CN1208041C - O/W/O type polyphase emulsion - Google Patents
O/W/O type polyphase emulsion Download PDFInfo
- Publication number
- CN1208041C CN1208041C CNB031033563A CN03103356A CN1208041C CN 1208041 C CN1208041 C CN 1208041C CN B031033563 A CNB031033563 A CN B031033563A CN 03103356 A CN03103356 A CN 03103356A CN 1208041 C CN1208041 C CN 1208041C
- Authority
- CN
- China
- Prior art keywords
- emulsion
- phase
- type
- type multi
- oil
- 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.)
- Expired - Fee Related
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- 239000000839 emulsion Substances 0.000 title claims abstract description 192
- 239000004094 surface-active agent Substances 0.000 claims abstract description 43
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 40
- 239000000194 fatty acid Substances 0.000 claims abstract description 40
- 229930195729 fatty acid Natural products 0.000 claims abstract description 40
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 34
- 239000012071 phase Substances 0.000 claims description 218
- 229920002521 macromolecule Polymers 0.000 claims description 70
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 57
- -1 inorganic acid salt Chemical class 0.000 claims description 39
- 239000000203 mixture Substances 0.000 claims description 38
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 38
- ODIGIKRIUKFKHP-UHFFFAOYSA-N (n-propan-2-yloxycarbonylanilino) acetate Chemical compound CC(C)OC(=O)N(OC(C)=O)C1=CC=CC=C1 ODIGIKRIUKFKHP-UHFFFAOYSA-N 0.000 claims description 20
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 20
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 20
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 20
- 235000001014 amino acid Nutrition 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 17
- 239000006185 dispersion Substances 0.000 claims description 14
- 150000001875 compounds Chemical class 0.000 claims description 13
- 229920001577 copolymer Polymers 0.000 claims description 11
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 8
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 239000008346 aqueous phase Substances 0.000 claims description 6
- 125000003275 alpha amino acid group Chemical group 0.000 claims 2
- 150000001298 alcohols Chemical class 0.000 abstract description 3
- 229920000642 polymer Polymers 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 description 23
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- 150000001413 amino acids Chemical class 0.000 description 15
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 11
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- 238000003756 stirring Methods 0.000 description 11
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- 230000001804 emulsifying effect Effects 0.000 description 10
- 238000004090 dissolution Methods 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
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- 238000005185 salting out Methods 0.000 description 8
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 description 7
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- 238000000034 method Methods 0.000 description 6
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- 239000003814 drug Substances 0.000 description 5
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- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 239000004698 Polyethylene Substances 0.000 description 4
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 4
- 229920002125 Sokalan® Polymers 0.000 description 4
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- 125000004122 cyclic group Chemical group 0.000 description 4
- 229940008099 dimethicone Drugs 0.000 description 4
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 4
- 230000001747 exhibiting effect Effects 0.000 description 4
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- 229920000573 polyethylene Polymers 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 239000005720 sucrose Substances 0.000 description 4
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 3
- 239000005977 Ethylene Substances 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 3
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 3
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 3
- 230000002745 absorbent Effects 0.000 description 3
- 239000002250 absorbent Substances 0.000 description 3
- 230000000844 anti-bacterial effect Effects 0.000 description 3
- 230000002421 anti-septic effect Effects 0.000 description 3
- 239000003963 antioxidant agent Substances 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- 239000001768 carboxy methyl cellulose Substances 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 239000000549 coloured material Substances 0.000 description 3
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 3
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- 239000008384 inner phase Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
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- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
- 229940093609 tricaprylin Drugs 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 239000011787 zinc oxide Substances 0.000 description 3
- YWWVWXASSLXJHU-AATRIKPKSA-N (9E)-tetradecenoic acid Chemical compound CCCC\C=C\CCCCCCCC(O)=O YWWVWXASSLXJHU-AATRIKPKSA-N 0.000 description 2
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 2
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 2
- 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 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 229920001214 Polysorbate 60 Polymers 0.000 description 2
- 235000004443 Ricinus communis Nutrition 0.000 description 2
- 240000000528 Ricinus communis Species 0.000 description 2
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 2
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- 230000000052 comparative effect Effects 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical compound CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 230000006641 stabilisation Effects 0.000 description 2
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- OTIXUSNHAKOJBX-UHFFFAOYSA-N 1-(aziridin-1-yl)ethanone Chemical compound CC(=O)N1CC1 OTIXUSNHAKOJBX-UHFFFAOYSA-N 0.000 description 1
- IXPNQXFRVYWDDI-UHFFFAOYSA-N 1-methyl-2,4-dioxo-1,3-diazinane-5-carboximidamide Chemical compound CN1CC(C(N)=N)C(=O)NC1=O IXPNQXFRVYWDDI-UHFFFAOYSA-N 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- YWWVWXASSLXJHU-UHFFFAOYSA-N 9E-tetradecenoic acid Natural products CCCCC=CCCCCCCCC(O)=O YWWVWXASSLXJHU-UHFFFAOYSA-N 0.000 description 1
- GJCOSYZMQJWQCA-UHFFFAOYSA-N 9H-xanthene Chemical compound C1=CC=C2CC3=CC=CC=C3OC2=C1 GJCOSYZMQJWQCA-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
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- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 1
- 239000004471 Glycine Substances 0.000 description 1
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- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
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- 229910019142 PO4 Inorganic materials 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical class OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- FGUZFFWTBWJBIL-XWVZOOPGSA-N [(1r)-1-[(2s,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] 16-methylheptadecanoate Chemical compound CC(C)CCCCCCCCCCCCCCC(=O)O[C@H](CO)[C@H]1OC[C@H](O)[C@H]1O FGUZFFWTBWJBIL-XWVZOOPGSA-N 0.000 description 1
- SZYSLWCAWVWFLT-UTGHZIEOSA-N [(2s,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)-2-[(2r,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-2-yl]methyl octadecanoate Chemical compound O([C@@H]1[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O1)O)[C@]1(COC(=O)CCCCCCCCCCCCCCCCC)O[C@H](CO)[C@@H](O)[C@@H]1O SZYSLWCAWVWFLT-UTGHZIEOSA-N 0.000 description 1
- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 1
- 235000004279 alanine Nutrition 0.000 description 1
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- BTFJIXJJCSYFAL-UHFFFAOYSA-N arachidyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCO BTFJIXJJCSYFAL-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
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- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000002526 disodium citrate Substances 0.000 description 1
- 235000019262 disodium citrate Nutrition 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- 235000019524 disodium tartrate Nutrition 0.000 description 1
