JP3500444B2 - Polymerization composition for optical materials - Google Patents

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polymerized composition for optical materials, and more particularly to diethylene glycol bis (allyl carbonate) (hereinafter referred to as "ADC") used for eyeglass lens materials and other optical materials. It is possible to provide an organic glass suitable as an optical material that has a refractive index and weather resistance equivalent to those of (1) and has a low shrinkage rate during polymerization, a low specific gravity, and an excellent impact resistance. It relates to a composition.

[0002]

2. Description of the Related Art Conventionally, since organic glass is lighter than inorganic glass, ADC is used as a spectacle lens.
An organic glass composed of the above polymer is used. However, the ADC has a volumetric shrinkage ratio of 14 when cast polymerization is performed.
%, There is a problem that cracks easily occur in the molded product when molding is performed in a short time. In order to avoid this problem, industrially, after partially polymerizing the ADC monomer to increase the viscosity, a highly active low temperature decomposition type initiator such as diisopropyl peroxycarbonate is used, and the time is kept at a low temperature for 12 hours or more. It is produced by the method of slowly forming by applying.

Since this method has poor productivity and is uneconomical, as a conventional method of reducing the shrinkage ratio, for example, JP-A-52-60892 proposes a method of combining with an ethylenically unsaturated polyester of aliphatic type. However, in this case, the radical polymerization rate becomes too fast because fumaric acid or maleic acid is used as the ethylenically unsaturated group, which makes it difficult to control during polymerization and, conversely, strain occurs in this process. There was a drawback that it became easy to enter.

An attempt to reduce the shrinkage rate during polymerization by dissolving a copolymer of methyl methacrylate and allyl methacrylate in an ADC monomer is also disclosed in US Pat. No. 4,2,4.
No. 17,433, the copolymer of the raw material is not only expensive in this case, but when the ratio of allyl methacrylate of the copolymer is high, the crosslink density of the molded product becomes too high. However, when the ratio of methyl methacrylate is too high, the transparency of the cured product deteriorates.

The ADC polymer has a specific gravity of 1.32, which is lighter than that of inorganic glass, but the organic polymer has a heavier specific gravity, and a material that can be made lighter is required. It was An allyl ester having an allyl ester group at the terminal and having the following structure derived from a polyvalent saturated carboxylic acid and a polyvalent saturated alcohol inside is also known. _{CH 2 = CHCH 2 O (CORCOOBO} ) n CORCOOCH 2 CH = CH 2 wherein, R represents an organic residue derived from polyvalent saturated carboxylic acid, B represents an organic residue derived from a polyhydric saturated alcohol.

In this case, particularly when terephthalic acid or isophthalic acid is used as the polyvalent saturated carboxylic acid, the refractive index is relatively high and the impact resistance is excellent. However, in this case, the weather resistance is significantly inferior to that of the ADC,
It cannot be said that the performance is satisfactory as an organic glass for outdoor use.

[0007]

SUMMARY OF THE INVENTION The object of the present invention is to solve these problems and to provide a polymer having a refractive index and weather resistance equivalent to those of ADCs used in eyeglass lens materials and other optical materials. It is an object of the present invention to provide a polymerized composition for an optical material, which can provide an organic glass suitable as an optical material having a low shrinkage factor, a low specific gravity, and an excellent impact resistance.

[0008]

Means for Solving the Problems As a result of intensive studies to solve the above problems, the present inventors have found that a dicarboxylic acid having an allyl ester group at the terminal and a cyclohexane and / or cyclohexene skeleton inside An allyl ester oligomer derived from a polyhydric saturated alcohol,
In order to complete the present invention, it was found that the above objects can be achieved by using a polymerization composition for optical materials, which comprises cyclohexanedicarboxylic acid diallyl monomers as necessary and further alkyl acrylate and / or alkyl methacrylate. I arrived.

The invention according to claim 1 of the present invention is a polymerization composition for optical materials, which comprises the following compounds (a) to (c) as a main component. (A) An oligomer having an allyl ester group at the end and having the following structure derived from a divalent carboxylic acid and a polyvalent saturated alcohol inside: 20 to 80% by weight CH ₂ = CHCH ₂ -O- (COACOO-ZO) _{X -COACOO-CH 2 CH = CH} 2 However, a is an organic residue derived from a divalent carboxylic acid represented by the structural formula -1～6 (of 2), X is one or more 1
It is an integer of 0 or less, and Z represents an organic residue derived from a C2-30 polyvalent saturated alcohol having 2 to 4 hydroxyl groups.

