JPWO2009051023A1 - Resin composition, film-shaped optical member using the same, and method for producing resin composition - Google Patents

Abstract

A resin composition comprising (A) a metal-containing high refractive index intermediate, (B) a hydrophilic polymer or hydrophilic oligomer, and / or (C) a hydrophilic reactive monomer, comprising (A) Resin composition obtained by mixing titanium alkoxide, amino alcohol and water, and further heating and distilling off by-product alcohol by hydrolysis, and film using the same -Shaped optical member, a method for producing a resin composition for producing the resin composition.

Description

The present invention relates to a resin composition, a film-like optical member using the same, and a method for producing a resin composition.
More specifically, the resin composition and the plastic lens, prism, optical fiber, information recording substrate, filter, liquid crystal display member, plasma display member, prism sheet, diffuser, light scattering film, viewing angle improving film using the resin composition The present invention relates to a film-shaped optical member typified by a brightness enhancement film, a polarizer, a condensing film for solar cells (light trapping film) and the like, and more particularly to a thin-film optical member having a high refractive index and a method for producing a resin composition.

  In recent years, a transparent resin material having a high refractive index of about 1.6 to 2.2 (hereinafter, appropriately referred to as a high refractive resin material) as a resin material that is lightweight and rich in workability and is suitable as various optical members. Is required.

  The high refractive index resin material in the prior art is a polymer obtained from a thiourethane obtained from a polythiol compound and a polyisocyanate compound (see, for example, Patent Document 1), an epoxy resin, or an episulfide resin (see, for example, Patent Document 2). These sulfur-based high-refractive resin materials have a refractive index limit of about 1.72, and have a severe odor before curing, which is subject to process restrictions. Furthermore, film formation is difficult due to poor wettability to inorganic and organic materials. Moreover, although the polymer which introduce | transduced the bromine into the benzene ring is already marketed, the refractive index is about 1.6.

  In addition, a technique for dispersing high refractive index metal oxide fine particles such as titanium oxide and zinc oxide in a resin has been proposed (see, for example, Patent Document 3), but these fine particles are used so as not to cause light scattering. It is extremely difficult to disperse. In particular, in the dispersion system of titanium oxide fine particles, which are expected to have a high refractive index, not only is the scattering itself difficult, but also the photocatalytic effect of titanium oxide deteriorates the resin used as a medium, and in light resistance tests. The refractive index drops rapidly.

  Many organic-inorganic hybrid systems in which a sol-gel reaction of titanium alkoxide is carried out in a resin matrix have been reported (see, for example, Patent Document 4 and Patent Document 5), but they cause light scattering as optical applications. Therefore, it has not been put into practical use.

  In addition, the following patent document 6 and the following patent document 7 can be cited as examples that are relatively close to the present invention. In the invention of patent document 6, the viscosity is too low to form a thick film of about 1 to 1000 μm. I can't.

  Furthermore, in the organic-inorganic polymer composite and the manufacturing method thereof disclosed in Patent Document 7, when a highly reactive metal alkoxide is used, it is difficult to control the reactivity and uniformly disperse it. For example, since the sol-gel reaction of titanium alkoxide is very reactive, it tends to have a particle size (> 100 nm) larger than the titanium oxide particles scatter light.

Japanese Examined Patent Publication No. 04-058889 Japanese Patent Laid-Open No. 03-081320 JP 2002-277609 A Japanese Patent Laid-Open No. 06-107461 JP 2001-089196 A Japanese Patent Publication No. 07-014834 Japanese Patent Laid-Open No. 06-322136

An object of the present invention is to provide a resin composition capable of forming a transparent, high refractive index and film-like optical member, and a film-like optical member using the same.
Moreover, it aims at provision of the manufacturing method of the resin composition which manufactures the said resin composition.

  The inventors of the present invention can obtain a film-like optical member having a transparent, high refractive index and a desired film thickness by suppressing the reactivity of the metal alkoxide in the resin composition and suppressing the particle growth. As a result, the present invention has been completed.

The above problems are solved by the present invention described below.
(1) A resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer,
The component (A) of the metal-containing highly refractive intermediate is synthesized by mixing titanium alkoxide, diethanolamine and water, further heating, and distilling off the by-product alcohol produced by hydrolysis. Resin composition.

(2) In the synthesis of the metal-containing highly refractive intermediate (A), when the mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: l, l <n ≦ m. The resin composition as described in said (1).

(3) The resin composition according to (1) or (2), further comprising (D) a solvent.

(4) The resin composition as described in (3) above, wherein the solvent (D) is an alcohol.

(5) The resin composition as described in (3) above, wherein the solvent (D) is a solvent having a nitrogen atom.

(6) The resin composition according to any one of (1) to (5) above, wherein diethanolamine and water are further added after distilling off the alcohol as the by-product.

(7) A film-shaped optical member formed using the resin composition according to any one of (1) to (6).

(8) The film-shaped optical member according to (7), wherein the film thickness is in the range of 1 to 1000 μm.

(9) A method for producing a resin composition for producing a resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer. In
The component (A) of the metal-containing highly refractive intermediate is synthesized by a first step in which titanium alkoxide, diethanolamine and water are mixed and further heated to distill off the by-product alcohol produced by hydrolysis. The manufacturing method of the resin composition characterized by the above-mentioned.

(10) In the first step, when the mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: l, l <n ≦ m. A method for producing a resin composition.

(11) The method for producing a resin composition as described in (9) or (10) above, further comprising (D) a second step of blending a solvent.

(12) The method for producing a resin composition as described in (11) above, wherein the solvent blended in the second step is alcohol.

(13) The method for producing a resin composition as described in (11) above, wherein the solvent blended in the second step is a solvent having a nitrogen atom.

(14) The resin according to any one of (9) to (11), further comprising a third step of adding diethanolamine and water after distilling off the alcohol as the by-product. A method for producing the composition.

(15) A resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer,
The component (A) of the metal-containing highly refractive intermediate is synthesized by mixing titanium alkoxide, amino alcohol and water, further heating, and distilling off the by-product alcohol produced by hydrolysis. A resin composition characterized.

(16) In the synthesis of the metal-containing highly refractive intermediate (A), when the mixing molar ratio of titanium alkoxide, amino alcohol, and water is n: m: l, l <n ≦ m. The resin composition according to (15).

（一般式（Ｉ）中、Ｎは窒素原子を表し、Ｒ^１はＨ又は炭素数１〜２０のアルキル基を表し、Ｒ^２は炭素数１〜２０のアルキレン基を表し、ｎは１〜３の整数を表す。Ｒ^１又はＲ^２が複数となる場合、当該複数の基はそれぞれ同じでも異なっていてもよい。）(17) The above (15) or (16), wherein the amino alcohol used in the synthesis of the (A) metal-containing highly refractive intermediate is an amino alcohol represented by the following general formula (I): The resin composition described in 1.

(In general formula (I), N represents a nitrogen atom, R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, R ² represents an alkylene group having 1 to 20 carbon atoms, and n represents 1 to 3) (When R ¹ or R ² is plural, the plural groups may be the same or different.)

(18) A resin composition comprising the resin composition according to any one of (15) to (17), further comprising (D) a solvent.

(19) The resin composition as described in (18) above, wherein the solvent (D) is an alcohol.

(20) The resin composition as described in (18) above, wherein the solvent (D) is a solvent having a nitrogen atom.

(21) The resin composition as described in any one of (15) to (20) above, wherein amino alcohol and water are further added after distilling off the alcohol as the by-product.

(22) A film-like optical member formed using the resin composition according to any one of (15) to (21).

(23) The film-shaped optical member according to (22), wherein the film thickness is in the range of 1 to 1000 μm.

(24) A method for producing a resin composition for producing a resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or a hydrophilic oligomer and / or (C) a hydrophilic reactive monomer. Because
The component (A) of the metal-containing highly refractive intermediate is synthesized by a first step in which titanium alkoxide, amino alcohol and water are mixed and further heated to distill off the by-product alcohol produced by hydrolysis. A method for producing a resin composition, comprising:

(25) In the first step, when the mixing molar ratio of titanium alkoxide, amino alcohol, and water is n: m: l, l <n ≦ m. A method for producing the resin composition.

（一般式（Ｉ）中、Ｎは窒素原子を表し、Ｒ^１はＨ又は炭素数１〜２０のアルキル基を表し、Ｒ^２は炭素数１〜２０のアルキレン基を表し、ｎは１〜３の整数を表す。Ｒ^１又はＲ^２が複数となる場合、当該複数の基はそれぞれ同じでも異なっていてもよい。）(26) The above (24) or (25), wherein the amino alcohol used in the synthesis of the metal-containing highly refractive intermediate (A) is an amino alcohol represented by the following general formula (I): The manufacturing method of the resin composition as described in any one of.

(In general formula (I), N represents a nitrogen atom, R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, R ² represents an alkylene group having 1 to 20 carbon atoms, and n represents 1 to 3) (When R ¹ or R ² is plural, the plural groups may be the same or different.)

(27) The method for producing a resin composition according to any one of (24) to (26) above, further comprising (D) a second step of blending a solvent.

(28) In the said 2nd process, the solvent to mix | blend is alcohol, The manufacturing method of the resin composition as described in said (27) characterized by the above-mentioned.

(29) In the said 2nd process, the solvent to mix | blend is a solvent which has a nitrogen atom, The manufacturing method of the resin composition as described in said (27) characterized by the above-mentioned.

(30) The method according to any one of (24) to (29), further comprising a third step of adding amino alcohol and water after distilling off the alcohol of the by-product. A method for producing a resin composition.

  According to the present invention, a resin composition capable of forming an optical member having a desired film thickness that is more transparent and higher in refractive index than before, a film-shaped optical member using the same, and a method for producing the resin composition Can be provided.

The best mode for carrying out the invention will be described below.
<Resin composition>
According to the first aspect, the resin composition of the present invention comprises (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer, and / or (C) a hydrophilic reactive monomer. A resin composition containing (A) a metal-containing highly refractive intermediate component, in which titanium alkoxide, diethanolamine and water are mixed and further heated to distill off a by-product alcohol produced by hydrolysis. It is characterized by being obtained.

[(A) Metal-containing highly refractive intermediate]
A characteristic of the resin composition of the first aspect is that the component (A) of the metal-containing highly refractive intermediate is a mixture of titanium alkoxide, diethanolamine, and water, which is heated to produce a by-product by hydrolysis. It is obtained by distilling off alcohol.

  That is, in the first embodiment of the method for producing the resin composition of the present invention, which will be described later, for producing the resin composition of the first embodiment, the components of the metal-containing highly refractive intermediate (A) are titanium alkoxide and diethanolamine. And water are mixed and heated to distill off the alcohol as a by-product by hydrolysis, thereby obtaining a component of (A) a metal-containing highly refractive intermediate.

The diethanolamine has a role of coordinating with the titanium alkoxide, controlling the progress of the hydrolysis reaction, and suppressing the growth of titanium oxide particles.
As described above, the resin composition of the first aspect is obtained by actively distilling off the alcohol as a by-product by hydrolysis, as will be described in the method for producing the resin composition of the present invention described later. ) A component of a metal-containing highly refractive intermediate is obtained, and hence the growth of titanium oxide particles is suppressed, so that the particles do not become larger than necessary, and light scattering of the cured product can be prevented. .

(Titanium alkoxide)
As the titanium alkoxide in the metal-containing highly refractive intermediate (A), other metal alkoxides can be partially used depending on the purpose. The metal is not particularly limited, and examples thereof include Zn, Zr, La, Th, and Ta.

  The hydrolyzable alkoxy group of the titanium alkoxide used for the (A) metal-containing highly refractive intermediate is not particularly limited, and examples thereof include an alkoxy group having 1 to 6 carbon atoms, specifically, a methoxy group, Examples include ethoxy group, propoxy group, isopropoxy group, butoxy group, isobutoxy group, pentyloxy group, hexyloxy group and the like. Since the sol-gel reaction proceeds sufficiently when the carbon number is 3 to 6, a propoxy group, an isopropoxy group, and a butoxy group are preferable, and an isopropoxy group is particularly preferable. The types of these alkoxy groups on the metal can be the same or different.

