KR20120060254A - Resin Composition of Superhigh Refractive Index Having Excellent Thermal Stable for Urethane Optical Lens and Optical Lens Using It - Google Patents

Abstract

PURPOSE: A urethane-based resin composition for optical lens is provided to have excellent lightness, moldability, dyeability, Abbe's number, transparency, impact resistance, etc together with high refractivity, to have high initial heat-deflection temperature, and to have low multi-layer crack phenomenon of lens surface. CONSTITUTION: A urethane-based resin composition comprises: a mixture of a tolylene diisocyanate compound and a dicyclohexyl methane diisocyanate compound, or an isophorone diisocyanate or a hexamethylene diisocyanate compound added into the mixture; a mercapto compound having one or more sulfur atom in a molecule; and a UV absorbing agent, a releasing agent, and a polymerization initiator. The equivalent ratio of -SH(and -OH)/-NCO is 0.5-1.50, the liquid refractive index is 1.550-1.660, the solid refractive index 1.630-1.695, the Abbe's number(20°C) is 24-50, and the liquid viscosity(20°C) is 10-1,000 cps.

Description

Resin Composition of Superhigh Refractive Index Having Excellent Thermal Stable for Urethane Optical Lens and Optical Lens Using It}

The present invention relates to an optical resin composition for an ultra high refractive urethane plastic optical lens, an optical lens using the same, and a manufacturing method thereof.

Urethane-based plastic optical lenses are widely used as optical lens materials because they have excellent optical properties, that is, transparency, Abbe number, and tensile strength, compared to other plastic lenses. However, urethane-based plastic optical lenses have a low heat distortion temperature, which causes problems in the center surface of the lens during hard and multi-coating (reflective coating) on the lens surface after casting, and also in heat such as high temperature and high humidity areas and saunas. When exposed, the lens is severely deformed, causing the multi-film to crack severely. This causes a problem of deterioration of the transparency of the lens sharply by forming a cloudy film on the lens surface.

In Korean Patent Publication No. 1987-0008928, a urethane-based high refractive plastic optical lens having excellent transparency, Abbe number, and tensile strength is manufactured by thermally curing 0.05 moles of xylene diisocyanate and 0.025 moles of pentaerythritol tetrakis (mercaptopropionate). . However, when the urethane-based high refractive plastic optical lens manufactured as described above is exposed to high temperature, thermal deformation is severe and the multi-film easily cracks, and the lens center part is deformed during hard and multi-coating on the lens surface, and the refractive index is about 1.594.

Also in Korean Patent Publication No. 1992-0005708, xylene diisocyanate and 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane are thermally cured to obtain a urethane-based ultrahigh refractive plastic optical lens. This lens has a high refractive index of 1.655, There is a problem in that the lens center portion is deformed during hard and multi-coating on the lens surface, and there is a problem in that the multi-film easily breaks due to severe thermal deformation when exposed to high temperature.

In order to solve this problem, Korean Patent Publication No. 1993-0006918 describes bis (isocyanatomethyl) triscyclo [5,2,1,02,6] decane and bis (isocyanatomethyl in urethane-based optical lens manufacturing. The urethane plastic by thermosetting a bicyclo [2,2,2] heptane compound and a pentaerythritol tetrakismercaptopropionate or 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane An optical lens is manufactured. Although the urethane-based plastic optical lens manufactured in this way has a high heat deformation temperature, the film is easily cracked when exposed to high temperature due to severe heat deformation, and also has a low heat deformation temperature. The problem remains as it is, and the refractive index is as low as 1.597.

In Korean Patent Publication No. 10-0704314, a urethane-based high refractive plastic optical lens was manufactured by mixing a trivalent isocyanate compound with a divalent isocyanate compound in order to increase the thermal deformation temperature of the lens, but this still has a problem of low refractive index.

In the present invention, it has excellent light weight, formability, dyeing property, transparency, impact resistance and has a high refractive index of 1.63 or more, high initial thermal deformation temperature of the solid resin, and multi-coating phenomenon of the lens surface after multi-coating, less lens It is an object of the present invention to provide a monomer composition for plastic optical lenses having less central deformation due to heat during hard and multi-coating on the surface, an optical lens using the same, and a method of manufacturing the same.

Furthermore, in the present invention, the equivalent ratio of -SH (and -OH) /-NCO is 0.5 to 1.50, and isophorone diisocyanate or hexamethylene diisocyanate is used alone or in a mixture of tolylene diisocyanate and dicyclo diisocyanate. Provided are a monomer composition for plastic optical lenses excellent in thermal stability and storage stability, and an ultra high refractive optical lens using the same.

In the present invention to achieve the above object,

(a) i) A mixture of a tolylene diisocyanate compound and a dicyclohexyl methane diisocyanate compound alone or an isophorone diisocyanate compound or a hexamethylene diisocyanate compound added to the mixture, 25 to 25% by weight of the resin composition With 65 wt%

ii) one or two or more mercapto compounds carrying at least one or more sulfur atoms in the molecule;

iii) ultraviolet absorbers; Release agents; And a polymerization initiator,

(b) -SH (and -OH) / -NCO equivalent ratio is 0.5 to 1.50,

(c) liquid phase refractive index (Ne, 20 ° C) 1.550 to 1.660; Solid-state refractive index (Ne, 20 ° C.) 1.630˜1.695; Abbe number (20 degreeC) 24-50; And a monomer composition for an optical lens having a liquidus viscosity (20 ° C.) of 10 to 1,000 cps.

In addition, the present invention provides a plastic optical lens obtained by heat curing the monomer composition for an optical lens and a method of manufacturing the same.

The monomer composition for an optical lens and the optical lens using the same have high refractive index (Ne, 20 ° C.) of 1.630 or more, and have excellent optical properties such as light weight, moldability, dyeability, Abbe number, transparency, impact resistance, and the like. Have In addition, since the initial heat deformation temperature is high, the multi-film cracking phenomenon of the lens surface is small, and there is little deformation due to heat, there is no central deformation due to heat even during post-processing such as hard and multi coating.