[Chemical formula 2] (B) 1,2-cyclohexanedicarboxylic acid diallyl,
1,3-Cyclohexanedicarboxylic acid diallyl, 1,4
-Diallyl cyclohexanedicarboxylate, diallyl 4-cyclohexene-1,2-dicarboxylate, methyl-4-
At least one monomer selected from diallyl cyclohexene-1,2-dicarboxylate, diallyl endic acid, and diallyl [2,2,1] bicycloheptane-1,2-dicarboxylate
0 to 50% by weight (c) 5 to 40% by weight of alkyl acrylate and / or alkyl methacrylate

[0010]

[Chemical 2]

[0011] (B) 1,2-cyclohexanedicarboxylic acid diallyl, 1,3-cyclohexane Diallyl dicarboxylate, 1,4-cyclohexanediallylic acid diallyl, 4-dicarboxylic acid Chlorohexene-1,2-dicarboxylic acid diallyl, methyl-4-cyclohexene- 1,2-dicarboxylic acid diallyl, endic acid diallyl, [2,2,1] bis At least one selected from diallyl chlorheptane-1,2-dicarboxylate Monomer 0-50% by weight (C) Alkyl acrylate and / or alkyl methacrylate                                                         5-40% by weight

According to a second aspect of the present invention, the viscosity of the polymer composition at 30 ° C. is 10 to 20,000 mPa · s (c).
It is P) , It is the polymeric composition for optical materials of Claim 1 characterized by the above-mentioned. The invention of claim 3 of the present invention is the polymerization composition for an optical material according to claim 1 or 2, which contains a radical polymerization initiator. In the invention of claim 4 of the present invention, the radical polymerization initiator is at least one selected from the group consisting of diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate and di-sec-butyl peroxydicarbonate. It is a polymeric composition for optical materials of Claim 3 characterized by these. In the invention of claim 5 of the present invention, the content of the radical polymerization initiator is 1 to 10 with respect to 100 parts by weight of the polymerization composition.
The polymerization composition for optical materials according to claim 3 or 4, wherein the content is in the range of parts by weight. The invention according to claim 6 of the present invention is an organic glass for optical materials, which is obtained by curing the polymerization composition for optical materials according to any one of claims 1 to 5. The invention of claim 7 of the present invention comprises the polymer composition for an optical material according to any one of claims 1 to 5 at 30 ° C to 12 ° C.
The method for producing an organic glass for an optical material according to claim 6, wherein the organic lens is produced by curing by a cast polymerization method in a temperature range of 0 ° C.

The oligomer (a) used in the present invention can be synthesized from the corresponding dicarboxylic acid diallyl ester and polyhydric alcohol as described in JP-A-2-251509, although the raw materials are different.
Although low molecular weight raw material monomers such as allyl ester monomers remain in the synthesized oligomer (a), these remaining monomers can be used as they are without separation. In the present invention, an oligomer (a) containing a residual monomer such as an allyl ester monomer is also treated as an oligomer (a).

Here, as the divalent saturated alcohol which gives Z, ethylene glycol, propylene glycol, 1,3-propanediol, 1,4-butanediol, 1,3-butanediol, 2-methyl-1, 3-propanediol, neopentyl glycol, 1,5-pentanediol, 3-methyl-1,5-pentanediol, hexamethylene glycol, heptamethylene glycol, octamethylene glycol, nonamethylene glycol, decamethylene glycol, undecamethylene Glycol, dodecamethylene glycol, tridecamethylene glycol, eicosamethylene glycol, hydrogenated bisphenol-A, 1,4-cyclohexanedimethanol, 2-ethyl-2,5 pentanediol, 2-ethyl-1,3-hexanediene. Saturated glycols containing only carbon atoms such Lumpur, diethylene glycol, triethylene glycol, polyethylene glycol, a divalent saturated alcohols containing ether groups such as dipropylene glycol. Among them, when glycols such as 2-methyl-1,3-propanediol, neopentyl glycol, ethylene glycol, propylene glycol, and 1,3-butanediol are used, Tg does not relatively decrease, and It is preferable because a polymerized composition for optical materials having excellent weather resistance can be obtained.

