Classifications

• • 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
• • 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
  • C08K3/00—Use of inorganic substances as compounding ingredients
  • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
  • C08K3/20—Oxides; Hydroxides
  • C08K3/22—Oxides; Hydroxides of metals
  • C08K2003/2244—Oxides; Hydroxides of metals of zirconium
• • 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
  • C08K5/54—Silicon-containing compounds

Definitions

• the present invention relates to a resin composition for optical materials, and more particularly to a resin composition for optical materials having a low refractive index and an Abbe number of a resin obtained by curing and capable of suppressing yellowing.
• Resin lenses are widely used in cameras, office automation equipment, and glasses. Such a resin lens is required to have a high refractive index.
• Patent Document 1 discusses a dispersion in which a large amount of metal oxide fine particles such as zirconium oxide surface-treated with an organic acid are dispersed in the resin.
• Patent Document 2 a dispersion in which metal oxide fine particles are treated with an organosilicon compound and dispersed in a large amount in a resin is studied.
• the zirconium oxide particles are dispersed in the resin as described above, there arises a problem that the resin is easily yellowed over time.
• the problem of yellowing of the resin can be solved by adding an organosilicon compound as in Reference 2.
• the amount of zirconium oxide is increased, the viscosity of the dispersion itself greatly increases, and in some cases, it becomes impossible to stir.
• An object of the present invention is to provide a resin composition for an optical material that can suppress yellowing of a resin over time and can form a resin having a high refractive index that is excellent in transparency and heat resistance.
• the resin composition for optical materials of the present invention comprises zirconium oxide particles having an average particle size of 1 to 30 nm, a dispersant comprising a compound represented by the following formula (1), an organosilicon compound, a polymerizable unsaturated group It contains the compound which has this.
• R is a branched chain alkyl group and / or alkenyl group having 3 to 24 carbon atoms
• AO is an oxyalkylene group having 1 to 4 carbon atoms
• n is an alkylene group It is a numerical value in the range of 3 to 30 indicating the average number of moles of oxide added
• X is a linking group consisting of a carbon atom, a hydrogen atom and / or an oxygen atom.
• X in the formula (1) in the dispersant is preferably an alkylene group having 1 to 15 carbon atoms.
• X in the formula (1) is preferably a linking group represented by the following formula (2).
• Y in the formula (2) is any selected from an alkylene group having 1 to 15 carbon atoms, a vinylene group, a phenylene group, and a carboxyl group-containing phenylene group.
• the blending amount of the zirconium oxide particles when the resin composition for optical materials is 100% by weight is preferably 0.5 to 80% by weight.
• the resin composition for an optical material of the present invention has a low viscosity despite a large amount of zirconium oxide particles and an organosilicon compound, can suppress yellowing of the resulting cured resin over time, and is transparent. Resin having a high refractive index and excellent heat resistance and heat resistance and a low haze value can be formed.
• the zirconium oxide particles that are dispersoid particles in the resin composition for optical materials of the present invention have an average particle diameter of 1 to 30 nm.
• the zirconium oxide particles may be partially stabilized by adding other metal oxides. Further, it may be crystalline or amorphous. Further, the dispersoid particles dispersed by the dispersant in the present invention may be isotropic particles, anisotropic particles, or fibrous.
• zirconium oxide particles to be dispersed in the present invention those obtained by a known method can be used.
• a method for preparing fine particles a top-down method in which coarse particles are mechanically pulverized and refined, and a bottom in which particles are formed through a cluster state in which several unit particles are generated and aggregated.
• any one prepared by any method can be suitably used. Further, they may be either a wet method or a dry method.
• the bottom-up method includes a physical method and a chemical method, and any method may be used.
• the dispersant in the present invention may be used in a top-down process in which coarse particles are mechanically pulverized and refined to form several unit particles, which pass through a cluster state in which they are aggregated. May be used in a bottom-up process in which particles are formed, or after preparing fine particles in advance by the above-described method, a surface modifier or surface protective agent is used to stably remove the fine particles from the medium. It is also possible to use particles taken out after being coated or impregnated with a known protective agent. As the protective agent, the above-mentioned known dispersants can be substituted.
• a method for preparing metal nanoparticles among the zirconium oxide particles will be exemplified.
• a representative example of a physical method is an in-gas evaporation method in which bulk metal is evaporated in an inert gas and cooled and condensed by collision with the gas to generate nanoparticles.
