JP4760489B2 - Cosmetic base and cosmetic comprising the same - Google Patents
Cosmetic base and cosmetic comprising the same Download PDFInfo
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- JP4760489B2 JP4760489B2 JP2006095003A JP2006095003A JP4760489B2 JP 4760489 B2 JP4760489 B2 JP 4760489B2 JP 2006095003 A JP2006095003 A JP 2006095003A JP 2006095003 A JP2006095003 A JP 2006095003A JP 4760489 B2 JP4760489 B2 JP 4760489B2
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- 239000002537 cosmetic Substances 0.000 title claims description 40
- -1 alkylglycoside Chemical compound 0.000 claims description 19
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 13
- 239000000203 mixture Substances 0.000 claims description 10
- 150000005846 sugar alcohols Polymers 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000002947 alkylene group Chemical group 0.000 claims description 7
- 235000011187 glycerol Nutrition 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 5
- 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 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 239000000600 sorbitol Substances 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 239000000845 maltitol Substances 0.000 claims description 4
- VQHSOMBJVWLPSR-WUJBLJFYSA-N maltitol Chemical compound OC[C@H](O)[C@@H](O)[C@@H]([C@H](O)CO)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O VQHSOMBJVWLPSR-WUJBLJFYSA-N 0.000 claims description 4
- 235000010449 maltitol Nutrition 0.000 claims description 4
- 229940035436 maltitol Drugs 0.000 claims description 4
- 125000005702 oxyalkylene group Chemical group 0.000 claims description 4
- 125000006353 oxyethylene group Chemical group 0.000 claims description 4
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 claims description 3
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 3
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 claims description 3
- 239000004386 Erythritol Substances 0.000 claims description 3
- UNXHWFMMPAWVPI-UHFFFAOYSA-N Erythritol Natural products OCC(O)C(O)CO UNXHWFMMPAWVPI-UHFFFAOYSA-N 0.000 claims description 3
- SQUHHTBVTRBESD-UHFFFAOYSA-N Hexa-Ac-myo-Inositol Natural products CC(=O)OC1C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C(OC(C)=O)C1OC(C)=O SQUHHTBVTRBESD-UHFFFAOYSA-N 0.000 claims description 3
- 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 claims description 3
- 229930006000 Sucrose Natural products 0.000 claims description 3
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 claims description 3
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 claims description 3
- TVXBFESIOXBWNM-UHFFFAOYSA-N Xylitol Natural products OCCC(O)C(O)C(O)CCO TVXBFESIOXBWNM-UHFFFAOYSA-N 0.000 claims description 3
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 claims description 3
- UNXHWFMMPAWVPI-ZXZARUISSA-N erythritol Chemical compound OC[C@H](O)[C@H](O)CO UNXHWFMMPAWVPI-ZXZARUISSA-N 0.000 claims description 3
- 235000019414 erythritol Nutrition 0.000 claims description 3
- 229940009714 erythritol Drugs 0.000 claims description 3
- 229960000367 inositol Drugs 0.000 claims description 3
- CDAISMWEOUEBRE-GPIVLXJGSA-N inositol Chemical compound O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@H](O)[C@@H]1O CDAISMWEOUEBRE-GPIVLXJGSA-N 0.000 claims description 3
- HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 claims description 3
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 3
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 claims description 3
- 239000005720 sucrose Substances 0.000 claims description 3
- 239000000811 xylitol Substances 0.000 claims description 3
- 235000010447 xylitol Nutrition 0.000 claims description 3
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 claims description 3
- 229960002675 xylitol Drugs 0.000 claims description 3
- 229960002920 sorbitol Drugs 0.000 claims description 2
- 229960004793 sucrose Drugs 0.000 claims description 2
- 229940074410 trehalose Drugs 0.000 claims description 2
- 239000002585 base Substances 0.000 description 20
- 230000003020 moisturizing effect Effects 0.000 description 19
- 150000001875 compounds Chemical class 0.000 description 9
- 238000005406 washing Methods 0.000 description 8
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 7
- 238000011156 evaluation Methods 0.000 description 7
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 6
- 239000003921 oil Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002202 Polyethylene glycol Substances 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- 239000004909 Moisturizer Substances 0.000 description 3
- 235000019437 butane-1,3-diol Nutrition 0.000 description 3
- 239000003054 catalyst Substances 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 230000001333 moisturizer Effects 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- HOVAGTYPODGVJG-UVSYOFPXSA-N (3s,5r)-2-(hydroxymethyl)-6-methoxyoxane-3,4,5-triol Chemical compound COC1OC(CO)[C@@H](O)C(O)[C@H]1O HOVAGTYPODGVJG-UVSYOFPXSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- XPFCZYUVICHKDS-UHFFFAOYSA-N 3-methylbutane-1,3-diol Chemical compound CC(C)(O)CCO XPFCZYUVICHKDS-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 2