- CEYULKASIQJZGP-UHFFFAOYSA-L disodium;2-(carboxymethyl)-2-hydroxybutanedioate Chemical compound [Na+].[Na+].[O-]C(=O)CC(O)(C(=O)O)CC([O-])=O CEYULKASIQJZGP-UHFFFAOYSA-L 0.000 description 1
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- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
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- 229940075529 glyceryl stearate Drugs 0.000 description 1
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- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
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- 239000004615 ingredient Substances 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
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- QDLAGTHXVHQKRE-UHFFFAOYSA-N lichenxanthone Natural products COC1=CC(O)=C2C(=O)C3=C(C)C=C(OC)C=C3OC2=C1 QDLAGTHXVHQKRE-UHFFFAOYSA-N 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
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- HWPKGOGLCKPRLZ-UHFFFAOYSA-M monosodium citrate Chemical compound [Na+].OC(=O)CC(O)(C([O-])=O)CC(O)=O HWPKGOGLCKPRLZ-UHFFFAOYSA-M 0.000 description 1
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- 235000019799 monosodium phosphate Nutrition 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 229920001495 poly(sodium acrylate) polymer Polymers 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- 239000001508 potassium citrate Substances 0.000 description 1
- 229960002635 potassium citrate Drugs 0.000 description 1
- QEEAPRPFLLJWCF-UHFFFAOYSA-K potassium citrate (anhydrous) Chemical compound [K+].[K+].[K+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QEEAPRPFLLJWCF-UHFFFAOYSA-K 0.000 description 1
- 235000011082 potassium citrates Nutrition 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- HELHAJAZNSDZJO-OLXYHTOASA-L sodium L-tartrate Chemical compound [Na+].[Na+].[O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O HELHAJAZNSDZJO-OLXYHTOASA-L 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
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- 239000001509 sodium citrate Substances 0.000 description 1
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 description 1
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical compound [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- ZDQYSKICYIVCPN-UHFFFAOYSA-L sodium succinate (anhydrous) Chemical compound [Na+].[Na+].[O-]C(=O)CCC([O-])=O ZDQYSKICYIVCPN-UHFFFAOYSA-L 0.000 description 1
- 239000001433 sodium tartrate Substances 0.000 description 1
- PANBYUAFMMOFOV-UHFFFAOYSA-N sodium;sulfuric acid Chemical compound [Na].OS(O)(=O)=O PANBYUAFMMOFOV-UHFFFAOYSA-N 0.000 description 1
- 239000002195 soluble material Substances 0.000 description 1
- 229940057429 sorbitan isostearate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 125000005480 straight-chain fatty acid group Chemical group 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 239000001384 succinic acid Substances 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- HRXKRNGNAMMEHJ-UHFFFAOYSA-K trisodium citrate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O HRXKRNGNAMMEHJ-UHFFFAOYSA-K 0.000 description 1
- 229940038773 trisodium citrate Drugs 0.000 description 1
- 235000019263 trisodium citrate Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 229940117958 vinyl acetate Drugs 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
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/09—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids
- C08J3/091—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in organic liquids characterised by the chemical constitution of the organic liquid
- C08J3/095—Oxygen containing compounds
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/066—Multiple emulsions, e.g. water-in-oil-in-water
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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
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/107—Emulsions ; Emulsion preconcentrates; Micelles
- A61K9/113—Multiple emulsions, e.g. oil-in-water-in-oil
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- 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
- C08J2339/00—Characterised by the use of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Derivatives of such polymers
- C08J2339/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08J2339/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L39/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions of derivatives of such polymers
- C08L39/04—Homopolymers or copolymers of monomers containing heterocyclic rings having nitrogen as ring member
- C08L39/06—Homopolymers or copolymers of N-vinyl-pyrrolidones
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Abstract
To prepare an O/W/O type multi-phase emulsion having excellent stability with time and further an O/W/O type multi-phase emulsion having excellent stability, safety and usability without using a surfactant. The O/W/O type multi-phase emulsion comprises one or more kinds of oil components selected from the group consisting of fatty acids and higher alcohols and one or more kinds of polymers soluble in the oil components in at least one of an inner oil phase and an outer oil phase.
Description
Technical field
The present invention relates to O/W/O type multi-phase emulsion.More particularly the present invention relates to the O/W/O type multi-phase emulsion of exhibiting excellent stability with time, and do not contain the good O/W/O type multi-phase emulsion of stability, safety and usability of surfactant.Basic cosmetics such as O/W/O type multi-phase emulsion of the present invention can be used for emulsion, the cream of preserving moisture, color make-up cosmetics such as foundation cream (foundation), lipstick, hair cosmetic composition, health apply some make up, fragrant cosmetics, pharmaceuticals such as slow-releasing preparation, microcapsule preparation etc.
Technical background
With the stable cooperation of the slow releaseization by effective ingredient, oil soluble material, soft effect is improved, the composition of interior oil phase and outer oil phase changes and improves usability is purpose, and O/W/O type multi-phase emulsion is studied.Compound method as O/W/O type multi-phase emulsion has a stage emulsion process and two-stage emulsion process.One stage emulsion process is to mix by oil phase that will contain surfactant and the water that contains surfactant, make the method for O/W/O type multi-phase emulsion, the two-stage emulsion process is a preparation O/W type emulsion, with the method for this O/W type emulsion dispersion at oil phase, the water of known oriented O/W type emulsion adds the method for alkyl-modified this family macromolecule of carboxy vinyl polymer etc. with surfactant.
However, the problem that such O/W/O type multi-phase emulsion exists is, in a stage emulsion process, because the composition of interior oil phase and outer oil phase is identical, can not compose work so be surrounded by the characteristic of this class O/W/O type multi-phase emulsion of imitating composition or labile element in existing, coexist, make the preparation rate of O/W/O type multi-phase emulsion to reduce with the w/o type emulsion that does not contain oil droplet in the water droplet, in the preparation of W/O/W type multi-phase emulsion, to stabilisation and miniaturization as the w/o type emulsion of inner phase, than the two-stage emulsion process, the advantage of a stage emulsion process is easy.When preparation O/W/O type multi-phase emulsion, because also can easily make O/W type emulsion-stabilizingization and miniaturization, so do not use the advantage of a stage emulsion process as inner phase with the two-stage emulsion process.
In addition, the problem that exists in the two-stage emulsion process is, because the w/o type emulsion as the foreign minister is difficult to stablize, be difficult to guarantee ageing stability, because viscosity can appear in the use surfactant, because the possible Transdermal absorption of surfactant, so be necessary to reduce use level, material that uses the so high molecular O/W type emulsion of alkyl-modified carboxy vinyl polymer not make to have fine particle size etc.
The object of the present invention is to provide the O/W/O type multi-phase emulsion of exhibiting excellent stability with time, and then provide the stability, safety and the usability that do not contain surfactant good O/W/O type multi-phase emulsion.
