基于二芳基乙烯的光响应型室温磷光材料★

doi:10.6023/A23030077

化学学报 ›› 2023, Vol. 81 ›› Issue (5): 445-449.DOI: 10.6023/A23030077 上一篇下一篇

所属专题：庆祝《化学学报》创刊90周年合辑

研究论文

基于二芳基乙烯的光响应型室温磷光材料^★

刘懿玮, 马良伟, 王巧纯, 马骧^*()

结构可控先进功能材料及其制备教育部重点实验室费林加诺贝尔奖科学家联合研究中心材料生物学与动态化学前沿科学中心华东理工大学化学与分子工程学院上海 200237

投稿日期:2023-03-10 发布日期:2023-04-10
作者简介:
^★ 庆祝《化学学报》创刊90周年.
基金资助:
国家自然科学基金项目(21788102); 国家自然科学基金项目(22125803); 国家自然科学基金项目(22020102006); 上海市科技重大专项(2018SHZDZX03); 上海市优秀学术带头人项目(20XD1421300); 中央高校基本科研专项基金; 中国博士后创新人才支持计划(BX20220106); 中国博士后科学基金面上项目(2022M721140)

Light-Responsible Room-Temperature Phosphorescence Materials Based on Diarylethene^★

Yiwei Liu, Liangwei Ma, Qiaochun Wang, Xiang Ma()

Key Laboratory for Advanced Materials and Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China

Received:2023-03-10 Published:2023-04-10
Contact: *E-mail: maxiang@ecust.edu.cn
About author:
^★Dedicated to the 90th anniversary of Acta Chimica Sinica
Supported by:
National Natural Science Foundation of China(21788102); National Natural Science Foundation of China(22125803); National Natural Science Foundation of China(22020102006); Shanghai Municipal Science and Technology Major Project(2018SHZDZX03); Program of Shanghai Academic/Technology Research Leader(20XD1421300); Fundamental Research Funds for the Central Universities; China National Postdoctoral Program for Innovative Talents(BX20220106); China Postdoctoral Science Foundation(2022M721140)

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1. Supporting Information-A23030077.pdf(2070KB)

摘要/Abstract

有机室温磷光(room-temperature phosphorescence, RTP)材料由于其长发光寿命、三线态相关的辐射跃迁过程而在传感、防伪、生物成像等方面具有巨大的潜力. 另一方面, 光致变色材料的性能能够通过光照的方式精准调控. 因此, 构建光响应型有机室温磷光材料具有重要的研究价值和应用潜力. 本工作通过sp²和sp³两种连接方式将高效发光的磷光体(硫代色满-4-酮)连接到光致变色分子(二噻吩乙烯)两端, 得到两种化合物BTE1o和BTE2o. 这两种化合物在溶液和聚合物基质中均表现出典型的光致变色现象且具有良好的抗疲劳性. 在聚乙烯醇基质中, 化合物显示出明显的RTP发射和毫秒级别的寿命, 此外, 推测四氢呋喃溶液和聚合物薄膜中的发光(荧光和磷光)猝灭现象均为辐射能量转移或发光异构体转化为不发光异构体导致的, 而不是非辐射能量转移机制.