- 239000008346 aqueous phase Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 229940105990 diglycerin Drugs 0.000 description 2
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 2
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 2
- NOPFSRXAKWQILS-UHFFFAOYSA-N docosan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCCCCCO NOPFSRXAKWQILS-UHFFFAOYSA-N 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 229960005150 glycerol Drugs 0.000 description 2
- 239000006210 lotion Substances 0.000 description 2
- 230000014759 maintenance of location Effects 0.000 description 2
- HOVAGTYPODGVJG-UHFFFAOYSA-N methyl beta-galactoside Natural products COC1OC(CO)C(O)C(O)C1O HOVAGTYPODGVJG-UHFFFAOYSA-N 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000006748 scratching Methods 0.000 description 2
- 230000002393 scratching effect Effects 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- 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 2
- 238000003756 stirring Methods 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- GFTPTQVIOIDDRL-UHFFFAOYSA-N 2,3-dimethylbutane-1,2,3-triol Chemical compound CC(C)(O)C(C)(O)CO GFTPTQVIOIDDRL-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
- HOSGXJWQVBHGLT-UHFFFAOYSA-N 6-hydroxy-3,4-dihydro-1h-quinolin-2-one Chemical group N1C(=O)CCC2=CC(O)=CC=C21 HOSGXJWQVBHGLT-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BVHLGVCQOALMSV-JEDNCBNOSA-N L-lysine hydrochloride Chemical compound Cl.NCCCC[C@H](N)C(O)=O BVHLGVCQOALMSV-JEDNCBNOSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 125000003047 N-acetyl group Chemical group 0.000 description 1
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000012644 addition polymerization Methods 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 150000001413 amino acids Chemical class 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 229960000735 docosanol Drugs 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000010696 ester oil Chemical class 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 239000004220 glutamic acid Substances 0.000 description 1
- 229940075507 glyceryl monostearate Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 230000001771 impaired 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
- 229960005337 lysine hydrochloride Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000001788 mono and diglycerides of fatty acids Substances 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Chemical class 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000001993 wax Chemical class 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、化粧料用基剤およびこれを配合する化粧料に関する。 The present invention relates to a cosmetic base and a cosmetic containing the same.
化粧料は、近年の消費者の傾向から、保湿感の高く、かつさっぱりした感触のものが好まれる傾向がある。このため、保湿剤は化粧料になくてはならないものとなっているが、このような要求に応じることのできる保湿剤および化粧料はまだ十分には得られていないのが現状である。
例えば、グリセリン、プロピレングリコール、１，３−ブチレングリコールなどに代表される水溶性多価アルコールは優れた保湿感はあるものの、高濃度に配合するとべたつき感が大きくなる。これにすべすべ感を付与しようとしてトリグリセリドやシリコーン油などを配合する場合には、両者の相溶性が劣るため多量の乳化剤を必要とし、すべすべ感や保湿感が低下してしまう。
Cosmetics tend to be preferred to have a high moisturizing feeling and a refreshing feel due to consumer trends in recent years. For this reason, moisturizers are indispensable for cosmetics, but the present situation is that sufficient moisturizers and cosmetics that can meet such requirements have not yet been obtained.
For example, water-soluble polyhydric alcohols typified by glycerin, propylene glycol, 1,3-butylene glycol and the like have an excellent moisturizing feeling, but when mixed at a high concentration, the sticky feeling increases. When a triglyceride or silicone oil is blended in order to give a smooth feeling to this, a large amount of emulsifier is required because the compatibility between the two is poor, and the smooth feeling and moisturizing feeling are lowered.
そこで水溶性の基剤で保湿感、すべすべ感両者の特性をだすために、Ｎ−アセチル塩基性アミノ酸（例えば特許公報１）、ポリ―γ―グルタミン酸架橋体（例えば特許公報２）、ポリエチレングリコールジアルキルエーテル（例えば特許公報３）などを配合した化粧料が報告されているが、いずれも十分な効果が得られていないのが現状である。
また、従来の保湿用化粧料は、塗布している部分を石鹸などで洗い流した場合かさかさしてしまい、肌のうるおい感を維持するにはクリームなど別の保湿用化粧料を再塗布するなどして補わなければならなかった。
Therefore, N-acetyl basic amino acid (for example, Patent Publication 1), poly-γ-glutamic acid cross-linked product (for example, Patent Publication 2), polyethylene glycol dialkyl, in order to bring out both moisturizing feeling and smooth feeling with a water-soluble base. Cosmetics formulated with ether (for example, Japanese Patent Publication No. 3) have been reported, but none of them are effective enough.
Also, conventional moisturizing cosmetics become bulky when the applied part is washed away with soap, etc., and another moisturizing cosmetic such as cream is reapplied to maintain the moist feeling of the skin. I had to make up for it.
本発明の目的は、べたつかない優れた感触と保湿性の双方を有し、洗浄後もうるおいを保つ化粧料用基剤およびこれを配合する化粧料を提供することである。 An object of the present invention is to provide a cosmetic base that has both excellent non-sticky feel and moisture retention and retains moisture after washing, and a cosmetic containing the same.
