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WO2019050189A1 - Composition de résine pour lentille optique acrylique époxy à indice de réfraction moyen, et son procédé de préparation - Google Patents

Composition de résine pour lentille optique acrylique époxy à indice de réfraction moyen, et son procédé de préparation Download PDF

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Publication number
WO2019050189A1
WO2019050189A1 PCT/KR2018/009446 KR2018009446W WO2019050189A1 WO 2019050189 A1 WO2019050189 A1 WO 2019050189A1 KR 2018009446 W KR2018009446 W KR 2018009446W WO 2019050189 A1 WO2019050189 A1 WO 2019050189A1
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Prior art keywords
phosphite
weight
resin composition
refractive
optical lens
Prior art date
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Ceased
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PCT/KR2018/009446
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English (en)
Korean (ko)
Inventor
장동규
노수균
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KOC Solution Co Ltd
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KOC Solution Co Ltd
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Publication date
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Publication of WO2019050189A1 publication Critical patent/WO2019050189A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
    • B29D11/00—Producing optical elements, e.g. lenses or prisms
    • B29D11/00009—Production of simple or compound lenses
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/14—Methyl esters, e.g. methyl (meth)acrylate
    • 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
    • C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
    • C08K5/005—Stabilisers against oxidation, heat, light, ozone
    • 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
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
    • C08K5/5313—Phosphinic compounds, e.g. R2=P(:O)OR'
    • 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
    • C08K5/49—Phosphorus-containing compounds
    • C08K5/51—Phosphorus bound to oxygen
    • C08K5/53—Phosphorus bound to oxygen bound to oxygen and to carbon only
    • C08K5/5317—Phosphonic compounds, e.g. R—P(:O)(OR')2
    • C08K5/5333—Esters of phosphonic acids
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29L—INDEXING SCHEME ASSOCIATED WITH SUBCLASS B29C, RELATING TO PARTICULAR ARTICLES
    • B29L2011/00—Optical elements, e.g. lenses, prisms
    • B29L2011/0016—Lenses

Definitions

  • the present invention relates to an epoxy acrylic optical lens, and more particularly to a resin composition for a high-quality epoxyacrylic medium refractive index lens having a refractive index of 1.53 to 1.58 and excellent in thermal stability, light resistance, transparency, color, will be.
  • the lens using PMMA (polymethyl-methacrylate), which was introduced in 1936, is also referred to as an acrylic lens, and has a high transparency of Abbe number 57. However, it has a low refractive index of 1.49 and is more heat resistant than comparable refractive index CR- And the surface strength is low.
  • Japanese Patent Laid-Open Nos. 6-49133 and 7-206974 disclose a method for producing a lens by mixing divinyl benzene, styrene, benzyl methacrylate, isocyanate, etc. with tetrabromobisphenol A diacrylate. These optical lenses have improved light resistance and heat resistance, but have a low thermal stability and cause a color change during hard coating.
  • Korean Patent Laid-Open Publication No. 10-2004-0083942 discloses a thermosetting resin composition which is obtained by mixing a reactive diluent such as styrene and methylstyrene with tetrabromobisphenol A diacrylate and adding an acidic phosphate ester thereto, And a refractive index of 1.58-1.61.
  • a reactive diluent such as styrene and methylstyrene
  • tetrabromobisphenol A diacrylate tetrabromobisphenol A diacrylate
  • an acidic phosphate ester thereto
  • refractive index of 1.58-1.61 Such an epoxy acrylic lens has a high refractive index and a high Abbe's number, and is excellent in optical properties such as transparency, light weight, and heat resistance, and has an advantage of low cost of materials.
  • a reactive diluent is required to control the viscosity and the reaction rate.
  • a reactive diluent include styrene, divinylbenzene, alphamethylstyrene, alphamethylstyrene dimer, benzylmethacrylate, chlorostyrene, bromostyrene, Ethoxy styrene, dibenzyl malate, and the like, or a mixture of two or more thereof.
  • the choice of such a diluent influences the productivity and optical properties of the lens and also affects the production cost. For example, styrene presently present at high and in the resin frequently causes a decrease in strength.
