A pyrine ketone derivatives and their preparation methods and applications

A technology of quinacridone and derivatives, which is applied in the field of quinacridone derivatives and their preparation, can solve the problems of difficult preparation of nano-scale color paste, poor stability of color paste, poor pigment dispersion, etc., and achieve the change of molecular polarity , high dispersion stability, and the effect of improving stability

Active Publication Date: 2021-06-08
SHENYANG RES INST OF CHEM IND
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When quinacridone pigments are used in water-based colorants, there are industry-recognized difficulties in pigment grinding, poor pigment dispersibility, poor stability of the color paste after grinding, and common technical problems such as swelling and agglomeration at any time, making quinacridone pigments difficult. Preparation of nano-scale color paste

Method used

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  • A pyrine ketone derivatives and their preparation methods and applications
  • A pyrine ketone derivatives and their preparation methods and applications
  • A pyrine ketone derivatives and their preparation methods and applications

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] The synthesis of quinacridone derivative 1, its synthetic equation is as follows:

[0039]

[0040] Add 240g of concentrated sulfuric acid into a 500ml four-neck flask, cool to 0-5°C, add 34g (0.1mol) Pigment Red 122, 12.3g (0.1mol) N-hydroxyethyl chloroacetamide in batches, ℃ for 12 hours, pour the mixture into 1000ml distilled water, filter, wash the filter cake with water until neutral, and obtain 40g of red solid powder after drying.

[0041] Add 40 g (0.09 mol) of the above solid mixture into 200 ml ethanol, add 94.5 g (0.09 mol, n=15) of polyetheramine, reflux for 4 h, distill off ethanol under reduced pressure to obtain 131 g of red solid.

Embodiment 2

[0043]The synthesis of quinacridone derivative 2, its synthetic equation is as follows:

[0044]

[0045] Add 240g of concentrated sulfuric acid into a 500ml four-necked flask, cool to 0-5°C, add 34g (0.1mol) of Pigment Red 122 in batches, and then add 24.6g (0.2mol) of N-hydroxyethyl chloroacetamide. -5°C, heat preservation reaction for 12 hours, pour the mixture into 1000ml of distilled water, filter, wash the filter cake with water until neutral, and obtain 42.8g of red solid powder after drying.

[0046] Add 42.8 g (0.08 mol) of the above solid mixture into 200 ml of ethanol, add 189 g (0.18 mol, n=15) of polyetheramine, reflux for 4 hours, distill off ethanol under reduced pressure to obtain 198 g of red solid.

Embodiment 3

[0048] The synthesis of quinacridone derivative 3, its synthetic equation is as follows:

[0049]

[0050] Add 240g of concentrated sulfuric acid into a 500ml four-necked flask, cool to 0-5°C, add 38g (0.1mol) of Pigment Violet 19 in batches, and then add 12.3g (0.1mol) of N-hydroxyethyl chloroacetamide. -5°C, heat preservation reaction for 12 hours, pour the mixture into 1000ml of distilled water, filter, wash the filter cake with water until neutral, and obtain 36.3g of red solid powder after drying.

[0051] Add 36.3 g (0.075 mol) of the above solid mixture into 200 ml of ethanol, then add 78.75 g (0.075 mol, n=15) of polyetheramine, reflux for 4 hours, distill off ethanol under reduced pressure to obtain 102 g of red solid.

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Abstract

The invention belongs to the field of organic pigments and high-grade ink-jet printing inks, in particular to a quinacridone derivative and its preparation method and application. The structure of quinacridone derivatives is shown in formula (I), in the formula, R 1 , R 2 may be the same or different, each independently selected from hydrogen, C 1 -C 5 Alkyl or halogen; R 3 selected from hydrogen or wherein n=1-10000. The color paste prepared by the invention has a particle size range of 30-90nm.

Description

technical field [0001] The invention belongs to the field of organic pigments and high-grade ink-jet printing inks, in particular to a quinacridone derivative and its preparation method and application. Background technique [0002] Pigment dispersions are prepared using dispersants. Dispersants facilitate the formation of stable dispersions of pigment particles in the dispersant medium. Dispersants are generally surface-active substances with anionic, cationic or nonionic structures. The presence of dispersants significantly reduces the required dispersion energy. When the pigment is ground to the nanoscale (within the average particle size of 100nm), due to the mutual attraction between the particles, the pigment particles are easy to re-aggregate, the viscosity in the system increases, the particle size increases, and the brightness is lost or the hue shifts. During inkjet printing, the accumulation of pigment particles will cause the nozzles of the printer to be clogg...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/337C09D11/322
Inventor 李学敏张学龙白雪松唐勇宋志承王小林宋丽凤王鹏
Owner SHENYANG RES INST OF CHEM IND
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