JP6531514B2 - Emulsified composition - Google Patents
Emulsified composition Download PDFInfo
- Publication number
- JP6531514B2 JP6531514B2 JP2015125545A JP2015125545A JP6531514B2 JP 6531514 B2 JP6531514 B2 JP 6531514B2 JP 2015125545 A JP2015125545 A JP 2015125545A JP 2015125545 A JP2015125545 A JP 2015125545A JP 6531514 B2 JP6531514 B2 JP 6531514B2
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- JP
- Japan
- Prior art keywords
- emulsion composition
- mel
- mass
- water
- component
- 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.)
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- 239000000203 mixture Substances 0.000 title claims description 102
- 239000000839 emulsion Substances 0.000 claims description 71
- -1 mannosyl erythritol lipid Chemical class 0.000 claims description 36
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 36
- 239000003876 biosurfactant Substances 0.000 claims description 30
- LPLVUJXQOOQHMX-QWBHMCJMSA-N glycyrrhizinic acid Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@@H]1C([C@H]2[C@]([C@@H]3[C@@]([C@@]4(CC[C@@]5(C)CC[C@@](C)(C[C@H]5C4=CC3=O)C(O)=O)C)(C)CC2)(C)CC1)(C)C)C(O)=O)[C@@H]1O[C@H](C(O)=O)[C@@H](O)[C@H](O)[C@H]1O LPLVUJXQOOQHMX-QWBHMCJMSA-N 0.000 claims description 20
- 229940074774 glycyrrhizinate Drugs 0.000 claims description 18
- 150000005846 sugar alcohols Polymers 0.000 claims description 16
- 150000001875 compounds Chemical class 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 12
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 11
- 238000003756 stirring Methods 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 7
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 6
- 239000000600 sorbitol Substances 0.000 claims description 6
- 229930195725 Mannitol Natural products 0.000 claims description 5
- JVWLUVNSQYXYBE-UHFFFAOYSA-N Ribitol Natural products OCC(C)C(O)C(O)CO JVWLUVNSQYXYBE-UHFFFAOYSA-N 0.000 claims description 5
- 238000013329 compounding Methods 0.000 claims description 5
- 238000007865 diluting Methods 0.000 claims description 5
- 239000000594 mannitol Substances 0.000 claims description 5
- 235000010355 mannitol Nutrition 0.000 claims description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 30
- 125000001424 substituent group Chemical group 0.000 description 25
- 239000003921 oil Substances 0.000 description 24
- 235000019198 oils Nutrition 0.000 description 24
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 20
- 239000002537 cosmetic Substances 0.000 description 20
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 12
- 125000002252 acyl group Chemical group 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 10
- 239000000194 fatty acid Substances 0.000 description 10
- 229930195729 fatty acid Natural products 0.000 description 10
- 150000004665 fatty acids Chemical class 0.000 description 10
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 125000001931 aliphatic group Chemical group 0.000 description 8
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 8
- 239000003995 emulsifying agent Substances 0.000 description 7
- 230000003020 moisturizing effect Effects 0.000 description 7
- 229920001296 polysiloxane Polymers 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000010790 dilution Methods 0.000 description 6
- 239000012895 dilution Substances 0.000 description 6
- 238000004945 emulsification Methods 0.000 description 6
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 description 6
- 239000000499 gel Substances 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 244000005700 microbiome Species 0.000 description 5
- 239000004006 olive oil Substances 0.000 description 5
- 235000008390 olive oil Nutrition 0.000 description 5
- 229960002920 sorbitol Drugs 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000004094 surface-active agent Substances 0.000 description 5
- 150000004670 unsaturated fatty acids Chemical group 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 239000004166 Lanolin Substances 0.000 description 4
- 230000003712 anti-aging effect Effects 0.000 description 4
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 230000001804 emulsifying effect Effects 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 229940039717 lanolin Drugs 0.000 description 4
- 235000019388 lanolin Nutrition 0.000 description 4
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 4
- 229930014626 natural product Natural products 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000011218 seed culture Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 229940032094 squalane Drugs 0.000 description 4
- 239000007218 ym medium Substances 0.000 description 4
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 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 3
- 239000004386 Erythritol Substances 0.000 description 3
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 description 3
- BIVBRWYINDPWKA-VLQRKCJKSA-L Glycyrrhizinate dipotassium Chemical compound [K+].[K+].O([C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@@H]1O[C@H]1CC[C@]2(C)[C@H]3C(=O)C=C4[C@@H]5C[C@](C)(CC[C@@]5(CC[C@@]4(C)[C@]3(C)CC[C@H]2C1(C)C)C)C(O)=O)C([O-])=O)[C@@H]1O[C@H](C([O-])=O)[C@@H](O)[C@H](O)[C@H]1O BIVBRWYINDPWKA-VLQRKCJKSA-L 0.000 description 3
- 229920002907 Guar gum Polymers 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 229920002125 Sokalan® Polymers 0.000 description 3
- 230000003213 activating effect Effects 0.000 description 3
- 150000004347 all-trans-retinol derivatives Chemical class 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000006071 cream Substances 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- 229940101029 dipotassium glycyrrhizinate Drugs 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 235000019414 erythritol Nutrition 0.000 description 3
- 229940009714 erythritol Drugs 0.000 description 3
- 230000006870 function Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 description 3
- 235000010417 guar gum Nutrition 0.000 description 3
- 239000000665 guar gum Substances 0.000 description 3
- 229960002154 guar gum Drugs 0.000 description 3
- 230000003779 hair growth Effects 0.000 description 3
- 150000002430 hydrocarbons Chemical group 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 3
- GHOKWGTUZJEAQD-ZETCQYMHSA-N (D)-(+)-Pantothenic acid Chemical compound OCC(C)(C)[C@@H](O)C(=O)NCCC(O)=O GHOKWGTUZJEAQD-ZETCQYMHSA-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
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- CYDQOEWLBCCFJZ-UHFFFAOYSA-N 4-(4-fluorophenyl)oxane-4-carboxylic acid Chemical compound C=1C=C(F)C=CC=1C1(C(=O)O)CCOCC1 CYDQOEWLBCCFJZ-UHFFFAOYSA-N 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- 239000005632 Capric acid (CAS 334-48-5) Substances 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 229920002101 Chitin Polymers 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- HEBKCHPVOIAQTA-QWWZWVQMSA-N D-arabinitol Chemical compound OC[C@@H](O)C(O)[C@H](O)CO HEBKCHPVOIAQTA-QWWZWVQMSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 229940053200 antiepileptics fatty acid derivative Drugs 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 239000004359 castor oil Substances 0.000 description 2
- 235000019438 castor oil Nutrition 0.000 description 2
- 239000003240 coconut oil Substances 0.000 description 2
- 235000019864 coconut oil Nutrition 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 238000010828 elution Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 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 2
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 229940119170 jojoba wax Drugs 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 125000000311 mannosyl group Chemical group C1([C@@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 239000003002 pH adjusting agent Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 230000002335 preservative effect Effects 0.000 description 2
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical compound CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 description 2
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 2
- LXNHXLLTXMVWPM-UHFFFAOYSA-N pyridoxine Chemical compound CC1=NC=C(CO)C(CO)=C1O LXNHXLLTXMVWPM-UHFFFAOYSA-N 0.000 description 2
- MMXZSJMASHPLLR-UHFFFAOYSA-N pyrroloquinoline quinone Chemical compound C12=C(C(O)=O)C=C(C(O)=O)N=C2C(=O)C(=O)C2=C1NC(C(=O)O)=C2 MMXZSJMASHPLLR-UHFFFAOYSA-N 0.000 description 2
- HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000001338 self-assembly Methods 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
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- LNAZSHAWQACDHT-XIYTZBAFSA-N (2r,3r,4s,5r,6s)-4,5-dimethoxy-2-(methoxymethyl)-3-[(2s,3r,4s,5r,6r)-3,4,5-trimethoxy-6-(methoxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6r)-4,5,6-trimethoxy-2-(methoxymethyl)oxan-3-yl]oxyoxane Chemical compound CO[C@@H]1[C@@H](OC)[C@H](OC)[C@@H](COC)O[C@H]1O[C@H]1[C@H](OC)[C@@H](OC)[C@H](O[C@H]2[C@@H]([C@@H](OC)[C@H](OC)O[C@@H]2COC)OC)O[C@@H]1COC LNAZSHAWQACDHT-XIYTZBAFSA-N 0.000 description 1
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
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- XFOQWQKDSMIPHT-UHFFFAOYSA-N 2,3-dichloro-6-(trifluoromethyl)pyridine Chemical compound FC(F)(F)C1=CC=C(Cl)C(Cl)=N1 XFOQWQKDSMIPHT-UHFFFAOYSA-N 0.000 description 1
- NCLNAHJFXIKYBY-UHFFFAOYSA-N 2-hexyldecyl 16-methylheptadecanoate Chemical compound CCCCCCCCC(CCCCCC)COC(=O)CCCCCCCCCCCCCCC(C)C NCLNAHJFXIKYBY-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
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- NCZPCONIKBICGS-UHFFFAOYSA-N 3-(2-ethylhexoxy)propane-1,2-diol Chemical compound CCCCC(CC)COCC(O)CO NCZPCONIKBICGS-UHFFFAOYSA-N 0.000 description 1
- IHXWECHPYNPJRR-UHFFFAOYSA-N 3-hydroxycyclobut-2-en-1-one Chemical compound OC1=CC(=O)C1 IHXWECHPYNPJRR-UHFFFAOYSA-N 0.000 description 1
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Description
本発明は、糖型バイオサーファクタント化合物を含有する乳化組成物に関する。 The present invention relates to an emulsion composition containing a glycobiosurfactant compound.
