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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.

SUBMITTER: Yin C

PROVIDER: S-EPMC8981859 | biostudies-literature | 2022 Feb

REPOSITORIES: biostudies-literature

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Design and synthesis of proton-dopable organic semiconductors.

Yin Chenzhu C Mukaida Masakazu M Horike Shohei S Kirihara Kazuhiro K Yamane Shogo S Zhang Zhenya Z Wei Qingshuo Q

RSC advances 20220228 11

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 conduct ...[more]

PMID: 35424629

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