A color vision correction resin lens coating material and a method for preparing the same

Abstract

A color vision correction resin lens coating material and a preparation method thereof, the coating material comprising: an isocyanate compound, 30-40 parts by weight; a thiol compound, 15-30 parts by weight; polyvinyl butyral, 5-25 parts by weight; a photosensitive color-changing solution, 1-5 parts by weight; an initiator; a defoaming agent; a wetting agent. The photosensitive color-changing nanocomposite microspheres contained therein have a core composed of two spiropyran compounds and a shell coated with a modified acrylate material. The coating material has high flexibility and firmness; on the other hand, the coating material can automatically perform light filtering and color complementation, the color purity of the red and green band spectrum and the dimension of the color vision vector space are synergistically enhanced through the complementary color change of the two color-changing materials, the color vision abnormality is regulated, and the color discrimination ability is improved, thereby avoiding the over-reliance on one color caused by long-term wearing of color blindness glasses by color weak and color blind patients, maintaining visual quality, and having the advantages of high color saturation, good color complementation effect, comfortable wearing, etc.

Description

TECHNICAL FIELD

[0001] The application belongs to the technical field of eye optics, and particularly relates to a color vision correction resin lens coating material and a preparation method. BACKGROUND

[0002] Color vision is a basic and important part of visual function, and is a special sensory function of human retinal cone cells. Normal human visual organs can distinguish visible light with a wavelength of 380-760 nm, which is composed of seven colors of violet, blue, cyan, green, yellow, orange and red. The color vision characteristics of normal people are three-dimensional vector space, and three base vectors correspond to red, green and blue three primary colors respectively. Each color in this vector space can be represented as a point or a vector. The dimension of the vector space of a small part of people is less than that of normal people, and the difference in brightness is not obvious, such as color blindness or color weakness, which cannot distinguish certain colors. Color blindness is a color vision disorder caused by the lack of certain cone cells, including red blindness, green blindness, blue blindness and total color blindness. Red blindness and green blindness are more common, and patients cannot distinguish red, purple, cyan and green, and can only identify yellow and blue in the entire spectrum. Red-green color blindness is commonly used, and total color blindness is rare, and patients can only distinguish light and dark, such as watching black and white movies; color weakness patients do not lack three kinds of cone cells, but have weak color discrimination for certain colors. Color weakness is usually acquired and related to health and nutrition conditions, and can be prevented and treated.

[0003] Traditional color blindness correction glasses cannot increase the dimension of the vector space, but can change the color difference in brightness through special color matching to correct color vision defects, which is currently recognized as an effective way to correct color blindness. It can effectively improve the color vision of patients and improve color discrimination. The existing color blindness correction glasses have the disadvantages of poor appearance effect, obvious abnormal color of lens, patient's concern, and influence on appearance. In addition, some color blindness glasses can correct color vision abnormalities while greatly reducing the amount of normal light transmission, which makes it impossible to use in dim light, interferes with the normal part of vision, and causes vision decline after long-term wear. SUMMARY

[0004] The purpose of the present application is to provide a color vision correction resin lens coating material and a preparation method, which can improve the flexibility and fastness of the coating material by modifying and optimizing the polyurethane coating formula, and the coating containing nano-chromic composite microspheres can automatically filter and complement colors. The color purity of red and green band spectrum and the dimension of color vision vector space are synergistically enhanced by complementary color change of two kinds of spiropyran color-changing compounds, color vision abnormalities are regulated, and color discrimination ability is improved, so as to avoid the over-reliance on one color caused by long-term wearing of color blindness glasses by color weakness and color blindness patients, maintain visual quality, and have the advantages of high color saturation, good color complementation effect, comfortable wearing and the like.

[0005] To achieve the above object, the present application provides the following technical solutions.

[0006] A color vision correction resin lens coating material, comprising the following components:

[0007] A component: isocyanate compound 30-40 parts by weight;

[0008] B component: thiol compound 15-30 parts by weight;

[0009] C component: polyvinyl butyral 5-25 parts by weight;

[0010] D component: photosensitive discoloration solution 1-5 parts by weight;

[0011] E component: initiator;

[0012] F component: defoaming agent;

[0013] G component: wetting agent;

[0014] The photosensitive discoloration solution contains photosensitive discoloration nanocomposite microspheres and active solvents, and the mass ratio of the two is (1-3):(100-150);

[0015] The photosensitive discoloration nanocomposite microspheres are of core-shell structure, the inner core is composed of nanocrystalline grains of two kinds of spiropyran compounds represented by formula (a) and formula (b), and the outer shell is coated with modified acrylate material; the mass ratio of the inner core to the outer shell is (1-2):(3-5), and the microsphere particle size is 7-15 nm;

[0016] The modified acrylate material is polymerized from polyvinyl butyral and acrylate monomers or styrene monomers, and the mass ratio of the two is (0.5-1.5):(2-5);

[0017] The mass ratio of the two kinds of spiropyran compounds of formula (a) and formula (b) is 1:(0.3-3);

[0018]

[0019] Wherein R=C 16 H 33 ;

[0020]

[0021] Wherein R=C 16 H 33 .

