JP2010001449A - Optical resin composition and optical resin material using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an optical resin composition which includes excellent transparency, moderate adhesive power and excellent reliability of wet heat resistance and does not corrode the constituent materials of a panel for an image display, and an optical resin material using the same. <P>SOLUTION: The optical resin composition includes (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer and (C) a crosslinking agent. There is also provided an optical resin composition further including (D) a polymerization initiator in the optical resin composition. The optical resin material is obtained by bringing the optical resin composition into a curing reaction. The crosslinking agent (C) is a compound having two or more acryloyl groups within a molecule and the concentration of the compound is in a range of 0.001-0.2 mol/kg in terms of mass molarity of the acryloyl groups. A photopolymerization initiator is preferably used as the polymerization initiator (D). <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to an optical resin composition and an optical resin material using the same.

  A liquid crystal display device is exemplified as a typical image display panel. A liquid crystal display device includes a liquid crystal cell in which liquid crystal is filled and sealed through a gap of about several microns between a glass substrate having a thickness of about 1 mm on which transparent electrodes, pixel patterns, etc. are formed, and both outer surfaces thereof. It is a thin and easily scratched display part made of an optical film such as a polarizing plate attached to the surface.

  For this reason, liquid crystal display devices having a structure in which a transparent front plate (protective panel) is provided with a certain space in front of the liquid crystal display device are generally used for mobile phones, game machines, digital cameras, in-vehicle applications, etc. It is used for.

  In addition, current large-sized liquid crystal image display devices are generally those in which the front polarizing plate surface of a liquid crystal panel is subjected to anti-glare (AG) treatment to reduce reflection. In the case of this configuration, in particular, no means for shock absorption is taken, and the entire panel and the structure as a set are given impact resistance.

  The problem with this configuration is that the image looks blurred due to AG processing, the panel is bent when touching the surface, the image is distorted, and dirt is difficult to remove due to AG processing, and it is easy to get scratched. As the size of the panel increases, the impact resistance of the panel may decrease, and a problem may occur in the impact resistance.

In view of this, it is conceivable that a front plate subjected to anti-reflection (AR) processing is placed in front of the liquid crystal panel to eliminate the disadvantages derived from AG processing.
However, when the space between the front plate and the liquid crystal panel is air, the transmittance is lowered, the image quality is lowered due to double projection, and the like, and it has been proposed to fill the space with resin or the like (for example, patents). References 1-4).

  The PDP, which is one of the flat panel displays (FPD), has a space of about 1 to 5 mm from the PDP to prevent cracking of the PDP, and a front plate made of glass or the like with a thickness of about 3 mm on the front (viewing surface side). Provided. For this reason, as the PDP is increased in size, the area of the front plate is also increased, which increases the weight of the PDP.

  Accordingly, in order to prevent cracking of the image display device (display), it has been proposed to laminate a specific resin on the display surface or to laminate an optical filter on which the specific resin is laminated (for example, a patent) (Ref. 5 and 6).

  However, the oil used in Patent Document 1 is difficult to seal to prevent leakage, may damage the material used for the liquid crystal panel, and the oil leaks when the front plate is cracked. There is a problem.

Moreover, the unsaturated polyester used in Patent Document 2 tends to be colored yellow, and application to a display is not desirable.
The silicone used in Patent Document 3 has a low adhesive force and requires a separate pressure-sensitive adhesive for fixing, and thus the process becomes complicated. Further, since the adhesive force with the pressure-sensitive adhesive is not so large, an impact is applied. There is a problem that air bubbles enter by peeling.

  The polymer of the acrylic monomer of Patent Document 4 has a low adhesive force and does not require a separate adhesive for small devices, but requires a separate adhesive to support the front panel of a large display, and the process It becomes complicated. In addition, since the raw material is composed only of the monomer, the viscosity is low, and the curing shrinkage is large, so that it is difficult to uniformly produce a film having a large area.

  In Patent Documents 5 and 6, there is no particular consideration regarding the composition of the resin material to be used, and the means for expressing adhesiveness and transparency is unclear. In particular, in Patent Document 5, there is no consideration on the heat and heat resistance reliability of the resin, and the resin material having the composition specifically shown in the examples becomes cloudy in a short time heat and heat resistance test after being applied to a display.

Also in Patent Document 6, acrylic acid is used as a part of the resin specifically shown in the examples, and the metal in contact with the wet heat resistance test is corroded in a long time heat resistance test. The problem occurs.
From the above, there are insufficient points regarding the examination of heat-and-moisture resistance.

JP 05-011239 A Japanese Patent Laid-Open No. 03-204616 Japanese Patent Laid-Open No. 06-059253 JP 2004-125868 A JP 2004-058376 A JP 2005-107199 A

  The present invention is an optical resin composition having excellent transparency, having an appropriate adhesive force, excellent in heat-and-moisture resistance reliability, and not damaging the constituent material of the panel for an image display device, and for optical use using the same The object is to provide a resin material.

As a result of intensive studies, the present inventors have found that the above problems can be solved by adjusting the concentration of the crosslinking agent contained in the optical resin composition, and have completed the present invention.
That is, the present invention relates to the following matters.

(1) contains (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer and (C) a crosslinking agent,
The (C) crosslinking agent is a compound having two or more acryloyl groups in the molecule, and the concentration of the compound is in the range of 0.001 to 0.2 mol / kg in terms of the molar concentration of the acryloyl group. Resin composition.

(2) The blending amount of (A) is 14 to 89 parts by mass and (B) with respect to a total of 100 parts by mass of the (A) acrylic acid derivative, (B) acrylic acid derivative polymer and (C) crosslinking agent. The optical resin composition according to the above (1), wherein the blending amount is 10 to 80 parts by mass.

（ただし、一般式（Ｉ）中、ｍは２、３、又は４、ｎは１〜１０の整数を示す。）
前記（Ｂ）アクリル酸系誘導体ポリマーが、前記ＡＡモノマーと前記ＨＡモノマーとを重合させて得られるコポリマーであり、
前記（Ａ）におけるＨＡモノマーの割合（Ｍ質量％）と、前記（Ｂ）中のＨＡモノマーの割合（Ｐ質量％）との間に、次式の関係を満たすように配合された上記（１）又は（２）に記載の光学用樹脂組成物。

(3) The (A) acrylic acid derivative is an alkyl acrylate (AA monomer) having an alkyl group having 4 to 18 carbon atoms and a hydroxyl group-containing acrylate (HA monomer) represented by the following general formula (I): A mixture of

(However, in general formula (I), m is 2, 3, or 4, n shows the integer of 1-10.)
The (B) acrylic acid derivative polymer is a copolymer obtained by polymerizing the AA monomer and the HA monomer,
The above (1) blended so as to satisfy the relationship of the following formula between the proportion of HA monomer in (A) (M mass%) and the proportion of HA monomer in (B) (P mass%): ) Or (2) optical resin composition.

(4) The (A) acrylic acid derivative is a mixture in which the AA monomer is mixed in an amount of 50 to 87% by mass and the HA monomer is mixed in a ratio of 13 to 50% by mass,
Any of (1) to (3) above, wherein the (B) acrylic acid derivative polymer is a copolymer obtained by polymerizing the AA monomer in a proportion of 50 to 87% by mass and the HA monomer in a proportion of 13 to 50% by mass. The optical resin composition as described in one.

(5) An optical resin composition in which (D) a polymerization initiator is further contained in the optical resin composition according to any one of (1) to (4) above.

(6) The blending amount of (D) is 0.01 to 100 parts by mass in total of (A) acrylic acid derivative, (B) acrylic acid derivative polymer and (C) crosslinking agent. The optical resin composition as described in (5) above, which is 5 parts by mass.
(7) The optical resin composition as described in (5) or (6) above, wherein (D) the polymerization initiator is (D1) a photopolymerization initiator.

(8) The blending amount of (D1) is 0.1 to 100 parts by mass in total of the (A) acrylic acid derivative, the (B) acrylic acid derivative polymer, and the (C) crosslinking agent. The optical resin composition according to (7), which is 5 parts by mass.

(9) The (D1) photopolymerization initiator is an α-hydroxyalkylphenone compound, an acylphosphine oxide compound, oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) ) Propanone), and oxy-phenyl-acetic acid 2- [2-oxo-2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2-hydroxy-ethoxy] -ethyl ester The optical resin composition according to the above (7) or (8), which is at least one selected from the group consisting of:

(10) The AA monomer is 2-ethylhexyl acrylate, isooctyl acrylate and / or n-octyl acrylate, and the HA monomer is 2-hydroxyethyl acrylate, 1-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3 The above (1) which is at least one selected from the group consisting of -hydroxypropyl acrylate, 1-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 3-hydroxybutyl acrylate, 2-hydroxybutyl acrylate and 1-hydroxybutyl acrylate Optical resin composition as described in any one of-(9).

(11) The optical resin composition according to any one of (3) to (10), wherein the copolymer has a weight average molecular weight of 100,000 to 700,000.

(12) An optical resin material obtained by curing reaction of the optical resin composition according to any one of (1) to (11).

(13) The optical resin material according to (12), wherein the shape is a sheet shape or a film shape.

  According to the present invention, an optical resin composition excellent in transparency, having an appropriate adhesive strength, excellent in moisture and heat resistance resistance, and not damaging a constituent material of a panel for an image display device, and the same are used. It is possible to provide an optical resin material.

The optical resin composition, the optical resin material of the present invention, the optical filter for the image display device, and the image display device will be described below.
First, the optical resin composition of the present invention will be described below.

<Optical resin composition>
The optical resin composition of the present invention contains (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer, and (C) a crosslinking agent, and the (C) crosslinking agent has an acryloyl group in the molecule. It is a compound having two or more compounds, and the concentration of the compound is in the range of 0.001 to 0.2 mol / kg in terms of the molar concentration of the acryloyl group. Hereinafter, each component will be described in detail.
In the present specification, “acrylic acid” such as acrylic acid derivatives includes “methacrylic acid”.

[(A) Acrylic acid derivative]
In the present invention, the (A) acrylic acid derivative is specifically preferably a compound having one polymerizable unsaturated bond in the molecule, such as methyl (meth) acrylate, n-butyl (meth) acrylate, i -Alkyl (meth) acrylates such as butyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, isononyl (meth) acrylate, n-octyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate; benzyl ( Aralkyl (meth) acrylates such as meth) acrylate; alkoxyalkyl (meth) acrylates such as butoxyethyl (meth) acrylate; aminoalkyl (meth) acrylates such as N, N-dimethylaminoethyl (meth) acrylate; diethylene glycol ethyl ester (Meth) acrylic acid ester of polyalkylene glycol alkyl ether such as (meth) acrylic acid ester of tellurium, (meth) acrylic acid ester of triethylene glycol butyl ether, (meth) acrylic acid ester of dipropylene glycol methyl ether; hexaethylene (Meth) acrylic esters of polyalkylene glycol aryl ethers such as (meth) acrylic esters of glycol phenyl ether; cyclohexyl (meth) acrylate, dicyclopentanyl (meth) acrylate, isobornyl (meth) acrylate, methoxylated cyclodeca (Meth) acrylic acid ester having an alicyclic group such as triene (meth) acrylate; fluorinated alkyl (meth) acrylate such as heptadecafluorodecyl (meth) acrylate (Meth) acrylic acid ester having a hydroxyl group such as 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate and glycerol (meth) acrylate; glycidyl (meth) (Meth) acrylic acid ester having a glycidyl group such as acrylate; acrylic acid, methacrylic acid, acrylamide and the like. These can be used alone or in combination of two or more.

  Here, (meth) acrylate means methacrylate or acrylate. For example, methyl (meth) acrylate means methyl methacrylate or methyl acrylate (the same applies hereinafter). These compounds having one polymerizable unsaturated bond in the molecule can be used alone or in combination of two or more.

  In the optical resin composition of the present invention, (A) the acrylic acid derivative is an alkyl acrylate having an alkyl group having 4 to 18 carbon atoms (hereinafter referred to as “AA monomer”) and the following general formula (I). It is preferably made of a mixture of hydroxyl group-containing acrylates (hereinafter referred to as “HA monomers”).

（ただし、一般式（Ｉ）中、ｍは２、３、又は４、ｎは１〜１０の整数を示す。）

(However, in general formula (I), m is 2, 3, or 4, n shows the integer of 1-10.)

  Examples of the AA monomer include n-butyl acrylate, n-pentyl acrylate, n-hexyl acrylate, n-octyl acrylate, isooctyl acrylate, 2-ethylhexyl acrylate, dodecyl acrylate, stearyl acrylate, and the like. , Isooctyl acrylate, 2-ethylhexyl acrylate, and n-octyl acrylate are preferable, and ethylhexyl acrylate is particularly preferable. These acrylates may be used in combination of two or more.

  Examples of the HA monomer include 2-hydroxyethyl acrylate, 1-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 1-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 3-hydroxybutyl acrylate, 2- Hydroxyl-containing acrylates such as hydroxybutyl acrylate and 1-hydroxybutyl acrylate; polyethylene glycol monoacrylates such as diethylene glycol and triethylene glycol; polypropylene glycol monoacrylates such as dipropylene glycol and tripropylene glycol; dibutylene glycol and tributylene glycol Polybutylene glycol monoacrylate; Tyl acrylate, 1-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 1-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 3-hydroxybutyl acrylate, 2-hydroxybutyl acrylate, 1-hydroxybutyl acrylate Is preferred, and 2-hydroxyethyl acrylate is particularly preferred. These acrylates may be used in combination of two or more.

  When the (A) acrylic acid derivative in the present invention is a mixture of an AA monomer and an HA monomer, it is preferable to use the AA monomer in a proportion of 50 to 87% by mass and the HA monomer in a proportion of 13 to 50% by mass. Preferably, the AA monomer is 60 to 70% by mass and the HA monomer is 30 to 40% by mass.

  In these, if the AA monomer exceeds 87% by mass, that is, if the HA monomer is too small, there is no problem in use, but the cured product of the shock absorber according to the present invention may easily become cloudy at the time of moisture absorption. On the contrary, if the HA monomer exceeds 50% by mass, that is, if the amount of the AA monomer is too small, there is no problem in use, but the cured product of the shock absorber according to the present invention may be easily deformed during moisture absorption.

[(B) Acrylic acid derivative polymer]
In the present invention, the (B) acrylic acid derivative polymer is obtained by polymerizing a compound having one polymerizable unsaturated bond in the molecule among the above acrylic acid derivatives. A compound having two or more polymerizable unsaturated bonds in the molecule may be copolymerized within a range that does not impair the moisture resistance. In the present invention, the “range that does not impair the effects of the present invention” specifically refers to a range that does not gel when copolymerized, for example, a compound having two or more polymerizable unsaturated bonds in the molecule. When (B) is used, the molar concentration of the acryloyl group in the acrylic acid derivative polymer (B) is 0.01 mol / kg or less.

(B) The acrylic acid derivative polymer preferably has a weight average molecular weight (measured using a standard polystyrene calibration curve by gel permeation chromatography, the same shall apply hereinafter) of 100,000 to 700,000. 150,000 to 400,000 are more preferable, and 200,000 to 350,000 are more preferable.
(B) It is preferable from the point of handling property and adhesive force that the weight average molecular weights of an acrylic acid-type derivative polymer are 100,000-700,000.

  The compound having two or more polymerizable unsaturated bonds in the molecule may be a compound having two or more unsaturated bonds contributing to the polymerization reaction, and may be 1,4-butanediol diacrylate, 1,6- Hexanediol diacrylate, alkylene glycol diacrylate such as 1,9-nonanediol diacrylate, polyalkylene glycol diacrylate such as polyethylene glycol diacrylate, polypropylene glycol diacrylate; trimethylolpropane triacrylate, ethoxylated trimethylolpropane triacrylate Triacrylates such as ethoxylated pentaerythritol tetraacrylate, ditrimethylolpropane tetraacrylate, pentaerythritol tetraacrylate and the like; Hexaacrylate such as pentaerythritol hexaacrylate; and the like. When these compounds having two or more polymerizable unsaturated bonds are used in excess, gelation proceeds during the synthesis of the (meth) acrylic acid derivative polymer.

  Thus, the acrylic acid derivative polymer can be used alone or in combination of two or more compounds having one polymerizable unsaturated bond in the molecule, and polymerizable compounds other than acrylic acid derivatives can be used. It may be a polymer obtained by polymerization in combination.

  The polymerizable compound other than the (meth) acrylic acid derivative may be a compound having a polymerizable unsaturated bond, and examples thereof include acrylonitrile, styrene, vinyl acetate, ethylene, and propylene.

When the (A) acrylic acid derivative comprises a mixture of an AA monomer and a hydroxyl group-containing acrylate represented by the following general formula (I) (hereinafter referred to as “HA monomer”), the (B) acrylic acid derivative The polymer is also preferably a copolymer obtained by polymerizing the AA monomer and the HA monomer used in the (A) acrylic acid derivative.
Between the ratio (M mass%) of the HA monomer in the (A) acrylic acid derivative and the ratio (P mass%) of the HA monomer in the (B) acrylic acid derivative polymer, More preferably, it is blended.

  In the present invention, when (B) the acrylic acid derivative polymer is a copolymer obtained by polymerizing the AA monomer and the HA monomer, the AA monomer is 50 to 87% by mass, and the HA monomer is 13 to 50% by mass. It is preferable to polymerize at a ratio of%, more preferably 60 to 70% by mass of AA monomer and 30 to 40% by mass of HA monomer.

  The copolymer obtained by polymerizing the AA monomer and the HA monomer has a weight average molecular weight (measured using a standard polystyrene calibration curve by gel permeation chromatography, the same shall apply hereinafter) of 100,000 to 700. , 000 is preferable, 150,000 to 400,000 is more preferable, and 200,000 to 350,000 is more preferable.

  As a method for synthesizing the copolymer obtained by polymerizing the AA monomer and the HA monomer, known polymerization methods such as solution polymerization, suspension polymerization, emulsion polymerization, and bulk polymerization can be used. Polymerization is preferred.

  For polymerization of the copolymer, a polymerization initiator can be used, and as the polymerization initiator, a compound that generates radicals by heat can be used. Specifically, benzoyl peroxide, t-butyl perbenzoate, Cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n-propyl peroxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, t-butylperoxyneodecanoate, t-butylperoxybivalate , (3,5,5-trimethylhexanoyl) peroxide, dipropionyl peroxide, diacetyl peroxide, organic peroxides such as didodecyl peroxide; 2,2′-azobisisobutyronitrile, 2,2 '-Azobis (2-methylbutyronitrile), 1,1'-azobis (cycl Hexane-1-carbonyl), 2,2′-azobis (2,4-dimethylvaleronitrile), 2,2′-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl 2,2′-azobis (2-methylpropionate), 4,4′-azobis (4-cyanovaleric acid), 2,2′-azobis (2-hydroxymethylpropionitrile), 2,2′-azobis [2- ( 2-imidazolin-2-yl) propane], and the like.

