CN102532938A - Preparation method of pigment preparations containing superfine phthalocyanine pigment particles - Google Patents
Preparation method of pigment preparations containing superfine phthalocyanine pigment particles Download PDFInfo
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- CN102532938A CN102532938A CN2011104487198A CN201110448719A CN102532938A CN 102532938 A CN102532938 A CN 102532938A CN 2011104487198 A CN2011104487198 A CN 2011104487198A CN 201110448719 A CN201110448719 A CN 201110448719A CN 102532938 A CN102532938 A CN 102532938A
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Abstract
The invention discloses a preparation method of pigment preparations containing superfine phthalocyanine pigment particles. According to the preparation method, auxiliary agents such as phthalocyanine pigments, phthalocyanine derivatives and dispersing agents are used as raw materials to be prepared into the pigment preparations containing the superfine phthalocyanine pigment particles through multiple-time dissolution, precipitation and filtering processes and then through tablet making and drying. The pigment preparations can be stably dispersed through simple stirring in a waterborne system, in addition, the problems that the particle size of the pigment particles is great, and the phenomena such as pigment precipitation and flocculation are generated in the use process can be avoided, and the pigment preparations can be used as coloring agents applied to various industries such as paint and ink.
Description
Technical field
The present invention relates to a kind of phthalocyanine pigment carried out deep-processing method, relate in particular to a kind of ultra-fine phthalocyanine pigment particulate pigment preparation matter and preparation method thereof that contains.
Background technology
Phthalocyanine pigment is a kind of important pigment dyestuff; Particularly the color of the indigo plant processed of copper phthalocyanine, veridian is very bright-coloured, tinting strength is high for phthalocyanine; Because advantages such as that phthalocyanine pigment has is bright and lustrous, tinting strength good, anti-strong acid, alkali, solvent and weather resistance excellence; And the suitability for industrialized production ME is simple, therefore, is widely used in manufacturings such as printing-ink, coating, plastics, rubber, leather, textiles, papermaking, electric ink.
The primary particle particle diameter of phthalocyanine pigment is general all less than 100 nanometers; In the building-up process of phthalocyanine pigment; Because through cohesion and agglomeration formation pigment aggregate, to cause commercial phthalocyanine pigment be particle diameter mostly at 200 microns to 1000 microns powdered granule between pigment particles.In use; The dust pollution that the phthalocyanine pigment of powder form disperses and caused everywhere; Operator and production environment are tended to cause bigger harm, therefore, be prone to cause the powder pigment of dust pollution to carry out deep processing phthalocyanine etc.; Its state with macrobead, liquid is used by the user, is an important directions in pigment deep processing field.Masterbatch is after pigment mixes with vector resin by a certain percentage; Through grinding or the twin screw expressing technique is distributed to phthalocyanine pigment in the resin and the granules of pigments that makes equably; It is a kind of typical macrobead pigment preparation matter; Have that coloring effect is good, stability is high, pigment content is high, be convenient to automatic gauge and transportation, advantages such as save energy, no dust pollution, be mainly used in the painted of industry such as plastic working; Aqueous color paste then is that raw materials such as pigment, dispersion agent, water are formed the liquid paint dispersion-s through the granules of pigments stable dispersion of prepared such as dispersion, grinding, froth breaking, filtration in water-based system; It is a kind of typical fluidization pigment preparation matter; Have that coloring effect is good, no dust pollution, advantages of wide application range, be widely used in industries such as coating, printing ink, fiber staining, papermaking and process hides.Yet industries such as coating, printing ink can't be used Masterbatch, and aqueous color paste exists defectives such as extended storage stability is poor, transportation cost height.
At water-borne coatings and ink area; The advantage of comprehensive Masterbatch and aqueous color paste; Manufacturing can be in water-based system dispersive lamellar pigment prepared product; Having use, transportation and convenient, the safe advantage of storage, is to avoid Masterbatch can't use in fields such as water-borne coatings and printing ink and aqueous color paste is poor because of the extended storage stability that the granules of pigments sedimentation causes, cross the significant solution of ten minutes of hanging down the problems such as transportation cost height that pigment content causes.
