A New Pentacyclic Indacenodiselenophene Arene and Its Donor–Acceptor Copolymers for Solution-Processable Polymer Solar Cells and Transistors: Synthesis, Characterization, and Investigation of Alkyl/Alkoxy Side-Chain Effect

作者: Huan-Hsuan Chang , Che-En Tsai , Yu-Ying Lai , Wei-Wei Liang , So-Lin Hsu

DOI: 10.1021/MA401415G

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摘要: A pentacyclic indacenodiselenophene (IDS) arene was synthesized via intramolecular Friedel-Craft cyclization of the selenophene moieties. This IDS framework used as a model system to investigate alkyl/alkoxy side-chain effect by preparing IDS-OCH8 and IDS-C6, where side chains on sp3 carbon in cyclopentadienyl ring are 4-octyloxyphenyl groups 4-hexylphenyl groups, respectively. The Sn-IDS-OCH8 Sn-IDS-C6 monomers were copolymerized with 4,7-dibromo-2,1,3-benzothiadiazole (BT), 4,7-diiodo-5,6-difluoro-2,1,3-benzothiadiazole (FBT) 1,3-dibromothieno[3,4-c]pyrrole-4,6-dione (TPD) acceptor Stille polycondensation afford five new IDS-based donor–acceptor alternating copolymers, PIDSBT-OCH8, PIDSBT-C6, PIDSFBT-OCH8, PIDSFBT-C6, PIDSTPD-C6. Despite fact that octyloxy hexyl play negligible role optical electrochemical properties resulting polymers, solar cell performance is highly associated th...

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