  In the present invention, the AA monomer and the HA monomer are preferably used in the same combination in each of (A) the acrylic acid derivative and (B) the acrylic acid derivative polymer.

  Further, as described above, in the present invention, the ratio (M mass%) of the HA monomer in the (A) acrylic acid-based derivative and the HA monomer in the (B) acrylic acid-based derivative polymer (copolymer). It is preferable that each compounding is adjusted so that there is a relationship of the following formula between the ratio (P mass%).

When (PM) does not satisfy the above formula, the impact absorbing material according to the present invention tends to become cloudy at the time of curing. In the (B) acrylic acid-based derivative polymer and (A) acrylic acid-based derivative, this condition is always satisfied when the AA monomer (and HA monomer) is in the above-described preferred ratio.
Further, the value of (P−M) is more preferably lower limit −5 and upper limit 5, and further preferably lower limit −3 and upper limit 3.

[(C) Crosslinking agent]
In the present invention, (C) the cross-linking agent includes acrylic acid or methacrylic acid having two or more polymerizable unsaturated bonds in the molecule, derivatives thereof, and the like, and in particular, two or more acryloyl groups in the molecule. It is preferable that the concentration of the second acrylic acid derivative is 0.001 to 0.2 mol in terms of the molar concentration of the acryloyl group. / Kg is preferable.

  In addition, by molecular weight, the second acrylic acid derivative includes (a) a low molecular weight having a molecular weight of less than 4,000, and (b) a high molecular weight having a molecular weight of 4,000 or more. Each will be classified and explained.

  Among the crosslinking agents, those having a low molecular weight (i) those having a molecular weight of less than 4,000 are bisphenol A diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, 1,9- Nonanediol diacrylate, 1,3-butylene glycol diacrylate, diethylene glycol diacrylate, tripropylene glycol diacrylate, glycerol diacrylate, neopentyl glycol diacrylate, polyethylene glycol diacrylate, polypropylene glycol diacrylate, polybutylene glycol diacrylate, Trimethylolpropane triacrylate, pentaerythritol triacrylate, tris (acryloxyethyl) isocyanurate, pentaerythritol Acrylate monomers such as laacrylate, dipentaerythritol tetraacrylate, dipentaerythritol hexaacrylate, dipentaerythritol pentaacrylate; acrylic oligomers such as epoxy acrylate, polyester acrylate, urethane acrylate, and acrylic acrylate; Preference is given to acrylates such as triacrylate, pentaerythritol triacrylate, tris (acryloxyethyl) isocyanurate, pentaerythritol tetraacrylate, dipentaerythritol tetraacrylate. In addition, compounds having two or more acryloyl groups in the molecule can be appropriately selected from the compounds having two or more polymerizable unsaturated bonds in the molecule.

  Among the crosslinking agents, those having a high molecular weight (b) a molecular weight of 4,000 or more are high molecular weight compounds having two or more reactive unsaturated bonds (hereinafter referred to as “high molecular weight crosslinking agents”). In addition, the weight average molecular weight is preferably 4,000 to 20,000, and more preferably 8,000 to 16,000. When the molecular weight of the high molecular weight crosslinking agent is less than 4,000, the cured product tends to be brittle, and when it exceeds 20,000, the viscosity of the composition becomes too high and sheet preparation becomes difficult. Preferred examples of the high molecular weight crosslinking agent include the following (a) to (e) in which alkylene glycol is used as a raw material from the viewpoint of compatibility with other resin composition materials before curing of the optical resin composition.

The following are mentioned as a crosslinking agent which uses alkylene glycol as a raw material.
(A) Di (meth) acrylate of dialcohol compound; di (meth) acrylate of dialcohol compound reacts, for example, polyalkylene glycol such as polyethylene glycol, polypropylene glycol, polybutylene glycol and acrylic acid or methacrylic acid. Can be obtained.

  (B) Di (meth) acrylate of epoxy resin; di (meth) acrylate of epoxy resin is an epoxy in a molecule such as diglycidyl ether of polyalkylene glycol such as polyethylene glycol, polypropylene glycol, and polybutylene glycol. It is obtained by reacting an epoxy resin having two groups with acrylic acid or methacrylic acid.

  (C) Di (meth) acrylate of polyester having hydroxyl groups at both ends; di (meth) acrylate of polyester having hydroxyl groups at both ends is specifically produced by reacting polyester polyol with a saturated acid and a polyhydric alcohol. To do. Examples of saturated acids include aliphatic dicarboxylic acids such as azelaic acid, adipic acid, and sebacic acid. Examples of polyhydric alcohols include ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, butylene glycol, polyethylene glycol, and polypropylene glycol. is there. A polyester di (meth) acrylate can be obtained by reacting such a polyester polyol with acrylic acid or methacrylic acid.

(D) Polyurethane di (meth) acrylate; polyurethane di (meth) acrylate is obtained by reacting a polyhydric alcohol compound with a polyvalent isocyanate compound. Examples of polyhydric alcohols include propylene glycol, tetramethylene glycol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol, neopentyl glycol, 1,4-cyclohexanedimethanol, 2-methyl- 1,8-octanediol, 1,9-nonanediol, 3-methyl-1,5-pentanediol, poly1,2-butylene glycol, polypropylene glycol, polytetramethylene glycol, ethylene glycol-propylene glycol block copolymer, Ethylene glycol-tetramethylene glycol copolymer, methylpentanediol modified polytetramethylene glycol, propylene glycol modified polytetramethylene glycol, propylene oxide adduct of bisphenol A Propylene oxide adduct of hydrogenated bisphenol A, propylene oxide adduct of bisphenol F, there is a propylene oxide adduct of hydrogenated bisphenol F. Polyisocyanate compounds include tolylene diisocyanate, xylylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, trimethylhexamethylene diisocyanate, tetramethylxylylene diisocyanate, isophorone diisocyanate, hydrogenated tolylene diisocyanate, hydrogenated xylylene diisocyanate. There are diisocyanates such as isocyanate, hydrogenated diphenylmethane diisocyanate and norbornene diisocyanate, and polymers of diisocyanates described above, urea modified products of diisocyanates, burette modified products, and the like.
These polyhydric alcohols and polyvalent isocyanates can be used alone or in combination of two or more.

  A polyurethane di (meth) acrylate can be obtained by reacting such a polyurethane compound having a hydroxyl group at the terminal obtained by reacting with an excess of polyhydric alcohol with acrylic acid or methacrylic acid.

  (E) a compound obtained by reacting polyurethane with a compound having a hydroxyl group and a reactive double bond (hereinafter also referred to as “reactive double bond-terminated polyurethane”); It can be obtained by reacting a compound having an isocyanate group at the terminal obtained by reacting an excess of isocyanate with a compound having a hydroxyl group and a reactive double bond. The compound having an isocyanate group at the terminal obtained by reacting polyisocyanate in excess must be obtained using the same polyhydric alcohol compound and polyhydric isocyanate compound as the polyurethane raw material disclosed in (d) above. Can do.

  Examples of the compound having a hydroxyl group and a reactive double bond include 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, polyethylene glycol monoacrylate, polypropylene glycol monoacrylate, ethylene glycol -Propylene glycol block copolymer monoacrylate, ethylene glycol-tetramethylene glycol copolymer monoacrylate, caprolactone-modified monoacrylate (trade name: Plaxel FA series, manufactured by Daicel Chemical Industries), acrylic acid derivatives such as pentaerythritol triacrylate, 2-hydroxy Ethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropy Methacrylate, 4-hydroxybutyl methacrylate, polyethylene glycol monomethacrylate, polypropylene glycol monomethacrylate, ethylene glycol-propylene glycol block copolymer monomethacrylate, ethylene glycol-tetramethylene glycol copolymer monomethacrylate, caprolactone modified monomethacrylate (trade name: Plaxel FM series And methacrylic acid derivatives such as pentaerythritol trimethacrylate. These compounds are used alone or in combination of two or more.

  (B) The high molecular weight cross-linking agent as a cross-linking agent having a molecular weight of 4,000 or more is (d) polyurethane (d) di (meth) acrylate among the above (a) to (d) in terms of toughness of the cured product. (E) Reactive double bond-terminated polyurethanes (especially those in which the reactive double bond is based on an acryloyl group) are preferred.

  Further, among these, those in which the diol component of the polyurethane is composed of polypropylene glycol or polytetramethylene glycol are more preferable, and those using a polyurethane in which the diol component is polypropylene glycol or polytetramethylene glycol and the diisocyanate component is isophorone diisocyanate. Particularly preferred.

  When the compatibility of the (B) acrylic acid derivative polymer (C) and the high molecular weight crosslinking agent as the crosslinking agent is low, the cured product becomes cloudy when the amount of the high molecular weight crosslinking agent is increased. By using alkylene glycol as a raw material, compatibility with the polymer can be improved, and transparency can be maintained regardless of the amount of the high molecular weight crosslinking agent.

  Further, by using a high molecular weight crosslinking agent as the crosslinking agent (C), it is possible to prevent the cured product from becoming brittle or having too low an adhesive force even when used in a relatively large amount. Thereby, the usage-amount of a crosslinking agent can be increased and it can suppress that the characteristic of hardened | cured material changes with the error at the time of a mixing | blending.

As a method for synthesizing the high molecular weight crosslinking agent, known polymerization methods such as bulk polymerization, solution polymerization, suspension polymerization and emulsion polymerization can be used. These methods can also be used for the synthesis of the (B) acrylic acid derivative polymer.
The above high molecular weight crosslinking agents can be used alone or in combination of two or more.

  (C) It is preferable that a crosslinking agent contains 0.001-0.2 mol / kg by mass molar concentration of an acryloyl group.

  (C) As a compounding quantity of a crosslinking agent, it is more preferable that it is 0.001-0.2 mol / kg by mass molar concentration of an acryloyl group, and it is further more preferable that it is 0.005-0.1 mol / kg, It is especially preferable that it is 0.01-0.08 mol / kg.

  (C) If the density | concentration of a crosslinking agent is less than 0.001 mol / kg by mass molar concentration of an acryloyl group, it may become difficult for the hardened | cured material of an optical resin composition to maintain a shape, conversely 0.2 mol If it exceeds / kg, the adhesive strength may be reduced, or there may be a problem in wet heat resistance reliability. Further, the cured product of the optical resin composition may become brittle and problems with mechanical properties may easily occur.

  (C) In addition to a compound having two or more acryloyl groups in the molecule, a compound having one polymerizable unsaturated bond such as acrylonitrile, styrene, vinyl acetate, ethylene or propylene in the molecule is used as a crosslinking agent. Can do.

  In the above, in order to obtain the effect of the present invention, the monomer other than the compound having two or more acryloyl groups in the molecule (the polymerizable unsaturated bond described above) of the total amount of the polymerizable compound (C) used as the crosslinking agent. Is preferably 90% by mass or less, more preferably 50% by mass or less, and still more preferably 20% by mass or less.

  In the present invention, (C) a compound having two or more acryloyl groups in the molecule and a compound having two or more polymerizable unsaturated bonds in the molecule can be used in combination as a crosslinking agent. If there are too many compounds having two or more polymerizable unsaturated bonds in the molecule, the adhesive force tends to be too small, and the impact absorbing layer tends to tear easily due to impact.

The optical resin composition of the present invention is based on a total of 100 parts by mass of (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer, and (C) a crosslinking agent.
(A) 14 to 89 parts by mass of an acrylic acid derivative,
(B) It is preferable that it is 10-80 mass parts of acrylic acid-type derivative polymers.

  (A) As a compounding quantity of an acrylic acid-type derivative, it is more preferable that it is 36-89 mass parts, It is more preferable that it is 39-69 mass parts, It is especially preferable that it is 39-59 mass parts. If the acrylic acid derivative is less than 14 parts by mass, there is no problem in use, but the viscosity of the composition becomes too high to make a sheet, and if it exceeds 89 parts by mass, there is no problem in use but there is a problem in mechanical properties. May occur.

  (B) As a compounding quantity of an acrylic acid type derivative polymer, it is more preferable that it is 15-60 mass parts, It is further more preferable that it is 15-50 mass parts, It is especially preferable that it is 15-40 mass parts. When the amount of the acrylic acid derivative polymer is less than 10 parts by mass, there is no problem in use, but there is a problem in mechanical properties, and the impact absorbability of the optical resin material may be lowered. Further, curing shrinkage becomes large, and a problem is likely to occur in the flatness of the film. On the contrary, when it exceeds 80 parts by mass, there is no problem in use, but the viscosity of the composition becomes too high, and it may be difficult to produce a sheet.

  As described above, the (A) acrylic acid derivative in the present invention is preferably a mixture of AA monomer and HA monomer, and the (B) acrylic acid derivative polymer is also used as the (A) acrylic acid derivative. It is preferable that the copolymer is obtained by polymerizing the AA monomer and the HA monomer, and the ratio (M% by mass) of the HA monomer in the (A) acrylic acid derivative and the (B) acrylic acid derivative polymer It is more preferable to blend so that there is a relationship of the following formula with the proportion of HA monomer (P wt%).

  Further, the (A) acrylic acid derivative in the present invention is preferably a mixture of an AA monomer and an HA monomer, and is preferably used at a ratio of 50 to 87% by mass of the AA monomer and 13 to 50% by mass of the HA monomer. More preferably, the AA monomer is 60 to 70% by mass and the HA monomer is 30 to 40% by mass. The (B) acrylic acid derivative polymer is also preferably a copolymer obtained by polymerizing an AA monomer and an HA monomer used in the (A) acrylic acid derivative, and the AA monomer is preferably 50 to 87. It is preferable to polymerize the polymer in an amount of 13% by mass to 13% by mass, and more preferably 60 to 70% by mass of the AA monomer and 30 to 40% by mass of the HA monomer.

[(D) Polymerization initiator]
In the present invention, in addition to the optical resin composition containing (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer and (C) a crosslinking agent, (D) a polymerization initiator is further contained. Is preferred.
(D) As a polymerization initiator, both (D1) photopolymerization initiator and (D2) thermal polymerization initiator can be used, and these may be used in combination. In addition, when polymerization is performed by irradiation with an electron beam, a polymerization initiator may not be used.

  That is, the curing reaction can be performed by a curing reaction by irradiation with active energy rays, a curing reaction by heat, or a combination thereof. Active energy rays refer to ultraviolet rays, electron beams, α rays, β rays, γ rays and the like. These methods can also be used for the synthesis of the acrylic acid derivative polymer.

  As a compounding quantity of a polymerization initiator, 0.01-5 mass parts is included with respect to a total of 100 mass parts of (A) acrylic acid derivative, (B) acrylic acid derivative polymer, and (C) crosslinking agent. Preferably, 0.01 to 3 parts by mass are included, and 0.03 to 2 parts by mass are further preferably included.

  When using a photoinitiator as a polymerization initiator, the usage-amount is 0.1-5 mass parts, and when using a thermal-polymerization initiator as a polymerization initiator, the usage-amount is 0.00. The amount is preferably 01 to 1 part by mass, and when a photopolymerization initiator and a thermal polymerization initiator are used in combination, it is preferably used in these amount ranges. If the polymerization initiator is less than 0.01 parts by mass, there is no problem in use, but the reaction does not proceed sufficiently. Conversely, if it exceeds 5 parts by mass, there is no problem in use, but a large amount of polymerization initiator remains. There is a tendency for problems to occur in optical characteristics and mechanical characteristics.

  When using a photoinitiator and a thermal polymerization initiator together, it is preferable to change the amount of each used according to a process. For example, when temporary fixing is performed by photopolymerization and then main curing is performed by thermal polymerization, it is preferable to use a relatively small amount of a photopolymerization initiator and a thermal polymerization initiator in combination. In this case, it is preferable that 0.1 to 0.5 parts by mass of the photopolymerization initiator and 0.1 to 1.0 parts by mass of the thermal polymerization initiator are used in combination.

  In addition, when most of the curing is completed by photopolymerization and only a part of the portion that is difficult to be photocured is cured by thermal polymerization, it is preferable to use a smaller amount of thermal polymerization initiator from the viewpoint of storage stability. In this case, it is preferable to use 0.5 to 5 parts by mass of a photopolymerization initiator and 0.01 to 0.2 parts by mass of a thermal polymerization initiator in the above formulation.

  Photopolymerization initiators include benzophenone photopolymerization initiator, anthraquinone photopolymerization initiator, benzoin photopolymerization initiator, sulfonium salt photopolymerization initiator, diazonium salt photopolymerization initiator, and onium salt photopolymerization initiator. It can be selected from known materials such as agents. These are particularly sensitive to ultraviolet light.

More specifically, as a photopolymerization initiator, benzophenone, N, N′-tetramethyl-4,4′-diaminobenzophenone (Michler ketone), N, N-tetraethyl-4,4′-diaminobenzophenone, 4-methoxy Benzophenone photopolymerization initiators such as -4'-dimethylaminobenzophenone and α-hydroxyisobutylphenone;
2-ethylanthraquinone, t-butylanthraquinone, 1,4-dimethylanthraquinone, 1-chloroanthraquinone, 2,3-dichloroanthraquinone, 3-chloro-2-methylanthraquinone, 1,2-benzoanthraquinone, 2-phenylanthraquinone, Anthraquinone photopolymerization initiators such as 1,4-naphthoquinone and 9,10-phenanthraquinone;
Fragrances such as thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexyl phenyl ketone, 2,2-dimethoxy-1,2-diphenylethane-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one Group ketone compounds;
Benzoin photopolymerization initiators such as benzoin compounds such as benzoin, methylbenzoin, ethylbenzoin, benzoin ether compounds such as benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin phenyl ether;
Ester compounds such as benzyl, 2,2-diethoxyacetophenone, benzyldimethyl ketal, β- (acridin-9-yl) acrylic acid;
Acridine compounds such as 9-phenylacridine, 9-pyridylacridine, 1,7-diacridinoheptane;
2- (o-chlorophenyl) -4,5-diphenylimidazole dimer, 2- (o-chlorophenyl) -4,5-di (m-methoxyphenyl) imidazole dimer, 2- (o-fluorophenyl) -4,5-diphenylimidazole dimer, 2- (o-methoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methoxyphenyl) -4,5-diphenylimidazole dimer, 2 , 4-Di (p-methoxyphenyl) 5-phenylimidazole dimer, 2- (2,4-dimethoxyphenyl) -4,5-diphenylimidazole dimer, 2- (p-methylmercaptophenyl) -4 2,4,5-triarylimidazole dimer such as 1,5-diphenylimidazole dimer;
2-benzyl-2-dimethylamino-1- (4-morpholinophenyl) -1-butanone, 2-methyl-1- [4- (methylthio) phenyl] -2-morpholino-1-propane, bis (2 , 4,6-trimethylbenzoyl) -phenylphosphine oxide, oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) propanone) and the like.

  In particular, those that do not color the resin composition include 1-hydroxycyclohexyl phenyl ketone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, and 1- [4- (2-hydroxyethoxy). Α-hydroxyalkylphenone compounds such as -phenyl] -2-hydroxy-2-methyl-1-propan-1-one, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2, Acylphosphine oxide compounds such as 6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine oxide, 2,4,6-trimethylbenzoyl-diphenylphosphine oxide, oligo (2-hydroxy-2-methyl) -1- (4- (1-methylvinyl) phenyl) propanone), Mixtures of xy-phenyl-acetic acid 2- [2-oxo-2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2-hydroxy-ethoxy] -ethyl ester and Combinations are preferred.

  In order to produce particularly thick sheets, bis (2,4,6-trimethylbenzoyl) -phenylphosphine oxide, bis (2,6-dimethoxybenzoyl) -2,4,4-trimethyl-pentylphosphine A photopolymerization initiator containing an acyl phosphine oxide compound such as oxide, 2,4,6-trimethylbenzoyl-diphenylphosphine oxide is preferable.

  In order to reduce the odor of the sheet, oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) propanone), oxy-phenyl-acetic acid 2- [2-oxo- A mixture of 2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2-hydroxy-ethoxy] -ethyl ester is preferred.

  In order to reduce polymerization inhibition by oxygen, oxy-phenyl-acetic acid 2- [2-oxo-2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2- A mixture of hydroxy-ethoxy] -ethyl ester is preferred. A plurality of these photopolymerization initiators may be used in combination.

  The thermal polymerization initiator is an initiator that generates radicals by heat. Specifically, benzoyl peroxide, t-butyl perbenzoate, cumene hydroperoxide, diisopropyl peroxydicarbonate, di-n- Propyl peroxydicarbonate, di (2-ethoxyethyl) peroxydicarbonate, t-butylperoxyneodecanoate, t-butylperoxybivalate, t-hexylperoxypivalate, (3,5,5 -Organic peroxides such as trimethylhexanoyl) peroxide, dipropionyl peroxide, lauroyl peroxide, diacetyl peroxide, didodecyl peroxide.

  In addition, 2,2′-azobisisobutyronitrile, 2,2′-azobis (2-methylbutyronitrile), 1,1′-azobis (cyclohexane-1-carbonyl), 2,2′-azobis ( 2,4-dimethylvaleronitrile), 2,2′-azobis (2,4-dimethyl-4-methoxyvaleronitrile), dimethyl 2,2′-azobis (2-methylpropionate), 4,4′- Azos such as azobis (4-cyanovaleric acid), 2,2′-azobis (2-hydroxymethylpropionitrile), 2,2′-azobis [2- (2-imidazolin-2-yl) propane] The thermal polymerization initiator of a system compound is also mentioned.

  If the temperature at which half of the thermal polymerization initiator decomposes in 10 hours, which is called the 10-hour half-life temperature, is too low, there is no problem in use, but storage stability is reduced, or the 10-hour half-life temperature is too high. In such a case, the reaction requires heating at a high temperature, so that the characteristics of the liquid crystal and the polarizing plate may be deteriorated and the display characteristics of the liquid crystal display may be deteriorated.

  For this reason, the 10-hour half-life temperature of the thermal polymerization initiator is preferably 40 to 80 ° C, more preferably 40 to 65 ° C, and further preferably 50 to 65 ° C. A thermal polymerization initiator having a relatively high 10-hour half-life temperature is easy to ensure storage stability, but its reactivity is lowered, so that the addition amount needs to be relatively large. Conversely, the thermal polymerization initiator having a low 10-hour half-life temperature is preferably added in a relatively small amount in order to suppress the polymerization reaction during storage.

  When the optical resin composition is applied or cast in the state of the optical resin composition, it is difficult to heat it because the high-temperature resistance of the deflecting plate used in the liquid crystal panel is low. In this case, a photopolymerization initiator that can be polymerized by light is preferable.

  It is preferable to add various stabilizers to the optical resin composition of the present invention as necessary. As stabilizers, polymerization inhibitors such as paramethoxyphenol used for the purpose of enhancing the storage stability of the resin composition, oxidation of triphenylphosphine used for enhancing the heat resistance of the cured product of the resin composition Examples thereof include HALS (Hindered Amine Light Stabilizer), which is used to increase the weather resistance. These stabilizers may be used in combination. In addition, other compounds may be added as long as the effects of the present invention are obtained.

Next, the optical resin composition of the present invention will be described below.
<Optical resin material>
The optical resin material of the present invention can be obtained by curing reaction of the optical resin composition of the present invention.

  In the production of the optical resin material of the present invention, a cast form can be used, and a desired thickness is applied using a general-purpose coating machine, and a light beam such as ultraviolet rays or an electron beam is irradiated. It can be manufactured by curing.

  When the shape is a sheet (including a film), the film thickness is preferably 0.1 mm to 3 mm. The optical resin material can be used as it is after the optical resin composition is cured, but a configuration in combination with a transparent protective substrate is also preferable. When not using together with a transparent protective substrate, the thickness of 0.2 mm or more is more preferable in consideration of impact absorption. In particular, when it is desired to increase shock absorption, the thickness is preferably 1.3 mm or more.

On the other hand, when using together with a transparent protective substrate, it is preferable that it is 0.5 mm or less, and it is especially preferable that it is 0.2 mm or less. The material of the transparent protective substrate will be described later.
This optical resin material is formed by laminating a sheet-like product (including those on a film) formed on a surface of an image display panel or an image display device, an optical filter or the like, or via an adhesive or an adhesive. be able to.

When an optical filter is produced using the optical resin composition of the present invention instead of the optical resin material of the present invention (after curing), the optical filter is formed on a functional layer such as a base material or an antireflection film layer of the optical filter. After the optical resin composition of the invention is formed, the optical resin base material, the functional layer or the protective layer may be further laminated and then cured by irradiation with radiation to form an optical resin material. Good. If possible, the optical resin composition of the present invention may be used in the form of a sheet (including a film).
Functional layers such as the base material of the optical filter and the antireflection film layer will be described later.

  The optical resin material of the present invention preferably has a glass transition temperature (Tg) of 0 ° C. or lower. When the glass transition temperature exceeds 0 ° C., the impact absorbing layer becomes hard and is easily broken by impact. Tg is more preferably -20 to -60 ° C. In order to set the glass transition temperature to 0 ° C. or less, among the materials of the optical resin composition described above, a combination of (A) an acrylic acid derivative, (B) an acrylic acid derivative polymer, and (C) a crosslinking agent is appropriately used. What is necessary is just to prepare.

  For the purpose of increasing the tackiness of the optical resin material of the present invention, a polar group is imparted to the molecule of the (B) acrylic acid derivative polymer used as the material of the optical resin composition used in the present invention. It is preferable. There are polar groups such as a hydroxyl group, a carboxyl group, a cyano group, and a glycidyl group as polar groups that increase the adhesion to glass. These groups are introduced by reacting a monomer having such a group. be able to.

  The optical resin composition of the present invention and the optical resin material of the present invention have a visible light transmittance of 80% or more, a turbidity of 5% or less, and a yellowness (Y1) for use in an image display device. 10 or less is preferable.

  In the case where the optical resin composition of the present invention is polymerized by irradiating with ultraviolet rays or the like, in the case where the polymerization is inhibited if oxygen is present, the surface of the optical resin composition is shielded from oxygen during curing. It is preferable to cover with a transparent film (acrylic resin or the like) that passes UV light or transparent glass that passes UV light or the like.

It is also possible to block oxygen by carrying out the polymerization in an inert atmosphere.
In addition, when it is difficult to block oxygen, the influence of inhibition of polymerization by oxygen can be reduced by increasing the amount of polymerization initiator added.

  As polymerization initiators in this case, oxy-phenyl-acetic acid 2- [2-oxo-2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2-hydroxy-ethoxy ] -Ethyl ester mixtures are preferred.

As the ultraviolet irradiation device, a single-wafer type or conveyor type ultraviolet irradiation device can be used.
Moreover, as a light source for ultraviolet irradiation, a low pressure mercury lamp, a medium pressure mercury lamp, a high pressure mercury lamp, a metal halide lamp, an LED lamp or the like can be used, but a high pressure mercury lamp or a metal halide lamp is preferable.

  Even if the optical resin composition of the present invention is thickly formed or the optical resin material of the present invention is thick, it contains the above (B) acrylic acid derivative polymer, and therefore is a cured resin thereof. The optical resin material has hardness and is difficult to undergo compositional deformation upon impact. Therefore, the optical resin material is easily thickened to improve the impact absorption.

  The optical resin composition of the present invention or the optical resin material of the present invention can be applied to various image display devices. Examples of the image display device include a plasma display (PDP), a liquid crystal display (LCD), a cathode ray tube (CRT), a field emission display (FED), an organic EL display, and electronic paper.

  The optical resin material of the present invention is an optical filter substrate such as a base film such as a polyethylene film or a polyester film. In combination with a multilayered product formed or laminated on a multilayered product obtained by forming or laminating a functional layer having functionality on an optical filter substrate that is a transparent protective substrate such as glass, acrylic, polycarbonate, etc. It can be used as an optical filter combined with a multilayer material. The optical resin composition of the present invention can also be used as an optical resin material after being cured in combination with these multilayers.

  The antireflection layer may be any layer having antireflection properties such that the visible light reflectance is 5% or less, and a layer treated with a known antireflection method on a transparent substrate such as a transparent plastic film. Can be used.

  The antifouling layer is for preventing the surface from getting dirty, and a fluorine resin layer, a silicone resin layer, or the like is used to lower the surface tension, but these known layers can be used.

  The dye layer is used to increase color purity, and is used to reduce unnecessary light when the color purity of light emitted from an image display panel such as a liquid crystal display panel is low. A dye that absorbs light in unnecessary portions is dissolved in a resin, and is formed or laminated on a base film such as a polyethylene film or a polyester film, or mixed with an adhesive.

  The hard coat layer is used to increase the surface hardness. As a hard-coat layer, what formed or laminated | stacked acrylic resins, such as urethane acrylate and epoxy acrylate, an epoxy resin, etc. on base films, such as a polyethylene film, can be used. Similarly, in order to increase the surface hardness, a transparent protective substrate such as glass, an acrylic plate or polycarbonate, or a hard coat layer formed or laminated on these plates can be used.

  The optical resin composition of the present invention or the optical resin material of the present invention can be used by laminating a functional layer such as an antireflection layer and other necessary ones. In this case, the functional layer may be laminated on one side of the base material of the optical filter, the functional layers having different functions are separately provided on both sides of the base material of the optical filter, and the same functional layer is laminated on both sides thereof. It may be. The order of stacking the functional layers is arbitrary.

  When combined with these functional layers, the optical resin composition of the present invention or the optical resin material of the present invention is preferably laminated on the side close to the image display panel or the image display device surface.

  The optical resin composition of the present invention or the optical resin material of the present invention can also be used by being laminated on a polarizing plate. In this case, it can also laminate | stack on the visual recognition surface side of a polarizing plate, and can also laminate | stack on the opposite side.

  When used on the viewing surface side of the polarizing plate, an antireflection layer, an antifouling layer, and a hard coat layer may be laminated on the viewing surface side of the optical resin composition of the present invention or the optical resin material of the present invention. When used between the polarizing plate and the liquid crystal cell, a functional layer can be laminated on the viewing surface side of the polarizing plate.

In the case of such a laminate, the optical resin composition of the present invention or the optical resin material of the present invention is preferably the outermost layer.
If necessary, these layers can be laminated using a roll laminating machine or a sheet laminating machine with an adhesive layer between each layer.

  Furthermore, the laminate laminated by roll laminating or single-wafer laminating machine is a roll laminator or single-wafer laminating machine using an image display panel or the front of an image display device, or a front plate or transparent protective substrate for an image display device. Can be pasted.

  The optical resin composition of the present invention or the optical resin material of the present invention is preferably disposed at an appropriate position on the viewing side from the image display panel of the image display device. It is particularly preferable to be applied between the image display panel and the front plate or the transparent protective substrate.

  A general optical transparent substrate can be used as the front plate or the transparent protective substrate of the image display device. Specific examples include inorganic plates such as glass plates and quartz plates, resin plates such as acrylic plates and polycarbonate plates, and resin sheets such as thick polyester sheets.

  When high surface hardness is required, a glass plate, an acrylic plate, etc. are preferable and a glass plate is more preferable. The surface of these front plate or transparent protective substrate may be subjected to treatments such as antireflection, antifouling, and hard coating. These surface treatments may be performed on one side of the front plate or the transparent protective substrate, or may be processed on both sides. These front plates or transparent protective substrates can be used in combination.

  When the image display device is a liquid crystal display device, a general liquid crystal display cell can be used as the liquid crystal display cell. The liquid crystal display cell is divided into TN, STN, VA, IPS and the like depending on the liquid crystal control method, but any liquid crystal display cell using any control method can be used.

  A liquid crystal display device will be described with reference to the drawings. 1 to 4 are schematic cross-sectional views showing a liquid crystal display device using the optical resin material of the present invention, and FIGS. 5 and 6 are schematic cross-sectional views showing a conventional liquid crystal display device.

  As shown in FIG. 5 as an example, the structure of a conventional liquid crystal display device includes a liquid crystal display cell 1, a polarizing plate 2 attached to both surfaces thereof, and a transparent protective substrate 5 disposed with a gap 30 provided on the front surface. It consists of. The liquid crystal display cell 1 is a structure in which liquid crystal is sealed in two transparent glasses, and polarizing plates 2 and the like are attached to both sides of the outside of the glass. A reflector or backlight system 4 is disposed below the liquid crystal display cell 1. In this case, it is also preferable that an antireflection layer, an antifouling layer, a hard coat layer and the like are appropriately laminated on the front surface of the transparent protective substrate 5.

  FIG. 6 shows another conventional liquid crystal display device, which includes a liquid crystal display cell 1, a polarizing plate 2 attached to both surfaces thereof, and a reflector or a backlight unit 4. In this case, an antireflection layer, an antifouling layer, a hard coat layer and the like are appropriately laminated on the front surface of the polarizing plate 2.

On the other hand, as a liquid crystal display device according to the present invention, FIG. 1 shows an example of a liquid crystal display device configured through a transparent resin layer 3 made of the optical resin material of the present invention.
A polarizing plate 2 is laminated on both surfaces of the liquid crystal display cell 1, a transparent resin layer 3 is laminated on one polarizing plate 2, and a transparent protective substrate 5 is laminated thereon to constitute a viewing side, and a reflecting plate is placed on the other polarizing plate 2. Or the backlight system 4 is arrange | positioned.

  Moreover, you may replace the order of the transparent resin layer 3 and the polarizing plate 2 by the side of visual recognition by the structure in FIG. 1 like FIG. In this case, an adhesive or the like may be used to attach the transparent protective substrate 5 and the polarizing plate 2.

  When the transparent protective substrate 5 is used as shown in FIGS. 1 and 2, an antireflection layer, an antifouling layer, a hard coat layer, or the like may be appropriately laminated on the surface of the transparent protective substrate 5. Further, an antireflection layer, an antifouling layer, a hard coat layer or the like may be laminated on the surface of the polarizing plate 2, but there may be no layer having these functionalities.

  Further, there is a configuration in which the transparent protective substrate 5 is not disposed as shown in FIGS. 3 and 4 corresponding to the configuration of the liquid crystal display device in FIGS. 1 and 2. However, in FIG. 3, the order of the transparent resin layer 3 and the polarizing plate 2 is further switched.

  When the polarizing plate 2 is at the forefront as shown in FIG. 3, an antireflection layer, an antifouling layer, a hard coat layer or the like may be laminated on the surface of the polarizing plate 2. When the transparent resin layer 3 is at the forefront as shown in FIG. 4, an antireflection layer, an antifouling layer, a hard coat layer, etc. may be laminated on the front surface of the transparent resin layer 3, and at least the hard coat layer is laminated. It is particularly preferred that

  A general polarizing plate can be used as the polarizing plate. The surface of these polarizing plates may be subjected to treatments such as antireflection, antifouling, and hard coat. These surface treatments may be performed on one side or both sides of the polarizing plate.

  The optical resin composition of the present invention or the above-mentioned optical resin material is a functional layer such as an antireflection layer, an electromagnetic wave shielding layer, or a near infrared shielding layer, or these layers are applied to a base film such as a polyethylene film or a polyester film. It can be used as a film-formed or laminated laminate or as an optical filter comprising such a laminate.

  As the electromagnetic wave shielding layer, a known electromagnetic wave shielding layer can be used as long as it has an electromagnetic wave shielding property with a visible light transmittance of 60% or more. A transparent conductive film, a conductive fiber mesh, a mesh made of a conductive ink, or the like can be used, but a metal mesh is most preferable from the viewpoint of high transparency and high electromagnetic shielding properties.

  The metal mesh is produced by applying an adhesive to one or both of a transparent base material such as a polyester film and a conductive metal foil such as copper foil and aluminum foil, and then bonding the two together, and then the metal foil is subjected to a chemical etching process. Obtained by etching. At this time, it is preferable to use a conductive metal foil having a rough surface in order to ensure adhesion. The conductive metal foil is laminated so that the rough surface faces the adhesive layer.

  If a metal mesh is produced by the etching described above, a resin is applied thereon, particularly preferably a resin curable by irradiation with radiation such as ultraviolet rays or electron beams, and radiation such as ultraviolet rays or electron beams. The adhesive layer to which the rough surface has been transferred is preferably made transparent by irradiating and curing. The optical resin composition of the present invention can be used as a resin used for transparency or as a resin that serves as both a transparency and an impact absorbing layer.

  Further, the antireflection layer may be a layer having antireflection properties such that the visible light reflectance is 5% or less, and is processed by a known antireflection method on a transparent substrate such as a transparent plastic film. Layers can be used.

  Furthermore, the near-infrared shielding layer is made of a resin layer in which a near-infrared absorbing material such as an imonium salt or a near-infrared shielding material is dispersed, and can be laminated on a transparent substrate such as a transparent plastic film.

Near-infrared shielding ability can be imparted by dispersing a near-infrared absorbing material such as an immonium salt or a near-infrared shielding material in the optical resin composition of the present invention or the optical resin sheet.
An optical filter having an electromagnetic wave shielding layer or a near-infrared shielding layer is suitable for a plasma display.

  Functional layers such as an electromagnetic wave shielding layer, an antireflection layer, and a near infrared shielding layer can be used by appropriately laminating necessary layers. In this case, the functional layer may be laminated on one side of the transparent substrate, layers having different functions may be separately provided on both sides of the transparent substrate, and layers having the same function may be laminated on both sides thereof. The order of stacking the functional layers is arbitrary.

  Hereinafter, the present invention will be described by way of examples. In addition, this invention is not restrict | limited to these Examples.

Example 1
<(B) Synthesis of acrylic acid derivative polymer>
In a reaction vessel equipped with a condenser, a thermometer, a stirrer, a dropping funnel and a nitrogen injection tube, 84.0 g of 2-ethylhexyl acrylate (AA monomer) and 36.0 g of 2-hydroxyethyl acrylate (HA monomer) were used as initial monomers. Then, 150.0 g of methyl isobutyl ketone was taken and heated from room temperature (25 ° C.) to 70 ° C. for 15 minutes while replacing with nitrogen at a flow rate of 100 ml / min.

  Thereafter, while maintaining this temperature, 21.0 g of 2-ethylhexyl acrylate and 9.0 g of 2-hydroxyethyl acrylate were used as additional monomers, and a solution in which 0.6 g of lauroyl peroxide was dissolved therein was prepared. Was added dropwise over 60 minutes, and the reaction was further continued for 2 hours after the completion of the dropwise addition.

  Subsequently, methyl isobutyl ketone was distilled off to obtain a copolymer of 2-ethylhexyl acrylate (AA monomer) and 2-hydroxyethyl acrylate (HA monomer) (weight average molecular weight 250,000).

<Preparation of optical resin composition to production of transparent sheet>
48.13 g of the above copolymer, 36.21 g of 2-ethylhexyl acrylate (AA monomer), 15.52 g of 2-hydroxyethyl acrylate (HA monomer), 0.15 g (0.01 mol / kg) of polyethylene glycol diacrylate and 1-hydroxy -Cyclohexyl-phenyl-ketone (photopolymerization initiator) 0.50 g was weighed and mixed by stirring to prepare an optical resin composition (1). The difference between the proportion of the HA monomer in the optical resin composition (1) and the proportion of the HA monomer in the copolymer was 0.0.

  Then, it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and a transparent sheet was obtained by irradiating the upper part with an ultraviolet ray transmitting acrylic plate and irradiating the ultraviolet ray with 2,000 mJ using an ultraviolet ray irradiation device. .

  Next, when the adhesive strength was evaluated using this sheet, it was 33 N / 25 mm. When the moisture and heat resistance test was conducted, the adhesive strength retention was 95%, indicating excellent moisture and heat resistance. In addition, the total light transmittance of the obtained sheet was 87%, the turbidity was 0.4, and the yellowness was 2.4, indicating excellent transparency. Tg was −30 ° C. In addition, evaluation of adhesive force, moist heat resistance test, total light transmittance, turbidity, and glass transition point (Tg) was performed as follows.

[Adhesion measurement]
A sample having a width of 25 mm, a length of 100 mm, and a depth of 0.5 mm was used, and measurement was performed with an autograph (model: AG100C) manufactured by Shimadzu Corporation under the conditions of 180 degree peeling and peeling speed of 200 mm / min.

[Moisture and heat resistance test]
In the wet heat resistance test, the initial adhesive strength and the adhesive strength after 60 hours at 60 ° C. and 90% RH humidity were evaluated, and the determination was made based on the retention rate of the adhesive strength.

[Total light transmittance and turbidity measurement]
Using Nippon Denshoku Industries Co., Ltd. turbidimeter (NDH2000), the total light transmittance and turbidity of the material single layer of the optical resin composition were measured.

[Yellowness measurement]
The yellowness of the material single layer of the optical resin composition was measured using a simultaneous photometric spectroscopic color difference meter (SQ-2000) manufactured by Nippon Denshoku Industries Co., Ltd.

[Measurement of glass transition temperature (Tg)]
The cured sample was measured with a dynamic viscoelasticity measuring device (DMA) for storage elastic modulus, loss elastic modulus and loss tangent, and the temperature at which the obtained loss tangent reached the maximum value was defined as Tg.
Equipment: RS instruments manufactured by TA instruments
Test mode: Pull Sample size: 2mm x 20mm
Measurement temperature: -100 to 100 ° C
Measurement frequency: 1Hz
Temperature increase rate: 5 ° C / min

The weight average molecular weight was measured as follows.
[Weight average molecular weight measurement]
The weight average molecular weight was measured using gel permeation chromatography using THF as a solvent, and the weight average molecular weight was determined using a standard polystyrene calibration curve using the following apparatus and measurement conditions.
The equipment and measurement conditions are shown below.
Apparatus: Hitachi, Ltd. RI detector: L-3350
Solvent: THF
Column: Gelpac GL-R420 + R430 + R440 manufactured by Hitachi Chemical Co., Ltd.
Column temperature: 40 ° C
Flow rate: 2.0ml / min

(Example 2)
47.47 g of the copolymer of Example 1, 35.71 g of 2-ethylhexyl acrylate (AA monomer), 15.31 g of 2-hydroxyethyl acrylate (HA monomer), 1.51 g (0.1 mol / kg) of polyethylene glycol diacrylate and 1 -Hydroxy-cyclohexyl-phenyl-ketone (photopolymerization initiator) 0.5 g was weighed and mixed by stirring to prepare an optical resin composition (2). The difference between the proportion of the HA monomer in the optical resin composition (2) and the proportion of the HA monomer in the copolymer was 0.0.

  Then, it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and a transparent sheet was obtained by irradiating the upper part with an ultraviolet ray transmitting acrylic plate and irradiating the ultraviolet ray with 2,000 mJ using an ultraviolet ray irradiation device. .

Next, when the adhesive strength was evaluated using this sheet, it was 16 N / 25 mm. When the moisture and heat resistance test was performed, the adhesive strength retention was 85%, indicating excellent moisture and heat resistance.
Further, the total light transmittance of the obtained sheet was 90%, the turbidity was 0.8, and the yellowness was 1.9, indicating excellent transparency. Tg was −24 ° C.

(Example 3)
47.83 g of the copolymer of Example 1
2-ethylhexyl acrylate (AA monomer) 35.57 g,
2-hydroxyethyl acrylate (HA monomer) 15.24 g,
Polyethylene glycol diacrylate 0.76 g (0.05 mol / kg),
1-hydroxy-cyclohexyl-phenyl-ketone (photopolymerization initiator) 0.5 g
After the above materials were added and mixed by stirring to prepare an optical resin composition (3), it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and the upper part was covered with an ultraviolet transmissive acrylic plate. A transparent sheet was obtained by irradiating with 2,000 mJ of ultraviolet rays using an ultraviolet irradiation device.
The difference between the proportion of the HA monomer in the optical resin composition (3) and the proportion of the HA monomer in the copolymer was 0.0.

  Next, when the adhesive strength was evaluated using this sheet, it was 15 N / 25 mm. When the moisture and heat resistance test was performed, the adhesive strength retention was 90%, indicating excellent moisture and heat resistance. The obtained sheet had a total light transmittance of 88%, a turbidity of 0.35, and a yellowness of 2.2, indicating excellent transparency. Tg was -27 ° C.

(Comparative Example 1)
46.37 g of the copolymer of Example 1, 34.88 g of 2-ethylhexyl acrylate (AA monomer), 14.95 g of 2-hydroxyethyl acrylate (HA monomer), 3.80 g of polyethylene glycol diacrylate (0.25 mol / kg), An optical resin composition (4) was prepared by weighing and mixing with stirring. The difference between the proportion of the HA monomer in the optical resin composition (4) and the proportion of the HA monomer in the copolymer was 0.0.

  Then, it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and a transparent sheet was obtained by irradiating the upper part with an ultraviolet ray transmitting acrylic plate and irradiating the ultraviolet ray with 2,000 mJ using an ultraviolet ray irradiation device. .

Next, when the adhesive strength was evaluated using this sheet, it was 3 N / 25 mm, and the adhesive strength retention rate when the moisture and heat resistance test was performed was 20%.
Further, the visible light transmittance of the obtained sheet was 88%, the turbidity was 0.8, and the YI was 2.3. Tg was −23 ° C.

(Comparative Example 2)
Weigh 40.91 g of the copolymer of Example 1, 30.78 g of 2-ethylhexyl acrylate (AA monomer), 13.19 g of 2-hydroxyethyl acrylate (HA monomer) and 15.11 g (1.0 mol / kg) of polypropylene glycol diacrylate. The mixture was stirred and mixed to prepare an optical resin composition (5). The difference between the proportion of the HA monomer in the optical resin composition (5) and the proportion of the HA monomer in the copolymer was 0.0.

  Then, it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and a transparent sheet was obtained by irradiating the upper part with an ultraviolet ray transmitting acrylic plate and irradiating the ultraviolet ray with 2,000 mJ using an ultraviolet ray irradiation device. .

  Next, when the adhesive strength was evaluated using this sheet, it was 2 N / 25 mm. When the moisture and heat resistance test was conducted, the adhesive strength retention was 15%. Further, the visible light transmittance of the obtained sheet was 85%, the turbidity was 4.4, YI was 7.1, and Tg was -17 ° C.

(Comparative Example 3)
48.20 g of the copolymer of Example 1, 36.25 g of 2-ethylhexyl acrylate (AA monomer), 15.54 g of 2-hydroxyethyl acrylate (HA monomer) and polyethylene glycol diacrylate (0.0005 mol / kg) are weighed and stirred. By mixing, an optical resin composition (6) was prepared. The difference between the proportion of the HA monomer in the optical resin composition (6) and the proportion of the HA monomer in the copolymer was 0.0.

  Then, it was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and a transparent sheet was obtained by irradiating the upper part with an ultraviolet ray transmitting acrylic plate and irradiating the ultraviolet ray with 2,000 mJ using an ultraviolet ray irradiation device. .

  Next, when the adhesive strength was evaluated using this sheet, it was 33 N / 25 mm. When the moisture and heat resistance test was performed, the adhesive strength retention was 35%. Further, the visible light transmittance of the obtained sheet was 87%, the turbidity was 0.5, YI was 2.8, and Tg was −35 ° C.

Example 4
An optical resin composition (1) prepared in the same manner as in Example 1 was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and the upper part was covered with an ultraviolet transmissive glass, and an ultraviolet irradiation device was used. A transparent sheet was obtained by irradiating with 2,000 mJ of ultraviolet rays.

  Next, when the adhesive strength was evaluated using this sheet, it was 56 N / 25 mm, and when the moisture and heat resistance test was performed, the adhesive strength retention was 92%, indicating excellent moisture and heat resistance. Further, the visible light transmittance of the obtained sheet was 87%, the turbidity was 0.4, YI was 2.3, and Tg was −23 ° C.

(Comparative Example 4)
An optical resin composition (4) prepared in the same manner as in Comparative Example 1 was poured into a frame having a width of 100 mm, a depth of 100 mm, and a depth of 0.5 mm, and the upper part was covered with an ultraviolet transmissive glass, using an ultraviolet irradiation device. A transparent sheet was obtained by irradiating with 2,000 mJ of ultraviolet rays.

  Next, when the adhesive strength was evaluated using this sheet, it was 6 N / 25 mm, and when the moisture and heat resistance test was performed, the adhesive strength retention was 8%. Further, the visible light transmittance of the obtained sheet was 88%, the turbidity was 0.8, YI was 2.3, and Tg was −23 ° C.

(Example 5)
For optical use, lauroyl peroxide (10-hour half-life temperature: 61.6 ° C.) was changed to 0.40 g instead of 0.50 g of 1-hydroxy-cyclohexyl-phenyl-ketone in the optical resin composition (1) of Example 1. Performed in accordance with Example 1 except that the resin composition (1) ′ was used and heated in a blast oven at 70 ° C. for 3 hours instead of irradiating ultraviolet rays (in addition, the optical resin composition (1) ′ Was poured into a frame and heated with the top covered with an ultraviolet transmissive glass and an acrylic plate) to obtain a transparent sheet. This sheet showed high adhesive strength and heat-and-moisture resistance like the sheets of Examples 1 and 2.
Specifically, the adhesive strength is 50 N / 25 mm (glass), 30 N / 25 mm (PMMA), and the wet heat resistance test is performed, and the adhesive strength retention is 90% (glass) and 30% (PMMA). Excellent resistance to moisture and heat. Further, the visible light transmittance of the obtained sheet was 86%, the turbidity was 0.3, YI was 2.3, and Tg was −30 ° C.

(Comparative Example 5)
For optical use, instead of 0.50 g of 1-hydroxy-cyclohexyl-phenyl-ketone of optical resin composition (4) of Comparative Example 1, lauroyl peroxide (10 hour half-life temperature: 61.6 ° C.) was 0.40 g. Performed in accordance with Comparative Example 1 except that the resin composition (2) ′ was used and heated in a blast oven at 70 ° C. for 3 hours instead of irradiating ultraviolet rays (in addition, the optical resin composition (2) ′ Was poured into a frame and heated with the top covered with an ultraviolet transmissive glass and an acrylic plate) to obtain a transparent sheet. This sheet showed low wet heat resistance like the sheets of Comparative Examples 1, 2, and 3.
Specifically, the adhesive strength is 5 N / 25 mm (glass), 2 N / 25 mm (PMMA), and when the heat and humidity resistance test is performed, the adhesive strength retention is 8% (glass) and 2% (PMMA). Excellent resistance to moisture and heat. Further, the visible light transmittance of the obtained sheet was 86%, the turbidity was 0.7, the YI was 2.2, and the Tg was −23 ° C.

It is a schematic cross section which shows the liquid crystal display device using the optical resin material of this invention. It is a schematic cross section which shows the other example of the liquid crystal display device using the optical resin material of this invention. It is a schematic cross section which shows the other example of the liquid crystal display device using the optical resin material of this invention. It is a schematic cross section which shows the other example of the liquid crystal display device using the optical resin material of this invention. It is a schematic cross section which shows the conventional liquid crystal display device. It is a schematic cross section which shows the other example of the conventional liquid crystal display device.

Explanation of symbols

1 Liquid Crystal Display Cell 2 Polarizing Plate 3 Transparent Resin Layer 30 Gap (Air Layer)
4 Reflector or backlight system 5 Transparent protective substrate

Claims (13)

(A) an acrylic acid derivative, (B) an acrylic acid derivative polymer, and (C) a crosslinking agent,
The (C) crosslinking agent is a compound having two or more acryloyl groups in the molecule, and the concentration of the compound is in the range of 0.001 to 0.2 mol / kg in terms of the molar concentration of the acryloyl group. Resin composition.   The blending amount of (A) is 14 to 89 parts by mass and (B) with respect to 100 parts by mass in total of the (A) acrylic acid derivative, (B) acrylic acid derivative polymer and (C) cross-linking agent. The optical resin composition according to claim 1, wherein the amount is 10 to 80 parts by mass. The (A) acrylic acid derivative comprises a mixture of an alkyl acrylate (AA monomer) having 4 to 18 carbon atoms in the alkyl group and a hydroxyl group-containing acrylate (HA monomer) represented by the following general formula (I). ,

(However, in general formula (I), m is 2, 3, or 4, n shows the integer of 1-10.)
The (B) acrylic acid derivative polymer is a copolymer obtained by polymerizing the AA monomer and the HA monomer,
The blended so as to satisfy the relationship of the following formula between the ratio of HA monomer in (A) (M mass%) and the ratio of HA monomer in (B) (P mass%). Or 3. The optical resin composition according to 2.

The (A) acrylic acid derivative is a mixture in which the AA monomer is mixed in an amount of 50 to 87% by mass and the HA monomer is mixed in a ratio of 13 to 50% by mass;
The (B) acrylic acid derivative polymer is a copolymer obtained by polymerizing the AA monomer in a proportion of 50 to 87% by mass and the HA monomer in a proportion of 13 to 50% by mass. The optical resin composition described.   An optical resin composition, wherein (D) a polymerization initiator is further contained in the optical resin composition according to any one of claims 1 to 4.   The blending amount of (D) is 0.01 to 5 parts by mass with respect to a total of 100 parts by mass of (A) acrylic acid derivative, (B) acrylic acid derivative polymer and (C) crosslinking agent. The optical resin composition according to claim 5.   The optical resin composition according to claim 5 or 6, wherein the (D) polymerization initiator is (D1) a photopolymerization initiator.   The blending amount of (D1) is 0.1 to 5 parts by mass with respect to a total of 100 parts by mass of (A) acrylic acid derivative, (B) acrylic acid derivative polymer and (C) crosslinking agent. The optical resin composition according to claim 7.   The (D1) photopolymerization initiator is an α-hydroxyalkylphenone compound, an acylphosphine oxide compound, oligo (2-hydroxy-2-methyl-1- (4- (1-methylvinyl) phenyl) propanone) And oxy-phenyl-acetic acid 2- [2-oxo-2-phenyl-acetoxy-ethoxy] -ethyl ester and oxy-phenyl-acetic acid 2- [2-hydroxy-ethoxy] -ethyl ester The optical resin composition according to claim 7 or 8, which is at least one selected from the group consisting of:   The AA monomer is 2-ethylhexyl acrylate, isooctyl acrylate and / or n-octyl acrylate, and the HA monomer is 2-hydroxyethyl acrylate, 1-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl The acrylate, 1-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, 3-hydroxybutyl acrylate, 2-hydroxybutyl acrylate and 1-hydroxybutyl acrylate are at least one selected from the group consisting of 1 to 9 The optical resin composition according to claim 1.   The optical resin composition according to any one of claims 3 to 10, wherein the copolymer has a weight average molecular weight of 100,000 to 700,000.   The optical resin material which carried out the hardening reaction of the optical resin composition as described in any one of Claims 1-11.   The optical resin material according to claim 12, wherein the shape is a sheet shape or a film shape.

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