In the present invention, a mercapto compound and a diisocyanate compound are used as the optical lens resin composition.

The mercapto compound is a compound having at least one sulfur atom in the molecule. Preferably, 2- (2-mercaptoethylthio) propane-1,3-dithiol; 2,3-bis (2-mercaptoethylthio) propane-1-thiol; 2- (2,3-bis (2-mercaptoethylthio) propylthio) ethanethiol; 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane; 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane; Bis (2- (2-mercaptoethylthio) -3-mercaptopropyl) sulfide, 2- (2-mercaptoethylthio) -3-2-mercapto-3- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] propylthio-propane-1-thiol; 2,2-bis- (3-mercapto-propionyloxymethyl) -butyl ester; 1 in 2- (2-mercaptoethylthio) -3- (2-2- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] ethylthioethylthio) propane-1-thiol Use species or two or more.

Or the mercapto compound comprises a thiol ester compound. For example, thiol ester compounds are trimethylolpropane tris (mercaptopropionate), trimethylol ethane tris (mercaptopropionate), glycerol tris ( Mercaptopropionate), trimethylolchlorotris (mercaptopropionate), trimethylolpropane tris (mercaptoacetate), trimethylolethane tris (mercaptoacetate), and the like. As pentaerythritol tetrakis (mercaptopropionate) (PETMP), pentaerythritol tetrakis (mercaptoacetate) (PETMA), bispentaerythritol ether hexakis (mercaptopropionate) (BPEHMP) , Bispentaerythritol-ether-hexakis (2-mercaptoacetate) (BPEHMA), bispentaerythritol hexa (2-mercapto Cetate) (BPEMA), bistrimethylolpropane tetrakis (3-mercaptopropionate) (BTMPMP), bistrimethylolpropane tetrakis (2-mercaptoacetate) (BTMPMA), etc. alone or in combination It can be mixed and used.

Examples of the diisocyanate compound include 'other isocyanates' except tolylene diisocyanate, dicyclohexyl methane diisocyanate, isophorone diisocyanate and hexamethylene diisocyanate, and alkylene diisocyanate compound, aromatic diisocyanate compound, alicyclic diisocyanate compound, heterocyclic Diisocyanate compounds, sulfur-containing aliphatic diisocyanate compounds and the like can be used.

In the alkylene diisocyanate compound, for example, Ethylene diisocyanate; Trimethylene diisocyanate; Tetramethylene diisocyanate; 1,6-hexamethylene diisocyanate; Octamethylene diisocyanate; Nonamethylene diisocyanate; 2,2-dimethylpentane diisocyanate; 2,2,4-trimethylhexanediisocyanate; Decamethylene diisocyanate; Butene diisocyanate; 1,3-butadiene-1,4-diisocyanate; 2,4,4-trimethylhexamethylene diisocyanate; 1,6,11-undecanetriisocyanate; 1,3,6-hexamethylenetriisocyanate; 1,8-diisocyanato-4-isocyanatomethyloctane; 2,5,7-trimethyl-1,8-diisocyanato-5-isocyanatomethyloctane; Bis (isocyanatoethyl) carbonate; Bis (isocyanatoethyl) ether; 1,4-butylene glycol dipropyl ether-1,2-diisocyanate; 1,4-butylene glycol dipropyl ether-1,3-diisocyanate; 1,4-butylene glycol dipropyl ether-1,4-diisocyanate; 1,4-butylene glycol dipropyl ether-2,3-diisocyanate; 1,4-butylene glycol dipropyl ether-2,4-diisocyanate; Methyllysine diisocyanate; Lysine triisocyanate; 2-isocyanatoethyl-2,6-diisocyanatohexanoate; 2-isocyanatopropyl-2,6-diisocyanatohexanoate; Mesityrylylenetriisocyanate; 2,6-di (isocyanatomethyl) furan and the like.

Examples of the aromatic diisocyanate compound include xylylene diisocyanate, tolylene-2,4-diisocyanate, 1,2-diisocyanate, 1,3-diisocyanate, 1,4-diisocyanatobenzene, and the like. , 4-diisocyanatotoluene, ethylphenylene diisocyanate, isopropylphenylene diisocyanate, dimethylphenylene diisocyanate, diethylphenylene diisocyanate, diisopropylphenyl isocyanate, trimethylbenzenetriisocyanate, benzenetriisocyanate, biphenyl diisocyanate , Toluidine diisocyanate, 4,4'-methylenebis (phenylisocyanate), 4,4'-methylenebis (2-phenylphenylisocyanate), bibenzyl-4,4'-diisocyanate, bis (isocyanatophenyl Ether, bis (isocyanatoethyl) benzene, bis (isocyanatopropyl) benzene, α, α, α ', α'-tetramethylxylenedi Isocyanate, bis (isocyanatobutyl) benzene, bis (isocyanatomethyl) naphthalene, bis (isocyanatomethylphenyl) ether, bis (isocyanatoethyl) phthalate, and the like.

In the alicyclic diisocyanate compound, for example, 3,8-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 3,9-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 4,8-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 4,9-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 2,5 - bis (isocyanatomethyl) bicyclo [2,2,1] heptane; 2,6-bis (isocyanatomethyl) bicyclo [2,2,1] heptane; Bis (isocyanatomethyl) cyclohexane; Dicyclohexyl methane diisocyanate; Cyclohexanediisocyanate; Methylcyclohexanediisocyanate; Dicyclohexyldimethylmethane diisocyanate; 2,2'-dimethyldicyclohexylmethane diisocyanate; Bis (4-isocyanato-n-butylidene) pentaerythritol; Dimer acid diisocyanate; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -5-isocyanatomethylbicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6-isocyanatomethylbicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -5-isocyanatomethyl-bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -6-isocyanatomethyl-bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -5- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 1,3,5-tris (isocyanatomethyl) -cyclohexane; Dicyclohexylmethane-4,4-diisocyanate (H12MDI) and the like.

