TWI382052B - An optical resin composition, and an optical resin material using the same - Google Patents

Description

Optical resin composition and optical resin material using the same

The present invention relates to a protective member for a panel for image display.

A representative panel for image display, for example, a liquid crystal image display device. The liquid crystal image display device is composed of an optical film such as a liquid crystal cell and a polarizing plate attached to the outer surfaces thereof, and the liquid crystal cell has a thickness of about 1 mm by forming a transparent electrode, a pixel pattern, or the like on the surface in advance. A gap between a pair of thick glass substrates is formed by interposing a gap of a few micrometers to fill the liquid crystal and sealing it. The display device configured as described above is a display member having a small thickness and being easily damaged. Therefore, in particular, in applications such as mobile phones, game machines, digital cameras, and vehicle parts, a transparent front panel (protective panel) is generally provided on the front surface of the display device with a certain space interposed therebetween.

Further, in the current large-sized image liquid crystal display device, a polarizing plate is provided on the front surface of the liquid crystal panel. The surface of the polarizing plate is subjected to an anti-glare (AG: Anti-Glare) treatment to reduce reflection of light in front of the display device, thereby improving visibility. In the case of a large-sized display device, in general, in order to improve the impact absorbability of the device, a member such as a front panel is not separately provided, and the entire liquid crystal panel and the entire device are made to have impact resistance. The problem of such a large-sized image liquid crystal display device is that the image appears to be discolored by the AG process, and if it touches the surface of the display device, the liquid crystal panel is deflected to cause the image to become disordered, and At The relationship is so that the surface is not easy to fall, and if it is strongly wiped, it is easy to cause damage. Further, in the future, as the size of the liquid crystal panel increases, the impact resistance of the liquid crystal panel itself may decrease, which may cause problems in the impact resistance of the display device.

In view of the above situation, the front panel of the liquid crystal panel can be considered, and the front panel subjected to anti-reflection (AR: Anti-Reflection) treatment is provided to eliminate the defect caused by the AG processing. However, there is air between the front panel and the liquid crystal panel, that is, when a space is formed, the transmittance may be lowered, or the image quality due to the double mapping may be lowered. Therefore, it has been proposed to fill a space between the front panel and the liquid crystal panel with a resin or the like (refer to Patent Documents 1, 2, 3, and 4).

When the video display device (display) is applied to a television, due to the UL specification or the radio wave ban method (Japan), the display device does not allow the components to scatter or pass the steel ball when performing the impact resistance test based on the falling of the steel ball. member. In order to satisfy the above specifications, in the glass tube (CRT: Cathode Ray Tube) which is widely used, it is necessary to design the thickness of the glass sheet to be thick, and the weight of the entire CRT tends to become heavy. Therefore, as a means for increasing the thickness of the glass sheet and preventing the display device from being scattered, a technique of laminating a self-healing synthetic resin protective film on the surface of the glass sheet has been proposed (refer to Patent Document 5 and 6).

In addition, in a plasma display panel (PDP: Plasma Display Panel) which has been attracting attention as an example of a flat panel display (FPD), in order to prevent cracking of the panel portion, On the front side (visible side) of the PDP, a front panel such as glass with a thickness of about 3 mm is placed in a space of about 1 to 5 mm. However, as the size of the PDP increases, the area of the front panel also gradually increases, and the overall weight of the PDP tends to become heavier. Therefore, in order to prevent the image display device (display) from being broken, a technique of laminating a specific resin on the surface of the display or laminating an optical filter in which a specific resin is laminated on the surface of the display has been proposed ( Refer to Patent Documents 7, 8, 9, and 10).

Patent Document 1: Japanese Laid-Open Patent Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Patent Laid-Open Publication No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. No. Hei. Japanese Patent Laid-Open Publication No. 2004-263084 Patent Document 10: JP-A-2007-9115

As described above, various techniques for the purpose of protecting the image display device have been described. However, when these techniques are applied to a large-sized liquid crystal image display device, satisfactory results cannot be obtained, and further development is required. Specifically, in the above document 1, the fat is filled in the space, However, it is not easy to perform a seal to prevent leakage. In addition, the grease may intrude into the material of the liquid crystal panel, and may cause grease to leak when the front panel is broken, so further improvement is required. Further, the unsaturated polyester used in the above Document 2 is easily colored in yellow, and thus is not suitable for use in a display.

In the crucible used in the above Document 3, since the adhesion is small, it is necessary to separately prepare an adhesive when fixing. Not only is the process cumbersome, but also the adhesion to the adhesive is weak, and when the impact force is applied to the machine, peeling may occur to allow the bubbles to enter. Further, the polymer of the acrylic monomer used in the above Document 4 tends to have a weak adhesive force. Therefore, in the case of a small machine, it is not necessary to separately prepare an adhesive, but in order to maintain the front plate of a large display, an additional adhesive is required, which makes the process cumbersome. Further, since the raw material of the polymer is composed only of a single monomer, the viscosity tends to be low and the hardening shrinkage tends to be large, and it is difficult to uniformly produce a large-area film.

Further, in the above documents 5 and 6, the anti-scattering property is achieved by laminating the self-healing synthetic resin protective film on the glass, but this does not have the function of preventing the glass from being broken.

Further, in the above documents 7 and 8, the resin composition to be used has not been specially created, and the means for imparting adhesion or transparency to the resin has not yet been clarified. In particular, in the above-mentioned document 7, the moisture resistance reliability of the resin was not created. When the resin of the composition specifically shown in the examples was applied to a display, the resin was white turbid in a short time in the moisture resistance test. . Regarding the above document 8, the resin package specifically presented in the examples Containing acrylic acid, the resin will be white turbid during the humidity test at normal times. In addition, the resin material also has the problem of corroding the metal it contacts when it is tested for moisture resistance. Further, the above documents 7 and 8 are not sufficiently discussed in view of achieving good impact absorption. In the above-mentioned document 8, the thickness of the impact-resistant layer made of a resin is 0.2 to 1 mm, but it is not disclosed whether or not the impact absorbability can be improved by increasing the thickness thereof.

In the above-mentioned document 9, the heat and humidity resistance was created. However, from the raw material composition of the disclosed resin, it was found that the impact resistance could not be greatly improved. Further, the thickness of the resin layer of the example was 1 mm, and it was difficult to obtain better impact absorbability. Further, the resin disclosed in the examples of the above document 9 is a relatively soft resin even after hardening. Therefore, when the thickness of the front filter is increased, the surface hardness of the filter may be lowered to cause a problem of scratch resistance. Further, the material disclosed in the above document 10 has good scratch resistance and impact absorbability at the time of moisture absorption, but the material is highly irritating to the skin, and therefore it is necessary to pay attention to its disposal.

In view of the above circumstances, a first object of the present invention is to provide a lens having good transparency, moderate adhesion, and shock absorption required for protecting an image display device, and having low skin irritation and easy handling. In addition, it does not intrude into the constituent material of the panel for an image display device, and is suitable for an optical resin composition for use in an image display device and an optical resin material using the same. Further, a second object of the invention is to provide an optical resin composition suitable for use in an image display device having excellent moisture resistance and an optical resin sheet using the same.

The optical resin composition of the present invention contains (A) a (meth)acrylic derivative polymer; (B) a monofunctional (meth)acrylic derivative monomer; and (C) a bifunctional or higher functional group. The (meth)acrylic derivative, characterized in that the (B) monofunctional (meth)acrylic derivative monomer comprises (B1) (meth)acrylic acid represented by the following general formula: At least one of the monomers; [Chemical 1] CH ₂ =CHCO(OC ₁ H ₂₁ ) _m OC _n H _2n+1 (1)

(where 1 is an integer from 2 to 4, m is 0 or 1, and n is an integer from 8 to 18)

And (B2) a group consisting of a polyolefin oxyalkyl ether (meth) acrylate having a repeating number of 4 or more and a polyolefin oxy (meth) acrylate having a repeating number of 4 or more Choose at least one of them.

Here, the (B) monofunctional (meth)acrylic derivative monomer preferably contains at least an alkyl (meth)acrylate. The alkyl (meth)acrylate preferably has a branched structure. The alkyl (meth)acrylate having a branched structure preferably contains 2-Ethylhexyl Acrylate.

Further, the (B) monofunctional (meth)acrylic derivative monomer preferably contains at least a polyolefin oxyalkyl ether (meth) acrylate. The polyolefin oxyalkyl ether (meth) acrylate preferably contains Nonaethylene Glycol Monomethyl Ether Methacrylate.

The (A) (meth)acrylic derivative polymer is preferably a copolymer of an alkyl acrylate having 4 to 18 carbon atoms and an acrylate having a hydroxyl group. For example, the (A) (meth)acrylic derivative polymer is preferably a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate. The (A) (meth)acrylic derivative polymer preferably has a weight average molecular weight of from 100,000 to 700,000.

The optical resin composition of the present invention preferably contains (D) a polymerization initiator.

(D) The polymerization initiator is preferably a photopolymerization initiator. Preferably, the photopolymerization initiator comprises: (d1) α-Hydroxyalkyl Phenone compound; (d2) Acyl Phosphine Oxide compound; (d3) low (2-hydroxy-2-methyl-1(4-(1-methylvinyl)phenyl)acetone); and (d4)oxy-phenyl-acetic acid 2-[2-oxo-2-benzene At least one selected from the group consisting of a mixture of methoxy-ethoxy]-ethyl ester and oxy-phenyl-acetic acid 2-[2-hydroxy-ethoxy]-ethyl ester .

The optical resin material of the present invention is characterized in that it is composed of a cured product of the optical resin composition of the present invention. The optical resin material preferably has a shape of a sheet or a film.

This application is based on the Japanese Patent Application No. 2007-161439, which was filed on June 19, 2007, and the Japanese Patent Application No. 2008-100191, which was filed on April 8, 2008. With priority claims, by referring to the specifications of these applications, the application Part of the content is cited here.

The optical resin composition of the present invention and the optical resin material comprising the cured product are suitable for image display devices and images because of low skin irritation and good transparency and impact absorption. In the use of optical filters for display devices. For example, when the optical resin composition and the resin material of the present invention are applied to a transparent resin layer of an image display device, good moisture resistance reliability and impact absorbability can be achieved in the image display device.

The invention is described in detail below. The first aspect of the present invention is characterized by comprising: (A) a (meth)acrylic derivative polymer; a specific (B) monofunctional (meth)acrylic derivative monomer; and (C) An optical resin composition of a bifunctional or higher (meth)acrylic derivative. In the optical resin composition of the present invention, as described above, the polymer of the component (A), the component (B) which is a diluent monomer, and the component (C) which is a bridging agent are used in combination. The compatibility of these components improves the solubility of the polymer component. Therefore, even if a high molecular weight polymer is used, a resin composition having good transparency and a cured product thereof can be obtained. Further, by using a resin composition containing a polymer having a relatively high concentration and a high molecular weight, it is possible to realize a member having good impact absorption even if the film thickness is thin. Furthermore, in the light of the present invention In the resin composition for the study, by diluting the polymer component with a specific monomer component, it is possible to form a film or sheet having a thickness which is less likely to generate bubbles without being formed by diluting the resin composition with a solvent.

