CN1265923A - 基于甘油脂肪酸酯的毫微乳液及其应用 - Google Patents
基于甘油脂肪酸酯的毫微乳液及其应用 Download PDFInfo
- Publication number
- CN1265923A CN1265923A CN99126428A CN99126428A CN1265923A CN 1265923 A CN1265923 A CN 1265923A CN 99126428 A CN99126428 A CN 99126428A CN 99126428 A CN99126428 A CN 99126428A CN 1265923 A CN1265923 A CN 1265923A
- Authority
- CN
- China
- Prior art keywords
- millimicro emulsion
- emulsion
- oil
- millimicro
- weight
- 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.)
- Granted
Links
- 239000007908 nanoemulsion Substances 0.000 title abstract 3
- 125000005456 glyceride group Chemical group 0.000 title 1
- 239000000839 emulsion Substances 0.000 claims abstract description 104
- 239000003921 oil Substances 0.000 claims abstract description 62
- 239000012071 phase Substances 0.000 claims abstract description 26
- 239000004094 surface-active agent Substances 0.000 claims abstract description 23
- -1 glycerol fatty ester Chemical class 0.000 claims abstract description 18
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims abstract description 15
- 239000002537 cosmetic Substances 0.000 claims abstract description 9
- 239000007787 solid Substances 0.000 claims abstract description 7
- 239000008346 aqueous phase Substances 0.000 claims abstract description 5
- 235000019198 oils Nutrition 0.000 claims description 58
- 125000000217 alkyl group Chemical group 0.000 claims description 20
- 239000000203 mixture Substances 0.000 claims description 19
- 229910052799 carbon Inorganic materials 0.000 claims description 16
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 150000002632 lipids Chemical class 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 12
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 10
- 229930195729 fatty acid Natural products 0.000 claims description 10
- 239000000194 fatty acid Substances 0.000 claims description 10
- 210000004761 scalp Anatomy 0.000 claims description 9
- 239000000654 additive Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 230000000996 additive effect Effects 0.000 claims description 7
- 150000002500 ions Chemical class 0.000 claims description 7
- 230000000474 nursing effect Effects 0.000 claims description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 150000001450 anions Chemical class 0.000 claims description 6
- 230000003796 beauty Effects 0.000 claims description 6
- 210000004877 mucosa Anatomy 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 6
- 229910019142 PO4 Inorganic materials 0.000 claims description 5
- 239000002245 particle Substances 0.000 claims description 5
- 239000010452 phosphate Substances 0.000 claims description 5
- 229920002545 silicone oil Polymers 0.000 claims description 5
- 239000008194 pharmaceutical composition Substances 0.000 claims description 4
- 206010013786 Dry skin Diseases 0.000 claims description 3
- 239000010775 animal oil Substances 0.000 claims description 3
- 230000037336 dry skin Effects 0.000 claims description 3
- 239000002480 mineral oil Substances 0.000 claims description 3
- 235000010446 mineral oil Nutrition 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 230000000699 topical effect Effects 0.000 claims description 3
- 235000015112 vegetable and seed oil Nutrition 0.000 claims description 3
- 239000008158 vegetable oil Substances 0.000 claims description 3
- BHYOQNUELFTYRT-UHFFFAOYSA-N Cholesterol sulfate Natural products C1C=C2CC(OS(O)(=O)=O)CCC2(C)C2C1C1CCC(C(C)CCCC(C)C)C1(C)CC2 BHYOQNUELFTYRT-UHFFFAOYSA-N 0.000 claims description 2
- AVTXVDFKYBVTKR-DPAQBDIFSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] dihydrogen phosphate Chemical compound C1C=C2C[C@@H](OP(O)(O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 AVTXVDFKYBVTKR-DPAQBDIFSA-N 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims description 2
- 150000001340 alkali metals Chemical class 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000001720 carbohydrates Chemical class 0.000 claims description 2
- BHYOQNUELFTYRT-DPAQBDIFSA-N cholesterol sulfate Chemical compound C1C=C2C[C@@H](OS(O)(=O)=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 BHYOQNUELFTYRT-DPAQBDIFSA-N 0.000 claims description 2
- 239000004519 grease Substances 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 2
- 238000000926 separation method Methods 0.000 claims description 2
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 claims 1
