JP2015151424A - active energy ray-polymerizable resin composition and laminate - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a new active energy ray-polymerizable resin composition that is excellent in adhesive force or the like and can be suitably used for optical purposes, and to provide a laminate excellent in punching processability and moisture-heat durability compared to the prior arts, and in particular, a laminate for an optical element.SOLUTION: An active energy ray-polymerizable composition is provided, which essentially comprises: a compound (A) containing an α,β-ethylenically unsaturated double bond group and/or a cationic polymerizable compound (B); and a metal chelate compound (C).

Description

  The present invention relates to a novel active energy ray polymerizable resin composition and a laminate.

In addition to various characteristics such as fast polymerization rate, good workability due to the absence of solvent, energy saving of extremely low energy requirements, active energy ray polymerization technology has recently reduced environmental pollution due to environmental pollution problems. Therefore, the field of use is expanding in the fields of building materials, packaging materials, printing materials, display materials, electrical and electronic component materials, optical devices, displays, and the like.

These contain a resin that can be polymerized with active energy rays and a monomer having an α, β-ethylenically unsaturated double bond group, and the coating film is formed because the monomer also functions as a solvent. There is an advantage that the solvent does not volatilize sometimes. And as this resin having active energy ray polymerizability, α, β-ethylenically unsaturated double bond group at the molecular terminal of low molecular weight polyester resin, polyurethane resin, polyepoxy resin, polyacrylic resin, etc. And oligomers having an α, β-ethylenically unsaturated double bond group are used.

In recent years, the development and generalization of information communication equipment including displays has been remarkable, and these display devices have further improved performance and productivity of coating agents, adhesives, or sealing agents. Various proposals using active energy ray polymerizable materials have been made. For such display devices, various films such as an antireflection film for preventing reflection from an external light source and a protective film (protection film) for preventing scratches on the surface of the display device are usually used. For example, in a liquid crystal cell member constituting an LCD, a polarizing plate and a retardation film are laminated.

Further, the flat panel display (FPD) is not only used as a display device, but also provided with a touch panel function on the surface thereof, and may be used as an input device. A protective film, an antireflection film, an ITO vapor deposition resin film, or the like is also used for the touch panel.

In addition, a backlight system in which a liquid crystal layer is illuminated from the backside is widely used in display devices, and an edge light type, a direct type backlight unit or the like is provided on the lower surface side of the liquid crystal layer. Such an edge light type backlight unit basically includes a linear lamp as a light source, a rectangular plate-shaped light guide plate arranged so that an end thereof is along the lamp, and a surface side of the light guide plate. And a prism sheet disposed on the surface side of the light diffusion sheet. Recently, light-emitting diodes (LEDs) that are excellent in color reproducibility and power saving have been used as light sources from the cathode ray tube (COFL), and thus demands for more heat resistance and dimensional stability are increasing. .

Such a film is attached to an adherend via an adhesive and used in a display device as a laminate for an optical element, and an active energy ray polymerizable resin composition is used as one form.

A specific example is given. Polarizers used in the fields related to liquid crystal displays are usually produced by uniaxially stretching polyvinyl alcohol (PVA) with iodine or dye adsorbed, but this polyvinyl alcohol polarizer is contracted by heat or moisture. However, the polarization performance is deteriorated. Then, what stuck the protective film on the surface of the PVA type | system | group polarizer is used as a polarizing plate. As an adhesive for sticking a protective film to a polarizer, an aqueous solution (PVA adhesive) of a polyvinyl alcohol resin has been widely used (see Patent Documents 1 and 2). However, the water-based adhesive requires a drying process after coating, and the PVA polarizer has low heat resistance, so that drying at a low temperature for a long time is required, resulting in poor production efficiency. For the reasons described above, it has been proposed to use a cationic polymerizable ultraviolet curable adhesive instead of the water-based adhesive (see Patent Document 3).

However, since the cationic polymerizable ultraviolet curable adhesive has a dark reaction after being irradiated with ultraviolet rays, there is a problem that when a long cured product is formed into a take-up roll shape, curling tends to occur during storage. Moreover, the cationic polymerizable ultraviolet curable adhesive is susceptible to the effects of humidity during curing, moisture in the adhesive and the film, and the cured state tends to vary. Therefore, in order to develop a uniform cured state, it is necessary to strictly control the moisture content of the adhesive and the PVA polarizer, not to mention the environmental humidity. Radical polymerizable ultraviolet curable adhesives are excellent in that these problems are relatively small, but generally they have a large cure shrinkage and it is difficult to ensure sufficient adhesion.