[0022] The color vision correction resin lens coating material as described above, preferably, the isocyanate compound is a compound containing two or more isocyanate groups (NCO);

[0023] The color vision correction resin lens coating material as described above, preferably, the isocyanate compound is at least one selected from toluene diisocyanate, hexamethylene diisocyanate, diphenylmethane diisocyanate, cyclohexane diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, 4,4'-diisocyanate dicyclohexyl methane, tetramethyl m-xylylene diisocyanate, dithiodipropyl diisocyanate, dithiodiethyl diisocyanate, thiodihexyl diisocyanate, thiodipropyl diisocyanate, diethylene diisocyanate, trimethyl hexamethylene diisocyanate, lysine triisocyanate, o-tolidine diisocyanate, diphenyl ether diisocyanate, and triphenylmethane triisocyanate.

[0024] The color vision correction resin lens coating material as described above, preferably, the thiol compound is at least one selected from methane dithiol, methane trithiol, 1,2-dimercapto propane, 1,3-dimercapto propane, 1,3,5-trimercaptomethyl benzene thiol, 1,4-bis(mercapto methyl) benzene, 1,4-butanediol bis(2-mercapto acetate), trimethylol propane trimercapto propionate, pentaerythritol trimercapto acetate, pentaerythritol tetramercapto propionate, 1,2-dimercapto cyclohexane, diethylene glycol bis(3-mercapto propionate), dimercapto methyl-1,4-dithiane, 1,1,1-tris(mercapto methyl) propane, ethylene glycol bis(3-mercapto propionate), 2-(2,2-bis(mercapto methyl sulfido) ethyl)-1,3-dithietane, 4,6-bis(mercapto methyl sulfido) 1,3-dithiane, 4-mercapto methyl-1,8-dimercapto-3,6-dithiaoctane, 5,7-dimercapto methyl-1,11-dimercapto-3,6,9-trithia undecane, 4,8-dimercapto methyl-1,11-dimercapto-3,6,9-trithia undecane, and the like.

[0025] The color vision correction resin lens coating material as described above, preferably, the acrylate-based monomer is at least one selected from methyl acrylate styrene, methyl acrylate, ethyl acrylate, butyl acrylate, epoxy acrylate, isooctyl acrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, methyl methacrylate, pentaerythritol tetraacrylate, ethoxylated nonyl phenol acrylate, ethoxylated bisphenol A diacrylate, polyethylene glycol methacrylate, bisphenol A epoxy acrylate, bisphenol A-bisglycidyl methacrylate, triethylene glycol dimethacrylate, and trimethylol propane trimethacrylate.

[0026] The color vision correction resin lens coating material as described above, preferably, the styrene-based monomer is styrene or methyl styrene.

[0027] The color vision correction resin lens coating material as described above, preferably, the active solvent is at least one of styrene, methyl styrene, hydroxyethyl acrylate, hydroxyethyl methacrylate, o-phenylphenoxyethyl acrylate, epoxy acrylate, bisphenol A epoxy acrylate, benzyl acrylate, ethoxylated nonyl phenol acrylate, ethoxylated bisphenol A diacrylate ethoxyphenol acrylate, diphenylmethanol acrylate, 1,6-hexanediol diacrylate, polyethylene glycol methacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate and trimethylolpropane triacrylate.

[0028] The color vision correction resin lens coating material as described above, preferably, the initiator is at least one of dibenzoyl peroxide, diisopropyl peroxide dicarbonate and dimethylformamide; the initiator is used in an amount of 0.1-1 wt% of the isocyanate compound.

[0029] The color vision correction resin lens coating material as described above, preferably, the defoaming agent is one of T-1000A defoaming agent, DS100 silicone oil defoaming agent, AT350 polyether type defoaming agent or D90 acrylic polymer type defoaming agent; the defoaming agent is used in an amount of 0.1-1 wt% of the mercapto thiol compound.

[0030] The color vision correction resin lens coating material as described above, preferably, the wetting agent is BYK acrylate wetting agent or F420 type wetting agent; the wetting agent is used in an amount of 0.5-2 wt% of the isocyanate compound.

