CN113045937A - Pigment paste for color photoresist and preparation method thereof - Google Patents
Pigment paste for color photoresist and preparation method thereof Download PDFInfo
- Publication number
- CN113045937A CN113045937A CN202110277928.4A CN202110277928A CN113045937A CN 113045937 A CN113045937 A CN 113045937A CN 202110277928 A CN202110277928 A CN 202110277928A CN 113045937 A CN113045937 A CN 113045937A
- Authority
- CN
- China
- Prior art keywords
- parts
- weight
- pigment
- agent
- color photoresist
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/48—Polyethers
- C08G18/4833—Polyethers containing oxyethylene units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
- C08G18/75—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic
- C08G18/751—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring
- C08G18/752—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group
- C08G18/753—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group
- C08G18/755—Polyisocyanates or polyisothiocyanates cyclic cycloaliphatic containing only one cycloaliphatic ring containing at least one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group containing one isocyanate or isothiocyanate group linked to the cycloaliphatic ring by means of an aliphatic group having a primary carbon atom next to the isocyanate or isothiocyanate group and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
-
- 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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/004—Pigment pastes, e.g. for mixing in paints containing an inorganic pigment
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Inorganic Chemistry (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
Abstract
The invention discloses a pigment paste for a color photoresist and a preparation method thereof, wherein the pigment paste is prepared from the following raw materials in parts by weight: 30-60 parts of pigment, 4-15 parts of dispersing agent, 2-10 parts of wetting agent, 0.5-1 part of defoaming agent, 0.3-0.6 part of pH regulator, 0.2-0.8 part of thickening agent and 30-50 parts of deionized water; the pigment color paste for the color photoresist has good stability, good dispersion performance and high tinting strength; the polyurethane dispersant polyethylene glycol water-soluble chain segment is used as a solvation chain segment, carboxyl salt ions and sulfonate ions (introduced by a chain extender) groups are introduced, the water-soluble chain segment is adsorbed on the surface of particles at multiple points to form electric double layer electrostatic repulsion, the dispersing performance is good, the polyurethane dispersant has good steric hindrance and a stabilizing effect, so that the polyurethane dispersant has a more excellent anti-settling effect, acts on praseodymium yellow pigment, can rapidly move to the surface of the praseodymium yellow pigment, and plays a good wetting protection role.
Description
Technical Field
The invention relates to the field of pigment color paste, in particular to pigment color paste for a color photoresist and a preparation method thereof.
Background
Color is a key device for realizing color display, so that the liquid crystal display realizes colorization, and the color directly determines the quality of color images of the display. Color photoresist is the most important material in color.
The color photoresist mainly comprises auxiliary components such as pigment color paste, monomers, resin and the like, the pigment color paste has high pigment dispersion stability, and the storage stability of the existing color photoresist pigment color paste needs to be improved urgently.
Disclosure of Invention
The invention provides a pigment paste for a color photoresist and a preparation method thereof.
The invention adopts the following technical scheme for solving the technical problems:
a pigment paste for a color photoresist is prepared from the following raw materials in parts by weight: 30-60 parts of pigment, 4-15 parts of dispersing agent, 2-10 parts of wetting agent, 0.5-1 part of defoaming agent, 0.3-0.6 part of pH regulator, 0.2-0.8 part of thickening agent and 30-50 parts of deionized water;
the dispersant is a polyurethane dispersant, and the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 15-25 parts by weight of PEG2000, 20-30 parts by weight of isophorone diisocyanate and 0.1-0.4 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 2-6 hours at 70-90 ℃;
s2, uniformly mixing 6-12 parts by weight of carboxyl-containing dihydric alcohol and 20-30 parts by weight of acetone, adding the mixture into S1, and reacting at 50-80 ℃ for 1-5 hours; adding 0.5-1 part by weight of triethanolamine for neutralization;
s3, cooling to room temperature, adding 10-20 parts by weight of chain extender, stirring uniformly, adding 2-6 parts by weight of end capping agent, and reacting at 70-90 ℃ for 50-90 min;
and S4, adding 40-80 parts by weight of deionized water into the S3, and uniformly mixing to obtain the polyurethane dispersant.