• Chemical methods include a liquid phase reduction method in which metal ions are reduced in the liquid phase in the presence of a protective agent, and the generated zero-valent metal is stabilized at the nanosize, and a metal complex thermal decomposition method. is there.
• a chemical reduction method an electrochemical reduction method, a photoreduction method, a method combining a chemical reduction method and a light irradiation method, or the like can be used.
• the zirconium oxide particles that can be suitably used in the present invention may be those obtained by any of the top-down method and the bottom-up method, and they are aqueous, non-aqueous, and in the gas phase. It may be prepared in any environment. In addition, when using these zirconium oxide particles, you may use what disperse
• the refractive index of the resin obtained by curing is increased, and the Abbe number can be increased.
• a preferable blending amount of the zirconium oxide particles in the resin composition for an optical material of the present invention is 0.5 to 80% by weight with respect to the whole composition (100% by weight), more preferably from the viewpoint of refractive index and viscosity. Is 30 to 70% by weight, more preferably 35 to 60% by weight.
• the hydrophobic group (R) of the dispersant in the present invention is a branched chain alkyl group and / or alkenyl group having 3 to 24 carbon atoms.
• the content of the branched alkyl group having 3 to 24 carbon atoms and / or alkenyl is preferably 70% by weight or more based on the entire R.
• the raw material alcohol that can be used to generate R may have a single carbon number or a mixture of alcohols having different carbon numbers.
• the raw material alcohol may be synthetically or naturally derived, and the chemical structure may be a single composition or a mixture of a plurality of isomers.
• known alcohols can be selected. Specific examples include butanol, isobutanol, pentanol and / or its isomer, hexanol and / or its isomer, heptanol and / or its isomer derived from synthesis.
• Octanol and / or its isomer 3,5,5-trimethyl-1-hexanol, isononanol, isodecanol, isounol produced by the oxo process via higher olefins derived from propylene or butene, or mixtures thereof
• Decanol, isododecanol, isotridecanol, Neodol 23, 25, 45 manufactured by Shell Chemicals, SAFOL23 manufactured by Sasol, EXXAL7, EXXAL8N, EXXAL9, EXXAL10, EXXXAL11 and EXXXA manufactured by Exxon Mobil 13 illustrates another example of a higher alcohol which can be suitably used.
• octyl alcohol decyl alcohol, lauryl alcohol (1-dodecanol), myristyl alcohol (1-tetradecanol), cetyl alcohol (1-hexadecanol), stearyl alcohol (1-octadecanol), oleyl alcohol (Cis-9-octadecene-1-ol) and the like are also examples of higher alcohols that can be used.
• a single composition of Guerbet alcohol having a 2-alkyl-1-alkanol type chemical structure (Guerbet Alcohol) or a mixture thereof is also an example of a higher alcohol that can be suitably used.
• the hydrophobic group (R) contains a branched alkyl group and / or alkenyl group having 3 to 24 carbon atoms.
• the hydrophobic group (R) is hydrogen or a hydrocarbon group having 1 to 2 carbon atoms
• the carbon number exceeds 25
• the hydrophobic group (R) has a carbon number in the range of 3 to 24
• the zirconium oxide particles cannot be stably dispersed in the dispersion medium, or the selection range of the dispersion medium that can be used. May be limited, or substitution or mixing with a different type of dispersion medium may occur in the dispersion preparation process.
• the hydrophobic group (R) is more preferably a branched alkyl group having 8 to 18 carbon atoms. .
• Dispersant oxyalkylene group (AO) n the alkylene oxide species suitably selected as the dispersant in the formula (1) is that AO represents an oxyalkylene group having 1 to 4 carbon atoms, specifically, an alkylene oxide having 2 carbon atoms is ethylene oxide. It is.
• the alkylene oxide having 3 carbon atoms is propylene oxide.
• the alkylene oxide having 4 carbon atoms is tetrahydrofuran or butylene oxide, and is preferably 1,2-butylene oxide or 2,3-butylene oxide.
• the oxyalkylene chain (-(AO) n-) is blocked by either a homopolymer chain or a random polymer chain of two or more alkylene oxides for the purpose of adjusting the dispersion medium affinity of the dispersant. It may be a polymer chain or a combination thereof.
• N representing the average number of added moles of the alkylene oxide of the formula (1) is in the range of 3 to 30, but is preferably in the range of 5 to 20.