- 230000002500 effect on skin Effects 0.000 claims 1
- 150000002334 glycols Chemical class 0.000 claims 1
- 239000008217 ophthalmic excipient Substances 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 238000003860 storage Methods 0.000 abstract description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 125000001931 aliphatic group Chemical group 0.000 description 4
- 238000005660 chlorination reaction Methods 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000004530 micro-emulsion Substances 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- UKMSUNONTOPOIO-UHFFFAOYSA-N Behenic acid Natural products CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- WODOUQLMOIMKAL-FJSYBICCSA-L disodium;(2s)-2-(octadecanoylamino)pentanedioate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC([O-])=O WODOUQLMOIMKAL-FJSYBICCSA-L 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000000693 micelle Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 2
- 241001597008 Nomeidae Species 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 210000001508 eye Anatomy 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003349 gelling agent Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 229920001206 natural gum Polymers 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 239000003760 tallow Substances 0.000 description 2
- DUXYWXYOBMKGIN-UHFFFAOYSA-N trimyristin Chemical compound CCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCC DUXYWXYOBMKGIN-UHFFFAOYSA-N 0.000 description 2
- NIONDZDPPYHYKY-SNAWJCMRSA-N (2E)-hexenoic acid Chemical compound CCC\C=C\C(O)=O NIONDZDPPYHYKY-SNAWJCMRSA-N 0.000 description 1
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- 229940058015 1,3-butylene glycol Drugs 0.000 description 1
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical class CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 1
- OWEGMIWEEQEYGQ-UHFFFAOYSA-N 100676-05-9 Natural products OC1C(O)C(O)C(CO)OC1OCC1C(O)C(O)C(O)C(OC2C(OC(O)C(O)C2O)CO)O1 OWEGMIWEEQEYGQ-UHFFFAOYSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose 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](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 241000195493 Cryptophyta Species 0.000 description 1
- SNPLKNRPJHDVJA-ZETCQYMHSA-N D-panthenol Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCCO SNPLKNRPJHDVJA-ZETCQYMHSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 229930091371 Fructose Natural products 0.000 description 1
- 239000005715 Fructose Substances 0.000 description 1
- RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
- 208000010412 Glaucoma Diseases 0.000 description 1
- 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 1
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 1
- HEFNNWSXXWATRW-UHFFFAOYSA-N Ibuprofen Chemical compound CC(C)CC1=CC=C(C(C)C(O)=O)C=C1 HEFNNWSXXWATRW-UHFFFAOYSA-N 0.000 description 1
- 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 1
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- GUBGYTABKSRVRQ-PICCSMPSSA-N Maltose Natural products O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@@H](CO)OC(O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-PICCSMPSSA-N 0.000 description 1
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 1
- 235000008673 Persea americana Nutrition 0.000 description 1
- 240000002426 Persea americana var. drymifolia Species 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 241000221095 Simmondsia Species 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 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 1
- 229930006000 Sucrose Natural products 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- MKUXAQIIEYXACX-UHFFFAOYSA-N aciclovir Chemical compound N1C(N)=NC(=O)C2=C1N(COCCO)C=N2 MKUXAQIIEYXACX-UHFFFAOYSA-N 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 125000002877 alkyl aryl group Chemical group 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- 125000005211 alkyl trimethyl ammonium group Chemical group 0.000 description 1
- 125000001118 alkylidene group Chemical group 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 239000000043 antiallergic agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 230000003078 antioxidant effect Effects 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 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 1
