CN109181402A - A kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant - Google Patents
A kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant Download PDFInfo
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- CN109181402A CN109181402A CN201810951574.5A CN201810951574A CN109181402A CN 109181402 A CN109181402 A CN 109181402A CN 201810951574 A CN201810951574 A CN 201810951574A CN 109181402 A CN109181402 A CN 109181402A
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/03—Printing inks characterised by features other than the chemical nature of the binder
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F2/00—Processes of polymerisation
- C08F2/38—Polymerisation using regulators, e.g. chain terminating agents, e.g. telomerisation
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/12—Esters of monohydric alcohols or phenols
- C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
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Abstract
The invention discloses a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant, product is realized in two steps, synthesizes polymer electrolyte acrylic resin liquid by emulsion polymerization first, and second step adds surfactant compound after passing through, obtains patent target product；It is mainly used in water-based ink, water paint, the fields such as water-based ink, such dispersing agent belongs to watersoluble modified acrylic acid resin type hyper-dispersant, all kinds of inorganic, organic pigment can be dispersed, enable pigment is permanently effective to be stably dispersed in water, dispersion particle diameter reaches Nano grade, coloring for water paint, water-based ink, water-based ink provides a strong guarantee, it is coating, the core technology of ink Water-borne modification；In terms of application field, this patent is related to application test of the patented product in water-based ink field, the following ink will develop to the direction of real environmental protection, the water-based ink of real VOC free discharge, and more environmentally protective packages printing ink can just meet the trend of Vehicles Collected from Market development.
Description
Technical field
The present invention relates to watersoluble modified acrylic acid type hyper-dispersant technical field more particularly to a kind of watersoluble modified propylene
The preparation method of acid resin type hyper-dispersant.
Background technique
With the reinforcement of environmental protection legislation, coating, ink, the Water-borne modification process of paint is just accelerated to promote and update, special
It is not printing ink, according to statistics, America Plastic prints ink, has had 80% water-based ink used above, although China falls behind
In American-European countries, but water-based ink development in recent years is also very fast, the yield of water-based ink account for the share of total ink via
8% or so several years ago is promoted to 15%, for the core technology of pigment dispersion, water-base resin type dispersing agent rely on substantially into
Mouthful, domestic such product still can not be self-produced.
In traditional ink, primary solvent is mineral oil in offset ink, and the fragrance of high level is contained in some mineral oil
The hydrocarbon component gradually uses in the industry the mineral oil for being entirely free of aromatic hydrocarbon instead；The aromatic hydrocarbon of ink mineral oil in fluid is reduced or is disappeared,
It not can avoid the influence of VOCs still, the plant oil-based ink that part mineral oil is replaced by vegetable oil such as soya-bean oil then occur, by
In the opposite reduction of VOCs, the air pollution of machine room can also mitigate；Another kind of traditional ink, used in solvent-based ink
Organic solvent includes first benzene kind solvent, ketones solvent, esters solvent and alcohols solvent etc., suitable for answering for various plastic films
Printing, surface printing are closed, the packages printing in the fields such as food, medicine, amenities is mainly directed towards.And with environmentally friendly in recent years
It is required that further increase, the requirement on ink also embody a concentrated reflection of no toluene, low VOCs discharge, it is low migration and safety defend
It is raw etc.；The use of first benzene kind solvent, ketones solvent gradually decreases, and turns to more environmentally-friendly esters solvent and alcohols solvent,
Reduce the load to environment.
The invention patent aims to solve the problem that the Key technique problem of water-based ink, the dispersion of aqueous pigment, in water-based ink
In, traditional aqueous pigment dispersion resin, there are two types of synthesis mode, one kind is solvent polymeric, is introduced in synthesis process a large amount of molten
Agent, VOCs is exceeded in production process, and ink stability is poor after dispersing pigment, and later period thickening, another kind is bulk polymerization, effectively
Solves the problems, such as VOCs, ink stability also greatly improves, but severe reaction conditions, high-temperature high-voltage reaction, and the later period must be into
Row vacuum volatilization, to resin producer, production equipment proposes very high request.The present invention is intended to provide it is a kind of simple, it utilizes
Conventional emulsions synthesis reaction vessel can synthetic method, technique and formula.
Summary of the invention
The purpose of the present invention is to solve disadvantages existing in the prior art, and propose.
