TW201631074A - Photocurable resin composition, and image display device and method for manufacturing same - Google Patents

Abstract

A photocurable resin composition containing a compound (A) having a photopolymerizable functional group and an oil-gelling agent (B), the ratio B/A of the viscosity B of the photocurable resin composition at a shear rate of 1.0 s-1 to the viscosity A thereof at a shear rate of 10 s-1 at 25 DEG C being 1.3-10.0.

Description

Photocurable resin composition, image display device and method of manufacturing same

The present invention relates to a photocurable resin composition and an image display device using the photocurable resin composition and a method of manufacturing the same.

The photocurable resin composition has been widely used in the following: an adhesive, an adhesive, a filler, an image display device, and the like.

A method for improving the transmittance and suppressing the decrease in brightness and contrast of an image display device has been proposed, for example, by bringing the refractive index closer to the transparent protective plate, the information input device, and the image display unit than the air. a transparent material on the display surface to provide a gap between the transparent protective plate or the information input device (such as the touch panel) in the image display device and the display surface of the image display unit, or between the transparent protective plate and the information input device The gap is replaced. Further, it has been proposed to use an adhesive as the transparent material, which can be cured by ultraviolet rays or visible light (for example, Patent Document 1 below). Fig. 1 shows a schematic example of a liquid crystal display device as an example of the image display device. A liquid crystal display device 10 including a touch panel, comprising: a transparent protective plate (glass substrate or plastic substrate), a touch panel 2, a polarizing plate 3, and a liquid crystal display In the unit 4, and in order to prevent the liquid crystal display device from being broken, reducing the stress and impact force, and improving the visibility, an adhesive layer is disposed between the transparent protective plate 1 and the touch panel 2, and the touch panel 2 is An adhesive layer 6 is further disposed between the polarizing plates 3.

The photocurable resin composition is known in the form of a liquid or a film. For example, Patent Document 2 listed below discloses a photocurable transparent adhesive composition containing an urethane (meth) acrylate having a function of having two or more unsaturated double bonds. a monomer having a functional group having one or more unsaturated double bonds; a photopolymerization initiator; and a polythiol compound having two or more thiol groups. Further, Patent Document 3 listed below discloses a transparent adhesive sheet comprising a photocurable resin composition containing a copolymer of a monomer component containing a carbon number of an alkyl group. It is an alkyl (meth)acrylate of 4 to 18, etc.

[Previous Technical Literature] (Patent Literature)

Patent Document 1: Japanese Laid-Open Patent Publication No. 2008-83491

Patent Document 2: JP-A-2009-1654

Patent Document 3: Japanese Laid-Open Patent Publication No. 2011-74308

When the photocurable resin composition is liquid as described in Patent Document 2 or the like, there is a problem that it is likely to leak from the predetermined position when formed in a predetermined position. On the other hand, when the photocurable resin composition is in the form of a sheet (solid) as in the above-described Patent Document 3, there is no problem of leakage, but it may be deformed in a predetermined position without sufficiently following the shape of the predetermined position. It is easy to cause problems such as voids.

The present invention has been made in view of the above problems, and an object of the invention is to provide a photocurable resin composition and an image display device using the photocurable resin composition, and a method for producing the same, which is not easily leaked and It is easy to form into a desired shape.

The photocurable resin composition according to the first embodiment of the present invention contains a compound (A) having a photopolymerizable functional group and an oil gelling agent (B); and a shear rate at 25 ° C The ratio B/A of the viscosity B at 1.0 s ^-1 to the viscosity A at a shear rate of 10 s ^-1 is 1.3 to 10.0.

The photocurable resin composition of the first embodiment is less likely to leak out and is easily formed into a desired shape. By using such a photocurable resin composition, a preferred image display device or the like can be obtained.

The viscosity B is preferably from 10 to 1000 Pa‧s.

The photocurable resin composition according to the second embodiment of the present invention contains a compound (A) having a photopolymerizable functional group and an oil gelling agent (B); and a shear rate at 25 ° C The viscosity at 1.0 s ^-1 is 30 to 1000 Pa ‧ s.

The photocurable resin composition of the second embodiment is less likely to leak and is easily molded into a desired shape. By using such a photocurable resin composition, a preferred image display device or the like can be obtained.

In the photocurable resin composition of the present invention, the content of the component (B) is preferably 0.2 to 20% by mass based on the total amount of the photocurable resin composition.

The above component (B) may be derived from a hydroxy fatty acid, hydrogenated castor oil, n-lauryl-L-glutamine-α, γ-dibutylamine, bis(p-methylbenzylidene) sorbitol glucose Alcohol, 1,3:2,4-bis-O-benzylidene-D-glucitol, 1,3:2,4-bis-O-(4-methylbenzylidene)-D-sorbent A sugar alcohol, a bis(2-ethylhexanoate) hydroxyaluminum, a compound represented by the following formula (1), a compound represented by the following formula (2), or a compound represented by the following formula (3) a compound represented by the following formula (4), a compound represented by the following formula (5), a compound represented by the following formula (6), a compound represented by the following formula (7), and the following a compound represented by the formula (8), a compound represented by the following formula (9), a compound represented by the following formula (10), a compound represented by the following formula (11), and the following formula (12) At least one selected from the group consisting of a compound represented by the following formula (13):

In the formula (1), n1 is an integer of 3 to 10, n2 is an integer of 2 to 6, R ¹ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and X ¹ is a sulfur atom or an oxygen atom;

In the formula (2), R ² is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ¹ is a bond or a benzene ring;

In the formula (3), R ³ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ² is a bonding bond or a benzene ring;

In the formula (4), R ⁴ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (6), R ⁵ and R ⁶ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (7), R ⁷ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (8), R ⁸ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (10), R ⁹ and R ¹⁰ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (13), R ¹¹ is a saturated hydrocarbon group having 1 to 10 carbon atoms, and R ¹² and R ¹³ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms.

The above component (A) is preferably a compound containing an ethylenically unsaturated group. At this time, excellent hardenability and transparency can be obtained.

The photocurable resin composition of the present invention preferably further contains a photopolymerization initiator. At this time, leakage can be further suppressed.

The photocurable resin composition of the present invention may further contain a compound which is liquid at 25 ° C, and may further contain a compound which is solid at 25 ° C.

The image display device of the present invention has a laminated structure comprising: an image display unit having an image display portion; a transparent protective plate; and a resin layer present between the image display unit and the transparent protective plate; Further, the resin layer contains the photocurable resin composition or a cured product thereof.

In the image display device of the present invention, the transparent protective plate may have a step portion.

A method of manufacturing an image display device of the present invention is a method of manufacturing a video display device having a laminated structure, the laminated structure comprising: an image display unit having an image display portion; and a transparent protection plate; and the image display device The manufacturing method includes the step of irradiating the laminated body with an active energy ray to cure the photocurable resin composition, wherein the laminated body is such that the photocurable resin composition is interposed between the image display unit and the transparent protective plate. Made between.

In the method of manufacturing an image display device of the present invention, the transparent protective plate may have a step portion.

According to the present invention, it is possible to provide a photocurable resin composition and an image display device using the photocurable resin composition, and a method for producing the same, which is not easily leaked and is easily formed into a desired shape.

1‧‧‧Transparent protection board

2‧‧‧ touch panel

3‧‧‧Polar plate

4‧‧‧LCD unit

5‧‧‧Adhesive layer

10, 100, 200‧‧‧ liquid crystal display device

110‧‧‧Image display unit

110a‧‧‧Backlight system

110b, 110d‧‧‧ polarizing plate

110c‧‧‧LCD unit

120, 150‧‧‧ transparent resin layer

130‧‧‧Transparent protective board (protective panel)

130a‧‧‧High and low

140‧‧‧Touch panel

Fig. 1 is a schematic view showing a cross-sectional structure of an example of an image display device.

Fig. 2 is a schematic side sectional view showing an embodiment of a liquid crystal display device.

Fig. 3 is a schematic side sectional view showing an embodiment of a liquid crystal display device in which a touch panel is mounted.

[Preferred form of implementing the invention]

The embodiments of the present invention are described in detail below. However, the present invention is not limited by the following embodiments.

In the present specification, the term "(meth)acrylate" means "acrylate" or "methacrylate" corresponding thereto. Similarly, "(meth)acrylic acid" means "acrylic acid" or "methacrylic acid" corresponding thereto. The term "(meth)acrylonitrile" means "acryloyl" or its corresponding "methacryl". Further, when the content of each component in the composition is a plurality of substances corresponding to the respective components in the composition, unless otherwise specified, it means the total amount of the plurality of substances present in the composition.

<Photocurable resin composition>

The photocurable resin composition of the present embodiment (the photocurable resin composition of the first embodiment and the photocurable resin composition of the second embodiment) contains a compound (A) having a photopolymerizable functional group, And oil gelling agent (B). In the first embodiment, at 25 ° C, the ratio (shake ratio) B/A of the viscosity B at a shear rate of 1.0 s ^-1 to the viscosity A at a shear rate of 10 s ^-1 is 1.3 to 10.0. In the second embodiment, the viscosity B at a shear rate of 1.0 s ^-1 at 25 ° C is 30 to 1000 Pa ‧ s.

The photocurable resin composition of the present embodiment does not easily leak out and is easily formed into a desired shape. Although the detailed reason is not clear, it is presumed to be as follows.

