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Green phthalocyanine compound and preparation method thereof

A technology of compound and phthalocyanine, applied in the field of green phthalocyanine compound and its preparation, can solve problems such as not suitable for large-scale industrial application, insufficient brightness and contrast, insufficient dispersion, etc., achieve low environmental load, avoid light scattering, high contrast effect

Active Publication Date: 2020-02-28
CINIC CHEM SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] At this stage, a large amount of halogen and aluminum chloride are used in the production process of phthalocyanine pigments such as Pigment Green 58 (P.G.58), which has high potential safety hazards and causes a great load on the environment
Second, most phthalocyanine compounds are insoluble in organic solvents, and the pigments exist in the form of small particles, which usually suffer from insufficient dispersion, which in turn leads to insufficient brightness and contrast
[0004] The patent with the publication number WO2016015208A1 discloses a class of phenoxy-substituted green phthalocyanine derivatives, which have good solubility and have the advantages of high contrast and good stability when applied in the liquid crystal field, but are not suitable for large-scale industrial applications

Method used

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  • Green phthalocyanine compound and preparation method thereof
  • Green phthalocyanine compound and preparation method thereof
  • Green phthalocyanine compound and preparation method thereof

Examples

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Embodiment 1

[0043] This example provides a preferred green phthalocyanine compound and its preparation method. The compound is represented by the formula ZnPc2-1, and its reaction precursor is represented by D-6. Concrete preparation method and synthetic route are as follows:

[0044] 1. Synthesis of intermediate product D-2

[0045] (1) Under the protection of nitrogen, add 1eq of raw material D (38.18g, 0.15mol), 1.05eq of aniline (15.12g, 0.1575mol) and 220ml of DMF into the flask, and stir evenly. 1.1eq potassium carbonate (23.03g, 0.165mol) was dissolved in 40ml of water, and added to the reaction system under nitrogen protection. The temperature was raised to 50° C., and the reaction was carried out under nitrogen protection for 3 hours.

[0046] (2) The reaction solution was added to 1000 ml of water, a solid was precipitated, filtered, and the solid was washed with water until colorless to obtain an orange solid. After drying, 36.5 g of the product was obtained with a yield of...

Embodiment 2

[0082] In this embodiment, the solubility and contrast of the phthalocyanine compound ZnPc2-1 in the first embodiment and the contrast of its derivatives are tested.

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Abstract

The invention discloses a green phthalocyanine compound having a structure represented by a formula (I). The structure of the precursor of the green phthalocyanine compound is represented by a formula(II). Under the protection of nitrogen, the precursor represented by the formula (II), metal salts, and a solvent are added into a dry reaction bottle, the dry reaction bottle is vacuumized, then nitrogen is filled into the dry reaction bottle; under the protection of nitrogen, a catalyst is added, and the reaction bottle is heated to a temperature of 100 to 190 DEG C to carry out reactions for 1to 20 hours under the protection of nitrogen to prepare the phthalocyanine compound represented by the formula (I). During the synthesis process, no halogenation reaction is needed, thus the safety of the synthesis process is high, and the environmental load is low. Moreover, the solubility of the green phthalocyanine compound is high, can be used as a novel soluble dye, and is capable of being dissolved in a molecule form. The technical process is largely simplified. At the same time, the dye can be made into a uniform solution, the light scattering caused by insoluble pigment particles is avoided, and high resolution and high contrast are realized.

Description

technical field [0001] The invention belongs to the technical field of organic synthetic dyes, in particular to a green phthalocyanine compound and a preparation method thereof. Background technique [0002] Since Swiss chemist Professor H.Diesbach and others discovered phthalocyanine compounds in 1927, in 1978, researchers at the University of Tokyo in Japan successfully photographed the world's first photo of copper chloride phthalocyanine using a 500-kilovolt electron microscope with ultra-high resolution capabilities. A photo of the atomic structure of a cyanine molecule. Over the past 60 years, phthalocyanine chemistry has made great progress, and various dyes and compounds based on phthalocyanine have also made great progress. Phthalocyanine compounds have bright color and excellent fastness. In addition to acid dyes and disperse dyes, there are other dyes based on phthalocyanine. In recent years, the use of phthalocyanine's high thermal stability and good light fastn...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D513/22C09B47/00
CPCC07D513/22C09B47/00
Inventor 李杰李秀娟游小迪
Owner CINIC CHEM SHANGHAI
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