By the way, liquid crystal display devices are used in various environments as their uses expand, and high heat resistance is required for polarizing plates constituting liquid crystal display devices. For example, in-vehicle liquid crystal display devices such as car navigation systems are required to have high heat resistance and durability.
If the adhesiveness is weak in a high temperature environment, the PVA polarizer and the protective film may peel off due to the difference in thermal shrinkage between the PVA polarizer and the protective film. A polarizing plate formed with an adhesive could not satisfy the durability in a harsh environment.

Patent Document 4 includes an active energy ray-curable adhesive containing a curable component relating to a compound having a (meth) acryloyl group containing N-hydroxyethylacrylamide and N-acryloylmorpholine. An adhesive having a Tg of 60 ° C. or higher is disclosed. The durability performance required for polarizing plates has become strict, and durability under more severe environments is required under high humidity and high temperature. However, the polarizing plate has not been able to satisfy the durability under the harsh environment.
In recent years, polarizers and protective films have been made thinner, and when a polarizing plate is formed with an active energy ray-curable adhesive containing a curable component relating to a compound having a (meth) acryloyl group, Since the curing shrinkage is large, wrinkles and irregularities may occur on the polarizing plate.

Japanese Patent Laid-Open No. 09-258023 JP-A-2005-208456 JP 2008-233874 A Japanese Patent No. 4744496 JP 2013-140883 A

  In view of the above situation, the present invention is excellent in heat resistance, moist heat resistance, thermal dimensional stability, flexibility, weather resistance, etc., and can be suitably used in optical applications, and is substantially free of organic solvents and handled. It is an object of the present invention to provide a novel active energy ray polymerizable resin composition useful as a coating agent or an adhesive. Further, the present invention is a laminate having a resin layer formed by using the resin composition on at least one main surface of various transparent films, particularly various optical films, regardless of the type of the various optical films. The present invention provides a laminate, particularly an optical element laminate, in which the resin layer can be easily or firmly adhered or coated to the optical film, and is excellent in punching workability and wet heat durability as compared with conventional ones. Objective.

As a result of intensive studies to solve the above problems, the present inventors have found that the above-mentioned target can be achieved by the active energy ray polymerizable composition and adhesive shown below, and have completed the present invention.

That is, the present invention provides an α, β-ethylenically unsaturated double bond group-containing compound (A) and / or a cationic polymerizable compound (B),
A metal chelate compound (C);
The present invention relates to an active energy ray polymerizable resin composition comprising an active energy ray initiator (D).

Furthermore, this invention contains 0.1-10 weight% of compounds (C) and 0.01-20 weight% of active energy ray initiators (D) in the active energy ray polymerization composition whole quantity, It is characterized by the above-mentioned. The present invention relates to an active energy ray polymerizable resin composition.

Furthermore, the present invention provides a compound (A) having an alkoxy group, an ether group, a hydroxyl group and a keto group (provided that the alkoxy group, ether group, hydroxyl group directly bonded to the α, β-unsaturated double bond group). And an α, β-ethylenically unsaturated double bond group-containing compound (a1) having one or more functional groups selected from the group consisting of: The present invention relates to a resin composition.

Furthermore, the present invention provides an active energy ray-polymerizable resin composition, wherein the compound (A) comprises an α, β-ethylenically unsaturated double bond group-containing compound (a2) having one or more cyclic structures. Related to things.

Furthermore, this invention relates to the active energy ray polymeric resin composition characterized by the compound (B) containing an oxirane compound (b1).

Furthermore, the present invention provides a substrate (G),
It is related with the laminated body which has the resin layer which consists of the said active energy ray polymeric resin composition provided in the at least one main surface of this base material (G).

Furthermore, this invention relates to the said laminated body characterized by the base material (G) being a transparent film (H).

Further, in the present invention, the transparent film (H) is a polyacetylcellulose film, a polynorbornene film, a polypropylene film, a polyacrylic film, a polycarbonate film, a polyester film, a polyvinyl alcohol film, and a polyimide film. It is at least 1 sort (s) selected from the group which consists of a film, It is related with the said laminated body characterized by the above-mentioned.

Furthermore, the present invention provides an optical film,
It is related with the laminated body for optical elements which has the resin layer which consists of the said active energy ray polymeric resin composition provided in the at least one main surface of this optical film.

ADVANTAGE OF THE INVENTION According to this invention, the active energy ray polymeric resin composition which can superpose | polymerize by low illumination intensity can be provided. In addition, according to the present invention, by using the resin composition as an adhesive or a coating agent, it is possible to easily and firmly adhere to or adhere to an optical film, and is a laminate excellent in punching processability, heat resistance, and heat and humidity resistance. Body, in particular, an excellent laminate for an optical element can be provided.

Hereinafter, embodiments of the present invention will be described.
<Active energy ray polymerizable resin composition>
The active energy ray polymerizable composition of the present invention comprises an α, β-ethylenically unsaturated double bond group-containing compound (A) and / or a cationic polymerizable compound (provided that an α, β-ethylenically unsaturated double bond group and An active energy ray-polymerizable resin composition containing (B), a metal chelate compound (C) and an active energy ray initiator (D) as essential components (excluding compounds containing both cationically polymerizable groups). Features.

Here, the “active energy ray” means an energy ray in a broad sense that can provide energy necessary for activation for causing a chemical reaction, including ultraviolet rays, visible rays, infrared rays, electron beams, and radiation. . The active energy ray polymerizable resin composition of the present invention (hereinafter referred to as “resin composition”) undergoes a polymerization reaction upon irradiation with the active energy ray to form a cured product. Although it does not specifically limit, In one Embodiment of this invention, it is preferable that the said active energy ray is light energy containing an ultraviolet-ray.

Hereinafter, the constituent components of the resin composition will be specifically described.
(A) component:
The α, β-ethylenically unsaturated double bond group-containing compound (A) is not particularly limited as long as it is a compound containing one or more α, β-unsaturated double bond groups. One or more functional groups selected from the group consisting of an alkoxy group, an ether group, a hydroxyl group and a keto group (excluding a carbonyl group directly bonded to an α, β-unsaturated double bond group) in the structure; It is preferable to contain the α, β-ethylenically unsaturated double bond group-containing compound (a1) having a group.
The compound (a1) has one or more functional groups selected from the group consisting of an alkoxy group, an ether group, a hydroxy group, and a keto group, so that a coordination bond or a covalent bond with the metal chelate compound (C) is obtained. The interaction works and shows a great effect in improving the adhesion with the substrate (G) described later. Further, the resin comprising the active energy ray-polymerizable resin composition provided on at least one main surface of the substrate (G), which can improve the cohesive strength and the degree of crosslinking of the active energy ray-curable resin composition. As a laminated body having a layer, it has a great effect on improving heat resistance, moist heat resistance, and thermal dimensional stability.

In addition, since a covalent bond site that is a stronger interaction with the metal chelate compound (C) is formed between the resin composition and the compound (a1) or keto group having a hydroxyl group among the compounds (a1). It is more preferable to contain the carboxyl group (a1-2) which belongs to. Moreover, by having a hydroxyl group or a carboxyl group, a great effect is exhibited in improving the adhesion to the substrate (G) described later.

  Furthermore, it is preferable to contain the α, β-ethylenically unsaturated double bond group-containing compound (a2) having one or more cyclic structures from the viewpoint of improving durability such as heat resistance or heat and humidity resistance. Moreover, (alpha), (beta) -ethylenically unsaturated double bond group containing compound (a3) other than (a1) and (a2) can also be contained.

 When the resin composition contains the compound (a1), it is easy to improve the solubility of the metal chelate compound (C). Further, the viscosity of the resin composition can be easily reduced, and the workability during coating can be easily improved. Although it does not specifically limit, The following is mentioned as a compound which can be used as a component (A).

