CN101486845A - Method for preparing nano colouring matter aqueous dispersions - Google Patents
Method for preparing nano colouring matter aqueous dispersions Download PDFInfo
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- CN101486845A CN101486845A CNA2008100650517A CN200810065051A CN101486845A CN 101486845 A CN101486845 A CN 101486845A CN A2008100650517 A CNA2008100650517 A CN A2008100650517A CN 200810065051 A CN200810065051 A CN 200810065051A CN 101486845 A CN101486845 A CN 101486845A
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Abstract
The invention discloses a method for preparing a nanometer coloring material watercraft dispersoid which is prepared by the miniemulsion polymerization-core shell copolymerization of common dyes or common pigments. The specific steps are that: A. preparing prepolymer seeds; B. preparing shell polymerization emulsion; and C. carrying out core shell polymerization reaction. The average granular size of the dispersoid is less than 100nm, the polydispersity index is less than 0.1 and the granularity uniformity is high; by adopting miniemulsion polymerization-core shell copolymerization for preparation, the method firmly combines pigments or dyes with proper nanometer polymer in a chemical manner, consequently, the dispersoid has excellent storage stability; as organic silicon/acrylic acid polymer are introduced, the dispersoid has fine water resisting property, light resistance, weather resistance and heat resistance. The nanometer coloring material watercraft dispersoid of the invention is applicable for colorized ink jet marking ink, colorized monitors, colored filters, colored coatings, water color ink, watercraft UV color sizing, cosmetics and coloring toner for high-grade products, and the like.
Description
Technical field
The present invention relates to a kind of preparation method of nano-coloring material aqueous dispersions.
Background technology
Nano-coloring material is meant mixture and the dispersion thereof of size less than pigment particles, dyestuff or the pigment of 100nm.The preparation of traditional aqueous color paste is to adopt pigment mechanical mill dispersion, micronizing or vapor phase process to make aqueous color paste, is difficult to reach Nano grade.The preparation method of nano-coloring material is a kind of high energy consumption, expensive colorant preparation method; And this aqueous color paste be if will satisfy dispersion system and the high performance pigments that high performance requirements must need, thereby present this dispersion agent and pigment cost are very high, is difficult to satisfy the demand of related industries.
BASF AG adopts mini-emulsion polymerization technology (Miniemulsion) preparation nano-coloring material at first, its basic craft course is: at first oil-soluble colourant/dispersed dye or some fluorescence dye are dissolved in the polymerization single polymerization monomer, be dissolved with other additives such as linking agent and hydrophober simultaneously and become organic phase, join the aqueous phase mechanical stirring that is dissolved with a certain amount of tensio-active agent then and obtain big emulsion, utilize ultrasonic wave or high-pressure homogenizer that big emulsion homogenizing is handled again and obtain stable miniemulsion, carry out to obtain the stabilized nano coloring material aqueous dispersions after polyreaction is finished.But the nano-coloring material dyestuff content low (＜8%), the solid content low (＜15%) that make by this method of BASF AG, the dispersion properties of product nano-coloring material, fast light weathering resistance, package stability all fail to reach ideal effect in addition.
Summary of the invention
The technical problem to be solved in the present invention is in order to overcome technological deficiency recited above, a kind of low cost is provided, have good color color developing and tinctorial strength, have the preparation method of nano-coloring material aqueous dispersions of the advantage such as water tolerance, alkali resistance, photostabilization, weathering resistance, thermotolerance, resistance to migration of high performance pigments again.
In order to solve technical problem recited above, the present invention takes following technical scheme:
The invention provides a kind of preparation method of nano-coloring material aqueous dispersions, the steps include: common dye or common pigments are made by mini-emulsion polymerization-core-shell copolymerized reaction.
