Chiral phosphoric acid catalyzed asymmetric kinetic resolution polymerization of 6-aryl-ε-caprolactones

被引：10
|
作者：
Lv, Chengdong [1 ,2 ]
Xu, Guangqiang [1 ]
Yang, Rulin [1 ,2 ]
Zhou, Li [1 ]
Wang, Qinggang [1 ,2 ]
机构：
[1] Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, Key Lab Biobased Mat, Qingdao 266101, Peoples R China
[2] Univ Chinese Acad Sci, Ctr Mat Sci & Optoelect Engn, Beijing 100049, Peoples R China
来源：
POLYMER CHEMISTRY | 2020年 / 11卷 / 26期
基金：
中国国家自然科学基金;
关键词：
RING-OPENING POLYMERIZATION; PROPYLENE-OXIDE; RAC-LACTIDE; ALTERNATING COPOLYMERIZATION; EPSILON-CAPROLACTONES; ORGANOCATALYSTS; CO2; SELECTIVITY; EPOXIDES; SYSTEMS;
D O I：
10.1039/d0py00514b
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
An asymmetric kinetic resolution polymerization (AKRP) of 6-aryl-epsilon-caprolactones has been developed. As bifunctional organocatalysts, chiral phosphoric acids promoted the synthesis of stereogradient polycaprolactones (PCLs) with controlled molecular weights and narrow molecular weight distribution. The highest enantioselectivity factor was up to 4.1 for the polymerization of 6-p-Cl-C6H4-CL using CPA-3 as an organocatalyst at 44% conversion, indicating that an enantiomorphic site control mechanism was involved. A phenomenon of chirality reduction was observed during the polymerization process, and a mismatch of chiral induction and chain steric hindrance has been proposed.
引用
收藏
页码：4203 / 4207
页数：5
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