A light-curing anti-fog coating

Abstract

This application relates to the technical field of coatings, specifically disclosing a photocurable anti-fog coating. The photocurable anti-fog coating comprises the following raw materials in parts by weight: 8 parts monomer; 30 parts photocurable resin; 60 parts solvent; 0.8 parts photoinitiator; and 0.03 parts additive. The photocurable resin comprises a comb-like polymer having a hydrophobic long carbon chain backbone, hydrophilic functional group branches, and double bonds. The anti-fog coating can be used on optical products such as car windows and glasses, offering advantages such as long-lasting anti-fog properties and rapid photocuring.

Description

Technical Field

[0001] The present application relates to the technical field of coatings, and more particularly, to a light-curing anti-fog coating. Background Art

[0002] Everyday life involves numerous optical products, such as automotive glass, building window panes, bathroom mirrors, instrument panels, eyeglasses, protective goggles, and more. However, in environments with high humidity or large temperature fluctuations, these translucent or reflective optical surfaces can easily form fog, which can obstruct vision. A common defogging method involves using air conditioning to heat the window surface, raising the freezing point of water and keeping it dry. This prevents fogging and ensures visibility while driving.

[0003] Anti-fog functional coatings include hydrophilic anti-fog coatings. Surfactants are commonly used in hydrophilic anti-fog coatings. The principle is that the surfactant is directly applied or blended into other film-forming matrices, and the "dissolution" of the surfactant molecules is utilized to make it easier for water droplets to spread on the surface, forming a water film rather than water beads. This does not affect the optical properties of the surface, but the effect of this anti-fog coating is not long-lasting. In UV-curing coatings, because surfactants are highly compatible with water and incompatible with low-polarity or non-polar substances, they are essentially in a phase-separated state with the added monomers and cannot achieve a hydrophilic effect in UV-curing coatings. Summary of the Invention

[0004] In order to improve the anti-fog effect of a light-curing anti-fog coating, the present application provides a light-curing anti-fog coating, which adopts the following technical solution:

[0005] The present application provides a light-curing anti-fog coating, comprising the following raw materials in parts by weight:

[0006] 8 parts of monomer;

[0007] 30 parts of light-curing resin;

[0008] 60 parts of solvent;

[0009] 0.8 parts of photoinitiator;

[0010] 0.03 parts of additives;

[0011] The photocurable resin is a polymer having a hydrophobic long carbon chain main chain, a hydrophilic functional group side chain and a double bond.

[0012] By adopting the above technical solution, a photocurable resin with a hydrophobic long carbon chain structure and a relatively long hydrophilic functional group in the side chain is used as the main material of the anti-fog coating. The hydrophilic segment can make the water on the surface of the coating spread and not easily form water beads. The hydrophilic functional group is far away from the main chain under the action of the side chain, so that the hydrophilic anion will not be too close to the main chain structure, so that the coating obtains excellent anti-fog effect and water resistance. And due to the introduction of the double bond, it can decompose under the initiation of the photoinitiator to form free radicals and polymerize with the monomer to form a film quickly. In summary, it is preferred to use a comb-like polymer with a hydrophobic long carbon chain main chain, a hydrophilic functional group side chain and a double bond as a photocurable resin, which can polymerize the single molecule monomer with the monomer and form a film quickly to obtain a highly water-resistant and anti-fog photocurable coating.

[0013] Optionally, the photocurable resin is prepared as follows: reacting a comb polymer with isophorone diisocyanate at 50±5°C, detecting the NCO content to determine the degree of reaction, adding a hydroxyl-containing acrylate monomer, raising the temperature, continuing the reaction, and detecting the NCO content to determine the reaction endpoint.

[0014] By adopting the above technical solution, the preparation method of the photocurable resin is optimized. Since the two isocyanates in isophorone diisocyanate have different activities, the reaction is preferentially carried out at low temperature, so that the hydroxyl groups in the comb polymer react with the more active isocyanate group in isophorone diisocyanate. Then, when the temperature is raised, the other less active isocyanate group in isophorone diisocyanate reacts with the hydroxyl group in the hydroxyl-containing acrylate monomer, thereby successfully introducing a double bond structure into the comb polymer. As a result, the photocurable resin can be polymerized with the monomer under light initiation to form a film, so that the coating has excellent photocuring effect, anti-fog, water resistance and other excellent properties.