It is presumed that the gelling agent (B) contained in the photocurable resin composition exhibits hydrogen bonding, electrostatic coupling, and π-π interaction in the compound (A) having a photopolymerizable functional group. Non-covalent intermolecular interactions such as Van der Waals force are bonded to each other to form a fibrous bond (hereinafter sometimes referred to as "self-organization"). Thereby, at least a part of the photocurable resin composition becomes a physical gel-like substance (hereinafter sometimes referred to as "gelation" or "gel form") at room temperature, and as a result, it is less likely to leak out than liquid. And it is easier to form into a desired shape than the solid shape.

Next, each component of the photocurable resin composition will be described.

(Compound (A) having a photopolymerizable functional group)

The compound (A) having a photopolymerizable functional group (hereinafter sometimes referred to as "(A) component") is not particularly limited as long as it can be photocured, and has a compound having an ethylenically unsaturated group and a cyclic ether. Preferably, the ethylenically unsaturated group is a (meth) acrylonitrile group, a vinyl group, an allyl group or the like and can be hardened by a photopolymerization initiator which generates a radical, the cyclic ether group. It can be hardened by an photoacid generator which produces an acid, such as an epoxy group. From the viewpoint of obtaining excellent hardenability and transparency, the component (A) is preferably a compound having an ethylenically unsaturated group, and the compound having a (meth)acryl fluorenyl group is preferred. The compound having an ethylenically unsaturated group is preferably a (meth) acrylate compound, a polymer having a (meth) acrylonitrile group, a compound having a vinyl group, a compound having an allyl group, or the like. Next, these compounds and polymers will be described in order.

[(Meth)acrylate compound]

The (meth) acrylate compound may, for example, be (meth)acrylic acid; (meth)acrylamide; (meth)acryl hydrazinomorph; methyl (meth) acrylate or ethyl (meth) acrylate , n-butyl (meth)acrylate, isobutyl (meth)acrylate, butyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, (methyl) N-octyl acrylate, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, isodecyl (meth)acrylate, dodecyl (meth)acrylate ((meth)acrylic acid) An alkyl (meth)acrylate having an alkyl group having 1 to 18 carbon atoms such as n-lauryl ester), isomyristyl (meth)acrylate or stearyl (meth)acrylate; ethylene glycol di(methyl) An alkanediol di(meth)acrylate having an alkyl group of 1 to 18 carbon atoms such as acrylate, butanediol di(meth)acrylate or decanediol di(meth)acrylate; trimethylolpropane Tris(meth)acrylate, tetramethylolmethanetri(meth)acrylate, tetramethylolmethanetetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(methyl) Intramolecular acrylate a polyfunctional (meth) acrylate having three or more (meth) acrylonitrile groups; glycidyl methacrylate; an alkenyl group such as 3-butenyl (meth)acrylate having a carbon number of 2 to 18 (meth)acrylic acid ester; (meth)acrylate having an aromatic ring such as benzyl (meth)acrylate or phenoxyethyl (meth)acrylate; methoxytetraethylene glycol (methyl) Acrylate, methoxyhexaethylene glycol (meth) acrylate, methoxy octaethylene glycol (meth) acrylate, methoxy hexaethylene glycol (meth) acrylate, methoxy polyethylene Glycol (meth) acrylate, methoxy heptapropanediol (meth) acrylate, ethoxy four Alkoxy polyalkylene glycol (meth) acrylate such as ethylene glycol (meth) acrylate, butoxyethylene glycol (meth) acrylate, butoxy diethylene glycol (meth) acrylate (meth)acrylate having an alicyclic group such as cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate; 2-hydroxyethyl (meth)acrylate (meth)acrylate having a hydroxyl group such as ester, 3-hydroxypropyl (meth)acrylate, 4-hydroxybutyl (meth)acrylate; tetrahydrofurfuryl (meth)acrylate; (meth)acrylic acid N , N-dimethylaminoethyl ester, N,N-dimethylaminopropyl (meth) acrylamide, N,N-dimethyl(meth) acrylamide, N-isopropyl (meth) acrylamide, N,N-diethyl (meth) acrylamide, N-hydroxyethyl (meth) acrylamide, etc. (meth) acrylamide derivatives; 2-(2 a (meth) acrylate having an isocyanate group such as -methacryloxyethoxyethyl)ethyl isocyanate or 2-(meth)acryloxyethyl isocyanate; tetraethylene glycol mono(methyl) Acrylate, hexaethylene glycol mono(meth)acrylate, octapropylene glycol mono(meth)acrylate, Polyalkylene glycol mono(meth)acrylate such as propylene glycol mono(meth)acrylate, tripropylene glycol mono(meth)acrylate, octapropylene glycol mono(meth)acrylate; polyalkylene glycol di(methyl) Acrylate; (meth) acrylate having a polyisocyanuric acid ring skeleton; (meth) acrylate having a fluorene skeleton, and the like. These may be used alone or in combination of two or more.

Further, the alkyl (meth) acrylate having 1 to 18 carbon atoms in the alkyl group, the alkanediol di(meth) acrylate having 1 to 18 carbon atoms in the alkyl group, and 3 or more molecules in the molecule (A) The polyfunctional (meth) acrylate, glycidyl methacrylate, and alkenyl group of the propylene fluorenyl group have a carbon number of 2 The (meth) acrylate of ~18 is also sometimes referred to as an aliphatic (meth) acrylate. Further, an alkoxy polyalkylene glycol (meth) acrylate, a polyalkylene glycol mono (meth) acrylate, a polyalkylene glycol di (meth) acrylate, having a polyisocyanuric acid ring skeleton ( The (meth) acrylate and the (meth) acrylate having a siloxane chain are sometimes referred to as a hetero atom (meth) acrylate.

{aliphatic (meth) acrylate}

The aliphatic (meth) acrylate is preferably a compound represented by the following formulas (14) to (24).

The compound represented by the formula (14) is commercially available, for example, as FA-129AS (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (15) is commercially available, for example, as LIGHT ESTER L (manufactured by Kyoeisha Chemical Co., Ltd., trade name, lauryl methacrylate), and FA-112M (manufactured by Hitachi Chemical Co., Ltd.). ,Product name).

The compound represented by the formula (16) is 2-ethylhexyl acrylate (EHA), which is commercially available, for example, from Wako Pure Chemical Industries Co., Ltd., and is commercially available from Nippon Shokubai Co., Ltd. 2- Ethylhexyl acrylate.

For the compound represented by the formula (17), for example, LIGHT ACRYLATE IM-A (manufactured by Kyoeisha Chemical Co., Ltd., trade name, myristyl acrylate (mixture of isomers of C14)) can be obtained commercially.

The compound represented by the formula (18) is commercially available, for example, as FA-121M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (19) is commercially available, for example, as FA-112A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (20) is commercially available, for example, as FA-126AS (trade name, manufactured by Hitachi Chemical Co., Ltd.).

For the compound represented by the formula (22), for example, LIGHT ACRYLATE TMP-A (trade name, manufactured by Kyoeisha Chemical Co., Ltd.) can be obtained commercially.

The compound represented by the formula (23) is commercially available, for example, as FA-125M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

For the compound represented by the formula (24), for example, LIGHT ESTER G (trade name, manufactured by Kyoeisha Chemical Co., Ltd.) (also sometimes referred to as GMA) can be obtained commercially.

((meth)acrylate with aromatic ring)

The (meth) acrylate having an aromatic ring is preferably one or more selected from the group consisting of a compound represented by the following formulas (a) to (c) and benzyl (meth)acrylate.

In the formula (a), R ²¹ represents a hydrogen atom or a methyl group, R ²² represents a hydrogen atom, an alkyl group having 1 to 12 carbon atoms or a phenyl group, and n3 represents an integer of 1 to 20.

In the formula (b), R ²³ represents a hydrogen atom or a methyl group, R ²⁴ represents a hydrogen atom or a methyl group, and n4 and n5 each independently represent an integer of 1 to 20; and a plurality of R ^{23 's} may be the same or different, plural R ²⁴ may be the same or different, respectively.

In the formula (c), R ²⁵ represents a hydrogen atom or a methyl group, and n6 and n7 each independently represent an integer of 1 to 20; and a plurality of R ^{25 's} may be the same or different.

The (meth) acrylate having an aromatic ring is preferably a compound represented by the following formulas (25) to (37).

In the formula (25), n8 is from 3 to 5.

The compound represented by the formula (25) is commercially available, for example, as FA-314A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the formula (26), n9 is 7 to 9.

The compound represented by the formula (26) is commercially available, for example, as FA-318A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (27) is commercially available, for example, as FA-BZM (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (28) is commercially available, for example, as FA-BZA (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the general formula (29), the average value of n10+n11 is 10.

The compound represented by the formula (29) is commercially available, for example, as FA-321A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the general formula (30), the average value of n12+n13 is 18.

The compound represented by the formula (30) is commercially available, for example, as FA-3218M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the general formula (31), the average value of n14+n15 is 10.

The compound represented by the formula (31) is commercially available, for example, as FA-321M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the general formula (32), the average value of n16+n17 is 30.

The compound represented by the formula (32) is commercially available, for example, as FA-323M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

For the compound represented by the formula (33), for example, LIGHT ACRYLATE PO-A (manufactured by Kyoeisha Chemical Co., Ltd., trade name, phenoxyethyl acrylate) can be obtained commercially.

In the formula (34), the average value of n18+n19 is 4.

