水溶性四(p-磺酸钠苯基)金属卟啉配合物的合成、光谱性质及催化三氯苯酚的氧化脱氯反应

高等学校化学学报 ›› 2009, Vol. 30 ›› Issue (7): 1272.

水溶性四(p-磺酸钠苯基)金属卟啉配合物的合成、光谱性质及催化三氯苯酚的氧化脱氯反应

刘双艳, 任奇志, 丁晓健, 王爱琴, 侯宗胜, 章虹

上海交通大学化学化工学院, 上海 200240

收稿日期:2008-10-13 出版日期:2009-07-10 发布日期:2009-07-10
通讯作者: 任奇志, 女, 博士, 副教授, 主要从事金属配合物研究. E-mail: qzren@sjtu.edu.cn
基金资助:
国家自然科学基金(批准号: 20871082, 20471037)资助.

Synthesis, Spectral Properties and Catalytic Oxidative Dechlorination of 2,4,6-Trichlorophenol of Water-soluble Tetra-(p-Sulfophenyl)porphyrin and Its Metalloporphyrin Complex

LIU Shuang-Yan, REN Qi-Zhi*, DING Xiao-Jian, WANG Ai-Qin, HOU Zong-Sheng, ZHANG Hong

School of Chemistry and Chemical Technology, Shanghai Jiaotong University, Shanghai 200240, China

Received:2008-10-13 Online:2009-07-10 Published:2009-07-10
Contact: REN Qi-Zhi. E-mail: qzren@sjtu.edu.cn
Supported by:
国家自然科学基金(批准号: 20871082, 20471037)资助.

摘要/Abstract

摘要：

通过四苯基卟啉(H₂TPP)和浓硫酸发生磺化反应及其金属化, 控制反应体系pH并利用透析法纯化, 高效合成了水溶性四(对磺酸钠苯基)卟啉(H₂TPPS)及其金属配合物(FeTPPS和ZnTPPS); 采用UV-Vis、荧光、¹H NMR和FTIR等光谱手段表征及研究了水溶性卟啉的结构及性质. 结果表明, 磺酸根离子的存在增强了卟啉分子间的π-π作用, 从而使H₂TPPS及其金属配合物的分子间聚合作用增强. 研究了FeTPPS对2,4,6-三氯苯酚(TCP)催化氧化脱氯反应, 结果表明, FeTPPS/H₂O₂催化体系对TCP具备很好的催化氧化脱氯性能, 2,6-二氯对苯醌的转化数达到了766.

关键词: 四(p-磺酸钠苯基)卟啉; 脱氯; 金属卟啉配合物

Abstract:

Water-soluble porphyrin, tetra-(p-sulfophenyl)porphyrin(H₂TPPS), and its metalloporphyrin complex(FeTPPS and ZnTPPS) were synthesized and characterized. The pH control for the reaction system and the use of dialytic bag can efficiently increase the yield and purity of the product. The structural traits and spectral properties were discussed by means of UV-Vis, fluorescence, ¹H NMR and FTIR spectroscopic methods. The results show that the existence of the sulfonic groups enhances the intermolecular π-π interaction and the aggregation of the porphyrins. FeTPPS was used as catalyst in 2,4,6-trichlorophenol oxidative dechlorination in the presence of H₂O₂ as oxidant, FeTPPS/H₂O₂ system was proved to be an efficient catalysis system and 766 turnover numbers was obtained.

Key words: Tetra-(p-sulfophenyl)porphyrin(H₂TPPS); Dechlorination; Metalloporphyrin complex

TrendMD:

刘双艳, 任奇志, 丁晓健, 王爱琴, 侯宗胜, 章虹. 水溶性四(p-磺酸钠苯基)金属卟啉配合物的合成、光谱性质及催化三氯苯酚的氧化脱氯反应. 高等学校化学学报, 2009, 30(7): 1272.

LIU Shuang-Yan, REN Qi-Zhi*, DING Xiao-Jian, WANG Ai-Qin, HOU Zong-Sheng, ....... Synthesis, Spectral Properties and Catalytic Oxidative Dechlorination of 2,4,6-Trichlorophenol of Water-soluble Tetra-(p-Sulfophenyl)porphyrin and Its Metalloporphyrin Complex. Chem. J. Chinese Universities, 2009, 30(7): 1272.

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