Ultranarrow Bandgap Naphthalenediimide-Dialkylbifuran-Based Copolymers with High-Performance Organic Thin-Film Transistors and All-Polymer Solar Cells

Shengbin Shi, Peng Chen, Hang Wang, Chang Woo Koh, Mohammad Afsar Uddin, Bin Liu, Qiaogan Liao, Kui Feng, Han Young Woo, Guomin Xiao, Xugang Guo

Research output: Contribution to journalArticlepeer-review

9 Citations (Scopus)

Abstract

A new polymer acceptor poly{(N,N′-bis(2-ethylhexyl)-1,4,5,8-naphthalenedicarboximide-2,6-diyl)-alt-5,5-(3,3′-didodecyl-2,2′-bifuran)} (NDI-BFR) made from naphthalenediimide (NDI) and furan-derived head-to-head-linked 3,3′-dialkyl-2,2′-bifuran (BFR) units is reported in this study. Compared to the benchmark polymer poly(naphthalenediimide-alt-bithiophene) (N2200), NDI-BFR exhibits a larger bathochromic shift of absorption maxima (842 nm) with a much higher absorption coefficient (7.2 × 104 m−1 cm−1), leading to an ultranarrow optical bandgap of 1.26 eV. Such properties ensure good harvesting of solar light from visible to the near-infrared region in solar cells. Density functional theory calculation reveals that the polymer acceptor NDI-BFR possesses a higher degree of backbone planarity versus the polymer N2200. The polymer NDI-BFR exhibits a decent electron mobility of 0.45 cm2 V−1 s−1 in organic thin-film transistors (OTFTs), and NDI-BFR-based all-polymer solar cells (all-PSCs) achieve a power conversion efficiency (PCE) of 4.39% with a very small energy loss of 0.45 eV by using the environmentally friendly solvent 1,2,4-trimethylbenzene. These results demonstrate that incorporating head-to-head-linked BFR units in the polymer backbone can lead to increased planarity of the polymer backbone, reduced optical bandgap, and improved light absorbing. The study offers useful guidelines for constructing n-type polymers with narrow optical bandgaps.

Original languageEnglish
Article number2000144
JournalMacromolecular Rapid Communications
Volume41
Issue number12
DOIs
Publication statusPublished - 2020 Jun 1

Bibliographical note

Funding Information:
S.S., P.C., and H.W. contributed equally to this work. X.G. is thankful for the financial support by the National Science Foundation of China (No. 21774055). G.X. acknowledges the National Natural Science Foundation of China (Nos. 21676054, 21406034), Natural Science foundation of Jiangsu (No. BK20161415), Fundamental Research Funds for the Central Universities (No. 2242018K40041). H.Y.W gratefully acknowledges the financial support by the National Research Foundation (NRF) of Korea (NRF-2019R1A2C2085290, 2019R1A6A1A11044070). M.A.U. acknowledges Juan De La Cierva postdoctoral fellowship.

Funding Information:
S.S., P.C., and H.W. contributed equally to this work. X.G. is thankful for the financial support by the National Science Foundation of China (No. 21774055). G.X. acknowledges the National Natural Science Foundation of China (Nos. 21676054, 21406034), Natural Science foundation of Jiangsu (No. BK20161415), Fundamental Research Funds for the Central Universities (No. 2242018K40041). H.Y.W gratefully acknowledges the financial support by the National Research Foundation (NRF) of Korea (NRF‐2019R1A2C2085290, 2019R1A6A1A11044070). M.A.U. acknowledges Juan De La Cierva postdoctoral fellowship.

Publisher Copyright:
© 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • absorption coefficients
  • all-polymer solar cells
  • polymer acceptors
  • ultranarrow bandgap

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

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