Summary of the invention
Containing the oil content more than a kind that (b) select and dissolve in the macromolecule more than a kind of aforementioned oil content and do not contain in the oil phase of surfactant from the composition of fatty acid and higher alcohol by the O/W type emulsion dispersion that will contain the chemical compound more than a kind that (a) select from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, making O/W/O type multi-phase emulsion of the present invention at aqueous phase.
The O/W type emulsion dispersion that will contain (c) aforementioned oil content and dissolve in the macromolecule more than a kind of aforementioned oil content and do not contain surfactant obtains O/W/O type multi-phase emulsion in oil phase.
O/W/O type multi-phase emulsion, it is characterized in that to contain the chemical compound more than a kind that (e) selects from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, aforementioned oil content and the high molecular O/W type emulsion dispersion more than a kind that dissolves in aforementioned oil content are containing (f) aforementioned oil content and are dissolving in the high molecular oil phase more than a kind of aforementioned oil content and make, and do not contain surfactant.
Aforementioned O/W/O type multi-phase emulsion, wherein, the macromolecule that dissolves in aforementioned oil content is polyvinylpyrrolidone or vinylpyrrolidone/vinyl acetate co-polymer.
O/W/O type multi-phase emulsion of the present invention is characterised in that exhibiting excellent stability with time.In addition, also comprise the material that has exhibiting excellent stability with time and do not contain the feature of surfactant in the O/W/O type multi-phase emulsion of the present invention.
The specific embodiment
O/W/O type multi-phase emulsion of the present invention, it is characterized in that interior oil phase with outside at least 1 the containing the oil content of from the composition of fatty acid and higher alcohol, selecting more than a kind in mutually and dissolve in the macromolecule more than a kind of aforementioned oil content of oil phase.
The 1st kind of O/W/O type multi-phase emulsion of the present invention can make by containing the oil content of selecting more than a kind from the composition of fatty acid and higher alcohol in aqueous phase contains the chemical compound of selecting more than a kind from the composition of inorganic acid salt, acylate, aminoacid and salt thereof O/W type emulsion dispersion and dissolving in the macromolecule more than a kind of aforementioned oil content and do not contain in the oil phase of surfactant.
In the present invention, because pass through the salting out of inorganic acid salt, acylate, aminoacid and salt thereof, the macromolecule that dissolves in aforementioned oil content can be used as lipophilic emulsifier, so can make the w/o type emulsion.
If the inorganic acid salt water solublity, have salting out, then there is not particular restriction, preferably sulfuric acid salt, carbonate, phosphate etc. can use sodium sulfate, magnesium sulfate, sodium hydrogen phosphate, sodium dihydrogen phosphate etc.Especially sulfate such as preferably sulfuric acid sodium.
If the acylate water solublity, have salting out, then there is not particular restriction, can use citrates such as sodium dihydrogen citrate, disodium citrate, trisodium citrate, monobasic potassium citrate, succinates such as succinic acid one sodium, disodium succinate, tartrates such as disodium tartrate etc.These acylates can add the water and the thing of acylate and acylate, also organic acid can be added with in the alkali and back.
If aminoacid and salt water solublity thereof, have salting out, then there is not particular restriction, can use glycine, proline, alanine, NaAsp, Histidine sodium etc.
If inorganic acid salt, acylate and amino acid salts water solublity, have salting out, then there is not particular restriction, can use sodium salt, potassium salt, magnesium salt etc.
Among the present invention, contain inorganic acid salt, acylate, aminoacid and salt thereof, be preferably 0.1%～10 weight % (the following % of being) of O/W/O type multi-phase emulsion, more preferably 0.5%～3%.It is not enough to be lower than 0.1% salting out, surpasses 10% and causes system's instability owing to saltout etc.
In the 1st kind of O/W/O type multi-phase emulsion of the present invention, can cooperate room temperature as the composition of oil phase in forming is the material of solid shape, pasty state, Any shape such as aqueous, can use hydro carbons polar oil, non-polar oil, silicone oil wet goods.
In the O/W type emulsion as the inner phase of the 1st kind of O/W/O type multi-phase emulsion of the present invention, can contain surfactant at interior oil phase.Can use the POE sorbitan stearate as surfactant; POE (60) solidifies castor bean wet goods polyoxyethylene and solidifies castor bean oil; Polyglyceryl fatty acid esters such as polyglycereol distearate, polyglycereol laurate; Sucrose fatty acid ester such as Surfhope SE Cosme C 1216, sucrose stearate etc.
The contained surfactant of O/W type emulsion can cooperate 0.1%～10%, preferably 0.5%～5%.Be lower than 0.1% and can not make stable O/W type emulsion, surpass 10%, the usability of viscosity occurs, so not preferred.
The 1st kind of O/W/O type emulsion of the present invention can be added the macromolecule that is insoluble to oil content to aqueous phase.By when preparing O/W/O type emulsion, adding the macromolecule that is insoluble to oil content, can easily prepare and make O/W type emulsion-stabilizingization, can easily be dispersed in the oil phase of O/W type emulsion.
As the macromolecule that is insoluble to aforementioned oil content, can use carboxy vinyl polymer, alkyl-modified carboxy vinyl polymer, sodium polyacrylate, xanthene rubber, sodium alginate, sodium carboxymethyl cellulose, hydroxyethyl-cellulose etc.
Also can emulsifying when not having to cooperate the macromolecule be insoluble to aforementioned oil content, can cooperate to be below 10% of O/W/O type multi-phase emulsion, oil phase is 0.1%～1%.Be lower than 0.1%, though emulsifying, the dispersibility when water is dispersed in oil phase is low, needs very big mixing power.Surpass 10%, viscosity and wet and slippery sense etc. occur, usability is bad.
O/W type emulsion of the present invention, for example the heating oil phase that contains surfactant obtains uniform solution as required, after wherein adding water-phase component, makes with processing such as refiner.Any stage interpolation inorganic acid salt, acylate, aminoacid and salt thereof when preparing O/W type emulsion or after the preparation all can.
Among the present invention, the oil phase of O/W type emulsion and the ratio of water do not have particular restriction, are preferably oil phase: water=90～0.1: 10～99.9 (weight ratio), more preferably oil phases: water=80～10: 20～90 (weight ratios).Oil phase is lower than 0.1%, can not make useful O/W/O type multi-phase emulsion in fact, surpasses 90%, can not make stable O/W type emulsion.
Fatty acid if carbon number 6 or more, at normal temperatures (25 ℃) then do not have particular restriction for consolidating shape or liquid state.Can use Palmic acid, stearic acid, 12-hydroxy stearic acid etc. at room temperature for the fatty acid of consolidating shape.In addition, room temperature is that the fatty acid of liquid can use caproic acid, straight chain fatty acid such as sad, branched chain fatty acids such as different Palmic acid, isostearic acid, unsaturated fatty acids such as oleic acid, myristoleic acid, palmitic olefinic acid etc.Especially preferred room temperature is liquid material.