皮膚の保湿機能は、細胞間脂質が水分と結合することによって機能しており、そのような本来の皮膚の機能に近い保湿性能を持つスキンケア素材が必要とされていた。また近年では、安全性に対する懸念から消費者の天然物志向が高まっており、合成品ではなく天然物由来の素材がスキンケア分野では求められている。例えば、レシチンやサポニンのように、天然物から抽出して得られる素材がスキンケア分野で用いられている。またその他では、微生物が生産する発酵物をスキンケア素材として利用するための研究開発が近年盛んに行われている。 The moisturizing function of the skin functions by intercellular lipid binding to water, and there has been a need for a skin care material having moisturizing ability close to the function of such original skin. Also, in recent years, consumers have become more interested in natural products due to safety concerns, and materials derived from natural products rather than synthetic products are required in the skin care field. For example, materials obtained by extraction from natural products, such as lecithin and saponin, are used in the skin care field. In addition, research and development for utilizing fermented substances produced by microorganisms as skin care materials has been actively conducted in recent years.
前述の微生物が生産するスキンケア素材として、親水基と親油基を併せもつ両親媒性物質で、界面活性能を有するバイオサーファクタントが挙げられる。微生物由来の界面活性剤であるバイオサーファクタントは、安全性が高く、環境への負荷が少ない生分解性に優れた環境先進型界面活性剤として研究が進められている。 Examples of skin care materials produced by the aforementioned microorganisms include amphiphilic substances having both hydrophilic and lipophilic groups, and biosurfactants having surface activity. Biosurfactants, which are surfactants derived from microorganisms, are being studied as environmentally advanced surfactants that are highly safe and have a low impact on the environment and are excellent in biodegradability.
現在、バイオサーファクタントは、糖型、アシルペプチド型、リン脂質型、脂肪酸型及び高分子化合物型の5つに分類されるが、特にこのうちの糖型バイオサーファクタントについては、最もよく研究され、細菌及び酵母によって生産された多くの種類の物質が報告されている。そのような糖型バイオサーファクタントとして、例えば近年マンノシルエリスリトールリピッド(mannosylerythritol lipid、以下「MEL」ということがある)がスキンケア分野で用いられている。 At present, biosurfactants are classified into five types: glycoform, acyl peptide type, phospholipid type, fatty acid type and polymer compound type, among which the glycobiosurfactant, among these, is the best studied and bacteria. And many types of substances produced by yeast have been reported. As such glycotype biosurfactant, for example, mannosyl erythritol lipid (hereinafter sometimes referred to as "MEL") has recently been used in the skin care field.
MELには糖骨格のエリスリトールの光学異性体として、以下の一般式(1)に示されるような4−O−β−D−マンノピラノシル−meso−エリスリトール構造と1−O−β−D−マンノピラノシル−meso−エリスリトール構造(下記一般式(2))が存在する。 In MEL, 4-O-β-D-mannopyranosyl-meso-erythritol structure and 1-O-β-D-mannopyranosyl- as shown in the following general formula (1) as an optical isomer of erythritol with a sugar skeleton The meso-erythritol structure (following general formula (2)) exists.
従来の4−O−β−D−マンノピラノシル−meso−エリスリトール構造を有するMELについては、抗菌性、抗腫瘍性、糖タンパク結合能をはじめ、様々な生理活性を有することが報告されている(非特許文献1)。また、この従来のMELは極めて特異な自己集合特性を示し、分子構造の僅かな違いが自己集合体の形成に多大な影響を与えるばかりでなく、それを活用したベシクル形成について、希薄溶液(6.3×10−2 wt%以下)においてのみ報告されている(非特許文献2)。さらに、従来のMELの両連続スポンジ構造を用いた液晶乳化技術(特許文献1)についても報告している。 The MEL having a conventional 4-O-β-D-mannopyranosyl-meso-erythritol structure has been reported to have various physiological activities including antibacterial activity, antitumor activity, and glycoprotein binding ability (non- Patent Document 1). Moreover, this conventional MEL exhibits extremely unique self-assembly properties, and slight differences in molecular structure not only greatly affect the formation of self-assembly, but also dilute solution (6) for vesicle formation utilizing it. (3.times.10@-2 wt% or less) is reported only (Non-Patent Document 2). Furthermore, a liquid crystal emulsification technique (Patent Document 1) using a conventional MEL bicontinuous sponge structure is also reported.
しかし、MELは微生物由来の界面活性剤であるが、それ自身が単独で油を乳化する能力は高くないとされており、乳化組成物の調製においては、乳化助剤としての用途しか見出されていなかった(特許文献2)。つまり、MELを主たる乳化剤とした乳化組成物を調製することは困難であり、従来そのような報告は全く成されていなかった。 However, although MEL is a surfactant derived from a microorganism, it is considered that the ability to emulsify the oil is not high by itself, and in the preparation of an emulsion composition, it finds use only as an emulsification aid. (Patent Document 2). That is, it is difficult to prepare an emulsion composition containing MEL as the main emulsifier, and such a report has not been made at all.
生分解性が高く、低毒性で環境に優しく、新規な生理機能を持つMEL等の糖型バイオサーファクタント化合物を、食品工業、化粧品工業、医薬品工業、化学工業、環境分野等に広く活用することが望まれている。 To widely use sugar-type biosurfactant compounds such as MEL that have high biodegradability, low toxicity, environmental friendliness, and novel physiological functions in food industry, cosmetics industry, pharmaceutical industry, chemical industry, environmental field, etc. It is desired.
MEL等の糖型バイオサーファクタントは分子内に新油性領域と親水性領域を併せ持つことからも、界面活性能を有することが知られており、新規の天然物由来の乳化剤としての利用が期待される。しかしながら、MEL等は水や油に対する溶解性が著しく低いため、MEL等を主たる乳化剤として、安定した乳化組成物を調製することは困難であった。 Glycol-type biosurfactants such as MEL are known to have surface activity because they have both a lipophilic region and a hydrophilic region in the molecule, and are expected to be used as novel natural product-derived emulsifiers. . However, since MEL and the like have extremely low solubility in water and oil, it has been difficult to prepare a stable emulsion composition using MEL and the like as a main emulsifier.
そこで、本発明の目的は、MEL等の糖型バイオサーファクタントを主たる乳化剤として、安定した乳化組成物及びその処方を提供することにある。 Therefore, an object of the present invention is to provide a stable emulsion composition and a formulation thereof using a sugar type biosurfactant such as MEL as a main emulsifier.
本発明者らは鋭意検討した結果、以下に示す手段により、上記課題を解決できることを見出し、本発明に到達した。
すなわち、本発明は、以下の構成からなる。
[1] (A)糖型バイオサーファクタント、(B)油性成分、(C)水、及び(D)グリチルリチン酸塩を含有し、(B)油性成分の配合量が50.0質量%以上であり、(A)糖型バイオサーファクタントと(D)グリチルリチン酸塩の配合比が10:1〜1:5(質量比)であることを特徴とする乳化組成物。
[2] 乳化組成物がO/D型エマルションである、[1]に記載の乳化組成物。
[3] (A)糖型バイオサーファクタントが、マンノシルエリスリトールリピッド(MEL)、マンノシルマンニトールリピッド(MML)、マンノシルソルビトールリピッド(MSL)、マンノシルアラビトールリピッド(MAraL)及びマンノシルリビトールリピッド(MRL)からなる群より選ばれた1種又は2種以上の化合物であることを特徴とする[1]又は[2]に記載の乳化組成物。
[4] (A)糖型バイオサーファクタントが、マンノシルエリスリトールリピッドB(MEL−B)及び/又はマンノシルエリスリトールリピッドC(MEL−C)であることを特徴とする[3]に記載の乳化組成物。
[5] さらに(E)多価アルコールを含有する、[1]〜[4]のいずれかに記載の乳化組成物。
[6] [1]〜[5]のいずれかに記載の乳化組成物を水で希釈したものから成るO/W型乳化組成物。
[7] (A)糖型バイオサーファクタント、(C)水及び(D)グリチルリチン酸塩を混合溶解し、その後攪拌しながら(B)油性成分を50.0質量%以上となるよう加えることを特徴とする乳化組成物の製造方法。
[8] (A)糖型バイオサーファクタント、(C)水及び(D)グリチルリチン酸塩を混合溶解し、さらに(E)多価アルコールを溶解した後、攪拌しながら(B)油性成分を50.0質量%以上となるよう加えることを特徴とする[7]に記載の乳化組成物の製造方法。
[9] さらに、水で希釈する工程を含む[7]又は[8]に記載の乳化組成物の製造方法。
MEANS TO SOLVE THE PROBLEM As a result of earnestly examining, the present inventors found out that the said subject could be solved by the means shown below, and arrived at this invention.
