UV cut-off film material and application thereof

Abstract

The invention discloses a UV cut-off film material and application thereof, and belongs to the technical field of materials, the UV cut-off film material comprises 20-40 parts of an acrylate monomer, 10-50 parts of inorganic nanoparticles and 1-10 parts of acrylate containing two benzene rings; the two benzene rings in the acrylate containing the two benzene rings are connected through at least one ketone group, the acrylate monomer is selected from acrylate of which the main chain is alkyl, alkyl ether or aryl, and the aryl does not comprise a benzophenone structural unit. The UV cut-off film material has excellent absorption performance on blue light of 380nm-400nm, and is safe and environment-friendly.

Description

Technical Field

[0001] The invention belongs to the technical field of materials, and in particular relates to a UV cut-off film material and application thereof. Technical Background

[0002] Mobile electronic products, such as watches, mobile phones, and laptops, have become necessities for people's daily life, entertainment, and office work. At present, organic light-emitting diodes (OLEDs) have replaced TFT-LCD as the mainstream display technology in this field with their low power consumption and lightweight technical characteristics. Lighter weight, longer battery life, and more diverse product form designs are important development directions for this type of product. Since the energy density of lithium-ion battery materials has reached its theoretical limit, there is little effect in reducing product weight by developing new materials to increase battery density, while improving light utilization efficiency and thus reducing battery weight often has greater results.

[0003] On the other hand, the functions of smart phones are becoming increasingly powerful, and mobile phones have become an inseparable part of people, which also leads to people using mobile phones for longer and longer periods of time in daily life. Because people use mobile phones at a close distance from their eyes, the mobile phone screen is prone to long-term radiation to the eyes, which can easily cause eye-related diseases. For example, when using electronic products for a long time, the harmful blue light radiated from the display can cause an increase in the amount of toxins in the macular area of ​​the eye, damage retinal cells, and seriously threaten eye health. At present, commonly used anti-blue light technical means include software anti-blue light technology, hardware anti-blue light technology, and film anti-blue light technology. Among the film anti-blue light technology products, most use an absorption-type anti-blue light film, which absorbs blue light through a blue light absorber, thereby reducing the transmittance of blue light and achieving the effect of filtering blue light. The commonly used absorption-type anti-blue light film is to coat a hardening liquid on the optical film and modify the hardening liquid, and add a small molecule anti-blue light additive to achieve the effect, but it increases the thickness of the display device, which is not conducive to the development of a new generation of ultra-thin display technology. Therefore, it is particularly important to develop an optical film material with high-efficiency blue light protection function, good safety and simpler implementation method. In view of this, a UV cut-off film material and its application are provided. Summary of the invention

[0004] The technical problem to be solved by the present invention is how to develop an optical film material with high-efficiency blue light protection function, good safety and simpler implementation method, and the purpose is to provide a UV cut-off film material and its application.

[0005] The present invention solves the above technical problems. The first aspect is to provide: a UV cut-off film material, comprising the following raw materials in parts by weight: 20-40 parts of acrylate monomers, 10-50 parts of inorganic nanoparticles and 1-10 parts of acrylate containing two benzene rings, wherein the two benzene rings in the acrylate containing two benzene rings are connected by at least one ketone group, and the acrylate monomer is selected from acrylates containing alkyl, alkyl ether or aromatic groups in the main chain, and the aromatic group does not include two phenyl groups connected by a ketone group.

[0006] Furthermore, the acrylate containing two benzene rings has a structure shown in Formula A1 or Formula A2:

[0007]

[0008] Wherein, Ar in Formula A1 or Formula A2 has the following general structural formula: In the general structural formula of Ar in Formula A1, one hydrogen atom on the benzene ring is replaced by L1, and in the general structural formula of Ar in Formula A2, two hydrogen atom on the benzene ring are replaced by L2;

[0009] The L1 and L2 are independently selected from any one of a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkyl ether group, and a C1 to C10 alkylene group having a urea group or a urethane block;

[0010] In the general structural formula of Ar, at least one of R1 and R2 is C=O, and the other is selected from any one of C=O, O, S, Se, Te or empty. Empty means that there is no connecting substituent between the two benzene rings.

[0011] Further, the specific structure of Ar includes

[0012] Any one of .

[0013] Furthermore, the L1 or the L2 is located at the ortho position to the bonding position between the keto group and the benzene ring in the specific structure of Ar.

[0014] Furthermore, the L1 or the L2 has a C1 to C10 alkylene group having a urea group or a urethane block.

[0015] Furthermore, the acrylate containing two benzene rings includes the following specific structure:

[0016]

[0017]

[0018]

[0019] The specific range of the value of n in the chemical formula A2-6 only needs to meet the needs and there is no specific limitation.

[0020] Furthermore, the inorganic nanoparticles are inorganic metal oxides; the inorganic metal oxides include any one of ZrO2, TiO2, ZnS, ZnO, GeO2, Ta2O5, Bi4Ti3O2, Nb2O5, ITO, HfO2, SnO2, MoO3, Sb2O3, Sb2O5, Nd2O3, SiO2, AL2O3, SiO, MgF2, B2O3, BaO, Y2O3, AlN, MgO, and MgF2, or a combination of at least two thereof.

[0021] Furthermore, the particle size of the nanoparticles ranges from 5nm to 20nm.

[0022] Further, the acrylate monomer includes any one or a combination of at least two of an alkyl (meth) acrylate having 1 to 6 (meth) acrylate functional groups at the terminal and having C1 to C20, an alkyl ether (meth) acrylate having 1 to 6 (meth) acrylate functional groups at the terminal and having C1 to C20, a mono (meth) acrylate having 1 to 2 benzene rings, a di (meth) acrylate having 1 to 2 benzene rings, an alkyl (meth) acrylate having C1 to C20 substituted with a fluorine atom, an alkyl ether (meth) acrylate having C1 to C20 substituted with a fluorine atom, and a (meth) acrylate having 1 to 2 benzene rings substituted with a fluorine atom.

[0023] Furthermore, the acrylate monomer is selected from mono(meth)acrylates having C1 to C20 alkyl groups, mono(meth)acrylates having C1 to C20 alkyl ether groups, di(meth)acrylates having C1 to C20 alkylene groups, di(meth)acrylates having C1 to C20 alkylene ether groups, tri(meth)acrylates having C1 to C20 alkylene groups, tri(meth)acrylates having C1 to C20 alkylene groups, tri(meth)acrylates having C1 to C20 alkylene ether groups, tri(meth)acrylates having C1 to C20 alkylene groups, Any one of acrylate, tri(meth)acrylate having a C1 to C20 alkylene ether group, tetra(meth)acrylate having a C1 to C20 alkylene group, tetra(meth)acrylate having a C1 to C20 alkylene ether group, penta(meth)acrylate having a C1 to C20 alkylene group, hexa(meth)acrylate having a C1 to C20 alkylene group, mono(meth)acrylate having 1 to 2 benzene rings, di(meth)acrylate having 1 to 2 benzene rings, or a combination of at least two thereof.

[0024] Preferably, the acrylate monomer is selected from methyl acrylate, n-pentyl acrylate, isobutyl acrylate, isopentyl acrylate, hexyl acrylate, isooctyl acrylate, ethylene glycol diacrylate, ethylene glycol dimethacrylate, 1,3-propylene glycol diacrylate, 1,3-propylene glycol dimethacrylate, butanediol diacrylate, butanediol dimethacrylate, diethylene glycol diacrylate, diethylene glycol dimethacrylate, triethylene glycol diacrylate, triethylene glycol dimethacrylate, neopentyl glycol diacrylate, Acid esters, neopentyl glycol dimethacrylate, 1,6-hexanediol diacrylate, 1,6-hexanediol dimethacrylate, 1,12-dodecanediol diacrylate, 1,12-dodecanediol dimethacrylate, polyethylene glycol diacrylate, polyethylene glycol dimethacrylate, polypropylene glycol diacrylate, polypropylene glycol dimethacrylate, polybutylene glycol diacrylate, polybutylene glycol dimethacrylate, trimethylolpropane tri(meth)acrylate, glycerol trihydroxypropyl ether triacrylate , pentaerythritol triacrylate, pentaerythritol tetraacrylate, di(trimethylolpropane) tetraacrylate, polydipentaerythritol pentaacrylate, polydipentaerythritol hexaacrylate, phenyl acrylate, phenyl methacrylate, 1,4-phenylene diacrylate, 2-phenoxyethyl methacrylate, 2-methyl-2-phenoxymethyl acrylate, 2-methyl-2-[1,1'-biphenyl]-3-ethyl-2-acrylate, 2-phenoxyethyl acrylate, 4,4'-diphenyl diacrylate, dimethacrylate Any one of phenol A dimethacrylate, bisphenol A glycerol, 2-[4-(1-methyl-1-phenylethyl)phenoxy]ethyl acrylate, 2-acrylate, (1-methylethylidene) di-4,1-phenylene ester, ethoxylated bisphenol A dimethacrylate, dipropylene glycol diacrylate, phenylphenoxy and acrylate, phenoxybenzyl acrylate, diphenylmethanol acrylate, o-phenylphenoxyethyl methacrylate, phenoxybenzyl methacrylate, and diphenylmethanol methacrylate, or a combination of at least two thereof.

[0025] Preferably, the acrylate monomer can also be selected from any one of trifluoroethyl acrylate, hexafluorobutyl acrylate, dodecafluoroheptyl acrylate, 2-(perfluorooctyl)ethyl methacrylate, hexafluorobisphenol A diacrylate, perfluorodiethylene glycol diacrylate, perfluoropropane-1,3-diylbis(3,3-difluoro-2-methylacrylate), perfluoropropane dimethacrylate, 2-(perfluorobutyl)ethyl methacrylate, and 4-tridecafluorooctyl-benzoate-acrylate, or a combination of at least two thereof.

[0026] Description: In the actual use of the present invention, the acrylate monomer and the inorganic nanoparticles are selected in combination according to the specific needs of the actual situation. For example, when it is necessary to prepare a UV cut-off film material with a high refractive index performance, it is preferred to use inorganic nanoparticles with a higher refractive index (satisfying the required refractive index) and a fluorine-free acrylate monomer for compounding. When preparing a UV cut-off material with a low refractive index performance, it is preferred to use inorganic nanoparticles with a lower refractive index (satisfying the required refractive index) and a fluorine-containing acrylate monomer for compounding.

[0027] Furthermore, it also includes any one or a combination of at least two of a photoinitiator, a solvent, an adhesion promoter, a dispersant, a surfactant, a defoamer, and a stabilizer.

[0028] Wherein, preferably, the preferred technical solution of the present invention does not contain solvent. If the solvent is used, an organic solvent is selected from esters, alcohols, ethers, ketones, benzenes or a mixture thereof. The ester solvent is selected from the group consisting of ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol mono-n-butyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monobutyl ether acetate, methoxybutyl acetate, 3-methoxybutyl acetate, methoxypentyl acetate, diethylene glycol monomethyl ether acetate, diethylene glycol monoethyl ether acetate, diethylene glycol mono-n-butyl ether acetate, dipropylene glycol monomethyl ether acetate, triethylene glycol monomethyl ether acetate, triethylene glycol monoethyl ether acetate, 3-methyl-3-methoxybutyl acetate, ethylene glycol diacetate, 1,3-butanediol diacetate, 1,6-hexanol diacetate, and cyclohexanol acetate; the alcohol is selected from the group consisting of methanol, ethanol, cyclohexanol, ethylene glycol, propylene glycol, butanediol, diethylene glycol, dipropylene glycol, triethylene glycol one or more of; ethers are selected from: ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-butyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monomethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; ketones are selected from: acetone, methyl amyl ketone, methyl isopropyl ketone, methyl isoamyl ketone, diisopropyl ketone, diisobutyl ketone, methyl isobutyl ketone, cyclohexanone, ethyl amyl ketone, methyl butyl ketone, and methyl hexyl ketone; benzenes are selected from: any one of toluene and xylene or a combination of at least two.

