JP2007238929A - Organic-inorganic composite composition, its preparation process, molded article and optical component - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an optical component having an excellent transparency and a high refractive index. <P>SOLUTION: This optical component uses an organic-inorganic composite composition which contains inorganic fine particles and a thermoplastic resin having a functional group that can form a chemical bond with the inorganic fine particle on its side chain, has a refractive index of not less than 1.60 at the wave length of 589 nm and has a light transmittance in terms of 1 mm thickness of not less than 70% at the wave length of 589 nm. <P>COPYRIGHT: (C)2007,JPO&INPIT

Description

  The present invention relates to an organic-inorganic composite composition excellent in high refraction, transparency, lightness, and processability, and a lens substrate (for example, spectacle lens, optical device lens, optoelectronics) comprising the same. The present invention relates to an optical component such as a lens, a lens for laser, a lens for pickup, a lens for vehicle camera, a lens for portable camera, a lens for digital camera, a lens for OHP, a microlens array, and the like.

  In recent years, research on optical materials has been actively conducted, and particularly in the field of lens materials, materials that are excellent in high refraction, heat resistance, transparency, easy moldability, light weight, chemical resistance, solvent resistance, etc. Development of is strongly desired.

  Plastic lenses are lighter and harder to break than inorganic materials such as glass and can be processed into various shapes, so in recent years they are rapidly spreading not only to spectacle lenses but also to optical materials such as portable camera lenses and pickup lenses. .

  Accordingly, it is required to increase the refractive index of the material itself for the purpose of thinning the lens and miniaturizing the image sensor. For example, a technique for introducing a sulfur atom into a polymer (for example, see Patent Documents 1 and 2), a technique for introducing a halogen atom or an aromatic ring into a polymer (for example, see Patent Document 3), and the like have been actively studied. It was. However, a plastic material that has a large refractive index and good transparency and can be used as a substitute for glass has not yet been developed. In addition, in an optical fiber or an optical waveguide, materials having different refractive indexes are used in combination, or materials having a distribution in refractive index are used. In order to provide a material having a different refractive index depending on a part as described above, development of a technique capable of arbitrarily adjusting the refractive index is also desired.

  Since it is difficult to increase the refractive index with only an organic substance, a technique for increasing the refractive index of a resin by dispersing an inorganic substance having a high refractive index in a resin matrix has been reported (for example, see Patent Document 4). In order to reduce attenuation of transmitted light due to Rayleigh scattering, it is preferable to uniformly disperse inorganic fine particles having a particle size of 15 nm or less in the resin matrix. However, since primary particles having a particle size of 15 nm or less are very likely to aggregate, it is extremely difficult to uniformly disperse them in the resin matrix. In addition, when the attenuation of transmitted light in the optical path length corresponding to the thickness of the lens is taken into consideration, the amount of inorganic fine particles added must be limited. For this reason, it has not been possible to disperse the fine particles in the resin matrix at a high concentration without reducing the transparency of the resin.

  Also, a molded product mainly comprising a thermoplastic resin composition in which ultrafine particles having a number average particle size of 0.5 to 50 nm are dispersed, wherein the average birefringence per 1 mm of light wavelength is 10 nm or less. A thermoplastic material composition comprising a molded body (for example, see Patent Document 5), a thermoplastic resin having a refractive index and an Abbe number indicated by a specific mathematical formula, and inorganic fine particles having a specific average particle diameter and refractive index. Articles and optical parts using the same have been reported (for example, see Patent Documents 6 and 7). These are also those in which inorganic fine particles are dispersed in the resin, but none of them exhibits sufficient performance from the viewpoint of dispersing the fine particles in the resin matrix at a high concentration without reducing the transparency of the resin. It was.

Patent Documents 8 to 10 disclose a technique related to a composition in which inorganic fine particles are dispersed in a resin having a side chain introduced with a functional group such as a carboxyl group. These patent documents can also be used for lenses having a high refractive index. There is no description regarding a thick transparent molded body.
JP 2002-131502 A Japanese Patent Laid-Open No. 10-298287 JP 2004-244444 A JP 2003-73559 A JP 2003-147090 A JP 2003-73563 A JP 2003-73564 A JP-T-2004-524396 JP 2004-352975 A JP 2004-217714 A

As described above, there has not yet been found a material composition that has both high refraction, transparency, and light weight and that can arbitrarily control the refractive index, and an optical component that includes the material composition. Its development was desired.
The present invention has been made in view of the above circumstances, and an object of the present invention is to provide an organic-inorganic composite composition in which fine particles are uniformly dispersed in a resin matrix, and has excellent transparency and a high refractive index. It is to provide an optical component such as a lens base material.

  As a result of intensive studies to achieve the above object, the present inventors have found that a composition using a specific resin and inorganic fine particles as raw materials has excellent transparency due to the uniform dispersion effect of the fine particles. The present invention described below has been completed.

[1] An organic-inorganic composite composition comprising inorganic fine particles and a thermoplastic resin having a functional group capable of forming a chemical bond with the inorganic fine particles in the side chain, wherein the refractive index of the organic-inorganic composite composition has a wavelength 1. An organic-inorganic composite composition characterized by being 1.60 or more at 589 nm and having a light transmittance in terms of 1 mm thickness of the organic-inorganic composite composition of 70% or more at a wavelength of 589 nm.
[2] The functional group of the thermoplastic resin is

［Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴は、それぞれ独立に水素原子、置換または無置換のアルキル基、置換または無置換のアルケニル基、置換または無置換のアルキニル基、あるいは、置換または無置換のアリール基を表す。］、−ＳＯ₃Ｈ、−ＯＳＯ₃Ｈ、−ＣＯ₂Ｈ、金属アルコキシド基、−ＯＨ、−ＮＨ₂、および、−ＳＨからなる群より選択されることを特徴とする［１］に記載の有機無機複合組成物。
［３］ 前記熱可塑性樹脂の官能基が、

[R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted group. Represents an aryl group. _{], - SO 3 H, -OSO} 3 H, -CO 2 H, metal alkoxide groups, -OH, -NH _2, and characterized in that it is selected from the group consisting of -SH according to [1] Organic inorganic composite composition.
[3] The functional group of the thermoplastic resin is

［Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴は、それぞれ独立に水素原子、置換または無置換のアルキル基、置換または無置換のアルケニル基、置換または無置換のアルキニル基、あるいは、置換または無置換のアリール基を表す。］、−ＳＯ₃Ｈ、−ＣＯ₂Ｈまたは−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-m［Ｒ⁵、Ｒ⁶はそれぞれ独立に水素原子、置換または無置換のアルキル基、置換または無置換のアルケニル基、置換または無置換のアルキニル基、あるいは、置換または無置換のアリール基を表し、ｍは０〜３の整数を表す。］であることを特徴とする［２］に記載の有機無機複合組成物。
［４］ 前記官能基が前記熱可塑性樹脂のポリマー鎖１本あたりに平均０．１〜２０個の範囲で含まれていることを特徴とする［１］〜［３］のいずれか一項に記載の有機無機複合組成物。
［５］ 前記熱可塑性樹脂が一般式（１）で表される繰り返し単位を含むコポリマーであることを特徴とする［１］〜［４］のいずれか一項に記載の有機無機複合組成物。
一般式（１）

[R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted group. Represents an aryl group. ], —SO ₃ H, —CO ₂ H or —Si (OR ⁵ ) _m R ⁶ _3-m [R ⁵ and R ⁶ each independently represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted group, An alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group is represented, and m represents an integer of 0 to 3. The organic-inorganic composite composition according to [2], wherein
[4] In any one of [1] to [3], the functional group is contained in an average range of 0.1 to 20 per polymer chain of the thermoplastic resin. The organic-inorganic composite composition described.
[5] The organic-inorganic composite composition according to any one of [1] to [4], wherein the thermoplastic resin is a copolymer including a repeating unit represented by the general formula (1).
General formula (1)

〔一般式（１）中、Ｒは水素原子、ハロゲン原子またはメチル基を表し、Ｘは−ＣＯ₂−、−ＯＣＯ−、−ＣＯＮＨ−、−ＯＣＯＮＨ−、−ＯＣＯＯ−、−Ｏ−、−Ｓ−、−ＮＨ−、置換または無置換のアリーレン基から選ばれる２価の連結基を表す。Ｙは炭素数が１〜３０である２価の連結基を表し、ｑは０〜１８の整数を表す。Ｚは

[In General Formula (1), R represents a hydrogen atom, a halogen atom or a methyl group, and X represents —CO ₂ —, —OCO—, —CONH—, —OCONH—, —OCOO—, —O—, —S. Represents a divalent linking group selected from-, -NH-, a substituted or unsubstituted arylene group. Y represents a divalent linking group having 1 to 30 carbon atoms, and q represents an integer of 0 to 18. Z is