To achieve the goals above, present invention employs following technical solutions:
A kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant, which comprises the following steps:
S1, lotion synthesis:
(1) by a certain amount of deionized water, initiator, emulsifier is put into reaction kettle in batches, is warming up to emulsion polymerization
Temperature obtains solution A；
(2) in head tank, vinyl monomer, molecular weight regulator is uniformly mixed, solution B is obtained；
(3) in certain temperature range, solution B is added drop-wise in solution A, is at the uniform velocity dripped in 90~120min, is kept the temperature
60~90min is cooled to certain temperature, and it is 8.0~9.0 that pH adjusting agent, which is added, and adjusts the pH value of reaction solution, filters, packaging obtains
To the target resin liquid C of certain viscosity；
The weight percent of reactant each component in this system are as follows: vinyl monomer 25~35%, initiator 0.1~
1.5%, molecular weight modifier agent 0.1~0.5%, emulsifier 0~1.5%, pH adjusting agent 5~10%, surplus are deionized water.
S2, lotion are compounded with surfactant:
(1) it by the surfactant of resin liquid C and screening obtained by upper step, is uniformly mixed in a heated condition, stirring one
It fixes time, adds the related auxiliaries such as defoaming agent, obtain the transparent resin liquid D of certain viscosity.
(2) cooling, filtering, obtains watersoluble modified acrylic acid resin type hyper-dispersant.
The weight percent of reactant each component in this system are as follows: resin liquid C 85~95%, surfactant 5~
15%, defoaming agent 0.1~1%.
Lotion synthesis, in vinyl monomer, the vinyl monomer with carboxylic group account for monomer total amount 20~
35%；Other vinyl monomers account for the 65~75% of monomer total amount.
Lotion synthesis, in vinyl monomer, which is characterized in that the vinyl monomer with carboxylic group be acrylic acid,
Methacrylic acid, or both mixture, methacrylic acid.
Lotion synthesis, in vinyl monomer, which is characterized in that other vinyl monomers be methyl acrylate,
Ethyl acrylate, butyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, butadiene, benzene
One of ethylene and N-phenylmaleimide or more than one mixtures, ethyl acrylate.
In lotion synthesis, the initiator is ammonium persulfate or potassium peroxydisulfate, ammonium persulfate, the lotion and table
In the compounding of face activating agent, defoaming agent is conventional mineral oil or organic silicon defoamer.
In the lotion synthesis, which is characterized in that the molecular weight regulator is primary DDM dodecyl mercaptan, 12 carbon sulphur of uncle
Alcohol, benzoic acid n-dodecyl mercaptan ester, beta-phenyl β-n-dodecane sulfenyl ethyl phenyl ketone, two fragrant acyl disulphide and 3-
Any one of mercaprol.
The emulsifier is acrylamido sodium isopropyl xanthate, the extraordinary ether alcohol sulfate containing allyl, double bond containing
Alcohol ether sulfenyl succinate sodium salt, vinyl phosphoric acid sodium, 2- allyl ether 3- hydroxy propane -1- sodium sulfonate, allyl ether hydroxyl
Any one of propane sulfonic acid sodium and allyl polyether sulfate type anionic surfactant do not add.
The pH adjusting agent is monoethanolamine, diethanol amine, triethanolamine, N, N- dimethylethanolamine, N, N- diethyl
The ammonium hydroxide or above-mentioned raw material mixture that ethanol amine or mass percent are 25%,
In the lotion synthesis, reaction temperature is 80~88 DEG C, and any one one kind of the claim 1~13 is aqueous
The watersoluble modified acrylic acid resin type hyper-dispersant system of the method preparation of the preparation method of acrylic resin modified type hyper-dispersant
Preparation Method, raw material, in the compounding of the lotion and surfactant, mixing time is 120 minutes.
In the compounding of the lotion and surfactant, heating temperature is 60~65 DEG C, the lotion and surfactant
Compounding in, surfactant is anionic, non-ionic or anionic and nonionic type surfactant, and non-ionic surface is living
Property agent, such as: alkyl phenol polyoxyethylene ether, high-carbon fatty alcohol polyoxyethylene ether, polyoxyethylene carboxylate, fatty acid methyl ester second
Oxygroup compound, the ethylene oxide adduct of polypropylene glycol, non-ion fluorin carbon surface active agent, wherein EO or PO value is 10~80
Between, 80EO.