[0029] Furthermore, when the UV cut-off film material in the present invention contains an adhesion promoter, the amount of the adhesion promoter added is 0.1-1 parts by weight; the adhesion promoter is a silane compound, and the adhesion promoter used in the present invention includes but is not limited to: one or more of bis[3-(triethoxysilyl)propyl]amine, 3-(isomethacryloyloxy)propyltrimethoxysilane, and (3-mercaptopropyl)trimethoxysilane.

[0030] Furthermore, when the UV cut-off film material of the present invention contains a dispersant, the amount of the dispersant added is 0.1-1 part by weight.

[0031] Furthermore, when the UV cut-off film material in the present invention contains a surfactant, the amount of the surfactant added is 0.1-1 parts by weight; the surfactant used in the present invention includes but is not limited to: BYK-300, BYK301, BYK302, BYK333, BYK352, BYK358N, BYK361N, etc. commercially available from BYK Chemical Company of Germany, and KP341, KP310, KP321, etc. commercially available from Shin-Etsu Chemical Co., Ltd.

[0032] Furthermore, when the UV cut-off film material in the present invention contains a defoamer, the amount of the defoamer added is 0.1-1 parts by weight; the defoamer is selected from: polysiloxane defoamers, mineral oil defoamers, polyether modified silicone defoamers, silicone defoamers, and the defoamers used in the present invention include but are not limited to: Shin-Etsu Chemical Co., Ltd.'s Shin-Etsu KS-66 defoamer and BYK307, BYK051, BYK052, BYK053, and BYK066N defoamers from BYK Additives (Shanghai) Co., Ltd.

[0033] Furthermore, when the UV cut-off film material of the present invention contains a stabilizer, the stabilizer is added in an amount of 0.01-0.05 parts by weight. The stabilizer includes, but is not limited to, one of butylated hydroxytoluene and p-hydroxyanisole or a mixture thereof.

[0034] Furthermore, when the UV cut-off film material of the present invention contains a photoinitiator, the amount of the photoinitiator added is 1-10 parts by weight.

[0035] Preferably, the photoinitiator is any one of α-hydroxy ketone initiators, benzoin initiators, acylphosphine oxide initiators, acetophenone initiators, morpholinyl ketone initiators, naphthylimide photoinitiators, oxime ester photoinitiators, and carbazole-based photoinitiators, or a combination of at least two thereof.

[0036] For example, the α-hydroxyketone initiator is selected from: 2-hydroxy-2-methyl-1-phenyl-1-propanone, 2-hydroxy-2-methyl-1-[4-(tert-butyl)phenyl]-1-propanone, 2-hydroxy-2-methyl-1-phenylpropane-1-one, 1-hydroxycyclohexylphenyl ketone, 2-hydroxy-2-methyl-1-(4-hydroxyethoxy)phenyl-1-propanone, polymerized [2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propanone], difunctional α-hydroxyketone, 4,4'-bis(diethylamino)benzophenone, any one or a combination of at least two thereof.

[0037] The benzoin initiator is selected from any one or more combinations of benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin n-butyl ether, benzoin isobutyl ether, benzoin dimethyl ether, and benzoin diethyl ether.

[0038] The acylphosphine oxide initiator is selected from: any one of (2,4,6-trimethylbenzoyl)diphenylphosphine oxide, bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide, and ethyl (2,4,6-trimethylbenzoyl)phenylphosphine ester, or a combination of at least two thereof.

[0039] The acetophenone photoinitiator is selected from: any one of 2,2-dimethoxyacetophenone, 2,2-diethoxyacetophenone, 2,2-dimethoxy-2-phenylacetophenone, 2,2-diethoxy-2-phenylacetophenone, or a combination of at least two thereof.

[0040] The second object of the present invention is to provide an application of a UV cut-off film material, wherein the UV cut-off film material is used to prepare an optical material layer of an OLED, Mini LED or Micro LED display device.

[0041] The present invention provides a UV cut-off film material, which has the following beneficial effects compared with the prior art:

[0042] 1. The UV cut-off film provided by the present invention mainly absorbs blue light in the range of 380-430nm, especially short-wavelength deep blue light of 380nm-400nm, and has excellent harmful blue light cut-off function without affecting the display function of the device;

[0043] 2. The ketone acrylate monomer component in the UV cutoff film material provided by the present invention can not only play the function of absorbing harmful blue light, but also play the function of a photoinitiator to achieve the curing and cross-linking of acrylic resin, and through the modification of specific acrylate functional groups, no toxic small molecule fragments will be generated during and after the curing of the material, which is safe and environmentally friendly, and solves the potential risk of film material stability caused by the decomposition of ketones into free radicals due to light and heat during use, and avoids the degradation effect of the introduction of UV cutoff functional components on the life of the device. DETAILED DESCRIPTION

[0044] The embodiments of the present invention will be described in detail below in conjunction with the examples, but those skilled in the art will appreciate that the following examples are only used to illustrate the present invention and should not be considered to limit the scope of the present invention. If no specific conditions are specified in the examples, they are carried out according to normal conditions or the conditions recommended by the manufacturer. If the manufacturer is not specified for the reagents or instruments used, they are all conventional products that can be obtained commercially.

[0045] The following Synthesis Examples 1-19 mainly relate to the synthesis of specific acrylate compounds containing two benzene rings.

[0046] In the following embodiments, the inorganic nanoparticles are added in the form of being mixed with a commercially available dispersant: the dispersing solvent is commercially available PGMEA (propylene glycol methyl ether acetate), and the weight content of the inorganic nanoparticles is 40-60%. Specifically, in this embodiment, the weight content of the inorganic nanoparticles is 50%.

