Synthesis and electrochromic properties of conducting copolymers of dioxocino- and dithiocino-quinoxalines with bithiophene

Beyazyidirim, S
Camurlu, P
Yilmaz, D
Gullu, M
Toppare, Levent Kamil
Two new monomers, 2-benzyl-5,12-dihydro-2H-pyrrolo[3',4':2,3][1,4]dioxocino[6,7-b]quinoxaline (DPOQ) and 5,12-dihydrothieno[3',4':2,3][1,4]dithiocino[6,7-b]quinoxaline (DTTQ), were synthesized. The chemical structures of the monomers were characterized by nuclear magnetic resonance (H-1 NMR), Fourier transform infrared (FTIR) and mass spectra. Copolymer of DPOQ with bithiophene (BT) was synthesized via potentiostatic electrochemical polymerization in acetonitrile-tetrabutylammonium tetrafluoroborate solvent-electrolyte couple. For DTTQ, copolymerization with bithiophene was achieved via potentiodynamic method in dichloromethane-tetrabutylammonium hexafluorophosphate solvent-electrolyte couple. Characterizations of the resulting copolymers were performed by cyclic voltammetry (CV), FTIR, scanning electron microscopy (SEM) and LW-Vis spectroscopy. Four-probe technique was used to measure the conductivities of the samples. Moreover, the spectroelectrochemical and electrochromic properties of the copolymer films were investigated. In addition, dual type polymer electrochromic devices based oil P(DPOQ-co-BT) and P(DTTQ-co-BT) with poly(3,4-ethylenedioxythiophene) were constructed. Spectroelectrochemistry, electrochromic switching and open circuit stability of the devices were studied. They were found to have good switching times, reasonable contrasts and optical memories.


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A new polythiophene derivative was synthesized by electrochemical oxidative polymerization of 1,6-bis(2,5-di(thiophen-2-yl)-1H-pyrrol-1-yl)hexane (TPH). The structure of the monomer was elucidated by H-1, C-13, MR and mass analyses. The polymer P(TPH) and its copolymer with 3,4-ethylenedioxythiophene (P(TPH-co-EDOT)) were synthesized via potentiostatic electrochemical polymerization. Characterizations of the resulting polymers were performed by cyclic voltammetry (CV), FTIR, UV-vis spectroscopies; and condu...
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Synthesis and characterization of thiophene ended poly-e-caprolactone (PCL) and oxalic acid dithiophen-3-yl methyl ester (ODME) and their copolymers with both pyrrole and thiophene were achieved. Chemical structure of the precursor polymer and monomer were investigated Redox behavior of polymer and monomers were determined by Cyclic Voltammetry (CV). Structural characterization of samples were carried out by 1H, 13C Nuclear Magnetic Resonance (NMR) and Fourier Transform Infrared Spectroscopy (FTIR). Conduct...
Synthesis and electropolymerization of thieno[3,4-c]pyrrole-4,6-dione based donor-acceptor-donor type monomers
Çakal, Deniz; Önal, Ahmet Muhtar (Elsevier BV, 2020-04-01)
Two monomers containing thieno [3,4-c]pyrrole-4,6-dione (TP) acceptor units, namely 5-(2-ethylhexyl)-1,3-di (furan2-yl)-4H-thieno [3,4-c]pyrrole-4,6(5H)-dione (FTPF) and 5-(2-ethylhexyl)-1,3-di (selenophen-2-yl)-4H-thieno[3,4-c] pyrrole-4,6(5H)-dione (STPS), were synthesized via donor-acceptor-donor approach. Under the same template structure, the effect of heteroatom of the donor unit on redox and optical properties of the monomers and their corresponding polymers obtained via electrochemical method (PFTPF...
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Two novel donor-acceptor (D-A)-type two-dimensional (2-D) polymers of PBDTSeQ (P1) and PBDTFQ (P2) were synthesized and characterized where 4,8-bis[5-(2-ethylhexyl) thiophen-2-yl] benzo[1,2-b:4,5-b'] dithiophene (BDT) was used as the donor unit. 2,3-Bis(3,4-bis(octyloxy)phenyI)-5,8-dibromoquinoxaline was used as the acceptor moiety and selenophene and furan were utilized as n bridges. Optoelectronic properties of the polymers were examined by electrochemical and spectroelectrochemical characterizations. In ...
Synthesis and polymerization of 2-and 3-substituted thiophene derivatives linked by polyether bridges
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New compounds consisting of 2- and 3-thienyl units linked by polyether bridges have been synthesized and their electrochemical polymerization was performed via constant potential electrolysis (CPE) in an electrolytic solution containing 0.1 M tetrabutylammonium hexafluorophosphate (TBAPF(6)) dissolved in CH3CN. 2-Thienyl monomers (I and II), but not 3-thienyl monomers (III and IV), were also polymerized via chemical oxidation, which yielded broken pi-conjugated polymer products. The polymers were characteri...
Citation Formats
S. Beyazyidirim, P. Camurlu, D. Yilmaz, M. Gullu, and L. K. Toppare, “Synthesis and electrochromic properties of conducting copolymers of dioxocino- and dithiocino-quinoxalines with bithiophene,” JOURNAL OF ELECTROANALYTICAL CHEMISTRY, pp. 235–246, 2006, Accessed: 00, 2020. [Online]. Available: