Efficient Cationic Ring-Opening Polymerization of Diverse Cyclic Imino Ethers: Unexpected Copolymerization Behavior

被引:28
|
作者
Lambermont-Thijs, Hanneke M. L. [1 ]
Fijten, Martin W. M. [1 ]
van der Linden, A. J. [1 ]
van Lankvelt, Bart M. [1 ]
Bloksma, Meta M. [1 ,2 ,3 ,4 ]
Schubert, Ulrich S. [1 ,2 ,3 ,4 ]
Hoogenboom, Richard [1 ,5 ]
机构
[1] Eindhoven Univ Technol, Lab Macromol Chem & Nanosci, NL-5612 AZ Eindhoven, Netherlands
[2] Univ Jena, Lab Organ & Macromol Chem IOMC, D-07743 Jena, Germany
[3] Univ Jena, Jena Ctr Soft Matter JCSM, D-07743 Jena, Germany
[4] Dutch Polymer Inst DPI, NL-5600 AX Eindhoven, Netherlands
[5] Univ Ghent, Dept Organ Chem, Supramol Chem Grp, B-9000 Ghent, Belgium
关键词
MICROWAVE ACCELERATED POLYMERIZATION; 2-PHENYL-2-OXAZOLINE; 2-ETHYL-2-OXAZOLINE; POLY(2-OXAZOLINE)S; OXAZOLINES; CHEMISTRY;
D O I
10.1021/ma200426y
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The recently developed fast microwave-assisted cationic ring-opening polymerization procedure for 2-oxazolines seems to be ideally suited for slower polymerizing cyclic imino ether monomers. In this study we report the effect of the cyclic imino ether structure on the polymerization rate under exactly the same microwave-assisted conditions revealing that indeed less reactive cyclic imino ethers, including 2-oxazines as well as 4- and 5-substituted 2-oxazolines, can be polymerized to at least 50% conversion for the slowest monomer, namely 5-methyl-2-butyl-2-oxazoline, within 10 h. In addition, the copolymerization behavior of 4-ethyl-2-butyl-2-oxazoline with 2-methyl-2-oxazoline and 2-phenyl-2-oxazoline unexpectedly revealed faster incorporation of the less reactive 4-ethy1-2-buty1-2-oxazoline monomer compared to 2-phenyl-2-oxazoline due to the increased bulk of the latter monomer amplifying the sterical hindrance for polymerization onto the 4-ethyl-2-butyl-2-oxazolinium propagating species.
引用
收藏
页码:4320 / 4325
页数:6
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