• Dispersing agent linking group (X) can be selected from a known structure consisting of a carbon atom, a hydrogen atom, and an oxygen atom, preferably a saturated hydrocarbon group, an unsaturated hydrocarbon group, an ether group, a carbonyl group, or an ester group. It may have an alicyclic structure or an aromatic ring structure, and may have a repeating unit.
• the linking group X contains a nitrogen atom and / or a sulfur atom and / or a phosphorus atom, it has an action of weakening the affinity effect of the carboxyl group on the dispersoid, and thus is not suitable as a structural factor of the dispersant in the present invention. .
• X in the formula (1) is preferably an alkylene group having 1 to 15 carbon atoms, and more preferably an alkylene group having 1 to 8 carbon atoms.
• X in the formula (1) is preferably a substance represented by the above formula (2).
• Y in Formula (2) is any selected from an alkylene group having 1 to 15 carbon atoms, a vinylene group, a phenylene group, and a carboxyl group-containing phenylene group.
• R is preferably a branched alkyl group having 8 to 18 carbon atoms
• n is the average number of moles of ethylene oxide added, preferably in the range of 5 to 20.
• the blending amount of the dispersant in the present invention is not particularly limited, but is 0.5 wt% or more and 25 wt% or less, and 0.5 to 20 wt% with respect to the zirconium oxide particles. Is preferable, and more preferably 1.25 wt% or more and 10 wt% or less.
• the dispersant in the present invention can be produced by a known method. For example, using a general nonionic surfactant compound obtained by adding an alkylene oxide to an alcohol, amine, or thiol by a known method as a raw material, a monohalogenated lower carboxylic acid or a salt thereof is used. Although it can manufacture by the method of making it react with a hydroxyl group, or the method of ring-opening reaction with the hydroxyl group of the alkylene oxide terminal using an acid anhydride, it is not limited to these methods.
• hydrophobic groups alkylene oxide types and addition forms thereof, addition molar amounts, linking groups, etc. are particularly limited within the above-mentioned range, so that a wider range of types than known dispersants can be selected.
• the industrial utility value is great in that it can disperse various dispersoids and can disperse and stabilize the dispersoids in a wider variety of dispersion media.
• the dispersant used in the present invention should be used by reducing the content of ionic species, particularly alkali metal ions, alkaline earth metal ions, heavy metal ions, and halogen ions, contained by a known purification method. Can do.
• the ionic species in the dispersant is greatly affected by the dispersion stability, touch resistance, oxidation resistance, electrical properties (conductive properties, insulation properties), aging stability, heat resistance, low humidity, and weather resistance of the dispersion.
• it is desirable that the content of the ions is less than 10 ppm in the dispersant.
• the resin composition for an optical material of the present invention can be prepared using a known stirring means, homogenizing means, and dispersing means.
• dispersers that can be used include roll mills such as two rolls and three rolls, ball mills such as ball mills and vibration ball mills, paint shakers, continuous disk type bead mills, bead mills such as continuous annular type bead mills, sand mills, and jets. Mill etc. are mentioned.
• the dispersion treatment can be performed in an ultrasonic wave generation bath.
• Organosilicon compound As the organosilicon compound in the resin composition for an optical material of the present invention, when the surface of the zirconium oxide particles is modified, the reactivity with respect to a chemical reaction such as oxidation or reduction reaction is low or non-reactive. In addition, those having high affinity for a dispersion medium such as water, an organic solvent, and a resin are preferable. Among these, one or more selected from the group of modified silicone, silicone resin, alkoxysilane compound, chlorosilane compound, silanol compound, and silazane compound are particularly preferable.
• modified silicone examples include alkoxy-modified silicone, epoxy-modified silicone, epoxy-polyether-modified silicone, carbinol-modified silicone, silanol-modified silicone, mercapto-modified silicone, aralkyl-modified silicone, methacryl-modified silicone, methacrylate-modified silicone, and carboxyl-modified silicone.
• the modified silicone includes vinyl group and / or silicon as long as it does not affect the surface activity of the zirconium oxide particles and does not impair the optical and mechanical properties of the resin when forming a composite with the resin. Those having a functional group bonded to an atom may be used.
• silicone resin examples include methyl silicone resin, phenylmethyl silicone resin, diphenyl silicone resin, and the like.
