JP2011024916A - Lens for medical use - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a resin lens for medical use which is low in optical transmittance in the UV light wavelength area of 200-400 nm, does not have large absorption power in the wavelength area of over 450 nm, has a substantially natural lens color, and excellently secures a visual field in a room. <P>SOLUTION: The resin lens for medical use is characterized by, with respect to the synthetic resin of 100 part by mass, mixing the triazine based compound of 0.001-20 part by mass, which is expressed by a general expression (1) (in the expression, R<SP>1</SP>expresses 1-12C straight chain or branch alkyl group or the like, and R<SP>2</SP>expresses 1-8C alkyl group or 2-8C alkenyl group). <P>COPYRIGHT: (C)2011,JPO&INPIT

Description

  The present invention relates to a medical resin lens, and more particularly, to a medical resin lens formed by blending a specific triazine compound.

  As for medical lenses, resin lenses are widely used because they are superior in safety, ease of processing, and the like as compared with glass lenses.

  It is known that the retina, lens and the like of the eye are damaged by ultraviolet rays having a wavelength of 200 to 400 nm and cause cataracts and keratitis. In addition, since ultraviolet rays in this wavelength region are a factor that deteriorates the resin, it is desired that medical lenses do not transmit this ultraviolet region. In addition, for eyeglass lenses, lenses that completely cut the wavelength of 400 to 500 nm are also useful for the purpose of reducing glare, but the lens color is too dark, the indoor field of view is dark, and contrast sensitivity There is a problem that decreases. Therefore, especially for cataract patients, there is a need for a lens that completely cuts only the wavelength region near 200 to 400 nm, transmits wavelengths exceeding 450 nm, and allows the lens color to be more natural and ensure the brightness of the field of view even indoors. Has been.

  In the past, it has been studied to add various UV absorbers such as benzotriazole UV absorbers, benzophenone UV absorbers, and triazine UV absorbers to medical lenses in anticipation of UV shielding effects. Patent Documents 1 and 2 describe a method of impregnating an ultraviolet absorbent solution with a synthetic resin lens and coat the resin surface. Patent Document 3 discloses a method of blending a carbonate / acrylic resin with an organic acid cobalt compound. Patent Document 4 No. 7 discloses a method of blending a benzotriazole ultraviolet absorber with a thiourethane resin or a carbonate resin, and Patent Document 8 discloses a method of copolymerizing an epithiosulfide monomer and a benzotriazole ultraviolet absorber. Yes.

Japanese Patent Laid-Open No. 01-230003 JP 09-269401 A JP 05-212103 A JP 58-122501 A Japanese Patent Laid-Open No. 02-093422 JP-A-11-231102 JP 11-295502 A JP 2001-091906 A

  However, in order to obtain sufficient performance with the ultraviolet absorbers that have been studied for use and use, it is necessary to add a large amount to the resin. As a result, the polymerization reaction of the resin is affected, or the manufactured resin lens There are problems such as the color tone seen through the screen differing from the actual color tone and the physical properties of the resin lens are inferior. Furthermore, although conventional UV absorbers can cut wavelengths of 200 to 400 nm in terms of UV absorption capability, they also have absorption capability in the wavelength region exceeding 450 nm, so that they can be said to be sufficient in terms of securing the lens color and indoor visibility. It wasn't.

  Therefore, an object of the present invention is to completely cut light in the ultraviolet wavelength region of 200 to 400 nm, have no large absorptivity in the wavelength region exceeding 450 nm, have a natural lens color, and secure indoor visibility. An object of the present invention is to provide a medical resin lens excellent in the above.

  As a result of intensive studies to solve the above problems, the present inventors have found that the above problems can be solved by blending a specific triazine compound into a synthetic resin, and the present invention has been completed.

（式中、Ｒ^１は炭素原子数１〜１２の直鎖又は分岐のアルキル基、炭素原子数３〜８のシクロアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数６〜１８のアリール基、炭素原子数７〜１８のアルキルアリール基又は炭素原子数７〜１８のアリールアルキル基を表す。但し、これらのアルキル基、シクロアルキル基、アルケニル基、アリール基、アルキルアリール基又はアリールアルキル基は、ヒドロキシ基、ハロゲン原子、炭素原子数１〜１２のアルキル基又はアルコキシ基で置換されていてもよく、酸素原子、硫黄原子、カルボニル基、エステル基、アミド基又はイミノ基で中断されていてもよい。また、前記の置換及び中断は組み合わされてもよい。Ｒ^２は炭素原子数１〜８のアルキル基又は炭素原子数２〜８のアルケニル基を表す。）で表されるトリアジン系化合物０．００１〜２０質量部を配合してなることを特徴とするものである。 That is, the medical resin lens of the present invention is represented by the following general formula (1) with respect to 100 parts by mass of the synthetic resin as the base resin.