  • Japanese Laid-Open Patent Publication No. 53-7787 discloses an optical lens obtained by polymerizing 85 wt% of diallyl isophthalate and 15 wt% of diethylene glycol bisallyl carbonate. This lens succeeded in reducing the thickness of the lens The impact resistance is still weak.
  • Japanese Patent Laid-Open No. 62-235901 and Digest 64-45412 and Japanese Patent Publication No. 1-60494 also disclose a plastic lens made of a copolymer composed of modified diallyl phthalate and dibenzyl fumarate, and a lens made of diallyl phthalate and methyl acrylate There is a problem that a plastic lens made by a copolymer is low in impact resistance.
  • Korean Patent Publication No. 10-0431434 discloses a monomer composition for a mid-refracting lens in the range of 1.53 to 1.55, which comprises a diallyl ester oligomer, dialkyl maleate, diethylene glycol bisallyl carbonate and diallyl adipate. It has improved physical properties in light stability and impact resistance as compared with conventional medium refractive lenses, but has a problem of low transparency and low heat resistance.
  • Epoxy acrylic lenses have good optical properties such as transparency and Abbe number. Therefore, if it is possible to raise the quality in terms of heat stability, light resistance, releasability, color, and compressive strength and to lower the production cost, the refractive index of the medium refractive lens having a refractive index of about 1.53 to 1.58 The lens can be competitive with the lens.
  • Patent Document 1 JP-A-53-7787
  • Patent Document 2 JP-A-62-235901
  • Patent Document 3 JP-A-64-45412
  • Patent Document 4 Japanese Patent Publication No. Hei 1-60494
  • Patent Document 5 European Patent 06905
  • Patent Document 6 Korean Patent Publication No. 10-0431434
  • Patent Document 7 Korean Patent Registration No. 10-0496911
  • Patent Document 8 Korean Patent Publication No. 10-0498896
  • Patent Document 9 Korean Patent Laid-Open Publication No. 10-2015-0071170
  • Methylmethacrylate is conventionally used as a reactive diluent together with styrene, divinylbenzene, alphamethylstyrene, alpha methylstyrene dimer and the like, but when it is used in a resin in an amount of 20 wt% or more, there are problems in physical properties in many aspects such as whitening and polymerization imbalance, It is used only in small quantities. However, when methyl methacrylate is used in a large amount, the compression strength is improved as compared with the case of using styrene, so that the compression strength can be improved without adding the production cost.
  • a resin composition for an epoxyacrylic medium refractive optical lens having excellent transparency, Abbe's number, thermal stability, light resistance and releasability, excellent compression strength, and economical efficiency while containing a large amount of methyl methacrylate in a lens resin composition in an amount of 20%
  • the purpose is to provide.
  • Based refractive index optical lens having a solid refractive index of 1.53 to 1.58, wherein the refractive index is 1 to 17% by weight of a reactive diluent.
  • the resin composition for an epoxyacrylic medium refractive optical lens may further contain an internal mold release agent in an amount of 0.001 to 10% by weight based on the composition.
  • the resin composition for an epoxyacrylic medium refractive optical lens may further contain a heat stabilizer in an amount of 0.01 to 5% by weight based on the composition.
  • an acrylic-based refraction optical lens comprising a step of polymerizing a resin composition for an epoxy-acrylic-based medium refractive index optical lens in a mold.
  • a bisphenol A epoxy acrylate represented by the following formula (1); Methyl methacrylate (MMA) and a reactive diluent.
  • the bisphenol A epoxy acrylate is usually obtained by reacting bisphenol A diglycidyl ether represented by the following formula (2) and acrylic acid as shown in the following reaction formula (2).
  • the present inventors have found that the problems of thermal stability, light resistance, and transparency deterioration, which are often unexplained in the production of epoxy acrylate-based lenses, are caused by the hydrolyzable chlorine generated in the course of the production of bisphenol A diglycidyl ether (BPDE) And the content of In the present invention, the preferred hydrolyzable chlorine content of the bisphenol A diglycidyl ether (BPDE) is 0.01 to 0.11% by weight, more preferably 0.03 to 0.08% by weight.
