CN115011138B - Production method and production system of pigment red 177 for liquid crystal display screen - Google Patents
Production method and production system of pigment red 177 for liquid crystal display screen Download PDFInfo
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- CN115011138B CN115011138B CN202210551735.8A CN202210551735A CN115011138B CN 115011138 B CN115011138 B CN 115011138B CN 202210551735 A CN202210551735 A CN 202210551735A CN 115011138 B CN115011138 B CN 115011138B
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- pigment red
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- liquid crystal
- crystal display
- display screen
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- 239000000049 pigment Substances 0.000 title claims abstract description 89
- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 39
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 19
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 35
- 230000007062 hydrolysis Effects 0.000 claims abstract description 29
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 29
- 238000001914 filtration Methods 0.000 claims abstract description 15
- 238000001035 drying Methods 0.000 claims abstract description 14
- 239000007788 liquid Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 14
- 238000005406 washing Methods 0.000 claims abstract description 14
- 238000002425 crystallisation Methods 0.000 claims abstract description 10
- 230000008025 crystallization Effects 0.000 claims abstract description 10
- 239000013078 crystal Substances 0.000 claims abstract description 7
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 26
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 18
- 239000011780 sodium chloride Substances 0.000 claims description 13
- 239000012065 filter cake Substances 0.000 claims description 11
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 claims description 6
- 238000010751 Ullmann type reaction Methods 0.000 claims description 6
- 239000008367 deionised water Substances 0.000 claims description 5
- 229910021641 deionized water Inorganic materials 0.000 claims description 5
- 239000000047 product Substances 0.000 claims description 5
- 239000002994 raw material Substances 0.000 claims description 5
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 229910052708 sodium Inorganic materials 0.000 claims description 4
- 239000011734 sodium Substances 0.000 claims description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims description 4
- 125000000542 sulfonic acid group Chemical group 0.000 claims description 4
- 230000008569 process Effects 0.000 abstract description 6
- 239000000126 substance Substances 0.000 abstract description 2
- 239000000243 solution Substances 0.000 description 55
- 238000001953 recrystallisation Methods 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 238000005185 salting out Methods 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- TWGAHMYVIRMYHJ-UHFFFAOYSA-N BrN.[Na] Chemical compound BrN.[Na] TWGAHMYVIRMYHJ-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000002270 dispersing agent Substances 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000005457 ice water Substances 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 230000001376 precipitating effect Effects 0.000 description 2
- XUXNAKZDHHEHPC-UHFFFAOYSA-M sodium bromate Chemical compound [Na+].[O-]Br(=O)=O XUXNAKZDHHEHPC-UHFFFAOYSA-M 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- 230000009471 action Effects 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- PTVDYARBVCBHSL-UHFFFAOYSA-N copper;hydrate Chemical compound O.[Cu] PTVDYARBVCBHSL-UHFFFAOYSA-N 0.000 description 1
- 239000011549 crystallization solution Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000000967 suction filtration Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
- C09B1/16—Amino-anthraquinones
- C09B1/20—Preparation from starting materials already containing the anthracene nucleus
- C09B1/22—Dyes with unsubstituted amino groups
Abstract
The invention provides a production method and a production system of pigment red 177 for a liquid crystal display screen, and belongs to the technical field of pigment chemical industry. The method first prepares crude pigment red 177, and then dissolves the crude pigment red 177 in 98% concentrated sulfuric acid to obtain solution a. Preparing hydrolysis base solution, dropwise adding the solution A into the hydrolysis base solution, and recrystallizing at a first temperature to obtain crystal solution B. And filtering, washing and drying the crystallization liquid B to obtain pigment red 177 for the liquid crystal display. The technological process is simple, the grain size of the prepared pigment red is smaller than 100nm, the use requirement of a liquid crystal display screen can be met, and the added value of the crude pigment red 177 is improved.
Description
Technical Field
The invention belongs to the technical field of pigment chemical industry, and particularly relates to a production method and a production system of pigment red 177 for a liquid crystal display screen.
Background
The core technology of the Liquid Crystal Display (LCD) comprises the manufacture of nano high-performance organic pigment and the manufacture of related hyper-dispersant, wherein the nano high-performance organic pigment refers to organic raw materials with grain size smaller than 100nm obtained in a proper solvent medium under the combined action of the hyper-dispersant and high-shear grinding equipment, and the smaller the grain size of the pigment, the higher the pixel of the final LCD, the more true the color reduction.
