School of Materials Science and Engineering, Nanyang Technological University, Singapore 639798.
J Biomater Sci Polym Ed. 2010;21(11):1459-81. doi: 10.1163/092050609X12518804794749. Epub 2010 Jun 8.
This paper introduces the use of a diallyl dicarboxylate compound, diallyl tartrate, as a monomer in the synthesis of a biodegradable polymer. Although the allyl functional group is generally known for not being able to polymerize to high conversions, it was found in this study that by using photoinitiation instead of thermal initiation, a highly cross-linked polymer could be obtained from the polymerization of diallyl tartrate in a relatively short time. The details of the polymerization reaction were investigated in detail using differential photocalorimetry (DPC). The final thermoset obtained was shown to be completely amorphous and rigid, with a glass transition temperature of approx. 90 degrees C and a storage modulus of approx. 1 GPa at room temperature, via thermal analysis. It was also found to biodegrade in vitro via hydrolysis of its ester groups at a moderate rate, taking nearly 12 weeks to lose 50% of its mass. Both the photo-polymerized material and its water-soluble degradation products were further shown to be non-cytotoxic to fibroblast cells over at least 24 h of exposure. These results aim to initiate the use of this class of monomers in the synthesis of new polymers with tailored properties for biomaterial applications.
本文介绍了使用二烯丙基二羧酸酯化合物——酒石酸二烯丙酯作为单体合成可生物降解聚合物。尽管烯丙基官能团通常被认为不能聚合到高转化率，但本研究发现，通过使用光引发而不是热引发，可以在相对较短的时间内从酒石酸二烯丙酯的聚合反应中得到高度交联的聚合物。使用差示光热法（DPC）详细研究了聚合反应的细节。通过热分析，最终得到的热固性聚合物完全是无定形和刚性的，玻璃化转变温度约为 90 摄氏度，室温下的储能模量约为 1 GPa。还发现它可以通过酯基的水解在体外适度降解，大约需要 12 周才能损失 50%的质量。光聚合材料及其水溶性降解产物在至少 24 小时的暴露时间内都被证明对成纤维细胞没有细胞毒性。这些结果旨在启动此类单体在合成具有生物材料应用所需特性的新型聚合物中的使用。
