KR20120092729A - Resin composition having superhigh refractive index for urethane optical lens and optical lens using it - Google Patents

Abstract

PURPOSE: A resin composition for optical lens is provided to provide an optical lens with superhigh refractive index having excellent heat resistance without whitening, unbalanced polymerization, and edge bubbles. CONSTITUTION: A resin composition for optical lens comprises an optical resin prepolymer obtained by addition reacting one or more kinds of diisocyanate compound selected from hexamethylene diisocyanate, tolylene diisocyanate, and a xylene diisocyanate compound to a mercapto compound; and a diisocyanate compound. The optical resin prepolymer comprises an unreacted mercapto compound not reacted with the diisocyanate. 1-30 weight% of the diisocyanate compound is added to the mercapto compound.

Description

Resin Composition Having Superhigh Refractive Index for Urethane Optical Lens and Optical Lens Using It}

The present invention relates to a plastic optical resin composition, while excellent in heat resistance, in particular, by using an optical resin prepolymer to solve the problems of whitening, polymerization imbalance and edge bubble generation resin composition for ultra-high refractive index urethane-based optical lens It is about.

Urethane-based plastic optical lenses manufactured by using mercapto compounds and isocyanates have been widely used as optical lens materials because of excellent optical properties, that is, transparency, Abbe number, and tensile strength. 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 thermal deformation of the lens is severe and the multi-film is severely cracked, which forms a cloudy film on the surface of the lens, thereby rapidly deteriorating the transparency of the lens. In addition, the urethane-based polymerization imbalance or whitening phenomenon appears depending on the resin composition.

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 is exposed to high temperature, the thermal deformation is severe and the multi-film easily breaks, and there is a problem that the lens center portion is deformed during hard and multi-coating on the lens surface.

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, but has a problem in that the center portion of the lens is deformed during hard and multi-coating on the lens surface, and also has 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. The urethane-based plastic optical lens thus prepared has a bis (isocyanatomethyl) triscyclo [5,2,1,02,6] decane, bis (isocyanatomethyl) bicyclo [2, 2,2] Heptane is expensive to manufacture and they lower the refractive index, so there is a problem to be used alone in the ultra-high refractive optical lens.

In the present invention, a method of preparing a resin composition for an optical lens by prepolymerizing a mercapto compound and a diisocyanate compound has been introduced in Korean Patent 10-0472837, but in order to improve lens impact resistance, a dihydric alcohol is added to a polyisocyanate. By hardening the compound and the polythiol compound to prepare the spectacle lens, a resin composition for an optical lens and an optical lens having a high Abbe number and high impact resistance could be produced. However, the resin composition for an optical lens introduced in this patent has a high viscosity, which makes it difficult to inject and causes a large amount of polymerization defect when curing the resin composition. In addition, the manufactured lens has a refractive index of 1.545 to 1.556, which has a problem that the edge of the lens becomes thick due to its low refractive index.

In addition, Korean Patent Registration Nos. 10-0237664 and 10-0241989 disclose a composition comprising a component obtained by prepolymerization of a polythiol compound having a characteristic structure as a polyisocyanate compound and a component consisting of a (meth) acrylate compound and a compound copolymerizable therewith. Polymerization curing provided an optical lens resin and an optical lens excellent in both physical properties and productivity of the lens. However, the prepolymer obtained by reacting the -SH / -NCO molar ratio of the resin composition for optical lenses in the range of 3.0 to 7.0 can be blended with acryl, but the viscosity is so high that it is directly blended with polyisocyanate, a urethane curing agent, and injected into the mold. Injecting is difficult, and there is a problem that a lot of polymerization failure occurs. In addition, the prepolymer having a -SH / -NCO molar ratio of 0.5 to 2.0 as disclosed in Japanese Patent Laid-Open No. 5-25240 has a higher viscosity and still has problems in manufacturing a urethane-based optical lens.