  • the hydrolyzable chlorine content in the BPDE can be removed or reduced by vacuum removal and washing with water and ammonia water.
  • the hydrolyzable chlorine content in the BPDE may be less than 0.01% by weight, but it is not easy to reduce it to less than 0.01% by weight, while less than 0.01% by weight and 0.01 to 0.05% by weight have little difference in lens quality. Therefore, when considering the lens quality and the production cost, the preferable chlorine content of BPDE is 0.01 to 0.11 wt%, more preferably 0.03 to 0.08 wt%.
  • the hydrolyzable chlorine content of bisphenol A diglycidyl ether is measured by the following method.
  • the epoxy acrylic compound was weighed and thoroughly dissolved in toluene (15 mL), dissolved in about 50 mL of pure water with 0.1N KOH (methyl Cellosolve) solution (KOH (85%)) and dissolved in methyl Cellosolve 1 L) is added. Attach the air cooling tube to the water bath set at 70 °C ⁇ 5 °C. After 30 minutes, take out from the water bath, cool to room temperature, clean the cooler with about 5 mL of methyl Cellosolve (Me-OH), and mix this solution in the flask.
  • KOH methyl Cellosolve
  • A Amount (mL) of 0.1N HCl standard solution consumed.
  • the bisphenol A epoxy acrylate (BPDA) is contained in an amount of 50 to 70% by weight, preferably 55 to 65% by weight in the resin composition for an epoxyacrylic medium refractive optical lens of the present invention.
  • Methyl methacrylate (MMA) contained in the resin composition of the present invention has been used as a reactive diluent in conventional epoxy acrylic optical resins together with styrene, divinylbenzene, alpha methyl styrene, alpha methyl styrene dimer and the like.
  • MMA is not included in large amounts and is usually used in a small amount of about 3% and at most 20%. This is because when the MMA is contained in the resin for the optical lens in an amount of 20 wt% or more, there are problems in physical properties of the lens in various aspects such as whitening and polymerization imbalance.
  • the content of hydrolyzable chlorine in bisphenol A diglycidyl ether (BPDE) is controlled to 0.01 to 0.11% by weight, and the content of bisphenol A epoxy acrylate in the resin composition for an all- 50 to 70% by weight, it is possible to contain a large amount of MMA in an amount of 20% by weight or more in the whole resin composition.
  • MMA is preferably contained in an amount of 21 to 45% by weight, more preferably 25 to 40% by weight.
  • the reactive diluent contained in the resin composition of the present invention plays a role of appropriately controlling the viscosity and the polymerization rate of the composition and is not particularly limited as long as it is used as a reactive diluent in a resin for an epoxy acrylic optical lens .
  • the reactive diluent is selected from the group consisting of styrene, divinylbenzene, alpha methyl styrene, alpha methyl styrene dimer, benzyl methacrylate, chlorostyrene, bromostyrene, methoxystyrene, monobenzyl maleate, monobenzyl fumarate, di Benzyl maleate, dibenzyl fumarate, methyl benzyl maleate, dimethyl malate, diethyl malate, dibutyl malate, dibutyl fumarate, monobutyl malate, monopentyl malate, dipentyl malate, A compound selected from the group consisting of dibutyl phthalate, dipentyl fumarate, and diethylene glycol bisaryl carbonate may be used singly or in combination of two or more thereof. More preferably, the reactive diluent is one or more compounds selected from the group consisting of styrene,
  • MMA which is essentially contained in the resin composition of the present invention, serves as a reactive diluent
  • other reactive diluents are preferably contained in a small amount of 1 to 17 wt%. If the total reactive diluent content, including MMA and other reactive diluents, exceeds 60% by weight, the viscosity of the composition will be too low to melt the tape adhesive, which will result in tape bleaching and leakage during the curing process after injection This may result in white pigmentation and fogging on the lens.
  • the resin composition of the present invention comprising MMA and the reactive diluent has a liquid phase viscosity of 20-200 cps at 25 ⁇ suitable for casting polymerization and a liquid phase refractive index (nD, 20 ⁇ ) of 1.48-1.55, a solid refractive index (nE, 20 < 0 > C) is 1.53-1.58.