The compound represented by the formula (34) is commercially available, for example, as FA-324M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the general formula (35), the average value of n20+n21 is 4.

The compound represented by the formula (35) is commercially available, for example, as FA-324A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (36) is commercially available, for example, as FA-302A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (37) is commercially available, for example, as A-BPFE (manufactured by Shin-Nakamura Co., Ltd., trade name).

{(E)acrylate having an alicyclic group}

The (meth) acrylate having an alicyclic group is specifically a compound represented by the following formulas (38) to (44).

For the compound represented by the formula (38), for example, LIGHT ACRYLATE DCP-A (manufactured by Kyoeisha Chemical Co., Ltd., trade name, dimethylol tricyclodecane diacrylate) can be obtained commercially.

The compound represented by the formula (39) is commercially available, for example, as FA-512M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (40) is commercially available, for example, as FA-512AS (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (41) is commercially available, for example, as FA-513M (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (42) is commercially available, for example, as FA-513AS (trade name, manufactured by Hitachi Chemical Co., Ltd.).

For the compound represented by the formula (43), for example, LIGHT ACRYLATE IB-XA (manufactured by Kyoeisha Chemical Co., Ltd., trade name, isobornyl acrylate) can be obtained commercially.

The compound represented by the formula (44) is commercially available, for example, as FA-511AS (trade name, manufactured by Hitachi Chemical Co., Ltd.).

{heteroatom (meth) acrylate}

The "heteroatom (meth) acrylate" means a (meth) acrylate which is classified as containing no aromatic ring and containing many hetero atoms. The hetero atom-based (meth) acrylate is preferably exemplified by a polyalkylene glycol di(meth)acrylate represented by the following formula (d) and an alkoxy group represented by the following formula (e). Polyalkylene glycol (meth) acrylate and polyalkylene glycol mono (meth) acrylate, (meth) acrylate having a polyisocyanuric acid ring skeleton, and (meth) having a fluorene skeleton One or two or more kinds of acrylates.

In the formula (d), R ²⁶ represents a hydrogen atom or a methyl group, X ² represents an ethyl group, a propyl group or an extended isopropyl group, and s1 represents an integer of 2 to 20; and a plurality of R ^{26 's} may be the same or different.

In the formula (e), R ²⁷ represents an alkyl group having 1 to 5 carbon atoms, R ²⁸ represents a hydrogen atom or a methyl group, X ³ represents an exoethyl group, a propyl group or an exoisopropyl group, and s2 represents a 2 to 20 group. Integer.

The hetero atom-based (meth) acrylate is specifically a compound represented by the following formulas (45) to (50).

The compound represented by the formula (45) is commercially available, for example, as FA-731A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the formula (46), n22 is 6-8.

The compound represented by the formula (46) is commercially available, for example, as FA-P240A (trade name, manufactured by Hitachi Chemical Co., Ltd.).

The compound represented by the formula (47) is commercially available, for example, as FA-731AT (trade name, manufactured by Hitachi Chemical Co., Ltd.).

In the formula (48), n23 is 8 to 10.

For the compound represented by the formula (48), for example, LIGHT ACRYLATE 130A (manufactured by Kyoeisha Chemical Co., Ltd., trade name, isobornyl acrylate) can be obtained commercially.

In the formula (49), R ²⁹ and R ³⁰ represent a divalent hydrocarbon group having 1 to 8 carbon atoms, and n24 represents 8 to 20.

The compound represented by the formula (49) is commercially available, for example, as X-22-164AS (trade name, manufactured by Shin-Etsu Chemical Co., Ltd.).

The compound represented by the formula (50) is commercially available, for example, as Silaplane TM-0701 (manufactured by JNC Co., Ltd., trade name) (Compound name: 3-methyl(trimethyldecyloxy)decyl methacrylate) Propyl ester) (also known as "TRIS").

[Polymer having (meth)acrylonitrile group]

The polymer having a (meth) acrylonitrile group may, for example, be a polybutadiene (meth) acrylate, a polyisoprene (meth) acrylate, an amine acrylate, an epoxy acrylate, or a side chain. An acrylic resin having a (meth) acrylonitrile group, and the like, and the like. These may be used alone or in combination of two or more.

The polymer having a (meth) acrylonitrile group is specifically a compound represented by the following formulas (51) to (53).

The compound represented by the formula (51) can be obtained, for example, by making karenz MOI (manufactured by Showa Denko Co., Ltd., trade name: 2-isocyanatoethyl methacrylate) and G- 3000 (manufactured by Nippon Soda Co., Ltd., trade name, α, ω-polybutadiene diol) was reacted.

The compound represented by the formula (52) is commercially available, for example, as TEAI-1000 (manufactured by Nippon Soda Co., Ltd., trade name).

In the formula (53), n27 represents a number from 50 to 1000, and n28 represents a number from 1 to 5.

The compound represented by the formula (53) is commercially available, for example, as US-102 (manufactured by Kuraray Co., Ltd., n27=230-250, n28=2, number average molecular weight 17,000), and UC-203 (kuraray shares) Made by the company, n28=3, number average molecular weight 35000).

[Compound having a vinyl group and a compound having an allyl group]

Examples of the compound having a vinyl group and the compound having an allyl group include styrene, divinylbenzene, vinylpyrrolidone, triallyl isocyanurate, and 1,2-polybutadiene. These may be used alone or in combination of two or more.

The compound having a vinyl group and a compound having an allyl group are specifically a compound represented by the following formulas (54) to (56).

The compound of the formula (54) is styrene (STC), which is commercially available, for example, from Wako Pure Chemical Industries, Ltd.

In the formula (55), n29 represents 10 to 100.

The compound represented by the formula (55) is commercially available, for example, as RICON 130 or RICON 131 (all manufactured by CRAY VALLEY, trade name, polybutadiene mainly composed of 1,2-structural units).

The compound represented by the formula (56) is commercially available, for example, as TAIC (manufactured by Hitachi Chemical Co., Ltd., trade name).

Among the above compounds, all of the compounds are preferred from the viewpoints of transparency, gelation property (self-organization property), and high and low landfill property. From the viewpoint of reducing the hardening shrinkage ratio, a compound represented by the formula (55) is preferred. From the viewpoint of lowering the dielectric constant, a compound represented by the formula (55) and a compound represented by the formula (56) are preferred.

The content of the component (A) is preferably in the range of the following with respect to the total amount of the photocurable resin composition. The content of the component (A) is preferably 0.5% by mass or more, more preferably 1% by mass or more, and even more preferably 2% by mass or more, from the viewpoint that the photocurable resin composition can be sufficiently photocured. It is particularly preferably 5% by mass or more, more preferably 10% by mass or more, most preferably 15% by mass or more, and even more preferably 20% by mass or more. The content of the component (A) is preferably 99% by mass or less, and 90% by mass, from the viewpoint that the content of the oil gelling agent is relatively large and the photocurable resin composition can be sufficiently gelated. % or less is more preferably 85% by mass or less, more preferably 80% by mass or less, more preferably 75% by mass or less, and most preferably 50% by mass or less, and 40% by weight. More preferably, the mass is below. From the viewpoint of sufficiently photocuring and gelling the photocurable resin composition, it is preferably from 0.5 to 99% by mass, more preferably from 1 to 90% by mass, even more preferably from 2 to 85% by mass. 5~80% by mass is particularly good, 10~75% by mass is excellent, 15~50% by mass is very good, and 20~40% by mass is even better.

(oil gelling agent (B))

The photocurable resin composition of the present embodiment contains an oil gelling agent (B) (hereinafter sometimes referred to as "(B) component"). The oil agent can be gelated by adding an oil gelling agent to an oil agent (for example, component (A)). The oil gelling agent has the characteristic that the viscosity increases due to the formation of a network of molecules in the oil. The oil agent can be gelated by heating an oil gelling agent (for example, a low molecular oil gelling agent) in an oil agent and cooling to room temperature under heating.

The component (B) may, for example, be a hydroxy fatty acid (for example, hydroxystearic acid such as 12-hydroxystearic acid), hydrogenated castor oil (for example, hydrogenated castor oil containing a hydroxy fatty acid as a main component), n-lauric acid- L-glutamine α-α, γ-dibutylamine, bis(p-methylbenzylidene) sorbitol glucose alcohol, 1,3:2,4-bis-O-benzylidene-D-glucose Alcohol, 1,3:2,4-bis-O-(4-methylbenzylidene)-D-sorbitol, bis(2-ethylhexanoate)hydroxyaluminum, the following general formula (1) The compound shown, the compound represented by the following formula (2), the compound represented by the following formula (3), the compound represented by the following formula (4), and the following formula (5) a compound, a compound represented by the following formula (6), a compound represented by the following formula (7), a compound represented by the following formula (8), and the following formula (9); The compound represented by the following formula (10), the compound represented by the following formula (11), the compound represented by the following formula (12), and the compound represented by the following formula (13); At least one selected from the group consisting of. As the component (B), an aliphatic amine-based oil gelling agent can be used. The component (B) may be used alone or in combination of two or more. Further, in the formula (9), Ph represents a phenyl group.