−ＳＯ₃Ｈ、−ＣＯ₂Ｈ、および、−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-m〔Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵、Ｒ⁶はそれぞれ独立に水素原子、置換または無置換のアルキル基、置換または無置換のアルケニル基、置換または無置換のアルキニル基、あるいは置換または無置換のアリール基を表す。ｍは０〜３の整数を表す。〕からなる群より選ばれる官能基を表す。〕。
［６］ 前記熱可塑性樹脂の重量平均分子量が１，０００〜５００，０００であることを特徴とする［１］〜［５］のいずれか一項に記載の有機無機複合組成物。
［７］ 前記熱可塑性樹脂の屈折率が１．５５以上であることを特徴とする［１］〜［６］のいずれか一項に記載の有機無機複合組成物。
［８］ 前記無機微粒子が５８９ｎｍにおいて１．９〜３．０の屈折率を有する金属酸化物微粒子であることを特徴とする［１］〜［７］のいずれか一項に記載の有機無機複合組成物。
［９］ 前記無機微粒子が、酸化ジルコニウム、酸化亜鉛、または酸化チタンを含有することを特徴とする［１］〜［８］のいずれか一項に記載の有機無機複合組成物。
［１０］ 前記無機微粒子の数平均粒子サイズが１〜１５ｎｍであることを特徴とする［１］〜［９］のいずれか一項に記載の有機無機複合組成物。
［１１］ 前記無機微粒子を２０質量％以上含むことを特徴とする［１］〜［１０］のいずれか一項に記載の有機無機複合組成物。
［１２］ 熱可塑性であることを特徴とする［１］〜［１１］のいずれか一項に記載の有機無機複合組成物。
［１３］ 溶媒を含まない固体であることを特徴とする［１］〜［１２］のいずれか一項に記載の有機無機複合組成物。

—SO ₃ H, —CO ₂ H, and —Si (OR ⁵ ) _m R ⁶ _3-m [R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ are each independently a hydrogen atom, Or an unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group; m represents an integer of 0 to 3. Represents a functional group selected from the group consisting of ].
[6] The organic-inorganic composite composition according to any one of [1] to [5], wherein the thermoplastic resin has a weight average molecular weight of 1,000 to 500,000.
[7] The organic-inorganic composite composition according to any one of [1] to [6], wherein a refractive index of the thermoplastic resin is 1.55 or more.
[8] The organic-inorganic composite as described in any one of [1] to [7], wherein the inorganic fine particles are metal oxide fine particles having a refractive index of 1.9 to 3.0 at 589 nm. Composition.
[9] The organic-inorganic composite composition according to any one of [1] to [8], wherein the inorganic fine particles contain zirconium oxide, zinc oxide, or titanium oxide.
[10] The organic-inorganic composite composition according to any one of [1] to [9], wherein the number average particle size of the inorganic fine particles is 1 to 15 nm.
[11] The organic-inorganic composite composition according to any one of [1] to [10], wherein the inorganic fine particle is contained in an amount of 20% by mass or more.
[12] The organic-inorganic composite composition according to any one of [1] to [11], which is thermoplastic.
[13] The organic-inorganic composite composition according to any one of [1] to [12], which is a solid containing no solvent.

[14]

−ＳＯ₃Ｈ、−ＣＯ₂Ｈ、および、−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-m〔Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵、Ｒ⁶はそれぞれ独立に水素原子、置換または無置換のアルキル基、置換または無置換のアルケニル基、置換または無置換のアルキニル基、あるいは置換または無置換のアリール基を表す。ｍは１〜３の整数を表す。〕からなる群より選ばれる官能基を側鎖に有する熱可塑性樹脂と無機微粒子とを有機溶媒中で混合する工程を含むことを特徴とする有機無機複合組成物の製造方法。
［１５］ 水、アルコール、または水とアルコールの混合物中において、無機微粒子を表面処理剤の存在下に表面処理する工程と、表面処理された無機微粒子を有機溶媒中に抽出する工程と、抽出した該無機微粒子を側鎖に前記官能基を有する熱可塑性樹脂と混合する工程とを含むことを特徴とする［１４］に記載の有機無機複合組成物の製造方法。
［１６］ 無機微粒子の有機溶媒分散物と側鎖に前記官能基を有する熱可塑性樹脂とを混合する工程と、該混合液から溶剤を留去する工程とを含むことを特徴とする［１４］または［１５］に記載の有機無機複合組成物の製造方法。
［１７］ 無機微粒子の有機溶媒分散物と側鎖に前記官能基を有する熱可塑性樹脂とを混合する工程と、該混合液を再沈澱させる工程を含むことを特徴とする［１４］または［１５］に記載の有機無機複合組成物の製造方法。
［１８］ ［１４］〜［１７］のいずれか一項に記載の製造方法により製造される有機無機複合組成物。

—SO ₃ H, —CO ₂ H, and —Si (OR ⁵ ) _m R ⁶ _3-m [R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ are each independently a hydrogen atom, Or an unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group; m represents an integer of 1 to 3. A method for producing an organic-inorganic composite composition comprising a step of mixing a thermoplastic resin having a functional group selected from the group consisting of: in the side chain with inorganic fine particles in an organic solvent.
[15] In water, alcohol, or a mixture of water and alcohol, a step of surface-treating inorganic fine particles in the presence of a surface treatment agent, a step of extracting the surface-treated inorganic fine particles into an organic solvent, and extraction The method for producing an organic-inorganic composite composition according to [14], further comprising a step of mixing the inorganic fine particles with a thermoplastic resin having the functional group in the side chain.
[16] The method includes a step of mixing an organic solvent dispersion of inorganic fine particles with a thermoplastic resin having the functional group in a side chain, and a step of distilling off the solvent from the mixed solution [14] Or the manufacturing method of the organic inorganic composite composition as described in [15].
[17] The method includes a step of mixing an organic solvent dispersion of inorganic fine particles and a thermoplastic resin having the functional group in a side chain, and a step of reprecipitation of the mixed solution. ] The manufacturing method of the organic inorganic composite composition of description.
[18] An organic-inorganic composite composition produced by the production method according to any one of [14] to [17].

[19] A molded article comprising the organic-inorganic composite composition according to any one of [1] to [13] or [18].
[20] A molded article containing inorganic fine particles and a thermoplastic resin having a functional group capable of binding to the inorganic fine particles in the side chain, wherein the molded article has a refractive index of 1.60 or more at a wavelength of 589 nm, And the molded object characterized by the light transmittance of 1mm thickness conversion of this molded object being 70% or more in wavelength 589nm.
[21] The molded article according to [19] or [20], wherein the maximum thickness is 0.1 mm or more.

[22] An optical component comprising the molded article according to [20] or [21].
[23] The optical component according to [22], which is a lens base material.

  ADVANTAGE OF THE INVENTION According to this invention, the organic inorganic composite composition which achieved high refractive index, without reducing the transparency of resin can be provided. Moreover, since the organic-inorganic composite composition of the present invention has thermoplasticity, it is easy to mold a molded body such as an optical component including a lens substrate. The molded body using the organic-inorganic composite composition of the present invention has a high refractive index while having excellent transparency.

  Hereinafter, the organic-inorganic composite composition of the present invention and a molded body such as a lens substrate including the composition will be described in detail. The description of the constituent elements described below may be made based on typical embodiments of the present invention, but the present invention is not limited to such embodiments. In the present specification, a numerical range represented by using “to” means a range including numerical values described before and after “to” as a lower limit value and an upper limit value.

[Organic-inorganic composite composition]
The organic-inorganic composite composition of the present invention is an organic-inorganic composite composition comprising inorganic fine particles and a thermoplastic resin having a functional group capable of forming a chemical bond with the inorganic fine particles in the side chain. The refractive index of the composition is 1.60 or more at a wavelength of 589 nm, and the light transmittance in terms of 1 mm thickness of the organic-inorganic composite composition is 70% or more at a wavelength of 589 nm. The organic-inorganic composite composition of the present invention is used for the production of the molded article of the present invention described later.

  The organic-inorganic composite composition of the present invention is preferably a solid. The solvent content is preferably 5% by mass or less, more preferably 2% by mass or less, still more preferably 1% by mass or less, and most preferably no solvent is contained.

  The refractive index of the organic-inorganic composite composition of the present invention is preferably 1.60 or more at a wavelength of 589 nm, more preferably 1.63 or more, further preferably 1.65 or more, and 1.67. The above is particularly preferable.

  The light transmittance of the organic-inorganic composite composition of the present invention is preferably 70% or more, more preferably 75% or more, and particularly preferably 80% or more in terms of 1 mm thickness at a wavelength of 589 nm. . The light transmittance in terms of 1 mm thickness at a wavelength of 405 nm is preferably 60% or more, more preferably 65% or more, and particularly preferably 70% or more. If the light transmittance in terms of 1 mm thickness at a wavelength of 589 nm is 70% or more, it is easy to obtain a lens substrate having more preferable properties. In the present invention, the light transmittance in terms of 1 mm thickness is obtained by forming a substrate having a thickness of 1.0 mm by molding an organic-inorganic composite composition, and measuring an ultraviolet-visible absorption spectrum (UV-3100, Inc.). It is a value measured by Shimadzu Corporation.