Compared with prior art, the beneficial effects of the present invention are:
Disperse matrix resin in the present invention to synthesize using emulsion polymerization, synthesis device is required to reduce, formula adjustability is big
For enhancing, easily design can be calculated by FOX formula and obtain the lotion of different glass temperature, conveniently added and add deduct
Few all kinds of response type auxiliary agents, in the second segment process, surface-active used in dispersion aids can require to carry out very according to different application
Flexible selection, therefore, the invention patent aim at providing the synthesis technology and method of such aqueous dispersion, it is not specific which
Specific formula is required as protection.
Specific embodiment
Below in conjunction with the embodiment of the present invention, technical scheme in the embodiment of the invention is clearly and completely described,
Obviously, described embodiments are only a part of the embodiments of the present invention, instead of all the embodiments.
Embodiment 1: it by 614 grams of deionized water, 5 grams of water soluble starter Ammonium Persulfate 98.5, is added to thermometer, returns
Flow condenser, Dropping feeder, stirring four-hole boiling flask in, be warming up to 85 DEG C.75 grams of methacrylic acid, third are added in head tank
225 grams of e pioic acid methyl ester, 6 grams of molecular weight regulator 3- mercaprol.It is added dropwise in flask within the scope of 80 DEG C~85 DEG C of temperature,
Time for adding is 90 minutes.After dripping, 120 minutes are kept the temperature, is added 75 grams of monoethanolamine, the pH value for adjusting lotion is 8.5 left
The right side keeps the temperature 30 minutes, preceding aim resin liquid C1 is prepared.
90 grams of target resin liquid C1 is taken, 0 gram of surfactant, 0.05 gram of defoaming agent DC-65,65 DEG C are stirred 120 points
Clock is uniformly mixed, and is stood 24 hours, is obtained aqueous hyper-dispersant D1, for use.
Take 90 grams of target resin liquid C1,0.05 gram, 65 DEG C of 10 grams of surfactant A EO-9 (9EO), defoaming agent DC-65
Stirring 120 minutes is uniformly mixed, and is stood 24 hours, is obtained aqueous hyper-dispersant D2, for use.
Take 90 grams of target resin liquid C1,0.05 gram of 10 grams of surfactant NP-40 (40EO), defoaming agent DC-65,65
DEG C stirring 120 minutes, be uniformly mixed, stand 24 hours, obtain aqueous hyper-dispersant D3, for use.
Take 90 grams of target resin liquid C1,0.05 gram, 65 DEG C of 10 grams of surfactant F-68 (80EO), defoaming agent DC-65
Stirring 120 minutes is uniformly mixed, and is stood 24 hours, is obtained aqueous hyper-dispersant D4, for use.
Embodiment 2: it by 605 grams of deionized water, 5 grams of water soluble starter Ammonium Persulfate 98.5, is added to thermometer, returns
Flow condenser, Dropping feeder, stirring four-hole boiling flask in, be warming up to 85 DEG C.75 grams of methacrylic acid, first are added in head tank
225 grams of base methyl acrylate, 15 grams of molecular weight regulator 3- mercaprol.In being added dropwise to burning within the scope of 80 DEG C~85 DEG C of temperature
In bottle, time for adding is 90 minutes.After dripping, 120 minutes are kept the temperature, 75 grams of neutralizer monoethanolamine is added, adjusts lotion
PH value is 8.5 or so, keeps the temperature 30 minutes, preceding aim resin liquid C5 is prepared.
Take 90 grams of target resin liquid C5,0.05 gram, 65 DEG C of 10 grams of surfactant F-68 (80EO), defoaming agent DC-65
Stirring 120 minutes is uniformly mixed, and is stood 24 hours, is obtained aqueous hyper-dispersant D5, for use.
Embodiment 3: other same as Example 2, neutralizer is changed to AMP-95 amine, obtains aqueous hyper-dispersant D6.
Embodiment 4: other same as Example 2, neutralizer is changed to 25% ammonium hydroxide, obtains aqueous hyper-dispersant D7.
