Cited by 110Luminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionPhotochemistry and Electron Transfer Studies

Propylenedioxy Thiophene Donor to Achieve NIR-II Molecular Fluorophores with Enhanced Brightness

Ma, Huilong, Liu, Chunchen, Hu, Zhubin, Yu, Panpan, Zhu, Xingfu, Ma, Rui, Sun, Zhenrong, Zhang, Chun-Hui +3 more·2020·Chemistry of Materials

Abstract

Developing molecular fluorophores with high brightness is of considerable importance to achieve superior biological imaging quality in the second near-infrared (NIR-II) window. It has been demonstrated that the improved fluorescence quantum yield (QY) can be obtained for NIR-II molecular fluorophores with S–D–A–D–S (S, shielding unit; D, donor; A, acceptor) structures. However, their absorption coefficient is relatively low, limiting their brightness for imaging. Here, 3,4-propylenedioxy thiophene (PDOT) is introduced as a donor unit to construct NIR-II fluorophores with better protection of the conjugated backbone and decreased backbone distortion, eventually leading to simultaneously improved QY and absorption coefficient. Thus, the new fluorophore IR-FP8P shows fluorescence emission with a peak of 1040 nm, a QY of 0.6% (with reference to IR-26 with a QY of 0.05% in dichloroethane), and a peak absorption coefficient of 1.3 × 10 4 M –1 ·cm –1 in aqueous solutions. The higher brightness at 808 nm excitation endows IR-FP8P with superior imaging quality in the NIR-II window. When conjugated with a specific hormone, the targeting probe FSH@FP8 enables fast and unambiguous ovary imaging in mice, revealing the potential of this bright fluorophore for visualizing complicated biological systems in the NIR-II window.

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Crossref · 10.1021/acs.chemmater.9b05159

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Authors
Ma, H., Liu, C., Hu, Z., Yu, P., Zhu, X., Ma, R., Sun, Z., Zhang, C.-H., Sun, H., Zhu, S., & Liang, Y.
Affiliations
  • Southern University of Science and Technology (CN)
  • Shanxi University (CN)
  • Department of Materials Science and Engineering, Shenzhen Key Laboratory of Printed Organic Electronics, Southern University of Science and Technology, Shenzhen 518055, China
  • Jilin University (CN)
Corresponding author
  • Sun, Haitao
  • Zhu, Shoujun
  • Liang, Yongye
Venue
Chemistry of Materials
Published
2020-02-06
Volume
32
Issue
5
Pages
2061-2069
ISSN
  • 0897-4756 (ISSN-L)
  • 1520-5002
OpenAlex
W3004720768
Cited by
110
References
46
Citations by year
2026: 8 · 2025: 19 · 2024: 15 · 2023: 11 · 2022: 26 · 2021: 18 · 2020: 13
FWCI
6.61
Type
journal article
Language
en
Open access
closed
Locations
Chemistry of Materials (publishedVersion)
Funders
  • Science and Technology Commission of Shanghai Municipality (19JC1412200)
  • National Natural Science Foundation of China (11727810, 21603074, 21772084, 61720106009)
  • Shenzhen San-Ming Project (SZSM201809085)
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
  • Physical Sciences › Chemistry › Spectroscopy › Molecular Sensors and Ion Detection
  • Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
Keywords
donor-acceptor-donor structure, fluorescence quantum yield, absorption coefficient, fluorescence intensity, bioimaging

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