A novel polymerization approach via thiol-yne addition

Autor: Oğuz Türünç, Michael A. R. Meier
Rok vydání: 2012
Předmět:
Zdroj: Journal of Polymer Science Part A: Polymer Chemistry. 50:1689-1695
ISSN: 0887-624X
DOI: 10.1002/pola.25957
Popis: The ability of thiyl radicals to add to terminal unsaturations in an efficient way made them considered being one of the click reactions. Recently, thiol-yne addition reactions have been used extensively for the synthesis of crosslinked networks and dendrimers and postpolymerization functionalization protocols. Herein, we report a novel step-growth type reaction for highly functional linear polymers using a monoalkyne and dithiol compound. First, we investigated the model reaction between 1-octyne and 1-octanethiol as well as 1,4-butanedithiol compounds, which were initiated via self-, thermal-, and UV-initiation; the UV-initiation was found to be the most efficient method and completed within 2-h reaction time. The same conditions were applied for the polymerization of four different functional alkynes bearing different functional groups with two dithiol compounds. All polymerizations resulted in highly functional linear polymers with number averaged molecular weights ranging from 5 to 30 kDa, except for propargylic acid and its methyl ester, where only oligomers formed. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
Databáze: OpenAIRE