Higher alcohol if carbon number 6 or more, at normal temperatures (25 ℃) then do not have particular restriction for consolidating shape or liquid state.Can use hexadecanol, stearyl alcohol, behenyl alcohol etc. for solid higher alcohol at normal temperatures.In addition, can use straight-chain higher alcohols such as capryl alcohol, decanol for aqueous higher alcohol at normal temperatures, side chain higher alcohols such as isooctadecanol, octyl dodecanol, unsaturated higher alcohol such as oleyl alcohol etc.Especially preferred room temperature is aqueous material.
The lipophile that carbon number is lower than 6 fatty acid and higher alcohol is not enough.Because when the fatty acid of formation oil phase and the lipophile of higher alcohol were insufficient, the macromolecule that dissolves in aforementioned oil content was difficult to join in oil phase, the effect as emulsifying agent is reduced, have the tendency of the stability reduction of the emulsion of making.
At room temperature is that intersolubility between solid fatty acid and higher alcohol and oil-phase component biphase is lower than liquid fatty acid and higher alcohol.But,, can improve the intersolubility between biphase by share liquid fatty acid and triglyceride etc.
Contained fatty acid and higher alcohol are preferably at more than 0.1% of O/W/O type multi-phase emulsion, more preferably more than 2% in the outer oil phase.Be lower than 0.1% and can not make good emulsion.Because fatty acid and higher alcohol use oil content commonly used, there is not particular restriction, can consider that usability waits to cooperate.
As the macromolecule that dissolves in aforementioned oil content, can use polyvinylpyrrolidone, vinylpyrrolidone/vinyl acetate co-polymer, polyethylene caprolactam, vinylpyrrolidone/ethylene caprolactam copolymer, poly N-ethylene acetamide etc.Preferably polyethylene ketopyrrolidine, vinylpyrrolidone/vinyl acetate co-polymer, more preferably polyvinylpyrrolidone.
As the high molecular molecular weight that dissolves in aforementioned oil content, can use weight average molecular weight is 1000～1500000, especially 5000～500000 material.As the macromolecule that dissolves in aforementioned oil content, can use commercially available product.Weight average molecular weight is lower than at 1000 o'clock, and possible Transdermal absorption surpasses at 1500000 o'clock, because viscosity, viscosity and wet and slippery sense etc. have very big influence to usability.In vinylpyrrolidone/vinyl acetate co-polymer, vinylacetate preferably contains 0～90 mole of %.If surpass 90 moles of %, then there is not sufficient hydrophilic, there is not function as emulsifying agent.In addition, about vinylpyrrolidone/ethylene caprolactam copolymer, because polyvinylpyrrolidone and polyethylene caprolactam all can use as the macromolecule that dissolves in aforementioned oil content separately, so composition is not had special restriction.
As vinylpyrrolidone/vinyl acetate co-polymer and the vinylpyrrolidone/ethylene caprolactam copolymer that the macromolecule that dissolves in aforementioned oil content uses, be to use as random copolymer or block copolymer.
The macromolecule that dissolves in aforementioned oil content that outer oil phase is contained preferably cooperates 0.1～10% of O/W/O type multi-phase emulsion, is more preferably 0.2～2%.Because be lower than 0.1%, insufficient as the effect of emulsifying agent, surpass 10% and make the viscosity of system too high, usability is bad, can also experience wet and slippery sense that macromolecule causes etc. in addition, so not preferred.
The macromolecule that dissolves in aforementioned oil content is the chemical compound that is used as emulsifying agent among the present invention.Therefore, contain the high molecular oil phase that dissolves in aforementioned oil content and there is no need to contain surfactant.
In the 1st kind of O/W/O type multi-phase emulsion of the present invention, as the composition that forms outer oil phase, can be that room temperature is solid-state, the material of pasty state, aqueous Any shape, can use polar oil, non-polar oil, the silicone oil wet goods of hydro carbons.
Containing aforementioned oil content and dissolving in the macromolecule of aforementioned oil content and do not contain in the homogeneous solution (oil phase) of surfactant, add the O/W type emulsion that obtains as previously mentioned while stirring slowly with stirring dispersion machine (becoming privileged Industrial Co., Ltd), can make the 1st kind of O/W/O type multi-phase emulsion of the present invention.
The macromolecule dissolution that dissolves in aforementioned oil contents such as polyvinylpyrrolidone need be heated in oil content the time usually, for example uses ethanol etc. will dissolve in the solvent of the macromolecule dissolution of oil contents such as polyvinylpyrrolidone, can make simple to operate.
Among the present invention, the ratio of O/W type emulsion and outer oil phase does not have particular restriction, preferred O/W type emulsion: outer oil phase=50～90: 50～10 (weight ratios), more preferably O/W type emulsion: outer oil phase=60～80: 40～20 (weight ratios).Outer oil phase is lower than 10% and is difficult to emulsifying, surpasses 50% and makes emulsion be difficult to stablize.
In the 1st kind of O/W/O type multi-phase emulsion of the present invention, except the chemical compound of from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, selecting more than a kind, the oil content of from the composition of fatty acid and higher alcohol, selecting more than a kind, dissolve in the macromolecule more than a kind of aforementioned oil content, surfactant and being insoluble to outside the macromolecule of aforementioned oil content can also cooperate the coloured material etc. of the powder body, ferrum oxide and so on of wetting agent, antibacterial, antiseptic, antioxidant, pH regulator agent, UV absorbent, titanium oxide or zinc oxide and so on.
In the 1st kind of O/W/O type multi-phase emulsion of the present invention, contain the macromolecule that dissolves in aforementioned oil content, carry out the emulsifying of w/o type emulsion, can use the prior art of surfactant to be difficult to the w/o type emulsion-stabilizingization of stabilisation by oil phase outside.Therefore, the 1st kind of O/W/O type multi-phase emulsion of the present invention can be used as the good O/W/O type multi-phase emulsion of ageing stability and effectively utilized.In addition, because the 1st kind of O/W/O type multi-phase emulsion of the present invention do not contain surfactant in the oil phase outside, effectively utilized so can be used as safe O/W/O type multi-phase emulsion.
The 1st kind of O/W/O type multi-phase emulsion of the present invention for example can be used for emulsion, the basic cosmetics such as cream of preserving moisture, color make-up cosmetics such as foundation cream (foudation), lipstick, hair cosmetic composition, health applies some make up, fragrant cosmetics, pharmaceuticals such as slow-releasing preparation, microcapsule preparation etc.