  • nD, 20 ⁇ liquid phase refractive index
  • nE, 20 < 0 > C is 1.53-1.58.
  • the resin composition of the present invention may further contain an internal release agent.
  • an internal effervescent material By adding an internal effervescent material to the resin composition before the casting polymerization, the releasability after polymerization can be greatly improved.
  • the inner blowing agent is preferably contained in an amount of 0.001 to 10% by weight in the polymerizable composition.
  • a phosphoric acid ester compound As the internal release agent, a phosphoric acid ester compound, a silicone surfactant, a fluorinated surfactant, an alkyl quaternary ammonium salt, etc. may be used alone or in combination of two or more thereof
  • the fluorine-based nonionic surfactant is a compound having a perfluoroalkyl group in the molecule, and includes a combination of Unidyne DS-401 122A TM (Shin-Aichi Kasei Co., Ltd., Japan), Eftof EF 126 TM (Shin Akitagase Co., Ltd., Japan) and Eftof EF 301 TM (Shin-Etsu Chemical Co., Ltd., Japan).
  • the silicone-based nonionic surfactant is a compound having a dimethylpolysiloxane group in the molecule, such as Q2-120A of U.S. Dow.
  • the alkyl quaternary ammonium salt is generally known as a cationic surfactant and includes halogen salts, phosphates and sulfates.
  • chloride type include trimethylcetylammonium chloride, trimethylstearylammonium chloride, dimethylethylcetylammonium chloride, Triethyldecylammonium chloride, trioctylmethylammonium chloride, diethylcyclohexyl, decylammonium chloride, and the like.
  • a phosphoric acid ester compound can be used as an inner mold release agent.
  • the phosphate ester compound is a compound having a phosphoric acid ester group, and examples thereof include isopropyl acid phosphate, diisopropyl acid phosphate, butylate phosphate, dibutylate phosphate, octylate phosphate, dioctylate phosphate, isodecylate phosphate, Tricarboxylic acid phosphate, tridecanolic acid phosphate, bis (tridecanolic acid) phosphate, and mixtures of two or more thereof.
  • polyoxyethylene nonylphenol ether phosphate 5 mol% of ethylene oxide, 5 mol% of ethylene oxide, 80 mol% of 4 mol of ethylene oxide, 10 mol% of 3 mol of ethylene oxide, (5 wt% of ethylene oxide, 9 wt% of ethylene oxide, 8 wt% of ethylene oxide, 80 wt% of ethylene oxide, 10 wt% of ethylene oxide of 7 mol of ethylene oxide, 5 wt% of oxide having 6 mol or less added thereto), polyoxyethylene nonylphenol ether phosphate (3 mol% of ethylene oxide, 11 mol of ethylene oxide, 80 wt% of ethylene oxide, 5 wt% of 9 mol of ethylene oxide, 6 mol% of 7 mol%, 6 wt% of 6 mol%), polyoxyethylene nonylphenol ether phosphate (3 mol% of ethylene oxide 13 mol, 12 mol% of 80 mol% 8% by weight,
  • the resin composition of the present invention may further comprise a heat stabilizer.
  • the heat stabilizer may preferably be contained in an amount of 0.01 to 5.00% by weight in the resin composition of the present invention. When the heat stabilizer is used in an amount of less than 0.01% by weight, the heat stabilizing effect is weak. When the heat stabilizer is used in an amount exceeding 5.00% by weight, the polymerization defective rate upon curing is high and the thermal stability of the cured product may be lowered.
  • thermal stabilizer examples include metal stearate such as calcium stearate, barium stearate, zinc stearate, cadmium stearate, lead stearate, magnesium stearate, aluminum stearate, potassium stearate and zinc octoate Or a combination thereof.
  • metal stearate such as calcium stearate, barium stearate, zinc stearate, cadmium stearate, lead stearate, magnesium stearate, aluminum stearate, potassium stearate and zinc octoate Or a combination thereof.