Heterocyclic diisocyanate compounds include, for example, thiophene-2,5-diisocyanate; Methyl thiophene-2,5-diisocyanate; 1,4-dithiane-2,5-diisocyanate; Methyl 1,4-dithiane-2,5-diisocyanate; 1,3-dithiolane-4,5-diisocyanate; Methyl 1,3-dithiolane-4,5-diisocyanate; Methyl 1,3-dithiolane-2-methyl-4,5-diisocyanate; Ethyl 1,3-dithiolane-2,2-diisocyanate; Tetrahydrothiophene-2,5-diisocyanate; Methyltetrahydrothiophene-2,5-diisocyanate; Ethyl tetrahydrothiophene-2,5-diisocyanate; Methyl tetrahydrothiophene-3,4-diisocyanate; 1,2-diisothiocyanatoethane; 1,3-diisothiocyanatopropane; 1,4-diisothiocyanatobutane; 1,6-diisothiocyanatohexane; p-phenylenediisopropylidenediisothiocyanate; Cyclohexanediisothiocyanate, and the like.

Sulfur-containing aliphatic diisocyanate compounds include, for example, 4-isocyanato-4'-isothiocyanatodiphenylsulfide; 2-isocyanato-2'-isothiocyanatodiethyl disulfide; Thiodiethyl diisocyanate; Thiodipropyl diisocyanate; Thiodihexyl diisocyanate; Dimethyl sulfon diisocyanate; Dithiodimethyl diisocyanate; Dithiodiethyl diisocyanate; Dithiodipropyl diisocyanate; Dicyclohexylsulfur-4,4'- diisocyanate; 1-isocyanatomethylthia-2,3-bis (2-isocyanatoethylthia) propane and the like.

Preferably, the diisocyanate compound is a mixture of a tolylene diisocyanate compound and a dicyclohexyl methane diisocyanate compound alone or a mixture of 1,6-hexamethylene diisocyanate compound or isophorone diisocyanate compound Can be used.

The content of tolylene diisocyanate in the total diisocyanate compound is preferably 25 to 85% by weight, more preferably 35 to 80% by weight. If the content of tolylene diisocyanate in the diisocyanate content is 25% by weight or less, the initial heat deformation temperature may drop sharply, and the multi-film on the surface of the lens may be easily cracked, and thermal depression may occur in the lens center. When the content of tolylene diisocyanate is 85% or more, there is a problem in that color change due to heat and yellowing phenomenon due to ultraviolet rays are severe. On the other hand, the content of alicyclic diisocyanate compounds, aromatic diisocyanate compounds, alkylene diisocyanate compounds, heterocyclic diisocyanate compounds, sulfur-containing aliphatic polydiisocyanate compounds and the like which can be used in admixture with tolylene diisocyanate compounds are preferably used. Is 15 to 75% by weight, more preferably 20 to 60% by weight. When it is 75 wt% or more, the refractive index is lowered, and in the case of isophorone diisocyanate, when 75 wt% or more is used, bubbles may occur at the edge of the lens. In addition, when 1,6-hexamethylene diisocyanate is used in an amount of 75% by weight or more, there is a problem in that the initial heat deformation temperature of the lens drops sharply.

The mercapto compound used in the monomer composition of the present invention is a compound having at least one sulfur atom in the molecule. Preferably, 2- (2-mercaptoethylthio) propane-1,3-dithiol; 2,3-bis (2-mercaptoethylthio) propane-1-thiol; 2- (2,3-bis (2-mercaptoethylthio) propylthio) ethanethiol; 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane; 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane; Bis (2- (2-mercaptoethylthio) -3-mercaptopropyl) sulfide; 2- (2-mercaptoethylthio) -3-2-mercapto-3- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] propylthio-propane-1-thiol; 2,2-bis- (3-mercapto-propionyloxymethyl) -butyl ester; 2- (2-mercaptoethylthio) -3- (2-2- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] ethylthioethylthio) propane-1-thiol; Trimethylolpropane tris (mercaptopropionate); Trimethylolethane tris (mercaptopropionate); Glycerol tris (mercaptopropionate); Trimethylolchloro tris (mercaptopropionate); Trimethylolpropane tris (mercaptoacetate); Trimethylolethane tris (mercaptoacetate); Pentaerythritol tetrakis (mercaptopropionate) (PETMP); Pentaerythritol tetrakis (mercaptoacetate) (PETMA); Bispentaerythritol-ether-hexakis (mercaptopropionate) (BPEHMP); Bispentaerythritol-ether-hexakis (2-mercaptoacetate) (BPEHMA); Bispentaerythritol hexa (2-mercaptoacetate) (BPEMA); Bistrimethylolpropanetetrakis (3-mercaptopropionate) (BTMPMP); One or two or more selected from the group consisting of bistrimethylolpropane tetrakis (2-mercaptoacetate) (BTMPMA) is used.

The equivalent ratio of -SH (and -OH) /-NCO of the isocyanate compound and the mercapto compound is 0.5 to 1.50. When the equivalent ratio of -SH is less than 0.5, thermal stability, storage stability, and weather resistance are drastically decreased. When the equivalent ratio of -SH is more than 1.50, heat resistance is drastically decreased. More preferably, the equivalent ratio of -SH (and -OH) /-NCO is 0.60 to 1.45.

The resin composition for an optical lens of the present invention may further contain a known additive such as an ultraviolet absorber, a mold release agent, a polymerization initiator, and the like, and may be used as a resin composition for spectacle lenses. In this case, preferably, the total weight of the resin composition for the spectacle lens may include 0.001 to 10% by weight of the ultraviolet absorber, 0.0001 to 10% by weight of the release agent, and 0.001 to 10% by weight of the polymerization initiator.

