Poly(2,5-heteroarylene vinylene) from a precursor polymer soluble in organic solvents

Mechanism of Polymerization Reaction of 2,5-Bis(tetrahydrothiopheniomethyl)thiophene Dichloride

“…SH was synthesized by the reaction of 2,5-bis(chloromethyl)thiophene with tetrahydrothiophene by the literature method . The product of reaction between SH and OH - in H 2 O was obtained by employing 1 × 10 -4 M SH and 1 × 10 -2 M OH - under nitrogen.…”

“…SH was synthesized by the reaction of 2,5-bis(chloromethyl)thiophene with tetrahydrothiophene by the literature method. 8 The product of reaction between SH and OHin H 2 O was obtained by employing 1 × 10 -4 M SH and 1 × 10 -2 M OHunder nitrogen. The film cast from the high-molecular-weight fraction collected by dialysis had a golden lustrous color and analyzed as (C 6.2 H 4.4 S) x after heat treatment.…”

“…2,5-Bis(tetrahydrothiopheniomethyl)thiophene dichloride was synthesized by the reaction of 2,5-bis(chloromethyl)thiophene with tetrahydrothiophene as described in the literature. 8 NaOH solution was prepared by dissolving reagent grade NaOH in distilled water or by adding clean pieces of Na to deionized water. NaOD solution was prepared by adding clean pieces of Na to D2O.…”

Molecular structures of tetrabromothiophene and -selenophene as determined by gas-phase electron diffraction and high-level quantum chemical calculations

“…For several decades, small aromatic rings containing a heteroatom of the chalcogen group have been used as the basic components of conjugated organic materials, and early examples include electrically conducting polymers based on furan [poly(2,5-furanylene vinylene), PFV], thiophene [poly(2,5-thienylene vinylene), PTV] and selenophene [poly(2,5-selenylene vinylene), PSV] [1][2][3]. PFV being chemically unstable, the introduction of functional groups on the rings or the vinyl spacers of the latter two later became the tools of choice to produce materials with a greater solubility, stability and processibility: in this respect methoxy groups proved particularly successful for PTV [4][5][6], while alkyl groups were used for PSV [7].…”

Mark-Houwink-Sakurada Constants for the Methoxy Precursor of Poly(2,5-thienylenevinylene)

“…In this context, it is somewhat surprising how little attention has been paid to the determination of true molecular weights and molecular weight distributions of conducting polymers,1 compared to the efforts spent to optimize the polymerization procedures to PTV. [2][3][4][5][6][7][8][9][10][11] Gel permeation chromatography (GPC) is an efficient technique to determine molecular weights and molecular weight distributions. Being a relative method, a calibration is necessary to convert retention times to molecular weights.…”