Rolling two-dimensional covalent organic framework (COF) sheets into one-dimensional electronic and proton-conductive nanotubes

Z Zhuowei Li (Department of Molecular Engineering, Kyoto University) R Rajendra Prasad Paitandi (Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan) Y Yusuke Tsutsui (Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto 615-8510, Japan) W Wakana Matsuda (Department of Molecular Engineering, Kyoto University) M Masaki Nobuoka (Department of Molecular Engineering, Kyoto University) B Bin Chen S Samrat Ghosh (Department of Molecular Engineering, Kyoto University) T Takayuki Tanaka (Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto 615-8510, Japan) M Masayuki Suda (Department of Molecular Engineering, Kyoto University) T Tong Zhu H Hiroshi Kageyama (Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan) Y Yoshihiro Miyake (Department of Molecular and Macromolecular Chemistry, Nagoya University) H Hiroshi Shinokubo (Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering) M Makito Takagi (Graduate School of Nanobio Science, Yokohama City University) T Tomomi Shimazaki (Graduate School of Nanobio Science, Yokohama City University) M Masanori Tachikawa (Graduate School of Nanobio Science, Yokohama City University) K Katsuaki Suzuki (Institute for Chemical Research, Kyoto University) H Hironori Kaji (Institute for Chemical Research) Y Yasunobu Ando (Laboratory for Chemistry and Life Science, Institute of Integrated Research, Institute of Science Tokyo, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8503, Japan) T Takahiro Ezaki (Research Center for Advanced Science and Technology, The University of Tokyo) S Shu Seki (Department of Molecular Engineering, Graduate School of Engineering)

Abstract

Mimicking the interconvertible carbon allotropes of 2-dimensional (2D) graphene and 1-dimensional (1D) carbon nanotubes (CNTs), herein we report the in situ transformation of 2D π-conjugated covalent organic frameworks (COFs) sheet into 1D nanotubular structures via self-assembly the sheets at solvent interfaces. The facile “roll-sheets” self-assembly resulted in coaxial nanotubes with uniform cross-sectional diameter, which was realized for diazapyrene-based COFs but not for the corresponding pyrene COF, although both possess similar chemical structures. Upon replacing the carbon atoms at 2,7-positions of pyrene with nitrogen, contrasting optical and electronic properties were realized, reflecting the rolled structure of the conjugated 2D sheets. The nanotubes exhibited concerted electronic- and proton-conducting nature with stable conducting pathways at ambient conditions. The nitrogen centers act simultaneously as the site for charge carrier doping and proton acceptors, as evidenced by the high photo- and electrical conductivity, as well as the record proton conductivity (σ = 1.98 S cm −1 ) results. The present diazapyrene-based 1D nanotubular COF serves as a unique materials platform with electronic conduction in the wall and proton conduction in the core, respectively.

Article Details

Volume / Issue Vol. 122, Issue 16
Published April 22, 2025
ISSN 0027-8424
Publisher National Academy of Sciences

Authors (21)

Z

Zhuowei Li

Department of Molecular Engineering, Kyoto University

R

Rajendra Prasad Paitandi

Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan

Y

Yusuke Tsutsui

Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto 615-8510, Japan

W

Wakana Matsuda

Department of Molecular Engineering, Kyoto University

M

Masaki Nobuoka

Department of Molecular Engineering, Kyoto University

B

Bin Chen

S

Samrat Ghosh

Department of Molecular Engineering, Kyoto University

T

Takayuki Tanaka

Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Kyotodaigakukatsura, Nishikyo-ku, Kyoto 615-8510, Japan

M

Masayuki Suda

Department of Molecular Engineering, Kyoto University

T

Tong Zhu

H

Hiroshi Kageyama

Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Nishikyo-ku, Kyoto 615-8510, Japan

Y

Yoshihiro Miyake

Department of Molecular and Macromolecular Chemistry, Nagoya University

H

Hiroshi Shinokubo

Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering

M

Makito Takagi

Graduate School of Nanobio Science, Yokohama City University

T

Tomomi Shimazaki

Graduate School of Nanobio Science, Yokohama City University

M

Masanori Tachikawa

Graduate School of Nanobio Science, Yokohama City University

K

Katsuaki Suzuki

Institute for Chemical Research, Kyoto University

H

Hironori Kaji

Institute for Chemical Research

Y

Yasunobu Ando

Laboratory for Chemistry and Life Science, Institute of Integrated Research, Institute of Science Tokyo, 4259 Nagatsuta-cho, Midori-ku, Yokohama, Kanagawa 226-8503, Japan

T

Takahiro Ezaki

Research Center for Advanced Science and Technology, The University of Tokyo

S

Shu Seki

Department of Molecular Engineering, Graduate School of Engineering