• alkoxysilane compound examples include methyltrimethoxysilane, methyltriethoxysilane, dimethyldimethoxysilane, dimethyltriethoxysilane, ethyltrimethoxysilane, propyltrimethoxysilane, butyltrimethoxysilane, hexyltrimethoxysilane, and hexyltriethoxy.
• Examples include silane, decyltrimethoxysilane, phenyltrimethoxysilane, diphenyltrimethoxysilane, phenyltriethoxysilane, diphenyldiethoxysilane, and trifluoropropyltrimethoxysilane.
• chlorosilane compound examples include alkylchlorosilane, and examples of the alkylchlorosilane include methyltrichlorosilane, ethyltrichlorosilane, phenyltrichlorosilane, dimethyldichlorosilane, diethyldichlorosilane, trimethylchlorosilane, and triethylchlorosilane.
• silanol compounds examples include trimethylsilanol and triethylsilanol.
• alkoxysilane compounds, chlorosilane compounds, and silanol compounds are in a range that does not affect the surface activity of the zirconium oxide particles, and in a range that does not impair the optical properties and mechanical properties of the resin when forming a composite with the resin.
• silazane compound examples include hexamethyldisilazane.
• Compound having a polymerizable unsaturated group The compound having a polymerizable unsaturated group that can be used in the present invention is not particularly limited as long as it has a polymerizable functional group capable of undergoing a curing reaction after formation of a coating film.
• carboxylic acid group-containing unsaturated polymerizable monomers, alkyl esters of carboxylic acid group-containing unsaturated polymerizable monomers, vinyl compounds and urethane acrylates can be preferably used.
• carboxylic acid group-containing unsaturated polymerizable monomer examples include (meth) acrylic acid, crotonic acid, maleic acid and itaconic acid.
• alkyl esters of carboxylic acid group-containing unsaturated polymerizable monomers include methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, N-butyl (meth) acrylate, isobutyl (meth) acrylate, hexyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, octyl (meth) acrylate, nonyl (meth) acrylate, (meth ) Decyl acrylate, stearyl (meth) acrylate, isostearyl (meth) acrylate, lauryl (meth) acrylate, cyclohexyl (meth) acrylate, (meth) acrylic acid-t-butylcyclohexyl, (meth) acrylic acid Iso
• vinyl compound examples include vinyl acetate, vinyl propionate, styrene, ⁇ -methylstyrene, vinyl toluene, acrylonitrile, methacrylonitrile, butadiene and isoprene.
• Urethane acrylate is obtained by reacting polyisocyanate and hydroxyl group-containing (meth) acrylate.
• polyisocyanate which can be used for urethane acrylate, Tolylene diisocyanate, diphenylmethane diisocyanate, polyphenylmethane polyisocyanate, phenylene diisocyanate, naphthalene diisocyanate, xylylene diisocyanate, tetramethyl xylylene diisocyanate, hexamethylene diisocyanate, trimethyl Examples include hexamethylene diisocyanate, lysine diisocyanate, lysine triisocyanate, dicyclohexylmethane diisocyanate, hydrogenated xylylene diisocyanate, isophorone diisocyanate, 1,3-bis (isocyanatomethyl) cyclohexane, norbornene diisocyanate, and modified products thereof.
• an isocyanate group-terminated urethane prepolymer obtained by reacting a polyisocyanate and a polyol can also be used as the polyisocyanate.
• polyols include, but are not limited to, polyol compounds such as alkylene glycol, trimethylol alkane, glycerin and pentaerythritol, as well as polyether polyols, polyester polyols, polycaprolactone polyols, polyolefin polyols, polybutadiene polyols, and polycarbonates. A polyol etc. are also mentioned.
• the hydroxyl group-containing (meth) acrylate that can be used for urethane acrylate is a (meth) acrylate compound having one or more hydroxyl groups in the molecule.
• examples of such a compound include 2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, and 2-hydroxyethylacryloyl.
• Phosphate 2- (meth) acryloyloxyethyl-2-hydroxypropyl phthalate, glycerin di (meth) acrylate, 2-hydroxy-3-acryloyloxypropyl (meth) acrylate, pentaerythritol tri (meth) acrylate, dipenta
• examples include erythritol penta (meth) acrylate, caprolactone-modified 2-hydroxyethyl (meth) acrylate, and cyclohexanedimethanol mono (meth) acrylate.
