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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 21
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Original Articles

New Method for Synthesis of Methacrylate-Type Polymerizable Ionic Liquids

, , , , &
Pages 2846-2852 | Received 16 Oct 2012, Published online: 25 Jul 2013
 

Abstract

A new method for the synthesis of polymerizable ionic liquids bearing a methacrylate moiety was developed with the aim to avoid premature polymerization of synthesized compounds. Spacer length between the imidazolium cation and the polymerizable functional group varied from 2 to 10 carbon atoms. Different 1-(n-hydroxyalkyl)-3-methylimidazolium bromides and 1-[n-(methacryloyloxy)-alkyl]-3-methylimidazolium bromides were obtained with very good yields (more than 90%).

[Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications® for the following free supplemental resource: Full experimental and spectral details.]

GRAPHICAL ABSTRACT

ACKNOWLEDGMENTS

The authors acknowledge the Estonian Science Foundation (Grant Nos. 8428 and 8794), Estonian Ministry of Education and Research (Targeted Project No. SF0180058s07), the European Regional Development Fund (Centre of Excellence “Mesosystems: Theory and Applications”, TK114; and “TRIBOFILM” 3.2.1101.12-0028), and the graduate school “Functional Materials and Technologies” receiving funding from the European Social Fund under Project 1.2.0401.09-0079 in Estonia. The authors acknowledge Nord Forsk (Excellent Nordic Chemistry) for support.

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