As a kind of preferred embodiment, the concrete steps of preparation nano Water dispersion comprise:
A, preparation prepolymer seeds:
A, with 0.1～5 part emulsifying agent, add 0.1～5 part of PH conditioning agent, be dissolved in 50～300 parts the deionized water, form aqueous phase solution;
After b, two or more vinyl monomer, 1～10 part of acrylate that stopper is removed in 10～50 parts of distillations mix, adds 0.5～10 part of common dye compatible, 0.1～0.5 part of nucleation accelerating agent, dissolve afterwards fully as oil-phase solution with system;
C, aqueous phase solution and oil-phase solution is mixed stirs 15～30min with rotating speed 1200～1600rpm under 20～25 ℃, all change into miniemulsion by the high pressure microfluidic devices then under 0～5 ℃ of cooling;
D, miniemulsion is moved into reactor, be warming up to 40～60 ℃ after filling the nitrogen deoxygenation, add 0.05～3 part of initiator, initiated polymerization keeping under 60～100 ℃ of constant temperature polymerization 1～10 hour, obtains prepolymer seeds;
B, preparation shell polymerized emulsion:
Get 1～15 part of methacrylic ester, 1～10 part organosilane monomer, 0.5～5 part of vinylformic acid diol ester, add 10～50 parts of deionized waters, add 0.1～1 part of emulsifying agent and 0.1～0.5 part of initiator again, under-2～3 ℃ of coolings, stirred 20～30 minutes, obtain the shell polymerized emulsion with rotating speed 500～1000rpm;
C, hud polymerization reaction:
Prepolymer seeds is dropped in the reactor, drip the shell polymerized emulsion, the dropping time is 0.5～1 hour, guarantees with starvation reinforced, dropwise the back and continue reaction end reaction after 2～3 hours, obtain nano-coloring material aqueous dispersions behind the filtering and impurity removing at 65～70 ℃.
Wherein, in a step, emulsifying agent is a sodium laurylsulfonate; The PH conditioning agent is NaHCO
3Solution or ammoniacal liquor.
In the b step, vinyl monomer is vinylbenzene, Vinylstyrene, vinylidene chloride; Acrylate is methyl acrylate or ethyl ester, methyl methacrylate or ethyl ester; Common dye is an ahthraquinone disperse dye; Nucleation accelerating agent is the ps particle of molecular weight 20000～70000.This ahthraquinone disperse dye is Disperse Red, DISPERSE YELLOW, EX-SF DISPERSE BLUE EX-SF 300 or Disperse Green solvent dye or hydrophobic dyestuff.
In the B step, methacrylic ester is methacrylic acid, methyl methacrylate or hydroxyl ethyl ester; Organosilane monomer is octamethylcyclotetrasiloxane, gamma-methyl allyl acyloxypropyl trimethoxysilane; The vinylformic acid diol ester is Ethylene glycol dimethacrylate, 1,4 butanediol diacrylate; Emulsifying agent is OP-10.
This initiator is Potassium Persulphate or ammonium persulphate.As a kind of preferred version, before initiator adds, earlier initiator is dissolved in the deionized water of 3-150 part.
The present invention utilizes Si in the organosilicon polymer-O bond energy (450kJ/tool) much larger than C-C bond energy (345kJ/tool) and C-O bond energy (351kJ/tool), has good thermotolerance, ultraviolet resistance and weathering resistance, durability in oxidative degradation.Surface of silicone resin can be low, and coating is difficult for laying dust, has anti-stain characteristic, hydrophobicity.Acrylic resin is the hydrocarbon polymer that main chain does not contain or do not contain substantially unsaturated structure, have excellent film-forming properties, weathering resistance and ornamental, the organo-siloxane that mini-emulsion polymerization obtains-vinylformic acid core-shell emulsion has the resin of the two premium properties and well transparent concurrently, the nano-coloring material aqueous dispersions of making has the excellent colour characteristics (as good color color developing and tinctorial strength) of dyestuff, has good water tolerance, photostabilization, weathering resistance, thermotolerance, resistance to migration again.
Embodiment
Because miniemulsion drop interface is a tensio-active agent to be covered incompletely, vinylbenzene (St) is stronger to the solvability of most hydrophobic dyestuff, and has higher hydrophobic nature and be more suitable in implementing the mini-emulsion polymerization reaction, selects vinylbenzene as main monomer; On S vinylbenzene basis, introduce an amount of strong vinylformic acid of polar monomer wetting ability or ester, like this because the more high-hydrophilic of polar monomer and the high hydrophobic of dyestuff, under the two effect, to make the inside of most of dyestuff imbedded particle after the polyreaction, polar polymer then is positioned at the top layer of particle, and can play the effect to the nano-coloring material improving particle surface.
Must carry out the crosslinked of appropriateness to nanometer polymer, the crosslinked of polymkeric substance can significantly reduce its free volume and produce polar polymer skin more closely, and significant inhibition and barrier effect are played in the migration that dye molecule and dyestuff are assembled mutually; Simultaneously, also will improve the heat-resistant stable of polymeric matrix itself greatly.