• the resin composition for an optical material of the present invention can be polymerized by a known polymerization reaction such as a photopolymerization reaction or a thermal polymerization reaction.
• a known polymerization initiator such as a photopolymerization initiator or a thermal polymerization initiator can be used.
• photopolymerization initiator examples include a benzophenone polymerization initiator, an acetophenone polymerization initiator, and an anthraquinone photopolymerization initiator.
• thermal polymerization initiators in addition to azo polymerization initiators and substituted ethane polymerization initiators, peroxide initiators such as persulfates and peroxides, sulfites, hydrogen sulfites and metal salts, etc. And redox polymerization initiators in combination with other reducing agents.
• the amount of the polymerization initiator used is usually 0.005 to 10 parts by weight per 100 parts by weight of the compound having a polymerizable unsaturated group.
• the polymerization method a known method such as emulsion polymerization is used.
• the polymerization temperature is adjusted depending on the kind of the polymerization initiator, and is preferably 20 ° C. to 100 ° C., for example.
• those having a polymerizable unsaturated group those having three or more polymerizable functional groups in one molecule are preferable from the viewpoint of increasing hardness and preventing damage.
• the resin composition for an optical material in which the compound having a polymerizable unsaturated group having three or more polymerizable functional groups in one molecule and zirconium oxide as the dispersoid particle are used together has a higher refractive index. It becomes possible to provide the coating film which has a rate, and the utilization in a various field
• the preferred blending amount of the compound having a polymerizable unsaturated group is 1 to 80% by weight, more preferably 30 to 70% by weight, based on the entire resin composition for an optical material of the present invention.
• the resin composition for optical materials of the present invention also includes various resins, oligomers, and monomers used for ordinary paints, adhesives, and moldings. Can be used without restriction. Specifically, acrylic resin, polyester resin, alkyd resin, urethane resin, silicone resin, fluorine resin, epoxy resin, polycarbonate resin, polyvinyl chloride resin, polyvinyl alcohol, or the like may be added. Moreover, you may add the organic solvent whose boiling point in 1 atmosphere is less than 100 degreeC.
• the hard coat coating of the present invention is obtained by applying the resin composition for an optical material of the present invention on a substrate, evaporating the solvent, and then curing.
• the base material to be coated include glass, resin films such as polyethylene terephthalate (PET), glass composites, ceramics, metals, and steel plates.
• the coating method include spin coating, bar coating, spraying, screen, gravure, offset, letterpress, intaglio, and ink jet, but are not limited to these, and generally used apparatuses and instruments. Can be used.
• known materials such as heat, ultraviolet rays and radiation can be used.
• an optical material such as a lens can be produced by molding with a mold using the resin composition for optical material of the present invention.
• Example 1 100 parts of a commercially available zirconium oxide dispersion (trade name SZR-M, manufactured by Sakai Chemical Co., Ltd., a methanol dispersion containing zirconium oxide with a primary particle size of 3 nm and 30% by weight) and dispersant A produced in Production Example 1 1.5 parts, 1.5 parts of phenyltriethoxysilane (trade name: KBE-103, manufactured by Shin-Etsu Silicone) and pentaerythritol triacrylate (trade name: New Frontier PET-3, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) 18.9 parts and 8.1 parts of phenoxyethyl acrylate (trade name: New Frontier PHE, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) were mixed. By removing methanol from this mixture under reduced pressure using a rotary evaporator, the resin composition for optical materials of the present Example was obtained.
• SZR-M commercially available
• Example 2 A resin composition for optical materials of this example was obtained in the same manner as in Example 1 except that 1.5 parts of Dispersant B described in Production Example 2 was used instead of 1.5 parts of Dispersant A. It was.
• Example 3 A resin composition for optical materials of this example was obtained in the same manner as in Example 1 except that 1.5 parts of dispersant C described in Production Example 3 was used instead of 1.5 parts of dispersant A. It was.
• Example 4 A resin composition for optical materials of this example was obtained in the same manner as in Example 1 except that 1.5 parts of dispersant D described in Production Example 4 was used instead of 1.5 parts of dispersant A. It was.
• Example 5 It replaced with 1.5 parts of dispersing agent A, and carried out similarly to Example 1 except having used 1.5 parts of dispersing agent E as described in manufacture example 5, and obtained the resin composition for optical materials of a present Example. .