[0047] Synthesis example 1:

[0048] The synthesis reaction equation of this synthesis example is as follows:

[0049]

[0050] The method comprises the following steps: adding xanthone-2-ethanol (24.3 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 ml of dichloromethane, and then adding triethylamine (10.12 g 0.1 mol). Add a mixed solution of 50 ml of dichloromethane containing acryloyl chloride (9.05 g, 0.1 mol) dropwise under an ice-water bath, and after the addition is completed, react at room temperature for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, add sodium bicarbonate aqueous solution to wash and adjust to neutrality, and finally wash with saturated NaCl aqueous solution, separate the liquids, dry the organic phase with anhydrous MgSO4, filter and spin-dry the solvent, and finally recrystallize with anhydrous ethanol to obtain a solid compound A1-1. The molecular weight is 294.01 detected by a mass spectrometer, and it is determined to be the target product.

[0051] Synthesis example 2:

[0052] The synthesis reaction equation of this synthesis example is as follows:

[0053]

[0054] The method comprises the following steps: adding xanthone-1-ethanol (24.3 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 ml of dichloromethane, and then adding triethylamine (10.12 g 0.1 mol). Add a mixed solution of 50 ml of dichloromethane containing acryloyl chloride (9.05 g, 0.1 mol) dropwise under an ice-water bath, and after the addition is completed, react at room temperature for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, add sodium bicarbonate aqueous solution to wash and adjust to neutrality, and finally wash with saturated NaCl aqueous solution, separate the liquids, dry the organic phase with anhydrous MgSO4, filter and spin-dry the solvent, and finally recrystallize with anhydrous ethanol to obtain solid compound A1-2. The molecular weight is 294.20 detected by mass spectrometer, which is determined to be the target product.

[0055] Synthesis example 3:

[0056] The synthesis reaction equation of this synthesis example is as follows:

[0057]

[0058] The method comprises the following steps: 1-(3-hydroxypropyl)-9H-thioxanthene-9-one (27.03 g, 0.1 mol) is added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, and dissolved in 250 ml of dichloromethane, followed by the addition of triethylamine (10.12 g 0.1 mol). A mixed solution of 50 ml of dichloromethane containing methacryloyl chloride (10.45 g, 0.1 mol) is added dropwise under an ice-water bath, and after the addition is completed, the mixture is reacted at room temperature for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with a saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and then spin-dried with the solvent, and finally recrystallized with anhydrous ethanol to obtain a solid compound A1-5. The molecular weight is 338.31 after mass spectrometer detection, and it is determined to be the target product.

[0059] Synthesis example 4:

[0060] The synthesis reaction equation of this synthesis example is as follows:

[0061]

[0062] The method comprises the following steps: 2-(hydroxypropyl)-9H-thioxanthene-9-one (25.83 g, 0.1 mol) is added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser and dissolved in 250 ml of dichloromethane. Then triethylamine (10.12 g 0.1 mol) is added. A mixed solution of 50 ml of dichloromethane containing methacryloyl chloride (10.45 g, 0.1 mol) is added dropwise under an ice-water bath. After the addition is completed, the mixture is reacted at room temperature for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with a saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and then spin-dried with the solvent, and finally recrystallized with anhydrous ethanol to obtain compound A1-7. The molecular weight is 326.13 after mass spectrometer detection, which is determined to be the target product.

[0063] Synthesis example 5:

[0064] The synthesis reaction equation of this synthesis example is as follows:

[0065]

[0066] The method comprises the following steps: 1-(hydroxypropyl)-9H-thioxanthene-9-one (27.23 g, 0.1 mol) is added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser and dissolved in 250 ml of dichloromethane. Then triethylamine (10.12 g 0.1 mol) is added. A mixed solution of 50 ml of dichloromethane containing acryloyl chloride (9.05 g, 0.1 mol) is added dropwise under an ice-water bath. After the addition is completed, the mixture is reacted at room temperature for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with a saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and the solvent is spin-dried, and finally recrystallized with anhydrous ethanol to obtain compound A1-8. The molecular weight is 326.28 after mass spectrometer detection, which is determined to be the target product.

[0067] Synthesis example 6:

[0068] The synthesis reaction equation of this synthesis example is as follows:

[0069]

[0070] The method comprises the following steps: adding 2-(2-hydroxyethoxy)anthracene-9,10-dione (26.83 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser and dissolving it in 250 ml of dichloromethane. Then adding triethylamine (10.12 g 0.1 mol). Adding a mixed solution of 50 ml of dichloromethane containing acryloyl chloride (9.05 g, 0.1 mol) dropwise under an ice-water bath, reacting at room temperature for 7 hours after the addition is complete, and reacting completely. After washing with ice water and diluted HCl, adding sodium bicarbonate aqueous solution to wash and adjust to neutrality, finally washing with saturated NaCl aqueous solution, separating the liquids, drying the organic phase with anhydrous MgSO4, filtering and spin drying the solvent, and finally recrystallizing with anhydrous ethanol to obtain compound A1-10. The molecular weight is 322.10 detected by mass spectrometer, which is determined to be the target product.

[0071] Synthesis example 7:

[0072] The synthesis reaction equation of this synthesis example is as follows:

[0073]

[0074] The method comprises the following steps: adding 3-hydroxy-9H-thioxanthen-9-one (22.83 g, 0.1 mol), glycidyl methacrylate (14.22 g, 0.1 mol) and 5 mmol N, N-dimethylbenzylamine (13.52 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 mL tetrahydrofuran, heating to 100° C. under nitrogen protection for 6 hours, concentrating the reaction solution after the reaction is complete, purifying by column chromatography with a 10:1 mixture of dichloromethane and petroleum ether, concentrating the chromatographic solution, and obtaining compound A1-11. The molecular weight is 370.53 as detected by a mass spectrometer, and the target product is determined.