Secondly, in order to realize that nano-coloring material keeps the outstanding colour characteristics of dyestuff, just must obtain the nano-coloring material particle that particle is regular, particle diameter is tried one's best little and homogeneous, make the dyestuff component that comprises in each transparent polymer matrix particle play the chromophoric function of keyed jointing in the similar polymeric dye molecule by nanometer size effect.
Utilize the organosilicon polymer surface energy low, coating is difficult for laying dust, has anti-stain characteristic, hydrophobicity, has good thermotolerance, ultraviolet resistance and weathering resistance, durability in oxidative degradation; Acrylic resin is the hydrocarbon polymer that main chain does not contain or do not contain substantially unsaturated structure, have excellent film-forming properties, weathering resistance and ornamental, realize that by the nanometer size effect that mini-emulsion polymerization, core-shell copolymerized acquisition particle diameter nano-coloring material particle as far as possible little, the regular homogeneous of particle are showed nano-coloring material has outstanding colour characteristics, have good water tolerance, photostabilization, weathering resistance, thermotolerance again.
Nano-coloring material aqueous dispersions median size of the present invention is less than 100nm, and polydispersity index has high granularity uniformity less than 0.1; The present invention adopts mini-emulsion polymerization-core-shell copolymerized preparation, and pigment or dyestuff and suitable nanometer polymer are combined securely by chemical mode, has excellent in storage stability; Owing to introduce organosilicon/acrylate copolymer, have good water tolerance, photostabilization, weathering resistance, thermotolerance.Nano-coloring material aqueous dispersions of the present invention is applicable to that color inkjet printing ink, color monitor colored filter coloured coating, water color ink, water-based UV mill base, makeup and expensive goods are with painted toner etc.
Nano-coloring material aqueous dispersions performance test methods of the present invention:
(1) the package stability testing method of nano-coloring material aqueous dispersions: sample places constant temperature oven interior (temperature is controlled at 50 ± 2 ℃) to place 30 days, or normal temperature left standstill 90 days, observe and flocculation, throw out whether to occur or to divide water etc., as do not have above-mentioned phenomenon and be chosen as outstanding.
(2) test of the fast light weathering resistance of nano-coloring material aqueous dispersions and evaluation method: at first nano-coloring material is made colour film separately, and compare with colour film that corresponding dyestuff is made.0.01 part of dyestuff dissolving part dehydrated alcohol of being in is joined in 20 parts the polyvinyl alcohol water solution of 15%wt, and thorough mixing is even, obtains to film mill base.Containing in the polyvinyl alcohol water solution of 15%wt that the identical nano-coloring material of same dyestuff content directly joins 20 parts, thorough mixing is even, also obtains to film mill base.
Utilize gyroscope that the mill base of filming is applied on the hard paper, dry back obtains the colour film separately of uniform film thickness unanimity.Colour film was positioned over ATLAS-UV 2000 ageing device Continuous irradiation 200 hours, and the aberration (Δ E) of colour film with irradiation before and after the desk-top aberration spectrophotometer Datacolor 600 test colour films, Δ E value is more little, represents that fast light weathering resistance is good more then.
The present invention is further illustrated below by embodiment:
Embodiment 1:
(1) preparation of prepolymer seeds
With the sodium laurylsulfonate of 1.43g, add the 0.22g sodium bicarbonate, be dissolved in the 220g deionized water, as aqueous phase solution; After 35g distilled the styrene-based monomers of removing stopper and 4.2g Vinylstyrene, 4.5g methyl methacrylate in advance and mix, add 3g dispersed dye C.I. solvent red 146,0.35g nucleation accelerating agent, stir fully the dissolving back as oil-phase solution; It is mixed to pour aqueous phase solution into oil-phase solution, is 1200rpm high-speed stirring 20 minutes through rotating speed at room temperature, all changes into miniemulsion by the high pressure microfluidic devices then under 0～5 ℃ of cooling; Miniemulsion is moved into reactor, feed and be warming up to 60 ℃ after nitrogen removes deoxidation, add 0.35g Potassium Persulphate (Potassium Persulphate is dissolved in earlier in the 110g deionized water), initiated polymerization keeps 65～67 ℃ of isothermal reaction polymerizations 1.5 hours, obtains prepolymer seeds;
(2) preparation of shell polymerized emulsion
Get gamma-methyl allyl acyloxypropyl trimethoxysilane, 1.2g Ethylene glycol dimethacrylate, the adding 35g deionized water of 5.5g hydroxyethyl methylacrylate, 3.5g, add 0.5g emulsifier op-10 and 0.35g Potassium Persulphate again, under cooling about 0 ℃, obtained the shell polymerized emulsion in 25 minutes with rotating speed 1000rpm stirring.
