CN108148164A - A kind of resin lens of anti-blue light high refractive index and preparation method thereof - Google Patents

A kind of resin lens of anti-blue light high refractive index and preparation method thereof Download PDF

Info

Publication number
CN108148164A
CN108148164A CN201711419311.1A CN201711419311A CN108148164A CN 108148164 A CN108148164 A CN 108148164A CN 201711419311 A CN201711419311 A CN 201711419311A CN 108148164 A CN108148164 A CN 108148164A
Authority
CN
China
Prior art keywords
compound
resin lens
class compound
formula
polyisothiocyanates
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
CN201711419311.1A
Other languages
Chinese (zh)
Inventor
王越先
魏政
刘文瑞
梁万根
张超
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shandong Efirm Biochemistry and Environmental Protection Co Ltd
Original Assignee
Shandong Efirm Biochemistry and Environmental Protection Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shandong Efirm Biochemistry and Environmental Protection Co Ltd filed Critical Shandong Efirm Biochemistry and Environmental Protection Co Ltd
Priority to CN201711419311.1A priority Critical patent/CN108148164A/en
Publication of CN108148164A publication Critical patent/CN108148164A/en
Pending legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7614—Polyisocyanates or polyisothiocyanates cyclic aromatic containing only one aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/32—Polyhydroxy compounds; Polyamines; Hydroxyamines
    • C08G18/3203—Polyhydroxy compounds
    • C08G18/3206—Polyhydroxy compounds aliphatic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/30—Low-molecular-weight compounds
    • C08G18/38—Low-molecular-weight compounds having heteroatoms other than oxygen
    • C08G18/3855—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur
    • C08G18/3863—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing groups having sulfur atoms between two carbon atoms, the sulfur atoms being directly linked to carbon atoms or other sulfur atoms
    • C08G18/3865—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing groups having sulfur atoms between two carbon atoms, the sulfur atoms being directly linked to carbon atoms or other sulfur atoms containing groups having one sulfur atom between two carbon atoms
    • C08G18/3868—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing groups having sulfur atoms between two carbon atoms, the sulfur atoms being directly linked to carbon atoms or other sulfur atoms containing groups having one sulfur atom between two carbon atoms the sulfur atom belonging to a sulfide group
    • C08G18/387—Low-molecular-weight compounds having heteroatoms other than oxygen having sulfur containing groups having sulfur atoms between two carbon atoms, the sulfur atoms being directly linked to carbon atoms or other sulfur atoms containing groups having one sulfur atom between two carbon atoms the sulfur atom belonging to a sulfide group in addition to a perfluoroalkyl group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00—Polymeric products of isocyanates or isothiocyanates
    • C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72—Polyisocyanates or polyisothiocyanates
    • C08G18/74—Polyisocyanates or polyisothiocyanates cyclic
    • C08G18/76—Polyisocyanates or polyisothiocyanates cyclic aromatic
    • C08G18/7657—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings
    • C08G18/7664—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups
    • C08G18/7671—Polyisocyanates or polyisothiocyanates cyclic aromatic containing two or more aromatic rings containing alkylene polyphenyl groups containing only one alkylene bisphenyl group
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
    • C08K5/3472—Five-membered rings
    • C08K5/3475—Five-membered rings condensed with carbocyclic rings
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • G02B1/041—Lenses
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/02—Lenses; Lens systems ; Methods of designing lenses
    • G02C7/022—Ophthalmic lenses having special refractive features achieved by special materials or material structures
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G02C7/104—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses having spectral characteristics for purposes other than sun-protection

Abstract

The present invention provides a kind of resin lens and preparation method thereof, resin lens are made by the raw material for including following components：Polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and UV absorption class compound；The benzimidazoles compound of the UV absorption class compound with structure shown in formula I and/or the benzotriazole compound with II structure of formula.The resin lens that the present invention is prepared under said components synergistic effect have the function of high refractive index and anti-blue light.The experimental results showed that：Refractive index is 1.745~1.776；Light transmittance is 87%；Yellow colour index is 1.28~1.35；Impact property is 110g；430nm ultraviolet permeabilities are 2~3%；450nm ultraviolet permeabilities are 1.6~2%.

