Issue 34, 2013

Copper catalyzed ring opening copolymerization of a vinyl cyclopropane and methyl methacrylate

Abstract

Vinyl cyclopropanes are an important class of monomers which on radical ring opening polymerization (RROP) lead to polymers having cyclic moieties, carbon-carbon unsaturation and different other functional groups inside its backbone as in the pendant group. This investigation reports controlled radical ring opening polymerization (CRROP) of 1,1-bis (ethoxy carbonyl)-2-vinylcyclopropane (BCVCP) catalyzed by Cu catalyst. In this case homo and co-polymerization of BCVCP was carried out via ATRP using ethyl-2-bromoisobutyrate as initiator and CuBr as catalyst in combination with Me6-TREN ligand. Radical polymerization of BCVCP and its copolymerization with methyl methacrylate (MMA) via ATRP led to predominantly 1,5 ring opening polymerization leading to linear polymers with >C[double bond, length as m-dash]C< in the main chain of the polymer. Conventional free radical co-polymerization of BCVCP and MMA led to polymers predominantly with cyclic rings in the main chain. The polymers were characterized by NMR, FT-IR, GPC, DSC and TGA analysis.

Graphical abstract: Copper catalyzed ring opening copolymerization of a vinyl cyclopropane and methyl methacrylate

Supplementary files

Article information

Article type
Paper
Submitted
12 Dec 2012
Accepted
09 May 2013
First published
03 Jul 2013

RSC Adv., 2013,3, 14486-14494

Copper catalyzed ring opening copolymerization of a vinyl cyclopropane and methyl methacrylate

S. Ata, D. Mal and N. K. Singha, RSC Adv., 2013, 3, 14486 DOI: 10.1039/C3RA23291C

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