KR102006338B1 - Polymerizable composition for polythiourethane plastic lens - Google Patents

Abstract

The embodiment relates to a polymerizable composition for a polythiourethane-based plastic lens, the embodiment controls the type and content of the polythiol compound and the isocyanate compound during polymerization of the polythiourethane-based plastic lens, and storage modulus at room temperature and high temperature and their By controlling the amount of change, the energy reduction (KEL) value and the glass transition temperature obtained therefrom, a polythiourethane-based plastic lens having improved impact resistance and heat resistance can be manufactured.

Description

Polymerizable composition for polythiourethane-based plastic lenses {POLYMERIZABLE COMPOSITION FOR POLYTHIOURETHANE PLASTIC LENS}

The embodiment relates to a polymerizable composition for a polythiourethane-based plastic lens.

Since the plastic optical material is lighter than the optical material made of an inorganic material such as glass and is not easily broken and excellent in dyeing, plastic materials of various resins are widely used as optical materials such as spectacle lenses and camera lenses. In recent years, higher performance of optical materials is required, and in particular, high transparency, high refractive index, low specific gravity, high heat resistance, high impact resistance, and the like are required.

Polythiourethane-based compounds are widely used as optical materials because of their excellent optical properties and mechanical properties. The polythiourethane-based compound may be prepared by reacting a polythiol compound and an isocyanate compound, and the physical properties of the polythiol compound and the isocyanate compound have a great influence on the physical properties of the polythiourethane-based compound to be produced.

Specifically, the optical lens manufactured from the polythiourethane-based compound can increase the refractive index by controlling the structure, and / or sulfur content of the monomers, and other plastics, including acrylic, by appropriately designing the content, type, etc. of the monomers. Impact resistance can be improved than the lens material.

In recent years, studies have been attempted to introduce an ester group, which is a soft group, to a thiol-based compound to improve the impact resistance of the polythiourethane-based optical material obtained therefrom. For example, Korean Patent No. 10-1363198 discloses a technique for preparing pentaerythritol mercaptocarboxylic acid ester by applying an ester group to polythiol, but in the patent, the polythiol contains a small amount of ester group and thus impact resistance. There is a limit to the improvement of sex.

In addition, when the composition is designed only for the improvement of impact resistance, heat resistance is insufficient and deformation of the lens occurs due to heat in a post-process such as coating or coloring after lens casting. In addition, when the lens is exposed for a long time, such as in midsummer or high temperature environmental conditions, problems also arise in terms of long-term reliability, such as the focal length of the lens is shifted.

Republic of Korea Patent No. 10-1363198

Accordingly, the embodiment is to provide a polymerizable composition for a polythiourethane-based plastic lens excellent in both heat resistance and impact resistance.

Examples are polymerizable compositions comprising at least a bifunctional polythiol compound and at least a bifunctional isocyanate compound, wherein (i) storage modulus at room temperature (25 ° C.) / Storage modulus at 70 ° C. when polymerized with a polythiourethane-based plastic lens The ratio of 1 to 10, (ii) the storage modulus at room temperature (25 ℃) is 100 to 3,000 MPa, (iii) the energy attenuation (KEL) at room temperature (25 ℃) according to the following equation (1) is 1 To 50 and (iv) a glass transition temperature (Tg) of 70 to 160 ° C., which provides a polymerizable composition for a polythiourethane-based plastic lens:

[Equation 1]

KEL (energy ^{attenuation) = tanδⅩ 10 12 / [E} '(@ 25 ℃) Ⅹ (1+ (tanδ) 2)]

Where E ′ (@ 25 ° C.) is the storage modulus at room temperature (25 ° C.) and tan δ is the ratio of loss modulus / storage modulus at room temperature (25 ° C.).

Example is to adjust the type and content of the polythiol compound and isocyanate compound in the polymerization of the polythiourethane-based plastic lens, the storage modulus at room temperature and high temperature, the amount of change thereof, the energy reduction (KEL) value and glass transition temperature obtained therefrom By controlling, a polythiourethane-based plastic lens having improved impact resistance and heat resistance can be manufactured.