In the formula (1), n1 is an integer of 3 to 10, n2 is an integer of 2 to 6, R ¹ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and X ¹ is a sulfur atom or an oxygen atom;

In the formula (2), R ² is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ¹ is a bond (mono bond) or a benzene ring (a phenyl group which may have a substituent);

In the formula (3), R ³ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ² is a bond (mono bond) or a benzene ring (a phenyl group which may have a substituent);

In the formula (4), R ⁴ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (6), R ⁵ and R ⁶ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (7), R ⁷ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (8), R ⁸ is a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (10), R ⁹ and R ¹⁰ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms;

In the formula (13), R ¹¹ is a saturated hydrocarbon group having 1 to 10 carbon atoms, and R ¹² and R ¹³ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms; and the saturated hydrocarbon group may have at least one hydroxyl group in the molecular skeleton. A saturated hydrocarbon group having 1 to 20 carbon atoms.

In the general formulae (1) to (4), (6) to (8), (10), and (13), the saturated hydrocarbon group may, for example, be a methyl group, an ethyl group, a propyl group or a butyl group. Examples of the phenyl group include a phenyl group, a tolyl group, a xylyl group, a styryl group and the like.

In the present embodiment, the content of the component (B) is preferably within the following range with respect to the total amount of the photocurable resin composition. The content of the component (B) is preferably 0.1% by mass or more, more preferably 0.2% by mass or more, and even more preferably 0.3% by mass or more, from the viewpoint that the photocurable resin composition can be sufficiently gelated. It is particularly preferably 0.5% by mass or more, more preferably 1.0% by mass or more, and most preferably 1.2% by mass or more. The content of the component (B) is 20% by mass or less from the viewpoint that the photocurable resin composition can be sufficiently photocured. Preferably, it is preferably 15% by mass or less, more preferably 10% by mass or less, more preferably 5.0% by mass or less, most preferably 2.0% by mass or less, and most preferably 1.7% by mass or less, and 1.5% by mass or less. good.

In the first embodiment, the content of the component (B) is preferably within the following range with respect to the total amount of the photocurable resin composition. The content of the component (B) is preferably 0.1% by mass or more, more preferably 0.3% by mass or more, and even more preferably 0.5% by mass or more, from the viewpoint that the photocurable resin composition can be sufficiently gelated. . The content of the component (B) is preferably 2.0% by mass or less, and preferably 1.7 mass% or less, from the viewpoint that the content of the component (A) is relatively large and the photocurable resin composition can be sufficiently photocured. Preferably, it is more preferably 1.5% by mass or less. From the viewpoint of sufficiently gelling and photocuring the photocurable resin composition, it is preferably 0.1 to 2.0% by mass, more preferably 0.3 to 1.7 mass%, and still more preferably 0.5 to 1.5 mass%.

In the second embodiment, the content of the component (B) is preferably within the following range with respect to the total amount of the photocurable resin composition. The content of the component (B) is preferably 0.2% by mass or more, and preferably 0.3% by mass or more, from the viewpoint that the photocurable resin composition can be sufficiently gelated. The content of the component (B) is preferably 20% by mass or less, and preferably 15% by mass or less, from the viewpoint that the content of the component (A) is relatively large and the photocurable resin composition can be sufficiently photocured. Preferably, it is more preferably 10% by mass or less. From the viewpoint of easily gelating and photohardening the photocurable resin composition, It is preferably 0.2 to 20% by mass, preferably 0.2 to 15% by mass, more preferably 0.3 to 10% by mass.

(Photopolymerization initiator (C))

The photocurable resin composition of the present embodiment preferably contains a photopolymerization initiator (C) (hereinafter sometimes referred to as "(C) component"). In this way, after the physical gel-like substance containing the component (A) and the component (B) is formed into a predetermined shape, the component (A) can be three-dimensionally crosslinked, and leakage can be further suppressed.

The photopolymerization initiator (C) undergoes a hardening reaction by irradiation with an active energy ray. Here, the active energy ray means ultraviolet rays, electron beams, α rays, β rays, and γ rays. The photopolymerization initiator is not particularly limited, and a benzophenone compound, an anthraquinone compound, a benzamidine compound, a phosphonium salt, a diazonium salt, an onium salt, or the like can be used. Conventional materials.

Specifically, for example, benzophenone, N, N, N', N'-tetramethyl-4,4'-diaminobenzophenone (Michler's ketone), N, N,N',N'-tetraethyl-4,4'-diaminobenzophenone, 4-methoxy-4'-dimethylaminobenzophenone, α-hydroxyphenylisobutyl ketone , 2-ethyl hydrazine, tert-butyl hydrazine, 1,4-dimethyl hydrazine, 1-chloroindole, 2,3-dichloropurine, 3-chloro-2-methylindole 1,2-benzopyrene, 2-phenylindole, 1,4-naphthoquinone, 9,10-phenanthrenequinone, thioxanthone, 2-chlorothioxanthone, 1-hydroxycyclohexyl Phenyl ketone, 2,2-dimethoxy-1,2-diphenylethan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 2,2-di Ethoxygen Aromatic ketone compounds such as acetophenone; benzoin compounds such as benzoin, methylbenzoin, and ethyl benzoin; benzoin methyl ether, benzoin ethyl ether, benzoin isobutyl ether, benzoin phenyl ether and other benzoin ether compounds; Benzene oxime compound such as benzil, benzoin dimethyl ketal; ester compound of β-(acridin-9-yl)(meth)acrylic acid; 9-phenyl acridine, 9-pyridyl fluorene Acridine compound such as pyridine, 1,7-di(N-acridinyl)heptane (1,7-diacridinoheptane); 2-(o-chlorophenyl)-4,5-diphenylimidazole dimer, 2 -(o-chlorophenyl)-4,5-di(m-methoxyphenyl)imidazole dimer, 2-(o-fluorophenyl)-4,5-diphenylimidazole dimer, 2-( O-methoxyphenyl)-4,5-diphenylimidazole dimer, 2-(p-methoxyphenyl)-4,5-diphenylimidazole dimer, 2,4-di(pair Methoxyphenyl)-5-phenylimidazole dimer, 2-(2,4-dimethoxyphenyl)-4,5-diphenylimidazole dimer, 2-(p-methylthio) 2,4,5-triarylimidazole dimer such as phenyl)-4,5-diphenylimidazole dimer; 2-benzyl-2-dimethylamino-1-(4-(N- Morpholinyl)phenyl)-1-butanone, 2-methyl-1-[4-(methylthio) An α-aminoalkylphenone compound such as phenyl]-2-(N-morpholinyl)-1-propanone; bis(2,4,6-trimethylbenzylidene)phenylphosphine oxide A fluorenylphosphine oxide compound; an oligomeric (2-hydroxy-2-methyl-1-(4-(1-methylvinyl)phenyl)acetone) or the like.

Further, in particular, a polymerization initiator which does not color the photocurable resin composition is preferably 1-hydroxycyclohexyl phenyl ketone or 2-hydroxy-2-methyl-1-phenyl propyl-1 -ketone, a-hydroxyalkylbenzene such as 1-[4-(2-hydroxyethoxy)phenyl]-2-hydroxy-2-methyl-1-propan-1-one Ketone compound; bis(2,4,6-trimethylbenzylidene)phenylphosphine oxide, bis(2,6-dimethylbenzylidene)-2,4,4-trimethylpentene A fluorenylphosphine-based compound such as phosphine oxide or 2,4,6-trimethylbenzhydryldiphenylphosphine oxide; oligomeric (2-hydroxy-2-methyl-1-(4-(1-) Methylvinyl)phenyl)acetone); and, combinations of these.

The content of the component (C) is preferably from 0.1 to 5% by mass, more preferably from 0.2 to 3% by mass, even more preferably from 0.3 to 2% by mass, based on the total amount of the photocurable resin composition. When the content of the component (C) is 0.1% by mass or more, photopolymerization can be favorably started. When the content of the component (C) is 5% by mass or less, the level difference and the self-organization property are easily excellent, and the yellowish hue of the obtained cured product is easily suppressed.

(Compound (D) which is liquid at 25 ° C)

The photocurable resin composition of the present embodiment may further contain a compound (D) which is liquid at 25 ° C (hereinafter sometimes referred to as "(D) component"). The component (D) may be added in accordance with the purpose within a range that does not impair self-organization. The component (D) is a compound excluding the component (A), the component (B) or the component (C).

The component (D) may, for example, be di(2-ethylhexyl) phthalate (DOP), di-n-octyl phthalate, diisononyl phthalate (DINP), phthalic acid Diisodecyl ester, di(undecyl ester) phthalate (general formula (57), DUP), 1,4-bis(3-mercaptobutoxy)butane, 1,3,5 - cis(3-mercaptobutyloxyethyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione (1,3,5-tris(3-mercaptobutyryloxyethyl) )-1,3,5- Triazine-2, 4, 6 (1H, 3H, 5H)-trione), pentaerythritol bismuth (3-mercaptobutyrate), mobile paraffin, organic solvent, and the like.

Further, pentaerythritol oxime (3-mercaptobutyrate) is commercially available, for example, as karenz MT PE1 (manufactured by Showa Denko Co., Ltd., the following formula (58)).

These can be used for the purpose of reducing the viscosity of the photocurable resin composition to adjust the degree of gelation.

Further, the other component (D) may, for example, be an acrylic resin, a liquid polybutadiene mainly composed of 1,2-structural units, a liquid polybutadiene mainly composed of 1,4-structural units, or hydrogenated. A liquid polymer such as polybutadiene, hydrogenated polyisoprene or hydrogenated polyisobutylene. These can be used for the purpose of reducing the hardening shrinkage ratio and the dielectric constant.

