Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)

Hikaru Watanabe; Kento Ekuni; Yasuhiro Okuda; Ryo Nakayama; Keisuke Kawano; Tetsuo Iwanaga; Atsushi Yamaguchi; Tsutomu Kiyomura; Hideaki Miyake; Masahiro Yamagami; Tomoyuki Tajima; Takumi Kitai; Tomoya Hayashi; Naoto Nishiyama; Yoshihiro Kusano; Hiroki Kurata; Yutaka Takaguchi; Akihiro Orita

doi:10.1246/bcsj.20220308

Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)

Hikaru Watanabe, Kento Ekuni, Yasuhiro Okuda, Ryo Nakayama, Keisuke Kawano, Tetsuo Iwanaga, Atsushi Yamaguchi, Tsutomu Kiyomura, Hideaki Miyake, Masahiro Yamagami, Tomoyuki Tajima, Takumi Kitai, Tomoya Hayashi, Naoto Nishiyama, Yoshihiro Kusano, Hiroki Kurata, Yutaka Takaguchi^*, Akihiro Orita^*

^*Corresponding author for this work

Materials Design and Engineering

Research output: Contribution to journal › Article › peer-review

7 Scopus citations

Abstract

Anthrylene- and ferrocenoyl-assisted composite fabrication was achieved between visible-light absorbing anthrylene- and ferrocenoyl-substituted acetylenic dyes and single-wall carbon nanotubes (SWCNTs). The composite formation was confirmed via UV-Vis, Raman, mass, and XPS spectra analyses. In the UV-Vis absorption spectrum, the resulting dye-SWCNT composites showed bathochromic shifts ascribable to the π-π interaction. One-pot fabrication of the composite was also accomplished via Cu-catalyzed dimerization of anthrylene- and ferrocenoyl-substituted terminal ethyne and the subsequent adsorption of the resulting butadiyne dye to SWCNT. We confirmed that the dye-SWCNT composite dispersed in water by using amphiphilic poly(amidoamine)dendrimer could transfer an electron from 1-benzyl-1,4-dihydronicotinamide (BNAH) to methyl viologen dichloride (MV²⁺) upon irradiation with visible light (>422 nm).

Original language	English
Pages (from-to)	57-64
Number of pages	8
Journal	Bulletin of the Chemical Society of Japan
Volume	96
Issue number	1
DOIs	https://doi.org/10.1246/bcsj.20220308
State	Published - 2023/01

Keywords

Anthracene
Ferrocene
SWCNTs

ASJC Scopus subject areas

General Chemistry

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Watanabe, H., Ekuni, K., Okuda, Y., Nakayama, R., Kawano, K., Iwanaga, T., Yamaguchi, A., Kiyomura, T., Miyake, H., Yamagami, M., Tajima, T., Kitai, T., Hayashi, T., Nishiyama, N., Kusano, Y., Kurata, H., Takaguchi, Y., & Orita, A. (2023). Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs). Bulletin of the Chemical Society of Japan, 96(1), 57-64. https://doi.org/10.1246/bcsj.20220308

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title = "Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)",

abstract = "Anthrylene- and ferrocenoyl-assisted composite fabrication was achieved between visible-light absorbing anthrylene- and ferrocenoyl-substituted acetylenic dyes and single-wall carbon nanotubes (SWCNTs). The composite formation was confirmed via UV-Vis, Raman, mass, and XPS spectra analyses. In the UV-Vis absorption spectrum, the resulting dye-SWCNT composites showed bathochromic shifts ascribable to the π-π interaction. One-pot fabrication of the composite was also accomplished via Cu-catalyzed dimerization of anthrylene- and ferrocenoyl-substituted terminal ethyne and the subsequent adsorption of the resulting butadiyne dye to SWCNT. We confirmed that the dye-SWCNT composite dispersed in water by using amphiphilic poly(amidoamine)dendrimer could transfer an electron from 1-benzyl-1,4-dihydronicotinamide (BNAH) to methyl viologen dichloride (MV2+) upon irradiation with visible light (>422 nm).",

keywords = "Anthracene, Ferrocene, SWCNTs",

author = "Hikaru Watanabe and Kento Ekuni and Yasuhiro Okuda and Ryo Nakayama and Keisuke Kawano and Tetsuo Iwanaga and Atsushi Yamaguchi and Tsutomu Kiyomura and Hideaki Miyake and Masahiro Yamagami and Tomoyuki Tajima and Takumi Kitai and Tomoya Hayashi and Naoto Nishiyama and Yoshihiro Kusano and Hiroki Kurata and Yutaka Takaguchi and Akihiro Orita",

