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March 27, 2026Journal of the American Chemical Society7 citations

Tandem Auxochrome Design Enables Ready Access to Deep Shortwave Infrared Dyes

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KYKui YanZZZ. ZengHLHongyue Liu

Key Points

  • The aim is to develop a novel design for deep shortwave infrared dyes that enhances spectral coverage and stability.
  • Introduced a tandem auxochromic design with simplified amino auxochromes electronically coupled through a π-conjugated spacer.
  • Developed a compact synthesis process for the dye integrating onto a fluorenium scaffold.
  • Tested dyes for spectral stability in polar solvents and resistance under high laser power.
  • Achieved SWIR spectral tunability extending into the deep-SWIR region (>1.5 μm).
  • The new dyes demonstrated high spectral stability in challenging environments.
  • Significant improvements in imaging capabilities with high-resolution in vivo SWIR imaging and multiplexing.

Abstract

The shortwave infrared (SWIR, 1.0–2.0 μm) window is of growing importance for advanced photonic applications owing to its minimal attenuation in complex media. However, achieving full spectral coverage with compact organic molecules remains a formidable challenge, as conventional bathochromic strategies typically necessitate extensive π-extension or intricate fused-ring architectures. Here, we introduce a tandem auxochromic design wherein two simplified amino auxochromes are electronically coupled through a π-conjugated spacer. This configuration cooperatively lowers the effective ionization energy and amplifies conjugative coupling with the chromophore backbone, facilitating more efficient bandgap narrowing than traditional extension methods. When integrated onto a compact, charge-resonance-delocalized fluorenium scaffold, this approach enables continuous SWIR spectral tunability via a concise three-step synthesis, notably extending into the deep-SWIR region (>1.5 μm) at an exceptionally low molecular weight of 590 Da. The resulting dyes exhibit high spectral stability in polar solvents and strong resistance to high laser power and oxidative environments. We demonstrate the clear advantages of our approach through high-resolution in vivo and multiplexed SWIR imaging, while this work simultaneously provides a convenient entry for exploring SWIR photonic phenomena using organic materials.

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Cite This Study

Yan et al. (2026) studied this question.

synapsesocial.com/papers/69c6209315a0a509bde19162https://doi.org/10.1021/jacs.6c02935
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