In the present invention, as the ultraviolet absorber used for improving the light resistance of the plastic spectacle lens and blocking the ultraviolet ray, any known ultraviolet absorber that can be used in the resin composition for the spectacle lens may be used without limitation. For example, ethyl-2-cyano-3,3-diphenylacrylate, 2- (2'-hydroxy-5-methylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -5-chloro-2H-benzotriazole; 2- (2'-hydroxy-3'-t-butyl-5'-methylphenyl) -5-chloro-2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-di-t-amylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-5'-t-butylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-5'-t-octylphenyl) -2H-benzotriazole; 2,4-dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2-hydroxy-4-octyloxybenzophenone; 4-dodecyloxy-2-hydroxybenzophenone; 4-benzooxy-2-hydroxybenzophenone; 2,2 ', 4,4'-tetrahydroxybenzophenone; 2,2'- dihydroxy-4,4'- dimethoxy benzophenone etc. can be used individually or in mixture of 2 or more types. Preferably, 2- (2'-hydroxy-5-methylphenyl) -2H-benzotriazole, 2-hydroxy having good ultraviolet absorption in the wavelength range of 400 nm or less and having good solubility in the composition of the present invention. 4-methoxybenzophenone, ethyl-2-cyano-3,3-diphenylacrylate, 2- (2? -Hydroxy-5'-t-octylphenyl) -2H-benzotriazole or 2, 2'-dihydroxy-4,4'-dimethoxybenzophenone, 2- (2'-hydroxy-3 ', 5'-di-t-amylphenyl) -2H-benzotriazole, 2- (2 '-Hydroxy-3,5'-di-t-butylphenyl) -5-chloro-2H-benzotriazole, 2- (2'-hydroxy-3'-t-butyl-5'-methylphenyl)- 5-chloro-2H-benzotriazole, 2,2-dihydroxy-4,4'-dimethoxybenzophenone and the like can be used.

In order to improve the initial color of the lens, the resin composition for spectacle lenses of the present invention may further include an organic dye. In the embodiment of the present invention, 1-hydroxy-4- (p-tolludine) entraquinone [1-hydroxy-4- (p-toluidino) anthraquinone], perinone dye, etc. were used. The organic dye is added in an amount of 0.001 to 50,000 ppm, preferably 0.005 to 1000 ppm per kg of the resin composition for spectacle lenses, thereby preventing the lens from becoming yellow by the addition of an ultraviolet absorber.

In the present invention, the releasing agent is a fluorine-based nonionic surfactant having a perfluoroalkyl group, a hydroxyalkyl group, or a phosphate ester group, a silicone-based nonionic surfactant having a dimethylpolysiloxane group or a hydroxyalkyl group or a phosphate ester group, an alkyl quaternary ammonium salt, that is, Trimethylcetyl ammonium salt, trimethyl stearyl, dimethylethylcetyl ammonium salt, triethyldodecyl ammonium salt, trioctylmethyl ammonium salt, diethylcyclohexadodecyl ammonium salt, phosphate ester, phosphonic acid ester may be used singly or in combination of two or more kinds thereof. Can be. Preferably, phosphate ester or phosphonic acid ester is used. As phosphate ester, Isopropyl acid four state; Diisopropyl acid phosphate; Butyl phosphate; Octylic acid phosphate; Dioctyl acid phosphate; Isodecyl phosphate; Diisodecyl acid phosphate; Tridecanoic acid phosphate; Bis (tridecanoic acid) phosphate or the like may be used alone or in combination of two or more thereof. As used in the examples of the present invention, it was found that the releasing property when phosphate ester-based ZELEC UN (DUPONT Co., Ltd.) cured the mold from the lens after curing was the best. The addition amount of the release agent may be used in 0.0001 to 3% by weight in the composition, but preferably used at 0.001 to 2% by weight was good in the mold deformability and high polymerization yield in the lens. If the amount of the release agent is less than 0.0001% by weight, a phenomenon occurs when the glass mold surface adheres to the lens when the molded spectacle lens is separated from the glass mold. If the amount of the release agent is greater than 2% by weight, the lens is separated from the glass mold during polymerization of the lens. There is a problem that a stain occurs on the surface.

The polymerization initiator used in the present invention may be an amine-based or tin-based compound. As a tin type compound, Butyl tin dilaurate; Dibutyl tin dichloride; Dibutyl tin diacetate; Oxalic acid stannous; Dibutyl dilaurate; Tetrafluorotin; Tetrachlorotin; Tetrabromotin; Tetraiodine tin; Methyl tin trichloride; Butyltin trichloride; Dimethyltin dichloride; Dibutyltin dichloride; Trimethyltin chloride; Tributyltin chloride; triphenyltin chloride; Dibutyltin sulfide; Di (2-ethylsecyl) tin oxide and the like may be used alone or in combination of two or more thereof. When such a tin compound was used, the polymerization yield was high and there was no bubble generation. It is preferable to use the usage-amount in 0.001-4 weight% of the whole composition.

Monomer composition of the present invention is liquid refractive index (Ne, 20 ℃) 1.550 ~ 1.660; Solid-state refractive index (Ne, 20 ° C.) 1.630˜1.695; Abbe number (20 degreeC) 24-50; Liquid phase viscosity (20 ° C.) 10 to 1,000 cps; Liquid specific gravity 1.05-1.40; And a solid phase specific weight of 1.15 to 1.55, and more preferably, a monomer composition for an optical lens having a liquid viscosity (20 ° C) of 10 to 1,000 cps.

