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α-含氧取代酞菁的聚集性质研究
  • 期刊名称:高等学校化学学报2007,28(3),487-491
  • 时间:0
  • 分类:O641.3[理学—物理化学;理学—化学]
  • 作者机构:[1]清华大学化学系,有机光电子与分子工程教育部重点实验室,北京100084, [2]吉林化工学院化学工程系,吉林132022
  • 相关基金:国家自然科学基金(批准号:20333080,20572059,20502013)和国家基础研究项目(批准号:2007CB805000)资助.
  • 相关项目:光电子功能材料中的几个基本光化学问题
中文摘要:

以3-硝基邻苯二腈为原料分别与苯酚和甲醇反应合成3-苯氧基邻苯二腈和3-甲氧基邻苯二腈,这些α-取代的邻苯二腈以二甲氨基乙醇为溶剂,在有无醋酸锌条件下环合,分别形成α-四苯氧基锌酞菁、α-四苯氧基无金属酞菁、α-四甲氧基锌酞菁、α-四甲氧基无金属酞菁,对产物结构进行了表征.光谱分析结果表明,此类锌酞菁在氯仿等非配位溶剂中能自发形成J型聚集体,其Q带出现一个红移吸收带,经UV-Vis光谱、荧光光谱及MALDI-TOF质谱分析表明,该聚集体的形成机理为基于酞菁分子间的锌-氧自配位相互作用.

英文摘要:

3-Pben/methoxyphthalonitrile was obtained via the reaction of 3-nitrophthalonitrile with phenol/ methanol under the catalysis of anhydrous potassium carbonate, α-Aryl/alkoxy substituted phthalocyanines were synthesized by treating the corresponding substituted phthalonitriles in refluxing dimethylaminoethanol with or without metal acetate and were fully characterized by UV-Vis, ^1H NMR, MS spectra and elemental analysis. It was found that α-oxygen-bearing substituted zinc phthalocyanines 1 and 3 can form J-type aggregates easily in non-coordinating solvents. The MALDI-TOF MS for the samples of 1 prepared from chloroform solutions gives the monomer and aggregate signals. The aggregates are broken up when a coordinating solvent is added to the solution. A possible mechanism on the formation of this self-assembly was proposed, which it was driven by the complementary coordination of the ether oxygen in the aryl/alk-oxy groups of one molecule to the core Zn of another molecule of phthalocyanine.

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