The inventor of the invention discovers in a large amount of researches that a prepolymer is synthesized by using PEG2000 and isophorone diisocyanate under the action of a catalyst stannous octoate, the prepolymer is reacted with carboxyl-containing dihydric alcohol, triethanolamine is adopted for neutralization, chain extender is adopted for chain extension, and a blocking agent is adopted for blocking, so that a polyurethane dispersant with excellent performance is obtained, a polyethylene glycol water-soluble chain segment of the polyurethane dispersant is used as a solvating chain segment, carboxyl salt ions and sulfonate ions (chain extender introduced) groups are introduced, and the polyurethane dispersant is adsorbed on the surface of particles in multiple points to form double electric layer electrostatic repulsion, so that the polyurethane dispersant has good dispersing performance, has good steric hindrance and stabilizing effect, has more excellent anti-settling effect, acts on praseodymium yellow pigment, can rapidly move to the surface of the praseodymium yellow pigment, and plays a good wetting protection role.
As a preferred scheme, the pigment paste for the color photoresist is prepared from the following raw materials in parts by weight: 46 parts of pigment, 10 parts of dispersing agent, 4 parts of wetting agent, 0.8 part of defoaming agent, 0.5 part of pH regulator, 0.5 part of thickening agent and 38.2 parts of deionized water.
As a preferable scheme, the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
As a preferable scheme, the chain extender is prepared from ethylenediamine ethanesulfonic acid sodium salt and hydrazine hydrate aqueous solution according to the weight ratio of 1: (0.4-1) compounding; the end capping agent is sodium bisulfite. The volume fraction of the hydrazine hydrate aqueous solution is 40%.
As a preferable scheme, the pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment comprises the following steps:
s11, calcining the praseodymium yellow pigment at 600-900 ℃ for 2-8 h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 2-5 parts by weight of silane coupling agent KH570 into 100-200 parts by weight of absolute ethyl alcohol to prepare a pretreatment liquid, adding 20-50 parts by weight of calcined praseodymium yellow pigment into the pretreatment liquid, and carrying out ultrasonic treatment at 400-800W for 20-40 min to obtain a mixed liquid;
s13, adding 10-20 parts by weight of acrylamide, 10-20 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 20-30 parts by weight of PEG1000 into a 500mL four-neck flask provided with a condensing reflux pipe, a stirrer, a dropping funnel, a thermometer and a nitrogen protection device, adding 2-8 parts by weight of dibenzoyl peroxide at the temperature of 60-85 ℃, and reacting for 1-5 hours to obtain a terpolymer liquid;
s14, dropwise adding the S12 mixed liquid into the S13 terpolymer liquid, adding 4-10 parts by weight of dibenzoyl peroxide, keeping the temperature at 70-90 ℃ for 0.5-2 h, carrying out ultrasonic treatment at 400-800W for 20-50 min, washing with deionized water for 2-4 times, filtering, and drying to obtain the modified praseodymium yellow pigment.
The inventor of the invention discovers in a large amount of researches that through adopting the method, the praseodymium yellow raw material is firstly calcined to remove impurities and hydroxyl on the surface, and then is pretreated by a silane coupling agent, so that the wettability of the praseodymium yellow raw material is effectively improved, the agglomeration phenomenon of the praseodymium yellow pigment is preliminarily improved, the praseodymium yellow pigment is converted from hydrophilicity to hydrophobicity and can be effectively dispersed in a medium, and then a terpolymer is synthesized to wrap the praseodymium yellow pigment on the surface, so that the wettability is further improved, the agglomeration phenomenon is reduced, stronger steric hindrance and electrostatic repulsion effect are generated among the praseodymium yellow pigments, and the praseodymium yellow pigment can be stored for a long time and has good stability and tinting strength retention.
As a preferable scheme, the wetting agent is one or more of glycerol, fatty alcohol-polyoxyethylene ether, fatty acid-polyoxyethylene ether phosphate and fatty alcohol-polyoxyethylene ether phosphate.
