procédé de préparation d’une composition (CA) telle que définie à l’une des revendications 1 à 7, comprenant :
- Une étape de préparation d’une solution aqueuse comprenant l’acide polyglutamique (PGA), partiellement ou totalement salifié, avec ladite solution aqueuse comprenant pour 100% de sa masse entre 5 et 70% massique de PGA partiellement ou totalement salifié et un agent réticulant (AR) comprenant au moins deux fonctions glycidyles ,
- Une étape d’ajustement du pH de la solution aqueuse obtenue à l’étape a) à un pH compris entre 3 et 11 ;
- Une étape de préparation d’une phase organique contenant au moins une huile volatile, au moins une autre huile non volatile (H) et au moins un agent tensioactif émulsionnant de type eau dans huile (S1) ;
- Une étape de pré-émulsification par ajout sous agitation de la phase organique obtenue à l’étape c) sur la solution aqueuse obtenue à l’étape b) ;
- Une étape d’émulsification de la pré-émulsion obtenue à l’étape d) par homogénéisation sous agitation;
- Une étape de distillation de l’eau et de l’huile volatile contenues dans l’émulsion obtenue à l’étape e) ;
- Une étape d’ajout d’au moins un agent tensioactif émulsionnant de type huile-dans-eau (S2) de manière à obtenir la composition (CA) .
- A step of preparing an aqueous solution comprising partially or totally salified polyglutamic acid (PGA), with said aqueous solution comprising for 100% of its mass between 5 and 70% by mass of partially or totally salified PGA and a crosslinking agent (AR) comprising at least two glycidyl functions,
- A step of adjusting the pH of the aqueous solution obtained in step a) to a pH of between 3 and 11;
- A step of preparing an organic phase containing at least one volatile oil, at least one other non-volatile oil (H) and at least one emulsifying surfactant of the water-in-oil type (S1);
- A pre-emulsification step by adding, with stirring, the organic phase obtained in step c) to the aqueous solution obtained in step b);
- A step of emulsifying the pre-emulsion obtained in step d) by homogenization with stirring;
- A step for distilling the water and the volatile oil contained in the emulsion obtained in step e);
- A step of adding at least one oil-in-water type emulsifying surfactant (S2) so as to obtain the composition (CA).
- Procédé selon la revendication 8, caractérisé en ce qu’à l’étape a) l’ensemble des unités monomériques constituant l’acide gamma-polyglutamique est issu du glutamate de sodium, du glutamate de potassium, du glutamate d’ammonium, du glutamate de calcium, du glutamate de magnésium ou d’un mélange de ces formes. Process according to Claim 8, characterized in that in step a) all of the monomeric units constituting the gamma-polyglutamic acid are derived from sodium glutamate, potassium glutamate, ammonium glutamate, glutamate calcium, magnesium glutamate or a mixture of these forms.
- Procédé selon l’une des revendications 8 ou 9, caractérisé en ce qu’à l’étape a) l’agent réticulant (AR) est présent dans des proportions massiques comprises entre 0,5% et 10% massique par rapport à la masse d’acide polyglutamique (PGA).Process according to one of Claims 8 or 9, characterized in that in step a) the crosslinking agent (RA) is present in mass proportions of between 0.5% and 10% by mass relative to the mass polyglutamic acid (PGA).
- Procédé selon l’une des revendications 8 à 10, caractérisé en ce qu’à l’étape c) l’au moins agent émulsionnant de type eau-dans-huile (S1) est choisi parmi les éléments du groupe constitué par les esters de sorbitan, les esters de polyglycérols, les esters de polyglycérols alcoxylés, les polyhydroxystéarates de polyglycols, les polyhydroxystéarates de polyglycérols, les polyhydroxystéarates de polyglycérols alcoxylés .Process according to one of Claims 8 to 10, characterized in that in step c) the at least water-in-oil type emulsifying agent (S1) is chosen from the elements of the group consisting of esters of sorbitan, polyglycerol esters, alkoxylated polyglycerol esters, polyglycol polyhydroxystearates, polyglycerol polyhydroxystearates, alkoxylated polyglycerol polyhydroxystearates.
- Procédé selon l’une des revendications 8 à 11, caractérisé en ce qu’à l’étape c) la solution organique comprend pour 100% de sa propre masse entre 10 et 30% massique d’au moins un agent émulsionnant de type eau-dans-huile (S1), de préférence entre 15 et 20% massique.Process according to one of Claims 8 to 11, characterized in that in step c) the organic solution comprises, for 100% of its own mass, between 10 and 30% by mass of at least one emulsifying agent of the water- in-oil (S1), preferably between 15 and 20% by weight.
- Procédé selon l’une des revendications 8 à 12, caractérisé en ce qu’à l’étape c) l’agent émulsionnant de type eau-dans-huile (S1) est un polyhydroxystéarate de polyglycérol .Process according to one of Claims 8 to 12, characterized in that in stage c) the emulsifying agent of the water-in-oil type (S1) is a polyglycerol polyhydroxystearate.
