- Method of producing polythienothiophene
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PROBLEM TO BE SOLVED: To provide a method of efficiently manufacturing a thienothiophene compound having an acyl group at a second position and a fluoro group at a third position. SOLUTION: This method of manufacturing a thienothiophene compound represented by formula (1) includes processes of: (a) obtaining a 3-fluorothiophene compound represented by formula (3) from a 3-aminothiophene compound represented by formula (2); (b) obtaining a dihydrothienothiophene compound represented by formula (4) from the 3-fluorothiophene compound represented by formula (3); and (c) obtaining the thienothiophene compound represented by formula (1) from the dihydrothienothiophene compound represented by formula (4). COPYRIGHT: (C)2013,JPOandINPIT
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- New low band gap thieno[3,4-b]thiophene-based polymers with deep HOMO levels for organic solar cells
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Two new soluble alternating alkyl-substituted benzo[1,2-b:4,5-b′] dithiophene and ketone-substituted thieno[3,4-b]thiophene copolymers were synthesized and characterized. We found that grafting 3-butyloctyl side chains to the benzo[1,2-b:4,5-b′]dithiophene unit at C4 and C8 afforded the resulting polymer (P1) a high hole mobility (～10-2 cm2 Vs-1) and a low-lying HOMO energy level (5.22 eV). Preliminary experiments in bulk heterojunction solar cells using P1 as the electron donor demonstrated a high power conversion efficiency of 4.8% even with PC 61BM as the electron acceptor. The introduction of an electron-withdrawing fluorine atom into the thieno[3,4-b]thiophene unit at the C3 position (P2) lowers the HOMO energy level and consequently improves the open circuit voltage from 0.78 to 0.86 V. These values are about 0.1 V higher than those reported for their analogues based on alkoxy-substituted benzo[1,2-b:4,5-b′]dithiophene. This work demonstrates that the replacement of the alkoxy chains on the benzo[1,2-b:4,5-b′]dithiophene unit with less electron-donating alkyl chains is able to lower the HOMO energy levels of this class of polymers without increasing their band gap energy.
- Wakim, Salem,Alem, Salima,Li, Zhao,Zhang, Yanguang,Tse, Shing-Chi,Lu, Jianping,Ding, Jianfu,Tao, Ye
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p. 10920 - 10928
(2012/04/23)
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