[0031] The color vision correction resin lens coating material as described above, preferably, the photosensitive color-changing nano-composite microspheres are prepared by the following method:

[0032] I. Preparation of color-changing solution: prepare a spiropyran color-changing powder (a), a spiropyran color-changing powder (b) and a solvent in a mass ratio of (0.5-1.5):(0.5-1.5):(100-200) to prepare a spiropyran color-changing solution;

[0033] II. Oil phase color-changing solution: add polyvinyl butyral and acrylate monomers or styrene monomers to the spiropyran color-changing solution to obtain an oil phase color-changing solution; the mass ratio of polyvinyl butyral, spiropyran color-changing powder and acrylate monomers is (0.5-1.5):(0.5-1.5):(2-5);

[0034] III. Preparation of O / W emulsion: prepare an aqueous phase solution by mixing an emulsifier and pure water in a mass ratio of (1-3):(200-500); homogenously emulsify the aqueous phase solution and the oil phase solution to obtain an O / W emulsion; the mass ratio of the oil phase solution to the aqueous phase solution is (1-2):(1-3);

[0035] IV. Preparation of core-shell type nanometer microspheres: add carbodiimide crosslinking agent and initiator to the O / W emulsion, incubate at 25-40℃ for 15-40 minutes, the spiropyran crystal nucleus is coated in the polyacrylate shell to form a nanometer core-shell structure, polymerize at 45-65℃ for 6-12 hours, filter, wash, dry, and obtain nanometer color-changing microsphere powder.

[0036] The color vision correction resin lens coating material as described above, preferably, the solvent in step I is selected from at least one of isopentane, n-hexane, n-pentane, cyclohexane and petroleum ether;

[0037] The color vision correction resin lens coating material as described above, preferably, the emulsifier in step III is selected from at least one of bubble-free isomeric alcohol FT-625, diethyl phthalate, stearyl polyether-21, oleyl polyether-10, stearate PEG-100 and silicone oil emulsifier;

[0038] The color vision correction resin lens coating material as described above, preferably, the silicone oil emulsifier in step III is selected from at least one of dimethyl silicone oil emulsifier, polydimethylsiloxane PEG-3, polydimethylsiloxane PEG-10, silicone emulsifier KF-6038 and Japan Shin Nittsu KF-6017 emulsifier, etc.;

[0039] The color vision correction resin lens coating material as described above, preferably, the carbodiimide crosslinking agent in step IV is selected from polyethylene glycol monomethyl ether MPEG350, N,N-dimethyl ethanolamine, carbodiimide CDI-1171, carbodiimide XL-701 and carbodiimide INV-2000; the amount is 1-3wt% of polyvinyl butyral;

[0040] The color vision correction resin lens coating material as described above, preferably, the initiator in step IV is selected from at least one of dibenzoyl peroxide, diisopropyl peroxydicarbonate and azobisisobutyronitrile, and the amount is 0.3-0.6wt% of the amount of acrylate monomer.

[0041] In another aspect, the present application provides a preparation method of the color vision correction resin lens coating material as described above, which comprises the following steps:

[0042] I. Weigh components A-G according to the proportions;

[0043] II. Add polyvinyl butyral and thiol compound to the isocyanate compound, stir uniformly to obtain a prepolymer solution;

[0044] III. The prepolymer solution is divided into two parts, a first prepolymer solution and a second prepolymer solution, with a mass ratio of 1:(0.5-3); the photosensitive color-changing solution is added to the first prepolymer solution to obtain a first mixed solution; the wetting agent and the defoaming agent are added to the second prepolymer solution to obtain a second mixed solution;

[0045] IV. The first mixed solution and the second mixed solution are mixed, and the initiator is added under stirring to obtain the color vision correction resin lens coating material after uniform mixing.

[0046] In one aspect, the present application provides a color vision correction coated lens, which has a lens coating formed of the color vision correction resin lens coating material as described above.

[0047] In another aspect, the present application provides a method for preparing a color vision correction lens coating, which comprises filtering, degassing, and spin coating the photosensitive color-changing coating material prepared above, and then heat curing the coated lens to obtain the color vision correction lens coating after cooling.

[0048] The spiropyran color-changing powder (a) described in the present application can be synthesized by the following method, but is not limited to the following method.

[0049] I. 4-Hydroxyisophthalaldehyde is mixed with anhydrous ethanol under N2 protection, heated to reflux in an oil bath at 90-220°C, and 3,3-dimethyl-1'hexadecyl-2-methyleneindole ethanol solution is added dropwise. The reaction solution turns purple, and heating is continued for 4-8 hours. After evaporation of ethanol, purple-red viscous material is completely dissolved by adding ether under stirring, and then water is added under stirring. After standing, the water is removed by liquid separation, and the ether and a small amount of water are removed by evaporation to dryness to obtain a light purple solid spiropyran compound c; wherein the weight ratio of 4-hydroxyisophthalaldehyde, 3,3-dimethyl-1'hexadecyl-2-methyleneindole, and anhydrous ethanol is (0.5-1):(2-5):(20-50);

[0050]

[0051] II. An appropriate amount of the spiropyran compound c prepared in step I above and malonylurea are added to a reaction vessel containing chloroform, stirred under N2 protection until completely dissolved, and pyridine chloroform solution is added dropwise. After heating to reflux in an oil bath, the reaction is cooled to room temperature, the pH is adjusted to neutral with dilute hydrochloric acid, and the organic layer is extracted with water twice and evaporated to dryness to obtain a green solid powder; the weight ratio of malonylurea, spiropyran compound c, pyridine, and chloroform is (0.5-1):(0.7-1.5):(5-20):(50-150); the pyridine content in the pyridine solution is 3-5%.