[0075] Synthesis example 8:

[0076] The synthesis reaction equation of this synthesis example is as follows:

[0077]

[0078] The method comprises the following steps: 1-hydroxy-xanthone (21.22 g, 0.1 mol), glycidyl methacrylate (14.22 g, 0.1 mol) and N, N-dimethylbenzylamine (13.52 g, 0.1 mol) are added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolved in 250 mL of tetrahydrofuran, heated to 100° C. under nitrogen protection for 6 hours, after the reaction is complete, the reaction solution is concentrated, purified by column chromatography with a 10:1 mixture of dichloromethane and petroleum ether, and the chromatographic solution is concentrated to obtain compound A1-12. The molecular weight is 354.11 after mass spectrometry, and it is determined to be the target product.

[0079] Synthesis example 9:

[0080] The synthesis reaction equation of this synthesis example is as follows:

[0081]

[0082] The method comprises the following steps: adding 4-hydroxy-xanthone (21.22 g, 0.1 mol), glycidyl methacrylate (14.22 g, 0.1 mol) and N, N-dimethylbenzylamine (13.52 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 mL of tetrahydrofuran, heating to 100° C. under nitrogen protection for 6 hours, concentrating the reaction solution after the reaction is complete, purifying by column chromatography with a 10:1 mixture of dichloromethane and petroleum ether, concentrating the chromatographic solution, and obtaining compound A1-13. The molecular weight is 354.52 as detected by a mass spectrometer, and the target product is determined.

[0083] Synthesis example 10:

[0084] The synthesis reaction equation of this synthesis example is as follows:

[0085]

[0086] The synthesis method comprises the following steps: adding dry 1,6-hexanediol (23.6 g, 0.2 mol) and dry 9-xanthone-1-isocyanate (47.44 g, 0.2 mol) and dibutyltin dilaurate (0.12 g, 2 mmol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, mixing thoroughly, slowly heating to 80° C. in a nitrogen atmosphere for reaction for 2 h, cooling to room temperature, installing a water separator, adding dry hydroxyethyl methacrylate (26.0 3g, 0.2mol), dried p-toluenesulfonic acid (1.72g, 10mmol), p-hydroxyanisole (0.25g, 2mmol) and 50mL toluene, heated to 115°C for reflux reaction, during which the azeotrope of water and toluene was removed to the water separator, and the reaction end point was when the water level in the water separator no longer rose or the acid value of the reaction system was stable, cooled to room temperature, and the remaining toluene, p-toluenesulfonic acid and p-hydroxyanisole were removed by suction filtration, and the filtrate was dried over anhydrous magnesium sulfate and purified by column chromatography to obtain compound A1-14. The molecular weight was 321.38 detected by mass spectrometer, which was determined to be the target product.

[0087] Synthesis example 11:

[0088] The synthesis reaction equation of this synthesis example is as follows:

[0089]

[0090] The synthesis method comprises the following steps: adding dry 1,6-hexanediol (23.6 g, 0.2 mol), dry 9-thioxanthone-1-isocyanate (47.44 g, 0.2 mol) and dibutyltin dilaurate (0.12 g, 2 mmol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, mixing thoroughly, slowly heating to 80° C. in a nitrogen atmosphere for reaction for 2 h, cooling to room temperature, installing a water separator, adding dry hydroxyethyl methacrylate (26.0 3g, 0.2mol), dried p-toluenesulfonic acid (1.72g, 10mmol), p-hydroxyanisole (0.25g, 2mmol) and 50mL toluene, heated to 115°C for reflux reaction, during which the azeotrope of water and toluene was removed to the water separator, and the reaction end point was when the water level in the water separator no longer rose or the acid value of the reaction system was stable, cooled to room temperature, and the remaining toluene, p-toluenesulfonic acid and p-hydroxyanisole were removed by suction filtration, and the filtrate was dried over anhydrous magnesium sulfate and purified by column chromatography to obtain compound A1-16. The molecular weight was 367.02 detected by mass spectrometer, which was determined to be the target product.

[0091] Synthesis example 12:

[0092] The synthesis reaction equation of this synthesis example is as follows:

[0093]

[0094] The method comprises the following steps: 1-amino-9H-telluryloxanthone (32.28 g, 0.1 mol) and tributyltin (0.72 g, 2 mmol) are added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, and dissolved in 100 mL tetrahydrofuran, and then ethyl isocyanate (14.11 g, 0.1 mol) is added, and the mixture is reacted at 50° C. for 12 hours. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash the mixture until the mixture is neutral, and finally a saturated NaCl aqueous solution is used for washing, and the organic phase is separated, and the organic phase is dried with anhydrous MgSO4, filtered, and the solvent is dried, and finally anhydrous ethanol is used for recrystallization to obtain compound A1-17. The molecular weight is 466.08 after mass spectrometry, and the compound is determined to be the target product.

[0095] Synthesis example 13:

[0096] The synthesis reaction equation of this synthesis example is as follows:

[0097]

[0098] The method comprises the following steps: adding 1-(hydroxypropyl)-9H-thioxanthene-9-one (27.23 g, 0.1 mol) to 250 ml of dichloromethane in a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser. Then, triethylamine (10.12 g 0.1 mol) is added. 2-chloroacrylate (13.46 g, 0.1 mol) is added dropwise under an ice-water bath, and 4-dimethylaminopyridine (12.22 g, 0.1 mol) is added as a catalyst to react for 24 hours. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and the solvent is spin-dried, and finally recrystallized with anhydrous ethanol to obtain compound A1-18. The molecular weight is 370.13 detected by mass spectrometer, which is determined to be the target product.

[0099] Synthesis example 14:

[0100] The synthesis reaction equation of this synthesis example is as follows:

[0101]

[0102] The method comprises the following steps: 4-hydroxypropyl benzophenone (24.23 g, 0.1 mol) is added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser and dissolved in 250 ml of dichloromethane. Then triethylamine (10.12 g 0.1 mol) is added. 2-chloroacrylate (13.46 g, 0.1 mol) is added dropwise under an ice-water bath, and 4-dimethylaminopyridine (12.22 g, 0.1 mol) is added as a catalyst to react for 24 hours. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with a saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and then spin-dried with the solvent, and finally recrystallized with anhydrous ethanol to obtain compound A1-19. The molecular weight is 340.01 after mass spectrometer detection, which is determined to be the target product.

