首页|Large red-shifted NIR absorption in azulenyl-and iodinated-modified BODIPYs sensitive to aggregation and protonation stimuli

Large red-shifted NIR absorption in azulenyl-and iodinated-modified BODIPYs sensitive to aggregation and protonation stimuli

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Pushing forward the red-shifting of electronic transitions in organic dyes is potentially important for applications in photodynamical chemistry and therapies. In this work, a series of BODIPY derivatives conjugated with azulene at different substituent positions were synthesized and investigated in depth. These compounds are shown to exhibit varying bathochromic shifts of their electronic transitions, as well as a further red-shift of the absorption by the modification of the compounds with iodine. Moreover, self-assembly and protonation of these compounds lead to hundreds of nanometer red-shifted electronic transitions, up to NIR-II window, relative to traditional BODIPYs. On this basis, a unique photoproduction of singlet oxygen species can be achieved under corresponding long-wavelength irradiation both in organic solution and in water, featuring a superior photosensitivity and photodynamic potential of the molecular design.

BODIPYAzuleneRed-shifted electronic transitionSelf-assemblyNIR photosensitizer

Chunrui Zhao、Bin Wu、Jufang Yang

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Shanghai Key Laboratory of Materials Protection and Advanced Materials in Electric Power, Shanghai University of Electric Power, Shanghai, 200090, China

Department of Macromolecular Science, State Key Laboratory of Molecular Engineering of Polymers, Fadan University, Shanghai, 200438, China

2022

Dyes and Pigments

Dyes and Pigments

EISCI
ISSN:0143-7208
年,卷(期):2022.197
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