[0052] The spiropyran color-changing powder (b) described in the application can be prepared by the method described in the patent ZL201711112631.2 "Photochromic optical material".

[0053] The application has the following advantages:

[0054] 1. The color vision correction resin lens coating material contains photosensitive color-changing nano composite microspheres, which are core-shell structure nano microspheres, the inner core of which is composed of nano crystalline grains of two different structure spiropyran compounds of formula (a) and formula (b), and the outer shell is coated with a modified acrylate material. Spiropyran compound (a) is green under normal indoor light, and colorless under ultraviolet light. Spiropyran compound (b) is colorless under normal indoor light, and red under ultraviolet light. The two color-changing compounds cooperate to significantly complement each other. When applied to color vision correction optical materials, the accuracy and saturation of the color can be improved, making the image more realistic and vivid, and having a satisfactory color correction effect on red-green color blindness or color weakness. At the same time, the red-green alternating color change under different light environments can adjust the visual nerves and avoid visual fatigue caused by long-term single color.

[0055] 2. The introduction of longer branched polyvinyl butyral (PVB) molecules in the coating material optimizes and modifies the film formation process of the polyurethane polymer material, improving the flexibility and fastness of the coating material.

[0056] 3. Under the premise of maintaining good optical performance and fastness, the material cost is effectively reduced by reducing the amount of high-cost isocyanate and thiol materials and increasing the amount of low-cost polyvinyl butyral material. BRIEF DESCRIPTION OF DRAWINGS

[0057] Fig. 1 The color vision correction lens prepared in Example 1 is compared before and after wearing under normal indoor light.

[0058] Fig. 2 The color vision correction lens prepared in Example 2 is compared before and after wearing under outdoor sunlight. DETAILED DESCRIPTION

[0059] The application will be further described below through specific examples, but this does not mean limitation on the scope of protection of the application.

[0060] The spiropyran photosensitive color-changing compounds in the following examples and comparative examples are prepared by the following method:

[0061] (I) Preparation of spiropyran photosensitive color-changing compound a:

[0062] A. 250 g of 4-hydroxyisophthalaldehyde was mixed with 11 kg of anhydrous ethanol under N2 protection, heated to reflux in an oil bath at 180°C, and 1400 g of 3,3-dimethyl-1'-hexadecyl-2-methyleneindole was added dropwise in ethanol solution. The reaction solution turned purple, and heating was continued for 5.5 hours. After the ethanol was evaporated, ethyl ether was added to dissolve the purple-red sticky substance completely, and then water was added. After standing, the water was removed by separation, and the ethyl ether and a small amount of water were evaporated to dryness to obtain a light purple solid, the spiropyran compound (c).

[0063] The specific reaction formula is as follows:

[0064]

[0065] B. 100 g of the compound of formula (c) and 45 g of malonylurea were added to 8500 g of chloroform under N2 protection, and stirred until completely dissolved. 920 g of pyridine in chloroform solution was added dropwise. After the reaction solution was heated to reflux in an oil bath, it was cooled to room temperature, and the pH was adjusted to neutral with a small amount of dilute hydrochloric acid. After washing with water twice, the organic layer was extracted and rotary evaporated to dryness to obtain 127 g of a green solid powder, which was the spiropyran photochromic compound (a).

[0066] The specific reaction formula is as follows:

[0067]

[0068] (II) Preparation of spiropyran photochromic compound b:

[0069] An ethanol solution of 250 g of 2-hydroxy-1-naphthaldehyde was heated in an oil bath under N2 protection to 60°C to reflux, and 25 g of 3,3-dimethyl-1'-hexadecyl-2-methyleneindole in ethanol solution was added dropwise. Heating was continued for 9 hours, and the solution was cooled to room temperature. The solvent was evaporated and concentrated to 40%, and the mixture was sealed and placed in a -2°C ice bath for 15 hours. After filtration, washing and drying, the spiropyran photochromic powder b was obtained.

[0070] (III) Preparation of photochromic nanocomposite microspheres:

[0071] (1) 4.5 g of the spiropyran photochromic powder a and 2.0 g of the spiropyran photochromic powder b were dissolved in a mixture of 450 g of isopentane and 130 g of n-pentane to obtain a spiropyran photochromic solution.

[0072] (2) 5.5 g of polyvinyl butyral and 16.5 g of hydroxypropyl methacrylate monomer were added to the above spiropyran solution to obtain an oil phase solution.

[0073] (3) 1.9 g of silicone emulsifier KF-6038 was added to 750 g of purified water to prepare an aqueous phase solution. The aqueous phase solution and the oil phase solution were subjected to homogenization emulsification to obtain an O / W emulsion.

[0074] (4) Preparation of core-shell type nanospheres: 0.08 g of carbodiimide CDI-1171 and 0.07 g of diisopropyl peroxydicarbonate were added to the O / W emulsion, and incubated at 22°C for 30 minutes. The spiro-pyrane crystal nucleus was coated in the polyacrylate shell to form a nanometer core-shell structure. The temperature was increased to 55°C and polymerized for 10 hours. After filtration, washing and drying, the photosensitive color-changing nanocomposite microsphere powder was obtained.

[0075] Example 1: Preparation of color vision correction coated lenses

[0076] (1) 90 g of polyvinyl butyral and 220 g of methane trithiol were added to 350 g of isophorone diisocyanate, and after stirring uniformly, a prepolymer solution was obtained;

[0077] (2) 0.6 g of photosensitive color-changing nanocomposite microspheres were added to 30 g of hydroxyethyl acrylate, and after stirring uniformly, a photosensitive color-changing solution was obtained;

[0078] (3) The prepolymer solution prepared in step (1) was divided into 300 g of a first prepolymer solution and 360 g of a second prepolymer solution. The photosensitive color-changing solution was added to the first prepolymer solution to obtain a first mixed solution; 4 g of F420 wetting agent and 0.6 g of DS100 silicone oil defoaming agent were added to the second prepolymer solution to obtain a second mixed solution;

[0079] (4) The first mixed solution and the second mixed solution were mixed, 0.65 g of dibenzoyl peroxide initiator was added and stirred uniformly to obtain a photosensitive color-changing coating solution;

[0080] (5) The photosensitive color-changing coating solution prepared above was filtered and degassed with a 0.2 um PTFE filter membrane, and then spin-coated onto the surface of the lens substrate at a speed of 2500 rpm. Then the coated lens was placed in a 120°C oven for heat curing for 120 min, and after cooling, the color vision correction coated lens was obtained.

[0081] Example 2: Preparation of color vision correction coated lenses

[0082] (1) 95 g of polyvinyl butyral and 290 g of trimethylolpropane trimeric mercapto propionate were added to 320 g of toluene diisocyanate, and after stirring uniformly, a prepolymer solution was obtained;

[0083] (2) 0.6 g of photosensitive color-changing nanocomposite microspheres were added to 30 g of epoxy acrylate, and after stirring uniformly, a photosensitive color-changing solution was obtained;

[0084] (3) The prepolymer solution is divided into 400 g of a first prepolymer solution and 305 g of a second prepolymer solution, the photosensitive discoloration solution is added to the first prepolymer solution to obtain a first mixed solution, and 4.2 g of F420 wetting agent and 0.6 g of DS100 silicone oil defoaming agent are added to the second prepolymer solution to obtain a second mixed solution;

[0085] (4) The first mixed solution and the second mixed solution are mixed, 0.65 g of dibenzoyl peroxide initiator is added under stirring, and the photosensitive discoloration coating solution is obtained after uniform mixing;

[0086] (5) The photosensitive discoloration coating solution prepared above is filtered and degassed with a 0.2 um PTFE filter membrane, and then spin-coated onto the surface of the lens substrate at a speed of 2500 rpm, and then the coated lens is placed in a 120°C oven for heat curing for 120 min, and the color vision correction coated lens is obtained after cooling.

[0087] Example 3: Preparation of a color vision correction coated lens

[0088] (1) 100 g of polyvinyl butyral and 185 g of pentaerythritol trismercaptoacetate are added to 300 g of hexamethylene diisocyanate, and the prepolymer solution is obtained after uniform stirring;

[0089] (2) 0.5 g of photosensitive discoloration nano-composite microspheres is added to 28 g of bisphenol A epoxy acrylate, and the photosensitive discoloration solution is obtained after uniform stirring;

[0090] (3) The prepolymer solution is divided into 300 g of a first prepolymer solution and 285 g of a second prepolymer solution, the photosensitive discoloration solution is added to the first prepolymer solution to obtain a first mixed solution, and 4.2 g of BYK acrylate wetting agent and 0.5 g of T-1000A defoaming agent are added to the second prepolymer solution to obtain a second mixed solution;

[0091] (4) The first mixed solution and the second mixed solution are mixed, 0.65 g of diisopropyl peroxydicarbonate initiator is added under stirring, and the photosensitive discoloration coating solution is obtained after uniform mixing;

[0092] (5) The photosensitive discoloration coating solution prepared above is filtered and degassed with a 0.2 um PTFE filter membrane, and then spin-coated onto the surface of the lens substrate at a speed of 2500 rpm, and then the coated lens is placed in a 120°C oven for heat curing for 120 min, and the color vision correction coated lens is obtained after cooling.

