5-(3-Thienyl)-10,15,20-triethyl-21H,23H-porphine (H2(ttep)) was synthesized and characterized. Oxidative polymerization of H2(ttep) gave a novel oligomeric porphyrin linked at the 2,5-positions of the thienyl group. Electric conductivity of 4 × 10-1 S/cm after I 2 doping indicated that the oligomer had a π-conjugated structure with a delocalization of π electrons over the thienylene backbone. PM3 calculations revealed a low HOCO-LUCO gap, which was consistent with the relatively high electric conductivity. Regioregular (head-to-tail) structure was inferred from spectroscopic and calculational results. The pendant porphyrin groups formed a regular J-type array along the thienylene backbone, which was indicated by a significant red shift of the Soret band maximum.
|ジャーナル||Journal of Polymer Science, Part A: Polymer Chemistry|
|出版ステータス||Published - 2006 9 15|
ASJC Scopus subject areas
- Polymers and Plastics
- Organic Chemistry
- Materials Chemistry