CN114716642A - Preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste - Google Patents
Preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste Download PDFInfo
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- CN114716642A CN114716642A CN202210363407.5A CN202210363407A CN114716642A CN 114716642 A CN114716642 A CN 114716642A CN 202210363407 A CN202210363407 A CN 202210363407A CN 114716642 A CN114716642 A CN 114716642A
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- 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
- C08G18/65—Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
- C08G18/66—Compounds of groups C08G18/42, C08G18/48, or C08G18/52
- C08G18/6666—Compounds of group C08G18/48 or C08G18/52
- C08G18/6692—Compounds of group C08G18/48 or C08G18/52 with compounds of group C08G18/34
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- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
- C08G18/3203—Polyhydroxy compounds
- C08G18/3206—Polyhydroxy compounds aliphatic
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- 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
- C08G18/30—Low-molecular-weight compounds
- C08G18/34—Carboxylic acids; Esters thereof with monohydroxyl compounds
- C08G18/348—Hydroxycarboxylic acids
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- 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
- C08G18/4854—Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group
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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
- C09D17/00—Pigment pastes, e.g. for mixing in paints
- C09D17/001—Pigment pastes, e.g. for mixing in paints in aqueous medium
Abstract
The invention discloses a preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste, and particularly relates to the technical field of macromolecules, wherein the waterborne polyurethane comprises the following components in parts by weight: 1) long chain hydrophobic diols: 5-20 parts of a solvent; 2) polyether hydrophilic glycol: 5-20 parts; 3) small molecule diol: 0.5-2 parts; 4) diisocyanate: 2-15 parts; 5) tetra-alcohol: 0.1-1 part; 6) polyol or amine: 0.1-2 parts; 7) water: 40-70 parts. The waterborne polyurethane has a cross-shaped structure, is obtained by polyisocyanate and polyol, is obtained by tetrahydric alcohol or amine containing active hydrogen, is optimized in polyurethane structure, is provided with two long-chain aliphatic hydrophobic chain segments and two other polyether structure hydrophilic chain segments on a star-shaped chain respectively, the hydrophobic chain segments have pigment surface wetting capacity, and the hydrophilic polyether chain segments form steric hindrance effect on the surface to prevent dispersed pigment from aggregating again.
Description
Technical Field
The invention relates to the technical field of macromolecules, in particular to a preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste.
Background
The industrial coating water-based property is the current industry development trend, in a colored paint system, the requirement of color paste water-based property on grinding water-based resin is increased, the pigment needs to be uniformly and stably dispersed in a medium, the defects of a paint film, such as floating color, floating color and the like, are avoided, and the defects of the grinding water-based resin are as follows: low grinding efficiency, easy coarse turning, sedimentation, thickening, caking and the like after being pulped. The universality is poor, titanium white, carbon black, organic pigment and the like are not universal, and a preparation method of the waterborne polyurethane for grinding the multi-branched zero-VOC special color paste is needed to solve the problems.
Disclosure of Invention
In order to overcome the defects in the prior art, the invention provides a preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste, and the technical problems to be solved by the invention are as follows: the pigment needs to be uniformly and stably dispersed in a medium, so that the defects of a paint film, such as flooding, blooming and the like, are avoided, and the grinding water-based resin has the following disadvantages: low grinding efficiency, easy coarse turning, sedimentation, thickening, caking and the like after being pulped. In addition, the general applicability is poor, and titanium white, carbon black, organic pigments and the like are not general.
In order to achieve the purpose, the invention provides the following technical scheme: the waterborne polyurethane for grinding the multi-branched zero-VOC special color paste comprises the following components in parts by weight:
1) long chain hydrophobic diols: 5-20 parts of
2) Polyether hydrophilic glycol: 5-20 parts of
3) Small molecule diol: 0.5 to 2 portions of
4) Diisocyanate: 2-15 parts of
5) Tetra-alcohol: 0.1 to 1 portion
6) Polyol or amine: 0.1 to 2 portions of
7) Water: 40-70 parts.