Description

A kind of resin lens of anti-blue light high refractive index and preparation method thereof
Technical field
The present invention relates to resin lens technical field more particularly to a kind of resin lens and its system of anti-blue light high refractive index Preparation Method.
Background technology
A large amount of blue light is remained in LED, computer bias light artificial light sources, so that artificial light is whiter, brighter, some Especially white bright light to people's blueing always feeling, here it is blue light ratio it is excessively high caused by.All kinds of computers, television screen, All contain the shortwave blue light of a large amount of irregular frequency in the visible ray that the various novel artificial light sources such as energy-saving lamp are sent out.Long-term Blue light illumination retina can generate free radicals, and these free radicals can cause retinal pigment epithelium to become feeble and die, so as to cause A variety of ophthalmology diseases such as retinopathy.The electronic product that people use daily, such as computer, smart mobile phone, tablet computer, electricity A large amount of blue light can be sent out depending on LED display etc..Along with the universal of these electronic products and penetrate into the every aspect of life, The chance that everyone contacts blue light sharply increases therewith, thus may result in biological clock disorder or affects vision.
Therefore, for our normal persons, the irradiation for a long time of barrier blue light is to reduce damage most effectual way, and is used Anti-blue light glasses can effectively solve the problem that this point, and common safety goggles against radiation can only filter ultraviolet light and certain electromagnetic radiation, And it is unable to filter blue light.Special anti-blue light glasses be not only able to effective isolation ultraviolet with radiation and also can filter blue light, It is suitble to use when seeing computer or TV, stimulation of the blue light to eyes can be mitigated significantly, eliminates sour and astringent eyes, fever or pain The malaise symptoms such as pain, relieving eye strain.
With the development that science and technology is with rapid changepl. never-ending changes and improvements, the mankind enter the information age, no matter mode of learning, working method, life Great change all has occurred in mode.Higher and higher to the degree of dependence of vision among these, the burden of vision is increasingly heavier.It is and electric Brain, TV, the blue ray radiation ingredient of display screen is high, big to the injury of visual cell, and is a continually changing optical emitter. In addition, the light radiation of energy-saving electric light source also contains harmful blue light radiation, while benefit is brought, also virtually The health of human eye is injured.For a long time in this environment, people is also easy to produce visual fatigue, and not only eye adjusting force declines, regarding object It is fuzzy, and along with the symptoms such as headache, dizziness, Nausea and vomiting and mood anxiety, agitation and other neurosiss. Increasingly pay attention to today of health, how protect eyes will more be paid attention to by people.Therefore, there is an urgent need for develop a kind of high refraction The material of rate and anti-blue light carrys out protect eyes.
Invention content
In view of this, the purpose of the present invention is to provide a kind of resin lens and preparation method thereof, resin lens height foldings It penetrates rate and there is anti-blue light.
The present invention provides a kind of resin lens, are made by the raw material for including following components：
Polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and UV absorption class compound；
The UV absorption class compound is selected from the benzimidazoles compound with structure shown in formula I and/or with II knot of formula The benzotriazole compound of structure；
The R1Functional group selected from-H ,-OH or containing-OH；
The R2Selected from-OH ,-HSO3Or the functional group containing-OH groups；
The R1And R2It is necessary that there are one be selected from-OH；
The X is selected from H or halogen；
The R3 is selected from-CH3、-CH2CH3、-CH(CH3)2Or-C (CH3)3；
The R4 is selected from-CH3、-CH(CH3)2、-(CH2)7CH3Or-C (CH3)3。
Preferably, the polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and UV absorption The mass ratio of class compound is 20~60：20~50：0.1~1:0.5~2.
Preferably, the polyisothiocyanates class compound is (different selected from bitoscanate, 4,4'- di-2-ethylhexylphosphine oxides Thiocyanic acid phenyl ester), 1,3- benzene dicarbonyl diisothiocyanate, 1,4- benzene dicarbonyl diisothiocyanate, (2,2- pyridines) -4,4- Dicarbonyl diisothiocyanate, thiobis (2- isothiocyanate groups ethane), two thiobis (2- isothiocyanate groups ethane), 1- Isothiocyanate group -4- [(2- isothiocyanate groups) sulfonyl] benzene, thiobis (4- isothiocyanate groups benzene), sulfonyl (4- Isothiocyanate group benzene), two thiobis (4- isothiocyanate groups benzene), bis- different sulphur of 2,5- diisothiocyanic acid ester group thiophene and 2,5- It is one or more in cyanic acid ester group -1,4- Dithiophenes.
Preferably, the sulfur alcohol compound is selected from 2,3- bis- (2- mercaptoethyls are thio) -3- propane -1- mercaptan, mercapto second Base mercapto propyl thioether, 1,2- bis- [(2- mercaptoethyls) sulphur] -3- thio propanes, 1,4- dithiane -2- methyl mercaptans, bis- thiophenes of 1,4- Alkane -2- methylmercaptan ethyls mercaptan, 2,5- dimethyl sulfydryl -1,4- dithiane, pentaerythrite-four -3-thiopropionate, Ji Wusi In alcohol-three -3-thiopropionate, pentaerythrite-two -3-thiopropionate, pentaerythrite -3- propionic esters and thio glycerine It is one or more.
Preferably, the organic tin compound is selected from dibutyl tin dichloride, butyl tin terchoride, dioctyl tin Dichloride, tin octylate terchoride, dibutyl anium dichloride, butyl trichlorine germanium, diphenyl anium dichloride, phenyl trichlorine germanium and triphen It is one or more in base antimony dichloride.
Preferably, the UV absorption class compound is specially the compound of formula 101, formula 102 or structure shown in formula 103：
Preferably, the raw material further includes releasing agent；The mass ratio of the releasing agent and polyisothiocyanates class compound It is 0.005~0.01：1.
The present invention provides a kind of preparation methods of resin lens described in above-mentioned technical proposal, include the following steps：
Polyisothiocyanates class compound, organic tin compound and UV absorption class compound are mixed, vacuum defoamation After add sulfur alcohol compound, vacuum defoamation while stirring, stop stirring after vacuum defoamation again, obtain mixture；
The mixture is subjected to one-step solidification, die sinking, trimming, cleaning, secondary curing, stiffened and plated film successively, is obtained Resin lens.
Preferably, the polyisothiocyanates class compound, organic tin compound and the mixing of UV absorption class compound Temperature be 15~25 DEG C；The time of mixing is 30~60min.
Preferably, the temperature of the vacuum defoamation while stirring is 15~25 DEG C；Time is 30~60min.
The present invention provides a kind of resin lens, are made by the raw material for including following components：Polyisothiocyanates class chemical combination Object, sulfur alcohol compound, organic tin compound and UV absorption class compound；The UV absorption class compound has formula I The benzimidazoles compound of structure and/or the benzotriazole compound with II structure of formula.The present invention is assisted in said components The resin lens prepared under same-action have the function of high refractive index and anti-blue light.The experimental results showed that：Refractive index for 1.745~ 1.776；Light transmittance is 87%；Yellow colour index is 1.28~1.35；Impact property is 110g；430nm ultraviolet permeabilities for 2~ 3%；450nm ultraviolet permeabilities are 1.7~2%.
Specific embodiment
The present invention provides a kind of resin lens, are made by the raw material for including following components：
Polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and UV absorption class compound；
The benzimidazoles compound of the UV absorption class compound with structure shown in formula I or the benzo with II structure of formula Triazole class compounds；
The R1Functional group selected from-H ,-OH or containing-OH；
The R2Selected from-OH ,-HSO3Or the functional group containing-OH；
The R1And R2It is necessary that there are one be selected from-OH；
The X is selected from H or halogen；
The R3 is selected from-CH3、-CH2CH3、-CH(CH3)2Or-C (CH3)3；
The R4 is selected from-CH3、-CH(CH3)2、-(CH2)7CH3Or-C (CH3)3。
Resin lens provided by the invention have high refractive index, and have the function of anti-blue light.
