Cited by 123Luminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPhotochemistry and Electron Transfer Studies

Increasing Molecular Planarity through Donor/Side‐Chain Engineering for Improved NIR‐IIa Fluorescence Imaging and NIR‐II Photothermal Therapy under 1064 nm

Chen, Shangyu, Pan, Yonghui, Chen, Kai, Chen, Pengfei, Shen, Qingming, Sun, Pengfei, Hu, Wenbo, Fan, Quli·2023·Angewandte Chemie International Edition

Abstract

Developing conjugated small molecules (CSM) with intense NIR‐II (1000–1700 nm) absorption for phototheranostic is highly desirable but remains a tremendous challenge due to a lack of reliable design guidelines. This study reports a high‐performance NIR‐II CSM for phototheranostic by tailoring molecular planarity. A series of CSM show bathochromic absorption extended to the NIR‐II region upon the increasing thiophene number, but an excessive number of thiophene results in decreased NIR‐IIa (1300–1400 nm) brightness and photothermal effects. Further introduction of terminal nonconjugated alkyl chain can enhance NIR‐II absorption coefficient, NIR‐IIa brightness, and photothermal effects. Mechanism studies ascribe this overall enhancement to molecular planarity stemming from the collective contribution of donor/side‐chain engineering. This finding directs the design of NIR‐II CSM by rational manipulating molecular planarity to perform 1064 nm mediated phototheranostic at high efficiency.

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Crossref · 10.1002/anie.202215372

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64 of 64 references verified0 citation errors · 0 not checkable

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  • Fan et al. proposed a strategy based on donor and side-chain engineering to modulate molecular planarity, enabling the design of high-performance NIR-II fluorophores.

    “Fan et al. proposed a strategy based on donor and side-chain engineering to modulate molecular planarity, which enabled the successful design of high-performance NIR-II fluorophores (Fig. 6a)129.”
  • Increasing the number of thiophene units induced pronounced red-shifts in absorption into the NIR-II region, while moderate side-chain substitution further enhanced fluorescence brightness and photothermal conversion efficiency by maintaining an optimal conformation.

    “Increasing the number of thiophene units induced pronounced red-shifts in absorption into the NIR-II region, while moderate side-chain substitution further enhanced fluorescence brightness and PCE by maintaining an optimal conformation.”
  • Fan et al. successfully developed a high-performance photosensitizer (BETA) for NIR-II fluorescence/PA imaging-guided PTT.

    “Fan et al. successfully developed a high-performance photosensitizer (BETA) for NIR-II fluorescence/PA imaging-guided PTT (Fig. 22a)129.”
  • The BETA NPs encapsulated by Pluronic F-127 exhibited a maximum absorption at 892 nm, with a high ɛ1064 of 1.13 × 104 M−1 cm−1, achieving a maximum NIR-II PCE of 47.6%.

    “The BETA NPs encapsulated by Pluronic F-127 exhibited a maximum absorption at 892 nm, with a high ɛ1064 of 1.13 × 104 M−1 cm−1, achieving a maximum NIR-II PCE of 47.6%.”

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Authors
Chen, S., Pan, Y., Chen, K., Chen, P., Shen, Q., Sun, P., Hu, W., & Fan, Q.
Affiliations
  • Nanjing University of Posts and Telecommunications (CN)
  • Northwestern Polytechnical University (CN)
Corresponding author
  • Sun, Pengfei
  • Hu, Wenbo
  • Fan, Quli
Venue
Angewandte Chemie International Edition
Publisher
Wiley
Published
2022-12-29
Volume
62
Issue
6
Pages
e202215372-e202215372
ISSN
  • 1433-7851 (ISSN-L)
  • 1521-3773
OpenAlex
W4310957594
Cited by
122
References
66
Citations by year
2026: 21 · 2025: 43 · 2024: 41 · 2023: 17
FWCI
7.09
Type
journal article
Language
en
Open access
closed
Locations
  • Angewandte Chemie International Edition (publishedVersion)
  • PubMed (publishedVersion)
Funders
  • National Natural Science Foundation of China (21604042, 62175201)
  • Natural Science Foundation of Jiangsu Province (BK20201380, BK20221326)
  • Fundamental Research Funds for the Central Universities
Topics
  • Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
  • Physical Sciences › Engineering › Biomedical Engineering › Nanoplatforms for cancer theranostics
  • Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
Keywords
NIR-II photothermal therapy, conjugated small molecules, molecular planarity, 1064 nm excitation, phototheranostics, molecular design

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