CN116445076A - Ultraviolet light curing water-based paint with strong weather resistance and preparation method thereof - Google Patents

Ultraviolet light curing water-based paint with strong weather resistance and preparation method thereof Download PDF

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Publication number
CN116445076A
CN116445076A CN202310175599.1A CN202310175599A CN116445076A CN 116445076 A CN116445076 A CN 116445076A CN 202310175599 A CN202310175599 A CN 202310175599A CN 116445076 A CN116445076 A CN 116445076A
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parts
ultraviolet light
weather resistance
weight
water
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Inventor
周伟建
张旭
符传杰
王鹏
黄理荣
谢寅峰
马翠平
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Guangdong Maydos Building Materials Co Ltd
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Guangdong Maydos Building Materials Co Ltd
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Priority to CN202310175599.1A priority Critical patent/CN116445076A/en
Publication of CN116445076A publication Critical patent/CN116445076A/en
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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
    • C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
    • 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
    • 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
    • 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
    • C08G18/4804—Two or more polyethers of different physical or chemical nature
    • 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
    • C08G18/28—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
    • 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
    • C08G18/67—Unsaturated compounds having active hydrogen
    • C08G18/671—Unsaturated compounds having only one group containing active hydrogen
    • C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/20—Diluents or solvents
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy

Abstract

The invention provides an ultraviolet light curing water-based paint with strong weather resistance and a preparation method thereof. The coating comprises the following raw materials in parts by weight: 50-100 parts of polyurethane acrylic ester prepolymer, 5-10 parts of photoinitiator, 15-20 parts of reactive diluent, 45-70 parts of water and 3-8 parts of functional auxiliary agent; the polyurethane acrylic ester prepolymer comprises the following raw materials in parts by weight: 40-70 parts of isocyanate monomer, 20-40 parts of polyol, 30-45 parts of beta-hydroxyethyl acrylate and 15-25 parts of dimethylolpropionic acid; the polyurethane acrylic ester prepolymer is prepared from the raw materials through polymerization reaction. The ultraviolet light curing coating provided by the invention can be cured into a film under ultraviolet light irradiation, the curing time is short and controllable, and the ultraviolet light curing water-based coating has excellent weather resistance and prolongs the service life of the coating.

Description

Ultraviolet light curing water-based paint with strong weather resistance and preparation method thereof
Technical Field
The invention relates to the technical field of coatings, in particular to an ultraviolet light curing water-based coating with strong weather resistance and a preparation method thereof.
Background
With the increasing awareness of environmental protection, the demand for non-solvent type coatings is increasing, and in recent years, VOC emission restrictions are becoming more stringent, so that more and more coating enterprises are beginning to consider using aqueous coatings instead of traditional solvent type coatings. One of the advantages of uv curable coatings is that the curing time is short and controllable, since it does not contain organic solvents, thus reducing the pollution of organic volatile components (VOCs) to the environment. The water-based ultraviolet light curing coating well combines the advantages of the water-based coating and the ultraviolet light curing coating, accords with the environmental protection, energy conservation and clean production concepts, and becomes a popular research direction in the current coating industry.
When the water-based ultraviolet curing coating is used outdoors for a long time, the water-based ultraviolet curing coating is easily damaged by cold and hot, wind and rain, acid, alkali, salt and the like, a paint film is easy to crack, turn yellow, foam and the like to different degrees, and the paint film is easy to drop and the like due to external repeated erosion, so that the service life of the paint film is shortened, and a large amount of manpower, material resources and time are consumed for repairing again. Therefore, development of the ultraviolet curing water-based paint with strong weather resistance has extremely important significance.
Disclosure of Invention
The ultraviolet light curing water-based paint with strong weather resistance and the preparation method thereof provided by the invention can be used for film forming and curing under ultraviolet light irradiation, the curing time is short and controllable, and the ultraviolet light curing water-based paint has excellent weather resistance and prolongs the service life of the paint.
According to a first aspect of the invention, there is provided an ultraviolet light curable aqueous paint with high weather resistance, which comprises the following raw materials in parts by weight: 50-100 parts of polyurethane acrylic ester prepolymer, 5-10 parts of photoinitiator, 15-20 parts of reactive diluent, 45-70 parts of water and 3-8 parts of functional auxiliary agent; the polyurethane acrylic ester prepolymer comprises the following raw materials in parts by weight: 40-70 parts of isocyanate monomer, 20-40 parts of polyol, 30-45 parts of beta-hydroxyethyl acrylate and 15-25 parts of dimethylolpropionic acid; the polyurethane acrylic ester prepolymer is prepared by the following steps: (1) Uniformly mixing the poly polyol and the dimethylolpropionic acid at the temperature of between 35 and 45 ℃ to obtain a mixed solution; (2) Adding isocyanate monomer and catalyst into the mixed solution, reacting for 2-3 hours at 60-70 ℃, then adding beta-hydroxyethyl acrylate and polymerization inhibitor into the reaction system, and reacting for 1-3 hours at 70-80 ℃ to obtain polyurethane acrylate prepolymer.
The polyurethane acrylate prepolymer contained in the ultraviolet light curing water-based paint is prepared by taking isocyanate, polyalcohol, beta-hydroxyethyl acrylate and dimethylolpropionic acid as raw materials through polymerization reaction, and can be added into the paint to be matched with a photoinitiator, an active diluent and a functional auxiliary agent for use, so that the paint can be cured under ultraviolet light irradiation after film formation, the curing time is short and controllable, and the ultraviolet light curing water-based paint has excellent weather resistance, can prevent damage to a paint film caused by cold, hot, wind, rain, acid, alkali, salt and the like, reduces risks of cracking, yellowing, foaming and dropping of the paint film under the condition of external repeated erosion, and prolongs the service life of the paint. In addition, compared with the traditional solvent paint, the ultraviolet light curing water paint provided by the invention takes water as a solvent, and the chain segment of the polyurethane acrylic ester prepolymer contained in the paint is introduced with the polyol which has hydrophilicity, so that the prepared polyurethane acrylic acid prepolymer has good water solubility, can improve the storage stability of the paint after being mixed with water, and simultaneously reduces the pollution of organic volatile components (VOC) to the environment and the harm to human health, and is more environment-friendly.
Preferably, the isocyanate monomer is calculated according to the mass ratio: catalyst: polymerization inhibitor=40 to 70:0.3 to 1:0.05 to 0.2.
Preferably, the catalyst comprises at least one of dibutyltin dilaurate, stannous octoate, dibutyltin diacetate, and dibutyltin maleate.
Preferably, the polymerization inhibitor comprises at least one of hydroquinone, p-methoxyphenol, o-methyl hydroquinone, p-benzoquinone and phenothiazine.
Preferably, the isocyanate monomer consists of toluene diisocyanate and hexamethylene diisocyanate according to the mass ratio of 1-2: 2 to 3.
Preferably, the polyhydric alcohol is obtained by mixing polyethylene glycol and polypropylene glycol, and the polyethylene glycol is prepared by the following weight ratio: polypropylene glycol=3-5:1-2.
Compared with a single type of polyol, the polyol related to the scheme is formed by mixing polyethylene glycol and polypropylene glycol according to a certain mass ratio, and the polyol is used for synthesizing polyurethane acrylate prepolymer, so that the tensile strength and hardness of a paint film after the paint is cured into a film are both increased, and the weather resistance of the ultraviolet light curing water-based paint can be further improved.
Preferably, the photoinitiator comprises at least one of benzil, acetophenone, acylphosphine oxide.
Preferably, the reactive diluent comprises at least one of ethoxyethyl acrylate, tripropylene glycol diacrylate, 1,6 ethylene glycol diacrylate, isobornyl acrylate, 1,4 butanediol diacrylate, neopentyl glycol diacrylate, polyethylene glycol dimethacrylate.