すなわち本発明は、以下に示されるものである。
（１）下記の式（Ｉ）で示されるアルキレンオキシド誘導体からなる化粧料用基剤。
Ｚ−｛Ｏ（ＡＯ）l（ＥＯ）m−（ＢＯ）n Ｒ｝a （Ｉ）
（式中、Ｚは、グリセリン、トリメチロールプロパン、エリスリトール、ペンタエリスリトール、ソルビタン、アルキルグリコシド、キシリトール、ジペンタエリスリトール、ソルビトール、イノシトール、ショ糖、トレハロース、マルチトール、または、これらの混合物の水酸基を除いた残基、ａは、Ｚにおいて除かれた前記水酸基数であって、ａ＝３〜９であり、ＡＯはオキシプロピレン基、ＥＯはオキシエチレン基、ｌおよびｍはそれぞれオキシプロピレン基、オキシエチレン基の平均付加モル数で、１≦ｌ≦５０、１≦ｍ≦５０であり、ＡＯとＥＯとの重量比（ＡＯ／ＥＯ）は１／５〜５／１であり、ＡＯとＥＯはランダム状に付加している。ＢＯは炭素数４のオキシアルキレン基、ｎはその平均付加モル数で、０．５≦ｎ≦５、Ｒは炭素数１〜４の炭化水素基である。）
（２） Ｒがメチル基またはエチル基である前記の化粧料用基剤。
（３） 前記の化粧料用基剤を配合してなる化粧料。
（４） 化粧料用基剤を０．０５〜５０重量％、水溶性多価アルコールを０．０５〜５０重量％含有する前記の化粧料。
That is, the present invention is as follows.
(1) A cosmetic base comprising an alkylene oxide derivative represented by the following formula (I).
Z- {O (AO) l (EO) m- (BO) n R} a (I)
(In the formula, Z is a hydroxyl group of glycerin, trimethylolpropane, erythritol, pentaerythritol, sorbitan, alkylglycoside, xylitol, dipentaerythritol, sorbitol, inositol, sucrose, trehalose, maltitol, or a mixture thereof. A is the number of hydroxyl groups removed in Z, where a = 3 to 9, AO is an oxypropylene group, EO is an oxyethylene group, and l and m are oxypropylene groups and oxyethylene groups, respectively. The average added mole number of the group is 1 ≦ l ≦ 50, 1 ≦ m ≦ 50, the weight ratio of AO to EO (AO / EO) is 1/5 to 5/1, and AO and EO are random. BO is an oxyalkylene group having 4 carbon atoms, n is the average number of moles added, and 0.5 ≦ n ≦ 5, R Is a hydrocarbon group having 1 to 4 carbon atoms.)
(2) The said base for cosmetics whose R is a methyl group or an ethyl group.
(3) A cosmetic comprising the cosmetic base described above.
(4) The cosmetic described above containing 0.05 to 50% by weight of a cosmetic base and 0.05 to 50% by weight of a water-soluble polyhydric alcohol.
本発明の化粧料用基剤は優れたすべすべ感、保湿感の両方の性質を有し、洗浄後もうるおいを保つ、化粧料に配合したときに最も効果的な性能を発現する化粧料用基剤である。この化粧料用基剤を配合した化粧料は、優れたすべすべ感、保湿感の両方の性質を有し、洗浄後もうるおいを保つ、非常に優れた化粧料である。 The cosmetic base of the present invention has both excellent smooth and moisturizing properties, keeps moisture after washing, and exhibits the most effective performance when formulated in cosmetics. It is an agent. A cosmetic containing this cosmetic base is an excellent cosmetic that has both excellent smoothness and moisturizing properties and maintains moisture after washing.
式（Ｉ）で示されるアルキレンオキシド誘導体において、Ｚは３〜９個の水酸基を有する化合物の水酸基を除いた残基であり、ａはＺの化合物の水酸基の数であり３〜９である。３〜９個の水酸基を有する化合物としては、ａ＝３であればグリセリン、トリメチロールプロパン、ａ＝４であればエリスリトール、ペンタエリスリトール、ソルビタン、アルキルグリコシド、ａ＝５であればキシリトール、ａ＝６であればジペンタエリスリトール、ソルビトール、イノシトール、ａ＝８であればショ糖、トレハロース、ａ＝９であればマルチトールが挙げられる。また、これらの混合物を用いても良い。好ましくはＺは３〜６個の水酸基を有する化合物の水酸基を除いた残基であり、ａは３〜６である。ａが２以下では十分な保湿感が得られず、ａが１０以上ではべたつき感が生じてしまう。 In the alkylene oxide derivative represented by the formula (I), Z is a residue excluding the hydroxyl group of the compound having 3 to 9 hydroxyl groups, and a is the number of hydroxyl groups of the compound of Z and is 3 to 9. Examples of compounds having 3 to 9 hydroxyl groups include glycerin and trimethylolpropane when a = 3, erythritol, pentaerythritol, sorbitan, alkylglycoside when a = 4, xylitol when a = 5, a = If it is 6, dipentaerythritol, sorbitol, inositol, if a = 8, sucrose, trehalose, if a = 9, maltitol may be mentioned. Moreover, you may use these mixtures. Z is preferably a residue excluding the hydroxyl group of the compound having 3 to 6 hydroxyl groups, and a is 3 to 6. When a is 2 or less, a sufficient moisturizing feeling cannot be obtained, and when a is 10 or more, a sticky feeling is generated.