The stronger resin of oleophilicity is different as solid support material with often selecting in the Masterbatch manufacturing processed; Manufacturing can be in water-based system the dispersed solids pigment preparation matter; Must select for use the stronger resin of wetting ability as carrier, and be applied to the pigment dispersing agent in the water-based system in the granules of pigments surface adsorption.With regard to phthalocyanine pigment; Because the phthalocyanine pigment surface polarity is low; Pigment is carried out comparatively difficulty of surface treatment; The phthalocyanine pigment particle is relatively poor to the adsorptivity of hydrophilic resin and dispersion agent, cause making can be in water-based system dispersive macrobead pigment preparation matter tend to occur occur in the reunion, use of big and wide, the granules of pigments of distributing of the particle diameter of pigment particles the generation of phenomenons such as pigment sedimentation and flocculation.
The generation of problems such as pigment sedimentation that occurs in the reunion of big and wide, the granules of pigments of distributing of the particle diameter of avoiding the phthalocyanine pigment particle and the use and flocculation, be make can be in water-based system the crucial difficult problem of dispersive macrobead phthalocyanine pigment prepared product.
Summary of the invention
In order to overcome the deficiency that exists in the above-mentioned prior art, the invention provides a kind of can be in water-based system dispersive contain the preparation method of ultra-fine phthalocyanine pigment particulate pigment preparation matter.
The present invention for the technical scheme that solves its technical problem and adopt is:
A kind of preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter is characterized in that: may further comprise the steps:
A) phthalocyanine pigment is carried out stirring and dissolving with concentrated acid under 35～70 ℃ and handles, treat phthalocyanine pigment dissolve fully form homogeneous phase solution after, through filtering the homogeneous phase pigment solution;
B) the homogeneous phase pigment solution that step a) is obtained and with the phthalocyanine pigment mass ratio be that 0.2～2.0: 1 phthalocyanine derivates joins in the aqueous dispersant; Heat under 70～95 ℃ and dispersed with stirring evenly after, reduce to 45～55 ℃ and left standstill 0.5～8 hour, treat that product is separated out fully after; Product is filtered; And use N, the aqueous solution of dinethylformamide and triethanolamine repeatedly washs filtration product, gets pigment filter cake;
C) will be distributed in the water soluble resin solution through the pigment filter cake of washing, form coloured material;
D) in coloured material that step c) obtains, drip acid while disperseing, treat that deposition finishes after-filtration, throw out is repeatedly washed with deionized water and ethanol, end is washed when washings specific conductivity≤100 μ S/cm;
E) will push through the throw out of step d) washing and dehydrate after making sheet.
Concentrated acid described in the step a) of the present invention is that sulfuric acid content reaches the above vitriol oil of 90wt.%.
Phthalocyanine pigment described in the step a) be any can be by the phthalocyanine pigment of stable dispersion in water-based system, like pigment such as phthalocyanine blue 15:X (X=O, 1,2,3,4,6) and phthalocyanine greens.
Phthalocyanine derivates described in the step b) has following structure:
P-R
n
Wherein, n is 1,2 or 3; R is COOM
2Or SO
3M
2In a kind of, M
2A kind of in hydrogen, sodium or the potassium; P has following structure:
In this structure, M
1A kind of in iron, copper, cobalt or the nickel.Such phthalocyanine blue verivate has bigger bound energy, not only can with the surface bonding of phthalocyanine pigment, also can promote the interaction force between phthalocyanine pigment surface and hydrophilic resin, the dispersion agent, avoid the generation of the phenomenons such as reunion of granules of pigments.
Consisting of of the said aqueous dispersant of step b), dispersion agent account for 5.0～30.0wt.% of aqueous dispersant total mass, and surplus is a deionized water, and dispersion agent has following structure:
Wherein, m is 6～12 integer.The bonding force on dispersion agent and phthalocyanine surface with this structure is stronger, can effectively avoid the generation of phenomenons such as pigment sedimentation that the pigment preparation matter of this ultra-fine phthalocyanine pigment in use occurs and flocculation.
The said N of step b), the dinethylformamide and the triethanolamine aqueous solution consist of, and N, dinethylformamide account for 3～8wt.% of said solution total mass, and triethanolamine accounts for 10～25wt.% of said solution total mass, and surplus is a deionized water.
The said water soluble resin solution of step c) is made up of water-soluble solid resin, deionized water and pH value regulator; Wherein the water-soluble solid resin accounts for 20～30wt.% of water soluble resin solution total mass; PH value regulator consumption is 9.5～12 for the pH that be able to regulate water soluble resin solution, and surplus is a deionized water.