Examples of trivalent or higher polyvalent saturated alcohols include glycerin, trimethylolethane, trimethylolpropane, pentaerythritol, sorbitol,
Examples include dineopentyl glycol and pentaerythritol ethylene oxide 4 mol adduct. The use of these is preferable from the viewpoint of heat resistance, but since the viscosity of the produced allyl ester oligomer is remarkably increased, it is preferable to use only a small amount.

If the amount of the allyl ester oligomer (a) used is too large, the viscosity will be too high depending on the molecular weight, and if it is too low, the shrinkage ratio will be large due to the remaining components. Therefore, it is 20 to 80% by weight, more preferably 30 to 7% by weight.
It is desirable to select from the range of 0% by weight.

Although the corresponding diallyl ester may remain as a monomer when the oligomer (a) is synthesized as described above, these can be used as they are as a blend. Further, the monomer (b) may be positively added afterwards for the purpose of lowering the viscosity. Examples of these monomers (b) include 1,2-cyclohexanedicarboxylic acid diallyl, 1,3-cyclohexanedicarboxylic acid diallyl, 1,4-cyclohexanedicarboxylic acid diallyl, 4-cyclohexene-1,2-dicarboxylic acid diallyl, methyl-4-cyclohexane-1,2-dicarboxylic acid diallyl, endic acid diallyl, [2,
At least one monomer selected from 2,1] bicycloheptane-1,2-dicarboxylic acid diallyl can be mentioned. However, if too much is used, the polymerization shrinkage ratio may increase, so 50
It is desirable to limit the amount used to less than or equal to wt%, more preferably less than or equal to 30 wt%.

However, these compositions alone cannot increase the molding cycle even if the polymerization rate is low and the shrinkage rate is low. Further, a cured product having a low viscosity has an impact resistance comparable to that of the ADC polymer, and it is necessary to increase the thickness of the central lens even if the specific gravity is reduced, and the merit of weight reduction cannot be fully utilized. Therefore, in order to improve these items, it is effective to add alkyl acrylate and / or alkyl methacrylate (c).

Examples of the alkyl acrylate or alkyl methacrylate (c) which can be used in the present invention include methyl methacrylate, ethyl methacrylate, cyclohexyl methacrylate, isobornyl methacrylate, isobornyl acrylate and 2-ethylhexyl acrylate. , N-butyl acrylate, ethyl acrylate, allyl methacrylate, n-butyl methacrylate and the like. If the amount of these compounds is too small, the above-mentioned drawbacks cannot be covered, but if they are used in too much, they are monofunctional compounds and have a significant effect on dyeability. . Therefore, the blending amount thereof is preferably 5 to 40 parts by weight, more preferably 10 to 30 parts by weight.

In addition, the viscosity of the polymerization composition for optical materials of the present invention after compounding is important, and when it is too high, the cast polymerization generally performed in ADC cannot be performed, and when it is too low, ADC before casting
Similarly to the above, it is necessary to increase the viscosity by prepolymerization. Therefore, as the viscosity after blending,
Within the range of the blending weight ratio of each of the above components, 10 to 20,000 m
Pa · s (cP) (30 ° C.), more preferably 50 to 3
It is desirable to adjust the formulation to be 000 mPa · s (cP) (30 ° C).

It is of course possible to dilute the polymerizable composition for optical materials of the present invention with another polymerizable monomer, and as such a monomer, allyl benzoate, diallyl phthalate, diallyl isophthalate, diallyl terephthalate, Allyl ester monomers such as diallyl adipate, triallyl isocyanurate, and triallyl trimellitate, and their prepolymers, and aromatic (meth) acrylic acid esters such as phenyl (meth) acrylate and benzyl (meth) acrylate. Vinyl esters such as vinyl benzoate and divinyl adipate, maleic acid derivatives such as dimethyl maleate, dibutyl maleate and dioctyl maleate, dimethyl fumarate,
Examples thereof include fumaric acid derivatives such as dibutyl fumarate and dioctyl fumarate, and maleimides such as N-cyclohexylmaleimide and N-phenylmaleimide. However,
The blending amount of these should be limited to the range where the physical properties of the polymerization composition for optical materials of the present invention do not change.