Preferably, the pH regulator is one or more of ethylamine, diethylamine, ethanolamine, triethanolamine and sodium hydroxide.
Preferably, the defoaming agent is a silicone defoaming agent.
Preferably, the thickener is one or more of magnesium aluminosilicate, fumed silica and HEC.
The invention also provides a preparation method of the pigment paste for the color photoresist, which comprises the following steps:
s21, uniformly stirring the mixture, the dispersing agent, the wetting agent and the deionized water at the rotating speed of 400-700 rpm by using a high-speed dispersion machine, adding the pigment, and uniformly stirring the mixture at the rotating speed of 800-1200 rpm to obtain a mixture;
and S22, grinding the mixture by using a sand mill until the particle size is less than 0.25 mu m, adding a defoaming agent, a pH regulator and a thickening agent, and uniformly stirring to obtain the pigment paste for the color photoresist.
The invention has the beneficial effects that: the pigment color paste for the color photoresist has good stability, good dispersion performance and high tinting strength; the polyurethane dispersant polyethylene glycol water-soluble chain segment is used as a solvation chain segment, carboxyl salt ions and sulfonate ions (introduced by a chain extender) groups are introduced, the water-soluble chain segment is adsorbed on the surface of particles at multiple points to form electric double layer electrostatic repulsion, the dispersing performance is good, the polyurethane dispersant has good steric hindrance and a stabilizing effect, so that the polyurethane dispersant has a more excellent anti-settling effect, acts on praseodymium yellow pigment, can rapidly move to the surface of the praseodymium yellow pigment, and plays a good wetting protection role.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are a part of the embodiments of the present invention, but not all of the embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
In the present invention, the parts are all parts by weight unless otherwise specified.
In the present invention, unless otherwise stated, the starting materials are commercially available.
Example 1
The pigment paste for the color photoresist is prepared from the following raw materials in parts by weight: 46 parts of pigment, 10 parts of dispersing agent, 4 parts of wetting agent, 0.8 part of defoaming agent, 0.5 part of pH regulator, 0.5 part of thickening agent and 38.2 parts of deionized water.
The dispersant is a polyurethane dispersant, and the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
The chain extender is prepared from ethylenediamine ethanesulfonic acid sodium salt and hydrazine hydrate aqueous solution according to the weight ratio of 1: 0.8 is compounded; the end capping agent is sodium bisulfite. The dihydric alcohol containing carboxyl is dimethylolbutyric acid.
The pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment comprises the following steps:
s11, calcining the praseodymium yellow pigment at 800 ℃ for 3h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 3 parts by weight of silane coupling agent KH570 into 120 parts by weight of absolute ethanol to prepare a pretreatment solution, adding 40 parts by weight of calcined praseodymium yellow pigment into the pretreatment solution, and performing 500W ultrasonic treatment for 30min to obtain a mixed solution;
s13, adding 15 parts by weight of acrylamide, 15 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 25 parts by weight of PEG1000 into a 500mL four-neck flask provided with a reflux condenser, a stirrer, a dropping funnel, a thermometer and a nitrogen protection device, adding 4 parts by weight of dibenzoyl peroxide at 80 ℃, and reacting for 2 hours to obtain a terpolymer liquid;
s14, dropwise adding the S12 mixed liquid into the S13 terpolymer liquid, adding 5 parts by weight of dibenzoyl peroxide, keeping the temperature at 80 ℃ for 1h, carrying out ultrasonic treatment at 500W for 35min, washing with deionized water for 3 times, filtering, and drying to obtain the modified praseodymium yellow pigment.
The humectant is glycerin.
The pH regulator is triethanolamine.
The defoaming agent is a BYK-024 defoaming agent.
The thickening agent is fumed silica.
The preparation method of the pigment color paste for the color photoresist comprises the following steps:
s21, uniformly stirring the components by using a high-speed dispersion machine at the rotating speed of 500rpm, adding a pigment, and uniformly stirring the components at the rotating speed of 1000rpm to obtain a mixture;
and S22, grinding the mixture by using a sand mill until the particle size is less than 0.25 mu m, adding a defoaming agent, a pH regulator and a thickening agent, and uniformly stirring to obtain the pigment paste for the color photoresist.
