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Stereoselective Ring-opening Polymerization of rac-Lactide by Bulky Chiral and Achiral N-heterocyclic Carbenes 被引量:2

Stereoselective Ring-opening Polymerization of rac-Lactide by Bulky Chiral and Achiral N-heterocyclic Carbenes
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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(Pi = 0.81) under optimized conditions with high activity(Conv. = 98% in 30 min) and narrow molecular weight dispersity(D = 1.05). 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(Pi = 0.81) under optimized conditions with high activity(Conv. = 98% in 30 min) and narrow molecular weight dispersity(D = 1.05).
出处 《Chinese Journal of Polymer Science》 SCIE CAS CSCD 2018年第2期231-236,共6页 高分子科学(英文版)
基金 financially supported by the Science and Technology Commission of Shanghai Municipality(No.17JC1401200)
关键词 POLYLACTIDE Ring-opening polymerization STEREOSELECTIVITY Organic catalyst N-heterocyclic carbene Polylactide Ring-opening polymerization Stereoselectivity Organic catalyst N-heterocyclic carbene
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