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Preparation of poly(2,6‐quinoxaline)s having alkyl groups and their optical and electrochemical properties
Author(s) -
Lee BangLin,
Yamamoto Takakazu
Publication year - 1999
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/(sici)1521-3935(19991001)200:10<2396::aid-macp2396>3.0.co;2-d
Subject(s) - quinoxaline , electrochromism , electrochemistry , acetonitrile , chemistry , doping , polymer , monomer , absorption spectroscopy , alkyl , polymer chemistry , condensation polymer , absorption (acoustics) , aqueous solution , nuclear chemistry , materials science , organic chemistry , electrode , physics , optoelectronics , quantum mechanics , composite material
Poly(2,6‐quinoxaline)s having methyl (P(2,6‐Qx(Me)) and ethyl (P(2,6‐Qx(Et)) substituents in 3‐position have been prepared by organometallic dehalogenation polycondensation of the corresponding dichloro monomers in high yields. P(2,6‐Qx(Et)) gives an [ η ] value of 3.38 dl·g –1 . These polymers exhibit π‐π* absorption peaks at a longer wavelength by above 20 nm compared with that of non‐substituted P(2,6‐Qx). Films of the polymers give rise to an electrochemically active cycle in the reduction region in an acetonitrile solution, and they show a reduction (n‐doping) peak in the range of –1.83 through –2.03 V vs . Ag/Ag + . The n‐doping levels of P(2,6‐Qx(Me)) and P(2,6‐Qx(Et)) are 0.33 and 0.28, respectively. The electrochemical n‐doping of the film of P(2,6‐Qx(Et)) is accompanied by changes in its UV‐vis spectrum (electrochromism), and new absorption peaks emerge in the range of 504 to 793 nm by the n‐doping. The polymers are also electrochemically active in acidic aqueous media.