携有邻苯二酚基团的新型酞菁锌的合成与表征

doi:10.6023/cjoc201305047

有机化学 ›› 2013, Vol. 33 ›› Issue (12): 2622-2630.DOI: 10.6023/cjoc201305047 上一篇下一篇

研究简报

携有邻苯二酚基团的新型酞菁锌的合成与表征

安鹏^a,b, 左芳^c, 武元鹏^d, 张军华^a, 郑朝晖^b, 丁小斌^b, 彭宇行^b

a 四川大学高分子研究所成都 610065;
b 中国科学院成都有机化学研究所成都 610041;
c 西南民族大学化学与环境保护工程学院成都 610041;
d 西南石油大学油气藏地质及开发工程国家重点实验室成都 610500

收稿日期:2013-05-28 修回日期:2013-07-23 发布日期:2013-08-12
通讯作者: 左芳，丁小斌 E-mail:polymerzf@126.com；zhangjh@scu.edu.cn
基金资助:
国家自然科学基金(Nos. 50903011，51273220)、西南民族大学人才引进(No. 2010RC06)资助项目.

Synthesis and Characterization of a Novel Zinc Phthalocyanine with Catechol Group

An Peng^a,b, Zuo Fang^c, Wu Yuanpeng^d, Zhang Junhua^a, Zheng Zhaohui^b, Ding Xiaobin^b, Peng Yuxing^b

a Polymer Research Institute, Sichuan University, Chengdu 610065;
b Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041;
c College of Chemistry & Environment Protection Engineering, Southwest University for Nationalities, Chengdu 610041;
d State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University (SWPU), Chengdu 610500

Received:2013-05-28 Revised:2013-07-23 Published:2013-08-12
Supported by:
Project supported by the National Natural Science Foundation of China (Nos. 50903011, 51273220), the Talents Introduction Foundation of Southwest University for Nationalities (No. 2010RC06).

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摘要/Abstract

通过β-四(羧基苯氧基)酞菁锌(pCP-ZnPc)和多巴胺(DA)分子中羧基与氨基之间的酰胺缩合反应合成了一种含有邻苯二酚基团的新型酞菁锌配合物，即酞菁锌-多巴胺衍生物(pCP-ZnPc-DA). 采用核磁共振、红外光谱、质谱和元素分析对该配合物进行了结构表征. 利用紫外-可见吸收光谱和稳态荧光光谱研究了pCP-ZnPc-DA的光物理性质，并考察了胶束对pCP-ZnPc-DA聚集行为的影响. 还采用紫外-可见吸收光谱研究了pCP-ZnPc-DA与多巴胺之间的反应，结果表明，pCP-ZnPc-DA能与多巴胺发生共聚反应，将此反应用于材料改性可赋予材料新的光敏性能.

关键词: 酞菁锌, 多巴胺, 光敏性, 共聚

A novel zinc phthalocyanine with catechol group (pCP-ZnPc-DA) was synthesized through amidation between a carboxyl in β-tetra(4-carboxylatophenoxy)phthalocyanine zinc (pCP-ZnPc) and an amino in dopamine (DA). The structure of these compounds was characterized by ¹H NMR, FT-IR, ESI-MS and elemental analysis. The photophysical properties of pCP-ZnPc-DA were studied by UV/Vis absorption spectra and steady state fluorescence spectra. In addition, the effect of micelles on the aggregation of pCP-ZnPc-DA was investigated in aqueous solution. Moreover, the reaction between pCP-ZnPc-DA and dopamine was analyzed by UV/Vis absorption spectra, those results indicating that pCP-ZnPc-DA could copolymerize with dopamine. Therefore, materials could be endowed with a new photosensitive performance by the copolymerization.

Key words: zinc phthalocyanine, dopamine, photosensitive, copolymerization

引用此文

安鹏, 左芳, 武元鹏, 张军华, 郑朝晖, 丁小斌, 彭宇行. 携有邻苯二酚基团的新型酞菁锌的合成与表征[J]. 有机化学, 2013, 33(12): 2622-2630.

An Peng, Zuo Fang, Wu Yuanpeng, Zhang Junhua, Zheng Zhaohui, Ding Xiaobin, Peng Yuxing. Synthesis and Characterization of a Novel Zinc Phthalocyanine with Catechol Group[J]. Chin. J. Org. Chem., 2013, 33(12): 2622-2630.

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携有邻苯二酚基团的新型酞菁锌的合成与表征

Synthesis and Characterization of a Novel Zinc Phthalocyanine with Catechol Group

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