A radical curing agent may be added to the polymerization composition for optical materials of the present invention to effect curing. As this curing agent, it is possible to use any radical polymerization initiator as long as it can generate a radical by heat, microwaves, infrared rays, or ultraviolet rays, the use of the curable composition, the purpose, the blending of components. It can be appropriately selected depending on the ratio and the method of curing the curable composition.

In practice, diisopropyl peroxydicarbonate, di-
n-propyl peroxydicarbonate, di-sec-
Percarbonates such as butyl peroxydicarbonate are used in an amount of 1 to 10 parts by weight with respect to the polymerization composition for optical materials of the present invention, and the organic lens is cured by a cast polymerization method in a temperature range of 30 ° C to 120 ° C. It is preferable to obtain the above because it is not necessary to change the current organic glass production line, but depending on the viscosity of the composition, it may be necessary to perform casting at a high temperature, so in such a case dicumylper It is necessary to use an initiator having a high decomposition temperature such as oxide and di-t-butyl peroxide.

[0024]

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to the examples without departing from the gist of the present invention. (Production of Allyl Ester Oligomer) (Reference Example-1) 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer, 101 g of propylene glycol, and 0.5 g of dibutyltin oxide were charged into a 1-liter three-necked flask equipped with a distillation apparatus, and under a nitrogen stream. 18
The mixture was heated to 0 ° C., and the produced allyl alcohol was distilled off. When about 90g of allyl alcohol was distilled,
The pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled, heating was continued for another hour, and finally 190 ° C-
After holding at 1 mmHg for 1 hour, cool the reactor to 1,4
-440 g of a polymerizable oligomer containing 11% by weight of diallyl cyclohexanedicarboxylate was obtained. This is hereinafter referred to as Raw Material-A.

Reference Example-2 A 1 liter three-necked flask equipped with a distillation apparatus was charged with 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer, 86 g of neopentyl glycol, 22.5 g of pentaerythritol and 0.5 g of dibutyltin oxide. The mixture was heated to 180 ° C. under a nitrogen stream, and the produced allyl alcohol was distilled off. When about 85 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another hour, and finally 190 ° C-1mm.
After holding at Hg for 1 hour, the reactor was cooled and 18% by weight of 1,4-cyclohexanedicarboxylic acid diallyl monomer was added.
470 g of a polymerizable oligomer containing was obtained. This is hereinafter referred to as Raw Material-B.

Reference Example 3 A 1 liter three-necked flask equipped with a distillation apparatus was charged with 500 g of 1,3-cyclohexanedicarboxylic acid diallyl monomer, 138 g of neopentyl glycol and 0.5 g of dibutyltin oxide, and the mixture was heated at 180 ° C. under a nitrogen stream. Then, allyl alcohol produced was distilled off. When about 100 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After distilling the theoretical amount of allyl alcohol, continue heating for another hour,
After the final holding at 190 ° C.-1 mmHg for 1 hour, the reactor was cooled and the polymerizable oligomer 48 containing 10% by weight of 1,3-cyclohexanedicarboxylic acid diallyl monomer was added.
0 g was obtained. This is hereinafter referred to as Raw Material-C.

(Reference Example-4) 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer and ethylene glycol 82 were placed in a 1-liter three-necked flask equipped with a distillation apparatus.
g and dibutyltin oxide 0.5 g were charged and heated to 180 ° C. under a nitrogen stream to distill off the produced allyl alcohol. When about 90 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol has been distilled off, heating is continued for another hour and finally 1
After holding at 90 ° C.-1 mmHg for 1 hour, the reactor was cooled to obtain 425 g of a polymerizable oligomer containing 12% by weight of 1,4-cyclohexanedicarboxylic acid diallyl monomer. This is hereinafter referred to as Raw Material-D.

