Optoelectronic and self-assembly properties of porphyrin derivatives with click chemistry modification.
Optoelectronic and self-assembly properties of porphyrin derivatives with click chemistry modification.
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DOI：
10.1002/cphc.201402401
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发表时间：
2014-11
期刊：
影响因子：
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通讯作者：
Pengxia Liang;Z. Du;Dong Wang;Zhou Yang;Huiyun Sheng;Shuqiong Liang;H. Cao;Wanli He;Huai Yang
中科院分区：
文献类型：
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作者：
Pengxia Liang;Z. Du;Dong Wang;Zhou Yang;Huiyun Sheng;Shuqiong Liang;H. Cao;Wanli He;Huai Yang
通过 Sonogashira 偶联反应合成的一系列含有富电子炔烃的官能化卟啉分子，通过正式的 [2+2] 点击反应，使乙炔基与点击试剂反应，进一步进行修饰。通过紫外/可见光谱和循环伏安法研究了卟啉衍生物的光物理和电化学性质。我们表明光电性质受到点击试剂基团和中心金属离子的影响。功能化的卟啉分子在可见光区域（近红外区域）显示出强的电荷转移（CT）带和有效的氧化还原活性。通过相交换自组装方法，通过扫描电子显微镜（SEM）观察到高度组织的形态。功能化的卟啉分子代表了一组有趣的光电器件元件候选者。通过紫外/可见光谱滴定实验还研究了金属离子或点击试剂基团对自组装性能的影响。
A series of functionalized porphyrin molecules containing electron-rich alkynes, synthesized by means of the Sonogashira coupling reaction were further modified by reacting the ethynyl groups with click reagent through a formal [2+2] click reaction. The photophysical and electrochemical properties of the porphyrin derivatives were studied by UV/Vis spectroscopy and cyclic voltammetry. We show that the optoelectronic properties are affected by the click reagent groups and central metal ions. The functionalized porphyrin molecules show strong charge-transfer (CT) bands in the visible region (near-IR region) and potent redox activities. Through a phase-exchange self-assembly method, the highly organized morphologies were observed by scanning electron microscopy (SEM). The functionalized porphyrin molecules represent an interesting set of candidates for optoelectronic device components. The effect of the metal ions or click reagent groups on the self-assembly properties were also studied by the UV/Vis spectroscopic titration experiments.