Donor–Acceptor–Acceptor-Type Near-Infrared Fluorophores Featuring Thieno[3,2-<i>b</i>]thiophene <i>S</i>,<i>S</i>-Dioxide and Diarylboryl Units as Dual Acceptors

A new class of donor-acceptor-acceptor-type fluorophores was developed, incorporating thieno[3,2-<i>b</i>]thiophene <i>S</i>,<i>S</i>-dioxide and dimesitylboryl units as dual acceptors, along with aminoaryl groups serving as donors. These compounds exhibit deep-red to near-infrared fluorescence in low-polarity media, such as toluene and poly(methyl methacrylate) films. Substantial structural relaxation occurs in the excited state, even under such low-polarity conditions, resulting in a strongly red-shifted emission. Wavelength conversion films incorporating these fluorophores were fabricated via Förster resonance energy transfer from suitable host materials.

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Publication Details

Journal
Organic Letters
Published
2025-08-18
DOI
https://doi.org/10.1021/acs.orglett.5c02830
Citations
5
Primary Topic
Luminescence and Fluorescent Materials
Type
article
Field-Weighted Citation Impact
2.59

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article

Donor–Acceptor–Acceptor-Type Near-Infrared Fluorophores Featuring Thieno[3,2-b]thiophene S,S-Dioxide and Diarylboryl Units as Dual Acceptors

Asuka Tamaki, Shigehiro Yamaguchi, Masahito Murai
5 citations
Organic Letters
Luminescence and Fluorescent Materials
2.59
article

Donor–Acceptor–Acceptor-Type Near-Infrared Fluorophores Featuring Thieno[3,2-b]thiophene S,S-Dioxide and Diarylboryl Units as Dual Acceptors

Asuka Tamaki, Shigehiro Yamaguchi, Masahito Murai
article en
5 citations

Abstract

A new class of donor-acceptor-acceptor-type fluorophores was developed, incorporating thieno[3,2-<i>b</i>]thiophene <i>S</i>,<i>S</i>-dioxide and dimesitylboryl units as dual acceptors, along with aminoaryl groups serving as donors. These compounds exhibit deep-red to near-infrared fluorescence in low-polarity media, such as toluene and poly(methyl methacrylate) films. Substantial structural relaxation occurs in the excited state, even under such low-polarity conditions, resulting in a strongly red-shifted emission. Wavelength conversion films incorporating these fluorophores were fabricated via Förster resonance energy transfer from suitable host materials.

Organic LettersVol. 27(34)
Incorporated Research Institutions For Seismology (US), Nagoya University (JP), Graduate School USA (US)
Tatematsu Foundation, Japan Society for the Promotion of Science London, Toyota Physical and Chemical Research Institute, Japan Science and Technology Agency
Clean water and sanitation
Openalex Percentile: Top 10%
Luminescence and Fluorescent Materials
2.59
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Donor–Acceptor–Acceptor-Type Near-Infrared Fluorophores Featuring Thieno[3,2-<i>b</i>]thiophene <i>S</i>,<i>S</i>-Dioxide and Diarylboryl Units as Dual Acceptors — Asuka Tamaki, Shigehiro Yamaguchi, et al. · Organic Letters (2025) | TGRS Research Map | TGRS