New Angular-Shaped and Isomerically Pure Anthradithiophene with Lateral Aliphatic Side Chains for Conjugated Polymers: Synthesis, Characterization, and Implications for Solution-Prossessed Organic Field-Effect Transistors and Photovoltaics

Autor:	Chain-Shu Hsu, Yen-Ju Cheng, Chung Te Lin, Jhong Sian Wu, Chien-Lung Wang
Rok vydání:	2012
Předmět:	chemistry.chemical_classification Materials science General Chemical Engineering Energy conversion efficiency General Chemistry Polymer Conjugated system chemistry.chemical_compound Monomer chemistry Suzuki reaction Materials Chemistry Side chain Copolymer Organic chemistry Physical chemistry Alkyl
Zdroj:	Chemistry of Materials. 24:2391-2399
ISSN:	1520-5002 0897-4756
DOI:	10.1021/cm301176s
Popis:	An isomerically pure anti-anthradithiophene (aADT) arranged in an angular shape is developed. Formation of the framework of aADT incorporating four lateral alkyl substituents was accomplished by a one-pot benzannulation via multiple Suzuki coupling. This newly designed 2,8-stannylated aADT monomer was copolymerized with a ditheniodiketopyrrolopyrrole (DPP) unit and a bithiophene unit, respectively, to furnish an alternating donor–acceptor copolymer poly(anthradithiophene-alt-dithienyldiketopyrrolopyrrole) (PaADTDPP) and a thiophene-rich poly(anthradithiophene-alt-bithiophene) (PaADTT). PaADTT with crystalline nature achieved a high FET mobility of 7.9 × 10–2 cm2 V–1 s–1 with an on–off ratio of 1.1 × 107. The photovoltaic device based on the PaADTDPP:PC71BM (1:2.5, w/w) blend exhibited a Voc of 0.66 V, a Jsc of 9.49 mA/cm2, and a FF of 58.4%, delivering a power conversion efficiency (PCE) of 3.66%. By adding 1.5 vol % 1-chloronaphthalene (CN) as a processing additive, the PCE can be improved to 4.24%. We d...
Databáze:	OpenAIRE
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