Synthesis and Characterization of Imine‐Derived Diarylethene Photoswitches Exhibiting Enhanced Photochromic Performance

ABSTRACT The integration of dynamic covalent bonds with photoswitches represents a rapidly advancing frontier in the development of dynamic covalent materials with photo‐adaptivity. We report the synthesis and characterization of three imine‐derived diarylethene photoswitches DAE1 ‐ DAE3 . All photoswitches demonstrate excellent photochromic performance. Notably, the nitro‐substituted photoswitch DAE1 exhibits rapid bidirectional response, a high ring‐closing quantum yield of up to 0.83, and ultrahigh photoconversion efficiency under visible light irradiation, achieving a photocyclization yield of 96% under violet light and a quantitative photocycloreversion yield under green light. Additionally, DAE1 displays great fatigue resistance and thermal stability. These photochromic compounds featuring dynamic imine bonds hold considerable potential for designing photo‐responsive constitutional dynamic systems.

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Publication Details

Journal
ChemistrySelect
Published
2025-12-01
DOI
https://doi.org/10.1002/slct.202507334
Primary Topic
Photochromic and Fluorescence Chemistry
Type
article
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article

Synthesis and Characterization of Imine‐Derived Diarylethene Photoswitches Exhibiting Enhanced Photochromic Performance

Ruirui Gu, Shangtao Chen, Huiping Wu, Yudong Cai
ChemistrySelect
Photochromic and Fluorescence Chemistry
article

Synthesis and Characterization of Imine‐Derived Diarylethene Photoswitches Exhibiting Enhanced Photochromic Performance

Ruirui Gu, Shangtao Chen, Huiping Wu, Yudong Cai
article en

Abstract

ABSTRACT The integration of dynamic covalent bonds with photoswitches represents a rapidly advancing frontier in the development of dynamic covalent materials with photo‐adaptivity. We report the synthesis and characterization of three imine‐derived diarylethene photoswitches DAE1 ‐ DAE3 . All photoswitches demonstrate excellent photochromic performance. Notably, the nitro‐substituted photoswitch DAE1 exhibits rapid bidirectional response, a high ring‐closing quantum yield of up to 0.83, and ultrahigh photoconversion efficiency under visible light irradiation, achieving a photocyclization yield of 96% under violet light and a quantitative photocycloreversion yield under green light. Additionally, DAE1 displays great fatigue resistance and thermal stability. These photochromic compounds featuring dynamic imine bonds hold considerable potential for designing photo‐responsive constitutional dynamic systems.

ChemistrySelectVol. 10(48)
Beijing Institute of Petrochemical Technology (CN), East China University of Science and Technology (CN)
Openalex Percentile: Top 66%
Photochromic and Fluorescence Chemistry
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