Anti-blue-light dye as well as preparation method and application thereof

Abstract

The invention relates to the technical field of anti-blue-light dyes, in particular to an anti-blue-light dye as well as a preparation method and application thereof. The anti-blue-light dye is prepared by organic and inorganic composite hybridization and grinding and dispersion, and comprises 10 to 20 parts of functionalized (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl) ethyl acrylate, 0.5 to 1 part of a dispersant and 0.5 to 1.5 parts of a coupling agent, and the anti-blue-light dye can be applied to functional slurry and functional master batch. A high-performance anti-blue-light product is obtained. The functional film prepared by using the dye has a barrier effect of 99% or above in the wave band of 200-420 nm, meanwhile, the visible light transmittance is 85%, the haze is smaller than 1%, no obvious influence is caused in a rapid ultraviolet aging test for 500 h, and the functional film has outstanding functionality and has a very good application prospect in the fields of buildings, automobiles, display and the like.

Description

Technical Field

[0001] This invention relates to the field of blue light blocking dye technology, specifically to a blue light blocking dye, its preparation method, and its application. Background Technology

[0002] In recent years, with the widespread use of electronic devices such as smartphones, tablets, and computer monitors, people's daily exposure to blue light has increased significantly. High-energy short-wavelength blue light with wavelengths of 400-480nm, especially in the 415-455nm band, can penetrate the lens of the eye and reach the retina. Long-term exposure may lead to retinal damage, visual fatigue, and even eye diseases such as macular degeneration. High-energy blue light can also inhibit the secretion of melatonin, disrupt the body's normal biological clock, and affect sleep quality.

[0003] The development of blue light blocking materials has become a research hotspot. Common blue light blocking methods mainly include physical blocking and chemical absorption. Physical blocking involves coating the material surface with a coating containing nanoparticles such as titanium dioxide and zinc oxide, utilizing the scattering and reflection of blue light by these nanoparticles to achieve protection. However, this method suffers from problems such as low coating transmittance, haze, and weak adhesion to the substrate, affecting the material's optical performance and user experience. Chemical absorption methods typically involve adding traditional blue light blocking agents, such as benzophenone and benzotriazole UV absorbers. While these have some absorption capacity for blue light, they suffer from drawbacks such as narrow absorption bands, low absorption efficiency, poor compatibility with polymer substrates, and insufficient migration resistance. Furthermore, some traditional absorbers have potential biotoxicity, failing to meet environmental protection requirements. Chinese patent CN111116990B discloses a carbon dot ultraviolet-blue light absorber with absorption performance of 400-450nm, but its absorption efficiency is still not very high. Chinese patent CN108603946B discloses a benzotriazole UV absorber blue light blocking material, which has high UV and blue light blocking performance, but its blocking performance is not very high beyond 420nm.

[0004] Existing blue light blocking materials require further development in terms of efficient broadband blue light absorption, high-temperature processability, transparency, and weather resistance. Therefore, developing a novel blue light blocking dye with efficient blue light absorption, high stability, and compatibility is of significant practical importance for the preparation of application materials such as high-performance blue light blocking coatings and functional masterbatches. Summary of the Invention

[0005] To address the shortcomings of existing technologies, this invention provides a highly efficient and stable blue light blocking dye and its preparation method. This material can be applied to blue light blocking coatings and blue light blocking plastic masterbatches, meeting the needs of practical applications.

[0006] A blue light blocking dye, by weight, comprises 10-20 parts of functionalized (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate, 0.5-1 parts of dispersant, and 0.5-1.5 parts of coupling agent; The surface of the (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate is coated with cerium oxide; The (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate is obtained by reacting 4-(diethylamino)salicylaldehyde with ethyl cyanoacrylate. The (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl) ethyl acrylate is functionalized by reacting it with a silane coupling agent and glycidyl methacrylate.

[0007] Optionally, the dispersant is polyethylene glycol and / or polyvinylpyrrolidone.

[0008] Optionally, the number average molecular weight of polyethylene glycol is 500-1500.

[0009] Optionally, the number average molecular weight of polyvinylpyrrolidone is 10,000-30,000.

[0010] Optionally, the coupling agent is selected from one or more of γ-aminopropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, and γ-methacryloyloxypropyltrimethoxysilane.

[0011] Optionally, the mass ratio of 4-(diethylamino)salicylaldehyde to ethyl cyanoacetate is (8-12):(6-7).

[0012] Optionally, the silane coupling agent is 3-aminopropyltriethoxysilane.