Said water-soluble solid resin is at least a in Z 150PH, SEPIGEL 305, ROHM, polyoxyethylene glycol, HPMA, Vinylpyrrolidone polymer, epoxy resin, resol, aminoresin, phenylethylene-maleic anhydride resin, Synolac and the urethane resin.
Among the present invention, said pH value regulator can be selected the pH regulator agent commonly used of fields such as coating, printing ink, at least a as in the products such as AMP-95 of ammoniacal liquor, Monoethanolamine MEA BASF, trolamine and Angus company.
The acid that is dripped in the step d) of the present invention can select industry to go up the organic acid or the mineral acid of adjusting pH value commonly used, at least a in example hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, oxalic acid, the Whitfield's ointment.
The pressure-controlling that sheet is made in extruding in the step e) of the present invention is at 10～30MPa, and the temperature that dehydrates is controlled at 60～80 ℃.
In containing of using that the inventive method prepares during ultra-fine phthalocyanine pigment particulate pigment preparation matter; Only needing that this phthalocyanine pigment prepared product is joined the AMP-95 or other industry that contain ammoniacal liquor, Angus company uses always in the aqueous solution of the alkaline matter of regulating the pH value; Through simple stirring technique, pigment particles can be dispersed in the water-based system.
Useful technique effect of the present invention is: this preparation method is simple and easy to do; And the phthalocyanine pigment prepared product method of use of preparing is simple, can also avoid the particle diameter of pigment particles in this phthalocyanine pigment prepared product big, occur the generation of phenomenons such as pigment sedimentation and flocculation in the use.
Embodiment
Below in conjunction with specific embodiment the present invention is done further detailed description, but the invention is not restricted to the following example.Except as otherwise noted, following percentage ratio is mass percent.
Embodiment
Among the embodiment 1～4, used dispersion agent DS-A is the compound with following structure:
Used dispersion agent DS-B is the compound with following structure:
Used dispersion agent DS-C is the compound with following structure:
Used phthalocyanine derivates A is the compound with following structure:
Used phthalocyanine derivates B is the compound with following structure:
Used phthalocyanine derivates C is the compound with following structure:
Embodiment 1
Follow these steps to prepare pigment preparation matter:
A). get the vitriol oil of 1000 gram 98.0wt.%; Under 35 ℃ of stirring velocitys with 300r/min; Drop into 200 gram phthalocyanine blue (P.B.15:1) pigment and disperse, after pigment dissolves the formation homogeneous phase solution fully, filter pigment solution with glass filter core pan; A homogeneous phase pigment solution, wherein phthalocyanine blue comes from Jiangsu two happy chemical color ltd;
B). step a) gained homogeneous phase pigment solution and 0.4 gram phthalocyanine derivates A are joined (this aqueous dispersant contains 50 gram dispersion agent DS-A, and surplus is a deionized water) in the 1000 gram aqueous dispersants, in disperseing 20 minutes under 70 ℃ of stirring velocitys with 300r/min after be uniformly dispersed; Reduce to 45 ℃, keep this temperature to leave standstill being beneficial to product in 3 hours separating out, treat product separate out finish after; Filter this product with glass filter core pan, and use N, (this aqueous solution contains 3wt.%N to the aqueous solution of dinethylformamide and triethanolamine; Dinethylformamide; The 15wt.% triethanolamine, all the other are deionized water) repeatedly wash leaching product, get pigment filter cake;
C), step b) gained pigment filter cake is distributed to (this solution is with 100 gram water-soluble phenylethene-acrylic solid resins in the 500 gram water soluble resin solution; In deionized water, dissolve; And to utilize 2-amino-2-methyl-1-propanol to regulate pH value be 12 acquisitions); Form coloured material, wherein water soluble resin is selected from water-soluble phenylethene-acrylic solid resin
678 of BASF Aktiengesellschaft (BASF Corporation);
D), in the coloured material of step c) gained, drip the oxalic acid of 10w.% concentration while disperseing, treat that deposition finishes after, filter with glass filter core pan, to heavy t shallow lake thing with deionized water and washing with alcohol until the specific conductivity of filtrating≤100 μ s/cm termination;
E), use pressure to be 10MPa the coloured deposition material of step d) gained, make the sheet drying under 70 ℃ of the temperature, promptly get and contain ultra-fine phthalocyanine pigment particulate pigment preparation matter.
