Fullerene C70/porphyrin hybrid nanoarchitectures: single-cocrystal nanoribbons with ambipolar charge transport properties

Takatsugu Wakahara; Kahori Nagaoka; Chika Hirata; Kun'ichi Miyazawa; Kazuko Fujii; Yoshitaka Matsushita; Osamu Ito; Makito Takagi; Tomomi Shimazaki; Masanori Tachikawa; Yoshiki Wada; Shinjiro Yagyu; Yubin Liu; Yoshiyuki Nakajima; Kazuhito Tsukagoshi

doi:10.1039/d2ra02669d

Fullerene C₇₀/porphyrin hybrid nanoarchitectures: single-cocrystal nanoribbons with ambipolar charge transport properties

RSC Adv. 2022 Jul 6;12(30):19548-19553. doi: 10.1039/d2ra02669d. eCollection 2022 Jun 29.

Authors

Affiliations

¹ Research Center for Functional Materials, National Institute for Materials Science 1-1 Namiki Tsukuba Ibaraki 305-0044 Japan Wakahara.Takatsugu@nims.go.jp.
² Department of Chemical Sciences and Technology, Graduate School of Chemical Sciences and Technology, Tokyo University of Science 6-3-1 Niijuku, Katsushika-ku Tokyo 125-8585 Japan.
³ Research Network and Facility Services Division, National Institute for Materials Science 1-2-1 Sengen Tsukuba Ibaraki 305-0047 Japan.
⁴ Quantum Chemistry Division, Graduate School of NanoBioScience, Yokohama City University 22-2 Seto, Kanazawa-ku Yokohama Kanagawa 236-0027 Japan tachi@yokohama-cu.ac.jp.
⁵ RIKEN KEIKI Co., Ltd 2-7-6, Azusawa Itabashi-ku Tokyo 174-8744 Japan.
⁶ International Center for Materials Nanoarchitectonics (WPI-MANA), National Institute for Materials Science 1-1 Namiki Tsukuba Ibaraki 305-0044 Japan Tsukagoshi.Kazuhito@nims.go.jp.

Abstract

In recent years, supramolecular cocrystals containing organic donors and acceptors have been explored as active components in organic field-effect transistors (FETs). Herein, we report the synthesis of novel single-cocrystal nanoribbons with ambipolar charge transport characteristics from C₇₀ and 5,10,15,20-tetrakis(3,5-dimethoxyphenyl)porphyrin (3,5-TPP) in a 3 : 2 ratio. The C₇₀/3,5-TPP nanoribbons exhibited a new strong absorption band in the near-infrared region, indicating the presence of charge-transfer interactions between C₇₀ and 3,5-TPP in the cocrystals. We elucidated the mechanism of the charge-transport properties of the nanoribbons using photoemission yield spectroscopy in air and theoretical calculations. A strong interaction between porphyrins in the one-dimensional porphyrin chains formed in C₇₀/3,5-TPP nanoribbons, which was confirmed by single-crystal X-ray diffraction, plays a crucial role in their hole transport properties.