TW201139560A - Curable composition, cured article, and use of curable composition - Google Patents

Abstract

Disclosed are: a curable composition comprising (A) a silane compound copolymer having a specific repeating unit, (B) an epoxy compound, and (C) a curing agent comprising an alicyclic acid anhydride having a carboxyl group and another alicyclic acid anhydride at a such a ratio that (A):[(B)+(C)] is 100:20 to 100:60 (by mass); a cured article produced by curing the composition; and a method for utilizing the composition as an adhesive agent for a fixing material for an optical element or a sealing material for a fixing material for an optical element. The curable composition can exhibit excellent heat resistance and transparency for a long period and enables the production of a cured article capable of exhibiting high adhesion properties even at high temperatures.

Description

[Technical Field] The present invention relates to a hardenable composition of a cured product which can obtain a transparent and subsequent force, and a method of using the composition as a member for fixing a component. It is excellent in properties and heat resistance, and has a high product, and is hardened into an adhesive for optical element fixing materials or light. [Previous technique] The curable composition has been variously used according to the purpose. The improvement is widely used in the industry as a raw material, an adhesive, and a coating agent # as an optical component or a prototype. For example, a curable composition of a cured product having excellent transparency is formed as a raw material or a (four) agent for an optical component, and a curable composition having a cured product having a high adhesion is formed, and can be suitably used as a carrier or Coating agent. In addition, in the case of manufacturing an optical element package, the curable composition is used as a composition for an optical element fixing material such as an adhesive for an optical element fixing material or an encapsulant for an optical element fixing material. The optical element includes a light-emitting element such as a laser or a light-emitting diode (10) such as a semiconductor laser (LD), a light-receiving element, a composite optical element, and an optical unit circuit. In recent years, #光波♦ Short-wavelength blue or white light elements have been developed and widely used. With the advancement of the high luminance of the light-emitting element having such a short wavelength of the light-emitting peak, the heat generation amount of the element tends to become larger. However, in recent years, with the increase in the brightness of the optical element, the optical element is fixed, and the problem of cracking, peeling, etc. is deteriorated by the heat of the high-temperature heat generated by the material of the composition of the material. . In order to solve this problem, in the patent document 3, a composition for an optical element fixing material containing a polysilsesquioxane compound as a main component is proposed. However, even in the case of the optical element having the poly-sesquioxalate compound described in Patent Document 3 as the S component, it is difficult to maintain sufficient adhesion by the cured product of the (IV) composition, and heat resistance and transparency are obtained. . Further, as a composition for optical element packaging, Patent Document 4 proposes an epoxy resin composition using an alicyclic epoxy resin, and Patent Document 5 proposes an epoxy resin composition containing a polythiol compound. Things. However, even in the case of using such a composition, sufficient light deterioration resistance cannot be satisfied with the change over time, or there is a case where the adhesion is lowered. Therefore, it has been desired to develop a curable composition of a cured product which is excellent in heat resistance, transparency, and high adhesion. [Patent Document 1] [Patent Document 1] JP-A-2004-359933 [Patent Document 2] JP-A-2005-263869 [Patent Document 3] JP-A-200-328231 [ [Patent Document 5] JP-A-H07-309927 (Patent Document 5) Japanese Laid-Open Patent Publication No. 2009-00 No. 752 (Summary of Invention) 4 201139560 [Problems to be Solved by the Invention] The present invention is based on the prior Completion of the technical situation

A method of fixing a package. An adhesive or optical element for a hardened member fixing material which is excellent in adhesion and has a high adhesion to the composition. [A means for solving the problem] Now (A) has a specific decane compound copolymer. The present inventors As a result of resolving the above problems, the cured product of (B) epoxy resin, and (c) a alicyclic acid needle having a carboxyl group and a composition containing another alicyclic acid anhydride can be excellent in long-term stability. The present invention has been completed in view of transparency, heat resistance, and a cured product having a high adhesion even at a high temperature. Therefore, according to the first aspect of the present invention, the following hardening compositions of [丨] to [8] can be provided. [1] A curable composition which is (A) in a molecule and which has a repeating unit represented by the following formulas (i), (ii) and (iii) (〇 and (Η), (〇) And the reciprocating unit of (iii), (ii) and (iii) or (i), (ii) and (iii), the weight average molecular weight of 1,000 to 30, decane compound copolymer; epoxy compound And (C) an alicyclic anhydride having several groups and a hardener containing other alicyclic anhydrides to (A) : [ ( B ) + (c ) ] = 1 〇〇: 2 〇~1 〇〇: 6 The ratio of 0 (mass ratio) contains: 201139560

In the formula, K1 represents a hydrogen atom or a burnt group of carbon t χ, χ. Is a dentate atom, a cyano group or a group represented by the formula: GG, wherein G represents a protecting group of a radical, D represents a single bond or a linking group, and R 2 represents a carbon number or a burning group or A phenyl group which may have a substituent. [2] The curable composition as described in [1] wherein the calcined compound copolymer of the above (A) is present in a group represented by the formula: f-cmxq-D- ([V-CiKXO-D ]) The molar ratio of the amount of R2 present ([R2]) is [R^CHUS-D]: [R2] = 55: 45~25: 75 decane compound copolymer. [3] A curable composition comprising (A,) at least one of a decane compound (1) represented by the formula (1). F-CHUO-D-SKORKxi-p, and a formula (2) : a mixture of a mixture of at least one of the shixi compound compounds of the diarrhea compound (2) represented by R2Si(0R4)q(X2)3-q, obtained by copolymerization of a decane compound having a weight average molecular weight of 1,000 to 30,000 (B) epoxy oxime &substance; and (C) alicyclic acid needle with a slow base and other alicyclic acid saponifiers to (A, ): [(B) + (C)] = l〇〇: 20~1 00 : 60 ratio (mass ratio) contains: 6 201139560 where R represents a hydrogen atom or an alkyl group having a carbon number of i to 6, and lanthanide represents a halogen atom and cyanogen. A group represented by the formula: 〇G, wherein G represents a protecting group of a hydroxyl group, D represents a single bond or a linking group, R3 represents an alkyl group of carbon number 6, and X1 represents a halogen atom, p An integer of 〇3; R2 represents an alkyl group of carbon number 20 or a phenyl group which may have a substituent, and R4 represents an alkyl group of a carbon number u. X2 represents a halogen atom, and q represents an integer of 〇~3. . [4] The curable composition according to [3], wherein the above-mentioned (A,) Shi Xiyuan compound copolymer is a decane compound (丨) and a decane compound (2) in a molar ratio, [decane compound (1)]: [decane compound (2)] = 5^45__25: a decane compound copolymer obtained by condensation of a ratio of 7 5 . [5] The curable composition according to [1] or [3] wherein the mass ratio of the hardener of the above (c) is (fatty acid anhydride having a carboxyl group): (other fatty acid anhydride) = 50: 50~ 10 : 90 . [6] The curable composition according to [1] or [3], further comprising an oxidation preventing agent. [7] The curable composition as described in [6] wherein the oxidation preventing agent is a carbon-based oxidation preventing agent. [8] The curable composition according to [1] or [3], which is a composition for a light element fixing material. According to the second aspect of the present invention, the following cured products of [9] and [1 〇] can be provided. [9] A cured product obtained by hardening a hardenable composition as described in [1] or [3]. [10] The cured product according to [9], which is a light element fixing material. According to a third aspect of the present invention, there is provided a method of using the curable composition of the invention of the above [11], [12], in the following [11], [12]. [11] A method of using the curable composition as described in [3] or [3] as an adhesive for an optical element fixing material. [12] A method of using the curable composition as described in [丨] or [3] as an encapsulant for an optical element fixing material. [Effect of the Invention] According to the curable composition # of the present invention, even if it is irradiated with high-energy light or in a warm state, it does not color and reduces transparency, and can have excellent transparency for a long period of time, and is also high in temperature. A hardened material that can have a high adhesion force. When the curable composition of the present invention is used for forming an optical element fixing material, it can be suitably used as an adhesive for fixing an optical element and an encapsulant for an optical element fixing material. [Embodiment] Hereinafter, the method of using the present invention as 1) a curable composition, 2) a cured product, and 3) a curable composition will be described in detail. 1) Curable composition The curable composition of the present invention is characterized in that (i) is in the molecule and has (i) among the repetitive units represented by the following formulas (i), (Η) and (iu) And the recurring units of (1i), (i) and (ill), ((1) and (iU) or (〇, (ii) and (iii), the weight average molecular weight is 1, 〇〇〇~3〇, 〇〇〇 a decane compound copolymer; (B) an epoxy compound; and (C) an alicyclic anhydride having a carboxyl group and a hardened 201139560 agent containing other alicyclic anhydrides, wherein (A): [(B) + (C)] = 100 : 2 (Κ100 ·· 60 ratio (mass ratio) Contains: R\ CH—X.

/ 0) 〇〇 (Hi) ο (Α) decane compound copolymer The curable composition of the present invention, as component (A), contains: repeats represented by the above formulas (i), (ii) and (iii) Among the units, there are (η), (1) and (iii), (ii) and (Ui) or (i), (u) and the recurring unit 'weight average molecular weight um,,, the money compound copolymerization (hereinafter, there is a case called "decane compound copolymer (A)"). The decane compound copolymer (A) may have one of the reversing units represented by (i), (ii), and (ill), or two or more types. In the formula (iMiii), R1 represents a hydrogen atom or an alkyl group having a carbon number of 6, and a hydrogen atom is preferred. The alkyl group having 1 to 6 carbon atoms represented by R1 may, for example, be methyl, ethyl, n-propyl, isopropyl I, n-butyl, t-butyl, isobutyl, t-butyl or n-pentyl. , Zhengjiji and so on. The X series shows a halogen such as a fluorine atom, a gas atom, a bromine atom or an iodine atom. The atom is represented by a cyano group or a group represented by the formula: 〇G. G is a protecting group of a hydroxyl group. The protecting group for the hydroxy group is not particularly limited, and a conventional protecting group known as a protecting group of (d) can be mentioned. For example, a fluorenyl-based protecting group; a trimethyl sulphate group, a triethyl sulphate group, a tert-butyl-methyl group, a butyl group, a butyl group, a phenyl group, and the like; An acetal protecting group of a methoxymethyl group, a methoxy group, an oxymethyl group, a ethoxyethyl hydrogen group, a south 2 group, a tetrahydrofuran-2-yl group, etc.; a third butoxy group Other oxygen-based protecting groups; methyl, ethyl, tert-butyl, octyl, allyl, triphenylmethyl, benzyl, fluorenyloxy-decyldiphenylmethyl, A protecting group such as a diphenylmethyl group. Among these, 'G is preferably a thiol-based protecting group. The oxime-based protecting group is specifically represented by the formula _c(=〇)r5. Wherein 'R5 is a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a second butyl group, a fluorene group, a butyl group, a butyl group, a pentyl group, and the like. 6 is a base or a phenyl group which may have a substituent. 'A methoxy group such as a methyl isobutyl group or an isooctyl group, a substituent group of a phenyl group which may have a substituent represented by R, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl butyl group An alkyl group such as a second butyl group, n-pentyl group, n-hexyl group or n-heptyl n-octyl group; or an alkoxy group such as an ethoxy group such as a fluorine atom, a gas atom or a bromine atom. μ 。 。 。 。 μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ μ And a cyano group is preferred, and the base of the 'G', ethoxy, and cyano groups is more preferred, and the oxy group is particularly preferably free of chlorine. 201139560 D represents a single bond or a linker. The linking group may be a divalent organic group which may have a substituent. The carbon number of the organic group is preferably from 1 to 2 0, more preferably from 1 to 1 Torr. The divalent organic group which may have a substituent, and, for example, an alkylene group which may have a substituent, an alkenylene group which may have a substituent, an alkynylene group which may have a substituent, an arylene group which may have a substituent, A divalent group or the like which may have a combination of an alkylene group, an alkenylene group or an alkynylene group and an arylene group which may have a substituent. An alkylene group which may have a substituent alkylene group, and may have a carbon number of 1 or more such as an anthracenylene group, an ethylene group, a propylene group, a trimethylene group, a tetramethylene group, a pentamethylene group or a hexamethylene group. Preferably, ~20' is an alkylene group having a carbon number of 1 to 1 fluorene. The alkenylene group which may have a substituent alkenylene group may, for example, be an alkenylene group having 2 to 20 carbon atoms such as a vinylidene group, a propenylene group, a butylene group or a pentenylene group, and have a carbon number of 2 to 10 Alkenylene is preferred. The alkynylene group having an alkynylene group having a substituent may, for example, be an alkynylene group having 2 to 20 carbon atoms such as an ethynylene group or a subunit having a carbon number of 2 to 1 Å. The arylene group which may have a substituent arylene group may, for example, be an arylene group having 6 to 20 carbon atoms such as an o-phenylene group, a m-phenylene group, a p-phenylene group or a 2,6-naphthylene group. An arylene group having 6 to 10 carbon atoms is preferred. Examples of the substituent of the above alkylene group, alkenylene group, and alkynylene group include an atomic atom such as a halogen atom or a chlorine atom; an alkoxy group such as a decyloxy group or an ethoxy group; and a methylthio group or an ethylthio group. An alkylthio group; an alkoxycarboxy group such as a methoxycarboxy group or an ethoxylated group; and the like. 201139560 The substituent of the above arylene group may be a halogen atom such as an atmosphere, a venom, a nitro group, a fluorine atom, a gas atom or a shoulder atom; or an alkyl group such as a sulfonate or an ethyl group; An alkoxy group such as a methoxy group or an ethoxy group, a methylthio group or an alkylthio group such as an ethylthio group. The substituents may be bonded to any of the groups of the alkylene group, the alkenylene group, the sub-block group and the arylene group, and may be the same or different plural bonds. a divalent group which may be a combination of an (alkylene group, an alkenylene group, or an alkynylene group) which may have a substituent and an arylene group which may have a substituent, and may have a substituent described above. At least one of a substrate, a sub-substrate, or a sub-block, and a group bonded to at least one of the above-mentioned arylene groups having a substituent. Specifically, the base shown by the following formula can be mentioned.

Among these, as D, a hardened material having a high adhesion is obtained, preferably an alkylene group having 1 to 10 carbon atoms, more preferably an alkylene group having a carbon number of 66, and an anthracene group or a sub Ethyl is especially preferred. In the formula (ιιΜιιι), r2 represents an alkyl group having a carbon number or a phenyl group which may have a substituent. 'Alkyl group having 1 to 2 carbon atoms represented by R, and may be methyl, ethyl, n-propyl, isopropyl, n-butyl, t-butyl, isobutyl, t-butyl, or Amyl, n-hexyl, n-octyl, isooctyl, n-decene, n-decyl, n-dodecyl and the like. The substituent of the phenyl group which may have a substituent represented by R may be a group of a gas atom such as an isobutyl group or an isooctyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, and a second group. Butyl butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, alkyl; methoxy, [alkoxy such as oxy; halogen atom of a deficient atom, etc.). Specific examples of the phenyl group which may have a substituent represented by R2 include a phenyl group, a 2-chlorophenyl group, a 4-methylphenyl group, a 3-ethylphenyl group, a 24-dimethylphenyl group, and a 2- Alkoxyphenyl and the like. In the decane compound copolymer (A), the ratio of the group represented by the formula: Rl_CH(xe)_b (the ratio of [1?1411(}〇咄]) to the amount of RZ ([1?2]), The heart is called D]: [55:45~25:75 is better. In this range, the cured product is excellent in transparency and adhesion, and 1 is excellent in heat resistance and can be suppressed even after being placed at a high temperature. The reduction in the nature of the group represented by the formula: V-CHUq-D- and the amount of R2 can be quantified, for example, by measuring the NMR spectrum of the decane compound copolymer (A). Unit of the decane compound copolymer (A) The structural arrangement is not particularly limited, and examples thereof include a random copolymer, a block copolymer, a graft copolymer, and an interpolymer copolymer, and are particularly preferably a random copolymer. The weight average molecular weight of the compound compound (A) of Shi Xiyuan compound (Mw) is in the range of 1,000 to 30,000, and is in the range of uood'ooo. In this range, a cured product having excellent handleability and excellent adhesion and heat resistance can be obtained. Weight average molecular weight (Mw), which can be converted, for example, by standard polystyrene in gel permeation chromatography (GPC) using tetrahydrofuran (THF) as a solvent. The molecular weight distribution (Mw/Mn) of the Shixi-sinter compound copolymer (A) is not limited to 201139560, and is usually in the range of H3.0, which is preferably in the range of i. A cured product having excellent adhesion and heat resistance can be obtained. The decane compound copolymer (Α) can be used singly or in combination of two or more kinds. The decane compound copolymer (Α) is a ladder-type structure of poly-semi-oxygen. The polytetradecyloxy compound has a ladder structure, and can be confirmed, for example, by infrared absorption spectrum measurement, x-ray diffraction measurement, or nmR measurement of the reaction product. In the curable composition of the present invention, the above ( The component decane compound copolymer (A) may also comprise: a decane compound represented by the formula (1): R丨-CH(X0)-D-Si(OR3)P(X 丨)3-p (1) At least one of the formula (2): a mixture of at least one decane compound of at least one of the decane compounds (2) represented by R2Si(0R4)q(X2)3-q, having a weight average molecular weight of 1, 〇〇 〇~3〇, a decane compound copolymer (hereinafter, referred to as "decane compound" In the case of the copolymer (A,)", the decane compound copolymer (A) is preferably a decane compound copolymer (A,). [Hydrane compound (1)] decane compound (1), which is a formula (丨) ). The compound represented by t-CHCXO-D-SiCORqpa1)31. By using the compound compound (1), it is possible to obtain a decane compound copolymer which is excellent in transparency and adhesion after curing. 201139560 In the formula (1), R1, X. And D and 俨 丨 / 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 、 R represents a carbon number of 1 to 6 such as a methyl group, an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, a t-butyl group, an isobutyl group, a t-butyl group, a n-butyl group, a pentyl group or a n-hexyl group. alkyl. X1 represents a halogen atom such as a fluorine atom, a gas atom, a bromine atom or an iodine atom. And p represents an integer of 0 to 3. When P is 2 or more, 0R3 may be the same or may be the same, and when (3-p) is 2 or more, X1 may be the same or different from each other. Specific examples of the decane compound (1) include gas methyl trimethoxy decane, bromomethyl triethoxy decane, 2- gas ethyl tripropoxy decane, and 2-bromoethyl tributoxy group.矽 ' '3-chloropropyltrimethoxy decane, 3 _ propyl propyl triethoxy sulphur, 3- propyl propyl tripropoxy ketone, 3 _ propyl propyl tributoxide XI Xi, 3- desert Propyltrimethoxy I, 3, propyl triethoxy money, 3_ propylpropyl tripropoxy ke m tributyloxyl, 3 _ propyl trimethoxy decane, 3- fluoropropyl tri Ethoxy decane, 3-fluoropropyltripropoxydecane, 3-fluoropropyltributoxydecane, 3-iodopropyltrimethoxydecane, 2-oxoethyltrimethoxyoxydecane, 3- Gas propyl trimethoxy decane, 4 - butyl butyl trimethoxy oxysulfan, 5-air pentyl trimethoxy decane, 2 - propyl propyl trimethoxy decane, 3- gas - 3-ethyl propyl propyl Trimethoxy decane, 3_gas _3_ decyloxy Ik propyl dimethyl methoxy shixi, o (2- gas ethyl) phenyl tripropoxy zebra, m (2-air ethyl) Phenyltripropoxypyrene, p-(2-chloroethyl)phenyltripropoxydecane, p-(2-fluoroethyl)benzene Χ0 15 201139560, such as tripropoxy oxime, is a compound of the three atoms of the halogen atom, a gas-based trioxane, bromodecyl bromide, and 2-chloroethyldimethoxycarbonyl.矽炫*, 2-bromoethyl di-ethoxyethoxy oxime, 3-chloropropyl tri-gas sulphate, 3-a- propyl tribromo sulphate, 3- propyl propyl dimethoxy methoxy Burned, 3-apropyl propyl dichloroethoxy decane, 3-chloropropyl gas dimethoxy decane, 3-gas propyl gas diethoxy decane, 3-bromopropyl dichloro ethoxy decane, 3-bromopropyltribromodecane, 3-bromopropyltrioxane, 3-bromopropyldimethoxydecane, 3-fluoropropyltrioxane, 3-fluoropropyldimethoxydecane , 3-fluoropropyl dioxymethoxy decane, 3-fluoropropyl gas diethoxy decane, 3-iodopropyl trigas sulphate, 4 - butyl butyl diethoxy; , 3-chloro-n-butyl gas diethoxy decane, 3- gas-3-acetamidopropyl dichloroethoxy decane, 3- gas-3-decyloxypropyl propyl sulphate, etc. The X ° is a halogenated fossil compound of the functional atom; cyano decyl trimethoxy sylvestre, cyanomethyl triethyl Basestone, 1-cyanoethyltrimethoxy decane, 2-cyanoethyltrimethoxydecane, 2-cyanoethyltriethoxy sulphur, 2-cyanoethyltripropoxylate Xishao, 3-cyanopropyltrimethoxyxanthine*, 3-cyanopropyltriethoxy-Xiyuan, 3-air-propylpropylpropoxylate, 3-cyanopropyl Butoxylate, 4-cyanobutyltrimethoxydecane, 5-cyanopentyltrimethoxydecane, 2-cyanopropyltrimethoxydecane, 2-(cyanomethoxy)B Trimethoxy decane, 2-(2-cyanoethoxy)ethyltrimethoxy decane, o-(cyanomethyl) phenyl tripropoxy decane, m-(cyanomethyl)phenyl trimethyl a decyloxydecane compound having a cyano group such as oxydecane, p-(cyanomethyl)phenyltriethoxydecane, p-(2-cyanoethyl)phenyltrimethoxydecane or the like; 16 201139560 Murine-based methyl two-gas stone smoldering, chaotic sulfhydryl dimethoate, 2-cyanoethyl dichloromethoxy decane, 2-cyanoethyl diethoxy ethoxy decane, 3_ Cyanopropyl trioxane, 3-cyanopropyltribromodecane, 3_ Propyl dichloromethoxy decane, 3-cyanopropyl diethoxy ethoxy decane ' 3 cyanopropyl gas dimethoxy decane, 3-cyanopropyl gas diethoxy decane, 4 _Cyanobutyl dimethyl dimethoxy decane, 3-cyano-n-butyl chlorodiethoxy decane, 2-(2-cyanoethyl)phenyl trichloro decane, 2-(2-cyanoethyl) Ethyl bromide diethoxy zebra, 2-(2-cyanoethyl)ethyl dichloropropoxy decane, o-(2-cyanoethyl)-based two-gas smoldering, inter- (2 - Cyanoethyl)phenyl di-oxo-molybdenite, p-(2-ranylethyl)phenyl dimethoxy oxy-stone, p-(2-cyanoethyl) phenyl bromide X11 is a cyano functional decane compound; 3-ethoxypropyl propyl trimethoxy decane, 3 ethoxypropyl propyl triethoxy decane, 3-ethoxy propyl propyl tripropyl Oxydecane, 3_ethoxypropyl propyl tributoxy decane, 3-propoxy propyl tributoxy decane, 3- propyl methoxy propyl triethoxy decane, 3 - awkward醯oxypropyl trimethoxy decane, 3-benzyl methoxy propyl triethoxy decane, 3 _ alkoxy propyl three Propoxy decane, 3-phenyl methoxypropyl tributoxy decane, 2 - trimethyl decyl oxyethyl trimethyl sulphate, 3-triethyl methoxy propyl triethoxy decane , 3-(2-tetrahydroη-pyranyloxy)propyltripropoxydecane, 3-(2-tetrahydroxyloxy)propyltritoxylate, 3-methoxyf-oxypropane Trimethoxy ethoxy ethoxylate triethoxy ethoxy ethoxymethyl propyl triethoxy sulphur, 3 - (ι ethoxyethoxy oxy) propyl tripropoxy hydroxy, 3 _ (third butoxy Alkyloxy)propyltrimethoxy aspartate, 3_t-butoxypropyltrimethoxyindolizine 3_ethoxypropyltriethoxydecane, 3-3-triphenylmethoxypropane三三ethoxy 矽 17 201139560 Aβ such as alkane is the above formula: the base of the three oxy decane compounds represented by 0G; 3-ethoxypropyl propyl trioxane, 3-ethoxypropyl propyl Tribromodecane, 3-ethoxypropyl propyl dimethoxy methoxy decane, 3 ethoxypropyl propyl dichloroethoxy decane, 3-ethyl methoxy propyl dimethoxy decane, 3 _Ethyloxypropyl gas diethoxy decane, 3-phenyl methoxy propyl trioxane, 3 曱 曱矽 丙基 methoxy methoxy dimethoxy decane ' 3 — triethyl methoxy propyl di methoxy decane, 3-(2-tetrahydropyranyloxy) propyl chlorodiethoxy decane, 3-(2-tetrahydrofuranyloxy)propyl dioxyethoxysilane, 3-methoxymethyloxypropyltribromodecane, 3-methoxyethoxymethyloxypropyltrichloromethane, 3 -(1-ethoxyethyl propyl) propyl gas dimethoxy decane, 3 _ 3 -butoxy methoxy propyl dichloro methoxy oxa oxime & 3 - Z butyloxypropyl X such as gas two-gas ethoxy decane, 3-triphenyl methoxypropyl di-glycol decane, 3-hydroxypropyl propyl sulphate (tetra). It is the above formula: the fossil compound shown in QG, etc. These decane compounds (1) may be used alone or in combination of two or more. Among these, the decane compound (1) is obtained by having a more excellent cured product, X. It is preferably a trialkoxy decane compound of a dentate atom, a dialkoxy decane compound of which X is a cyano group, or a dialkoxy decane compound of the above formula: a tris-oxyxanthene compound having a 3-chloropropyl group, a tri-yard oxy group having a 3-methoxypropyl group, a : compound, a trialkoxy group having a 2-cyanoethyl group The decane compound is preferably a triacyloxydecane compound having a 3-cyanopropyl group. [decane compound (2)] 201139560 decane compound (2), decane compound. In the formula (2) represented by the formula (2): K2Si(〇R4)q(x2)3q, a specific example of R2 may be exemplified as the R2 compound of the calcined compound copolymer (A). R24 represents the base of the carbon number of the above (4). X2 represents the same Nantin atom as the above χ1. The q system represents any integer of 〇~3. When Q is 2 or more, 〇R4 may be the same or different from each other. Further, when (3-〇 is 2 or more, X2 may be the same or different from each other. Specific examples of the decane compound (2) include methyltrimethoxydecane, methyldiethoxydecane, and B. Tris-decyloxydecane, ethyltriethoxydecane, n-propyltrimethoxyoxane, n-butyltriethoxydecane, isobutyldimethoxydecane, n-pentyltriethoxydecane An alkane such as n-hexyltrimethoxydecane, isooctyltriethoxydecane, dodecyltrimethoxydecane, decyldimethoxyethoxysilane, methyldiethoxymethoxydecane or the like a binary gas based stone compound compound; methyl dimethoxy decane, methyl dichloro decyl decane, methyl gas diethoxy decane, ethyl gas dimethoxy decane, ethyl dioxane An alkyl iodized alkoxy decane such as oxysulfonium, n-propyl dimethyl dimethoxy decane or n-propyl dichloro decyloxy decane; decyl trichloro decane, decyl tribromo decane, ethyl Trichlorodecane, ethyldi> Smelly smelting, n-propyl triclosan, etc. Alkane, 4-methoxyphenyl trimethoxy decane, 2- 19 201139560 gas phenyl trimethoxy decane, phenyl triethoxy decane, 2-methoxy phenyl thiophene sylvestre, benzene a phenyltrialkoxy decane compound which may have a substituent such as phenyl ethoxy ethoxy ethoxylate, phenyl diethoxy decyl oxane or the like; phenyl gas dimethoxy decane, phenyl two A phenyl functional alkoxy group having a substituent such as methoxymethoxydecane, phenyl methoxyethoxy oxime, phenyl diethoxy oxime, phenyl diethoxy ethoxy a quinone compound; a phenyl trioxane, a phenyl tribromodecane, a 4-mercaptophenyl trigas sulphate, a 2-gas phenyl trioxane, a 2-ethoxyphenyl trioxane, etc. a stupid compound of a decyl compound having a substituent. The compound (2)' may be used singly or in combination of two or more. [A mixture of a compound of a smelting compound] for producing a decane compound copolymer (A) , a mixture of decane compounds, which can be a mixture of decane compound (1) and decane compound (2) The step may also be a mixture of other cerium compounds (丨) and a mixture of decane compounds (2), which may not be hindered by the object of the present invention. The compound of the compound (1) and Shi Xi The ratio of the compound of the compound (2) to the molar ratio of [decane compound (1)]: [decane compound (2)] = 55: 45~25: 5 is preferred. The mixture of the above-mentioned compound of the stone compound is condensed. The method of the invention is not particularly limited, and the decane compound (1), the decane compound (2), and other desired decane compounds are dissolved in a solvent, and a predetermined amount of catalyst is added to stir at a predetermined temperature of 20 201139560. Method: The catalyst used can be any one of the phthalic acid catalyst and the touch test #. The medium can be a mineral acid such as hydrochloric acid, sulfuric acid, nitric acid or squaric acid; A Shuo I, difluoromethanesulfonic acid, benzenesulfonic acid, An organic acid such as benzenesulfonic acid, acetic acid or trifluoroacetic acid. Alkali catalyst, can be exemplified by - 甲 - in - 甘 雔 - 竿 - methylamine, diethylamine, diisopropylamino lithium - (methylene methyl fluorenyl) amine lithium ... pyridine, I 8 ~ Diazabicyclo[5. 4. °] anti- 7-aniline, picoline, 1,4-diazabicyclo[2. 2. 2] physic pit, taste saliva, etc.; tetramethyl hydroxide Organic salt hydroxides such as tetraethylammonium hydroxide; metal alkoxides such as sodium alkoxide, sodium ethoxide, third butanol, potassium butoxide; metal hydrides such as sodium hydride and calcium hydride A metal hydroxide such as sodium hydroxide or potassium hydroxide; a metal carbonate such as sodium carbonate, carbonic acid, or carbon (tetra): a metal hydrogencarbonate such as sodium hydrogencarbonate or carbonic acid gas. Among these, the catalyst used is preferably an acid catalyst, and the inorganic acid is more preferable. The amount of catalyst used, the total molar amount of the decane compound, usually 〇·1ιη〇1%~10mol% 'to 1 ([1〇1%~5111〇1% range. Solvent used, according to decane The type of the compound, etc., is suitably selected. For example, an aromatic tobacco such as methyl benzene, toluene or diphenylbenzene, an ester of methyl acetate, ethyl acetate, propyl acetate or decyl propionate;鲖, A and B from the same as 'methyl isobutyl ketone, ketohexanone and other ketones; methanol, ethanol, n-propanol, isopropanol, n-butanol, isobutanol, second butanol, third butanol, etc. Alcohols, etc. The solvent may be used singly or in combination of two or more. 21 201139560 Among these, 'water, aromatic hydrocarbons, and the like are preferred, and a mixed solvent of water and benzene is particularly preferred. 'When using water and toluene, the ratio of water to stupid (volume ratio) is preferably 1 ··9~9 ··1, more preferably 7:3~3: 7. Solvent usage, solvent 1 liter The amount of the total molar amount of the compound of the smelting compound is usually from 0.1 mol to 1 〇m 〇 l, preferably to be O5 m 〇 1 〜 1 〇 m 〇 1 . The temperature of the reaction (reaction) is usually in the range of 〇t to the boiling point of the solvent to be used, which is preferably in the range of 2〇11〇吖. When the reaction temperature is too low, the condensation reaction proceeds insufficiently. When the reaction temperature is too high, it is difficult to suppress gelation. The reaction is usually completed in 3 minutes to an hour. After the completion of the reaction, when an acid catalyst is used, an aqueous test solution such as sodium hydrogencarbonate is added to the reaction solution, and the test is used. In the case of a catalyst, an acid such as hydrochloric acid is added to the reaction solution. "At this time, the salt to be produced is removed by hydrazine or water washing, etc." The desired decane compound tool is obtained. (B) Epoxy compound Hardening of the present invention The composition of the present invention contains an epoxy compound (hereinafter referred to as "epoxy compound (B)") as the component (B). The curable composition of the present invention contains the epoxy compound (8) as the % ruthenium compound (B) as long as it contains The compound having an epoxy group in the molecule may be a compound having two or more epoxy groups. The epoxy compound having two or more epoxy groups may, for example, be bisphenol A or bisphenol F or Styrene, phenol Aldehyde, glycidyl ether of methyl, butanediol, polyethylene glycol, polyglycidyl ether; alcohols such as phthalic acid, meta-dicarboxylic acid, aged acid, etc. 22 201139560, a glycidyl ether of a carboxylic acid; a so-called alicyclic dioxy compound which is introduced into an epoxy group by oxidizing the double bond containing a compound having a carbon-carbon double arrow alicyclic structure; & Bisphenol type 6% oxygen resin, bisphenol f type epoxy resin, bisphenol type 5 ring gas resin, alicyclic epoxy resin, bismuth (four) lapped epoxy resin, bis (tetra) epoxy resin, biphenyl type Epoxy resin, glycidylamine epoxy resin, condensation: glyceryl ether epoxy resin, B-type epoxy resin, acrylic acid modified epoxy resin (epoxy acrylate), phosphorus-containing epoxy resin, two Styrene epoxy resin, benzophenone epoxy resin, naphthalene skeleton epoxy resin, four: stupid base epoxy resin, DPP (di-n-pentyl phthalate) epoxy resin, Epoxy resin, dicyclopentadiene (tetra) epoxy resin, bismuth-containing epoxy resin, double A dilute oxide addition of condensed water _, 雔 age A type propylene oxide addition of diglycidyl shunt, cyclohexane bismuth diol 2 = water glycerin light, polyglycol polyglycerol bond An epoxy resin such as a polyglycidyl ether of a polybasic acid, or a toothing compound (such as an epoxy resin) or a hydrogenated product. These may be used alone or in combination of two or more. Among these, even in the case of high temperature, a cured product having a high adhesion can be obtained, and an alicyclic epoxy resin compound is preferably used. The alicyclic oxygen generating resin compound may have two θ ^ clothes oxime in the molecule, and the following formula) 3, 4-epoxycyclohexanecarboxylic acid 3, 4 ring ΚΧ 乳 己Anthracene ester, ethyl 4-cyclohexene diepoxide, and the like. Among these, 3,4-epoxycyclohexylmethyl alkanoate is particularly preferred. ’ %乳基%已 23 201139560

