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卟啉和酞菁修饰的单壁碳纳米管的合成及光谱性质
引用本文:赵海英,陈晨,朱义州,贺林,郑健禺. 卟啉和酞菁修饰的单壁碳纳米管的合成及光谱性质[J]. 高等学校化学学报, 2010, 31(9): 1805
作者姓名:赵海英  陈晨  朱义州  贺林  郑健禺
作者单位:南开大学元素有机化学国家重点实验室,天津,300071;内蒙古大学化学化工学院,呼和浩特,010021;南开大学元素有机化学国家重点实验室,天津,300071
基金项目:国家九七三计划项目,国家自然科学基金,天津市科技计划项目
摘    要:利用5-(4-氨基苯基)-10,15,20-三(3,5-二辛氧基苯基)卟啉和2,9,16-三叔丁基-23-氨基锌(Ⅱ)酞菁通过酰胺键连接方式同时对单壁碳纳米管进行共价修饰, 通过红外光谱、拉曼光谱、X射线光电子能谱和透射电镜对所得碳纳米管复合物进行了表征, 证实了其结构. 紫外-可见吸收光谱和荧光光谱分析表明, 光活性分子卟啉和酞菁均与单壁碳纳米管之间存在较强的电子效应. 经卟啉和酞菁共同修饰的单壁碳纳米管复合物比卟啉和酞菁单独修饰的碳纳米管复合物的吸光范围更宽, 而且分散性较好(309 mg/L), 是潜在的光电转换材料.

关 键 词:卟啉  酞菁  共价修饰碳纳米管
收稿时间:2010-02-20

Synthesis and Spectroscopic Properties of Functionalized Single-walled Carbon Nanotubes with Porphyrins and Phthalocyanines
ZHAO Hai-Ying,CHEN Chen,ZHU Yi-Zhou,HE Lin,ZHENG Jian-Yu. Synthesis and Spectroscopic Properties of Functionalized Single-walled Carbon Nanotubes with Porphyrins and Phthalocyanines[J]. Chemical Research In Chinese Universities, 2010, 31(9): 1805
Authors:ZHAO Hai-Ying  CHEN Chen  ZHU Yi-Zhou  HE Lin  ZHENG Jian-Yu
Affiliation:1. State Key Laboratory and Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China;2. College of Chemistry and Chemical Engineering, Inner Mongolia University, Huhehot 010021, China
Abstract:Covalent and noncovalent SWNT-porphyrin/phthalocyanine electron donor-acceptor conjugates have recently been constructed mainly to develop artificial photosynthetic systems and molecular optoelectronic devices, but the power conversion efficiency of the devices is general low because of the poor solubility as well as the narrow range of light absorption of SWNT conjugates. In this article, novel covalently functionalized SWNTs simultaneity with two kinds of chromophores(porphyrin and phthalocyanine) were synthesized by the amidation reaction of the oxidized SWNTs with 5-(4-aminophenyl)-10,15,20-tri(3,5-dioctyloxyphenyl) porphyrin and 2,9,16-tri-tert-butyl-23-aminophthalocyaninatozinc(Ⅱ). The resulting electron donor-acceptor conjugate was characterized by IR, Raman, and XPS spectra. The morphology of the conjugate was studied by TEM. The UV-Vis absorption of the conjugate exhibited red-shifts in both Soret and Q bands with noticeable broadening relative to those of control compounds and the fluorescence from the porphyrin and phthalocyanine moieties was almost completely quenched by SWNTs, indicating the strong electronic interaction between donors(porphyrin and phthalocyanine moieties) and the extended π-system of SWNTs acceptors. This novel donor-acceptor conjugate exhibited wider spectral region and more excellent solubility(309 mg/L) compared with those of either porphyrin or phthalocyanine functionalized SWNTs, which was a potential solar energy conversion material.
Keywords:Porphyrin  Phthalocyanine  Covalently functionalized carbon nanotube  
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