The components (A) to (C) constituting the optical resin composition of the present invention will be described below.

Ingredient (A):

The (A) (meth)acrylic derivative polymer used in the present invention contains at least a conventionally known method including bulk polymerization, solution polymerization, suspension polymerization, emulsion polymerization, and the like. A polymer obtained by polymerizing one or more kinds of monomeric compounds having one (meth)acrylic acid polymerizable unsaturated bond in a molecule. As long as it is in the range in which the effects of the present invention can be obtained, it can be used as a monomer compound with other monomer compounds having two or more polymerizable unsaturated bonds of (meth)acrylic acid in the molecule, and used as these. A polymer obtained by copolymerization of a compound. (A) (meth)acrylic derivative polymer, in addition to the above (meth)acrylic monomer compound, may add another monomer compound having a polymerizable unsaturated bond, and these compounds may be added. A polymer obtained by copolymerization.

In the molecule of the (A) (meth)acrylic derivative polymer, it is preferred to impart a polar group in advance for the purpose of improving the adhesion to the glass plate. Examples of the polar group which can effectively improve the adhesion include, for example, a hydroxyl group, a carboxyl group, a cyano group, a glycidyl group and the like. The introduction of these polar groups can be achieved, for example, by copolymerizing a monomer compound having a polar group with a (meth)acrylic monomer compound. By introducing a polar group such as a hydroxyl group into In the polymer, the resin composition can have a moderate polarity to prevent white turbidity during moisture absorption. Further, when a film or a sheet is formed from a resin composition, these films or sheets can be made to have high adhesion. The adhesive sheet or film member can be attached to the surface of a device such as a display panel without using an adhesive.

The (meth)acrylic monomer compound constituting the (A) (meth)acrylic derivative polymer contains acrylic acid and methacrylic acid or derivatives thereof. Specific examples of the monomeric compound having one polymerizable unsaturated bond of (meth)acrylic acid in the molecule are as follows: acrylic acid, methacrylic acid, acrylamide (Acrylic Amide), (methyl) Methyl acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, n-octyl (meth)acrylate a (meth)acrylic acid alkyl ester having 4 to 18 carbon atoms such as ester, lauryl (meth)acrylate or isodecyl (meth)acrylate; (methyl) (meth)acrylate or the like (methyl) (Alkyl acrylate); alkoxyalkyl (meth) acrylate such as butoxyethyl (meth) acrylate; (methyl) N,N-dimethylamine ethyl (meth) acrylate Aminoalkyl (meth)acrylate such as acrylic acid; (meth) acrylate of ethyl diethylene glycol ether, (meth) acrylate of butyl triethylene glycol ether, monomethyltetraethylene Alkyl polymerization of (meth) acrylate of alcohol ether, (meth) acrylate of methyl dipropylene glycol ether, etc. a (meth) acrylate of an alkylene glycol ether; a (meth) acrylate of an aromatic polyalkylene glycol ether such as a (meth) acrylate of phenyl hexaethylene glycol; a (meth) acrylate ring a (meth) acrylate having an alicyclic group such as ester, dicyclopentanyl (meth) acrylate, isodecyl (meth) acrylate or decyl trimethoxide (meth) acrylate; Alkyl fluorinated (meth) acrylate such as hexyl fluorodecyl acrylate; 2-hydroxyethyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, (meth) acrylate 4 a (meth) acrylate having a hydroxyl group such as hydroxybutyl ester, (meth) acrylate of triethylene glycol, (meth) acrylate of propylene glycol, or glyceryl (meth) acrylate; (methyl) (meth) acrylate having glycidyl group such as glycidyl acrylate; monomethyltetraethylene glycol ether (meth) acrylate, monomethyl hexaethylene glycol ether (meth) acrylate, monomethyl Monomethylpolyethylene glycol ether (meth) acrylate such as octaethylene glycol ether (meth) acrylate, methyl nona glycol ether (meth) acrylate, etc.; monomethyl heptapropanediol ether ( Methyl acrylate Monomethylpolypropylene glycol ether (meth) acrylate; ethyl polyethylene glycol ether (meth) acrylate such as ethyl tetraethylene glycol ether (meth) acrylate; tetraethylene glycol (methyl) Acrylate, hexaethylene glycol (meth) acrylate, octaethylene glycol (meth) acrylate, and the like.

The description of "(meth) acrylate" in the present specification means methacrylate and acrylate. For example, the description of "methyl (meth) acrylate" means methyl methacrylate and methyl acrylate.

Even in the above monomeric compound, it is preferred to have a carbon number of 4 to 18 (meth)acrylic acid for the purpose of having impact absorption, lowering the glass transition temperature, reducing skin irritation, and relatively inexpensive materials. Alkyl ester. More preferably, this is used in combination with a (meth) acrylate having a polar group in the molecule. Although not particularly limited, as one of preferred embodiments of the present invention, for example, 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate are used in combination, and the copolymer is derived as a (meth)acrylic acid. The case where the polymer is used. The proportion of the monomer compound having a polar group is not particularly limited, but is preferably from 15 to 30% by weight based on the weight of all the monomer compounds used. If the proportion of the monomer compound having a polar group is too small, there is a tendency for white turbidity during moisture absorption. On the other hand, if the ratio is too large, the dimensional change at the time of moisture absorption is excessively large, and there is a tendency that it is exposed from a proper place or a defect such as peeling occurs.

When used in combination with the above-mentioned monomeric compound having two or more polymerizable unsaturated bonds of (meth)acrylic acid in the molecule, as long as there is an unsaturated bond of (meth)acrylic acid in the molecule which is advantageous for the polymerization reaction. When the number of parts is two or more, the compound is not particularly limited. Specific examples of the monomer compound are as follows: olefin diol diacrylate such as 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, and 1,9-nonanediol diacrylate. Ester; polyethylene glycol diacrylate, polypropylene glycol diacrylate, etc. Hydroxydiol diacrylate; trimethylolpropane triacrylate, triacrylate of epoxidized trimethylolpropane triacrylate; epoxidized pentaerythritol tetraacrylate, ditrimethylolpropane tetraacrylate, pentaerythritol a tetraacrylate such as tetraacrylate; dipentaerythritol hexaacrylate or the like.

When the monomer compound having two or more polymerizable unsaturated bonds in the molecule is excessively used, when the (meth)acrylic derivative polymer is synthesized by polymerization, gelation proceeds. Therefore, when the above monomer compound is used in combination, the ratio is preferably 0.3% by weight or less based on the total weight of the monomer compound used as a constituent material of the polymer.

In the present invention, the other monomer compound which can be used in combination with the above (meth)acrylic monomer compound in the preparation of the polymer of the component (A) may be a compound having a polymerizable unsaturated bond in the molecule. There is no special limit. Specific examples thereof include polymerizable compounds such as Acrylonitrile, styrene, vinyl acetate, ethylene, and propylene.

The weight average molecular weight of the (A) (meth)acrylic derivative polymer obtained by polymerization of the above various monomer compounds is preferably from 100,000 to 700,000, more preferably from 150,000 to 400,000, particularly preferably from 200,000 to 350,000. . When the weight average molecular weight of the polymer component is too small, the resin layer is liable to be cracked or deformed upon impact. On the other hand, if the weight average molecular weight is too large, the viscosity becomes too high, and a large pressure is required to be formed at the time of liquid feeding of the molten resin. In addition, because the bubbles are not easily discharged Therefore, there is a tendency that bubbles easily remain in the cured product. The "weight average molecular weight" described in the present specification is a value obtained by measurement using a calibration curve of standard polystyrene by gel permeation chromatography (GPC: Gel Permeation Chromatography).

The amount of the (A) (meth)acrylic derivative polymer of the optical resin material of the present invention is preferably such that the total amount of the components (A), (B) and (C) is 100. It is in the range of 15 to 50 parts by weight, more preferably in the range of 15 to 40 parts by weight. When the amount of the polymer component of the above (A) is too small, there is a problem in mechanical properties, and the impact absorbability of the optical resin material tends to be lowered. Further, the hardening shrinkage is increased, and the flatness of the film of the produced sheet or film is liable to cause problems. On the other hand, if the amount is too large, the viscosity of the resin composition is too high, and it is difficult to produce a sheet or a film.

Ingredient (B):

The (B) monofunctional (meth)acrylic derivative monomer used in the present invention is characterized in that it is at least one of (B1) alkyl ester chains having a longer alkyl chain and a lower polarity; B2) At least one of acrylates having a high polarity and having a repeating number of 4 or more is used as a diluent in the resin composition. Specifically, the monomer of the above (B) is characterized in that: (B1) at least one of the acrylates represented by the following formula (1); and (B2) a polyolefin having a repeating number of 4 or more At least one selected from the group consisting of oxyalkyl ether (meth) acrylate and polyolefin oxy (meth) acrylate having a repeating number of 4 or more.

The acrylate component of the above (B1) is represented by the following formula (1).

[Chemical 2] CH ₂ =CHCO(OC ₁ H ₂₁ ) _m OC _n H _2n+1 (1)

(where 1 is an integer from 2 to 4, m is 0 or 1, and n is an integer from 8 to 18)

Specific examples of the compound of the above (B1), when m=0 in the above formula (1), for example, 2-ethylhexyl acrylate, isodecyl (meth)acrylate, n-butyl (meth)acrylate, An alkyl (meth)acrylate such as lauryl (meth)acrylate or isodecyl (meth)acrylate; an arylalkyl (meth)acrylate such as benzyl (meth)acrylate; Further, specific examples of the compound at m = 1, for example, ethylhexyloxyethyl acrylate. Although it is not particularly limited, it is preferably an alkyl (meth)acrylate from the viewpoint of cost and yellowing resistance.

Further, in the alkyl (meth)acrylate, it is preferred to have a branched structure in the molecule from the viewpoint of low viscosity and good handleability. Further, the acrylate compound of the above (B1) has a large irritation to the skin when the carbon number is small, and therefore it is necessary to pay attention to its disposal. On the other hand, when the carbon number is too large, the viscosity thereof becomes high and it tends to become solid, and the handleability tends to be deteriorated. Therefore, in the above formula (1), the carbon number "n" of the alkyl chain is preferably from 8 to 18.

Specific examples of the compound include 2-ethylhexyl acrylate, isooctyl acrylate, isodecyl acrylate, isodecyl acrylate, and the like, and more preferably 2-ethylhexyl acrylate or isodecyl acrylate.