- GUBGYTABKSRVRQ-QUYVBRFLSA-N beta-maltose Chemical compound OC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O)[C@H](O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@@H]1O GUBGYTABKSRVRQ-QUYVBRFLSA-N 0.000 description 1
- 229960004324 betaxolol Drugs 0.000 description 1
- CHDPSNLJFOQTRK-UHFFFAOYSA-N betaxolol hydrochloride Chemical compound [Cl-].C1=CC(OCC(O)C[NH2+]C(C)C)=CC=C1CCOCC1CC1 CHDPSNLJFOQTRK-UHFFFAOYSA-N 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000019437 butane-1,3-diol Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- RLGQACBPNDBWTB-UHFFFAOYSA-N cetyltrimethylammonium ion Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)C RLGQACBPNDBWTB-UHFFFAOYSA-N 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- CRMOQBWCUTZBKJ-UHFFFAOYSA-N chloromethyl-methyl-dioctadecylazanium Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(CCl)CCCCCCCCCCCCCCCCCC CRMOQBWCUTZBKJ-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 239000004064 cosurfactant Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- DCOPUUMXTXDBNB-UHFFFAOYSA-N diclofenac Chemical compound OC(=O)CC1=CC=CC=C1NC1=C(Cl)C=CC=C1Cl DCOPUUMXTXDBNB-UHFFFAOYSA-N 0.000 description 1
- 229960001259 diclofenac Drugs 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 235000013922 glutamic acid Nutrition 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229960001680 ibuprofen Drugs 0.000 description 1
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 1
- 229960000905 indomethacin Drugs 0.000 description 1
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 1
- 229940119170 jojoba wax Drugs 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000007764 o/w emulsion Substances 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 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 1
- UWJJYHHHVWZFEP-UHFFFAOYSA-N pentane-1,1-diol Chemical compound CCCCC(O)O UWJJYHHHVWZFEP-UHFFFAOYSA-N 0.000 description 1
- 150000003904 phospholipids Chemical class 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- KGMXPXPXPAAUMD-UHFFFAOYSA-N propane;dihydrochloride Chemical compound Cl.Cl.CCC KGMXPXPXPAAUMD-UHFFFAOYSA-N 0.000 description 1
- 238000012797 qualification Methods 0.000 description 1
- 210000003491 skin Anatomy 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229940084106 spermaceti Drugs 0.000 description 1
- 239000012177 spermaceti Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 230000002269 spontaneous effect Effects 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
-
- 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
-
- 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
- A61K8/062—Oil-in-water emulsions
-
- 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
- A61K9/1075—Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers
-
- 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
- A61Q19/007—Preparations for dry skin
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B82—NANOTECHNOLOGY
- B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- B82Y5/00—Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K23/00—Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
- C09K23/34—Higher-molecular-weight carboxylic acid esters
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/21—Emulsions characterized by droplet sizes below 1 micron
-
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
-
- 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
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0048—Eye, e.g. artificial tears
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Dispersion Chemistry (AREA)
- Molecular Biology (AREA)
- Pharmacology & Pharmacy (AREA)
- Nanotechnology (AREA)
- Biophysics (AREA)
- Medicinal Chemistry (AREA)
- Birds (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Medical Informatics (AREA)
- Crystallography & Structural Chemistry (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Inorganic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
一种油滴平均粒度小于100nm的毫微乳液,其含有一种当温度低于或等于45℃时为固体的选自甘油酯的表面活性剂和至少一种分子量大于400的油,油相含量与表面活性剂含量的重量比为2—10。所用表面活性剂如说明书中所述。所得乳液透明且储存稳定。在保持良好透明度和美容特性的同时,该乳液中可含有大量的油。本发明还涉及该毫微乳液在化妆品、皮肤学和眼科领域的应用。
Description
本发明涉及一种毫微乳液,该毫微乳液基于一种在温度低于或等于45℃时为固体的选自甘油脂肪酸酯的表面活性剂和至少一种分子量大于400的油,油相含量与表面活性剂含量的重量比为2-10。
本发明还涉及一种制备上述毫微乳液的方法及其在化妆品、皮肤学和/或眼科领域中的应用。该毫微乳液对储存稳定并且可以含有大量的油,同时保持良好的透明度和美容特性。
毫微乳液是水包油乳状液,其油滴具有极细的粒度,也就是说,数均粒度小于100nm。通常是在表面活性剂的存在下将存在于水相中的油相机械破裂来制备。对于毫微乳液,具体需要经过高压匀化器处理至少一次才能获得粒度极小的油滴。小粒度的油滴赋予毫微乳液区别于常规乳液的优越美容性质:透明并具有新质地。它们还可有效地容纳活性成分。
透明微乳液为所属技术领域所公知。与毫微乳液相反,微(滴)乳液严格来说不是乳液;它们是胶束被油溶胀的透明溶液,其中的油一般是链长很短的油(例如己烷或癸烷),并且依赖同时存在的大量可形成胶束的表面活性剂和辅助表面活性剂来达到增溶。溶胀胶束的粒度很小,这是由于少量可增溶的油的缘故。胶束粒度极小是毫微乳液透明的原因。但是,与毫微乳液相反,微乳液可在组分混合时自发形成,除了简单的磁搅拌之外无需提供其他机械能。微乳液的主要缺点是其表面活性剂的比例高,以致用户难以忍受,并且在涂敷于皮肤上时产生粘着感。此外,其制剂范围一般很窄,而且它们对温度的稳定性很有限。
此外,已知在现有毫微乳液中含有由磷脂、水和油组成的两性脂质相。这些乳液的缺点表现在对常规储存温度(即0-45℃)储存不稳定。它们为黄色组合物并且散发出酸败气味,并在储存若干天后将更加严重。
已知可利用由亲水性表面活性剂和亲脂性表面活性剂的组合物制成的层状液晶涂层使毫微乳液稳定化。但是,这些组合物却难以制备。而且,所得毫微乳液表现出蜡质和成膜感,用户对此极感不适。
此外,文献EP-A-728,460公开了基于液态非离子两性脂质的毫微乳液。然而,这种毫微乳液的缺点表现在,当被涂敷于皮肤上时有粘着感。
所以需要使毫微乳液既不具有现有毫微乳液的缺点,又不出现上述微乳液的缺陷。
如今,本申请公司意外地发现,采用当温度低于或等于45℃时为固体的表面活性剂以及至少一种分子量大于400(=400克/摩尔)的油可以制得新的毫微乳液,所述表面活性剂选自甘油脂肪酸酯,新的毫微乳液具有现有毫微乳液的全部优点并且克服了它们的缺点。
本发明的一个主题是一种含有分散在水相中的油相并且油滴数均粒度小于100nm的毫微乳液,其特征在于该毫微乳液含有一种当温度低于或等于45℃时为固体的选自甘油脂肪酸酯的表面活性剂和至少一种分子量大于400的油,其特征还在于,油相含量与表面活性剂含量的重量比例为2-10。
本发明所述的毫微乳液一般具有透明至蓝色的外观。对于其透明度,在600nm下测出的透光系数为10-90%,或用Hach Model 2100P便携式浊度计测出的浊度为60-600NTU,优选70-300NTU。
本发明毫微乳液的油滴的数均粒度小于100nm,优选为20-75nm,更优选40-60nm。减小油滴粒度能够促进活性成分渗透到皮肤表层中(载体作用)。
可用于本发明毫微乳液的、当温度低于或等于45℃时为固体的表面活性剂是甘油脂肪酸酯,这意味着本发明的毫微乳液只含有选自这些酯的表面活性剂,而不含有除甘油脂肪酸酯以外的其他任何表面活性剂。
可以在本发明毫微乳液中作为表面活性剂的甘油脂肪酸酯在低于或等于45℃的温度下为固体,并且,具体可选自由至少一种含有16-22个碳原子的饱和直链烷基链的酸与1-10个甘油单元形成的酯类化合物。本发明毫微乳液中可以采用一种或多种上述甘油脂肪酸酯。
上述酯具体可选自硬脂酸酯、山萮酸酯、花生酸酯、棕榈酸酯及其混合物。优选硬脂酸酯和棕榈酸酯。
作为可用于本发明毫微乳液的表面活性剂,值得提及的例子是:十甘油的单硬脂酸酯、二硬脂酸酯、三硬脂酸酯和五硬脂酸酯(CTFA名称:聚甘油基(Polyglyceryl)-10硬脂酸酯,聚甘油基-10二硬脂酸酯,聚甘油基-10三硬脂酸酯,聚甘油基-10五硬脂酸酯),例如Nikko公司分别按商品名Nikkol Decaglyn 1-S、2-S、3-S和5-S出售的产品;二甘油单硬脂酸酯(CTFA名称:聚甘油基-2硬脂酸酯),例如Nikko公司以商品名Nikkol DGMS出售的产品。
在本发明毫微乳液中,所述表面活性剂的用量可例如是0.2-15%(重量),优选1-8%(重量),以毫微乳液的总重量计。
油相含量对表面活性剂含量的重量比例是2-10,并优选3-6。术语“油相含量”应理解为油相组分的总量,其中不包括表面活性剂的量。
本发明的毫微乳液含有至少一种分子量大于400的油。分子量大于400的油选自动物油或植物油,矿物油,合成油和硅油,及其混合物。此类油中值得提及的例子是:棕榈酸异鲸蜡酯、硬脂酸异鲸蜡酯、鳄梨油或西蒙得木油。
此外,所述油相可任选地含有其它油类,特别是分子量小于400的油类。这些油也可以选自动物油或植物油、矿物油、合成油和硅油。作为分子量小于400的油,值得提及的例子是:异十二烷、异十六烷、挥发性硅油、肉豆蔻酸异丙酯、棕榈酸异丙酯或C11-C13异链烷烃。
所述油相除了上述油类以外还可以含有脂肪物质,例如脂肪醇,如硬脂醇、鲸蜡醇和山萮醇;脂肪酸,如硬脂酸、棕榈酸和山萮酸;氟化油类,蜡,树胶及其混合物。
本发明的毫微乳液含有占毫微乳液总重量2-40%(重量)的油相,更优选5-30%(重量)。分子量大于400的油在油相中的优选比例为至少为40%(重量)。
根据本发明的具体实施方案,本发明的毫微乳液还另外含有一种或多种离子两性脂质。
适用于本发明毫微乳液的离子两性脂质优选自阴离子两性脂质、阳离子两性脂质和烷基磺酸衍生物。
阴离子两性脂质更优选自:
-碱性联十六烷基和联十四烷基磷酸盐;
-碱性胆甾醇硫酸盐;
-碱性胆甾醇磷酸盐;
-脂酰氨基酸及其盐,例如酰基谷氨酸一钠盐和二钠盐,如由Ajinomoto公司以商品名称酰基谷氨酸盐HS21出售的N-硬脂酰基-L-谷氨酸二钠盐;
-磷脂酸钠盐;
-磷脂。
所述烷基磺酸衍生物更优选自下式(I)所示的烷基磺酸衍生物:
其中R代表含有16-22个碳原子的烷基基团,具体如C16H33和C18H37,该烷基可取混合烷基或独立烷基,并且M为碱金属,例如钠。
所述阳离子两性脂质更优选自:季铵盐、脂肪胺及其盐。
所述季铵盐可例如是:
-那些如通式(II)所示的季铵盐:
其中R1-R4基团可以相同或不同,代表含有1-30个碳原子的直链或支链脂族基,或芳香基团,如芳基或烷芳基。脂族基团可以含有杂原子,具体如氧、氮、硫或卤素。脂族基团例如可选自:烷基、烷氧基、聚氧化(C2-C6)亚烷基、烷基酰氨基、(C12-C22)烷基酰氨基(C2-C6)烷基、乙酸(C12-C22)烷基酯或含有约1-30个碳原子的羟烷基;X是阴离子,选自卤素阴离子、磷酸根、乙酸根、乳酸根、(C2-C6)烷基硫酸根、或烷基或烷芳基磺酸根。另一方面,作为式(II)的季铵盐,还优选四烷基氯化铵类化合物,例如氯化二烷基二甲基铵或氯化烷基三甲基铵,其中所述烷基含有约12-22个碳原子,具体如氯化山萮基三甲基铵、氯化二硬脂基二甲基铵、氯化鲸蜡基三甲基铵和氯化苄基二甲基硬脂基铵,或,氯化硬脂基酰氨丙基二甲基(乙酸肉豆蔻酯)铵(由Van Dyk公司以商品名称《Ceraphyl 70》出售)。
-咪唑啉鎓季铵盐,例如是那些如下式(III)所示的咪唑啉鎓季铵盐:
其中R5代表含有8-30个碳原子的链烯基或烷基,例如衍生自牛油脂肪酸的基团;R6代表氢原子、含有1-4个碳原子的烷基或含有8-30个碳原子的链烯基或烷基;R7代表含有1-4个碳原子的烷基;R8代表氢原子或含有1-4个碳原子的烷基;和X是阴离子,选自卤素阴离子、磷酸根、乙酸根、乳酸根、烷基硫酸根、或烷基或烷芳基磺酸根。优选R5和R6代表含有12-21个碳原子的链烯基或烷基的混合物,例如衍生自牛油脂肪酸的基团;优选R7代表甲基并且R8代表氢。这种产品可例如是Rewo公司以商品名《Rewoquat W 75》出售的产品。
-如下式(IV)所示的季二铵盐:
其中R9代表含有约16-30个碳原子的脂族基团;R10、R11、R12、R13和R14选自氢或含有1-4个碳原子的烷基;和X是阴离子,选自卤素阴离子、乙酸根、磷酸根、硝酸根和甲基硫酸根。
所述季二铵盐具体包括二氯化丙烷牛油二铵。
根据本发明的一个优选实施方案,使用脂酰氨基酸作为离子两性脂质。
可以将所述离子两性脂质引入毫微乳液两相中的一个相内。当它们存在于本发明毫微乳液中时,优选其浓度是毫微乳液总重量的0.01-5%(重量),更优选0.25-1%(重量)。
本发明所述的乳液可以含有用于改进制剂透明度的添加剂。
这些添加剂优选选自:
-含有1-8个碳原子,优选2-6个碳原子的低级醇,如乙醇;
-二醇类化合物,例如甘油、丙二醇、1,3-丁二醇、一缩二丙二醇、戊二醇、异戊二烯二醇,和含有4-16个,优选8-12个环氧乙烷单元的聚乙二醇;
-糖类,例如葡萄糖、果糖、麦芽糖、乳糖或蔗糖。
上述添加剂也可以作为混合物使用。当本发明毫微乳液含有上述添加剂时,优选所用添加剂的浓度是毫微乳液总重量的0.01-3%(重量),更优选是毫微乳液总重量的5-20%(重量)。优选上述醇类和/或糖类的用量是毫微乳液总重量的5-20%(重量),并且优选二醇(类)的用量是毫微乳液总重量的5-15%(重量)。
此外,上述醇类化合物的用量大于或等于15%(重量)时可得到无防腐剂乳液。
可将定义如上的毫微乳液应用于对此类组合物有效的任何领域。它们可以组成具体的局部用组合物,特别是化妆品或皮肤用组合物。也可以将其用作眼科赋形剂。此外,在制药领域,它们可以构成经口服、非肠道或透皮给药的药物组合物。
因此,本发明的另一个主题是一种局部用组合物,其特征在于含有如上定义的毫微乳液。
一种局部或药用组合物,其中含有生理可接受介质,也就是与皮肤、粘膜、头皮、眼睛和/或头发相容的介质。
本发明的又一个主题是一种眼科赋形剂,其特征在于含有如上定义的毫微乳液。
本发明的另一个主题是一种药物组合物,其特征在于含有如上定义的毫微乳液。
本发明所述的毫微乳液可以含有具有美容、皮肤或眼科作用的水溶性或脂溶性活性成分。脂溶性活性成分存在于乳液的油滴内,而水溶性活性成分存在于乳液的水相中。值得提及的活性成分例如是:维生素,如维生素E及其衍生物,具体如其酯类化合物;维生素原,如泛醇;湿润剂和防晒剂。
作为眼用活性成分,值得提及的例如是:青光眼治疗药,如倍他洛尔;抗生素,如无环鸟苷;抗变态反应药;抗炎药,如布洛芬及其盐,双氯芬酸及其盐,或消炎痛;或抗病毒药。
本发明的毫微乳液可以以洗液、浆液、霜剂、奶液或花露水形式提供,并且含有常用于化妆品、皮肤用和眼科领域的辅料,例如胶凝剂、防腐剂、抗氧剂和香料。它们还可以是洗眼液形式,尤其是用于眼科应用。
在所用胶凝剂中值得提及的是纤维素衍生物、藻类衍生物,天然树胶及合成聚合物,例如羧乙烯酸的聚合物和共聚物,如Goodrich公司以商品名Carbopol出售的那些产品。
本发明的另一个主题是一种制备如上定义的毫微乳液的方法,该方法包括,在10-80℃的温度下经剧烈搅拌将水相和油相混合,然后在6×107Pa-18×107Pa(高压匀化器)的适当压力下将上述化合物匀化。优选的剪切为2×106s-1-5×108s-1,更优选1×108s-1-3×108s-1(s-1代表秒-1)。
可将本发明的毫微乳液用于例如皮肤、面部和/或头皮的护理、处理或化妆。
所以,本发明的另一个主题是如上定义的毫微乳液在用于护理、处理和/或化妆皮肤、面部和/或头皮中的美容用途。
此外,也可以用本发明的毫微乳液护理和/或处理头发。它可以将油沉积在头发上,从而赋予后者光泽并对美发更耐受,且没有使头发稀少。作为预处理,所述毫微乳液能够改进染色或长效卷发的效果。
所以,本发明的另一个主题是如上定义的毫微乳液在头发护理和/或处理中的美容用途。
本发明的毫微乳液尤其可使皮肤、粘膜和/或头皮更湿润,并且更适合用来处理干性皮肤。
因此,本发明的另一个主题是一种护理和/或润湿皮肤、粘膜和/或头皮的美容方法,其特征在于将如上定义的毫微乳液涂敷在皮肤、粘膜和/或头皮上。
本发明还涉及本发明的毫微乳液在制造用于处理干性皮肤的皮肤用组合物中的应用。
最后,本发明还涉及本发明的毫微乳液在制造眼用组合物中的应用。
下列实施例可以使本发明更易于理解,但是它们不起限定作用。所示的量为重量百分数。
实施例1:流体卸妆剂
油相
-Nikkol Decaglyn 3-S(Nikko公司) 4.5%
-N-硬脂酰基-L-谷氨酸二钠盐
(Ajinomoto公司出售的酰基谷氨酸盐HS21) 0.5%
-硬脂酸异鲸蜡酯(分子量=508) 10%
-肉豆蔻酸异丙酯(分子量=270) 5%水相-甘油 5%-一缩二丙二醇 10%-水 65%得到一种透明的毫微乳液,液滴粒度为50nm,浊度为176 NTU。实施例2:保湿流体油相-Nikkol Decaglyn 2-S(Nikko公司) 4%-N-硬脂酰基-L-谷氨酸二钠盐(Ajinomoto公司出售的酰基谷氨酸盐HS21) 0.5%-霍霍巴油(分子量,900级) 9%-挥发性硅油 6%-硬脂酸异鲸蜡酯(分子量=508) 9%水相-甘油 5%-一缩二丙二醇 10%-水 55%得到一种透明的毫微乳液,液滴粒度为52nm,浊度为230 NTU。
Claims (27)
1.含有分散在水相中的油相并且油滴数均粒度小于100nm的毫微乳液,其特征在于该毫微乳液含有一种当温度低于或等于45℃时为固体的选自甘油脂肪酸酯的表面活性剂和至少一种分子量大于400的油,其特征在于,油相含量与表面活性剂含量的重量比例为2-10。
2.权利要求1所述的毫微乳液,其特征在于该毫微乳液的浊度为60-600NTU。
3.权利要求1或2所述的毫微乳液,其特征在于所述表面活性剂的量是该毫微乳液总重量的0.2-15%(重量),并且优选1-8%(重量)。
4.上述权利要求任一项所述的毫微乳液,其特征在于油相含量和表面活性剂含量的重量比例为3-6。
5.上述权利要求任一项所述的毫微乳液,其特征在于油滴的平均粒度为20-75nm。
6.上述权利要求任一项所述的毫微乳液,其特征在于所述表面活性剂选自由至少一种含有16-22个碳原子的饱和或不饱和、直链或支链烷基链的酸与1-10个甘油单元形成的酯。
7.上述权利要求任一项所述的毫微乳液,其特征在于所述表面活性剂选自十甘油的单硬脂酸酯、二硬脂酸酯、三硬脂酸酯和五硬脂酸酯以及双甘油单硬脂酸酯。
8.上述权利要求任一项所述的毫微乳液,其特征在于所述的分子量大于400的油选自动物油或植物油,矿物油,合成油和硅油,及其混合物。
9.上述权利要求任一项所述的毫微乳液,其特征在于所述油相还含有至少一种分子量小于400的油。
10.上述权利要求任一项所述的毫微乳液,其特征在于所述油相含有至少占所述油相总重量40%(重量)的分子量大于400的油。
11.上述权利要求任一项所述的毫微乳液,其特征在于油相的含量是该毫微乳液总重量的2-40%(重量)。
12.上述权利要求任一项所述的毫微乳液,其特征在于该毫微乳液中还含有至少一种离子两性脂质,所述脂质选自阴离子两性脂质、阳离子两性脂质和烷基磺酸衍生物。
14.权利要求12或13所述的毫微乳液,其特征在于离子两性脂质的量是毫微乳液总重量的0.01-5%(重量)。
15.上述权利要求任一项所述的毫微乳液,其特征在于其含有能够改进透明度的添加剂,所述添加剂选自低级醇类、二醇类、糖类及其混合物。
16.前述权利要求所述的毫微乳液,其特征在于所述添加剂的浓度是毫微乳液总重量的5-20%(重量)。
17.上述权利要求任一项所述的毫微乳液,其特征在于其含有美容、皮肤用或眼科用活性成分。
18.局部用组合物,其特征在于其含有权利要求1-17任一项所述的毫微乳液。
19.眼科用赋形剂,其特征在于其含有权利要求1-17任一项所述的毫微乳液。
20.药物组合物,其特征在于其含有权利要求1-17任一项所述的毫微乳液。
21.权利要求1-17任一项所述的毫微乳液在皮肤、面部和/或头皮的护理、处理和/或化妆中的美容用途。
22.权利要求1-17任一项所述的毫微乳液在护理和/或处理头发中的美容用途。
23.一种护理和/或湿润皮肤、粘膜和/或头皮的美容方法,其特征在于将权利要求1-17任一项所述的毫微乳液涂敷在皮肤、粘膜和/或头皮上。
24.权利要求1-17任一项所述的毫微乳液在制造用于处理干性皮肤的皮肤组合物中的应用。
25.权利要求1-17任一项所述的毫微乳液在制造眼用组合物中的应用。
26.一种制备权利要求1-17任一项所述的毫微乳液的方法,该方法包括,在10-80℃的环境温度下经剧烈搅拌将水相和油相混合,然后在6×107Pa-18×107Pa的压力下将上述化合物匀化。
27.前述权利要求所述的方法,其特征在于所述剪切为2×106s-1-5×108s-1。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR98/15950 | 1998-12-17 | ||
FR9815950A FR2787326B1 (fr) | 1998-12-17 | 1998-12-17 | Nanoemulsion a base d'esters gras de glycerol, et ses utilisations dans les domaines cosmetique, dermatologique et/ou ophtalmologique |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1265923A true CN1265923A (zh) | 2000-09-13 |
CN1155365C CN1155365C (zh) | 2004-06-30 |
Family
ID=9534090
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB991264282A Expired - Fee Related CN1155365C (zh) | 1998-12-17 | 1999-12-16 | 基于甘油脂肪酸酯的毫微乳液及其应用 |
Country Status (11)
Country | Link |
---|---|
US (1) | US6541018B1 (zh) |
EP (1) | EP1010416B2 (zh) |
JP (1) | JP3618613B2 (zh) |
KR (1) | KR100358548B1 (zh) |
CN (1) | CN1155365C (zh) |
AT (1) | ATE206300T1 (zh) |
BR (1) | BR9907333A (zh) |
CA (1) | CA2292797C (zh) |
DE (1) | DE69900328T3 (zh) |
ES (1) | ES2167993T3 (zh) |
FR (1) | FR2787326B1 (zh) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107485602A (zh) * | 2009-12-03 | 2017-12-19 | 爱尔康研究有限公司 | 眼用乳剂 |
Families Citing this family (59)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2787027B1 (fr) * | 1998-12-14 | 2001-01-12 | Oreal | Nanoemulsion a base d'esters gras de sucre ou d'ethers gras de sucre et ses utilisations dans les domaines cosmetique, dermatologique et/ou ophtalmologique |
JP2001303020A (ja) * | 2000-04-24 | 2001-10-31 | Sunstar Inc | 透明液状組成物 |
JP4780836B2 (ja) * | 2001-01-17 | 2011-09-28 | 株式会社ノエビア | 水中油型皮膚用乳化化粧料 |
KR100465977B1 (ko) * | 2002-01-05 | 2005-01-13 | 주식회사 태평양 | 나노유화기술에 의한 화합물 k를 함유하는 미세 유화 입자 및 이를 사용한 피부 외용제 조성물 |
US7182950B2 (en) * | 2002-06-12 | 2007-02-27 | Nutralease Ltd. | Nano-sized self-assembled liquid dilutable vehicles |
US7775704B2 (en) * | 2003-03-21 | 2010-08-17 | Kemira Oyj | Device and method for continuously producing emulsions or dispersions |