Preferably, the reactive diluent is isobornyl acrylate.
Preferably, the ultraviolet light curing water-based paint with strong weather resistance further comprises the following raw materials in parts by weight: 20-40 parts of trimethylolpropane triacrylate.
According to the scheme, the trimethylolpropane triacrylate is added into the ultraviolet light curing water-based paint, so that the weather resistance of a paint film and the tensile strength of the paint film after the paint is cured into a film can be improved.
Preferably, the functional auxiliary agent comprises at least one of an antifoaming agent, a dispersing agent and a wetting agent.
According to a second aspect of the present invention, there is provided a method for preparing the above ultraviolet curable aqueous coating material having high weather resistance, comprising the steps of: and mixing the polyurethane acrylic acid prepolymer, water, a photoinitiator and a reactive diluent, adding a functional auxiliary agent, and uniformly stirring to obtain the ultraviolet light curing water-based paint with strong weather resistance.
Detailed Description
The technical features of the technical solution provided in the present invention will be further clearly and completely described in connection with the detailed description below, and it is obvious that the described embodiments are only some embodiments of the present invention, not all embodiments. All other embodiments, which can be made by those skilled in the art based on the embodiments of the invention without making any inventive effort, are intended to be within the scope of the invention.
Example 1
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance comprises the following steps: mixing 75 parts by weight of polyurethane acrylate prepolymer, 60 parts by weight of water, 8 parts by weight of acetophenone and 18 parts by weight of polyethylene glycol dimethacrylate, adding 5 parts by weight of functional auxiliary agent, and uniformly stirring to prepare ultraviolet light curing water-based paint with strong weather resistance;
the polyurethane acrylic ester prepolymer is prepared by the following steps:
(1) Uniformly mixing 30 parts by weight of polyol and 20 parts by weight of dimethylolpropionic acid at 40 ℃ to obtain a mixed solution;
wherein the polyol used in the step (1) is polyethylene glycol;
(2) 55 parts by weight of toluene diisocyanate and 0.7 part by weight of dibutyltin dilaurate are added into the mixed solution to react for 2.5 hours at 65 ℃, 42 parts by weight of beta-hydroxyethyl acrylate and 0.12 part by weight of hydroquinone are added into the reaction system to react for 2 hours at 75 ℃ to prepare the polyurethane acrylate prepolymer.
Example 2
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance comprises the following steps: mixing 50 parts by weight of polyurethane acrylate prepolymer, 45 parts by weight of water, 5 parts by weight of acetophenone and 15 parts by weight of polyethylene glycol dimethacrylate, adding 3 parts by weight of functional auxiliary agent, and uniformly stirring to prepare ultraviolet light curing water-based paint with strong weather resistance;
the polyurethane acrylic ester prepolymer is prepared by the following steps:
(1) Uniformly mixing 20 parts by weight of polyalcohol and 15 parts by weight of dimethylolpropionic acid at 35 ℃ to obtain a mixed solution;
wherein the polyol used in the step (1) is polyethylene glycol;
(2) 40 parts by weight of toluene diisocyanate and 0.3 part by weight of dibutyltin dilaurate are added into the mixed solution to react for 3 hours at 60 ℃, then 30 parts by weight of beta-hydroxyethyl acrylate and 0.05 part by weight of hydroquinone are added into the reaction system to react for 3 hours at 70 ℃ to prepare the polyurethane acrylate prepolymer.
Example 3
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance comprises the following steps: mixing 100 parts by weight of polyurethane acrylate prepolymer, 70 parts by weight of water, 10 parts by weight of acetophenone and 20 parts by weight of polyethylene glycol dimethacrylate, adding 8 parts by weight of functional auxiliary agent, and uniformly stirring to prepare ultraviolet light curing water-based paint with strong weather resistance;
the polyurethane acrylic ester prepolymer is prepared by the following steps:
(1) Uniformly mixing 40 parts by weight of polyhydric alcohol and 25 parts by weight of dimethylolpropionic acid at 45 ℃ to obtain a mixed solution;
wherein the polyol used in the step (1) is polyethylene glycol;
(2) 70 parts by weight of toluene diisocyanate and 1 part by weight of dibutyltin dilaurate are added into the mixed solution to react for 2 hours at 70 ℃, 45 parts by weight of beta-hydroxyethyl acrylate and 0.2 part by weight of hydroquinone are added into the reaction system to react for 2 hours at 80 ℃ to prepare the polyurethane acrylate prepolymer.
