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.


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A well-defined polystyrene (PSt) based polymer containing at one end-chain 3.5-dibromobenzene moiety. prepared by atom transfer radical polymerization (ATRP), was modified in two reaction steps. First one constitutes a Suzuki coupling reaction between aromatic dibromine functional polymer and 3-aminophenylboronic acid, when a diamino-containing intermediate was obtained. The second step is a condensation reaction between the diamino functional polystyrene and 2-pyrrole alclehyde. Thus, a polymer containing ...
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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 characterization of alternating copolymers of thiophene-containing N-phenyl maleimide and styrene by photoinduced radical polymerization and their use in electropolymerization
Yilmaz, F; Cianga, L; Guner, Y; Topppare, L; Yagci, Y (Elsevier BV, 2004-08-05)
A novel N-(4-(3-thienyl methylene)-oxycarbonylphenyl) maleimide (MBThi) monomer was synthesized by the esterification reaction of maleimidobenzoic acid (MBA) with 3-thiophene methanol. Photoinduced radical polymerization was employed to prepare the alternating copolymers of MBThi with styrene (St) at room temperature using omega,omega-dimethoxy-omega-phenylacetophenone (DMPA) as photoinitiator. Different copolymerization conditions were examined to estimate the influence of the used solvents and comonomers'...
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Yagci, Y; Toppare, Levent Kamil (Wiley, 2000-07-01)
Synthesis of block and graft copolymers containing polyether and conducting polypyrrole sequences were described. Pyrrole moieties were incorporated at the chain ends of polytetrahydrofuran and polysiloxane and at the side chains of polyethyl vinylether by ionic polymerization and appropriate chemical reactions. Subsequent electropolymerization with pyrrole through these moities yielded free standing films of the corresponding block and graft copolymers. The formation copolymers was evidenced by FTIR spectr...
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: