JP6863800B2 - Cyclic olefin resin composition, molded article and optical component - Google Patents

Description

The present invention relates to cyclic olefin resin compositions, molded articles and optical components.

Cyclic olefin copolymers are used as optical components such as optical lenses because they have excellent optical performance.
Examples of techniques related to cyclic olefin copolymers used in optical components include those described in Patent Document 1 (Japanese Patent Laid-Open No. 2013-209501) and Patent Document 2 (Japanese Patent Laid-Open No. 2009-108282). ..

In Patent Document 1, nano-dispersion in which particles of an inorganic compound having an average particle size of 100 nm or less are dispersed in a matrix of a terminal-modified vinyl alicyclic hydrocarbon polymer hydride containing a functional group at the end of a molecular chain. The body is disclosed. Patent Document 1 describes that an optical lens having a high refractive index can be obtained by using such a nano-dispersion.

Patent Document 2 describes an alicyclic structure-containing polymerizable monomer having a silicon-containing group having a specific structure and an alicyclic structure having a carbon-carbon double bond in the ring and not having an aromatic ring structure. (A) An alicyclic structure-containing polymerizable monomer (B) having an aromatic ring structure and an alicyclic structure having a carbon-carbon double bond in the ring, which is 5 to 30% by weight, and does not have a silicon atom. ) 50 to 90% by weight and at least an alicyclic structure-containing weight obtained by polymerizing a polymerizable monomer composition consisting of a polymerizable monomer (C) 0 to 45% by weight that can be copolymerized with these. The coalescence is disclosed. Patent Document 2 describes that an optical lens having a high refractive index, a high Abbe number, and a high light transmittance can be obtained by using such an alicyclic structure-containing polymer.

Japanese Unexamined Patent Publication No. 2013-209501 Japanese Unexamined Patent Publication No. 2009-108282

Further improvement in the refractive index is required in applications of optical components such as optical lenses that are required to be smaller and thinner.
The present invention has been made in view of the above circumstances, and provides a cyclic olefin resin composition capable of realizing an optical component having transparency and a high refractive index.

The present inventors have diligently studied to solve the above problems. As a result, the inorganic fine particles are finely dispersed in the polar group-containing cyclic olefin-based copolymer in which the structural unit derived from the monomer having a polar group is introduced into the main chain or the side chain of the polymer chain, thereby making the polymer transparent. The present invention has been completed by finding that a cyclic olefin resin composition capable of realizing an optical component having an excellent balance of properties and high refractive index can be obtained.

The present invention is as shown below.

（上記式［Ｉ］中、ｎは０または１であり、ｍは０または正の整数であり、ｑは０または１であり、Ｒ ^１ 〜Ｒ ^１８ ならびにＲ ^ａ およびＲ ^ｂ は、それぞれ独立に、水素原子、ハロゲン原子またはハロゲンで置換されていてもよい炭化水素基であり、Ｒ ^１５ 〜Ｒ ^１８ は互いに結合して単環または多環を形成していてもよく、かつ、該単環または多環は二重結合を有していてもよく、またＲ ^１５ とＲ ^１６ とで、またはＲ ^１７ とＲ ^１８ とで、アルキリデン基を形成していてもよい。）

（上記式［ＩＩ］中、ｐおよびｑは０または正の整数であり、ｍおよびｎは０、１または２であり、Ｒ ^１ 〜Ｒ ^１９ はそれぞれ独立に水素原子、ハロゲン原子、ハロゲン原子で置換されていてもよい炭化水素基またはアルコキシ基であり、Ｒ ^９ およびＲ ^１０ が結合している炭素原子と、Ｒ ^１３ が結合している炭素原子またはＲ ^１１ が結合している炭素原子とは直接あるいは炭素数１〜３のアルキレン基を介して結合していてもよく、またｎ＝ｍ＝０のときＲ ^１５ とＲ ^１２ またはＲ ^１５ とＲ ^１９ とは互いに結合して単環または多環の芳香族環を形成していてもよい。）
［２］
上記［１］に記載の環状オレフィン系樹脂組成物において、
上記極性基含有環状オレフィン系共重合体（Ａ）中の上記極性基を有するモノマー由来の構成単位の含有量が、上記極性基含有環状オレフィン系共重合体（Ａ）を構成する全構成単位の合計を１００モル％としたとき、０．１モル％以上２０モル％以下である環状オレフィン系樹脂組成物。
［３］
上記［１］または［２］に記載の環状オレフィン系樹脂組成物において、
上記無機微粒子（Ｂ）がジルコニア、チタニアおよびアルミナから選択される少なくとも一種を含む環状オレフィン系樹脂組成物。
［４］
上記［１］乃至［３］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記無機微粒子（Ｂ）の平均粒子径Ｄ_５０が１ｎｍ以上１００ｎｍ以下である環状オレフィン系樹脂組成物。
［５］
上記［１］乃至［４］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記環状オレフィン系樹脂組成物の全体を１００質量％としたとき、上記無機微粒子（Ｂ）の含有量が５質量％以上５０質量％以下である環状オレフィン系樹脂組成物。
［６］
上記［１］乃至［５］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記ランダム共重合体（Ａ１）中の上記環状オレフィン由来の構成単位（ａ２）が、ビシクロ［２．２．１］−２−ヘプテンおよびテトラシクロ［４．４．０．１^２，５．１^７，１０］−３−ドデセンから選ばれる少なくとも一種の化合物に由来する繰り返し単位を含む環状オレフィン系樹脂組成物。
［７］
上記［１］乃至［６］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記ランダム共重合体（Ａ１）中の上記α−オレフィン由来の構成単位（ａ１）がエチレンに由来する繰り返し単位を含む環状オレフィン系樹脂組成物。
［８］
上記［１］乃至［７］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記極性基を有するモノマーが下記式（１）により示されるモノマーを含む環状オレフィン系樹脂組成物。
ＣＨ_２＝ＣＨ−Ｒ^１−Ｘｐ （１）
（上記式（１）中、ｐは１以上３以下の正の整数であり、Ｒ^１は炭素数０以上の炭化水素基であり、Ｘはカルボキシル基、ヒドロキシル基、スルホン酸基、酸無水物基およびアミノ基から選択される少なくとも一種の極性基である）
［９］
上記［８］に記載の環状オレフィン系樹脂組成物において、
上記極性基を有するモノマーがウンデセノールおよびウンデシレン酸から選ばれる少なくとも１種を含む環状オレフィン系樹脂組成物。
［１０］
上記［１］乃至［９］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
当該環状オレフィン系樹脂組成物を用いて膜厚が１００μｍ以上３００μｍ以下のフィルムを作製したとき、
上記フィルムの波長５８９ｎｍにおける屈折率（ｎＤ）が１．５４５以上である環状オレフィン系樹脂組成物。
［１１］
上記［１］乃至［１０］のいずれか一つに記載の環状オレフィン系樹脂組成物を用いた成形体。
［１２］
上記［１１］に記載の成形体を含む光学部品。
［１３］
上記［１２］に記載の光学部品において、
眼鏡レンズ、ｆθレンズ、ピックアップレンズ、撮像用レンズ、センサーレンズ、プリズム、プロジェクタレンズ、導光板または車載カメラレンズである光学部品。 [1]
A cyclic olefin resin composition containing a polar group-containing cyclic olefin copolymer (A) and inorganic fine particles (B) finely dispersed in the matrix of the polar group-containing cyclic olefin copolymer (A). There,
The polar group comprises at least one selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group.
The structural unit derived from the monomer having a polar group is located inside the main chain or the side chain of the polymer chain of the polar group-containing cyclic olefin copolymer (A) .
The polar group-containing cyclic olefin copolymer (A) is
A structural unit (a1) derived from an α-olefin having 2 to 20 carbon atoms,
A structural unit (a2) derived from a cyclic olefin represented by the following formula [I] or [II] and a structural unit (a3) derived from a monomer having the above polar group.
Cyclic olefin resin composition containing a random copolymer (A1) having.

(In the above equation [I], n is 0 or 1, m is 0 or a positive integer, q is 0 or 1, and R ^{1 to} R ¹⁸ and R ^a and R ^b are independent of each other. , A hydrocarbon group which may be substituted with a hydrogen atom, a halogen atom or a halogen, and R ^{15 to} R ¹⁸ may be bonded to each other to form a monocyclic or polycyclic ring, and the monocyclic or polycyclic ring. The polycycle may have a double bond and may form an alkylidene group at ^{R 15} and R ¹⁶ or at R ¹⁷ and R ^18).

