Synthesis And Properties Of O-hydroxyphenyl Methylene Amino Metal Phthalocyanine

Phthalocyanines as a kind of functional material have attracted an increasing interest in many fields, such as catalysts, photochemical,nonlinearopticsmedicine. Organic photochromisms have been deeply researched recently. Schiff base from the condensation of salicylaldehyde with amiline is the delegate of organic photochromisms. Four new schiff bases were synthesized from 2, 9, 16, 23 –tetra – amino -phthalocyanine M(Ⅱ) and photochromism of them were studied .The paper introduced the synthesis and development of derivatives of amino - phthalicyanine and applications of organic photochromisms. We have described the synthesis process of 2,9,16,23-tetra o- hydroxybenzy methylene amino-phthalocyanines M (Ⅱ) in detail. The compounds were successfully obtained, the solubility of them increased obviously compared with amino-phthalocyanine. Compounds are highly soluble in almost all organic solvents. These compounds have been identified by MS,1HNMR, IR,UV-vis,elemental analysis. These datas prove that we have obtained the highly pure target products.The photochromism of them has been studied by time-dependent fluorescence spectra. We found that original emission peak of the compound 4a decreased and a new red-shifted peak appeared and intensified during this process. These changes are attributed to the change of molecular form. The obvious changes of the fluorescence spectra indicated that it could perform photochromism in chloroform. We also found that the change of emission spectra of compound 4b was different from 4a. The original emission peak decreased and become two new peaks gradually. This indicated that enol-form and keto-form were in solution simultaneously by irradiating the solution at 345nm. That is to say the intramolecular hydrogen transfer from –OH to N atom. The photochromism of compound 4a is obvious and product is steady. The photochromism product of the common Schiff is not steady. The reason is that Cu atom and phthalocyanine molecule are in a plane. The compound is steady, so the photochromism is very good. But some phthalocyanine such as CoPc, the photochromism is slow, furthermore compound decompose.In the future work, our interest will mainly focus on the synthesis of derivatives of amino-phthalocyanine with liquid crystal and the study of their optical, electronic, magnetic properties.