2,4-Dinitrobenzenesulfonic acid in an efficient Bronsted acid-catalyzed controlled/living ring-opening polymerization of ε-caprolactone

被引:17
作者
Wang, Huiying [1 ]
Wu, Wenzhuo [1 ]
Li, Zhenjiang [1 ]
Zhi, Xu [1 ]
Chen, Cheng [1 ]
Zhao, Chengxu [1 ]
Li, Xiaopei [1 ]
Zhang, Qiguo [1 ]
Guo, Kai [1 ]
机构
[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, State Key Lab Mat Oriented Chem Engn, Nanjing 211816, Jiangsu, Peoples R China
基金
国家高技术研究发展计划(863计划);
关键词
N-HETEROCYCLIC CARBENES; ORGANOCATALYTIC LIVING POLYMERIZATION; CYCLIC ESTERS; TRIMETHYLENE CARBONATE; CATIONIC ORGANOCATALYST; DELTA-VALEROLACTONE; ACTIVATED MONOMER; PHOSPHAZENE BASES; ORGANIC CATALYSTS; METAL-COMPLEXES;
D O I
10.1039/c4ra09579k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ring-opening polymerization of epsilon-caprolactone (epsilon-CL) using benzyl alcohol (BnOH) as initiator and 2,4-dinitrobenzenesulfonic acid (DNBA) as catalyst in acetonitrile at room temperature with a [epsilon-CL](0)/[BnOH](0)/[DNBA](0) ratio of 40/1/1 has been investigated. The polymerization proceeded to obtain poly(epsilon-caprolactone) (PCL) with controlled molecular weights. In addition, H-1 NMR, SEC, and MALDI-ToF MS measurements demonstrated the initiator residue at the polymer chain end. Furthermore, propargyl alcohol, 5-hexen-1-ol, 2-hydroxyethyl methacrylate, 1,epsilon-propanediol, and pentaerythritol were used as functional initiators to successfully obtain end-functionalized and alpha,omega-dihydroxy telechelic polyesters. The block copolymerization of PCL and PVL or PTMC provided conditions to afford well-defined poly(epsilon-caprolactone)-block-poly( delta-valerolactone) (PCL-b-PVL) and poly(epsilon-caprolactone)-block-poly(trimethylene carbonate) (PCL-b-PTMC).
引用
收藏
页码:55716 / 55722
页数:7
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