The inventors of the present invention use a method of mixing isophorone diisocyanate or dicyclohexyl methane diisocyanate with 1,6-hexamethylene diisocyanate as a method of increasing the heat resistance of a lens while using an isocyanate compound prior to the present invention. Developed and elected. However, this method can achieve good heat resistance when the content of isophorone diisocyanate or dicyclohexyl methane diisocyanate in the isocyanate content is 40% by weight or more, in which case the reactivity with the mercapto compound decreases, resulting in high temperature. In the reaction proceeds, such a high reaction temperature is a problem that causes the whitening of the lens by eluting the adhesive of the adhesive tape fixing the mold to the edge of the lens. In addition, since leakage occurs due to expansion of the liquid composition according to the increase in temperature, bubbles are generated at the edge of the lens, thereby causing a problem.

The present invention aims to solve such problems of the prior art. That is, the present invention solves the problems of polymerization imbalance, whitening and edge bubble generation by using a prepolymer obtained in the addition reaction of hexamethylene diisocyanate, tolylene diisocyanate, xylylene diisocyanate and mercapto compound, and isophorone diisocyanate. Or heat resistance was high by using dicyclohexyl methane diisocyanate. This is to solve the above problems by producing an ultra-high refractive urethane optical lens excellent in heat resistance without whitening, polymerization imbalance and edge bubbles.

In the present invention to achieve the above object,

By controlling the reactivity of the mercapto compound and the prepolymer of hexamethylene diisocyanate, tolylene diisocyanate or xylylene diisocyanate, it solves the problem of whitening of the edge of the lens and the problem of edge bubble caused by the adhesive dissolution of the adhesive tape.

The optical resin prepolymer is a mixture obtained by a pre-addition reaction of a mercapto compound and some isocyanates in advance. Here, the optical resin prepolymer includes a mercapto compound that has not reacted with the reacted prepolymer. The resin composition for an optical lens of the present invention is a mixture obtained by mixing the remaining mercapto compound and isocyanate in an optical resin prepolymer, and may be used for spectacle lenses by including other additives such as a release agent.

The optical resin prepolymer obtained by the addition of the mercapto compound, hexamethylene diisocyanate, tolylene diisocyanate, and xylylene diisocyanate in advance by appropriately adjusting the -SH / -NCO molar ratio has a viscosity of 40 to 150. By being suitable to the extent of cps, it solves the polymerization imbalance and whitening phenomenon, and also solves the problem of the occurrence of leakage of liquid composition and the resulting bubble at the edge.

The adhesive tape which fixes the mold used for superposition | polymerization of the resin composition for ophthalmic lenses is generally a rubber | gum, acrylic type, and silicone type adhesive agent is apply | coated to polyester (PET) or polypropylene (PP) film, and the adhesive tape is Elby. Chem's JS-100, JS-200, LB-100; Tapes 810A, 6255, 6233, 815; Bestech 505; MR-2 from Comet Tape Co .; 8860, 870 from 3M; SLIONTEC's 6263 tape is useful. That is, a glass mold is assembled using such an adhesive tape, and a resin composition for spectacle lenses mixed with additives is put therein, followed by heat curing to prepare a lens. In the present invention, the spectacle lens is a mixture of an optical resin prepolymer obtained by a preliminary reaction of a mercapto compound, hexamethylene diisocyanate, tolylene diisocyanate and xylylene diisocyanate and isocyanate including isophorone diisocyanate or dicyclohexyl methane diisocyanate. As a result of preparing a spectacle lens by preparing a resin composition for a resin, problems of heat resistance, polymerization imbalance, whitening phenomenon and edge bubble generation were solved.

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; 2- (2-mercaptoethylthio) -3- (2- {2- [3-mercapto-2- (2-mercaptoethylthio) -propylthio] ethylthio} ethylthio) propane-1-thiol Use one or two or more of them.

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.

Other 'isocyanates' except mercapto compounds and hexamethylene diisocyanate, tolylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate and dicyclohexyl methane diisocyanate include alkylene diisocyanate compounds, aromatic diisocyanate compounds, alicyclic di Isocyanate compounds, heterocyclic diisocyanate compounds, sulfur-containing aliphatic diisocyanate compounds and the like can be used.