Example 4
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: in the preparation of the polyurethane acrylate prepolymer, the toluene diisocyanate was replaced with an equal amount of hexamethylene diisocyanate. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 5
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: in the process of preparing the polyurethane acrylate prepolymer, the toluene diisocyanate is replaced by an equivalent amount of isocyanate monomer mixture, wherein the isocyanate monomer mixture comprises toluene diisocyanate and hexamethylene diisocyanate according to the mass ratio of 1:3, mixing to obtain the product. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 6
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: equal amount of isobornyl acrylate is adopted to replace polyethylene glycol dimethacrylate. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 7
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: in the process of preparing the polyurethane acrylate prepolymer, the polyol adopted in the step (1) is prepared from polyethylene glycol and polypropylene glycol according to the mass ratio of 4:1.5, mixing. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 8
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: in the process of preparing the polyurethane acrylate prepolymer, the polyol adopted in the step (1) is prepared from polyethylene glycol and polypropylene glycol according to the mass ratio of 3:1, and mixing. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 9
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: in the process of preparing the polyurethane acrylate prepolymer, the polyol adopted in the step (1) is prepared from polyethylene glycol and polypropylene glycol according to the mass ratio of 5:2, mixing to obtain the product. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 10
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: the raw materials for preparing the ultraviolet light curing water-based paint with strong weather resistance also contain trimethylolpropane triacrylate.
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance provided by the embodiment comprises the following steps: 75 parts by weight of polyurethane acrylate prepolymer, 60 parts by weight of water, 30 parts by weight of trimethylolpropane triacrylate, 8 parts by weight of acetophenone and 18 parts by weight of polyethylene glycol dimethacrylate are mixed, and then 5 parts by weight of functional auxiliary agent is added, and the mixture is stirred uniformly, so that the ultraviolet light curing water-based paint with strong weather resistance is prepared.
Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 11
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: the raw materials for preparing the ultraviolet light curing water-based paint with strong weather resistance also contain trimethylolpropane triacrylate.
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance provided by the embodiment comprises the following steps: 75 parts by weight of polyurethane acrylate prepolymer, 60 parts by weight of water, 20 parts by weight of trimethylolpropane triacrylate, 8 parts by weight of acetophenone and 18 parts by weight of polyethylene glycol dimethacrylate are mixed, and then 5 parts by weight of functional auxiliary agent is added, and the mixture is stirred uniformly, so that the ultraviolet light curing water-based paint with strong weather resistance is prepared.
Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 12
The present example provides an ultraviolet curable aqueous coating material having a high weather resistance, which is different from example 1 in the constitution: the raw materials for preparing the ultraviolet light curing water-based paint with strong weather resistance also contain trimethylolpropane triacrylate.
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance provided by the embodiment comprises the following steps: 75 parts by weight of polyurethane acrylate prepolymer, 60 parts by weight of water, 40 parts by weight of trimethylolpropane triacrylate, 8 parts by weight of acetophenone and 18 parts by weight of polyethylene glycol dimethacrylate are mixed, and then 5 parts by weight of functional auxiliary agent is added, and the mixture is stirred uniformly, so that the ultraviolet light curing water-based paint with strong weather resistance is prepared.
Except for the above differences, the materials, formulation ratios and preparation operations adopted in this example were strictly consistent with those in example 1.
