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

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

“…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].…”

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

“…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.…”

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

“…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.…”