EP1707256B1 (de) | 2003-03-21 | 2016-10-19 | Kemira Oyj | Vorrichtung und Verfahren zur kontinuierlichen Herstellung von Emulsionen oder Dispersionen |
US7252830B2 (en) * | 2003-10-06 | 2007-08-07 | The Gillette Company | Moisturizing compositions |
PE20050596A1 (es) * | 2003-12-19 | 2005-10-18 | Novartis Ag | Microemulsion que comprende un inhibidor renina |
FR2881955B1 (fr) | 2005-02-11 | 2007-05-11 | Oreal | Nanoemulsion cosmetique contenant un compose d'uree hydroxyle |
CA2600054A1 (en) * | 2005-03-09 | 2006-09-21 | Combe Incorporated | Stable mixed emulsions |
FR2885797B1 (fr) * | 2005-05-17 | 2007-07-27 | Oreal | Particules d'huile gelifiee comportant au moins un filtre solaire hydrophobe |
US20060263438A1 (en) * | 2005-05-17 | 2006-11-23 | L'oreal | Gelled oil particles for targeting sebaceous glands and/or hair follicles |
FR2885808B1 (fr) | 2005-05-19 | 2007-07-06 | Oreal | Vectorisation de dsrna par des particules cationiques et utilisation topique. |
TWI402034B (zh) * | 2005-07-28 | 2013-07-21 | Dow Agrosciences Llc | 具有被層狀液晶覆膜包覆之油球之水包油乳化劑之農用組成物 |
CA2600288A1 (en) * | 2005-09-19 | 2007-04-12 | Combe Incorporated | Stable emulsion systems with high salt tolerance |
US20080119433A1 (en) * | 2006-07-06 | 2008-05-22 | Aaron Thomas Tabor | Compositions and Methods for Genetic Modification of Cells Having Cosmetic Function to Enhance Cosmetic Appearance |
US20090098077A1 (en) * | 2007-10-15 | 2009-04-16 | Kpss-Kao Professional Salon Services Gmbh | Two-Phase Composition for Improving Curl Retention |
WO2008102065A1 (fr) * | 2007-02-14 | 2008-08-28 | Commissariat A L'energie Atomique | Emulsions fluorescentes pour l'imagerie optique |
EP2017009B1 (en) * | 2007-07-20 | 2013-07-03 | Clariant (Brazil) S.A. | Reverse iron ore flotation by collectors in aqueous nanoemulsion |
FR2924020B1 (fr) * | 2007-11-26 | 2009-11-20 | Oreal | Emulsion cosmetique ou dermatologique a base d'ethers gras ethoxyles, d'esters gras ethoxyles et/ou d'esters gras de glycerol et de filtres uv organiques lipophiles;procede de fabrication et utilisations |
WO2009078245A1 (ja) * | 2007-12-19 | 2009-06-25 | Foodtech Trading Co., Ltd. | 透明乳化組成物およびそれを含有する化粧品、食品 |
EP2252145B1 (en) * | 2008-02-04 | 2016-04-06 | Dow AgroSciences LLC | Stabilized oil-in-water emulsions including agriculturally active ingredients |
DK2271212T3 (en) * | 2008-03-07 | 2017-12-04 | Dow Agrosciences Llc | STABILIZED OIL-IN-WATER EMULSIONS CONTAINING AGRICULTURALLY ACTIVE INGREDIENTS |
EP2276341A1 (en) * | 2008-03-07 | 2011-01-26 | Dow AgroSciences LLC | Stabilized oil-in-water emulsions including meptyl dinocap |
PT2273872E (pt) * | 2008-03-07 | 2015-12-09 | Dow Agrosciences Llc | Emulsões óleo-em-água estabilizadas incluindo ingredientes agricolamente activos |
FR2934955B1 (fr) | 2008-08-14 | 2011-07-08 | Commissariat Energie Atomique | Encapsulation d'agents therapeutiques lipophiles ou amphiphiles dans des nanoemulsions |
FR2934954B1 (fr) | 2008-08-14 | 2011-07-22 | Commissariat Energie Atomique | Emulsion fluorescente de vert d'indocyanine |
FR2934953B1 (fr) | 2008-08-14 | 2011-01-21 | Commissariat Energie Atomique | Nanoemulsions de nanocristaux |
FR2938191B1 (fr) | 2008-11-07 | 2011-01-14 | Oreal | Emulsion huile-dans-eau contenant un polymere amphiphile et un elastomere silicone |
JP5715962B2 (ja) | 2009-01-30 | 2015-05-13 | バイヤースドルフ・アクチエンゲゼルシヤフトBeiersdorf Aktiengesellschaft | コラーゲン、キトサン、グリコシルアミノグリカンおよび細胞増殖促進ペプチドおよび/または細胞複合体よりなる、化粧品または皮膚科学的調製物 |
CN102438580B (zh) | 2009-02-06 | 2015-06-17 | 加利福尼亚大学董事会 | 钙结合剂诱导毛发生长和/或甲生长 |
CN102471769A (zh) | 2009-07-17 | 2012-05-23 | 亚伦·T.·塔波尔 | 用于具有美容功能的细胞的遗传修饰以提高美容外观的方法和组合物 |
US20110229516A1 (en) * | 2010-03-18 | 2011-09-22 | The Clorox Company | Adjuvant phase inversion concentrated nanoemulsion compositions |
DE102010021688A1 (de) | 2010-05-27 | 2011-12-01 | Qineva Gmbh & Co. Kg | Verfahren zur Herstellung eines micellaren Wirkstoffkonzentrats |
DE102010056192A1 (de) | 2010-12-28 | 2012-06-28 | Gabriele Blume | Kolloidales Trägersystem mit penetrierenden Eigenschaften zum Einschließen lipophiler Wirkstoffe und Öle für die topische Anwendung |
BR112013017674B8 (pt) | 2011-01-14 | 2022-06-28 | Dow Agrosciences Llc | Composição em emulsão óleo-em-água apresentando pelo menos um composto agricolamente ativo, e método para tratamento de uma planta |
DE102011077042A1 (de) * | 2011-06-07 | 2012-12-13 | Beiersdorf Ag | Haarkosmetische Zubereitungen umfassend Polyglyceryl-10-stearat |