Embodiment 5: by 600 grams of deionized water, 5 grams of water soluble starter Ammonium Persulfate 98.5,5 grams of COPS-1, it is added to band
Have thermometer, reflux condenser, Dropping feeder, stirring four-hole boiling flask in, be warming up to 85 DEG C.Methyl-prop is added in head tank
75 grams of olefin(e) acid, 225 grams of styrene, 15 grams of molecular weight regulator 3- mercaprol.It is added dropwise within the scope of 80 DEG C~85 DEG C of temperature
In flask, time for adding is 90 minutes.After dripping, 120 minutes are kept the temperature, 75 grams of monoethanolamine is added, adjusts the pH of lotion
Value is 8.5 or so, keeps the temperature 30 minutes, preceding aim resin liquid C8 is prepared.
90 grams of target resin liquid C8,0.05 gram of 10 grams of surfactant F-68 (80EO), defoaming agent DC-65 are taken, is stirred
It is uniformly mixed, stands 24 hours, obtain aqueous hyper-dispersant D8, for use.
To sum up state Examples 1 to 5, the aqueous hyper-dispersant D1~D8 of gained, gained associated technical parameters such as the following table 1:
Embodiment 6: preparing water-based ink mill base E for the aqueous hyper-dispersant of above-mentioned gained, related to foreign countries aqueous point similar
It dissipates resin liquid and carries out distributed test comparative study, concrete operations are as follows:
Water-based ink mill base specific formula such as the following table 2:
First group of patented product and similar imported product Comparison study (dispersion aids is different)
Table 3:
As can be seen from Table 3, dispersion aids has a great impact to the peptizaiton of patented product hyper-dispersant, and feature is
In black ink, in the presence of there is no dispersion aids, or even to black without dispersibility, meanwhile, can intuitively it feel
It arrives, in a certain range, with the increase of EO or PO value, color paste viscosity, gloss is clearly better, and dispersibility is remarkably reinforced, and works as EO
Or PO value, when reaching 80 or so, effect is very close with imported product.
Second group of patented product and similar imported product Comparison study (neutralizer amine is different) table 4:
As can be seen from Table 4, different neutralizer amines influences less hyper-dispersant on pigment-dispersing, but influences color
Shelf stability is starched, behaving oneself best is AMP-95 amine.
Third group patented product and similar imported product Comparison study (monomer is different) table 5:
As can be seen from Table 5, synthon removes hydrophilic monomer methacrylic acid, and other than acrylic acid, other monomers are with hydrophilic
Property decline, ultra-dispersed property dispersibility is decreased obviously, and for monomer hydrophily close in situation, polymer glass temperature is higher, gloss
It is higher.
Patented product hyper-dispersant dispersibility is influenced, there are many factor to affect of gloss, the important performances such as stability, implement
Example purpose is to point out crucial effect factor, but this does not represent content and method involved by patent and is not suitable for hyper-dispersant
Preparation, on the contrary, this is further demonstrated from side, by simple emulsion polymerization methods prepare the method for hyper dispersant with
Technique be it is feasible, patented product technique is to temperature, and the operating time, pressure etc. is of less demanding, and controllable operating is strong, raw material
It is from a wealth of sources, it is easy to get, patented product dispersion effect is good.
The foregoing is only a preferred embodiment of the present invention, but protection scope of the present invention be not limited to
This, anyone skilled in the art in the technical scope disclosed by the present invention, according to the technique and scheme of the present invention
And its inventive concept is subject to equivalent substitution or change, should be covered by the protection scope of the present invention.
Claims (10)
1. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant, which comprises the following steps:
S1, lotion synthesis:
(1) by a certain amount of deionized water, initiator, emulsifier is put into reaction kettle in batches, is warming up to emulsion polymerization temperature,
Obtain solution A；
(2) in head tank, vinyl monomer, molecular weight regulator is uniformly mixed, solution B is obtained；
(3) in certain temperature range, solution B is added drop-wise in solution A, is at the uniform velocity dripped in 90~120min, heat preservation 60~
90min is cooled to certain temperature, and it is 8.0~9.0 that pH adjusting agent, which is added, and adjusts the pH value of reaction solution, filters, packaging obtains one
Determine the target resin liquid C of viscosity；
The weight percent of reactant each component in this system are as follows: vinyl monomer 25~35%, initiator 0.1~1.5%,
Molecular weight modifier agent 0.1~0.5%, emulsifier 0~1.5%, pH adjusting agent 5~10%, surplus are deionized water.