[0015] Optionally, the comb polymer comprises the following raw materials in parts by weight:

[0016] 38-55 parts of macromonomer;

[0017] 45-62 parts of reactive monomer;

[0018] 100 parts of solvent;

[0019] Initiator 0.5-1 part;

[0020] The reactive monomers include linear, branched or cyclic alkyl acrylates and hydroxyl-containing acrylate monomers.

[0021] By adopting the above technical solution, under the action of an initiator, free radical polymerization can occur between the macromonomer and the reactive monomers, forming a hydrophobic polymer with a long, hydrophobic carbon chain structure as the main chain and relatively long hydrophilic functional groups as the side chains. The hydrophilic segments in the comb-like polymer can spread water on the coating surface, preventing it from forming beads, thereby improving the anti-fog effect of the comb-like polymer. Due to the effect of the side chains, the hydrophilic functional groups are further away from the main chain, which enables the comb-like polymer to achieve excellent anti-fog effect and better water resistance.

[0022] Optionally, the linear, branched or cyclic alkyl acrylate is selected from any one or more of methyl methacrylate, n-butyl (meth)acrylate, isooctyl (meth)acrylate and isobornyl methacrylate.

[0023] Optionally, the solvent is selected from any one or more of ethyl acetate, acetone, and butanone.

[0024] Optionally, the hydroxyl group-containing acrylate monomer is selected from any one or more of hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, hydroxybutyl (meth)acrylate, and hydroxybutyl (meth)acrylate.

[0025] Optionally, the initiator is selected from any one of azobisisobutyronitrile and dibenzoyl peroxide.

[0026] Optionally, the macromonomer includes the following raw materials in parts by weight:

[0027] 89-95 parts of polycondensation oligomer;

[0028] 1.5-15 parts of anionic reactant;

[0029] 15-30 parts of isocyanate acrylate monomer;

[0030] The average molecular weight of the polycondensation oligomer is 500-1200, and the acid value of the polycondensation oligomer is 50-110;

[0031] The anion reactant is selected from any one of bicarbonate, carbonate or monobasic base;

[0032] The isocyanate acrylate monomer is selected from any one of 2-isocyanoethyl acrylate, 2-isocyanoethyl methacrylate, and 2-(2-isocyanatoethoxy)ethyl methacrylate.

[0033] Optionally, auxiliary agents are added during the preparation of the photocurable resin, and the auxiliary agents include catalysts and inhibitors.

[0034] By adopting the above technical solution, preferably a catalyst is added during the preparation of the photocurable resin to promote the reaction between the comb polymer and isophorone diisocyanate, and the introduction of the polymerization inhibitor can ensure that the double bond groups can be stably connected during the reaction.

[0035] Optionally, the catalyst may be dibutyltin dilaurate.

[0036] Optionally, the polymerization inhibitor may be p-hydroxyanisole.

[0037] Optionally, the monomer is selected from any one or more of trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate (PETA), ethoxylated trimethylolpropane triacrylate (EO9TMPTA), and dipentaerythritol hexaacrylate (DPHA).

[0038] Optionally, the photoinitiator is selected from 1-hydroxy-cyclohexylphenyl ketone (184) or 2,4,6-trimethylbenzoyl-diphenylphosphine oxide (TPO).

[0039] In summary, this application has the following beneficial effects:

[0040] 1. Since the present application adopts a photocurable resin with a hydrophobic long carbon chain structure as the main chain and a relatively long hydrophilic functional group in the side chain as the main material of the anti-fog coating, the hydrophilic segment can make the water on the surface of the coating spread and not easily form water beads. The hydrophilic functional group is far away from the main chain under the action of the side chain, so that the hydrophilic anion will not be too close to the main chain structure, so that the coating obtains excellent anti-fog effect and water resistance. And due to the introduction of the double bond, it can decompose under the initiation of the photoinitiator to form free radicals and polymerize with the monomer to quickly form a film. In summary, it is preferred to use a comb-like polymer with a hydrophobic long carbon chain main chain, a hydrophilic functional group side chain and a double bond as the photocurable resin, which can make the single-molecule monomer and the monomer polymerize and quickly form a film to obtain a highly water-resistant and anti-fog photocurable coating.