ＡＯは炭素数３〜４のオキシアルキレン基であり、例として、オキシプロピレン基、オキシブチレン基、オキシイソブチレン基、オキシトリメチレン基、オキシテトラメチレン基などが挙げられる。好ましくは、オキシプロピレン基、オキシブチレン基、さらに好ましくはオキシプロピレン基である。
ｌはＡＯの平均付加モル数であり、１≦ｌ≦５０、好ましくは２≦ｌ≦２０である。ｍはＥＯの平均付加モル数であり、１≦ｍ≦５０、好ましくは２≦ｍ≦２０である。ＡＯが１より少ないとべたつき感を生じてしまい、５０を越えると保湿感が低下する。またＥＯが１より少ないと保湿感が落ち、５０を越えるとべたつき感が生じてしまう。
ＡＯとＥＯとの重量比（ＡＯ／ＥＯ）は１／５〜５／１であり、好ましくは１／４〜４／１である。１／５より小さいとべたつき感が生じてしまい、５／１より大きいと保湿感が低下してしまう。
ＡＯとＥＯの付加する順序はランダム状に付加しているものである。
ＢＯは炭素数４のオキシアルキレン基であり、例としてオキシブチレン基、オキシイソブチレン基、オキシテトラメチレン基などが挙げられる。好ましくはオキシブチレン基である。
ｎはＢＯの平均付加モル数であり、０．５≦ｎ≦５、好ましくは１≦ｎ≦３である。０．５より少ないとべたつき感が生じてしまい、５を越えると保湿感が低下してしまう。
また本発明のＡＯの平均付加モル数ｌとＢＯの平均付加モル数ｎとの合計は、好ましくは１．５≦ｌ＋ｎ≦５０、さらに好ましくは３≦ｌ＋ｎ≦３０である。
Ｒは炭素数１〜４の炭化水素基で、炭化水素基としては、メチル基、エチル基、ｎ−プロピル基、イソプロピル基、ｎ−ブチル基、ｓｅｃ−ブチル基、ｔｅｒｔ−ブチル基およびこれらの混合物などが挙げられる。好ましくはメチル基、エチル基である。炭素数５以上の炭化水素基では親水性が低下し、保湿感が低下する。
AO is an oxyalkylene group having 3 to 4 carbon atoms, and examples thereof include an oxypropylene group, an oxybutylene group, an oxyisobutylene group, an oxytrimethylene group, and an oxytetramethylene group. An oxypropylene group, an oxybutylene group, and more preferably an oxypropylene group.
l is the average added mole number of AO, and 1 ≦ l ≦ 50, preferably 2 ≦ l ≦ 20. m is an average added mole number of EO, and 1 ≦ m ≦ 50, preferably 2 ≦ m ≦ 20. If AO is less than 1, a sticky feeling is produced, and if it exceeds 50, the moisturizing feeling is lowered. If EO is less than 1, the moisturizing feeling is lowered, and if it exceeds 50, a sticky feeling is produced.
The weight ratio (AO / EO) between AO and EO is 1/5 to 5/1, preferably 1/4 to 4/1. When it is less than 1/5, a sticky feeling is produced, and when it is greater than 5/1, the moisturizing feeling is lowered.
The order in which AO and EO are added is randomly added.
BO is an oxyalkylene group having 4 carbon atoms, and examples thereof include an oxybutylene group, an oxyisobutylene group, and an oxytetramethylene group. An oxybutylene group is preferred.
n is the average added mole number of BO, and 0.5 ≦ n ≦ 5, preferably 1 ≦ n ≦ 3. If it is less than 0.5, a sticky feeling is produced, and if it exceeds 5, the moisturizing feeling is lowered.
The sum of the average added mole number 1 of AO and the average added mole number BO of the present invention is preferably 1.5 ≦ l + n ≦ 50, more preferably 3 ≦ l + n ≦ 30.
R is a hydrocarbon group having 1 to 4 carbon atoms. Examples of the hydrocarbon group include methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, sec-butyl group, tert-butyl group, and these. A mixture etc. are mentioned. A methyl group and an ethyl group are preferred. When the hydrocarbon group has 5 or more carbon atoms, the hydrophilicity is lowered and the moisturizing feeling is lowered.