The above-mentioned (B2) has a so-called repeating unit number of 4 or more polyolefin oxygen The alkyl ether (meth) acrylate is a diol moiety having a repeating number of 4 or more such as ethylene glycol or propylene glycol, and has an alkyl ether moiety such as a methyl group or an ethyl group at one end. The compound having a (meth) acrylate moiety at the other end. Although the above-mentioned compound having a repeating unit number of less than 4 can be used, it is irritating to the skin and is easily itchy, so it is necessary to pay attention to its disposal. Specific examples of preferred compounds include, for example, monomethyltetraglycol ether (meth) acrylate, monomethyl hexaethylene glycol ether (meth) acrylate, and monomethyl octaethylene glycol ether (A). Monomethylpolyethylene glycol ether (meth) acrylate such as acrylate, monomethyl nonaethylene glycol ether (meth) acrylate, etc.; monomethyl heptapropanediol ether (meth) acrylate, etc. Monomethyl polypropylene glycol ether (meth) acrylate, ethyl tetraethylene glycol ether (meth) acrylate, ethyl polyethylene glycol ether (meth) acrylate, and the like.

On the other hand, the polyolefin oxy (meth) acrylate having a repeating unit number of 4 or more in the above (B2) means a diol moiety having 4 or more repeating units such as ethylene glycol or propylene glycol. A compound having a hydroxyl group at one end and a (meth) acrylate moiety at the other end. Although the above-mentioned compound having a repeating unit number of less than 4 can be used, it is irritating to the skin and is easily itchy, so it is necessary to pay attention to its disposal. Specific examples of the preferable compound include tetraethylene glycol (meth) acrylate, hexaethylene glycol (meth) acrylate, and octapropylene glycol (meth) acrylate.

As described above, as the compound used in (B2), the number of repeating units is preferably 4 or more from the viewpoint of skin irritation. Although not particularly limited, in one embodiment of the present invention, the component (B2) is more suitable It is a monomethylpolyethylene glycol ether methacrylate containing a monomethylpentaethylene glycol ether methacrylate having a repeating unit number of 9. Such a methacrylate is easily obtained by the product name "FA-400M" manufactured by Hitachi Chemical Co., Ltd. When the number of repeating units is too large, for example, a compound having a repeating unit number of 23 is difficult to use because it is a solid at normal temperature. Even if the compound is heated and melted and used, white turbidity occurs when the temperature is lowered, which is less desirable. Therefore, in the present invention, it is preferred to use a compound which is in a liquid state at normal temperature.

As described above, in addition to the (meth)acrylic monomer component of (B1), (B2) a compound having an alkanediol group which is excellent in compatibility with the polymer component of (A) is used as a diluent monomer. Thereby, the adhesion can be easily adjusted without impairing the transparency of the resin composition. Further, since the diluted monomer does not contain a low molecular weight hydroxyl group-containing (meth) acrylate, skin irritation of the resin composition can be suppressed.

The compounding amount of the component (B) of the optical resin material of the present invention is preferably in the range of 40 to 70 parts by weight, more preferably 40 to 40 parts by weight, based on the total amount of the components constituting the resin composition. A range of 60 parts by weight. When the amount of the component (B) is too small, the viscosity of the resin composition becomes too high, and it tends to be difficult to produce a sheet or a film. Further, if the amount is too large, the mechanical properties of the produced sheet or film may cause problems. Further, it is preferable to appropriately adjust the component (B) (B1) in the range of 90:10 to 60:40 in such a manner that the composition at the time of moisture absorption and the cured product thereof do not cause white turbidity: (B2) )proportion.

The so-called (C) 2 functional or higher (methyl) used in the present invention An acrylic derivative refers to a compound which can be a bridging agent. Specifically, it is a compound having two or more reactive unsaturated bonds in the molecule, and at least one of these reactive unsaturated bonds is a (meth)acryloyl group. That is, the compound used as the component (C) in the present invention may be other free polymerizations including an exoethyl group, a styryl group, an aromatic group and the like in addition to the (meth) acrylonitrile group. Sexual base. Further, the above compound may contain a functional group such as a hydroxyl group in the molecule.

The compound which can be used as the above component (C) in the present invention is, for example, a (C1) low molecular weight (meth)acrylic derivative monomer; (C2) a medium molecular weight (methyl). An acrylic derivative; or (C3) a (meth)acrylic derivative having a relatively high molecular weight. These compounds are described below.

Specific examples of the (C1) low molecular weight bifunctional or higher (meth)acrylic derivative monomer used in the present invention include, for example, 1,4-butanediol diacrylate and 1,6-hexanediol. Olefin diol diacrylate such as diacrylate or 1,9-nonanediol diacrylate; polyolefin diol diacrylate such as polyethylene glycol diacrylate or polypropylene glycol diacrylate; trimethylol a triacrylate such as propane triacrylate or epoxidized trimethylolpropane triacrylate; tetraacrylate such as epoxidized pentaerythritol tetraacrylate, ditrimethylolpropane tetraacrylate or pentaerythritol tetraacrylate; dipentaerythritol Hexaacrylate and the like. From the viewpoint of low irritation to the skin and easy adjustment of the degree of bridging, it is more preferred to be a polyolefin diol diacrylate, more preferably a polypropylene glycol diacrylate.

The (C2) molecular weight (meth)acrylic derivative which can be used in the present invention has a molecular weight of 1,000 or more and less than 4,000. Specifically, for example, there are compounds represented by the general formulas (a) to (g) shown below. These compounds may be used alone or in combination of two or more.

The following general formula (a) (in the formula (a), R is an ethyl group or a propyl group, and m and n are each an integer of from 1 to 20, respectively) of the olefin oxide additive of bisphenol A A diacrylate compound, and a compound in which an acryloyl group of these compounds is substituted with a methacrylinyl group.

The following general formula (b) (in the formula (b), wherein m and n are each an integer of from 1 to 10, respectively), an epichlorohydrin modified product of an bisphenol A and an added esterified product of acrylic acid, and The propylene sulfhydryl group of these compounds is substituted with a methacryl oxime group.

The following general formula (c) (in the formula (c), R is an ethyl or propyl group, and m and n are each an integer of from 1 to 20, respectively) An ester compound, and a compound in which an acryloyl group of these compounds is substituted with a methacryl oxime group.

The following general formula (d) (in the formula (d), wherein m and n are each an integer of from 1 to 10, respectively, the epoxide of the Phthalic Acid and the esterified ester of acrylic acid, and The propylene sulfhydryl group of these compounds is substituted with a methacryl oxime group.

The following general formula (e) (in the formula (e), m and n are independent integers of 1 to 20, respectively), and the addition of an esterified product of 1,6-hexanediol to acrylic acid (in There are two propylene groups in one molecule, and a compound in which an acryloyl group of these compounds is substituted with a methacryl oxime group.

The following general formula (f) (in the formula (f), R is an ethyl or propyl group, and 3 m is an integer of 1 to 20, respectively, respectively) of an olefin oxide addition of phosphoric acid An ester compound, and a compound in which an acryloyl group of these compounds is substituted with a methacryl oxime group.

The following general formula (g) (in the formula (g), R is an ethyl or propyl group, and m, m' and m" are independently an integer of from 1 to 20, respectively). A triacrylate compound of the additive, and a compound in which an acryloyl group of these compounds is substituted with a methacrylinyl group.

The (C3) bifunctional or higher (meth)acrylic derivative having a relatively high molecular weight which can be used in the present invention preferably has a weight average molecular weight of 4,000 to 20,000, more preferably 8,000 to 16,000 by weight average. Molecular weight. If the molecular weight of the derivative is too small, the cured product tends to be easily brittle. On the other hand, when the molecular weight is too large, the viscosity of the resin composition becomes too high, and it tends to be difficult to produce a sheet. From the viewpoint of compatibility, it is preferred to use a compound derived from an olefin diol as a raw material.

The following is a specific example of the component (C3).

(1) Di(meth) acrylate of a diol compound: for example, a polyolefin diol such as polyethylene glycol, polypropylene glycol or polybutylene glycol, and acrylic acid or methacrylic acid, 2-(A) Reaction between a (meth) acrylate having a carboxyl group such as acryloxyethyl succinate or 2-(methyl) propylene oxyethyl hexahydrophthalate; the above diol Isocyanate with 2-isocyanoethyl methacrylate (trade name "Karenz MOI", manufactured by Showa Denko) or 2-isocyano methacrylate (trade name "Karenz AOI", manufactured by Showa Denko) Between the (meth) acrylates The reaction; or the reaction between the above diol and a glycidyl group-containing (meth) acrylate such as glycidyl (meth)acrylate.

(2) Di(meth) acrylate of an epoxy resin: for example, a diglycidyl ether having a polyolefin diol moiety such as polyethylene glycol, polypropylene glycol or polytetramethylene glycol may be used in the molecule. An epoxy resin having two epoxy groups is obtained by a reaction with acrylic acid or methacrylic acid, a (meth) acrylate having a carboxyl group or a (meth) acrylate having a hydroxyl group. Specific examples of the (meth) acrylate having a hydroxyl group are as follows: 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, polyethylene glycol acrylate , polypropylene glycol acrylate, ethylene glycol - propylene glycol. Block copolymer acrylate, ethylene glycol - butylene glycol. Block copolymer acrylate, caprolactone modified acrylate (trade name "PLACCEL FA" series, manufactured by Daicel Chemical Industries Co., Ltd.), (meth)acrylic acid derivative such as pentaerythritol triacrylate; and methacrylic acid 2 -Hydroxyethyl ester, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, polyethylene glycol methacrylate, polypropylene glycol methacrylate, ethylene Alcohol-propylene glycol. Block copolymer methacrylate, ethylene glycol - butylene glycol. Block copolymer methacrylate, caprolactone modified methacrylate, (trade name "PLACCEL FM" series, manufactured by Daicel Chemical Co., Ltd.), pentaerythritol trimethacrylate, etc. Acrylic derivatives and the like.

Other methods, for example, may be acrylic acid or methacrylic acid, a (meth) acrylate having a carboxyl group or a (meth) acrylate having a hydroxyl group, and a polyolefin diol and an excess epoxy resin (having intramolecular 2 The reaction between the epoxy groups is obtained by reacting a compound having an epoxy group at the terminal to obtain a (meth) acrylate of an epoxy resin.

(3) A di(meth) acrylate of a polyester having a hydroxyl group at both ends: for example, it can be obtained by a reaction between a polyester polyol and a saturated acid and a polyhydric alcohol. Specific examples of the saturated acid include aliphatic dicarboxylic acids such as Azelaic Acid, Adipic Acid, and Sebacic Acid. Specific examples of the polyhydric alcohol include ethylene glycol, propylene glycol, diethylene glycol, dipropylene glycol, butylene glycol, polyethylene glycol, and polypropylene glycol. By polyester polyol, with acrylic acid or methacrylic acid, (meth) acrylate having carboxyl group or (meth) acrylate having glycidyl group, or (meth) acrylate having isocyano group The reaction produces a di(meth)acrylate of the polyester.

In other methods, for example, a saturated acid and a polyol may be reacted to prepare a polyester polycarboxylic acid, and these polycarboxylic acids may be mixed with a (meth) acrylate having a carboxyl group or a (meth) acrylate having an isocyano group. The ester or the (meth) acrylate having a glycidyl group is reacted to obtain a di(meth) acrylate of the polyester.