[0041] 2. In this application, it is preferred to introduce double bond groups into the photocurable resin, and utilize the polymerization between the double bond groups in the resin and the monomer to promote the reaction between the photocurable resin and the monomer polymer, thereby reducing the possibility of excessive free photocurable resin leading to poor coating performance.

[0042] 3. In the process of preparing the photocurable resin, a catalyst is added to promote the polymerization between the macromonomer and isophorone diisocyanate, and the introduction of the polymerization inhibitor can ensure that the double bond groups can be stably connected during the reaction. DETAILED DESCRIPTION

[0043] The present application is further described in detail below with reference to the embodiments.

[0044] Example

[0045] Example 1

[0046] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0047] Among them, in this embodiment, the monomers are trimethylolpropane triacrylate and pentaerythritol triacrylate of equal mass; the photoinitiator is 1-hydroxy-cyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, butanone and propylene glycol methyl ether in a mass ratio of 6:1:5.

[0048] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0049] The photocurable resin was prepared as follows: 100 g of comb polymer B001 was reacted with 16.27 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 8.5 g of hydroxyethyl acrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0050] The preparation of the comb polymer is as follows: 38 g of the macromonomer M001, 30 g of methyl methacrylate, 5 g of n-butyl methacrylate, 10 g of n-butyl acrylate, 17 g of hydroxyethyl acrylate and 1 g of azobisisobutyronitrile are mixed for later use, 70 g of ethyl acetate and 30 g of acetone are added to a reactor, heated with stirring to (60-90) ° C, a mixture of the monomers and the initiator is added dropwise for (3-5) h, the mixture is kept warm for (3-5) h, and the material is cooled and discharged to obtain the comb polymer B001.

[0051] The macromonomer was prepared as follows: 100g of 6-hydroxyhexanoic acid and 5g of toluene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 110mgKOH / g. The mixture was then cooled to obtain a condensation oligomer. 14.75g of sodium bicarbonate was then added and allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 24.77g of ethyl 2-isocyanoacrylate was then added and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain macromonomer M001.

[0052] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0053] Example 2

[0054] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0055] Among them, in this embodiment, the monomer is pentaerythritol triacrylate; the photoinitiator is 1-hydroxy-cyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, n-butanol, butanone and propylene glycol methyl ether in a mass ratio of 6:3:1:2.

[0056] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0057] The photocurable resin was prepared as follows: 100 g of comb polymer B002 was reacted with 13.24 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 7.75 g of hydroxyethyl methacrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0058] The preparation of the comb polymer is as follows: 38.5g of the macromonomer M002, 30g of methyl methacrylate, 10g of n-butyl methacrylate, 6g of isooctyl acrylate, 15.5g of hydroxyethyl acrylate and 1g of azobisisobutyronitrile are mixed for later use, 50g of ethyl acetate, 20g of acetone and 30g of butanone are added into a reactor, heated and stirred to (60-90)°C, a mixture of the monomers and the initiator is added dropwise for (3-5)h, the mixture is kept warm for (3-5)h, and the material is cooled and discharged to obtain the comb polymer B002.

[0059] The macromonomer was prepared as follows: 100g of 7-hydroxyheptanoic acid and 5g of toluene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 100mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 8.56g of sodium carbonate was then added and mixed, and the mixture was allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 25.05g of ethyl 2-isocyanatomethacrylate was added, and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain macromonomer M002.

[0060] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0061] Example 3

[0062] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0063] Among them, in this embodiment, the monomers include pentaerythritol triacrylate and dipentaerythritol hexaacrylate in a mass ratio of 4:1; the photoinitiator is 1-hydroxy-cyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, butanone and propylene glycol methyl ether in a mass ratio of 6:1:5.

[0064] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0065] The photocurable resin was prepared as follows: 100 g of comb polymer B003 was reacted with 12.81 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 8.31 g of hydroxybutyl acrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0066] The preparation of the comb polymer is as follows: 40g of the macromonomer M003, 20g of methyl methacrylate, 10g of n-butyl methacrylate, 5g of isooctyl methacrylate, 10g of isobornyl methacrylate, 15g of hydroxypropyl acrylate and 1.0g of azobisisobutyronitrile are mixed for later use, 50g of ethyl acetate, 20g of acetone and 30g of butanone are added into a reactor, heated and stirred to (60-90)°C, a mixture of the monomers and the initiator is added dropwise for (3-5)h, the mixture is kept warm for (3-5)h, and the material is cooled and discharged to obtain the comb polymer B003.

