Synthesis and electropolymerization of 5,12-dihydrothieno[3 ',4 ': 2,3][1,4]dioxocino[6,7-b]-quinoxaline and its electrochromic properties

Ak, Mine Sulak
Ak, Metin
Guellue, Mustafa
Toppare, Levent Kamil
Synthesis of a new thiophene-based monomer; 5,12-dihydrothieno[3',4':2,3][1,4]dioxocino[6,7-b]quinoxaline (DDQ), was realized. The chemical structure of the monomer was characterized by H-1 NMR, FTIR and mass spectroscopy techniques. Electrochemical polymerization of DDQ and characterization of the resulting polymer [P(DDQ)] was performed. Moreover, the spectroelectrochemical and electrochromic properties of the polymer film were investigated. P(DDQ) has a low oxidation potential (0.9 V) and low band gap (1.73 eV) compared to polythiophene. In addition, dual-type polymer electrochromic device (ECD) based on P(DDQ) with poly(3,4-ethylenedioxythiophene) (PEDOT) was constructed. Spectroelectrochemistry, electrochromic switching, stability and open-circuit stability of the device were studied. It was observed that polymer have good switching time, reasonable contrast and optical memory.


HAZER, B; CAKMAK, I; KUCUKYAVUZ, S; NUGAY, T (Elsevier BV, 1992-10-01)
Synthesis of (methyl methacrylate)-styrene block copolymers was carried out using anion-to-radical transformation. For this purpose, living polystyryl anion, prepared by using a new anionic difunctional initiator, 1,5-di(2-(3,3-dimethyl butyl-1-lithio)naphthalene, was terminated by the addition of 4,4'-bromomethyl dibenzoyl peroxide. Polystyrene samples having peroxide terminal groups were then used as initiators in the polymerization of methyl methacrylate. Block copolymers were characterized by spectrosco...
Synthesis, characterization and electrochromic properties of copolymer of 3-{[4-(thien-3-yl-methoxy)phenoxy]methyl} thiophene with thiophene
Erden, Ayca; Sahin, Elif; Gullu, Mustafa; Toppare, Levent Kamil (Elsevier BV, 2006-08-01)
(3- {[4-(Thien-3-yl-methoxy)phenoxy]methyl} thiophene) (TMPMT) was synthesized via the reaction of 3-bromomethyl-thiophene with hydroquinone and characterized by nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR). Electrochemical copolymerization of TMPMT with thiophene in acetonitrile/boron trifluoride diethyl etherate (AN/BFEE) solvent mixture was achieved using tetrabutylammonium tetrafluoroborate (TBAFB) as the supporting electrolyte. Resulting copolymer was characterize...
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Sevil, Baytekin; Zuhal, Kucukyavuz (2009-07-09)
Conducting polypyrrole (PPy) nanoparticles were synthesized via microemulsion polymerization. PP/PPy nanocomposites were prepared by melt-mixing of polypyrrole with polypropylene (PP) and processed with injection molding. Tensile tests have revealed that increasing amount of PPy increased the strength and the stiffness of the nanocomposite while limiting the elongation of PP. Thermal gravimetric analysis has showed that incorporation of PPy nanoparticles has improved the thermal stability of the nanocomposi...
SEN, S; KISAKUREK, D (Elsevier BV, 1993-01-01)
Electroinitiated polymerization of bis(2,4,6-trichlorophenoxo)bis(pyridine)copper(II) complex was achieved in dimethylformamide by constant potential electrolysis under air and N2. The polymers obtained at several potentials were characterized by H-1 n.m.r., C-13 n.m.r., FTi.r. and d.s.c., and were found to be branched. The kinetics of the polymerization were followed by in situ cyclic voltammetry measurements at 13.5 and 20-degrees-C during electrolysis. As found for the thermal polymerization of this comp...
Synthesis and electrochemical characterization of fluorene and benzimidazole containing novel conjugated polymers: Effect of alkyl chain length on electrochemical properties
Namal, Imge; Ozelcaglayan, Ali Can; Udum, Yasemin Arslan; Toppare, Levent Kamil (Elsevier BV, 2013-10-01)
The synthesis and characterization of two donor acceptor type conjugated polymers were investigated. Electrochemical properties were examined by cyclic voltammetry, spectroelectrochemistry and kinetic studies. The increase in the alkyl chain length attached to the fluorene unit was investigated in terms of electrochemical properties. The synthesis was carried out via Stille coupling of 4,7-dibromo-4'-(tert-butyl)spiro[benzo[d]imidazole-2,1' cyclohexane] and 2,5-bis(tributylstannyl)thiophene with 9,9-dihexyl...
Citation Formats
M. S. Ak, M. Ak, M. Guellue, and L. K. Toppare, “Synthesis and electropolymerization of 5,12-dihydrothieno[3 ‘,4 ’: 2,3][1,4]dioxocino[6,7-b]-quinoxaline and its electrochromic properties,” EUROPEAN POLYMER JOURNAL, pp. 3452–3460, 2007, Accessed: 00, 2020. [Online]. Available: