biostudies-literatureYin CMinistry of Education, Culture, Sports, Science and TechnologyPrecursory Research for Embryonic Science and TechnologyJapan Society for the Promotion of Science6748-6754https://www.ebi.ac.uk/biostudies/studies/S-EPMC8981859biostudies-literatureUnknown12(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-<i>b</i>][1,4]dioxin-5-yl)-3-dodecylthiophen-2-yl)thieno[3,2-<i>b</i>]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 <i>ca.</i> 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.RSC advancesDesign and synthesis of proton-dopable organic semiconductors.PMC8981859JPMJPR17R1a Grant-in-Aid for Scientific Research (B) 21H019Horike SMukaida MZhang ZWei QYin CKirihara KYamane SfalseDesign and synthesis of proton-dopable organic semiconductors.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-<i>b</i>][1,4]dioxin-5-yl)-3-dodecylthiophen-2-yl)thieno[3,2-<i>b</i>]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 <i>ca.</i> 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.2022-01-01T00:00:00Z2022 Feb2024-11-12T09:22:03.363Z2024-11-12T09:22:03.363ZS-EPMC89818593542462910.1039/d2ra00216g