[0093] Example 4: Preparation of a color vision correction coated lens

[0094] (1) 100 g of polyvinyl butyral and 235 g of methane trithiol are added to 280 g of isophorone diisocyanate, and the prepolymer solution is obtained after uniform stirring;

[0095] (2) Take 0.5 g of photosensitive color-changing nanocomposite microspheres and add to 30 g of epoxy acrylate, stir until uniform, and obtain a photosensitive color-changing solution;

[0096] (3) Divide the prepolymer solution into 300 g of a first prepolymer solution and 315 g of a second prepolymer solution, add the photosensitive color-changing solution to the first prepolymer solution to obtain a first mixed solution, and add 4 g of F420 wetting agent and 0.6 g of DS100 silicone oil defoaming agent to the second prepolymer solution to obtain a second mixed solution;

[0097] (4) Mix the first mixed solution and the second mixed solution, stir in 0.6 g of dibenzoyl peroxide initiator, mix until uniform, and obtain a photosensitive color-changing coating solution;

[0098] (5) Filter and degas the photosensitive color-changing coating solution prepared above using a 0.2 um PTFE filter membrane, spin coat onto the surface of a lens substrate at a speed of 2500 rpm, then place the coated lens in a 120°C oven for thermal curing for 120 min, and after cooling, obtain a color vision correction coated lens.

[0099] Example 5: Preparation of a color vision correction coated lens

[0100] (1) Take 90 g of polyvinyl butyral and 270 g of methane dithiol and add to 270 g of cyclohexane diisocyanate, stir until uniform, and obtain a prepolymer solution;

[0101] (2) Take 0.5 g of photosensitive color-changing nanocomposite microspheres and add to 29 g of bisphenol A epoxy acrylate, stir until uniform, and obtain a photosensitive color-changing solution;

[0102] (3) Divide the prepolymer solution into 300 g of a first prepolymer solution and 330 g of a second prepolymer solution, add the photosensitive color-changing solution to the first prepolymer solution to obtain a first mixed solution, and add 4 g of BYK acrylate wetting agent and 0.6 g of T-1000A defoaming agent to the second prepolymer solution to obtain a second mixed solution;

[0103] (4) Mix the first mixed solution and the second mixed solution, stir in 0.6 g of diisopropyl peroxydicarbonate initiator, mix until uniform, and obtain a photosensitive color-changing coating solution;

[0104] (5) Filter and degas the photosensitive color-changing coating solution prepared above using a 0.2 um PTFE filter membrane, spin coat onto the surface of a lens substrate at a speed of 2500 rpm, then place the coated lens in a 120°C oven for thermal curing for 120 min, and after cooling, obtain a color vision correction coated lens.

[0105] Example 6: Preparation of a color vision correction coated lens

[0106] (1) Take 95 g of polyvinyl butyral and 165 g of trimethylolpropane trimercapto propionate into 260 g of toluene diisocyanate, stir evenly to obtain a prepolymer solution;

[0107] (2) Take 0.5 g of photosensitive color-changing nano-composite microspheres into 30 g of methyl styrene, stir evenly to obtain a photosensitive color-changing solution;

[0108] (3) Divide the prepolymer solution into 300 g of a first prepolymer solution and 220 g of a second prepolymer solution, add the photosensitive color-changing solution to the first prepolymer solution to obtain a first mixed solution, add 4.1 g of F420 wetting agent and 0.5 g of DS100 silicone oil defoaming agent to the second prepolymer solution to obtain a second mixed solution;

[0109] (4) Mix the first mixed solution and the second mixed solution, stir and add 0.6 g of dibenzoyl peroxide initiator, mix evenly to obtain a photosensitive color-changing coating solution;

[0110] (5) Filter and degas the photosensitive color-changing coating solution prepared above with a pore size of 0.2 um PTFE filter membrane, spin coat onto the surface of the lens substrate at a speed of 2500 rpm, then place the coated lens in a 120℃ oven for heat curing for 120 min, cool to obtain a color vision correction coated lens.

[0111] Example 7: Color saturation detection

[0112] A CM-20 color analyzer from Shenzhen Tongpu Technology Co., Ltd. was selected to analyze and detect the color saturation of the color vision correction coated lens prepared in Example 1. The color vision correction coated lens was placed on a standard color spectrum, the color contrast value was recorded, the color contrast value of the standard color spectrum without the lens was recorded, and the difference between the two was recorded. The detection results are shown in Table 1.

[0113] Table 1: Color contrast detection table

[0114]

[0115] Conclusion: The detection results show that the red light value is larger under daylight, and the green light value is higher under normal indoor light, so it is judged that the lens has higher resolution for red and green colors in different environments.

[0116] Example 8: Color purity detection and analysis

[0117] Detection steps: The color vision correction lenses prepared in Examples 1-6 were labeled and inserted into the trial lens holder for color purity detection. The distance between the human eye and the color spectrum was 3.5 m, and the color detector was used to detect the naked eye and the trial lens with the color scale as the ruler, and the detection results are shown in Table 2.

[0118] Table 2 Color purity detection table

[0119]

[0120] Conclusion: The lenses prepared in Examples 1-6 enhance the color discrimination of the eyes and the color purity of the viewed objects is high.

[0121] Example 9: Color blindness picture recognition detection

[0122] According to the results of the color blindness test, the degree of color vision abnormality is determined, the color mixing scale value of the TZ-1 type color vision detector and the effect of the color blindness correction lens are referred to, and the color blindness picture recognition detection of the lenses prepared in Examples 1-6 is carried out, and the color recognition correction effect is recorded, which is shown in Table 3 and Figs. 1-2 The number of test personnel who can recognize the atlas is significantly increased, and it is judged that the color blindness correction lenses prepared in Examples 1-6 are suitable for red-green weak and red-green blind patients of secondary and severe levels.