本発明の式（Ｉ）で示されるアルキレンオキシド誘導体は、公知の方法で製造することができる。例えば、３個以上の水酸基を有している化合物にエチレンオキシドおよび炭素数３〜４のアルキレンオキシドを付加重合した後、炭素数４のアルキレンオキシドを反応させ、さらにその後ハロゲン化アルキルをアルカリ触媒の存在下にエーテル反応させることによって得られる。
また本発明の化粧料用基剤を配合してなる化粧料の形態は、特に限定されず、水性化粧料、油中水型または水中油型の乳化化粧料、油性化粧料のいずれでも良く、シャンプー、リンス、ボディソープ、洗顔剤、化粧水、乳液、クリーム、整髪料、口紅、育毛剤などさまざまな形態でも良い。
The alkylene oxide derivative represented by the formula (I) of the present invention can be produced by a known method. For example, after addition polymerization of ethylene oxide and a C3-4 alkylene oxide to a compound having 3 or more hydroxyl groups, the C4 alkylene oxide is reacted, and then an alkyl halide is present in the presence of an alkali catalyst. Obtained by ether reaction below.
Further, the form of the cosmetic comprising the cosmetic base of the present invention is not particularly limited, and may be any of a water-based cosmetic, a water-in-oil or oil-in-water emulsified cosmetic, and an oily cosmetic. Various forms such as shampoo, rinse, body soap, facial cleanser, lotion, milky lotion, cream, hair conditioner, lipstick, hair restorer may be used.
本発明の化粧料中への化粧料用基剤の配合量は特に限定されないが、通常０．０１〜７０重量％配合される。
また、化粧料として、水溶性多価アルコールを配合することによりさらに感触と保湿性の双方が良好なものとなる。好ましくは本発明の基剤０．０５〜５０重量％と水溶性多価アルコールを０．０５〜５０重量％、さらに好ましくは本発明の基剤０．１〜２５重量％と水溶性多価アルコールを０．１〜２５重量％、よりさらに好ましくは本発明の基剤１〜１０重量％と水溶性多価アルコールを１〜１０重量％配合する組み合わせがより効果的である。
水溶性多価アルコールとは分子内に水酸基を２個以上有する水溶性の化合物であり、例えば、プロピレングリコール、ジプロピレングリコール、イソプレングリコール、１，３−ブチレングリコール、グリセリン、ジグリセリン、ポリエチレングリコール、ソルビトール、マルチトール、メチルグルコシド、アルキルグルコシドおよびこれらのアルキレンオキシド付加物などが挙げられる。このうちジプロピレングリコール、イソプレングリコール、１，３−ブチレングリコール、グリセリン、ジグリセリン、ポリエチレングリコール、メチルグルコシド及びこれらのエチレンオキシド付加物が好ましい。
なお、本発明の化粧料には、他の成分を本発明の性能を損なわない範囲で含有することも可能である。例えば、低級アルコール、炭化水素系油、天然油脂、合成トリグリセライド、エステル油、ロウ類、シリコーン誘導体、油性基剤、陰イオン性界面活性剤、両性界面活性剤、非イオン性界面活性剤、陽イオン性界面活性剤、半極性界面活性剤、水溶性高分子、有機または無機塩類、ｐＨ調整剤、殺菌剤、キレート剤、抗酸化剤、紫外線吸収剤、ビタミン類、動植物由来の天然エキス、色素、顔料、香料などが挙げられる。
Although the compounding quantity of the base for cosmetics in the cosmetics of this invention is not specifically limited, 0.01-70 weight% is normally mix | blended.
In addition, by blending a water-soluble polyhydric alcohol as a cosmetic, both the feel and moisture retention are further improved. Preferably 0.05 to 50% by weight of the base of the present invention and 0.05 to 50% by weight of water-soluble polyhydric alcohol, more preferably 0.1 to 25% by weight of the base of the present invention and water-soluble polyhydric alcohol 0.1 to 25% by weight, more preferably 1 to 10% by weight of the base of the present invention and 1 to 10% by weight of a water-soluble polyhydric alcohol is more effective.
The water-soluble polyhydric alcohol is a water-soluble compound having two or more hydroxyl groups in the molecule. For example, propylene glycol, dipropylene glycol, isoprene glycol, 1,3-butylene glycol, glycerin, diglycerin, polyethylene glycol, Examples include sorbitol, maltitol, methyl glucoside, alkyl glucoside, and alkylene oxide adducts thereof. Of these, dipropylene glycol, isoprene glycol, 1,3-butylene glycol, glycerin, diglycerin, polyethylene glycol, methyl glucoside and ethylene oxide adducts thereof are preferred.
The cosmetic of the present invention can contain other components as long as the performance of the present invention is not impaired. For example, lower alcohols, hydrocarbon oils, natural fats and oils, synthetic triglycerides, ester oils, waxes, silicone derivatives, oily bases, anionic surfactants, amphoteric surfactants, nonionic surfactants, cations Surfactants, semipolar surfactants, water-soluble polymers, organic or inorganic salts, pH adjusters, fungicides, chelating agents, antioxidants, UV absorbers, vitamins, natural extracts derived from animals and plants, pigments, Examples thereof include pigments and fragrances.