[0013] A method for preparing a blue light blocking dye is as follows: (1) A mixture of 4-(diethylamino)salicylaldehyde, ethyl cyanoacetate, organic base catalyst and solvent I was refluxed at 70-80℃ for 4-8h to obtain substance A; (2) A mixture of cerium chloride, substance A, solvent II and urea is reacted at 120-140℃ for 3-6 hours to obtain substance B; (3) Mixture of substance B, solvent III and silane coupling agent, reflux at 75-85℃ for 3-6h, continue to add glycidyl methacrylate and initiator, react at 65-75℃ for 3-6h to obtain substance C; (4) The mixture of dispersant, coupling agent, solvent IV and substance C is evaporated by wet milling medium to obtain anti-blue light dye.

[0014] In this application, substance A is (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl) ethyl acrylate.

[0015] Optionally, in step (1), the organic base catalyst is piperidine.

[0016] Optionally, in step (1), solvent I is selected from one or more of ethanol, isopropanol, ethyl acetate, butyl acetate, methyl ethyl ketone, and methyl isobutyl ketone.

[0017] Optionally, in step (1), the mass ratio of 4-(diethylamino)salicylaldehyde, ethyl cyanoacetate and organic base catalyst is (8-12):(6-7):(0.3-0.6).

[0018] Optionally, in step (1), the mass ratio of solvent I to 4-(diethylamino)salicylaldehyde is (100-300):(8-12).

[0019] Optionally, in step (1), after reflux reaction, the mixture is filtered, washed and vacuum dried to obtain substance A.

[0020] Optionally, in step (2), the mass ratio of cerium chloride, substance A and urea is (1-1.5):(2-2.5):(0.1-0.2).

[0021] Optionally, in step (2), solvent II is acetonitrile and ethanol, and the volume ratio of acetonitrile to ethanol is (2-4):1; preferably, the volume ratio of acetonitrile to ethanol is 3:1.

[0022] Optionally, in step (2), the mass ratio of solvent II to substance A is (40-80):(2-2.5).

[0023] Optionally, in step (2), after the reaction, the mixture is naturally cooled to room temperature, filtered, washed, and vacuum dried to obtain substance B.

[0024] Optionally, in step (3), solvent III is toluene.

[0025] Optionally, in step (3), the silane coupling agent is 3-aminopropyltriethoxysilane.

[0026] Optionally, in step (3), the mass ratio of substance B, solvent III and silane coupling agent is 1:(50-100):(0.1-0.3).

[0027] Optionally, in step (3), the initiator is AIBN.

[0028] Optionally, in step (3), the mass ratio of substance B, glycidyl methacrylate and initiator is 1:(0.1-0.3):(0.01-0.05).

[0029] Optionally, in step (3), the reaction is carried out at 65-75℃ for 3-6 hours, followed by filtration, washing, and vacuum drying to obtain substance C.

[0030] Optionally, in step (4), the dispersant is polyethylene glycol and / or polyvinylpyrrolidone.

[0031] Optionally, the number average molecular weight of polyethylene glycol is 500-1500.

[0032] Optionally, the number average molecular weight of polyvinylpyrrolidone is 10,000-30,000.

[0033] Optionally, in step (4), the coupling agent is selected from one or more of γ-aminopropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, and γ-methacryloyloxypropyltrimethoxysilane.

[0034] Optionally, in step (4), solvent IV is ethanol.

[0035] Optionally, in step (4), the mass ratio of dispersant, coupling agent, solvent IV and substance C is (0.5-1):(0.5-1.5):(20-30):(10-20).

[0036] Another aspect of this application provides an anti-blue light coating liquid, including the aforementioned anti-blue light dye.

[0037] Optionally, by weight, the anti-blue light coating liquid includes 5-15 parts of anti-blue light dye, 10-15 parts of film-forming agent, 10-20 parts of diluent, 0.1-0.5 parts of leveling agent, 5-15 parts of organic solvent I, and 20-30 parts of organic solvent II.

[0038] Specifically, by weight, the anti-blue light coating liquid comprises 10 parts anti-blue light dye, 12 parts film-forming agent, 15 parts diluent, 0.2 parts leveling agent, 10 parts organic solvent I, and 25 parts organic solvent II.

[0039] Optionally, the film-forming agent is an acrylic resin.

[0040] Optionally, the diluent is isopropanol.

[0041] Optionally, the leveling agent is polyethylene glycol.