Example 2
The pigment paste for the color photoresist is prepared from the following raw materials in parts by weight: 30 parts of pigment, 4 parts of dispersing agent, 2 parts of wetting agent, 0.5 part of defoaming agent, 0.3 part of pH regulator, 0.2 part of thickening agent and 30 parts of deionized water;
the dispersant is a polyurethane dispersant, and the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
The chain extender is prepared from ethylenediamine ethanesulfonic acid sodium salt and hydrazine hydrate aqueous solution according to the weight ratio of 1: 0.8 is compounded; the end capping agent is sodium bisulfite. The dihydric alcohol containing carboxyl is dimethylolbutyric acid.
The pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment comprises the following steps:
s11, calcining the praseodymium yellow pigment at 800 ℃ for 3h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 3 parts by weight of silane coupling agent KH570 into 120 parts by weight of absolute ethanol to prepare a pretreatment solution, adding 40 parts by weight of calcined praseodymium yellow pigment into the pretreatment solution, and performing 500W ultrasonic treatment for 30min to obtain a mixed solution;
s13, adding 15 parts by weight of acrylamide, 15 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 25 parts by weight of PEG1000 into a 500mL four-neck flask provided with a reflux condenser, a stirrer, a dropping funnel, a thermometer and a nitrogen protection device, adding 4 parts by weight of dibenzoyl peroxide at 80 ℃, and reacting for 2 hours to obtain a terpolymer liquid;
s14, dropwise adding the S12 mixed liquid into the S13 terpolymer liquid, adding 5 parts by weight of dibenzoyl peroxide, keeping the temperature at 80 ℃ for 1h, carrying out ultrasonic treatment at 500W for 35min, washing with deionized water for 3 times, filtering, and drying to obtain the modified praseodymium yellow pigment.
The humectant is glycerin.
The pH regulator is triethanolamine.
The defoaming agent is a BYK-024 defoaming agent.
The thickening agent is fumed silica.
The preparation method of the pigment color paste for the color photoresist comprises the following steps:
s21, uniformly stirring the components by using a high-speed dispersion machine at the rotating speed of 500rpm, adding a pigment, and uniformly stirring the components at the rotating speed of 1000rpm to obtain a mixture;
and S22, grinding the mixture by using a sand mill until the particle size is less than 0.25 mu m, adding a defoaming agent, a pH regulator and a thickening agent, and uniformly stirring to obtain the pigment paste for the color photoresist.
Example 3
The pigment paste for the color photoresist is prepared from the following raw materials in parts by weight: 40 parts of pigment, 7 parts of dispersing agent, 10 parts of wetting agent, 1 part of defoaming agent, 0.6 part of pH regulator, 0.8 part of thickening agent and 50 parts of deionized water;
the dispersant is a polyurethane dispersant, and the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
The chain extender is prepared from ethylenediamine ethanesulfonic acid sodium salt and hydrazine hydrate aqueous solution according to the weight ratio of 1: 0.8 is compounded; the end capping agent is sodium bisulfite. The dihydric alcohol containing carboxyl is dimethylolbutyric acid.
The pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment comprises the following steps:
s11, calcining the praseodymium yellow pigment at 800 ℃ for 3h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 3 parts by weight of silane coupling agent KH570 into 120 parts by weight of absolute ethanol to prepare a pretreatment solution, adding 40 parts by weight of calcined praseodymium yellow pigment into the pretreatment solution, and performing 500W ultrasonic treatment for 30min to obtain a mixed solution;
s13, adding 15 parts by weight of acrylamide, 15 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 25 parts by weight of PEG1000 into a 500mL four-neck flask provided with a reflux condenser, a stirrer, a dropping funnel, a thermometer and a nitrogen protection device, adding 4 parts by weight of dibenzoyl peroxide at 80 ℃, and reacting for 2 hours to obtain a terpolymer liquid;
s14, dropwise adding the S12 mixed liquid into the S13 terpolymer liquid, adding 5 parts by weight of dibenzoyl peroxide, keeping the temperature at 80 ℃ for 1h, carrying out ultrasonic treatment at 500W for 35min, washing with deionized water for 3 times, filtering, and drying to obtain the modified praseodymium yellow pigment.