In the present invention, the raw material for preparing of the resin lens includes polyisothiocyanates class compound；The polyisocyanate sulphur Cyanate compound is preferably selected from bitoscanate, 4,4' methylene bis (phenyl isothiocyanate), two carbonyl of 1,3- benzene Base diisothio-cyanate, 1,4- benzene dicarbonyl diisothiocyanate, (2,2- pyridines) -4,4- dicarbonyl diisothiocyanates, sulphur Dai Shuan (2- isothiocyanate groups ethane), two thiobis (2- isothiocyanate groups ethane), [(2- is different by 1- isothiocyanate groups -4- Thiocyanate groups) sulfonyl] it is benzene, thiobis (4- isothiocyanate groups benzene), sulfonyl (4- isothiocyanate groups benzene), two thio In bis- (4- isothiocyanate groups benzene), 2,5- diisothiocyanic acid ester group thiophene and 2,5- diisothiocyanic acid ester group -1,4- Dithiophenes It is one or more；It is more preferably selected from bitoscanate and/or 4,4' methylene bis (phenyl isothiocyanate).
In the present invention, the raw material for preparing of the resin lens includes sulfur alcohol compound；The sulfur alcohol compound is excellent Choosing is selected from 2,3- bis- (2- mercaptoethyls are thio) -3- propane -1- mercaptan, mercapto ethyl mercapto propyl thioether, [(the 2- sulfydryl second of 1,2- bis- Base) sulphur] -3- thio propanes, 1,4- dithiane -2- methyl mercaptans, 1,4- dithiane -2- methylmercaptan ethyls mercaptan, 2,5- dimethyl mercaptos Base -1,4- dithiane, pentaerythrite-four -3-thiopropionate, pentaerythrite-three -3-thiopropionate, pentaerythrite-two - It is one or more in 3-thiopropionate, pentaerythrite -3- propionic esters and thio glycerine, it is more preferably selected from 2,3-, bis- (2- Mercaptoethyl is thio) -3- propane -1- mercaptan and/or pentaerythrite-four -3-thiopropionate.
In the present invention, the raw material for preparing of the resin lens includes organic tin compound；The organic tin chemical combination Object is preferably selected from dibutyltin dichloride, butyiin trichioride, dichloride dioctyl tin, tri-chlorination tin octylate, dibutyl dichloro It is one or more in germanium, butyl trichlorine germanium, diphenyl anium dichloride, phenyl trichlorine germanium and antimony triphenyl dichloride, more preferably Selected from dichloride dioctyl tin and/or dibutyltin dichloride.
In the present invention, the raw material for preparing of the resin lens includes UV absorption class compound；The UV absorption class Compound is selected from the benzimidazoles compound with structure shown in formula I and/or the benzotriazole compound with II structure of formula；This Invention is not particularly limited its source, using its commercial goods.
The R1Functional group selected from-H ,-OH or containing-OH；
The R2Selected from-OH ,-HSO3Or the functional group containing-OH；
The R1And R2It is necessary that there are one be selected from-OH；
The X is selected from H or halogen；
The R3 is selected from-CH3、-CH2CH3、-CH(CH3)2Or-C (CH3)3。
The R4 is selected from-CH3、-CH(CH3)2、-(CH2)7CH3Or-C (CH3)3。
In the present invention, the UV absorption class compound is preferably specially formula 101, formula 102 or structure shown in formula 103 Compound：
In the specific embodiment of the invention, 2- (2'- hydroxyls -3', 5'- di-tert-butyl-phenyl) -5- chlorinated benzotriazoles are UV absorption class substance shown in above-mentioned formula 102；2- (2'- hydroxyl -5'- t-octyls phenyl) benzotriazole is above-mentioned 103 institute of formula The UV absorption class substance shown；2-PHENYLBENZIMIDAZOLE-5-SULFONIC ACID is the UV absorption class substance shown in above-mentioned formula 101.It is above-mentioned The compound of formula 101, formula 102 or structure shown in formula 103 uses its commercial goods.
In the present invention, the polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and ultraviolet The mass ratio for absorbing class compound is preferably 20~60：20~50：0.1~1:0.5~2, more preferably 40~50：40~50： 0.5~1：0.5~1..
In the present invention, the raw material preferably further includes releasing agent；The releasing agent and polyisothiocyanates class compound Mass ratio be preferably 0.005~0.01：1.The releasing agent is preferably selected from the releasing agent of model DDP-8.
The present invention provides a kind of preparation methods of resin lens described in above-mentioned technical proposal, include the following steps：
Polyisothiocyanates class compound, organic tin compound and UV absorption class compound are mixed, vacuum defoamation After add sulfur alcohol compound, vacuum defoamation while stirring, stop stirring after vacuum defoamation again, obtain mixture；