(c) Hardening Agent The curable composition of the present invention contains, as a component, a fat % acid anhydride having a carboxyl group and a curing agent containing another aliphatic acid anhydride (hereinafter referred to as "hardening agent (c)". ). Since the curable composition of the present invention contains a curing agent, a cured product excellent in heat resistance can be obtained. An alicyclic acid anhydride having a carboxyl group is an alicyclic acid anhydride having at least one carboxyl group. Specific examples of the alicyclic acid anhydride include azelaic anhydride, 3-methyl-1,2'3,6-tetrahydrophthalic anhydride, and 4-methyl-4,2,3,6-tetrahydrogen Dicarboxylic acid needle, tetrahydrophthalic anhydride, 3-methyl-hexahydrophthalic acid, "yl-hexahydrophthalic anhydride, hexahydrophthalic anhydride, methyl nadic H 5-bicycloheptadose _2,3_bismuthic acid bismuth, double ring heptose bismuth anhydride, methyl _5_glycide _2, 3_ bis-acid acid field, methyl _ 乂 3, cone ^ Anhydride, etc. Further, the carboxy carboxy hydrazine can be substituted for the alicyclic structure of the fat-free Baqian-cho. The number of m-substituted positions is not particularly limited. In the case of hexahydrophthalic acid, the 1,2-,4-three is taken. Carboxylic acid-1 > 2 anhydride, 1 hexane, cyclohexene 41 acid di(tetra)], 2 ct. is preferred, and carboxylic acid-1,2 anhydride is particularly preferred. The compound may be in a stereoisomer and may be any of the isomers. The alicyclic acid liver having a slow-acting base may be used alone or in combination of two types. Other alicyclic acid anhydrides are alicyclic acid needles which do not have a slow-group alicyclic acid, and may be exemplified by the above-mentioned alicyclic acid needles which are not described in the alicyclic acid ring . Among them, 3-methyl-hexahydrophthalic acid field and "yl-hexahydrophthalic anhydride are #, and particularly preferred is methyl-hexahydro-o-benzoic anhydride. — Other alicyclic sour livers ‘ can be used alone or in combination of two or more. In the hardened material (6), the ratio of the use of the alicyclic alicyclic acid liver to other alicyclic anhydrides is such that (4) the alicyclic acid field and the other alicyclic acid field are in the ratio of 'with m base' The alicyclic anhydride): (other alicyclic anhydride) = 50: 50 to 10: 90 is preferred. In the curable composition of the present invention, the components (A), (8), and (6) are (1) and [(BH(c)kf ratio 1 (a): [(8) + (c)] = (10): 2 〇 〜 L〇0: The ratio of 6G is used to make the above (A,), (B), and (6) components, with the mass ratio of (A, mUBH(6)], to (A,:[(8)+ (c)M〇〇.2 〇~1〇〇: The ratio of 60 is used. (8)+ (The ratio of 〇 is less than 20, and sufficient adhesion cannot be obtained. If it is more than 60, the compatibility with the component (1) or (a) is worse. Excellent transparency is not obtained. The ratio of the use of 'B) and (C) is in mass ratio (b): (〇= 4:6~6:4 is better, and 5:5 is especially good. When each component is used in such a ratio, it is possible to obtain a curable composition having a long-term transparency and heat resistance, and having a high adhesion strength even at a high temperature. 25 201139560 The curable composition of the present invention is as described above. The component further includes an oxidation preventing agent which prevents oxidation during heating. • The oxidation preventing agent may be a phosphorus-based oxidation preventing agent, a phenolic oxidation preventing agent, a sulfur-based oxidation preventing agent, etc. The phosphorus-based oxidation preventing agent is preferable. The phosphorus-m oxidation preventing agent may, for example, be triphenyl phosphate, diphenylisophthalic acid, phenyl diisodecyl phosphate or tris(nonylphenyl) phosphate. Diisodecyl isopentenyl phosphate, tris(2,4-di-tert-butylphenyl) phosphate, tetramethyl bis(octadecyl) ester of phosphonium octoxide, cyclooctane octanoate Tetrakis(2'4-monobutylphenyl)ester, cyclooctylpentanyltetrakis(2,4-di-butyl-4-methylphenyl) phosphate, double [2_ Phosphate such as tributyl-6-indenyl- 4-nonyl-2-(decaloxycarboxy)ethyl}phenyl]hydrogen phosphate, 9,1 〇_dihydro-9-oxa-10 Phosphenanthrene-1〇_oxide, 1〇_(3,5_di-t-butyl 4-hydroxybenzyl)-9' 10-dihydro_9_oxa-1〇-phosphaphenanthrene _Oxide 1 〇 癸 癸 _ ' ' 9 9 9 9 二 二 -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- -10- 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物 氧化物: 2, 6-di-tert-butyl-p-cresol, benzyl-based toluene, butylated, thiophene, 2, di-tert-butyl-p-phenol, hard moon, & 10,000-(3,5 - two third butyl _4_ base Early phenols of propionic acid vinegar; 2, 2'-methylenebis(4-methyl+t-butylphenol) 2,2,-methylenebis(4_ethyl+t-butyl Phenol), 4,4, _ thio (3-methyl-6-tert-butyl phenol), 44, _butylene bismethyl. s - sylvestre 3, 9 bis [1, bis dimethyl Third butyl - 4 glimpse + methyl (5) propylene oxime) ethyl ratio U, 10-tetraoxa snail [5, 5J eleven hospitals, etc., fly 1,3-three (M-based + mercapto-5-tert-butylbenzene 26 201139560) butane, 1,3,5-trimethyl 2,4 6-three (3 芊 "one, one - butyl _4 ~ hydroxy V-based) Ben, tetra [methylene_3_(3',5,_di-t-butylidene:yl)propionic acid ]]]甲烧,双[3,3, _双(4, _经基_ 3, _ third 2 base) butyric acid] diol from the purpose, - three (3, ·, 5, _ two third;;

Mwm2,4,6_(1H,3H,5w, M_4^ Sub-type phenols) Qiao》 Sulfur-based oxidation inhibitor, can be given as: dilauryl _33, _ acid ester, two meat Duz 1 〇 0, eight An alkene and a decyl- 3,3-thiodipropionate, a distearyl _3, 3, a thio-acrylic acid vinegar, etc. The oxidation inhibitor may be used alone or in combination of two or more. The amount of the oxidation preventing agent used is 0.1 to 10 parts by mass of the decane compound copolymer (8) or (Α) 100 parts by mass. The curable composition of the present invention does not hinder the object of the present invention. The other components may further include other components, such as an ultraviolet absorber, a light stabilizer, a diluent, etc. The ultraviolet absorber is added for the purpose of improving the light resistance of the obtained cured product. For example, phenyl ruthenate, salicylic acid, tributyl butyl ester, salicylic acid, p-octyl phenyl ester, etc.; 2, 4-hydroxydibenzophenone ' 2-hydroxy-4-methoxy Dibenzophenone, 2-hydroxyoctyloxybenzophenone, 2-propenyl-4-dodecyloxydimercaptoketone, 2,2'-dipyridyl-4-decyloxy Benzophenone, 2,2,-dihydroxy-4,4'-dimethoxyoxydiphenyl, I, 2-amino-4-methoxy-5-carboxylic acid, diphenylformamidine, 2-( 2'-transcarbyl-5'-mercapto 27 201139560 base) Bens three n sit, 2~(2, oxazole, 2-(2' _hydroxy-3,5 2-(2'-hydroxy-3) '-Third·azole, 2-(2'-hydroxy-3,,5,. Sodium, 2-(2'-carbyl-3,,5,2-{(2'-hydroxy-3',3 ,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,,, ''Di-tert-butylphenyl)-5-gasbenzotris-'-tripentylphenyl)benzotriazine, '4,,,5',,6',_tetrahydroortylene Dimethyl hydrazide methyl)-5, tetramethyl-4 - fluorene base 癸 methyl phenyl} benzotriazole, bis (2, 2, 6, 6-diacetic acid, double (1 , 2,2,6,6,-pentamethyl-4-piperidinyl) phthalate, bis(1' 2, 2, 6, 6,-pentamethyl-4-piperidinyl) [{3 a hindered amine such as '5-bis(l'l-monodecylethyl)hydroxyphenyl hydrazinemethyl]butylmalonate or the like. The ultraviolet absorbing agent can be used alone or In combination with two or more types of ultraviolet absorbers, it is preferable to use 100 parts of the para-oxane compound copolymer (A) or (A, ), and the mass part is preferably 〇. It is a lifting place; the f-stone is added for the purpose of light resistance of the cured material of /μ >^. For the light stabilizer, for example, amine-1,3,5-three-call _2, 4-diyl)imidopyridinium hexamethylene {{2, 2, 6, etc. hindered amines. Poly[丨6-(1,1,3,3-tetramethylbutyl)phosphonium (2, 2, 6, 6-tetradecyl- 4-piperidinyltetramethyl-4-piperidinyl) Amino)] or a combination of two or more. The light stabilizers can be a single

The amount of the ultraviolet absorber to be used is preferably 0.01 to 10 parts by mass per 100 parts by mass of the copolymer of the money compound. 28 201139560 The thinner ' is added to adjust the viscosity of the dragon sword n. The diluent may, for example, be glycerol η / field - glyceryl ether ' dicole diglyceride ether , diglycidyl alcohol , thioglycol monocondensate glycerol base amine, octyl glycol glycidyl ether, cyclohexane: : Methanol diglycidyl acid, alkylidene diglycidyl bond, polyglycol glycerol _, polypropylene glycol diglycidyl ether, trimethoprim triglycidyl, glycerol triglycidide shout, 4_ vinyl ring A dilute epoxide, a cyclohexene oxide ethylene, a methylated cyclohexene ethylene, etc. These diluents may be used alone or in combination of two or more. The curable composition of the present invention, for example, The above (α) 4 (α,), (Β) (C), and the desired oxidation inhibitor and other components are blended in a predetermined ratio, and mixed and defoamed by a conventional method. According to the curable composition of the present invention, even when the amount of light of the surface b is irradiated or the temperature is maintained, the coloring property is not colored or the transparency is lowered, and excellent transparency can be obtained for a long period of time, and the adhesiveness is high. Hardened material. Therefore 'curability of the present invention The product can be suitably used as a raw material, an adhesive, a plating agent, or the like as an optical component or a molded body. In particular, it is possible to solve the problem of deterioration of the fixing member of the optical component with the increase in brightness of the optical element. The curable composition of the present invention can be suitably used as a composition for a fixing member for an optical element. 2) Cured material The second embodiment of the present invention is a cured product of the curable composition of the present invention. The method of hardening the composition may be heat hardening. The heating temperature at the time of hardening is usually 100 to 20 (TC, and the heating time is usually 10 29 201139560 minutes to 20 hours, preferably 30 minutes to 10 hours. The cured product of the present invention. 'When it is irradiated with high-energy light or in a high-temperature state, it does not color or reduce transparency, and can have a cured product having excellent transparency and having a high adhesion force. Therefore, the cured product of the present invention, It can be suitably used for an optical component or a molded body, an adhesive layer, a plating layer, etc. In particular, the present invention solves the problem of deterioration of an optical component fixing material in accordance with the increase in luminance of the optical element. Curable composition, can be favorably used as an optical element fixed to the sheet. Hardened material of the present invention has a high bonding strength with the composition, as for example by _

The force is confirmed by the measurement. That is, the mirror-coated curable group J of the tantalum wafer is placed on the object to be pressed by the coated surface, heat-treated to be hardened, and placed in advance to a predetermined temperature (for example, 23 t). The measurement machine was placed on the measuring table for 30 seconds, and the stress of the horizontal method (cutting direction) was applied from the position q of the height of the object 5 〇Mm, and the adhesion between the test piece and the surgical body was measured. The adhesion of the hardened material is preferably 23tj^u〇N/2mm[:] or more. The cured product is excellent in transparency and can be confirmed by (4) fixed light transmittance. The light transmittance of the cured product is preferably 8 8% or more, more preferably 85% or more, at a wavelength of 45 Å. The long-term smash resistance of the above-mentioned hardened material is superior to that of ” ,, which can be transparent by placing the hardened material at a high temperature for a long time.

旳 Change is small and confirmed. Transparency, after being placed at 15 ° C for 300 hours, the wavelength of 45 〇 n is < the bud penetration rate is 80% or more of the initial transmittance. 30 201139560

method. The curable composition is an optical element used for an encapsulant for a component fixing material, and examples thereof include a light-emitting element such as a led or LD, a photosensitive element, a composite optical element, and an optical unit circuit. <Binder for optical element fixing material> The curable composition of the present invention can be suitably used as an adhesive for an optical element fixing material. The curable composition of the present invention is used as a method for fixing an optical element, and the composition is applied to one or both of the following materials (such as an optical element and a substrate thereof), and the composition is applied. It is then heat-hardened to make the materials of the subsequent objects firmly adhere to each other. Next, the main substrate material of the optical element may be glass such as soda glass or heat-resistant hard glass; ceramics, iron, copper 'aluminum, gold, silver, platinum, road, titanium, and alloys of the metals; stainless steel Metals such as (SUS3〇2, SUS3〇4, SUS304L, SUS309, etc.); polyethylene terephthalate, polybutylene terephthalate, polyethylene naphthalate, ethylene_ Ethyl acetate copolymer, polystyrene, polycarbonate, polymethylpentene, polysulfone, polystyrene 1, polyethersulfone, polyphenylene sulfide, polyetherimide, polyamine, polyamine, A synthetic resin such as a bupropion resin, a norbornene resin, a cycloolefin resin, or a glass epoxy resin. The heating temperature at the time of heat curing is usually from 10 0 to 200 ° C depending on the curable composition or the like. The heating time is usually 10 minutes to 20 hours, preferably 30 minutes 31 201139560 minutes to 1 hour. (Encapsulant for Optical Element Fixing Material) The curable composition of the present invention can be suitably used as an encapsulant for an optical element package. When the curable composition of the present invention is used as a method for encapsulating an optical element fixing material, for example, the composition is molded into a desired shape to obtain a molded body of the calender element in j, and then heated and cured. A method of manufacturing an optical element package or the like. The method of forming the curable composition of the present invention into a desired shape is not particularly limited, and a conventional transfer molding method or a conventional molding method such as injection molding can be employed. The heating temperature at the time of heat curing is usually 100 to 200 t: depending on the curable composition used. The heating time is usually from 10 minutes to 2 hours, preferably from 3 minutes to 10 hours. In the obtained optical element package, since the curable composition of the present invention is used, even if a short wavelength of a light-emitting peak wavelength of 400 to 490 nm such as a white or blue LED is used in the optical element, coloring does not deteriorate due to heat or light. It is excellent in transparency and heat resistance. [Examples] Next, the present invention will be described in more detail by way of examples and comparative examples, but the present invention is not limited to the following examples. (Measurement of weight average molecular weight) The weight average molecular weight (Mw) of the decane compound copolymer obtained in the production example is based on a standard polystyrene value, and is set as follows according to the following conditions and conditions 32 201139560. Device name: HLC-8220GPC T0S0 company Pipe column: TSKgelGMHXL, TSKgelGMHXL and TSKgel2000HXL are connected in sequence. Solvent: tetrahydrofuran injection amount: 80 // 1 Measurement temperature: 40 ° C Flow rate: 1 m 1 /min Sensor: differential refractometer (measurement of IR spectrum) IR of the decane compound copolymer obtained in the production example The spectrum was measured using the following apparatus. Four-phase conversion infrared spectrometer (Spectruml 00, manufactured by PerkinElmer) (manufacturing example 1) 16.7 g (84 mmol) was added as a phenyl trimethoxy decane (manufactured by Tokyo Chemical Industry Co., Ltd.) in a 300 ml water bottle.矽 化合物 化合物 ( 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- 3- ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( ( After the steaming was carried out at a temperature of 6 mm1, 15 g (1.5 mmol) of a phosphoric acid (manufactured by Kanto Chemical Co., Ltd.) was added as a catalyst, and further stirred at room temperature for 16 hours. After the end of the reaction, 100 ml of ethyl acetate was added to the reaction mixture, and the mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate. After standing for a while, the water was removed by washing the organic layer twice with distilled water, and dried over anhydrous magnesium sulfate. After filtering magnesium sulfate 33 201139560, the filtrate and the liquid were concentrated to 5 〇 m with a reduced pressure concentrator, and this was added dropwise to a large amount of n-hexane to reprecipitate, and the precipitate was separated by decantation. The decane compound copolymer (A1) 14. 7g. The decane compound copolymer (A1) was obtained by a vacuum distillation to give a decane compound copolymer (A1) 14. 7g. The Si Xiyuan compound copolymer (A1) has a weight average molecular weight (Mw) of 2,500 and a molecular weight distribution of (-/^ is 丨^. Further, the IR spectrum data of the decane compound copolymer (A1) is expressed as follows.

Si-Ph: 699 cm·1,741 cm.1, Si-Ο: 1132 cnf1, -c〇: 1738 cm1 (Production Example 2) In Production Example 1, 'the amount of phenyltrimethoxydecane used was 14.3 g. 9 g。 The decane compound copolymer (A2) 15.9 g was obtained in the same manner as in Production Example 1. (1. 7 g). The weight average molecular weight of the decane compound copolymer (A2) (?? is 2,600, and the molecular weight distribution (Mw/Mn) is 1.51. Further, the IR spectrum data of the decane compound copolymer (A2) is expressed as follows.

Si-Ph: 699 cm.1, 741 cnf1, Si-Ο: 1132 cm.1, -c〇: 1738 cm'1 (Production Example 3) In Production Example 1, the amount of phenyltrimethoxydecane used was used. In the same manner as in Production Example 1, except that 11.9 g (60 mmol) of 3-ethoxymethoxypropyltrimethoxy fluorene 34 201139560 13. 3g (60 mmo 1) was obtained, the scouring compound copolymer (A3) 15 was obtained. .3g. The weight-average molecular weight (Mw) of the ceramsite compound copolymer (A3) was 4,600, and the molecular weight distribution (Mw/Mn) was 1.60. Further, the IR spectrum data of the decane compound copolymer (A3) is expressed as follows.

Si-Ph: 700 cm-1,742 cm-1, Si-Ο: 1132 cm·1, -c〇: 1738 cm'1 (Production Example 4) In Production Example 1, phenyltrimethoxy decane was used. The use amount is 16.7 g (84 mmol), and the 3-methoxypropyl propyl trimethoxy oxime is used in an amount of 8. 0 g (36 mmol). In the same manner as in Production Example 1, except that (60 mmol) and 3-glycolic acid propyl tridecyloxy oxime (manufactured by Tokyo Chemical Industry Co., Ltd.) 14.2 (60 mmol), the compound (A 4) was obtained in the same manner as in Production Example 1. g. The decane compound copolymer (A4) had a weight average molecular weight (Mw) of 2,800 and a molecular weight distribution (Mw/Mn) of 1.56. Further, the IR spectrum data of the Shi Xixuan compound copolymer (A 4) is expressed as follows.

