Synthesis of Novel Triazole-Containing Phosphonate Polymers
Ciarán Dolan A B D , Briar Naysmith A D , Simon F. R. Hinkley C , Ian M. Sims C , Margaret A. Brimble A B , David E. Williams A B and Jianyong Jin A B EA School of Chemical Sciences, University of Auckland, Private Bag 92019, Auckland 1142, New Zealand.
B The MacDiarmid Institute for Advanced Materials and Nanotechnology, Victoria University of Wellington, PO Box 600, Wellington 6140, New Zealand.
C The Ferrier Research Institute, Victoria University of Wellington, PO Box 33436, Petone 5046, New Zealand.
D Both authors have contributed equally to this work.
E Corresponding author. Email: j.jin@auckland.ac.nz
Australian Journal of Chemistry 68(4) 680-686 https://doi.org/10.1071/CH14513
Submitted: 22 August 2014 Accepted: 5 January 2015 Published: 28 January 2015
Abstract
The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide–alkyne cycloaddition (CuAAC) ‘click’ reaction, and their subsequent polymerization via both uncontrolled and reversible addition–fragmentation chain transfer (RAFT) polymerization techniques yielding phosphonate polymers (P1–P4).
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