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International Journal of Polymer Science
Volume 2014, Article ID 464806, 11 pages
http://dx.doi.org/10.1155/2014/464806
Research Article

Synthesis of Fluorinated Amphiphilic Block Copolymers Based on PEGMA, HEMA, and MMA via ATRP and CuAAC Click Chemistry

1Department of Chemistry, Faculty of Arts and Science, Yildiz Technical University, Davutpasa Campus, Esenler, 34220 Istanbul, Turkey
2Department of Chemistry, Faculty of Arts and Science, Fatih University, Buyukcekmece, 34500 Istanbul, Turkey
3Department of Chemistry, Medical Laboratory Techniques, Vocational School of Medical Sciences, Fatih University, Maltepe, 34840 Istanbul, Turkey
4Department of Chemical Engineering, Faculty of Chemical and Metallurgical Engineering, Yildiz Technical University, Davutpasa Campus, Esenler, 34220 Istanbul, Turkey

Received 6 May 2014; Accepted 27 July 2014; Published 19 August 2014

Academic Editor: Ali Akbar Entezami

Copyright © 2014 Fatime Eren Erol et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Synthesis of fluorinated amphiphilic block copolymers via atom transfer radical polymerization (ATRP) and Cu(I) catalyzed Huisgen 1,3-dipolar cycloaddition (CuAAC) was demonstrated. First, a PEGMA and MMA based block copolymer carrying multiple side-chain acetylene moieties on the hydrophobic segment for postfunctionalization was carried out. This involves the synthesis of a series of P(HEMA-co-MMA) random copolymers to be employed as macroinitiators in the controlled synthesis of P(HEMA-co-MMA)-block-PPEGMA block copolymers by using ATRP, followed by a modification step on the hydroxyl side groups of HEMA via Steglich esterification to afford propargyl side-functional polymer, alkyne-P(HEMA-co-MMA)-block-PPEGMA. Finally, click coupling between side-chain acetylene functionalities and 2,3,4,5,6-pentafluorobenzyl azide yielded fluorinated amphiphilic block copolymers. The obtained polymers were structurally characterized by 1H-NMR, 19F-NMR, FT-IR, and GPC. Their thermal characterizations were performed using DSC and TGA.