(4) Di(meth) acrylate of polyurethane: Polyurethane can be obtained, for example, by a reaction between a polyol compound and a polyvalent isocyanate compound. Specific examples of the polyhydric alcohol include, for example, propylene glycol, butylene glycol, 1,4-butanediol, 1,5-butanediol, 1,6-hexanediol, neopentyl glycol, and 1,4-cyclohexane. Dimethanol, 2-methyl-1,8-octanediol, 1,9-nonanediol, 3-methyl-1,5-pentanediol, poly 1,2-butanediol, polypropylene glycol, poly Butylene glycol, ethylene glycol-propylene glycol. Bulk copolymer, ethylene glycol-butanediol copolymer , methyl pentanediol modified polybutane diol, propylene glycol modified polybutane diol, bisphenol A oxidized propyl addition, hydrogenated bisphenol A oxidized propyl addition, bisphenol F An oxidized propyl addition, an oxidized propyl addition of hydrogenated bisphenol F, and the like. Specific examples of the polyvalent isocyanate compound include, for example, toluene diisocyanate, xylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, diisocyanate, trimethylhexamethylene diisocyanate, tetramethyl xylene Diisocyanate, Isophorone Diisocyanate, toluene diisocyanate with hydrogen added, xylene diisocyanate with hydrogen added, diphenylmethane diisocyanate with hydrogen added, Norbornene Diisocyanate, etc. Diisocyanate, and polymers of these diisocyanates, or urea modified bodies of diisocyanates, titrated modified bodies, and the like.

The polyurethane having the above composition is treated with an excess of a polyol to obtain a compound having a hydroxyl group at the terminal, and acrylic acid or methacrylic acid, a (meth) acrylate having a carboxyl group, or a glycidyl acrylate. The (meth) acrylate having a glycidyl group or a (meth) acrylate having an isocyano group is reacted to obtain a di(meth) acrylate of a polyurethane.

(5) A compound obtained by reacting a polyurethane with a compound having a carboxyl group and a reactive unsaturated bond: a polyol which is a raw material of a polyurethane and a polyvalent isocyanate compound, as described above, These polyols and polyvalent isocyanates may be used singly or in combination of two or more.

Treating the polyurethane having the above composition with an excess of a polyisocyanate to obtain a compound having an isocyano group at the terminal and having a carboxyl group The reaction can be carried out by reacting a compound having a reactive unsaturated bond or a (meth) acrylate having a carboxyl group, and a polyurethane having a reactive unsaturated bond at the terminal can be obtained.

Specific examples of the compound having a carboxyl group and a reactive unsaturated bond include 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 3-hydroxypropyl acrylate, 4-hydroxybutyl acrylate, and polyethylene glycol acrylate. Ester, polypropylene glycol acrylate, ethylene glycol-propylene glycol. Block copolymer acrylate, ethylene glycol-butylene glycol block copolymer acrylate, caprolactone modified acrylate (trade name "PLACCEL FA" series, manufactured by Daicel Chemical Co., Ltd.), pentaerythritol triacrylate, etc. (meth)acrylic acid derivative; and 2-hydroxyethyl methacrylate, 2-hydroxypropyl methacrylate, 3-hydroxypropyl methacrylate, 4-hydroxybutyl methacrylate, polyethylene glycol Acrylate, polypropylene glycol methacrylate, ethylene glycol-propylene glycol. Block copolymer methacrylate, ethylene glycol - butylene glycol. Block copolymer methacrylate, caprolactone modified methacrylate, (trade name "PLACCEL FM" series, manufactured by Daicel Chemical Industries Co., Ltd. (Japan)), pentaerythritol trimethacrylate, etc. ) methacrylic acid derivatives and the like. These compounds may be used alone or in combination of two or more.

The synthesis of the above-mentioned (C3) bifunctional or higher (meth)acrylic derivative having a relatively high molecular weight can be carried out by a known polymerization method such as bulk polymerization, solution polymerization, suspension polymerization or emulsion polymerization.

From the viewpoint of the toughness of the cured product of the resin composition, the component (C) is preferably at least the (meth)acrylic derivative of the above (C3). Corresponding to (C3) (meth)acrylic derivatives, Use alone or in combination of two or more. Although it is not particularly limited, it is preferable that the compounds of the above (1) to (5) described as the component (C3) are the two (A) of the polyurethane described in (4) and (5). A acrylate, and a polyurethane having a reactive unsaturated bond at the end. Among them, a reactive unsaturated bond is preferably a (meth)acryloxy group-based polyurethane. Specifically, it is preferred that the diol component of the polyurethane be a compound composed of polypropylene glycol or polybutanediol. It is particularly preferable to use, the diol component of the polyurethane is polypropylene glycol, and the diisocyanate component is a polyurethane of isophorone diisocyanate.

In the optical resin composition of the present invention, the phase between the (A) (meth)acrylic derivative polymer and the (C3) relatively high molecular weight bifunctional or higher (meth)acrylic derivative When the solubility is low, if the amount of the component (C3) is large, the cured product may be cloudy. However, in the present invention, by using the component (C3) which is an olefin diol as a raw material, the compatibility with the polymer can be improved without maintaining the resin composition depending on the amount of the component (C3). The transparency of the cured product. Further, by using at least the (meth)acrylic derivative of (C3) as the component (C), even if it is blended in a large amount, the brittleness of the cured product and the remarkable decrease in the adhesive force can be prevented. Since the amount of the (C3) compounding amount of the resin composition can be increased, it is possible to suppress the change in the properties of the cured product due to the error in the preparation.

The blending amount of the (C) (meth)acrylic derivative of the optical resin material of the present invention is formulated to constitute all the components of the resin composition. When the amount is 100, it is preferably 1 to 40 parts by weight. When the amount of the (C3) blending of the resin composition is too small, the cured product tends to be difficult to store the shape. On the other hand, when the amount of the compound is too large, the viscosity of the resin composition becomes too high, and it is difficult to produce a sheet, and the adhesive strength tends to be lowered. Further, the hardness of the resin composition is also brittle, and the mechanical properties tend to cause problems.

In addition to the above components (A), (B) and (C), the optical resin composition of the present invention preferably contains (D) a polymerization initiator. However, in the present invention, the polymerization initiator of the component (D) is not essential. When the polymerization resin composition of the present invention is subjected to the polymerization reaction by, for example, irradiation with an electron beam, the polymerization reaction can be carried out without using a polymerization initiator. Therefore, in the present invention, the polymerization initiator can be suitably used without being polymerized. The polymerization initiator which can be used in the present invention may be either a photopolymerization initiator or a thermal polymerization initiator, or both may be used in combination.

As described above, when an electron beam is irradiated to the resin composition of the present invention, for example, a polymerization reaction can be carried out without using a polymerization initiator. That is, the polymerization reaction for hardening the resin composition of the present invention can be carried out by irradiation of active energy rays, heat energy, or a combination of both. The "active energy line" means ultraviolet rays, electron lines, alpha rays, beta rays, gamma rays, and the like. The above-mentioned curing method can also be used for the synthesis of the component (A) (meth)acrylic derivative polymer of the resin composition. However, in view of the low temperature resistance of the polarizing plate used for the liquid crystal panel, it is also difficult to heat the resin composition. At this time, since the optical resin composition of the present invention cannot be directly coated or injection molded in this state. Heating is carried out, so that it is preferred to use a photopolymerization initiator which is polymerized by light.

When the amount of the polymerization initiator is too small, the polymerization reaction does not proceed satisfactorily, and the curing of the resin composition is insufficient. On the contrary, if too large, a large amount of polymerization initiator remains, and optical properties or mechanical properties may cause problems. Doubt. Therefore, the blending amount of the polymerization initiator is preferably in the range of 0.01 to 5 parts by weight, more preferably in the range of 0.01 to 5 parts by weight, based on the total amount of the components (A), (B), (C) and (D). It is in the range of 0.01 to 3 parts by weight, and particularly preferably in the range of 0.03 to 2 parts by weight. In particular, when a photopolymerization initiator is used, it is preferably in the range of 0.1 to 5 parts by weight, more preferably in the range of 0.3 to 3 parts by weight, and particularly preferably 0.5 to 2 parts by weight. The range of parts by weight. When the thermal polymerization initiator is used, it is preferably in the range of 0.01 to 1 part by weight, more preferably in the range of 0.01 to 0.5 part by weight, in the case where the total amount of the above compounding is 100.

Further, when a photopolymerization initiator and a thermal polymerization initiator are used in combination, it is preferred to appropriately adjust them within the above range. It is more desirable to adjust the usage amount separately in accordance with the hardening process. For example, when it is temporarily fixed by photopolymerization and then mainly hardened by thermal polymerization, it is preferred to use a relatively small amount of a photopolymerization initiator and a thermal polymerization initiator together. Specifically, when the total amount of the components (A), (B), (C), and (D) is 100, it is preferred to use 0.1 to 0.5 part by weight of a photopolymerization initiator and 0.1 to 1.0 weight. A portion of a thermal polymerization initiator. Other examples are: almost all hardening by photopolymerization, and thermal polymerization for a few hard-to-light hardened parts. In the case of hardening, it is preferred to use a smaller amount of a thermal polymerization initiator in terms of preserving stability. Specifically, when the total amount of the above is 100, it is preferred to use 0.5 to 5 parts by weight of a photopolymerization initiator and 0.01 to 0.2 parts by weight of a thermal polymerization initiator.

The photopolymerization initiator used in the present invention may be derived from a Benzophenone system, an Anthraquinone system, a Benzoin system, a Sulfonium salt, and a Diazonium Salt. ), selected from the general known compounds such as Onium Salt. These photopolymerization initiators are highly sensitive to light, especially to ultraviolet light.

Specific examples of the compound which can be used as a photopolymerization initiator are as follows. Benzophenone, N,N'-tetramethyl-4,4'-diaminobenzophenone (Michechelone), N,N-tetramethyl-4,4'-diaminodi Benzophenone, 4-methoxy-4'-dimethylaminobenzophenone, α-hydroxyisobutylbenzophenone, 2-ethylhydrazine, tert-butyl fluorene, 1,4- Dimethyl hydrazine, 1-chloroindole, 2,3-dichloropurine, 3-chloro-2-methylindole, 1,2-benzopyrene, 2-phenylindole, 1, 4-naphthoquinone, 9,10-Phenanthraquinone, Thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexylbenzophenone, 2 An aromatic ketone compound such as 2-dimethoxy-1,2-diphenylethane-1-one or 2-hydroxy-2-methyl-1-phenylpropan-1-one; benzoin, A Benzoin compounds such as benzoin, ethyl benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, a benzoin ether compound such as benzoyl phenyl ether; a diester of benzyl, 2,2-diethoxyacetophenone, benzyldimethylketal, β-(acridin-9-yl)acrylate or the like a compound; an acridine compound of 9-phenyl acridine, 9-pyridyl acridine, 1,7-diacridine heptane; 2-(o-chlorophenyl)-4,5-diphenylimidazole Polymer, 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 - bis(p-methoxyphenyl) 5-phenylimidazole dimer, 2-(2,4-methoxyphenyl)-4,5-diphenylimidazole dimer, 2-(hydrogen 2,4,5-triarylimidazole dimer such as thiophenyl)-4,5-diphenylimidazole dimer; 2-benzyl-2-dimethylamino-1-(4) -morpholinylphenyl)-1-butanone, 2-methyl-1-[4-(methylthio)phenyl]-2-morpholinyl-1-propane, bis(2,4,6- Trimethylbenzhydrazide)-phenylphosphine oxide, low (2-hydroxy-2-methyl-1(4-(1-methylvinyl)phenyl)acetone), and the like.

