Facile and regioselective synthesis of poly(5-hydroxyquinoline)


Bilici A. , DOĞAN F. , Yildirim M. , KAYA İ.

REACTIVE & FUNCTIONAL POLYMERS, vol.71, no.7, pp.675-683, 2011 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 71 Issue: 7
  • Publication Date: 2011
  • Doi Number: 10.1016/j.reactfunctpolym.2011.03.009
  • Title of Journal : REACTIVE & FUNCTIONAL POLYMERS
  • Page Numbers: pp.675-683

Abstract

The oxidative polymerization (OP) of unprotected 5-hydroxyquinoline (HQ) in an aqueous alkaline medium without an added external template, surfactants or functional dopants, leads to the formation of the C-3 and C-6 linked organic solvent-soluble, quinoline homopolymer (PHQ). The polymer had an average molecular weight of M-n = 37,400 with a polydispersity index of 1.65. The fluorescence spectrum of PHQ exhibited an emission peak at approximately 500 nm in dimethyl sulfoxide (DMSO), which was nearly 118 nm red-shifted compared to the monomeric compound. In solution, PHQ showed fluorescence solvatochromism: it emitted blue light in tetrahydrofuran (THF) and green light in dimethylformamide (DMF) solutions with a relatively narrow full width of half maximum (FWHM). X-ray diffraction (XRD), scanning electron microscope (SEM) and atomic force microscope (AFM) analyses indicated that the resulting polymer was semicrystalline. Iodine doped-PHQ exhibited values of conductivity nearly 10(5) times higher compared to the undoped PHQ Crown Copyright (C) 2011 Published by Elsevier Ltd. All rights reserved.