The mixture is subjected to one-step solidification, die sinking, trimming, cleaning, secondary curing, stiffened and plated film successively, is obtained Resin lens.
The temperature that the present invention mixes polyisothiocyanates class compound, organic tin compound and UV absorption class compound Preferably 15~25 DEG C of degree；The time of mixing is preferably 30~60min.
The present invention is preferably mixed in polyisothiocyanates class compound, organic tin compound and UV absorption class compound Vacuum defoamation is carried out again after adding in releasing agent afterwards；The temperature of vacuum defoamation is 20~40 DEG C after addition releasing agent；Time for 60~ 90min。
The time of vacuum defoamation is preferably 55~65min again after stopping stirring, more preferably 60min.
The present invention is injected the mixture into mold, and one-step solidification is carried out after the completion of pouring.The curing is preferably in this field It is carried out in baking oven known to technical staff.The temperature of the one-step solidification is preferably 30~130 DEG C；The time of one-step solidification is preferred For 20~24min.The temperature of the secondary curing is preferably 70~130 DEG C；The time of secondary curing is preferably 6~8min.This Invention does not have special limitation to the method for the die sinking, trimming, cleaning, stiffened and plated film, using those skilled in the art tree Die sinking, trimming, cleaning, stiffened and the coating technique scheme of fat.
The present invention provides a kind of resin lens, are made by the raw material for including following components：Polyisothiocyanates class chemical combination Object, sulfur alcohol compound, organic tin compound and UV absorption class compound；The UV absorption class compound, which is selected from, to be had The benzimidazoles compound of structure shown in formula I and/or the benzotriazole compound with II structure of formula.The present invention is in said components The lower resin lens prepared of synergistic effect have the function of high refractive index and anti-blue light.The experimental results showed that：Refractive index for 1.745~ 1.776；Light transmittance is 87%；Yellow colour index is 1.28~1.35；Impact property is 110g；430nm ultraviolet permeabilities for 2~ 3%；450nm ultraviolet permeabilities are 1.6~2%.
In order to further illustrate the present invention, with reference to embodiment to a kind of resin lens provided by the invention and its preparation Method is described in detail, but cannot they be interpreted as limiting the scope of the present invention.
Embodiment 1
Component A：Bitoscanate (96g),
Component B：2,3- bis- (2- mercaptoethyls are thio) -3- propane -1- mercaptan (26g), (the 3- mercaptopropionic acids of pentaerythrite four Ester) (25g)；
Component C：Dibutyl tin laurate (0.5g)；
Component D：2- (2'- hydroxyls -3', 5'- di-tert-butyl-phenyl) -5- chlorinated benzotriazoles (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 30~60 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60~90 minutes, 20~40 DEG C of temperature；Add in B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30 ~60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection In good mold, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains resin lens.
Obtained resin lens are carried out refractive index, impact property, anti-blue light range, yellow colour index, uvioresistant by the present invention Performance detection.Testing result is shown in Table 1.
The performance test results of resin lens prepared by 1 embodiment of the present invention 1~6 of table
Embodiment 2
Component A：Bitoscanate (48g), 4,4' methylene bis (phenyl isothiocyanate) (70.5g)
Component B：2,3- bis- (2- mercaptoethyls are thio) -3- propane -1- mercaptan (87g),；
Component C：Dibutyltin dichloride (0.5g)；
Component D：2- (2'- hydroxyls -3', 5'- di-tert-butyl-phenyl) -5- chlorinated benzotriazoles (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 10~15 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60-90 minutes, 20~40 DEG C of temperature；Addition B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30~ 60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection Mold in, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains eyeglass.Obtained eyeglass is subjected to refractive index, impact property, anti-blue light range, Huang Colour index, uvioresistant performance detection.Testing result is shown in Table 1.
Embodiment 3
Component A：Bitoscanate (48g), 4,4' methylene bis (phenyl isothiocyanate) (70.5g)
