CN113201276B - UV (ultraviolet) photocureable coating and preparation method thereof - Google Patents
UV (ultraviolet) photocureable coating and preparation method thereof Download PDFInfo
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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
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
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- C08L2205/00—Polymer mixtures characterised by other features
- C08L2205/02—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group
- C08L2205/025—Polymer mixtures characterised by other features containing two or more polymers of the same C08L -group containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure
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Abstract
The invention relates to a UV (ultraviolet) photocureable coating and a preparation method thereof, belonging to the technical field of UV coatings. The paint comprises a component A and a component B, wherein the component A comprises the following components in percentage by weight: 50-70% of water-based hyperbranched polyurea aliphatic polyurethane methacrylate, 10-30% of water-based aliphatic polyurethane hydroxyl acrylic emulsion, 0.1-0.5% of photoinitiator, 0.5-1% of pH regulator, 0.1-0.3% of water-based foam inhibitor, 0.1-0.4% of water-based defoaming agent, 0.2-0.8% of water-based dispersant, 0.2-0.4% of water-based wetting agent, 0.5-1% of water-based thickener, 1-2% of film-forming assistant, 4-6% of cosolvent and 9-11% of deionized water. The obtained UV photocureable coating has excellent wear resistance, insulation, chemical resistance and weather resistance, and has high drying speed.
Description
Technical Field
The invention relates to a UV (ultraviolet) photocureable coating and a preparation method thereof, belonging to the technical field of UV coatings.
Background
With the increasingly strict national requirements on environmental protection, the coating becomes a government-oriented industry, and the environmental-friendly coating mainly comprises water-based coating, powder coating, UV coating, solvent-free coating and the like. However, the molecular weight of the resin monomer of the UV coating is relatively large, the market performance requirement is relatively high, and if the resin monomer is diluted by adopting a low molecular weight monomer, the performance requirement required by the market cannot be met, so that ester and ketone solvents with low boiling points, such as ethyl ester, acetone and the like, are adopted in the production of UV in the market at present, the VOC emission of the UV coating is seriously influenced by the solvents, in the 3C electronic product industry, south China and east China are used as main production bases, the humidity of the two areas is relatively high, and how to realize the water-based coating on the 3C electronic product becomes a focus of particular attention in the market at present. The water-based UV coating has the following advantages: 1. the coating can be very thin, and the cost is reduced; 2. the rheology and viscosity of the system can be adjusted by adding water and a thickener; 3. because the adhesive does not contain monomers, the shrinkage of a cured film can be reduced, and the adhesive force is improved; 4. the paint has ultralow VOC, is non-combustible and non-explosive, and is easy to spray; 5. the coating equipment and tools are easy to clean, and the environment is protected; 6. the glue burning condition of the substrate which is not solvent-resistant can not be caused. However, the following disadvantages of aqueous UV coatings still exist: 1. most of water in the system needs to be dried and dewatered before being cured, so that the energy consumption is increased, the time is prolonged, and the production efficiency is reduced; 2. the high surface tension of water is not easy to infiltrate into the substrate, uneven coating is easy to cause, the wettability of the pigment is poor, and the dispersion is influenced; 3. the glossiness of the cured film is low, and the water resistance and the washing resistance are poor; 4. aqueous UV raw materials are expensive, resulting in higher cost of aqueous UV; the system stability is poor, and the PU value is sensitive; 5. the aqueous system is easy to produce bacteria and is frozen, and the formula structure is complex; 6. there is a large gap between the combination of water-based UV coatings and solvent-based UV, such as: hardness, scratch resistance, gloss, chemical resistance, abrasion resistance, and the like.
In order to solve the problem of drying of the water-based UV coating, some corresponding researches are carried out on the market, and most methods adopt dual curing effects, inorganic-organic hybridization and UV curing are combined, moisture curing and UV curing are combined, and the like. However, most of the above methods have problems of complicated preparation technology, poor curing effect, and the like.