  Examples of the titanium alkoxide used for the metal-containing highly refractive intermediate (A) include, for example, titanium tetramethoxy, titanium tetraethoxy, titanium tetra-n-propoxy, titanium tetra-iso-propoxy, titanium tetra-n-butoxy, and titanium. Tetraalkoxy such as tetra-sec-butoxy, titanium tetra-tert-butoxy, titanium tetraphenoxy, titanium trimethoxy, titanium triethoxy, titanium tripropoxy, titanium fluorotrimethoxy, titanium fluorotriethoxy, titanium methyl trimethoxy, titanium methyl Triethoxy, titanium methyl tri-n-propoxy, titanium methyl tri-iso-propoxy, titanium methyl tri-n-butoxy, Titanium methyl tri-iso-butoxy, titanium methyl tri-tert-butoxy, titanium methyl triphenoxy, titanium ethyl trimethoxy, titanium ethyl triethoxy, titanium ethyl tri-n-propoxy, titanium ethyl tri-iso-propoxy, titanium ethyl Tri-n-butoxy, titanium ethyl tri-iso-butoxy, titanium ethyl tri-tert-butoxy, titanium ethyl triphenoxy, titanium n-propyltrimethoxy, titanium n-propyltriethoxy, titanium n-propyltri-n-propoxy Titanium n-propyltri-iso-propoxy, titanium n-propyltri-n-butoxy, titanium n-propyltri-iso-butoxy, titanium -Propyltri-tert-butoxy, titanium n-propyltriphenoxy, titanium iso-propyltrimethoxy, titanium iso-propyltriethoxy, titanium iso-propyltri-n-propoxy, titanium iso-propyltri-iso-propoxy, titanium iso-propyltri-n-butoxy, titanium iso-propyltri-iso-butoxy, titanium iso-propyltri-tert-butoxy, titanium iso-propyltriphenoxy, titanium n-butyltrimethoxy, titanium n-butyltriethoxy, Titanium n-butyltri-n-propoxy, titanium n-butyltri-iso-propoxy, titanium n-butyltri-n-butoxy, titanium n-butyltri- iso-butoxy, titanium n-butyltri-tert-butoxy, titanium n-butyltriphenoxy, titanium sec-butyltrimethoxy, titanium sec-butyltriethoxy, titanium sec-butyltri-n-propoxy, titanium sec-butyltri-iso- Propoxy, titanium sec-butyltri-n-butoxy, titanium sec-butyltri-iso-butoxy, titanium sec-butyltri-tert-butoxy, titanium sec-butyltriphenoxy, titanium tert-butyltrimethoxy, titanium tert-butyltriethoxy, Titanium tert-butyltri-n-propoxy, titanium tert-butyltri-iso-propoxy, titanium tert-butyltri-n-butyl Xy, titanium tert-butyltri-iso-butoxy, titanium tert-butyltri-tert-butoxy, titanium tert-butyltriphenoxy, titaniumphenyltrimethoxy, titaniumphenyltriethoxy, titaniumphenyltri-n-propoxy, titaniumphenyltri-iso -Propoxy, titanium phenyl tri-n-butoxy, titanium phenyl tri-iso-butoxy, titanium phenyl tri-tert-butoxy, titanium phenyl triphenoxy, titanium trifluoromethyl trimethoxy, titanium pentafluoroethyl trimethoxy, titanium 3,3 , 3-trifluoropropyltrimethoxy, trialkoxy such as titanium 3,3,3-trifluoropropyltriethoxy, titanium Um dimethyldimethoxy, titanium dimethyldiethoxy, titanium dimethyldi-n-propoxy, titanium dimethyldi-iso-propoxy, titanium dimethyldi-n-butoxy, titanium dimethyldi-sec-butoxy, titanium dimethyldi-tert-butoxy, titanium Dimethyldiphenoxy, titaniumdiethyldimethoxy, titaniumdiethyldiethoxy, titaniumdiethyldi-n-propoxy, titaniumdiethyldi-iso-propoxy, titaniumdiethyldi-n-butoxy, titaniumdiethyldi-sec-butoxy, titaniumdiethyldi-tert -Butoxy, titanium diethyldiphenoxy, titanium di-n-propyldimethoxy, titanium di-n-propyldiethoxy, titanium di-n -Propyl di-n-propoxy, titanium di-n-propyl di-iso-propoxy, titanium di-n-propyl di-n-butoxy, titanium di-n-propyl di-sec-butoxy, titanium di-n-propyl di-tert-butoxy Titanium di-n-propyl diphenoxy, titanium di-iso-propyl dimethoxy, titanium di-iso-propyl diethoxy, titanium di-iso-propyl di-n-propoxy, titanium di-iso-propyl di-iso-propoxy, titanium Di-iso-propyl di-n-butoxy, titanium di-iso-propyl di-sec-butoxy, titanium di-iso-propyl di-tert-butoxy, titanium di-iso-propyl diphenoxy, titanium di-n- Tildimethoxy, titanium di-n-butyldiethoxy, titanium di-n-butyldi-n-propoxy, titanium di-n-butyldi-iso-propoxy, titanium di-n-butyldi-n-butoxy, titanium di-n- Butyl di-sec-butoxy, titanium di-n-butyl di-tert-butoxy, titanium di-n-butyl diphenoxy, titanium di-sec-butyl dimethoxy, titanium di-sec-butyl diethoxy, titanium di-sec-butyl di- n-propoxy, titanium di-sec-butyldi-iso-propoxy, titanium di-sec-butyldi-n-butoxy, titanium di-sec-butyldi-sec-butoxy, titanium di-sec-butyldi-tert-butoxy, titaniumdi −se -Butyldiphenoxy, titanium di-tert-butyldimethoxy, titanium di-tert-butyldiethoxy, titanium di-tert-butyldi-n-propoxy, titanium di-tert-butyldi-iso-propoxy, titanium di-tert-butyldi N-butoxy, titanium di-tert-butyldi-sec-butoxy, titanium di-tert-butyldi-tert-butoxy, titanium di-tert-butyldiphenoxy, titanium diphenyldimethoxy, titanium diphenyldiethoxy, titanium diphenyldi-n -Propoxy, titanium diphenyl di-iso-propoxy, titanium diphenyl di-n-butoxy, titanium diphenyl di-sec-butoxy, titanium diphenyl di-ter Examples include diorganodialkoxy such as t-butoxy, titanium diphenyldiphenoxy, titanium bis (3,3,3-trifluoropropyl) dimethoxy, titaniummethyl (3,3,3-trifluoropropyl) dimethoxy, , A propoxy group, an isopropoxy group and a butoxy group are preferable, and an isopropoxy group is particularly preferable.

  In the metal-containing highly refractive intermediate (A), when the mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: 1, it is preferable that l <n ≦ m. When water is abundant or amino alcohol is abundant, precipitation and gelation of titanium particles occur. Therefore, by satisfying this inequality, a transparent and homogeneous resin composition can be obtained. More specifically, it is preferable that l = 2-6, m = 5-9, and n = 3-7.

[(B) hydrophilic polymer or hydrophilic oligomer]
The (B) hydrophilic polymer or hydrophilic oligomer is not particularly limited, but preferably has high light transmittance and refractive index, plasticity, good weather resistance and light resistance. For example, epoxy resin, polyamide , Polyurethane, polyurea, polyimine, polyimide, polyamideimide, polyvinyl, polyacryl, polyether, polysulfide, polyester, polycarbonate, polyketone and the like. When the (B) polymer or oligomer component is blended, the blending amount is preferably 1-1000 parts by weight with respect to 100 parts by weight of the non-volatile component in the (A) metal-containing highly refractive intermediate. 1 to 500 parts by weight, more preferably 5 to 100 parts by weight.
The hydrophilic polymer or hydrophilic oligomer has hydrophilicity because it has a hydrophilic group such as a hydroxyl group, a carboxyl group, or an amino group in the molecule.

The (C) reactive monomer is a component in a resin composition that is polymerized and cured by heat or light. For example, ionic polymerization and radical polymerization are well known as polymerization forms of the reactive monomer component (C), but the present invention does not limit the polymerization forms. Specific examples of the component (C) include epoxy derivatives, isocyanates, (meth) acrylates, dicarboxylic acids, diols, diamines, styrene, isoprene, butadiene, acrylonitrile, propylene, and ethylene. Among them, epoxy derivatives, isocyanates , (Meth) acrylate, dicarboxylic acid, diol, diamine and styrene are preferred.
When the component (C) is blended, the blending amount is preferably 1 to 1000 parts by weight with respect to 100 parts by weight of the non-volatile component in the (A) metal-containing highly refractive intermediate component. The amount is more preferably 500 parts by weight, and further preferably 5 to 100 parts by weight.

[(D) Solvent]
The resin composition of the present invention preferably further contains (D) a solvent. Examples of the solvent (D) include hydrocarbon solvents, ether / ketone solvents, ester solvents, halogenated hydrocarbons, mineral oils, synthetic oils, animal and vegetable oils, alcohol solvents, and the like. Two or more types can be used in combination. Of these, hydrocarbon solvents, ether / ketone solvents, ester solvents, halogenated hydrocarbons, and alcohol solvents can be preferably used, and alcohol is particularly preferably used.
Furthermore, it is more preferable to contain the solvent which has a nitrogen atom from a viewpoint that a nitrogen atom stabilizes a titanium alkoxide. Examples of the solvent having a nitrogen atom include N-methylpyrrolidone and N, N-dimethylacetamide, and N-methylpyrrolidone can be preferably used.

  (D) As alcohol when using alcohol as a solvent, methanol, ethanol, propanol, isopropyl alcohol, butanol, secondary butyl alcohol, 1-pentanol, 2-pentanol, 3-pentanol, 1-hexanol, 2 -Hexanol, 3-hexanol, 1-heptanol, 2-heptanol, 3-heptanol, 4-heptanol, 1-octanol, 2-octanol, 3-octanol, 4-octanol and the like are many, but there is no particular limitation.

When the (D) solvent component is blended, the blending amount of the (D) component is preferably 1-1000 parts by weight with respect to 100 parts by weight of the (A) metal-containing highly refractive intermediate component. The solvent (D) component is used as a diluent for forming a coating film, for example, after being applied by a method such as brush coating, spin coating, spraying, slit coater, gravure printing, screen printing, It is a component effective for obtaining a uniform coating film by being volatilized by a hot plate, an electric furnace or the like.
When the solvent (D) is mixed before the heating and hydrolysis of the component (A), the boiling point is higher than that of the by-product alcohol so as not to volatilize in the step of distilling off the by-product alcohol. It is preferable to use those.
From such a viewpoint, it is preferable to use an alcohol represented by the following general formula (II) as the alcohol to be mixed before heating and hydrolysis of the component (A).

ここで、一般式（ＩＩ）中、Ｒ^１は、アルキル基を表す。

Here, in the general formula (II), ^{R 1} represents an alkyl group.

In general formula (II), the alkyl group represented by R ¹ may be linear, branched or cyclic, and preferably has 4 to 10 carbon atoms, more preferably 5 to 7 carbon atoms. Examples of the alkyl group include n-butyl, isobutyl, tert-butyl, n-amyl, 3-methyl-1-butyl, 2-methyl-1-butyl, 2-pentyl, 3-methyl-2-butyl, 3-pentyl, 2-methyl-2-butyl, 2,2-dimethyl-1-propyl, n-hexyl, 2-methyl-1-pentyl, and cyclohexyl.
In addition, a solvent having a nitrogen atom such as N-methylpyrrolidone can be used as a solvent having a boiling point higher than that of the by-product alcohol.

[(E) Additive]
Moreover, the resin composition of this invention can contain (E) additive. As the additive (E), if necessary, a polymerization initiator such as a photoradical polymerization initiator or a thermal radical polymerization initiator is used, and if necessary, an ultraviolet absorber, a light stabilizer, an oxidation agent. Stabilizers such as inhibitors, coupling agents, flame retardants and the like can be used.

  The blending amount of these radical polymerization initiators is preferably in the range of 0.01 to 10 parts by weight with respect to 100 parts by weight of the total amount of (B) polymer or oligomer component and (C) reactive monomer component. More preferably, it is in the range of 1 to 5 parts by weight.

  The ultraviolet absorber and light stabilizer can be added in the range of 0.05 to 20 parts by weight based on 100 parts by weight of the total amount of (B) polymer or oligomer component and (C) reactive monomer component. The antioxidant is added in different types and amounts depending on conditions such as compatibility with the components (B) and (C), target molding workability, and resin storage stability.

  Usually, it is 10 to 10,000 ppm with respect to 100 parts by weight of the total amount of (B) polymer or oligomer component and (C) reactive monomer component. The coupling agent is usually added in an amount of 0.001 to 5 parts by weight based on 100 parts by weight of the total amount of (B) the polymer or oligomer component and (C) the reactive monomer component.

The flame retardant is preferably added in an amount of 10 to 300 parts by weight based on 100 parts by weight of the total amount of the (B) polymer or oligomer component and the (C) reactive monomer component.
The resin composition of the present invention comprises (A) a metal-containing highly refractive intermediate component, (B) a polymer or oligomer component, and / or (C) a reactive monomer component, and is added as necessary. The components to be obtained can be obtained by stirring and mixing in the same manner as in ordinary resin compositions.