In the present invention, the photopolymerization initiator may be used singly or in combination of two or more kinds as appropriate, and an appropriate compound may be selected depending on the purpose. For example, in order to prevent coloring of the resin composition, it is preferred to use two or more of the following compounds alone or in combination of two or more.

1-hydroxycyclohexyl benzophenone, 2-hydroxy-2-methyl-1-phenyl-propan-1-one, 1-[4-(2-hydroxyethoxy)-phenyl]-2-hydroxy- An α-hydroxyalkylphenone compound such as 2-methyl-1-propan-1-one; Bis(2,4,6-trimethylbenzhydrazide)-phenylphosphine oxide, bis(2,6-dimethoxybenzhydrazide)-2,4,4-trimethyl-pentylphosphine a mercaptophosphine oxide compound such as an oxide or 2,4,6-trimethylbenzhydrazide-diphenylphosphine oxide; low (2-hydroxy-2-methyl-1(4-(1-) Methylvinyl)phenyl)acetone); oxy-phenyl-acetic acid 2-[2-oxo-2-phenyl-ethyloxy-ethoxy]-ethyl ester and oxy-phenyl- A mixture of 2-[2-hydroxy-ethoxy]-ethyl acetate.

In order to produce a thicker sheet, the photopolymerization initiator is preferably used at least, bis(2,4,6-trimethylbenzhydrazide)-phenylphosphine oxide, bis(2,6-dimethoxy group). A mercaptophosphine oxide compound such as benzamidine)-2,4,4-trimethyl-pentylphosphine oxide or 2,4,6-trimethylbenzhydrazide-diphenylphosphine oxide.

In order to reduce the odor of the flakes, it is preferred to use low (2-hydroxy-2-methyl-1(4-(1-methylvinyl)phenyl)propanone), and oxy-phenyl-acetic acid 2- At least 1 of a mixture of [2-oxo-2-phenyl-ethyloxy-ethoxy]-ethyl ester and oxy-phenyl-acetic acid 2-[2-hydroxy-ethoxy]-ethyl ester Kind.

In order to reduce the polymerization inhibition caused by oxygen, it is preferred to use oxy-phenyl-acetic acid 2-[2-oxo-2-phenyl-ethyloxy-ethoxy]-ethyl ester and an oxy group- A mixture of phenyl-acetic acid 2-[2-hydroxy-ethoxy]-ethyl ester.

The above-mentioned thermal polymerization initiator refers to an initiator which generates a radical by heat, and specifically, for example, Benzoyl Peroxide, butyl perbenzoate, cumene Hydrogen peroxide, over Diisopropyl dicarbonate, di-n-propyl dicarbonate, bis(2-ethoxyethyl)dicarbonate, tertiary butyl peroxy neodecanoate, isobutyric acid peroxide An organic peroxide such as a tertiary butyl ester, a peroxidized (3,5,5-trimethylhexyl) group, a dipropene peroxide, a diethylperoxide peroxide, or a dodecyl peroxide. Further, for example, there are 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-methoxy Valeronitrile, dimethyl-2,2'-azobis(2-propionic acid methyl ester), 4,4'-azobis(4-cyanovaleric acid), 2,2'-azo double An azo compound such as (2-hydroxymethylpropionitrile) or 2,2'-azobis[2-(2-imidazolin-2-yl)propane.

When a thermal polymerization initiator is used in the optical resin composition of the present invention, these thermal polymerization initiators preferably have a temperature of 40 to 80 ° C, more preferably 40 to 65 ° C, and particularly preferably 50 to 65 ° C. The 10-hour half-life temperature. The "10-hour half-life temperature" means a temperature at which half of the thermal polymerization initiator is decomposed in 10 hours. If the 10-hour half-life temperature is too low, the storage stability of the resin composition tends to decrease. On the other hand, if the 10-hour half-life temperature is too high, since high-temperature heating is required during the hardening reaction, the characteristics of the liquid crystal or the polarizing plate may be deteriorated, and the display characteristics of the liquid crystal display may be deteriorated. When a thermal polymerization initiator having a relatively high 10-hour half-life temperature is used, although it is easy to ensure the preservation stability of the resin composition, the reactivity is low, and a relatively large amount of a thermal polymerization initiator must be added. Conversely, when using a thermal polymerization initiator with a relatively low 10-hour half-life temperature, The polymerization reaction of the resin composition at the time of the tube is preferably set to a relatively small amount of addition.

In the optical resin composition of the present invention, other polymerizable compounds having different resin components from the above components (A), (B), (C) and (D) may be used as necessary. The shape retainability of the optical resin composition can be improved by using a suitable polymerizable compound in combination. For example, a polymerizable compound having one unsaturated bond in the molecule, such as acrylonitrile, styrene, ethyl acetate, ethylene, or propylene, may be used in combination. In this case, in order to obtain the desired effect of the present invention, the amount of the polymerizable compound to be used in combination is preferably 90% by weight or less, more preferably 50% by weight or less, and particularly preferably 20% by weight or less based on the entire composition. Further, although it is also possible to use a polyunsaturated compound having two or more unsaturated bonds in the molecule, if the compounding amount of the compound is too large, the adhesiveness and impact resistance of the resin composition tend to be lowered. Therefore, in the present invention, when a polyunsaturated compound is used in combination, the compounding amount is preferably 20% by weight or less based on the entire composition.

Further, the optical resin composition of the present invention may contain various stabilizers as necessary. The stabilizer which can be used in the present invention is, for example, a polymerization inhibiting agent such as p-methoxyphenol used for the purpose of improving the storage stability of the resin composition, and is used to enhance the resin composition. An antioxidant such as triphenylphosphine used for heat resistance of the cured product, and HALS used for improving weather resistance. These multiple stabilizers can also be used in combination. Others, as long as the effects of the present invention are obtained, generally known additives can be used.

The second aspect of the present invention relates to an optical resin material comprising a cured product of an optical resin composition. In the optical resin material of the present invention, the optical resin composition in this state can be directly applied to a specific thickness using a coater, or can be injection molded, and then cured to form a cured product. obtain. The hardening reaction can be carried out by a polymerization method according to heat. Further, light energy such as UV or EB may be applied to carry out the hardening reaction. These hardening methods can also be used in combination.

The optical resin material of the present invention is not particularly limited, but is preferably formed into a sheet shape or a film shape. The sheet or film produced by curing the resin composition has adhesiveness. Therefore, it is possible to directly bond the optical resin materials of these sheets or films to glass or other substrates without using an adhesive or an adhesive.

The resin composition for optical use of the present invention is suitable for use as a material used in an image display device such as a liquid crystal display device or a PDP (Plasma Display Panel) and exhibits good transparency. Optical resin materials for various display devices. Further, since the cured product obtained from the optical resin composition of the present invention contains a polymer having a high molecular weight, it has an appropriate hardness and is less likely to be plastically deformed by impact. Therefore, the impact absorption can be improved by increasing the film thickness of the optical resin material. Therefore, in an example of a preferred embodiment of the present invention, the optical resin material can be applied to an impact absorbing layer of an optical filter for an image display device and an image display device.

When the optical resin material is formed as an impact absorbing layer of an image display device, the glass transition temperature (Tg) of the cured product of the resin composition is reasonable. I want to be below 0 °C. Once the glass transition temperature of the cured product exceeds 0 ° C, the impact absorbing layer becomes hard and cracks easily occur when subjected to impact. The Tg is more preferably from -20 ° C to -60 ° C. Further, when the optical resin material is applied to an image display device, the visible light transmittance is preferably 80% or more.

When the impact absorbing layer is formed by using the optical resin composition of the present invention, the resin composition can be applied to the surface of the image display panel or the image display device, or the substrate of the optical filter, etc., and then formed into a film. Further, the coated surface is irradiated with a radiation such as ultraviolet rays or a radiation such as an electron beam to be hardened. Further, when the optical filter is produced, for example, the optical resin composition of the present invention can be applied to a functional layer such as a substrate of an optical filter or an antireflection layer to form a film, and then the optical filter is laminated. After the substrate, functional layer or protective layer of the light sheet is irradiated with radiation, it is hardened.

When the resin composition is applied to the surface of the image display panel or the image display device to form a resin material layer, it is preferable to form the film so that the film thickness is 0.1 mm to 3 mm. The resin material layer is more preferably a film thickness of 0.2 mm or more in consideration of impact absorbability. In particular, when the impact absorption property is to be enhanced, the film thickness of the resin material layer is more preferably 1.3 mm or more. Although it is not particularly limited, in order to form a desired film thickness, it is preferred to apply the coating using a general-purpose coater.

Further, a separate sheet or film can be prepared in advance by a curing reaction of the optical resin composition, and this can be used as the optical resin material of the present invention. In the production of the optical resin material, a method such as injection molding can be used. Further, the curing reaction of the resin composition can be carried out by heating or by irradiating a radiation such as ultraviolet rays or an electron beam. Yu Ben When the optical resin material of the invention is formed into a separate sheet or film, the film thickness is preferably 0.1 mm to 3 mm. When it is considered that the transparent protective substrate is not used in combination, and the optical resin material is applied to the image display device as the impact absorbing layer, it is preferable to form the film so that the film thickness becomes 0.2 mm or more. In particular, when it is desired to enhance the impact absorbability, it is preferable to form a film thickness of 1.3 mm or more. On the other hand, when a transparent protective substrate is used in combination, it is preferable to form a film thickness of 0.5 mm or less, and more preferably to form a film thickness of 0.2 mm or less. The optical resin material formed into a sheet or a film can be laminated directly on the surface of the image display panel or the image display device, an optical filter, or the like, or laminated with an intervening adhesive or an adhesive.

When the curing reaction of the optical resin composition of the present invention is carried out by irradiation with light such as ultraviolet rays, if oxygen is present, the progress of polymerization may be inhibited. At this time, it is preferable to cover the surface of the hardened resin layer with a transparent film or transparent glass for blocking oxygen. In addition, oxygen can also be blocked by polymerization in an inactive environment. When it is not easy to block oxygen by this method, the influence of oxygen can also be reduced by increasing the amount of the polymerization initiator added. The polymerization initiator used at this time is preferably oxy-phenyl-acetic acid 2-[2-oxo-2-phenyl-ethyloxy-ethoxy]-ethyl ester and oxy-benzene. A mixture of 2-[2-hydroxy-ethoxy]-ethyl acetate. The ultraviolet irradiation device is not particularly limited, and a generally known ultraviolet irradiation device such as a vane type or a conveyor belt type can be used. Further, the light source for ultraviolet irradiation may be 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, and a high pressure mercury lamp or a metal halide lamp is preferably used.