[0042] Optionally, the organic solvent I is butyl acetate.

[0043] Optionally, the organic solvent II is ethylene glycol methyl ether acetate.

[0044] In another aspect, this application provides the aforementioned blue light blocking coating, which is obtained by coating a substrate with the blue light blocking coating liquid.

[0045] This application also provides a blue light blocking plastic functional masterbatch, which is prepared from the blue light blocking dye.

[0046] Compared with the prior art, the technical effects of the present invention are as follows: In this invention, ethyl (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate is synthesized via a piperidine-catalyzed Knoevenagel condensation reaction. Under specific temperature and catalyst conditions, a solvothermal reaction promotes heterogeneous nucleation of cerium oxide on the surface of this compound, forming a nanoscale uniform coating layer. This structure enhances the material's thermal stability and blue light absorption performance. Further surface functionalization improves its compatibility with polymer resins and other materials, and grinding enhances its uniformity and dispersibility. The prepared blue light blocking dye possesses both high-efficiency blue light absorption performance in the 200-420 nm band and high-temperature stability, making it suitable for use in blue light blocking coatings and blue light blocking functional masterbatches. The blue light blocking dye obtained in this invention has the following advantages: high-efficiency absorption in the 200-420 nm wavelength band, high-temperature processing resistance, high weather resistance, and good transparency and clarity in films prepared from it. Attached Figure Description

[0047] Figure 1 The image shows the transmittance curve of the coating in Example 1. Detailed Implementation

[0048] The present invention will be further illustrated below with reference to specific embodiments. These embodiments should be understood as illustrative only and not as limiting the scope of protection of the present invention. After reading the description of the present invention, those skilled in the art can make various alterations or modifications to the present invention, and these equivalent changes and modifications also fall within the scope defined by the claims of the present invention.

[0049] Unless otherwise specified, all other raw materials used in the following examples are commercially available products.

[0050] Example 1: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0051] (2) 60g of cerium chloride and 110g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0052] (3) Disperse 100g of substance B in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C.

[0053] (4) Dissolve 8g of polyethylene glycol with a number average molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 100g of substance C, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0054] Example 2: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of ethyl acetate, 4g of piperidine was added, and the mixture was refluxed at 75℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0055] (2) 50g of cerium chloride and 100g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 5g of urea was added, the container was sealed and reacted at 130℃ for 6h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0056] (3) Disperse 100g of substance B in 7L of toluene, add 25g of 3-aminopropyltriethoxysilane, reflux at 75℃ for 3h; add 10g of glycidyl methacrylate and 1g of AIBN, react at 70℃ for 4h, filter, wash and vacuum dry to obtain substance C.

[0057] (4) 7g of polyvinylpyrrolidone with a number average molecular weight of 20,000, 5g of γ-aminopropyltriethoxysilane, and 5g of γ-methacryloyloxypropyltrimethoxysilane were dissolved in 300ml of ethanol, 100g of substance C was added, the mixture was evaporated by wet grinding, washed, filtered and vacuum dried to obtain the blue light blocking dye.

[0058] Example 3: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol / butyl acetate (3 / 1, v / v), 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was filtered, washed and dried under vacuum to obtain substance A.

[0059] (2) 60g of cerium chloride and 100g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 5h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0060] (3) Disperse 100g of substance B in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 85℃ for 5h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70℃ for 5h, filter, wash and vacuum dry to obtain substance C.

[0061] (4) 8g of polyethylene glycol with a number average molecular weight of 1000, 8g of γ-aminopropyltriethoxysilane, and 3g of γ-glycidoxypropyltrimethoxysilane were dissolved in 300ml of ethanol, 100g of substance C was added, the mixture was evaporated by wet grinding, washed, filtered and vacuum dried to obtain the blue light blocking dye.

[0062] Comparative Example 1: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0063] (2) 60g of cerium chloride was dispersed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and kept at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0064] (3) Disperse 50g of substance B in 6L of toluene, add 10g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 7.5g of glycidyl methacrylate and 0.75g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C.

[0065] (4) Dissolve 8g of polyethylene glycol with a number average molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 65g of substance A and 35g of substance C, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0066] Comparative Example 2: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0067] (2) 60g of cerium chloride and 110g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0068] (3) Dissolve 8g of polyethylene glycol with a number average molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 100g of substance B, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0069] Comparative Example 3: The preparation method of the blue light blocking dye is as follows: (1) 60g of cerium chloride and 110g of substance A1 polyethyleneimine were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B1.