The resin composition for urethane-based optical lenses of the present invention is thermally cured to obtain a urethane-based plastic optical lens, particularly an spectacle lens. A preferred embodiment thereof is as follows. First, after the polymerization initiator is finally added to the composition of the present invention, the mixture is replaced with nitrogen to remove air from the mixing vessel, and then agitated under reduced pressure for 1 to 2 hours, the stirring is stopped, and then degassed under reduced pressure and injected into a mold. . The mold preferably uses a plastic gasket or glass mold fixed with polyester or polypropylene adhesive tape. The glass mold into which the resin composition for optical lens was injected was placed in a forced circulation oven, and maintained at 33 to 37 ° C. for 2 hours, heated to 38 to 42 ° C. for 3 hours, heated to 120 ° C. for 12 hours, and maintained at 120 ° C. for 2 hours. After cooling to 60 to 80 ° C. over 2 hours, the solid is released from the mold to obtain an optical lens. The optical lens thus obtained is annealed at about 120 ° C. for about 2 hours to obtain a final desired plastic spectacle lens (dough).

In addition, the optical lens obtained by the above method was subjected to hard coating and multi-coating treatment in order to increase the optical characteristics. The hard coat layer may be formed of at least one silane compound having a functional group such as an epoxy group, an alkoxy group, a vinyl group, and at least one metal oxide colloid such as silicic acid oxide, titanium oxide, antimony oxide, tin oxide, tungsten oxide, aluminum oxide, or the like. The coating composition was coated with a thickness of 0.5 to 10 μm on the surface of the optical lens by impregnation or spin coating, followed by heating or UV curing to complete the coating film.

The multi-coating layer, that is, the anti-reflective coating layer may be formed by vacuum deposition or sputtering of metal oxides such as silicon oxide, magnesium fluoride, aluminum oxide, zirconium oxide, titanium oxide, tantalum oxide and yttrium oxide. Most preferably, the silicon oxide film and the zirconium oxide film are repeatedly vacuum-deposited three or more times on both surfaces of the lens, and then the silicon oxide film is finally vacuum deposited. If necessary, a water film (fluorine resin) layer may be provided at the end, or an ITO layer may be provided between the silicon oxide and the zirconium oxide film.

If necessary, the optical lens of the present invention may be used after coloring treatment using a disperse dye or a photochromic dye. The optical resin composition of the present invention is not limited to plastic eyeglass lenses, and can be used in various optical products.

[ Example ]

Hereinafter, the present invention will be described in more detail with reference to specific examples. However, these examples are only for illustrating the present invention in more detail, the scope of the present invention is not limited by these examples. It is apparent that various modifications and variations can be made by those skilled in the art within the technical spirit of the present invention and the claims to be described below.

Example  One

Resin composition for optical lens

To 81.6 g of tolylene diisocyanate 59.38 g of dicyclohexyl methane diisocyanate and 159.2 g of 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane are mixed.

Lens manufacturers

(1) The resin composition for optical lenses prepared as described above was placed in a mixing vessel capable of vacuum defoaming stirring and maintained at 15 ° C., while ZELEC UN 0.05 g, 2- (2′-hydroxy-5-methylphenyl) -2H- 1.5 g of benzotriazole (HOPBT), 0.100 g of diisopropyl acid as a release agent, 1-hydroxy-4- (p-toluidine) anthraquinone (blue) HTAQ 75 ppm as an organic dye as a color correction agent After putting the red PRD 40ppm, 0.05 g of dibutyltin dichloride as a polymerization initiator into a mixing vessel fixed with a stirrer, and obtaining a resin composition for spectacle lenses, vacuum degassing was carried out at 0.1torr or less for 1 hour and 30 minutes and vacuumed with nitrogen. After the removal, the resultant was injected into a glass mold fixed with a polyester adhesive tape [Elbichem JS-100 Co., Ltd.] (dioptera -5.00).

(2) The glass mold in which the resin composition for the spectacle lens was injected was kept at 35 ° C. for 2 hours in a forced circulation oven, and heated at 40 ° C. for 3 hours, at 12 ° C. for 12 hours, at 120 ° C. for 2 hours, and at 70 ° C. After cooling for 2 hours and heat curing, the mold was released from the solid to obtain an optical lens having a center thickness of 1.2 mm.

(3) The optical lens obtained in (2) was processed to a diameter of 72 mm and then ultrasonically washed with an alkaline aqueous washing solution, followed by annealing at 120 ° C. for 2 hours.

(4) The surface of the lens obtained in (3) was etched in KOH 5% solution, then impregnated in hardener of Finecoder Co., Ltd., and then thermally cured. Silicon oxide, zirconium oxide, silicon oxide, ITO, zirconium oxide, Silicon oxide, zirconium oxide, and water film (fluorine resin) were vacuum deposited to obtain a hard coated and multi-coated optical lens.

Property test method

The physical properties of each optical lens were measured by the following physical property test methods, and the results are reported in Table 1 below.

1) Refractive index and Abbe number: Measured using an Abbe refractometer of Atago Co., 1T and DR-M4.

2) Light transmittance: The spectrophotometer of Model SHIMADZU Corporation UV-2450 was used to measure the wavelength at 560 nm.

4) Initial heat deflection temperature: TMAQ400 (TA Instruments, USA), the heating rate was 5 ℃ / min TMA was measured under high purity nitrogen.

5) Color Stability to Heat (ΔY1): After placing 3.2 mm thick specimens in an oven at 120 ° C. for 12 hours, the ΔY1 values were recorded before and after placing in an oven using a colorimeter.

6) Specific gravity: The volume and weight of the optical lens were measured using an underwater substitution method.

6) YI (Yellow Index) value: The measurement was performed using a color analyzer equipped with an IRS-2200 condenser on Model UV-2450 of SHIMADZU.

7) APHA value: The APHA value was measured directly by Hunterlab's ColorQuest XE instrument with a 3.2mm thick plastic optical lens. This data was obtained by measuring the concentration of the standard solution prepared by dissolving the reagents of platinum and cobalt, and measuring the APHA value obtained by comparing the built-in program with the sample solution. The smaller the measured value, the better the color of the optical lens.

8) Multi-film cracking phenomenon by heat: After leaving the lens specimen in an oven at 90 ° C for 60 minutes and visually observing the phenomenon of multi-film cracking on the lens surface, A, cracks of 1 mm or less and 10 or less B or more Is denoted C.