(3) hud polymerization reaction
Prepolymer seeds is dropped in the reactor, drip the shell polymerized emulsion, the dropping time was controlled in 1 hour, guaranteed to feed in raw material with starvation, dropwised the back and finished after 3 hours to react 65～67 ℃ of continuation reactions.In polymerization process, sampling detects the conversion of monomer situation by gas chromatograph, has the back stopped reaction up to definite monomer-free.Filtration under diminished pressure obtains red nano coloring material aqueous dispersions 300.5g after removing large granular impurity, and wherein solid content is 20.2%wt.
Embodiment 2:
According to embodiment 1, change oil phase 4.5g dispersed dye C.I. solvent yellow 189 in the mini-emulsion polymerization reaction, all the other prescriptions are identical with embodiment 1 with technology, finally obtain Yellow nanometer water dispersion 301.5g, and wherein solid content is 20.5%wt.
Embodiment 3:
According to embodiment 1, change oil phase 1.8g dispersed dye C.I. solvent green 28 in the mini-emulsion polymerization reaction, all the other prescriptions are identical with embodiment 1 with technology.Finally obtain Preen nono aqueous dispersion 298.5g, wherein solid content is 19.6%wt.
Embodiment 4:
According to embodiment 1, change oil phase 5.5g dispersed dye C.I. solvent blue 45 in the mini-emulsion polymerization reaction, all the other prescriptions are identical with embodiment 1 with technology.Finally obtain blue nano Water dispersion 302g, wherein solid content is 20.8%wt.
The nano-coloring material aqueous dispersions of above-mentioned four prepared acquisitions of embodiment shows excellent characteristic (seeing Table 1), and dyestuff contrast corresponding with it improves fast light weathering resistance (seeing Table 2) greatly.
The character of the nano-coloring material aqueous dispersions that four embodiment of table 1 make
| Sample | Median size (nm) | Size distribution (polydispersity index) | Surface tension (30 ℃ of mN/m) | Package stability (storing 50 days for 50 ± 2 ℃) |
| Embodiment 1 | 72.6 | 0.0856 | 54.6 | Excellent |
| Embodiment 2 | 90.2 | 0.0625 | 53.8 | Excellent |
| Embodiment 3 | 82.6 | 0.0743 | 55.2 | Excellent |
| Embodiment 4 | 89.5 | 0.0358 | 58.6 | Excellent |
Table 2: four embodiment compare with the fast light weathering resistance that corresponding dyestuff prepares colour film
| Sample | Embodiment 1 | Comparative Examples 1 | Embodiment 2 | Comparative Examples 2 | Embodiment 3 | Comparative Examples 3 | Embodiment 4 | Comparative Examples 1 |
| Aberration Δ E | 1.86 | 10.21 | 0.56 | 4.36 | 1.36 | 8.67 | 2.32 | 14.05 |
Wherein, the dispersed dye C.I. solvent red 146 of Comparative Examples 1; The dispersed dye C.I. solvent yellow 189 of Comparative Examples 2; The dispersed dye C.I. solvent green 28 of Comparative Examples 3; The dispersed dye C.I. solvent blue 45 of Comparative Examples 4.
Although the present invention has done to describe in detail and quoted embodiment as proof, for those of ordinary skill in the art, obviously various schemes, modification and the change that can make according to above-mentioned explanation all should be included within the scope of claim.
Claims (7)
1, a kind of preparation method of nano-coloring material aqueous dispersions the steps include: common dye or common pigments are made by mini-emulsion polymerization-core-shell copolymerized reaction.
