Dithienocyclopentathieno[3,2-b]thiophene hexacyclic arene for solution-processed organic field-effect transistors and photovoltaic applications

Yen-Ju Cheng*, Chiu Hsiang Chen, Tai Yen Lin, Chain-Shu Hsu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

19 Scopus citations

Abstract

We have developed a ladder-type dithienocyclopentathieno[3,2-b]thiophene (DTCTT) hexacyclic unit in which the central thieno[3,2-b]thiophene ring was covalently fastened to two adjacent thiophene rings through carbon bridges, thereby forming two connected cyclopentadithiophene (CPDT) units in a hexacyclic coplanar structure. This stannylated Sn-DTCTT building block was copolymerized with three electron-deficient acceptors, dibromo-thieno[3,4-c]pyrrole-4,6-dione (TPD), dibromo-benzothiadiazole (BT), and dibromo-phenanthrenequinoxaline (PQX), by Stille polymerization, thereby furnishing a new class of alternating donor-acceptor copolymers: PDTCTTTPD, PDTCTTBT, and PDTCTTPQX, respectively. Field-effect transistors based on PDTCTTPQX and PDTCTTBT yielded high hole mobilities of 0.017 and 0.053 cm 2 V -1 s -1, respectively, which are among the highest performances among amorphous donor-acceptor copolymers. A bulk heterojunction solar cell that incorporated PDTCTTTPD with the lower-lying HOMO energy level delivered a higher V oc value of 0.72 V and a power conversion efficiency (PCE) value of 2.59 %.

Original languageEnglish
Pages (from-to)818-825
Number of pages8
JournalChemistry - An Asian Journal
Volume7
Issue number4
DOIs
StatePublished - 1 Apr 2012

Keywords

  • copolymerization
  • field-effect transistors
  • photovoltaics
  • polymers
  • solar cells

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