The acrylic resin which is liquid at 25 ° C is preferably an acrylic resin containing a constituent unit (structural unit) derived from an alkyl (meth)acrylate having an alkyl group having 4 to 18 carbon atoms. Further, it is more preferably an acrylic resin containing a constituent unit (structural unit) derived from an alkyl group of 4 to 18 carbon atoms having an alkyl group, and derived from styrene or (meth) A constituent unit (structural unit) of benzyl acrylate.

Liquid polybutadiene mainly composed of 1,2-structural units and liquid polybutadiene mainly composed of 1,4-structural units, commercially available, for example, Polyoil (Japan ZEON Co., Ltd.), And NISSO-PB "G-1000" and "G-3000" (Japan Soda Co., Ltd.). The hydrogenated polyisobutylene which is liquid at 25 ° C is commercially available, for example, as PARLEAM (trade name, manufactured by Nippon Oil Co., Ltd.).

The number average molecular weight (Mn) of the liquid polymer is preferably from 500 to 5,000, more preferably from 800 to 4,000, still more preferably from 1,000 to 3,000.

When the component (D) is used, the content of the component (D) is preferably from 1 to 99% by mass based on the total amount of the photocurable resin composition from the viewpoint of superior self-organization property and transparency. . From the same viewpoint, the content of the component (D) is preferably from 2 to 98% by mass.

(Compound (E) which is solid at 25 ° C)

The photocurable resin composition of the present embodiment may further contain a compound (E) which is solid (solid) at 25 ° C (hereinafter sometimes referred to as "(E) component"). The component (E) may be added in accordance with the purpose within a range that does not impair self-organization. The component (E) is a compound excluding the component (A), the component (B) or the component (C).

The component (E) may, for example, be a terpene-based hydrogenated resin. These can be used for the purpose of adjusting the degree of gelation in order to improve the adhesion of the photocurable resin composition. A terpene-based hydrogenated resin is commercially available, for example, as a Clearon P series (YASUHARA CHEMICAL Co., Ltd., trade name).

When the component (E) is used, the content of the component (E) is 0.1 to 20 with respect to the total amount of the photocurable resin composition from the viewpoint of more excellent self-organization property, transparency, and leakage resistance. The mass % is better. From the same viewpoint, the content of the component (E) is preferably from 1 to 10% by mass.

(other additives)

The photocurable resin composition of the present embodiment may contain various additives other than the above components (A) to (E) as needed. Examples of various additives that can be contained include a polymerization inhibitor, an antioxidant, a photostabilizer, a decane coupling agent, a surfactant, a coating agent, and an inorganic filler.

The polymerization inhibitor is added for the purpose of improving the storage stability of the photocurable resin composition. The polymerization inhibitor may, for example, be p-methoxyphenol or the like.

The antioxidant is added for the purpose of improving the heat-resistant coloring property of the cured product, and the cured product is composed of light-curable resin by light. Obtained by hardening the object. The antioxidant may, for example, be a phosphorus-based antioxidant such as triphenyl phosphite; a phenol-based antioxidant; a thiol-based antioxidant.

The light stabilizer is added for the purpose of improving light resistance to an active energy ray (such as ultraviolet rays). The light stabilizer may, for example, be a hindered amine light stabilizer (HALS).

The decane coupling agent is added in order to improve adhesion to glass or the like. The decane coupling agent may, for example, be methyltrimethoxydecane, methyltriethoxydecane, phenyltrimethoxydecane, phenyltriethoxydecane, γ-aminopropyltrimethoxydecane, γ- Aminopropyltriethoxydecane, γ-glycidoxypropyltrimethoxydecane, γ-glycidoxypropylmethyldiethoxydecane, γ-glycidoxypropylmethyldi Isopropoxy oxane and the like.

The surfactant is added to control the peelability. The surfactant may, for example, be a polydimethylsiloxane compound or a fluorine compound.

The leveling agent is added in order to impart flatness to the photocurable resin. The leveling agent may, for example, be a compound such as a lanthanoid or a fluorine-based compound which can reduce the surface tension.

These additives may be used singly or in combination of plural kinds. In addition, when such an additive is used, the content is usually less than the total content of the above components (A) to (E), and is generally about 0.01 to 5% by mass based on the total amount of the photocurable resin composition.

The photocurable resin composition of the present embodiment may contain an inorganic filler. Examples of the inorganic filler include crushing cerium oxide and melting Cerium oxide, mica, clay mineral, glass short fiber, glass micropowder, insulating glass, calcium carbonate, quartz powder, metal hydrate, and the like. The content of the inorganic filler is preferably 0.01 to 99 parts by mass, more preferably 0.05 to 50 parts by mass, even more preferably 0.1 to 30 parts by mass, per 100 parts by mass of the solid content of the photocurable resin composition. When the content of the inorganic filler is from 0.01 to 100 parts by mass, sufficient low shrinkage, low thermal expansion coefficient, and the like can be obtained and mechanical strength can be sufficiently improved. The dispersibility of the inorganic filler can be improved by the following treatment: a commercially available surface treatment agent such as a coupling agent; a disperser such as a three-roll mill, a bead mill, or a Nanomizer.

[physical property]

The viscosity of the photocurable resin composition of the first embodiment is excellent in shape retention, and the viscosity B at a shear rate of 1.0 s ^-1 at 25 ° C is 10 s ^-1 with respect to the shear rate. The ratio of the viscosity A (shake ratio) B/A is 1.3 to 10.0. When the shaking ratio is less than 1.3 for B/A, the shape retention of the coating film may be insufficient. When the shear ratio B/A is higher than 10.0, the coating property is lowered at the time of film formation. From the viewpoint of more excellent shape retention, the above-described rocking ratio B/A is preferably 1.4 or more, and more preferably 1.5 or more. From the viewpoint of more excellent coatability at the time of film formation, the shake ratio B/A is preferably 8.0 or less, more preferably 5.0 or less. From these points of view, the ratio of shaking to B/A is preferably 1.4 to 8.0, and preferably 1.5 to 5.0. The viscosity of the photocurable resin composition can be measured using, for example, an E-type viscometer (TPE-100H manufactured by Toki Sangyo Co., Ltd.).

The viscosity of the photocurable resin composition of the second embodiment is preferably from 1.3 or more in terms of the shear ratio B/A, and preferably 1.4 or more, and 1.5 in terms of the shape retention property of the coating film. The above is better. From the viewpoint of more excellent coatability at the time of film formation, the shake ratio B/A is preferably 10.0 or less, more preferably 8.0 or less, and still more preferably 5.0 or less. From these points of view, the shake ratio is better than B/A, preferably 1.3 to 10.0, preferably 1.4 to 8.0, and more preferably 1.5 to 5.0.

The viscosity of the photocurable resin composition of the first embodiment is more excellent in shape retention of the coating film, and the viscosity B at a shear rate of 1.0 s ^-1 at 25 ° C is 10 Pa ‧ The above is better, preferably 30 Pa‧s or more, 40 Pa‧s or more, 50 Pa‧s, 70 Pa‧s or more, 80 Pa‧s or more, 90 Pa‧s or more. good. The viscosity B is preferably 1000 Pa‧s or less, more preferably 800 Pa‧s or less, more preferably 750 Pa‧s or less, and most preferably 700 Pa‧s or less from the viewpoint of further excellent coating properties at the time of film formation. It is preferably 500 Pa‧ s or less, preferably 400 Pa ‧ or less, more preferably 200 Pa ‧ or less, and more preferably 150 Pa ‧ or less. From these viewpoints, the viscosity B is preferably 10 to 1000 Pa‧s, preferably 30 to 800 Pa‧s, more preferably 40 to 800 Pa‧s, and 50 to 750 Pa‧s to 70 to 700 Pa. ‧s is excellent, 80~700Pa‧s is very good, 90~500Pa‧s is better, 90~400Pa‧s is better, 90~200Pa‧s is better, 90~150Pa‧s is excellent .

The viscosity of the photocurable resin composition of the second embodiment is from 30 to 1000 Pa s from the viewpoint of excellent shape retention. When the viscosity B is less than 30, the shape retention of the coating film may be insufficient. When the viscosity B is higher than 1000 Pa ‧ , the coatability at the time of film formation is lowered. From the viewpoint of more excellent shape retainability of the coating film, the viscosity B is preferably 40 Pa ‧ or more, more preferably 50 Pa ‧ s or more, more preferably 70 Pa ‧ s or more, and 80 Pa ‧ s, preferably 90 Pa ‧ s is excellent. From the viewpoint of more excellent coatability at the time of film formation, the viscosity B is preferably 800 Pa·s or less, more preferably 750 Pa·s or less, still more preferably 700 Pa·s or less, and most preferably 500 Pa·s or less. It is excellent below 400Pa‧s, very good below 200Pa‧s, and even better below 150Pa‧s. From these viewpoints, the viscosity B is preferably 40 to 800 Pa‧s, preferably 50 to 800 Pa‧s, preferably 70 to 750 Pa‧s, and 80 to 700 Pa‧s to 90 to 500 Pa. ‧s is excellent, 90~400Pa‧s is very good, 90~200Pa‧s is better, and 90~150Pa‧s is better.

When the photocurable resin composition of the present embodiment is cured, the curing shrinkage ratio is preferably less than 10% from the viewpoint of suppressing warpage of the substrate such as the transparent protective plate or the image display unit. 5% is preferred, preferably less than 2%, and less than 1%. When the hardening shrinkage ratio is less than 10%, it is possible to sufficiently suppress warpage which may occur in the image display unit, and it is possible to prevent a problem such as occurrence of color unevenness when used in the image display device.

