PMID- 20162652 OWN - NLM STAT- PubMed-not-MEDLINE DCOM- 20100629 LR - 20100324 IS - 1521-3765 (Electronic) IS - 0947-6539 (Linking) VI - 16 IP - 12 DP - 2010 Mar 22 TI - Synthesis and photovoltaic properties of cyclopentadithiophene-based low-bandgap copolymers that contain electron-withdrawing thiazole derivatives. PG - 3743-52 LID - 10.1002/chem.200903064 [doi] AB - We have synthesized four types of cyclopentadithiophene (CDT)-based low-bandgap copolymers, poly[4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl-alt-(2,2'-bithiazole-5,5'-diyl)] (PehCDT-BT), poly[(4,4-dioctyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl)-alt-(2,2'-bithiazole-5,5'-diyl)] (PocCDT-BT), poly[4,4-bis(2-ethylhexyl)-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl-alt-2,5-di(thiophen-2-yl)thiazolo[5,4-d]thiazole-5,5'-diyl] (PehCDT-TZ), and poly[(4,4-dioctyl-4H-cyclopenta[2,1-b:3,4-b']dithiophene-2,6-diyl)-alt-2,5-di(thiophen-2-yl)thiazolo[5,4-d]thiazole-5,5'-diyl] (PocCDT-TZ), for use in photovoltaic applications. The intramolecular charge-transfer interaction between the electron-sufficient CDT unit and electron-deficient bithiazole (BT) or thiazolothiazole (TZ) units in the polymeric backbone induced a low bandgap and broad absorption that covered 300 nm to 700-800 nm. The optical bandgap was measured to be around 1.9 eV for PehCDT-BT and PocCDT-BT, and around 1.8 eV for PehCDT-TZ and PocCDT-TZ. Gel permeation chromatography showed that number-average molecular weights ranged from 8000 to 14,000 g mol(-1). Field-effect mobility measurements showed hole mobility of 10(-6)-10(-4) cm(2) V(-1) s(-1) for the copolymers. The film morphology of the bulk heterojunction mixtures with [6,6]phenyl-C(61)-butyric acid methyl ester (PCBM) was also examined by atomic force microscopy before and after heat treatment. When the polymers were blended with PCBM, PehCDT-TZ exhibited the best performance with an open circuit voltage of 0.69 V, short-circuit current of 7.14 mA cm(-2), and power conversion efficiency of 2.23 % under air mass (AM) 1.5 global (1.5 G) illumination conditions (100 mW cm(-2)). FAU - Jung, In Hwan AU - Jung IH AD - Department of Chemistry, Korea Advanced Institute of Science and Technology, Daejeon, 305-701, Republic of Korea. FAU - Yu, Jinyoung AU - Yu J FAU - Jeong, Eunjae AU - Jeong E FAU - Kim, Jinseck AU - Kim J FAU - Kwon, Sooncheol AU - Kwon S FAU - Kong, Hoyoul AU - Kong H FAU - Lee, Kwanghee AU - Lee K FAU - Woo, Han Young AU - Woo HY FAU - Shim, Hong-Ku AU - Shim HK LA - eng PT - Journal Article PL - Germany TA - Chemistry JT - Chemistry (Weinheim an der Bergstrasse, Germany) JID - 9513783 EDAT- 2010/02/18 06:00 MHDA- 2010/02/18 06:01 CRDT- 2010/02/18 06:00 PHST- 2010/02/18 06:00 [entrez] PHST- 2010/02/18 06:00 [pubmed] PHST- 2010/02/18 06:01 [medline] AID - 10.1002/chem.200903064 [doi] PST - ppublish SO - Chemistry. 2010 Mar 22;16(12):3743-52. doi: 10.1002/chem.200903064.