Example  2 ~ 10

In the same manner as in Example 1, compositions and optical lenses were prepared according to the compositions shown in Table 1 , and physical properties were tested, and the results are shown in Tables 1 and 2 .

Comparative example  One

In the same manner as in Example 1, except that 50.07 g of tolylene diisocyanate (TDI) and 48.91 g of 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane were mixed to prepare a resin composition for an optical lens. It carried out and the characteristic is shown in Table 2 .

Comparative example  2 ~ 6

According to the composition shown in Table 2 in the same manner as in Comparative Example 1 to prepare a resin composition and an optical lens for the optical lens, respectively, and tested the physical properties, the results are shown in Table 2 .

Example One 2 3 4 5 6 7 8 9 10

For optical lens
Monomer
Composition
(g) TDI 27.20 28.65 27.84 24.85 29.00 22.82 26.55 24.42 22.07 23.91 H12MDI 19.76 10.38 10.08 9.36 11.00 11.46 19.14 8.85 9.55 17.37 HDI 10.38 9.36 11.00 8.85 IPDI 10.08 9.70 7.99 XDI 6.22 6.19 GST 53.04 50.59 52.00 23.69 49.00 45.59 51.65 38.88 ETS4 32.75 54.45 15.32 46.91 PETMP 8.72 11.80
Release agent
(g) ZELEC UN 0.10 0.10 0.10 0.10 0.10 0.10 0.10 DIPP 0.09 DBP 0.09 PENPP 0.09 UV-rays
Absorbent
(g) HOPBT 1.5 1.5 1.5 1.5 1.5 1.5 1.5 HMBT 1.5 HBCBT 1.5 CBMP 1.5 Polymerization initiator
(g) BTC 0.1 0.1 0.1 0.1 0.1  0.1 0.1 0.1 BTL 0.1 0.1 Organic dyes
(ppm) HTAQ 75 75 75 75 75 75 75 75 75 75 PRD 40 40 40 40 40 40 40 40 40 40

Lens

Properties Refractive index (Ne) 1.660 1.655 1.658 1.685 1.661 1.662 1.658 1.664 1.682 1.658 Abbe's 29 32 31 27 29 28 31 28 27 30 APHA 16 15 13 21 15 16 14 15 20 14 importance 1.33 1.30 1.33 1.34 1.34 1.32 1.33 1.33 1.34 1.33 Light transmittance (%) 87.70 88.0 87.77 87.69 88.00 87.00 87.60 87.44 86.90 87.79 Multi-branching  A A B B A A A A A A Initial Heat Deflection Temperature
(TMA, ℃) 98 95 92 92 96 101 102 93 95 100 ΔYI 0.42 1.02 0.57 0.45 0.46 0.51 0.54 0.78 0.35 0.54

Comparative Example One 2 3 4 5 6 7

For optical lens
Monomer
Composition
(g) TDI 50.07 44.94 25.90 27.20 31.01 H12MDI HDI IPDI 19.76 15.16 XDI 52.00 50.00 24.35 GST 49.93 48.00 50.00 53.03 37.52 ETS4 55.06 50.00 16.30 PETMP
Release agent
(g) ZELEC UN 0.05 0.05 0.05 DIPP 0.05 DBP 0.05 0.05 PENPP 0.05
UV-rays
Absorbent
(g) HOPBT 1.5 1.5 1.5 1.5 HMBT 1.5 HBCBT 1.5 CBMP 1.5 Polymerization initiator
(g) BTC 0.1 0.1 0.1 0.1 0.1 BTL 0.1 0.1 Organic dyes
(ppm) HTAQ 75 75 75 75 75 75 75 PRD 40 40 40 40 40 40 40


Lens

Properties Refractive index (Ne) 1.674 1.660 1.682 1.665 1.668 1.678 1.680 Abbe's 27 31 27 29 29 27 27 APHA 21 15 22 17 19 21 22 importance 1.34 1.33 1.35 1.33 1.33 1.34 1.34 Light transmittance (%) 87.0 88.0 87.5 87.1 89.0 87.2 87.6 Multi-branching  A C A C B A  A Initial Heat Deflection Temperature
(TMA, ℃) 110 85 109 88 94 108 103 ΔYI 3.62 0.13 3.66 0.28 1.65 3.35 3.53

According to the Example of Table 1 , the ultra-high refractive index urethane-based plastic spectacle lens obtained by using the mercapto compound, the tolylene diisocyanate compound which is an isocyanate compound, and the dicyclohexyl methane diisocyanate compound at the same time has a high initial deformation temperature, so that the center strain of the lens is high. There was less heat and multi-film cracking. In addition, by increasing the equivalence ratio of the mercapto mixture in the equivalent ratio of the isocyanate mixture and the mercapto mixture in the mixing ratio, it was possible to prepare an excellent optical lens because it was not only heat resistant but also more thermally stable and less multi-film split. However, in the comparative example of Table 1 , when the tolylene diisocyanate compound alone was used, the initial heat deformation temperature was high, but there was a problem in thermal stability. When xylylene diisocyanate alone was used, the color of the lens was good. Although the change was small, the initial heat distortion temperature was low, causing heat resistance problems, resulting in severe cracking of the multi-film.