(In the formula, R ¹ is a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or 6 to 18 carbon atoms. An aryl group, an alkylaryl group having 7 to 18 carbon atoms, or an arylalkyl group having 7 to 18 carbon atoms, provided that these alkyl groups, cycloalkyl groups, alkenyl groups, aryl groups, alkylaryl groups, or arylalkyls. The group may be substituted with a hydroxy group, a halogen atom, an alkyl group having 1 to 12 carbon atoms or an alkoxy group, and is interrupted by an oxygen atom, a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group. and may be. also, may be combined wherein the substituted and interrupted .R ² is alkenyl alkyl or 2 to 8 carbon atoms having 1 to 8 carbon atoms It is formed by blending 0.001 to 20 parts by weight represented by the triazine compound and represented.) The is characterized in.

（式中、Ｒ^３は炭素原子数１〜１２の直鎖又は分岐のアルキル基を表す。但し、これらのアルキル基はヒドロキシ基、ハロゲン原子又はアルコキシ基で置換されていてもよく、酸素原子、硫黄原子、カルボニル基、エステル基、アミド基又はイミノ基で中断されていてもよい。）で表されることが好ましく、前記合成樹脂がポリカーボネート樹脂、アクリル樹脂、ポリエステル樹脂、シクロオレフィン系樹脂およびノルボルネン系樹脂からなる群から選ばれる樹脂であることが好ましい。 In the medical resin lens of the present invention, the triazine-based compound is represented by the following general formula (2),

(In the formula, R ³ represents a linear or branched alkyl group having 1 to 12 carbon atoms. However, these alkyl groups may be substituted with a hydroxy group, a halogen atom or an alkoxy group, an oxygen atom, And may be interrupted by a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group.) The synthetic resin is a polycarbonate resin, an acrylic resin, a polyester resin, a cycloolefin resin, and norbornene. It is preferable that it is resin chosen from the group which consists of resin.

  According to the present invention, there is provided a medical resin lens that has an excellent ability to absorb ultraviolet rays of 200 to 400 nm, does not exhibit a large absorption in a wavelength region exceeding 450 nm, has a natural lens color, and is excellent in securing an indoor field of view. can do.

It is a graph showing the UV transmittance | permeability curve in the PC resin compounding system produced in Example 1 and Comparative Example 1. It is a graph showing the UV transmittance | permeability curve in the PMMA resin compounding system produced in Example 2 and Comparative Example 3. It is a graph showing the UV transmittance | permeability curve in the NBE resin compounding system produced in Example 3 and Comparative Example 3.

（式中、Ｒ^１は炭素原子数１〜１２の直鎖又は分岐のアルキル基、炭素原子数３〜８のシクロアルキル基、炭素原子数２〜８のアルケニル基、炭素原子数６〜１８のアリール基、炭素原子数７〜１８のアルキルアリール基又は炭素原子数７〜１８のアリールアルキル基を表す。但し、これらのアルキル基、シクロアルキル基、アルケニル基、アリール基、アルキルアリール基又はアリールアルキル基は、ヒドロキシ基、ハロゲン原子、炭素原子数１〜１２のアルキル基又はアルコキシ基で置換されていてもよく、酸素原子、硫黄原子、カルボニル基、エステル基、アミド基又はイミノ基で中断されていてもよい。また、前記の置換及び中断は組み合わされてもよい。Ｒ^２は炭素原子数１〜８のアルキル基又は炭素原子数２〜８のアルケニル基を表す。） The triazine compound used in the present invention is represented by the following general formula (1).