The humectant is glycerin.
The pH regulator is triethanolamine.
The defoaming agent is a BYK-024 defoaming agent.
The thickening agent is fumed silica.
The preparation method of the pigment color paste for the color photoresist comprises the following steps:
s21, uniformly stirring the components by using a high-speed dispersion machine at the rotating speed of 500rpm, adding a pigment, and uniformly stirring the components at the rotating speed of 1000rpm to obtain a mixture;
and S22, grinding the mixture by using a sand mill until the particle size is less than 0.25 mu m, adding a defoaming agent, a pH regulator and a thickening agent, and uniformly stirring to obtain the pigment paste for the color photoresist.
Comparative example 1
Comparative example 1 is different from example 1 in that comparative example 1 uses praseodymium yellow pigment instead of modified praseodymium yellow pigment, and the others are the same.
Comparative example 2
Comparative example 2 differs from example 1 in that the method of preparing the modified praseodymium yellow pigment of comparative example 2 differs from example 1 in that only the silane coupling agent KH570 is used for modification in this comparative example, and the rest is the same.
The pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment comprises the following steps:
s11, calcining the praseodymium yellow pigment at 800 ℃ for 3h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 3 parts by weight of silane coupling agent KH570 into 120 parts by weight of absolute ethyl alcohol to prepare a pretreatment solution, adding 40 parts by weight of calcined praseodymium yellow pigment into the pretreatment solution, performing 500W ultrasonic treatment for 30min, filtering, and drying to obtain the modified praseodymium yellow pigment.
Comparative example 3
Comparative example 3 is different from example 1 in that a commercially available polyurethane dispersant was used instead of the polyurethane dispersant prepared in example 1, and the rest was the same.
The polyurethane dispersant of this comparative example was purchased from Hubei Korea Limited company, type: ZX-204.
Comparative example 4
Comparative example 4 is different from example 1 in that the polyurethane dispersant is prepared by a different method, and the others are the same.
The polyurethane dispersant is prepared from the following raw materials in parts by weight:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
The chain extender is tartaric acid, and the end capping agent is sodium bisulfite. The dihydric alcohol containing carboxyl is dimethylolbutyric acid.
To further demonstrate the effect of the present invention, the following test methods were provided:
1. and (3) stability testing: the pigment paste prepared in the examples 1 to 3 and the comparative examples 1 to 4 is placed at 25 ℃ for 180 days, and the stability of the pigment paste is judged by visually observing whether obvious pigment particle precipitation, flocculation, delamination and caking stability appear.
2. The relative tinting strength changes of the pigment pastes prepared in examples 1-3 and comparative examples 1-4 after being prepared for 1 day and stored for 180 days at 25 ℃ are tested according to the method B (instrument method) described in appendix B of HG/T3951-2007, and the tinting strength of the corresponding paste after being stored for 180 days at normal temperature is tested by taking the paste prepared for 1 day in each of the examples and comparative examples as a standard paste and taking the paste as 100%.
TABLE 1 test results
As can be seen from Table 1, the pigment pastes for color photoresists according to the present invention have good stability and maintain good tinting strength.
As can be seen from comparison of examples 1 to 3, different raw material ratios can affect the stability and tinting strength retention of the pigment paste within a certain range.
Comparing example 1 with comparative examples 1 and 2, it can be seen that stability and tinting strength retention can be significantly improved by modifying the praseodymium yellow pigment according to the present invention, and different modification methods can significantly affect the stability and tinting strength retention.
Compared with the comparative examples 3 and 4, the polyurethane dispersant prepared by the invention can obviously improve the stability and the tinting strength retention degree, and the selection of different chain extenders can obviously influence the stability and the tinting strength retention degree.