(In the above formula [II], p and q are 0 or positive integers, m and n are 0, 1 or 2, and R ^{1 to} R ¹⁹ are independently hydrogen atoms, halogen atoms, and halogen atoms, respectively. A hydrocarbon group or an alkoxy group that may be substituted, and the ^{carbon atom to which R 9} and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are It may be bonded directly or via an alkylene group having 1 to 3 carbon atoms, and when n = m = 0, R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ are bonded to each other and are monocyclic or polycyclic. May form an aromatic ring of.)
[2]
In the cyclic olefin resin composition according to the above [1],
The content of the structural unit derived from the monomer having the polar group in the polar group-containing cyclic olefin copolymer (A) is the content of all the structural units constituting the polar group-containing cyclic olefin copolymer (A). A cyclic olefin resin composition of 0.1 mol% or more and 20 mol% or less when the total is 100 mol%.
[3]
In the cyclic olefin resin composition according to the above [1] or [2],
A cyclic olefin resin composition in which the inorganic fine particles (B) contain at least one selected from zirconia, titania and alumina.
[4]
In the cyclic olefin resin composition according to any one of the above [1] to [3].
_{A cyclic olefin resin composition having an average particle diameter D 50} of the inorganic fine particles (B) of 1 nm or more and 100 nm or less.
[5]
In the cyclic olefin resin composition according to any one of the above [1] to [4].
A cyclic olefin resin composition in which the content of the inorganic fine particles (B) is 5% by mass or more and 50% by mass or less, assuming that the total content of the cyclic olefin resin composition is 100% by mass.
[6]
In the cyclic olefin resin composition according to any one of the above [1] to [5].
The structural unit (a2) derived from the cyclic olefin in the random copolymer (A1) is bicyclo [2.2.1] -2-heptene and tetracyclo [4.4.0.1 ^2,5 . 1 ^{7, 10} ] A cyclic olefin resin composition containing a repeating unit derived from at least one compound selected from -3-dodecene.
[7]
In the cyclic olefin resin composition according to any one of the above [1] to [6].
A cyclic olefin resin composition in which the α-olefin-derived structural unit (a1) in the random copolymer (A1) contains a repeating unit derived from ethylene.
[8]
In the cyclic olefin resin composition according to any one of the above [1] to [7].
A cyclic olefin resin composition in which the monomer having the polar group contains a monomer represented by the following formula (1).
CH ₂ = CH-R ^1- Xp (1)
(In the above formula (1), p is a positive integer of 1 or more and 3 or less, R ¹ is a hydrocarbon group having 0 or more carbon atoms, and X is a carboxyl group, a hydroxyl group, a sulfonic acid group, or an acid anhydride. At least one polar group selected from groups and amino groups)
[9]
In the cyclic olefin resin composition according to the above [8],
A cyclic olefin resin composition containing at least one monomer having a polar group selected from undecylenic acid and undecylenic acid.
[10]
In the cyclic olefin resin composition according to any one of the above [1] to [ 9].
When a film having a film thickness of 100 μm or more and 300 μm or less is produced using the cyclic olefin resin composition,
A cyclic olefin resin composition having a refractive index (nD) of 1.545 or more at a wavelength of 589 nm of the film.
[11]
A molded product using the cyclic olefin resin composition according to any one of the above [1] to [ 10].
[12]
An optical component including the molded product according to the above [ 11].
[13]
In the optical component described in [12] above,
Optical components such as spectacle lenses, fθ lenses, pickup lenses, imaging lenses, sensor lenses, prisms, projector lenses, light guide plates or in-vehicle camera lenses.

According to the present invention, it is possible to provide a cyclic olefin resin composition capable of realizing an optical component having transparency and a high refractive index.

Hereinafter, the present invention will be described based on the embodiments. In the present embodiment, "A to B" indicating a numerical range represent A or more and B or less unless otherwise specified.

[Cyclic olefin resin composition]
First, the cyclic olefin resin composition of the embodiment according to the present invention will be described.
The cyclic olefin resin composition according to the present embodiment is finely dispersed inorganic fine particles (A) in a matrix of the polar group-containing cyclic olefin copolymer (A) and the polar group-containing cyclic olefin copolymer (A). B) and. The polar group contains at least one selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group, and the structural unit derived from the monomer having the polar group is the polar group-containing cyclic olefin system. It is located inside the main chain or side chain of the polymer chain of the copolymer (A).
Here, the fact that the inorganic fine particles (B) are finely dispersed in the matrix of the polar group-containing cyclic olefin copolymer (A) means that, for example, the average dispersion diameter of the phase containing the inorganic fine particles (B) is 500 nm or less. , Preferably 200 nm or less, more preferably 100 nm or less. The average dispersion diameter of the phase containing the inorganic fine particles (B) can be measured by, for example, an electron microscope.

The polar group-containing cyclic olefin copolymer (A), which is a matrix, has the above polar groups inside the main chain or side chains of the polymer chain, so that the above polar groups interact with the inorganic fine particles (B). Therefore, the dispersibility of the inorganic fine particles (B) in the matrix can be improved. This makes it possible to achieve transparency and a high refractive index in the obtained optical component.
That is, according to the cyclic olefin resin composition according to the present embodiment, it is possible to realize an optical component having transparency and a high refractive index.

The content of the inorganic fine particles (B) in the cyclic olefin resin composition according to the present embodiment further increases the refractive index of the obtained optical component when the total content of the cyclic olefin resin composition is 100% by mass. From the viewpoint of improvement, 5% by mass or more is preferable, 10% by mass or more is more preferable, and 50% by mass is from the viewpoint of further improving the transparency and mechanical properties of the obtained optical component and the dispersibility of the inorganic fine particles (B). % Or less is preferable, and 40% by mass or less is more preferable.

Further, the total content of the polar group-containing cyclic olefin copolymer (A) and the inorganic fine particles (B) in the cyclic olefin resin composition according to the present embodiment is 100 for the entire cyclic olefin resin composition. When it is set to mass%, it is preferably 50% by mass or more and 100% by mass or less, and more preferably 70% by mass or more and 100% by mass or less from the viewpoint of further improving the performance balance between the transparency and the refractive index of the obtained molded product. It is more preferably 80% by mass or more and 100% by mass or less, and particularly preferably 90% by mass or more and 100% by mass or less.

In the cyclic olefin resin composition according to the present embodiment, when a film having a film thickness of 100 μm or more and 300 μm or less is produced using the cyclic olefin resin composition, the refractive index (nD) of the film at a wavelength of 589 nm is preferable. Is 1.545 or more, more preferably 1.546 or more, further preferably 1.560 or more, and particularly preferably 1.580 or more. When the refractive index (nD) is within the above range, the thickness can be made thinner while maintaining good optical characteristics of the obtained optical component.

Hereinafter, each component will be specifically described.

(Polar group-containing cyclic olefin copolymer (A))
The polar group-containing cyclic olefin-based copolymer (A) according to the present embodiment is a copolymer having a structural unit derived from a monomer having a polar group and a structural unit derived from a cyclic olefin as essential structural units, and has the above-mentioned polarity. The structural unit derived from the monomer having the above-mentioned polar group containing at least one selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group is the above-mentioned polar group-containing cyclic olefin-based copolymer ( It is located inside the main chain or side chain of the polymer chain of A).
The cyclic olefin compound constituting the polar group-containing cyclic olefin copolymer (A) according to the present embodiment is not particularly limited, and is, for example, the cyclic olefin monomer described in paragraphs 0037 to 0063 of International Publication No. 2006/118261. Can be mentioned.

The glass transition temperature of the polar group-containing cyclic olefin copolymer (A) according to the present embodiment is preferably from the viewpoint of further improving heat resistance while maintaining good transparency and refractive index of the obtained optical component. It is 110 ° C. to 200 ° C., more preferably 115 ° C. to 190 ° C., and even more preferably 120 ° C. to 180 ° C.

The ultimate viscosity [η] (in 135 ° C. decalin) of the polar group-containing cyclic olefin copolymer (A) according to the present embodiment is, for example, 0.05 to 5.0 dl / g, preferably 0.2 to 5.0 dl / g. It is 4.0 dl / g, more preferably 0.3 to 2.0 dl / g, and particularly preferably 0.4 to 2.0 dl / g.
When the ultimate viscosity [η] is at least the above lower limit value, the mechanical strength of the obtained molded product can be improved. Further, when the ultimate viscosity [η] is not more than the above upper limit value, the moldability of the cyclic olefin resin composition according to the present embodiment can be improved.

In the polar group-containing cyclic olefin copolymer (A) according to the present embodiment, when the total of all the structural units constituting the polar group-containing cyclic olefin copolymer (A) is 100 mol%, the polar group is used. The content of the constituent units derived from the monomer is 0 from the viewpoint of improving the dispersibility of the polar group-containing cyclic olefin copolymer (A) in the matrix and further improving the transparency of the obtained optical component. It is preferably 1 mol% or more, more preferably 0.2 mol% or more, further preferably 0.5 mol% or more, and the refractive index, moisture resistance, and heat resistance of the obtained optical component. From the viewpoint of further improving the above, it is preferably 20 mol% or less, more preferably 10 mol% or less, further preferably 5 mol% or less, and particularly preferably 2 mol% or less. ..

The polar group-containing cyclic olefin copolymer (A) according to the present embodiment is obtained by grafting a random copolymer (A1) of a monomer having a polar group and a cyclic olefin and a monomer having a polar group on the cyclic olefin polymer. Alternatively, it preferably contains at least one selected from the graft-polymerized graft copolymer (A2).
Here, "graft" means introducing a monomer having a polar group into a stem polymer which is a main chain. "Graft-polymerized" means introducing a branch polymer composed of a polymer different from the main chain into the stem polymer which is the main chain.

<Random copolymer (A1)>
The random copolymer (A1) according to the present embodiment is a structural unit (a1) derived from an α-olefin having 2 to 20 carbon atoms, and a structure derived from a cyclic olefin represented by the following formula [I] or [II]. It is preferable to have a unit (a2) and a structural unit (a3) derived from a monomer having a polar group.