note = "Publisher Copyright: {\textcopyright} 2023 The Chemical Society of Japan.",

year = "2023",

month = jan,

doi = "10.1246/bcsj.20220308",

language = "英語",

volume = "96",

pages = "57--64",

journal = "Bulletin of the Chemical Society of Japan",

issn = "0009-2673",

publisher = "Oxford University Press",

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Watanabe, H, Ekuni, K, Okuda, Y, Nakayama, R, Kawano, K, Iwanaga, T, Yamaguchi, A, Kiyomura, T, Miyake, H, Yamagami, M, Tajima, T, Kitai, T, Hayashi, T, Nishiyama, N, Kusano, Y, Kurata, H, Takaguchi, Y & Orita, A 2023, 'Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)', Bulletin of the Chemical Society of Japan, vol. 96, no. 1, pp. 57-64. https://doi.org/10.1246/bcsj.20220308

TY - JOUR

T1 - Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)

AU - Watanabe, Hikaru

AU - Ekuni, Kento

AU - Okuda, Yasuhiro

AU - Nakayama, Ryo

AU - Kawano, Keisuke

AU - Iwanaga, Tetsuo

AU - Yamaguchi, Atsushi

AU - Kiyomura, Tsutomu

AU - Miyake, Hideaki

AU - Yamagami, Masahiro

AU - Tajima, Tomoyuki

AU - Kitai, Takumi

AU - Hayashi, Tomoya

AU - Nishiyama, Naoto

AU - Kusano, Yoshihiro

AU - Kurata, Hiroki

AU - Takaguchi, Yutaka

AU - Orita, Akihiro

PY - 2023/1

Y1 - 2023/1

N2 - Anthrylene- and ferrocenoyl-assisted composite fabrication was achieved between visible-light absorbing anthrylene- and ferrocenoyl-substituted acetylenic dyes and single-wall carbon nanotubes (SWCNTs). The composite formation was confirmed via UV-Vis, Raman, mass, and XPS spectra analyses. In the UV-Vis absorption spectrum, the resulting dye-SWCNT composites showed bathochromic shifts ascribable to the π-π interaction. One-pot fabrication of the composite was also accomplished via Cu-catalyzed dimerization of anthrylene- and ferrocenoyl-substituted terminal ethyne and the subsequent adsorption of the resulting butadiyne dye to SWCNT. We confirmed that the dye-SWCNT composite dispersed in water by using amphiphilic poly(amidoamine)dendrimer could transfer an electron from 1-benzyl-1,4-dihydronicotinamide (BNAH) to methyl viologen dichloride (MV2+) upon irradiation with visible light (>422 nm).

AB - Anthrylene- and ferrocenoyl-assisted composite fabrication was achieved between visible-light absorbing anthrylene- and ferrocenoyl-substituted acetylenic dyes and single-wall carbon nanotubes (SWCNTs). The composite formation was confirmed via UV-Vis, Raman, mass, and XPS spectra analyses. In the UV-Vis absorption spectrum, the resulting dye-SWCNT composites showed bathochromic shifts ascribable to the π-π interaction. One-pot fabrication of the composite was also accomplished via Cu-catalyzed dimerization of anthrylene- and ferrocenoyl-substituted terminal ethyne and the subsequent adsorption of the resulting butadiyne dye to SWCNT. We confirmed that the dye-SWCNT composite dispersed in water by using amphiphilic poly(amidoamine)dendrimer could transfer an electron from 1-benzyl-1,4-dihydronicotinamide (BNAH) to methyl viologen dichloride (MV2+) upon irradiation with visible light (>422 nm).

KW - Anthracene

KW - Ferrocene

KW - SWCNTs

UR - http://www.scopus.com/inward/record.url?scp=85149138275&partnerID=8YFLogxK

U2 - 10.1246/bcsj.20220308

DO - 10.1246/bcsj.20220308

M3 - 学術論文

AN - SCOPUS:85149138275

SN - 0009-2673

VL - 96

SP - 57

EP - 64

JO - Bulletin of the Chemical Society of Japan

JF - Bulletin of the Chemical Society of Japan

IS - 1

ER -

Composite Formation of Anthrylene- and Ferrocenoyl-Substituted Phenyleneethynylenes with Single-Wall Carbon Nanotubes (SWCNTs)

Abstract

Keywords

ASJC Scopus subject areas

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