Reference Example 5 In a 1 liter three-necked flask equipped with a distillation apparatus, 1,4-cyclohexanedicarboxylic acid diallyl monomer (500 g) and diethylene glycol (1) were added.
44 g and dibutyltin oxide 0.5 g were charged and heated to 180 ° C. under a nitrogen stream to distill off the produced allyl alcohol. When about 100 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg,
The distillation rate of allyl alcohol was increased. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another hour, and finally, the temperature was maintained at 190 ° C.-1 mmHg for 1 hour, then the reactor was cooled and 9% by weight of 1,4-cyclohexanedicarboxylic acid diallyl monomer was added. 485 g of the included polymerizable oligomer was obtained. This is hereinafter referred to as Raw Material-E.

Reference Example 6 A 1 liter three-necked flask equipped with a distillation apparatus was charged with 500 g of 1,2-cyclohexanedicarboxylic acid diallyl monomer, 58 g of neopentyl glycol and 0.5 g of dibutyltin oxide, and 180 ° C. under a nitrogen stream. Then, allyl alcohol produced was distilled off. When about 40 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another 1 hour, and finally, the temperature was maintained at 190 ° C.-1 mmHg for 1 hour, then the reactor was cooled and 41% by weight of 1,2-cyclohexanedicarboxylic acid diallyl monomer was added. 425 g of the included polymerizable oligomer was obtained. This is hereinafter referred to as Raw Material-F.

Reference Example 7 In a 1-liter three-necked flask equipped with a distillation apparatus, 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer and 5 parts of propylene glycol were added.
0 g, neopentyl glycol 87 g, and dibutyltin oxide 0.5 g were charged and heated at 180 ° C. under a nitrogen stream to distill off the produced allyl alcohol. When about 120 g of allyl alcohol was distilled, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another hour, and finally 190 ° C-1mm.
After holding at Hg for 1 hour, the reactor was cooled to obtain 485 g of a polymerizable oligomer containing 4% by weight of 1,4-cyclohexanedicarboxylic acid diallyl monomer. This is hereinafter referred to as Raw Material-G.

Reference Example 8 A 1 liter three-necked flask equipped with a distillation apparatus was charged with 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer, 260 g of tricyclodecane dimethanol and 0.5 g of dibutyltin oxide and charged under a nitrogen stream. The mixture was heated to 180 ° C., and the produced allyl alcohol was distilled off. 100g of allyl alcohol
After distilling to some extent, the pressure inside the reaction system was reduced to 10 mmHg to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another 1 hour, and finally, the temperature was maintained at 190 ° C.-1 mmHg for 1 hour, then the reactor was cooled and 8% by weight of 1,4-cyclohexanedicarboxylic acid diallyl monomer was added. 600 g of the included polymerizable oligomer was obtained. This is hereinafter referred to as Raw Material-H.

Reference Example 9 In a 1-liter three-necked flask equipped with a distillation apparatus, 500 g of 1,4-cyclohexanedicarboxylic acid diallyl monomer, 119 g of 2-methyl-1,3-propanediol and 0.5 g of dibutyltin oxide.
Then, g was charged and the mixture was heated to 180 ° C. under a nitrogen stream to distill off the produced allyl alcohol. When about 100 g of allyl alcohol was distilled, the reaction system was heated to 10 mmH.
The pressure was reduced to g to accelerate the distillation rate of allyl alcohol. After the theoretical amount of allyl alcohol was distilled off, heating was continued for another 1 hour, and finally the temperature was maintained at 190 ° C.-1 mmHg for 1 hour. 460 g of the included polymerizable oligomer was obtained. This is hereinafter referred to as Raw Material-I.

(Examples 1 to 17) Compositions for polymerization were prepared according to the formulations shown in Tables 1 and 2, and diisopropyl peroxydicarbonate (abbreviated as IPP) was added to the compositions.
Were mixed in the amounts shown in Tables 1 and 2 and the temperature was raised from 40 ° C. to 120 ° C. in 2 hours by cast polymerization using a cellophane-clad glass plate, and the mixture was kept at 120 ° C. for 1 hour. A glass molded product was obtained. Physical properties of each example are shown in Tables 1 and 2.

Comparative Example 1 An ADC is used as a comparative example,
An organic glass molded product was obtained under the same curing conditions as in the examples. Various physical properties are also shown in Table 1, but cracks were likely to occur during molding, and the impact resistance of the molded product was also low.