The α-olefin having 2 to 20 carbon atoms according to this embodiment may be linear or branched. Examples of such α-olefins include ethylene, propylene, 1-butene, 1-pentene, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, and 1-octadecene. , 1-Eicocene and other linear α-olefins having 2 to 20 carbon atoms; 4-methyl-1-pentene, 3-methyl-1-pentene, 3-methyl-1-butene and the like having carbon atoms Examples thereof include 4 to 20 branched α-olefins. Among these, a linear α-olefin having 2 to 4 carbon atoms is preferable, and ethylene is particularly preferable. Such α-olefins may be used alone or in combination of two or more.

When the total of all the structural units constituting the random copolymer (A1) according to the present embodiment is 100 mol%, the content of the structural unit (a1) derived from the α-olefin is preferably 30 mol% or more. It is 88 mol% or less, more preferably 40 mol% or more and 78 mol% or less.
When the content of the structural unit (a1) derived from the α-olefin is at least the above lower limit value, the heat resistance and dimensional stability of the obtained optical component can be improved. Further, when the content of the constituent unit (a1) derived from the α-olefin is not more than the above upper limit value, the transparency of the obtained optical component can be improved.

The cyclic olefin-derived structural unit (a2) according to the present embodiment has an alicyclic structure and is a cyclic olefin-derived structural unit represented by the following formula [I] or [II].

上記式［Ｉ］中、ｎは０または１であり、ｍは０または正の整数であり、ｑは０または１である。なお、ｑが１の場合には、Ｒ^ａおよびＲ^ｂは、それぞれ独立に、下記の原子または炭化水素基であり、ｑが０の場合には、それぞれの結合手が結合して５員環を形成する。

In the above equation [I], n is 0 or 1, m is 0 or a positive integer, and q is 0 or 1. When q is 1, ^Ra and R ^b are independently the following atoms or hydrocarbon groups, and when q is 0, the respective bonds are bonded to form a 5-membered ring. To form.

R ^{1 to} R ¹⁸ and ^Ra and R ^b are hydrocarbon groups that may be independently substituted with hydrogen atoms, halogen atoms or halogens, respectively. Here, the halogen atom is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.

In addition, examples of the hydrocarbon group include an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 15 carbon atoms, an aromatic hydrocarbon group, and the like, respectively. More specifically, examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, an amyl group, a hexyl group, an octyl group, a decyl group, a dodecyl group and an octadecyl group, and examples of the cycloalkyl group include cyclohexyl. Examples include groups, and examples of the aromatic hydrocarbon group include a phenyl group and a naphthyl group. These hydrocarbon groups may be substituted with halogen atoms.

Further, in the above formula [I], R ^{15 to} R ¹⁸ may be bonded to each other (in cooperation with each other) to form a monocyclic or polycyclic ring, and the monocyclic or polycyclic ring thus formed. May have a double bond. Specific examples of the monocyclic or polycyclic formed here are shown below.

In the above example, the carbon atoms numbered 1 or 2 indicate the carbon atoms to which ^{R 15} (R ¹⁶ ) or R ¹⁷ (R ^{18) are bonded in the above formula [I], respectively.} .. Further, an alkylidene group may be formed by ^{R 15} and R ¹⁶ or by R ¹⁷ and R ^18. Such an alkylidene group is, for example, an alkylidene group having 2 to 20 carbon atoms, and specific examples of such an alkylidene group include an ethylidene group, a propylidene group, and an isopropylidene group.

上記式［ＩＩ］中、ｐおよびｑは０または正の整数であり、ｍおよびｎは０、１または２である。またＲ^１〜Ｒ^１９はそれぞれ独立に水素原子、ハロゲン原子、ハロゲン原子で置換されていてもよい炭化水素基またはアルコキシ基である。

In the above formula [II], p and q are 0 or positive integers, and m and n are 0, 1 or 2. Further, R ^{1 to} R ¹⁹ are hydrocarbon groups or alkoxy groups that may be independently substituted with a hydrogen atom, a halogen atom, or a halogen atom, respectively.

The halogen atom has the same meaning as the halogen atom in the above formula [I]. The hydrocarbon groups are, for example, an alkyl group having 1 to 20 carbon atoms, an alkyl halide group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 15 carbon atoms, and an aromatic hydrocarbon. The group etc. can be mentioned. More specifically, examples of the alkyl group include a methyl group, an ethyl group, a propyl group, an isopropyl group, an amyl group, a hexyl group, an octyl group, a decyl group, a dodecyl group and an octadecyl group, and examples of the cycloalkyl group include cyclohexyl. Examples of the group include an aryl group and an aralkyl group, and specific examples thereof include a phenyl group, a trill group, a naphthyl group, a benzyl group and a phenylethyl group. Examples of the alkoxy group include a methoxy group, an ethoxy group, a propoxy group and the like. These hydrocarbon and alkoxy groups may be substituted with fluorine, chlorine, bromine or iodine atoms.

Here, the ^{carbon atom to which R 9} and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are directly or alkylene groups having 1 to 3 carbon atoms. It may be connected via. That is, when the above two carbon atoms are bonded via an alkylene group, the groups represented by R ⁹ and R ¹³ or the groups represented by R ¹⁰ and R ¹¹ cooperate with each other to form a methylene group (-). It forms an alkylene group of either _{CH 2-} ), an ethylene group (-CH ₂ CH _2- ) or a propylene group (-CH ₂ CH ₂ CH _2-). Further, when n = m = 0, R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ may be bonded to each other to form a monocyclic or polycyclic aromatic ring. Examples of the monocyclic or polycyclic aromatic ring in this case include groups in which R ¹⁵ and R ¹² further form an aromatic ring when n = m = 0 as described below.

Here, q has the same meaning as q in the above formula [II].

（上記式中、１〜７の数字は炭素の位置番号を示す。）およびこのビシクロ［２．２．１］−２−ヘプテンに炭化水素基が置換した誘導体等が挙げられる。この炭化水素基としては、例えば、５−メチル、５，６−ジメチル、１−メチル、５−エチル、５−ｎ−ブチル、５−イソブチル、７−メチル、５−フェニル、５−メチル−５−フェニル、５−ベンジル、５−トリル、５−（エチルフェニル）、５−（イソプロピルフェニル）、５−（ビフェニル）、５−（β−ナフチル）、５−（α−ナフチル）、５−（アントラセニル）、５，６−ジフェニル等が挙げられる。 Examples of the cyclic olefin represented by the above formula [I] or [II] include, for example.

(In the above formula, the numbers 1 to 7 indicate carbon position numbers.) And derivatives in which a hydrocarbon group is substituted for this bicyclo [2.2.1] -2-heptene can be mentioned. Examples of the hydrocarbon group include 5-methyl, 5,6-dimethyl, 1-methyl, 5-ethyl, 5-n-butyl, 5-isobutyl, 7-methyl, 5-phenyl and 5-methyl-5. -Phenyl, 5-benzyl, 5-tolyl, 5- (ethylphenyl), 5- (isopropylphenyl), 5- (biphenyl), 5- (β-naphthyl), 5- (α-naphthyl), 5-( Anthracenyl), 5,6-diphenyl and the like.

Further, examples of the cyclic olefin represented by the above formula [I] or [II] include cyclopentadiene-acenaphthylene adduct, 1,4-methano-1,4,4a, 9a-tetrahydrofluorene and 1,4-methano. Examples thereof include bicyclo [2.2.1] -2-heptene derivatives such as -1,4,4a, 5,10,10a-hexahydroanthracene.

Further, examples of the cyclic olefin represented by the above formula [I] or [II] include tricyclo [4.3.0.1 ^2,5 ] -3-decene and 2-methyltricyclo [4.3.0]. .1 ^2,5 ] -3-decene, 5-methyltricyclo [4.3.0.1 ^2,5 ] -3-decene and other tricyclos [4.3.0.1 ^2,5 ] -3- ^{Tricyclo [4.4.0.1 2,5} ] -3-undecene, a decene derivative, tricyclo [4.4.0.1 2,5] -3-undecene, 10-methyltricyclo [4.4.0.1 ^2,5 ] -3-undecene, etc. 0.1 ^2,5 ] -3-undecene derivative,

(In the above formula, the numbers 1 to 12 indicate the carbon position numbers.) And tetracyclo [4.4.0.1 ^2,5 . ^{17, 10} ] -3-dodecene is substituted with a hydrocarbon group, and the like can be mentioned. Examples of the hydrocarbon group include 8-methyl, 8-ethyl, 8-propyl, 8-butyl, 8-isobutyl, 8-hexyl, 8-cyclohexyl, 8-stearyl, 5,10-dimethyl, and 2,10. -Dimethyl, 8,9-dimethyl, 8-ethyl-9-methyl, 11,12-dimethyl, 2,7,9-trimethyl, 2,7-dimethyl-9-ethyl, 9-isobutyl-2,7-dimethyl , 9,11,12-trimethyl, 9-ethyl-11,12-dimethyl, 9-isobutyl-11,12-dimethyl, 5,8,9,10-tetramethyl, 8-ethylidene, 8-ethylidene-9- Methyl, 8-Ethylden-9-Ethyl, 8-Ethylden-9-Isopropyl, 8-Ethylden-9-Butyl, 8-n-Propyridene, 8-n-Propyridene-9-Methyl, 8-n-Propyridene-9- Ethyl, 8-n-propylidene-9-isopropyl, 8-n-propylidene-9-butyl, 8-isopropylidene, 8-isopropylidene-9-methyl, 8-isopropylidene-9-ethyl, 8-isopropylidene- 9-Isopropyl, 8-isopropylidene-9-butyl, 8-chloro, 8-bromo, 8-fluoro, 8,9-dichloro, 8-phenyl, 8-methyl-8-phenyl, 8-benzyl, 8-tolyl , 8- (ethylphenyl), 8- (isopropylphenyl), 8,9-diphenyl, 8- (biphenyl), 8- (β-naphthyl), 8- (α-naphthyl), 8- (anthracenyl), 5 , 6-Diphenyl and the like.

Further, examples of the cyclic olefin represented by the above formula [I] or [II] include an adduct of (cyclopentadiene-acenaphthylene adduct) and cyclopentadiene, and pentacyclo [6.5.1.1 ^3,6 . 0 ^2,7 . 0 ^9,13] -4-pentadecene and its derivatives, pentacyclo [7.4.0.1 ^{2,5. 19 and 12} . ^08,13 ] -3-pentadecene and its derivatives, pentacyclo [6.5.1.1 ^3,6 . 0 ^2,7 . 0 ^9,13] 4,10 penta octadecadienoic Penta cyclopentadiene octadecadienoic compounds such as pentacyclo [8.4.0.1 ^{2,5. 19 and 12} . 0 ^8,13] -3-hexadecene and derivatives thereof, pentacyclo [6.6.1.1 ^{3, 6.} 0 ^2,7 . 0 ^9,14] -4-hexadecene and derivatives thereof, hexacyclo [6.6.1.1 ^{3, 6.} 1 ^{10, 13} . 0 ^2,7 . 0 ^9,14] -4-heptadecene and its derivatives, heptacyclo [8.7.0.1 ^2,9. 1 ^{4, 7 4} . 1 ^{11, 17} ． 0 ^3,8 . 0 ^12,16 ] -5-eicosene and its derivatives, heptacyclo [8.8.0.1 ^2,9 . 1 ^{4, 7 4} . 1 ^{11, 18} . 0 ^3,8 . 0 ^12,17 ] -5-Heneikosen and its derivatives, Octacyclo [8.8.0.1 ^2,9 . 1 ^{4, 7 4} . 1 ^{11, 18} . 1 ^{13, 16} . 0 ^3,8 . 0 ^12,17 ] -5-docosen and its derivatives, nonacyclo [10.9.1.1 ^4,7 . 1 ^{13, 20} . 1 ^{15, 18} . 0 ^2,10 . 0 ^3,8 . 0 ^{12, 21} . 0 ^14,19] -5-pentacosene and derivatives thereof, Nonashikuro [10.10.1.1 ^5,8. 1 14, ²¹ . 1 ^{16, 19} ． 0 ^2,11 . 0 ^4,9 . 0 ^{13, 22} . 0 ^15,20] -6-hexacosenoic and derivatives thereof.

The cyclic olefin-derived structural unit (a2) according to the present embodiment is bicyclo [2.2.1] -2-heptene, bicyclo [2.2.1] -2-heptene, bicyclo [2.2.1]. -2-heptene, bicyclo [2.2.1] -2-heptene derivative, tetracyclo [4.4.0.1 ^2,5 . ^{17 and 10} ] -3-dodecene, tetracyclo [4.4.0.1 ^2,5 . 1 ^{7, 10} ] -3-dodecene derivative, hexacyclo [6.6.1.1 ^3,6 . 1 ^{10, 13} . 0 ^2,7 . 0 ^9,14] -4-heptadecene and hexacyclo [6.6.1.1 ^3,6. 1 ^{10, 13} . 0 ^2,7 . 0 ^9,14] -4-preferably includes a repeating unit derived from at least one compound selected from heptadecene derivatives, bicyclo [2.2.1] -2-heptene and tetracyclo [4.4.0. 1 ^{2, 5 3} . ^{It is more preferable to contain a repeating unit derived from at least one compound selected from 17,10} ] -3-dodecene, and from the viewpoint of further improving the refractive index of the optical component according to the present embodiment, tetracyclo [4.4] .0.1 ^2,5 . It is even more preferable to include repeating units derived from 17 and ^{10] -3-dodecene.}

Specific examples of the cyclic olefin represented by the above formula [I] or [II] are shown above, and more specific structural examples of these compounds are described in paragraph number [0038] of JP-A-6-228380. A structural example of the cyclic olefin shown in ~ [0058], a structural example of the cyclic olefin shown in paragraph numbers [0027] to [0029] of JP-A-2005-330465, paragraph of JP-A-7-145213. Examples of the structure of the cyclic olefins shown in Nos. [0032] to [0054] can be mentioned. The random copolymer (A1) according to the present embodiment may contain two or more units derived from the cyclic olefin.

The cyclic olefin represented by the above formula [I] or [II] can be produced, for example, by subjecting cyclopentadiene to olefins having a corresponding structure in a Diels-Alder reaction.

In the random copolymer (A1) according to the present embodiment, at least a part of the cyclic olefin represented by the above formula [I] or [II] constitutes a repeating unit represented by the following formula [III] or [IV]. It is thought that it is.

上記式［ＩＩＩ］において、ｎ、ｍ、ｑ、Ｒ^１〜Ｒ^１８、Ｒ^ａおよびＲ^ｂは上記式［Ｉ］と同じ意味である。

In the above formula [III], n, m, q, R ^{1 to} R ¹⁸ , ^Ra and R ^b have the same meaning as the above formula [I].

上記式［IＶ］において、ｎ、ｍ、ｐ、ｑおよびＲ^１〜Ｒ^１９は上記式［ＩＩ］と同じ意味である。

In the above formula [IV], n, m, p, q and R ^{1 to} R ¹⁹ have the same meaning as the above formula [II].

When the total of all the structural units constituting the random copolymer (A1) according to the present embodiment is 100 mol%, the content of the structural unit (a2) derived from the cyclic olefin is preferably 10 mol% or more and 60. It is mol% or less, more preferably 20 mol% or more and 50 mol% or less.
When the content of the cyclic olefin-derived structural unit (a2) is at least the above lower limit value, the transparency of the obtained optical component can be improved. Further, when the content of the structural unit (a2) derived from the cyclic olefin is not more than the above upper limit value, the heat resistance and dimensional stability of the obtained optical component can be improved.

The structural unit (a3) derived from a monomer having a polar group according to the present embodiment is derived from a monomer having at least one polar group selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group. It is a structural unit of a structural unit.
The monomer having a polar group is not particularly limited as long as it is a monomer having the above polar group, and examples thereof include a monomer represented by the following formula (1).
CH ₂ = CH-R ^1- Xp (1)
In the above equation (1), p is a positive integer of 1 or more and 3 or less, preferably 1.
R ¹ is a hydrocarbon group having 0 or more carbon atoms, preferably a hydrocarbon group having 2 or more carbon atoms, more preferably a hydrocarbon group having 3 or more carbon atoms and 20 or less carbon atoms, and more preferably a hydrocarbon group having 5 or more carbon atoms and 15 or less carbon atoms.
X is at least one polar group selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group, and more preferably at least one selected from a carboxyl group, a hydroxyl group and an acid anhydride group. Is a polar group of, more preferably at least one polar group selected from a carboxyl group and a hydroxyl group.

Specific examples of the monomer having a polar group include a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino among the compounds described on pages 11 to 17 of JP-A-2-51510. Examples thereof include compounds having at least one polar group selected from the groups.
The monomers having these polar groups may be used alone or in combination of two or more.
Among these, from the viewpoint of excellent copolymerizability with cyclic olefins, acrylic acid, 3-butenoic acid, 4-pentenoic acid, 5-hexenoic acid, 6-heptene acid, 7-octene acid, 8-nonenic acid, 9 -Decenoic acid, 10-undecenoic acid (undecylene acid), 11-dodecenoic acid, 2-propen-1-ol, 3-butene-1-ol, 4-pentene-1-ol, 5-hexene-1-ol, It preferably contains at least one selected from 6-heptene-1-ol, 7-octene-1-ol, 8-nonen-1-ol, undecenol and 11-dodecene-1-ol, preferably acrylic acid, 4-. It is more preferable to contain at least one selected from pentenoic acid, 6-heptenoic acid, 9-decenoic acid, 10-undecenol and undecylene acid, and particularly preferably to contain at least one selected from 10-undecenol and undecylene acid. ..

In the random copolymer (A1) according to the present embodiment, when the total of all the structural units constituting the random copolymer (A1) is 100 mol%, the content of the structural units derived from the monomer having a polar group is From the viewpoint of improving the dispersibility of the random copolymer (A1) in the matrix and further improving the transparency of the obtained optical component, it is preferably 0.1 mol% or more, preferably 0.2 mol%. More preferably, it is more preferably 0.5 mol% or more, and it is more preferably 20 mol% or less from the viewpoint of further improving the refractive index, moisture resistance and heat resistance of the obtained optical component. It is preferably 10 mol% or less, more preferably 5 mol% or less, and particularly preferably 2 mol% or less.

The random copolymer (A1) according to the present embodiment uses an α-olefin having 2 to 20 carbon atoms, a cyclic olefin represented by the above formula [I] or [II], and a monomer having the above polar group. For example, it can be produced by the production method described in JP-A-2-51510, Japanese Patent No. 3817015, and Japanese Patent No. 5594712.

