Issue 28, 2016

Facile modification and fixation of diaryl disulphide-containing dynamic covalent polyesters by iodine-catalysed insertion-like addition reactions of styrene derivatives to disulphide units

Abstract

We report the modification of diaryl disulphide-containing dynamic covalent polyesters (DADS-PEs) via an iodine-catalysed addition reaction with styrene derivatives that proceeds in an insertion-like manner. The simple procedure of these reactions enabled facile control of the primary structure and physical properties of DADS-PEs by using various styrene derivatives with several polar substituents, flexible oligomeric chains, and two vinyl functionalities that work as a cross-linker. The addition reactions were also found to be an efficient method for “fixing” the polymer structure via conversion of dynamic diaryl disulphide bonds, which are susceptible to bond exchange reactions under photo-irradiation.

Graphical abstract: Facile modification and fixation of diaryl disulphide-containing dynamic covalent polyesters by iodine-catalysed insertion-like addition reactions of styrene derivatives to disulphide units

Supplementary files

Article information

Article type
Paper
Submitted
04 Jun 2016
Accepted
15 Jun 2016
First published
24 Jun 2016

Polym. Chem., 2016,7, 4661-4666

Facile modification and fixation of diaryl disulphide-containing dynamic covalent polyesters by iodine-catalysed insertion-like addition reactions of styrene derivatives to disulphide units

Y. Nakai, A. Takahashi, R. Goseki and H. Otsuka, Polym. Chem., 2016, 7, 4661 DOI: 10.1039/C6PY00963H

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