Abbreviation

Monomer

TDI: tolylene diisocyanate

H12MDI: dicyclohexylmethanediisocyanate

HDI: 1,6-hexamethylene diisocyanate (hexamethylene-1,6-diisocyanate)

IPDI: isophorone diisocyanate

XDI: xylylene diisocyanate

GST: 2,3-bis (2-mercaptoethylthio) propane-1-thiol

(2,3-bis (2-mercaptoethylthio) propane-1-thiol)

ETS4: 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane (1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane

PETMP: pentaerythritol tetrakis (3-mercaptopropionate)

(pentaerythritol-tetrakis (3-mercaptopropionate))

Release agent

ZELEC UN: acidic phosphate ester manufactured by DUPONT, trade name ZELEC UNTM

DIPP: diisopropyl acid phosphate

DBP: dibutyl acid phosphate

PENPP: polyoxyethylene-octyl phenol ether phosphate

Ultraviolet absorber

HOPBT: 2- (2'-hydroxy-5'-t-octylphenyl) -2H-benzotriazole (2- (2'-hydroxy-5'-tert-octylphenyl) benzothiazole)

HMBT: 2- (2'-Hydroxy-5-methylphenyl) -2H-benzotriazole

(2- (2? -Hydroxy-5-methylphenyl) -2H-benzotriazole)

HBCBT: 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -5-chloro-2H-benzotriazole

(2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -5-chloro-2H-benzotriazole)

CBMP: 2- (5-chloro-2H-benzotriazol-2-yl) -4-methyl-6-t-butylphenol

(2- (5-chloro-2H-benzotriazole-2-yl) -4-methyl-6- (tert-butyl) phenol

Organic dyes

HTAQ: 1-hydroxy-4- (p-toludine) entroquinone

[1-hydroxy-4- (p-toluidino) anthraquinone]

PRD: perinone dye

Polymerization initiator

BTC: dibutyltindichloride

BTL: dibutyltindilaurate

According to the present invention, the ultra-high refractive urethane-based plastic optical lens made of a resin composition for urethane-based optical lenses having a high initial thermal deformation temperature, excellent heat resistance and high reactivity is less likely to undergo thermal deformation after multi-coating. The optical lens according to the present invention can be applied to the spectacle lens, in particular, used for 3D polarized lenses equipped with a polarizing film on the spectacle lens, recording medium substrate, coloring filter, used for prism, optical fiber, optical disk, magnetic disk, etc. It can be used as various optical products such as ultraviolet absorbing filter.

Claims (13)

(a) i) A mixture of a tolylene diisocyanate compound and a dicyclohexyl methane diisocyanate compound alone or an isophorone diisocyanate compound or a hexamethylene diisocyanate compound added to the mixture is one kind or two or more kinds to 25 to the total weight of the composition; With 65 wt%
ii) one or two or more mercapto compounds carrying at least one or more sulfur atoms in the molecule;
iii) ultraviolet absorbers; Release agents; And a polymerization initiator,
(b) -SH (and -OH) / -NCO equivalent ratio is 0.5 to 1.50,
(c) liquid phase refractive index (Ne, 20 ° C) 1.550 to 1.660; Solid-state refractive index (Ne, 20 ° C.) 1.630˜1.695; Abbe number (20 degreeC) 24-50; And a liquid phase viscosity (20 ° C.) 10-1,000 cps monomer composition for an optical lens. The method according to claim 1, wherein the mixture of (i), (ii) and (iii) is 0.001 to 10% by weight of the ultraviolet absorber, 0.0001 to 10% by weight of the release agent, and 0.001 to 10% by weight of the polymerization initiator, based on the total weight of the resin composition for the optical lens. % And a resin composition for spectacle lenses comprising 0.5 to 1,000 ppm of a color correcting agent of the lens.

