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学科主题: 高分子化学
题名: Synthesis and characterization of poly(butylene succinate0cobutylene malate): A new biodegradable copolyester bearing hydroxyl pendant groups
其他题名: 聚丁二酸二醇共聚苹果酸丁二醇酯的合成与表征:一种带有侧羟基官能团的新型生物降解型共聚酯
作者: Zhang SP(张世平) ; Yang J(杨晶) ; Liu XY(刘晓云) ; Chang JH(常建华) ; Cao AM(曹阿民)
通讯作者: 曹阿民
刊名: Biomacromolecules
发表日期: 2003-01-01
卷: 4, 期:2, 页:437-445
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所高分子材料研究室
英文摘要: A new biodegradable copolyester, poly(butylene succinate-co-butylene malate) p(BS-co-BM), has been preliminarily prepared with optically active centers and lateral hydroxyl functional groups via a four-step synthetic strategy. First, an optically active benzyl-protected dimethyl malate was synthesized from a starting material of (s)-dimethyl malate and purified with good yield. Then, copolyester poly(butylene succinate-co-benzyl-protected butylene malate), P(BS-co-BBM), was prepared through a skilled condensation copolymerization of the benzyl-protected dimethyl malate, dimethyl succinate, and 1,4-butanediol in the presence of titanium tetraisopropoxide as the catalyst. Finally. A Pd/C catalyzed hydrogenation was applied to eliminate the benzyl protection group in a mixed solution of THF and methanol; thus the target copolyester P(BS-co-BM) was attained. On the other hand, physicaL properties of the synthesized copolyesters were systematically characterized by means of nuclear magnetic resonance spectrometer, FourieT transfbnned infrared spectrometer, gel pennsation chromatography, optical polarimeter, quantitative hydroxyl titration, and thermal analytical instruments. The experimental evidence demonstrated a successful constmction of the product P(BS-co-BM) bearing lateral hydroxyl functional groups. It was also revealed that the lower BBM unit content was in the benzyl-protected optically active P(BS-co-BBM) copolyester, the higher melting point Tm, crystallinity, the broader molecular distribution, and the lower glass transition temperature Tg would be detected, and these results can be accounted for the presence of bulky lateral benzyl moieties. In contrast, the deprotected product P(BS-co-55 mol % BM) showed a higher Tm, crystallinity and lower Tg than its counterpart P(BS-co-55 mol % BBM). Interestingly, a thermal stability as high as that of the linear PBS was observed for P(BS-co-55 mol%/ BM) while a strong BBM unit content dependence of thermal stability was detected for the benzyl-protected copolyester P(BS-co-BBM)s. Therefore, these results may be beneficial for the new optically active P(BS-co-BM) bearing hydrophilic hydroxyl functional groups as a potential biomaterial.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/22878
Appears in Collections:高分子材料研究室_期刊论文

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Recommended Citation:
Zhang SP,Yang J,Liu XY,et al. Synthesis and characterization of poly(butylene succinate0cobutylene malate): A new biodegradable copolyester bearing hydroxyl pendant groups[J]. Biomacromolecules,2003,4(2):437-445.
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