[0070] (2) Disperse 100g of substance B1 in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C1.

[0071] (3) Dissolve 8g of polyethylene glycol with a number average molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 100g of substance C1, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0072] Comparative Example 4: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-nitrosalicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed, and dried under vacuum to obtain substance A2.

[0073] (2) 60g of cerium chloride and 110g of substance A2 were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B2.

[0074] (3) Disperse 100g of substance B2 in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C2.

[0075] (4) 8g of polyethylene glycol with a number average molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane were dissolved in 300ml of ethanol, and 100g of substance C2 was added. The mixture was volatilized by wet grinding, washed, filtered and vacuum dried to obtain the anti-blue light dye.

[0076] Comparative Example 5: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-tert-butylsalicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed, and dried under vacuum to obtain substance A3.

[0077] (2) 60g of cerium chloride and 110g of substance A3 were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B3.

[0078] (3) Disperse 100g of substance B3 in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C3.

[0079] (4) Dissolve 8g of polyethylene glycol with a molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 100g of substance C3, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0080] Comparative Example 6: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0081] (2) 60g of cerium chloride and 110g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0082] (3) Disperse 100g of substance B in 6L of toluene, add 20g of γ-glycidyl etheroxypropyltrimethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C4.

[0083] (4) Dissolve 8g of polyethylene glycol with a molecular weight of 1000 and 10g of γ-aminopropyltriethoxysilane in 300ml of ethanol, add 100g of substance C4, evaporate in wet grinding medium, wash, filter and vacuum dry to obtain anti-blue light dye.

[0084] Comparative Example 7: The preparation method of the blue light blocking dye is as follows: (1) 100g of 4-(diethylamino)salicylaldehyde and 65g of ethyl cyanoacetate were dissolved in 2.5L of isopropanol, 4g of piperidine was added, and the mixture was refluxed at 80℃ for 8h. The mixture was then filtered, washed and dried under vacuum to obtain substance A.

[0085] (2) 60g of cerium chloride and 110g of substance A were mixed in 4L of acetonitrile / ethanol (volume ratio 3:1), 6g of urea was added, the container was sealed and reacted at 140℃ for 4h, and then naturally cooled to room temperature. The mixture was filtered, washed and vacuum dried to obtain substance B.

[0086] (3) Disperse 100g of substance B in 6L of toluene, add 20g of 3-aminopropyltriethoxysilane, reflux at 75°C for 3h; add 15g of glycidyl methacrylate and 1.5g of AIBN, react at 70°C for 3h, filter, wash and vacuum dry to obtain substance C.

[0087] (4) 8g of polyethylene glycol with a number average molecular weight of 3000 and 10g of γ-aminopropyltriethoxysilane were dissolved in 300ml of ethanol, 100g of substance C was added, the mixture was evaporated by wet grinding, washed, filtered and vacuum dried to obtain the blue light blocking dye.

[0088] Experimental Examples: The examples can be used to prepare functional coatings and functional masterbatches to achieve functionality. In this experiment, functional coatings were prepared using the examples and comparative samples to test their relevant properties.

[0089] 10g of the blue light blocking dyes from each example and comparative example were weighed and mixed with 12g of acrylic resin, 15g of isopropanol, 0.2g of polyethylene glycol, 10g of butyl acetate, and 25g of ethylene glycol methyl ether acetate, respectively. The mixture was stirred at high speed for 5 hours to obtain a uniform blue light blocking coating solution. This coating solution was then applied to transparent PET films and heated at 80°C for 100 minutes, resulting in a coating thickness of 8μm. Performance testing was then performed. The transparent PET film had a thickness of 23μm, a light transmittance of 88.5%, and a haze of 0.

[0090] The aging resistance test of the samples was conducted in a UV aging chamber for 500 hours. The UV wavelength was 340nm, and the samples were irradiated with four 40W UV lamps. The samples were placed 50mm away from the lamps, and the irradiance was 50W / m². 2 The process involved alternating between 4 hours of ultraviolet light exposure and 4 hours of condensation at a temperature of 50°C.

[0091] Adhesion was tested using the cross-cut adhesion test (test method standard: GB / T 9286-2021), clarity was tested using a haze meter (test method standard: GB / T 2410-2008), visible light transmittance was directly measured using an LS182 optical transmittance meter, and blue light blocking rate was tested using an ultraviolet-visible spectrophotometer, expressed as the blocking rate of the sample coating at a wavelength of 420nm.