The optical resin composition or optical resin to which the present invention is applicable Examples of the image display device of the material include, for example, a plasma display (PDP), a liquid crystal display (LCD: Liquid Crystal Display), a video tube (CRT: Cathode Ray Tube), a field emission display (FED: Field Emission Display), and an organic Motor light-emitting display device, electronic paper, etc. When the optical resin material of the present invention is applied to an image display device, it may be provided in combination with a functional layer such as an antireflection layer, an antifouling layer, a pigment layer, and a hard coat layer, if necessary. For example, it can be applied to an image display device in combination with a multilayer structure in which an antireflection layer, an antifouling layer, a pigment layer, a hard coat layer, and the like are formed on a base film such as a polyethylene film or a polyester film. The functional layers are either layered.

Here, the antireflection layer to be displayed as the functional layer may have a reflection preventing property of 5% or less with respect to visible light, and a transparent substrate such as a transparent plastic film may be used by a known reflection preventing method. Processed into layers.

The antifouling layer is used to prevent dirt from adhering to the surface, and can be composed of a generally known material. Although it is not particularly limited, in order to reduce the surface tension, the antifouling layer is preferably made of a fluorine resin or an fluorenone resin.

The pigment layer is used to reduce unnecessary light and improve color purity, and is effective when the color purity of light emitted from a panel for image display such as a liquid crystal display panel is low. The pigment of light capable of absorbing an unnecessary wavelength band can be dissolved in a resin, and the film can be formed or laminated on a base film such as a polyethylene film or a polyester film, or the above pigment can be mixed with an adhesive. Formed by other methods.

The hard coat layer is used to increase the surface strength. Hard layer An acrylic resin such as urethane acrylate or epoxy acrylate or an epoxy resin is formed into a film or laminated on a base film such as a polyethylene film. Similarly, in order to increase the surface strength, a glass plate, an acrylic plate, a polycarbonate plate or the like may be used, or a hard coat layer may be formed into a film or laminated on these sheets.

The optical resin composition or the optical resin material of the present invention is not limited to the functional layer such as the antireflection layer, and may be used in combination with a layer having an appropriate desired functionality. The functional layer may be laminated on one side of the transparent substrate or laminated on both sides. In addition, layers having different functions may be laminated on both sides of the transparent substrate, or layers having the same function on both sides may be laminated. The order of lamination of the functional layers is not particularly limited, and can be appropriately changed. When the optical resin composition or the optical resin material of the present invention is combined with a functional layer to form a multilayer structure, it is preferable that these compositions or materials are laminated close to the surface of the image display panel or the image display device. .

The optical resin composition of the present invention or the optical resin material described above may be used in combination with a polarizing plate. In this case, the optical resin composition or the optical resin material of the present invention may be laminated on the visible surface side of the polarizing plate or laminated on the opposite side. When this layer is laminated on the visible surface side of the polarizing plate, the functional layer of the antireflection layer, the antifouling layer, and the hard coat layer may be laminated on the visible surface side. Further, when these resin compositions or resin materials are used between the polarizing plate and the liquid crystal cell, various functional layers can be laminated on the visible surface side of the polarizing plate. This lamination can be carried out by providing an adhesive layer between the layers as necessary, and using a roll press or a blade laminator.

By laminating the optical resin composition or resin material of the present invention The multilayer structure obtained by various functional layers can be easily attached to the front surface of the image display panel or the image display device, or the front panel or the transparent protective substrate for the image display device, using a roll press or a blade bonding machine. . In this case, it is preferable that the multilayer structure is disposed at an appropriate position on the front surface of the image display panel that is closer to the visible surface. The multilayer structure is particularly preferably disposed between the front panel and the transparent protective substrate for the image display device.

Next, the case where the image display device is a liquid crystal display device will be described as an example, and the application of the optical resin material of the present invention to the image display device will be more specifically described.

The liquid crystal display unit incorporated in the liquid crystal display device is not particularly limited, and can be constituted by a liquid crystal material known in the art. Further, it is classified into TN, STN, VA, IPS, etc. by a method of controlling a liquid crystal material, but in the present invention, it may be a liquid crystal display unit using any of the control methods.

Fig. 1 and Fig. 2 are schematic cross-sectional views showing an example of a structure of a conventional liquid crystal display device. The liquid crystal display device shown in Fig. 1 is composed of a liquid crystal display unit 10, a polarizing plate 20 and 22 attached to the both surfaces, and a gap 30 disposed on the upper surface of the polarizing plate 20 which is a visible side of the display device. The transparent protective substrate 40 and the backlight system 50 on the lower surface of which the polarizing plate 22 is disposed are formed. The liquid crystal display unit 10 is a structure in which a liquid crystal material is sealed between two sheets of glass (not shown), and polarizing plates 20 and 22 are bonded to the respective glass surfaces. The backlight system 50 is typically constituted by a reflection means such as a reflector or an illumination means such as a lamp. In addition, the liquid crystal display device shown in FIG. 2 is included in the visible side of the display device. The upper surface (front surface) of the polarizing plate 20 is not provided with a transparent protective substrate, and the liquid crystal display device shown in Fig. 1 has the same configuration.

On the other hand, a liquid crystal display device comprising the optical resin material of the present invention is characterized in that it comprises a transparent resin layer formed of an optical resin material. 3 to 6 are schematic cross-sectional views showing an example of the structure of a liquid crystal display device of the present invention. In the liquid crystal display device shown in Fig. 3, the transparent resin layer 32 is replaced by the transparent resin layer 32 in the conventional liquid crystal display device shown in Fig. 1 (Fig. 1). That is, the liquid crystal display device shown in FIG. 3 is composed of a liquid crystal display unit 10, polarizing plates 20 and 22 attached to the both surfaces, and a transparent resin provided on the polarizing plate 20 which is a visible side of the display device. The layer 32 is formed of a transparent protective substrate 40 provided on the surface of the transparent resin layer 32, and a backlight system 50 provided with a lower surface of the polarizing plate 22. In the liquid crystal display device having such a configuration, the impact resistance is improved by the combination of the transparent protective plate and the transparent resin layer as compared with the conventional liquid crystal display device, so that cracking is less likely to occur. Further, there is an advantage that the display ripple is less likely to occur even if the surface of the device is pressed. Similarly, in the configuration of the plasma display, when the resin composition of the present invention is filled between the front panel and the plasma display panel and hardened, it can be suppressed by the double mapping generated in the plasma display. The picture quality is reduced, and the contrast can be improved.

As shown in FIG. 4, the liquid crystal display device shown in FIG. 3 may be configured by adjusting the order of the transparent resin layer 32 and the polarizing plate 22. At this time, an adhesive or the like for attaching the transparent protective substrate and the polarizing plate can be used. As shown in FIGS. 3 and 4, the transparent protective substrate 40 is provided thereon. In the liquid crystal display device, a functional layer such as an antireflection layer, an antifouling layer, or a hard coat layer may be laminated on the surface of the transparent protective substrate as necessary. Further, as another configuration, a functional layer such as an antireflection layer, an antifouling layer, or a hard coat layer may be laminated on the surface of the polarizing plate 20.

In the liquid crystal display device, the configuration shown in FIGS. 3 and 4 may be configured without providing the transparent protective substrate 40. For example, the liquid crystal display device shown in FIG. 5 is composed of: a liquid crystal display unit 10; a transparent resin layer 32 and a polarizing plate 20 provided on the upper surface; and a polarizing plate 22 and a backlight system 50 disposed under the liquid crystal display unit. Composition. When the polarizing plate 20 is at the forefront, a functional layer such as an antireflection layer, an antifouling layer, or a hard coat layer may be laminated on the surface of the polarizing plate 20 as necessary. Further, as shown in FIG. 6, the liquid crystal display device may be configured by adjusting the order of the transparent resin layer 32 and the polarizing plate 20 in the liquid crystal display device shown in FIG. As described above, when the transparent resin layer 32 is at the forefront, a functional layer such as an antireflection layer, an antifouling layer, or a hard coat layer may be laminated on the surface of the transparent resin layer 32 as necessary. Although not particularly limited, it is preferable to provide at least a hard coat layer.

The transparent protective substrate of the liquid crystal display device and the front panel used in other display devices may be general optical transparent substrates. Specifically, for example, a plate of an inorganic material such as a glass plate or a quartz plate; a resin plate such as an acrylic plate or a polycarbonate plate; and a resin sheet such as a thick polyester sheet. When a high surface hardness is required, it is preferably a glass plate, an acrylic plate or the like, and more preferably a glass plate. On the surface of these transparent protective substrates or front panels, reflection prevention, antifouling, and hard film treatment can be performed. Surface treatment of this type, It can be implemented on one or both sides of the transparent protective substrate. A transparent protective substrate or front panel can be used in combination with a plurality of sheets.

The polarizing plate used in the liquid crystal display device may be a polarizing plate generally used in the art. The surfaces of these polarizers can be treated by reflection prevention, antifouling, and hard film. Such surface treatment can be carried out on one or both sides of the polarizing plate.

In the above, a liquid crystal display device having a transparent resin layer composed of the optical resin material of the present invention will be specifically described. However, the optical resin composition and resin material of the present invention are not limited to liquid crystal display devices, and may be applied to other image display devices such as plasma displays. Further, the optical resin material of the present invention can be used not only as a constituent element of the image display device but also as a multilayer structure such as an optical filter produced by combining a layer having a desired function.

For example, the optical filter can be laminated on a substrate such as glass, acryl, polycarbonate, or the like by laminating a functional layer such as an antireflection layer, an electromagnetic wave shielding layer, or a near-infrared shielding layer, and the optical device of the present invention. Made of resin material.

The electromagnetic wave shielding layer may have the same configuration as the generally known electromagnetic wave shielding layer as long as the visible light transmittance is 60% or more and has electromagnetic wave shielding properties. For example, a transparent conductive film, a conductive fiber mesh, a screen made of a conductive ink, or the like can be used. From the viewpoint of having high transparency and high electromagnetic shielding, it is most desirable to be a metal mesh. In the metal mesh, the adhesive can be applied to any one or both of a transparent substrate such as a polyester film and a conductive metal foil such as a copper foil or an aluminum foil, and laminated. The product is then obtained by etching a conductive metal foil by a chemical etching process. The conductive metal foil to be used is preferably a rough surface from the viewpoint of ensuring adhesion, and is laminated on the transparent substrate such that the rough surface of the conductive metal foil faces the layer of the adhesive. After the metal screen is produced by the above etching process, the resin is applied to the metal screen, and it is preferable to apply a resin which can be hardened by irradiation of radiation such as ultraviolet rays or electron beams, and then irradiated. A radiation such as an ultraviolet ray or an electron beam hardens the resin, thereby flattening and forming a layer of the adhesive to which the rough surface is transferred. The resin composition of the present invention can also be used as the resin applied to the metal mesh.

Further, the antireflection layer may have a reflection preventing property of a visible light reflectance of 5% or less, and a transparent substrate such as a transparent plastic film may be treated by a known antireflection method. Further, the near-infrared ray shielding layer may be composed of a resin obtained by dispersing a near-infrared ray absorbing material such as an ammonium salt (Immonium Salt) or a near-infrared ray shielding material. The near-infrared shielding layer may also be laminated on a transparent substrate such as a transparent plastic film. In addition, a near-infrared ray absorbing material such as an ammonium salt or a near-infrared ray shielding material may be dispersed in the optical resin composition of the present invention, and used as a resin having near-infrared ray shielding energy.

In the optical filter, not all of the functional layers such as the electromagnetic wave shielding layer, the antireflection layer, and the near-infrared ray shielding layer are required, and an appropriate layer required for lamination may be used depending on the application. For example, an optical filter having an electromagnetic wave barrier layer or a near-infrared shielding layer as a functional layer is suitable for a plasma display. The functional layer can be laminated on one side of the transparent substrate, or Laminated on both sides. In addition, layers having different functions may be laminated on both sides of the transparent substrate, or layers having the same function on both sides may be laminated. In the case of constituting the multilayer structure, the layer containing the optical resin composition or the optical resin material of the present invention is preferably formed on the outermost layer. Further, the order of lamination of the functional layers is not particularly limited, and can be appropriately changed. The lamination of the functional layers can be carried out by providing an adhesive layer between the layers and using a roll press or a blade laminator. Further, the optical filter thus produced can be attached to a specific position of the image display device by using a roll press machine or a blade bonding machine. The position to be attached differs depending on the configuration of the image display device, and may be, for example, the front surface of the image display panel or the front panel of the image display device. In this case, by forming a layer containing the optical resin composition or the optical resin material of the present invention on the outermost layer, a multilayer structure such as an optical filter can be bonded to an image display without using an adhesive. The front of the panel, or the front panel of the image display unit.

Example

Hereinafter, the present invention will be described in detail by way of examples, but the scope of the invention is not limited to these examples. The term "weight average molecular weight" described below is a value obtained by performing gel permeation chromatography using THF as a solvent and converting the measured value using a standard styrene calibration curve.

(Example 1) 1. Modulation of copolymer

In a reaction vessel equipped with a cooling tube, a thermometer, a stirring device, a dropping funnel and a nitrogen injection tube, a scale of 84.0 g of 2-ethylhexyl acrylate and 36.0 g of 2-hydroxyethyl acrylate and methyl isobutyl ketone were weighed. 150.0 g of the initial monomer was purged with nitrogen at a flow rate of 100 ml/min, and heated from room temperature to 70 ° C for 15 minutes. Thereafter, while maintaining the temperature at 70 ° C, 21.0 g of 2-ethylhexyl acrylate and 9.0 g of 2-hydroxyethyl acrylate were weighed as additional monomers, and 0.6 g of laurel peroxide was dissolved in these oxidized laurels. The solution was prepared and the solution was added dropwise over 60 minutes. The reaction was further carried out for 2 hours after the completion of the dropwise addition. From the obtained reaction mixture, methyl isobutyl ketone was distilled off, whereby a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate (weight average molecular weight: 250,000) was obtained.

2. Modulation of polyurethane acrylate

Next, in a reaction vessel equipped with a cooling tube, a thermometer, a stirring device, a dropping funnel, and an air injection tube, a polypropylene glycol (molecular weight: 2,000) of 180 g and 2.33 g of 2-hydroxyethyl acrylate were used as a polymerization inhibitor. 0.5 g of p-Methoxyphenol and 0.05 g of dibutyltin dilaurate as a catalyst were heated to 70 ° C while circulating air. Thereafter, the mixture was stirred while maintaining the temperature at 70 to 75 ° C, and 22.2 g of isophorone diisocyanate was uniformly dropped over 2 hours to carry out a reaction. After the completion of the dropwise addition, the reaction was further carried out for about 5 hours, and then IR measurement was carried out to confirm the disappearance of the isocyanate. At this point, the reaction is terminated, and a polyurethane acrylic acid having a polymerizable unsaturated bond at both ends can be obtained. Ester (weight average molecular weight 16,000).

3. Modulation of optical resin composition

Weigh the following compounds separately:

(A) 24.88 g of the copolymer prepared in the above 1

(B1) 2-ethylhexyl acrylate (2EHA) 27.85g

(B2) Monomethyl polyethylene glycol methacrylate 11.94g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polyurethane acrylate (UA1) prepared in the above 2, 34.83 g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

4. Evaluation of optical resin composition

For the previously prepared optical resin composition, the Draize Test was performed and the degree of itching of the skin was evaluated from the PII value, and as a result, the skin irritation was low and did not occur at the time of disposal. Itching and so on. The Dreiser test was conducted on three rabbits and evaluated on the basis of the OECD Standard No. 404. The PII value is a number from 0 to 8. The value indicates that the lower the value, the lower the irritation.

First, the previously prepared optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then irradiated with an integrated exposure amount of 3,000 mJ using an ultraviolet irradiation device. Ultraviolet rays harden the composition to thereby produce a sheet. The sheet is transparent. Next, the produced sheets were subjected to various tests shown below, and the characteristics were evaluated. The evaluation results are shown in Table 1.

(total light transmittance)

Use color difference. The turbidity measuring instrument COH-300A (manufactured by Nippon Denshoku Industries Co., Ltd.) was used to measure the total light transmittance of the produced sheet, thereby evaluating the transparency.

(ΔYI)

Use color difference. The turbidity measuring device COH-300A (manufactured by Nippon Denshoku Industries Co., Ltd.) measures the YI (Yellowness Index: yellowness index) of the produced sheet, as shown by the following formula, with an initial YI and at 85 ° C. The difference between the YI measured after standing for 500 hours in the high temperature bath was ΔYI. The smaller the ΔYI, the better the heat resistance and the smaller the coloration at high temperatures.

ΔYI=(YI after 500 hours)-(initial YI)

(impact resistance)

The impact resistance test is carried out in the following manner, that is, the front glass is attached to the side of one side of the produced sheet, and the thickness is 0.7 mm. Generally, the glass used in the liquid crystal panel is bonded to the other side of the same glass, and 510 g of the steel ball is dropped to the front glass side. The height from the front glass to the center of the steel ball was changed at 5 cm, 8 cm, 10 cm, 12 cm, 15 cm, and then 5 cm, and the steel ball was dropped, and it was judged whether or not the front glass was broken. The impact strength was calculated according to the following formula.

Impact strength = steel ball weight (Kg) × height (m) × 9.8 (m / s ² )

For example, when falling from a height of 5 cm, it is 0.51 × 0.05 × 9.8 = 0.25 J.

(moisture resistance reliability)

The produced sheet was placed in a high-temperature and high-humidity test cell at 60 ° C and 90% RH for 50 hours to carry out a moisture absorption test, and then the appearance change of the sheet was visually observed. In the sheet after the moisture absorption test, if the white turbidity was not observed and the transparency was maintained, it was judged as "good state".

(Example 2)

Weigh the following compounds separately:

(A) 47.50 g of the copolymer prepared in the above Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 33.26g

(B2) monomethyl polyethylene glycol methacrylate 14.24g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polypropylene glycol diacrylate (PPGDA) 5.00g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.51 g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet light-transmitting glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 3,000 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 1.

(Example 3)

Weigh the following compounds separately:

(A) Copolymer of Example 1 45.12g

(B1) isodecyl acrylate (ISA) 38.90g

(B2) monomethyl polyethylene glycol methacrylate 11.67g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polypropylene glycol diacrylate (PPGDA) 3.89g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.43g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

Place in the reaction vessel and use the ThreeOne Motor mixer. The resin composition for optical use was prepared by stirring and mixing at room temperature (25 ° C) for 30 minutes.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet ray-transmissive glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 2,000 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 1.

(Example 4) 1. Modulation of polyurethane acrylate

In a reaction vessel equipped with a cooling tube, a thermometer, a stirring device, a dropping funnel and an air injection tube, the weighing scale is butyl diol (molecular weight 850) 520.80 g, diethylene glycol 1.06 g, unsaturated fatty acid hydroxy group Ε-caprolactone modified by alkyl ester (PLACCEL FA 2D: Daicel Chemical Industry Co., Ltd. trade name) 275.20g, p-methoxyphenol 0.5g as a polymerization inhibitor, and dibutyl group as a catalyst Tin laurate 0.3 g and warmed to 70 °C. Thereafter, the mixture was stirred while maintaining the temperature at 70 to 75 ° C, and 222 g of isophorone diisocyanate was uniformly dropped over 2 hours to carry out a reaction. After the completion of the dropwise addition, the reaction was further carried out for about 5 hours, and then IR measurement was carried out to confirm the disappearance of the isocyanate. At this point, the reaction is terminated, and a polyurethane having a weight average molecular weight of 7,000 can be obtained. Acrylate.

2. Modulation of optical resin composition

Weigh the following compounds separately:

(A) 47.00 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 33.25g

(B2) monomethyl polyethylene glycol methacrylate 14.25g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polyurethane acrylate (UA2) 5.00 g prepared in the above 1

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet light-transmitting glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 3,000 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the produced sheet was subjected to Example 1 The same various tests are tested and evaluated. The evaluation results are shown in Table 1.

(Example 5)

Weigh the following compounds separately:

(A) Copolymer of Example 1 47.50g

(B1) Lauryl Acrylate (TDA) 33.25g

(B2) monomethyl polyethylene glycol methacrylate 14.25g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polypropylene glycol diacrylate (PPGDA) 5.00g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.49g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet ray-transmissive glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 2,000 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 1.

(Example 6)

Weigh the following compounds separately:

(A) Copolymer of Example 1 48.51g

(B1) 2-ethylhexyl acrylate (2EHA) 29.10g

(B2) Monomethyl polyethylene glycol acrylate 19.40g

(made by Shin-Nakamura Chemical Industry Co., Ltd., trade name "NK Ester AM-90G")

(C) Polypropylene glycol diacrylate (PPGDA) 3.00g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.52g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 1,300 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 2.

(Example 7)

Weigh the following compounds separately:

(A) Copolymer of Example 1 48.99g

(B1) isodecyl acrylate (ISA) 29.41g

(B2) Polypropylene glycol acrylate 19.60g

(made by Nippon Oil Co., Ltd., trade name "Blemmer AP-400"

(C) Polypropylene glycol diacrylate (PPGDA) 1.99g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.49g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then ultraviolet rays were irradiated with an integrated exposure amount of 1,300 mJ to form a composition. It is hardened to produce a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 2.

(Example 8)

Weigh the following compounds separately:

(A) 47.48 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 18.33g

(B1) 2-ethylhexyl diglycol acrylate 18.34g

(Kyoeisha Chemical Co., Ltd., product name "Light Acrylate EHDG-AT")

(B2) Monomethyl polyethylene glycol methacrylate 8.35g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polypropylene glycol diacrylate (PPGDA) 5.00g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. Further, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then heated in a 70 ° C air-blasting furnace for 3 hours to cure the composition. Make a thin sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. . The evaluation results are shown in Table 2.

