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Process for synthesizing isoindolinone pigment under mild conditions

A technology of isoindolinone and synthesis process, applied in the direction of organic dyes, etc., can solve the problems of harsh conditions, complicated operation, high energy consumption, etc., and achieve the effect of mild reaction conditions and simple operation

Inactive Publication Date: 2013-04-03
CINIC CHEM SHANGHAI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, when referring to the synthetic method of isoindolinone pigments, the solvent is usually replaced during condensation, and the highly toxic ortho-dichlorobenzene is used to obtain a high-yield qualified product under its reflux conditions. Complex, harsh conditions, high energy consumption

Method used

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  • Process for synthesizing isoindolinone pigment under mild conditions
  • Process for synthesizing isoindolinone pigment under mild conditions

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Experimental program
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Embodiment 1

[0021] 30% sodium methylate solution and 202L methyl alcohol of 34.5Kg of dropping into 34.5Kg, 6-tetrachloro-o-cyanobenzoic acid methyl ester, 27Kg and 202L methyl alcohol were kept at room temperature for 1 hour, then added 5.8Kg of The phenylenediamine was refluxed for 3 hours, and then 10L of water was added, at this time, the pigment precipitated out and was bright yellow. After filtering, washing with 200L of methanol and 200Kg of water, vacuum-dried to obtain 34Kg of pigment.

Embodiment 2

[0023] Put 69Kg of 3,4,5,6-tetrachloro-o-cyanobenzoic acid methyl ester, 68Kg of 30% sodium ethoxide solution and 424L ethanol into the reaction kettle and keep it at room temperature for 1 hour, then add 11.6Kg of m-benzene The diamine was refluxed for 4 hours, and then 30L of water was added, at this time, the pigment precipitated out, showing bright green light yellow. After filtering, washing with 500L of methanol and 500Kg of water, vacuum-dried to obtain 68Kg of pigment.

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Abstract

The invention discloses a process for synthesizing an isoindolinone pigment under mild conditions. The process comprises the following steps of: (a) cyclizing: enabling 3,4,5,6-tetra-substituted ortho-cyano methyl benzoate and a fatty alcohol alkali metal salt to react at room temperature in a solvent to get an alkali metal salt of 3,3-dimethoxy-4,5,6,7-tetra-substituted isoindoline-1-ketone; (b) condensing: performing condensation reaction on the product obtained in the step (a) and ortho, meta or para-phenylene diamine with or without a substituent under reflux conditions in the solvent; and (c) hydrolyzing: adding water into the product obtained in the step (b), hydrolyzing and then collecting the isoindolinone pigment from the reaction product. The process disclosed by the invention has the advantages that an alcoholic solvent is taken as the reaction solvent to get the isoindolinone pigment with high reaction yield and excellent quality, the use of the toxic solvent with high boiling point for reaction at a high temperature can be avoided, the operation is simple, the reaction conditions are mild, and the process is suitable for industrial production.

Description

technical field [0001] The invention relates to a synthesis process of isoindolinone pigments under mild conditions. Background technique [0002] Isoindolinone pigment is an important high-performance organic pigment with pure color. It is mainly used for coloring paints, inks and plastics. It has excellent heat resistance, light resistance and solvent resistance. Many patents have mentioned the synthesis process of this class of pigments, such as U.S. Patent US2973385; US3076815; US2973358; US2537352; US4317929; - Four-substituted methyl o-cyanobenzoate is the most commonly used route for the synthesis of raw materials. However, when referring to the synthetic method of isoindolinone pigments, the solvent is usually replaced during condensation, and the highly toxic ortho-dichlorobenzene is used to obtain a high-yield qualified product under its reflux conditions. Complex, harsh conditions and high energy consumption. Contents of the invention [0003] The object of t...

Claims

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Application Information

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IPC IPC(8): C09B67/20
Inventor 龙夏珠
Owner CINIC CHEM SHANGHAI
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