Component B：Pentaerythrite four (3-thiopropionate) (125g)；
Component C：Dichloride dioctyl tin (0.5g)；
Component D：2- (2'- hydroxyl -5'- t-octyls phenyl) benzotriazole (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 10~15 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60~90 minutes, 20~40 DEG C of temperature；Add in B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30 ~60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection In good mold, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains eyeglass.Obtained eyeglass is subjected to refractive index, impact property, anti-blue light range, Huang Colour index, uvioresistant performance detection.Testing result is shown in Table 1.
Embodiment 4
Component A：4,4' methylene bis (phenyl isothiocyanate) (147g)
Component B：Two -3-thiopropionate of pentaerythrite (150g)；
Component C：Dichloride dioctyl tin (0.5g)；
Component D：2- (2'- hydroxyl -5'- t-octyls phenyl) benzotriazole (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 10~15 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60~90 minutes, 20~40 DEG C of temperature；Add in B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30 ~60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection In good mold, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains eyeglass.Obtained eyeglass is subjected to refractive index, impact property, anti-blue light range, Huang Colour index, uvioresistant performance detection.Testing result is shown in Table 1.
Embodiment 5
Component A：4,4' methylene bis (phenyl isothiocyanate) (147g)
Component B：Two -3-thiopropionate of pentaerythrite (150g)；
Component C：Dichloride dioctyl tin (0.5g)；
Component D：2-PHENYLBENZIMIDAZOLE-5-SULFONIC ACID (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 10~15 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60~90 minutes, 20~40 DEG C of temperature；Add in B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30 ~60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection In good mold, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains eyeglass.Obtained eyeglass is subjected to refractive index, impact property, anti-blue light range, Huang Colour index, uvioresistant performance detection.Testing result is shown in Table 1.
Embodiment 6
Component A：Bitoscanate (48g), 4,4' methylene bis (phenyl isothiocyanate) (70.5g)
Component B：Pentaerythrite four (3-thiopropionate) (125g)；
Component C：Dichloride dioctyl tin (0.5g)；
Component D：2-PHENYLBENZIMIDAZOLE-5-SULFONIC ACID (0.5g)；
Releasing agent：DDP-8(0.5g)；
Concrete operation step：
Component A, component C, component D are weighed in proportion, are stirred 10~15 minutes at 15~25 DEG C, are added in a certain amount of demoulding Agent, vacuum defoamation 60~90 minutes, 20~40 DEG C of temperature；Add in B component, 15~25 DEG C of temperature, uniform stirring vacuum defoamation 30 ~60 minutes, stop stirring, vacuum defoamation 60 minutes；Drying nitrogen pressurizes, and mix monomer is ready for by filter membrane injection In good mold, after the completion of pouring, mold is put into baking oven and carries out one-step solidification；It is molded after one-step solidification, is trimming, clear It washes, secondary curing, stiffened and plated film, obtains eyeglass.Obtained eyeglass is subjected to refractive index, impact property, anti-blue light range, Huang Colour index, uvioresistant performance detection.Testing result is shown in Table 1.
As seen from the above embodiment, the present invention provides a kind of resin lens, are made by the raw material for including following components：It is more Isosulfocyanate compound, sulfur alcohol compound, organic tin compound and UV absorption class compound；The UV absorption Benzimidazoles compound of the class compound with structure shown in formula I or the benzotriazole compound with II structure of formula.The present invention The resin lens prepared under said components synergistic effect have the function of high refractive index and anti-blue light.The experimental results showed that：Refraction Rate is 1.745~1.776；Light transmittance is 87%；Yellow colour index is 1.28~1.35；Impact property is 110g；430nm is ultraviolet It is 2~3% to cross rate；450nm ultraviolet permeabilities are 1.6~2%.
The above is only the preferred embodiment of the present invention, it is noted that for the ordinary skill people of the art For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications also should It is considered as protection scope of the present invention.