DE102011077031A1 (de) * | 2011-06-07 | 2012-12-13 | Beiersdorf Ag | Fettalkohol-freie kosmetische oder dermatologische Emulsionszubereitungen |
WO2013142370A1 (en) | 2012-03-19 | 2013-09-26 | Varghese John | APP SPECIFIC BACE INHIBITORS (ASBIs) AND USES THEREOF |
FR2998793B1 (fr) | 2012-11-30 | 2014-11-28 | Oreal | Composition cosmetique sous forme d'emulsion huile-dans-eau |
US20140371283A1 (en) | 2013-02-12 | 2014-12-18 | Buck Institute For Research On Aging | Hydantoins that modulate bace-mediated app processing |
FR3015870B1 (fr) | 2013-12-27 | 2016-02-05 | Oreal | Dispositif pour le maquillage par transfert des matieres keratiniques. |
EP3441060B1 (en) * | 2016-04-08 | 2023-06-14 | LG Household & Health Care Ltd. | Nano-emulsion cosmetic composition in which high content oils are stabilized |
CA3019865C (en) | 2016-04-21 | 2024-03-19 | Unilever Plc | Process for producing small droplet emulsions at low pressure |
US11744783B2 (en) | 2016-04-21 | 2023-09-05 | Conopco, Inc. | Nanoemulsions comprising fatty acid and n-acyl derivatives of amino acid salt |
US11186622B2 (en) | 2017-01-05 | 2021-11-30 | The Regents Of The University Of California | PAC1 receptor agonists (MAXCAPS) and uses thereof |
EP3579813B1 (en) | 2017-02-08 | 2020-03-25 | Unilever PLC | Novel nanoemulsions comprising glycerol in aqueous phase |
JP7198552B2 (ja) | 2017-04-20 | 2023-01-04 | ユニリーバー・アイピー・ホールディングス・ベスローテン・ヴェンノーツハップ | 水相に脂肪酸スルホアルキルエステルおよび/または脂肪酸スルホアルキルアミドを含むナノエマルジョン |
US11414450B1 (en) | 2017-08-28 | 2022-08-16 | Revagenix, Inc. | Aminoglycosides and uses thereof |
KR20190053763A (ko) | 2017-11-10 | 2019-05-20 | (주)아모레퍼시픽 | 바이겔 타입의 화장료 조성물 |
WO2019194858A1 (en) | 2018-04-03 | 2019-10-10 | Achaogen, Inc. | Modular synthesis of aminoglycosides |
US11013715B2 (en) * | 2018-07-19 | 2021-05-25 | Vertosa, Inc. | Nanoemulsion hydrophobic substances |
KR102185823B1 (ko) * | 2019-01-10 | 2020-12-02 | 이주완 | 나노에멀젼 화장료 조성물 및 이의 제조방법 |
EP3914245A4 (en) | 2019-01-22 | 2022-08-24 | Aeovian Pharmaceuticals, Inc. | MTORC MODULATORS AND THEIR USES |
US11198831B2 (en) | 2019-01-31 | 2021-12-14 | Kvi Llc | Lubricant for a device |
FR3094219B1 (fr) * | 2019-03-28 | 2021-04-09 | Oreal | Nanoémulsions huile-dans-eau comprenant un tensioactif non-ionique et un tensioactif ionique |
WO2023166488A1 (en) | 2022-03-04 | 2023-09-07 | Revagenix, Inc. | Broad spectrum aminoglycosides and uses thereof |
CN115501138B (zh) * | 2022-09-20 | 2023-10-27 | 陕西慧康生物科技有限责任公司 | 仿生胎脂组合物、制备方法及应用 |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS54134793A (en) † | 1978-04-12 | 1979-10-19 | Sumitomo Chem Co Ltd | Preparation of vinyl chloride resin |
EP0041703B1 (en) † | 1980-06-05 | 1985-05-08 | Sumitomo Naugatuck Co., Ltd. | Process for preparing copolymers |
DE3421468A1 (de) * | 1984-06-08 | 1985-12-19 | Dr. Rentschler Arzneimittel Gmbh & Co, 7958 Laupheim | Lipidnanopellets als traegersystem fuer arzneimittel zur peroralen anwendung |
IE60024B1 (en) † | 1987-02-03 | 1994-05-18 | Stiefel Laboratories Ltd | Microemulsions |
CH677886A5 (zh) † | 1989-06-26 | 1991-07-15 | Hans Georg Prof Dr Weder | |
JP2785981B2 (ja) * | 1989-11-20 | 1998-08-13 | 株式会社資生堂 | 乳化組成物 |
DE4039063A1 (de) † | 1990-12-07 | 1992-06-11 | Wella Ag | Haarkurmittel in form einer mikroemulsion |
DE69328368T2 (de) † | 1992-08-28 | 2000-08-10 | Pharmos Corp., New York | Emulsionen im submikron-bereich als vehikel zur arzneistoffverabreichung am auge |
AU6712394A (en) † | 1993-04-23 | 1994-11-21 | Croda, Inc. | Microemulsified hair treatment products and methods of making same |
US5576016A (en) * | 1993-05-18 | 1996-11-19 | Pharmos Corporation | Solid fat nanoemulsions as drug delivery vehicles |
FR2709666B1 (fr) † | 1993-09-07 | 1995-10-13 | Oreal | Composition cosmétique ou dermatologique constituée d'une émulsion huile dans eau à base de globules huileux pourvus d'un enrobage cristal liquide lamellaire. |
ES2094688B1 (es) † | 1994-08-08 | 1997-08-01 | Cusi Lab | Manoemulsion del tipo de aceite en agua, util como vehiculo oftalmico y procedimiento para su preparacion. |
FR2725369B1 (fr) † | 1994-10-07 | 1997-01-03 | Oreal | Composition cosmetique ou dermatologique constituee d'une emulsion huile dans eau a base de globules huileux pourvus d'un enrobage cristal liquide lamellaire |
FR2730932B1 (fr) * | 1995-02-27 | 1997-04-04 | Oreal | Nanoemulsion transparente a base de lipides amphiphiles non-ioniques fluides et utilisation en cosmetique ou en dermopharmacie |
DE19509079A1 (de) † | 1995-03-15 | 1996-09-19 | Beiersdorf Ag | Kosmetische oder dermatologische Mikroemulsionen |
AU6614296A (en) † | 1995-07-22 | 1997-02-18 | Ciba Specialty Chemicals Holding Inc. | Sunscreen compositions |
JP3489703B2 (ja) † | 1995-10-23 | 2004-01-26 | 株式会社ノエビア | 微細エマルション組成物 |
FR2741263B1 (fr) † | 1995-11-22 | 1997-12-26 | Oreal | Composition comprenant une dispersion aqueuse de vesicules lipidiques encapsulant un filtre uv a fonction acide et utilisations en application topique |
US5766575A (en) † | 1996-06-14 | 1998-06-16 | Chesebrough-Pond's Usa Co., Division Of Conopco, Inc. | Method and composition for skin lightening |
ES2256868T3 (es) † | 1996-07-25 | 2006-07-16 | Beiersdorf Aktiengesellschaft | Preparado para el cuidado del cabello en forma de microemulsion transparente o translucida del tipo aceite-en-agua. |
DE19641672A1 (de) † | 1996-10-10 | 1998-04-16 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen auf der Basis von ethylenoxidfreien und propylenoxidfreien Emulgatoren zur Herstellung von Mikroemulsionsgelen |
WO1998047464A1 (en) † | 1997-04-18 | 1998-10-29 | Avon Products, Inc. | Water-thin emulsion formed by high pressure homogenization process |
-
1998
- 1998-12-17 FR FR9815950A patent/FR2787326B1/fr not_active Expired - Lifetime
-
1999
- 1999-11-23 EP EP99402915.5A patent/EP1010416B2/fr not_active Expired - Lifetime
- 1999-11-23 ES ES99402915T patent/ES2167993T3/es not_active Expired - Lifetime
- 1999-11-23 DE DE69900328.8T patent/DE69900328T3/de not_active Expired - Lifetime
- 1999-11-23 AT AT99402915T patent/ATE206300T1/de not_active IP Right Cessation
- 1999-12-08 BR BR9907333-1A patent/BR9907333A/pt not_active IP Right Cessation
- 1999-12-13 KR KR1019990057231A patent/KR100358548B1/ko not_active IP Right Cessation
- 1999-12-13 JP JP35375299A patent/JP3618613B2/ja not_active Expired - Fee Related
- 1999-12-16 US US09/461,753 patent/US6541018B1/en not_active Expired - Lifetime
- 1999-12-16 CA CA002292797A patent/CA2292797C/fr not_active Expired - Fee Related
- 1999-12-16 CN CNB991264282A patent/CN1155365C/zh not_active Expired - Fee Related
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN107485602A (zh) * | 2009-12-03 | 2017-12-19 | 爱尔康研究有限公司 | 眼用乳剂 |
Also Published As
Publication number | Publication date |
---|---|
US6541018B1 (en) | 2003-04-01 |
DE69900328T3 (de) | 2016-11-03 |
BR9907333A (pt) | 2001-02-06 |
CA2292797C (fr) | 2003-04-15 |
ATE206300T1 (de) | 2001-10-15 |
FR2787326B1 (fr) | 2001-01-26 |
FR2787326A1 (fr) | 2000-06-23 |
EP1010416B1 (fr) | 2001-10-04 |
EP1010416B2 (fr) | 2015-02-11 |
DE69900328T2 (de) | 2002-04-25 |
CN1155365C (zh) | 2004-06-30 |
ES2167993T3 (es) | 2002-05-16 |
JP3618613B2 (ja) | 2005-02-09 |
EP1010416A1 (fr) | 2000-06-21 |
CA2292797A1 (fr) | 2000-06-17 |
DE69900328D1 (de) | 2001-11-08 |
KR100358548B1 (ko) | 2002-10-25 |
JP2000178132A (ja) | 2000-06-27 |
KR20000048108A (ko) | 2000-07-25 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CN1155365C (zh) | 基于甘油脂肪酸酯的毫微乳液及其应用 | |
CN1119984C (zh) | 基于脱水山梨糖醇脂肪酸酯的毫微乳液及其应用 | |
CN1130195C (zh) | 基于乙氧化脂肪醚或乙氧化脂肪酯的毫微乳及其用途 | |
EP1018363B1 (fr) | Nanoémulsion à base de copolymères blocs d'oxyde d'éthylène et d'oxde de propylène, et ses utilisations dans les domaines cosmétique, dermatologique et/ou phtalmologique | |
EP1010413B1 (fr) | Nanoémulsion à base d'esters gras de sucre ou d'éthers gras de sucre et ses utilisations dans les domaines cosmétique, dermatologique et/ou ophtalmologique | |
EP1020219B1 (fr) | Nanoémulsion à base de citrates d'alkylether et ses utilisations dans les domaines cosmétique, dermatologique, pharmaceutique et/ou ophtalmologique | |
EP1010414B1 (fr) | Nanoémulsion à base d'esters mixtes d'acide gras ou d'alcool gras, d'acide carboxylique et de glycéryle, et ses utilisations dans les domaines cosmétiques, dermatologiques et/ou ophtalmologiques | |
CN1138519C (zh) | 含烷氧基化烯基或葡糖烷氧基化烯基琥珀酸盐的纳米乳化体及在美容和/或药学中的用途 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
C10 | Entry into substantive examination | ||
SE01 | Entry into force of request for substantive examination | ||
C06 | Publication | ||
PB01 | Publication | ||
C14 | Grant of patent or utility model | ||
GR01 | Patent grant | ||
C19 | Lapse of patent right due to non-payment of the annual fee | ||
CF01 | Termination of patent right due to non-payment of annual fee |