1 is a graph showing storage modulus with temperature.
2 is a graph showing tan δ values according to temperature.

The polythiourethane-based plastic lens according to the embodiment is obtained from a polymerizable composition comprising a bifunctional or higher polythiol compound and a bifunctional or higher isocyanate compound, and (i) a storage modulus at room temperature (25 ° C.) (E ′ (@ 25). (° C.)) / Storage modulus (E ′ (@ 70 ° C.)) at 70 ° C. is from 1 to 10, (ii) the storage modulus at room temperature (25 ° C.) is from 100 to 3,000 MPa, and (iii) Energy loss factor (KEL) at room temperature (25 ° C.) according to Equation 1 is 1 to 50, and (iv) glass transition temperature (Tg) is 70 to 160 ° C .:

[Equation 1]

KEL (energy attenuation) = tanδⅩ 10 ¹² / [E '(@ 25 ° C) Ⅹ (1+ (tanδ) ² )]

Where E ′ (@ 25 ° C.) is the storage modulus at room temperature (25 ° C.) and tan δ is the ratio of loss modulus / storage modulus at room temperature (25 ° C.).

The KEL value may be defined as the energy per unit volume lost in each strain based on ASTM D4092-90 (Standard Terminology Relating to Dynamic Mechanical Measurements of Plastics).

In the polythiourethane-based plastic lens, the ratio of the storage modulus at room temperature (25 ° C.) and 70 ° C. (E ′ (@ 25 ° C.) / E ′ (@ 70 ° C.)) is 1 to 10, 1 to 8, or It may be 1 to 5. Furthermore, in the lens, the storage modulus at room temperature (25 ° C.) may be 100 to 3,000 MPa, 100 to 2,800 MPa, or 100 to 2,500 MP (see Experimental Example (1)). In addition, the glass transition temperature (Tg) of the lens may be 70 to 160 ℃, 70 to 150 ℃, 80 to 120 ℃, or 90 to 115 ℃ (see Experimental Example (2)). The smaller the difference in the modulus value before the glass transition temperature (Tg), the more the impact resistance can be improved, so it is important to have a modulus value within the above range.

 In addition, the polythiourethane-based plastic lens may have a KEL value of 1 to 50, 1 to 40, 1 to 30, 1 to 20, or 5 to 20 at room temperature (25 ° C.) according to Equation (1) See example (1)). When it is in the said range, the impact resistance of a lens can be improved more. Specifically, the higher the KEL value of the lens, the greater the energy absorbed and extinguished by the lens itself, so that it is not easily destroyed by an external impact. In general, a method of increasing the KEL value is a method of softening the lens. To this end, the average number of functional groups of the polymerizable composition may be lowered, or a crosslinking density may be adjusted by selecting a monomer having a large molecular weight. However, when too softened, the heat resistance of the lens may be insufficient, which may cause deformation in a subsequent process such as coating and coloring, and may cause problems such as a focal length of the lens being changed when the lens is exposed to high temperature. It is important to have.

Therefore, as described above, not only the storage modulus above a certain value should be maintained at room temperature, the temperature at the time of lens manufacture and the use temperature, but also the amount of change in the storage modulus before the glass transition temperature should be designed to be below a certain level. In addition, the glass transition temperature should be so high as not to affect the post-process, it is important to have a KEL value within the above range.

The polythiol compound may include a plurality of sulfur, and may be a polythiol compound having a bifunctional or more than two functions, or a bifunctional or more than four functions. The polythiol compound may have a weight average molecular weight of 200 to 3,000 g / mol, or 220 to 2,000 g / mol. When in the above range, the molecular weight between the crosslinking point, that is, the crosslinking density can be adjusted within the required range, and the lens has an appropriate level of viscosity during casting, which facilitates workability, thereby improving the yield in manufacturing the lens.

The polythiol compound can be produced by a known method, and commercially available ones can be purchased and used.

(n은 9 내지 12의 유리수), 및

(x, y 및 z는 각각 독립적으로 1 내지 10의 정수이고, x+y+z=20)으로 이루어진 군으로부터 선택되는 1종 이상일 수 있다.The polythiol compound is 1,9-dimercapto-3,7-dithianonane (1,9-dimercapto-3,7-dithianonane), 1,13-dimercapto-3,7,11-tree Tiatridecane (1,13-dimercapto-3,7,11-trithiatridecane), glycol di (3-mercaptopropionate), 1,4-dithiane-2,5 1,4-dithiane-2,5-diyldimethanethiol, 4-mercaptomethyl-1,8-dimercapto-3,6-dithiaoctane (4-mercaptomethyl-1,8-dimercapto- 3,6-dithiaoctane), 2-mercaptomethyl-1,5-dimercapto-3-thiapentane (2-mercaptomethyl-1,5-dimercapto-3-thiapentane), trimethylolpropane tris (3-mercapto Propionate) (trimethylolpropane tris (3-mercaptopropionate)), 4,8-di (mercaptomethyl) -1,11-dimercapto-3,6,9-trithiaoundecan (4,8-di ( mercaptomethyl) -1,11-dimercapto-3,6,9-trithiaundecane), 5,9-di (mercaptoethyl) -1,12-dimercapto-3,7,10-trithiadodecane (5, 9-di (mercaptoethyl) -1,12-dimercapto-3,7,10-trithiadodecane), pentaerythritol Tetrakis (3-mercaptopropionate) (pentaerythritol tetrakis (3-mercaptopropionate)), pentaerythritol tetrakis (mercaptoacetate) (pentaerythritol tetrakis (mercaptoacetate)),

(n is a rational number of 9 to 12), and

(x, y and z are each independently an integer of 1 to 10, and may be one or more selected from the group consisting of x + y + z = 20).

(x, y 및 z는 각각 독립적으로 1 내지 10의 정수이고, x+y+z=20)으로 이루어진 군으로부터 선택되는 1종 이상일 수 있다.Specifically, the polythiol compound is glycol di (3-mercaptopropionate), 1,4-dithiane-2,5-diylmethanethiol, 4-mercaptomethyl-1,8-dimercapto-3 , 6-dithiaoctane, trimethylolpropane tris (3-mercaptopropionate), 4,8-di (mercaptomethyl) -1,11-dimercapto-3,6,9-trithiaoundecan , 5,9-di (mercaptoethyl) -1,12-dimercapto-3,7,10-trithiadodecane, pentaerythritol tetrakis (3-mercaptopropionate), pentaerythritol tetra Kiss (mercaptoacetate), and

(x, y and z are each independently an integer of 1 to 10, and may be one or more selected from the group consisting of x + y + z = 20).

More specifically, the polythiol compound may be divided into first and second polythiol compounds by the presence or absence of an ester group and the molecular weight. Specifically, the first polythiol compound may be a polythiol compound different from the second polythiol compound, and may have a weight average molecular weight of 200 to 1,500 g / mol, or 220 to 1,400 g / mol. The second polythiol compound may have a weight average molecular weight of 400g / mol or more, 400 to 3,000g / mol, or 400 to 2,000g / mol while having an ester group at the terminal.

(x, y 및 z는 각각 독립적으로 1 내지 10의 정수이고, x+y+z=20)을 포함할 수 있다. For example, the first polythiol compound may be glycol di (3-mercaptopropionate), 1,4-dithiane-2,5-diylmethanethiol, 4-mercaptomethyl-1,8-dimercapto -3,6-dithiaoctane, trimethylolpropane tris (3-mercaptopropionate), 4,8-di (mercaptomethyl) -1,11-dimercapto-3,6,9-trithia Undecane, and 5,9-di (mercaptoethyl) -1,12-dimercapto-3,7,10-trithiadodecane. Further, the second polythiol compound is pentaerythritol tetrakis (3-mercaptopropionate), pentaerythritol tetrakis (mercaptoacetate), and

(x, y and z are each independently an integer of 1 to 10, and may include x + y + z = 20).

The first polythiol compound may be included in an amount of 45 to 70 parts by weight, or 50 to 70 parts by weight based on the total weight of the polythiol compound, and the second polythiol compound may be 50 to 75 parts by weight, or 55 to 55 parts by weight. It may be included in an amount of 75 parts by weight. Within this content range, more transparent lenses can be produced and are more advantageous in terms of heat resistance and impact resistance.