The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste comprises the following components in parts by weight:
1) long chain hydrophobic diols: 5-10 parts of
2) Polyether hydrophilic glycol: 5-10 parts of
3) Small molecule diol: 1-2 parts of
4) Diisocyanate: 5-10 parts of
5) Tetra-alcohol: 0.1 to 0.5 portion
6) Polyol or amine: 0.1 to 1 portion
7) Water: 50-70 parts.
As a further scheme of the invention: the polyether hydrophilic glycol comprises polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol with the molecular weight of 1000-3000.
As a further scheme of the invention: the small molecular diol comprises ethylene glycol, propylene glycol and dimethylolpropionic acid;
the diisocyanate comprises: hexamethylene diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, 4' -dicyclohexylmethane diisocyanate, m-xylylene isocyanate, isophorone diisocyanate, and tetramethyl m-xylylene diisocyanate.
As a further scheme of the invention: the tetrols include pentaerythritol, ditrimethylolpropane;
the alcohol amine comprises ethanolamine and serinol;
the solvent comprises ethyl acetate, butyl acetate, acetone, butanone, N-methyl pyrrolidone, N-ethyl pyrrolidone, 4-methyl-2-pentanone and cyclohexanone;
the water is deionized water;
the waterborne polyurethane repeating unit comprises a hydrophilic polyol chain segment and a hydrophobic polyol chain segment, and the end group in the structure is terminated by polyol containing active hydrogen and polyamine;
the low-temperature end capping reaction comprises the following steps:
the primary amine with hydroxyl reacts with terminal isocyanate in the prepolymer, and the reaction temperature is controlled to be 40-60 ℃, thus finishing the low-temperature end-capping process. The low-temperature end capping reaction comprises the following steps:
the primary amine with hydroxyl reacts with terminal isocyanate in the prepolymer, and the reaction temperature is controlled to be 40-60 ℃, thus finishing the low-temperature end-capping process.
A preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste comprises the following steps:
s1, dissolving the long-chain hydrophobic diol, the polyether hydrophilic diol, the small molecular diol, the diisocyanate, the tetraol and the polyol or amine in a solvent, and reacting at 75-85 ℃ for 6-10 hours to obtain a prepolymer;
s2, neutralizing the obtained prepolymer into salt, and adding water for emulsification;
s3, removing the solvent under vacuum.
The invention has the beneficial effects that:
1. the waterborne polyurethane has a cross-shaped structure, is obtained by polyisocyanate and polyol, is obtained by tetrahydric alcohol or amine containing active hydrogen, is optimized in polyurethane structure, is provided with two long-chain aliphatic hydrophobic chain segments and two other polyether structure hydrophilic chain segments on a star-shaped chain respectively, has pigment surface wetting capacity on the hydrophobic chain segments, and forms steric effect on the surface of the hydrophilic polyether chain segments to prevent dispersed pigment from aggregating again, and has excellent adaptability and high grinding efficiency in an automobile waterborne color paint system;
2. the waterborne polyurethane repeating unit comprises a hydrophilic polyol chain segment and a hydrophobic polyol chain segment, wherein the end group in the structure is a polyol containing active hydrogen and a polyamine end cap, a finely designed high molecular structure is adopted, in a four-branched molecular structure, a terminated hydroxyl pair can form a hydrogen bond with the surface of a pigment, the wetting effect of a long hydrophobic chain segment and the surface of the pigment is obvious, the binding capacity with the pigment is enhanced, the hydrophilic chain segment stabilizes the dispersion capacity of the pigment in a water phase, provides a steric effect to prevent the dispersed pigment from being bonded again and being coarse, and enhances the stability and the dispersion performance;
3. the invention adopts a low-temperature end-capping technology, wherein the low-temperature end-capping refers to the reaction of primary amine with hydroxyl with isocyanate at a terminal group at a lower temperature, the primary amine can react with the isocyanate at 40-60 ℃, the reaction rate is high, other hydroxyl is prevented from reacting with the isocyanate, the phenomena of intermolecular crosslinking, increased molecular weight, increased viscosity and even gelation caused by the reaction of other hydroxyl on molecules with the isocyanate are avoided, the low-temperature end-capping technology can save energy consumption, increase the reaction activity and avoid side reactions.
