Enzymatic synthesis and characterization of novel biodegradable copolymers of 5-benzyloxy-trimethylene carbonate with 1,4-dioxan-2-one.

Enzymatic synthesis and characterization of novel biodegradable copolymers of 5-benzyloxy-trimethylene carbonate with 1,4-dioxan-2-one.
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DOI:
10.1021/bm060070j
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发表时间:
2006-07
期刊:
影响因子:
6.2
通讯作者:
F. He;Hua-Li Jia;Gang Liu;Yan-ping Wang;Jun Feng;R. Zhuo
F. He;Hua-Li Jia;Gang Liu;Yan-ping Wang;Jun Feng;R. Zhuo
中科院分区:
化学2区
文献类型:
--
作者:
F. He;Hua-Li Jia;Gang Liu;Yan-ping Wang;Jun Feng;R. Zhuo

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首次研究了5-苄氧基三亚甲基碳酸酯(BTMC)与1,4-二氧六环-2-酮(DON)的酶促开环共聚反应。以二氧化硅为载体固定化猪胰脂肪酶(IPPL)进行共聚反应。用1HNMR、13 CNMR和GPC对一系列不同组成的新型可生物降解共聚物进行了表征。研究了聚合时间、催化剂浓度等反应条件对共聚物产率和分子量的影响。不同单体进料比的共聚在150 ℃下以4.5wt% IPPL作为催化剂本体进行24小时。随着BTMC投料比从20%增加到79%,所得共聚物的M(n)从5600增加到63400。吸水率和静态接触角实验表明,随着共聚物中DON含量的增加,共聚物的亲水性得到改善。此外,所得共聚物的体外药物释放速率(布洛芬作为模型药物)也随着共聚物中DON含量的增加而沿着增加。
Enzymatic ring-opening copolymerization of 5-benzyloxy-trimethylene carbonate (BTMC) and 1,4-dioxan-2-one (DON) was investigated for the first time. Immobilized porcine pancreas lipase (IPPL) on silica particles was selected to perform the copolymerization. A series of novel biodegradable copolymers with different compositions were characterized by (1)H NMR, (13)C NMR, and GPC. The influences of reaction conditions such as polymerization time and catalyst concentration on the yield and molecular weight of the copolymers were also studied. The copolymerizations of different monomer feed ratios were carried out in bulk at 150 degrees C with 4.5 wt per thousand IPPL as a catalyst for 24 h. With the increase of the BTMC molar feed ratio from 20% to 79%, the M(n) of the resulting copolymers increased from 5600 to 63400. Water uptake and static contact angle experiments showed that the hydrophilicity of copolymers could be improved with increasing DON content in the copolymers. Moreover, the in vitro drug release rate (ibuprofen as the model drug) of the resulting copolymers also increased along with the DON content in the copolymers.