[0067] The macromonomer was prepared as follows: 100g of 8-hydroxyoctanoic acid and 5g of toluene were mixed and refluxed for dehydration and esterification at (160-220)°C. The acid value was detected to be 90mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 5.86g of sodium hydroxide was added and the mixture was reacted until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 29.21g of 2-(2-isocyanatoethoxy)ethyl methacrylate was added and the mixture was reacted at 30-60°C for 1-5 hours to obtain macromonomer M003.

[0068] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0069] Example 4

[0070] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0071] Among them, in this embodiment, the monomers include trimethylolpropane triacrylate, (9) ethoxylated trimethylolpropane triacrylate and dipentaerythritol hexaacrylate in a mass ratio of 1:2:1; the photoinitiator is 1-hydroxy-cyclohexylphenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, n-butanol, butanone and propylene glycol methyl ether in a mass ratio of 6:3:1:2.

[0072] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0073] The photocurable resin was prepared as follows: 100 g of comb polymer B004 was reacted with 11.57 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 7.50 g of hydroxypropyl methacrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0074] The comb polymer was prepared as follows: 42 g of the macromonomer M004, 33 g of methyl methacrylate, 10 g of isobornyl methacrylate, 15 g of hydroxybutyl acrylate, and 1.0 g of dibenzoyl peroxide were mixed and set aside. 70 g of ethyl acetate and 30 g of butanone were added to a reactor, heated with stirring to (60-90)°C, and a mixture of the monomers and the initiator was added dropwise for (3-5) hours. The mixture was kept warm for (3-5) hours, and cooled and discharged to obtain the comb polymer B004.

[0075] The macromonomer was prepared as follows: 100g of 9-hydroxynonanoic acid and 5g of toluene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 80mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 13.14g of potassium bicarbonate was then added and allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 18.52g of ethyl 2-isocyanoacrylate was then added and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain macromonomer M004.

[0076] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0077] Example 5

[0078] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0079] Among them, in this embodiment, the monomers include trimethylolpropane triacrylate, pentaerythritol triacrylate and (9) ethoxylated trimethylolpropane triacrylate in a mass ratio of 2:1:1; the photoinitiator is 1-hydroxy-cyclohexylphenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, butanone and propylene glycol methyl ether in a mass ratio of 6:1:5.

[0080] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0081] The photocurable resin was prepared as follows: 100 g of comb polymer B005 was reacted with 11.56 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 6.77 g of hydroxypropyl acrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0082] The comb polymer was prepared as follows: 44.5 g of the macromonomer M005, 25 g of methyl methacrylate, 10 g of isobornyl methacrylate, 5.5 g of n-butyl acrylate, 15 g of hydroxypropyl acrylate, and 1.0 g of dibenzoyl peroxide were mixed and set aside. 70 g of ethyl acetate and 30 g of butanone were added to a reactor, heated with stirring to (60-90)°C, and a mixture of the monomers and the initiator was added dropwise for (3-5) hours. The mixture was kept warm for (3-5) hours, and cooled and discharged to obtain the comb polymer B005.

[0083] The macromonomer was prepared as follows: 100g of 10-hydroxydecanoic acid and 5g of xylene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 70mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 5.78g of potassium carbonate was added and the mixture was allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 16.29g of ethyl 2-isocyanoacrylate was added and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain the macromonomer M005.

[0084] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0085] Example 6

[0086] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0087] In this embodiment, the monomers include pentaerythritol triacrylate, (9) ethoxylated trimethylolpropane triacrylate and dipentaerythritol hexaacrylate in a mass ratio of 3:2:2; the photoinitiator is 1-hydroxy-cyclohexylphenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, n-butanol, butanone and propylene glycol methyl ether in a mass ratio of 6:3:1:2.

