Issue 11, 2022

Design and synthesis of proton-dopable organic semiconductors

Abstract

This paper shows how protonated 3,4-ethylene dioxythiophene moieties can be used as an end group to make organic conductors. An organic semiconductor 2,5-bis(5-(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-3-dodecylthiophen-2-yl)thieno[3,2-b]thiophene is designed and synthesized. This molecule could be doped by protonic acid in both solution and solid-state, resulting in a broad absorption in the near-infrared range corresponding to polaron and bipolaron absorption. Electrical conductivity of ca. 0.1 S cm−1 was obtained at 100 °C (to avoid the water uptake by the acid). The adducts with protons bound at the end-thiophene α-position were confirmed by 1H Nuclear Magnetic Resonance spectra.

Graphical abstract: Design and synthesis of proton-dopable organic semiconductors

Supplementary files

Article information

Article type
Paper
Submitted
12 Jan 2022
Accepted
19 Feb 2022
First published
28 Feb 2022
This article is Open Access
Creative Commons BY license

RSC Adv., 2022,12, 6748-6754

Design and synthesis of proton-dopable organic semiconductors

C. Yin, M. Mukaida, S. Horike, K. Kirihara, S. Yamane, Z. Zhang and Q. Wei, RSC Adv., 2022, 12, 6748 DOI: 10.1039/D2RA00216G

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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