The compound containing an alkoxy group in the compound (a1) is not limited as long as it has an alkoxy group in its structure. For example, 2-methoxyethyl (meth) acrylate, 2-ethoxy (meth) acrylate Ethyl, 2-propoxyethyl (meth) acrylate, 3-propoxyethyl (meth) acrylate, 2-butoxyethyl (meth) acrylate, 3-butoxyethyl (meth) acrylate, 4-butoxy (meth) acrylate Alkoxy group-containing (meth) acrylic acid esters such as ethyl;

For example, (meth) acrylic acid-polyethylene glycols obtained by dehydration condensation of (meth) acrylic acid with methoxypolyethylene glycol;

  For example, (meth) allylchlorosilane, (meth) allyltrimethoxysilane, (meth) allyltriethoxysilane, (meth) allylaminotrimethylsilane, diethoxyethylvinylsilane, trichlorovinylsilane, trimethoxyvinylsilane, triethoxyvinylsilane, tripropoxy Alkoxysilyl group-containing α, β-unsaturated double bond group-containing compounds such as vinylsilane and vinyltris (2-methoxyethoxy) silane;

For example, N-methoxymethyl (meth) acrylamide, N-methoxyethyl (meth) acrylamide, N-methoxypropyl (meth) acrylamide, N-methoxybutyl (meth) acrylamide, N-methoxyhexyl (meth) acrylamide, N-methoxy Octyl (meth) acrylamide, N-methoxydecyl (meth) acrylamide, N-methoxydodecyl (meth) acrylamide, N-methoxyoctadecyl (meth) acrylamide, N-ethoxymethyl (meth) acrylamide, N-ethoxyethyl (meth) acrylamide N-ethoxypropyl (meth) acrylamide, N-ethoxybutyl (meth) acrylamide, N-ethoxyhexyl (meth) acrylamide, N-ethoxyoctyl (meth) acrylamide, N-iso Roxymethyl (meth) acrylamide, N-isopropoxyethyl (meth) acrylamide, N-isopropoxypropyl (meth) acrylamide, N-isopropoxybutyl (meth) acrylamide, N-isopropoxyhexyl (meth) acrylamide, N-isopropoxy Octyl (meth) acrylamide, N-butoxymethyl (meth) acrylamide, N-butoxyethyl (meth) acrylamide, N-butoxypropyl (meth) acrylamide, N-butoxybutyl (meth) acrylamide, N-butoxyhexyl (meth) acrylamide N-butoxyoctyl (meth) acrylamide, N-isobutoxymethyl (meth) acrylamide, N-isobutoxyethyl (meth) acrylamide, N-isobutoxypropyl (meth) Acrylamide, N-isobutoxybutyl (meth) acrylamide, N-isobutoxyhexyl (meth) acrylamide, N-isobutoxyoctyl (meth) acrylamide, N- (pentoxymethyl) (meth) acrylamide, N-1-methyl- N-alkoxy group-containing (meth) acrylamides such as 2-methoxyethyl (meth) acrylamide, N, N-di (methoxymethyl) meth) acrylamide, N, N-di (ethoxymethyl) (meth) acrylamide, etc. Although it is mentioned, it is not particularly limited to these.

The compound containing an ether group in the compound (a1) is not limited as long as it has an ether group in its structure. For example, an alkylene oxide-containing (meth) acryl such as an alkylene oxide adduct of (meth) acrylic acid Examples include, but are not limited to, compounds obtained by dehydration condensation with alkyl-terminated polyethylene glycols such as acid derivatives and the like, and (meth) acrylic acid lauroxy-polyethylene glycol, octoxy polyethylene glycol, stearoxy and the like. It is not a thing. These may use only 1 type or may use multiple types together.