(Example 9)

Weigh the following compounds separately:

(A) 47.49 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 33.25g

(B2) monomethyl polyethylene glycol methacrylate 14.26g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) Polypropylene glycol diacrylate (PPGDA) 5.00g

(D) Dilaudium peroxide (LPO) 0.40g

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. Further, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then heated in a 70 ° C air-blasting furnace for 3 hours to cure the composition. Make a thin sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The evaluation results are shown in Table 2.

(Comparative Example 1)

Weigh the following compounds separately:

(A) 47.50 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 47.50g

(C) 1,6-hexanediol diacrylate (1,6-HxA) 5.00 g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then irradiated with ultraviolet rays of 2,000 mJ by an ultraviolet irradiation device to harden the composition. This produces a sheet. White turbidity occurs in the sheet, and its transparency is poor. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

(Comparative Example 2)

Weigh the following compounds separately:

(A) 47.50 g of the copolymer prepared in Example 1.

(B2) monomethyl polyethylene glycol methacrylate 47.50g

(The product name "FA-400M", manufactured by Hitachi Chemical Co., Ltd., mainly for repeating units of 9)

(C) 1,6-hexanediol diacrylate (1,6-HxA) 5.00 g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet ray-transmissive glass, and then ultraviolet rays were irradiated with 5,000 mJ to cure the composition. This produces a sheet. White turbidity occurs in the sheet, and its transparency is poor. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

(Comparative Example 3)

Weigh the following compounds separately:

(A) 47.50 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 33.25g

(B2') 2-hydroxyethyl acrylate (HEA) 14.25g

(C) 1,6-hexanediol diacrylate (1,6-HxA) 5.00 g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was high, and itching occurred during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet ray-transmissive glass, and then the ultraviolet ray irradiation device was used to irradiate the ultraviolet ray of 2,000 mJ to harden the composition. This produces a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

(Comparative Example 4)

Weigh the following compounds separately:

(A) 47.50 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 47.50g

(C) Polypropylene glycol diacrylate (PPGDA) 5.00g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a ThreeOne Motcr mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was low, and itching did not occur during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then irradiated with ultraviolet rays of 2,000 mJ by an ultraviolet irradiation device to harden the composition. This produces a sheet. White turbidity occurs in the sheet, and its transparency is poor. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

(Comparative Example 5)

Weigh the following compounds separately:

(A) 24.88 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 27.85g

(B2') 2-Hydroxyethyl acrylate (HEA) 11.94g

(C) Polyurethane acrylate (UA1) prepared in Example 1 34.83 g

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was high, and itching occurred during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then irradiated with ultraviolet rays of 2,000 mJ by an ultraviolet irradiation device to harden the composition. This produces a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

(Comparative Example 6)

Weigh the following compounds separately:

(A) 47.00 g of the copolymer prepared in Example 1.

(B1) 2-ethylhexyl acrylate (2EHA) 33.25g

(B2') 2-hydroxyethyl acrylate (HEA) 14.25g

(C) Polyurethane acrylate (UA2) 5.00 g prepared in the above 1

(D) 1-hydroxy-cyclohexyl-phenyl-acetone 0.50g

(Ciba Japan Co., Ltd., product name "Irgacure-184")

The mixture was placed in a reaction vessel, and stirred and mixed at room temperature (25 ° C) for 30 minutes using a Three One Motor mixer to prepare an optical resin composition.

The obtained optical resin composition was subjected to the dexamethasone test in the same manner as in Example 1. As a result, the skin irritation was high, and itching occurred during the treatment. In addition, the optical resin composition was poured into a frame having a width of 100 mm, a length of 100 mm, and a depth of 0.5 mm, and the upper portion of the frame was covered with ultraviolet-ray transmissive glass, and then irradiated with ultraviolet rays of 2,000 mJ by an ultraviolet irradiation device to harden the composition. This produces a sheet. The sheet is transparent. Next, the same test as in Example 1 was carried out on the produced sheet, and the characteristics were evaluated. The results of the assessment are shown in Table 3.

The first to third aspects show the main components and various evaluation results of the optical resin compositions of the above Examples 1 to 9 and Comparative Examples 1 to 6. In each table, "-" indicates that it has not been measured. Further, the evaluation "G" for the moisture resistance reliability indicates that no white turbidity was observed in the sheet, and the sheet was in a good state in which transparency could be maintained.

(Embodiment 10)

This embodiment relates to the production and evaluation of a liquid crystal display device including a transparent resin layer formed of the optical resin composition of the present invention. The fabrication of the liquid crystal display device is carried out in accordance with the following steps. First, in order to form a transparent resin layer, four sides of an AG-treated polarizing plate which is previously attached to the surface of a liquid crystal display unit having a diagonal angle of 32 Å are attached to each other with a short side having a thickness of 0.5 mm and a width of 5 mm. This forms a mold. Next, the optical resin composition prepared in Example 2 was placed in the mold frame, and the surface was covered with a soda glass plate having a diagonal angle of 32 Å and a thickness of 2.8 mm so as not to allow air bubbles to enter. The soda glass plate is one in which an antireflection layer is formed in advance on the surface. Then, a transparent resin layer was produced by irradiating ultraviolet rays with an accumulated exposure amount of 2,000 mJ from the upper surface of the antireflection layer of the soda glass plate by using a conveyor-type ultraviolet irradiation device having a metal halide lamp. As described above, the transparent resin layer, the soda glass plate, and the antireflection layer are sequentially laminated on the surface of the liquid crystal display unit.

Then, the previously obtained liquid crystal display unit was mounted on a housing having a backlight unit and a drive circuit to fabricate a liquid crystal display device. When the liquid crystal display device was produced, it was found that the discoloration of the liquid crystal display device caused by the coloring of the resin material did not occur, and no glass or floating was generated at the interface between the transparent resin layer and the glass plate. Missing. Further, the liquid crystal display device did not cause deterioration in image quality due to double mapping, and even if the surface of the device was touched, deterioration of image quality due to distortion of the panel was not observed.

(Comparative Example 7)

Using the resin of Comparative Example 1, a liquid crystal display device in which a transparent resin layer, a soda glass plate, and an antireflection layer were sequentially laminated on the surface of a liquid crystal display unit was produced in the same manner as in Example 10. In the liquid crystal display device produced, the transparent resin layer is white turbid, which causes a lack of image quality such as whitening of the displayed image and reduction in brightness.

From the above description, it will be apparent that a wide variety of embodiments may be constructed without departing from the spirit and scope of the invention, and the invention is not limited to the specific embodiment except as limited to the scope of the claims. Any restrictions on the state.

10‧‧‧LCD unit

20, 22‧‧‧ polarizing plate

30‧‧‧ gap

32‧‧‧Transparent resin layer

40‧‧‧Transparent protective substrate

50‧‧‧Backlight system

Fig. 1 is a side cross-sectional view showing a configuration example of a conventional liquid crystal display device.

Fig. 2 is a view showing a configuration example of a conventional liquid crystal display device Side section view.

Fig. 3 is a side cross-sectional view schematically showing a configuration example of a liquid crystal display device of the present invention.

Fig. 4 is a side cross-sectional view schematically showing a configuration example of a liquid crystal display device of the present invention.

Fig. 5 is a side cross-sectional view schematically showing a configuration example of a liquid crystal display device of the present invention.

Fig. 6 is a side cross-sectional view schematically showing a configuration example of a liquid crystal display device of the present invention.

10‧‧‧LCD unit

20‧‧‧Polar plate

22‧‧‧Polar plate

32‧‧‧Transparent resin layer

40‧‧‧Transparent protective substrate

50‧‧‧Backlight system

Claims (15)

An optical resin composition comprising: (A) a (meth)acrylic derivative polymer; (B) a monofunctional (meth)acrylic derivative monomer; and (C) a bifunctional or higher ( The optical resin composition of the (meth)acrylic derivative, characterized in that the (B) monofunctional (meth)acrylic derivative monomer comprises: (B1) represented by the following general formula ( At least one of methyl)acrylic monomers; [Chemical Formula 1] CH ₂ =CHCO(OC _l H _2l ) _m OC _n H _2n+1 (1) (wherein l is an integer of 2 to 4, and m is 0 or 1, n is an integer of 8 to 18) and (B2) a polyolefin oxyalkyl ether (meth) acrylate having a repeating unit number of 4 or more and a polyolefin oxy group having a repeating number of 4 or more ( At least one of the compounds selected from the group consisting of methyl acrylates and which is in a liquid state at normal temperature. The optical resin composition according to claim 1, wherein the (B) monofunctional (meth)acrylic derivative monomer contains at least an alkyl (meth)acrylate. The optical resin composition of claim 1, wherein the (B) monofunctional (meth)acrylic derivative monomer is At least a polyolefin oxyalkyl ether (meth) acrylate is included. The optical resin composition according to claim 2, wherein the alkyl (meth)acrylate has a branched structure. The optical resin composition according to claim 3, wherein the polyolefin oxyalkyl ether (meth) acrylate comprises monomethyl nonaethylene glycol ether methacrylate. The optical resin composition of claim 4, wherein the alkyl (meth)acrylate having a branched structure comprises 2-ethylhexyl acrylate. The optical resin composition according to any one of claims 1 to 6, wherein the (A) (meth)acrylic derivative polymer is an alkyl acrylate having a carbon number of 4 to 18 and having a hydroxyl group. a copolymer of acrylate. The optical resin composition according to claim 7, wherein the (A) (meth)acrylic derivative polymer is a copolymer of 2-ethylhexyl acrylate and 2-hydroxyethyl acrylate. The optical resin composition according to any one of claims 1 to 6, wherein when the total amount of the above (A), (B) and (C) is 100 parts by weight, the aforementioned (A) ( The amount of the (meth)acrylic derivative polymer is 15 to 50 parts by weight, and the amount of the (B) monofunctional (meth)acrylic derivative monomer is 40 to 70 parts by weight, the above (C) The amount of the bifunctional or higher (meth)acrylic derivative is from 1 to 40 parts by weight. An optical tree as claimed in any one of claims 1 to 6. A lipid composition further containing (D) a polymerization initiator. The optical resin composition according to claim 10, wherein the (D) polymerization initiator is a photopolymerization initiator. The optical resin composition according to claim 11, wherein the photopolymerization initiator comprises: (d1) an α-hydroxyalkylphenone compound; (d2) a mercaptophosphine oxide compound; (d3) low (2-hydroxy-2-methyl-1(4-(1-methylvinyl)phenyl)propanone); and (d4)oxy-phenyl-acetic acid 2-[2-oxo Selected from the group consisting of -2-phenyl-acetoxy-ethoxy]-ethyl ester and oxy-phenyl-acetic acid 2-[2-hydroxy-ethoxy]-ethyl ester At least one of them. The optical resin composition according to any one of claims 1 to 6, wherein the (A) (meth)acrylic derivative polymer has a weight average molecular weight of from 100,000 to 700,000. An optical resin material obtained by curing the optical resin composition according to any one of claims 1 to 6. The optical resin material according to claim 14, wherein the resin material has a shape of a sheet or a film.