2, preparation method as claimed in claim 1 is characterized in that: the concrete steps of preparation nano Water dispersion comprise:
A, preparation prepolymer seeds:
A, with 0.1～5 part emulsifying agent, add 0.1～5 part of PH conditioning agent, be dissolved in 50～300 parts the deionized water, form aqueous phase solution;
After b, two or more vinyl monomer, 1～10 part of acrylate that stopper is removed in 10～50 parts of distillations mix, adds 0.5～10 part of common dye compatible, 0.1～0.5 part of nucleation accelerating agent, dissolve afterwards fully as oil-phase solution with system;
C, aqueous phase solution and oil-phase solution is mixed stirs 15～30min with rotating speed 1200～1600rpm under 20～25 ℃, all change into miniemulsion by the high pressure microfluidic devices then under 0～5 ℃ of cooling;
D, miniemulsion is moved into reactor, be warming up to 40～60 ℃ after filling the nitrogen deoxygenation, add 0.05～3 part of initiator, initiated polymerization 60～100 ℃ of following polymerizations 1～10 hour, obtains prepolymer seeds;
B, preparation shell polymerized emulsion:
Get 1～15 part of methacrylic ester, 1～10 part organosilane monomer, 0.5～5 part of vinylformic acid diol ester, add 10～50 parts of deionized waters, add 0.1～1 part of emulsifying agent and 0.1～0.5 part of initiator again, under-2～3 ℃ of coolings, stirred 20～30 minutes, obtain the shell polymerized emulsion with rotating speed 500～1000rpm;
C, hud polymerization reaction:
Prepolymer seeds is dropped in the reactor, drip the shell polymerized emulsion, the dropping time is 0.5～1 hour, guarantees with starvation reinforced, dropwise the back and continue reaction end reaction after 2～3 hours, obtain nano-coloring material aqueous dispersions behind the filtering and impurity removing at 65～70 ℃.
3, preparation method as claimed in claim 2 is characterized in that: in a step, emulsifying agent is a sodium laurylsulfonate; The PH conditioning agent is NaHCO
3Solution or ammoniacal liquor.
4, preparation method as claimed in claim 2 is characterized in that: in the b step, vinyl monomer is vinylbenzene, Vinylstyrene, vinylidene chloride; Acrylate is methyl acrylate or ethyl ester, methyl methacrylate or ethyl ester; Common dye is an ahthraquinone disperse dye; Nucleation accelerating agent is the ps particle of molecular weight 20000～70000.
5, preparation method as claimed in claim 4 is characterized in that: described ahthraquinone disperse dye is Disperse Red, DISPERSE YELLOW, EX-SF DISPERSE BLUE EX-SF 300 or Disperse Green solvent dye or hydrophobic dyestuff.
6, preparation method as claimed in claim 2 is characterized in that: in the B step, methacrylic ester is methacrylic acid, methyl methacrylate or hydroxyl ethyl ester; Organosilane monomer is octamethylcyclotetrasiloxane, gamma-methyl allyl acyloxypropyl trimethoxysilane; The vinylformic acid diol ester is Ethylene glycol dimethacrylate, 1,4 butanediol diacrylate; Emulsifying agent is OP-10.
7, preparation method as claimed in claim 2 is characterized in that: described initiator is Potassium Persulphate or ammonium persulphate.
