1,3‐Bis(2‐thienylmethylene)1‐1 H ,3 H 1‐thieno[3,4‐ c ]thiophene: A Precursor for a New Low Band Gap Polymer

Autor: Jean-Luc Brédas, Michael Hanack, Christine Adant, Ursula Röhrig, J.M. Toussaint, U. Schmid
Rok vydání: 1993
Předmět:
Zdroj: Chemische Berichte. 126:1487-1491
ISSN: 0009-2940
DOI: 10.1002/cber.19931260633
Popis: A new precursor, 1,3-bis(2-thienylmethylene)1-1H,3H1-thieno-[3,4-c]thiophene(9), for polyarenemethylenes (PAM), which are predicted to be low band gap polymers, is obtained by a Knoevenagel-type condensation of 1H,3H1-thieno[3,4-c]thiophene 2-oxide (7) with 2-thiophenecarbaldehyde followed by reduction of the intermediate sulfoxide 8 with 2-chloro-1,3,2-benzodioxaphosphole. Several investigations with cyclic voltammetry and UV-Vis-NIR spectroelectrochemistry (SEC) are carried out on 9. The experimental data are compared with the results of electronic band structure calculated on the basis of an MNDO-optimized geometric structure by VEH pseudopotential method.
Databáze: OpenAIRE