# Well-Structured Narrow Near-Infrared Absorption Based on Nonaggregated Hexarylene-Bisimide toward a Colorless Dye

https://mdr.nims.go.jp/datasets/ad6fc874-96db-4b2f-a0f9-5ce2480dde22

## File

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## Id

ad6fc874-96db-4b2f-a0f9-5ce2480dde22

## Local identifier



## Visibility

open_to_public

## State

published

## Created at

2025-12-09T10:37:25.879054Z

## Updated at

2025-12-10T03:30:10.299349Z

## Published at

2025-12-10T03:23:53.625200Z

## Doi



## First published url

https://doi.org/10.1021/acs.joc.5c01320

## Date published

2025-11-07

## Recorded date published

2025-11-7

## Resource type

journal_article

## Manuscript type

vor

## Collection



## Title

- title: Well-Structured Narrow Near-Infrared Absorption Based on Nonaggregated Hexarylene-Bisimide
    toward a Colorless Dye
  title_type: original
  lang: en

## Description

- description: Extended π-conjugated systems are often insoluble, and their aggregation
    manner greatly affects their absorption spectra. This study produced a planar,
    soluble, and nonaggregated hexarylene-bisimide (HB) with appropriate substituents.
    The single-crystal X-ray structure of HB confirmed the planar molecular structure
    with small twist angles and the dimerization behavior of HB in the solid state.
    The concentration-dependent 1H NMR experiments in CDCl3 indicated that the association
    constant Kdimer is 4.6 × 103 M–1 at 298 K and ΔGdimer (298 K) = −20.8 kJ mol–1.
    The longest absorption of HB at the monomeric state exhibits a sharp and intense
    peak at 921 nm (ε = 230,000 M–1 cm–1, full width at half-maximum = 718 cm–1) in
    toluene. 75% of the absorption of HB above 400 nm appears in the near-infrared
    region, thus giving a practically colorless solution. Magnetic circular dichroism
    spectra of a series of oligorylene-bisimides reveal the predominant contribution
    of the linear polyene-like conjugation over the annulene-like conjugation for
    larger [n]oligorylene-bisimides.
  description_type: abstract
  lang: und

## Creator

- name: Shoko Yoshida
  role: author
- name: Nozomi Kasakura
  role: author
- name: Miho Hirakawa
  role: author
- name: Hirofumi Morimoto
  role: author
- name: Kyohei Matsuo
  role: author
- name: Hironobu Hayashi
  role: author
  orcid: https://orcid.org/0000-0002-7872-3052
- name: Mitsuaki Yamauchi
  role: author
  orcid: https://orcid.org/0000-0003-0005-5960
- name: Ryutarou Kanamori
  role: author
- name: Soji Shimizu
  role: author
  orcid: https://orcid.org/0000-0002-2184-7468
- name: Hiroko Yamada
  role: author
  orcid: https://orcid.org/0000-0002-2138-5902
- name: Naoki Aratani
  role: author
  orcid: https://orcid.org/0000-0002-3181-6526

## Contact agent



## Publisher

organization: American Chemical Society (ACS)

## Managing organization



## Keyword

- subject: dye
  schema: not_defined
- subject: aromatic compound
  schema: not_defined
- subject: single crystal
  schema: not_defined
- subject: near-infrared absorbing
  schema: not_defined
- subject: Magnetic circular dichroism
  schema: not_defined

## Rights

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

## Other identifier(s)



## Data origin



## Embargo



## Journal

- title: The Journal of Organic Chemistry
  issn: '00223263'
  volume: '90'
  issue: '44'
  start_page: 15489
  end_page: 15494

## Conference



## Related item



## Funding

- funder_name: Nara Institute of Science and Technology
- identifier: JPMXP1225NR5003
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- funder_name: Masuya Memorial Basic Research Foundation
- identifier: J41-23
  funder_name: Casio Science Promotion Foundation
- identifier: JPMJPR21AC
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: JP20H05833
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: JP23K23332
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: JP23K26480
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: JP24K01576
  funder_name: Ministry of Education, Culture, Sports, Science and Technology
- identifier: JP25K01751
  funder_name: Ministry of Education, Culture, Sports, Science and Technology

## 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: 2c879c3d-f7c3-483b-b53c-c94b9a127f75
  filename: well-structured-narrow-near-infrared-absorption-based-on-nonaggregated-hexarylene-bisimide-toward-a-colorless-dye.pdf
  content_type: application/pdf
  size: 3264196
  md5: 33ee9295ffe843951c8692df70e595f5

## Thumbnail

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filename: well-structured-narrow-near-infrared-absorption-based-on-nonaggregated-hexarylene-bisimide-toward-a-colorless-dye.pdf