Examples of the alkylene diisocyanate compound include 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.

Examples of the alicyclic diisocyanate compound include 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 isocyanate compound used to increase the reactivity and heat resistance by adding a mercapto compound and an isocyanate to the optical resin prepolymer is 1,6-hexamethylene diisocyanate, tolylene diisocyanate, xylylene diisocyanate, isophorone diisocyanate And dicyclohexyl methane diisocyanate etc. can be used individually or in combination of 2 or more types.

As an optical resin prepolymer and diisocyanate compound obtained by addition-reacting 1 or more types in a hexamethylene diisocyanate, tolylene diisocyanate, and a xylylene diisocyanate compound to a mercapto compound, isophorone diisocyanate and dicyclohexyl methane di When the optical resin composition which mixed 1 or more types of isocyanate and hexamethylene diisocyanate is used, the urethane type ultra-high refractive optical lens which is excellent in heat resistance, without whitening, a polymerization imbalance, and edge bubble can be obtained.

The resin composition for optical lenses of the present invention may further contain known additives such as an ultraviolet absorber, a releasing agent, a polymerization initiator, and can be used as a resin composition for spectacle lenses. In this case, preferably, the total weight of the resin composition for spectacle lenses may include 0.001 to 10% by weight of the ultraviolet absorber, 0.0001 to 10% by weight of the release agent, 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? -Dimethoxybenzophenone and the like can be used alone or in combination of two or more thereof. 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.

The resin composition for an optical lens of the present invention is an iso resin prepolymer and a diisocyanate compound obtained by addition reaction of at least one of hexamethylene diisocyanate, tolylene diisocyanate and xylylene diisocyanate compound to a mercapto compound. It is an optical resin composition composition which mixed 1 or more types among poron diisocyanate, dicyclohexyl methane diisocyanate, and hexamethylene diisocyanate, and when it is used, it is a urethane type ultra-high refractive optical lens excellent in heat resistance, without whitening, polymerization imbalance, and edge bubble. Can be obtained. Although isophorone diisocyanate or dicyclohexyl methane diisocyanate is used in an amount of 20% by weight or more in the isocyanate compound, the reactivity of the resin composition for the optical lens is good, and the whitening of the lens edge due to the adhesive elution of the adhesive tape does not occur at all. By maintaining the proper viscosity, there was no problem of bubble formation at the edge of the lens due to leakage and good heat resistance. Therefore, the present invention can be utilized as a method of obtaining a good urethane ultrahigh refractive lens that is inexpensive and excellent in heat resistance and is free from striae and whitening. In addition, the resin composition for an optical lens of the present invention can be used for various optical products in addition to plastic spectacle lenses.

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.

[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.

Method for producing optical resin prepolymer

1) Manufacture of GSTHDI10

16.80 g of hexamethylene diisocyanate and 0.04 g of dibutyltin dichloride were added to 173.32 g of 2,3-bis (2-mercaptoethylthio) propane-1-thiol, and the mixture was reacted at 80 DEG C for 8 hours under nitrogen reflux to obtain an optical resin of GSTHDI10. Obtain the prepolymer.

2) Manufacture of GSTTDI10

To 173.32 g of 2,3-bis (2-mercaptoethylthio) propane-1-thiol, 17.42 g of tolylene diisocyanate and 0.04 g of dibutyl tin dichloride were added and reacted at 80 ° C. under nitrogen reflux for 7 hours to prepare optical resin of GSTTDI10. Obtain a polymer.

3) Manufacture of GSTXDI10

To 173.32 g of 2,3-bis (2-mercaptoethylthio) propane-1-thiol, 18.82 g of xylylene diisocyanate and 0.04 g of dibutyl tin dichloride were added and reacted at 80 ° C. under nitrogen reflux for 8 hours to provide optical resin of GSTXDI10. Obtain the prepolymer.

4) Manufacture of ETS4HDI10

To 213.43 g of 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane, 16.80 g of hexamethylene diisocyanate and 0.04 g of dibutyltin dichloride were added at 80 DEG C under nitrogen reflux. The reaction is carried out for 8 hours to obtain an optical resin prepolymer of ETS4HDI10.