(In the formula, R ¹ is a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or 6 to 18 carbon atoms. An aryl group, an alkylaryl group having 7 to 18 carbon atoms, or an arylalkyl group having 7 to 18 carbon atoms, provided that these alkyl groups, cycloalkyl groups, alkenyl groups, aryl groups, alkylaryl groups, or arylalkyls. The group may be substituted with a hydroxy group, a halogen atom, an alkyl group having 1 to 12 carbon atoms or an alkoxy group, and is interrupted by an oxygen atom, a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group. and may be. also, may be combined wherein the substituted and interrupted .R ² is alkenyl alkyl or 2 to 8 carbon atoms having 1 to 8 carbon atoms A representative.)

Examples of the linear or branched alkyl group having 1 to 12 carbon atoms represented by R ¹ in the general formula (1) include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, secondary butyl, and third. Examples thereof include linear or branched alkyl groups such as butyl, amyl, tertiary amyl, hexyl, octyl, secondary octyl, tertiary octyl, 2-ethylhexyl, decyl, undecyl, dodecyl and the like. Examples of the cycloalkyl group having 3 to 8 carbon atoms include cyclopropyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl group, and the like. Among them, the hexyl group is excellent in ultraviolet absorption characteristics which is the object of the present invention. Therefore, it is preferable.

Examples of the alkyl group having 1 to 8 carbon atoms represented by R ² include methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, tert-butyl, isobutyl, amyl, tert-amyl, hexyl, octyl, Tertiary octyl and the like can be mentioned, and among them, a methyl group is preferable because of its excellent ultraviolet absorption property which is the object of the present invention.

Examples of the alkenyl group having 2 to 8 carbon atoms represented by R ¹ and R ² include linear and branched propenyl, butenyl, pentenyl, hexenyl, heptenyl and octenyl regardless of the position of the unsaturated bond.

Examples of the aryl group having 6 to 18 carbon atoms represented by R ¹ include phenyl, naphthyl and biphenyl. Examples of the alkylaryl group having 7 to 18 carbon atoms include methylphenyl and dimethylphenyl. , Ethylphenyl, octylphenyl and the like, and examples of the arylalkyl group having 7 to 18 carbon atoms include benzyl, 2-phenylethyl, 1-methyl-1-phenylethyl and the like. Examples of the aryl group having a substituent or interruption include 4-methylphenyl, 3-chlorophenyl, 4-benzyloxyphenyl, 4-cyanophenyl, 4-phenoxyphenyl, 4-glycidyloxyphenyl, 4-isocyanurate phenyl, and the like. Is mentioned.

  The ester group is a group formed by dehydration condensation of a carboxylic acid and an alcohol, and the amide group is a group formed by dehydration condensation of a carboxylic acid and an amine.

  Examples of the alkoxy group having 1 to 12 carbon atoms include methoxy, ethoxy, propoxy, butoxy, pentoxy, hexaoxy, octoxy, nonyloxy, decyloxy, undecyloxy, and dodecyloxy groups.

Examples of the alkyl group or cycloalkyl group of R ¹ which may have a substituent or interruption include 2-hydroxypropyl, 2-methoxyethyl, 3-sulfonyl-2-hydroxypropyl, 4-methylcyclohexyl and the like. .

（式中、Ｒ^３は炭素原子数１〜１２の直鎖又は分岐のアルキル基を表す。但し、これらのアルキル基はヒドロキシ基、ハロゲン原子又はアルコキシ基で置換されていてもよく、酸素原子、硫黄原子、カルボニル基、エステル基、アミド基又はイミノ基で中断されていてもよい。） The triazine compound represented by the general formula (1) of the present invention is preferably represented by a triazine compound represented by the following general formula (2).

(In the formula, R ³ represents a linear or branched alkyl group having 1 to 12 carbon atoms. However, these alkyl groups may be substituted with a hydroxy group, a halogen atom or an alkoxy group, an oxygen atom, (It may be interrupted by a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group.)

Examples of the linear or branched alkyl group having 1 to 12 carbon atoms represented by R ³ in the general formula (2) include a linear or branched alkyl represented by R ¹ in the general formula (1). Examples include the same group as the group. The alkoxy group is the same as the above alkoxy group.

  As a compound represented by the said General formula (1) or (2) of this invention, following compound No. is mentioned, for example. 1-No. 4 etc. are mentioned.

