Issue 11, 2012
From the journal:

Journal of Materials Chemistry

A promising combination of benzotriazole and quinoxaline units: A new acceptor moiety toward synthesis of multipurpose donor–acceptor type polymers

Serife Ozdemir,a   Merve Sendur,a   Gozde Oktem,a   Özdemir Doğana  and  Levent Toppare*abc  

* Corresponding authors

a Department of Chemistry, Middle East Technical University, Ankara, Turkey
E-mail: toppare@metu.edu.tr
Fax: +90 3122103200
Tel: +90 3122103222

b Department of Biotechnology, Middle East Technical University, Ankara, Turkey

c Department of Polymer Science and Technology, Middle East Technical University, Ankara, Turkey

Abstract

By combining benzotriazole and quinoxaline units in an acceptor unit, three novel monomers, 2-dodecyl-6,7-diphenyl-4,9-di(thiophen-2-yl)-2H-[1,2,3]triazolo[4,5-g]quinoxaline (M1), 2-dodecyl-4,6,7,9-tetra(thiophen-2-yl)-2H-[1,2,3]triazolo[4,5-g]quinoxaline (M2) and 6,7-bis(4-tert-butylphenyl)-2-dodecyl-4,9-di(thiophen-2-yl)-2H-[1,2,3]triazolo[4,5-g]quinoxaline (M3), were synthesized and polymerized electrochemically. All polymers revealed both p- and n-type doping properties under ambient conditions. As found by spectroelectrochemical studies they have small band gaps, ca. 1.00 eV. The polymers revealed two distinct absorption bands as all green coloured neutral state donor–acceptor–donor type polymers should have. Besides this, all have broad absorptions covering the region between 700 nm and 1000 nm which is rarely seen in electrochromic polymers. Due to these promising features, they are considered to be potential materials for optoelectronics.

Graphical abstract: A promising combination of benzotriazole and quinoxaline units: A new acceptor moiety toward synthesis of multipurpose donor–acceptor type polymers

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Article information

DOI
https://doi.org/10.1039/C2JM16171K
Article type
Paper
Submitted
26 Nov 2011
Accepted
08 Jan 2012
First published
26 Jan 2012

J. Mater. Chem., 2012,22, 4687-4694

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A promising combination of benzotriazole and quinoxaline units: A new acceptor moiety toward synthesis of multipurpose donor–acceptor type polymers

S. Ozdemir, M. Sendur, G. Oktem, Ö. Doğan and L. Toppare, J. Mater. Chem., 2012, 22, 4687 DOI: 10.1039/C2JM16171K

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