5) Manufacture of ETS4TDI10

To 213.43 g of 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane, 17.42 g of tolylene diisocyanate and 0.04 g of dibutyltin dichloride were added, and the mixture was refluxed at 7O < 0 > C under nitrogen reflux. The reaction is carried out in time to obtain an optical resin prepolymer of ETS4TDI10.

6) Manufacture of ETS4XDI10

To 213.43 g of 1,2-bis (2- (2-mercaptoethylthio) -3-mercaptopropylthio) -ethane, 18.82 g of xylylenediisocyanate and 0.04 g of dibutyltin dichloride were added and the mixture was heated at 80 DEG C under nitrogen reflux. The reaction was carried out for 8 hours to obtain an optical resin prepolymer of ETS4XDI10.

Example 1

Resin composition for optical lens

To 58.19 g of the optical resin prepolymer GSTHDI10 obtained above, 27.20 g of tolylene diisocyanate, 9.88 g of isophorone diisocyanate and 4.73 g of 1,6-hexamethylene diisocyanate were mixed to obtain a resin composition for an optical lens.

Lens manufacturers

(1) The resin composition for optical lenses prepared as described above was put in a mixing vessel capable of vacuum defoaming stirring and maintained at 15 ° C., while ZELEC UN 0.05g, 2- (2'-hydroxy-5'-t-octylphenyl ) 2H-benzotriazole (HOPBT) 1.5g, HTAQ 75ppm, PRD 40ppm, dibutyltin dichloride 0.1g was added and stirred for 20 minutes under a nitrogen stream to obtain a resin composition for spectacle lenses, 1 hour 30 or less at 0.1torr After vacuum degassing for a minute and removing the vacuum with nitrogen, it was injected into a glass mold fixed with a polyester adhesive tape (Elbichem JS-100 Co., Ltd.) using nitrogen pressure (Diopta -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.

Physical properties 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) Whitening phenomenon: 100 lenses obtained in step (2) were visually observed and marked with 'X' if whitening phenomenon appeared at the edges of three or more lenses.

3) Edge bubble: When 100 lenses obtained in the process (2) were visually observed, bubbles appeared due to leakage at the edges of three or more lenses were marked as 'X', and if not, 'O' was indicated.

4) Specific gravity: It was measured and measured by the Archimetes method at 20 ° C.

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

6) APHA value: The APHA value was measured by using Hunterlab's ColorQuest XE instrument and a 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.

Examples 2-20

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

Comparative Example 1

29.59 g of tolylene diisocyanate (TDI), 410.75 g of 1,6-hexamethylene diisocyanate and 10.75 g of isophorone diisocyanate were mixed with 1,2-bis (2-mercaptoethylthio) -3-mercaptopropane 48.91 g In the same manner as in Example 1, except that the resin composition for optical lenses was manufactured, the properties are shown in Table 3.

Comparative Examples 2-6

According to the composition shown in Table 3 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 3.

Example One 2 3 4 5 6 7 8 9 10


Resin composition for optical lens
(g) GSTHDI10 58.19 57.95 56.94 45.52 41.60 14.91 GSTTDI10 58.37 57.35 16.64 GSTXDI10 57.54 56.55 19.54 TDI 27.20 26.72 21.87 21.48 27.17 XDI 23.12 22.72 28.76 23.55 IPDI 9.88 9.88 9.67 9.67 9.14 H12MDI 11.46 11.46 11.22 10.92 HDI 4.73 3.87 9.88 9.71 9.67 9.51 4.63 5.38 6.20 7.94 GST ETS4 15.80 19.63 PETMP 3.53
Release agent
(g)
ZELEC UN
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
UV absorber (g)
HOPBT
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
Polymerization initiator (g)
BTC
0.1
0.1
0.1
0.1
0.1
0.1
0.1
0.1
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
Liquid composition Viscosity
(20 ℃, cps)
91
92
110
111
121
122
130
134
92
95



lens

Properties Refractive index
(nD)
1.663
1.664
1.663
1.664
1.663
1.664
1.663
1.664
1.665
1.662 Abbe's 27 28 27 28 27 28 27 28 28 29 APHA 16 15 16 14 15 16 15 16 14 13 importance 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 Whitening phenomenon O O O O O O O O O O Edge O O O O O O O O O O Initial heat
Deformation temperature
(TMA, ℃)
108.4
109.5
108.6
109.6
108.3
109.5
108.1
109.3
109.8
109.7