[0103] Synthesis example 15:

[0104] The synthesis reaction equation of this synthesis example is as follows:

[0105]

[0106] The method comprises the following steps: adding 2,7-dichloro-9H-thioxanthen-9-one (28.11 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 ml of dichloromethane, and then adding triethylamine (10.12 g 0.1 mol). Add a mixed solution of polyethylene glycol propionate (CAS No. 19812-60-3, 49.65 g, 0.2 mol) and 50 ml of dichloromethane dropwise under an ice-water bath, and keep the ice-water bath for 7 hours until the reaction is complete. After washing with ice water and diluted HCl, add sodium bicarbonate aqueous solution to wash and adjust to neutrality, and finally wash with saturated NaCl aqueous solution, separate the liquids, dry the organic phase with anhydrous MgSO4, filter and spin dry the solvent, and finally recrystallize with anhydrous ethanol to obtain a solid compound A2-6. The molecular weight is 704.52 after mass spectrometer detection, which is determined to be the target product.

[0107] Synthesis example 16:

[0108] The synthesis reaction equation of this synthesis example is as follows:

[0109]

[0110] The method comprises the following steps: 9H-thioxanthene-9-one-2,7-dihydroxypropyl (30.43 g, 0.1 mol) is added to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser and dissolved in 250 ml of dichloromethane. Then triethylamine (10.12 g 0.1 mol) is added. A mixed solution of 50 ml of dichloromethane containing methacryloyl chloride (20.91 g, 0.2 mol) is added dropwise under an ice-water bath, and 4-dimethylaminopyridine (12.22 g, 0.1 mol) is added as a catalyst to react for 24 hours, and the reaction is complete. After washing with ice water and diluted HCl, sodium bicarbonate aqueous solution is added to wash and adjust to neutrality, and finally washed with a saturated NaCl aqueous solution, separated, the organic phase is dried with anhydrous MgSO4, filtered and the solvent is spin-dried, and finally recrystallized with anhydrous ethanol to obtain compound A2-4. The molecular weight was 440.05 detected by mass spectrometry, which was confirmed to be the target product.

[0111] Synthesis example 17:

[0112] The synthesis reaction equation of this synthesis example is as follows:

[0113]

[0114] The method comprises the following steps: adding 1,8-dihydroxyxanthone (22.28 g, 0.1 mol), glycidyl methacrylate (56.86 g, 0.2 mol) and N,N-dimethylbenzylamine (13.52 g, 0.1 mol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, dissolving in 250 mL of tetrahydrofuran, heating to 100° C. under nitrogen protection for 6 hours, concentrating the reaction solution after the reaction is complete, purifying by column chromatography with a 10:1 mixture of dichloromethane and petroleum ether, concentrating the chromatographic solution, and obtaining compound A2-7. The molecular weight is 512.01 as detected by a mass spectrometer, and it is determined to be the target product.

[0115] Synthesis example 18:

[0116] The synthesis reaction equation of this synthesis example is as follows:

[0117]

[0118] The synthesis method comprises the following steps: adding dry 1,6-hexanediol (23.6 g, 0.2 mol), dry 9-thioxanthone-1,8-diisocyanate (47.44 g, 0.2 mol) and dibutyltin dilaurate (0.12 g, 2 mmol) to a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, mixing thoroughly, slowly heating to 80° C. in a nitrogen atmosphere for reaction for 2 h, cooling to room temperature, installing a water separator, adding dry hydroxyethyl methacrylate (52 .03g, 0.4mol), dried p-toluenesulfonic acid (1.72g, 10mmol), p-hydroxyanisole (0.25g, 2mmol) and 50mL toluene, heated to 115°C for reflux reaction, during which the azeotrope of water and toluene was removed to the water separator, and the reaction end point was when the water level in the water separator no longer rose or the acid value of the reaction system was stable, cooled to room temperature, and the remaining toluene, p-toluenesulfonic acid and p-hydroxyanisole were removed by suction filtration, and the filtrate was dried over anhydrous magnesium sulfate and purified by column chromatography to obtain compound A2-9. The molecular weight was 554.28 detected by mass spectrometer, which was determined to be the target product.

[0119] Synthesis example 19:

[0120] The synthesis reaction equation of this synthesis example is as follows:

[0121]

[0122] The synthesis method comprises the following steps: adding dry 1,6-hexanediol (23.6 g, 0.2 mol), dry 9-thioxanthone-2-isocyanate (47.44 g, 0.2 mol) and dibutyltin dilaurate (0.12 g, 2 mmol) into a 500 mL three-necked round-bottom flask equipped with a thermometer, a magnetic stirrer and a reflux condenser, fully mixing, slowly heating to 80° C. in a nitrogen atmosphere for reaction for 2 h, cooling to room temperature, installing a water separator, adding dry hydroxyethyl methacrylate (26. 03g, 0.2mol), dried p-toluenesulfonic acid (1.72g, 10mmol), p-hydroxyanisole (0.25g, 2mmol) and 50mL toluene were heated to 115°C for reflux reaction. During the process, the azeotrope of water and toluene was removed to the water separator. The reaction end point was when the water level in the water separator no longer rose or the acid value of the reaction system was stable. The reaction was cooled to room temperature, and the remaining toluene, p-toluenesulfonic acid and p-hydroxyanisole were removed by suction filtration. The filtrate was dried over anhydrous magnesium sulfate and purified by column chromatography to obtain compound S20. The molecular weight was 367.21 detected by mass spectrometer, which was determined to be the target product.

[0123] Embodiment 1:

[0124] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: adding 20 parts by weight of methyl acrylate, 10 parts by weight of ZrO2, and 1 part by weight of compound A1-1 into a reactor and stirring them evenly, then successively adding 0.1 parts by weight of BYK-300, 0.1 parts by weight of BYK307, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cutoff film material.