Drawings
FIG. 1 is a schematic diagram of the internal structure of a long chain hydrophobic diol.
Detailed Description
The technical solutions in the embodiments of the present invention are clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all 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.
Example 1:
the waterborne polyurethane for grinding the multi-branched zero-VOC special color paste comprises the following components in parts by weight:
1) long chain hydrophobic diols: 10 portions of
2) Dimethylolpropionic acid: 1 part of
3) Polytetrahydrofuran ether 2000: 9 portions of
4) Pentaerythritol: 0.5 portion
5) Butanone: 12 portions of
6) Isophorone diisocyanate: 6 portions of
7) Trimethylolpropane: 1 part of
8) Dimethylethanolamine: 0.5 portion
9) Deionized water: 20 portions of
10) Deionized water: 40 parts of the components.
The preparation process of the waterborne polyurethane comprises the following steps:
adding long-chain hydrophobic diol, dimethylol propionic acid, polytetrahydrofuran ether and pentaerythritol into a reaction kettle under the protection of nitrogen, starting stirring, and heating to 70 ℃ for melting; after the materials are fully melted and uniformly mixed, slowly adding isophorone diisocyanate and washing residues with butanone, and putting the mixture into a reaction kettle; setting the reaction temperature to be 80 +/-1 ℃; after 8 hours of reaction, measuring the NCO value to the end point of the reaction; putting trimethylolpropane into a reaction kettle, reacting for 2 hours, and cooling to 60 ℃ after the NCO value is determined to be 0; increasing the stirring speed, and adding a mixed solution of dimethylethanolamine and deionized water within 10 min; adding deionized water within 10-15 min; stirring thoroughly for more than 30 min; setting the temperature at 50 ℃ and the vacuum degree at 100 mbar to remove the solvent; the product is regulated by deionized water to reach the solid content standard.
Example 2:
the waterborne polyurethane for grinding the multi-branched zero-VOC special color paste comprises the following components in parts by weight:
1) long chain hydrophobic diols: 10 portions of
2) Dimethylolpropionic acid: 1 part of
3) Polytetrahydrofuran ether 2000: 9 portions of
4) Ditrimethylolpropane: 0.5 part of
5) Butanone: 12 portions of
6) Isophorone diisocyanate: 6 portions of
7) Trimethylolpropane: 1 part of
8) Dimethylethanolamine: 0.5 portion
9) Deionized water: 20 portions of
10) Deionized water: 40 parts of the components.
The preparation process of the waterborne polyurethane comprises the following steps:
adding long-chain hydrophobic diol, dimethylolpropionic acid, polytetrahydrofuran ether and ditrimethylolpropane into a reaction kettle under the protection of nitrogen, starting stirring, heating to 70 ℃ and melting; after being fully melted and uniformly mixed, slowly adding isophorone diisocyanate and flushing residues with butanone, and putting the mixture into a reaction kettle; setting the reaction temperature to be 80 +/-1 ℃; after 8 hours of reaction, measuring the NCO value to the end point of the reaction; putting trimethylolpropane into a reaction kettle, reacting for 2 hours, and cooling to 60 ℃ after the NCO value is determined to be 0; increasing the stirring speed, and adding a mixed solution of dimethylethanolamine and deionized water within 10 min; adding deionized water within 10-15 min; fully stirring for more than 30 min; setting the temperature at 50 ℃ and the vacuum degree at 100 mbar to remove the solvent; the product is regulated by deionized water to reach the solid content standard.
Comparative example:
the linear waterborne polyurethane comprises the following components in parts by weight:
1) long chain hydrophobic diols: 20 portions of
2) Dimethylolpropionic acid: 3 portions of
3) Butanone: 10 portions of
4) Isophorone diisocyanate: 5 portions of
5) Trimethylolpropane: 1 part of
6) Dimethylethanolamine: 1 part of
7) Deionized water: 20 portions of
8) Deionized water: 40 parts of the components.