  The compounding amount of the triazine-based compound of the present invention is 0.001 to 20 parts by mass, preferably 0.01 to 10 parts by mass, more preferably 0.1 to 0.1 parts by mass with respect to 100 parts by mass of the synthetic resin as a base material. 5 parts by mass. When the amount of the triazine compound used is less than 0.001 part by mass, sufficient ultraviolet absorption ability cannot be exhibited. On the other hand, when the amount of the triazine compound used exceeds 20 parts by mass, the resin physical properties are deteriorated and bleeding occurs. This causes problems such as

  Examples of the synthetic resin used as the base resin used in the present invention include polymethyl methacrylate, acrylonitrile-styrene resin, urethane-methacrylate resin, epoxy-methacrylate resin, polyester-methacrylate resin, and other acrylic resins, unsaturated polyester resins, and the like. Polyester resin such as diallyl phthalate resin, polycarbonate resin such as diallyl carbonate resin and allyl diglycol carbonate resin, or cycloolefin resin, norbornene resin, urethane resin, thiourethane resin, episulfide resin, polyvinyl chloride resin cellulose acetate and the above resin Copolymer resin or hybrid resin, and among others, polycarbonate resin, acrylic resin, polyester resin, cycloolefin resin or Norbornene resins are preferred, in particular can be suitably used in a polycarbonate resin, an acrylic resin or norbornene resin. These synthetic resins may be used alone or in combination of two or more.

  In the medical lens of the present invention, an antioxidant (phenolic, phosphoric or thioether-based) that is usually used depending on the type of synthetic resin used, other ultraviolet absorbers, hindered amine light stabilizers, plasticizers, Additives such as antistatic agents and processing aids can be blended.

  Examples of the phenolic antioxidant include 2,6-ditert-butyl-p-cresol, 2,6-diphenyl-4-octadecyloxyphenol, distearyl (3,5-ditert-butyl-4). -Hydroxybenzyl) phosphonate, 1,6-hexamethylenebis [(3,5-ditert-butyl-4-hydroxyphenyl) propionic acid amide], 4,4'-thiobis (6-tert-butyl-m-cresol ), 2,2′-methylenebis (4-methyl-6-tert-butylphenol), 2,2′-methylenebis (4-ethyl-6-tert-butylphenol), 4,4′-butylidenebis (6-tert-butyl) -M-cresol), 2,2'-ethylidenebis (4,6-ditert-butylphenol), 2,2'-ethylidenebis (4-secondarybutyl-6-tert-butylphenol) Nol), 1,1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane, 1,3,5-tris (2,6-dimethyl-3-hydroxy-4-tertiary) Butylbenzyl) isocyanurate, 1,3,5-tris (3,5-ditert-butyl-4-hydroxybenzyl) isocyanurate, 1,3,5-tris (3,5-ditert-butyl-4- Hydroxybenzyl) -2,4,6-trimethylbenzene, 2-tert-butyl-4-methyl-6- (2-acryloyloxy-3-tert-butyl-5-methylbenzyl) phenol, stearyl (3,5- Di-tert-butyl-4-hydroxyphenyl) propionate, thiodiethylene glycol bis [(3,5-di-tert-butyl-4-hydroxyphenyl) propionate], 1,6-hexamethy Bis [(3,5-ditert-butyl-4-hydroxyphenyl) propionate], bis [3,3-bis (4-hydroxy-3-tert-butylphenyl) butyric acid] glycol ester, bis [2- Tert-butyl-4-methyl-6- (2-hydroxy-3-tert-butyl-5-methylbenzyl) phenyl] terephthalate, 1,3,5-tris [(3,5-ditert-butyl-4- Hydroxyphenyl) propionyloxyethyl] isocyanurate, 3,9-bis [1,1-dimethyl-2-{(3-tert-butyl-4-hydroxy-5-methylphenyl) propionyloxy} ethyl] -2,4 , 8,10-tetraoxaspiro [5.5] undecane, triethylene glycol bis [(3-tert-butyl-4-hydroxy-5-methylphenyl) Propionate], tocopherol and the like, and 0.001 to 10 parts by mass, and more preferably 0.05 to 5 parts by mass with respect to 100 parts by mass of the synthetic resin.

