CN103554412A - Aqueous bi-component acrylic acid-polyurethane resin and preparation method thereof - Google Patents
Aqueous bi-component acrylic acid-polyurethane resin and preparation method thereof Download PDFInfo
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- CN103554412A CN103554412A CN201310499952.8A CN201310499952A CN103554412A CN 103554412 A CN103554412 A CN 103554412A CN 201310499952 A CN201310499952 A CN 201310499952A CN 103554412 A CN103554412 A CN 103554412A
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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
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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
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
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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
- 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
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/32—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals
- C08F220/325—Esters containing oxygen in addition to the carboxy oxygen containing epoxy radicals containing glycidyl radical, e.g. glycidyl (meth)acrylate
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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
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
- C08G18/6216—Polymers of alpha-beta ethylenically unsaturated carboxylic acids or of derivatives thereof
- C08G18/622—Polymers of esters of alpha-beta ethylenically unsaturated carboxylic acids
- C08G18/6237—Polymers of esters containing glycidyl groups of alpha-beta ethylenically unsaturated carboxylic acids; reaction products thereof
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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
- C09D133/00—Coating compositions based on homopolymers or 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
- C09D133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
- C09D133/10—Homopolymers or copolymers of methacrylic acid esters
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- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Polyurethanes Or Polyureas (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Paints Or Removers (AREA)
Abstract
The invention relates to an aqueous bi-component acrylic acid-polyurethane resin and a preparation method thereof. The aqueous bi-component acrylic acid-polyurethane resin comprises a component A and a component B, wherein the component A comprises n-butyl alcohol, monoethanolamine and/or n-butyl amine, hydroquinone and/or p-hydroxyanisole, glycidyl methacrylate, methyl methacrylate and/or isobornyl methacrylate, butyl acrylate and/or butyl methacrylate and/or acrylic acid laurate, hydroxyethyl acrylate, azodiisobutyronitrile, butylcellosolve and/or propylene glycol monomethyl ether, a molecular weight regulator, dimethylformamide, an acid neutralizer and water; the component B comprises butanone and/or ethyl acetate, propylene glycol methyl ether acetate, monoethanolamine and/or n-butylamine, cis-hexahydrophthalic acid glycidyl ester and/or tetrahydrophthalic acid glycidyl ester, IPDI (Isophorone Diisocyanate) and/or HDI (Hexamethylene Diisocyanate), ethylene glycol monobutyl ether and/or ethylene glycol, the acid neutralizer and the water; and the weight ratio of the component A to the component B is (4-7):1. A coating prepared from the aqueous bi-component acrylic acid-polyurethane resin is more than 150 microns in thickness and cannot generate bubbles or pinholes.
Description
Technical field
The present invention relates to a kind of aqueous dual-component acrylic acid-polyurethane resin, this resin can be in ambient cure.The invention still further relates to the preparation method of this resin.
Background technology
Two-component polyurethane systems has good mechanical property (hardness of film is high, strong adhesion, wear resistance high), and good chemical-resistant, weathering resistance and film formation at low temp performance, be widely used in the aspects such as industrial protection, wood furniture and automobile covering with paint.Along with the enhancing of sound and people's environmental consciousness of various countries' environmental regulation, the quantity discharged of the volatile organic compounds (VOC) in conventional solvent type two component polyurethane is subject to more and more strict restriction.Aqueous polyurethane coating with bi component is the product that the low VOC discharge of the high-performance coating of solvent-type double-component urethane and water-borne coatings is combined, and is a kind of new environmentally friendly type coating system.Current product mainly forms by the water-based polyvalent alcohol of hydroxyl with containing the solidifying agent of isocyanate group.
Although the advantage of aqueous two-component polyurethane systems is many, but because the solidifying agent using contains isocyanate groups, some defects of its existence are also obvious, also seriously limited its application, as: pot-life is short, and after mixing, isocyanic ester and hydroxyl, water at room temperature also can react, and system was lost efficacy, the crosslinked ability that forfeiture is filmed, affects performance.Also have in cured with isocyanates process and also than being easier to, react with water, produce gas CO
2if coating thickness is larger, the CO producing in dry solidification process
2cannot discharge smoothly, or discharge is slower, will on filming, form bubble or pin hole, has a strong impact on performance and outward appearance.More than the filming and be generally difficult to reach 80 μ m of the aqueous polyurethane coating with bi component in industrial production, be also noted that the moisture in environment according to investigations.
Summary of the invention
Technical problem to be solved by this invention is to provide a kind of aqueous dual-component acrylic acid-polyurethane resin and preparation method thereof.
The technical scheme that the present invention solves the problems of the technologies described above is as follows: a kind of aqueous dual-component acrylic acid-polyurethane resin, is mixed and is made by A composition and B composition;
Described A composition is composed of the following components:
Described B composition is composed of the following components:
During mixing, the weight proportion of described A composition and described B composition is 4～7:1.
Further, in aqueous dual-component acrylic acid-polyurethane resin as above, described molecular weight regulator is selected from the mixture of one or more compositions in the different monooctyl ester of 3-thiohydracrylic acid, n-dodecyl mercaptan or tertiary lauryl mercaptan.
In aqueous dual-component acrylic acid-polyurethane resin as above, described acid acceptor is organic acid.
Preferably, described organic acid is selected from the mixture of one or more compositions in formic acid, acetic acid or lactic acid.
The preparation method of aqueous dual-component acrylic acid-polyurethane resin as mentioned above, comprises the following steps:
A component preparation: add propyl carbinol, glycidyl methacrylate, Resorcinol and/or MEHQ in reactor, be heated to 50 ℃, drip monoethanolamine and/or n-Butyl Amine 99, drip off for 1～2 hour, 48～52 ℃ are incubated 2 hours; Be warming up to 70～75 ℃, be incubated 3～4 hours, discharging, and with methyl methacrylate and/or isobornyl methacrylate, butyl acrylate and/or butyl methacrylate and/or vinylformic acid laurate, Hydroxyethyl acrylate, molecular weight regulator, Diisopropyl azodicarboxylate, dimethyl formamide is mixed with mixed solution; In another reactor, add ethylene glycol monobutyl ether and/or propylene glycol monomethyl ether, be heated to 110 ℃～115 ℃, start to drip mixed solution, within 3～4 hours, drip off, be incubated 2～3 hours; Add initiator, be incubated 1～2 hour, be cooled to 90～100 ℃, vacuumize except partial solvent, add neutralizing agent, water, adjusting PH is 6～7, cold filtration discharging is A component;
B component preparation: add butanone and/or ethyl acetate in reactor, hexahydrophthalic acid glycidyl ester and/or tetrahydrophthalic acid glycidyl ester, be heated to 40 ℃ under agitation condition, start to drip monoethanolamine and/or n-Butyl Amine 99, temperature is 40～43 ℃, within 1～1.5 hour, drips off; After dripping off, be warming up to 50～53 ℃, be incubated 2 hours; Heat up 70～75 ℃, be incubated 3～4 hours; Be cooled to 40 ℃, start to drip IPDI and/or the HDI with 1-Methoxy-2-propyl acetate dilution, within 2～3 hours, drip off, after dripping off, 39～42 ℃ are incubated 2 hours; Be warming up to 45～49 ℃, be incubated 3 hours; Heat up 60～64 ℃, be incubated 3 hours, survey NCO content, nco value of later survey per hour, to nco value, <0.5 reacts completely; Vacuumize remove portion solvent, add neutralizing agent, ethylene glycol monobutyl ether and/or ethylene glycol, water, adjusting PH is 6～6.5, cold filtration discharging is B component.
Described A composition and described B composition are mixed by formula.
The invention has the beneficial effects as follows: modified function monomer and the common acrylate monomer copolymerization of can crosslinked at low temperature solidifying amido of take makes water-borne acrylic resin as A component, take that what contain carbamate groups can be B component with the resin of A component crosslinking curing under cold condition, common formation aqueous dual-component acrylic acid-polyurethane resin system, prepared coating is dodged dry 15 minutes, 80 ℃ are toasted 30 minutes, after cooling, survey fundamental property, it is normal without bubbling that thickness can reach 150 microns of above coatingsurfaces, pin hole.
Embodiment
Below in conjunction with embodiment, principle of the present invention and feature are described, example, only for explaining the present invention, is not intended to limit scope of the present invention.
Embodiment 1
In embodiment 1, aqueous dual-component acrylic acid-polyurethane resin is mixed and is made by A composition and B composition;
Described A composition is composed of the following components:
| Propyl carbinol | 50g； |
| Monoethanolamine | 61g； |
| Resorcinol | 0.05g； |
| Glycidyl methacrylate | 140g； |
| Methyl methacrylate | 65g； |
| Butyl acrylate | 65g； |
| Hydroxyethyl acrylate | 10g； |
| Diisopropyl azodicarboxylate | 6g； |
| Ethylene glycol monobutyl ether | 80g； |
| Molecular weight regulator (tertiary lauryl mercaptan) | 4g； |
| Dimethyl formamide | 24g； |
| Acid acceptor (formic acid) | 13.6g； |
| Water | 600g； |
Described B composition is composed of the following components:
| Butanone | 40g； |
| 1-Methoxy-2-propyl acetate | 10g； |
| N-Butyl Amine 99 | 22.8g； |
| Hexahydrophthalic acid glycidyl ester | 200g； |
| IPDI | 34.6g； |
| Ethylene glycol monobutyl ether | 20g； |
| Acid acceptor (formic acid) | 14.4g； |
| Water | 10g； |
The preparation process of aqueous dual-component acrylic acid-polyurethane resin is:
A component preparation: add propyl carbinol, glycidyl methacrylate and Resorcinol in 500ml reactor, be heated to 50 ℃, drip monoethanolamine, drip off for 1～2 hour, 50 ℃ are incubated 2 hours; Be warming up to 70 ℃, be incubated 3 hours, discharging.Take out 79g and methyl methacrylate, butyl acrylate, Hydroxyethyl acrylate, molecular weight regulator, Diisopropyl azodicarboxylate, dimethyl formamide is mixed with mixed solution; In another 1000ml reactor, add ethylene glycol monobutyl ether, be heated to 110 ℃, start to drip mixed solution, within 3～4 hours, drip off, be incubated 2～3 hours; Be cooled to 100 ℃, vacuumize except partial solvent, add neutralizing agent (being formic acid at the present embodiment), water, adjusting PH is 6～7, cold filtration discharging is A composition;
B component preparation: add butanone in 500ml flask, hexahydrophthalic acid glycidyl ester, is heated to 40 ℃ under agitation condition, start to drip n-Butyl Amine 99, and temperature is 40 ℃, drips off for 1 hour; After dripping off, be warming up to 50 ℃, be incubated 2 hours; Heat up 70～75 ℃, be incubated 3 hours; Be cooled to 40 ℃, start to drip the IPDI with 1-Methoxy-2-propyl acetate dilution, within 2～3 hours, drip off, after dripping off, 39～42 ℃ are incubated 2 hours; Be warming up to 45 ℃, be incubated 3 hours; Be warming up to 60～64 ℃, be incubated 3 hours, survey NCO content, nco value of later survey per hour, to nco value <0.5 react completely (after 3 hours, nco value is 0.42); Vacuumize remove portion solvent, add neutralizing agent, ethylene glycol monobutyl ether, water, adjusting PH is 6～6.5, cold filtration discharging is B composition.
Described A composition and described B composition are pressed to the mixing of 4:1 weight ratio, add water and adjust viscosity, spraying application.
Embodiment 2
In embodiment 2, aqueous dual-component acrylic acid-polyurethane resin is mixed and is made by A composition and B composition;
Described A composition is composed of the following components:
Described B composition is composed of the following components:
The preparation process of aqueous dual-component acrylic acid-polyurethane resin is:
A component preparation: add 15g propylene glycol monomethyl ether in 500ml reactor, propyl carbinol, glycidyl methacrylate and MEHQ, be heated to 50 ℃, drips monoethanolamine, within 1～2 hour, drips off, and 50 ℃ are incubated 2 hours; Be warming up to 70 ℃, be incubated 3 hours, discharging.Take out 82.8g and methyl methacrylate, butyl acrylate, vinylformic acid laurate, Hydroxyethyl acrylate, molecular weight regulator, Diisopropyl azodicarboxylate, dimethyl formamide is mixed with mixed solution; In another 1000ml reactor, add 80g propylene glycol monomethyl ether, be heated to 110 ℃, start to drip mixed solution, within 3～4 hours, drip off, be incubated 2～3 hours; Be cooled to 100 ℃, vacuumize except partial solvent, add neutralizing agent (being acetic acid at the present embodiment), water, adjusting PH is 6～7, cold filtration discharging is A composition;
The preparation of B component: in 500ml flask, add butanone, ethyl acetate, hexahydrophthalic acid glycidyl ester, tetrahydrophthalic acid glycidyl ester, is heated to 40 ℃ under agitation condition, start to drip n-Butyl Amine 99, and temperature is 40 ℃, within 2 hours, drips off; After dripping off, be warming up to 50 ℃, be incubated 3 hours; Heat up 70～72 ℃, be incubated 2 hours; Be cooled to 40 ℃, start to drip the IPDI with 1-Methoxy-2-propyl acetate dilution, within 2～3 hours, drip off, after dripping off, 39～42 ℃ are incubated 2 hours; Be warming up to 45 ℃, be incubated 3 hours; Be warming up to 60 ℃, be incubated 3 hours, survey NCO content, nco value of later survey per hour, to nco value <0.5 react completely (after 3 hours, nco value is 0.48); Vacuumize and remove 30g solvent, add neutralizing agent, ethylene glycol monobutyl ether, water, adjusting PH is 6～6.5, cold filtration discharging is B composition.