Embodiment 2
Follow these steps to prepare pigment preparation matter:
A). get the vitriol oil of 1000 gram 90wt.%; Under 70 ℃ of stirring velocitys with 1000r/min; Drop into 400 gram phthalocyanine green (P.G.7) pigment and disperse, after pigment dissolves the formation homogeneous phase solution fully, filter pigment solution with glass filter core pan; A homogeneous phase pigment solution, wherein phthalocyanine blue comes from Jiangsu two happy chemical color ltd;
B). step a) gained homogeneous phase pigment solution and 4 gram phthalocyanine derivates B are joined (this aqueous dispersant contains 100 gram dispersion agent DS-B, and surplus is a deionized water) in the 2000 gram aqueous dispersants, in disperseing 20 minutes under 95 ℃ of stirring velocitys with 300r/min after be uniformly dispersed; Reduce to 55 ℃, keep this temperature to leave standstill being beneficial to product in 8 hours separating out, treat product separate out finish after; Filter this product with glass filter core pan, and use N, (this solution contains 6wt.%N to the aqueous solution of dinethylformamide and triethanolamine; Dinethylformamide; The 10wt.% triethanolamine, all the other are deionized water) repeatedly wash leaching product, get pigment filter cake;
C). with step b) gained pigment filter cake be distributed to 1000 the gram resin solutions in (this solution be with 300 the gram water-soluble phenylethene-acrylic solid resins; In deionized water, dissolve; And to utilize ammoniacal liquor to regulate pH value be 10 acquisitions); Form coloured material, wherein water soluble resin is selected from the DT-150 of Xi'an Great Sky Science & Technology Co., Ltd. water-soluble solid vinyl resin;
D). in the coloured material of step c) gained while disperseing the Whitfield's ointment of Dropwise 5 wt.% concentration, treat that deposition finishes after, filter with glass filter core pan, to throw out with deionized water and washing with alcohol until the specific conductivity of filtrating≤100 μ s/cm termination;
E). use pressure to be 30MPa the coloured deposition material of step d) gained, make the sheet drying under 60 ℃ of the temperature, promptly get and contain ultra-fine phthalocyanine pigment particulate pigment preparation matter.
Embodiment 3
Follow these steps to prepare pigment preparation matter:
A). get the vitriol oil of 1000 gram 95.0wt.%; Under 55 ℃ of stirring velocitys with 300r/min; Drop into 300 gram phthalocyanine blue (P.B.15:3) pigment and disperse, after pigment dissolves the formation homogeneous phase solution fully, filter pigment solution with glass filter core pan; Get a homogeneous phase pigment solution, wherein phthalocyanine blue comes from Shanghai prompt rainbow pigment chemical industry Group Co.,Ltd;
B). step a) gained homogeneous phase pigment solution and 6 gram phthalocyanine derivates C are joined (this aqueous dispersant contains 50 gram dispersion agent DS-B, and surplus is a deionized water) in the 2000 gram aqueous dispersants, in disperseing 20 minutes under 80 ℃ of stirring velocitys with 300r/min after be uniformly dispersed; Reduce to 50 ℃, keep this temperature to leave standstill being beneficial to product in 3 hours separating out, treat product separate out finish after; Filter this product with glass filter core pan, and use N, (this solution contains 8wt.%N to the aqueous solution of dinethylformamide and triethanolamine; Dinethylformamide; The 20wt.% triethanolamine, all the other are deionized water) repeatedly wash leaching product, get pigment filter cake;
C). step b) gained pigment filter cake is distributed to (this solution is with 100 gram water-soluble solid vinyl resins in the 500 gram resin solutions; In deionized water, dissolve; And to utilize ammoniacal liquor to regulate pH value be 9.5 acquisitions); Form coloured material, wherein water soluble resin is selected from the DT-116 of Xi'an Great Sky Science & Technology Co., Ltd. water-soluble solid vinyl resin;
D). in the coloured material of step c) gained, drip the phosphoric acid of 10wt.% concentration while disperseing, treat that deposition finishes after, filter with glass filter core pan, to throw out with deionized water and washing with alcohol until the specific conductivity of filtrating≤100 μ s/cm termination;
E). use pressure to be 25MPa the coloured deposition material of step d) gained, make the sheet drying under 70 ℃ of the temperature, promptly get and contain ultra-fine phthalocyanine pigment particulate pigment preparation matter.