  Examples of the phosphorus antioxidant include trisnonylphenyl phosphite, tris [2-tert-butyl-4- (3-tert-butyl-4-hydroxy-5-methylphenylthio) -5-methylphenyl]. Phosphite, tridecyl phosphite, octyl diphenyl phosphite, di (decyl) monophenyl phosphite, di (tridecyl) pentaerythritol diphosphite, di (nonylphenyl) pentaerythritol diphosphite, bis (2,4-di Tert-butylphenyl) pentaerythritol diphosphite, bis (2,6-ditert-butyl-4-methylphenyl) pentaerythritol diphosphite, bis (2,4,6-tritert-butylphenyl) pentaerythritol diphosphite Phosphite, bis (2,4-dicumylphenyl) pen Erythritol diphosphite, tetra (tridecyl) isopropylidene diphenol diphosphite, tetra (tridecyl) -4,4′-n-butylidenebis (2-tert-butyl-5-methylphenol) diphosphite, hexa (tridecyl) -1 , 1,3-tris (2-methyl-4-hydroxy-5-tert-butylphenyl) butane triphosphite, tetrakis (2,4-ditert-butylphenyl) biphenylene diphosphonite, 9,10-dihydro-9 -Oxa-10-phosphaphenanthrene-10-oxide, 2,2'-methylenebis (4,6-ditert-butylphenyl) -2-ethylhexyl phosphite, 2,2'-methylenebis (4,6- Ditertiarybutylphenyl) -octadecyl phosphite, 2,2'-ethylidenebis 4,6-ditert-butylphenyl) fluorophosphite, tris (2-[(2,4,8,10-tetrakis tert-butyldibenzo [d, f] [1,3,2] dioxaphosphine) -6-yl) oxy] ethyl) amine, 2- (1,1-dimethylethyl) -6-methyl-4- [3-[[2,4,8,10-trakis (1,1-dimethylethyl) Dibenzo [d, f] [1,3,2] dioxaphosphin-6-yl] oxy] propyl] phenol, 2-ethyl-2-butylpropylene glycol and 2,4,6-tritert-butylphenol A phosphite etc. are mentioned, 0.001-10 mass parts with respect to 100 mass parts of synthetic resins, More preferably, 0.01-5 mass parts is used.

  Examples of the thioether-based antioxidant include dialkylthiodipropionates such as dilauryl thiodipropionate, dimyristyl thiodipropionate, and distearyl thiodipropionate, and pentaerythritol tetra (β-dodecyl mercaptopropionate). Examples include β-alkyl mercaptopropionic esters of polyols.

  Examples of other UV absorbers used in the present invention include benzotriazole-based UV absorbers, other triazine-based UV absorbers, benzophenone-based UV absorbers, and benzoate-based UV absorbers.

  Examples of the benzotriazole-based ultraviolet absorber include 2- (2′-hydroxy-5′-methylphenyl) benzotriazole, 2- (2′-hydroxy-3 ′, 5′-ditert-butylphenyl) -5- Chlorobenzotriazole, 2- (2'-hydroxy-3'-tert-butyl-5'-methylphenyl) -5-chlorobenzotriazole, 2- (2'-hydroxy-5'-tert-octylphenyl) benzotriazole 2- (2′-hydroxy-3 ′, 5′-dicumylphenyl) benzotriazole, 2- (2′-hydroxy-3′-tert-butyl-5′-carboxyphenyl) benzotriazole, 2,2 ′ 2- (2′-hydroxyphenyl) benzotriazoles such as methylenebis (4-tert-octyl-6-benzotriazolyl) phenol It is below.

  Examples of the other triazine ultraviolet absorbers include 2- (2-hydroxy-4-octoxyphenyl) -4,6-bis (2,4-dimethylphenyl) -s-triazine, 2- (2-hydroxy- 4-hexyloxyphenyl) -4,6-diphenyl-s-triazine, 2- (2-hydroxy-4-propoxy-5-methylphenyl) -4,6-bis (2,4-dimethylphenyl) -s- Triazine, 2- [2-hydroxy-4- (3-dodecyloxy-2-hydroxypropyloxy) phenyl] -4,6-bis (2,4-dimethylphenyl) -s-triazine, 2- [2-hydroxy -4- (3-tridecyloxy-2-hydroxypropyloxy) phenyl] -4,6-bis (2,4-dimethylphenyl) -s-triazine, 2- [2-hydride Xy-4- [3- (2-ethylhexyloxy) -2-hydroxypropyloxy] phenyl] -4,6-bis (2,4-dimethylphenyl) -s-triazine, 2- (2-hydroxy-4- Hexyloxyphenyl) -4,6-dibiphenyl-s-triazine, 2- [2-hydroxy-4- [1- (i-octyloxycarbonyl) ethyloxy] phenyl] -4,6-dibiphenyl-s-triazine 2,4-bis (2-hydroxy-4-octoxyphenyl) -6- (2,4-dimethylphenyl) -s-triazine, 2,4-bis (4-butoxy-2-hydroxyphenyl) -6 Triary such as-(2,4-dibutoxyphenyl) -s-triazine, 2,4,6-tris (2-hydroxy-4-octoxyphenyl) -s-triazine Le triazines, and the like.