Among the compounds (a1), the compound (a1-1) having a hydroxyl group is not limited as long as it has a hydroxyl group in its structure. For example, 2-hydroxyethyl (meth) acrylate [acrylic acid 2-hydroxyethyl and 2-hydroxyethyl methacrylate are collectively referred to as “2-hydroxyethyl (meth) acrylate”. The same applies hereinafter. ], 1-hydroxypropyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 3-hydroxypropyl (meth) acrylate, 1-hydroxybutyl (meth) acrylate, 2-hydroxy (meth) acrylate Butyl, 3-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 6-hydroxyhexyl (meth) acrylate, 8-hydroxyoctyl (meth) acrylate, cyclohexanedimethanol mono (meth) acryl Acid ester, 10-hydroxydecyl (meth) acrylate, 12-hydroxylauryl (meth) acrylate, ethyl (meth) acrylate-α- (hydroxymethyl), monofunctional (meth) acrylate glycerol, or (meth) Glycidyl acrylate, ( T) Fatty acid ester-based (meth) acrylic acid ester such as glycidyl acrylate acrylate, glycidyl stearate (meth) acrylate, or the above hydroxyl group such as 2- (acryloyloxy) ethyl 6-hydroxyhexanonate A (meth) acrylic acid ester having a hydroxyl group at the terminal by ring-opening addition of ε-caprolactone lactone to the α, β-ethylenically unsaturated double bond group-containing compound, or the hydroxyl group-containing α, β-ethylenically unsaturated group Hydroxyl-containing aliphatic (meth) acrylates such as alkylene oxide-added (meth) acrylates in which alkylene oxides such as ethylene oxide, propylene oxide, and butylene oxide are repeatedly added to a double bond group-containing compound;

For example, (meth) allyl alcohol [allyl alcohol and methallyl alcohol are collectively referred to as “(meth) allyl alcohol”. The same applies hereinafter. ], Isopropenyl alcohol, dimethyl (meth) allyl alcohol, hydroxyethyl (meth) allyl ether, hydroxypropyl (meth) allyl ether, hydroxybutyl (meth) allyl ether, hydroxyhexyl (meth) allyl ether, hydroxyoctyl (meth) Allyl ether, hydroxydecyl (meth) allyl ether, hydroxydodecyl (meth) allyl ether, hydroxyoctadecyl (meth) allyl ether, glyceryl (meth) allyl ether, or an alkylene oxide such as ethylene oxide or propylene oxide repeatedly added to the terminal Hydroxyl group-containing aliphatic (meth) allyl alcohols or (meth) allylate such as alkylene oxide addition system (meth) allyl ether having a hydroxyl group Kind;

For example, α, β-ethylenically unsaturated double bond group-containing compounds having a plurality of hydroxyl groups such as propenediol, butenediol, heptenediol, octenediol, and glycerol di (meth) acrylate;
For example, N-hydroxyethyl (meth) acrylamide [N-hydroxyethyl acrylamide and N-hydroxyethyl methacrylamide are collectively referred to as “N-hydroxyethyl (meth) acrylamide”. The same applies below. ], Hydroxyl-containing (meth) acrylamides such as N-hydroxypropyl (meth) acrylamide, N-hydroxybutyl (meth) acrylamide, N-hydroxyhexyl (meth) acrylamide, N-hydroxyoctyl (meth) acrylamide;

  Examples include monomers having a hydroxyl group and an ethenyl group, such as vinyl alcohol, but are not particularly limited thereto. These may use only 1 type or may use multiple types together.

  As the compound (a1-1), 2-hydroxyethyl (meth) acrylate, (meth) acrylic acid, from the viewpoint of the solubility of the metallate compound (C) and the adhesion with the base material (G) described later. Α, β-ethylenically unsaturated double having 2 to 18 carbon atoms such as 2-hydroxypropyl, 4-hydroxybutyl (meth) acrylate, 1 to 2 mol of ε-caprolactone and 2-hydroxyethyl (meth) acrylate Bonding group-containing compounds are particularly preferred.

Of the compounds (a1), the compound having a keto group may have a keto group in its structure. For example, (meth) acrylic acid (methoxycarbonyl) methyl, (meth) acrylic acid (methoxycarbonyl) ethyl , (Meth) acrylic acid (methoxycarbonyl) propyl, (meth) acrylic acid (methoxycarbonyl) butyl, (meth) acrylic acid (methoxycarbonyl) decyl, (meth) acrylic acid (ethoxycarbonyl) methyl, (meth) acrylic acid (Ethoxycarbonyl) ethyl, (meth) acrylic acid (ethoxycarbonyl) propyl, (meth) acrylic acid (ethoxycarbonyl) butyl, (meth) acrylic acid (ethoxycarbonyl) hexyl, (meth) acrylic acid (ethoxycarbonyl) octyl, (Meth) acrylic acid 2- (ethoxycarbonyloxy) ethyl, (meth) 2- (ethoxycarbonyloxy) propyl acrylate, 2- (ethoxycarbonyloxy) butyl (meth) acrylate, 2- (ethoxycarbonyloxy) hexyl (meth) acrylate, 2- (ethoxycarbonyloxy) (meth) acrylate ) Octyl, 2- (propoxycarbonyloxy) ethyl (meth) acrylate, 2- (butoxycarbonyloxy) ethyl (meth) acrylate, 2- (butoxycarbonyloxy) butyl (meth) acrylate, (meth) acrylic acid Aliphatic (meth) acrylic acid esters having one carbonyl group such as 2- (octyloxycarbonyloxy) ethyl and (meth) acrylic acid 2- (octyloxycarbonyloxy) butyl;