S2, lotion are compounded with surfactant:
(1) it by the surfactant of resin liquid C and screening obtained by upper step, is uniformly mixed in a heated condition, one timing of stirring
Between, the related auxiliaries such as defoaming agent are added, the transparent resin liquid D of certain viscosity is obtained.
(2) cooling, filtering, obtains watersoluble modified acrylic acid resin type hyper-dispersant.
The weight percent of reactant each component in this system are as follows: resin liquid C 85~95%, surfactant 5~15%,
Defoaming agent 0.1~1%.
2. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the lotion synthesizes, and in vinyl monomer, the vinyl monomer with carboxylic group accounts for the 20~35% of monomer total amount；It is other
Vinyl monomer accounts for the 65~75% of monomer total amount.
3. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the lotion synthesizes, in vinyl monomer, which is characterized in that the vinyl monomer with carboxylic group is acrylic acid, methyl-prop
Olefin(e) acid, or both mixture, methacrylic acid.
4. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the lotion synthesizes, in vinyl monomer, which is characterized in that other vinyl monomers are methyl acrylate, acrylic acid
Ethyl ester, butyl acrylate, methyl methacrylate, ethyl methacrylate, butyl methacrylate, butadiene, styrene and
One of N-phenylmaleimide or more than one mixtures, ethyl acrylate.
5. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In in lotion synthesis, the initiator is ammonium persulfate or potassium peroxydisulfate, ammonium persulfate, the lotion and surface-active
In the compounding of agent, defoaming agent is conventional mineral oil or organic silicon defoamer.
6. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In in the lotion synthesis, which is characterized in that the molecular weight regulator is primary DDM dodecyl mercaptan, tert-dodecyl mercaptan, benzene first
Sour n-dodecyl mercaptan ester, beta-phenyl β-n-dodecane sulfenyl ethyl phenyl ketone, two fragrant acyl disulphide and 3- mercaprol
Any one of.
7. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the emulsifier is acrylamido sodium isopropyl xanthate, the extraordinary ether alcohol sulfate containing allyl, double bond containing alcohol ether sulphur
Base succinate sodium salt, vinyl phosphoric acid sodium, 2- allyl ether 3- hydroxy propane -1- sodium sulfonate, allyl ether hydroxy propane sulphur
Any one of sour sodium and allyl polyether sulfate type anionic surfactant do not add.
8. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the pH adjusting agent is monoethanolamine, diethanol amine, triethanolamine, N, N- dimethylethanolamine, N, N- diethyl ethylene diamine
Or ammonium hydroxide or above-mentioned raw material mixture that mass percent is 25%.
9. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In in the lotion synthesis, reaction temperature is 80~88 DEG C, any one one kind watersoluble modified third of the claim 1~13
The watersoluble modified acrylic acid resin type hyper-dispersant preparation method of the method preparation of the preparation method of olefin(e) acid resin type hyper-dispersant,
Raw material, in the compounding of the lotion and surfactant, mixing time is 120 minutes.
10. a kind of preparation method of watersoluble modified acrylic acid resin type hyper-dispersant according to claim 1, feature exist
In the compounding of, the lotion and surfactant, heating temperature is 60~65 DEG C, and the lotion is compounded with surfactant
In, surfactant is anionic, non-ionic or anionic and nonionic type surfactant, nonionic surface active agent,
Such as: alkyl phenol polyoxyethylene ether, high-carbon fatty alcohol polyoxyethylene ether, polyoxyethylene carboxylate, fatty acid methyl ester ethoxylation
Object, the ethylene oxide adduct of polypropylene glycol, non-ion fluorin carbon surface active agent, wherein EO or PO value between 10~80,
80EO。
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Cited By (3)
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| CN110183902A (en) * | 2019-06-04 | 2019-08-30 | 云浮市金莱昊化工有限公司 | A kind of aqueous intaglio printing ink and its preparation method and application |
| CN114806286A (en) * | 2022-05-27 | 2022-07-29 | 深圳市安力环保科技有限公司 | High-performance super-dispersion resin liquid and preparation method thereof |
| CN118048071A (en) * | 2024-03-14 | 2024-05-17 | 广东弘彩新材料有限公司 | Preparation method of water-based waterproof thermal sublimation ink for uncoated paper |
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