Electrochemical synthesis of poly(3-bromo-4-methoxythiophene) and its device application

Önal, Ahmet Muhtar
A functionalized thiophene containing both an electron withdrawing and an electron donating group, 3-bromo-4-methoxythiophene (BrMeOTh) was succesfully polymerized in acetonitrile containing 0.1 M tetrabutylammonium tetrafluoroborate (TBABF4) electrolyte via electrochemical oxidation of the corresponding monomer. BrMeOTh exhibits a lower oxidation potential (1.68 V vs Ag/AgCl) than thiophene (2.05 V vs Ag/AgCl). Spectroelectrochemical properties of poly(3-bromo-4-methoxythiophene) (PBrMeOTh) was investigated in situ recording the electronic absorption spectra of the polymer film coated on indium-tin oxide (ITO) at various potentials. The maximum transmittance difference between the oxidized and reduced states was measured as 39.2% and the time required to attain 90% of the total transmittance difference was found to be 1.2 s. Both cyclic voltammetric and spectroelectrochemical studies showed that the polymer exhibit a lower oxidation potential, a relatively narrow band gap, a stable conducting state and a higher degree of electrochemical reversibility. It is also found that, as synthesized PBrMeOTh films possess a linear structure along the polymer backbone. Moreover, dual type electrochromic device of PBrMeOTh with poly(3,4-diethylenedioxythiohene) (PEDOT) was constructed and its spectroelectrochemical, electrochromic switching and open circuit stability were investigated. Dual electrochromic device showed a good optical contrast and distinctive color changes with the ability of good switching times (1.1 s) under atmospheric pressure.


Electrochemical copolymerization of thiophene containing pseudo-polyether cages with pyrrole
Cihaner, Atilla; Önal, Ahmet Muhtar (2006-01-01)
Conducting copolymers were synthesized via the electrochemical oxidation of pyrrole (Py) in the presence of the monomer 1,12-bis(2-thienyl)-2,5,8,11-tetraoxadodecane (1). The presence of monomer I in the electrolytic solution greatly changed the CV behavior of Py during its potensiodynamic polymerization. The electroactivity of poly(I-co-Py) increased with the increasing amount of I in the comonomer mixture. Copolymer films were prepared via constant potential electrolysis in an electrolytic solution contai...
Electrochromic properties and electrochromic device application of copolymer of N-(4-(3-thienyl methylene)-oxycarbonylphenyl)maleimide with thiophene
Ak, Metin; Camurlu, Pinar; Yilmaz, Faruk; Cianga, Luminita; Yagci, Yusuf; Toppare, Levent Kamil (2006-12-05)
A new copolymer of N-(4-(3-thienyl methylene)-oxycarbonylphenyl)maleimide (MBThi) with thiophene [P(MBThi-co-Th)] was synthesized electrochemically in the presence of tetrabutylammonium tetrafluoroborate as the supporting electrolyte, in acetonitrile/borontrifluoride ethylether solvent mixture (80 : 20, v/v). Spectroelectrochemical analysis of the resulting copolymer reflected electronic transitions at 440, 730, and similar to 1000 nm, revealing pi-pi* transition, polaron, and bipolaron band formation, resp...
Electrochemical copolymerization of 2-substituted thiophene derivative linked by polyether bridge with thiophene
Cihaner, A; Önal, Ahmet Muhtar (2005-09-01)
New conducting copolymers have been synthesized via electrochemical oxidation of thiophene (Th) in the presence of monomer bis(2-thienyl)ethyl (1). Cyclic voltammetry (CV) studies showed that the presence of monomer I in the electrolytic solution greatly changes the CV behaviour of the formation of the polythiophene films. It is found that the increasing ratio of I was found to decrease electroactivity of copoly(I-Th). Electrochemical synthesis of copolymer films was achieved via constant potential electrol...
Electrochemical polymerization and characterization of polyether-substituted aniline derivatives
Tirkeş, Süha; Oenal, Ahmet M. (Wiley, 2007-08-01)
New compounds consisting of aniline units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis and cyclic voltammetry in an aqueous solution containing 3.0 moI L-1 H2SO4. Chemical polymerization was carried out using (NH4)(2)S2O8 as oxidizing agent. It was found that both methods gave the same polymer product without any cleavage of the polyether bridge between aniline rings. The polymers were characterized using the Fou...
Electrochemical polymerization of 9-fluorenecarboxylic acid and its electrochromic device application
Bezgin, Buket; CİHANER, ATİLLA; Önal, Ahmet Muhtar (Elsevier BV, 2008-09-01)
Poly(9-fluorenecarboxylic acid) (PFCA) was synthesized by electrochemical oxidation of 9-fluorenecarboxylic acid (FCA) using a mixture of nitromethane and boron trifluoride diethyl etherate as the solvent and tetrabutylammonium tetrafluoroborate as the supporting electrolyte. An insoluble and conducting brownish-orange film was deposited on the electrode surface, both during repetitive cycling and constant potential electrolysis at 1.15 V. Characterization of the polymer film has been carried out using Four...
Citation Formats
A. CIHANER and A. M. Önal, “Electrochemical synthesis of poly(3-bromo-4-methoxythiophene) and its device application,” JOURNAL OF ELECTROANALYTICAL CHEMISTRY, pp. 68–76, 2007, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/32842.