[0123] Table 3 Color blindness correction table

[0124]

[0125]

[0126] Example 10: Film layer flexibility test

[0127] The coating monomer is subjected to flexibility test, according to GB1731 "Paint film flexibility test method", using a flexibility tester, the specific operation steps are as follows: the coating liquid prepared in Examples 1-6 is sprayed on the test film plate, after curing, the film layer of the test plate is pressed on the shaft rod with a specified diameter with both hands, the test plate is bent around the shaft rod within 2-3s using the force of two thumbs, and the film layer is observed with a magnifying glass after bending. The experimental results show that the film layer has no damage phenomena such as net pattern, crack and peeling, and the film layer has high flexibility.

[0128] Example 11: Film layer firmness detection experiment

[0129] The film layer of the lenses prepared in Examples 1-6 is subjected to cross-cut test by adhesive tape method, according to GB10810.4-2012 national standard, the detection method is as follows: a knife blade is used to scratch the surface of the filter, and then the scratch is made from the vertical angle, finally more than 25 square small blocks are left on the surface of the lens, and 3M invisible adhesive tape is adhered to the grid, and the adhesive tape is torn in the backward direction at a slightly fast and smooth speed. The grid test results show that the film layer has no peeling, and the film layer has high firmness.

Claims

1. A color vision correction resin lens coating material, characterized by, It comprises the following components: E component: initiator; F component: defoaming agent; G component: wetting agent; The photosensitive discoloration solution contains photosensitive discoloration nanocomposite microspheres and active solvents, and the mass ratio of the two is (1-3):(100-150); The photosensitive discoloration nanocomposite microspheres are of core-shell structure, the inner core is composed of nanocrystals of two kinds of spiropyran compounds represented by formula (a) and formula (b), and the outer shell is coated with modified acrylate material; the mass ratio of the inner core to the outer shell is (1-2):(3-5), and the particle size of the microspheres is 7-15 nm; The modified acrylate material is polymerized from polyvinyl butyral and acrylate monomers or styrene monomers, and the mass ratio of the two is (0.5-1.5):(2-5); The mass ratio of the two kinds of spiropyran compounds represented by formula (a) and formula (b) is 1:(0.3-3); where R = C 16 H 33 ; where R = C 16 H 33 .

2. The color vision correction resin lens coating material according to claim 1, wherein The isocyanate compound is a compound containing two or more isocyanate groups.

3. The color vision correction resin lens coating material of claim 1, wherein, The isocyanate compound is at least one selected from toluene diisocyanate, hexamethylene diisocyanate, diphenylmethane diisocyanate, cyclohexane diisocyanate, tetramethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, 4,4'-diisocyanate dicyclohexyl methane, tetramethyl m-phenylene diisocyanate, dithiodipropyl diisocyanate, dithiodiethyl diisocyanate, dithiodihexyl diisocyanate, dithiodipropyl diisocyanate, diethylene diisocyanate, trimethyl hexamethylene diisocyanate, lysine triisocyanate, o-tolidine diisocyanate, diphenyl ether diisocyanate and triphenylmethane triisocyanate.

4. The color vision correction resinous ophthalmic lens coating material of claim 1, wherein The thiol compound is at least one selected from methane dithiol, methane trithiol, 1,2-dimercaptopropane, 1,3-dimercaptopropane, 1,3,5-trimercaptomethyl benzene thiol, 1,4-bis(mercaptomethyl)benzene, 1,4-butanediol bis(2-mercaptoacetate), trimethylolpropane tris(3-mercaptopropionate), pentaerythritol tris(mercaptoacetate), pentaerythritol tetra(3-mercaptopropionate), 1,2-dimercyclohexane, diethylene glycol bis(3-mercaptopropionate), dimercaptomethyl-1,4-dithiane, 1,1,1-tris(mercaptomethyl)propane, ethylene glycol bis(3-mercaptopropionate), 2-(2,2-bis(mercaptomethylthio)ethyl)-1,3-dithietane, 4,6-bis(mercaptomethylthio)-1,3-dithiane, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane, 5,7-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane, 4,8-dimercaptomethyl-1,11-dimercapto-3,6,9-trithiaundecane.

5. The color vision correction resinous ophthalmic lens coating material of claim 1, wherein The acrylate monomer is at least one of methyl methacrylate styrene, methyl acrylate, ethyl acrylate, butyl acrylate, epoxy acrylate, isooctyl acrylate, hydroxyethyl acrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, methyl methacrylate, pentaerythritol tetraacrylate, ethoxylated nonyl phenol acrylate, ethoxylated bisphenol A diacrylate, polyethylene glycol methacrylate, bisphenol A epoxy acrylate, bisphenol A-glycidyl dimethacrylate, triethylene glycol dimethacrylate and trimethylolpropane trimethacrylate; The styrene monomer is at least one of styrene or methylstyrene.