Example 13
The preparation method of the ultraviolet light curing water-based paint with strong weather resistance comprises the following steps: mixing 75 parts by weight of polyurethane acrylate prepolymer, 60 parts by weight of water, 30 parts by weight of trimethylolpropane triacrylate, 8 parts by weight of acetophenone and 18 parts by weight of isobornyl acrylate, adding 5 parts by weight of functional auxiliary agent, and uniformly stirring to prepare ultraviolet light curing water-based paint with strong weather resistance;
the polyurethane acrylic ester prepolymer is prepared by the following steps:
(1) Uniformly mixing 30 parts by weight of polyol and 20 parts by weight of dimethylolpropionic acid at 40 ℃ to obtain a mixed solution;
wherein the polyol adopted in the step (1) is prepared from polyethylene glycol and polypropylene glycol according to a mass ratio of 4:1.5, mixing to obtain;
(2) To the above mixed solution, 27.5 parts by weight of toluene diisocyanate, 27.5 parts by weight of hexamethylene diisocyanate, 0.7 part by weight of dibutyltin dilaurate were added, and reacted at 65℃for 2.5 hours, and then 42 parts by weight of beta-hydroxyethyl acrylate and 0.12 part by weight of hydroquinone were added to the reaction system, and reacted at 75℃for 2 hours, to obtain a urethane acrylate prepolymer.
Comparative example 1
The comparative example provides an ultraviolet light curing water-based paint with strong weather resistance, and compared with the embodiment 1, the composition is different in raw materials and preparation methods for preparing polyurethane acrylate prepolymer, and the polyurethane acrylate prepolymer related to the comparative example is prepared by the following steps:
(1) Mixing 30 parts by weight of polyethylene glycol with 20 parts by weight of butyl acetate to obtain a mixed solution;
(2) 55 parts by weight of toluene diisocyanate and 0.7 part by weight of dibutyltin dilaurate are sequentially added into the mixed solution under stirring, the mixture is reacted for 2 hours at 80 ℃, then beta-hydroxyethyl acrylate is added into the reaction system, and the reaction is carried out for 3 hours at 70 ℃ to prepare the polyurethane acrylate prepolymer.
Except for the above differences, the materials, formulation ratios and preparation operations adopted in this comparative example were strictly consistent with those in example 1.
Comparative example 2
The comparative example provides an ultraviolet light curing water-based paint with strong weather resistance, and compared with the example 1, the difference is that: equal amounts of dimethylolpropionic acid were used instead of beta-hydroxyethyl acrylate. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this comparative example were strictly consistent with those in example 1.
Comparative example 3
The comparative example provides an ultraviolet light curing water-based paint with strong weather resistance, and compared with the example 1, the difference is that: equal amounts of beta-hydroxyethyl acrylate were used instead of dimethylolpropionic acid. Except for the above differences, the materials, formulation ratios and preparation operations adopted in this comparative example were strictly consistent with those in example 1.
Test case
1. Reference subject
The test subjects of this test example were ultraviolet curable water-based paints with high weather resistance prepared in examples 1 to 13 and comparative examples 1 to 3, and various properties of the test subjects were tested.
2. Content of test
(1) Adhesion force
Reference is made to national standard GN/T1720-89;
(2) Weather resistance
The weather resistance of the paint is characterized by the water resistance and corrosion resistance (acid resistance, alkali resistance and salt resistance) of a paint film after the paint is formed, wherein the water resistance is in reference to the national standard GB/T1733-1993 (A method), and the corrosion resistance is in reference to the national standard GB/T1763-1989;
(3) Hardness of
Reference is made to national standard GB/T6739-2006;
(4) Tensile Strength
Reference is made to national standard GB/T16777-1997;
(5) Wear resistance
The environment-friendly modified epoxy resin coating prepared in examples 1-11 and comparative examples 1-2 is coated on the surface of a fiber reinforced cement board with the diameter of 25mm, which accords with GB/T9271-2008 standard test board for color paint and varnish, and a paint film with the thickness of 250 mu m is obtained after the environment-friendly modified epoxy resin coating is placed for 24 hours under the environment of 25 ℃ and relative humidity of 50 percent. According to GB/T1768-2006 method for measuring abrasion resistance of colored paint and varnish by rotating rubber grinding wheel, the test is carried out at the temperature of 25 ℃ and relative humidity of 50%, and the rotating speed of an abrasion tester is 60r/min, and the test time is 3min. The abrasion resistance of the paint was expressed in terms of abrasion mass loss (unit: mg) and the formula was as follows: abrasion mass loss = initial panel mass-panel mass after completion of the test;
3. test results
Table 1 various performance tests of uv-curable waterborne coatings with high weatherability
The results of the performance tests of the ultraviolet light curable aqueous coating materials with strong weather resistance provided in examples 1 to 13 and comparative examples 1 to 3 are shown in table 1.