合成例１ ポリオキシブチレン（５モル；ｎ＝１．７）ポリオキシエチレン（１０モル；ｎ＝１．７）ポリオキシプロピレン（１０モル；ｎ＝１．７）トリメチルグリセリンエーテルの合成
グリセリン９２ｇと触媒として水酸化カリウム６ｇをオートクレーブ中に仕込み、オートクレーブ中の空気を乾燥窒素で置換した後、攪拌しながら１４０℃で触媒を完全に溶解した。次に滴下装置によりエチレンオキシド４４０ｇとプロピレンオキシド５８０ｇの混合物を滴下させ、２時間攪拌した。さらに滴下装置によりブチレンオキシド３６０ｇを滴下させ、２時間攪拌し反応させた。次に、水酸化カリウム３３６ｇを仕込み、系内を乾燥窒素で置換した後、塩化メチル３００ｇを温度８０〜１３０℃で圧入し５時間反応させた。その後オートクレーブより反応組成物を取り出し、塩酸で中和してｐＨ６〜７とし、含有する水分を除去するため減圧−０．０９５ＭＰａ(ゲージ圧)、１００℃で１時間処理した。さらに処理後生成した塩を除去するため濾過を行い、化合物１の基剤を得た。
塩化メチルを反応させる前にサンプリングし、精製したものの水酸基価が１１９、化合物１の水酸基価が５であり、ほぼ水素原子がメチル基に変換されている。
合成例２〜９
合成例１と同様に、表１に示す化合物２〜９の合成を行った。
Synthesis Example 1 Synthesis of polyoxybutylene (5 mol; n = 1.7) polyoxyethylene (10 mol; n = 1.7) polyoxypropylene (10 mol; n = 1.7) trimethylglycerin ether As a catalyst, 6 g of potassium hydroxide was charged into an autoclave, the air in the autoclave was replaced with dry nitrogen, and the catalyst was completely dissolved at 140 ° C. with stirring. Next, a mixture of 440 g of ethylene oxide and 580 g of propylene oxide was dropped with a dropping device and stirred for 2 hours. Further, 360 g of butylene oxide was dropped with a dropping device, and the mixture was stirred for 2 hours to be reacted. Next, after charging 336 g of potassium hydroxide and replacing the system with dry nitrogen, 300 g of methyl chloride was injected at a temperature of 80 to 130 ° C. and reacted for 5 hours. Thereafter, the reaction composition was taken out from the autoclave, neutralized with hydrochloric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (gauge pressure) at 100 ° C for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt produced after the treatment, and a base of Compound 1 was obtained.
Samples that were sampled and reacted before reacting with methyl chloride had a hydroxyl value of 119 and compound 1 had a hydroxyl value of 5, and almost all hydrogen atoms were converted to methyl groups.
Synthesis Examples 2-9
In the same manner as in Synthesis Example 1, compounds 2 to 9 shown in Table 1 were synthesized.
実施例１〜６および比較例１〜８
各化粧料用基剤を用いて下記に示す試験を行った。結果を表１に示す。各配合量は重量％である。
（官能評価）
化合物１０重量％水溶液を作成し、それを１０人の専門パネラーを用いてべたつき感のなさ（すべすべ感）と保湿感の評価を行った。評価方法は、上腕部を洗浄した後に試料を塗布し、塗布直後〜３０分後のべたつき感のなさと保湿感について５段階評価した合計値を採用した。３５点以上を良好と判断した。
べたつき感のなさ（すべすべ感）
５ ： のびが非常によく、肌をこすったとき、ひっかからずに非常に軽い感触
４ ： のびがよく、肌をこすったとき、ひっかからず軽い感触
３ ： のびがやや悪く、肌をこすったとき、少しひっかかる感触
２ ： のびが悪く、肌をこすったとき、ひっかかり重い感触
１ ： のびが非常に悪く、肌をこすったとき、ひっかかり非常に重い感触
保湿感
５ ： かさつきが全くなく、十分うるおっている感触
４ ： かさつきがなく、うるおっている感触
３ ： かさつきが若干あり、うるおいが少し足りない感触
２ ： かさつきがあり、うるおいが足りない感触
１ ： かさつきがひどく、うるおいが十分足りない感触
実施例１〜６より本発明の基剤は、べたつき感のなさ、保湿感の双方の点数を満たすものである。しかし比較例１〜８は、２つの性質を同時に満たすものはない。
Examples 1-6 and Comparative Examples 1-8
The following tests were conducted using each cosmetic base. The results are shown in Table 1. Each compounding amount is% by weight.