[0092] Tests showed that the coatings in all embodiments exhibited high performance levels, with adhesion reaching grade 0, haze reaching 0.7%, and blue light blocking reaching 99%. Specifically, the transmittance of the coating in Example 1 is shown in [the figure is missing in the original text]. Figure 1 Meanwhile, the coating exhibits high aging resistance; after 500 hours of rapid UV aging, there were no significant changes in appearance or performance, demonstrating outstanding weather resistance. The coating also boasts high clarity and high blue light blocking rate and high visible light transmittance. In Comparative Example 1, the blue light blocking dye was not prepared using an organic-inorganic composite method, resulting in a significant decrease in its compatibility, stability, and dispersibility, which is evident in its performance in terms of haze, weather resistance, and blue light blocking. Comparative Example 2 did not further modify the functional materials, which similarly significantly affected its compatibility and stability, leading to a marked reduction in its various properties. Comparative Example 3: Cerium oxide forms a coating layer on the surface of polyethyleneimine, ultimately affecting the performance of the coating. Comparative Examples 4 and 5: 4-nitrosalicylic acid aldehyde and 4-tert-butylsalicylic acid aldehyde, respectively, were used in the reaction to obtain substances A2 and A3, which affected the subsequent cerium oxide surface coating and functionalization, thus affecting the performance of the coating. Comparative Example 6: γ-glycidyl etheroxypropyltrimethoxysilane was used for surface functionalization, and the resulting substance C4 had poor dispersion stability, affecting blue light blocking. Comparative Example 7: The number average molecular weight of polyethylene glycol was 3000, and the resulting blue light blocking dye was unstable, affecting the subsequent coating and the performance of the coating.

[0093] The above tests demonstrate that the coatings prepared according to the various embodiments possess outstanding performance and have excellent application prospects in construction, automobiles, displays, and other fields.

[0094] .

Claims

1. A blue light blocking dye, characterized in that, By weight, it includes 10-20 parts of functionalized (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate, 0.5-1 part of dispersant, and 0.5-1.5 parts of coupling agent; The surface of the (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate is coated with cerium oxide; The (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl)acrylate is obtained by reacting 4-(diethylamino)salicylaldehyde with ethyl cyanoacrylate. The (E)-2-cyano-3-(4-(diethylamino)-2-hydroxyphenyl) ethyl acrylate is functionalized by reacting it with a silane coupling agent and glycidyl methacrylate.

2. The blue light blocking dye according to claim 1, characterized in that, The mass ratio of 4-(diethylamino)salicylaldehyde to ethyl cyanoacetate is (8-12):(6-7).

3. The blue light blocking dye according to claim 1, characterized in that, The dispersant is polyethylene glycol and / or polyvinylpyrrolidone.

4. The blue light blocking dye according to claim 1, characterized in that, The coupling agent is selected from one or more of γ-aminopropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, and γ-methacryloyloxypropyltrimethoxysilane.

5. The blue light blocking dye according to claim 1, characterized in that, The silane coupling agent is 3-aminopropyltriethoxysilane.

6. A method for preparing a blue light blocking dye according to any one of claims 1-5, characterized in that, Includes the following steps: (1) A mixture of 4-(diethylamino)salicylaldehyde, ethyl cyanoacetate, organic base catalyst and solvent I was refluxed at 70-80℃ for 4-8h to obtain substance A; (2) A mixture of cerium chloride, substance A, solvent II and urea is reacted at 120-140℃ for 3-6 hours to obtain substance B; (3) Mixture of substance B, solvent III and silane coupling agent, reflux at 75-85℃ for 3-6h, continue to add glycidyl methacrylate and initiator, react at 65-75℃ for 3-6h to obtain substance C; (4) The mixture of dispersant, coupling agent, solvent IV and substance C is evaporated by wet milling medium to obtain anti-blue light dye.

7. The method for preparing the anti-blue light dye according to claim 6, characterized in that, In step (2), the mass ratio of cerium chloride, substance A and urea is (1-1.5):(2-2.5):(0.1-0.2).

8. A blue light blocking coating liquid, characterized in that, Includes the blue light blocking dye according to any one of claims 1-5.

9. The aforementioned blue light blocking coating, characterized in that, It is obtained by coating the anti-blue light coating liquid of claim 8 onto a substrate.

10. A blue light blocking plastic functional masterbatch, characterized in that, It is prepared from the blue light blocking dye according to any one of claims 1-5.

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