The paint provided in examples 1-3 contains polyurethane acrylic acid ester prepolymer, photoinitiator, reactive diluent, water and functional auxiliary agent, wherein the polyurethane acrylic acid prepolymer is prepared by polymerization reaction of toluene diisocyanate, polyethylene glycol, beta-hydroxyethyl acrylate and dimethylolpropionic acid, the reactive diluent is polyethylene glycol dimethacrylate, and test results show that the paint provided in examples 1-3 has excellent weather resistance. Compared with the example 1, the polyurethane acrylate prepolymer in the coating provided in the comparative example 1 is prepared by polymerization reaction of polyethylene glycol, butyl acetate, toluene diisocyanate and beta-hydroxyethyl acrylate under the catalysis of dibutyltin dilaurate, the preparation raw material of the polyurethane acrylate prepolymer in the coating provided in the comparative example 2 does not contain beta-hydroxyethyl acrylate, the preparation raw material of the polyurethane acrylate prepolymer in the coating provided in the comparative example 3 does not contain dimethylolpropionic acid, and the weather resistance of the paint films of the coatings provided in the comparative examples 1 to 3 after being coated into films is lower than that of the coating provided in the example 1.
Compared with example 1, in the process of preparing polyurethane acrylate prepolymer, the isocyanate monomer adopted in the coating provided in example 4 is hexamethylene diisocyanate, and the weather resistance of a paint film after the coating is coated into a film is slightly lower than that of example 1.
Compared with example 1, the polyurethane acrylate prepolymer contained in the coating provided in example 5 comprises the following isocyanate monomers in the preparation process, wherein the isocyanate monomers comprise toluene diisocyanate and hexamethylene diisocyanate according to the mass ratio of 1:3, wherein the reactive diluent adopted in the paint provided in the example 6 is isobornyl acrylate, and the polyurethane acrylic ester prepolymer contained in the paint provided in the examples 7-9 is prepared from polyethylene glycol and polypropylene glycol according to the mass ratio of 3-5: 1-2, and the test results show that the weather resistance of the paint films of the finally prepared paints of the examples 5-9 is higher than that of the paint film of the example 1 after the paint films are coated.
Compared with example 1, the coatings provided in examples 10-12 also contain trimethylolpropane triacrylate, and test results show that the weather resistance of the finally prepared coatings in examples 10-12 after being coated into films is obviously higher than that in example 1.
In examples 1 to 13, the paint provided in example 13 contains polyurethane acrylate prepolymer, trimethylolpropane triacrylate, photoinitiator, reactive diluent, water and functional auxiliary agent, wherein the polyurethane acrylate prepolymer is prepared from toluene diisocyanate, hexamethylene diisocyanate, polyethylene glycol, polypropylene glycol, beta-hydroxyethyl acrylate and dimethylolpropionic acid through polymerization reaction, the reactive diluent is isobornyl acrylate, and the paint finally prepared in example 13 has the best weather resistance after being coated into a film.
The above embodiments are only for illustrating the technical solution of the present invention and not for limiting the scope of the present invention, and although the present invention has been described in detail with reference to the above embodiments, it should be understood by those skilled in the art that modifications or equivalent substitutions can be made to the technical solution of the present invention, but these modifications or substitutions are all within the scope of the present invention.