Si-Ph : 700 cm-1 ' 742 cm-1 ' Si-Ο : 1132 cm-1, epoxy group: 1254 cnf1 (Production Example 5) In a 300 ml water drop bottle, phenyltrimethoxydecane (Tokyo) 11.9g (60mmol) as decane compound (2), 3-air propyl 35 201139560 tridecyloxy decane (manufactured by Tokyo Chemical Industry Co., Ltd.) 119g (60mm 〇1) as decane compound (1), Into the solvent, 6 〇ml of toluene and 3 liters of distilled water were added (after stirring with 111, 015 g (15 mm 〇1) of phosphoric acid (manufactured by Kanto Chemical Co., Ltd.) was added as a catalyst', and further mixing was carried out for 16 hours at room temperature. 'The mixture was neutralized with a saturated aqueous solution of sodium hydrogencarbonate. To this was added ethyl acetate (100 ml) and stirred for a while. After standing, the organic layer was washed twice with distilled water and dried over anhydrous magnesium sulfate. The precipitate was poured into a large amount of n-hexane to reprecipitate, and the precipitate was taken out by removing hexane. The obtained precipitate was dissolved in methyl ethyl ketone (MEK), and the solvent was distilled off under reduced pressure by a vacuum condenser. Drying 'to obtain a decane compound copolymer (A5) 12. 9g. Copolymer composition (A5) of the weight average molecular weight (Mw) of 3, 600 'molecular weight distribution (Mw / Mn) is 1. 63. Further, the alkoxy silicon compound copolymer (A5) of the 11? Spectral information represented as follows.

Si-Ph: 700 cuT1, 741 cm-1, Si-Ο: 1133 cnfi, -C1 : 648 cm'1 (Production Example 6) In Production Example 5, the amount of phenyltrimethoxydecane used was 16.7 g. The decane compound copolymer (A6) 13.4 g was obtained in the same manner as in Production Example 5 except that the amount of the decane compound copolymer (A6) was 13.4 g. The broth compound copolymer (A6) had a weight average molecular weight (mw) of 3,300 and a molecular weight distribution (Mw/Mn) of 1.59. 36 201139560 Further, the IR spectrum data of the terpene-based compound copolymer (A6) is expressed as follows.

Si-Ph: 700 cnf1, 742 cm-1, Si-Ο: 1133 cm·1, -C1: 648 cm1 (Manufacturing Example 7) In Production Example 5, the amount of phenyltrimethoxydecane used was 14. The galvanic compound copolymer (A7) 13. lg was obtained in the same manner as in Production Example 5 except that 3 g (72 mmol) and 3- propyl propyl trimethoxy decane were used in an amount of 9 · 54 g (48 mmo 1). The decane compound copolymer (A7) had a weight average molecular weight (Mw) of 3,400 and a molecular weight distribution (Mw/Mn) of 1.61. Further, the IR spectrum data of the decane compound copolymer (A7) is shown below.

The singularity of the singularity of the singularity of the singularity of the singularity of the singularity of the singularity of the sulphate. 3克。 The decane compound copolymer (A8) 12.3g was obtained in the same manner as in Production Example 5, using 2-cyanoethyltrimethoxydecane (manufactured by AZMAX Co., Ltd.) in an amount of 10. 5 g (60 nnnol). The decane compound copolymer (A8) had a weight average molecular weight (Mw) of 3,500 and a molecular weight distribution (Mw/Mn) of 1.61. Further, the IR spectrum data of the decane compound copolymer (A8) is shown below.

The amount of the phenyl trimethoxy decane is 16.7 g. The amount of the phenyl tridecyloxy decane is 16.7 g, the amount of the phenyl trimethoxy decane is 16.7 g. The decane compound copolymer (A9) 13.3 g was obtained in the same manner as in Production Example 8, except that the amount of the decane compound (A9) was 13.3 g. The decane compound copolymer (A9) had a weight average molecular weight (Mw) of 3,200 and a molecular weight distribution (Mw/Mn) of 1.66. Further, the IR spectrum data of the decane compound copolymer (A9) is shown below.

Si-Ph: 699 cm1, 742 cnf1, Si-Ο: 1131 cm-1, -CN: 2253 cm'1 (Production Example 10) In Production Example 8, the amount of phenyltrimethoxydecane used was 14.3 g. The decane compound copolymer (A10) 12.9 g was obtained in the same manner as in Production Example 8, except that the amount of the decane compound copolymer (A10) was 12. 9 g. The decane compound copolymer (A10) had a weight average molecular weight (Mw) of 3,300 and a molecular weight distribution (Mw/Mn) of 1.62. Further, the IR spectrum data of the decane compound copolymer (A10) is shown below.