Claims (10)

1. a kind of resin lens are made by the raw material for including following components：
Polyisothiocyanates class compound, sulfur alcohol compound, organic tin compound and UV absorption class compound；
The UV absorption class compound is selected from the benzimidazoles compound with structure shown in formula I and/or with II structure of formula Benzotriazole compound；
The R1Functional group selected from-H ,-OH or containing-OH；
The R2Selected from-OH ,-HSO3Or the functional group containing-OH groups；
The R1And R2It is necessary that there are one be selected from-OH；
The X is selected from H or halogen；
The R3 is selected from-CH3、-CH2CH3、-CH(CH3)2Or-C (CH3)3；
The R4 is selected from-CH3、-CH(CH3)2Or-C (CH3)3。
2. resin lens according to claim 1, which is characterized in that the polyisothiocyanates class compound, thio-alcohol The mass ratio of compound, organic tin compound and UV absorption class compound is 20~60：20~50：0.1~1:0.5~2.
3. resin lens according to claim 1, which is characterized in that the polyisothiocyanates class compound is selected to benzene Diisothio-cyanate, 4,4' methylene bis (phenyl isothiocyanate), 1,3- benzene dicarbonyl diisothiocyanate, two carbonyl of 1,4- benzene Base diisothio-cyanate, (2,2- pyridines) -4,4- dicarbonyl diisothiocyanates, thiobis (2- isothiocyanate groups ethane), It is two thiobis (2- isothiocyanate groups ethane), 1- isothiocyanate groups -4- [(2- isothiocyanate groups) sulfonyl] benzene, thio Bis- (4- isothiocyanate groups benzene), sulfonyl (4- isothiocyanate groups benzene), two thiobis (4- isothiocyanate groups benzene), 2,5- It is one or more in diisothiocyanic acid ester group thiophene and 2,5- diisothiocyanic acid ester group -1,4- Dithiophenes.
4. resin lens according to claim 1, which is characterized in that the sulfur alcohol compound is selected from (the 2- mercaptos of 2,3- bis- Base ethylenebis dithiocarbamate) -3- propane -1- mercaptan, mercapto ethyl mercapto propyl thioether, 1,2- bis- [(2- mercaptoethyls) sulphur] -3- thio propanes, 1,4- dithiane -2- methyl mercaptans, 1,4- dithiane -2- methylmercaptan ethyls mercaptan, 2,5- dimethyl sulfydryl -1,4- dithiane, season penta Tetrol-four -3-thiopropionate, pentaerythrite-three -3-thiopropionate, pentaerythrite-two -3-thiopropionate, Ji Wusi It is one or more in alcohol -3- propionic esters and thio glycerine.
5. resin lens according to claim 1, which is characterized in that the organic tin compound is selected from dibutyl tin two Chloride, butyl tin terchoride, dioctyltin dichloride, tin octylate terchoride, dibutyl anium dichloride, butyl trichlorine It is one or more in germanium, diphenyl anium dichloride, phenyl trichlorine germanium and antimony triphenyl dichloride.
6. resin lens according to claim 1, which is characterized in that the UV absorption class compound be specially formula 101, The compound of structure shown in formula 102 or formula 103：
7. resin lens according to claim 1, which is characterized in that the raw material further includes releasing agent；The releasing agent Mass ratio with polyisothiocyanates class compound is 0.005~0.01：1.
8. the preparation method of resin lens, includes the following steps described in a kind of claim 1~7 any one：
Polyisothiocyanates class compound, organic tin compound and UV absorption class compound are mixed, after vacuum defoamation again Sulfur alcohol compound is added in, vacuum defoamation while stirring stops vacuum defoamation again after stirring, obtains mixture；
The mixture is subjected to one-step solidification, die sinking, trimming, cleaning, secondary curing, stiffened and plated film successively, obtains resin Eyeglass.
9. preparation method according to claim 8, which is characterized in that the polyisothiocyanates class compound, organotin Class compound and the temperature of UV absorption class compound mixing are 15~25 DEG C；The time of mixing is 30~60min.
10. preparation method according to claim 8, which is characterized in that the temperature of the vacuum defoamation while stirring is 15 ~25 DEG C；Time is 30~60min.
CN201711419311.1A 2017-12-25 2017-12-25 A kind of resin lens of anti-blue light high refractive index and preparation method thereof Pending CN108148164A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201711419311.1A CN108148164A (en) 2017-12-25 2017-12-25 A kind of resin lens of anti-blue light high refractive index and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN201711419311.1A CN108148164A (en) 2017-12-25 2017-12-25 A kind of resin lens of anti-blue light high refractive index and preparation method thereof