[0125] Embodiment 2:

[0126] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: adding 40 parts by weight of methyl acrylate, 50 parts by weight of ZrO2, and 10 parts by weight of compound A1-2 into a reactor and stirring them evenly, then successively adding 0.1 parts by weight of BYK-300, 0.1 parts by weight of BYK307, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cutoff film material.

[0127] Embodiment 3:

[0128] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A1-5 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0129] Embodiment 4:

[0130] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound S4 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0131] Embodiment 5:

[0132] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A1-8 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0133] Embodiment 6:

[0134] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: adding 15 parts by weight of isobutyl acrylate, 20 parts by weight of ZrO2, and 8 parts by weight of compound A1-10 into a reactor and stirring them evenly, then successively adding 0.3 parts by weight of BYK301, 0.4 parts by weight of BYK053, and 0.02 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cutoff film material.

[0135] Embodiment 7:

[0136] The present embodiment relates to a method for preparing a UV cut-off film material, comprising the following steps: adding 28 parts by weight of biphenylmethanol acrylate, 10 parts by weight of Sb2O3, and 4 parts by weight of compound S7 into a reactor and stirring them evenly, then successively adding 0.7 parts by weight of BYK301, 0.8 parts by weight of BYK053, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cut-off film material.

[0137] Embodiment 8:

[0138] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A1-12 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0139] Embodiment 9:

[0140] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A1-13 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0141] Embodiment 10:

[0142] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A1-14 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0143] Embodiment 11:

[0144] The present embodiment relates to a method for preparing a UV cut-off film material, comprising the following steps: adding 26 parts by weight of biphenylmethanol acrylate, 45 parts by weight of MoO3, and 4 parts by weight of compound A1-16 into a reactor and stirring them evenly, then successively adding 1 part by weight of 2-hydroxy-2-methyl-1-phenyl-1-propanone, 0.2 parts by weight of BYK301, 0.2 parts by weight of BYK066N, and 0.05 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cut-off film material.

[0145] Embodiment 12:

[0146] 35 parts by weight of dipropylene glycol diacrylate, 45 parts by weight of Nd2O3 and 4 parts by weight of compound A1-17 were put into a reactor and stirred evenly, and then 0.8 parts by weight of BYK301, 0.6 parts by weight of BYK066N and 0.03 parts by weight of p-hydroxyanisole were successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0147] Embodiment 13:

[0148] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 35 parts by weight of perfluoropropane dimethacrylate, 27 parts by weight of SiO2, and 4 parts by weight of compound A1-18 are put into a reactor and stirred evenly, and then 0.3 parts by weight of BYK301, 0.4 parts by weight of BYK066N, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0149] Embodiment 14:

[0150] The present embodiment relates to a method for preparing a UV cut-off film material, comprising the following steps: putting 8 parts of dipropylene glycol diacrylate, 30 parts of biphenylmethanol acrylate, 37 parts by weight of MgO, and 4 parts by weight of compound S14 into a reactor and stirring them evenly, then successively adding 10 parts by weight of benzoin dimethyl ether, 0.6 parts by weight of BYK358N, 0.7 parts by weight of BYK066N, and 0.06 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cut-off film material.

[0151] Embodiment 15:

[0152] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: adding 40 parts by weight of methyl acrylate, 50 parts by weight of ZrO2, and 10 parts by weight of compound A2-6 into a reactor and stirring them evenly, then successively adding 0.1 parts by weight of BYK-300, 0.1 parts by weight of BYK307, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cutoff film material.

[0153] Embodiment 16:

[0154] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound A2-4 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0155] Embodiment 17:

[0156] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 5 parts by weight of compound S17 are put into a reactor and stirred evenly, and then 0.5 parts by weight of BYK-300, 0.5 parts by weight of BYK307, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0157] Embodiment 18:

[0158] The present embodiment relates to a method for preparing a UV cut-off film material, comprising the following steps: adding 26 parts by weight of biphenylmethanol acrylate, 45 parts by weight of MoO3, and 4 parts by weight of compound S18 into a reactor and stirring them evenly, then successively adding 0.2 parts by weight of BYK301, 0.2 parts by weight of BYK066N, and 0.05 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cut-off film material.

[0159] Embodiment 19:

[0160] The present embodiment relates to a method for preparing a UV cutoff film material, comprising the following steps: 35 parts by weight of dipropylene glycol diacrylate, 45 parts by weight of Nd2O3, and 4 parts by weight of compound S19 are put into a reactor and stirred evenly, and then 0.8 parts by weight of BYK301, 0.6 parts by weight of BYK066N, and 0.03 parts by weight of p-hydroxyanisole are successively added to the reactor and stirred for 1 hour to prepare the UV cutoff film material.

[0161] Comparative Example 1:

[0162] The present comparative example relates to a method for preparing a UV cut-off film material, comprising the following steps: adding 40 parts by weight of methyl acrylate, 50 parts by weight of ZrO2, and 10 parts by weight of xanthone into a reactor and stirring them evenly, then successively adding 0.1 parts by weight of BYK-300, 0.1 parts by weight of BYK307, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cut-off film material.

[0163] Comparative Example 2:

[0164] The present comparative example relates to a method for preparing a UV cutoff film material, comprising the following steps: adding 30 parts by weight of methyl acrylate, 35 parts by weight of ZrO2, and 1 part by weight of thioxanthone into a reactor and stirring them evenly, then successively adding 0.1 parts by weight of BYK-300, 0.1 parts by weight of BYK307, and 0.01 parts by weight of p-hydroxyanisole into the reactor and continuing stirring for 1 hour to prepare the UV cutoff film material.