Disclosure of Invention
The invention develops a method for modifying aliphatic polyurethane methacrylate by adopting polyurea and then emulsifying to obtain a water-based polyurea modified aliphatic polyurethane methacrylate oligomer, which utilizes the characteristic of quick curing of polyurea in the reaction process, adds an isocyanate curing agent, completes the reaction process of polyurea and isocyanate in a very quick time, effectively releases water to achieve the effect of internal curing, simultaneously adds a hyperbranched polymer, accelerates the curing speed, shortens the curing time, has the function of demulsification, and ensures that the water and an emulsifier float to the surface of resin after demulsification, thereby accelerating the volatilization of the water. When the moisture is volatilized, the first curing is finished, the UV light curing stage is carried out, the curing speed and the reaction degree are very high, the waterborne polyurea modified aliphatic polyurethane methacrylate has the multiple functionality, the molecular weight is between 2000-4000, the weather resistance is excellent, and the isocyanate curing agent is added during the reaction, so that the obtained paint film has very excellent chemical resistance and weather resistance.
In order to solve the problems, the following technical means are adopted:
the UV photocureable coating comprises a component A and a component B, wherein the component A comprises the following components in percentage by weight: 50-70% of water-based hyperbranched polyurea aliphatic polyurethane methacrylate, 10-30% of water-based aliphatic polyurethane hydroxyl acrylic emulsion, 0.1-0.5% of photoinitiator, 0.5-1% of pH regulator, 0.1-0.3% of water-based foam inhibitor, 0.1-0.4% of water-based defoaming agent, 0.2-0.8% of water-based dispersant, 0.2-0.4% of water-based wetting agent, 0.5-1% of water-based thickener, 1-2% of film-forming assistant, 4-6% of cosolvent and 9-11% of deionized water.
In one embodiment, the B component is a waterborne isocyanate curing agent.
In one embodiment, the weight ratio of the a component to the B component is 1: 0.1-0.5.
In one embodiment, the cosolvent is selected from one or more of propylene glycol methyl ether acetate, isopropanol or ethanol.
In one embodiment, the preparation method of the aqueous hyperbranched polyurea aliphatic polyurethane methacrylate comprises the following steps:
step 1, mixing 20-35 parts by weight of anhydrous ethylene glycol and 40-60 parts by weight of Hexamethylene Diisocyanate (HDI), and heating for reaction;
step 2, adding 5-8 parts of hydrophilic chain extender and organic tin catalyst into the reactant in the step 1 to carry out chain extension reaction;
step 3, dripping 25-40 parts of acetone solvent of amino-terminated polyether into the reactant obtained in the step 2 to perform prepolymerization reaction;
and 4, dripping 25-40 parts of acetone solvent of hydroxyethyl acrylate (HEA) into the reactant obtained in the step 3, carrying out end-capping reaction, and decompressing the product after the reaction to remove low-boiling-point substances to obtain the polyurea modified water-based fatty polyurethane methacrylic acid.
In one embodiment, the reaction temperature in step 1 is 70-85 ℃ and the reaction time is 1-5 h.
In one embodiment, the hydrophilic chain extender in step 2 is 2, 2-dimethylolpropionic acid; the chain extension reaction is carried out for 1-4h at the temperature of 75-90 ℃.
In one embodiment, the solvent of the amino terminated polyether in acetone solvent in step 3 is 20-25 wt%; the prepolymerization reaction is carried out for 1-3h at 70-90 ℃.
In one embodiment, the solvent of hydroxyethyl acrylate (HEA) in acetone solvent in step 4 is 25-35wt%, and the temperature of the end-capping reaction is 75-90 deg.C for 1-5 h.
