高等学校化学学报

高等学校化学学报 ›› 2002, Vol. 23 ›› Issue (12): 2221.

• 研究论文 • 上一篇    下一篇

两种四氨基锌酞菁异构体的简易合成及其表征

丛方地, 杜锡光, 赵宝中, 刘群, 陈彬   

  1. 东北师范大学化学学院, 长春130024
  • 收稿日期:2002-04-11 出版日期:2002-12-24 发布日期:2002-12-24
  • 通讯作者: 陈　彬(1963年出生),男,博士,教授,从事分子反应动力学研究.
  • 基金资助:

    教育部高等学校骨干教师资助计划基金(批准号:教技司[2000]66号)资助

Synthesis and Characterization of Two Positional Isomeric Tetraamino-phthalocyanines Zinc(Ⅱ)

CONG Fang-Di, DU Xi-Guang, ZHAO Bao-Zhong, LIU Qun, CHEN Bin   

  1. Faculty of Chemistry, Northeast Normal University, Changchun 130024, China
  • Received:2002-04-11 Online:2002-12-24 Published:2002-12-24

PDF (PC)

被引次数

61

摘要： 分别从4-硝基邻苯二甲酰亚胺和3-硝基邻苯二甲酸酐出发,经过两步反应,不经色层分离,制得了纯净的2,9,16,23-四氨基锌酞菁和1,8,15,22-四氨基锌酞菁两种异构体.对所合成的产物进行了质谱、1HNMR及紫外可见光谱表征.结果表明,两种异构体在其DMF溶液中有二聚现象,其分子上的氨基不易氧化.前者分子上的氨基动力学稳定性强,后者分子上的氨基热力学稳定性强,且后者分子中存在分子内氢键.

关键词: 氨基锌酞菁, 合成, 表征, 分子内氢键

Abstract: Two pure isomers, 2,9,16,23-tetraamino-phthalocyanine zinc(Ⅱ) and 1,8,15,22-tetraamino-phthalocyanine zinc(Ⅱ), have been prepared in two steps from 4-nitro-o-phenyleneimine and 3-nitro-phthalic anhydride respectively and without using chromatographic fractionation. The synthesized compounds were characterized by using 1H NMR MALDI-TOF MS and solution phase electronic (UV-Vis) spectroscopy. Dipolymers in their DMF solution and stability of their amino-group antioxidation were confirmed by mass spectroscopy. Amino-group kinetic stability in the former isomer molecule and thermodynamic stability and intra molecular hydrogen bond in the latter isomer molecule were concluded through discussing their 1H NMR and UV-Vis spectroscopy.

Key words: Tetraamino-phthalocyanine zinc(Ⅱ), Synthesis, Characterization, Intramolecular hydrogen bond

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