In light of the foregoing description of preferred embodiments according to the invention, it is clear that many changes and modifications can be made by the person skilled in the art without departing from the scope of the invention. The technical scope of the present invention is not limited to the contents of the specification, and must be determined according to the scope of the claims.
Claims (10)
1. A pigment paste for a color photoresist is characterized by being prepared from the following raw materials in parts by weight: 30-60 parts of pigment, 4-15 parts of dispersing agent, 2-10 parts of wetting agent, 0.5-1 part of defoaming agent, 0.3-0.6 part of pH regulator, 0.2-0.8 part of thickening agent and 30-50 parts of deionized water;
the dispersant is a polyurethane dispersant, and the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 15-25 parts by weight of PEG2000, 20-30 parts by weight of isophorone diisocyanate and 0.1-0.4 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 2-6 hours at 70-90 ℃;
s2, uniformly mixing 6-12 parts by weight of carboxyl-containing dihydric alcohol and 20-30 parts by weight of acetone, adding the mixture into S1, and reacting at 50-80 ℃ for 1-5 hours; adding 0.5-1 part by weight of triethanolamine for neutralization;
s3, cooling to room temperature, adding 10-20 parts by weight of chain extender, stirring uniformly, adding 2-6 parts by weight of end capping agent, and reacting at 70-90 ℃ for 50-90 min;
and S4, adding 40-80 parts by weight of deionized water into the S3, and uniformly mixing to obtain the polyurethane dispersant.
2. The pigment paste for color photoresist according to claim 1, wherein the pigment paste for color photoresist is prepared from the following raw materials in parts by weight: 46 parts of pigment, 10 parts of dispersing agent, 4 parts of wetting agent, 0.8 part of defoaming agent, 0.5 part of pH regulator, 0.5 part of thickening agent and 38.2 parts of deionized water.
3. The pigment paste for color photoresist according to claim 1, wherein the preparation method of the polyurethane dispersant comprises the following steps:
s1, adding 20 parts by weight of PEG2000, 26 parts by weight of isophorone diisocyanate and 0.2 part by weight of stannous octoate into a reaction kettle with a thermometer, a reflux condenser tube and a stirrer, and reacting for 5 hours at 85 ℃;
s2, mixing 8 parts by weight of carboxyl-containing dihydric alcohol and 22 parts by weight of acetone uniformly, adding the mixture into the product obtained in the S1, and reacting for 2 hours at 65 ℃; adding 0.6 weight part of triethanolamine for neutralization;
s3, cooling to room temperature, adding 14 parts by weight of chain extender, stirring uniformly, adding 4 parts by weight of end capping agent, and reacting at 80 ℃ for 60 min;
and S4, adding 50 parts by weight of deionized water into the product obtained in the S3, and uniformly mixing to obtain the polyurethane dispersant.
4. The pigment paste for color photoresist according to claim 1, wherein the chain extender is prepared from ethylene diamine ethyl sodium sulfonate and hydrazine hydrate aqueous solution according to a weight ratio of 1: (0.4-1) compounding; the end capping agent is sodium bisulfite.
5. The pigment paste for color photoresist according to claim 1, wherein the pigment is a modified praseodymium yellow pigment, and the preparation method of the modified praseodymium yellow pigment is as follows:
s11, calcining the praseodymium yellow pigment at 600-900 ℃ for 2-8 h in an oxidizing atmosphere to obtain a calcined praseodymium yellow pigment;
s12, adding 2-5 parts by weight of silane coupling agent KH570 into 100-200 parts by weight of absolute ethyl alcohol to prepare a pretreatment liquid, adding 20-50 parts by weight of calcined praseodymium yellow pigment into the pretreatment liquid, and carrying out ultrasonic treatment at 400-800W for 20-40 min to obtain a mixed liquid;
s13, adding 10-20 parts by weight of acrylamide, 10-20 parts by weight of 2-acrylamido-2-methylpropanesulfonic acid and 20-30 parts by weight of PEG1000 into a 500mL four-neck flask provided with a condensing reflux pipe, a stirrer, a dropping funnel, a thermometer and a nitrogen protection device, adding 2-8 parts by weight of dibenzoyl peroxide at the temperature of 60-85 ℃, and reacting for 1-5 hours to obtain a terpolymer liquid;
s14, dropwise adding the S12 mixed liquid into the S13 terpolymer liquid, adding 4-10 parts by weight of dibenzoyl peroxide, keeping the temperature at 70-90 ℃ for 0.5-2 h, carrying out ultrasonic treatment at 400-800W for 20-50 min, washing with deionized water for 2-4 times, filtering, and drying to obtain the modified praseodymium yellow pigment.