  The organic-inorganic composite composition of the present invention preferably has a glass transition temperature of 100 ° C to 400 ° C, and more preferably 130 ° C to 380 ° C. When the glass transition temperature is 100 ° C. or higher, sufficient heat resistance is easily obtained, and when the glass transition temperature is 400 ° C. or lower, molding processing tends to be easily performed.

  Hereinafter, the thermoplastic resin and the inorganic fine particles, which are essential components of the organic-inorganic composite composition of the present invention, will be described in order. In addition to these essential components, the organic-inorganic composite composition of the present invention may contain additives such as a resin, a dispersant, a plasticizer, and a release agent that do not satisfy the conditions of the present invention.

[Thermoplastic resin]
The organic-inorganic composite composition of the present invention contains a thermoplastic resin having a functional group capable of forming a chemical bond with the inorganic fine particles in the side chain.

  The basic skeleton of the thermoplastic resin used in the present invention is not particularly limited, and poly (meth) acrylate, polystyrene, polyvinylcarbazole, polyarylate, polycarbonate, polyurethane, polyimide, polyether, polyethersulfone, polyetherketone A known resin skeleton such as polythioether can be used. A vinyl polymer, polyarylate, and polycarbonate are preferable, and a vinyl polymer is more preferable.

  The thermoplastic resin used in the present invention has a functional group capable of forming a chemical bond with inorganic fine particles in the side chain. Here, the “chemical bond” includes, for example, a covalent bond, an ionic bond, a coordination bond, a hydrogen bond, and the like, and when there are a plurality of functional groups, each can form a chemical bond different from the inorganic fine particles. It may be. Whether or not a chemical bond can be formed depends on whether the functional group of the thermoplastic resin is chemically bonded to the inorganic fine particles when the thermoplastic resin and the inorganic fine particles are mixed in an organic solvent as described in Examples described later. Judgment is made based on whether or not it can be formed. In the organic-inorganic composite composition of the present invention, all of the functional groups of the thermoplastic resin may form chemical bonds with the inorganic fine particles, or some of them may form chemical bonds with the inorganic fine particles. Good.

  The functional group capable of binding to the inorganic fine particles on the side chain has a function of stably dispersing the inorganic fine particles in the thermoplastic resin by forming a chemical bond with the inorganic fine particles. The functional group capable of forming a chemical bond with inorganic fine particles is not particularly limited as long as it can form a chemical bond with inorganic fine particles. For example,

−ＳＯ₃Ｈ、−ＯＳＯ₃Ｈ、−ＣＯ₂Ｈ、金属アルコキシド基（好ましくは−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-m）、−ＯＨ、−ＮＨ₂、−ＳＨ等が例示されるが、好ましくは

Examples include —SO ₃ H, —OSO ₃ H, —CO ₂ H, metal alkoxide groups (preferably —Si (OR ⁵ ) _m R ⁶ _3-m ), —OH, —NH ₂ , —SH and the like. ,Preferably

−ＳＯ₃Ｈ、−ＣＯ₂Ｈ、または−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-mであり、より好ましくは、

-SO ₃ H, -CO ₂ H or -Si (OR ^5), a _m R ⁶ _3-m, more preferably,

または−ＣＯ₂Ｈであり、特に好ましくは

Or a -CO ₂ H, particularly preferably

である。

It is.

R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl. Represents a group, or a substituted or unsubstituted aryl group. The alkyl group preferably has 1 to 30 carbon atoms, more preferably 1 to 20 carbon atoms, and examples thereof include a methyl group, an ethyl group, and an n-propyl group. Substituted alkyl groups include, for example, aralkyl groups. The aralkyl group preferably has 7 to 30 carbon atoms, more preferably 7 to 20 carbon atoms, and examples thereof include a benzyl group and a p-methoxybenzyl group. The alkenyl group preferably has 2 to 30 carbon atoms, more preferably 2 to 20 carbon atoms, and examples thereof include a vinyl group and a 2-phenylethenyl group. The alkynyl group preferably has 2 to 20 carbon atoms, more preferably 2 to 10 carbon atoms, and examples thereof include an ethynyl group and a 2-phenylethynyl group. The aryl group preferably has 6 to 30 carbon atoms, more preferably 6 to 20 carbon atoms, and examples thereof include a phenyl group, a 2,4,6-tribromophenyl group, and a 1-naphthyl group. The aryl group herein includes a heteroaryl group. As substituents for alkyl groups, alkenyl groups, alkynyl groups, and aryl groups, in addition to these alkyl groups, alkenyl groups, alkynyl groups, and aryl groups, halogen atoms (eg, fluorine atoms, chlorine atoms, bromine atoms, iodine atoms) And alkoxy groups (for example, methoxy group, ethoxy group). Particularly preferred as R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ is a hydrogen atom.
Said m represents the integer of 0-3. Preferably it is 3.

  The method for introducing the functional group into the side chain of the thermoplastic resin is not particularly limited, and a method of copolymerizing a monomer having a functional group or a monomer having a functional group precursor site (for example, ester) is copolymerized. And a method of converting the functional group into a functional group by a method such as hydrolysis, and a method of introducing a functional group into the reactive site after synthesizing a precursor resin having a reactive site such as a hydroxyl group, an amino group or an aromatic ring. It is done. Preference is given to a method of copolymerizing monomers containing functional groups.

  The thermoplastic resin used in the present invention is particularly preferably a copolymer having a repeating unit represented by the following general formula (1). Such a copolymer can be obtained by copolymerizing a vinyl monomer represented by the following general formula (2).

In general formula (1) and general formula (2), R represents a hydrogen atom, a halogen atom or a methyl group, and X represents —CO ₂ —, —OCO—, —CONH—, —OCONH—, —OCOO—, It represents a divalent linking group selected from the group consisting of —O—, —S—, —NH—, and a substituted or unsubstituted arylene group, more preferably —CO ₂ — or a p-phenylene group.

  Y represents a divalent linking group having 1 to 30 carbon atoms. 1-20 are preferable, as for carbon number, 2-10 are more preferable, and 2-5 are more preferable. Specific examples include an alkylene group, an alkyleneoxy group, an alkyleneoxycarbonyl group, an arylene group, an aryleneoxy group, an aryleneoxycarbonyl group, and a combination thereof, and an alkylene group is preferable.

  q represents the integer of 0-18. More preferably, it is an integer of 0-10, More preferably, it is an integer of 0-5, Most preferably, it is an integer of 0-1.

  Z is

−ＳＯ₃Ｈ、−ＣＯ₂Ｈ、および、−Ｓｉ（ＯＲ⁵）_mＲ⁶ _3-mからなる群より選ばれる官能基を表し、好ましくは

Represents a functional group selected from the group consisting of —SO ₃ H, —CO ₂ H, and —Si (OR ⁵ ) _m R ⁶ _3-m , preferably

であり、さらに好ましくは、

And more preferably

である。Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵、Ｒ⁶、ｍの定義と具体例は、無機微粒子と化学結合を形成しうる官能基の欄で述べたＲ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵、Ｒ⁶、ｍの定義と具体例と同じである。ただし、好ましいＲ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵、Ｒ⁶は、水素原子またはアルキル基である。

It is. The definitions and specific examples of R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ , and m are R ¹ , R ² , R ³ described in the column of functional groups capable of forming a chemical bond with inorganic fine particles. , R ⁴ , R ⁵ , R ⁶ , m are the same as the specific examples. However, preferred R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ are a hydrogen atom or an alkyl group.

  Specific examples of the monomer represented by the general formula (2) are given below, but the monomer that can be used in the present invention is not limited thereto.

  Other types of monomers copolymerizable with the monomer represented by the general formula (2) in the present invention include those described in Polymer Handbook 2nd ed., J. Brandrup, Wiley lnterscience (1975) Chapter 2 Page 1 to 483. Can be used.

  Specifically, for example, styrene derivatives, 1-vinylnaphthalene, 2-vinylnaphthalene, vinylcarbazole, acrylic acid, methacrylic acid, acrylic esters, methacrylic esters, acrylamides, methacrylamides, allyl compounds, vinyl ethers , Vinyl esters, dialkyl itaconates, dialkyl esters of the above fumaric acid, monoalkyl esters, and the like.

  Examples of the styrene derivative include styrene, 2,4,6-tribromostyrene, 2-phenylstyrene and the like.

  Examples of the acrylic esters include methyl acrylate, ethyl acrylate, propyl acrylate, n-butyl acrylate, tert-butyl acrylate, chlorochloroethyl acrylate, 2-hydroxyethyl acrylate, trimethylolpropane monoacrylate, benzyl Examples include acrylate, benzyl methacrylate, methoxybenzyl acrylate, furfuryl acrylate, and tetrahydrofurfuryl acrylate.

  Examples of the methacrylic acid esters include methyl methacrylate, ethyl methacrylate, propyl methacrylate, butyl methacrylate, tert-butyl methacrylate, chlorochloroethyl methacrylate, 2-hydroxyethyl methacrylate, trimethylolpropane monomethacrylate, benzyl methacrylate, Examples include methoxybenzyl methacrylate, furfuryl methacrylate, tetrahydrofurfuryl methacrylate and the like.