The isocyanate compound may be an isocyanate compound having a bifunctional or more than two functions or a bifunctional or more than four functions. The isocyanate compound may have a weight average molecular weight of 150 to 510 g / mol, 160 to 505 g / mol or 160 to 500 g / mol. When in the above range, it is possible to improve the lens manufacturing yield by adjusting the crosslinking density and viscosity to an appropriate level.

The isocyanate compound is isophorone diisocyanate, 1,6-diisocyanatohexane, 1,3-bis (isocyanatomethyl) cyclohexane (1,3-bis (isocyanatomethyl) ) cyclohexane, bis (4-isocyanatocyclohexyl) methane, m-xylylene diisocyanate, and 1,3,5-tris (6-iso) Cyanatohexyl) -1,3,5-triazine-2,4,6-trione (1,3,5-tris (6-isocyanatohexyl) -1,3,5-triazinane-2,4,6- trione) may be one or more selected from the group consisting of.

Specifically, the isocyanate compound is 1,6-diisocyanatohexane, 1,3-bis (isocyanatomethyl) cyclohexane, m-xylylene diisocyanate, and 1,3,5-tris (6-isosia) Natohexyl) -1,3,5-triazine-2,4,6-trione may be one or more selected from the group consisting of.

According to one embodiment, the polythiol compound has a bifunctional or more than four functional, has a weight average molecular weight of 200 to 3,000 g / mol, or 220 to 2,000 g / mol, the isocyanate compound is a bi-functional or more than four functional It may have a weight average molecular weight of 150 to 510g / mol, 160 to 505g / mol or 160 to 500g / mol.

According to an embodiment, the polythiol compound is bifunctional or more than four functional, has a weight average molecular weight of 200 to 1,500 g / mol, or 220 to 1,400 g / mol, the isocyanate compound is bi-functional or more than four functional It may have a weight average molecular weight of 150 to 510g / mol, 160 to 505g / mol or 160 to 500g / mol.

According to one embodiment, the polythiol compound has an ester group at the terminal, the bifunctional or more than tetrafunctional agent having a weight average molecular weight of 400g / mol or more, 400 to 3,000g / mol, or 400 to 2,000g / mol It may be a di- or more than four functional first polythiol compound having a weight average molecular weight of 200 to 1,500 g / mol, or 220 to 1,400 g / mol different from the two polythiol compound and the second polythiol compound, The isocyanate compound may be two or more functional groups or four functional groups or less, and may have a weight average molecular weight of 150 to 510 g / mol, 160 to 505 g / mol, or 160 to 500 g / mol.

The polymerizable composition may include a polythiol compound and an isocyanate compound in a weight ratio of 20:80 to 80:20. Furthermore, the polymerizable composition may have a (NCO) / (OH + SH) equivalent ratio (molar ratio of functional group) of 0.8 to 1.2, 0.9 to 1.1, or 1 to 1.1. When it is in the above range, it is possible to ensure the numerical stability of the cured product, to control the reaction rate to suppress the appearance defects, to maintain the appropriate curing density can improve the heat resistance and strength.

The polymerizable composition may further include additives such as an internal mold release agent, a heat stabilizer, a reaction catalyst, an ultraviolet absorber, and a blueing agent according to the purpose.

As the ultraviolet absorber, benzophenone-based, benzotriazole-based, salicylate-based, cyanoacrylate-based, oxanilide-based and the like may be used.

The internal mold release agent includes a fluorine-based nonionic surfactant having a perfluoroalkyl group, a hydroxyalkyl group or a phosphate ester group; Silicone-based nonionic surfactants having a dimethylpolysiloxane group, a hydroxyalkyl group or a phosphate ester group; Alkyl quaternary ammonium salts such as trimethylcetyl ammonium salt, trimethylstearyl ammonium salt, dimethylethylcetyl ammonium salt, triethyldodecyl ammonium salt, trioctylmethyl ammonium salt, diethylcyclohexadodecyl ammonium salt and the like; And components selected from acidic phosphate esters may be used alone or in combination of two or more thereof.