6. The color vision correction resinous ophthalmic lens coating material of claim 1, wherein The active solvent is at least one of styrene, methylstyrene, hydroxyethyl acrylate, hydroxyethyl methacrylate, o-phenylphenoxyethyl acrylate, epoxy acrylate, bisphenol A epoxy acrylate, benzyl acrylate, ethoxylated nonyl phenol acrylate, ethoxylated bisphenol A diacrylate ethoxyphenol acrylate, diphenylmethanol acrylate, 1,6-hexanediol diacrylate, polyethylene glycol methacrylate, pentaerythritol triacrylate, pentaerythritol tetraacrylate and trimethylolpropane triacrylate.

7. The color vision correction resinous ophthalmic lens coating material of claim 1, wherein The initiator is at least one of dibenzoyl peroxide, diisopropyl peroxide dicarbonate and dimethylformamide; the amount of initiator is 0.1-1wt% of the isocyanate compound; The defoaming agent is one of T-1000A defoaming agent, DS100 silicone defoaming agent, AT350 polyether defoaming agent or D90 acrylic polymer defoaming agent; the amount of defoaming agent is 0.1-1wt% of the mercaptan compound; The wetting agent is BYK acrylate wetting agent or F420 type wetting agent; the amount of wetting agent is 0.5-2wt% of the isocyanate compound.

8. The color vision correction resinous ophthalmic lens coating material of claim 1, wherein, The photosensitive color-changing nanocomposite microspheres are prepared by the following method: I. Preparation of color-changing solution: prepare a spiropyran color-changing powder (a), a spiropyran color-changing powder (b) and a solvent according to a mass ratio of (0.5-1.5):(0.5-1.5):(100-200) to prepare a spiropyran color-changing solution; II. Oil phase color-changing solution: add polyvinyl butyral and an acrylate monomer or a styrene monomer to the spiropyran color-changing solution to obtain an oil phase color-changing solution; the mass ratio of polyvinyl butyral, spiropyran color-changing powder and acrylate monomer or styrene monomer is (0.5-1.5):(0.5-1.5):(2-5); III. Preparation of O / W emulsion: prepare an aqueous phase solution according to a mass ratio of (1-3):(200-500); homogenously emulsify the aqueous phase solution and the oil phase solution to obtain an O / W emulsion; The mass ratio of the oil phase solution to the aqueous phase solution is (1-2):(1-3). IV. Preparation of core-shell type nanospheres: add carbodiimide crosslinking agent and initiator to the O / W emulsion, incubate at 25-40℃ for 15-40 minutes, the spiropyran crystal nucleus is coated in the polyacrylate shell to form a nanometer core-shell structure, polymerize at 45-65℃ for 6-12 hours, filter, wash, dry, and obtain nanometer color-changing microsphere powder.

9. The color vision correction resinous ophthalmic lens coating material of claim 8, wherein, The solvent in step I is selected from at least one of isopentane, n-hexane, n-pentane, cyclohexane and petroleum ether; The emulsifier in step III is selected from at least one of foam-free isomeric alcohol FT-625, diethyl phthalate, stearyl polyether-21, oleyl polyether-10, stearate PEG-100 and silicone oil emulsifiers; The silicone oil emulsifier is selected from at least one of dimethyl silicone oil emulsifier, polydimethylsiloxane PEG-3, polydimethylsiloxane PEG-10, silicone emulsifier KF-6038 and Japan Shin Nittsu KF-6017 emulsifier; The carbodiimide crosslinking agent in step IV is selected from polyethylene glycol monomethyl ether MPEG350, N, N-dimethyl ethanolamine, carbodiimide CDI-1171, carbodiimide XL-701 and carbodiimide INV-2000, and the amount is 1-3wt% of polyvinyl butyral; The initiator in step IV is selected from at least one of dibenzoyl peroxide, diisopropyl peroxydicarbonate and azobisisobutyronitrile, and the amount is 0.3-0.6wt% of the amount of acrylate monomers or styrene monomers.

10. The method for preparing the color vision correction resin lens coating material according to any one of claims 1-9, characterized in that, The method comprises the following steps: I. Weigh components A-G according to the proportions; II. Add polyvinyl butyral and thiol compound to the isocyanate compound, stir until uniform to obtain a prepolymer solution; III. Divide the prepolymer solution into two parts, namely the first prepolymer solution and the second prepolymer solution, and the mass ratio of the two is 1:(0.5-3); add the photosensitive color-changing solution to the first prepolymer solution to obtain a first mixed solution; Add wetting agent and defoaming agent to the second prepolymer solution to obtain a second mixed solution; IV. Mix the first mixed solution and the second mixed solution, stir in the initiator, and mix until uniform to obtain a color vision correction resin lens coating material.

11. A color vision correction coated lens, characterized in that, The lens has a lens coating formed from the color vision correction resin lens coating material of any one of claims 1-9.

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