PC 36

NOVEL THIOPHENE-BASED OLIGOMERS AND POLYMERS AS POTENTIAL PHOTOVOLTAIC MATERIALS

I. Kmínek, V. Cimrová, D. Výprachtický, P. Pavlačková

Institute of Macromolecular Chemistry, Academy of Sciences of the Czech Republic, Heyrovského nám. 2, CZ-162 06 Praha 6, Czech Republic (kminek@imc.cas.cz, cimrova@imc.cas.cz)

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Di(2-thienyl)thienothiadiazole 1 and its 5,5'-dibromo derivative 2, with UV-vis absorption maximum at 620 nm, were prepared. Compound 1 is studied as a long-wavelength absorbing-acceptor dopant in blends with polythiophenes for heterojunction solar cells. Compound 2 is used as a building block in the syntheses of low-bandgap oligothiophenes and copolymers with fluorene units, and also for syntheses of quinquethiophene and septithiophene analogues of 1. A soluble alternating copolymer 3 was prepared by Suzuki coupling of 2 with bis(propane-1,3-diyl)9,9-bis(2-ethylhexyl)fluorene-2,7- bisboronate as a promising material for photovoltaics. Further, two soluble random copolymers 4 of 3-(3-methylbutyl)thiophene with 3‑(2-pyren-1-ylvinyl)thiophene were also prepared by Grignard-metathesis copolymerization of corresponding dibromo monomers. Their photophysical and electrochemical properties were studied and will be discussed.

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We would like to acknowledge the support of the Ministry of Education, Youth and Sports of the Czech Republic (grant No.1M06031) and of the Grant Agency of the Academy of Sciences of the Czech Republic (grant No. IAA4050409).