文献类型：期刊文献

中文题名：苝四甲酸酯长波长光致变色染料构建及性能探究

英文题名：Construction and Characterization of Perylenetetracarboxylic Ester Long-Wavelength Photochromic Dyes

作者：黄磊[1];张志伟[1];张隽佶[1]

机构：[1]华东理工大学化学与分子工程学院,精细化工研究所,上海200237

年份：2026

卷号：52

期号：1

起止页码：35

中文期刊名：华东理工大学学报(自然科学版)

外文期刊名：Journal of East China University of Science and Technology

收录：;北大核心:【北大核心2023】；

基金：国家自然科学基金面上项目(22378121,22478118)。

语种：中文

中文关键词：光致变色;苝四甲酸酯;长波长可见光;轨道分布;热稳定性

外文关键词：photochromism;perylenetetracarboxylic ester;long-wavelength visible light;orbital distribution;thermal stability

摘要：光致变色染料是一类在特定光照下可发生结构可逆转化的光敏分子。其中,可见光驱动光致变色染料因良好的生物相容性而备受关注。本文采用“烯桥-侧链融合”策略,构建新型花四甲酸酯型光致变色染料,在蓝光(475 nm)/近红外光(730 nm)光照下实现可逆循环驱动。溶剂极性显著影响光致变色染料的闭环反应效率及闭环体的热稳定性,但对开环反应过程影响较小。延长化合物侧链共轭程度可进一步红移闭环体的吸收波长,并提高闭环体的热稳定性。该类光致变色染料在光药理学等新兴领域展现出良好应用前景。
Photochromism refers to a reversible chemical reaction in which a compound undergoes structural changes under specific light irradiation.Photochromic molecules based on such reactions have attracted significant attention in fields such as materials science,biology,and medicine.In recent years,visible-light photochromic dyes have emerged as a research hotspot in this area due to their low biological toxicity and strong tissue penetration capabilities.In this work,a novel"vinylene-bridged side-chain fusion"strategy is adopted to construct 6πelectrocyclization photochromic units using perylenetetracarboxylic ester dyes,which are an inexpensive,readily modifiable class of chromophores with extendedπ-conjugated backbones.Computational results indicate that the photochromic molecules preferentially adopt an anti-parallel conformation,with their lowest unoccupied molecular orbitals(LUMOs)fully delocalized across the thiophene reactive carbons.This electronic structure,in line with the Woodward-Hoffmann rules,ensures efficient photoresponsiveness at the maximal absorption wavelength.The target compounds undergo rapid ring-closing reactions upon irradiation with blue light(475 nm),efficiently switching to the closed-ring state,and subsequently revert to their initial open-ring configuration under near-infrared light(730 nm),demonstrating robust,reversible photochromic behavior.The polarity of the solvent has a significant effect on the efficiency of the ring-closing reaction and the stability of the closed form,but has little influence on the ring-opening process.Moreover,extending the conjugation on the side chain effectively red-shifts the absorption wavelength of the closed form and meanwhile enhances its thermal stability.These new long-wavelength responsive photochromic dyes show promising potential for application in emerging interdisciplinary fields such as photodynamic therapy and photopharmacology.