In addition, the 2nd kind of O/W/O type multi-phase emulsion of the present invention can make in oil phase by the O/W type emulsion dispersion that will contain the oil content more than a kind selected and dissolve in the macromolecule more than a kind of aforementioned oil content and do not contain surfactant from the composition of fatty acid and higher alcohol.
Can use and the 1st kind of identical material of O/W/O type multi-phase emulsion as fatty acid and higher alcohol.
Fatty acid that interior oil phase is contained and higher alcohol are preferably at more than 0.1% of O/W/O type multi-phase emulsion, more preferably more than 2%.Be lower than 0.1% and can not make good emulsion.Because what fatty acid and higher alcohol used is the oil content of using always,, can cooperate according to usability etc. so there is not the special upper limit.
The macromolecule that dissolves in aforementioned oil content that interior oil phase is contained preferably cooperates and is 0.1～10% of O/W/O type multi-phase emulsion, and more preferably 0.2～2%.Be lower than 0.1% insufficiently as the effect of emulsifying agent, the viscosity that surpasses 10% system is too high, and usability is bad, in addition because macromolecule causes wet and slippery sense etc., so not preferred.
As the macromolecule that dissolves in aforementioned oil content, can use and the 1st kind of identical material of O/W/O type multi-phase emulsion.
The macromolecule that dissolves in aforementioned oil content is the chemical compound that is used as emulsifying agent among the present invention.Therefore, contain in the high molecular oil phase that dissolves in aforementioned oil content and there is no need to contain surfactant.
In the 2nd kind of O/W/O type multi-phase emulsion of the present invention,, can contain aforementioned oil content oil content in addition as the composition of oil phase in forming.As the oil content beyond the aforementioned oil content, can be that room temperature is solid-state, the material of pasty state, aqueous Any shape, also can use polar oil, non-polar oil, the silicone oil wet goods of hydro carbons.
The 2nd kind of O/W/O type multi-phase emulsion of the present invention, and then can contain polyhydric alcohol more than the ternary at interior oil phase.Even without cooperating the polyhydric alcohol more than the ternary also can make good emulsion, after forming gel, be dispersed in water, and then can make good O/W type emulsion by oil content and the polyhydric alcohol more than the ternary.Therefore,, particularly cooperate, can make emulsified state and ageing stability better at interior oil phase by cooperating the polyhydric alcohol more than the ternary.
Can enumerate glycerol, Sorbitol etc. as the polyhydric alcohol more than the ternary.As the polyhydric alcohol more than the ternary, can use high molecular body such as polyglycereol etc., first number of alcohol there is not particular restriction.Be lower than ternary alcohol and can not together form gel with oil content.
The polyhydric alcohol that ternary is above preferably cooperates at interior oil phase to be 1～20% of O/W/O type multi-phase emulsion, more preferably cooperates to be 3-15%.Be lower than 1% and can not form gel, surpass 20% usability that viscosity occurs.The above polyhydric alcohol of ternary also can directly add, and also can add its aqueous solution in addition.The concentration of polyatomic alcohol water solution is different by the kind of polyhydric alcohol, does not have particular restriction, is preferably high concentration under possible limit.
In the 2nd kind of O/W/O type multi-phase emulsion of the present invention, can add the macromolecule that is insoluble to oil content to water.Add the macromolecule that is insoluble to oil content to water, can bring into play effect, can make O/W type emulsion-stabilizingization as the water viscosifier.In addition, when preparation O/W/O type multi-phase emulsion, be insoluble to the macromolecule of oil content, can easily be dispersed in the oil phase of O/W type emulsion by interpolation.
As the macromolecule that is insoluble to aforementioned oil content, can use and the 1st kind of identical material of O/W/O type multi-phase emulsion.
Also can emulsifying when not having to cooperate the macromolecule be insoluble to aforementioned oil content, can cooperate for below 10% of O/W/O type multi-phase emulsion, preferably cooperate 0.1%～1%.Be lower than 0.1%, though emulsifying, the dispersibility when making water be dispersed in oil phase reduces, and needs big mixing power.Surpass 10%, viscosity and wet and slippery sense etc. occur, usability is bad.
O/W type emulsion of the present invention, oil-phase component forms uniform solution in for example can heating as required, adds the macromolecule aqueous solution that is insoluble to aforementioned oil content lentamente, stirs and can make with refiner.In addition, when the macromolecule dissolution that dissolves in aforementioned oil contents such as polyvinylpyrrolidone is in oil content, need heat usually, use hexanol etc. for example can make the solvent of the macromolecule dissolution that is dissolved in aforementioned oil contents such as polyvinylpyrrolidone, can make simple to operate.
Among the present invention, the oil phase of O/W type emulsion and the ratio of water do not have particular restriction, are preferably oil phase: water=90～0.1: 10～99.9 (weight ratio), more preferably oil phases: water=80～10: 20～90 (weight ratios).Oil phase is lower than 0.1%, can not make useful O/W/O type multi-phase emulsion in fact, surpasses 90%, can not make stable O/W type multi-phase emulsion.
In the 2nd kind of O/W/O type multi-phase emulsion of the present invention,, can be that room temperature is solid-state as the composition that forms outer oil phase, the material of pasty state, aqueous Any shape, also can use the polar oil of hydro carbons, non-perseverance oil, silicone oil wet goods.
In the 2nd kind of O/W/O type multi-phase emulsion of the present invention, oil phase can contain surfactant outside.Can use sorbitan fatty acid esters such as sorbitan isostearate, sorbitan grease as surfactant; Fatty acid glycerides such as glyceryl stearate; Polyglyceryl fatty acid esters such as two glycerol diisopstearates, polyglycereol five oleates; Sucrose fatty acid ester such as sucrose eruciate, sucrose polyoxyethylene lauryl acid esters etc.
The contained surfactant of outer oil phase can cooperate 0.01～10%, is preferably 0.05～2%.Being lower than 0.01%, can not preparing the w/o type emulsion, surpass 10% usability that viscosity occurs, is not preferred.
In the homogeneous solution of oil-phase component, the limit is stirred the limit with stirring dispersion machine and is slowly added the O/W type emulsion of gained as described above, makes the 2nd kind of O/W/O type multi-phase emulsion of the present invention outside containing.
Among the present invention, the ratio of O/W type emulsion and outer oil phase does not have particular restriction, preferred O/W type emulsion: outer oil phase=50～90: 50～10 (weight ratios), more preferably O/W type emulsion: outer oil phase=60～80: 40～20 (weight ratios), outer oil phase is lower than 10% and is difficult to emulsifying, surpasses 50% emulsion and is difficult to stablize.
In the 2nd kind of O/W/O type multi-phase emulsion of the present invention, except the oil content more than a kind from the composition of fatty acid and higher alcohol, selected, dissolve in the macromolecule more than a kind, the surfactant of aforementioned oil content and be insoluble to the macromolecule of aforementioned oil content, can also cooperate the coloured material etc. of the powder body, ferrum oxide and so on of wetting agent, antibacterial, antiseptic, antioxidant, pH regulator agent, UV absorbent, titanium oxide or zinc oxide and so on.