Example 11 12 13 14 15 16 17 18 19 20


Resin composition for optical lens
(g) GSTHDI0 21.15 22.73 ETS4HDI10 62.76 62.53 56.91 44.87 ETS4TDI10 62.92 61.94 37.90 17.94 ETS4XDI10 62.09 61.14 36.36 TDI 24.23 23.81 19.48 19.17 22.87 XDI 20.64 20.32 25.93 16.59 23.64 IPDI 8.80 8.80 8.63 8.72 11.76 8.80 H12MDI 10.21 10.23 10.04 13.64 HDI 4.21 3.45 8.80 8.66 8.63 8.51 4.17 2.96 5.52 3.64 GST 4.27 ETS4 7.52 PETMP 2.12
Release agent
(g)
ZELEC UN
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
0.05
UV absorber (g)
HOPBT
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
1.5
Polymerization initiator (g)
BTC
0.1
0.1
0.1
0.1
0.1
0.1
0.1
0.1
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
Liquid composition Viscosity
(20 ℃, cps)
93
94
112
112
122
122
125
127
98
99



lens

Properties Refractive index
(nD)
1.665
1.666
1.664
1.665
1.664
1.665
1.665
1.664
1.665
1.664 Abbe's 28 28 29 28 27 28 27 28 29 29 APHA 15 17 18 16 17 17 16 17 16 18 importance 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 1.33 Whitening phenomenon O O O O O O O O O O Edge
O
O
O
O
O
O
O
O
O
O Initial heat
Deformation temperature
(TMA, ℃)
108.4
109.6
109.4
109.3
109.3
108.7
108.9
109.3
108.8
109.5

Example One 2 3 4 5 6


Resin composition for optical lens
() GST 48.91 47.98 44.87 44.02 44.60 43.76 ETS4 4.25 4.17 PETMP 4.83 4.74 TDI 29.59 29.03 29.47 28.90 29.29 28.73 HDI 10.75 10.54 10.70 10.50 10.64 10.44 H12MDI 12.45 12.41 12.33
Release agent
(g)
ZELEC UN
0.05
0.05
0.05
0.05
0.05
0.05
UV absorber (g)
HOPBT
1.5
1.5
1.5
1.5
1.5
1.5
Polymerization initiator (g)
BTC
0.1
0.1
0.1
0.1
0.1
0.1 Organic dyes
(ppm) HTAQ 75 75 75 75 75 75 PRD 40 40 40 40 40 40
Liquid composition Viscosity
(20 ℃, cps)
88
84
90
93
95
97



lens

Properties Refractive index
(nD)
1.658
1.657
1.661
1.660
1.665
1.656 Abbe's 29 29 29 29 30 30 APHA 19 20 20 23 21 22 importance 1.33 1.34 1.33 1.33 1.33 1.33 Whitening phenomenon X X O X X O Edge
O
O
X
O
O
O Initial heat
Deformation temperature
(TMA, ℃)
109.2
109.1
92.5
107.3
106.2
103.2

In the results of Tables 1, 2, and 3, the spectacle lens prepared using the optical resin prepolymer did not have whitening and edge bubble generation, but when it was not used, whitening or foam bubble was generated. In addition, the equivalent ratio of the isocyanate mixture and the mercapto mixture in the compounding ratio of Tables 1 and 2 increased the equivalent ratio of the mercapto mixture in the ratio of the mercapto mixture was able to produce not only heat resistance but also an excellent optical lens. In addition, the optical resin prepolymer, the isocyanate, and the mercapto compound may be used alone or in combination of two or more kinds thereof. Therefore, the optical lens is excellent in heat resistance without polymerization imbalance, whitening and edge bubble generation by using the optical resin prepolymer. Can be prepared.