That is, the present invention is configured as follows.
[1] Contains (A) glycoform biosurfactant, (B) oil component, (C) water, and (D) glycyrrhizinate, and the blending amount of (B) oil component is 50.0 mass% or more An emulsifying composition characterized in that the compounding ratio of (A) glycobiosurfactant to (D) glycyrrhizinate is 10: 1 to 1: 5 (mass ratio).
[2] The emulsion composition according to [1], which is an O / D type emulsion.
[3] (A) Glycotype biosurfactant consists of mannosyl erythritol lipid (MEL), mannosyl mannitol lipid (MML), mannosyl sorbitol lipid (MSL), mannosyl arabitol lipid (MAraL) and mannosyl ribitol lipid (MRL) It is 1 type, or 2 or more types of compounds selected from the group, The emulsion composition as described in [1] or [2] characterized by the above-mentioned.
[4] The emulsion composition according to [3], wherein the sugar type biosurfactant is mannosyl erythritol lipid B (MEL-B) and / or mannosyl erythritol lipid C (MEL-C).
[5] The emulsion composition according to any one of [1] to [4], which further contains (E) a polyhydric alcohol.
[6] An O / W emulsion composition comprising the emulsion composition of any one of [1] to [5] diluted with water.
[7] It is characterized in that (A) glycoform biosurfactant, (C) water and (D) glycyrrhizinate are mixed and dissolved, and then (B) an oily component is added so as to be 50.0 mass% or more while stirring. Method for producing an emulsified composition as claimed in
[8] (A) A sugar-type biosurfactant, (C) water and (D) glycyrrhizinate are mixed and dissolved, and (E) a polyhydric alcohol is dissolved, and then (B) an oily component is mixed with stirring 50. It adds so that it may become 0 mass% or more, The manufacturing method of the emulsion composition as described in [7] characterized by the above-mentioned.
[9] The method for producing an emulsion composition according to [7] or [8], further comprising the step of diluting with water.
本発明により、MEL等の糖型バイオサーファクタントを主たる乳化剤として、安定した乳化組成物を調製することができる。また、この乳化組成物は、安定であるだけでなく、様々な種類の油性成分を乳化することが可能である。 According to the present invention, a stable emulsion composition can be prepared using a sugar-type biosurfactant such as MEL as a main emulsifier. In addition to being stable, this emulsion composition is capable of emulsifying various types of oil components.
本発明により提供される乳化組成物及びその処方は、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などの効果を有する。また、種々の配合成分を添加することにより、その効果の向上が期待される。この乳化組成物は化粧品、医薬部外品 、医療用品、衛生用品、医薬品として提供することができる。 The emulsified composition provided by the present invention and the formulation thereof have effects such as moisturizing action, cell activating action, anti-aging action, hair growth action and rough skin improving action. Moreover, the improvement of the effect is anticipated by adding various compounding components. The emulsified composition can be provided as cosmetics, quasi-drugs, medical supplies, hygiene products, and pharmaceuticals.
また、本発明の乳化組成物は、洗浄性と、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などを併せ持つので、洗浄用化粧料の配合成分としての利用も期待される。 In addition, since the emulsified composition of the present invention has detergency, moisturizing action, cell activating action, anti-aging action, hair growth action and rough skin improving action, etc., it is also expected to be used as a component of cleansing cosmetics .
バイオサーファクタントは生物由来であるため安全性に優れており、本発明に係る組成物は長期にわたる使用に十分に耐え得るという効果を奏する。さらに、バイオサーファクタントは、微生物の培養により製造できるため原料コストが安価であり、大量生産が可能である。したがって、本発明に係る組成物は低価格で提供できるという効果を奏する。 Since the biosurfactant is derived from an organism, it is excellent in safety, and the composition according to the present invention has the effect of being sufficiently resistant to long-term use. Furthermore, since biosurfactants can be produced by culturing microorganisms, the raw material cost is low and mass production is possible. Therefore, the composition according to the present invention can be provided at low cost.
(1)乳化組成物
本発明の実施形態のひとつは、糖型バイオサーファクタント、油性成分、水、及びグリチルリチン酸塩を必須成分として含有する乳化組成物である。
(1) Emulsified Composition One of the embodiments of the present invention is an emulsified composition containing a sugar type biosurfactant, an oily component, water, and glycyrrhizinate as essential components.
本発明の「乳化組成物」の形態は、糖型バイオサーファクタント、油性成分、水、及びグリチルリチン酸塩を必須成分として含有する分散系であれば特に限定されないが、好ましくは界面活性剤相(D相)を連続相とし、油相を分散相とするO/D型エマルションである。本発明の乳化組成物は、好ましくは半透明から透明ゲル状、もしくは白濁ゲル状を示す。 The form of the "emulsified composition" of the present invention is not particularly limited as long as it is a dispersion system containing sugar type biosurfactant, oily component, water, and glycyrrhizinate as essential components, but preferably surfactant phase (D Phase) is a continuous phase, and an oil phase is a dispersed phase. The emulsion composition of the present invention preferably exhibits a translucent to transparent gel or clouded gel.
(1−1)糖型バイオサーファクタント
「バイオサーファクタント」とは、生物によって生み出される界面活性能力や乳化能力を有する物質の総称であり、優れた界面活性能や、高い生分解性を示すばかりでなく、様々な生理作用を有していることから合成界面活性剤とは異なる挙動・機能を発現する可能性がある。
(1-1) Saccharide type biosurfactant "Biosurfactant" is a generic term for substances having surface activity ability and emulsifying ability produced by living things, and not only show excellent surface activity ability and high biodegradability. Because they have various physiological actions, they may exhibit different behaviors and functions from synthetic surfactants.
本発明に用いられる成分(A)糖型バイオサーファクタントは特に限定されないが、MAL(マンノシルアルジトールリピッド)が挙げられる。MALとしては、マンノシルエリスリトールリピッド(MEL)、マンノシルマンニトールリピッド(MML)、マンノシルソルビトールリピッド(MSL)、マンノシルアラビトールリピッド(MAraL)、マンノシルリビトールリピッド(MRL)などが挙げられ、なかでもMELが特に好ましい。 Although the component (A) glycobiosurfactant used in the present invention is not particularly limited, MAL (mannosyl alditol lipid) can be mentioned. Examples of MAL include mannosyl erythritol lipid (MEL), mannosyl mannitol lipid (MML), mannosyl sorbitol lipid (MSL), mannosyl arabitol lipid (MAraL), mannosyl ribitol lipid (MRL) and the like, among which MEL is particularly preferred. preferable.
(1−1−1)MEL
MELの構造を一般式(3)に示す。一般式(3)中、置換基R1は、同一でも異なっていてもよい炭素数4〜24の脂肪族アシル基である。MELは、マンノースの4位及び6位のアセチル基の有無に基づいて、MEL−A、MEL−B、MEL−C及びMELDの4種類に分類される。
(1-1-1) MEL
The structure of MEL is shown in the general formula (3). In the general formula (3), the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different. MEL is classified into four types of MEL-A, MEL-B, MEL-C and MELD based on the presence or absence of acetyl groups at the 4- and 6-positions of mannose.
具体的には、MEL−Aは、一般式(3)中、置換基R2およびR3がともにアセチル基である。MEL−Bは、一般式(3)中、置換基R2はアセチル基であり、置換基R3は水素である。MEL−Cは、一般式(3)中、置換基R2が水素であり、置換基R3はアセチル基である。MEL−Dは、一般式(3)中、置換基R2及びR3がともに水素である。 Specifically, in MEL-A, in the general formula (3), both of the substituents R2 and R3 are acetyl groups. In MEL-B, in the general formula (3), the substituent R2 is an acetyl group, and the substituent R3 is hydrogen. In MEL-C, in the general formula (3), the substituent R2 is hydrogen and the substituent R3 is an acetyl group. In MEL-D, in the general formula (3), both of the substituents R2 and R3 are hydrogen.