Pigment red 177 (also known as pr.177, pigment red 3 BL) is mainly used for paint, magma and polyolefin and PVC tinting. The method takes 1-amino-4-bromoanthraquinone-2-sodium sulfonate (sodium bromate for short) as a raw material, copper powder as a catalyst, performs Ullmann condensation reaction in an acidic medium, and removes sulfonic acid groups in a sulfuric acid medium to obtain a product PR.177, which is one of main synthetic routes of PR.177.
However, the grain size of the crude pigment red 177 obtained by the synthetic route is generally more than 100nm, so that the use requirement of a liquid crystal display screen is difficult to meet, and the added value of the product is low.
Disclosure of Invention
Based on the above, the invention provides a production method of pigment red 177 for a liquid crystal display screen, which aims to solve the technical problems that the grain size of crude pigment red 177 in the prior art is large and the use requirement of the liquid crystal display screen is difficult to meet.
The invention also provides a production system of pigment red 177 for the liquid crystal display screen.
The technical scheme for solving the technical problems is as follows:
a production method of pigment red 177 for a liquid crystal display screen comprises the following steps:
a. preparing crude pigment red 177;
b. dissolving crude pigment red 177 in 98% concentrated sulfuric acid to obtain a solution A;
c. preparing hydrolysis base solution, dropwise adding the solution A into the hydrolysis base solution, and recrystallizing at a first temperature to obtain crystal solution B;
d. and filtering, washing and drying the crystallization liquid B to obtain pigment red 177 for the liquid crystal display.
Preferably, in the step c, the hydrolysis base solution is a sodium chloride solution with the concentration of 24-27 wt%.
Preferably, flake ice is added to the hydrolysis base solution, and the mass ratio of the addition amount of flake ice to the sodium chloride solution is 1 (3-4).
Preferably, in step c, the first temperature is less than or equal to (-13 ℃).
Preferably, the first temperature is (-13 ℃) to (-18 ℃).
Preferably, in the step c, the dropwise adding amount v=kq of the solution a in unit time, wherein k is a proportionality constant, and when the unit time is 1 minute, 0.01.ltoreq.k.ltoreq.0.02; q represents the mass of the hydrolysis base solution.
Preferably, in step b, said "dissolving the crude pigment red 177 in 98% concentrated sulfuric acid to obtain a solution a" comprises: the crude pigment red 177 is added into the 98 percent concentrated sulfuric acid according to the weight ratio (3-4) of the 98 percent concentrated sulfuric acid to the crude pigment red 177, and the first reaction time is stirred and dissolved at the temperature of 95-110 ℃.
Preferably, in the step d, the step of filtering, washing and drying the crystal liquid B to obtain pigment red 177 for the liquid crystal display screen includes: filtering the crystallization liquid B, washing a filter cake with deionized water until the pH value is 6-8 and the conductivity is less than or equal to 200 mu s/cm, and then drying at the temperature of 70-80 ℃ to obtain the finished pigment red 177 for the liquid crystal display.
Preferably, in step a, the "preparing coarse pigment red 177" includes: the method comprises the steps of taking 1-amino-4-bromoanthraquinone-2-sodium sulfonate as a raw material, taking copper powder as a catalyst, carrying out Ullmann condensation reaction in an acidic medium, and removing sulfonic acid groups in a sulfuric acid medium to obtain a product, namely crude pigment red 177.
A system for producing pigment red 177 for a liquid crystal display, comprising:
the dissolution kettle is used for dissolving the crude pigment red 177 in 98% concentrated sulfuric acid to obtain a solution A;
the recrystallization kettle is used for preparing hydrolysis base solution, dropwise adding the solution A into the hydrolysis base solution, and recrystallizing at a first temperature to obtain crystal solution B; and
and the post-treatment device is used for filtering, washing and drying the crystallization liquid B to obtain pigment red 177 for the liquid crystal display screen.
Compared with the prior art, the invention has at least the following advantages:
the crude pigment red 177 is firstly dissolved by 98% concentrated sulfuric acid, then recrystallized in sodium chloride aqueous solution at low temperature, and finally filtered, washed and dried to prepare the pigment red 177 with the grain size smaller than 100nm, which is suitable for liquid crystal display screens. The technological process is simple, the grain size of the prepared pigment red is smaller than 100nm, the use requirement of a liquid crystal display screen can be met, and the added value of the crude pigment red 177 is improved.