  Examples of the benzophenone ultraviolet absorber include 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 5,5′-methylenebis (2-hydroxy-4-methoxybenzophenone). And 2-hydroxybenzophenones.

  Examples of the benzoate ultraviolet absorber include phenyl salicylate, resorcinol monobenzoate, 2,4-ditert-butylphenyl-3,5-ditert-butyl-4-hydroxybenzoate, 2,4-ditert-amylphenyl- 3,5-di-tert-butyl-4-hydroxybenzoate, hexadecyl-3,5-di-tert-butyl-4-hydroxybenzoate and the like can be mentioned.

  These other ultraviolet absorbers preferably have a structure excellent in solubility in the base resin, and preferably have a high molecular weight structure that is difficult to evaporate with heat during processing or use, and more preferably have a molecular weight of 500 or more. Has a molecular weight of 700 or more, and may have a high molecular weight by introducing a polymerizable group or a reactive group, or may be incorporated in a resin. The amount of these other ultraviolet absorbers used is preferably 0.01 to 10 parts by mass, more preferably 0.05 to 5 parts by mass with respect to 100 parts by mass of the synthetic resin.

  Examples of the hindered amine light stabilizer include 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidyl stearate, 2,2, 6,6-tetramethyl-4-piperidylbenzoate, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate , Tetrakis (2,2,6,6-tetramethyl-4-piperidylbutanetetracarboxylate, tetrakis (1,2,2,6,6-pentamethyl-4-piperidylbutanetetracarboxylate, bis (2,2, 6,6-tetramethyl-4-piperidyl) di (tridecyl) -1,2,3,4-butanetetracarboxylate, bis (1,2, , 6,6-pentamethyl-4-piperidyl) .di (tridecyl) -1,2,3,4-butanetetracarboxylate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) -2 -Butyl-2- (3,5-ditert-butyl-4-hydroxybenzyl) malonate, 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate Condensate, 1,6-bis (2,2,6,6-tetramethyl-4-piperidylamino) hexane / dibromoethane polycondensate, 1,6-bis (2,2,6,6-tetramethyl- 4-piperidylamino) hexane / 2,4-dichloro-6-morpholino-s-triazine polycondensate, 1,6-bis (2,2,6,6-tetramethyl-4-piperidylamino) hexane / 2 4- Chloro-6-tert-octylamino-s-triazine polycondensate, 1,5,8,12-tetrakis [2,4-bis (N-butyl-N- (2,2,6,6-tetramethyl- 4-piperidyl) amino) -s-triazin-6-yl] -1,5,8,12-tetraazadodecane, 1,5,8,12-tetrakis [2,4-bis (N-butyl-N- (1,2,2,6,6-pentamethyl-4-piperidyl) amino) -s-triazin-6-yl] -1,5,8,12-tetraazadodecane, 1,6,11-tris [2 , 4-Bis (N-butyl-N- (2,2,6,6-tetramethyl-4-piperidyl) amino) -s-triazin-6-ylaminoundecane, 1,6,11-tris [2, 4-Bis (N-butyl-N- (1,2,2,6,6-pentamethyl Examples include hindered amine compounds such as -4-piperidyl) amino) -s-triazin-6-ylaminoundecane, and 0.001 to 10 parts by mass, more preferably 0.01 to 10 parts by mass with respect to 100 parts by mass of the synthetic resin. 5 parts by weight are used.

  Although it does not specifically limit as said plasticizer, For example, a phosphate ester type plasticizer and a polyester type plasticizer are mentioned, These can be used individually or in mixture of 2 or more types.

  Examples of the phosphate ester plasticizer include triphenyl phosphate, tricresyl phosphate, cresyl diphenyl phosphate, octyl diphenyl phosphate, diphenyl biphenyl phosphate, trioctyl phosphate, tributyl phosphate, and the like.