For example, 2-oxobutanoylethyl (meth) acrylate, 2-oxobutanoylpropyl (meth) acrylate, 2-oxobutanoylbutyl (meth) acrylate, 2-oxobutanoylhexyl (meth) acrylate, (Meth) acrylic acid 2-oxobutanoyloctyl, (meth) acrylic acid 2-oxobutanoyldecyl, (meth) acrylic acid 2-oxobutanoyldodecyl, (meth) acrylic acid 3-oxobutanoylethyl, ) 3-oxobutanoylpropyl acrylate, 3-oxobutanoylbutyl (meth) acrylate, 3-oxobutanoylhexyl (meth) acrylate, 3-oxobutanoyloctyl (meth) acrylate, (meth) acrylic 3-oxobutanoyldecyl acid, 3-oxobutanoyldodecyl (meth) acrylate (Meth) acrylic acid 4-cyanooxobutanoylethyl, (meth) acrylic acid 4-cyanooxobutanoylpropyl, (meth) acrylic acid 4-cyanooxobutanoylbutyl, (meth) acrylic acid 4-cyanooxobutanoyl Ruhexyl, 4-cyanooxobutanoyloctyl (meth) acrylate, 2,3-di (oxobutanoyl) propyl (meth) acrylate, 2,3-di (oxobutanoyl) butyl (meth) acrylate, ( Aliphatic (meth) acrylic acid esters having two carbonyl groups such as 2,3-di (oxobutanoyl) hexyl (meth) acrylate and 2,3-di (oxobutanoyl) octyl (meth) acrylate Kind;

  For example, N- (2-oxobutanoylethyl) (meth) acrylamide, N- (2-oxobutanoylpropyl) (meth) acrylamide, N- (2-oxobutanoylbutyl) (meth) acrylamide, N- ( (Meth) acrylamides having a carbonyl group such as 2-oxobutanoylhexyl) (meth) acrylamide, N- (2-oxobutanoyloctyl) (meth) acrylamide, diacetone (meth) acrylamide;

  For example, saturated carboxylic acids such as (meth) allyl acetate, (meth) allyl propionate, (meth) allyl butyrate, (meth) allyl caprate, (meth) allyl laurate, allyl octylate, coconut oil fatty acid, vinyl pivalate, etc. (Meth) allyl esters of acids;

  For example, cis-diallyl succinate, diallyl 2-methylidene succinate, vinyl (E) -but-2-enoate, (Z) -octadeca-9-enoate, (9Z, 12Z, 15Z) -octadeca-9, Α, β-unsaturated double bond group-containing compounds containing polyfunctional unsaturated bonds such as vinyl 12,15-trienoate;

  For example, vinyl esters of carboxylic acids such as vinyl formate, vinyl acetate, vinyl propionate, vinyl butyrate, vinyl caprate, vinyl laurate, vinyl versatate, vinyl pivalate, vinyl palmitate, vinyl stearate;