Described A composition and described B composition are pressed to the mixing of 6:1 weight ratio, add water and adjust viscosity, spraying application.
Embodiment 3
In embodiment 3, aqueous dual-component acrylic acid-polyurethane resin is mixed and is made by A composition and B composition;
Described A composition is composed of the following components:
Described B composition is composed of the following components:
| Butanone | 40g； |
| 1-Methoxy-2-propyl acetate | 8g； |
| N-Butyl Amine 99 | 22.8g； |
| Tetrahydrophthalic acid glycidyl ester | 200g； |
| HDI | 26.2g； |
| Ethylene glycol | 15g； |
| Acid acceptor (lactic acid) | 14.4g； |
| Water | 10g； |
The preparation process of aqueous dual-component acrylic acid-polyurethane resin is:
A component preparation: add 50g ethylene glycol monobutyl ether in 500ml reactor, glycidyl methacrylate and Resorcinol, be heated to 50 ℃, drips monoethanolamine, within 1～2 hour, drips off, and 50 ℃ are incubated 2 hours; Be warming up to 70 ℃, be incubated 3 hours, discharging.Take out 79g and methyl methacrylate, isobornyl methacrylate, butyl acrylate, vinylformic acid laurate, Hydroxyethyl acrylate, molecular weight regulator, Diisopropyl azodicarboxylate, dimethyl formamide is mixed with mixed solution; In another 1000ml reactor, add 60g ethylene glycol monobutyl ether, propylene glycol monomethyl ether, is heated to 110 ℃, starts to drip mixed solution, within 3～4 hours, drips off, and is incubated 2, hour; Be cooled to 100 ℃, vacuumize except partial solvent, add neutralizing agent (being lactic acid at the present embodiment), water, adjusting PH is 6～7, cold filtration discharging is A composition;
B component preparation: add butanone in 500ml flask, tetrahydrophthalic acid glycidyl ester, is heated to 40 ℃ under agitation condition, start to drip n-Butyl Amine 99, and temperature is 40 ℃, drips off for 1 hour; After dripping off, be warming up to 50 ℃, be incubated 2 hours; Heat up 70～75 ℃, be incubated 3 hours; Be cooled to 40 ℃, start to drip the HDI with 1-Methoxy-2-propyl acetate dilution, within 2～3 hours, drip off, after dripping off, 39～42 ℃ are incubated 2 hours; Be warming up to 45 ℃, be incubated 3 hours; Be warming up to 60 ℃, be incubated 3 hours, survey NCO content, nco value of later survey per hour, to nco value <0.5 react completely (after 3 hours, nco value is 0.36); At 60 ℃ of temperature, vacuumize and remove 30g solvent, add neutralizing agent, ethylene glycol, water, adjusting PH is 6～6.5, cold filtration discharging is B composition.
Described A composition and described B composition are pressed to the mixing of 7:1 weight ratio, add water and adjust viscosity, spraying application.
The foregoing is only preferred embodiment of the present invention, in order to limit the present invention, within the spirit and principles in the present invention not all, any modification of doing, be equal to replacement, improvement etc., within all should being included in protection scope of the present invention.
Claims (3)
1. an aqueous dual-component acrylic acid-polyurethane resin, is mixed and is made by A composition and B composition;
Described A composition is composed of the following components:
During mixing, the weight proportion of described A composition and described B composition is 4～7:1.
2. aqueous dual-component acrylic acid-polyurethane resin according to claim 1, is characterized in that, described molecular weight regulator is selected from the mixture of one or more compositions in the different monooctyl ester of 3-thiohydracrylic acid, n-dodecyl mercaptan or tertiary lauryl mercaptan.
