Issue 13, 2023

Contrasting thermoresponsiveness of stereoisomers of a dense 1,2,3-triazole polymer carrying amide side chains

Abstract

Since thermoresponsive polymers are an important class of smart polymer materials, it is an important subject of investigation to develop thermoresponsive polymers with a new polymer backbone for expanding their potential. Recently, we synthesized poly(N-ethyl-N-methyl-4-azido-5-hexynamide) (poly(ME)) by copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC) polymerization as a new lower-critical-solution-temperature (LCST) type thermoresponsive polymer. In this study, we synthesized two types of stereoregular poly(ME) (i.e., isotactic and syndiotactic) by CuAAC polymerization of ME dimers of the R- and R-isomers, and the R- and S-isomers, respectively, and investigated their thermoresponsive behavior. Binary mixtures of isotactic poly(ME) (iso-poly(ME)) with dimethyl sulfoxide (DMSO) and with N,N-dimethylformamide (DMF) underwent thermoresponsive gel-to-sol transition, in which the mixture turned from gel to sol at a certain temperature as the temperature was increased. On the other hand, aqueous solutions of syndiotactic poly(ME) (syndio-poly(ME)) underwent the LCST-type phase transition, in which the solution was transparent at lower temperatures whereas it became turbid at a certain temperature as the temperature was increased.

Graphical abstract: Contrasting thermoresponsiveness of stereoisomers of a dense 1,2,3-triazole polymer carrying amide side chains

Supplementary files

Article information

Article type
Paper
Submitted
05 ธ.ค. 2565
Accepted
03 มี.ค. 2566
First published
06 มี.ค. 2566
This article is Open Access
Creative Commons BY-NC license

Polym. Chem., 2023,14, 1488-1496

Contrasting thermoresponsiveness of stereoisomers of a dense 1,2,3-triazole polymer carrying amide side chains

K. Okuno, J. Miura, S. Yamasaki, M. Nakahata, Y. Kamon and A. Hashidzume, Polym. Chem., 2023, 14, 1488 DOI: 10.1039/D2PY01528E

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