(sensory evaluation)
A 10% by weight aqueous solution of the compound was prepared, and the non-sticky feeling (smooth feeling) and the moisturizing feeling were evaluated using 10 professional panelists. As the evaluation method, a sample was applied after washing the upper arm, and a total value evaluated on a five-stage basis for the feeling of stickiness and moisturizing feeling immediately after application to 30 minutes was adopted. A score of 35 or more was judged good.
No stickiness (smooth feeling)
5: Very good spread, rubbed skin, very light feel without scratching 4: Good spread, rubbed skin, light touch without scratching 3: When slightly rubbed, rubbed skin Slightly squeezed feel 2: When the skin is rubbed and rubbed, it feels heavy when it rubs 1: When the skin is rubbed very badly, when rubbed, it feels very heavy and moisturized 5 Feeling 4 ： Feeling that it is not bulky and moist 3 ： Feeling that it is slightly moisturized and a little lacking in moisture 2 ： Feeling that it is bulky and lacking in moisture 1: Severely moisturized and enough moisture No feel From Examples 1 to 6, the base of the present invention satisfies both the points of no stickiness and moisturizing feeling. However, Comparative Examples 1 to 8 do not satisfy two properties at the same time.
実施例７〜１５および比較例９〜１５
化合物１〜９、グリセリン、ソルビトール、ポリエチレングリコール（分子量３００）、リジン塩酸塩のそれぞれを水相部に配合して、以下の組成からなる基剤のうち油相部を８０℃に加温し均一に溶解した後、攪拌しながら水相部を同温度で徐々に添加し撹拌後、４０℃まで冷却して乳液を作製し、実施例１と同様の評価を行った。結果を表２に示す。
油相部：
ベヘニルアルコール ２．０重量％
スクワラン ６．０重量％
ミリスチン酸イソプロピル ０．５重量％
モノステアリン酸ソルビタン １．０重量％
モノステアリン酸グリセリン １．０重量％
ポリオキシエチレン（２０モル）モノドデシルエーテル １．５重量％
香料 適量
防腐剤 適量
水相部：
保湿剤 表２参照
水溶性多価アルコール 表２参照
精製水 残部（全体が１００になるように）
Examples 7 to 15 and Comparative Examples 9 to 15
Each of compounds 1-9, glycerin, sorbitol, polyethylene glycol (molecular weight 300), and lysine hydrochloride are blended in the aqueous phase, and the oil phase of the base comprising the following composition is heated to 80 ° C to be uniform. Then, the aqueous phase portion was gradually added at the same temperature while stirring, and the mixture was stirred and then cooled to 40 ° C. to prepare an emulsion. The same evaluation as in Example 1 was performed. The results are shown in Table 2.
Oil phase:
Behenyl alcohol 2.0% by weight
Squalane 6.0% by weight
Isopropyl myristate 0.5% by weight
Sorbitan monostearate 1.0% by weight
1.0% by weight of glyceryl monostearate
Polyoxyethylene (20 mol) monododecyl ether 1.5% by weight
Perfume Appropriate amount Preservative Appropriate amount Aqueous part:
Moisturizer See Table 2 Water-soluble polyhydric alcohol See Table 2 Purified water The remainder (the whole is 100)
作製した乳液について、べたつき感のなさ（すべすべ感）、保湿感については前記の方法で評価を行い、洗浄後の評価は以下の方法で評価を行った。
（洗浄後評価）
１０人の専門パネラーを用いて上記処方品で官能評価をおこなった後、石鹸で上腕部を洗浄１５分後の感触について５段階評価した合計値を採用した。３５点以上を良好と判断した。
洗浄後の感触
５ ： 肌にかさつきがほとんどなく、うるおいがある感じ
４ ： 肌にかさつきがなく、若干うるおいがある感じ
３ ： 肌に若干かさつきがあるが、肌荒れまでにいたらない感じ
２ ： 肌に少しかさつきがあり、肌荒れしそうな感じ
１ ： 肌に非常にかさつきがあり、肌荒れしている感じ
The prepared emulsion was evaluated for the non-sticky feeling (smooth feeling) and the moisturizing feeling by the above method, and the evaluation after washing was evaluated by the following method.
(Evaluation after cleaning)
After performing sensory evaluation with the above-mentioned prescription product using 10 professional panelists, the total value evaluated for the feel after washing the upper arm with soap for 15 minutes was adopted. A score of 35 or more was judged good.
Feeling after washing 5: Feeling that there is almost no moisture on the skin 4: Feeling that there is no moisture on the skin and that it is slightly moisturized 3: Feeling that the skin is slightly moistened but not rough enough 2 : The skin feels somewhat rough and feels rough 1: The skin is very rough and feels rough
前記の基剤単品の評価結果と同様に、実施例７〜１５より本発明の化粧料は、べたつき感のなさ、保湿感、洗浄後の感触のすべてを満たすものである。しかし比較例９〜１５は、３つの性質を同時に満たすものはない。 Similar to the evaluation results of the above-mentioned base single item, the cosmetics of the present invention satisfy all of the non-sticky feeling, moisturizing feeling, and feeling after washing from Examples 7 to 15. However, Comparative Examples 9 to 15 do not satisfy the three properties at the same time.
