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Guanidine masked catechol initiator promoted ring-opening polymerization of sarcosine N-carboxyanhydride
International Journal of Polymer Analysis and Characterization ( IF 1.7 ) Pub Date : 2020-05-18 , DOI: 10.1080/1023666x.2020.1783080
Hailemariam Gebru 1, 2 , Guo Tianfo 1 , Zhenjiang Li 1
Affiliation  

Abstract The synthesis of catechol polymers often demands tedious protection and deprotection steps. In this work, the role of a guanidine base to subdue the catechol functions and promote the ring-opening polymerization (ROP) is suggested. Accordingly, guanidine, 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), was employed to mediate ROP of N-carboxyanhydride (NCA) from a catechol initiator. MTBD played a dual-role in ROP of sarcosine-NCA (Sar-NCA) and masking the catechol initiator concurrently. Catechol-ended polysarcosine (PSar) was synthesized with a predicted molecular weight (Mn,SEC = 3.5 kg mol−1, Mn,NMR = 3.7 kg mol−1) and narrow dispersities (Đ < 1.11). This one base two-function strategy showed a new path for the synthesis of catechol functionalized polymers. Graphical Abstract

中文翻译:

胍掩蔽邻苯二酚引发剂促进肌氨酸N-羧酸酐的开环聚合

摘要 儿茶酚聚合物的合成通常需要繁琐的保护和脱保护步骤。在这项工作中,建议了胍碱抑制儿茶酚功能并促进开环聚合 (ROP) 的作用。因此,使用胍,7-甲基-1,5,7-三氮杂双环[4.4.0]dec-5-烯(MTBD)来介导来自邻苯二酚引发剂的N-羧酸酐(NCA)的ROP。MTBD 在肌氨酸-NCA (Sar-NCA) 的 ROP 和同时掩蔽儿茶酚引发剂中发挥双重作用。儿茶酚封端的聚肌氨酸 (PSar) 合成具有预测分子量 (Mn,SEC = 3.5 kg mol-1, Mn,NMR = 3.7 kg mol-1) 和窄分散性 (Đ < 1.11)。这种单碱基双功能策略为合成邻苯二酚官能化聚合物开辟了一条新途径。图形概要
更新日期:2020-05-18
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