Drawings
FIG. 1 is a schematic flow chart of an apparatus of a production system of pigment red 177 for a liquid crystal display according to an embodiment.
FIG. 2 is an electron microscopic scan image of crude pigment Red 177 prepared in comparative example one.
Fig. 3 is an electron microscopic scanning image of pigment red 177 for a liquid crystal display screen prepared in experimental example one.
Fig. 4 is an electron microscopic scanning image of pigment red 177 for a liquid crystal display screen prepared in experimental example two.
Detailed Description
It should be noted that, without conflict, the embodiments of the present invention and features of the embodiments may be combined with each other. The technical solution of the present invention will be further described below with reference to the accompanying drawings of the embodiments of the present invention, and the present invention is not limited to the following specific embodiments.
In one embodiment, a method for producing pigment red 177 for a liquid crystal display screen includes the steps of:
a. preparing crude pigment red 177;
b. dissolving crude pigment red 177 in 98% concentrated sulfuric acid to obtain a solution A;
c. preparing hydrolysis base solution, dropwise adding the solution A into the hydrolysis base solution, and recrystallizing at a first temperature to obtain crystal solution B;
d. and filtering, washing and drying the crystallization liquid B to obtain pigment red 177 for the liquid crystal display.
Specifically, in step a, the crude pigment red 177 may be prepared using one of various methods disclosed in the prior art, for example, the crude pigment red 177 is prepared by: 1-amino-4-bromoanthraquinone-2-sodium sulfonate (sodium bromate for short) is taken as a raw material, copper powder is taken as a catalyst, ullmann condensation reaction is carried out in an acidic medium, and sulfonic acid groups are removed in a sulfuric acid medium to obtain a product, namely crude pigment red 177. For example, sodium bromamine, copper powder, water and 50% sulfuric acid are thoroughly stirred at 70-78 ℃ to perform Ullmann condensation reaction to prepare pr.177 intermediate. Adding sodium carbonate and active carbon when the mixture is hot, heating the mixture to boiling, filtering the mixture while the mixture is hot, adding sodium chloride into filtrate for salting out, filtering the mixture after salting out is completed, washing a filter cake by using 2 to 10 percent sodium chloride solution, and drying the filter cake to obtain 4,4' -diamino-1, 1' -dianthrone-3, 3' -disulfonate (DAS for short), namely PR.177 intermediate. Weighing DAS, adding into an 80% sulfuric acid solution at 110 ℃, heating to 138-145 ℃ for 4-5h, after the reaction is finished, reducing the temperature to 100 ℃, pouring into an ice-water mixture, precipitating a large amount of red precipitate, filtering, washing a filter cake to be neutral, and drying at 60 ℃ to obtain PR177.
As shown in FIG. 2, the average grain size of the crude pigment red 177 prepared by the method is 80-150 nm, and the use requirement of the liquid crystal display screen is difficult to meet. It is desired to reduce the crystal grain size of pigment red 177 to 100nm or less.
In step b, crude pigment red 177 was first dissolved with 98% concentrated sulfuric acid to obtain solution a. Preferably, the crude pigment red 177 is added to 98% concentrated sulfuric acid and stirred to dissolve the crude pigment red 177. Further, the crude pigment red 177 was added to 98% of concentrated sulfuric acid at a weight ratio of 98% of concentrated sulfuric acid to the crude pigment red 177 (3-4): 1, and stirred at a temperature of 95-110 ℃ to dissolve the first reaction time. In some cases, the first reaction time is set according to the actual dissolution condition so that the dissolution of the crude pigment red 177 is complete, for example, the first reaction time is 2h to 3h.
It should be noted that, the weight ratio of 98% concentrated sulfuric acid to the crude pigment red 177 is mainly the crude pigment red 177 which can be completely dissolved and added into 98% concentrated sulfuric acid, preferably, the weight ratio of 98% concentrated sulfuric acid to the crude pigment red 177 is 3.5:1, the acid is less, the crude pigment red 177 is not easy to be completely dissolved or takes longer time to be completely dissolved, and the acid is wasted due to excessive acid.
