应用化学2020,Vol.37Issue(3):280-292,13.DOI:10.11944/j.issn.1000-0518.2020.03.190253
氨基酸功能化环辛烯单体的区域及立体选择性开环易位聚合
Regio-and Stereoselective Ring-Opening Metathesis Polymerization of Amino Acid Functionalized Cyclooctenes
摘要
Abstract
Synthesis of side-chain amino acid-bearing polymers with controllable primary structures is still a long-term challenge in polymer chemistry compared to biomacromolecules ( such as proteins and DNA) with completely precise microstructures.Here, we describe the synthesis of high trans-stereoregular (>99%) and high head-to-tail regioregularity (>99%) leucine-based homopolymers and block copolymers with relatively low polydispersities ranging from 1.3 to 1.6, using two designed monomers, namely (cyclooct-2-ene-1-carbonyl)-L-leucine methyl ester (1) and (cyclooct-2-ene-1-carbonyl)-L-leucine (2), via Grubbs 2nd catalyst at mild conditions.Importantly, the block copolymer of monomers 1 and 2 with molar ratio n ( 1 ):n ( 2 )=50:50 is soluble in acetone to form reverse micelles with radius around 30 nm, which is composed of a hydrophilic core of poly(2) and a hydrophobic shell of poly(1) .However, the random copolymers with the same proportion was partially insoluble in the solvent.These amino acid-bearing polymers with well-defined regio-/stereoregular structures provide the basis for relevant applications in biomimetic materials.关键词
氨基酸衍生聚合物/开环易位聚合/区域及立体选择性/嵌段共聚物,反相胶束Key words
amino acid-bearing polymers/ring-opening metathesis polymerization/regio-and stereoselectivity/block copolymers/reverse micelles分类
化学化工引用本文复制引用
李茂盛,陈金龙,陶友华..氨基酸功能化环辛烯单体的区域及立体选择性开环易位聚合[J].应用化学,2020,37(3):280-292,13.基金项目
国家自然科学基金(21805272)和吉林省科技厅(20180201070GX)项目资助Supported by the National Natural Science Foundation of China(No.21805272),and the Jilin Science and Technology Bureau(No.20180201070GX) (21805272)