The 2nd kind of O/W/O type multi-phase emulsion of the present invention can be used as the good O/W/O type multi-phase emulsion of ageing stability and effectively utilized.In addition, usually preparation O/W type emulsion is used a large amount of surfactants, because in of the present invention, do not contain surfactant in the oil phase, so the 2nd kind of O/W/O type multi-phase emulsion of the present invention can effectively be utilized as safe O/W/O type multi-phase emulsion.
Basic cosmetics such as the 2nd kind of O/W/O type multi-phase emulsion of the present invention can be used for emulsion, the cream of preserving moisture, color make-up cosmetics such as foundation cream (foundation), lipstick, hair cosmetic composition, health applies some make up, the fragrance cosmetics, pharmaceuticals such as slow-releasing preparation, microcapsule preparation etc.
The 3rd kind of O/W/O type multi-phase emulsion of the present invention can be by containing the chemical compound of selecting more than a kind from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, the oil content of selecting from the composition of fatty acid and higher alcohol more than a kind and dissolve in the macromolecule more than a kind of aforementioned oil content and do not contain the O/W type emulsion of surfactant is dispersed in and contains aforementioned oil content and dissolve in the macromolecule more than a kind of aforementioned oil content and do not contain in the oil phase of surfactant and make.
In the present invention, because pass through the salting out of inorganic acid salt, acylate, aminoacid and salt thereof, the macromolecule that dissolves in aforementioned oil content can be used as lipophilic emulsifier, so can make the w/o type emulsion.
As inorganic acid salt, acylate, aminoacid and salt thereof, can use and the 1st kind of identical material of O/W/O type emulsion.
Among the present invention, the inorganic acid salt that contains, acylate, aminoacid and salt thereof are preferably 0.1～10% of O/W/O type multi-phase emulsion, and more preferably 0.5～3%.It is not enough to be lower than 0.1% salting out, surpasses 10% and causes instability owing to saltout etc.
As fatty acid and higher alcohol, can use and the 1st kind of identical material of O/W/O type emulsion.
Fatty acid that interior oil phase is contained and higher alcohol are preferably more than 0.1% of O/W/O type multi-phase emulsion, more preferably more than 2%.Be lower than 0.1% and can not obtain good emulsion.Because what fatty acid and higher alcohol used is oil content commonly used,, can wait according to usability to cooperate so there is not the special upper limit.
Can use and the 1st kind of identical material of O/W/O type multi-phase emulsion as the macromolecule that dissolves in aforementioned oil content.
The macromolecule that dissolves in aforementioned oil content that interior oil phase is contained, preferred 0.1～10% of the O/W/O type multi-phase emulsion that cooperates, more preferably 0.2～2%, be lower than 0.2% insufficient as the effect of emulsifying agent, it is too high to surpass 10% system's viscosity, usability is bad, in addition because macromolecule causes wet and slippery sense etc., so not preferred.
The macromolecule that dissolves in aforementioned oil content is the chemical compound that is used as emulsifying agent in the present invention.Therefore, in containing the high molecular oil phase that dissolves in aforementioned oil content, there is no need to contain surfactant.
In the 3rd kind of O/W/O type multi-phase emulsion of the present invention,, can contain aforementioned oil content oil content in addition as the composition of oil phase in forming.As the oil content beyond the aforementioned oil content, can cooperate room temperature is the material of solid shape, pasty state, aqueous Any shape, can use polar oil, non-polar oil, the silicone oil wet goods of hydro carbons.
About the 3rd kind of O/W/O type multi-phase emulsion of the present invention, can add the macromolecule that is insoluble to oil content to aqueous phase.Add the macromolecule that is insoluble to oil content to aqueous phase, can play the effect of water viscosifier, can make O/W type emulsion-stabilizingization.In addition, when preparation O/W/O type emulsion, be insoluble to the macromolecule of oil content, can easily be dispersed in the oil phase of O/W type emulsion by interpolation.
As the macromolecule that is insoluble to aforementioned oil content, can use and the 1st kind of identical material of O/W/O type multi-phase emulsion.
Also can emulsifying when not having to cooperate the macromolecule be insoluble to aforementioned oil content, can cooperate below 10% of O/W/O type emulsion, preferably cooperate 0.1～1%.Be lower than 0.1%, though emulsifying, the dispersibility when water is dispersed in oil phase is low, needs big mixing power.Surpass 10%, viscosity and wet and slippery sense etc. occur, usability is bad.
The 3rd kind of O/W/O type multi-phase emulsion of the present invention, and then can contain polyhydric alcohol more than the ternary at interior oil phase.Even without cooperating the polyhydric alcohol more than the ternary also can make good emulsion, after forming gel, be dispersed in water, and then can make good O/W type emulsion by oil content and the polyhydric alcohol more than the ternary.Therefore,, particularly cooperate, can make emulsified state and ageing stability better at interior water by cooperating the polyhydric alcohol more than the ternary.
As the polyhydric alcohol more than the ternary, can use and the 2nd kind of identical material of O/W/O type multi-phase emulsion.
The above polyhydric alcohol of ternary can cooperate at interior water and accounts for 1～20% of O/W/O type multi-phase emulsion, more preferably cooperates 3～15%.Be lower than 1% and can not form gel, surpass 20% usability that viscosity occurs.Also can directly add the above polyhydric alcohol of ternary, also can add its aqueous solution in addition.The concentration of polyatomic alcohol water solution is different by the kind of polyhydric alcohol, does not have particular restriction, is preferably high concentration in possible limit.
Among the present invention, O/W type emulsion for example can heat interior oil-phase component and homogenize as required, add the macromolecule aqueous solution that is insoluble to aforementioned oil content lentamente, after the reuse refiner stirs, add the aqueous solution contain the chemical compound of from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, selecting more than a kind, make it homogenize and make.When preparation O/W type emulsion or any stage after the preparation can add inorganic acid salt, acylate, aminoacid and salt thereof.When the macromolecule dissolution that dissolves in aforementioned oil contents such as polyvinylpyrrolidone is in oil content, need heat usually, use ethanol etc. for example can make the solvent of the macromolecule dissolution that is dissolved in aforementioned oil contents such as polyvinylpyrrolidone, can make simple to operate.
Among the present invention, the oil phase of O/W type emulsion and the ratio of water do not have particular restriction, are preferably oil phase: water=90～0.1: 10～99.9 (weight ratio), more preferably oil phases: water=80～10: 20～90 (weight ratios).Oil phase is lower than 0.1%, can not make useful O/W/O type multi-phase emulsion in fact, surpasses 90%, can not make stable O/W type multi-phase emulsion.
