Stereoselective ring-opening polymerization of rac-lactide by bulky chiral and achiral N-heterocyclic carbenes

被引：17
|
作者：
Li, Hui [1 ,2 ]
Ai, Bai-Ru [3 ]
Hong, Miao [3 ]
机构：
[1] Chinese Acad Sci, Ningbo Inst Mat Technol & Engn, Key Lab Marine Mat & Related Technol, Key Lab Marine Mat & Protect Technol Zhejiang Pro, Ningbo 315201, Zhejiang, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
来源：
CHINESE JOURNAL OF POLYMER SCIENCE | 2018年 / 36卷 / 02期
关键词：
Polylactide; Ring-opening polymerization; Stereoselectivity; Organic catalyst; N-heterocyclic carbene; METAL-COMPLEXES; CYCLIC ESTERS; MESO-LACTIDE; KINETIC RESOLUTION; POLY(LACTIC ACID); RACEMIC LACTIDE; CATALYSTS; ORGANOCATALYSTS; OPPORTUNITIES; LIGANDS;
D O I：
10.1007/s10118-018-2071-5
中图分类号：
O63 [高分子化学（高聚物）];
学科分类号：
070305 ; 080501 ; 081704 ;
摘要：
Despite the extraordinary success has been achieved in metal catalyst-promoted stereoselective ring-opening polymerization (ROP) of rac-lactide (rac-LA), well-controlled stereoselective rac-LA ROP by organic catalyst still remains a scientific challenge. Here we report our investigations into organocatalytic stereoselective ROP of rac-LA by utilizing novel bulky chiral and achiral N-heterocyclic carbenes (NHC), 1,3-bis-(1'-naphthylethyl)imidazolin-2-ylidene. The effect of polymerization conditions (e.g. solvent, temperature, alcohol initiator) on ROP behavior by these bulky NHCs has been fully studied, leading to the formation of isotactic-rich stereoblock polylactide (P (i) = 0.81) under optimized conditions with high activity (Conv. = 98% in 30 min) and narrow molecular weight dispersity (AEe = 1.05).
引用
收藏
页码：231 / 236
页数：6
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