Propylenedioxy Thiophene Donor to Achieve NIR-II Molecular Fluorophores with Enhanced Brightness
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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- 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
- ORCID
- Venue
- Chemistry of Materials
- Publisher
- American Chemical Society (ACS)
- 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
- Licence
- 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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