  Examples of the acrylamides include acrylamide, N-alkylacrylamide (alkyl group having 1 to 3 carbon atoms, such as methyl group, ethyl group, propyl group), N, N-dialkylacrylamide (alkyl group having 1 carbon atom). ~ 6), N-hydroxyethyl-N-methylacrylamide, N-2-acetamidoethyl-N-acetylacrylamide and the like.

  Examples of the methacrylamides include methacrylamide, N-alkyl methacrylamide (alkyl groups having 1 to 3 carbon atoms, such as methyl, ethyl, propyl), N, N-dialkyl methacrylamide (as alkyl groups). Are those having 1 to 6 carbon atoms), N-hydroxyethyl-N-methylmethacrylamide, N-2-acetamidoethyl-N-acetylmethacrylamide and the like.

  Examples of the allyl compound include allyl esters (eg, allyl acetate, allyl caproate, allyl caprylate, allyl laurate, allyl palmitate, allyl stearate, allyl benzoate, allyl acetoacetate, allyl lactate), allyloxyethanol Etc.

  Examples of the vinyl ethers include alkyl vinyl ethers (alkyl groups having 1 to 10 carbon atoms, such as hexyl vinyl ether, octyl vinyl ether, decyl vinyl ether, ethylhexyl vinyl ether, methoxyethyl vinyl ether, ethoxyethyl vinyl ether, chloroethyl vinyl ether, 1-methyl Examples include -2,2-dimethylpropyl vinyl ether, 2-ethylbutyl vinyl ether, hydroxyethyl vinyl ether, diethylene glycol vinyl ether, dimethylaminoethyl vinyl ether, diethylaminoethyl vinyl ether, butylaminoethyl vinyl ether, benzyl vinyl ether, and tetrahydrofurfuryl vinyl ether.

  Examples of the vinyl esters include vinyl butyrate, vinyl isobutyrate, vinyl trimethyl acetate, vinyl diethyl acetate, vinyl valate, vinyl caproate, vinyl chloroacetate, vinyl dichloroacetate, vinyl methoxyacetate, vinyl butoxyacetate, vinyl lactate Vinyl-β-phenylbutyrate, vinylcyclohexylcarboxylate, and the like.

  Examples of the dialkyl itaconates include dimethyl itaconate, diethyl itaconate, and dibutyl itaconate. Examples of the dialkyl esters or monoalkyl esters of the fumaric acid include dibutyl fumarate.

  In addition, crotonic acid, itaconic acid, acrylonitrile, methacrylonitrile, maleilonitrile, and the like can also be mentioned.

  The weight average molecular weight of the thermoplastic resin (dispersed polymer) used in the present invention is preferably 1,000 to 500,000, more preferably 3,000 to 300,000, and 10,000 to 100,000. 000 is particularly preferred. If the weight average molecular weight of the thermoplastic resin is larger than 500,000, the moldability is deteriorated, and if it is less than 1,000, an organic-inorganic composite composition having sufficient mechanical strength cannot be obtained.

  Here, the above-mentioned weight average molecular weight was determined by using a GPC analyzer using a column of “TSKgel GMHxL”, “TSKgel G4000HxL”, and “TSKgel G2000HxL” (both trade names manufactured by Tosoh Corporation) with a solvent tetrahydro The molecular weight is expressed in terms of polystyrene by furan and differential refractometer detection.

  In the thermoplastic resin used in the present invention, the average number of the functional groups bonded to the inorganic fine particles is preferably 0.1 to 20 per polymer chain, more preferably 0.5 to 10; It is particularly preferable that the number is 1 to 5. If the content of the functional group is 20 or less on average per polymer chain, the thermoplastic resin tends to prevent the increase in viscosity and gelation in the solution state due to coordination with a plurality of inorganic fine particles. is there. Moreover, if the number of average functional groups per polymer chain is 0.1 or more, the inorganic fine particles tend to be dispersed stably.

  The glass transition temperature of the thermoplastic resin used in the present invention is preferably 80 ° C to 400 ° C, and more preferably 130 ° C to 380 ° C. If a resin having a glass transition temperature of 80 ° C. or higher is used, an optical component having sufficient heat resistance can be easily obtained, and if a resin having a glass transition temperature of 400 ° C. or lower is used, molding tends to be easily performed.

  When the difference between the refractive index of the thermoplastic resin and the refractive index of the inorganic fine particles is large, Rayleigh scattering is likely to occur, so that the amount of fine particles that can be combined while maintaining transparency is reduced. If the thermoplastic resin has a refractive index of about 1.48, a transparent molded article having a refractive index of 1.60 can be provided. However, in order to realize a refractive index of 1.65 or more, it is used in the present invention. The refractive index of the thermoplastic resin to be obtained is preferably 1.55 or more, and more preferably 1.58 or more. These refractive indexes are values at 22 ° C. and a wavelength of 589 nm.

  The thermoplastic resin used in the present invention preferably has a light transmittance in terms of 1 mm thickness at a wavelength of 589 nm of 80% or more, more preferably 85% or more, and particularly preferably 88% or more.

  Although the preferable specific example of the thermoplastic resin which can be used by this invention is given to the following, the thermoplastic resin which can be used by this invention is not limited to these.

  These thermoplastic resins may be used alone or in combination of two or more. The organic-inorganic composite composition of the present invention may contain a resin that does not satisfy the conditions of the present invention together with the thermoplastic resin that satisfies the conditions of the present invention. For example, a resin having no functional group in the side chain and a thermoplastic resin that satisfies the conditions of the present invention may be mixed and used. Although there is no restriction | limiting in particular in the kind of resin which does not have a functional group in a side chain, What satisfy | fills the optical physical property mentioned above, a thermophysical property, and molecular weight is preferable.

[Inorganic fine particles]
Examples of the inorganic fine particles used in the present invention include oxide fine particles and sulfide fine particles. More specifically, examples include zirconium oxide fine particles, zinc oxide fine particles, titanium oxide fine particles, tin oxide fine particles, and zinc sulfide fine particles, but are not limited thereto. Among these, metal oxide fine particles are particularly preferable, and among these, any one selected from the group consisting of zirconium oxide, zinc oxide, tin oxide, and titanium oxide is preferable, and includes zirconium oxide, zinc oxide, and titanium oxide. More preferably, it is any one selected from the group, and it is particularly preferable to use zirconium oxide fine particles having good visible range transparency and low photocatalytic activity. In the present invention, these inorganic composites may be used from the viewpoints of refractive index, transparency, and stability. These fine particles are doped with different elements for various purposes such as photocatalytic activity reduction and water absorption reduction, the surface layer is coated with different metal oxides such as silica and alumina, silane coupling agents, titanate coupling agents. For example, the surface may be modified.

  The method for producing inorganic fine particles used in the present invention is not particularly limited, and any known method can be used. For example, desired oxide fine particles can be obtained by using a metal halide or an alkoxy metal as a raw material and hydrolyzing in a reaction system containing water.

  Specifically, as a method for obtaining zirconium oxide fine particles or suspensions thereof, an aqueous solution containing a zirconium salt is neutralized with an alkali to obtain hydrated zirconium, then dried and fired, dispersed in a solvent, and suspended in zirconium oxide. A method of obtaining a suspension; A method of hydrolyzing an aqueous solution containing a zirconium salt to obtain a zirconium oxide suspension; A method of hydrolyzing an aqueous solution containing a zirconium salt to obtain a zirconium oxide suspension, and then ultrafiltration. A method of obtaining a zirconium oxide suspension by hydrolyzing zirconium alkoxide; and a method of obtaining a zirconium oxide suspension by heat-treating an aqueous solution containing a zirconium salt under hydrothermal pressure; Any of these methods may be used.

  Further, titanyl sulfate is exemplified as a raw material for synthesizing titanium oxide fine particles, and zinc salts such as zinc acetate and zinc nitrate are exemplified as synthetic raw materials for zinc oxide nanoparticles. Metal alkoxides such as tetraethoxysilane and titanium tetraisopropoxide are also suitable as raw materials for inorganic fine particles. As a method for synthesizing such inorganic fine particles, for example, Japanese Journal of Applied Physics, Vol. 37, 4603-4608 (1998), or Langmuir, Vol. 16, No. 1, 241-246 (2000). ).

  In particular, when the oxide nanoparticles are synthesized by the sol generation method, for example, as in the synthesis of titanium oxide nanoparticles using titanyl sulfate as a raw material, this is passed through a precursor such as hydroxide, and then this is oxidized with acid or alkali. Procedures to form hydrosols by dehydration condensation or peptization are also possible. In the procedure via such a precursor, it is preferable from the viewpoint of the purity of the final product that the precursor is isolated and purified by any method such as filtration or centrifugation. An appropriate surfactant such as sodium dodecylbenzenesulfonate (abbreviated as DBS) or dialkylsulfosuccinate monosodium salt (trade name “Eleminol JS-2” manufactured by Sanyo Chemical Industries, Ltd.) is added to the resulting hydrosol. The sol particles may be isolated by making them water-insoluble. For example, a known method described in “Coloring Materials” Vol. 57, No. 6, pp. 305-308 (1984) can be used.

Further, as a method other than the method of hydrolyzing in water, a method of producing inorganic fine particles in an organic solvent can also be mentioned. At this time, the thermoplastic resin used in the present invention may be dissolved in the organic solvent.
Examples of the solvent used in these methods include acetone, 2-butanone, dichloromethane, chloroform, toluene, ethyl acetate, cyclohexanone, anisole and the like. These may be used alone or as a mixture of two or more.

If the number average particle size of the inorganic fine particles used in the present invention is too small, the characteristics specific to the substance constituting the fine particles may change. Conversely, if the number average particle size is too large, the influence of Rayleigh scattering becomes remarkable, and the organic-inorganic composite composition The transparency of the object may be extremely reduced. Therefore, the lower limit of the number average particle size of the inorganic fine particles used in the present invention is preferably 1 nm or more, more preferably 2 nm or more, further preferably 3 nm or more, and the upper limit is preferably 15 nm or less, more preferably 10 nm. Hereinafter, it is more preferably 7 nm or less. That is, the number average particle size of the inorganic fine particles in the present invention is preferably 1 nm to 15 nm, more preferably 2 nm to 10 nm, and particularly preferably 3 nm to 7 nm.
Here, the above-mentioned number average particle size can be measured by, for example, an X-ray diffraction (XRD) apparatus or a transmission electron microscope (TEM).

  The range of the refractive index of the inorganic fine particles used in the present invention is preferably 1.9 to 3.0 at a wavelength of 589 nm at 22 ° C., more preferably 2.0 to 2.7, particularly preferably. 2.1 to 2.5. If the refractive index of the fine particles is 3.0 or less, the difference in refractive index from the thermoplastic resin is not so large, and Rayleigh scattering tends to be easily suppressed. Moreover, if the refractive index is 1.9 or more, there is a tendency that a high refractive index is easily achieved.

  The refractive index of the inorganic fine particles is measured separately by, for example, measuring the refractive index with an Abbe refractometer (for example, “DM-M4” manufactured by Atago Co., Ltd.) using a composite compounded with the thermoplastic resin used in the present invention as a transparent film. It can be estimated by a method of converting from the refractive index of only the resin component, or a method of calculating the refractive index of the fine particles by measuring the refractive index of the fine particle dispersion having different concentrations.

  The content of the inorganic fine particles in the organic-inorganic composite composition of the present invention is preferably 20 to 95% by mass, more preferably 25 to 70% by mass, and 30 to 60% by mass from the viewpoint of transparency and high refractive index. Particularly preferred. In addition, the mass ratio of the inorganic fine particles and the thermoplastic resin (dispersed polymer) in the present invention is preferably 1: 0.01 to 1: 100, and preferably 1: 0.05 to 1:10, from the viewpoint of dispersibility. Further preferred is 1: 0.05 to 1: 5.

[Additive]
In addition to the above thermoplastic resin and inorganic fine particles, the organic-inorganic composite composition of the present invention may contain various additives as appropriate from the viewpoint of uniform dispersibility, fluidity during molding, releasability, weather resistance, and the like. Good.
Although the blending ratio of these additives varies depending on the purpose, it is preferably 0 to 50% by mass and more preferably 0 to 30% by mass with respect to the total amount of the inorganic fine particles and the thermoplastic resin. 0 to 20% by mass is particularly preferable.

<Surface treatment agent>
In the present invention, as described later, when inorganic fine particles dispersed in water or an alcohol solvent are mixed with a thermoplastic resin, the objective is to improve the extractability or substitution into an organic solvent, and the uniform dispersibility to the thermoplastic resin. Depending on various purposes such as increasing the water absorption, decreasing the water absorption of the fine particles, or increasing the weather resistance, a fine particle surface modifier other than the thermoplastic resin may be added. The surface treatment agent preferably has a weight average molecular weight of 50 to 50,000, more preferably 100 to 20,000, and still more preferably 200 to 10,000.

As said surface treating agent, what has a structure represented by following General formula (3) is preferable.
General formula (3)
AB

  In the general formula (3), A represents a functional group capable of forming a chemical bond with the surface of the inorganic fine particles used in the present invention, and B is compatible with the resin matrix mainly composed of the thermoplastic resin used in the present invention. Alternatively, it represents a monovalent group or polymer having 1 to 30 carbon atoms having reactivity. Here, “chemical bond” refers to, for example, a covalent bond, an ionic bond, a coordination bond, a hydrogen bond, and the like.

Preferred examples of the group represented by A are the same as those described above as the functional group of the thermoplastic resin used in the present invention.
On the other hand, the chemical structure of the group represented by B is preferably the same as or similar to the chemical structure of the thermoplastic resin that is the main component of the resin matrix from the viewpoint of compatibility. In the present invention, particularly from the viewpoint of increasing the refractive index, it is preferable that the chemical structure of B together with the thermoplastic resin has an aromatic ring.

  Examples of the surface treatment agent preferably used in the present invention include, for example, p-octylbenzoic acid, p-propylbenzoic acid, acetic acid, propionic acid, cyclopentanecarboxylic acid, dibenzyl phosphate, monobenzyl phosphate, diphenyl phosphate, diphosphate phosphate. -α-naphthyl, phenylphosphonic acid, phenylphosphonic acid monophenyl ester, KAYAMER PM-21 (trade name; manufactured by Nippon Kayaku Co., Ltd.), KAYAMER PM-2 (trade name; manufactured by Nippon Kayaku Co., Ltd.), benzenesulfonic acid, Naphthalenesulfonic acid, paraoctylbenzenesulfonic acid, or silane coupling agents described in JP-A-5-221640, JP-A-9-100111, JP-A-2002-187721, and the like, are limited thereto. It is not a thing.

These surface treatment agents may be used alone or in combination of two or more.
The total amount of addition of these surface treatment agents is preferably 0.01 to 2 times, more preferably 0.03 to 1 time, and more preferably 0.05 to 0. A ratio of 5 times is particularly preferable.

<Plasticizer>
When the glass transition temperature of the thermoplastic resin used in the present invention is high, molding of the composition may not always be easy. For this reason, a plasticizer may be used to lower the molding temperature of the composition of the present invention. When the plasticizer is added, the addition amount is preferably 1 to 50% by mass of the total amount of the organic-inorganic composite composition, more preferably 2 to 30% by mass, and 3 to 20% by mass. Is particularly preferred.
The plasticizer used in the present invention must be determined by comprehensively considering compatibility with the resin, weather resistance, plasticizing effect, etc. Although it cannot say, what has an aromatic ring from a viewpoint of refractive index is preferable, and what has a structure represented by following General formula (4) can be mentioned as a typical example.

General formula (4)

（式中、Ｂ¹およびＢ²は炭素数６〜１８のアルキル基または炭素数６〜１８のアリールアルキル基を表し、ｍは０または１を表し、Ｘは

(In the formula, B ¹ and B ² represent an alkyl group having 6 to 18 carbon atoms or an arylalkyl group having 6 to 18 carbon atoms, m represents 0 or 1, and X represents

のうちのいずれかであり、Ｒ¹¹ およびＲ¹² はそれぞれ独立に水素原子または炭素数４以下のアルキル基を示す。）

R ¹¹ and R ¹² each independently represents a hydrogen atom or an alkyl group having 4 or less carbon atoms. )

In the compound represented by the general formula (4), B ¹ and B ² may be any alkyl group or arylalkyl group within the range of 6 to 18 carbon atoms. If the number of carbon atoms is less than 6, the molecular weight may be too low to boil at the melting temperature of the polymer and generate bubbles. Moreover, when carbon number exceeds 18, compatibility with a polymer may worsen and an addition effect may become inadequate.

Specific examples of B ¹ and B ² include direct n-hexyl group, n-octyl group, n-decyl group, n-dodecyl group, n-tetradecyl group, n-hexadecyl group, n-octadecyl group and the like. Examples thereof include a chain alkyl group, a branched alkyl group such as a 2-hexyldecyl group and a methyl branched octadecyl group, and an arylalkyl group such as a benzyl group and a 2-phenylethyl group. Specific examples of the compound represented by the general formula (4) include the following compounds, among which W-1 (trade name “KP-L155” manufactured by Kao Corporation) is preferable.

<Other additives>
In addition to the above components, hindered phenols, amines and phosphoruss are added for the purpose of adding known release agents such as modified silicone oils for the purpose of improving moldability and improving light resistance and thermal degradation. Further, a known deterioration preventing agent such as thioether may be added as appropriate. When mix | blending these, it is preferable to set it as about 0.1-5 mass% with respect to the total solid of an organic inorganic composite composition.

[Method for producing organic-inorganic composite composition]
The inorganic fine particles used in the present invention are chemically bonded to the thermoplastic resin having the functional group in the side chain and dispersed in the resin.
Since the inorganic fine particles used in the present invention have a small particle size and high surface energy, it is difficult to re-disperse when isolated as a solid. Therefore, it is preferable that the inorganic fine particles are mixed with the thermoplastic resin in a state dispersed in a solution to form a stable dispersion. As a preferable method for producing a composite, (1) surface treatment of inorganic particles in the presence of the surface treatment agent, extraction of the surface-treated inorganic fine particles into an organic solvent, and extraction of the inorganic fine particles into the heat A method for producing a composite of inorganic fine particles and a thermoplastic resin by uniformly mixing with a plastic resin, and (2) using a solvent that can uniformly disperse or dissolve both the inorganic fine particles and the thermoplastic resin, and mixing them both uniformly The method of manufacturing the composite of microparticles | fine-particles and a thermoplastic resin is mentioned.

In the case of producing a composite of inorganic fine particles and a thermoplastic resin by the method (1) above, water-insoluble such as toluene, ethyl acetate, methyl isobutyl ketone, chloroform, dichloroethane, dichloroethane, chlorobenzene, methoxybenzene, etc. as an organic solvent These solvents are used. The surface treatment agent used for extraction of the fine particles into the organic solvent and the thermoplastic resin may be the same or different, but the surface treatment agent preferably used is described above Those described in the column of> are mentioned.
When mixing the inorganic fine particles extracted into the organic solvent and the thermoplastic resin, additives such as a plasticizer, a release agent, or another type of polymer may be added as necessary.

  When the method (2) is employed, dimethylacetamide, dimethylformamide, dimethylsulfoxide, benzyl alcohol, cyclohexanol, ethylene glycol monomethyl ether, 1-methoxy-2-propanol, tert-butanol, acetic acid, propionic acid are used as the solvent. A hydrophilic polar solvent such as a single solvent or a mixed solvent, or a mixed solvent of a water-insoluble solvent such as chloroform, dichloroethane, dichloromethane, ethyl acetate, methyl ethyl ketone, methyl isobutyl ketone, toluene, chlorobenzene, methoxybenzene and the above polar solvent. Preferably used. At this time, a dispersing agent, a plasticizer, a release agent, or another type of polymer may be added as necessary, in addition to the above-described thermoplastic resin. When using fine particles dispersed in water / methanol, after adding a hydrophilic solvent that has a higher boiling point than water / methanol and dissolves the thermoplastic resin, the water / methanol is concentrated and distilled to disperse the fine particles. After replacing the liquid with a polar organic solvent, it is preferable to mix with the resin. At this time, the surface treatment agent may be added.

  The solution of the organic-inorganic composite composition obtained by the methods (1) and (2) can be cast as it is to obtain a molded body. In the present invention, the solution is particularly concentrated, freeze-dried, Alternatively, after removing the solvent by a method such as reprecipitation from a suitable poor solvent, it is preferable to form the powdered solid content by a method such as injection molding or compression molding.

[Molded body]
The molded article of the present invention can be produced by molding the organic-inorganic composite composition of the present invention. As the molded article of the present invention, those showing the refractive index and optical properties described above in the description of the organic-inorganic composite composition are useful.

  Moreover, it is preferable that the maximum thickness of the molded object of this invention is 0.1 mm or more. The maximum thickness is preferably 0.1 to 5 mm, and more preferably 1 to 3 mm. A molded body having these thicknesses is particularly useful as an optical component having a high refractive index. Such a thick molded body is generally not easy because it is difficult to remove the solvent even if it is manufactured by the solution casting method. However, if the organic-inorganic composite composition of the present invention is used, it is easy to mold and a complicated shape such as an aspherical surface can be easily realized. Thus, according to the present invention, it is possible to obtain a molded article having good transparency while utilizing the high refractive index characteristics of the fine particles.

[Optical parts]
The molded article of the present invention is a molded article having both high refractive properties, light transmittance and light weight and excellent optical characteristics. The optical component of the present invention is made of such a molded body. The kind of the optical component of the present invention is not particularly limited. In particular, it can be suitably used as an optical component utilizing the excellent optical properties of the organic-inorganic composite composition, particularly as an optical component that transmits light (so-called passive optical component). Examples of the optical functional device provided with such optical components include various display devices (liquid crystal display, plasma display, etc.), various projector devices (OHP, liquid crystal projector, etc.), optical fiber communication devices (optical waveguide, optical amplifier, etc.), camera, etc. And an imaging device such as a video.

  Examples of the passive optical component used in the optical functional device include a lens, a prism, a prism sheet, a panel (plate-shaped molded body), a film, an optical waveguide (film-like or fiber-like), an optical disk, and an LED seal. Examples thereof include a stopper. For such passive optical components, an optional coating layer, for example, a protective layer that prevents mechanical damage to the coated surface due to friction and wear, light rays with an undesirable wavelength that causes deterioration of inorganic particles and substrates, etc. A light absorbing layer that absorbs light, a transmission shielding layer that suppresses or prevents the transmission of reactive low molecules such as moisture and oxygen gas, an antiglare layer, an antireflection layer, a low refractive index layer, etc. A multilayer structure may be used. Specific examples of such an optional coating layer include a transparent conductive film and gas barrier film made of an inorganic oxide coating layer, a gas barrier film made of an organic coating layer, a hard coat, and the like. A known coating method such as a sputtering method, a dip coating method, or a spin coating method can be used.

An optical component using the organic-inorganic composite composition of the present invention is particularly suitable for a lens substrate. The lens substrate manufactured using the organic-inorganic composite composition of the present invention has both high refractive properties, light transmittance and lightness, and is excellent in optical properties. In addition, the refractive index of the lens substrate can be arbitrarily adjusted by appropriately adjusting the type of monomer constituting the organic-inorganic composite composition and the amount of inorganic fine particles to be dispersed.
The “lens substrate” in the present invention means a single member capable of exhibiting a lens function. A film or a member can be provided on the surface or the periphery of the lens substrate according to the use environment or application of the lens. For example, a protective film, an antireflection film, a hard coat film, or the like can be formed on the surface of the lens substrate. Further, the periphery of the lens base material can be fitted and fixed to a base material holding frame or the like. However, these films and frames are members added to the lens base material referred to in the present invention, and are distinguished from the lens base material itself referred to in the present invention.

  When the lens substrate in the present invention is used as a lens, the lens substrate itself of the present invention may be used alone as a lens, or may be used as a lens with a film or a frame added as described above. . The type and shape of the lens using the lens substrate of the present invention are not particularly limited. The lens substrate of the present invention includes, for example, a spectacle lens, an optical device lens, an optoelectronic lens, a laser lens, a pickup lens, an in-vehicle camera lens, a portable camera lens, a digital camera lens, an OHP lens, Used for microlens arrays and the like.

  The features of the present invention will be described more specifically with reference to the following examples. The materials, amounts used, ratios, processing details, processing procedures, and the like shown in the following examples can be changed as appropriate without departing from the spirit of the present invention. Therefore, the scope of the present invention should not be construed as being limited by the specific examples shown below.

[Analysis and Evaluation Method]
(1) X-ray diffraction (XRD) spectrum measurement It measured at 23 degreeC using "RINT1500" (X-ray source: Copper K alpha ray, wavelength 1.5418?) By Rigaku Corporation.

(2) Observation with Transmission Electron Microscope (TEM) “H-9000UHR transmission electron microscope” manufactured by Hitachi, Ltd. (acceleration voltage: 200 kV, vacuum at observation: about 7.6 × 10 ⁻⁹ Pa) went.

(3) Light transmittance measurement A resin having a thickness of 1.0 mm is formed by molding a resin to be measured, and a wavelength of 589 nm is obtained using an ultraviolet-visible absorption spectrum measuring apparatus “UV-3100” (manufactured by Shimadzu Corporation). The value of was measured.

(4) Refractive index measurement It measured about the light of wavelength 589nm with the Abbe refractometer ("DR-M4" by Atago Co., Ltd.).

(5) Molecular weight measurement The weight average molecular weight and the number average molecular weight were measured using a GPC analyzer using columns of “TSKgel GMHxL”, “TSKgel G4000HxL”, and “TSKgel G2000HxL” (both trade names manufactured by Tosoh Corporation). , Solvent tetrahydrofuran, molecular weight expressed in terms of polystyrene by differential refractometer detection.

[Preparation of inorganic fine particle dispersion]
(1) Preparation of aqueous zirconium oxide dispersion A zirconium oxychloride solution having a concentration of 50 g / L was neutralized with a 48% aqueous sodium hydroxide solution to obtain a hydrated zirconium suspension. The suspension was filtered and then washed with ion exchanged water to obtain a hydrated zirconium cake. This cake was adjusted to a concentration of 15% by mass in terms of zirconium oxide using ion-exchanged water as a solvent, placed in an autoclave, and hydrothermally treated at 150 ° C. and 150 ° C. for 24 hours to obtain a zirconium oxide fine particle suspension. Formation of zirconium oxide fine particles having a number average particle size of 5 nm was confirmed by TEM.

(2) Preparation of zirconium oxide toluene dispersion (1) A toluene solution prepared by dissolving 100 g of the zirconium oxide fine particle suspension prepared in (1) above and 3 g of “KAYAMER PM-21” manufactured by Nippon Kayaku in 100 g of toluene. After mixing, the mixture was stirred at 30 ° C. for 8 hours, and then the toluene solution was extracted and the concentration was adjusted to prepare a zirconium oxide fine particle toluene dispersion (15% by mass).

(3) Preparation of Zirconium Oxide Dimethylacetamide Dispersion (2) 500 g of N, N′-dimethylacetamide was added to 500 g of the zirconium oxide dispersion (15% by mass aqueous dispersion) prepared in the above (1) to make it about 500 g or less. After concentration under reduced pressure until solvent substitution, the concentration was adjusted by addition of N, N′-dimethylacetamide to obtain a 15 mass% zirconium oxide dimethylacetamide dispersion (2).

[Synthesis of thermoplastic resin]
(1) Synthesis of thermoplastic resin (B-1) 0.05 g of “Posmer PE (trade name)” manufactured by Unichemical Co., Ltd., 4.95 g of methyl methacrylate, and 0.25 g of azobisisobutyronitrile. In addition to 2-butanone, polymerization was performed at 70 ° C. under nitrogen to synthesize a thermoplastic resin (B-1).
When measured by GPC, the weight average molecular weight was 80,000. The refractive index of the resin measured with an Abbe refractometer was 1.49.

(2) Synthesis of thermoplastic resin (B-2) 0.05 g of “Posmer PE (trade name)”, 4.95 g of styrene and 0.25 g of azobisisobutyronitrile manufactured by Unichemical Co., Ltd. In addition, polymerization was performed at 70 ° C. under nitrogen to synthesize a thermoplastic resin (B-2). When measured by GPC, the weight average molecular weight was 86,000. The refractive index of the resin measured with an Abbe refractometer was 1.58.

(3) Synthesis of thermoplastic resin (B-3) 0.05 g of “Phosmer PE” manufactured by Unichemical Co., Ltd., 4.95 g of New Frontier BR-30 manufactured by Daiichi Kogyo Seiyaku Co., Ltd. and azobisisobuty 0.25 g of nitrile was added to toluene, and polymerization was performed at 70 ° C. under nitrogen to synthesize a thermoplastic resin (B-3). When measured by GPC, the weight average molecular weight was 90,000. The refractive index of the resin measured with an Abbe refractometer was 1.59.

(4) Synthesis of thermoplastic resin (B-11) 247.5 g of styrene, 2.50 g of β-carboxyethyl acrylate, and 2.5 g of polymerization initiator V-601 (trade name) manufactured by Wako Pure Chemical Industries, Ltd. It melt | dissolved in 107.1 g of ethyl acetate, superposed | polymerized at 80 degreeC under nitrogen, and synthesize | combined the thermoplastic resin (B-11). When measured by GPC, the weight average molecular weight was 35,000. The refractive index of the resin measured with an Abbe refractometer was 1.59.
Similarly, thermoplastic resins (B-11) having weight average molecular weights of 400,000 and 1,700 were synthesized by changing the initiator concentration and the solvent amount. All of the refractive indexes of the resins were 1.59.

(5) Synthesis of thermoplastic resin (B-14) 247.5 g of styrene, 2.50 g of the functional group-containing monomer (A-6), and polymerization initiator V-601 (trade name, manufactured by Wako Pure Chemical Industries, Ltd.) ) Was dissolved in 107.1 g of ethyl acetate and polymerized at 80 ° C. under nitrogen to synthesize a thermoplastic resin (B-14). When measured by GPC, the weight average molecular weight was 28,000. The refractive index of the resin measured with an Abbe refractometer was 1.59.

(6) Synthesis of thermoplastic resin (B-17) 247.5 g of styrene, 2.50 g of the functional group-containing monomer (A-9), and polymerization initiator V-601 (trade name, manufactured by Wako Pure Chemical Industries, Ltd.) ) Was dissolved in 107.1 g of ethyl acetate and polymerized at 80 ° C. under nitrogen to synthesize a thermoplastic resin (B-17). When measured by GPC, the weight average molecular weight was 28,000. The refractive index of the resin measured with an Abbe refractometer was 1.59.

(7) Synthesis of comparative resin (P-1) Methyl methacrylate (5.00 g) and azobisisobutyronitrile (0.15 g) were added to 2-butanone, polymerized at 70 ° C. under nitrogen, and fine particles bonded to side chains. Comparative resin P-1 having no functional functional group was synthesized. When measured by GPC, the weight average molecular weight was 100,000. The refractive index of the resin measured with an Abbe refractometer was 1.49.

Comparative resin (P-1)

(8) Synthesis of Comparative Resin (P-2) 5.00 g of styrene and 0.15 g of azobisisobutyronitrile are added to toluene, polymerized at 70 ° C. under nitrogen, and fine particle-binding property is added to the side chain. A comparative resin (P-2) containing no functional group was synthesized. When measured by GPC, the weight average molecular weight was 105,000. Moreover, the refractive index of this resin which does not contain the functional group measured with the Abbe refractometer was 1.59.

Comparative resin (P-2)

(9) Synthesis of Comparative Resin (P-3) 5.00 g of New Frontier BR-30 manufactured by Daiichi Kogyo Seiyaku Co., Ltd. and 0.15 g of azobisisobutyronitrile were added to toluene, and nitrogen was added. Polymerization was performed at 70 ° C. to synthesize a comparative resin (P-3) containing no fine particle-binding functional group in the side chain. When measured by GPC, the weight average molecular weight was 11,0000. The refractive index of the resin measured with an Abbe refractometer was 1.59.

Comparative resin (P-3)

[Preparation of organic-inorganic composite composition and production of molded body]
(1) Example 1
Thermoplastic resin B-1 was added to the zirconium oxide fine particle toluene dispersion (1) prepared above so that the ZrO ₂ fine particles had a solid content of 56% by mass, and the solvent was concentrated and distilled off. Heat compression molding was performed (temperature: 180 ° C., pressure: 13.7 MPa, time 2 minutes) to obtain a transparent molded body (lens substrate) having a thickness of 1 mm. Each of the molded bodies obtained in Example 1 was cut and the cross section was observed with TEM. As a result, it was confirmed that the inorganic fine particles were uniformly dispersed in the resin. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(2) Examples 2 to 4
An organic-inorganic composite composition and a transparent molded body (lens substrate) were prepared in the same manner as in Example 1 except that the thermoplastic resin B-1 in Example 1 was changed to the thermoplastic resins B-2, 3, and 11. did. Each of the molded bodies obtained in Examples 2 to 4 was cut, and the cross section was observed with TEM. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(3) Example 5
The zirconium oxide dimethylacetamide dispersion is composed of thermoplastic resin B-11, n-octylbenzoic acid, and KP-L155 (trade name; manufactured by Kao Corporation) as a plasticizer in a mass ratio of ZrO ₂ solid content / B-. After adding 11 / n-octylbenzoic acid / KP-L155 = 35.7 / 42.9 / 7.14.3 and stirring and mixing uniformly, the dimethylacetamide solvent was heated under reduced pressure. Concentrated. The concentrated residue was heat compression molded under the same conditions as in Example 1 to prepare a transparent molded body (lens substrate). The molded body obtained in Example 5 was cut, and the cross section was observed with TEM. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(4) Examples 6 and 7
Transparent molded bodies (lens substrates) of Examples 6 and 7 were prepared in the same manner as in Example 5 except that the thermoplastic resin B-11 in Example 5 was changed to B-14 and 17. The molded bodies obtained in Examples 6 and 7 were cut, and the cross section was observed with TEM. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(5) Example 8
The organic-inorganic composite composition of Example 8 was obtained by filtering and drying the precipitate obtained by adding the dimethylacetamide solution before concentration of the organic-inorganic composite composition described in Example 5 to a large excess of water. . A transparent molded body (lens substrate) of Example 8 was obtained in the same manner as Example 1 using the organic-inorganic composite composition. The transparent molded body obtained in Example 8 was cut, and the cross section was observed with TEM. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(6) Example 9
Titanium oxide fine particles were synthesized according to the method described in Synthesis Example 9 of JP-A-2003-73559. X-ray analysis (XRD) and transmission electron microscope (TEM) confirmed the formation of anatase-type titanium oxide fine particles (number average particle size was about 5 nm). The titanium oxide fine particles were suspended in 1-butanol, subjected to ultrasonic treatment for 30 minutes, and then heated at 100 ° C. for 30 minutes. The obtained cloudy liquid is stirred for 5 minutes at room temperature while stirring in a chloroform solution in which the thermoplastic resin B-2 is dissolved at 10% by mass so that the solid part of titanium oxide is 40% by mass of the total solid content. It was dripped. The solvent was distilled off from the obtained mixed solution, and the concentrated residue was heat-molded in the same manner as in Example 1 to obtain a transparent molded body (lens substrate) having a thickness of 1 mm. As a result of cutting the molded body and observing the cross section with TEM, it was confirmed that the inorganic fine particles were uniformly dispersed in the resin. Further, light transmittance measurement and refractive index measurement were performed. The results are shown in Table 1 below.

(7) Comparative Example 1
A molded body was produced in the same manner as in Example 1 except that the thermoplastic resin B-1 in Example 1 was replaced with the comparative resin P-1. Since the obtained molded product was extremely cloudy, the refractive index could not be measured. The obtained molded body was cut and the cross section was observed with a TEM. As a result, aggregation of fine particles was observed.