6. The pigment paste for color photoresists according to claim 1, wherein the wetting agent is one or more of glycerol, fatty alcohol-polyoxyethylene ether, fatty acid-polyoxyethylene ether phosphate, fatty alcohol-polyoxyethylene ether phosphate.
7. The pigment paste for color photoresist according to claim 1, wherein the pH regulator is one or more of ethylamine, diethylamine, ethanolamine, triethanolamine, and sodium hydroxide.
8. The pigment paste for color photoresists according to claim 1, wherein the defoamer is a silicone-based defoamer.
9. The pigment paste for color photoresists according to claim 1 wherein the thickener is one or more of magnesium aluminosilicate, fumed silica, HEC.
10. A method for preparing pigment paste for color photoresist, which is characterized in that the method for preparing the pigment paste for color photoresist according to any one of claims 1 to 9 comprises the following steps:
s21, uniformly stirring the mixture, the dispersing agent, the wetting agent and the deionized water at the rotating speed of 400-700 rpm by using a high-speed dispersion machine, adding the pigment, and uniformly stirring the mixture at the rotating speed of 800-1200 rpm to obtain a mixture;
and S22, grinding the mixture by using a sand mill until the particle size is less than 0.25 mu m, adding a defoaming agent, a pH regulator and a thickening agent, and uniformly stirring to obtain the pigment paste for the color photoresist.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110277928.4A CN113045937B (en) | 2021-03-15 | 2021-03-15 | Pigment paste for color photoresist and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110277928.4A CN113045937B (en) | 2021-03-15 | 2021-03-15 | Pigment paste for color photoresist and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN113045937A true CN113045937A (en) | 2021-06-29 |
| CN113045937B CN113045937B (en) | 2022-12-02 |
Family
ID=76512483
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN202110277928.4A Active CN113045937B (en) | 2021-03-15 | 2021-03-15 | Pigment paste for color photoresist and preparation method thereof |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN113045937B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113801520A (en) * | 2021-08-23 | 2021-12-17 | 明光科迪新材料有限公司 | Nano color paste for water-based UV plastic paint and preparation method thereof |
| CN116333221A (en) * | 2023-02-22 | 2023-06-27 | 万思得新材料科技(中山)有限公司 | Color pigment dispersion liquid, color photoresist and preparation method thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050234214A1 (en) * | 2003-12-17 | 2005-10-20 | Weipert Paul D | Dispersions containing fatty acid esters of styrenated phenol alkoxylates |
| CN101806001A (en) * | 2010-03-25 | 2010-08-18 | 东华大学 | Method for preparing polyurethane macromolecule dispersing agent for pigment printing paste of fabric |
| CN107602773A (en) * | 2016-07-11 | 2018-01-19 | 中国石油天然气集团公司 | Polycarboxylate dispersant for oil-well cement and preparation method thereof |
| CN111320738A (en) * | 2019-08-30 | 2020-06-23 | 珠海中墨科技有限公司 | Polyurethane dispersant, preparation method thereof and color paste |
| CN111499824A (en) * | 2020-04-17 | 2020-08-07 | 珠海中墨科技有限公司 | Structured dispersing agent for UV ink-jet and color paste and preparation method thereof |
-
2021
- 2021-03-15 CN CN202110277928.4A patent/CN113045937B/en active Active
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20050234214A1 (en) * | 2003-12-17 | 2005-10-20 | Weipert Paul D | Dispersions containing fatty acid esters of styrenated phenol alkoxylates |
| CN101806001A (en) * | 2010-03-25 | 2010-08-18 | 东华大学 | Method for preparing polyurethane macromolecule dispersing agent for pigment printing paste of fabric |
| CN107602773A (en) * | 2016-07-11 | 2018-01-19 | 中国石油天然气集团公司 | Polycarboxylate dispersant for oil-well cement and preparation method thereof |