The preparation of the aqueous polyurethane dispersion comprises the following steps
Adding long-chain hydrophobic diol and dimethylolpropionic acid into a reaction kettle under the protection of nitrogen, starting stirring, and heating to 70 ℃ for melting; after the materials are fully melted and uniformly mixed, slowly adding isophorone diisocyanate and washing residues with butanone, and putting the mixture into a reaction kettle; setting the reaction temperature to be 80 +/-1 ℃; after 8 hours of reaction, measuring the NCO value to the end point of the reaction; putting trimethylolpropane into a reaction kettle, reacting for 2 hours, and cooling to 60 ℃ after the NCO value is determined to be 0; increasing the stirring speed, and adding a mixed solution of dimethylethanolamine and deionized water within 10 min; adding deionized water within 10-15 min; stirring thoroughly for more than 30 min; setting the temperature at 50 ℃ and the vacuum degree at 100 mbar to remove the solvent; the product is regulated by deionized water to reach the solid content standard.
Application example formula:
aqueous polyurethane: 47 parts of
Ethylene glycol monobutyl ether: 10 portions of
BYK 190: 5 portions of
Dimethylethanolamine: 1 part of
Deionized water: 13 portions of
Defoaming agent: 1 part of
Pigment violet: 16 portions of
Diethylene glycol monobutyl ether: 7 parts.
According to an application implementation formula, resin and pigment are prepared into color paste to be ground, application examples and comparative examples are compared in parallel, and corresponding items are detected to obtain the following data:
| detecting items | Application example 1 | Application example 2 | Comparative example |
| Grinding efficiency | 2.5h | 3.0h | 4.0h |
| Fineness/. mu.m | <10 | <10 | <10 |
| Viscosity/cp | 790 | 850 | 830 |
| Fineness/mum after 1 month of heat storage | <10 | <10 | <10 |
| Viscosity/cp after 1 month of heat storage | 980 | 1100 | 1310 |
Wherein, the grinding efficiency refers to the time taken for the color paste to be dispersed to the fineness of less than 10 micrometers at a high speed; the waterborne polyurethane can be used for grinding color paste, and the waterborne polyurethane with the cross-shaped structure is superior to a linear structure in grinding efficiency; storing the sample in a constant temperature oven at 50 ℃ for 1 month for carrying out a thermal stability experiment; experimental results show that the application example with the hydrophilic chain segment can effectively prevent the agglomeration of the ground pigment particles due to the steric hindrance effect; in the comparative example, the polyurethane consists of a hydrophobic chain segment, and due to the existence of the hydrophobic effect, the dispersed color paste has poor stability, high viscosity amplitude and coarse phenomenon.
Secondly, the method comprises the following steps: in the drawings of the disclosed embodiments of the invention, only the structures related to the disclosed embodiments are referred to, other structures can refer to common designs, and the same embodiment and different embodiments of the invention can be combined with each other without conflict;
and finally: the above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents, improvements and the like that are within the spirit and principle of the present invention are intended to be included in the scope of the present invention.
Claims (6)
1. The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste is characterized by comprising the following components in parts by weight:
1) long chain hydrophobic diols: 5 to 20 portions of
2) Polyether hydrophilic glycol: 5-20 parts of
3) Small molecule diol: 0.5 to 2 portions of
4) Diisocyanate: 2 to 15 portions of
5) Tetra-alcohol: 0.1 to 1 portion
6) Polyol or amine: 0.1 to 2 portions of
7) Water: 40-70 parts.
2. The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste according to claim 1, is characterized by comprising the following components in parts by weight:
1) long chain hydrophobic diols: 5-10 parts of
2) Polyether hydrophilic glycol: 5-10 parts of
3) Small molecule diol: 1-2 parts of
4) Diisocyanate: 5-10 parts of
5) Tetra-alcohol: 0.1 to 0.5 portion
6) Polyol or amine: 0.1 to 1 portion
7) Water: 50-70 parts.
3. The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste as claimed in claim 1, wherein the waterborne polyurethane comprises the following components in percentage by weight: the polyether hydrophilic glycol comprises polyethylene glycol, polypropylene glycol and polytetrahydrofuran glycol with the molecular weight of 1000-3000.
