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

• Main Authors: Ozdemir, Serife, Sendur, Merve, Oktem, Gozde, Doan, zdemir, Toppare, Levent
• Format: Journal Article
• Language: English
• Published: 21.02.2012
• ISSN: 0959-9428; 1364-5501
• DOI: 10.1039/c2jm16171k

By combining benzotriazole and quinoxaline units in an acceptor unit, three novel monomers, 2-dodecyl-6,7-diphenyl-4,9-di(thiophen-2-yl)-2 H -[1,2,3]triazolo[4,5-g]quinoxaline (M 1 ), 2-dodecyl-4,6,7,9-tetra(thiophen-2-yl)-2 H -[1,2,3]triazolo[4,5-g]quinoxaline (M 2 ) and 6,7-bis(4-tert-butylphenyl)-2-dodecyl-4,9-di(thiophen-2-yl)-2 H -[1,2,3]triazolo[4,5- g ]quinoxaline (M 3 ), 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 donoracceptordonor 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. Novel benzotriazole and quinoxaline functionalized electron deficient units were used to achieve a donoracceptor match with a strong electron donor unit, thiophene. The optical and electrochemical features of the electrochemically synthesized polymers are promising for optoelectronic applications.