Are o-Nitrobenzyl (Meth)acrylate Monomers Polymerizable by Controlled-Radical Polymerization?

被引:51
|
作者
Schumers, Jean-Marc [1 ]
Fustin, Charles-Andre [1 ]
Can, Aydin [2 ,3 ]
Hoogenboom, Richard [2 ]
Schubert, Ulrich S. [2 ,3 ]
Gohy, Jean-Francois [1 ,2 ]
机构
[1] Catholic Univ Louvain, Unite Chim Mat Inorgan & Organ, B-1348 Louvain, Belgium
[2] Eindhoven Univ Technol, Lab Macromol Chem & Nanosci, NL-5600 MB Eindhoven, Netherlands
[3] Univ Jena, Lab Organ & Macromol Chem, D-07743 Jena, Germany
关键词
atom transfer radical polymerization (ATRP); kinetics; NMP; photocleavable group; radical polymerization; reversible addition fragmentation chain transfer (RAFT); synthesis; DIBLOCK COPOLYMERS; ACRYLATE; STYRENE; OPTIMIZATION; PYROLYSIS; CHEMISTRY; RELEASE; DESIGN;
D O I
10.1002/pola.23693
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We report on the controlled-radical polymerization of the photocleavable o-nitrobenzyl methacrylate (NBMA) and o-nitrobenzyl acrylate (NBA) monomers. Atom transfer radical polymerization (ATRP), reversible addition-fragmentation chain transfer polymerization (RAFT), and nitroxide-mediated. polymerization (NMP) have been evaluated. For all methods used, the acrylate-type monomer does not polymerize, or polymerizes very slowly in a noncontrolled manner. The methacrylate-type monomer can be polymerized by RAFT with some degree of control (PDI similar to 1.5) but leading to molar masses up to 11,000 g/mol only. ATRP proved to be the best method since a controlled-polymerization was achieved when conversions are limited to 30%. In this case, polymers with molar masses up to 17,000 g/mol and polydispersity index as low as 1.13 have been obtained. (C) 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6504-6513, 2009
引用
收藏
页码:6504 / 6513
页数:10
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