The resin composition of the present invention preferably further includes diethanolamine and water after the alcohol produced by heating and hydrolysis is distilled off.
The resin composition of the present invention is finally cured by heat treatment after being processed into a film shape. At this time, a part of diethanolamine coordinated to Ti atoms is volatilized or liberated outside the system. If water is present at this time, a TiO structure further grows and contributes to a higher refractive index. That is, the final cured product has a high refractive index by adding water. This is because the conformation that is volatilized or liberated by heating of diethanolamine coordinated to Ti atoms further causes a condensation reaction to grow a TiO structure. In addition, diethanolamine added at the same time contributes to the stabilization of the system and can control the rapid generation of titanium oxide particles.
If water is added first, the reaction proceeds rapidly if the addition amount is large, and problems such as gelation and precipitation of particles may occur. Therefore, the order of adding water and diethanolamine should be diethanolamine first. It is preferable to drain the water later.
Further, water and diethanolamine may be mixed in advance and added in the form of a mixture.

When water and diethanolamine are mixed in advance, the amount of water in the mixture of water and diethanolamine is preferably 2 to 18 mol, preferably 6 to 18 mol, relative to 3 to 7 mol of titanium alkoxide. Is more preferable.
The mixing ratio (x: y) of water (x) and diethanolamine (y) is preferably 2: 2 to 18: 2, and more preferably 6: 2 to 18: 2.
However, the range of these mixing ratios (x: y) depends on the amount of titanium alkoxide. For example, when the titanium alkoxide is 3 mol, 2: 2 to 14: 2, and when it is 4 mol, 2: 2 to 14 : 2 and 5 moles: 2: 2 to 14: 2, 6 moles 2: 2 to 18: 2, 7 moles 2: 2 to 20: 2 are preferred mixing ratios. When the amount of titanium alkoxide is larger, it is considered that the upper limit of water at a preferable mixing ratio shifts in an increasing direction.

  Subsequently, the 2nd aspect of the resin composition of this invention is demonstrated. The resin composition of the second aspect of the present invention is characterized in that the component (A) of the metal-containing highly refractive intermediate is a by-product obtained by hydrolysis by mixing titanium alkoxide, amino alcohol, and water. Is obtained by actively distilling off the alcohol.

  That is, in the second aspect of the method for producing a resin composition of the present invention, which will be described later, for producing the resin composition of the second aspect, the first step is the step (A) of the metal-containing highly refractive intermediate. The component is a mixture of titanium alkoxide, amino alcohol, and water, heated, and the alcohol as a by-product by hydrolysis is distilled off to obtain (A) a component of a metal-containing highly refractive intermediate.

  The amino alcohol is coordinated with the titanium alkoxide, has a role of controlling the progress of the hydrolysis reaction and suppressing the growth of the titanium oxide particles. As described above, by suppressing the growth of the titanium oxide particles, the particles are not larger than necessary, and it is possible not to cause light scattering of the cured product.

Since the hydrolyzable alkoxy group of the titanium alkoxide used for the metal-containing highly refractive intermediate (A) has been described above, the description thereof is omitted here.
Further, since the details of the titanium alkoxide used for the metal-containing highly refractive intermediate (A) have been described above, the description thereof is omitted here.
The amino alcohol used in the metal-containing highly refractive intermediate (A) is preferably an amino alcohol represented by the following general formula (I).

Here, in general formula (I), N represents a nitrogen atom, R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, R ² represents an alkylene group having 1 to 20 carbon atoms, and n is 1 Represents an integer of ~ 3. When R ¹ or R ² is plural, the plural groups may be the same or different.
In the general formula (I), the straight line between “N” and “R ¹ ” and “R ² OH” does not mean a single bond, but represents each of three N bond hands. “R ¹ ” and “R ² OH” mean straight lines drawn for convenience to show that they are distributed according to the number of n. Accordingly, in the general formula (I), N always has three bonds, and a total of three of 1-2 “R ¹ ” and 1 to 3 “R ² OH” is 3 It binds to N through the bond of the book.

In general formula (I), R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear, branched or cyclic. 1-6 are preferable and, as for carbon number of this alkyl group, 1-3 are more preferable.
Examples of such an alkyl group include a methyl group, an ethyl group, a normal propyl group, an isopropyl group, a normal butyl group, an isobutyl group, a tertiary butyl group, a normal hexyl group, a normal octyl group, a normal nonyl group, an isononyl group, Examples thereof include a tertiary nonyl group and a cyclohexyl group, and among them, a methyl group, an ethyl group, a normal propyl group, and an isopropyl group are preferable.

R ² represents an alkylene group having 1 to 20 carbon atoms, and the alkylene group may be linear or branched. 1-6 are preferable and, as for carbon number of this alkylene group, 1-3 are more preferable.
Examples of such an alkylene group include a methylene group, an ethylene group, a propylene group, a butylene group, and a pentylene group. Among them, a methylene group, an ethylene group, and a propylene group are preferable.

  Examples of the amino alcohol represented by the above general formula (I) include 2-ethylaminoethanol, diisopropanolamine, diethanolamine, 2-dimethylaminoethanol, triethanolamine, 1,1 ′, 1 ″ -nitrilotri- Examples include 2-propanol, Nn-butyl-2,2′-iminoethanol, 1-amino-2-propanol, 3-amino-1-propanol, 2- (methylamino) ethanol, 2-aminoethanol and the like. Of these, 2-ethylaminoethanol, diisopropanolamine, diethanolamine, 2-dimethylaminoethanol, triethanolamine, and 2-aminoethanol are preferable.

  On the other hand, examples of amino alcohols other than the amino alcohol represented by the general formula (I) include N-acetylethanolamine, acetylaminomethyl alcohol and the like, but are not limited thereto.

The (B) polymer or oligomer is not particularly limited, as already described in the description of the first aspect. Details are omitted here.
As for the reactive monomer (C), the polymerization form is not limited in the same manner as already described in the description of the first embodiment. Details are omitted here.

As the solvent (D), the same solvent as described in the first embodiment can be used. Similarly, the blending amount of the solvent (D) component is the blending amount described in the first embodiment. The description is omitted here.
Moreover, the resin composition of 2nd Embodiment can also contain (E) additive similarly to 1st Embodiment. The additive (E) is the same as in the first embodiment, and the blending amount of the radical polymerization initiator is also the same.