When the photocurable resin composition of the present embodiment is used between the touch panel and the transparent protective sheet, the cured product of the photocurable resin composition of the present embodiment preferably has a dielectric constant of 100 kHz or less. It is preferably 5 or less, more preferably 4 or less, and most preferably 3 or less. From the viewpoint of practicality, the lower limit of the dielectric constant is preferably 2 or more.

<Method for Producing Photocurable Resin Composition>

The method for producing the photocurable resin composition of the present embodiment is not particularly limited, and can be produced by using the above components (A) and (B) and (C) to (E) as needed. And the above additives are mixed and stirred.

Further, when any of the components is in a solid form, it is preferred to heat and dissolve the solid component at any time before mixing, stirring, and mixing. Thereby, each component is dispersed well, and it cools, and the photocurable resin composition can be obtained.

This heating temperature is not particularly limited. Although it may vary depending on the melting point of the oil gelling agent to be used, it is preferably heated to 60 to 150 ° C in the case of a hydrogenated castor oil-based fatty amide. When the heating temperature is 60 ° C or higher, the oil gelating agent can be sufficiently dissolved. When the heating temperature is 150 ° C or lower, high transparency can be maintained.

The stirring time is not particularly limited, and is preferably 10 to 600 seconds, preferably 20 to 300 seconds.

<Image display device>

Next, an image display device using the photocurable resin composition of the present embodiment will be described.

The photocurable resin composition of the present embodiment can be applied to various image display devices. The image display device can be, for example, a plasma display (PDP), a liquid crystal display (LCD), a cathode ray tube (CRT), a field emission display (FED), an organic electroluminescent display (OELD), a 3D display, an electronic paper (EP). )Wait.

The photocurable resin composition of the present embodiment can be preferably used in order to bond various layers constituting the image display device. Examples of the various layers include functional layers such as an antireflection layer, an antifouling layer, a pigment layer, and a hard coat layer; and these functional layers are formed into a film or laminated on a base film such as a polyethylene film or a polyester film. A multilayer protective material; a transparent protective sheet of glass, acrylic resin, alicyclic polyolefin, polycarbonate, etc.; a multilayer formed of a functional layer made of various functional layers or a transparent protective sheet laminated thereon . Further, the photocurable resin composition of the present embodiment can be photocured to form a cured product, and then used as a filter in combination with a multilayer such as the above. In this case, it is preferable to apply and fill the photocurable resin composition of the present embodiment to be equal to or more than the multilayered material.

The antireflection layer may be a layer having an antireflection property in which the visible light reflectance is 5% or less. The antireflection layer can use a layer which is treated by a known antireflection method to a transparent substrate such as a transparent plastic film.

The foregoing antifouling layer is used to make the surface less likely to adhere to dirt. In order to reduce the surface tension, a known layer composed of a fluorine resin, a siloxane resin, or the like can be used as the antifouling layer.

The coloring layer is used to improve color purity. When the color purity of light emitted from an image display unit such as a liquid crystal display unit is low, the coloring layer is used to reduce excess light. The pigment layer can be obtained by dissolving a light-absorbing pigment which absorbs an excessive portion in a resin, and then forming a film or laminating a base film such as a polyethylene film or a polyester film.

The hard coat layer is used to increase the surface hardness. As the hard coat layer, a layer obtained by laminating or laminating a resin film such as a polyethylene film can be used: an acrylic resin such as an amine ester acrylate or an epoxy acrylate; an epoxy resin or the like. Similarly, in order to increase the surface hardness, a layer formed by laminating a hard coat layer or laminating a transparent protective sheet such as glass, acrylic resin, alicyclic polyolefin, or polycarbonate can be used.

The photocurable resin composition of the present embodiment can also be laminated on a polarizing plate and used. In this case, it is also possible to laminate on the side of the identification surface of the polarizing plate, and it is also possible to laminate on the opposite side.

When the photocurable resin composition of the present embodiment is used on the side of the identification surface of the polarizing plate, an antireflection layer, an antifouling layer, a hard coat layer or the like can be further laminated on the side of the identification surface of the photocurable resin composition. When the photocurable resin composition of the present embodiment is used between the polarizing plate and the liquid crystal cell, a functional layer can be laminated on the side of the identification surface of the polarizing plate. When such a laminate is produced, the photocurable resin composition can be laminated using a roll laminator, a laminator, a vacuum laminator, a single-sheet laminator, or the like.

The image display device has a laminated structure including, for example, an image display unit having an image display portion, a transparent protective plate, and a resin layer containing a photocurable resin composition or a cured product thereof. The resin layer containing the photocurable resin composition or the cured product thereof is preferably disposed between the image display unit of the image display device and the transparent protective plate (protective panel) on the front side of the identification side, and disposed on the identification side. position. Specifically, it is preferably applied between the image display unit and the transparent protective plate.

The image display device can be, for example, a plasma display (PDP), a liquid crystal display (LCD), a cathode ray tube (CRT), a field emission display (FED), an organic electroluminescent display (OELD), a 3D display, an electronic paper (EP). )Wait.

In addition, the image display device in which the touch panel and the image display unit are combined has a laminated structure including, for example, an image display unit having an image display portion, a transparent protection plate, a touch panel, and a resin layer. It contains a photocurable resin composition or a cured product thereof. The touch panel is disposed between, for example, an image display unit and a transparent protection panel. The resin layer is preferably applied to at least one of the following: between the image display unit and the touch panel; and between the transparent protective plate (protective panel) and the touch panel, but as long as the image display device is configured The photocurable resin composition of the present embodiment is not limited to the above position.

Hereinafter, a liquid crystal display device which is one of the image display devices will be described in detail using FIGS. 2 and 3 .

(The liquid crystal display device of Fig. 2)

Fig. 2 is a schematic side sectional view showing an embodiment of a liquid crystal display device. The liquid crystal display device 100 shown in FIG. 2 is composed of a video display unit 110 in which a backlight system 110a, a polarizing plate 110b, a liquid crystal display unit 110c, and a polarizing plate 110d are sequentially laminated; a transparent resin layer 120 is disposed on the upper surface of the polarizing plate 110d which is the identification side of the liquid crystal display device; and a transparent protective plate (protective panel) 130 is provided on the upper surface of the transparent resin layer 120. The step portion 130a provided on the surface of the transparent protective plate 130 (the surface on the side of the image display unit 110 and the surface on the side opposite to the identification side) is filled with the transparent resin layer 120. Further, the transparent resin layer 120 substantially corresponds to the photocurable resin composition of the present embodiment or a cured product thereof. The thickness of the step portion 130a varies depending on the size of the liquid crystal display device, etc., but when the thickness is 30 to 100 μm, it is particularly useful to use the photocurable resin composition of the present embodiment or a cured product thereof.

(The liquid crystal display device of Fig. 3)

Fig. 3 is a schematic side cross-sectional view showing another embodiment (a liquid crystal display device on which a touch panel is mounted) showing a liquid crystal display device. The liquid crystal display device 200 shown in FIG. 3 is composed of a video display unit 110 in which a backlight system 110a, a polarizing plate 110b, a liquid crystal display unit 110c, and a polarizing plate 110d are sequentially laminated; a transparent resin layer 120, which is disposed on the upper surface of the polarizing plate 110d which is the identification side of the liquid crystal display device; the touch panel 140 is disposed on the upper surface of the transparent resin layer 120; and the transparent resin layer 150 is disposed on the touch panel. And a transparent protective plate 130 which is disposed on the upper surface of the transparent resin layer 150. The step portion 130a provided on the surface of the transparent protective plate 130 (the surface on the side of the image display unit 110 and the surface on the side opposite to the identification side) is filled with the transparent resin layer 150. Further, the transparent resin layer 150 and the transparent resin layer 120 substantially correspond to the photocurable resin composition of the present embodiment or a cured product thereof.

The purpose of setting the step portion 130a is for example, when the input/output lines are provided at the peripheral portions of the information input device and the image display unit, such lines are not visible or visible from the side of the transparent protective plate. From the viewpoint of being invisible or difficult to see the line, the step portion 130a is preferably formed of a material having a light-shielding property. However, the height difference portion can be set for other purposes such as decoration, and can also be transparent. The step portion 130a is provided on the lower surface of the transparent protective plate 130 (the surface on the side in contact with the transparent resin layer 150), but may be provided on the upper surface of the transparent protective plate 130 (the surface on the side away from the transparent resin layer 150). . The step portion 130a is made of a material different from the transparent protective plate 130, but may be made of the same material or may be integrally formed. The planar shape of the step portion 130a has a frame shape formed along the outer periphery of the lower surface of the transparent protective plate 130, but is not limited thereto. The planar shape may be any shape in which a part or all of the outer shape is not formed along the outer periphery of the lower surface of the transparent protective plate 130: a frame shape, a U shape, an L shape, a linear shape, a wave shape, a dotted line shape, and a lattice shape. Shape, curve, etc. The step portion 130a of the liquid crystal display device of Fig. 2 is also the same.

Furthermore, in the liquid crystal display device of FIG. 3, the transparent resin layer is interposed between the image display unit 110 and the touch panel 140 and between the touch panel 140 and the transparent protective plate 130, but the transparent resin layer is only required At least one of these can be used. In addition, when the touch panel is formed as an On-Cell in-line type, the touch panel is formed integrally with the liquid crystal display unit. As a specific example, for example, the liquid crystal display unit 110c of the liquid crystal display device of Fig. 2 is replaced by the On-Cell embedded type.

