Electrochemical and optical properties of 5,6-bis(octyloxy)-2,1,3 benzooxadiazole containing low band gap polymers

• Published in: Synthetic metals Vol. 191; pp. 19 - 27
• Main Authors: Göker, Seza, Hızalan, Gonul, Udum, Yasemin Arslan, Toppare, Levent
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier B.V 01.05.2014; Elsevier
• Subjects: Applied sciences; Benzooxadiazole; Conjugated polymers; Electropolymerization; Exact sciences and technology; Physicochemistry of polymers; Polymerization; Polymers and radiations; Stille coupling; Stille coupling; Benzooxadiazole; Conjugated polymers; Electropolymerization; Aromatic polymer; Electrochromism; Experimental study; Electrochemical polymerization; Conducting polymers; Nitrogen heterocycle polymer; Thiophene derivative polymer; Optical properties; Preparation; Spectroelectrochemistry
• ISSN: 0379-6779; 1879-3290
• DOI: 10.1016/j.synthmet.2014.02.010

•Three soluble benzooxadiazole derivatives were synthesized.•The resulting polymers are p-dopable.•Polymers were electrochemically synthesized. Benzooxadiazole containing three monomers; 5,6-bis(octyloxy)-4,7-bis(4-hexylthiophen-2-yl)-2,1,3-benzoxadiazole (BOHT), 5,6-bis(octyloxy)-4,7-di-2-thienyl-2,1,3-benzoxadiazole (BODT) and 5,6-bis(octyloxy)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2,1,3-benzoxadiazole (BODHT) were synthesized via Stille coupling reaction. Their electrochemical polymerizations were carried out on ITO coated glass slides in a three electrode system. Electrochemical, spectral and kinetic results were given in detail and results showed that especially EDOT units in the conjugated system exert stronger influence on polymer electronic properties containing polymer hence it can be great candidate for electrochromic devices.