The interplay between geometric and electronic structures in polyisothianaphthene, polyisonaphthothiophene, polythieno(3,4-b)pyrazine, and polythieno(3,4-b)quinoxaline

Nayak, Kasinath

doi:10.1021/ma00210a019

Cited by 94 publications

(71 citation statements)

References 9 publications

(17 reference statements)

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“…3,4-Phenylenedioxythiophene (PheDOT) was reported to increase the HOMO level and stabilizes the cation radical [16]. By using the electron-transporting properties of quinoxalines, thieno(3,4-b)quinoxalines were synthesized and they were found to be planar [17]. Wang et al reported that sulfur containing fused-ring mercapto-disubstituted polythiophenes improved conjugation and better interchain contacts compared to other poly(mercaptothiophenes) [18].…”

Section: Introductionmentioning

confidence: 99%

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

Beyazyildirim

Çamurlu

Yilmaz

et al. 2006

Journal of Electroanalytical Chemistry

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Two new monomers, 2-benzyl-5,12-dihydro-2H-pyrrolo[3 0 ,4 0 :2,3][1,4]dioxocino [6,7-b]quinoxaline (DPOQ) and 5,12-dihydrothieno[3 0 ,4 0 :2,3][1,4]dithiocino[6,7-b]quinoxaline (DTTQ), were synthesized. The chemical structures of the monomers were characterized by nuclear magnetic resonance ( 1 H NMR), Fourier transform infrared (FTIR) and mass spectra. Copolymer of DPOQ with bithiophene (BT) was synthesized via potentiostatic electrochemical polymerization in acetonitrile-tetrabutylammonium tetrafluoroborate solventelectrolyte 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 UV-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 on 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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Section: Introductionmentioning

confidence: 99%

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

Beyazyildirim

Çamurlu

Yilmaz

et al. 2006

Journal of Electroanalytical Chemistry

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“…We chose this system since, first, recent theoretical calculations suggested a lower band-gap for the parent poly(thieno [3,4-b]pyrazine) (2a; 0.70 eV) than for the parent la (0.80 eV) 5 and second, the alkyl groups would render the material soluble in typical organic solvents and therefore processable. Spectroscopic data and elemental analysis were in full accord with the structure.…”

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confidence: 99%

Poly(2,3-dihexylthieno[3,4-b]pyrazine). A new processable low band-gap polyheterocycle

Pomerantz¹,

Chaloner‐Gill

Harding

et al. 1992

J. Chem. Soc., Chem. Commun.

103

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“…PRDDO calculations predicted that the quinoid form is slightly more stable than even the nonplanar aromatic form. 19 A recent 13 C cross-polarization/magic angle spinning nuclear magnetic resonance investigation supports a quinoid form for PITN. 20 The quinoid form of PTbT is predicted to have a stability comparable with that of the aromatic form.…”

Section: Insert 1 Herementioning

confidence: 94%

Understanding the Conformational Stability and Electronic Structures of Modified Polymers Based on Polythiophene

Hong¹

1990

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The interplay between geometric and electronic structures in polyisothianaphthene, polyisonaphthothiophene, polythieno(3,4-b)pyrazine, and polythieno(3,4-b)quinoxaline

Cited by 94 publications

References 9 publications

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

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

Poly(2,3-dihexylthieno[3,4-b]pyrazine). A new processable low band-gap polyheterocycle

Understanding the Conformational Stability and Electronic Structures of Modified Polymers Based on Polythiophene

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