As said reaction catalyst, the well-known reaction catalyst used for manufacture of a polythiourethane type resin can be added suitably. For example, Dialkyl tin halides, such as dibutyl tin dichloride and dimethyl tin dichloride; Dialkyl tin dicarboxylates such as dimethyl tin diacetate, dibutyl tin dioctanoate and dibutyl tin dilaurate; Dialkyl tin dialkoxides such as dibutyl tin dibutoxide and dioctyl tin dibutoxide; Dialkyl tin di (thioalkoxide) such as dibutyltin di (thiobutoxide); Dialkyl tin oxides such as di (2-ethylhexyl) tin oxide, dioctyltin oxide, and bis (butoxydibutyltin) oxide; It may be selected from the group consisting of dialkyl tin sulfides such as dibutyl tin sulfide. Specifically, one or more may be selected from the group consisting of dialkyl tin halides such as dibutyl tin dichloride and dimethyl tin dichloride.

The thermal stabilizer may be one or more of metal fatty acid salts, phosphorus, lead, organotin.

The bluing agent has an absorption band in the wavelength range of orange to yellow in the visible light region, and has a function of adjusting the color of the optical material made of resin. The bluing agent may include, but is not particularly limited to, a substance which shows, specifically, “blue to purple”. In addition, examples of the bluing agent may include dyes, fluorescent whitening agents, fluorescent pigments, inorganic pigments, and the like, and may be appropriately selected according to physical properties, resin colors, and the like required for optical components to be manufactured. Said bluing agent can be used individually or in combination of 2 or more types, respectively. In view of solubility in the polymerizable composition and transparency of the resulting optical material, a dye is preferred as the bluing agent. In view of the absorption wavelength, the dye may specifically be a dye having a maximum absorption wavelength of 520 to 600 nm, and more specifically a dye having a maximum absorption wavelength of 540 to 580 nm. From the viewpoint of the structure of the compound, an anthraquinone dye is preferable as the dye. The addition method of a bluing agent is not specifically limited, It can add to the preliminary monomer type. Specifically, the method of adding the bluing agent may be dissolved in a monomer, or a master solution containing a high concentration of bluing agent is prepared, and the method is diluted with a monomer or another additive using the master solution. Can be used.

The embodiment may heat-cure the polymerizable composition as described above in a mold to manufacture a polythiourethane-based plastic lens.

Specifically, the polymerizable composition is degassed under reduced pressure, and then injected into the lens molding mold after filtration. Such degassing and mold injection can be carried out for 10 to 60 minutes, for example in the temperature range of 10 to 40 ℃. After injection into the mold, polymerization is usually carried out by gradually heating from a low temperature to a high temperature. The temperature of the polymerization reaction may be, for example, 10 to 150 ℃, specifically may be 25 to 120 ℃.

The filtered polymerizable composition may be injected into the glass mold assembled by the adhesive tape using nitrogen pressure. The glass mold into which the composition is injected may be polymerized by gradually raising the temperature in a forced circulation oven. Specifically, the temperature can be raised from 25 ° C to 120 ° C at a rate of 5 ° C / min, polymerized at 120 ° C for 18 hours, then further cured at 130 ° C for 4 hours, and released from a glass mold to obtain a plastic lens.

The polythiourethane-based plastic lens can be manufactured in various shapes by changing the mold (mould) used in manufacturing. Specifically, the lens may be in the form of an eyeglass lens, a camera lens, or the like. Specifically, the spectacle lens manufactured by the above method may be manufactured in various ways depending on the preference of the user.

The reaction molar ratio of the polythiol compound and the isocyanate compound in the polymerization reaction may be 0.5 to 1.2: 1, or 0.5 to 1.1: 1.

The polythiourethane-based plastic lens may be subjected to surface polishing, antistatic treatment, hard coat treatment, anti-reflection for antireflection, high hardness, abrasion resistance, chemical resistance, anti-fogging, or fashion, as necessary. Physical and chemical treatments such as a coat treatment, a dyeing treatment, and a dimming treatment can be performed to improve the coating.

