Issue 1, 2022

Backbone-driven host–dopant miscibility modulates molecular doping in NDI conjugated polymers

Abstract

Molecular doping is the key to enabling organic electronic devices, however, the design strategies to maximize doping efficiency demands further clarity and comprehension. Previous reports focus on the effect of the side chains, but the role of the backbone is still not well understood. In this study, we synthesize a series of NDI-based copolymers with bithiophene, vinylene, and acetylenic moieties (P1G, P2G, and P3G, respectively), all containing branched triethylene glycol side chains. Using computational and experimental methods, we explore the impact of the conjugated backbone using three key parameters for doping in organic semiconductors: energy levels, microstructure, and miscibility. Our experimental results show that P1G undergoes the most efficient n-type doping owed primarily to its higher dipole moment, and better host–dopant miscibility with N-DMBI. In contrast, P2G and P3G possess more planar backbones than P1G, but the lack of long-range order, and poor host–dopant miscibility limit their doping efficiency. Our data suggest that backbone planarity alone is not enough to maximize the electrical conductivity (σ) of n-type doped organic semiconductors, and that backbone polarity also plays an important role in enhancing σ via host–dopant miscibility. Finally, the thermoelectric properties of doped P1G exhibit a power factor of 0.077 μW m−1 K−2, and ultra-low in-plane thermal conductivity of 0.13 W m−1K−1 at 5 mol% of N-DMBI, which is among the lowest thermal conductivity values reported for n-type doped conjugated polymers.

Graphical abstract: Backbone-driven host–dopant miscibility modulates molecular doping in NDI conjugated polymers

Supplementary files

Article information

Article type
Communication
Submitted
22 Aug. 2021
Accepted
19 Nov. 2021
First published
20 Dec. 2021
This article is Open Access
Creative Commons BY-NC license

Mater. Horiz., 2022,9, 500-508

Backbone-driven host–dopant miscibility modulates molecular doping in NDI conjugated polymers

D. Rosas Villalva, S. Singh, L. A. Galuska, A. Sharma, J. Han, J. Liu, M. A. Haque, S. Jang, A. H. Emwas, L. J. A. Koster, X. Gu, B. C. Schroeder and D. Baran, Mater. Horiz., 2022, 9, 500 DOI: 10.1039/D1MH01357B

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