3. according to the preparation method of aqueous dual-component acrylic acid-polyurethane resin described in claim 1 or 2, described preparation method comprises the following steps:
A component preparation: add propyl carbinol, glycidyl methacrylate, Resorcinol and/or MEHQ in reactor, be heated to 50 ℃, drip monoethanolamine and/or n-Butyl Amine 99, drip off for 1～2 hour, 48～52 ℃ are incubated 2 hours; Be warming up to 70～75 ℃, be incubated 3～4 hours, discharging, and with methyl methacrylate and/or isobornyl methacrylate, butyl acrylate and/or butyl methacrylate and/or vinylformic acid laurate, Hydroxyethyl acrylate, molecular weight regulator, Diisopropyl azodicarboxylate, dimethyl formamide is mixed with mixed solution; In another reactor, add ethylene glycol monobutyl ether and/or propylene glycol monomethyl ether, be heated to 110 ℃～115 ℃, start to drip mixed solution, within 3～4 hours, drip off, be incubated 2～3 hours; Add initiator, be incubated 1～2 hour, be cooled to 90～100 ℃, vacuumize except partial solvent, add neutralizing agent, water, adjusting PH is 6～7, cold filtration discharging is A component;
B component preparation: add butanone and/or ethyl acetate in reactor, hexahydrophthalic acid glycidyl ester and/or tetrahydrophthalic acid glycidyl ester, be heated to 40 ℃ under agitation condition, start to drip monoethanolamine and/or n-Butyl Amine 99, temperature is 40～43 ℃, within 1～1.5 hour, drips off; After dripping off, be warming up to 50～53 ℃, be incubated 2 hours; Heat up 70～75 ℃, be incubated 3～4 hours; Be cooled to 40 ℃, start to drip IPDI and/or the HDI with 1-Methoxy-2-propyl acetate dilution, within 2～3 hours, drip off, after dripping off, 39～42 ℃ are incubated 2 hours; Be warming up to 45～49 ℃, be incubated 3 hours; Heat up 60～64 ℃, be incubated 3 hours, survey NCO content, nco value of later survey per hour, to nco value, <0.5 reacts completely; Vacuumize remove portion solvent, add neutralizing agent, ethylene glycol monobutyl ether and/or ethylene glycol, water, adjusting PH is 6～6.5, cold filtration discharging is B component;
Described A composition and described B composition are mixed by formula.
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| CN201310499952.8A CN103554412B (en) | 2013-10-22 | 2013-10-22 | A kind of aqueous dual-component acrylic acid-polyurethane resin and preparation method thereof |
| PCT/CN2014/089100 WO2015058679A1 (en) | 2013-10-22 | 2014-10-21 | Aqueous bicomponent acrylic acid-polyurethane resin and preparation method therefor |
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| CN201310499952.8A CN103554412B (en) | 2013-10-22 | 2013-10-22 | A kind of aqueous dual-component acrylic acid-polyurethane resin and preparation method thereof |
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Cited By (3)
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| WO2015058679A1 (en) * | 2013-10-22 | 2015-04-30 | 北京金汇利应用化工制品有限公司 | Aqueous bicomponent acrylic acid-polyurethane resin and preparation method therefor |
| CN104893527A (en) * | 2015-06-09 | 2015-09-09 | 浩力森涂料（上海）有限公司 | Aqueous polyurethane coating with increased limiting film thickness and preparation method of aqueous polyurethane coating |
| CN105838223A (en) * | 2016-06-13 | 2016-08-10 | 四川颜鼎水性环保漆科技有限公司 | Aqueous double-ingredient polyurethane paint without limit film thickness and preparation method thereof |
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| CN113788918A (en) * | 2021-10-15 | 2021-12-14 | 湖北天鹅科技有限公司 | Primer-topcoat integrated electrophoretic paint wear-resistant resin and preparation method thereof |
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| CN101914185A (en) * | 2010-09-08 | 2010-12-15 | 廊坊金汇利工业涂料有限公司 | Hydroxy acrylic resin aqueous dispersion and water-based coating prepared therefrom |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2015058679A1 (en) * | 2013-10-22 | 2015-04-30 | 北京金汇利应用化工制品有限公司 | Aqueous bicomponent acrylic acid-polyurethane resin and preparation method therefor |
| CN104893527A (en) * | 2015-06-09 | 2015-09-09 | 浩力森涂料（上海）有限公司 | Aqueous polyurethane coating with increased limiting film thickness and preparation method of aqueous polyurethane coating |
| CN105838223A (en) * | 2016-06-13 | 2016-08-10 | 四川颜鼎水性环保漆科技有限公司 | Aqueous double-ingredient polyurethane paint without limit film thickness and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2015058679A1 (en) | 2015-04-30 |
| CN103554412B (en) | 2015-08-05 |
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