As described above, the embodiment controls the type, content, and the like of the polythiol compound and the isocyanate compound during polymerization of the polythiourethane-based plastic lens, and the storage modulus at room temperature and high temperature, the amount of change thereof, and the energy decay (KEL) value obtained therefrom By controlling the transition temperature, a polythiourethane-based plastic lens having improved impact resistance and heat resistance can be manufactured.

Hereinafter, the present invention will be described in more detail with reference to the following examples. However, the following examples are only for illustrating the present invention, and the scope of the present invention is not limited thereto.

EXAMPLE

As the polythiol compound and the isocyanate compound used in the following examples, the compounds of Tables 1 and 2 were used.

Example 1 Preparation of Plastic Lens

Preparation of Polymerizable Compositions

As the polythiol compound, 77 parts by weight of the first polythiol compound (polythiol compound No. 1) and 210.1 parts by weight of the second polythiol compound (polythiol compound No. 5) were mixed, followed by 1,6-diisocyanatohexane ( 108.7 parts by weight of isocyanate compound 1) was added and mixed uniformly. 0.01 parts by weight of dibutyltin dichloride as a polymerization catalyst, 0.1 parts by weight of Zelec® UN as an internal mold release agent and 0.2 parts by weight of UV stabilizer Seesorb® 709 were added thereto, and mixed to prepare a polymerizable composition.

Manufacture of plastic lenses

The polymerizable composition was degassed at 600 Pa for 1 hour and then filtered through a 3 μm Teflon filter. The filtered polymerizable composition was injected into a glass mold mold assembled by tape. The mold mold was heated at a rate of 5 ° C./min from 25 ° C. to 120 ° C. and polymerized at 120 ° C. for 18 hours. Then, the cured resin in the glass mold mold was further cured at 130 ° C. for 4 hours, and then the molded body (plastic lens) was released from the glass mold mold.

Examples 2 to 5 and Comparative Examples 1 to 3

A plastic lens was manufactured in the same manner as in Example 1, except that the type and / or weight ratio of the polythiol compound and the isocyanate compound was changed as described in Table 3 below.

Experimental Example: Checking Physical Properties

The physical properties of the polymerizable compositions prepared above were measured as described below, and the measurement results are shown in Table 4 below.

(1) storage modulus and KEL

Dynamic Mechanical Thermal Analysis was performed on the plastic lenses manufactured in Examples 1 to 5 and Comparative Examples 1 to 3 at 4 ° C./min, 1 Hz using a dynamic mechanical thermal analyzer (DMA Q800), Storage modulus at 25 ° C. (E ′ (@ 25 ° C.)) and storage modulus at 70 ° C. (E ′ (@ 70 ° C.)) and tanδ were obtained. The ratio of the storage modulus at room temperature (25 ° C.) / 70 ° C. (E ′ (@ 25 ° C.) / E ′ (@ 70 ° C.)) and room temperature according to Equation 1 Energy decay (KEL) in degrees Celsius) was calculated.

[Equation 1]

KEL (energy attenuation) = tanδⅩ 10 ¹² / [E '(@ 25 ° C) Ⅹ (1+ (tanδ) ² )]

(2) Glass transition temperature (Tg, ℃)

For the plastic lenses produced in Examples 1 to 5 and Comparative Examples 1 to 3, glass was penetrated by a penetrating method (50 g load, pin wire 0.5 mm φ, heating rate 10 ° C./min) using TMA Q400 (TA). The transition temperature (Tg) was measured.

(3) impact resistance

After fixing the plastic lenses manufactured in Examples 1 to 5 and Comparative Examples 1 to 3, 16g of steel balls were dropped at a height of 127 cm to observe whether the lens was broken or cracked. If the surface of the lens was cracked or the lens was broken, it was evaluated as a pass.

(4) heat deformation

Five molded articles prepared in Examples 1 to 5 and Comparative Examples 1 to 3 were each manufactured according to ISO 75 reference values (lengthⅩwidthⅩwidth = 80mmⅩ10mmⅩ4mm), and were subjected to a heat deflection temperature (HDT) tester (HD- PC, Yasuda Co., Ltd. was evaluated as a pass that the sample is deformed at an average of 90 ℃ or more pass, and a sample that deforms at an average of 90 ℃ or less as a Fail.