Publications (1)

Publication Number Publication Date
CN108148164A true CN108148164A (en) 2018-06-12

Family

ID=62465632

Family Applications (1)

Application Number Title Priority Date Filing Date
CN201711419311.1A Pending CN108148164A (en) 2017-12-25 2017-12-25 A kind of resin lens of anti-blue light high refractive index and preparation method thereof

Country Status (1)

Country Link
CN (1) CN108148164A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111399252A (en) * 2020-05-08 2020-07-10 江苏全真光学科技股份有限公司 Multifunctional resin lens and preparation method thereof
CN111427170A (en) * 2020-05-11 2020-07-17 江苏全真光学科技股份有限公司 Durable color-changing lens
JPWO2020218508A1 (en) * 2019-04-26 2020-10-29
CN115594809A (en) * 2022-04-12 2023-01-13 益丰新材料股份有限公司（Cn） Polythiol composition, polymerizable composition for optical material and preparation method of polymerizable composition

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPWO2020218508A1 (en) * 2019-04-26 2020-10-29
JP2020181127A (en) * 2019-04-26 2020-11-05 三井化学株式会社 Thiol-containing composition for optical material and polymerizable composition for optical material
JP7250911B2 (en) 2019-04-26 2023-04-03 三井化学株式会社 Thiol-containing composition for optical materials, polymerizable composition for optical materials
JP7250911B6 (en) 2019-04-26 2023-04-25 三井化学株式会社 Thiol-containing composition for optical materials, polymerizable composition for optical materials
CN111399252A (en) * 2020-05-08 2020-07-10 江苏全真光学科技股份有限公司 Multifunctional resin lens and preparation method thereof
CN111427170A (en) * 2020-05-11 2020-07-17 江苏全真光学科技股份有限公司 Durable color-changing lens
CN115594809A (en) * 2022-04-12 2023-01-13 益丰新材料股份有限公司（Cn） Polythiol composition, polymerizable composition for optical material and preparation method of polymerizable composition

Similar Documents

Publication Publication Date Title
CN108148164A (en) A kind of resin lens of anti-blue light high refractive index and preparation method thereof
CN104327237A (en) Blue light-proof resin lens and preparation process thereof
CN103052904B (en) Plastic polarizing lens, its manufacture method and light polarizing film
CN103465418B (en) A kind of manufacture method of anti-blue light resin lens and product
CN103992672B (en) Anti-blue light film and manufacturing method thereof
CN103980643A (en) Blue light cut nano compound resin material, lens and preparation method thereof
CN104020583B (en) Optical lens capable of resisting blue light
CN107589559B (en) Anti-blue-light lens, preparation method thereof and glasses
De Groot et al. Injectable intraocular lens materials based upon hydrogels
KR20170008679A (en) Optical compositions for blocking electromagnetic wave and method of preparing optical lens therefrom
JP6393404B2 (en) Polymerizable composition, optical member, plastic lens, and spectacle lens
CN103698901A (en) Resin eyeglass with low refractive index 1.56 and film plating method thereof
CN105353528B (en) A kind of anti-blue light eyeglass and preparation method thereof
CN107828041A (en) A kind of complex polyester eyeglass and preparation method thereof
KR20210150386A (en) Photochromic optical article and manufacturing method thereof
CN108084385B (en) Ultrahigh-toughness blue-light-proof resin lens and preparation method thereof
WO2015159942A1 (en) Medical device including anionic drug
CN205809454U (en) A kind of antifog anti-blue light resin eyeglass
US11772341B2 (en) Dyeable 1.74 resin lens and preparation method thereof
CN203870340U (en) Blue light protection optical lens
CN111216386A (en) Preparation method and process of blue-light-resistant photochromic resin lens
CN110275319B (en) Blue-light-resistant goggles lens and processing method thereof
CN109054356B (en) Myopia spectacle lens and preparation method thereof
US20210223574A1 (en) Eyeglass lens material and eyeglass lens capable of blocking blue light and method for making the same
CN113683743B (en) Lens substrate and preparation method and application thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
RJ01 Rejection of invention patent application after publication
RJ01 Rejection of invention patent application after publication

Application publication date: 20180612