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

Goker, Seza
Hizalan, Gonul
Udum, Yasemin Arslan
Toppare, Levent Kamil
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.


STANKE, D; HALLENSLEBEN, ML; Toppare, Levent Kamil (Elsevier BV, 1993-03-22)
Methyl methacrylate (MMA) and 2-bromoethyl methacrylate (BEMA) were copolymerized and the reactivity ratios of the monomers were determined. A pyrrole moiety was introduced into the copolymer via polymer analogous reaction and grafting between this molecule and pyrrole was achieved by chemical oxidative polymerization of pyrrole with iron-(III) chloride. Conductivities of 10(-2) S/cm were measured.
Dual-type electrochromic devices based on conducting copolymers of thiophene-functionalized monomers
BULUT, U; Çırpan, Ali (Elsevier BV, 2005-01-03)
Dual polymer electrochromic devices (ECDs) composed of electrochemically deposited conducting copolymers of thiophene-functionalized monomers, 2-[(3-thienylcarbonyl)oxy] ethyl 3-thiophene carboxylate (TOET), 2,3-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate (TOPT), and 3-[(3-thienylcarbonyl)oxy]-2,2-bis-[(3-thienylcarbonyl)oxy]propyl 3-thiophene carboxylate (TOTPT), and polyethylene dioxythiophene (PEDOT) as the counter part were constructed with tetrabutylammonium tetrafluoroborate (TBAFB) dop...
Conducting polymers of succinic acid bis-(2-thiophen-3-yl-ethyl)ester and their electrochromic properties
SACAN, L; Çırpan, Ali; CAMURLU, P; Toppare, Levent Kamil (Elsevier BV, 2006-02-01)
The homopolymer and copolymer of succinic acid bis-(2-thiophen-3-yl-ethyl)ester with thiophene were achieved via constant potential electrolysis in the presence of tetrabutylammonium tetrafluoroborate as the supporting electrolyte, and acetonitrile/borontrifluoride ethylether (ACN/BFEE) (10:2 v/v) solvent mixture. The characterizations of both homopolymer (PSATE) and copolymer P(SATE-co-Th) were achieved by various techniques including cyclic voltammetry (CV), Fr-IR, scanning electron microscopy (SEM) and U...
Benzyl substituted benzotriazole containing conjugated polymers: Effect of position of the substituent on electrochromic properties
Yigitsoy, Basak; Karim, S. M. Abdul; Balan, Abidin; Baran, Derya; Toppare, Levent Kamil (Elsevier BV, 2010-12-01)
New classes of EDOT coupled-benzotriazole bearing pi-conjugated monomers containing benzyl units on electron-withdrawing benzotriazole moiety were synthesized. The effect of structural differences on electrochemical and optoelectronic properties of the resulting polymers (PBBTES and PBBTEA) was investigated. The results showed that the insertion of benzyl substituent to benzotriazole from different positions changes the electronic structure of polymer which results in completely different electrochemical an...
Electrochemical preparation and characterization of carbon fiber reinforced poly (dimethyl siloxane)/polythiophene composites: electrical, thermal and mechanical properties
Sankir, M; Kucukyavuz, S; Kucukyavuz, Z (Elsevier BV, 2002-05-10)
A series of polydimethylsiloxane (PDMS)/polythiophene (Pth)/carbon fiber (CF) composites was synthesized by electrochemical polymerization using tetrabutylammoniumtetrafluoroborate (TBAFB) as supporting electrolyte and acetonitrile as solvent. Composites were characterized by TGA, SEM, and mechanical tests and conductivity measurements. Conductivities of composites were in the range of 25 S/cm. SEM studies show that CF were coated by PDMS/Pth matrix and well oriented in the matrix. In mechanical tests it ha...
Citation Formats
S. Goker, G. Hizalan, Y. A. Udum, and L. K. Toppare, “Electrochemical and optical properties of 5,6-bis(octyloxy)-2,1,3 benzooxadiazole containing low band gap polymers,” SYNTHETIC METALS, pp. 19–27, 2014, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/39252.