In one embodiment, the method for preparing the aqueous aliphatic polyurethane hydroxyacrylic emulsion comprises the following steps:
step a, mixing 30-50 parts of polyether polyol and 60-80 parts of polyisocyanate by weight, and then adding an organic tin catalyst to perform prepolymerization reaction;
step b, adding 15-20 parts of a first chain extender into the reaction product obtained in the step a to perform a first chain extension reaction;
step c, adding 10-18 parts of a second chain extender into the reaction product obtained in the step b to perform a second chain extension reaction;
d, adding 20-35 parts of acrylic acid monomer, 10-12 parts of third chain extender, 5-8 parts of silane coupling agent, 5-10 parts of fluotitanic acid and 4-6 parts of oxidant into the reaction product obtained in the step c, and carrying out crosslinking reaction; and filtering and discharging after reaction to obtain the aqueous aliphatic polyurethane hydroxyl acrylic emulsion.
In one embodiment, the polyether polyol is N220, the polyisocyanate is isophorone diisocyanate, the acrylic monomer is butyl methacrylate; the oxidizing agent is H2O2。
In one embodiment, the prepolymerization reaction temperature in step a is 60-70 ℃ for 1-4 h.
In one embodiment, said first chain extender in step b is 1, 4-butanediol; the first chain extension reaction is carried out for 1-4h at 75-90 ℃.
In one embodiment, said second chain extender in step c is dimethylolbutanoic acid; the first chain extension reaction is carried out for 1-3h at 75-90 ℃.
In one embodiment, in step d, the silane coupling agent is one or a mixture of KH550, KH560 and KH 570; the third chain extender is ethylenediamine, the temperature of the cross-linking reaction is 75-85 ℃, and the reaction time is 1-3 h.
The preparation method of the UV photocureable coating comprises the following steps:
1. adding aqueous hyperbranched polyurea aliphatic polyurethane methyl methacrylate, a photoinitiator, an aqueous dispersant, an aqueous foam inhibitor, an aqueous wetting agent, a film-forming assistant and an aqueous cosolvent into a production cylinder, and stirring for 10-15 minutes at 400-600 r/m;
2. adding the aqueous aliphatic polyurethane emulsion, and continuously stirring for 5-10 minutes;
3. adding aqueous neutralizer, and adjusting pH to 8.5-9;
4. adding a thickening agent and a water-based defoaming agent, and stirring for 15-20 minutes at 800 rpm by adopting 600-;
5. adding deionized water, and stirring for 5 minutes at 200-300 r/min.
The UV photocureable coating is applied to the preparation of devices in the 3C field.
Detailed Description
The preparation steps of the aqueous hyperbranched polyurea aliphatic polyurethane methacrylate have the following reaction formula:
in the invention, in the preparation process of the aqueous aliphatic polyurethane hydroxyl acrylic emulsion, an acrylic monomer is introduced to modify in the process of preparing the polyurethane emulsion by taking polyether as a raw material to obtain the aqueous acrylic modified polyurethane emulsion, and meanwhile, a silane coupling agent and fluotitanic acid are introduced in the crosslinking process, so that the fluotitanic acid can be reduced in situ to titanium oxide nanoparticles and grafted in resin molecules. After titanium oxide nano particles are introduced in situ, the resin can be cured in situ during ultraviolet curing, so that the curing speed and the coating strength are improved.
The raw materials in the following examples are as follows:
aqueous hyperbranched polyurea aliphatic polyurethane methacrylate (self-made)
Waterborne aliphatic polyurethane hydroxy acrylic emulsion (2033 Wanhua/self-made)
Photoinitiator (1277 Jieden BL)
pH regulator (aqueous neutralizer) (AMP-95 Dow)
Water-based defoaming agent (941PL MOUSSEX Co., Ltd.)