Further, in recent years, a liquid crystal display device (incorporated with a touch panel function liquid crystal display unit) called an In-Cell embedded type touch panel is being developed. A liquid crystal display device having such a liquid crystal display unit is composed of a transparent protective plate, a polarizing plate, and a liquid crystal display unit (a liquid crystal display unit with a touch panel function). The photocurable resin composition of the present embodiment can also be preferably used for a liquid crystal display device using such an In-Cell in-cell type touch panel.

(The liquid crystal display devices of Figs. 2 and 3)

According to the liquid crystal display device shown in FIG. 2 and FIG. 3, since the photocurable resin composition of the present embodiment or a cured product thereof is provided as the transparent resin layers 120 and 150, impact resistance and an image can be obtained. It has no residual image and is sharp and has high contrast.

The liquid crystal display unit 110c can be made of a liquid crystal material known in the art. Further, the liquid crystal display unit is classified into a twisted nematic (TN) mode, a super twisted nematic (STN) mode, and a vertical alignment (VA) according to a liquid crystal material control method. The mode, the in-plane switching (IPS) method, or the like may be a liquid crystal display unit using any one of the control methods.

As the polarizing plates 110b and 110d, a general polarizing plate in the technical field can be used. The surfaces of the polarizing plates can be subjected to anti-reflection, anti-fouling, hard coating and the like. Such a surface treatment can be performed on one side or both sides of the polarizing plate.

The touch panel 140 can use a touch panel that is commonly used in the technical field.

The transparent resin layers 120 and 150 can be formed, for example, to have a thickness of 0.02 mm to 3 mm, preferably from 0.1 mm to 1 mm, and from 0.15 mm (150 μm) to 0.5 mm (500 μm) from the viewpoint of high and low landfill and workability. ) better. In particular, the photocurable resin composition of the present embodiment can exhibit a more excellent effect when formed into a thick film, and can be preferably used when the transparent resin layers 120 and 150 of 0.1 mm or more are formed.

Further, the transmittance of the transparent resin layers 120 and 150 to the visible light region (wavelength: 380 to 780 nm) is preferably 80% or more, more preferably 90% or more, and still more preferably 95% or more.

As the transparent protective plate 130, a general optical transparent substrate can be used. Specific examples thereof include a plate of an inorganic material such as glass or quartz, a plate of a resin such as an acrylic resin, an alicyclic polyolefin or a polycarbonate, and a resin sheet such as a thick polyester sheet. When a high surface hardness is required, a plate such as glass, acrylic resin or alicyclic polyolefin is preferred, and a glass plate is preferred. Acrylic tree when seeking thinner and/or lighter A resin plate such as a fat, an alicyclic polyolefin or a polycarbonate is preferred. The surface of these transparent protective sheets can be subjected to anti-reflection, anti-fouling, hard coating and the like. Such a surface treatment can be performed on one side or both sides of the transparent protective sheet. The transparent protection board can also be used in combination with a plurality of sheets.

The backlight system 110a is typically represented by a reflection means such as a reflector or an illumination means such as a lamp.

As the material of the step portion 130a, for example, an acrylic resin composition containing a pigment, a low melting point glass containing a metal oxide, or the like can be used.

<Method of Manufacturing Image Display Device>

(Method of Manufacturing Liquid Crystal Display Device of Fig. 2)

The liquid crystal display device of the second embodiment can be produced by a method of manufacturing a method in which an active energy ray is irradiated onto a laminate to cure a photocurable resin composition, and the laminate is a light of the above embodiment. The curable resin composition is interposed between the image display unit 110 and a transparent protective plate (protective panel) 130, and the transparent protective plate (protective panel) 130 has a step portion 130a.

In other words, the photocurable resin composition of the present embodiment is formed on the surface side of the transparent protective plate (protective panel) 130 where the step portion 130a is formed. This formation can be carried out by applying the photocurable resin composition of the present embodiment to a transparent protective plate (protective panel) 130. Further, it may be carried out by forming a gel-like photocurable resin composition on the release sheet in advance, and After the gel-like photocurable resin composition is brought into contact with and pressed against the transparent protective sheet (protective panel) 130, the release sheet is peeled off.

Then, the surface on the photocurable resin composition side of the transparent protective sheet (protective panel) 130 on which the photocurable resin composition of the present embodiment is formed is superposed on the upper surface of the polarizing plate 110d, and then the bonding machine is used. Stack these layers. When bubbles are observed in the photocurable resin composition after lamination using a laminator or the like, it is preferable to use a autoclave or the like to adjust the degree of pressurization at a predetermined temperature. In addition, it is also possible to defoam by decompression.

Then, the photocurable resin composition is cured by irradiation to form the transparent resin layer 120, whereby the image display device of Fig. 2 can be preferably manufactured. This illumination is preferably performed by irradiating an active energy ray such as an ultraviolet ray from the transparent protective plate 130 side, the image display unit 110 side, and the side surface of the image display device. Thereby, the reliability (reduction of bubble generation and suppression of peeling) and the adhesion force in high temperature and high humidity can be further improved. From the viewpoint of further improving the reliability in high temperature and high humidity, it is preferable to irradiate an active energy ray such as ultraviolet rays at least from the image display unit 110 side (the side of the image display unit 110 having no step portion). The irradiation amount of the active energy ray such as the ultraviolet ray is not particularly limited, and is preferably about 500 to 5,000 mJ/cm ² .

(Method of Manufacturing Liquid Crystal Display Device of Fig. 3)

The liquid crystal display device of the third embodiment can be produced by a method of manufacturing a step of irradiating an active energy ray to a laminate to cure the photocurable resin composition, and the laminate is formed by the above-described embodiment. The photocurable resin composition is formed between the image display unit 110 and the touch panel 140 or between the touch panel 140 and the transparent protective panel (protective panel) 130 (gap).

The transparent resin layer 150 can be produced by the same method as the transparent resin layer 120 of Fig. 2 . The transparent resin layer 120 of FIG. 3 can be applied to the touch panel 140 instead of the transparent protective sheet (protective panel) 130, and the transparent resin layer 120 can be coated with the transparent resin of FIG. Layer 120 is manufactured in the same manner.

[Examples]

The invention is illustrated by the following examples, but the invention is not limited by the examples.

<Preparation of Light Curable Resin Composition>

(Example)

The components (A) to (E) were blended at a mixing ratio shown in Tables 1 and 2, and the mixture was heated and stirred at 90 ° C for 30 minutes to prepare a liquid curable resin composition of the example. Further, in Tables 1 and 2, the unit of the numerical values of the components (A) to (E) is parts by mass.

(Comparative example)

The components (A) to (D) were blended at a mixing ratio shown in Table 3, and the mixture was heated and stirred at 90 ° C for 30 minutes to prepare a liquid curable resin composition of a comparative example. In addition, in Table 3, the unit of the numerical value of the (A)-(D) component is a mass part.

[raw material]

In the examples and comparative examples, the following raw materials were used.

{A ingredient}

UC-102: a compound of the formula (53), manufactured by Kuraray Co., Ltd., n27=230-250, n28=2, number average molecular weight 17,000, trade name)

FA-512M: Compound of formula (39), manufactured by Hitachi Chemical Co., Ltd., trade name

FA-512AS: a compound of the formula (40), manufactured by Hitachi Chemical Co., Ltd., trade name

{B ingredient}

DISPARLON 308: manufactured by Nanben Chemical Co., Ltd., hydrogenated castor oil, trade name

DISPARLON 6500: manufactured by Nanben Chemical Co., Ltd., aliphatic amine system, trade name

DISPARLON 6650: manufactured by Nanben Chemical Co., Ltd., aliphatic amine system, trade name

{C ingredient}

I-184: Irgacure 184, 1-hydroxycyclohexyl phenyl ketone

{D ingredient}

G-1000: manufactured by Japan Soda Co., Ltd., two-terminal hydroxyl polybutadiene, number average molecular weight 1,100, trade name

G-3000: manufactured by Japan Soda Co., Ltd., two-terminal hydroxyl polybutadiene, number average molecular weight 3200, trade name

{E component}

P85 (Clearon P-85): YASUHARA CHEMICAL Co., Ltd., terpene hydrogenated resin

<evaluation>

The photocurable resin compositions obtained in the respective examples and comparative examples were evaluated by the following test methods.

(1) Evaluation of high and low landfill

The photocurable resin composition sealed in a 5 mL syringe was applied to a glass substrate A of 58 mm × 86 mm × 0.7 mm (thickness) using a slit coater to obtain a resin film of 40 mm × 40 mm × 0.15 mm.

Then, the glass substrate B (with a height difference of 60 μm) having a decorated step portion is attached to the outer peripheral portion so as to sandwich the photocurable resin composition, and the photocurable resin composition is bonded to the photocurable resin composition ( The resin film) is not bonded to the other side of the glass substrate A. Further, the outer peripheral portion has a decorated glass substrate B having the same outer dimensions as the glass substrate A, and has an opening having an inner dimension of 45 mm × 68 mm. The above-mentioned glass substrates A and B were used as substitutes for the information input device or the image display unit, and the landfill property was evaluated based on the following evaluation criteria.

{assessment basis}

A: The photocurable resin composition is buried in the height difference portion without voids and without leakage.

