# Role of Second Halogen Atoms of Dihalobenzene in Controlling the Photoluminescence Properties of Single-Walled Carbon Nanotubes by Reductive Arylation

https://mdr.nims.go.jp/datasets/935346a7-478c-4e35-9cc7-d273e10c2e86

## File

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## Id

935346a7-478c-4e35-9cc7-d273e10c2e86

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2026-04-15T19:18:49.241588Z

## Updated at

2026-04-15T19:21:22.544125Z

## Published at

2026-04-16T07:26:11.215478Z

## Doi



## First published url

https://doi.org/10.1021/acsnanoscienceau.5c00152

## Date published

2026-04-15

## Recorded date published

2026-4-15

## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: Role of Second Halogen Atoms of Dihalobenzene in Controlling the Photoluminescence
    Properties of Single-Walled Carbon Nanotubes by Reductive Arylation
  title_type: original
  lang: en

## Description

- description: The chemical functionalization of single-walled carbon nanotubes (SWCNTs)
    is effective for controlling their near-infrared (NIR) photoluminescence (PL)
    wavelength by locally modulating the band gap energy of the SWCNTs. The PL efficiency
    is dependent on the degree of functionalization. Herein, SWCNTs were reductively
    arylated using sodium naphthalenide and halo- and dihalobenzene derivatives to
    control their PL properties. (6,5) SWCNTs functionalized with iodobenzene exhibited
    two new PL peaks at 1100 and 1230 nm. In contrast, the arylated SWCNTs prepared
    using fluorobenzene and chlorobenzene exhibited a single new PL peak at 1100 nm.
    Furthermore, the arylated SWCNTs prepared using dihalobenzene derivatives exhibited
    a new PL peak at 1230 nm, which was dependent on the type and number of halogen
    atoms. The relative stabilities and transition energies of the model compounds
    for the arylated SWCNTs were estimated using theoretical calculations. These results
    suggest that their transition energies can be tuned by the binding configuration,
    and that the relative stability of the binding configuration varies depending
    on the addenda. The arylated SWCNTs were chirally separated, and an analysis of
    the optical properties of the separated SWCNT adducts revealed that this arylation
    reaction is effective for tuning the PL wavelength and intensity of (6,4), (7,3),
    (8,3), and (7,5) SWCNTs with different chiral indices in the NIR region. The addenda
    on the SWCNTs were successfully observed using transmittance electron microscopy
    by isolating the functionalized (6,5) SWCNTs and subsequent thermal treatment.
  description_type: abstract
  lang: und

## Creator

- name: Yutaka Maeda
  role: author
  orcid: https://orcid.org/0000-0003-0502-5621
- name: Atsushi Suwa
  role: author
- name: Kentaro Kawada
  role: author
- name: Pei Zhao
  role: author
  orcid: https://orcid.org/0000-0002-8088-6141
- name: Masahiro Ehara
  role: author
  orcid: https://orcid.org/0000-0002-2185-0077
- name: Yasuhiro Suzuki
  role: author
- name: Yui Iguchi
  role: author
- name: Yasunari Taki
  role: author
- name: Yui Konno
  role: author
- name: Michio Yamada
  role: author
  orcid: https://orcid.org/0000-0002-6715-4202
- name: Hitoshi Kasai
  role: author
  orcid: https://orcid.org/0000-0001-9399-0506
- name: Koji Kimoto
  role: author
  orcid: https://orcid.org/0000-0002-3927-0492
- name: Koji Harano
  role: author
  orcid: https://orcid.org/0000-0001-6800-8023

## Contact agent



## Publisher

organization: American Chemical Society (ACS)

## Managing organization



## Keyword

- subject: single-walled carbon nanotubes
  schema: not_defined
- subject: infrared
  schema: not_defined
- subject: photoluminescence
  schema: not_defined
- subject: functionalization
  schema: not_defined
- subject: transmission electron microscopy
  schema: not_defined

## Rights

- identifier: https://creativecommons.org/licenses/by-nc-nd/4.0/

## Other identifier(s)



## Data origin



## Embargo



## Journal

- title: ACS Nanoscience Au
  issn: '26942496'
  volume: '6'
  issue: '2'
  start_page: 270
  end_page: 280

## Conference



## Related item



## Funding

- identifier: JP17H02735
  funder_name: Japan Society for the Promotion of Science
- identifier: JP20H02210
  funder_name: Japan Society for the Promotion of Science
- identifier: JP20H02718
  funder_name: Japan Society for the Promotion of Science
- identifier: JP21H01759
  funder_name: Japan Society for the Promotion of Science
- identifier: JP22H05133
  funder_name: Japan Society for the Promotion of Science
- identifier: JP23H04874
  funder_name: Japan Society for the Promotion of Science

## Instrument



## Instrument operator



## Instrument managing organization



## Measurement method



## Specimen



## Chemical composition



## Structure for specimen



## Structural feature for specimen



## Specific property for specimen



## Process for specimen treatment



## Computational method



## Energy level/transition state



## Software



## Custom property



## Fileset

- id: 99b8e717-0866-49dd-ae1b-327831e74a67
  filename: role-of-second-halogen-atoms-of-dihalobenzene-in-controlling-the-photoluminescence-properties-of-single-walled-carbon.pdf
  content_type: application/pdf
  size: 7626449
  md5: ead6523ad2ad3b16dd600d6a423ee30d

## Thumbnail

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