申请人:TOYO BEAUTY CO., LTD.
公开号:EP1666484A1
公开(公告)日:2006-06-07
It is an object to provide an L-ascorbic acid derivative which can keep the L-ascorbic acid stable to heat and light and thus has a long shelf life, which is high in permeability into the skin, which can be quickly hydrolyzed by phosphatase, an enzyme that is ubiquitous in vivo, and which exhibits physiological activities that are inherent to L-ascorbic acid and beneficial to health, a method for producing such an L-ascorbic acid derivative, and a skin-whitening cosmetic material.
There is provided an ascorbic acid derivative comprising an L-ascorbic acid-2-phosphate ester or a salt thereof wherein the phosphate ester has a branched alkyl group, the L-ascorbic acid-2-phosphate ester being of formula [13]. The ascorbic acid derivative is produced by a method comprising reacting a branched alkanol with phosphorus oxychloride to synthesize monoalkyldichlorophosphate or dialkylmonochlorophosphate, reacting the thus obtained substance with 5,6-O-isopropylidene-L-ascorbic acid obtained by reacting L-ascorbic acid with acetone, and subjecting the thus obtained substance to acid hydrolysis. There is also provided a cosmetic material containing such an ascorbic acid derivative by 0.05 to 80 percent by weight.
(wherein each of R1 and R2 is a hydrogen (H) atom or an alkyl group having branches and including 3 to 30 carbon atoms, but not both of R1 and R2 are hydrogen (H) atoms)
本发明的目的是提供一种L-抗坏血酸衍生物,它能使L-抗坏血酸对热和光保持稳定,因而保质期长,对皮肤的渗透性高,能被体内普遍存在的磷酸酶迅速水解,并表现出L-抗坏血酸所固有的有益于健康的生理活性,还提供一种生产这种L-抗坏血酸衍生物的方法和一种美白化妆品材料。
本发明提供了一种抗坏血酸衍生物,它由 L-抗坏血酸-2-磷酸酯或其盐组成,其中磷酸酯具有支链烷基,L-抗坏血酸-2-磷酸酯为式 [13]。抗坏血酸衍生物的生产方法包括将支链烷醇与氧氯化磷反应合成单烷基二氯磷酸酯或二烷基一氯磷酸酯,将由此获得的物质与通过 L-抗坏血酸与丙酮反应获得的 5,6-O-异亚丙基-L-抗坏血酸反应,并将由此获得的物质进行酸水解。此外,还提供了一种化妆品材料,其中抗坏血酸衍生物的含量为 0.05%至 80%(按重量计)。
(其中 R1 和 R2 各为氢(H)原子或具有分支并包括 3 至 30 个碳原子的烷基,但 R1 和 R2 并非都是氢(H)原子)