Water-based antifoaming agent (BYK028 BYK)
Aqueous dispersant (5010 Effkona)
Water wetting agent (Tego-100 Digao)
Water-based thickener (8W Dow)
Film-forming aid (twelve alcohol ester)
Cosolvent (mixture of PMA, ethanol, and isopropanol at a ratio of 1: 1: 1)
Water-based isocyanate curing agent (268 Wanhua)
The preparation method comprises the following steps:
step 1, mixing 30 parts by weight of anhydrous ethylene glycol and 50 parts by weight of Hexamethylene Diisocyanate (HDI), and reacting for 3 hours at 75 ℃;
step 2, adding 6 parts of 2, 2-dimethylolpropionic acid and an organic tin catalyst into the reactant in the step 1, and reacting for 3 hours at 80 ℃;
step 3, dripping 35 parts of acetone solvent of amino-terminated polyether (D-2000) with the concentration of 22 wt% into the reactant obtained in the step 2, and reacting for 2 hours at 80 ℃;
and 4, dripping 35 parts of acetone solvent of hydroxyethyl acrylate (HEA) with the concentration of 30 wt% into the reactant obtained in the step 3, reacting for 3 hours at 80 ℃, and decompressing the product after the reaction to remove low-boiling-point substances to obtain the polyurea modified water-based fatty polyurethane methacrylic acid.
The preparation method of the self-made waterborne aliphatic polyurethane hydroxyl acrylic emulsion comprises the following steps:
step a, mixing 40 parts by weight of N220 polyether polyol and 70 parts by weight of isophorone diisocyanate, adding an organic tin catalyst, and reacting for 2 hours at 65 ℃;
step b, adding 15 parts of 1, 4-butanediol into the reaction product obtained in the step a, and reacting for 2 hours at 85 ℃;
step c, adding 12 parts of dimethylolbutyric acid into the reaction product obtained in the step b, and reacting for 1-3h at 85 ℃;
step d, adding 25 parts of butyl methacrylate, 11 parts of ethylenediamine, 6 parts of KH560 silane coupling agent, 6 parts of fluotitanic acid and H into the reaction product obtained in the step c2O25 parts (30% strength by weight H)2O2Adding in the form of aqueous solution), and reacting for 2h at 80 ℃; and filtering and discharging after reaction to obtain the aqueous aliphatic polyurethane hydroxyl acrylic emulsion.
Example 1
Example 2
Example 3
Example 4
Example 5
Example 6
Comparative example 1
The differences from example 6 are: in the process of preparing the aqueous aliphatic polyurethane resin emulsion, a silane coupling agent, fluotitanic acid and an oxidant are not added in the step d to carry out modification treatment of in-situ titanium oxide, but equal amount of titanium oxide is directly mixed in the emulsion.
Step a, mixing 30-50 parts of N220 polyether polyol and 60-80 parts of isophorone diisocyanate in parts by weight, adding an organic tin catalyst, and reacting at 60-70 ℃ for 1-4 hours;
step b, adding 15 parts of 1, 4-butanediol into the reaction product obtained in the step a, and reacting for 1-4h at 75-90 ℃;
step c, adding 12 parts of dimethylolbutyric acid into the reaction product obtained in the step b, and reacting for 1-3h at 75-90 ℃;
d, adding 20-35 parts of butyl methacrylate and 10-12 parts of ethylenediamine into the reaction product obtained in the step c, and reacting at 75-85 ℃ for 1-3 h; filtering and discharging after reaction;
and e, adding 3 parts of titanium oxide nano particles into the reaction liquid obtained in the step d, and stirring and mixing at a high speed to obtain the aqueous aliphatic polyurethane hydroxyl acrylic emulsion.
The preparation method of the UV light-curable coating in each of the above examples and comparative examples includes the following steps: 1. adding aqueous hyperbranched polyurea aliphatic polyurethane methyl methacrylate, a photoinitiator, an aqueous dispersant, an aqueous foam inhibitor, an aqueous wetting agent, a film-forming assistant and an aqueous cosolvent into a production cylinder, and stirring for 10-15 minutes at 400-600 r/m; 2. adding the aqueous aliphatic polyurethane emulsion, and continuously stirring for 5-10 minutes; 3. adding aqueous neutralizer, and adjusting pH to 8.5-9; 4. adding a thickening agent and a water-based defoaming agent, and stirring for 15-20 minutes at 800 rpm by adopting 600-; 5. adding deionized water, and stirring for 5 minutes at 200-300 r/min. The UV photocureable coating is applied to the preparation of devices in the 3C field.
