歧化松香蔗糖酯的合成

Synthesis of Disproportionated Rosin Sucrose Esters

先将歧化松香与二氯亚砜反应制备歧化松香酰氯,然后与蔗糖发生O-酰化反应合成了歧化松香蔗糖酯。用TLC、IR、13C NMR、UV、HPLC和HPLC-MS等多种方法对目标产物进行了分析和表征,结果显示歧化松香蔗糖单酯是所合成的目标产物中的绝对优势成分,含量可高达96·31%,酯基可能与蔗糖分子中果糖环上的C-1′相接。从目标产物的临界胶束浓度CMC(0·9×10^(-2)mol·L^(-1),此时表面张力σCMC=52·03mN·m^(-1))可知,所制备的歧化松香蔗糖酯具有较好的表面活性。

Disproportionated rosin chloride was prepared at first by the reaction of disproportionated rosin with SOCl2 . Then, DRSE （disproportionated rosin sucrose esters） were synthesized by O-acylation reaction of the disproportionated rosin chloride with sucrose. The target produet was analyzed and characterized by TLC, IR, ^13C NMR, UV, HPLC and HPLC-MS methods, and it was found that disproportionated rosin sucrose mono-estcrs, with the high content of 96.31%, were absolutely dominant in DRSE, and that the newly-formed ester group in the target product was possibly attached to the C-I＇ of the fructose ring in sucrose. It can be also concluded from the critical micelle concentration （CMC） of the target product （CMC = 0.9 × 10^-2 mol· L^-1 , corresponding surface tension σCMC= 52.03mN·m^-1 ） that DRSE have satisfying surface activity.