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

2 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
JournalMacromolecular Rapid Communications
DOIs
Publication statusAccepted/In press - 2020 Jan 1

Keywords

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

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

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