For example, vinyl acetoacetate, vinyl acetopropionate, vinyl acetoisobutyrate, vinyl acetobutyrate, vinyl acetovalerate, vinyl acetohexanoate, vinyl aceto-2-ethylhexanoate, vinyl aceto-n-octanoate, vinyl acetodecanoate, acetodecane Vinyl acid, vinyl acetooctadecanoate, vinyl acetopivalate, vinyl acetocaprate, vinyl acetocrotonate, vinyl acetosorbate, vinyl propanoyl acetate, vinyl butyryl acetate, vinyl isobutyryl acetate, vinyl palmitoyl acetate, vinyl stearoyl acetate, vinyl pyroyl acetate , Vinyl propanoyl valerate, vinyl butyryl valerate, vinyl isobutyryl valerate, palmitoyl vinyl valerate, stearoyl valerate, pyrvoyl Vinyl Rerin acid, 2-acetoacetoxyethyl vinyl ether, 2-acetoacetoxyethyl butyl vinyl ether, 2-acetoacetoxyethyl hexyl vinyl ether, aliphatic vinyl compounds of having an acyl group such as 2-acetoacetoxyethyl octyl vinyl ether;

For example, acetoacetic acid (meth) allyl, acetopropionic acid (meth) allyl, acetoisobutyric acid (meth) allyl, acetobutyric acid (meth) allyl, acetovaleric acid (meth) allyl, acetohexanoic acid (meth) allyl, aceto-2- Ethylhexanoic acid (meth) allyl, aceto-n-octanoic acid (meth) allyl, acetodecanoic acid (meth) allyl, acetodecanoic acid (meth) allyl, acetooctadecanoic acid (meth) allyl, acetopivalic acid (meth) allyl, acetocaprin Acid (meth) allyl, acetocrotonic acid (meth) allyl, acetosorbic acid (meth) allyl, propanoyl acetate (meth) allyl, butyryl acetate (meth) allyl, isobutyryl acetate (meth) allyl, palmitoyl acetate (meth) allyl, Stearoyl acetate (meth) allyl, (meth) allyl Although aliphatic (meth) allyl compounds having an acyl group such as hydrate and the like are not particularly limited thereto. These may use only 1 type or may use multiple types together.

Moreover, as a compound (a1-2) which has a carboxyl group in the compound which has a keto group among compounds (a1), if it has a carboxyl group in the structure, there will be no restriction | limiting, For example, for example, (Meth) acrylic acid, 2-carboxyethyl (meth) acrylate, 2-carboxypropyl (meth) acrylate, 3-carboxypropyl (meth) acrylate, 4-carboxybutyl (meth) acrylate, (meth) acryl Acid dimer, maleic acid; fumaric acid, monomethylmaleic acid, monomethylfumaric acid, aconitic acid, sorbic acid, cinnamic acid, α-chlorosorbic acid, glutaconic acid, citraconic acid, mesaconic acid, itaconic acid, tiglic acid, angelic acid Senetic acid, crotonic acid, isococrotonic acid, mucobromic acid, mucochloric acid, sorbic acid, Conic acid, aconitic acid, penicillic acid, gellanic acid, citronellic acid, 4-acrylamidobutanoic acid, 6-acrylamidohexanoic acid, 2- (meth) acryloyloxyethyl succinate, mono (meth) acrylic acid ω-carboxypolycaprolactone ester Such as polylactone-based (meth) acrylic acid esters, alkylene oxides such as ethylene oxide and propylene oxide, which are repeatedly added, and alkylene oxides having a carboxyl group at the terminal. Examples include carboxyl group-containing aliphatic α, β-unsaturated double bond group-containing carboxylic acids such as esters of addition-type succinic acid and (meth) acrylic acid, and acid anhydrides thereof. It is not limited to these. These may use only 1 type or may use multiple types together.
As the compound (a1-2), (meth) acrylic acid, mono (meth) acrylic acid ω-carboxy in terms of the adhesion between the metallate compound (C) and the base material (G) described later. An α, β-ethylenically unsaturated double bond group-containing compound that is a polycaprolactone ester is particularly preferred.

Further, from the group consisting of an alkoxy group, an ether group, a hydroxyl group and a keto group (excluding an alkoxy group, an ether group, a hydroxyl group and a keto group directly bonded to an α, β-unsaturated double bond group) As an α, β-ethylenically unsaturated double bond group-containing compound (a1) having one or more functional groups selected, an oligomer (a1-3) having a weight average molecular weight of 300 to 30,000 (hereinafter referred to as oligomer (a1-3) ))) Can also be used. The oligomer (a1-3) does not contain (a1) to (a3) in the present invention. The oligomer (a1-3) is preferably at least one oligomer selected from the group consisting of polyester oligomers and / or polyurethane oligomers, polyepoxy oligomers, and polyacrylic oligomers, and can be used without any particular limitation. .