Claims (4)
Ｚ−｛Ｏ（ＡＯ）l（ＥＯ）m−（ＢＯ）n Ｒ｝a （Ｉ）
（式中、Ｚは、グリセリン、トリメチロールプロパン、エリスリトール、ペンタエリスリトール、ソルビタン、アルキルグリコシド、キシリトール、ジペンタエリスリトール、ソルビトール、イノシトール、ショ糖、トレハロース、マルチトール、または、これらの混合物の水酸基を除いた残基、ａは、Ｚにおいて除かれた前記水酸基数であって、ａ＝３〜９であり、ＡＯはオキシプロピレン基、ＥＯはオキシエチレン基、ｌおよびｍはそれぞれオキシプロピレン基、オキシエチレン基の平均付加モル数で、１≦ｌ≦５０、１≦ｍ≦５０であり、ＡＯとＥＯとの重量比（ＡＯ／ＥＯ）は１／５〜５／１であり、ＡＯとＥＯはランダム状に付加している。ＢＯは炭素数４のオキシアルキレン基、ｎはその平均付加モル数で、０．５≦ｎ≦５、Ｒは炭素数１〜４の炭化水素基である。） A cosmetic base comprising an alkylene oxide derivative represented by the following formula (I):
Z- {O (AO) l (EO) m- (BO) n R} a (I)
(In the formula, Z is a hydroxyl group of glycerin, trimethylolpropane, erythritol, pentaerythritol, sorbitan, alkylglycoside, xylitol, dipentaerythritol, sorbitol, inositol, sucrose, trehalose, maltitol, or a mixture thereof. A is the number of hydroxyl groups removed in Z, where a = 3 to 9, AO is an oxypropylene group, EO is an oxyethylene group, and l and m are oxypropylene groups and oxyethylene groups, respectively. The average added mole number of the group is 1 ≦ l ≦ 50, 1 ≦ m ≦ 50, the weight ratio of AO to EO (AO / EO) is 1/5 to 5/1, and AO and EO are random. BO is an oxyalkylene group having 4 carbon atoms, n is the average number of moles added, and 0.5 ≦ n ≦ 5, R Is a hydrocarbon group having 1 to 4 carbon atoms.)
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| JP2013100241A (en) * | 2011-11-08 | 2013-05-23 | Nof Corp | Cosmetic |
| JP2013189392A (en) * | 2012-03-13 | 2013-09-26 | Nof Corp | Cosmetic |
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| US20090197948A1 (en) * | 2006-05-23 | 2009-08-06 | Shiseido Co., Ltd. | Skin External Preparation |
| WO2008041623A1 (en) * | 2006-09-29 | 2008-04-10 | Shiseido Company Ltd. | External preparation for skin and cleansing agent for skin |
| JP5095187B2 (en) * | 2006-11-28 | 2012-12-12 | 株式会社 資生堂 | Hair conditioning composition |
| JP4994011B2 (en) * | 2006-11-28 | 2012-08-08 | 株式会社 資生堂 | Hair cleaning composition |
| JP5769910B2 (en) * | 2007-05-08 | 2015-08-26 | 株式会社ナリス化粧品 | Cosmetics |
| JP5154904B2 (en) * | 2007-12-11 | 2013-02-27 | 株式会社 資生堂 | Topical skin preparation |
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| JPS5315435A (en) * | 1976-07-23 | 1978-02-13 | Nippon Oil & Fats Co Ltd | Hair dressing |
| JPS55118411A (en) * | 1979-03-07 | 1980-09-11 | Asahi Denka Kogyo Kk | Hairdressing composition |
| JPS5813685A (en) * | 1981-07-17 | 1983-01-26 | Nippon Oil & Fats Co Ltd | Anti-fogging agent |
| JP2508148B2 (en) * | 1987-10-30 | 1996-06-19 | 日本油脂株式会社 | Cosmetics |
| JP3067541B2 (en) * | 1994-08-23 | 2000-07-17 | 日本油脂株式会社 | Glycerin polyalkylene glycol ether derivative and method for producing the same |
| JP4432127B2 (en) * | 1998-11-19 | 2010-03-17 | 日油株式会社 | Method for producing oligoalkyloxirane derivative and humectant |
| JP2002179712A (en) * | 2000-12-15 | 2002-06-26 | Asahi Denka Kogyo Kk | Emulsifier for water-in-oil(w/o) type emulsion polymerization and dispersant for suspension polymerization |
| US6362233B1 (en) * | 2001-01-02 | 2002-03-26 | Phoenix Research Corporation | Methoxy capped alkoxylated glycerin compounds |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JP2013100241A (en) * | 2011-11-08 | 2013-05-23 | Nof Corp | Cosmetic |
| JP2013189392A (en) * | 2012-03-13 | 2013-09-26 | Nof Corp | Cosmetic |
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