  Examples of the polyester plasticizer include linear polyesters composed of aliphatic dibasic acids, aromatic dibasic acids and diol compounds, and linear polyesters of hydroxycarboxylic acids.

  Examples of the aliphatic dibasic acid include oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, sebacic acid, fumaric acid, 2,2-dimethylglutaric acid, suberic acid, 1,3 -Cyclopentanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 1,3-cyclohexanedicarboxylic acid, diglycolic acid, itaconic acid, maleic acid, 2,5-norbornene dicarboxylic acid and the like. Examples of the aromatic dibasic acid include phthalic acid, 1,5-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, biphenyl dicarboxylic acid, anthracene dicarboxylic acid, and terphenyl dicarboxylic acid.

  Examples of the diol compound include ethylene glycol, propylene glycol, 1,3-propanediol, 1,2-butanediol, 1,3-butanediol, 1,4-butanediol, 2-methylpropanediol, 1,3- Dimethylpropanediol, 1,5-pentanediol, 2,2-dimethyl-1,3-propanediol, 1,6-hexanediol, 3-methyl-1,5-pentanediol, 1,9-nonanediol, 2 2,4-trimethyl-1,6-hexanediol, 2-ethyl-2-butylpropanediol, diethylene glycol, triethylene glycol, tetraethylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol, thiodiethylene glycol, 1 , 3-siku Hexanedimethanol, 1,4-cyclohexanedimethanol, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, 3,9-bis (2-hydroxy-1,1-dimethylethyl) -2, 4,8,10-tetraoxaspiro [5,5] undecane and the like.

  Examples of the hydroxycarboxylic acid include 4-hydroxymethylcyclohexanecarboxylic acid, hydroxytrimethylacetic acid, 6-hydroxycaproic acid, glycolic acid, and lactic acid.

  Other polyester plasticizers include trivalent or higher polyols and monocarboxylic acid polyesters. Examples of the trivalent or higher polyols include glycerin, trimethylolpropane, pentaerythritol, sorbitol, and their condensates such as dipentaerythritol and tripentaerythritol. Further, polyether polyols obtained by adding alkylene oxides such as ethylene oxide to these polyols may be used.

  Examples of the monocarboxylic acid include benzoic acid, p-methylbenzoic acid, m-methylbenzoic acid, dimethylbenzoic acid, p-tert-butylbenzoic acid, p-methoxybenzoic acid, p-chlorobenzoic acid, naphthylic acid, and biphenyl. Examples thereof include aromatic carboxylic acids such as carboxylic acids; alicyclic carboxylic acids such as cyclohexanecarboxylic acid; and aliphatic acids such as acetic acid, propionic acid, and 2-ethylhexanoic acid. Monocarboxylic acids may be used alone or in combination.

  The amount of the plasticizer used is preferably 0 to 20% by mass with respect to the synthetic resin in terms of resin performance, processability and the like. From the viewpoint of dimensional stability, the content is more preferably 1 to 15% by mass, particularly preferably 2 to 10% by mass, and a polyester plasticizer is preferable in terms of hydrolysis.

  Examples of the antistatic agent include cationic antistatic agents such as fatty acid quaternary ammonium ion salts and polyamine quaternary salts; higher alcohol phosphate esters, higher alcohol EO adducts, polyethylene glycol fatty acid esters, anionic type Anionic antistatic agents such as alkyl sulfonates, higher alcohol sulfates, higher alcohol ethylene oxide adduct sulfates, higher alcohol ethylene oxide adduct phosphates; polyhydric alcohol fatty acid esters, polyglycol phosphates, poly Nonionic antistatic agents such as oxyethylene alkyl allyl ether; amphoteric antistatic agents such as amphoteric alkylbetaines such as alkyldimethylaminoacetic acid betaine and imidazoline type amphoteric activators. Such an antistatic agent may be used alone, or two or more kinds of antistatic agents may be used in combination. 0.001-10 mass parts with respect to 100 mass parts of resin, More preferably, 0.01-5 mass parts is used.

  The shape, size, and the like of the medical resin lens according to the present invention are not particularly limited, and examples of the use include glasses, lenses for sunglasses, goggles, contact lenses, intraocular lenses, and the like. Moreover, the medical resin lens which concerns on this invention can be manufactured by the method normally employ | adopted in the resin lens of each use.