Embodiment 4
Follow these steps to prepare pigment preparation matter:
A). get the vitriol oil of 1000 gram 95.0wt.%; Under 60 ℃ of stirring velocitys with 300r/min; Drop into 250 gram phthalocyanine green (P.G.36) pigment and disperse, after pigment dissolves the formation homogeneous phase solution fully, filter pigment solution with glass filter core pan; A homogeneous phase pigment solution, wherein phthalocyanine green comes from Jiangsu two happy chemical color ltd;
B). step a) gained homogeneous phase pigment solution and 2 gram phthalocyanine derivates C are joined (this aqueous dispersant contains 300 gram dispersion agent DS-C, and surplus is a deionized water) in the 1000 gram aqueous dispersants, in disperseing 20 minutes under 85 ℃ of stirring velocitys with 300r/min after be uniformly dispersed; Reduce to 45 ℃, keep this temperature to leave standstill being beneficial to product in 0.5 hour separating out, treat product separate out finish after; Filter this product with glass filter core pan, and use N, (this solution contains 6wt.%N to the aqueous solution of dinethylformamide and triethanolamine; Dinethylformamide; The 25wt.% triethanolamine, all the other are deionized water) repeatedly wash leaching product, get pigment filter cake;
C). with step b) gained pigment filter cake be distributed to 500 the gram resin solutions in (this solution be with 100 the gram water-soluble maleic anhydride solid resin; In deionized water, dissolve; And to utilize trolamine to regulate pH value be 10 acquisitions); Form coloured material, wherein water soluble resin is selected from the synthetic SM-181 of Suzhou Sunmun Technology Co., Ltd. maleic anhydride solid resin;
D). in the coloured material of step c) gained, drip the hydrochloric acid of 10wt.% concentration while disperseing, treat that deposition finishes after, filter with glass filter core pan, to throw out with deionized water and washing with alcohol until the specific conductivity of filtrating≤100 μ s/cm termination;
E). use pressure to be 15MPa the coloured deposition material of step d) gained, make the sheet drying under 80 ℃ of the temperature, promptly get and contain ultra-fine phthalocyanine pigment particulate pigment preparation matter.
Performance test
Embodiment 1～4 gained is contained ultra-fine phthalocyanine pigment particulate pigment preparation matter get 100 grams respectively; Putting into triethanolamine and 2-amino-2-methyl-1-propanol is in 12.0 the 400 gram aqueous solution by the pH value of 1: 2 mixing preparation of mass ratio; After disperseing 30 minutes with the stirring velocity of 800r/min, obtain dispersible pigment dispersion.
Respectively with above-mentioned dispersible pigment dispersion at 25 ℃ down when airtight placements 1 day and 30 days; With the size distribution that the Zetasizer Nano Zs90 type nano particle size and the zeta potential instrument of Britain Ma Erwen Instr Ltd. are tested this dispersible pigment dispersion, in the test result, D50 representes that 50% passes through particle diameter; Promptly survey in the particle minimum grain size that 50% particle can both pass through; In like manner, D100 representes 100% through particle diameter, promptly surveys the minimum grain size that particles all in the particle can both pass through; Through range estimation, observe dispersion liquid when 25 ℃ airtight placement 1 day was with 30 days down, have or not obvious pigment deposition, flocculation etc. to occur and have a strong impact on stable situation.
Table 1 is the test result of the pigment preparation matter institute pigment preparation dispersion liquid of the foregoing description 1～4 preparation.
The test result of table 1 pigment preparation matter institute pigment preparation dispersion liquid
Claims (7)
1. preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter is characterized in that: may further comprise the steps:
A) phthalocyanine pigment is carried out stirring and dissolving with concentrated acid under 35～70 ℃ and handles, treat phthalocyanine pigment dissolve fully form homogeneous phase solution after, through filtering the homogeneous phase pigment solution;
B) the homogeneous phase pigment solution that step a) is obtained and with the phthalocyanine pigment mass ratio be that 0.2～2.0: 1 phthalocyanine derivates joins in the aqueous dispersant; Heat under 70～95 ℃ and dispersed with stirring evenly after, reduce to 45～55 ℃ and left standstill 0.5～8 hour, treat that product is separated out fully after; Product is filtered; And use N, the aqueous solution of dinethylformamide and triethanolamine repeatedly washs filtration product, gets pigment filter cake;
C) will be distributed in the water soluble resin solution through the pigment filter cake of washing, form coloured material;
D) in coloured material that step c) obtains, drip acid while disperseing, treat that deposition finishes after-filtration, throw out is repeatedly washed with deionized water and ethanol, end is washed when washings specific conductivity≤100 μ S/cm;
E) will push through the throw out of step d) washing and dehydrate after making sheet.
2. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 1 is characterized in that: the said concentrated acid of step a) is that sulfuric acid content reaches the above vitriol oil of 90wt.%.
3. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 1, it is characterized in that: the phthalocyanine derivates described in the step b) has following structure:
P-R
n
Wherein, n is 1,2 or 3; R is COOM
2Or SO
3M
2In a kind of, M
2A kind of in hydrogen, sodium or the potassium; P has following structure:
In this structure, M
1A kind of in iron, copper, cobalt or the nickel.
4. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 1; It is characterized in that: the consisting of of the said aqueous dispersant of step b); Dispersion agent accounts for 5.0～30.0wt.% of aqueous dispersant total mass; Surplus is a deionized water, and dispersion agent has following structure:
Wherein, m is 6～12 integer.
5. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 1; It is characterized in that: the said N of step b); The dinethylformamide and the triethanolamine aqueous solution consist of, and N, dinethylformamide account for 3～8wt.% of said solution total mass; Triethanolamine accounts for 10～25wt.% of said solution total mass, and surplus is a deionized water.
6. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 1; It is characterized in that: the said water soluble resin solution of step c) is made up of water-soluble solid resin, deionized water and pH value regulator; Wherein the water-soluble solid resin accounts for 20～30wt.% of water soluble resin solution total mass; PH value regulator consumption is 9.5～12 for the pH that be able to regulate water soluble resin solution, and surplus is a deionized water.
7. the preparation method who contains ultra-fine phthalocyanine pigment particulate pigment preparation matter according to claim 6 is characterized in that: said water-soluble solid resin is at least a in Z 150PH, SEPIGEL 305, ROHM, polyoxyethylene glycol, HPMA, Vinylpyrrolidone polymer, epoxy resin, resol, aminoresin, phenylethylene-maleic anhydride resin, Synolac and the urethane resin.
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| CN110028806A (en) * | 2019-04-10 | 2019-07-19 | 镇江恒昌彩艺科技有限公司 | A kind of water-based ink of PVC coloured silk film easily disperses red pigment and preparation method |
| CN110041730A (en) * | 2019-04-10 | 2019-07-23 | 镇江恒昌彩艺科技有限公司 | A kind of water-based ink of PVC coloured silk film easily disperses permanent yellow pigment and preparation method |
| CN113736010A (en) * | 2021-09-22 | 2021-12-03 | 山东凯瑞尔光电科技有限公司 | Polymer dispersant and application thereof in surface treatment of halogenated phthalocyanine pigment |
| CN114479509A (en) * | 2021-12-20 | 2022-05-13 | 杭州红妍颜料化工有限公司 | Preparation method of uniformly dispersed pigment red |
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| CN106634041A (en) * | 2016-12-28 | 2017-05-10 | 美利达颜料工业有限公司 | Waterborne solid predispersed pigment and preparation process thereof |
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| CN110028806A (en) * | 2019-04-10 | 2019-07-19 | 镇江恒昌彩艺科技有限公司 | A kind of water-based ink of PVC coloured silk film easily disperses red pigment and preparation method |
| CN110041730A (en) * | 2019-04-10 | 2019-07-23 | 镇江恒昌彩艺科技有限公司 | A kind of water-based ink of PVC coloured silk film easily disperses permanent yellow pigment and preparation method |
| CN113736010A (en) * | 2021-09-22 | 2021-12-03 | 山东凯瑞尔光电科技有限公司 | Polymer dispersant and application thereof in surface treatment of halogenated phthalocyanine pigment |
| CN113736010B (en) * | 2021-09-22 | 2023-04-07 | 山东凯瑞尔光电科技有限公司 | Polymer dispersant and application thereof in surface treatment of halogenated phthalocyanine pigment |
| CN113736010B9 (en) * | 2021-09-22 | 2023-08-01 | 山东凯瑞尔光电科技有限公司 | Polymer dispersant and application thereof in surface treatment of halogenated phthalocyanine pigment |
| CN114479509A (en) * | 2021-12-20 | 2022-05-13 | 杭州红妍颜料化工有限公司 | Preparation method of uniformly dispersed pigment red |
| CN114479509B (en) * | 2021-12-20 | 2023-12-05 | 杭州红妍颜料化工有限公司 | Preparation method of uniformly dispersed pigment red |
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| CN102532938B (en) | 2013-07-03 |
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