The resin composition for an optical lens according to claim 1, wherein the mercapto compound is a compound or a thiol ester compound having at least one sulfur atom in a molecule. The diisocyanate compound according to claim 1, wherein the diisocyanate compound is one or two or more aliphatic diisocyanate compounds containing an alkylene diisocyanate compound, an aromatic diisocyanate compound, an alicyclic diisocyanate compound, a heterocyclic diisocyanate compound, or sulfur. Resin composition for an optical lens characterized by the above-mentioned. The method of claim 1, wherein the mercapto compound is 2- (2-mercaptoethylthio) propane-1,3-dithiol; 2,3-bis (2-mercaptoethylthio) propane-1-thiol; 2- (2,3-bis (2-mercaptoethylthio) propylthio) ethanethiol; 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane; 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane; Bis (2- (2-mercaptoethylthio) -3-mercaptopropyl) sulfide; 2- (2-mercaptoethylthio) -3-2-mercapto-3- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] propylthio-propane-1-thiol; 2,2-bis- (3-mercapto-propionyloxymethyl) -butyl ester; 2- (2-mercaptoethylthio) -3- (2-2- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] ethylthioethylthio) propane-1-thiol; Trimethylolpropane tris (mercaptopropionate); Trimethylolethane tris (mercaptopropionate); Glycerol tris (mercaptopropionate); Trimethylolchloro tris (mercaptopropionate); Trimethylolpropane tris (mercaptoacetate); Trimethylolethane tris (mercaptoacetate); Pentaerythritol tetrakis (mercaptopropionate) (PETMP); Pentaerythritol tetrakis (mercaptoacetate) (PETMA); Bispentaerythritol-ether-hexakis (mercaptopropionate) (BPEHMP); Bispentaerythritol-ether-hexakis (2-mercaptoacetate) (BPEHMA); Bispentaerythritol hexa (2-mercaptoacetate) (BPEMA); Bistrimethylolpropanetetrakis (3-mercaptopropionate) (BTMPMP); The resin composition for optical lenses which adds 1 type (s) or 2 or more types selected from the group which consists of bistrimethylol propane tetrakis (2-mercapto acetate) (BTMPMA). The method of claim 4, wherein the diisocyanate compound is selected from ethylene diisocyanate; Trimethylene diisocyanate; Tetramethylene diisocyanate; 1,6-hexamethylene diisocyanate; Octamethylene diisocyanate; Nonamethylene diisocyanate; 2,2-dimethylpentane diisocyanate; 2,2,4-trimethylhexanediisocyanate; Decamethylene diisocyanate; Butene diisocyanate; 1,3-butadiene-1,4-diisocyanate; 2,4,4-trimethylhexamethylene diisocyanate; 1,6,11-undecanetriisocyanate; 1,3,6-hexamethylenetriisocyanate; 1,8-diisocyanato-4-isocyanatomethyloctane; 2,5,7-trimethyl-1,8-diisocyanato-5-isocyanatomethyloctane; Bis (isocyanatoethyl) carbonate; Bis (isocyanatoethyl) ether; 1,4-butylene glycol dipropyl ether-1,2-diisocyanate; 1,4-butylene glycol dipropyl ether-1,3-diisocyanate; 1,4-butylene glycol dipropyl ether-1,4-diisocyanate; 1,4-butylene glycol dipropyl ether-2,3-diisocyanate; 1,4-butylene glycol dipropyl ether-2,4-diisocyanate; Methyllysine diisocyanate; Lysine triisocyanate; 2-isocyanatoethyl-2,6-diisocyanatohexanoate; 2-isocyanatopropyl-2,6-diisocyanatohexanoate; Mesityrylylenetriisocyanate; 2,6-di (isocyanatomethyl) furan; 3,8-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 3,9-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 4,8-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 4,9-bis (isocyanatomethyl) tricyclo [5,2,1,02,6] decane; 2,5 - bis (isocyanatomethyl) bicyclo [2,2,1] heptane; 2,6-bis (isocyanatomethyl) bicyclo [2,2,1] heptane; Bis (isocyanatomethyl) cyclohexane; Dicyclohexyl methane diisocyanate; Cyclohexanediisocyanate; Methylcyclohexanediisocyanate; Dicyclohexyldimethylmethane diisocyanate; 2,2'-dimethyldicyclohexylmethane diisocyanate; Bis (4-isocyanato-n-butylidene) pentaerythritol; Dimer acid diisocyanate; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -5-isocyanatomethylbicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6-isocyanatomethylbicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -5-isocyanatomethyl-bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -6-isocyanatomethyl-bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -5- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 2-isocyanatomethyl-2- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -bicyclo [2,2,1] -heptane; 1,3,5-tris (isocyanatomethyl) -cyclohexane; Thiophene-2,5-diisocyanate; Methyl thiophene-2,5-diisocyanate; 1,4-dithiane-2,5-diisocyanate; Methyl 1,4-dithiane-2,5-diisocyanate; 1,3-dithiolane-4,5-diisocyanate; Methyl 1,3-dithiolane-4,5-diisocyanate; Methyl 1,3-dithiolane-2-methyl-4,5-diisocyanate; Ethyl 1,3-dithiolane-2,2-diisocyanate; Tetrahydrothiophene-2,5-diisocyanate; Methyltetrahydrothiophene-2,5-diisocyanate; Ethyl tetrahydrothiophene-2,5-diisocyanate; Methyl tetrahydrothiophene-3,4-diisocyanate; 1,2-diisothiocyanatoethane; 1,3-diisothiocyanatopropane; 1,4-diisothiocyanatobutane; 1,6-diisothiocyanatohexane; p-phenylenediisopropylidenediisothiocyanate; Cyclohexanediisothiocyanate; 4-isocyanato-4'-isothiocyanatodiphenylsulfide;2-isocyanato-2'-isothiocyanatodiethyldisulfide; Thiodiethyl diisocyanate; Thiodipropyl diisocyanate; Thiodihexyl diisocyanate; Dimethyl sulfon diisocyanate; Dithiodimethyl diisocyanate; Dithiodiethyl diisocyanate; Dithiodipropyl diisocyanate; Dicyclohexylsulfur-4,4'- diisocyanate; The resin composition for optical lenses characterized by the 1 type (s) or 2 or more types chosen from the group which consists of 1-isocyanatomethyl thia-2, 3-bis (2-isocyanato ethyl thia) propane. The method of claim 2, wherein the ultraviolet absorber is selected from 2- (2′-hydroxy-5-methylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -5-chloro-2H-benzotriazole; 2- (2'-hydroxy-3'-t-butyl-5'methylphenyl) -5-chloro-2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-t-amylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-3 ', 5'-di-t-butylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-5'-t-butylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-5'-t-octylphenyl) -2H-benzotriazole; 2,4-dihydroxybenzophenone; 2-hydroxy-4-methoxybenzophenone; 2-hydroxy-4-octyloxybenzophenone; 4-dodecyloxy-2-hydroxybenzophenone; 4-benzooxy-2-hydroxybenzophenone; 2,2 ', 4,4'-tetrahydroxybenzophenone; And 2,2'-dihydroxy-4,4'-dimethoxybenzophenone. The resin composition for spectacle lenses according to claim 1 or 2 or more. 3. The method of claim 2, wherein the release agent is isopropyl acid poststate; Diisopropyl acid phosphate; Butyric acid phosphate; Octylic acid phosphate; Dioctyl acid phosphate; Isodecyl phosphate; Diisodecyl acid phosphate; Tridecanoic acid phosphate; And bis (tridecanoic acid) phosphate, or one or two or more phosphate esters selected from the group consisting of phosphates. The resin composition for spectacle lenses according to claim 2, wherein the polymerization initiator is a tin-based or amine-based compound. The method of claim 9, wherein the tin compound is butyl tin dilaurate; Dibutyl tin dichloride; Dibutyl tin diacetate; Oxalic acid stannous; Dibutyl dilaurate; Tetrafluorotin; Tetrachlorotin; Tetrabromotin; Tetraiodine tin; Methyl tin trichloride; Butyltin trichloride; Dimethyltin dichloride; Dibutyltin dichloride; Trimethyltin chloride; Tributyltin chloride; Triphenyltin chloride; Dibutyltin sulfide; And di- (2-ethylsecyl) tin oxide, or a resin composition for spectacle lenses, characterized in that one or two or more kinds thereof are selected. The resin composition for spectacle lenses according to claim 2, wherein the color correcting agent of the lens is an organic dye for correcting initial yellowing of the lens. A plastic spectacle lens obtained by thermosetting the resin composition for spectacle lenses of claim 2. A polarizing lens comprising a polarizing film attached to a plastic lens obtained by thermosetting the resin composition for optical lens of claim 1 or the resin composition for spectacle lens of claim 2.