The test method comprises the following steps: mixing the component A: the component B is 10:2, is stirred uniformly, and is determined according to viscosity, deionized water can be properly added to be sprayed on a material (ABS plastic material surface) of a 3C electronic product, after the spraying is finished, the material is automatically leveled for 3-5 minutes at the temperature of 60-70 ℃, the flow speed is 1-10m/min, and the light intensity is 280-420 nm/cm-2Curing for 40-60S. After cooling for 2 hours, the test is carried out, and the thickness of the paint film is controlled to be 20-30 mu m. The results are as follows:
and (3) curing shrinkage ratio, R5/180 (namely the bending radius is 5mm, and the bending angle is 180) and the paint film has no crack and no falling off after repeated bending times.
Through the analysis of test results, the hyperbranched polyurea aliphatic polyurethane methacrylate which is independently innovated and researched fully solves the problems of slow drying and poor weather resistance in the aqueous UV, the resin has double effects of very polyurea resin and acrylic polyurethane, the problem of deep reaction is solved by utilizing the hydroxyl and isocyanate, and the technical bottleneck of the weather resistance of the UV coating is solved. And the comparison with a comparison example shows that the aqueous aliphatic polyurethane resin emulsion modified with the titanium oxide nanoparticles based on the in-situ reaction can enable the aqueous resin to be cured in situ more quickly by the feedback of the ultraviolet wavelength of the aqueous resin emulsion during the UV curing process, and the hardness and the adhesion performance of the obtained coating are superior to those of the coating prepared by directly mixing titanium oxide particles in the coating.
The UV photocureable coating obtained by the method has excellent wear resistance, insulativity, chemical resistance and weather resistance, and is high in drying speed, and the UV photocureable coating can completely reach the solvent type UV photocureable speed and the coating performance. The method can be widely applied to the fields of 3C electronic products, automobile accessories, military products, aviation products and the like.
Claims (6)
1. The UV photocuring coating is characterized by comprising a component A and a component B, wherein the component A comprises the following components in percentage by weight: 50-70% of water-based hyperbranched polyurea aliphatic polyurethane methacrylate, 10-30% of water-based aliphatic polyurethane hydroxyl acrylic emulsion, 0.1-0.5% of photoinitiator, 0.5-1% of pH regulator, 0.1-0.3% of water-based foam inhibitor, 0.1-0.4% of water-based defoaming agent, 0.2-0.8% of water-based dispersant, 0.2-0.4% of water-based wetting agent, 0.5-1% of water-based thickener, 1-2% of film-forming assistant, 4-6% of cosolvent and 9-11% of deionized water;
the preparation method of the aqueous aliphatic polyurethane hydroxyl acrylic emulsion comprises the following steps: step a, mixing 30-50 parts of polyether polyol and 60-80 parts of polyisocyanate by weight, and then adding an organic tin catalyst to perform prepolymerization reaction; step b, adding 15-20 parts of a first chain extender into the reaction product obtained in the step a to perform a first chain extension reaction; step c, adding 12-18 parts of a second chain extender into the reaction product obtained in the step b to perform a second chain extension reaction; d, adding 20-35 parts of acrylic acid monomer, 10-12 parts of third chain extender, 5-8 parts of silane coupling agent, 5-10 parts of fluotitanic acid and 4-6 parts of oxidant into the reaction product obtained in the step c, and carrying out crosslinking reaction; filtering and discharging after reaction to obtain aqueous aliphatic polyurethane hydroxyl acrylic emulsion;
the polyether polyol is N220, the polyisocyanate is isophorone diisocyanate, and the acrylic monomer is butyl methacrylate; the oxidizing agent is H2O2；
In the step a, the prepolymerization reaction is carried out for 1-4h at the temperature of 60-70 ℃; the first chain extender in the step b is 1, 4-butanediol; the first chain extension reaction is carried out for 1-4h at the temperature of 75-90 ℃; the second chain extender in the step c is dimethylolbutyric acid; the first chain extension reaction is carried out for 1-3h at the temperature of 75-90 ℃; in the step d, the silane coupling agent is one or a mixture of KH550, KH560 or KH 570; the third chain extender is ethylenediamine, the temperature of the cross-linking reaction is 75-85 ℃, and the reaction time is 1-3 h;
the component B is a water-based isocyanate curing agent.