[0165] Performance testing:

[0166] The UV cut-off film materials obtained in Examples 1-19 and Comparative Examples 1-2 were coated on PET substrates respectively, and 5 μm was coated on a quartz substrate using inkjet printing technology. The substrate was dried in a vacuum drying oven for 30 minutes, pre-baked on a vacuum hot plate at 80°C for 1 minute, and placed in a UV curing machine at about 2000 mJ / cm 2After the organic-inorganic composite material is irradiated with an intensity of , the sample numbered 1-21 is obtained, wherein the sample numbered 1-19 corresponds to the embodiment 1-19, and the sample numbered 20-21 corresponds to the embodiment comparative example 1-2. The transmittance of the sample is tested by using a WGT-S transmittance haze tester, and the transmittance is selected in the blue light spectrum region. The test results are shown in Table 1 below:

[0167] Table 1 Test results

[0168]

[0169] As can be seen from Table 1 above, by comparing No. 1-19 with No. 20-21, it can be seen that the blue light absorption effect of the UV cutoff film using the double-substituted site compound of the present invention is significantly better than the UV cutoff film of the single-substituted compound of the comparative example; and by comparing Example 1 with Example 2, Example 8 with Example 9, Example 11, Example 19 and Example 20, it can be seen that the influence of the group substitution site on the blue light absorption effect makes the UV cutoff film not only have good absorption of blue light in the range of 380 to 400 nm, but also have a certain improvement in the blue light absorption effect in the range of more than 400 nm, especially when the substituent group is a C1 to C10 alkylene group with a urea group or a carbamate block, and is located at the ortho position of the bonding position of the keto group and the benzene ring, the blue light absorption effect of the UV cutoff film is significantly better than the effects of other substituent groups or other substituent sites, which may be due to the fact that the amino group and the keto oxygen atom can be chelated into a six-membered ring through hydrogen bonds, and then easily absorb blue light through molecular rearrangement and release it in the form of heat, thereby achieving a good blue light absorption effect.

[0170] The UV cut-off film provided by the present invention has excellent absorption effect in the blue light range of 380 to 400 nm, so that it has excellent blue light protection function without affecting the display function of the device, and can be widely used in optical material layers of display devices such as OLED, Mini LED or Micro LED.

[0171] The preferred embodiments of the present invention are described in detail above, but the present invention is not limited thereto. Within the technical concept of the present invention, the technical solution of the present invention can be subjected to a variety of simple modifications, including the combination of various technical features in any other suitable manner, and these simple modifications and combinations should also be regarded as the contents disclosed by the present invention and belong to the protection scope of the present invention.

Claims

1. A UV cut-off film material, characterized in that: The invention comprises the following raw materials in parts by weight: 20-40 parts of acrylate monomer, 10-50 parts of inorganic nanoparticles and 1-10 parts of acrylate containing two benzene rings; the two benzene rings in the acrylate containing two benzene rings are connected by at least one ketone group; the acrylate monomer is selected from acrylate whose main chain is alkyl, alkyl ether or aromatic, and the aromatic group does not include a benzophenone structural unit.

2. The UV cut-off film material according to claim 1, characterized in that: The acrylate containing two benzene rings has a structure shown in Formula A1 or Formula A2: Wherein, Ar in Formula A1 or Formula A2 has the following general structural formula: In the general structural formula of Ar in Formula A1, one hydrogen atom on the benzene ring is replaced by L1, and in the general structural formula of Ar in Formula A2, two hydrogen atom on the benzene ring are replaced by L2; The L1 and L2 are independently selected from any one of a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C20 alkyl ether group, and a C1 to C10 alkylene group having a urea group or a urethane block; In the general structural formula of Ar, at least one of R1 and R2 is C=O, and the other is selected from any one of C=O, O, S, Se, Te or air.

3. The UV cut-off film material according to claim 2, characterized in that: The specific structure of Ar includes Any one of .

4. The UV cut-off film material according to claim 3, characterized in that: The L1 or the L2 is located at the ortho position of the bonding position between the keto group and the benzene ring in the specific structure of Ar.

5. The UV cut-off film material according to claim 3, characterized in that: The acrylate containing two benzene rings includes the following specific structure:

6. The UV cut-off film material according to any one of claims 1 to 5, characterized in that: The inorganic nanoparticles are inorganic metal oxides; the inorganic metal oxides include any one of ZrO2, TiO2, ZnS, ZnO, GeO2, Ta2O5, Bi4Ti3O2, Nb2O5, ITO, HfO2, SnO2, MoO3, Sb2O3, Sb2O5, Nd2O3, SiO2, AL2O3, SiO, MgF2, B2O3, BaO, Y2O3, AlN, MgO, MgF2, BaF2, or a combination of at least two thereof.

7. The UV cut-off film material according to any one of claims 1 to 5, characterized in that: The acrylate monomer includes any one or a combination of at least two of an alkyl (meth) acrylate having 1 to 6 (meth) acrylate functional groups at the terminal and having C1 to C20, an alkyl ether (meth) acrylate having 1 to 6 (meth) acrylate functional groups at the terminal and having C1 to C20, a mono (meth) acrylate having 1 to 2 benzene rings, a di (meth) acrylate having 1 to 2 benzene rings, an alkyl (meth) acrylate having C1 to C20 substituted with a fluorine atom, an alkyl ether (meth) acrylate having C1 to C20 substituted with a fluorine atom, and a (meth) acrylate having 1 to 2 benzene rings substituted with a fluorine atom.

8. The UV cut-off film material according to any one of claims 1 to 5, characterized in that: It also includes any one or a combination of at least two of a photoinitiator, a solvent, an adhesion promoter, a dispersant, a surfactant, a defoamer, and a stabilizer.

9. The UV cut-off film material according to claim 8, characterized in that: The photoinitiator is at least one of α-hydroxy ketone initiators, benzoin initiators, acylphosphine oxide initiators, acetophenone initiators, morpholinyl ketone initiators, naphthylimide photoinitiators, oxime ester photoinitiators, and carbazole photoinitiators; The adhesion promoter is a silane compound; The defoamer includes at least one of a polysiloxane defoamer, a mineral oil defoamer, a polyether-modified organic silicon defoamer, and a silicone defoamer.

10. Use of the UV cut-off film material according to any one of claims 1 to 9, characterized in that: The UV cut-off film material is used to prepare an optical material layer of an OLED, Mini LED or Micro LED display device.

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