Dyestuff with polymerizable group and preparation of microspheres containing dyestuff

A technology of polymeric bases and dyes, which is applied in the direction of organic dyes, hydroxyanthraquinone dyes, methine/polymethine dyes, etc. It can solve the problems of poor compatibility between resins and pigments, easy to fall off pigments, etc., and achieve regular shape of microspheres , Good size and shape uniformity, the effect of improving product quality

Active Publication Date: 2013-09-25
SPECIAL CHEM CO LTD DALIAN FIRSTAR
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the existing foreign polymerization toner preparation mainly adopts the emulsion polymerization-pigment dispersion-paraffin fusion method, which is essentially the

Method used

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  • Dyestuff with polymerizable group and preparation of microspheres containing dyestuff
  • Dyestuff with polymerizable group and preparation of microspheres containing dyestuff
  • Dyestuff with polymerizable group and preparation of microspheres containing dyestuff

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preparation example Construction

[0053] 1) Preparation of diazonium salt: Mix organic acid, water, and substituted aniline in a reactor, add sodium nitrite solution dropwise at -5°C, and keep the temperature not higher than 0°C during the dropping process. After the dropwise addition, react at 0-5°C for 0.5-3 hours to obtain the diazonium salt.

[0054]2) Coupling reaction: Add the prepared diazonium salt solution into hydroxyethylaniline with substituents, and control the reaction temperature during the dropping process to not be higher than 20°C. After the dropping is completed, react for 1 to 10 hours. A dye bearing a hydroxyethyl group is obtained.

[0055] 3) Put the dye with hydroxyethyl group, triethylamine, and acetonitrile in the reactor and mix them evenly, add the double-bonded acid chloride dropwise at 50°C~60°C, after the dropwise addition, reflux for 3~12 hours to obtain Polymerizable dyes with double bond functional groups;

[0056] ②The steps are:

[0057] 1) Affinity substitution reaction:...

preparation Embodiment 1

[0060] Add 20-60 parts of water, 3-5 parts of 37% concentrated hydrochloric acid, and 1 part of aniline into the reaction bottle, stir and dissolve at room temperature, and when the temperature in the reaction bottle is lowered to -5°C, add sodium nitrite solution dropwise, During the addition process, keep the temperature not higher than 0°C. After the dropwise addition, keep the temperature in the kettle at 0-5°C and react for 0.5-3 hours to obtain the diazonium salt. Add 5 to 10 parts of water and 0.85 to 1 part of N-ethyl-N-hydroxyethyl m-methylaniline to the reaction bottle. After fully stirring, add the prepared diazonium salt dropwise with a constant pressure burette. The dropwise addition process Control the reaction temperature not to be higher than 20°C. After the dropwise addition, react for 1 to 10 hours and then filter. After the filter cake is purified, mix it with 1.2 to 2.5 parts of triethylamine and 5 to 25 parts of acetonitrile in the reactor. Add 2.5~5 part...

preparation Embodiment 2

[0062] Add 20-60 parts of water, 3-5 parts of 37% concentrated hydrochloric acid, and 1 part of aniline into the reaction bottle, stir and dissolve at room temperature, and when the temperature in the reaction bottle is lowered to -5°C, add sodium nitrite solution dropwise, During the addition process, keep the temperature not higher than 0°C. After the dropwise addition, keep the temperature in the kettle at 0-5°C and react for 2-3 hours to obtain the diazonium salt. Add 5~10 parts of water and 0.9~1 part of N-ethyl-N-hydroxyethylaniline to the reaction bottle. After fully stirring, add the prepared diazonium salt dropwise with a constant pressure burette, and control the reaction temperature during the dropping process. Not higher than 20°C. After the dropwise addition, react for 5-20 hours and then filter. After the filter cake is purified, mix with 2-3 parts of triethylamine and 30-50 parts of acetonitrile in the reactor, and add dropwise at 60°C. 2.5~5 parts of methacryl...

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Abstract

The invention discloses dyestuff with a polymerizable group and the preparation of microspheres containing dyestuff. Dyestuff molecule covalence is bound into resin, and is compatible with other dewatering systems of resin, paraffin and the like, and the problem that pigment particles are can not be compatible in a scattering system easily is overcome; dyestuff exists in colourment in a molecule state, colorless particles can be completely eliminated, and the product quality can be improved. According to the dyestuff, emulsion is formed by a membrane emulsion method, and is polymerized again so as to obtain polymeric microspheres which are good in size, shape and uniformity, and have narrow particle diameter distribution, and the microsphere particles are regular in shape, are fresh in color, and have glossiness.

Description

technical field [0001] The invention relates to the technical field of dye synthesis, in particular to a dye with a polymerizable group and a microsphere containing the dye. These colored microspheres can be used in toner for laser printers, coloring of coatings, plastics, rubber, fibers, prevention of dye migration and toughening. Background technique [0002] The traditional preparation method of color toner is "melting method", that is, resin (mainly styrene-butyl acrylate copolymer), colorant (pigment or dye), additive (charge regulator, release agent, etc.) are mixed uniformly After high-temperature blending, extrusion, cooling, crushing, ultra-fine crushing, grading, and finally adding some external additives that can change its fluidity, grinding to obtain a color toner with a particle size of about 10 μm. However, this preparation method has complicated process, high energy consumption and high cost. The obtained product has a large particle size, a wide particle si...

Claims

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Application Information

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IPC IPC(8): C09B43/20C09B23/10C09B1/06C09B69/10C08F212/08C08F220/18C08F212/12C08F220/14C08F220/32C08F220/06C08F2/26
Inventor 彭孝军秦学孔毕晨光尉雷崔庆玲
Owner SPECIAL CHEM CO LTD DALIAN FIRSTAR
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