| CN111320738A (en) * | 2019-08-30 | 2020-06-23 | 珠海中墨科技有限公司 | Polyurethane dispersant, preparation method thereof and color paste |
| CN111499824A (en) * | 2020-04-17 | 2020-08-07 | 珠海中墨科技有限公司 | Structured dispersing agent for UV ink-jet and color paste and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 胡凡: "陶瓷颜料表面改性及高分子分散剂的研究", 《中国优秀硕士学位论文全文数据库 工程科技I辑》 * |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113801520A (en) * | 2021-08-23 | 2021-12-17 | 明光科迪新材料有限公司 | Nano color paste for water-based UV plastic paint and preparation method thereof |
| CN116333221A (en) * | 2023-02-22 | 2023-06-27 | 万思得新材料科技(中山)有限公司 | Color pigment dispersion liquid, color photoresist and preparation method thereof |
| CN116333221B (en) * | 2023-02-22 | 2023-11-03 | 万思得新材料科技(中山)有限公司 | Color pigment dispersion liquid, color photoresist and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN113045937B (en) | 2022-12-02 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN113045937B (en) | Pigment paste for color photoresist and preparation method thereof | |
| EP1382633B1 (en) | Use of organofunctional modified polysiloxanes containing phenyl groups as dispersing and wetting agents for fillers and pigments in aqueous pigment pastes and coating or lacquer compositions | |
| CN108034305B (en) | Ferric oxide pigment color paste and preparation method thereof | |
| CN101346435A (en) | Silanization polymer emulsion and preparation method and application thereof | |
| CN107001066A (en) | Organic solvent dispersion of zirconia particles and preparation method thereof | |
| DE602004000862T2 (en) | AQUEOUS DISPERSION OF ALKYD RESIN TREATED WITH AN OXIDIZING AGENT, WITH IMPROVED DRYING | |
| CN115181493A (en) | Two-component waterborne polyurethane antistatic coating and preparation method and application thereof | |
| CN103387770A (en) | Preparation method of nanometer transparent iron oxide red color paste for both water and oil | |
| CN110746812B (en) | Thixotropic mixtures containing nonionic polyurethane compounds and aqueous leather surface treatment coatings comprising the same | |
| CN112662247B (en) | High-toughness water-based acrylic coating and preparation method thereof | |
| CN112375451A (en) | Low-film-thickness high-performance water-based single-component anticorrosive paint and preparation method thereof | |
| CN105111813A (en) | Preparation method of polyurethane modified acrylate polymeric dispersant for coatings | |
| CN110527381A (en) | Dumb light water varnish | |
| CN114539901A (en) | Waterborne polyurethane coating and preparation method thereof | |
| CN111269619B (en) | Cathode electrophoretic paint color paste and preparation method thereof | |
| CN114231094A (en) | Carbon black pigment dispersion liquid, and preparation method and application thereof | |
| WO2020114768A1 (en) | Hydrophilic aqueous dispersion containing silicon dioxide and silanol, and paint preparation | |
| CN110698582A (en) | Dispersing agent, organic color paste containing dispersing agent and preparation method | |
| CN114684846A (en) | Synthesis method and use method of cerium oxide | |
| JPH08217968A (en) | Thickener composition for water-based paint | |
| CN112175415B (en) | Water-insoluble pigment dispersion stabilizer and preparation method thereof | |
| CN110563892A (en) | water-based dispersant for transparent iron oxide and preparation method and application thereof | |
| CN114250029B (en) | Waterproof coating and preparation method thereof | |
| CN115504479B (en) | SiO (silicon dioxide) 2 Preparation method of microspheres and precursor | |
| CN114031717B (en) | Polycarboxylate with high sulfonic acid group content, preparation method thereof and application thereof in preparing dispersing agent |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant |