Open AccessDirect access to functional (Meth)acrylate copolymers through transesterification with lithium alkoxides
Author(s) -
Fleischmann Carolin,
Anastasaki Athina,
Gutekunst Will R.,
McGrath Alaina J.,
Hustad Phillip D.,
Clark Paul G.,
Laitar David S.,
Hawker Craig J.
Publication year - 2017
Publication title -
journal of polymer science part a: polymer chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.768
H-Index - 152
eISSN - 1099-0518
pISSN - 0887-624X
DOI - 10.1002/pola.28524
Subject(s) - copolymer , materials science , transesterification , anionic addition polymerization , acrylate , methyl methacrylate , polymer chemistry , lithium (medication) , surface modification , alkene , polymer , organic chemistry , chemistry , methanol , catalysis , medicine , endocrinology , composite material
A straightforward and efficient synthetic method that transforms poly(methyl methacrylate) (PMMA) into value‐added materials is presented. Specifically, PMMA is modified by transesterification to produce a variety of functional copolymers from a single starting material. Key to the reaction is the use of lithium alkoxides, prepared by treatment of primary alcohols with LDA, to displace the methyl esters. Under optimized conditions, up to 65% functionalization was achieved and copolymers containing alkyl, alkene, alkyne, benzyl, and (poly)ether side groups could be prepared. The versatility of this protocol was further demonstrated through the functionalization of both PMMA homo and block copolymers obtained through either radical polymerization (traditional and controlled) or anionic procedures. The scope of this strategy was illustrated by extension to a range of architectures and polymer backbones. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017 , 55 , 1566–1574
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