  The amount of the flame retardant added is also in the range of 10 to 300 parts by weight with respect to 100 parts by weight of the total amount of the (B) polymer or oligomer component and the (C) reactive monomer component as in the first embodiment. It is preferable.

  Also in the second aspect of the present invention, it is preferable to add amino alcohol and water after distilling off the alcohol produced by heating and hydrolysis, as in the first aspect. The reason and the preferable mixing ratio of water and amino alcohol are the same as the relationship between water and diethanolamine in the first embodiment.

<Method for producing resin composition>
Next, the manufacturing method of the resin composition of this invention is demonstrated. According to the first aspect of the method for producing a resin composition of the present invention, a resin composition containing (A) a metal-containing highly refractive intermediate, (B) a polymer or oligomer, and / or (C) a reactive monomer. A method for producing a resin composition, comprising: (A) a component of the metal-containing highly refractive intermediate, a titanium alkoxide, diethanolamine and water mixed, further heated, and a by-product produced by hydrolysis It is synthesized by the first step of distilling off alcohol.

That is, the manufacturing method of the resin composition according to the first aspect of the present invention is a manufacturing method capable of manufacturing the resin composition according to the first aspect of the present invention. In the first step, titanium alkoxide and diethanolamine are used. And water are mixed, heated and hydrolyzed, and the by-product alcohol produced by the hydrolysis is distilled off to obtain the component (A) the metal-containing high refractive index intermediate.
As described in the description of the resin composition of the present invention, the diethanolamine has a role of coordinating with the titanium alkoxide, controlling the progress of the hydrolysis reaction, and suppressing the growth of the titanium oxide particles. And the alcohol of the by-product by hydrolysis is actively distilled off to obtain the component of the (A) metal-containing highly refractive intermediate, and thus the growth of titanium oxide particles is suppressed. It becomes possible not to become particles and not cause light scattering of the cured product.

  According to the second aspect of the method for producing the resin composition of the present invention, the resin composition containing (A) a metal-containing highly refractive intermediate, (B) a polymer or oligomer, and / or (C) a reactive monomer. The component (A) of the metal-containing highly refractive intermediate is a by-product produced by hydrolysis by mixing titanium alkoxide, amino alcohol and water, and further heating. It is synthesized by the first step of distilling off the product alcohol.

  In the second embodiment, the amino alcohol has a role of coordinating with the titanium alkoxide, controlling the progress of the hydrolysis reaction, and suppressing the growth of the titanium oxide particles. As described above, by suppressing the growth of the titanium oxide particles, the particles are not larger than necessary, and light scattering of the cured product can be prevented.

In any of the above embodiments, the heating temperature is preferably near the boiling point of the by-product alcohol, preferably 40 to 150 ° C., for example, 60 to 100 ° C. when the by-product is isopropyl alcohol. More preferably. Further, the heating time is preferably determined from the amount of alcohol distilled off calculated from the amount of titanium alkoxide.
In the first step, when the mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: l, the titanium alkoxide, the diethanolamine, and the water are mixed with l <n ≦ m. It is preferable to heat.

  The production method of the present invention preferably further includes (D) a second step of blending a solvent. Moreover, it is preferable that the solvent to mix | blend is alcohol. Examples and preferred blending amounts of the solvent and alcohol to be blended are the same as those described in the above-described resin composition of the present invention.

  In the production method of the present invention, additives such as a polymerization initiator and an ultraviolet absorber described in the above-described resin composition of the present invention can be added as other components. Suitable additives and preferred addition amounts and blending amounts thereof are the same as those described in the resin composition of the present invention.

  In the method for producing the resin composition of the present invention, the above-mentioned (A) metal-containing highly refractive intermediate component, (B) a polymer or oligomer component and / or (C) a reactive monomer component are essential components, and other necessary The component added according to the above can be obtained by stirring and mixing in the same manner as in a normal resin composition.

  In addition, the method for producing a resin composition of the present invention has a third step of further adding diethanolamine and water in the first aspect after distilling off the alcohol generated by heating and hydrolysis. In a 2nd aspect, it is preferable to have the 3rd process of adding amino alcohol and water further. The reason, the mixing ratio of each component, and the like are the same as those described in the above-described resin composition of the present invention.

<Film optical member>
The film-like optical member of the present invention can be obtained, for example, by applying the resin composition of the first aspect or the second aspect on a substrate, drying it, and curing it as necessary. The method for applying the resin composition onto the substrate is not particularly limited, and examples thereof include brush coating, spin coating, spraying, slit coater, gravure printing, and screen printing.
Examples of the substrate include a glass plate, a plastic plate, a plastic film, and a solar battery cell.

  In addition, the drying performed after the application of the resin composition is not limited as long as the solvent in the film is sufficiently volatilized, and the method and conditions thereof are not particularly limited. For example, using a hot plate, an electric furnace, etc., preferably 50 to It can be carried out at 150 ° C, more preferably in the range of 60 to 120 ° C. If the drying temperature is less than 50 ° C, drying of the component (D) may be insufficient, and if it exceeds 150 ° C, the component (C) may volatilize, and a good cured film can be obtained. Tend to be difficult.

In addition, in the case of thermosetting blending, curing after drying may be performed by appropriately determining the curing temperature and time depending on the component and blending amount, but preferably at a temperature of 100 to 200 ° C. for 2 to 60 minutes, Preferably it can carry out by heating for 2 to 30 minutes at the temperature of 130-200 degreeC. If this heating is less than 100 ° C., sufficient curing may not be achieved. Moreover, although there is no restriction | limiting in particular, also when a resin composition is a photocurable mixing | blending, it is preferable to expose and harden | cure at 100-2000 mJ / cm < ² > using a high pressure mercury lamp.

  The film thickness of the film-shaped optical member according to the present invention can be easily formed to a desired thickness by adjusting the viscosity of the resin composition or by appropriately selecting the film forming means and its conditions. is there.

  For example, if the amount of the solvent component (D) is reduced, the viscosity of the resin composition is increased, and it becomes easier to form a relatively thick optical member, and the amount of the solvent component (D) is increased. If the amount is increased, the viscosity of the resin composition is lowered, and a relatively thin optical member can be easily formed.

  In addition, when applying the spin coating method as a coating means for the resin composition, a relatively thick optical member can be formed by reducing the number of rotations or increasing the number of coating times. A relatively thin optical member can be formed by increasing the number of rotations or decreasing the number of coatings. A specific preferable thickness is in the range of 1 to 1000 μm although it depends on the application.