Abbreviation

Monomer

IPDI: isophorone diisocyanate

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

H12MDI: dicyclohexyl methane diisocyanate

     (dicyclohexylmethanediisocyanate)

TDI: tolylene 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))

Optical Resin Prepolymer

GSTHDI10: Compound having GST / HDI equivalent reaction ratio of 10

GSTTDI10: A compound in which the equivalent ratio of GST / TDI was 10

GSTXDI10: Compound having an equivalent reaction ratio of 10 equivalent to GST / XDI

ETS4HDI10: Compound having an addition reaction with an equivalent ratio of ETS4 / HDI of 10

ETS4TDI10: Compound having an addition reaction with an equivalent ratio of ETS4 / TDI of 10

ETS4XDI10: Compound reacted with an equivalent ratio of ETS4 / XDI of 10

Release agent

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

Ultraviolet absorber

HOPBT: 2- (2? -Hydroxy-5? -T-octylphenyl) -2H-benzotriazole

Organic dyes

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

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

PRD: perinone dye

Polymerization initiator

BTC: dibutyl tin dichloride

According to the present invention, the ultra-high refractive urethane-based plastic optical lens made of a resin composition for a urethane-based optical lens having a high initial thermal deformation temperature, no striae and whitening, and excellent heat resistance and high reactivity exhibits thermal deformation after multi-coating. little. 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 (18)

