Hexaazatriphenylene‐Based Two‐Dimensional Conductive Covalent Organic Framework with Anisotropic Charge Transfer

Kim, Seong‐Wook; Jung, Hyeonjung; Okyay, Mahmut Sait; Noh, Hyuk‐Jun; Chung, Sein; Kim, Young Hyun; Jeon, Jong‐Pil; Wong, Bryan M.; Cho, Kilwon; Seo, Jeong‐Min; Yoo, Jung‐Woo; Baek, Jong‐Beom

doi:10.1002/ange.202310560

Title: Hexaazatriphenylene‐Based Two‐Dimensional Conductive Covalent Organic Framework with Anisotropic Charge Transfer

Journal Article · 13 September 2023 · Angewandte Chemie

DOI: https://doi.org/10.1002/ange.202310560 · OSTI ID:1999917

Kim, Seong‐Wook ^[1]; Jung, Hyeonjung ^[2]; Okyay, Mahmut Sait ^[3]; Noh, Hyuk‐Jun ^[4]; Chung, Sein ^[5]; Kim, Young Hyun ^[1]; Jeon, Jong‐Pil ^[1]; Wong, Bryan M. ^[3]; Cho, Kilwon ^[5]; Seo, Jeong‐Min ^[1]; Yoo, Jung‐Woo ^[6];

^[1]

Department of Energy and Chemical Engineering/ Center for Dimension-Controllable Organic Frameworks Ulsan National Institute of Science and Technology (UNIST) Ulsan 44919 Republic of Korea
School of Materials Science and Engineering Ulsan National Institute of Science and Technology (UNIST) Ulsan 44919 Republic of Korea
Materials Science &, Engineering Program Department of Chemistry, and Department of Physics &, Astronomy University of California-Riverside Riverside CA 92521 USA
Department of Chemistry Dartmouth College Hanover NH 03755 USA
Department of Chemical Engineering Pohang University of Science and Technology Pohang 37673 Republic of Korea
School of Materials Science and Engineering/ Graduate School of Semiconductor Materials and Devices Ulsan National Institute of Science and Technology (UNIST) Ulsan 44919 Republic of Korea

Abstract The development of covalent organic frameworks (COFs) with efficient charge transport is of immense interest for applications in optoelectronic devices. To enhance COF charge transport properties, electroactive building blocks and dopants can be used to induce extended conduction channels. However, understanding their intricate interplay remains challenging. We designed and synthesized a tailor‐made COF structure with electroactive hexaazatriphenylene (HAT) core units and planar dioxin (D) linkages, denoted as HD‐COF. With the support of theoretical calculations, we found that the HAT units in the HD‐COF induce strong, eclipsed π–π stacking. The unique stacking of HAT units and the weak in‐plane conjugation of dioxin linkages leads to efficient anisotropic charge transport. We fabricated HD‐COF films to minimize the grain boundary effect of bulk COFs, which resulted in enhanced conductivity. As a result, the HD‐COF films showed an electrical conductivity as high as 1.25 S cm ⁻¹ after doping with tris(4‐bromophenyl)ammoniumyl hexachloroantimonate.

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Sponsoring Organization:: USDOE

OSTI ID:: 1999917

Journal Information:: Angewandte Chemie, Journal Name: Angewandte Chemie Vol. 135 Journal Issue: 42; ISSN 0044-8249

Publisher:: Wiley Blackwell (John Wiley & Sons)Copyright Statement

Country of Publication:: Germany

Language:: English

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