• Example 6 This example was carried out in the same manner as in Example 1 except that 1.5 parts of methyltriethoxysilane (trade name: KBE-13, manufactured by Shin-Etsu Silicone) was used instead of 1.5 parts of phenyltriethoxysilane.
• the resin composition for optical materials was obtained.
• Example 7 Example 1 was repeated except that 1.5 parts of 3-methacryloxypropyltrimethoxysilane (trade name: KBM-503, manufactured by Shin-Etsu Silicone) was used instead of 1.5 parts of phenyltriethoxysilane.
• the resin composition for optical materials of the present Example was obtained.
• Example 8 The optical material of this example was the same as that of Example 1 except that 4.1 parts of phenoxyethyl acrylate and 4.1 parts of urethane acrylate A described in Production Example 7 were used instead of 8.1 parts of phenoxyethyl acrylate. A resin composition was obtained.
• Example 9 Instead of using 18.9 parts of pentaerythritol triacrylate, 9.5 parts of pentaerythritol triacrylate and 9.4 parts of tricyclodecane dimethylol diacrylate (manufactured by Nippon Kayaku Co., Ltd., KAYARAD R-684) were used. It carried out like Example 1 and obtained the resin composition for optical materials of a present Example.
• Example 10 In place of 8.1 parts of phenoxyethyl acrylate, 4 parts of methoxypolyethylene glycol methacrylate (trade name: New Frontier MPEM-400, manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) and bisphenol A polyethylene glycol methacrylate (trade name: New Frontier BPEM-10, No. 1) The same procedure as in Example 1 was carried out except that 4.1 parts by Ichi Kogyo Seiyaku Co., Ltd. were used to obtain a resin composition for optical materials of this example.
• Example 11 A resin composition for optical materials of this example was obtained in the same manner as in Example 1 except that 8.1 parts of phenylthioethyl acrylate was used instead of 8.1 parts of phenoxyethyl acrylate.
• Example 12 The same procedure as in Example 1 was carried out except that 18.9 parts of pentaerythritol triacrylate and 8.1 parts of phenoxyethyl acrylate were replaced with 29.4 parts of pentaerythritol triacrylate and 12.6 parts of phenoxyethyl acrylate.
• the resin composition for optical materials of the Example was obtained.
• Example 13 The same procedure as in Example 1 was performed except that 17.2 parts of pentaerythritol triacrylate and 7.3 parts of phenoxyethyl acrylate were used instead of 18.9 parts of pentaerythritol triacrylate and 8.1 parts of phenoxyethyl acrylate.
• the resin composition for optical materials of the Example was obtained.
• Comparative Example 1 A composition of this comparative example was obtained in the same manner as in Example 1 except that the same amount of lauric acid was used instead of the dispersant A.
• Comparative Example 2 A composition of this comparative example was obtained in the same manner as in Example 1 except that the same amount of 2-ethylhexanoic acid was used instead of the dispersant A.
• Comparative Example 3 A composition of this comparative example was obtained in the same manner as in Example 1 except that the same amount of the dispersant a described in Production Example 6 was used instead of the dispersant A.
• Comparative Example 4 A composition of this comparative example was obtained by carrying out the same method except that the amount of phenyltriethoxysilane in Example 1 was 3 parts and the dispersant A was not used.
• a prism coupler (trade name: METRICON prism coupler model 2010, manufactured by METRICON) was used to measure the refractive index of the cured product at wavelengths of 405 nm, 532 nm, and 633 nm, and the Abbe number was determined from the obtained measured values.
• the Abbe number was determined from the obtained measured values.
• the resin composition for optical material of each example shows excellent results in any evaluation of dispersibility and viscosity.
• the resin compositions of Comparative Examples 1 and 2 are inferior in evaluation of dispersibility, and the resin compositions of Comparative Examples 1 to 4 have a large viscosity, which makes it difficult to uniformly mix and cure. An object could not be formed.
• the cured product obtained from the resin composition for optical materials of each Example shows excellent results in any evaluation of appearance, refractive index, Abbe number, haze and yellowing degree.
• the resin composition for an optical material of the present invention has a low viscosity despite a large amount of zirconium oxide particles and an organosilicon compound, can suppress yellowing of the resulting cured resin over time, and is transparent. Since the resin having a high refractive index and excellent in heat resistance and heat resistance can be formed, it can be used in the field of manufacturing optical equipment.

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