  EXAMPLES Hereinafter, the present invention will be specifically described with reference to examples, but the present invention is not limited thereto.

Example 1
PC (polycarbonate) resin (manufactured by Mitsubishi Engineering Plastics Co., Ltd., product name E-2000) was added to 100 parts by mass of the above compound no. 1 parts by mass of 1 was blended, and a test plate having a thickness of 1 mm was molded by injection molding at 260 ° C. The transmittance of the obtained test plate at 250 to 600 nm was measured. The transmittance curve data is shown in FIG.

(Comparative Example 1)
In Example 1, the above compound No. 1 was used. A test plate was prepared by the same molding method except that 1 was not blended, and the transmittance was measured. The transmittance curve data is shown in FIG.

(Example 2)
To 100 parts by mass of PMMA (acrylic) resin (product name: Acrypet VH000, manufactured by Mitsubishi Rayon Co., Ltd.) 1 mass part of 1 was mix | blended and the test plate of thickness 1mm was shape | molded by injection molding at 220 degreeC. The transmittance of the obtained test plate at 200 to 500 nm was measured. The transmittance curve data is shown in FIG.

(Comparative Example 2)
In Example 2, the above compound No. 1 was used. A test plate was prepared by the same molding method except that 1 was not blended, and the transmittance was measured. The transmittance curve data is shown in FIG.

(Example 3-1)
NBE (norbornene) resin (manufactured by JSR Corporation, product name ARTON F5023) was added to 100 parts by mass of the above compound No. 1 parts by mass of 1 was blended, and a test plate having a thickness of 1 mm was molded by injection molding at 300 ° C. The transmittance of the obtained test plate at 250 to 600 nm was measured. The transmittance curve data is shown in FIG.

(Example 3-2)
In Example 3-1, compound no. A test plate was prepared under the same molding conditions except that 1 UV absorber was changed to 3 parts by mass, and the same transmittance measurement was performed. The transmittance curve data is shown in FIG.

(Comparative Example 3)
In Example 3, the above compound No. 1 was used. A test plate was prepared by the same molding method except that 1 was not blended, and the transmittance was measured. The transmittance curve data is shown in FIG.

  From the results of the transmittance measurement in each of the above Examples and Comparative Examples, a test piece made of a synthetic resin blended with a specific triazine compound according to the present invention exhibits almost no absorptivity for light of 500 nm or more, but 400 nm. It is clear that the following light has extremely high absorption ability. Therefore, the medical resin lens including the synthetic resin containing the specific triazine compound according to the present invention can completely cut harmful ultraviolet rays of 400 nm or less, and does not exhibit the ability to absorb light of 500 nm or more. Therefore, it is possible to recognize with a color tone that is not different from the actual color tone, and it is useful because it can secure a field of view indoors.

Claims (3)

The following general formula (1) with respect to 100 parts by mass of the synthetic resin as the base resin:

(In the formula, R ¹ is a linear or branched alkyl group having 1 to 12 carbon atoms, a cycloalkyl group having 3 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or 6 to 18 carbon atoms. An aryl group, an alkylaryl group having 7 to 18 carbon atoms, or an arylalkyl group having 7 to 18 carbon atoms, provided that these alkyl groups, cycloalkyl groups, alkenyl groups, aryl groups, alkylaryl groups, or arylalkyls. The group may be substituted with a hydroxy group, a halogen atom, an alkyl group having 1 to 12 carbon atoms or an alkoxy group, and is interrupted by an oxygen atom, a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group. and may be. also, may be combined wherein the substituted and interrupted .R ² is alkenyl alkyl or 2 to 8 carbon atoms having 1 to 8 carbon atoms The expressed.) In a medical resin lens which is characterized in that by blending the triazine compound 0.001 parts by mass expressed. The triazine compound is represented by the following general formula (2),

(In the formula, R ³ represents a linear or branched alkyl group having 1 to 12 carbon atoms. However, these alkyl groups may be substituted with a hydroxy group, a halogen atom or an alkoxy group, an oxygen atom, The medical resin lens according to claim 1, which may be interrupted by a sulfur atom, a carbonyl group, an ester group, an amide group or an imino group.   The medical resin lens according to claim 1 or 2, wherein the synthetic resin is a resin selected from the group consisting of a polycarbonate resin, an acrylic resin, a polyester resin, a cycloolefin resin, and a norbornene resin.

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