Claims (10)

1. The ultraviolet light curing water-based paint with strong weather resistance is characterized by comprising the following raw materials in parts by weight: 50-100 parts of polyurethane acrylic ester prepolymer, 5-10 parts of photoinitiator, 15-20 parts of reactive diluent, 45-70 parts of water and 3-8 parts of functional auxiliary agent;
the polyurethane acrylic ester prepolymer comprises the following raw materials in parts by weight: 40-70 parts of isocyanate monomer, 20-40 parts of polyol, 30-45 parts of beta-hydroxyethyl acrylate and 15-25 parts of dimethylolpropionic acid;
the polyurethane acrylic ester prepolymer is prepared by the following steps:
(1) Uniformly mixing the polyalcohol and the dimethylolpropionic acid at 35-45 ℃ to obtain a mixed solution;
(2) Adding the isocyanate monomer and the catalyst into the mixed solution, reacting for 2-3 hours at 60-70 ℃, then adding the beta-hydroxyethyl acrylate and the polymerization inhibitor into a reaction system, and reacting for 1-3 hours at 70-80 ℃ to obtain the polyurethane acrylate prepolymer.
2. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the isocyanate monomer comprises the following components in percentage by mass: the catalyst comprises: polymerization inhibitor=40 to 70:0.3 to 1:0.05 to 0.2.
3. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the catalyst comprises at least one of dibutyl tin dilaurate, stannous octoate, dibutyl tin diacetate and dibutyl tin maleate;
the polymerization inhibitor comprises at least one of hydroquinone, p-methoxyphenol, o-methyl hydroquinone, p-benzoquinone and phenothiazine.
4. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the isocyanate monomer consists of toluene diisocyanate and hexamethylene diisocyanate according to the mass ratio of 1-2: 2 to 3.
5. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the poly polyol is obtained by mixing polyethylene glycol and polypropylene glycol, and the polyethylene glycol is prepared by the following components in percentage by mass: the polypropylene glycol=3-5:1-2.
6. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the photoinitiator comprises at least one of benzil, acetophenone and acylphosphine oxide.
7. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 1, wherein: the reactive diluent comprises at least one of ethoxyethyl acrylate, tripropylene glycol diacrylate, 1,6 ethylene glycol diacrylate, isobornyl acrylate, 1,4 butanediol diacrylate, neopentyl glycol diacrylate and polyethylene glycol dimethacrylate.
8. The ultraviolet light-curable aqueous coating composition having high weather resistance according to claim 7, wherein: the reactive diluent is isobornyl acrylate.
9. The ultraviolet light-curable aqueous coating with high weather resistance according to claim 1, further comprising the following raw materials in parts by weight: 20-40 parts of trimethylolpropane triacrylate.
10. The method for preparing the ultraviolet light curing water-based paint with strong weather resistance as claimed in claim 1, which is characterized by comprising the following steps: and mixing the polyurethane acrylic acid prepolymer, the water, the photoinitiator and the reactive diluent, adding the functional auxiliary agent, and uniformly stirring to obtain the ultraviolet light curing water-based paint with strong weather resistance.
CN202310175599.1A 2023-02-28 2023-02-28 Ultraviolet light curing water-based paint with strong weather resistance and preparation method thereof Pending CN116445076A (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101177553A (en) * 2007-11-30 2008-05-14 华南理工大学 Composite ultraviolet solidified aqueous coating and preparation method thereof
CN113072874A (en) * 2021-04-01 2021-07-06 南阳金牛彩印集团有限公司 UV (ultraviolet) curing self-repairing type polyurethane acrylate coating and preparation method thereof

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101177553A (en) * 2007-11-30 2008-05-14 华南理工大学 Composite ultraviolet solidified aqueous coating and preparation method thereof
CN113072874A (en) * 2021-04-01 2021-07-06 南阳金牛彩印集团有限公司 UV (ultraviolet) curing self-repairing type polyurethane acrylate coating and preparation method thereof

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