Thiophene–Perylenediimide Bridged Dimeric Porphyrin Donors Based on the Donor–Acceptor–Donor Structure for Organic Photovoltaics

Venkatesh Piradi*, Yaxin Gao, Feng Yan, Muhammad Imran, Jianzhang Zhao, Xunjin Zhu*, Shu Kong So*

*Corresponding author for this work

Research output: Contribution to journalJournal articlepeer-review

7 Citations (Scopus)


Two D–A–D (D = donor, A = acceptor)-based small-molecule donors, TPDI-2P and F-TPDI-2P, are designed and synthesized for organic solar cells (OSCs), with two strong donor porphyrin units bridged by either an electron-deficient diethynyl-substituted thiophene–perylenediimide (TPDI) linker for the former or a diethynyl-fused TPDI linker for the latter; 3-ethylrhodanine units were then flanked symmetrically by phenylenethynylene π-linkers. Both compounds show strong absorption profiles from 400 to 800 nm, with a valley at 600 nm, attributed to the Soret and Q-bands of porphyrin units. Compared to TPDI-2P, F-TPDI-2P with a fused TPDI backbone exhibits high redshifted absorptions and low-lying energy levels due to increased coplanarity of the dimeric porphyrin units. As a result, the optimized photovoltaic device based on F-TPDI-2P/PC71BM has a decent power conversion efficiency (PCE) of 8.21%, whereas the device TPDI-2P/PC71BM has a slightly lower PCE (6.90%). The higher efficiency of F-TPDI-2P/PC71BM is mainly due to better photocurrent generation and smoother surface morphology with elevated charge carrier mobilities. The success of this molecular design strategy could be beneficial in the development of more efficient porphyrin-based donors for high-performance OSCs.
Original languageEnglish
Pages (from-to)7287–7296
Number of pages10
JournalACS Applied Energy Materials
Issue number6
Early online date13 Jun 2022
Publication statusPublished - 27 Jun 2022

Scopus Subject Areas

  • Chemical Engineering (miscellaneous)
  • Energy Engineering and Power Technology
  • Materials Chemistry
  • Electrical and Electronic Engineering
  • Electrochemistry

User-Defined Keywords

  • all-small molecule
  • dimeric porphyrin
  • organic solar cells
  • perylenediimide
  • porphyrin donor


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