Thiol-functionalized copolymeric polyesters by lipase-catalyzed esterification and transesterification of 1,12-dodecanedioic acid and its diethyl ester, respectively, with 1-thioglycerol

摘要: Copolymeric polyoxoesters containing branched-chain methylenethiol functions, i.e., poly(1,12-dodecanedioic acid-co-1-thioglycerol) and poly(diethyl 1,12-dodecanedioate-co-1-thioglycerol), were formed by lipase-catalyzed polyesterification polytransesterification of 1,12-dodecanedioic acid diethyl 1,12-dodecanedioate, respectively, with 1-thioglycerol (3-mercaptopropane-1,2-diol) using immobilized lipase B from Candida antarctica (Novozym 435) in vacuo without drying agent the reaction mixture. After 360–480 h, both purified extraction mixtures followed solvent fractionation. The precipitate demonstrated a MW ~170,000 Da, whereas ~7,100 Da only was found for 1,12-dodecanedioate-co-1-thioglycerol). Both polycondensates analyzed GPC/SEC, alkali-catalyzed transmethylation, NMR- FTIR-spectrometry.