In step c, a hydrolysis base solution is first prepared. The hydrolysis base solution is a sodium chloride solution with the concentration of 24-27 wt%, for example, 12 parts of sodium chloride is added into 33-38 parts of water to form the hydrolysis base solution. In order to enable the hydrolysis base liquid to be quickly cooled to the recrystallization temperature, flake ice is added to the hydrolysis base liquid, and preferably, the mass ratio of the addition amount of flake ice to the sodium chloride solution is 1 (3-4).
The recrystallization temperature is one of important parameters affecting the grain size of pigment red 177 for finished liquid crystal display, and experiments show that when the first temperature is less than or equal to (-13 ℃), the grain size of the recrystallized pigment red 177 is less than 80nm. As the first temperature is lowered, the grain size of the recrystallized pigment red 177 is further reduced, and can reach 50nm. When the first temperature is reduced below (-18 ℃), the grain size of the recrystallized pigment red 177 remains substantially stable, and the temperature is reduced continuously, so that the grain size of the pigment red 177 cannot be reduced continuously.
The rate of addition of solution a to the hydrolyzed base solution is one of the other important parameters affecting the grain size of pigment red 177 for liquid crystal displays. Preferably, the dropping amount v=kq of the solution a per unit time, wherein k is a proportionality constant, and when the unit time is 1 minute, 0.01.ltoreq.k.ltoreq.0.02; q represents the mass of the hydrolysis base solution. That is, the dropping rate of the solution A is preferably controlled to be 1/100 to 1/50 of the mass of the hydrolysis base liquid added in a drop amount per minute.
In the step d, after recrystallization is finished, the crystallization liquid B is filtered, the filter cake is washed by deionized water until the pH value is 6-8 and the conductivity is less than or equal to 200 mu s/cm, and then the filter cake is dried at the temperature of 70-80 ℃ to prepare the finished pigment red 177 for the liquid crystal display.
Referring to fig. 3 and 4 together, the grain size of the prepared pigment red 177 for the finished liquid crystal display is 50nm-80nm, which can meet the use requirement of the Liquid Crystal Display (LCD) and improve the added value of the pigment red 177.
In yet another embodiment of the present invention, referring to FIG. 1, a system 10 for producing pigment Red 177 for a liquid Crystal display, comprises:
a dissolution kettle 100 for dissolving crude pigment red 177 in 98% concentrated sulfuric acid to obtain a solution A;
the recrystallization kettle 200 is used for preparing hydrolysis base solution, dropwise adding the solution A into the hydrolysis base solution, and recrystallizing at a first temperature to obtain crystallization solution B; and
the post-treatment device 300 is used for filtering, washing and drying the crystallization liquid B to obtain pigment red 177 for the liquid crystal display.
The production process and the specific process method of the production system 10 of the pigment red 177 for the liquid crystal display are basically the same as those of the production method of the pigment red 177 for the liquid crystal display, and are not repeated here.
The technical scheme and technical effects of the present invention are further described below through specific experimental examples.
Experimental example 1
Preparation of crude pigment Red 177: 40 parts of sodium bromamine, 20 parts of copper powder, 600 parts of water and 5 parts of 50% sulfuric acid are put into the condensation reaction kettle, the temperature is raised to 75 ℃, and the mixture is fully stirred to carry out Ullmann condensation reaction. Adding sodium carbonate and active carbon into the reaction solution while the reaction solution is hot, heating to boiling, filtering while the reaction solution is hot, adding sodium chloride into the filtrate for salting out, filtering after salting out is complete, washing a filter cake by using 2% sodium chloride solution, and drying to obtain DAS.
Weighing DAS, adding into an 80% sulfuric acid solution at 110 ℃, heating to 135 ℃ for 3 hours, after the reaction is finished, reducing the temperature to 60 ℃, pouring into an ice-water mixture, precipitating a large amount of red precipitate, carrying out suction filtration, washing a filter cake to be neutral, and drying at 60 ℃ to obtain crude pigment red 177.
Referring to fig. 2, the grain size of the coarse pigment red 177 prepared by the above process is 80nm-150nm on average.
Experimental example two
300kg of crude pigment Red 177 prepared as in example one was poured into 1050kg of 98% concentrated sulfuric acid and stirred at 95℃for 2 hours to form solution A. 1200kg of sodium chloride was added to 3300kg of water, and 1500kg of flake ice was added to prepare a hydrolysis base solution. The solution A was added to the hydrolysis base solution at a flow rate of 55kg/min, and the temperature of the hydrolysis base solution was controlled at-13℃to perform recrystallization. After recrystallization, filtering the crystallization liquid B, washing a filter cake with deionized water until the pH value is 6-8 and the conductivity is less than or equal to 200 mu s/cm, and then drying at 75 ℃ to obtain the finished pigment red 177 for the liquid crystal display.
