Conjugated Oligothiophene Derivatives Based on Bithiophene with Unsaturated Bonds as Building Blocks for Solution-Processed Bulk Heterojunction Organic Solar Cells

Chaohua Cui*, Yue Wu, Man Sing Cheung, Cheuk Lam HO, Qingchen Dong, Zhenyang Lin, Yongfang Li, Wai Yeung WONG

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

A new building block ATVTA that uses stiff carbon–carbon triple bonds (A) on 1,2-di(2-thienyl)-ethene (TVT) has been developed. Oligothiophene derivatives S-01 with a TVT unit, S-02 with a 5,5′-diethynyl-2,2′-dithienyl (AT2) unit and S-03 with ATVTA were synthesized to compare their effects in a systematic study. Due to the better π-conjugation extension of the TVT unit, S-01 exhibits the most red-shifted absorption profile among them, whereas S-02 possesses the deepest HOMO level. While the HOMO level of S-03 is down-shifted by 0.02 eV relative to that of S-01, the alkyne linkages can effectively down-shift the HOMO level. By replacing the terminal units of S-03 with stronger electron acceptors, S-04 and S-05 exhibited broader absorption profiles and lower HOMO levels than those of S-03. Organic solar cells based on these molecules were fabricated and an S-03:PC60BM (1:1, w/w) based device afforded the highest Voc value of 0.96 V and a power conversion efficiency (PCE) of 2.19 %.

Original languageEnglish
Pages (from-to)3557-3567
Number of pages11
JournalChemistry - An Asian Journal
Volume11
Issue number24
DOIs
Publication statusPublished - 19 Dec 2016

Scopus Subject Areas

  • Biochemistry
  • Organic Chemistry

User-Defined Keywords

  • alkynes
  • conjugation
  • oligothiophenes
  • organic solar cells
  • synthesis

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