- Procédé selon l’une des revendications 8 à 13, caractérisé en ce qu’à l’étape g) l’au moins agent tensioactif émulsionnant de type huile-dans-eau (S2) est choisi parmi les éléments du groupe constitué par un alcool gras polyéthoxylé, un ester d’hexitan polyéthoxylé, un alkylpolyglycoside, une composition d’alkylpolyglycoside et d’alcools gras, un ester de polyglycérol, une composition d’ester de polyglycérol et de polyglycérol. Process according to one of Claims 8 to 13, characterized in that in step g) the at least emulsifying surfactant of the oil-in-water type (S2) is chosen from the elements of the group consisting of an alcohol polyethoxylated fatty, a polyethoxylated hexitan ester, an alkylpolyglycoside, a composition of alkylpolyglycoside and fatty alcohols, a polyglycerol ester, a composition of polyglycerol and polyglycerol ester.
- Procédé selon l’une des revendications 8 à 14 caractérisé en ce que l’étape d) est réalisée de manière à ce que le rapport massique entre la solution aqueuse et la phase organique est compris entre 90/10 et 10/90, de préférence entre 20/80 et 40/60.Process according to one of Claims 8 to 14, characterized in that stage d) is carried out in such a way that the mass ratio between the aqueous solution and the organic phase is between 90/10 and 10/90, preferably between 20/80 and 40/60.
- Procédé selon l’une des revendications 8 à 15, caractérisé en ce qu’à l’étape a) la phase aqueuse comprend en outre au moins un composé de formule (X’) :
Avec R4 représentant un radical hydrocarboné linéaire ou ramifié, saturé ou insaturé, fonctionnalisé ou non et comportant de 6 à 22 atomes de carbone.Process according to one of Claims 8 to 15, characterized in that in stage a) the aqueous phase also comprises at least one compound of formula (X'):
With R4 representing a linear or branched, saturated or unsaturated, functionalized or unfunctionalized hydrocarbon radical and comprising from 6 to 22 carbon atoms. - Procédé selon l’une des revendications 8 à 16, caractérisé en ce qu’à l’étape e) l’homogénéisation est réalisée sous agitation mécanique cisaillante.Process according to one of Claims 8 to 16, characterized in that in stage e) the homogenization is carried out with mechanical shearing agitation.
- Utilisation de ladite Composition (CA) telle que définie à l’une des revendications 1 à 7, comme agent épaississant et/ou émulsionnant et/ou stabilisant d’une composition à usage topique cosmétique.Use of the said Composition (CA) as defined in one of Claims 1 to 7, as a thickening and/or emulsifying and/or stabilizing agent for a composition for topical cosmetic use.
- Composition cosmétique à usage topique (F) caractérisée en ce qu’elle comprend comme agent épaississant, pour 100% de sa masse totale, entre 0,1% massique et 10% massique de ladite composition (CA) telle que définie dans l’une des revendications 1 à 7. Cosmetic composition for topical use (F) characterized in that it comprises, as thickening agent, for 100% of its total mass, between 0.1% by mass and 10% by mass of the said composition (CA) as defined in one of claims 1 to 7.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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FR2100108A FR3118628B1 (en) | 2021-01-07 | 2021-01-07 | Composition comprising polymers of natural origin which have thickening properties in polar environments |
PCT/EP2021/087339 WO2022148659A1 (en) | 2021-01-07 | 2021-12-22 | Composition comprising polymers of natural origin and having properties for thickening polar media |
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EP4274859A1 true EP4274859A1 (en) | 2023-11-15 |
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EP21843743.2A Pending EP4274859A1 (en) | 2021-01-07 | 2021-12-22 | Composition comprising polymers of natural origin and having properties for thickening polar media |
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US (1) | US20240091109A1 (en) |
EP (1) | EP4274859A1 (en) |
JP (1) | JP2024502945A (en) |
CN (1) | CN117255821A (en) |
FR (1) | FR3118628B1 (en) |
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FR2721607B1 (en) | 1994-06-28 | 1996-10-31 | Seppic Sa | New quaternary ammonium derivatives, their preparation process and their use as surfactants. |
FR2761595B1 (en) | 1997-04-04 | 1999-09-17 | Oreal | COMPOSITIONS COMPRISING SANTALINES, SANTARUBINS FOR ARTIFICIAL COLORING OF THE SKIN AND USES THEREOF |
EP1515688B1 (en) | 2002-06-11 | 2013-07-24 | L'Oréal | Use of salen-manganese complexes as protective agents for hair follicule melanocytes and cosmetic uses thereof |
CN117045807A (en) * | 2017-05-27 | 2023-11-14 | 埃科维亚可再生能源有限公司 | Poly (amino acid) rheology modifier compositions and methods of use |
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- 2021-01-07 FR FR2100108A patent/FR3118628B1/en active Active
- 2021-12-22 WO PCT/EP2021/087339 patent/WO2022148659A1/en active Application Filing
- 2021-12-22 US US18/260,177 patent/US20240091109A1/en active Pending
- 2021-12-22 JP JP2023537461A patent/JP2024502945A/en active Pending
- 2021-12-22 CN CN202180092986.8A patent/CN117255821A/en active Pending
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FR3118628B1 (en) | 2024-01-12 |
WO2022148659A1 (en) | 2022-07-14 |
CN117255821A (en) | 2023-12-19 |
US20240091109A1 (en) | 2024-03-21 |
FR3118628A1 (en) | 2022-07-08 |
JP2024502945A (en) | 2024-01-24 |
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