基于碘代Bodipy超分子聚合物的构筑和光物理性能研究

doi:10.7517/j.issn.1674-0475.2017.04.013

影像科学与光化学 ›› 2017, Vol. 35 ›› Issue (4): 516-525.DOI: 10.7517/j.issn.1674-0475.2017.04.013

基于碘代Bodipy超分子聚合物的构筑和光物理性能研究

贾泽利^1,2, 高建峰¹, 李旭兵², 冯科², 陈彬², 杨清正², 陈玉哲², 佟振合², 吴骊珠²

1. 中北大学理学院, 山西太原 030051;
2. 中国科学院理化技术研究所光化学转换与功能材料重点实验室, 北京 100190

收稿日期:2017-05-27 修回日期:2017-06-13 出版日期:2017-07-15 发布日期:2017-07-15
通讯作者: 陈玉哲, 吴骊珠
基金资助:
国家自然科学基金（91427303，21474124）、科技部（2013CB834505）和中国科学院战略性先导科技专项（B类）（XDB17030200）资助

The Construction and Photophysical Studies of Iodinated Bodipy Based Supramolecular Polymer

JIA Zeli^1,2, GAO Jianfeng¹, LI Xubing², FENG Ke², CHEN Bin², YANG Qingzheng², CHEN Yuzhe², TONG Zhenhe², WU Lizhu²

1. College of Science, North University of China, Taiyuan 030051, Shanxi, P. R. China;
2. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Acadmy of Sciences, Beijing 100190, P. R. China

Received:2017-05-27 Revised:2017-06-13 Online:2017-07-15 Published:2017-07-15

摘要/Abstract

摘要：

本文以对羟基苯甲醛和3-溴丙炔为原料，经过巯基-炔基点击化学反应成功合成了含有双四重氢键的2，6-二碘代-8-[4-（2-脲基-4［1H]-嘧啶酮）苯基］-氟化硼二吡咯甲川化合物（I-Bodipy-BisUPy），并对其进行了详细的结构表征以及紫外、荧光、瞬态吸收、低温磷光等光物理性质测试。I-Bodipy-BisUPy可通过四重氢键非共价键作用驱动形成超分子聚合物。重原子碘的存在促进了I-Bodipy-BisUPy从单重激发态向三重激发态的系间窜越，可在低温下呈现一个近红外磷光发射峰，其三重态的寿命为56.7 μs。利用微乳法将超分子聚合物制备成纳米颗粒，ESR和对1，5-二羟基萘的光敏氧化性能测试表明此超分子聚合物纳米颗粒可在水中产生单重态氧（¹O₂），且能够实现对底物的光敏氧化。

关键词: 氟化硼二吡咯甲川, 超分子聚合物, 四重氢键, 纳米颗粒, 光敏氧化

Abstract:

In this article, a bis-ureidopyrimidinone-containing iodinated Bodipy (I-Bodipy-BisUPy) has been designed and synthesized through an efficient thiol-yne click reaction. I-Bodipy-BisUPy has been characterized by ¹HNMR and HR-MS. The quadruple hydrogen bonding would drive the formation of supramolecular polymer, which is indicated by ¹HNMR of I-Bodipy-BisUPy in CDCl₃. The photophysical properties of I-Bodipy-BisUPy have been thoroughly investigated by examining the steady-state UV-Vis absorption and emissions spectra, nanosecond time-resolved transient absorption spectra, and low temperature phosphorescence spectrum. Water-dispersible nanoparticles of supramolecular polymer from I-Bodipy-BisUPy was prepared using the miniemulsion method. ESR and efficient photo-oxidation of 1,5-dihydroxynaphthalene justified that singlet oxygen (¹O₂) could be produced by the supramolecular polymer nanoparticles and employed for the photosensitive oxidation in water.

Key words: Bodipy, supramolecular polymer, quadruple hydrogen bonds, nanoparticles, photooxidation

贾泽利, 高建峰, 李旭兵, 冯科, 陈彬, 杨清正, 陈玉哲, 佟振合, 吴骊珠. 基于碘代Bodipy超分子聚合物的构筑和光物理性能研究[J]. 影像科学与光化学, 2017, 35(4): 516-525.

JIA Zeli, GAO Jianfeng, LI Xubing, FENG Ke, CHEN Bin, YANG Qingzheng, CHEN Yuzhe, TONG Zhenhe, WU Lizhu. The Construction and Photophysical Studies of Iodinated Bodipy Based Supramolecular Polymer[J]. Imaging Science and Photochemistry, 2017, 35(4): 516-525.

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基于碘代Bodipy超分子聚合物的构筑和光物理性能研究

The Construction and Photophysical Studies of Iodinated Bodipy Based Supramolecular Polymer

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