<Graft copolymer (A2)>
The graft copolymer (A2) according to the present embodiment is a cyclic olefin polymer having the structural unit (a2) derived from the cyclic olefin represented by the above formula [I] or [II] and having the above polar group. It is preferably grafted or graft-polymerized.
Further, the cyclic olefin-based polymer having the structural unit (a2) derived from the cyclic olefin may be a ring-opening polymer of the cyclic olefin represented by the above formula [I] or [II], or may have the number of carbon atoms. May be a random copolymer of 2 to 20 α-olefins and a cyclic olefin represented by the above formula [I] or [II].

As the cyclic olefin represented by the above formula [I] or [II], the same one as the α-olefin described in the above random copolymer (A1) can be used. Therefore, the description thereof is omitted here.
When the total of all the structural units constituting the graft copolymer (A2) according to the present embodiment is 100 mol%, the content of the structural unit (a2) derived from the cyclic olefin is preferably 10 mol% or more and 60. It is mol% or less, more preferably 20 mol% or more and 50 mol% or less.
When the content of the cyclic olefin-derived structural unit (a2) is at least the above lower limit value, the transparency of the obtained optical component can be improved. Further, when the content of the structural unit (a2) derived from the cyclic olefin is not more than the above upper limit value, the heat resistance and dimensional stability of the obtained optical component can be improved.

As the α-olefin having 2 to 20 carbon atoms, the same α-olefin as the α-olefin described in the above random copolymer (A1) can be used. Therefore, the description thereof is omitted here.
When the total of all the structural units constituting the graft copolymer (A2) according to the present embodiment is 100 mol%, the content of the structural unit (a1) derived from the α-olefin is preferably 30 mol% or more. It is 88 mol% or less, more preferably 40 mol% or more and 78 mol% or less.
When the content of the structural unit (a1) derived from the α-olefin is at least the above lower limit value, the heat resistance and dimensional stability of the obtained optical component can be improved. Further, when the content of the constituent unit (a1) derived from the α-olefin is not more than the above upper limit value, the transparency of the obtained optical component can be improved.

In the graft copolymer (A2) according to the present embodiment, the structural unit (a3) derived from the monomer having a polar group is at least selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group. It is a structural unit of a structural unit derived from a monomer having a kind of polar group.
The monomer having a polar group in the graft copolymer (A2) according to the present embodiment is not particularly limited as long as it is a monomer having the above polar group, but for example, the polar group described in the above random copolymer (A1). Examples thereof include a monomer having the above, acrylic acid, methacrylic acid, maleic acid, maleic anhydride and the like.
The monomers having these polar groups may be used alone or in combination of two or more.
Among these, from the viewpoint of ease of grafting to the cyclic olefin polymer, it is preferable to contain at least one selected from acrylic acid, methacrylic acid, maleic acid and maleic anhydride.

In the graft copolymer (A2) according to the present embodiment, when the total of all the structural units constituting the graft copolymer (A2) is 100 mol%, the content of the structural units derived from the monomer having a polar group is From the viewpoint of improving the dispersibility of the graft copolymer (A2) in the matrix and further improving the transparency of the obtained optical component, the content is preferably 0.1 mol% or more, preferably 0.2 mol. % Or more, more preferably 0.5 mol% or more, and 20 mol% or less from the viewpoint of further improving the refractive index, moisture resistance, and heat resistance of the obtained optical component. Is more preferable, and it is more preferably 10 mol% or less, further preferably 5 mol% or less, and particularly preferably 2 mol% or less.

The graft copolymer (A2) according to the present embodiment is different from, for example, a cyclic olefin polymer produced by the production method described in JP-A-5-320258, JP-A-7-13084, etc. It can be obtained by grafting or graft-polymerizing a monomer having the above polar group by the method described in Kai 2016-056318, International Publication No. 2008/059938, International Publication No. 2010/050437, and the like.

(Inorganic fine particles (B))
The inorganic fine particles (B) according to the present embodiment are not particularly limited as long as they are finely dispersed in the matrix of the polar group-containing cyclic olefin copolymer (A), but the effect of improving the refractive index of the obtained optical component is not particularly limited. Zirconia; titania; alumina; oxides or nitrides such as Zr, Ti, Hf, Al, Zn and lanthanoids; oxides or nitrides of composite metals; and the like can be mentioned. Of these, zirconia, titania and alumina are preferable. These may be used alone or in combination of two or more. Among these, zirconia and titania are preferable from the viewpoint of being more excellent in the effect of improving the refractive index, and zirconia is more preferable from the viewpoint of preventing deterioration of the polar group-containing cyclic olefin copolymer (A).

_{The average particle diameter D 50} of the inorganic fine particles (B) is from the viewpoint of improving the dispersibility of the polar group-containing cyclic olefin copolymer (A) in the matrix and further improving the transparency of the obtained optical component. , 100 nm or less, more preferably 80 nm or less, further preferably 60 nm or less, and particularly preferably 20 nm or less.
_{The average particle diameter D 50} of the inorganic fine particles (B) is not particularly limited, but is, for example, 1 nm or more.
The average particle through D ₅₀ of the inorganic fine particles (B), for example, can be measured by a dynamic light scattering method.

(Other ingredients)
The cyclic olefin resin composition according to the present embodiment contains, if necessary, a phenol-based stabilizer, a higher fatty acid metal salt, an antioxidant, an ultraviolet absorber, a hindered amine-based light stabilizer, a hydrochloric acid absorber, and a metal inert. Agents, antistatic agents, antifogging agents, lubricants, slip agents, nucleating agents, plasticizers, flame retardants, phosphorus-based stabilizers, etc. can be blended to the extent that the object of the present invention is not impaired. Appropriate amount.

(Method for preparing cyclic olefin resin composition)
The cyclic olefin resin composition according to the present embodiment is a method of kneading the polar group-containing cyclic olefin copolymer (A) and the inorganic fine particles (B) using a known kneading device such as an extruder and a Banbury mixer. It can be obtained by a method of dissolving or dispersing the polar group-containing cyclic olefin copolymer (A) and the inorganic fine particles (B) in a common solvent, mixing them, and then evaporating the solvent.
Among these, the polar group-containing cyclic olefin copolymer (A) and the inorganic fine particles (B) were dissolved or dispersed in a common solvent and mixed from the viewpoint of further improving the transparency of the obtained optical component. A method of later evaporating the solvent is preferred.

[Molded parts and optical parts]
Next, the molded product of the embodiment according to the present invention will be described.
The molded product according to the present embodiment is molded using the cyclic olefin resin composition according to the present embodiment.
Since the molded product according to the present embodiment is composed of the cyclic olefin resin composition according to the present embodiment, it has transparency and a high refractive index. Therefore, it can be suitably used as an optical component in an optical system that needs to identify an image with high accuracy. Optical components are components used in optical equipment, and specifically include eyeglass lenses, fθ lenses, pickup lenses, imaging lenses, sensor lenses, prisms, projector lenses, light guide plates, and in-vehicle camera lenses. Can be mentioned. The optical component according to this embodiment can be particularly preferably used as an imaging lens.

When the molded product according to the present embodiment is used for optical purposes, it is essential to transmit light rays, so that it is preferable that the light transmittance is good. The light transmittance is defined by the spectral light transmittance or the total light transmittance depending on the application.

When it is expected to be used in all light rays or in a plurality of wavelength regions, it is necessary that the total light transmittance is good, and the total light transmittance is preferably 85% or more when the antireflection film is not provided on the surface. Is 88-93%. If the total light transmittance is 85% or more, the required amount of light can be secured. A known method can be applied to the method for measuring the total light transmittance, and the measuring device and the like are not limited. For example, the cyclic olefin resin composition according to the present embodiment is molded into a sheet having a thickness of 3 mm in accordance with ASTM D1003. Then, a method of measuring the total light transmittance of a sheet obtained by molding the cyclic olefin resin composition according to the present embodiment using a haze meter and the like can be mentioned.

Further, in the case of an optical system used only in a specific wavelength region, for example, a laser optical system, even if the total light transmittance is not high, it can be used as long as the spectral light transmittance in the wavelength region is good. In this case, the spectral light transmittance at the wavelength used when the antireflection film is not provided on the surface is preferably 85% or more, more preferably 86% to 93%. When the spectral light transmittance is 85% or more, the required amount of light can be secured. Further, a known method can be applied as a measuring method and an apparatus, and a spectrophotometer can be specifically exemplified.

Further, the molded product according to the present embodiment has excellent light transmittance of light having a wavelength of 450 nm to 800 nm.
When used as an optical component, the light transmittance can be further improved by providing a known antireflection film on the surface.

The molded product according to the present embodiment can be used in various forms such as a spherical shape, a rod shape, a plate shape, a columnar shape, a tubular shape, a tubular shape, a fibrous shape, a film or a sheet shape.
The method for obtaining a molded product by molding the cyclic olefin resin composition according to the present embodiment is not particularly limited, and a known method can be used. Depending on the application and shape, for example, extrusion molding, injection molding, inflation molding, blow molding, extrusion blow molding, injection blow molding, press molding, vacuum molding, powder slush molding, calendar molding, foam molding and the like can be applied. Is. Among these, the injection molding method is preferable from the viewpoint of moldability and productivity. The molding conditions are appropriately selected depending on the purpose of use or the molding method. For example, the resin temperature in injection molding is usually 150 ° C. to 400 ° C., preferably 200 ° C. to 350 ° C., more preferably 230 ° C. to 330 ° C. It is appropriately selected in the range.

（上記式［Ｉ］中、ｎは０または１であり、ｍは０または正の整数であり、ｑは０または１であり、Ｒ ^１ 〜Ｒ ^１８ ならびにＲ ^ａ およびＲ ^ｂ は、それぞれ独立に、水素原子、ハロゲン原子またはハロゲンで置換されていてもよい炭化水素基であり、Ｒ ^１５ 〜Ｒ ^１８ は互いに結合して単環または多環を形成していてもよく、かつ、該単環または多環は二重結合を有していてもよく、またＲ ^１５ とＲ ^１６ とで、またはＲ ^１７ とＲ ^１８ とで、アルキリデン基を形成していてもよい。）

（上記式［ＩＩ］中、ｐおよびｑは０または正の整数であり、ｍおよびｎは０、１または２であり、Ｒ ^１ 〜Ｒ ^１９ はそれぞれ独立に水素原子、ハロゲン原子、ハロゲン原子で置換されていてもよい炭化水素基またはアルコキシ基であり、Ｒ ^９ およびＲ ^１０ が結合している炭素原子と、Ｒ ^１３ が結合している炭素原子またはＲ ^１１ が結合している炭素原子とは直接あるいは炭素数１〜３のアルキレン基を介して結合していてもよく、またｎ＝ｍ＝０のときＲ ^１５ とＲ ^１２ またはＲ ^１５ とＲ ^１９ とは互いに結合して単環または多環の芳香族環を形成していてもよい。）
［８］
上記［７］に記載の環状オレフィン系樹脂組成物において、
上記ランダム共重合体（Ａ１）中の上記環状オレフィン由来の構成単位（ａ２）が、ビシクロ［２．２．１］−２−ヘプテンおよびテトラシクロ［４．４．０．１ ^２，５ ．１ ^７，１０ ］−３−ドデセンから選ばれる少なくとも一種の化合物に由来する繰り返し単位を含む環状オレフィン系樹脂組成物。
［９］
上記［７］または［８］に記載の環状オレフィン系樹脂組成物において、
上記ランダム共重合体（Ａ１）中の上記α−オレフィン由来の構成単位（ａ１）がエチレンに由来する繰り返し単位を含む環状オレフィン系樹脂組成物。
［１０］
上記［７］乃至［９］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記極性基を有するモノマーが下記式（１）により示されるモノマーを含む環状オレフィン系樹脂組成物。
ＣＨ _２ ＝ＣＨ−Ｒ ^１ −Ｘｐ （１）
（上記式（１）中、ｐは１以上３以下の正の整数であり、Ｒ ^１ は炭素数０以上の炭化水素基であり、Ｘはカルボキシル基、ヒドロキシル基、スルホン酸基、酸無水物基およびアミノ基から選択される少なくとも一種の極性基である）
［１１］
上記［１０］に記載の環状オレフィン系樹脂組成物において、
上記極性基を有するモノマーがウンデセノールおよびウンデシレン酸から選ばれる少なくとも１種を含む環状オレフィン系樹脂組成物。
［１２］
上記［６］に記載の環状オレフィン系樹脂組成物において、
上記極性基含有環状オレフィン系共重合体（Ａ）が、下記式［Ｉ］または［ＩＩ］で示される環状オレフィン由来の構成単位（ａ２）を有する環状オレフィン系重合体に上記極性基を有するモノマーをグラフトまたはグラフト重合させたグラフト共重合体（Ａ２）を含む環状オレフィン系樹脂組成物。

（上記式［Ｉ］中、ｎは０または１であり、ｍは０または正の整数であり、ｑは０または１であり、Ｒ ^１ 〜Ｒ ^１８ ならびにＲ ^ａ およびＲ ^ｂ は、それぞれ独立に、水素原子、ハロゲン原子またはハロゲンで置換されていてもよい炭化水素基であり、Ｒ ^１５ 〜Ｒ ^１８ は互いに結合して単環または多環を形成していてもよく、かつ、該単環または多環は二重結合を有していてもよく、またＲ ^１５ とＲ ^１６ とで、またはＲ ^１７ とＲ ^１８ とで、アルキリデン基を形成していてもよい。）

（上記式［ＩＩ］中、ｐおよびｑは０または正の整数であり、ｍおよびｎは０、１または２であり、Ｒ ^１ 〜Ｒ ^１９ はそれぞれ独立に水素原子、ハロゲン原子、ハロゲン原子で置換されていてもよい炭化水素基またはアルコキシ基であり、Ｒ ^９ およびＲ ^１０ が結合している炭素原子と、Ｒ ^１３ が結合している炭素原子またはＲ ^１１ が結合している炭素原子とは直接あるいは炭素数１〜３のアルキレン基を介して結合していてもよく、またｎ＝ｍ＝０のときＲ ^１５ とＲ ^１２ またはＲ ^１５ とＲ ^１９ とは互いに結合して単環または多環の芳香族環を形成していてもよい。）
［１３］
上記［１２］に記載の環状オレフィン系樹脂組成物において、
上記グラフト共重合体（Ａ２）中の上記環状オレフィン由来の構成単位（ａ２）が、ビシクロ［２．２．１］−２−ヘプテンおよびテトラシクロ［４．４．０．１ ^２，５ ．１ ^７，１０ ］−３−ドデセンから選ばれる少なくとも一種の化合物に由来する繰り返し単位を含む環状オレフィン系樹脂組成物。
［１４］
上記［１２］または［１３］に記載の環状オレフィン系樹脂組成物において、
上記グラフト共重合体（Ａ２）が、炭素原子数が２〜２０のα−オレフィン由来の構成単位（ａ１）をさらに有する環状オレフィン系樹脂組成物。
［１５］
上記［１２］乃至［１４］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
上記極性基を有するモノマーがアクリル酸、メタクリル酸、マレイン酸および無水マレイン酸から選ばれる少なくとも１種を含む環状オレフィン系樹脂組成物。
［１６］
上記［１］乃至［１５］のいずれか一つに記載の環状オレフィン系樹脂組成物において、
当該環状オレフィン系樹脂組成物を用いて膜厚が１００μｍ以上３００μｍ以下のフィルムを作製したとき、
前記フィルムの波長５８９ｎｍにおける屈折率（ｎＤ）が１．５４５以上である環状オレフィン系樹脂組成物。
［１７］
上記［１］乃至［１６］のいずれか一つに記載の環状オレフィン系樹脂組成物を用いた成形体。
［１８］
上記［１７］に記載の成形体を含む光学部品。
［１９］
上記［１８］に記載の光学部品において、
眼鏡レンズ、ｆθレンズ、ピックアップレンズ、撮像用レンズ、センサーレンズ、プリズム、プロジェクタレンズ、導光板または車載カメラレンズである光学部品。 Although the embodiments of the present invention have been described above, these are examples of the present invention, and various configurations other than the above can be adopted.
Further, the present invention is not limited to the above-described embodiment, and modifications, improvements, and the like within the range in which the object of the present invention can be achieved are included in the present invention.
Hereinafter, examples of reference embodiments of the present invention will be added.
[1]
A cyclic olefin resin composition containing a polar group-containing cyclic olefin copolymer (A) and inorganic fine particles (B) finely dispersed in the matrix of the polar group-containing cyclic olefin copolymer (A). There,
The polar group comprises at least one selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group.
The structural unit derived from the monomer having a polar group is a cyclic olefin resin composition located inside the main chain or in the side chain of the polymer chain of the polar group-containing cyclic olefin copolymer (A).
[2]
In the cyclic olefin resin composition according to the above [1],
The content of the structural unit derived from the monomer having the polar group in the polar group-containing cyclic olefin copolymer (A) is the content of all the structural units constituting the polar group-containing cyclic olefin copolymer (A). A cyclic olefin resin composition of 0.1 mol% or more and 20 mol% or less when the total is 100 mol%.
[3]
In the cyclic olefin resin composition according to the above [1] or [2],
A cyclic olefin resin composition in which the inorganic fine particles (B) contain at least one selected from zirconia, titania and alumina.
[4]
In the cyclic olefin resin composition according to any one of the above [1] to [3].
_{A cyclic olefin resin composition having an average particle diameter D 50} of the inorganic fine particles (B) of 1 nm or more and 100 nm or less.
[5]
In the cyclic olefin resin composition according to any one of the above [1] to [4].
A cyclic olefin resin composition in which the content of the inorganic fine particles (B) is 5% by mass or more and 50% by mass or less, assuming that the total content of the cyclic olefin resin composition is 100% by mass.
[6]
In the cyclic olefin resin composition according to any one of the above [1] to [5].
The polar group-containing cyclic olefin copolymer (A) is grafted or grafted on a random copolymer (A1) of a monomer having a polar group and a cyclic olefin and a monomer having a polar group on the cyclic olefin polymer. A cyclic olefin resin composition containing at least one selected from the polymerized graft copolymer (A2).
[7]
In the cyclic olefin resin composition according to the above [6],
The polar group-containing cyclic olefin copolymer (A) is a structural unit (a1) derived from an α-olefin having 2 to 20 carbon atoms, and is derived from a cyclic olefin represented by the following formula [I] or [II]. A cyclic olefin resin composition containing a structural unit (a2) and a random copolymer (A1) having a structural unit (a3) derived from the above-mentioned monomer having a polar group.

(In the above equation [I], n is 0 or 1, m is 0 or a positive integer, q is 0 or 1, and R ^{1 to} R ¹⁸ and R ^a and R ^b are independent of each other. , A hydrocarbon group which may be substituted with a hydrogen atom, a halogen atom or a halogen, and R ^{15 to} R ¹⁸ may be bonded to each other to form a monocyclic or polycyclic ring, and the monocyclic or polycyclic ring. The polycycle may have a double bond and may form an alkylidene group at ^{R 15} and R ¹⁶ or at R ¹⁷ and R ^18).

(In the above formula [II], p and q are 0 or positive integers, m and n are 0, 1 or 2, and R ^{1 to} R ¹⁹ are independently hydrogen atoms, halogen atoms, and halogen atoms, respectively. A hydrocarbon group or an alkoxy group that may be substituted, and the ^{carbon atom to which R 9} and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are It may be bonded directly or via an alkylene group having 1 to 3 carbon atoms, and when n = m = 0, R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ are bonded to each other and are monocyclic or polycyclic. May form an aromatic ring of.)
[8]
In the cyclic olefin resin composition according to the above [7],
The structural unit (a2) derived from the cyclic olefin in the random copolymer (A1) is bicyclo [2.2.1] -2-heptene and tetracyclo [4.4.0.1 ^2,5 . 1 ^{7, 10} ] A cyclic olefin resin composition containing a repeating unit derived from at least one compound selected from -3-dodecene.
[9]
In the cyclic olefin resin composition according to the above [7] or [8],
A cyclic olefin resin composition in which the α-olefin-derived structural unit (a1) in the random copolymer (A1) contains a repeating unit derived from ethylene.
[10]
In the cyclic olefin resin composition according to any one of the above [7] to [9].
A cyclic olefin resin composition in which the monomer having the polar group contains a monomer represented by the following formula (1).
CH ₂ = CH-R ^1- Xp (1)
(In the above formula (1), p is a positive integer of 1 or more and 3 or less, R ¹ is a hydrocarbon group having 0 or more carbon atoms, and X is a carboxyl group, a hydroxyl group, a sulfonic acid group, or an acid anhydride. At least one polar group selected from groups and amino groups)
[11]
In the cyclic olefin resin composition according to the above [10],
A cyclic olefin resin composition containing at least one monomer having a polar group selected from undecylenic acid and undecylenic acid.
[12]
In the cyclic olefin resin composition according to the above [6],
The polar group-containing cyclic olefin copolymer (A) is a monomer having the polar group in the cyclic olefin polymer having the structural unit (a2) derived from the cyclic olefin represented by the following formula [I] or [II]. A cyclic olefin resin composition containing a graft copolymer (A2) obtained by grafting or graft-polymerizing the above.

(In the above equation [I], n is 0 or 1, m is 0 or a positive integer, q is 0 or 1, and R ^{1 to} R ¹⁸ and R ^a and R ^b are independent of each other. , A hydrocarbon group which may be substituted with a hydrogen atom, a halogen atom or a halogen, and R ^{15 to} R ¹⁸ may be bonded to each other to form a monocyclic or polycyclic ring, and the monocyclic or polycyclic ring. The polycycle may have a double bond and may form an alkylidene group at ^{R 15} and R ¹⁶ or at R ¹⁷ and R ^18).

(In the above formula [II], p and q are 0 or positive integers, m and n are 0, 1 or 2, and R ^{1 to} R ¹⁹ are independently hydrogen atoms, halogen atoms, and halogen atoms, respectively. A hydrocarbon group or an alkoxy group that may be substituted, and the ^{carbon atom to which R 9} and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are It may be bonded directly or via an alkylene group having 1 to 3 carbon atoms, and when n = m = 0, R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ are bonded to each other and are monocyclic or polycyclic. May form an aromatic ring of.)
[13]
In the cyclic olefin resin composition according to the above [12],
The structural unit (a2) derived from the cyclic olefin in the graft copolymer (A2) is bicyclo [2.2.1] -2-heptene and tetracyclo [4.4.0.1 ^2,5 . 1 ^{7, 10} ] A cyclic olefin resin composition containing a repeating unit derived from at least one compound selected from -3-dodecene.
[14]
In the cyclic olefin resin composition according to the above [12] or [13],
A cyclic olefin resin composition in which the graft copolymer (A2) further has a structural unit (a1) derived from an α-olefin having 2 to 20 carbon atoms.
[15]
In the cyclic olefin resin composition according to any one of the above [12] to [14].
A cyclic olefin resin composition containing at least one monomer having a polar group selected from acrylic acid, methacrylic acid, maleic acid and maleic anhydride.
[16]
In the cyclic olefin resin composition according to any one of the above [1] to [15].
When a film having a film thickness of 100 μm or more and 300 μm or less is produced using the cyclic olefin resin composition,
A cyclic olefin resin composition having a refractive index (nD) of 1.545 or more at a wavelength of 589 nm of the film.
[17]
A molded product using the cyclic olefin resin composition according to any one of the above [1] to [16].
[18]
An optical component including the molded product according to the above [17].
[19]
In the optical component according to the above [18],
Optical components such as spectacle lenses, fθ lenses, pickup lenses, imaging lenses, sensor lenses, prisms, projector lenses, light guide plates or in-vehicle camera lenses.

Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto.

<Catalyst synthesis>
(Cyclopentadienyl) titanium (di-t-butylketimid) dichloride (CpTiNCtBu ₂ Cl ₂ ) was synthesized in accordance with Japanese Patent No. 4245801.

<Production of polar group-containing cyclic olefin copolymer (A)>
[Manufacturing Example 1]
After nitrogen was passed through for 30 minutes at a flow rate of 100 NL / h to a glass reaction vessel of volume 2000ml equipped with a stirrer as the inert gas, cyclohexane (cyclohexane, tetracyclo ^[4.4.0.1 2, 5 .1 ^7,10 ] -3-dodecene and 10-undecenol total 1000 ml), tetracyclo [4.4.0.1 ^2,5 . ^17,10 ] -3-dodecene (hereinafter, also referred to as tetracyclododecene) and 10-undeceneol are added at the ratios shown in Table 1, and then a toluene solution of triisobutylaluminum (12.4 mmol, concentration 1. 0 mM / mL) was added. Then, the solvent temperature was raised to 50 ° C. while stirring the polymerization solvent at a rotation speed of 600 rpm. After the solvent temperature reaches a predetermined temperature, the flowing gas is switched from nitrogen to ethylene, ethylene is circulated in the reaction vessel at a supply rate of 100 NL / h, and after 10 minutes have passed, (cyclopentadienyl) titanium (di) is used. A toluene solution reaction of -t-butylketimid) dichloride in a toluene solution (0.016 mmol) and methylaluminoxane (4.8 mmol) in a toluene solution was added to a glass reaction vessel to initiate polymerization.
After 20 minutes, 5 ml of methanol and acetylacetic acid were added in an amount of 20 equivalents with respect to the Al concentration to terminate the polymerization, and a polymerization solution containing a copolymer of ethylene, tetracyclododecene and 10-undecenol was obtained. It was. Then, 500 ml of a 1.0 mol / L hydrochloric acid aqueous solution was added to the reaction vessel, and the mixture was stirred at 50 ° C. for 1 hour at 600 rpm. After separating the oil layer and the aqueous layer, the oil layer was added to a beaker containing about 3 times the volume of acetone under stirring to precipitate a copolymer, and the precipitated copolymer was further separated from the filtrate by filtration. When the obtained polymer containing the solvent was dried under reduced pressure at 130 ° C. for 10 hours, a white powdery ethylene / tetracyclododecene / undecenol copolymer (polar group-containing cyclic olefin copolymer (A-1)) was obtained. )) 8.86 g was obtained.

[Manufacturing Example 2]
The same procedure as in Production Example 1 was carried out except that the addition amounts of cyclohexane, triisobutylaluminum and 10-undecenol were changed to the values shown in Table 1, and the amounts of ethylene, tetracyclolodecene and undecenol shown in Table 1 were carried out. A copolymer (polar group-containing cyclic olefin copolymer (A-2)) was obtained.

[Production Examples 3 and 4]
Undecyleneic acid was used in place of 10-undecenol at the ratio shown in Table 1, and the amount of (cyclopentadienyl) titanium (di-t-butylketimid) dichloride, methylaluminoxane, cyclohexane and triisobutylaluminum added was the value in Table 1. The same procedure as in Production Example 1 was carried out except that the copolymer was changed to ethylene / tetracyclolodecene / undecylene acid copolymer (polar group-containing cyclic olefin copolymer (A-3)) in the amounts shown in Table 1. And (A-4)) were obtained respectively.

[Manufacturing Example 5]
Manufactured except that a 500 ml glass reaction vessel was used, the total amount of the reaction solution was 250 ml, the amount of each component added was changed to the value shown in Table 1, and 250 ml of a 1.0 mol / L hydrochloric acid aqueous solution was used in the post-treatment. The same procedure as in Example 1 was carried out to obtain an ethylene / tetracyclolodecene / undecylene acid copolymer (polar group-containing cyclic olefin copolymer (A-5)) in the amounts shown in Table 1.

[Manufacturing Example 6]
APL6015T (100 parts by mass) manufactured by Mitsui Chemicals, maleic anhydride (manufactured by Wako Pure Chemical Industries, Ltd.) 1.5 parts by mass and t-butylperoxybenzoate (manufactured by Nippon Oil & Fats Co., Ltd., trade name Perbutyl Z) 1.5 parts by mass. Was blended with a solution of the mixture in acetone. Then, using a twin-screw kneader (KZW15, manufactured by Technobel Co., Ltd.), melt modification was performed at a resin temperature of 250 ° C., a screw rotation speed of 200 rpm, and a discharge rate of 25 g / min. Upon extrusion, the radical initiator, solvent and unreacted maleic anhydride were evacuated. The extruded molten strand was pelletized after cooling to obtain a polar group-containing cyclic olefin copolymer (A-6).

<Examples and Comparative Examples>
In each Example and Comparative Example, various physical properties were measured or evaluated by the following methods, and the obtained results are shown in Tables 2 and 3.

[Preparation of cyclic olefin polymer / zirconia nanoparticle composite film]
Polar group-containing cyclic olefin copolymers synthesized in Production Examples 1 to 6, JSR Arton (cyclic olefin polymer containing an ester group as a polar group) and APL6509T manufactured by Mitsui Kagaku Co., Ltd. (cyclic olefins containing no polar group). The system copolymer) was dissolved in toluene to prepare a 10 wt% solution. A toluene dispersion of zirconia nanoparticles (PCPG-50-TL, average particle diameter D ₅₀ : 10 nm of zirconia nanoparticles) manufactured by pixelligent was added thereto, and the ratio of zirconia nanoparticles to the polymer was shown in Tables 2 and 3. The mixture was stirred with a magnetic stirrer at room temperature for 1 hour, and was allowed to flow on a glass plate and bar-coated. After drying at 90 ° C. for 1 hour, the solvent was removed by further drying at 130 ° C. for 1 hour. The coating film was peeled off from the glass plate and pressed at 140 to 160 ° C., 3 to 10 MPa for 10 minutes. The obtained film was cut into 2 cm squares and pressed at 160 ° C., 10 MPa, and 10 to 30 minutes to obtain a cyclic olefin polymer / zirconia nanoparticle composite film having a film thickness of 100 to 300 μm.

[Haze and total light transmittance]
Haze and total light transmittance were measured based on JIS K-7105 using a double beam haze computer HZ-2 manufactured by Suga Test Instruments Co., Ltd., and each was evaluated according to the following criteria.
(1) Evaluation of total light transmittance ◎: 90% or more ○: 80% or more and less than 90% ×: less than 80% (2) Evaluation of haze ◎: less than 10% ○: 10% or more and less than 15% ×: 15% that's all

[Glass transition temperature Tg (° C)]
The measurement was carried out in an _{N 2} (nitrogen) atmosphere using DSC-6220 manufactured by Shimadzu Science Co., Ltd. The temperature was raised from room temperature to 200 ° C. at a heating rate of 10 ° C./min and then held for 5 minutes, and then the temperature was lowered to −20 ° C. at a temperature lowering rate of 10 ° C./min and then held for 5 minutes. Then, the glass transition temperature (Tg) of the polar group-containing cyclic olefin copolymer was determined from the endothermic curve when the temperature was raised to 200 ° C. at a heating rate of 10 ° C./min.

[Refractive index]
Using a refractive index meter (Atago, multi-wavelength Abbe refractive index meter, DR-M2) and Atago RE-1199 (methylene iodide solution (nD: 1.78)) as an intermediate solution, the wavelength is 589 nm. The refractive index (nD) in the above was measured.

[Method for measuring the content of each structural unit constituting the polar group-containing cyclic olefin copolymer (A)]
The contents of cyclic olefin, 10-undecenol and undecylenic acid were measured by measuring under the following conditions using an "ECA500 type" nuclear magnetic resonance apparatus manufactured by JEOL Ltd.
Solvent: Heavy tetrachloroethane Sample concentration: 50-100 g / l-solvent
Pulse repetition time: 5.5 seconds Number of integrations: 6000 to 16000 Measurement temperature: 120 ° C
The contents of cyclic olefin, 10-undecenol and undecylenic acid were quantified by the ¹³ C-NMR spectrum measured under the above conditions.

Claims (13)

A cyclic olefin resin composition containing a polar group-containing cyclic olefin copolymer (A) and inorganic fine particles (B) finely dispersed in a matrix of the polar group-containing cyclic olefin copolymer (A). There,
The polar group comprises at least one selected from a carboxyl group, a hydroxyl group, a sulfonic acid group, an acid anhydride group and an amino group.
The structural unit derived from the monomer having a polar group is located inside the main chain or the side chain of the polymer chain of the polar group-containing cyclic olefin copolymer (A) .
The polar group-containing cyclic olefin copolymer (A) is
A structural unit (a1) derived from an α-olefin having 2 to 20 carbon atoms,
A structural unit (a2) derived from a cyclic olefin represented by the following formula [I] or [II] and a structural unit (a3) derived from a monomer having the polar group.
Cyclic olefin resin composition containing a random copolymer (A1) having.

(In the above formula [I], n is 0 or 1, m is 0 or a positive integer, q is 0 or 1, and R ^{1 to} R ¹⁸ and R ^a and R ^b are independent of each other. , A hydrocarbon group which may be substituted with a hydrogen atom, a halogen atom or a halogen, and R ^{15 to} R ¹⁸ may be bonded to each other to form a monocyclic or polycyclic ring, and the monocyclic or polycyclic ring. The polycycle may have a double bond and may form an alkylidene group at ^{R 15} and R ¹⁶ or at R ¹⁷ and R ^18).

(In the above formula [II], p and q are 0 or positive integers, m and n are 0, 1 or 2, and R ^{1 to} R ¹⁹ are independently hydrogen atoms, halogen atoms, and halogen atoms, respectively. A hydrocarbon group or an alkoxy group that may be substituted, and the ^{carbon atom to which R 9} and R ¹⁰ are bonded and the carbon atom to which R ¹³ is bonded or the carbon atom to which R ¹¹ is bonded are It may be bonded directly or via an alkylene group having 1 to 3 carbon atoms, and when n = m = 0, R ¹⁵ and R ¹² or R ¹⁵ and R ¹⁹ are bonded to each other and are monocyclic or polycyclic. May form an aromatic ring of.) In the cyclic olefin resin composition according to claim 1,
The content of the structural unit derived from the monomer having a polar group in the polar group-containing cyclic olefin copolymer (A) is the content of all the structural units constituting the polar group-containing cyclic olefin copolymer (A). A cyclic olefin resin composition of 0.1 mol% or more and 20 mol% or less when the total is 100 mol%. In the cyclic olefin resin composition according to claim 1 or 2.
A cyclic olefin resin composition in which the inorganic fine particles (B) contain at least one selected from zirconia, titania and alumina. In the cyclic olefin resin composition according to any one of claims 1 to 3.
_{A cyclic olefin resin composition having an average particle diameter D 50} of the inorganic fine particles (B) of 1 nm or more and 100 nm or less. In the cyclic olefin resin composition according to any one of claims 1 to 4.
A cyclic olefin resin composition in which the content of the inorganic fine particles (B) is 5% by mass or more and 50% by mass or less, assuming that the total content of the cyclic olefin resin composition is 100% by mass. The cyclic olefin resin composition according to any one of claims 1 to 5.
The structural unit (a2) derived from the cyclic olefin in the random copolymer (A1) is bicyclo [2.2.1] -2-heptene and tetracyclo [4.4.0.1 ^2,5 . 1 ^{7, 10} ] A cyclic olefin resin composition containing a repeating unit derived from at least one compound selected from -3-dodecene. In the cyclic olefin resin composition according to any one of claims 1 to 6.
A cyclic olefin resin composition in which the α-olefin-derived structural unit (a1) in the random copolymer (A1) contains a repeating unit derived from ethylene. In the cyclic olefin resin composition according to any one of claims 1 to 7.
A cyclic olefin resin composition in which the monomer having a polar group contains a monomer represented by the following formula (1).
CH ₂ = CH-R ^1- Xp (1)
(In the above formula (1), p is a positive integer of 1 or more and 3 or less, R ¹ is a hydrocarbon group having 0 or more carbon atoms, and X is a carboxyl group, a hydroxyl group, a sulfonic acid group, or an acid anhydride. At least one polar group selected from groups and amino groups) In the cyclic olefin resin composition according to claim 8.
A cyclic olefin resin composition containing at least one monomer having a polar group selected from undecylenic acid and undecylenic acid. In the cyclic olefin resin composition according to any one of claims 1 to 9.
When a film having a film thickness of 100 μm or more and 300 μm or less is produced using the cyclic olefin resin composition,
A cyclic olefin resin composition having a refractive index (nD) of 1.545 or more at a wavelength of 589 nm of the film. A molded product using the cyclic olefin resin composition according to any one of claims 1 to 10. An optical component including the molded product according to claim 11. In the optical component according to claim 12,
Optical components such as spectacle lenses, fθ lenses, pickup lenses, imaging lenses, sensor lenses, prisms, projector lenses, light guide plates or in-vehicle camera lenses.