2. The UV curable coating according to claim 1, wherein the weight ratio of the A component to the B component is 1: 0.1-0.5; the cosolvent is one or a mixture of propylene glycol monomethyl ether acetate, isopropanol or ethanol.
3. The UV curable coating according to claim 1, wherein the preparation method of the aqueous hyperbranched polyurea aliphatic polyurethane methacrylate comprises the following steps:
step 1, mixing 20-35 parts by weight of anhydrous ethylene glycol and 40-60 parts by weight of hexamethylene diisocyanate, and heating for reaction;
step 2, adding 5-8 parts of hydrophilic chain extender and organic tin catalyst into the reactant in the step 1 to carry out chain extension reaction;
step 3, dripping 25-40 parts of acetone solvent of amino-terminated polyether into the reactant obtained in the step 2 to perform prepolymerization reaction;
and 4, dripping 25-40 parts of acetone solvent of hydroxyethyl acrylate into the reactant obtained in the step 3, carrying out end-capping reaction, and decompressing the product after the reaction to remove low-boiling-point substances to obtain the polyurea modified water-based fatty polyurethane methacrylic acid.
4. The UV-curable coating according to claim 3, wherein the reaction temperature in step 1 is 70-85 ℃ and the reaction time is 1-5 h; in the step 2, the hydrophilic chain extender is 2, 2-dimethylolpropionic acid; the chain extension reaction is carried out for 1-4h at 75-90 ℃; in the step 3, the solvent of the amino-terminated polyether in the acetone solvent is 20-25 wt%; the prepolymerization reaction is carried out for 1-3h at 70-90 ℃.
5. The UV-curable coating according to claim 3, wherein the solvent of hydroxyethyl acrylate in acetone solvent in step 4 is 25-35wt%, and the temperature of the end-capping reaction is 75-90 ℃ for 1-5 h.
6. The method for preparing the UV light-curable coating according to claim 1, comprising the steps of: 1. adding aqueous hyperbranched polyurea aliphatic polyurethane methyl methacrylate, a photoinitiator, an aqueous dispersant, an aqueous foam inhibitor, an aqueous wetting agent, a film-forming assistant and a cosolvent into a production cylinder, and stirring for 10-15 minutes at 400-600 r/m; 2. adding the aqueous aliphatic polyurethane hydroxyl acrylic emulsion, and continuously stirring for 5-10 minutes; 3. adding a pH regulator to regulate the pH value to 8.5-9; 4. adding the aqueous thickening agent and the aqueous defoaming agent, and stirring for 15-20 minutes at 600-; 5. adding deionized water, and stirring for 5 minutes at 200-300 r/min.
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| CN103641962A (en) * | 2013-11-25 | 2014-03-19 | 汕头市东和机械有限公司 | Polyuria-acrylate emulsion and aqueous gravure ink prepared from same |
| CN110343460A (en) * | 2019-07-29 | 2019-10-18 | 湖南工程学院 | A kind of antibacterial is except methanal paint and preparation method thereof |
| CN111205683A (en) * | 2020-03-09 | 2020-05-29 | 东来涂料技术（上海）股份有限公司 | UV dual-curing corrugated paint and preparation method thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103641962A (en) * | 2013-11-25 | 2014-03-19 | 汕头市东和机械有限公司 | Polyuria-acrylate emulsion and aqueous gravure ink prepared from same |
| CN110343460A (en) * | 2019-07-29 | 2019-10-18 | 湖南工程学院 | A kind of antibacterial is except methanal paint and preparation method thereof |
| CN111205683A (en) * | 2020-03-09 | 2020-05-29 | 东来涂料技术（上海）股份有限公司 | UV dual-curing corrugated paint and preparation method thereof |
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