[0088] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0089] The photocurable resin was prepared as follows: 100 g of comb polymer B006 was reacted with 14.36 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 9.31 g of hydroxypropyl methacrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0090] The comb polymer was prepared as follows: 55 g of the macromonomer M006, 20 g of methyl methacrylate, 10 g of isobornyl methacrylate, 15 g of hydroxyethyl acrylate, and 1.0 g of dibenzoyl peroxide were mixed and set aside. 70 g of ethyl acetate and 30 g of butanone were added to a reactor, heated and stirred to (60-90)°C, and a mixture of the monomers and the initiator was added dropwise for (3-5) hours. The mixture was kept warm for (3-5) hours, and cooled and discharged to obtain the comb polymer B006.

[0091] The macromonomer was prepared as follows: 100g of 12-hydroxylauric acid and 5g of xylene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 60mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 13.82g of potassium hydroxide was then added and the mixture was allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 15.51g of ethyl 2-isocyanatomethacrylate was then added and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain the reaction monomer M006.

[0092] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0093] Example 7

[0094] The present application provides a light-curing anti-fog coating, comprising 8 g of monomer, 30 g of light-curing resin, 60 g of solvent, 0.8 g of photoinitiator, and 0.03 g of auxiliary agent;

[0095] Among them, in this embodiment, the monomers include trimethylolpropane triacrylate, pentaerythritol triacrylate and dipentaerythritol hexaacrylate in a mass ratio of 4:3:1; the photoinitiator is 1-hydroxy-cyclohexyl phenyl ketone and 2,4,6-trimethylbenzoyl-diphenylphosphine oxide in a mass ratio of 3:1; the auxiliary agent is a leveling agent, and the leveling agent is a commercially available polyether-modified silicone leveling agent; the solvent includes isopropyl alcohol, butanone and propylene glycol methyl ether in a mass ratio of 6:1:5.

[0096] Photocurable resin has a comb-like polymer with a hydrophobic long carbon chain main chain, hydrophilic functional group side chains and double bonds. The hydrophilic functional groups on the side chains in the photocurable resin are far away from the main chain, that is, the hydrophilic anions in the side chains will not be too close to the main chain structure, so that the coating can obtain excellent anti-fog effect and water resistance.

[0097] The photocurable resin was prepared as follows: 100 g of comb polymer B007 was reacted with 16.23 g of isophorone diisocyanate at 50 ± 5 ° C. The NCO content was detected to determine the degree of reaction. 8.48 g of hydroxyethyl acrylate, 50 ppm of p-hydroxyanisole, and 100 ppm of dibutyltin dilaurate were added. The temperature was raised to 70 ° C. The reaction was continued and the NCO content was detected to determine the reaction endpoint.

[0098] The comb polymer was prepared as follows: 55 g of the macromonomer M007, 11 g of methyl methacrylate, 15 g of isobornyl methacrylate, 19 g of hydroxyethyl methacrylate, and 1.0 g of dibenzoyl peroxide were mixed and set aside. 70 g of ethyl acetate and 30 g of butanone were added to a reactor, heated with stirring to (60-90)°C, and a mixture of the monomers and the initiator was added dropwise for (3-5) hours. The mixture was kept warm for (3-5) hours, and cooled and discharged to obtain the comb polymer B007.

[0099] The macromonomer was prepared as follows: 100g of 12-hydroxystearic acid and 5g of xylene were mixed and refluxed for dehydration and esterification at 160-220°C. The acid value was detected to be 50mgKOH / g. The mixture was cooled to obtain a condensation oligomer. 3.15g of lithium carbonate was then added and the mixture was allowed to react until the acid value reached ≤1mgKOH / g. The water and aromatic hydrocarbons were removed by vacuum distillation. 16.96g of 2-(2-isocyanatoethoxy)ethyl methacrylate was then added and the mixture was allowed to react at 30-60°C for 1-5 hours to obtain the reaction monomer M007.

[0100] The photocurable anti-fog coating is prepared as follows: monomers, photocurable resin, solvent, photoinitiator and auxiliary agent are taken respectively by weight, stirred and mixed to obtain the anti-fog coating.

[0101] Table 1 Addition amount of each component of macromonomer in Examples 1-7

[0102]

[0103]

[0104] Table 2 Addition amount of each component of comb polymer in Examples 1-7

[0105]

[0106]

[0107] Table 3 Addition amount of each component of the photocurable resin in Examples 1-7

[0108]

[0109]

[0110] Table 4 Addition amount of each component of anti-fog coating of Examples 1-7

[0111]

[0112]

[0113] Use air spraying method, pre-bake at (60-70)℃ for (3-5) minutes on PC, then enter the UV curing equipment, the curing energy is (600-800) mJ / cm 2 , coating thickness (1-5) μm.