Hereinafter, the present invention will be described by way of examples.
[Example 1]
(Preparation of liquid A ((A) metal-containing highly refractive intermediate))
One of the four-necked separable flasks was equipped with a stirring blade, supplied with nitrogen, and connected with a connecting tube and a Liebig condenser so that volatile components could be distilled off. Diethanolamine 14.72 g (0.138 mol), 1.44 g (0.08 mol) of water and 17.94 g of 1-pentanol as a solvent (D) were placed in a 100 ml separable flask and stirred under a nitrogen stream. After a few minutes, it was confirmed that stirring was sufficiently performed, and 28.42 g (0.100 mol) of titanium tetraisopropoxide was added with care so as not to touch the air as much as possible.

  When titanium tetraisopropoxide was added, the temperature of the flask increased, but after cooling to about room temperature (25 ° C.), the volatile components were distilled off using an 80 ° C. oil bath. The distillate at this time is isopropyl alcohol, which is a by-product of the hydrolysis reaction of titanium tetraisopropoxide.

  Using a separately prepared sample tube, 4.90 g of water and 4.2 g of diethanolamine were mixed well, the distillation was performed for 6 hours, the flask was cooled to room temperature (25 ° C.), and this mixture was added. This liquid is called A liquid ((A) metal-containing highly refractive intermediate).

(Preparation of solution B1 ((B) polymer or oligomer))
To the separable flask, 4965 g of polyester diol (trade name, Kuraray Polyol P1010, manufactured by Kuraray Co., Ltd.) was added to 1494 g of N-methylpyrrolidone as a solvent (D), and the mixture was sufficiently stirred. To this, 1009 g of diisocyanate (manufactured by Sumika Bayer Urethane Co., Ltd., trade name DISMODULE-W) was dropped over about 2 hours to obtain B1 liquid ((B) polymer or oligomer).

(Preparation of resin composition-production of thin film)
To 100 parts by weight of liquid A, 10 parts by weight of liquid B1 and sufficiently stirred, the resin composition is spin-coated on a silicon wafer for semiconductor and a slide glass, and heated on a hot plate at 100 ° C. for 5 minutes to remove the solvent. A thin film was obtained. The light absorbency per unit film thickness (OD / μm) for light having a wavelength of 450 nm of this thin film was 0.000780, and the refractive index for light having a wavelength of 632.8 nm was 1.68. The formed thin films had thicknesses of about 10 μm and about 1 μm, respectively. The absorbance and refractive index were measured as follows.
(1) Absorbance measurement About 0.5 g of the resin composition was dropped on a slide glass, applied at 2000 rpm for 30 seconds using a spin coater, and the solvent was removed on a hot plate at 100 ° C. for 5 minutes. The absorbance of the coating film was measured in the range of 300 to 800 nm with a UV-VIS absorbance meter V-370 manufactured by KK, with reference to a glass slide that had not been applied at all. By dividing this value by the film thickness measured with a micrometer, O.D. D. Evaluation was performed in units of / μm.
(2) Measurement of refractive index 50 parts by weight of n-pentanol was added to dilute with respect to 100 parts by weight of the prepared resin composition. After sufficiently stirring this diluted solution, about 0.5 g is dropped on a mirror-polished semiconductor silicon wafer, applied at a spin coater at 5000 rpm for 30 seconds, and the solvent is removed on a hot plate at 100 ° C. for 5 minutes. A sample was obtained. The refractive index was measured with an ellipsometer MARY-105 manufactured by Fibrabo.

(Example 2)
With respect to 100 parts by weight of the liquid A obtained in Example 1, 10 parts by weight of a UV curable resin composition (manufactured by Hitachi Chemical Co., Ltd., trade name Hitaroid 7981) was added as the B2 liquid, and the resin composition liquid sufficiently stirred was used as the semiconductor. A silicon wafer and a slide glass were spin coated, heated on a hot plate at 100 ° C. for 5 minutes, the solvent was removed, a thin film was obtained, and cured by irradiation with ultraviolet rays. The thin film had an absorbance per unit film thickness (OD / μm) of 0.000842 with respect to light having a wavelength of 450 nm and a refractive index with respect to light having a wavelength of 632.8 nm of 1.70. The formed thin films had thicknesses of about 10 μm and about 1 μm, respectively.

(Example 3)
To 100 parts by weight of the liquid A obtained in Example 1, 10 parts by weight of an epoxy resin (manufactured by Dainippon Ink & Chemicals, trade name EXA-4850-1000) was added as the B3 liquid, and the resin composition liquid sufficiently stirred was used as the semiconductor. A silicon wafer and a slide glass were spin-coated, heated on an 80 ° C. hot plate for 5 minutes to remove the solvent, and further cured by heating on a 150 ° C. hot plate for 15 minutes to obtain a thin film. The thin film had an absorbance (OD / μm) per unit film thickness with respect to light with a wavelength of 450 nm of 0.000564 and a refractive index with respect to light with a wavelength of 632.8 nm of 1.73. The formed thin films had thicknesses of about 10 μm and about 1 μm, respectively.

(Comparative Example 1)
0.54 g of water and 33.44 g of N-methylpyrrolidone were placed in a 100 ml separable flask and stirred under a stream of nitrogen. After a few minutes, it was confirmed that stirring was sufficiently performed, and 21.32 g of titanium tetraisopropoxide was added. When titanium tetraisopropoxide was added, the liquid instantly became a cloudy mass and optical evaluation was impossible.

(Comparative Example 2)
To 100 parts by weight of the B1 liquid obtained in Example 1, 100 parts by weight of titanium tetraisopropoxide was added and stirred to obtain a transparent liquid. However, the film became cloudy by spin drying and solvent drying with a hot plate. Optical evaluation was not possible.

(Comparative Example 3)
200 parts by weight of titanium tetraisopropoxide, 80 parts by weight of diethanolamine, 4 parts by weight of water, manufactured by Dainippon Ink and Chemicals, trade name EXA-4850-100, 100 parts by weight and 140 parts by weight of toluene were added and stirred. A transparent liquid could be obtained, and a transparent film was obtained by solvent drying using spin coating and hot plate. However, the film thickness uniformity was poor, and proper evaluation could not be performed.

(Comparative Example 4)
One of the four-necked separable flasks was equipped with a stirring blade, supplied with nitrogen, and connected with a connecting tube and a Liebig condenser so that volatile components could be distilled off. 11.92 g of triethylamine, 0.54 g of water and 19.88 g of N-methylpyrrolidone were placed in a 100 ml separable flask and stirred under a nitrogen stream. After a few minutes, it was confirmed that the stirring was sufficiently performed, and 21.32 g of titanium tetraisopropoxide was added while being careful not to touch the air as much as possible.