  • phosphorus compounds such as triphenylphosphite, diphenyldecylphosphite, phenyldodecylphosphite, diphenyldodecylphosphite, diphenyl isodecylphosphate, trinorylphenylphosphite, diphenyl isooctylphosphite, tri It is possible to use one or more compounds selected from butyl phosphite, tripropyl phosphite, triethyl phosphite, trimethyl phosphite, tris (monodecyl phosphite), and tris (monophenyl) phosphite. Particularly preferably, diphenyl isodecyl phosphate can be used.
  • the sealed lead 3PbO.PbSO 4 .4H 2 O, 2PbO.Pb ( C 8 H 4 O 4), 3PbO.Pb (C 4 H 2 O 4) .H 2 O 1 selected from compounds, such as species or two kinds of Or more.
  • organic tin compounds such as dibutyl tin diarouate, dibutyl tin maleate, dibutyl tin bis (isooctyl maleate), dioctyl maleate, dibutyl tin bis (monomethyl maleate), dibutyl tin bis (Isooctyl mercaptoacetate), tris (isooctyl mercaptoacetate), dibutyl tin (isooctyl mercaptoacetate), dibutyl tin (isooctyl mercaptoacetate), monobutyl tin tris (2-mercaptoethylolate), dibutyltin bis (2-mercaptoethylolate), monobutyltin (2-mercaptoethanolate), dimethyltin bis (2-mercaptoethylolate) , Monomethyltin tris (2-mercaptoethylolate), and the like can be used
  • thermo stabilizer of phosphorus it is also possible to use a mixture of two or more kinds of heat stabilizers different in the series among the above-exemplified heat stabilizers.
  • the thermal stability of the optical lens can be greatly improved without deteriorating optical properties such as transparency, impact strength, heat resistance and polymerization yield as well as the initial color of the formed lens.
  • the resin composition of the present invention may further contain an ultraviolet absorber, an organic dye, an inorganic pigment, a coloring inhibitor, an antioxidant, a light stabilizer, a catalyst and the like according to a conventional technique in addition to conventional techniques in the field of plastic optical lenses .
  • the epoxy acryl-based medium refractive optical lens according to the present invention can be produced by putting the above resin composition of the present invention into a mold and polymerizing. According to a preferred embodiment, after the resin composition is injected into a mold, the mold is placed in a forced circulation oven and slowly cured by heating from 30 ° C to 120 ° C, followed by cooling to about 70 ° C to 10 ° C to desorb the mold to obtain a lens.
  • all the raw materials preferably use a high purity compound having a purity of 70 to 99.99%.
  • the purity of all the raw materials is checked to purify the compounds with low purity, and the compounds with high purity are used without purification.
  • the acrylic-based refractive-index optical lens obtained by the above-described method can be used in various fields as a medium-refractive-index lens having a solid-state refractive index of 1.53-1.58 in place of the conventional middle-refractive-index lens. Specifically, it can be used as a plastic spectacle lens, a 3D polarized lens in which a polarizing film is attached to a spectacle lens, a camera lens, etc. In addition, a recording medium substrate used for a prism, an optical fiber, Products.
  • the hydrolyzable chlorine content (%) of the obtained bisphenol A diglycyl ether compound was measured by the following method.
  • the epoxy acrylic compound was weighed and thoroughly dissolved in toluene (15 mL), dissolved in about 50 mL of pure water with 0.1N KOH (methyl Cellosolve) solution (KOH (85%)) and dissolved in methyl Cellosolve 1 L) is added. Attach the air cooling tube to the water bath set at 70 °C ⁇ 5 °C. After 30 minutes, take out from the water bath, cool to room temperature, clean the cooler with about 5 mL of methyl Cellosolve (Me-OH), and mix this solution in the flask. Add 5 ⁇ 6 drops of 0.1 N HCl standard solution (9 mL of 35% concentrated hydrochloric acid in methanol to make 1 L). Add 1 part of Cresol Red 0.1% alcohol solution and 3 parts of Thymol Blue 0.1% alcohol solution. ). The end point is defined as the point at which it changes from blue to yellow.