4. The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste as claimed in claim 1, wherein the waterborne polyurethane comprises the following components in percentage by weight: the small molecular diol comprises ethylene glycol, propylene glycol and dimethylolpropionic acid;
the diisocyanate comprises: hexamethylene diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, 4' -dicyclohexylmethane diisocyanate, m-xylylene isocyanate, isophorone diisocyanate, and tetramethyl m-xylylene diisocyanate.
5. The waterborne polyurethane for grinding the multi-branched zero-VOC special color paste as claimed in claim 1, wherein the waterborne polyurethane comprises the following components in percentage by weight: the tetrols include pentaerythritol, ditrimethylolpropane;
the alcohol amine comprises ethanolamine and serinol;
the solvent comprises ethyl acetate, butyl acetate, acetone, butanone, N-methyl pyrrolidone, N-ethyl pyrrolidone, 4-methyl-2-pentanone and cyclohexanone;
the water is deionized water;
the waterborne polyurethane repeating unit comprises a hydrophilic polyol chain segment and a hydrophobic polyol chain segment, and the end group in the structure is terminated by polyol containing active hydrogen and polyamine;
the low-temperature end capping reaction comprises the following steps:
the primary amine with hydroxyl reacts with terminal isocyanate in the prepolymer, and the reaction temperature is controlled to be 40-60 ℃, thus finishing the low-temperature end-capping process.
6. The preparation method of the waterborne polyurethane for grinding the multi-branched zero-VOC special color paste according to claim 1, which is characterized by comprising the following steps:
s1, dissolving the long-chain hydrophobic diol, the polyether hydrophilic diol, the small molecular diol, the diisocyanate, the tetraol and the polyol or amine in a solvent, and reacting at 75-85 ℃ for 6-10 hours to obtain a prepolymer;
s2, neutralizing the obtained prepolymer into salt, and adding water for emulsification;
s3, removing the solvent under vacuum.
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| CN202210363407.5A CN114716642A (en) | 2022-04-08 | 2022-04-08 | Preparation method of waterborne polyurethane for grinding multi-branched zero-VOC special color paste |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102786655A (en) * | 2012-08-30 | 2012-11-21 | 武汉科技大学 | Branched waterborne polyurethane with hydrophobic group and preparation method thereof |
| CN104774309A (en) * | 2015-04-16 | 2015-07-15 | 武汉科技大学 | Star amphipathic polyurethane and preparation method thereof |
| CN107814902A (en) * | 2017-11-06 | 2018-03-20 | 万华化学集团股份有限公司 | A kind of polyurethane aqueous dispersion body of hydroxyl and its production and use |
| CN111138629A (en) * | 2020-01-15 | 2020-05-12 | 广州康狄夫环保科技有限公司 | Waterborne polyurethane emulsion, coating, preparation method and application thereof |
| CN112708095A (en) * | 2020-12-28 | 2021-04-27 | 华南理工大学 | Branched hydrophobic end modified association type water-based urethane thickener and preparation method and application thereof |
-
2022
- 2022-04-08 CN CN202210363407.5A patent/CN114716642A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102786655A (en) * | 2012-08-30 | 2012-11-21 | 武汉科技大学 | Branched waterborne polyurethane with hydrophobic group and preparation method thereof |
| CN104774309A (en) * | 2015-04-16 | 2015-07-15 | 武汉科技大学 | Star amphipathic polyurethane and preparation method thereof |
| CN107814902A (en) * | 2017-11-06 | 2018-03-20 | 万华化学集团股份有限公司 | A kind of polyurethane aqueous dispersion body of hydroxyl and its production and use |
| CN111138629A (en) * | 2020-01-15 | 2020-05-12 | 广州康狄夫环保科技有限公司 | Waterborne polyurethane emulsion, coating, preparation method and application thereof |
| CN112708095A (en) * | 2020-12-28 | 2021-04-27 | 华南理工大学 | Branched hydrophobic end modified association type water-based urethane thickener and preparation method and application thereof |
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