上記MEL−A〜MEL−Dにおける置換基R1の炭素数は、MEL生産培地に含有させる油脂類であるトリグリセリドを構成する脂肪酸の炭素数、および、使用するMEL生産菌の脂肪酸の資化の程度によって変化する。また、上記、トリグリセリドが不飽和脂肪酸残基を有する場合、MEL生産菌が上記不飽和脂肪酸の二重結合部分まで資化しなければ、置換基R1として不飽和脂肪酸残基を含ませることも可能である。以上の説明から明らかなように、得られるMELは、通常、置換基R1の脂肪酸残基部分が異なる化合物の混合物の形態である。 The carbon number of the substituent R1 in the above MEL-A to MEL-D is the carbon number of the fatty acid constituting the triglyceride that is the oil to be contained in the MEL production medium, and the degree of assimilation of the fatty acid of the MEL producing bacteria used It changes with In addition, when the triglyceride has an unsaturated fatty acid residue as described above, it is also possible to include an unsaturated fatty acid residue as a substituent R1 unless the MEL producing bacteria assimilates to the double bond portion of the unsaturated fatty acid. is there. As apparent from the above description, the obtained MEL is usually in the form of a mixture of compounds different in the fatty acid residue part of the substituent R1.
本発明の乳化組成物には、一般式(4)または一般式(5)に示されている構造を有するMELが含まれている。尚、一般式(4)中、置換基R1は同一でも異なっていてもよい炭素数4〜24の脂肪族アシル基であり、置換基R2は同一でも異なっていてもよい水素またはアセチル基であり、置換基R3は水素または炭素数2〜24の脂肪族アシル基である。また、一般式(5)中、置換基R1は同一でも異なっていてもよい炭素数4〜24の脂肪族アシル基であり、置換基R2は同一でも異なっていてもよい水素またはアセチル基であり、置換基R3は水素または炭素数2〜24の脂肪族アシル基である。 The emulsion composition of the present invention contains MEL having the structure shown in the general formula (4) or the general formula (5). In the general formula (4), the substituent R 1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different, and the substituent R 2 is a hydrogen or an acetyl group which may be the same or different The substituent R3 is hydrogen or an aliphatic acyl group having 2 to 24 carbon atoms. In the general formula (5), the substituent R1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different, and the substituent R2 is a hydrogen or an acetyl group which may be the same or different The substituent R3 is hydrogen or an aliphatic acyl group having 2 to 24 carbon atoms.
一般式(4)及び一般式(5)における置換基R1は、同一でも異なっていてもよい炭素数4〜24の脂肪族アシル基である。置換基R1の炭素数は上記範囲内であれば特に限定されないが、8個〜14個であることがさらに好ましい。 Substituent R1 in General formula (4) and General formula (5) is a C4-C24 aliphatic acyl group which may be same or different. The number of carbon atoms of the substituent R1 is not particularly limited as long as it is within the above range, but 8 to 14 are more preferable.
また、上記一般式(4)及び一般式(5)中の置換基R1は、飽和脂肪族アシル基であっても不飽和脂肪族アシル基であってもよく、特に限定されるものではない。不飽和結合を有している場合、例えば、複数の二重結合を有していても良い。炭素鎖は直鎖であっても分岐鎖状であってもよい。また、酸素原子含有炭化水素基の場合、含まれる酸素原子の数及び位置は特に限定されない。 Further, the substituent R1 in the general formula (4) and the general formula (5) may be a saturated aliphatic acyl group or an unsaturated aliphatic acyl group, and is not particularly limited. When having a unsaturated bond, for example, it may have a plurality of double bonds. The carbon chain may be linear or branched. Moreover, in the case of an oxygen atom containing hydrocarbon group, the number and position of the oxygen atom contained are not specifically limited.
MELのエリスリトール部に導入される脂肪酸は長鎖炭化水素の1価のカルボン酸であればよい。また、飽和脂肪酸であっても不飽和脂肪酸であってもよい。不飽和脂肪酸の場合、複数の二重結合を有していてもよい。炭素鎖は直鎖状であってもよく分岐鎖状であってもよい。さらに、脂肪酸の誘導体である脂肪酸誘導体を本発明に使用してもよいし、脂肪酸と脂肪酸誘導体の混合物を本発明に使用してもよい。MELのエリスリトール部に導入される脂肪酸または脂肪酸誘導体は、油類、高級脂肪酸、合成エステル由来であることが好ましい。 The fatty acid introduced into the erythritol part of MEL may be a long chain hydrocarbon monovalent carboxylic acid. Moreover, it may be saturated fatty acid or unsaturated fatty acid. In the case of unsaturated fatty acids, they may have multiple double bonds. The carbon chain may be linear or branched. Furthermore, fatty acid derivatives that are derivatives of fatty acids may be used in the present invention, or mixtures of fatty acids and fatty acid derivatives may be used in the present invention. The fatty acid or fatty acid derivative to be introduced into the erythritol part of MEL is preferably derived from oils, higher fatty acids and synthetic esters.
(1−1−2)MEL以外のMAL
MEL以外のMAL(MML、MAraL,MRL,MSL)の構造は一般式(6)に示す(式中、置換基R2は同一でも異なっていてもよい水素またはアセチル基である)。これらのMALでは、糖アルコール(アルジトール)としてエリスリトールの代わりに、それぞれマンニトール、アラビトール、リビトール、ソルビトールが付加している (n=4:マンニトール、ソルビトール、n=2:アラビトール、リビトール)。一般式(6)に対応させれば、MALはマンノースの2位、3位に炭素数2〜20、好ましくは炭素数4〜18、より好ましくは炭素数6〜14の飽和又は不飽和の直鎖又は分枝を有するアルカノイル基を有する(式中、置換基R2は同一でも異なっていてもよい水素またはアセチル基である)
(1-1-2) MAL other than MEL
The structure of MAL (MML, MAraL, MRL, MSL) other than MEL is shown in the general formula (6) (wherein the substituent R2 is the same or different hydrogen or acetyl group which may be different). In these MALs, mannitol, arabitol, ribitol and sorbitol are added in place of erythritol as sugar alcohol (alditol) (n = 4: mannitol, sorbitol, n = 2: arabitol, ribitol). Corresponding to the general formula (6), MAL has 2 to 20 carbon atoms, preferably 4 to 18 carbon atoms, and more preferably 6 to 14 carbon atoms in the 2 or 3 position of mannose. Having an alkanoyl group having a chain or a branch (in which, the substituent R 2 may be the same or different hydrogen or an acetyl group)
(式中、置換基R1は同一でも異なっていてもよい炭素数2〜20、好ましくは炭素数4〜18、より好ましくは炭素数6〜14の飽和又は不飽和の直鎖又は分枝を有するアルカノイル基を有し、式中、置換基R2は同一でも異なっていてもよい水素またはアセチル基である。好ましくは、式中、置換基R2のどちらもアセチル基である化合物である。) (Wherein the substituent R 1 may be the same or different, and may be saturated or unsaturated linear or branched C 2-20, preferably C 4-18, more preferably C 6-14 carbon atoms. It has an alkanoyl group, and in the formula, the substituent R 2 may be the same or different hydrogen or acetyl group, preferably a compound in which both of the substituents R 2 are acetyl groups)
本発明に好ましく用いられるバイオサーファクタントはMEL−BもしくはMEL−Cであり、より好ましくは一般式(7)または一般式(8)にて示される構造を有するMEL−Bである。さらに好ましくは、一般式(8)にて示される構造を有するMEL−Bである。 The biosurfactant preferably used in the present invention is MEL-B or MEL-C, more preferably MEL-B having a structure represented by the general formula (7) or (8). More preferably, it is MEL-B which has a structure shown by General formula (8).
(一般式(7)及び一般式(8)中、置換基R1は同一でも異なっていてもよい炭素数4〜24の脂肪族アシル基である) (In the general formula (7) and the general formula (8), the substituent R 1 is an aliphatic acyl group having 4 to 24 carbon atoms which may be the same or different)
なお、バイオサーファクタントは、単独で使用してもよいが、2種以上のバイオサーファクタントを併用することもできる。 The biosurfactant may be used alone or in combination of two or more.
本発明は、MELを主たる乳化剤とした乳化組成物を提供するものであるが、MELの配合量は、乳化組成物としてMELの有する作用を損なわない範囲で添加すればよく、乳化組成物の安定性の観点から、通常好ましい下限は0.1質量%であり、さらに好ましくは0.5質量%であり、さらに好ましくは1.0質量%であり、さらに好ましくは2.0質量%である。一方好ましい上限は30質量%であり、さらに好ましくは20質量%であり、さらに好ましくは10質量%であり、さらに好ましくは5.0質量%であり、さらに好ましくは4.0質量%である。ここで、本発明の組成物に添加する前記MELの使用形態は任意である。例えば、MELを培養液からの抽出物のまま、あるいは精製した高純度品、もしくは水に懸濁し、あるいは溶媒に溶かした後使用してもよい。 The present invention provides an emulsion composition containing MEL as a main emulsifier, but the compounding amount of MEL may be added as long as the effect of MEL is not impaired as the emulsion composition, and the emulsion composition is stable. From the viewpoint of properties, the lower limit is usually preferably 0.1% by mass, more preferably 0.5% by mass, still more preferably 1.0% by mass, and still more preferably 2.0% by mass. The upper limit is preferably 30% by mass, more preferably 20% by mass, still more preferably 10% by mass, still more preferably 5.0% by mass, and still more preferably 4.0% by mass. Here, the use form of the MEL to be added to the composition of the present invention is optional. For example, MEL may be used as an extract from a culture solution as it is, or may be suspended in purified high-purity products or water, or dissolved in a solvent.
(1−3)油性成分
本発明の成分(B)油性成分は特に限定されないが、例えば、化粧料に使用可能な皮膚になじみやすい油性成分が挙げられる。本発明に用いる油性成分は、化合物ばかりでなく、天然の油性成分であってもよい。この発明に好適な油性成分として、例えば、マカデミアナッツ油、アボカド油、オリーブ油、ナタネ油、ヒマシ油、サフラワー油、綿実油、ホホバ油、ヤシ油、パーム油、液状ラノリン、硬化ヤシ油、硬化油、硬化ヒマシ油、ミツロウ、キャンデリラロウ、カルナウバロウ、ラノリン、還元ラノリン、硬質ラノリン、ホホバロウ等のオイル及びワックス類、流動パラフィン、スクワラン、パラフィン、セレシン、ワセリン、マイクロクリスタリンワックス等の炭化水素類、オレイン酸、イソステアリン酸、ラウリン酸、ミリスチン酸、パルミチン酸、ステアリン酸、ベヘン酸、ウンデシレン酸等の高級脂肪酸類、セチルアルコール、ステアリルアルコール、イソステアリルアルコール、ベヘニルアルコール、オクチルドデカノール、ミリスチルアルコール、セトステアリルアルコール等の高級アルコール類、イソオクタン酸セチル、ミリスチン酸イソプロピル、イソステアリン酸ヘキシルデシル、アジピン酸ジイソプロピル、セバチン酸ジ2−エチルヘキシル、乳酸セチル、リンゴ酸ジイソステアリル、ジ2−エチルヘキサン酸エチレングリコール、ジカプリン酸ネオペンチルグリコール、ジイソステアリン酸グリセリル、トリ2−エチルヘキサン酸グリセリル、トリ2−エチルヘキサン酸トリメチロールプロパン、トリイソステアリン酸トリメチロールプロパン、テトラ2−エチルヘキサン酸ペンタエリトリット等の合成エステル油類、ジメチルポリシロキサン、メチルフェニルポリシロキサン、ジフェニルポリシロキサン等の鎖状ポリシロキサン、オクタメチルシクロテトラシロキサン、デカメチルシクロペンタシロキサン、ドデカメチルシクロヘキサンシロキサン等の環状ポリシロキサン、アミノ変性ポリシロキサン、ポリエーテル変性ポリシロキサン、アルキル変性ポリシロキサン、フッ素変性ポリシロキサン等の変性ポリシロキサン等のシリコーン油等の油剤類などから成る群より選ばれる一種以上の油性成分を採用することができる。
(1-3) Oil component The component (B) of the present invention is not particularly limited, and examples thereof include an oil component compatible with skin which can be used for cosmetics. The oily component used in the present invention may be not only a compound but also a natural oily component. Examples of the oil component suitable for the present invention include macadamia nut oil, avocado oil, olive oil, rapeseed oil, castor oil, safflower oil, cottonseed oil, jojoba oil, coconut oil, palm oil, liquid lanolin, hardened coconut oil, hardened oil, Oils and waxes such as hydrogenated castor oil, beeswax, candelilla wax, carnauba wax, lanolin, reduced lanolin, hard lanolin, jojoba wax, liquid paraffin, squalane, paraffin, ceresin, vaseline, hydrocarbons such as microcrystallin wax, oleic acid Fatty acids such as isostearic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid and undecylenic acid, cetyl alcohol, stearyl alcohol, isostearyl alcohol, behenyl alcohol, octyl dodecanol, myristi Alcohol, higher alcohols such as cetostearyl alcohol, cetyl isooctanoate, isopropyl myristate, hexyl decyl isostearate, diisopropyl adipate, di 2-ethylhexyl sebacate, cetyl lactate, diisostearyl malate, di 2-ethyl hexanoic acid Synthesis of ethylene glycol, neopentyl glycol dicaprate, glyceryl diisostearate, glyceryl tri-2-ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, trimethylolpropane triisostearate, pentaerythritol tetra 2-ethylhexanoate, etc. Linear polysiloxanes such as ester oils, dimethylpolysiloxane, methylphenylpolysiloxane, diphenylpolysiloxane, octamethylcyclotetracycle Oil agents such as silicone oils such as cyclic polysiloxanes such as xanthan, decamethylcyclopentasiloxane and dodecamethylcyclohexanesiloxane, amino-modified polysiloxanes, polyether-modified polysiloxanes, alkyl-modified polysiloxanes, fluorine-modified polysiloxanes and other modified polysiloxanes One or more oil-based components selected from the group consisting of classes can be employed.
本発明の成分(B)油性成分の含有量は、特に限定されるものではないが、乳化組成物の安定性の観点から、通常好ましい下限は50.0質量%であり、さらに好ましくは60.0質量%であり、さらに好ましくは70.0質量%である。一方好ましい上限は90.0質量%であり、さらに好ましくは80.0質量%である。 The content of the oil component of the component (B) of the present invention is not particularly limited, but from the viewpoint of the stability of the emulsion composition, the lower limit is usually preferably 50.0% by mass, more preferably 60. It is 0% by mass, more preferably 70.0% by mass. On the other hand, the upper limit is preferably 90.0% by mass, more preferably 80.0% by mass.
(1−4)水
本発明に用いられる成分(C)水は、目的とする乳化組成物の用途に適した程度に清浄なものであれば特に限定されない。例えば、脱イオン水、蒸留水、精製水、海洋深層水、温泉水、ローズ水、ラベンダー水等の植物由来の水蒸気蒸留水等が挙げられ、これらの中から1種又は2種以上を組み合わせて用いることができる。
(1-4) Water The component (C) water used in the present invention is not particularly limited as long as it is clean to a degree suitable for the intended use of the emulsion composition. For example, plant-derived water vapor distilled water such as deionized water, distilled water, purified water, deep ocean water, hot spring water, rose water, lavender water etc. may be mentioned, and one or more of these may be used in combination It can be used.
本成分の成分(C)の含有量は特に制限されず、他成分により適宜決められる。すなわち、別記の(A)、(B)、(D)およびその他の添加物の質量%の合計を除いた残余となる。乳化組成物の安定性の観点から、通常好ましい下限は0.01質量%であり、さらに好ましくは0.1質量%であり、さらに好ましくは1.0質量%である。一方好ましい上限は30質量%であり、さらに好ましくは10質量%であり、さらに好ましくは7質量%である。 The content of the component (C) of the present component is not particularly limited, and may be appropriately determined depending on the other components. That is, it becomes the remainder except the sum total of mass% of (A), (B), (D) and other additives described separately. From the viewpoint of the stability of the emulsion composition, the lower limit is usually preferably 0.01% by mass, more preferably 0.1% by mass, and still more preferably 1.0% by mass. On the other hand, the upper limit is preferably 30% by mass, more preferably 10% by mass, and still more preferably 7% by mass.
(1−5)グリチルリチン酸塩
本発明に用いる(D)グリチルリチン酸塩としては、グリチルリチン酸ジカリウム、グチルリチン酸ナトリウム、グリチルリチン酸モノアンモニウム等が挙げられるが、塩の種類は特に限定されない。これらのグリチルリチン酸塩は、1種又は2種以上を組み合わせて用いることができる。また、グリチルリチン酸を適当な塩基で中和させて塩を形成させてもよい。これらは、化粧料に一般的に使用される成分を選択してもよい。
(1-5) Glycyrrhizinate Salt (D) Glycyrrhizinate used in the present invention includes dipotassium glycyrrhizinate, sodium glycyrrhizinate, monoammonium glycyrrhizinate and the like, but the type of salt is not particularly limited. These glycyrrhizinate can be used alone or in combination of two or more. Alternatively, glycyrrhizinic acid may be neutralized with a suitable base to form a salt. These may select the component generally used for cosmetics.
本発明の成分(D)グリチルリチン酸塩は、成分(A)の溶解能が非常に高く、成分(A)を水に溶解・分散させる成分としての効果が優れている。本発明にある高濃度の油性成分を含有する乳化組成物を得るには、成分(A)が効率的に溶媒に溶解している必要がある。成分(D)の配合は成分(A)の効率的な溶解を助ける点で非常に重要である。通常好ましい下限は0.01質量%であり、さらに好ましくは0.1質量%であり、さらに好ましくは0.5質量%である。一方好ましい上限は10.0質量%であり、さらに好ましくは5.0質量%であり、さらに好ましくは2.0質量%である。 The component (D) glycyrrhizinate of the present invention has a very high dissolving power of the component (A) and is excellent in the effect as a component for dissolving and dispersing the component (A) in water. In order to obtain an emulsion composition containing a high concentration of an oily component according to the present invention, the component (A) needs to be efficiently dissolved in a solvent. The formulation of component (D) is very important in that it helps the efficient dissolution of component (A). Usually, the preferable lower limit is 0.01% by mass, more preferably 0.1% by mass, and still more preferably 0.5% by mass. On the other hand, the upper limit is preferably 10.0% by mass, more preferably 5.0% by mass, and still more preferably 2.0% by mass.
本発明における乳化組成物は、成分(A)と成分(D)の配合比を特に限定するものではないが、好ましくは10:1〜1:5(質量比)で得ることができ、安定性及び使用性の観点から、より好ましくは、5:1〜1:1(質量比)である。 The emulsion composition in the present invention is not particularly limited in the compounding ratio of the component (A) to the component (D), but can preferably be obtained in 10: 1 to 1: 5 (mass ratio), and the stability And from the viewpoint of usability, more preferably 5: 1 to 1: 1 (mass ratio).
成分(A)の含有量が低下するに伴い、成分(A)に対する成分(D)の配合比率を向上させることで、安定性及び使用性を向上させる効果が期待される。または、成分(A)の含有量が低下するに伴い、成分(E)の含有量を向上させることで安定性及び使用性を向上させる効果が期待される。 The effect of improving the stability and usability is expected by improving the blending ratio of the component (D) to the component (A) as the content of the component (A) decreases. Alternatively, as the content of the component (A) decreases, an effect of improving the stability and usability can be expected by improving the content of the component (E).
(1−6)多価アルコール
本発明の乳化組成物は、さらに成分(E)多価アルコールを含有してもよい。本発明に用いる多価アルコールは、同一分子内に水酸基を2個以上有する2価以上の多価アルコールであり、2価アルコール(グリコール)や糖アルコールなどが挙げられる。例えば、グリセリン、ジグリセリン、プロパンジオール、プロピレングリコール、ジプロピレングリコール、ブチレングリコール、ペンチレングリコール、ヘキシレングリコール、ポリエチレングリコール、ソルビトール、マルチトール、スクロース、エリスリトールおよびキシリトールなどから成る群より選ばれる一種以上の化合物を採用することができる。
(1-6) Polyhydric alcohol The emulsion composition of the present invention may further contain component (E) a polyhydric alcohol. The polyhydric alcohol used in the present invention is a divalent or higher polyhydric alcohol having two or more hydroxyl groups in the same molecule, and examples thereof include dihydric alcohol (glycol) and sugar alcohol. For example, one or more selected from the group consisting of glycerin, diglycerin, propanediol, propylene glycol, dipropylene glycol, butylene glycol, pentylene glycol, hexylene glycol, polyethylene glycol, sorbitol, maltitol, sucrose, erythritol and xylitol etc. The following compounds can be adopted.
乳化組成物に成分(E)多価アルコールを含有する場合の含有量は、特に限定されるものではないが、乳化組成物の安定性の観点から、通常好ましい下限は5.0質量%であり、さらに好ましくは10.0質量%である。一方好ましい上限は30.0質量%であり、さらに好ましくは20.0質量%である。 The content in the case of containing the component (E) polyhydric alcohol in the emulsion composition is not particularly limited, but from the viewpoint of the stability of the emulsion composition, the preferred lower limit is usually 5.0% by mass. More preferably, it is 10.0 mass%. On the other hand, the upper limit is preferably 30.0% by mass, more preferably 20.0% by mass.
(1−7)その他の成分
本発明の乳化組成物は、上述したような成分の他に、通常の化粧料、医薬部外品、医薬品等に用いられる各種成分を添加してもよいのは勿論であり、例えば、保湿剤、増粘剤、薬効成分、防腐剤、顔料、粉体、pH調整剤、紫外線吸収剤、抗酸化剤、香料等を適宜配合することができる。
(1-7) Other Components The emulsion composition of the present invention may contain, in addition to the components as described above, various components used for ordinary cosmetics, quasi-drugs, medicines, etc. Of course, for example, moisturizers, thickeners, medicinal ingredients, preservatives, pigments, powders, pH adjusters, ultraviolet absorbers, antioxidants, perfumes and the like can be appropriately blended.
前記した保湿剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばピロリドンカルボン酸、乳酸、乳酸ナトリウム、アミノ酸、ヒアルロン酸ナトリウム、コンドロイチン硫酸ナトリウムなどが挙げられる。これら保湿剤を添加することで、本発明の乳化組成物に対して使用感改良、保湿性付与などの効果が期待される。 Any moisturizing agent may be used as long as it is a component generally used in cosmetics, and examples thereof include pyrrolidone carboxylic acid, lactic acid, sodium lactate, amino acid, sodium hyaluronate, sodium chondroitin sulfate and the like. Be The addition of these moisturizing agents is expected to improve the feeling of use and impart moisture to the emulsified composition of the present invention.
前記した増粘剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばグアガム、クインスシード、カラギーナン、ガラクタン、アラビアガム、ペクチン、マンナン、デンプン、キサンタンガム、カードラン、メチルセルロース、ヒドロキシエチルセルロース、カルボキシメチルセルロース、メチルヒドロキシプロピルセルロース、ヒドロキシエチルグアガム、カルボキシメチルグアガム、デキストラン、ローカストビーンガム、サクシノグルカン、カロニン酸,キチン、キトサン、カルボキシメチルキチン、寒天、ポリビニルアルコール、ポリビニルピロリドン、カルボキシビニルポリマー、アルキル変性カルボキシビニルポリマー、ポリアクリル酸ナトリウム、ベントナイト等が挙げられる。これら増粘剤は、本発明の乳化組成物に対する安定性向上が期待される。 As the above-mentioned thickener, any component generally used in cosmetics may be used, such as guar gum, quince seed, carrageenan, galactan, gum arabic, pectin, mannan, starch, xanthan gum, Curdlan, methyl cellulose, hydroxyethyl cellulose, carboxymethyl cellulose, methyl hydroxypropyl cellulose, hydroxyethyl guar gum, carboxymethyl guar gum, dextran, locust bean gum, succino glucan, caroninic acid, chitin, chitosan, carboxymethyl chitin, agar, polyvinyl alcohol, Polyvinyl pyrrolidone, carboxy vinyl polymer, alkyl-modified carboxy vinyl polymer, sodium polyacrylate, bentonite and the like can be mentioned. These thickeners are expected to improve the stability of the emulsion composition of the present invention.
薬効成分としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばビタミンA又はその誘導体、ビタミンB6又はその誘導体、ビタミンB2又はその誘導体、ビタミンB12、ビタミンB15又はその誘導体等のビタミンB類、α−トコフェロール、β−トコフェロール、γ−トコフェロール、ビタミンEアセテート等のビタミンE類、ビタミンD類、ビタミンH、パントテン酸、パンテチン、ピロロキノリンキノン等のビタミン類、各種動植物抽出物等が挙げられる。これら薬効成分を添加することで、本発明の乳化組成物に対して抗酸化作用やアンチエイジング効果の付与が期待される。 Any medicinal component may be used as long as it is a component generally used in cosmetics. For example, vitamin A or a derivative thereof, vitamin B6 or a derivative thereof, vitamin B2 or a derivative thereof, vitamin B12, vitamin B15 Or vitamin Bs such as α-tocopherol, β-tocopherol, γ-tocopherol, vitamin E acetate, vitamin E, vitamin D, vitamin H, pantothenic acid, panthetin, pyrroloquinoline quinone etc. Various animal and plant extracts and the like can be mentioned. The addition of these pharmaceutically active ingredients is expected to impart an antioxidative effect and an antiaging effect to the emulsified composition of the present invention.
前記した防腐剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばメチルパラベン、エチルパラベン、プロピルパラベン、ブチルパラベン等のパラベン類、フェノキシエタノール、エチルヘキシルグリセリン等が挙げられる。これら防腐剤を添加することで、本発明の乳化組成物に対して防腐性向上の効果が期待される。 As the above-mentioned preservative, any component generally used in cosmetics may be used, for example, parabens such as methyl paraben, ethyl paraben, propyl paraben, butyl paraben, phenoxyethanol, ethylhexyl glycerin etc. It can be mentioned. The addition of these preservatives is expected to improve the preservative properties of the emulsified composition of the present invention.
前記したpH調製剤としては、化粧料に一般的に使用される成分であればいずれを使用してもよく、例えばクエン酸、クエン酸Na、乳酸、乳酸Na、水酸化Na、水酸化K等が挙げられる。これらpH調製剤を添加することで、本発明の乳化組成物に対して安定性向上等の効果が期待される。 As the above-mentioned pH adjusting agent, any component may be used as long as it is a component generally used in cosmetics. For example, citric acid, sodium citrate, lactic acid, sodium lactate, sodium hydroxide, sodium hydroxide K, etc. Can be mentioned. The addition of these pH adjusting agents is expected to improve the stability and the like of the emulsified composition of the present invention.
本発明の乳化組成物に、上述のような種々の成分を添加することにより、それらの成分に応じて、保湿作用、細胞賦活作用、抗老化作用、育毛作用及び肌荒れ改善作用などの効果を付与することが期待できる。 By adding various components as described above to the emulsion composition of the present invention, depending on the components, effects such as moisturizing action, cell activating action, anti-aging action, hair growth action and rough skin improving action are imparted. It can be expected to do.
本発明の乳化組成物の調製方法は、糖型バイオサーファクタント化合物、水及びグリチルリチン酸塩を混合溶解し、強力に攪拌しながら油性成分を徐々に投入して乳化組成物を得る方法が、乳化物の安定化のためには好ましい。多価アルコールを用いる場合は、糖型バイオサーファクタント化合物、水及びグリチルリチン酸塩を混合溶解した後、多価アルコールを添加して再び混合溶解し、その後、強力に攪拌しながら油性成分を徐々に投入して乳化組成物を得る方法が好ましい。これらの方法に、プロペラミキサー、パドルミキサー、ディスパーミキサー又はホモジナイザー等を用いて攪拌、混合、乳化する機械乳化を組み合わせることができる。 The method of preparing the emulsion composition of the present invention is a method of mixing and dissolving a sugar type biosurfactant compound, water and glycyrrhizinate, and gradually adding an oil component while vigorously stirring to obtain an emulsion composition. It is preferable for the stabilization of When a polyhydric alcohol is used, the glycobiosurfactant compound, water and glycyrrhizinate are mixed and dissolved, and then the polyhydric alcohol is added and mixed again, and then the oily component is gradually added while vigorously stirring. The method of obtaining an emulsified composition is preferable. These methods may be combined with mechanical emulsification in which stirring, mixing, and emulsification are carried out using a propeller mixer, a paddle mixer, a disperser mixer, a homogenizer or the like.
本発明で得られる乳化組成物の外観は、透明、微濁又は白濁を呈していてもよく、物性は液状、ゲル状、クリーム状、固形状のいずれでもよい。 The appearance of the emulsified composition obtained in the present invention may be transparent, slightly turbid or cloudy, and the physical properties may be liquid, gel, cream or solid.
本発明で得られる乳化組成物は、W/O型、O/W型又はO/D型のいずれの型の乳化組成物でもよいが、前記方法により作製された乳化組成物は好ましくはO/D型エマルションを示す。 The emulsion composition obtained by the present invention may be any of W / O type, O / W type or O / D type emulsion composition, but the emulsion composition prepared by the above method is preferably O /. 1 shows a D-type emulsion.
以上のように得られる乳化組成物は、これを水で希釈することで上述とは異なる乳化組成物を得ることができる。O/D型エマルションである乳化組成物を水で希釈することによってO/W型エマルションである乳化組成物を得ることができる。希釈溶媒は特に水のみに限ることはなく、化粧料に一般的に使用される水溶性成分を混合してもよい。つまり、希釈溶媒は一種又は二種以上の混合した水溶性成分を用いてもなんら問題はない。 The emulsion composition obtained as described above can be diluted with water to obtain an emulsion composition different from the above. An emulsion composition which is an O / W emulsion can be obtained by diluting the emulsion composition which is an O / D emulsion with water. The dilution solvent is not particularly limited to water alone, and water-soluble components generally used in cosmetics may be mixed. That is, there is no problem even if one or two or more mixed water-soluble components are used as the dilution solvent.
希釈により得られる乳化組成物の外観は、微濁又は白濁していてもよく、物性は液状、ゲル状、クリーム状、固形状のいずれでもよい。 The appearance of the emulsified composition obtained by dilution may be slightly turbid or cloudy, and the physical properties may be liquid, gel, cream or solid.
希釈後の乳化組成物の安定性及び使用性の観点から、希釈前の乳化組成物の外観は透明なゲル状であることが望ましく、該状態の乳化組成物を希釈することで、微細なエマルションから成る乳白色の乳化組成物を得ることが期待される。 From the viewpoint of stability and usability of the emulsion composition after dilution, it is desirable that the appearance of the emulsion composition before dilution is in the form of a clear gel, and by diluting the emulsion composition in this state, a fine emulsion is obtained. It is expected to obtain a milky white emulsion composition consisting of
本発明で得られる乳化組成物は、一般的な化粧料に適用することができる。具体的には、シャンプー、コンディショナー、トリートメントなどの毛髪化粧料、洗顔料、クレンジング化粧料、日焼け止め化粧料、パック、マッサージ化粧料、化粧水、乳液、クリームなどの皮膚化粧料、アイライナー、マスカラ、口紅、ファンデーションなどのメイクアップ化粧料、浴用化粧料などが挙げられる。 The emulsion composition obtained in the present invention can be applied to general cosmetic preparations. Specifically, shampoos, conditioners, hair cosmetics such as treatments, facial cleansers, cleansing cosmetics, sunscreen cosmetics, packs, massage cosmetics, skin cosmetics such as lotions, emulsions, creams, eyeliners, mascaras , Lipstick, foundation and other makeup cosmetics, bath cosmetics and the like.
以下に実施例を示して本発明を具体的に説明するが、本発明は実施例に限定されるものではない。 EXAMPLES The present invention will be specifically described by way of examples, but the present invention is not limited to the examples.
(製造例)
製造例1 MEL−Bの製造
Pseudozyma tsukubaensis(NBRC 1940)を、500ml容坂口フラスコを用いて、YM培地にて培養温度26℃で48時間通気攪拌培養した。得られた溶液を種培養液とする。得られた種培養液を、10L容ジャーファーメンターを用いて、YM培地(5% オリーブ油を含む)にて、培養温度26℃で7日間通気攪拌培養した。培養液に等量の酢酸エチルを加え攪拌し分配を行った。酢酸エチル層に無水硫酸Naを適量加え30分間静置させた後、加温濃縮し、粗MEL−Bを得た。得られた粗MEL−Bを、シリカゲルカラムを用いて、クロロホルム:アセトン=1:0、クロロホルム:アセトン=9:1、クロロホルム:アセトン1:1、クロロホルム:アセトン=3:7、クロロホルム:アセトン=0:1で溶出した。MEL−B画分を分取・濃縮し、精製MEL−Bを得た。
(Production example)
Production Example 1 Production of MEL-B Pseudozyma tsukubaensis (NBRC 1940) was aerated and stirred for 48 hours at a culture temperature of 26 ° C. in a YM medium using a 500 ml volume Sakaguchi flask. The obtained solution is used as a seed culture solution. The obtained seed culture solution was aerated and cultured in YM medium (containing 5% olive oil) at a culture temperature of 26 ° C. for 7 days using a 10 L jar fermenter. An equal volume of ethyl acetate was added to the culture solution, and the mixture was stirred and distributed. An appropriate amount of anhydrous Na 2 SO 4 was added to the ethyl acetate layer, and the mixture was allowed to stand for 30 minutes, and the mixture was heated and concentrated to obtain crude MEL-B. The obtained crude MEL-B was subjected to chloroform: acetone = 1: 0, chloroform: acetone = 9: 1, chloroform: acetone 1: 1, chloroform: acetone = 3: 7, chloroform: acetone using a silica gel column. Elution occurred at 0: 1. The MEL-B fraction was fractionated and concentrated to obtain purified MEL-B.
製造例2 MEL−Cの製造
Pseudozyma hubeiensis KM−59株(FERM−20987)を、500ml容坂口フラスコを用いて、YM培地にて培養温度26℃で48時間通気攪拌培養した。得られた溶液を種培養液とする。得られた種培養液を、10L容ジャーファーメンターを用いて、YM培地(5% オリーブ油を含む)にて、培養温度26℃で7日間通気攪拌培養した。培養液に等量の酢酸エチルを加え攪拌し分配を行った。酢酸エチル層に無水硫酸Naを適量加え30分間静置させた後、加温濃縮し、粗MEL−Cを得た。得られた粗MEL−Cを、シリカゲルカラムを用いて、クロロホルム:アセトン=1:0、クロロホルム:アセトン=9:1、クロロホルム:アセトン1:1、クロロホルム:アセトン=3:7、クロロホルム:アセトン=0:1で溶出した。MEL−C画分を分取・濃縮し、精製MEL−Cを得た。
Production Example 2 Production of MEL-C Pseudozyma hubeiensis KM-59 strain (FERM-20987) was aerated and stirred for 48 hours at a culture temperature of 26 ° C. in a YM medium using a 500 ml volume Sakaguchi flask. The obtained solution is used as a seed culture solution. The obtained seed culture solution was aerated and cultured in YM medium (containing 5% olive oil) at a culture temperature of 26 ° C. for 7 days using a 10 L jar fermenter. An equal volume of ethyl acetate was added to the culture solution, and the mixture was stirred and distributed. An appropriate amount of anhydrous Na 2 SO 4 was added to the ethyl acetate layer, and the mixture was allowed to stand for 30 minutes, and the mixture was heated and concentrated to obtain crude MEL-C. The obtained crude MEL-C was subjected to chloroform: acetone = 1: 0, chloroform: acetone = 9: 1, chloroform: acetone 1: 1, chloroform: acetone = 3: 7, chloroform: acetone using a silica gel column. Elution occurred at 0: 1. The MEL-C fraction was fractionated and concentrated to obtain purified MEL-C.
(実施例)
上述の製造例1、2で得られた糖型バイオサーファクタント化合物を用い、表1、表2および表3に示す成分及び配合割合で実施例1〜15及び比較例1〜5の乳化組成物を調製した。
(Example)
Using the glycotype biosurfactant compounds obtained in the above-mentioned Production Examples 1 and 2, the emulsion compositions of Examples 1 to 15 and Comparative Examples 1 to 5 with the components and blending ratios shown in Tables 1, 2 and 3 Prepared.
(乳化組成物を調製するときの条件)
以下の表1及び表2に示す配合割合で、MEL−B、精製水、グリチルリチン酸ジカリウムを50〜60℃で加温溶解して混合し、必要に応じて多価アルコール(グリセリン、1,3−プロパンジオールまたは1,3−ブチレングリコール)を添加して再び均一に混合した後、プロペラミキサー(1,000rpm)で攪拌しながら、各種油性成分(スクワラン、ジメチルポリシロキサン、オリーブ油またはトリ(カプリル/カプリン酸)グリセリル)を徐々に投入することで乳化組成物を調製した。
(Conditions for preparing an emulsified composition)
MEL-B, purified water, and dipotassium glycyrrhizinate are heated and dissolved at 50 to 60 ° C. and mixed according to the mixing ratio shown in Tables 1 and 2 below, and a polyhydric alcohol (glycerin, 1, 3, or 2 as necessary) -After adding propanediol or 1,3-butylene glycol and mixing uniformly again, while stirring with a propeller mixer (1,000 rpm), various oily components (squalane, dimethylpolysiloxane, olive oil or tri (capryl / An emulsion composition was prepared by gradually charging capric acid) glyceryl).
同様に、表3に示す配合割合で、MEL−C、精製水、グリチルリチン酸ジカリウムを50〜60℃で加温溶解して混合し、多価アルコールであるグリセリンを添加して再び均一に混合した後、プロペラミキサー(1,000rpm)で攪拌しながら、油性成分(スクワラン)を徐々に投入して乳化組成物を調製した。 Similarly, MEL-C, purified water, and dipotassium glycyrrhizinate were heated and dissolved at 50 to 60 ° C. and mixed according to the mixing ratio shown in Table 3, and glycerin which is a polyhydric alcohol was added and uniformly mixed again. Thereafter, while stirring with a propeller mixer (1,000 rpm), an oily component (squalane) was gradually added to prepare an emulsified composition.
(評価法)
得られた乳化組成物について、製造直後の乳化組成物の性状および、25℃の恒温槽に6ヶ月保管した際の安定性を表1および表2中に併記した。性状については、乳化または分離の状態を目視で観察することで評価した。
◎:透明度が高く、ゲル状を維持
○:半透明〜微濁であるが、ゲル状を維持
×:分離し、ゲル状を成さない
(Evaluation method)
With respect to the obtained emulsified composition, the properties of the emulsified composition immediately after production and the stability when stored for 6 months in a thermostat at 25 ° C. are also described in Tables 1 and 2. The properties were evaluated by visually observing the state of emulsification or separation.
:: high in transparency, maintaining gel-like ○: semitransparent to slightly turbid, but maintaining gel-like ×: separated, no gel-like
また、該乳化組成物を10倍に希釈して得られる乳化組成物についても性状による評価をおこなった。カルボキシビニルポリマー0.2質量%(終濃度)を含有する水溶液に該乳化組成物が10質量%となるように添加し、定法で混合した後、25℃の恒温槽に6ヶ月保管した際の安定性を表1および表2中に「希釈液の性状(25℃6ヶ月)」として併記した。性状については、乳化または分離の状態を目視で観察することで評価した。
◎:乳白色の良好な乳化状態を維持
○:乳白色〜白色の乳化状態を維持
×:分離
Moreover, the evaluation by the property was performed also about the emulsion composition obtained by diluting this emulsion composition 10 times. 10% by mass of the emulsified composition is added to an aqueous solution containing 0.2% by mass (final concentration) of carboxyvinyl polymer, and after mixing by a standard method, it is stored in a thermostat at 25 ° C. for 6 months The stability is also described in Table 1 and Table 2 as "Properties of Dilution Solution (25 ° C 6 months)". The properties were evaluated by visually observing the state of emulsification or separation.
:: A milky white well maintained emulsified state ○: A milky white to white emulsified state maintained ×: separation
比較例1〜5において、MEL−B、グリチルリチン酸塩、油性成分又は水のいずれかの成分を配合しなかった場合、あるいは油性成分(スクワラン)が40質量%と比較的低い含有量のとき、混合物がゲル状を成さず、調製直後に分離した。 In Comparative Examples 1 to 5, when any component of MEL-B, glycyrrhizinate, oil component or water is not blended, or when the content of oil component (squalane) is relatively low at 40% by mass, The mixture did not form a gel and separated immediately after preparation.
これに対し、実施例1〜13において、MEL−B、グリチルリチン酸塩、油性成分及び水を必須成分として配合することで、安定なゲル状の乳化組成物を得ることができた。また、実施例14,15においても、MEL−C、グリチルリチン酸塩、油性成分及び水を必須成分として配合することで、安定なゲル状の乳化組成物を得ることができた On the other hand, the stable gel-like emulsion composition was able to be obtained by mix | blending MEL-B, a glycyrrhizinate, an oil-based component, and water as an essential component in Examples 1-13. Moreover, also in Examples 14 and 15, a stable gel-like emulsified composition could be obtained by blending MEL-C, glycyrrhizinate, an oil component and water as essential components.
実施例においては、油性成分として、スクワラン、ジメチルポリシロキサン、オリーブ油、トリ(カプリル/カプリン酸)グリセリルを用いて本発明の乳化組成物を得たが、これらの油性成分と類似する成分を含有する油性成分に関しても、本発明の乳化組成物を得ることが可能であると考えられる。 In the examples, squaraine, dimethylpolysiloxane, olive oil, and glyceryl tri (capryl / capric acid) were used as an oil component to obtain the emulsion composition of the present invention, but containing components similar to these oil components. With regard to the oily component, it is also considered possible to obtain the emulsion composition of the present invention.
本発明により、糖型バイオサーファクタント化合物であるMELを主たる乳化剤とした乳化組成物を調製することができる。本発明の乳化組成物は様々な種類の油性成分を乳化することが可能である。この乳化組成物およびその処方により、非常に有用な化粧品製剤を調製でき、産業界に大きく寄与することが期待される。 According to the present invention, it is possible to prepare an emulsion composition containing MEL which is a sugar-type biosurfactant compound as a main emulsifier. The emulsion composition of the present invention is capable of emulsifying various types of oily components. It is expected that this emulsion composition and its formulation make it possible to prepare a very useful cosmetic preparation and to greatly contribute to the industry.
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