B: The photocurable resin composition flows out from the glass substrate to the surroundings

(2) Evaluation of self-organization

A photocurable resin composition was placed in a 2 mL screw bottle, and placed in an oven (air supply constant temperature thermostat, DN-400, manufactured by YAMATO Scientific Co., Ltd.) at 100 ° C until the oil gelling agent was dissolved. Then, using a rotation revolution mixer ARE-250 (manufactured by THINKY Co., Ltd.), the solution was quickly made uniform at 2000 rpm for 20 seconds, and allowed to stand at 25 ° C for 30 minutes. Then, after the screw bottle was tilted by about 60 degrees for 3 minutes, the self-organizing property was evaluated on the basis of the following evaluation criteria.

{assessment basis}

3: The photocurable resin composition does not flow and maintains the shape

2: The photocurable resin composition remains gelatinized as a whole, but has fluidity

1: All photocurable resin compositions are liquid and fluid

(3) Assessment of transparency

2 g of the photocurable resin composition was placed in a 2 mL screw bottle, and placed in an oven (air supply constant temperature thermostat, DN-400, manufactured by YAMATO Scientific Co., Ltd.) at 100 ° C until the oil gelling agent was dissolved. Then, using a rotation revolution mixer ARE-250 (manufactured by THINKY Co., Ltd.), the solution was quickly made uniform at 2000 rpm for 20 seconds, and allowed to stand at 25 ° C for 30 minutes. The transparency of the contents of the screw bottle was evaluated on the basis of the following evaluation criteria.

{assessment basis}

4: It is impossible to observe the turbidity of the screw bottle even through the fluorescent lamp.

3: If you pass the fluorescent lamp, you can see that the screw bottle is turbid.

2: If the object is observed through the screw bottle, a slight turbidity can be observed.

1: If the screw bottle is separated, it is known that the turbidity is such that the object cannot be clearly observed.

(4) Viscosity measurement

The viscosity of the resin composition obtained in each of the examples and the comparative examples at 25 ° C was measured using an E-type viscometer (TPE-100H manufactured by Toki Sangyo Co., Ltd.) (unit: Pa ‧ s; when the shear rate was 10 s ^-1 ) Viscosity A, viscosity at a shear rate of 1.0 s ^-1 B). Further, the shake ratio (viscosity B / viscosity A) was determined from the viscosity A and the viscosity B. In addition, the measurement conditions and measurement methods are as follows.

{Measurement conditions}

Rotor name: 3° × R9.7, rotor number 06

Shear speed: 1.0 (s ^-1 ) and 10 (s ^-1 )

{test methods}

The sample heated to 80 ° C was placed in a measuring container, and after standing at 25 ° C for 30 minutes, the measurement was started.

(5) Evaluation of the amount of collapse

The photocurable resin composition sealed in a 5 mL syringe was applied to a glass substrate of 100 mm × 100 mm × 0.7 mm (thickness) using a slit coater to obtain a resin film of 60 mm × 60 mm × 0.15 mm. To make the coated glass substrate 100 When the surface of mm×0.7 mm was the bottom surface, the glass substrate was vertically erected using a fixture, and after holding at 25 ° C for 1 hour, the amount of collapse from the end surface collapse when the resin film was formed was measured with a scale.

(6) Assessment of the amount of exudation

The photocurable resin composition sealed in a 5 mL syringe was applied to a glass substrate of 100 mm × 100 mm × 0.7 mm (thickness) using a slit coater to obtain a resin film of 60 mm × 60 mm × 0.15 mm. After leaving the film-forming surface of the glass substrate after the coating film on the top surface at 25 ° C for 24 hours, the amount of bleeding exuded from the end surface when the resin film was formed was measured with a scale.

(7) Evaluation of the offset of glass bonding position

The photocurable resin composition sealed in a 5 mL syringe was applied to a glass substrate of 100 mm × 100 mm × 0.7 mm (thickness) using a slit coater to obtain a resin film of 60 mm × 60 mm × 0.15 mm. After attaching a cover glass substrate of 20 mm × 20 mm × 0.07 mm to the center portion of the applied resin surface, the glass substrate was fixed using a fixture so that the surface of the glass substrate of the coated film was 0.7 mm. After standing upright and holding at 25 ° C for 10 minutes, the amount of positional deviation from the offset end face of the shielded glass was measured with a scale.

(8) Evaluation of coating properties

The photocurable resin composition enclosed in a 5 mL syringe was applied to a glass substrate of 100 mm × 100 mm × 0.7 mm (thickness) using a slit coater to obtain 60 mm × 60 mm × 0.15 mm resin film. The coated resin surface was visually evaluated for surface irregularities and uneven coating.

The blending components and evaluation results of the photocurable resin compositions in the examples and the comparative examples are shown in Tables 1 to 3.

The photocurable resin composition of the examples has excellent characteristics in terms of level difference, landfillability, self-organization property, transparency, shape retention, glass bonding position shift property, and coating property. When the amount of bleeding is contained in the gelation agent and the viscosity is 50 Pa ‧ s or more, the result is more favorable. When the viscosity of the glass bonding position is contained and the viscosity is 90 Pa ‧ s or more, the gelation agent is more excellent. In the photocurable resin composition of the comparative example, although the transparency was good, the shape retainability, the glass bonding position shift property, and the coatability were lower than those of the examples. According to the comparison between the examples and the comparative examples, it is possible to suppress surface unevenness and coating unevenness by using a gelling agent even when the photocurable resin composition has the same viscosity.

Claims (13)

A photocurable resin composition containing a compound (A) having a photopolymerizable functional group and an oil gelling agent (B); and a viscosity at a shear rate of 1.0 s ^-1 at 25 ° C The ratio B/A of B to the viscosity A at a shear rate of 10 s ^-1 is 1.3 to 10.0. The photocurable resin composition according to claim 1, wherein the viscosity B is from 10 to 1,000 Pa‧s. A photocurable resin composition containing a compound (A) having a photopolymerizable functional group and an oil gelling agent (B); and a viscosity at a shear rate of 1.0 s ^-1 at 25 ° C It is 30~1000Pa‧s. The photocurable resin composition according to any one of claims 1 to 3, wherein the content of the component (B) is 0.2 to 20% by mass based on the total amount of the photocurable resin composition. The photocurable resin composition according to any one of claims 1 to 4, wherein the component (B) is derived from a hydroxy fatty acid, hydrogenated castor oil, n-lauryl-L-glutamine-α , γ-dibutylamine, bis(p-methylbenzylidene) sorbitol glucose alcohol, 1,3:2,4-bis-O-benzylidene-D-glucitol, 1,3:2 , 4-bis-O-(4-methylbenzylidene)-D-sorbitol, bis(2-ethylhexanoic acid)hydroxyaluminum, a compound represented by the following formula (1), the following a compound represented by the formula (2), a compound represented by the following formula (3), a compound represented by the following formula (4), a compound represented by the following formula (5), and a formula (hereinafter) 6) a compound represented by the following formula (7), a compound represented by the following formula (8), a compound represented by the following formula (9), and a formula (10): At least one selected from the group consisting of a compound represented by the following formula (11), a compound represented by the following formula (12), and a compound represented by the following formula (13): In the formula (1), n1 is an integer of 3 to 10, n2 is an integer of 2 to 6, R ¹ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and X ¹ is a sulfur atom or an oxygen atom; In the formula (2), R ² is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ¹ is a bond or a benzene ring; In the formula (3), R ³ is a saturated hydrocarbon group having 1 to 20 carbon atoms, and Y ² is a bonding bond or a benzene ring; In the formula (4), R ⁴ is a saturated hydrocarbon group having 1 to 20 carbon atoms; In the formula (6), R ⁵ and R ⁶ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms; In the formula (7), R ⁷ is a saturated hydrocarbon group having 1 to 20 carbon atoms; In the formula (8), R ⁸ is a saturated hydrocarbon group having 1 to 20 carbon atoms; In the formula (10), R ⁹ and R ¹⁰ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms; In the formula (13), R ¹¹ is a saturated hydrocarbon group having 1 to 10 carbon atoms, and R ¹² and R ¹³ are each independently a saturated hydrocarbon group having 1 to 20 carbon atoms. The photocurable resin composition according to any one of claims 1 to 5, wherein the component (A) contains a compound having an ethylenically unsaturated group. Photohardenability as claimed in any one of claims 1 to 6. The resin composition further contains a photopolymerization initiator. The photocurable resin composition according to any one of claims 1 to 7, which further contains a compound which is liquid at 25 °C. The photocurable resin composition according to any one of claims 1 to 8, which further contains a compound which is solid at 25 °C. An image display device having a laminated structure, comprising: an image display unit having an image display portion; a transparent protective plate; and a resin layer present between the image display unit and the transparent protective plate; The resin layer contains the photocurable resin composition according to any one of claims 1 to 9 or a cured product thereof. The image display device according to claim 10, wherein the transparent protective plate has a step portion. A method for manufacturing an image display device, which is a method for manufacturing an image display device having a laminated structure, comprising: an image display unit having an image display portion; and a transparent protective plate; and a method of manufacturing the image display device The step of irradiating the laminated body with an active energy ray to cure the photocurable resin composition, which is one of the claims 1 to 9. The photocurable resin composition is interposed between the image display unit and the transparent protective sheet. The method of manufacturing an image display device according to claim 12, wherein the transparent protective plate has a step portion.