In the outer oil phase of the 3rd kind of O/W/O type multi-phase emulsion of the present invention, contain by oil content of selecting in the forming of fatty acid and higher alcohol more than a kind and the macromolecule more than a kind that dissolves in aforementioned oil content.
As the contained oil content of from the composition of fatty acid and higher alcohol, selecting more than a kind of outer oil phase, can use and the fatty acid and the identical oil content of higher alcohol that can be included in interior oil phase.
Fatty acid that outer oil phase is contained and higher alcohol are preferably more than 0.1% of O/W/O type multi-phase emulsion, more preferably more than 2%.Be lower than 0.1%, can not make good emulsion.Because what fatty acid and higher alcohol used is the oil content of using always,, can wait according to usability to cooperate so there is not the special upper limit.
As the contained macromolecule more than a kind that dissolves in aforementioned oil content of outer oil phase, can use and the identical material of the macromolecule that dissolves in aforementioned oil content that can be included in interior oil phase.
Be included in the macromolecule that dissolves in aforementioned oil content of outer oil phase, the preferred cooperation is 0.1～10% of O/W/O type multi-phase emulsion, more preferably 0.2～2%.Be lower than 0.1%, insufficient as the effect of emulsifying agent, surpass 10%, the viscosity of system is too high, and usability is bad, and perhaps macromolecule causes wet and slippery sense etc., is not preferred.
In the 3rd kind of O/W/O type multi-phase emulsion of the present invention,, can contain aforementioned oil content oil content in addition as the composition that forms outer oil phase.As the composition beyond the aforementioned oil content, can cooperate that room temperature is solid-state, the material of pasty state, aqueous Any shape, also can use polar oil, non-polar oil, the silicone oil wet goods of hydro carbons.
The 3rd kind of O/W/O type multi-phase emulsion of the present invention can contain aforementioned oil content and dissolve in the macromolecule of aforementioned oil content and do not contain the homogeneous solution (oil phase) of surfactant by stirring with the stirring dispersion machine limit, and the limit is added the O/W type emulsion of gained as described above lentamente and made.
When the macromolecule dissolution that dissolves in aforementioned oil contents such as polyvinylpyrrolidone is in oil content, need heat usually, for example use ethanol etc. can make the solvent of the macromolecule dissolution that is dissolved in oil contents such as polyvinylpyrrolidone, can make simple to operate.
Among the present invention, the ratio of w/o type emulsion and outer oil phase does not have particular restriction, preferred O/W type emulsion: outer oil phase=50～90: 50～10 (weight ratios), more preferably O/W type emulsion: outer oil phase=60～80: 40～20 (weight ratios).Outer oil phase is lower than 10% and is difficult to emulsifying, surpasses 50% and makes emulsion be difficult to stablize.
In the 3rd kind of O/W/O type multi-phase emulsion of the present invention, remove the chemical compound of from the composition of inorganic acid salt, acylate, aminoacid and salt thereof, selecting more than a kind, the oil content of selecting in the composition of fatty acid and higher alcohol more than a kind, dissolve in the macromolecule more than a kind of aforementioned oil content, surfactant is insoluble to outside the macromolecule of aforementioned oil content, can also cooperate the coloured material etc. of the powder body, ferrum oxide and so on of wetting agent, antibacterial, antiseptic, antioxidant, pH regulator agent, UV absorbent, titanium oxide or zinc oxide and so on.
The 3rd kind of O/W/O type multi-phase emulsion of the present invention can effectively utilize as the good O/W/O type multi-phase emulsion of ageing stability.In addition, because do not have surfactant in interior oil phase and the outer oil phase, effectively utilized so can be used as safe O/W/O type multi-phase emulsion.
The 3rd kind of O/W/O type multi-phase emulsion of the present invention for example can be used for basic cosmetics such as emulsion, the cream of preserving moisture, color make-up cosmetics such as foundation cream (foundation), lipstick, hair cosmetic composition, health applies some make up, the fragrance cosmetics, pharmaceuticals such as slow-releasing preparation, microcapsule preparation etc.
Below, the present invention will be described in detail with embodiment.
Embodiment 1～7 and comparative example 1～2
Table 1, A mutually in, isostearic acid, tricaprylin, liquid paraffin, cyclic polysiloxanes and dimethicone are equivalent to oil content, polyvinylpyrrolidone is equivalent to dissolve in the macromolecule of oil content, the POE sorbitan stearate is equivalent to surfactant, glycerol is equivalent to polyhydric alcohol, and ethanol is equivalent to the solvent of polyethylene dissolving ketopyrrolidine.B mutually in, carboxymethyl cellulose is equivalent to be insoluble to the macromolecule of oil content.C mutually in, sodium sulfate is equivalent to inorganic acid salt.D mutually in, isostearic acid, tricaprylin, liquid paraffin, cyclic polysiloxanes and dimethicone are equivalent to oil content, polyvinylpyrrolidone is equivalent to dissolve in the macromolecule of oil content, two glycerol diisopstearates are equivalent to surfactant, and ethanol is equivalent to the solvent of polyethylene dissolving ketopyrrolidine.It is 50000 that polyvinylpyrrolidone uses weight average molecular weight.
Cooperation shown in the table 1 is formed in (weight), A phase constituent except that glycerol is heated to 70 ℃ as required, after the homogenize, add glycerol, glycerol is disperseed, add the B phase identical lentamente with the A temperature with refiner, after the reuse refiner stirs, add the C phase, stir with hands and make homogenize, make O/W type emulsion.Heat the D phase as required, after the homogenize, the limit is stirred the limit with stirring dispersion machine (stirring dispersion machine of Tokushu Kika Kogyo K.K's system) and is added aforesaid O/W type emulsion lentamente, makes O/W/O type multi-phase emulsion.
The stability of the O/W/O type multi-phase emulsion of preparation is estimated according to following evaluation methodology and evaluation criterion.
＜method for estimating stability 〉
With the O/W/O type multi-phase emulsion of preparation 50 ℃ placed for 2 weeks after, use microscopic examination.
＜estimation of stability standard 〉
Zero: emulsified particle does not merge, identical with firm preparation.
△: the multi-phase emulsion state, but emulsified particle merges.