Referring to fig. 3, the grain size of the coarse pigment red 177 prepared through the above process is 70nm-80nm.
Experimental example III
300kg of crude pigment Red 177 prepared as in example one was poured into 1050kg of 98% concentrated sulfuric acid and stirred at 95℃for 2 hours to form solution A. 1200kg of sodium chloride was added to 3300kg of water, and 1500kg of flake ice was added to prepare a hydrolysis base solution. The solution A is added into the hydrolysis base solution according to the flow rate of 65kg/min, and the temperature of the hydrolysis base solution is controlled to be minus 18 ℃ to carry out recrystallization. After recrystallization, filtering the crystallization liquid B, washing a filter cake with deionized water until the pH value is 6-8 and the conductivity is less than or equal to 200 mu s/cm, and then drying at 75 ℃ to obtain the finished pigment red 177 for the liquid crystal display.
Referring to fig. 3, the grain size of the coarse pigment red 177 prepared through the above process is 50nm-60nm.
It is to be understood that the above examples of the present invention are provided by way of illustration only and not by way of limitation of the embodiments of the present invention. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims (2)
1. A method for producing pigment red 177 for a liquid crystal display screen, comprising the steps of:
a. preparing crude pigment red 177;
b. c, 300kg of crude pigment red 177 prepared in the step a is added into 1050kg of 98% concentrated sulfuric acid, and stirred for 2 hours at the temperature of 95 ℃ to form a solution A;
c. adding 1200kg of sodium chloride into 3300kg of water, adding 1500kg of flake ice, preparing hydrolysis base solution, adding solution A into the hydrolysis base solution according to the flow rate of 55kg/min, controlling the temperature of the hydrolysis base solution to be-13 ℃, and recrystallizing to obtain crystal solution B;
d. filtering the crystallization liquid B, washing a filter cake with deionized water until the pH value is 6-8 and the conductivity is less than or equal to 200 mu s/cm, and then drying at 75 ℃ to obtain the finished pigment red 177 for the liquid crystal display.
2. The method of producing pigment red 177 for liquid crystal display panels according to claim 1, wherein in step a, the preparing coarse pigment red 177 comprises:
the method comprises the steps of taking 1-amino-4-bromoanthraquinone-2-sodium sulfonate as a raw material, taking copper powder as a catalyst, carrying out Ullmann condensation reaction in an acidic medium, and removing sulfonic acid groups in a sulfuric acid medium to obtain a product, namely crude pigment red 177.
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Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11130974A (en) * | 1997-10-27 | 1999-05-18 | Dainippon Ink & Chem Inc | Production of organic pigment |
CN101657508A (en) * | 2007-04-13 | 2010-02-24 | 巴斯夫欧洲公司 | Form the method for pigment dyestuff |
CN101679765A (en) * | 2007-04-13 | 2010-03-24 | 巴斯夫欧洲公司 | The method for preparing fine-particle pigments |
CN102321380A (en) * | 2011-06-22 | 2012-01-18 | 南通市争妍颜料化工有限公司 | Method for preparing high-hiding variety paratonere 2BL of paratonere 177 |
CN103275517A (en) * | 2013-05-27 | 2013-09-04 | 南通龙翔化工有限公司 | Method for effectively recovering grinding medium in pigmentation process |
-
2022
- 2022-05-18 CN CN202210551735.8A patent/CN115011138B/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH11130974A (en) * | 1997-10-27 | 1999-05-18 | Dainippon Ink & Chem Inc | Production of organic pigment |
CN101657508A (en) * | 2007-04-13 | 2010-02-24 | 巴斯夫欧洲公司 | Form the method for pigment dyestuff |
CN101679765A (en) * | 2007-04-13 | 2010-03-24 | 巴斯夫欧洲公司 | The method for preparing fine-particle pigments |
CN102321380A (en) * | 2011-06-22 | 2012-01-18 | 南通市争妍颜料化工有限公司 | Method for preparing high-hiding variety paratonere 2BL of paratonere 177 |
CN103275517A (en) * | 2013-05-27 | 2013-09-04 | 南通龙翔化工有限公司 | Method for effectively recovering grinding medium in pigmentation process |
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