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Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101787100A (en) * | 2010-02-10 | 2010-07-28 | 黄山加佳科技有限公司 | Synthesis technology of water-emulsion fluorescent pigment |
| CN103421351A (en) * | 2012-05-14 | 2013-12-04 | 珠海莱茵柯电子有限公司 | Water-based color paste and preparation method thereof |
| CN103526570A (en) * | 2013-10-18 | 2014-01-22 | 江南大学 | Preparation method of pigment ink for ultraviolet cured inkjet printing |
| CN104693840A (en) * | 2013-12-06 | 2015-06-10 | 上海华明高技术（集团）有限公司 | Environment-friendly nanometer pigment water-borne dispersion and preparation method thereof |
| CN105899619A (en) * | 2014-01-29 | 2016-08-24 | 陶氏环球技术有限责任公司 | Anthraquinone dye used for a color filter of an lcd |
| WO2017112992A1 (en) * | 2015-12-29 | 2017-07-06 | Natura Cosméticos S.A. | Composition of butyl methoxydibenzoilmethane, diethylamino hydroxybenzoil hexyl benzoate, ethyl-hexyl salycilate, homosalate and octocrylene nanoencapsulated in a polymeric thin film nanostructure |
| WO2017112993A1 (en) * | 2015-12-29 | 2017-07-06 | Natura Cosméticos S.A. | Method for producing a thin-film nanostructure composed of a polymeric amphiphilic blend with a high concentration of the organic core as a u.v. protection filter |
| CN108716141A (en) * | 2018-04-26 | 2018-10-30 | 浙江理工大学 | A kind of high resistance to settling, the pigment Nano capsule coating of high color depth, preparation method and application |
| CN110591413A (en) * | 2019-08-09 | 2019-12-20 | 温州职业技术学院 | Preparation method of photodegradation-resistant, dust-free and easy-to-disperse organic pigment solid color paste |
| CN111171220A (en) * | 2020-02-17 | 2020-05-19 | 厦门市圣格包装制品有限公司 | Preparation method of water-based pigment dispersion and water-based ink |
| CN112048034A (en) * | 2020-08-17 | 2020-12-08 | 广东恒和永盛实业有限公司 | Antibacterial acrylic emulsion for water-based pigment and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101787100A (en) * | 2010-02-10 | 2010-07-28 | 黄山加佳科技有限公司 | Synthesis technology of water-emulsion fluorescent pigment |
| CN103421351A (en) * | 2012-05-14 | 2013-12-04 | 珠海莱茵柯电子有限公司 | Water-based color paste and preparation method thereof |
| CN103421351B (en) * | 2012-05-14 | 2014-10-22 | 珠海莱茵柯电子有限公司 | Water-based color paste and preparation method thereof |
| CN103526570A (en) * | 2013-10-18 | 2014-01-22 | 江南大学 | Preparation method of pigment ink for ultraviolet cured inkjet printing |
| CN103526570B (en) * | 2013-10-18 | 2015-06-24 | 江南大学 | Preparation method of pigment ink for ultraviolet cured inkjet printing |
| CN104693840A (en) * | 2013-12-06 | 2015-06-10 | 上海华明高技术（集团）有限公司 | Environment-friendly nanometer pigment water-borne dispersion and preparation method thereof |
| CN104693840B (en) * | 2013-12-06 | 2016-10-05 | 上海华明高技术（集团）有限公司 | Environment-friendly type nano coloring material aqueous dispersions and preparation method thereof |
| CN105899619A (en) * | 2014-01-29 | 2016-08-24 | 陶氏环球技术有限责任公司 | Anthraquinone dye used for a color filter of an lcd |
| WO2017112992A1 (en) * | 2015-12-29 | 2017-07-06 | Natura Cosméticos S.A. | Composition of butyl methoxydibenzoilmethane, diethylamino hydroxybenzoil hexyl benzoate, ethyl-hexyl salycilate, homosalate and octocrylene nanoencapsulated in a polymeric thin film nanostructure |
| WO2017112993A1 (en) * | 2015-12-29 | 2017-07-06 | Natura Cosméticos S.A. | Method for producing a thin-film nanostructure composed of a polymeric amphiphilic blend with a high concentration of the organic core as a u.v. protection filter |
| CN108716141A (en) * | 2018-04-26 | 2018-10-30 | 浙江理工大学 | A kind of high resistance to settling, the pigment Nano capsule coating of high color depth, preparation method and application |
| CN108716141B (en) * | 2018-04-26 | 2020-09-29 | 浙江理工大学 | High-settling-resistance and high-color-depth pigment nanocapsule coating, and preparation method and application thereof |
| CN110591413A (en) * | 2019-08-09 | 2019-12-20 | 温州职业技术学院 | Preparation method of photodegradation-resistant, dust-free and easy-to-disperse organic pigment solid color paste |
| CN111171220A (en) * | 2020-02-17 | 2020-05-19 | 厦门市圣格包装制品有限公司 | Preparation method of water-based pigment dispersion and water-based ink |
| CN111171220B (en) * | 2020-02-17 | 2022-04-12 | 厦门市圣格包装制品有限公司 | Preparation method of water-based pigment dispersion and water-based ink |
| CN112048034A (en) * | 2020-08-17 | 2020-12-08 | 广东恒和永盛实业有限公司 | Antibacterial acrylic emulsion for water-based pigment and preparation method thereof |
| CN112048034B (en) * | 2020-08-17 | 2022-11-08 | 广东恒和永盛集团有限公司 | Antibacterial acrylic emulsion for water-based pigment and preparation method thereof |
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Application publication date: 20090722 |