*: not the multi-phase emulsion state.
| Embodiment | Comparative example | ||||||
| 1 | 2 | 3 | 4 | 5 | 1 | 2 | |
| A phase isostearic acid tricaprylin atoleine cyclic polysiloxanes (5 times of bodies) dimethicone (100cs) polyvinylpyrrolidone ethanol POE (20) sorbitan stearate glycerine | 2 2 2 0.5 0.5 5 | 2 2 2 0.5 0.5 5 | 2 2 2 1 5 | 2 2 2 0.5 0.5 5 | 2 2 2 0.5 0.5 5 | 2 2 2 1 5 | 2 2 2 5 |
| B phase water carboxymethyl cellulose | 39.9 0.1 | 39.9 01. | 39.9 0.1 | 39.9 0.1 | 29.9 0.1 | 29.9 0.1 | 40.7 0.3 |
| C phase water sodium sulphate | 30 1 | 30 1 | 30 1 | 30 1 | 25 1 | 25 1 | 30 1 |
| D phase isostearic acid three caprylin atoleine cyclic polysiloxanes (5 times of bodies) dimethicone (100cs) polyvinylpyrrolidone ethanol two isostearic acids two glyceride | 5 5 5 1 1 | 5 5 5 1 1 | 5 5 5 1 1 | 5 5 5 2 | 10 10 10 1 1 | 10 10 10 2 | 5 5 5 1 1 |
| Stability | ○ | ○ | ○ | ○ | ○ | × | × |
O/W/O type multi-phase emulsion of the present invention is the good O/W/O type emulsification composition of stability, safety and usability that does not contain the O/W/O type multi-phase emulsion of surfactant or do not contain surfactant.Basic cosmetics such as O/W/O type multi-phase emulsion of the present invention can be used for emulsion, the cream of preserving moisture, color make-up cosmetics such as foundation cream (foundation), lipstick, hair cosmetic composition, health apply some make up, fragrant cosmetics, pharmaceuticals such as slow-releasing preparation, preparation microcapsule etc.
Claims (3)
1. O/W/O type multi-phase emulsion, 0.1～10 weight % by will containing (a) O/W/O type multi-phase emulsion at aqueous phase from inorganic acid salt, acylate, the O/W type emulsion dispersion of the chemical compound of selecting in the composition of aminoacid and salt thereof more than a kind more than the 0.1 weight % that contains (b) O/W/O type multi-phase emulsion from carbon number more than 6 fatty acid and the composition of higher alcohol the oil content more than a kind selected, and the weight average molecular weight that is selected from of 0.1～10 weight % of O/W/O type multi-phase emulsion is 1000～1500000 polyvinylpyrrolidone, weight average molecular weight is to make in the macromolecule more than a kind that dissolves in aforementioned oil content of vinylpyrrolidone/vinyl acetate co-polymer of 1000～1500000 and the oil phase that does not contain surfactant, the oil phase of above-mentioned O/W type emulsion and the ratio of water are oil phase: water=90～0.1: 10～99.9 weight ratios, the ratio of O/W type emulsion and outer oil phase is an O/W type emulsion: outer oil phase=50～90: 50～10 weight ratios.
2. O/W/O type multi-phase emulsion, 0.1 weight % by will containing (c) O/W/O type multi-phase emulsion above from carbon number more than 6 fatty acid and the composition of the higher alcohol of carbon number more than 6 oil content more than a kind selected, and the weight average molecular weight that is selected from of 0.1～10 weight % of O/W/O type multi-phase emulsion is 1000～1500000 polyvinylpyrrolidone, weight average molecular weight is that the macromolecule more than a kind that dissolves in aforementioned oil content of vinylpyrrolidone/vinyl acetate co-polymer of 1000～1500000 and the O/W type emulsion dispersion that does not contain surfactant make in (d) oil phase, the oil phase of above-mentioned O/W type emulsion and the ratio of water are oil phase: water=90～0.1: 10～99.9 weight ratios, the ratio of O/W type emulsion and outer oil phase is an O/W type emulsion: outer oil phase=50～90: 50～10 weight ratios.
3. O/W/O type multi-phase emulsion, it is characterized in that, to contain (e) O/W/O type multi-phase emulsion 0.1～10 weight % from inorganic acid salt, acylate, the chemical compound of selecting in the composition of aminoacid and salt thereof more than a kind, 0.1 weight % of O/W/O type multi-phase emulsion above from carbon number more than 6 fatty acid and the composition of the higher alcohol of carbon number more than 6 oil content more than a kind selected, and the weight average molecular weight that is selected from of 0.1～10 weight % of O/W/O type multi-phase emulsion is 1000～1500000 polyvinylpyrrolidone, weight average molecular weight be the high molecular O/W type emulsion dispersion more than a kind that dissolves in aforementioned oil content of vinylpyrrolidone/vinyl acetate co-polymer of 1000～1500000 more than the 0.1 weight % that contains (f) O/W/O type multi-phase emulsion aforementioned oil content and the high molecular oil phase more than a kind that dissolves in aforementioned oil content of 0.1～10 weight % of O/W/O type multi-phase emulsion in make, and do not contain surfactant, the oil phase of above-mentioned O/W type emulsion and the ratio of water are oil phase: water=90～0.1: 10～99.9 weight ratios, the ratio of O/W type emulsion and outer oil phase is an O/W type emulsion: outer oil phase=50～90: 50～10 weight ratios.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002092983A JP3860769B2 (en) | 2002-03-28 | 2002-03-28 | O / W / O type multi-phase emulsion |
| JP092983/2002 | 2002-03-28 |
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| Publication Number | Publication Date |
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| CN1448121A CN1448121A (en) | 2003-10-15 |
| CN1208041C true CN1208041C (en) | 2005-06-29 |
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| CNB031033563A Expired - Fee Related CN1208041C (en) | 2002-03-28 | 2003-01-24 | O/W/O type polyphase emulsion |
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| JP (1) | JP3860769B2 (en) |
| KR (1) | KR20030078631A (en) |
| CN (1) | CN1208041C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8685455B2 (en) | 2005-03-31 | 2014-04-01 | Suntory Holdings Limited | Oil-in-water emulsions containing lignan-class compounds and compositions containing the same |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103040633B (en) * | 2013-01-05 | 2016-05-25 | 拉芳家化股份有限公司 | A kind of silicone oil bag oil-in-water multi-phase emulsion and preparation method |
| CN105963148A (en) * | 2016-07-08 | 2016-09-28 | 广州卡迪莲化妆品有限公司 | Lip make-up product |
-
2002
- 2002-03-28 JP JP2002092983A patent/JP3860769B2/en not_active Expired - Lifetime
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2003
- 2003-01-10 KR KR10-2003-0001621A patent/KR20030078631A/en not_active Application Discontinuation
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8685455B2 (en) | 2005-03-31 | 2014-04-01 | Suntory Holdings Limited | Oil-in-water emulsions containing lignan-class compounds and compositions containing the same |
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| Publication number | Publication date |
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| JP2003286127A (en) | 2003-10-07 |
| KR20030078631A (en) | 2003-10-08 |
| JP3860769B2 (en) | 2006-12-20 |
| CN1448121A (en) | 2003-10-15 |
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