Si-Ph: 699 cm-1,742 cnT1, Si-Ο: 1131 cm·1, -CN: 2253 cm&quot;1 (Example 1) 38 201139560 % The decane compound copolymer (Al) lOg obtained in Production Example 1 'As a component (B), 1.5 g of 3,4-epoxycyclohexyloxyl 3,4-epoxycyclohexylmethyl ester (manufactured by Sikma Erdish) was added as a component (C). Cyclohexyl-1,2,4-tris-acid-1,2-anhydride (manufactured by Mitsubishi Gas Chemical Co., Ltd.) 0.15 g of alicyclic anhydride, and 4-methyl group of other alicyclic anhydride Cyclohexane-1,2-dicarboxylic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.) 丨35 g, and fully mixed and defoamed to obtain a curable composition. (Examples 2 to 8) In the first embodiment, the decane compound copolymer, the component (B), and the component (C) were used in the following Table 1 and the blending amount, and examples. In the same manner, the curable compositions (2) to (8) were obtained. (Examples 9 and 10) Further, in the same manner as in Examples 4 and 5, the phosphorus-based oxidation inhibitor IRGAF0S168 (manufactured by Ciba. Japan Co., Ltd.) was added in the same manner as in Examples 4 and 5, and the curability was obtained in the same manner as in Examples 4 and 5. Composition (9), (1 〇). (Comparative Examples 1 and 2) In Example 1, 'the decane compound copolymer, the component (B), and the component (C) were used in the following Table 1 and the amount of the blending amount, and the examples were In the same manner, the curable compositions (11) and (12) were obtained in the same manner. (Comparative Example 3) The curable composition was obtained in the same manner as in Example 1 except that the alicyclic amine-based curing agent (trade name: EH3895 'ADEK Corporation) was used in the same manner as in Example 1 (13). (Comparative Example 4) 39 201139560 In the first embodiment, in place of the component (C), 4-methylcyclohexane-1,2-dicarboxylic anhydride (manufactured by Tokyo Chemical Industry Co., Ltd.) 1 · 4 5 g and a curing catalyst were used. Phenylphosphine (manufactured by Kanto Chemical Co., Ltd.) other than 0.05 g. In the same manner as in Example 1, a curable composition (14) was obtained. (Comparative Example 5) A curable composition (15) was obtained in the same manner as in Example 3 except that the decane compound copolymer (A2) was used in the same manner as in Example 3 except that the decane compound copolymer (A2) obtained in Production Example 4 was used. . (Example 1W6, Comparative Examples 6 to 13) In Example 1, the decane compound copolymer, the component (B), and the hydrazine component were used in the following types and blending amounts as described in Table 1-2 below. In the same manner as in the first embodiment, the curable compositions (16) to (29) were obtained. 201139560 7&lt;1 Phosphorus-based oxidation inhibitor (mass portion) 1 1 1 1 1 1 1 1 LO C5 LO 〇* 1 1 1 1 1 Triphenylphosphine (hard medium) (mass part) 1 1 1 1 1 1 1 1 1 t II LO o cr&gt; 1 Amine-based hardener (mass part) 1 1 1 1 1 1 1 1 1 1 f 1 LO 1 1 Other Fatty Acids (Mass) 1.35 1.35 LO 〇〇〇C5 Η LO CM 1.25 1 _ Lane... ο oo o LO CN1 o 3.15 1 LO , called Ln &lt;=s Fatty phthalic anhydride with carboxyl group (mass department) in »1 〇LO 〇LO 〇CN1 〇〇LO oa o 1.25 CD 1—Η 〇o LO oa o LO CO d 1 1 LO og (mass section) LO LO LO 〇03 ◦ οα LO LO CD t&gt ;d &lt;=&gt; o oa LO 〇LO CO LO in LO r^i (Α)άΤ (Quality) 100:30 100:30 100:30 100:40 100:40 100:50 100:50 100: 40 100:40 100:40 100:10 100:70 1 1 100:30 decane compound copolymer (mass section) Ο Ο CD 〇) Ο C3 o &lt;=&gt; oo 〇 type r-Η T--&lt; hardenable composition CO inch LO CO 〇 0 03⁄4 oo CO inch in Example 1 Example 2 Example 3 Example 4 Example 5 Example 6 Example 7 Example 8 Example 9 Example 10 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Comparative Example 5 41 201139560 Phosphorus-based oxidation preventing agent 1 (mass portion ) 1 1 1 1 1 1 1 l 1 1 1 1 1 1 Triphenylphosphine (hardening catalyst) 1 (mass part) 1 1 1 1 1 1 t 1 1 1 0.05 1 1 1 LO 〇C3 Amine hardener (mass department)| 1 1 1 1 1 1 1 1 LO »—H 1 1 1 I Other fatty acid anhydride 1 (mass part) | LO CO 1.35 LO CO 1.35 LO CO 1. 35 0.25 3.15 1 m CNI 〇3.15 1 1 Fat type with carboxyl group _Μ_ I (mass part)| LO &lt;d&gt; 0.15 0.15 0.15 LO o 0. 15 m OJ C5 0.35 1 LO but LO CM C3 in CO C3 1 1.45 I (mass) | LO ^&quot;4 LO LO 1*^ LO LO m LO o LO CO LO LO LO LO LO LO (A): [(8)K 〇] 1_ (Quality) 100:30 100:30 100:30 100:30 100:30 100:30 100:10 100:70 I l 100:10 100:70 1 1 Alkane compound copolymer (mass part)| Ο ◦ o &lt;=&gt; C=5 ooooooooo kind o Ή o -&lt; o &lt; ◦ o ^&quot;4 &lt;c hardening composition CO oo oa &lt; NI CO oa inch (NI LO (Nl CD &lt; NI CO oa Oi CNI Example 11 Example 12 Example 13 Example 14 Example 15 Example 16 Comparative Example 6 Comparative Example 7 Comparative Example 8 Comparative Example 9 Comparative Example 10 Comparative Example 11 Comparative Example 12 Comparative Example 13 42 201139560 The cured product of the curable compositions (1) to (29) obtained in Examples 1 to 6 and Comparative Examples 1 to 13 was measured as follows. Permeability, and penetration after heating. The measurement results are shown in Table 2-1 and Table 2 below (continuation force test). The mirror-coated curable composition of the 2-square tetragonal wafer is formed to have a thickness of about 2/ζιη, and the coated surface is placed. Crimp on the body (silver plated copper plate). =, at 180t: heat treatment for 2 hours to harden it to obtain a test piece with a test piece. The subject with the test piece, &amp; is placed on a measuring stand that is preheated to a predetermined degree (for example, 2nd generation, 100th, and the next test machine (SeHes 4〇〇〇, dage = system) After placing 3G seconds, the stress of the horizontal method (cutting direction) is applied to the joint surface by the position of the height of the body 5Q# m at the speed of 200 &quot;m/S, and the test piece is added to the 1 () generation. The adhesion to the body to be placed. ~ (Measurement of initial penetration rate) The curable composition was poured into a mold to grow 25 mmn and 1 ram thick, and was cured by heating for 6 hours to prepare test pieces. A test piece was obtained, and the initial transmittance (%) at a wavelength of 450 nm was measured by a spectrophotometer (10)_3, manufactured by Shimadzu Corporation. (Determination of the penetration rate after heating) The H 昧m$ A ° test piece of the initial penetration rate was placed in the oven of the 15th generation for 1 hour and 3 GN, and again, the wavelength of the coffee (10) was measured. Transmittance (%). 43 201139560 Table 2-1 Curing composition adhesion force (N/2mm|ZD transmittance (%) 23〇C 100°C initial 150°C 100 hours after 150. After 300 hours Example 1 1 169.2 90.1 86.8 80.9 80.3 Example 2 2 163.1 82.0 89.7 83.3 80.6 Example 3 3 182.8 85.9 88.4 85.1 81.6 Example 4 4 168.3 88.6 89.9 77.8 75.2 Example 5 5 186.5 115.0 89.0 88.6 81.3 Example 6 6 179.1 96.2 90.0 73.7 72.1 Example 7 7 193.5 111. 1 88.3 81.2 72.3 Example 8 8 172.1 104.3 91.3 89.6 83.8 Example 9 9 167.9 88.4 90.2 85.8 85.7 Example 10 10 186.3 114.5 90.8 89.7 89. 6 Comparative Example 1 11 104.5 40.9 80.6 78.9 75.0 Comparative Example 2 12 208.1 117.9 80.0 58.2 49.6 Comparative Example 3 13 95.0 13.5 78.8 0.2 0.0 Comparative Example 4 14 63.2 26.1 66.2 41.2 34.4 Comparative Example 5 15 173.0 97.7 82.3 77.3 59.3 Table 2-2 Hardening Composition Next Force (N/2mm[H Permeability 00 23 〇C loot: initial 150 ° C 100 hours after 150 ° C 300 hours after Example 11 16 158.3 87.4 89.0 85.2 83.3 Example 12 17 167.4 90.2 88.7 86.1 82. 6 Example 13 18 160.3 88.1 89.1 85.5 83.0 Example 14 19 161.1 91.8 90.2 85.9 83.0 Example 15 20 173.5 95.5 89.6 84.8 81.5 Example 16 21 167.2 93.8 90.0 85.1 82.4 Comparative Example 6 22 99.7 42.1 89.3 85.2 83.8 Comparative Example 7 23 212.7 120.9 81.1 54.7 46.3 Comparative Example 8 24 92.2 19.0 77.3 0.5 0.0 Comparative Example 9 25 70.4 20.7 83.5 78.3 31.9 Comparative Example 10 26 103.5 45.9 89.6 85.4 83. 0 Comparative Example 11 27 227.8 131.4 80.4 52.5 44.2 Comparative Example 12 28 95.3 22.6 76.9 0.3 0.0 Comparative Example 13 29 73.6 27.5 84.0 78.2 29. 9 44 201139560 From Table 2, Table 2-2, the cured product of Example 1~, at 23 ° C and 10 Gt, both have a high adhesion force 'initial penetration rate and wear after heating The permeability is excellent. On the other hand, the cured products of Comparative Examples 1, 6, and 1 were inferior in force, and the cured products of Comparative Examples 2, 7, and 11 had low transmittance after heating, and Comparative Examples 3, 4, 8, 9, and 12 And the hardened material of 13 and the subsequent force difference, the transmittance after heating is also low. Compared with the hardened material, the penetration rate will decrease after heating for 300 hours. [Simple diagram description] None [Main component symbol description] None 45

Claims (1)

201139560 VII. Patent application scope: 1. A hardening composition '(A) in the molecule' has the following formulas (i) and (ii) among the repetitive units shown in (〇, (ii) and (iii) , (i) and (iii), (ii) 'and (iii) or (i), (ii) and (iii) the repeating unit, a decane compound copolymer having a weight average molecular weight of 1,000 to 30,000 (B) an epoxy compound; and (C) an alicyclic anhydride having a carboxyl group and a hardener containing other lipids, (A): [(B) + (C)] = 1 00 : 20~ 1 00 : 60 ratio (mass ratio) contains: CH-X0 0) (i〇(«Ο where R1 represents an argon atom or an alkyl group having 1 to 6 carbon atoms, χ. means a spectrin atom, a cyano group or a group represented by the formula: OG. Represents a protecting group of a radical, D represents a single bond or a linking group, and R2 represents a phenyl group of a carbon number or a phenyl group which may have a substituent. 2. Hardening as described in the scope of the patent application The composition of the decane compound of the above (A) is the amount of the group represented by the formula: r1_ch(x())_d_ ([f-CHCX.)-!)]) and the presence amount of ( [2 46 201139560 Polymer. 3. A hardenable composition, which contains (A,) a compound of the formula: r-CHOO-D-called (four) cut &quot; (7): (5) (10) (2) (1) The money compound (7): a mixture of at least one compound of Shi Xi Xuan compound obtained by condensation of a weight average molecular weight of 1, GGG~3G, a GGG-cut compound copolymer; (B) an epoxy compound' and (6) Alkaloids with silk (4) and other agents containing other alicyclic acid livers (A, L[(B)+(c)]=1〇〇:2〇~1〇〇:6〇) Containing, wherein R1 represents hydrogen Or a carbon number of 6 alkyl, χβ system represents a dentate atom, a cyano group or a group represented by the formula: QG, wherein G represents a protecting group of a radical, and D represents a single bond or a linking group, R3 represents a condensing group of carbon number η', X1 represents an atom of an atom, an integer of G~3; R2 represents an alkyl group of carbon number 20 or a stupid group which may have a substituent, and R4 represents a carbon group. ' χ 2 is a halogen atom, and q is an integer of 0 to 3. 4. The hardenable composition according to claim 3, wherein the decane compound copolymer of the above (A) is a decane compound (丨) And decane compound (2) in molar ratio, [decane compound (〇]: [decane compound (2 door = 55: 45~25: 75 ratio of decane compound copolymer obtained. 5. Such as Shen 3 green patent The curable composition according to Item 1 or 3, wherein the mass ratio of the hardener of the above (C) is (a fatty acid having a carboxyl group): (other fatty acid anhydride) = 50: 50 to 10: 90. 6 The hardenable composition according to claim 1 or 3, further comprising an oxidation preventing agent. 47 0 2 The sclerosing agent according to claim 6, wherein the oxidation preventing agent is a phosphorus-based oxidation preventing agent. The hardening composition according to claim 1 or 3, A composition for a fixing member for an optical element. 9. A cured product according to the first or third aspect of the patent application of the hardened article. Optical element fixing material U. A method of using the curable composition described in claim 1 or 3 as an adhesive for an optical element fixing material. 12. A method of using the hardening composition described in Item 1 or 3 as an encapsulant for an optical element fixing material. 48