Zhang Xiaojin, Dai Yu
Faculty of Materials Science and Chemistry, China University of Geosciences, Wuhan, 430074, China.
Macromol Rapid Commun. 2017 Jan;38(2). doi: 10.1002/marc.201600593. Epub 2016 Nov 18.
Biodegradable and bioabsorbable poly(lactic acid)s are one of the most important biomedical materials. However, it is difficult to introduce the functional groups into poly(lactic acid)s in order to improve their hydrophilicity and degradation rate. Here the authors describe the synthesis of functionalized cyclic lactide monomer 3,6-bis(benzyloxymethyl)-1,4-dioxane-2,5-dione (BnLA) using an advanced synthetic route. Water-soluble hydroxyl-functionalized homopoly(lactic acid) (P(OH)LA) is synthesized via ring-opening polymerization (ROP) of BnLA, followed by a hydrogenolytic deprotection reaction. Amphiphilic diblock poly(lactic acid) (P(OH)LA-PLA) is synthesized via ROP of DL-lactide using PBnLA as an initiator, followed by a hydrogenolytic deprotection reaction. P(OH)LA-PLA is able to form polymeric micelles with the diameter of sub-100 nm.
可生物降解和生物吸收的聚乳酸是最重要的生物医学材料之一。然而，为了提高聚乳酸的亲水性和降解速率，很难将官能团引入到聚乳酸中。在此，作者描述了使用先进的合成路线合成官能化环状丙交酯单体3,6-双(苄氧基甲基)-1,4-二氧六环-2,5-二酮(BnLA)的方法。通过BnLA的开环聚合(ROP)，随后进行氢解脱保护反应，合成了水溶性羟基官能化均聚乳酸(P(OH)LA)。以PBnLA为引发剂，通过DL-丙交酯的ROP合成两亲性嵌段聚乳酸(P(OH)LA-PLA)，随后进行氢解脱保护反应。P(OH)LA-PLA能够形成直径小于100nm的聚合物胶束。