[0114] The test method is as follows:

[0115] 1. Adhesion: According to GB / T 9286-2021, 100 grid tests with 1mm spacing tape.

[0116] 2. Anti-fog property: Place the test piece with the coating surface facing down at a height of 5 cm from the surface of 80°C warm water and observe with the naked eye for 10 seconds to see if there is any fogging.

[0117] 3. Water resistance: According to GB / T 30648.2-2015, immerse the test piece in 80℃ water for 4 hours, dry it naturally at room temperature for 1 hour, observe the appearance and conduct anti-fog test.

[0118] 4. Heat resistance: According to GB / T 1735-2009, the test piece was placed at 120°C for 240 hours, cooled at room temperature for 1 hour, and then the anti-fog test was performed.

[0119] 5. Anti-fog durability: Repeat the anti-fog test 10 times continuously, dry it naturally at room temperature for 1 hour each time, and the anti-fog performance can still meet the requirements after 10 times.

[0120] The anti-fog coatings prepared in Examples 1-7 were tested, and the specific results are shown in the following table:

[0121]

[0122]

[0123] This specific embodiment is merely an explanation of the present application and is not a limitation of the present application. After reading this specification, those skilled in the art may make non-creative modifications to the present embodiment as needed, but as long as they are within the scope of the claims of the present application, they are protected by the patent law.

Claims

1. A light-curing anti-fog coating, characterized in that: The invention comprises the following raw materials in parts by weight: 30 parts of light-curing resin; 8 parts of monomer; 60 parts of diluent; 0.8 parts of photoinitiator; 0.03 parts of additives; The photocurable resin is a polymer having a hydrophobic long carbon chain main chain, a hydrophilic functional group side chain and a double bond; The photocurable resin is prepared as follows: a comb-like polymer is reacted with isophorone diisocyanate at 50±5° C., the NCO content is measured to determine the degree of reaction, an acrylate monomer containing a hydroxyl group is added, the temperature is increased, the reaction is continued, and the NCO content is measured to determine the reaction end point; The comb polymer comprises the following raw materials in parts by weight: 38-55 parts of macromonomer; 45-62 parts of reactive monomer; 100 parts of solvent; Initiator 0.5-1 part; The reactive monomers include linear, branched or cyclic alkyl acrylates and acrylate monomers containing hydroxyl groups; The macromonomer comprises the following raw materials in parts by weight: 89-95 parts of polycondensation oligomer; 1.5-15 parts of anionic reactant; 10-25 parts of isocyanate acrylate monomer; The average molecular weight of the polycondensation oligomer is 500-1200, and the acid value of the polycondensation oligomer is 50-110 mgKOH / g; The anion reactant is selected from any one of bicarbonate, carbonate or monobasic base; The isocyanate acrylate monomer is selected from any one of 2-isocyanoethyl acrylate, 2-isocyanoethyl methacrylate, and 2-(2-isocyanatoethoxy)ethyl methacrylate; The polycondensation oligomer is formed by dehydration polycondensation of hydroxy acid.

2. The light-curing anti-fog coating according to claim 1, characterized in that: The linear, branched or cyclic alkyl acrylate is selected from any one or more of methyl methacrylate, n-butyl (meth)acrylate, isooctyl (meth)acrylate and isobornyl methacrylate.

3. The light-curing anti-fog coating according to claim 1, characterized in that: The solvent is selected from any one or more of ethyl acetate, acetone, and butanone.

4. The light-curing anti-fog coating according to claim 1, characterized in that: The hydroxyl group-containing acrylic acid ester monomer is selected from any one or more of hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, and hydroxybutyl (meth)acrylate.

5. The light-curing anti-fog coating according to claim 1, characterized in that: During the preparation of the light-curing resin, auxiliary agents are added, and the auxiliary agents include catalysts and inhibitors.

6. The light-curing anti-fog coating according to claim 1, characterized in that: The monomer is selected from any one or more of trimethylolpropane triacrylate (TMPTA), pentaerythritol triacrylate (PETA), ethoxylated trimethylolpropane triacrylate (EO9TMPTA), and dipentaerythritol hexaacrylate (DPHA).

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