As shown in Table 4, most of the polythiourethane-based plastic lens prepared in Examples 1 to 5 is a storage modulus at room temperature (25 ℃), and room temperature ( The storage modulus ratio at 25 ° C./storage modulus at 70 ° C. was measured low, and the KEL value obtained therefrom was also markedly low. In addition, the lenses of Examples 1 to 5 showed a higher glass transition temperature than the lenses of Comparative Examples 1 to 3. Furthermore, the lenses of Examples 1 to 5 showed excellent results in terms of both impact resistance and heat deformation, but the lenses of Comparative Examples 1 to 3 exhibited excellent impact resistance and poor results in terms of heat deformation.

Claims (8)

Bifunctional or higher polythiol compounds; And
As a polymeric composition containing a bifunctional or more isocyanate compound,
When polymerizing with a polythiourethane-based plastic lens
(i) the ratio of storage modulus at room temperature (25 ° C.) / storage modulus at 70 ° C. is 1 to 10,
(ii) the storage modulus at room temperature (25 ° C.) is 100-3,000 MPa,
(iii) the energy attenuation (KEL) at room temperature (25 ° C.) according to Equation 1 is 1 to 50,
(iv) the glass transition temperature (Tg) is 70 to 160 ° C,
(v) the heat deflection temperature (HDT) is at least 90 ℃,
Polymerizable composition for polythiourethane-based plastic lens:
[Equation 1]
KEL (energy attenuation) = tanδⅩ 10 ¹² / [E '(@ 25 ° C) Ⅹ (1+ (tanδ) ² )]
Where
E '(@ 25 ° C) is the storage modulus at room temperature (25 ° C),
tan δ is the ratio of loss modulus / storage modulus at room temperature (25 ° C.). The method of claim 1,
The said polythiol compound is bifunctional or more than tetrafunctional, and has a weight average molecular weight of 200-3,000 g / mol, The polymeric composition for polythiourethane type plastic lenses. The method of claim 2,
The polythiol compound is glycol di (3-mercaptopropionate), 1,4-dithiane-2,5-diylmethanethiol, 4-mercaptomethyl-1,8-dimercapto-3,6- Dithiaoctane, trimethylolpropane tris (3-mercaptopropionate), 4,8-di (mercaptomethyl) -1,11-dimercapto-3,6,9-trithiaoundecan, and 5 A first polythiol including, 9-di (mercaptoethyl) -1,12-dimercapto-3,7,10-trithiadodecane; And pentaerythritol tetrakis (3-mercaptopropionate), pentaerythritol tetrakis (mercaptoacetate), and

A polymerizable composition for a polythiourethane-based plastic lens, wherein x, y and z are each independently integers of 1 to 10 and include a second polythiol compound containing x + y + z = 20. The method of claim 3,
The polymer composition for a polythiourethane-based plastic lens, wherein the second polythiol compound includes an ester group and has a weight average molecular weight of 400 to 3,000 g / mol. The method of claim 1,
The polymerizable composition for polythiourethane-based plastic lenses, wherein the isocyanate compound is bifunctional or more than tetrafunctional and has a weight average molecular weight of 150 to 510 g / mol. The method of claim 5,
The isocyanate compounds are isophorone diisocyanate, 1,6-diisocyanatohexane, 1,3-bis (isocyanatomethyl) cyclohexane, bis (4-isocyanatocyclohexyl) methane, m-xylylene diisocyanate And at least one member selected from the group consisting of 1,3,5-tris (6-isocyanatohexyl) -1,3,5-triazine-2,4,6-trione. Polymerizable composition for. The method of claim 1,
The polythiol compound is bifunctional or higher than tetrafunctional and has a weight average molecular weight of 200 to 3,000 g / mol,
The polymerizable composition for polythiourethane-based plastic lenses, wherein the isocyanate compound is bifunctional or more than tetrafunctional and has a weight average molecular weight of 150 to 510 g / mol. The method of claim 1,
A polymerizable composition for a polythiourethane-based plastic lens, wherein the polymerizable composition comprises the polythiol compound and the isocyanate compound in a weight ratio of 20:80 to 80:20.

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