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Preparation method for quinacridone and derivatives of quinacridone

A technology for quinacridone and derivatives, which is applied in the field of preparation of quinacridone and derivatives thereof, can solve the problems of large size, large environmental pollution and high energy consumption, and achieves mild oxidation temperature conditions, good effect and high yield high effect

Inactive Publication Date: 2017-06-13
浙江交通科技股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the crude pigment particles prepared by this process route are very coarse, and the subsequent pigmentation requires ball milling or kneading, which consumes a lot of energy and pollutes the environment.

Method used

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  • Preparation method for quinacridone and derivatives of quinacridone
  • Preparation method for quinacridone and derivatives of quinacridone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] 1, the preparation of dimethyl succinyl succinate (DMSS):

[0032] In a 1L three-necked flask equipped with an electric heating magnetic stirrer, a thermocouple, a constant pressure dropping funnel and a condenser tube (decompression distillation device) were installed. In a three-necked flask, 600 g of dimethyl succinate DMS (4 mol) was added, and the temperature was raised to 100° C. under the protection of nitrogen (moisture and oxygen were removed). Afterwards, 180 g of 30% sodium methoxide solution (1 mol) was slowly added dropwise with a constant pressure dropping funnel, and the dropping time was about 4 hours. After the dropping was completed, the reaction was continued for about 2 hours. After the reaction, the product was obtained, pickled, washed with water, and dried to obtain 86 g of a light yellow substance, dimethyl succinylate succinate DMSS, with a yield of 75.4% and a melting point of 154.6. 1 HNMR (400MHz, CDCl 3 ), δ / ppm: 1.67 (s, 3H, OCH 3 ), 3.3...

Embodiment 2

[0040] 1, the preparation of dimethyl succinyl succinate (DMSS):

[0041] In a 1L three-necked flask equipped with an electric heating magnetic stirrer, a thermocouple, a constant pressure dropping funnel and a condenser tube (decompression distillation device) were installed. In a three-necked flask, 600 g of dimethyl succinate DMS (4 mol) was added, and the temperature was raised to 100° C. under the protection of nitrogen (moisture and oxygen were removed). Afterwards, 180 g of 30% sodium methoxide solution (1 mol) was slowly added dropwise with a constant pressure dropping funnel, and the dropping time was about 4 hours. After the dropping was completed, the reaction was continued for about 2 hours. After the reaction, the product was obtained, pickled, washed with water, and dried to obtain 86 g of a light yellow substance, dimethyl succinylate succinate DMSS, with a yield of 75.4% and a melting point of 154.6. 1 HNMR (400MHz, CDCl 3 ), δ / ppm: 1.67 (s, 3H, OCH 3), 3.38...

Embodiment 3

[0049] 1, the preparation of dimethyl succinyl succinate (DMSS):

[0050] In a 1L three-necked flask equipped with an electric heating magnetic stirrer, a thermocouple, a constant pressure dropping funnel and a condenser tube (decompression distillation device) were installed. In a three-necked flask, 600 g of dimethyl succinate DMS (4 mol) was added, and the temperature was raised to 100° C. under the protection of nitrogen (moisture and oxygen were removed). Afterwards, 180 g of 30% sodium methoxide solution (1 mol) was slowly added dropwise with a constant pressure dropping funnel, and the dropping time was about 4 hours. After the dropping was completed, the reaction was continued for about 2 hours. After the reaction, the product was obtained, pickled, washed with water, and dried to obtain 86 g of a light yellow substance, dimethyl succinylate succinate DMSS, with a yield of 75.4% and a melting point of 154.6. 1 HNMR (400MHz, CDCl 3 ), δ / ppm: 1.67 (s, 3H, OCH 3 ), 3.3...

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Abstract

The invention relates to the field of synthesis of organic pigments and discloses a preparation method for quinacridone and derivatives of the quinacridone. The preparation method comprises the steps that dimethyl succinate generates sodium dimethyl succinylsuccinate (DMSS) through cyclic condensation under an effect of sodium methoxide, and then being acidized into DMSS; condensation reaction occurs between the DMSS and aniline or substituted aniline, an intermediate product generated during condensation is directly oxidized and dehydrogenated by sodium 3-nitrobenzene sulfonate to obtain an oxidative product; and finally coarse products of the quinacridone or the derivatives of the quinacridone are prepared from the oxidative product in a ring-closing mode under an effect of polyphosphoric acid, and finally finished products of the quinacridone or the derivatives of the quinacridone are obtained through pigmentation treatment.

Description

technical field [0001] The invention relates to the field of organic pigment synthesis, in particular to a preparation method of quinacridone and derivatives thereof. Background technique [0002] Quinacridone series organic pigments are high-grade organic pigments with hues ranging from orange to purple. It has excellent heat resistance, solvent resistance and migration resistance, and can be widely used in coatings, plastics, inks, melt spinning etc. for coloring. [0003] There are many synthetic methods of quinacridone, patents CN1207402, CN1176978, CN1668708, CN1717455, etc. have mentioned the method of preparing quinacridone pigments by oxidizing 6,13-dihydroquinacridone with hydrogen peroxide. For example, the specific method of patent CN1668708 is: using hydrogen peroxide as an oxidizing agent and in the presence of 2,7-anthraquinone disulfonic acid as a catalyst, oxidizing 6,13-dihydroquinacridone salts into corresponding quinacridones Ketone pigments. The method...

Claims

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Application Information

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IPC IPC(8): C07D471/04C09B48/00
CPCC07D471/04C09B48/00
Inventor 徐晓航吕荣王宗波韩蒙蒙窦和瑞
Owner 浙江交通科技股份有限公司
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