Metalphthalocyanine derivative, salt and preparing method thereof

A technology of metal phthalocyanine and derivatives, applied in the field of preparation of new metal phthalocyanine derivatives and salts, can solve the problems of poor product purity, complicated separation, harsh reaction conditions, etc., and achieve good water solubility, high yield and purity , The effect of simple preparation steps

Inactive Publication Date: 2005-02-23
ZHEJIANG SCI-TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] The unique physical and chemical properties of metal phthalocyanine derivatives make them widely used in desulfurization, catalytic chemistry, photochemistry, electrochemistry, nonlinear optics, information storage, medicine and other fields, but the poor solubility of phthalocyanine largely limits its scope of application
[0003] Traditional water-soluble metal phthalocyanines, such as tetracarboxy metal phthalocyanine and octacarboxy metal phthalocyanine, have alkalization process in the preparation process. Strong alkaline conditions will cause the decomposition of phthalocyanine ring, resulting in low yield and poor purity. A certain purity can only be achieved through complicated separation steps (chromatographic separation); in addition, tetrasulfonic acid phthalocyanine can be prepared by two routes: a.3(4)-sulfonic acid phthalic acid (anhydride) and urea, metal salt Under the action of a catalyst, it is prepared at high temperature, but the raw material 3(4)-sulfonic acid phthalic acid is not easy to obtain, and the separation is relatively complicated
b. prepare unsubstituted metal phthalocyanine by phthalic acid (anhydride) and urea, metal salt, then sulfonate with oleum, the reaction conditions of this step are harsh, and the number of sulfonic acid group replacement is difficult to control, the product purity poor

Method used

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  • Metalphthalocyanine derivative, salt and preparing method thereof
  • Metalphthalocyanine derivative, salt and preparing method thereof
  • Metalphthalocyanine derivative, salt and preparing method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0020] Dissolve 3.0g tetraaminocobalt phthalocyanine in 100mL DMF, and dissolve 1.76g maleic anhydride in 20mL DMF solution, and slowly add it dropwise to tetraaminocobalt phthalocyanine solution, react at 60°C for 3h, pour the reaction solution Pour into 500mL water and let stand overnight. After the phthalocyanine is completely precipitated, it is centrifuged and dried to obtain a crude tetramaleic acid amide cobalt phthalocyanine product.

Embodiment 2

[0022] Dissolve 3.0g tetraaminocobalt phthalocyanine in 100mL DMF, and dissolve 1.90g maleic anhydride in 20mL DMF solution, and slowly add it dropwise to the tetraaminocobalt phthalocyanine solution, react at 60°C for 3 hours, pour the reaction solution Pour into 500mL water and let stand overnight. After the phthalocyanine was completely precipitated, it was separated by centrifugation and dried. The product was redissolved in 50ml of 0.01mol / L NaOH solution, filtered to remove insoluble matter, and the filtrate was adjusted to pH 2 with 1.0mol / L HCl solution, the product was precipitated and separated by centrifugation, and this process was repeated 2 times and dried in a vacuum oven to obtain tetramaleic acid amide cobalt phthalocyanine.

Embodiment 3

[0024] Dissolve 3.0g tetraaminocobalt phthalocyanine in 100mL DMF, and dissolve 1.90g succinic anhydride in 20mL DMF solution, and slowly add it dropwise into tetraaminocobalt phthalocyanine solution, react at 60°C for 3h, pour the reaction solution Pour into 500mL water and let stand overnight. After the phthalocyanine was completely precipitated, it was separated by centrifugation and dried. The product was redissolved in 50ml of 0.01mol / L NaOH solution, filtered to remove insoluble matter, and the filtrate was adjusted to pH 2 with 1.0mol / L HCl solution, the product was precipitated and separated by centrifugation, and this process was repeated 2 times and dried in a vacuum oven to obtain tetrasuccinamide cobalt phthalocyanine.

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Abstract

A metallo phthalocyanine derivative and its salt and their preparing process are disclosed. Said metallic phthalocyanine derivative is prepared through condensation reaction between maleic acid anhydride or butanedioic acid anhydride and tetraamino metalo phthalocyanine in polar solvent. Said metallophthalocyanine derivative salt is prepared through neutralizing reaction between metallophthalocyanine derivative and alkali.

Description

technical field [0001] The invention relates to a novel metal phthalocyanine derivative, a salt and a preparation method, belonging to the fine chemical industry field. Background technique [0002] The unique physical and chemical properties of metal phthalocyanine derivatives make them widely used in desulfurization, catalytic chemistry, photochemistry, electrochemistry, nonlinear optics, information storage, medicine and other fields, but the poor solubility of phthalocyanine largely limits its scope of application. [0003] Traditional water-soluble metal phthalocyanines, such as tetracarboxy metal phthalocyanine and octacarboxy metal phthalocyanine, have alkalization process in the preparation process. Strong alkaline conditions will cause the decomposition of phthalocyanine ring, resulting in low yield and poor purity. A certain purity can only be achieved through complicated separation steps (chromatographic separation); in addition, tetrasulfonic acid phthalocyanine...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D487/22
Inventor 陈文兴
Owner ZHEJIANG SCI-TECH UNIV
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