  When titanium tetraisopropoxide is added, the temperature of the flask rises, but after cooling to about room temperature, the volatile components are distilled off using an 80 ° C. oil bath. The distillate at this time is isopropyl alcohol, which is a by-product of the hydrolysis reaction of titanium tetraisopropoxide.

  Using a separately prepared sample tube, 0.27 g of water and 2.193 g of triethylamine are mixed well, and after the distillation is performed for 6 hours, the flask is cooled to room temperature and this mixture is added. This liquid is called AX1 liquid.

  10 parts by weight of Dainippon Ink & Chemicals, Inc., trade name EXA-4850-1000 was added as B3 liquid to 100 parts by weight of this AX1 liquid, and a well-stirred resin composition liquid was spun onto a silicon wafer for semiconductors and a slide glass. Coat, heat on 80 ° C hot plate for 5 minutes, remove solvent, and heat cure on 150 ° C hot plate for 15 minutes to obtain a thin film, but the thin film is shattered and can be formed into a film There wasn't.

  The evaluation results of the above examples and comparative examples are shown in Tables 1 and 2.

  From Tables 1 and 2, it was possible to form a film-like optical member having a transparent film with a high refractive index and a desired film thickness in the examples, whereas in the comparative examples, even a thin film was formed. I understand that I couldn't.

Claims (30)

A resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer,
The component (A) of the metal-containing highly refractive intermediate is synthesized by mixing titanium alkoxide, diethanolamine and water, further heating, and distilling off the by-product alcohol produced by hydrolysis. Resin composition.   2. In the synthesis of the metal-containing highly refractive intermediate (A), when the mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: 1, l <n ≦ m. The resin composition described in 1.   Furthermore, (D) The solvent composition is contained, The resin composition of Claim 1 or 2 characterized by the above-mentioned.   The resin composition according to claim 3, wherein the solvent (D) is an alcohol.   The resin composition according to claim 3, wherein the solvent (D) is a solvent having a nitrogen atom.   The resin composition according to any one of claims 1 to 5, wherein diethanolamine and water are further added after distilling off the alcohol as the by-product.   A film-shaped optical member formed using the resin composition according to any one of claims 1 to 6.   The film-shaped optical member according to claim 7, wherein the film thickness is in the range of 1 to 1000 μm. In the process for producing a resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer,
The component (A) of the metal-containing highly refractive intermediate is synthesized by a first step in which titanium alkoxide, diethanolamine and water are mixed and further heated to distill off the by-product alcohol produced by hydrolysis. The manufacturing method of the resin composition characterized by the above-mentioned.   10. The resin composition according to claim 9, wherein in the first step, when a mixing molar ratio of titanium alkoxide, diethanolamine, and water is n: m: l, l <n ≦ m. Production method.   Furthermore, (D) It has the 2nd process of mix | blending a solvent, The manufacturing method of the resin composition of Claim 9 or 10 characterized by the above-mentioned.   The method for producing a resin composition according to claim 11, wherein the solvent blended in the second step is an alcohol.   The method for producing a resin composition according to claim 11, wherein the solvent blended in the second step is a solvent having a nitrogen atom.   The method for producing a resin composition according to any one of claims 9 to 11, further comprising a third step of adding diethanolamine and water after distilling off the alcohol as the by-product. Method. A resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer,
The component (A) of the metal-containing highly refractive intermediate is synthesized by mixing titanium alkoxide, amino alcohol and water, further heating, and distilling off the by-product alcohol produced by hydrolysis. A resin composition characterized.   In the synthesis of the metal-containing highly refractive intermediate (A), when the mixing molar ratio of titanium alkoxide, amino alcohol, and water is n: m: l, l <n ≦ m. 15. The resin composition according to 15. The resin composition according to claim 15 or 16, wherein the amino alcohol used in the synthesis of the metal-containing highly refractive intermediate (A) is an amino alcohol represented by the following general formula (I): .

(In general formula (I), N represents a nitrogen atom, R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, R ² represents an alkylene group having 1 to 20 carbon atoms, and n represents 1 to 3) (When R ¹ or R ² is plural, the plural groups may be the same or different.)   The resin composition according to any one of claims 15 to 17, further comprising (D) a solvent.   The resin composition according to claim 18, wherein the solvent (D) is an alcohol.   The resin composition according to claim 18, wherein the solvent (D) is a solvent having a nitrogen atom.   The resin composition according to any one of claims 15 to 20, wherein after the alcohol as the by-product is distilled off, amino alcohol and water are further added.   A film-like optical member formed using the resin composition according to any one of claims 15 to 21.   The film-shaped optical member according to claim 22, wherein the film thickness is in the range of 1 to 1000 μm. A method for producing a resin composition comprising producing a resin composition comprising (A) a metal-containing highly refractive intermediate, (B) a hydrophilic polymer or hydrophilic oligomer and / or (C) a hydrophilic reactive monomer. ,
The component (A) of the metal-containing highly refractive intermediate is synthesized by a first step in which titanium alkoxide, amino alcohol and water are mixed and further heated to distill off the by-product alcohol produced by hydrolysis. A method for producing a resin composition, comprising:   25. The resin composition according to claim 24, wherein in the first step, when the mixing molar ratio of titanium alkoxide, amino alcohol, and water is n: m: l, l <n ≦ m. Manufacturing method. The resin composition according to claim 24 or 25, wherein the amino alcohol used in the synthesis of the (A) metal-containing highly refractive intermediate is an amino alcohol represented by the following general formula (I): Manufacturing method.

(In general formula (I), N represents a nitrogen atom, R ¹ represents H or an alkyl group having 1 to 20 carbon atoms, R ² represents an alkylene group having 1 to 20 carbon atoms, and n represents 1 to 3) (When R ¹ or R ² is plural, the plural groups may be the same or different.)   The method for producing a resin composition according to any one of claims 24 to 26, further comprising (D) a second step of blending a solvent.   The method for producing a resin composition according to claim 27, wherein the solvent to be blended in the second step is an alcohol.   The method for producing a resin composition according to claim 27, wherein the solvent to be blended in the second step is a solvent having a nitrogen atom.   30. The resin composition according to claim 24, further comprising a third step of adding amino alcohol and water after distilling off the alcohol of the by-product. Production method.