i) an optical resin prepolymer obtained by addition reaction of a mercapto compound with at least one diisocyanate compound selected from hexamethylene diisocyanate, tolylene diisocyanate and xylylene diisocyanate compound,
Ii) The resin composition for optical lenses containing a diisocyanate compound. The resin composition for an optical lens according to claim 1, wherein the optical resin prepolymer comprises an unreacted mercapto compound which does not react with diisocyanate. The resin composition for an optical lens according to claim 1, wherein the optical resin prepolymer is obtained by adding 1 to 30% by weight of a diisocyanate compound to a mercapto compound. The resin composition for an optical lens according to claim 1, wherein the mercapto compound is a compound or thiol ester compound having at least one sulfur atom in a molecule. The diisocyanate compound according to claim 1, wherein the diisocyanate compound included in the composition is selected from an alkylene diisocyanate compound, an aromatic diisocyanate compound, an alicyclic diisocyanate compound, a heterocyclic diisocyanate compound, and an aliphatic diisocyanate compound containing sulfur. Or a resin composition for an optical lens. The method of claim 4, 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) -propyl Thio] ethylthio} ethylthio) propane-1-thiol, trimethylolpropane tris (mercaptopropionate), trimethylolethane tris (mercaptopropionate), glycerol tris (meth) Captopropionate), 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), and bistrimethylolpropanetetrakis It is 1 type (s) or 2 or more types chosen from the group which consists of (2-mercapto acetate) (BTMPMA), The resin composition for optical lenses characterized by the above-mentioned. The diisocyanate compound according to claim 5, wherein the diisocyanate compound is ethylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, octamethylene diisocyanate, nonamethylene diisocyanate, 2,2-dimethyl Pentane 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- Diisociane , 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-diisocyanatohexahexa Noate, 2-isocyanatopropyl-2,6-diisocyanatohexanoate, mesityrylylenetriisocyanate, 2,6-di (isocyanatomethyl) furan, 3,8-bis (iso Cyanatomethyl) 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 (isocyana) Methyl) bicyclo [2,2,1] heptane, bis (isocyanatomethyl) cyclohexane, dicyclohexyl methane diisocyanate, cyclohexane diisocyanate, methylcyclohexane diisocyanate, dicyclohexyl dimethyl methane diisocyanate, 2,2'-dimethyldicyclohexyl methane diisocyanate, bis (4-isocyanato-n-butylidene) pentaerythritol, dimer acid diisocyanate, 2-isocyanatomethyl-3- (3-iso) Cyanatopropyl) -5-isocyanatomethylbicyclo [2,2,1] -heptane, 2-isocyanatomethyl-3- (3-isocyanatopropyl) -6-isocyane Itomethylbicyclo [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-isocyanato Methyl-3- (3-isocy Neitopropyl) -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-isocy Anatoethyl) -bicyclo [2,2,1] -heptane, 2-isocyanatomethyl-2- (3-isocyanatopropyl) -6- (2-isocyanatoethyl) -ratio Cyclo [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, methylte Trahydrothiophene-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, cyclo Hexanediisothiocyanate, 4-isocyanato-4'-isothiocyanatodiphenylsulfide, 2-isocyanato-2'-isothiocyanatodiethyl disulfide, thiodiethyl diisocyanate , Thiodipropyl diisocyanate, thiodihexyl diisocyanate, dimethyl sulfon diisocyanate, dithiodimethyl diisocyanate, dithio diethyl diisocyanate, dithio dipropyl diisocyanate, dicyclohexylsulfur-4,4'- diisocyanate, and 1-isosia Ito methylthiazol-2,3-bis (2-isocyanato ethyl thiazole) resin for an optical lens, characterized in that at least one species or two species selected from the group consisting of propane composition. The resin composition for an optical lens according to claim 1, further comprising 0.001 to 10% by weight of an ultraviolet absorber, 0.0001 to 10% by weight of a release agent, and 0.001 to 10% by weight of a polymerization initiator, based on the total weight of the resin composition for an optical lens. The method of claim 8, wherein the ultraviolet absorber is 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-benzotria Sol, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 4-dodecyloxy-2-hydroxybenzophenone, 4 From the group consisting of -benzooxy-2-hydroxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzophenone, and 2,2'-dihydroxy-4,4'-dimethoxybenzophenone Resin composition for an optical lens, characterized in that one or two or more selected. The release agent according to claim 8, wherein the release agent is isopropyl acid phosphate, diisopropyl acid phosphate, butyric acid phosphate, octylic acid phosphate, dioctyl acid phosphate, isodecyl acid phosphate, diisodecyl acid phosphate, tridecanoic acid phosphate, and A resin composition for an optical lens, characterized in that one or two or more phosphate esters selected from the group consisting of bis (tridecanoic acid) phosphates. The resin composition for an optical lens according to claim 8, wherein the polymerization initiator is a tin-based or amine-based compound. 12. The tin-based compound according to claim 11, wherein the tin compound is butyl tin dilaurate, dibutyl tin dichloride, dibutyl tin diacetate, stannous oxyl acid, dibutyl tin dilaurate, tetrafluoro tin, tetrachloro tin, tetrabromo tin. , Tetraiodine tin, methyltin trichloride, butyltin trichloride, dimethyltin dichloride, dibutyltin dichloride, trimethyltin chloride, tributyltin chloride, triphenyltin chloride, dibutyltin sulfide, and di- A resin composition for optical lenses, characterized in that one or two or more selected from the group consisting of (2-ethylsecyl) tin oxide. The resin composition for an optical lens according to any one of claims 8 to 12, further comprising a color correcting agent for correcting initial yellowing of the optical lens. The liquid phase viscosity according to any one of claims 8 to 12, the specific gravity of the liquid 20 ~ 500 cps, 1.000 ~ 1.400, liquid refractive index (nD, 20 ℃) 1.500 ~ 1.620, solid phase refractive index (nD, 20 ℃) 1.570 It is -1.695, The resin composition for optical lenses characterized by the above-mentioned. i) adding an at least one diisocyanate compound selected from hexamethylene diisocyanate, tolylene diisocyanate and xylylene diisocyanate compound to a mercapto compound to prepare an optical resin prepolymer,
Ii) polymerizing a resin composition for an optical lens comprising the prepolymer obtained in the above step, an unreacted mercapto compound and a diisocyanate compound to obtain an optical lens. The optical lens obtained by thermosetting the resin composition for optical lenses of Claim 1. The optical lens of claim 16, wherein the optical lens is an eyeglass lens. A polarizing lens having a polarizing film attached to the optical lens of claim 16.