  • A Amount (mL) of 0.1N HCl standard solution consumed.
  • Refractive index and Abbe number Measured using an Abbe refractometer, a model of Atago's DR-M4.
  • Compressive Strength LR5K-Plus universal material testing machine of LLOYD Instruments has a spectacle lens of 75 mm in diameter, center thickness of 1.2 mm, and a water depth of 8.00, according to the method of ISO 14889 and JIS T57331 And the measured value was expressed as N (Newton).
  • Optical lenses were produced in the same manner as in Example 1 , according to the composition shown in Table 1 , and their physical properties were measured.
  • 4- PENPP polyoxyethylene nonylphenyl phosphate (5 mol% of ethylene oxide, 5 mol% of ethylene oxide, 80 mol% of ethylene oxide, 3 mol of ethylene oxide, 10 wt% of ethylene oxide, 1 mole added 5% by weight)
  • 8- PENPP polyoxyethylene nonylphenyl phosphate (5 mol% of ethylene oxide, 9 mol% of ethylene oxide, 80 mol% of ethylene oxide, 10 mol% of ethylene oxide, 7 mol of ethylene oxide, 5 mol% or less added thereto)
  • V65 2,2'-azobis (2,4-dimethylvaleronitrile) (2,2'-azobis (2,4-dimethylvaleronitrile)
  • the present invention by controlling the amount of hydrolyzable chlorine of the epoxy acrylate, it is possible to provide a composition which contains a large amount of MMA but retains transparency and Abbe's number in a good state and is excellent in heat stability, light resistance, transparency, color and releasability, An acrylic-based refracting optical lens can be manufactured at a low production cost.
  • the optical lens according to the present invention can be widely used in related fields by replacing the conventional middle refractive lens. In particular, it can be used in the fields of plastic spectacle lenses, 3D polarized lenses in which polarizing films are attached to spectacle lenses, and camera lenses.
  • various optical products such as recording medium substrates used for prisms, optical fibers, optical discs, Lt; / RTI >

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  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Ophthalmology & Optometry (AREA)
  • Mechanical Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Epoxy Resins (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

La présente invention concerne une lentille optique acrylique époxy et, en particulier : une composition de résine pour une lentille optique acrylique époxy à indice de réfraction moyen ayant un indice de réfraction en phase solide de 1,53 à 1,58, la composition ayant une excellente stabilité thermique, résistance à la lumière, à la transparence, à la couleur, à la démoulabilité et une résistance à la compression, ainsi que son procédé de préparation. La présente invention concerne une composition de résine pour une lentille optique acrylique époxy à indice de réfraction moyen ayant un indice de réfraction à l'état solide de 1,53 à 1,58, la composition contenant : de 50 à 70 % en poids de bisphénol A époxy acrylate ayant une teneur en chlore hydrolysable comprise entre 0,01 et 0,11 % en poids ; de 21 à 45 % en poids de méthacrylate de méthyle ; et de 1 à 17 % en poids de diluants réactifs. Selon la présente invention, la composition de résine pour une lentille optique acrylique époxy à indice de réfraction moyen ayant une bonne stabilité thermique, une résistance à la lumière, à la transparence, à la couleur et à la démoulabilité tout en améliorant la résistance à la compression dans la lentille à indice de réfraction moyen ayant un indice de réfraction de 1,53 à 1,58 peut être obtenue par la régulation de la teneur en chlore hydrolysable dans un éther diglycidylique de bisphénol A entre 0,11 % en poids ou moins et en ajoutant une grande quantité de MMA dans la composition. La lentille optique acrylique époxy à indice de réfraction moyen selon la présente invention peut être largement utilisée dans divers domaines en remplacement des lentilles optiques à indice de réfraction moyen classiques.
PCT/KR2018/009446 2017-09-05 2018-08-17 Composition de résine pour lentille optique acrylique époxy à indice de réfraction moyen, et son procédé de préparation Ceased WO2019050189A1 (fr)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113248646A (zh) * 2021-04-30 2021-08-13 江苏可奥熙光学材料科技有限公司 一种中折射率间苯树脂单体及其制备方法

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