Various physical properties were measured by the following test methods. 1. The volume shrinkage was calculated from the specific gravity before and after curing by the following formula. 2. The transmittance was measured according to ASTM D-1003. 3. Refractive index and Abbe number Measured using an Abbe refractometer (manufactured by Atago). 4. Surface hardness (pencil hardness) According to JIS K-5400, the test was carried out with a load of 1 kgf, and the maximum pencil hardness without scratches was shown. 5. Impact resistance According to the falling weight impact test method of JIS K-7211, a DuPont impact tester (manufactured by Toyo Seiki Seisakusho) is used to perform a test with a test piece thickness of 3 mm and a falling weight weight of 500 g, and 50%.
I calculated the breaking height. 6. Viscosity According to JIS K-7117, using Brookfield type single cylinder rotational viscometer, measurement temperature by S method 30
C. (However, it is 23.degree. C. according to JIS standard).

[0036]

[Table 1]

[0037]

[Table 2]

[0038]

The polymerized composition for optical materials of the present invention has a low volume shrinkage rate as compared with the case of using a conventional ADC.
Not only distortion is not generated during curing, but also a transparent cured product with high impact resistance is obtained, so it can be used not only in spectacle lenses but also in fields where optical properties such as prisms and optical discs are important. The utility value of is enormous.

Continuation of the front page (56) Reference JP-A-6-73145 (JP, A) JP-A-1-201316 (JP, A) JP-A-63-122714 (JP, A) JP-A-63-221118 (JP , A) (58) Fields investigated (Int. Cl. ⁷ , DB name) C08F 290/00-290/14 C08F 299/00-299/08 C08F 218/16 G02B 1/04 G02C 7/02

Claims (7)

(57) [Claims] 1. A polymerization composition for an optical material, comprising the following compounds (a) to (c) as a main component. (A) An oligomer having an allyl ester group at the end and having the following structure derived from a divalent carboxylic acid and a polyvalent saturated alcohol inside: 20 to 80% by weight CH ₂ = CHCH ₂ -O- (COACOO-ZO) _X -COACOO-CH ₂ CH = CH ₂ However, A is an organic residue derived from a divalent carboxylic acid represented by Structural Formulas-1 to 6 (Chemical Formula 1), and X is 1 or more and 1 or more.
It is an integer of 0 or less, and Z represents an organic residue derived from a C2-30 polyvalent saturated alcohol having 2 to 4 hydroxyl groups. [Chemical 1] (B) 1,2-cyclohexanedicarboxylic acid diallyl,
1,3-Cyclohexanedicarboxylic acid diallyl, 1,4
-Diallyl cyclohexanedicarboxylate, diallyl 4-cyclohexene-1,2-dicarboxylate, methyl-4-
At least one monomer selected from diallyl cyclohexene-1,2-dicarboxylate, diallyl endic acid, and diallyl [2,2,1] bicycloheptane-1,2-dicarboxylate
0 to 50% by weight (c) 5 to 40% by weight of alkyl acrylate and / or alkyl methacrylate 2. The viscosity of the polymer composition at 30 ° C. is 10 to 2
The polymerization composition for optical materials according to claim 1, wherein the polymerization composition is 0000 mPa · s (cP) . 3. It is characterized by containing a radical polymerization initiator.
The light according to claim 1 or claim 2
Polymeric composition for academic materials. 4. The radical polymerization initiator is diisopropyl peroxide.
-Oxydicarbonate, di-n-propylperoxy
Dicarbonate and di-sec-butylperoxydi
At least one selected from the group consisting of carbonates
The above is the third aspect of the present invention.
Polymerizable composition for optical materials. 5. The radical polymerization initiator content is a polymerization composition.
1 to 10 parts by weight based on 100 parts by weight of the product.
Claims 3 or 4 characterized in that
Polymerization compositions for optical materials listed above . 6. Any one of claims 1 to 5
Optical obtained by curing the polymer composition for optical materials described in
Organic glass for materials. 7. Any one of claims 1 to 5
The polymer composition for optical materials according to any one of
Organic lens that is cured by the cast polymerization method in the temperature range of ℃
7. The method according to claim 6, characterized in that
Method for producing organic glass for optical materials of.