关键词: 光致变色, 室温磷光, 光响应, 能量转移

Photochromic molecules show great potential in biological imaging, logic gates, super-resolution imaging and other fields due to the sensitivity, accuracy and penetrability of light. By utilizing their variations on physical properties upon light irradiation, the fluorescence signal of photochromic dyes can be turned on or off accurately by specific wavelength. As an important luminescent dye, organic room-temperature phosphorescence (RTP) materials have attracted great research interest of scientists by the triplet state radiation process, and have potential in sensing, anticounterfeiting, photo-dynamic therapy, and so forth. In this work, we combine the phosphorescence and photochromic properties together by connecting a classic photochromic dye (bithienylethene) with an efficient phosphor (thiochroman-4-one) via sp² and sp³ linker (BTE1oand BTE2o). These compounds show typical photochromic phenomenon in solution and polymer matrix and have good fatigue resistance. During the irradiation, a clear isosbestic point can be observed, indicating the quantified transition between two isomers. The emission quenching of derivatives is considered as the radiative energy transfer between fluorescent open form and non-fluorescent closed form. It’s interesting that the fluorescence lifetime of BTE1oand BTE2oincreases after ultraviolet (UV) irradiation, which rules out the possibility of non-radiative energy transfer mechanism of the fluorescence quenching phenomena. In the poly(vinyl alcohol) (PVA) matrix, these compounds show decent RTP emission and millisecond level lifetime. And the RTP emission can also be reversibly turned “ON” or “OFF” via irradiation of different wavelengths. It’s very interesting that the phosphorescence lifetime also increases (from 16.1 to 19.4 ms) with the irradiation of UV light, which is identified with the variation of fluorescence lifetime in solution and PVA matrix. The increase of lifetime can rule out the non-radiative energy transfer mechanism for the phosphorescence quenching phenomena. Considering the fluorescence quenching phenomena in tetrahydrofuran (THF) solution, the fluorescence and phosphorescence quenching in PVA matrix should also be attributed to the form conversion and the radiative energy transfer process between open and closed isomers.

Key words: photochromic, room-temperature, phosphorescence, photoresponsive, energy transfer

引用此文

刘懿玮, 马良伟, 王巧纯, 马骧. 基于二芳基乙烯的光响应型室温磷光材料^★[J]. 化学学报, 2023, 81(5): 445-449.

Yiwei Liu, Liangwei Ma, Qiaochun Wang, Xiang Ma. Light-Responsible Room-Temperature Phosphorescence Materials Based on Diarylethene^★[J]. Acta Chimica Sinica, 2023, 81(5): 445-449.

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图/表 3

图1. 光响应型RTP材料的设计原理和工作机制示意图

Figure 1. Schematic diagram of design principle and working mechanism of the light-responsive RTP system

图2. 紫外光照射前BTE1o (a)和BTE2o (e)的吸收、荧光、激发光谱. 紫外光照射前后BTE1o(上)和BTE2o(下)的吸收(b, f), 荧光(c, g)和寿命衰减(d, h)光谱的变化(BTE1o为365 nm, BTE2o为405 nm); 插图: BTE1o或BTE2o的四氢呋喃溶液在日光或365 nm光下的图像. 浓度: 1.0×10-5 mol/L, 激发波长为365 nm

Figure 2. Absorption, fluorescence and excitation spectra of BTE1o (a) and BTE2o (e) before UV light irradiation. Variation of the absorption (b, f), fluorescence (c, g) and lifetime decay (d, h) spectra of BTE1o (up) and BTE2o (down) under light irradiation (365 nm light for BTE1o and 405 nm light for BTE2o); inset: photograph of the THF solution of BTE1o or BTE2o under daylight or 365 nm light. Concentration: 1.0×10-5 mol/L, λex=365 nm

图3. BTE1o@PVA (上)和BTE2o@PVA (下)在PVA基质(0.3% (w))中吸收(a, e), 荧光(b, f), 磷光(c, g)和寿命衰减(d, h)光谱变化, 激发波长为365 nm

Figure 3. Variation of the absorption (a, e), fluorescence (b, f), phosphorescence (c, g) and lifetime decay of phosphorescence (d, h) spectra of BTE1o@PVA (up) and BTE2o@PVA (down) in PVA matrix (0.3% (w)), λex=365 nm

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基于二芳基乙烯的光响应型室温磷光材料^★

Light-Responsible Room-Temperature Phosphorescence Materials Based on Diarylethene^★

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基于二芳基乙烯的光响应型室温磷光材料★

Light-Responsible Room-Temperature Phosphorescence Materials Based on Diarylethene★

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基于二芳基乙烯的光响应型室温磷光材料^★

Light-Responsible Room-Temperature Phosphorescence Materials Based on Diarylethene^★