Synthesis of New Degradable AB-Type Polyesters with 1,2,3-Triazole Rings in the Backbone via “Click” Step-Growth Polymerization

Tengiz Kantaria1,, Temur Kantaria1,, A. Vanishvili2,, S. Kvinikadze2,, D. Klinger3, and R. Katsarava1,*,

1Institute of Chemistry and Molecular Engineering, Agricultural University of Georgia, Kakha Bendukidze University Campus, # 240 David Aghmashenebeli Alley, 0159 Tbilisi, Georgia

2G. Tsulukidze Mining Institute, 7 Elizbar Mindeli St., 0186 Tbilisi, Georgia

3Institute of Pharmacy, Freie Universität Berlin, Königin-Luise-Straße 2-4, 14195 Berlin, Germany

*Corresponding author: Fax: +995 322 337594; Tel: +995 599 159209; E-mail: r.katsarava@agruni.edu.ge

Abstract

A series of new aliphatic AB-type polyesters (PEs) and co-polyesters (co-PEs) with 1,2,3-triazole rings in the backbone were successfully synthesized via Cu(I)-catalyzed click step-growth polymerization (SGP) following the efficient one pot/two step synthetic strategy. The structure of the click polymers was confirmed by FT-IR and NMR spectroscopy and the new materials were characterized in terms of yield, solubility, film-forming properties, molecular weights and molecular weight distribution by gel permeation chromatography (GPC) and degradation ability by total organic carbon (TOC) technique. The obtained hydrolytically degradable AB-type polyesters and co-polyesters with a rather high degree of polymerization, film-forming properties and solubility behaviour increase a library of available degradable click polymers promising for wide range of biomedical applications and also confirm the suitability of the present synthetic strategy for designing different types of triazole main chain degradable click polymers.

Keywords

Polyester, Copper(I) catalyzed azide-alkyne cycloaddition, Step-growth polymerization, 1,2,3-Triazole ring, Degradation.

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