(8) Comparative Example 2
The titanium oxide fine particles synthesized in Example 10 were suspended in 1-butanol, subjected to ultrasonic treatment for 30 minutes, and then heated at 100 ° C. for 30 minutes. The obtained cloudy liquid was dropped over 5 minutes at room temperature while stirring in a chloroform solution in which P-1 was dissolved at 10% by mass so that the solid portion of titanium oxide was 40% by mass. The solvent was distilled off from the obtained mixed solution, and a molded product was produced from the obtained residue in the same manner as in Example 1 in the same manner as in Example 1. The obtained molded body was cut and the cross section was observed with a TEM. As a result, aggregation of fine particles was observed.

(9) Comparative Examples 3 and 4
Molded bodies of Comparative Examples 3 and 4 were prepared in the same manner as in Example 1 except that the comparative resin of Comparative Example 1 was replaced with P-2 to P-2 and P-3. As a result of cutting the obtained molded body and observing the cross section with TEM, it was confirmed that the resin and particles were phase-separated and the particles were aggregated. Since all the obtained molded products were extremely cloudy, the refractive index could not be measured. When the obtained molded body was cut and the cross section was observed with TEM, aggregation of fine particles was observed in all of them.

(10) Comparative Example 5
The following experiment similar to Examples 3 and 4 of JP-T-2004-524396 was conducted. 20 mass% of aminopropyltrimethoxysilane was added to a solution obtained by suspending the titanium oxide fine particles synthesized in Example 10 in ethanol, and the surface-treated titanium oxide fine particles were 10 mass in the same manner as in JP-T-2004-524396. And 90 parts by mass of polyacrylic acid (weight average molecular weight 25,000, manufactured by Wako Pure Chemical Industries, Ltd.) in ethanol were concentrated in ethanol, and the residue obtained by concentrating the solvent was removed in the same manner as in Example 1. A molded body was produced. Since the obtained molded product was extremely cloudy, the refractive index could not be measured. When the obtained molded body was cut and the cross section was observed with TEM, each fine particle was dispersed without being aggregated, but it was confirmed that there was uneven density.

(11) Comparative Examples 6 and 7
In Example 5, B-11 (weight average molecular weight / number average molecular weight, 35,000 / 200,000, average number of functional groups per polymer of 4.39) was equal to the copolymerization ratio (acid value equivalent) and the molecular weight. Only by changing the average number of functional groups per polymer chain B-11 (weight average molecular weight / number average molecular weight are 400,000 / 250,000 and 1,700 / 1,000, respectively, polymer chain 1 The average number of functional groups per book was replaced with 23.9 and 0.095, respectively, and the same experiment was conducted. As a result, the molded body was extremely cloudy and the refractive index could not be measured. When the obtained molded body was cut and the cross section was observed by TEM, it was confirmed that the resin having an average functional group number of 23.9 was dispersed without aggregation, but there was uneven density. Aggregation of fine particles was confirmed in the resin having an average functional group number of 0.095.

From Table 1, it can be seen that the fine particle-containing transparent molded product of the present invention has a high refractive index, and even a 1 mm thick molded product shows good transparency, and can be suitably used for optical applications.
In addition, it was confirmed that the organic-inorganic composite composition of the present invention mainly composed of a thermoplastic resin can form a lens shape with high productivity and accurately in accordance with the shape of the mold.

  The lens base material which is the optical component of the present invention contains an organic-inorganic composite composition having both light transmittance and light weight. According to the present invention, a lens whose refractive index is arbitrarily adjusted can be provided relatively easily. In addition, it is easy to provide lenses with good mechanical strength and heat resistance. Therefore, the present invention is useful for providing a wide range of optical components such as a high refractive lens, and has high industrial applicability.

Claims (23)

  An organic-inorganic composite composition comprising inorganic fine particles and a thermoplastic resin having a functional group capable of forming a chemical bond with the inorganic fine particles in the side chain, wherein the refractive index of the organic-inorganic composite composition is 1 at a wavelength of 589 nm. An organic-inorganic composite composition, wherein the organic-inorganic composite composition has a light transmittance in terms of 1 mm thickness of 70% or more at a wavelength of 589 nm. The functional group of the thermoplastic resin is

[R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted group. Represents an aryl group. _{], - OSO 3 H, -SO} 3 H, -CO 2 H, metal alkoxide groups, -OH, -NH _2, and, according to claim 1, characterized in that it is selected from the group consisting of -SH Organic inorganic composite composition. The functional group of the thermoplastic resin is

[R ¹ , R ² , R ³ and R ⁴ are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted group. Represents an aryl group. _{], - CO 2 H, -SO} 3 H or _{^{-Si (OR 5) m R 6}} 3-m [R 5, R 6 are each independently a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted Represents an alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group, and m represents an integer of 0 to 3. The organic-inorganic composite composition according to claim 2, wherein   The organic-inorganic composite according to any one of claims 1 to 3, wherein the functional group is contained in an average range of 0.1 to 20 per polymer chain of the thermoplastic resin. Composition. The organic-inorganic composite composition according to any one of claims 1 to 4, wherein the thermoplastic resin is a copolymer containing a repeating unit represented by the general formula (1).
General formula (1)

[In General Formula (1), R represents a hydrogen atom, a halogen atom or a methyl group, and X represents —CO ₂ —, —OCO—, —CONH—, —OCONH—, —OCOO—, —O—, —S. Represents a divalent linking group selected from-, -NH-, a substituted or unsubstituted arylene group. Y represents a divalent linking group having 1 to 30 carbon atoms, and q represents an integer of 0 to 18. Z is

—SO ₃ H, —CO ₂ H, and —Si (OR ⁵ ) _m R ⁶ _3-m [R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ are each independently a hydrogen atom, Or an unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group; m represents an integer of 0 to 3. Represents a functional group selected from the group consisting of ].   The organic-inorganic composite composition according to any one of claims 1 to 5, wherein the thermoplastic resin has a weight average molecular weight of 1,000 to 500,000.   The organic-inorganic composite composition according to any one of claims 1 to 6, wherein a refractive index of the thermoplastic resin is 1.55 or more.   The organic-inorganic composite composition according to any one of claims 1 to 7, wherein the inorganic fine particles are metal oxide fine particles having a refractive index of 1.9 to 3.0 at 589 nm.   The organic-inorganic composite composition according to any one of claims 1 to 8, wherein the inorganic fine particles contain zirconium oxide, zinc oxide, or titanium oxide.   The organic-inorganic composite composition according to any one of claims 1 to 9, wherein the number average particle size of the inorganic fine particles is 1 to 15 nm.   The organic-inorganic composite composition according to any one of claims 1 to 10, comprising 20% by mass or more of the inorganic fine particles.   The organic-inorganic composite composition according to any one of claims 1 to 11, which is thermoplastic.   The organic-inorganic composite composition according to claim 1, wherein the organic-inorganic composite composition is a solid containing no solvent.

—SO ₃ H, —CO ₂ H, and —Si (OR ⁵ ) _m R ⁶ _3-m [R ¹ , R ² , R ³ , R ⁴ , R ⁵ , R ⁶ are each independently a hydrogen atom, Or an unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, or a substituted or unsubstituted aryl group; m represents an integer of 1 to 3. A method for producing an organic-inorganic composite composition comprising a step of mixing a thermoplastic resin having a functional group selected from the group consisting of: in the side chain with inorganic fine particles in an organic solvent.   A step of surface-treating inorganic fine particles in the presence of a surface treatment agent in water, alcohol, or a mixture of water and alcohol, a step of extracting the surface-treated inorganic fine particles into an organic solvent, and the extracted inorganic fine particles The method for producing an organic-inorganic composite composition according to claim 14, comprising a step of mixing with a thermoplastic resin having the functional group in the side chain.   16. The method according to claim 14 or 15, comprising a step of mixing an organic solvent dispersion of inorganic fine particles and a thermoplastic resin having the functional group in the side chain, and a step of distilling off the solvent from the mixed solution. The manufacturing method of the organic-inorganic composite composition of description.   The organic solvent according to claim 14 or 15, comprising a step of mixing an organic solvent dispersion of inorganic fine particles and a thermoplastic resin having the functional group in a side chain, and a step of reprecipitation of the mixed solution. A method for producing an inorganic composite composition.   The organic inorganic composite composition manufactured by the manufacturing method as described in any one of Claims 14-17.   The molded object characterized by including the organic inorganic composite composition as described in any one of Claims 1-13 or 18.   A molded article containing inorganic fine particles and a thermoplastic resin having a functional group capable of binding to the inorganic fine particles on a side chain, wherein the molded article has a refractive index of 1.60 or more at a wavelength of 589 nm, and A molded article, wherein the molded article has a light transmittance in terms of 1 mm thickness of 70% or more at a wavelength of 589 nm.   The molded article according to claim 19 or 20, wherein the maximum thickness is 0.1 mm or more.   An optical component comprising the molded article according to claim 20 or 21.   The optical component according to claim 22, wherein the optical component is a lens substrate.