As the polyester oligomer, one or more at the end of the polyester obtained by polycondensation of a polybasic acid and a polyhydric alcohol on the main chain skeleton or in a molecule such as a hydroxyl group in the polyester chain and (meth) acrylic acid or maleic acid A compound obtained by esterification with an α, β-ethylenically unsaturated double bond group-containing compound having a carboxyl group, or a carboxyl group in the terminal or polyester chain of polyester and 2-hydroxyethyl (meth) acrylate, It is a compound obtained by esterification with the aforementioned compound (a1-1) such as (meth) acrylic acid 2-hydroxypropyl. In addition, a polyester oligomer obtained from an acid anhydride, glycidyl (meth) acrylate, and a compound having at least one hydroxyl group can also be used as the polyester oligomer (a1-3).

Examples of the polybasic acid include aliphatic, alicyclic, and aromatic acids, and each can be used without any particular limitation. More specifically, examples of the aliphatic polybasic acid include oxalic acid, malonic acid, succinic acid, adipic acid, sebacic acid, azelaic acid, suberic acid, maleic acid, chloromaleic acid, fumaric acid, and dodecanedioic acid. Examples thereof include acid, pimelic acid, citraconic acid, glutaric acid, itaconic acid, succinic anhydride, maleic anhydride, and the like, and these aliphatic dicarboxylic acids and anhydrides thereof can be used. Derivatives of succinic anhydride (methyl succinic anhydride, 2,2-dimethyl succinic anhydride, butyl succinic anhydride, isobutyl succinic anhydride, hexyl succinic anhydride, octyl succinic anhydride, dodecenyl succinic anhydride, phenyl anhydride Succinic acid, etc.), glutaric anhydride derivatives (glutaric anhydride, 3-allyl glutaric anhydride, 2,4-dimethyl glutaric anhydride, 2,4-diethyl glutaric anhydride, butyl glutaric anhydride, hexyl glutaric anhydride, etc. ), Maleic anhydride derivatives (2-methylmaleic anhydride, 2,3-dimethylmaleic anhydride, butylmaleic anhydride, pentylmaleic anhydride, hexylmaleic anhydride, octylmaleic anhydride, decylmaleic anhydride, dodecyl Maleic anhydride, 2,3-dichloromaleic anhydride, phenyl maleic anhydride Phosphate, also anhydride derivative of 2,3-diphenyl maleic anhydride, etc.) and the like can be used. .

More specifically, as the alicyclic polybasic acid, for example, as the alicyclic dicarboxylic acid, for example, dimer acid, cyclopropane-1α, 2α-dicarboxylic acid, cyclopropane-1α, 2β-dicarboxylic acid , Cyclopropane-1β, 2α-dicarboxylic acid, cyclobutane-1,2-dicarboxylic acid, cyclobutane-1α, 2β-dicarboxylic acid, cyclobutane-1α, 3β-dicarboxylic acid, cyclobutane-1α, 3α-dicarboxylic acid, (1R) -Cyclopentane-1β, 2α-dicarboxylic acid, trans-cyclopentane-1,3-dicarboxylic acid, (1β, 2β) -cyclopentane-1,3-dicarboxylic acid, (1β, 3β) -cyclopentane-1, 3-dicarboxylic acid, (1S, 2S) -1,2-cyclopentanedicarboxylic acid, 1,2-cyclohexanedicarboxylic acid, , 3-cyclohexanedicarboxylic acid, 1,4-cyclohexanedicarboxylic acid, 1,1-cycloheptanedicarboxylic acid, cubane-1,4-dicarboxylic acid, 2,3-norbornanedicarboxylic acid, hexahydroterephthalic acid, hexahydroisophthalic acid Saturated cycloaliphatic dicarboxylic acids such as hexahydrophthalic acid and tetrahydrophthalic acid, 1-cyclobutene-1,2-dicarboxylic acid, 3-cyclobutene-1,2-dicarboxylic acid, 1-cyclopentene-1,2-dicarboxylic acid Acid, 4-cyclopentene-1,3-dicarboxylic acid, 1-cyclohexene-1,2-dicarboxylic acid, 2-cyclohexene-1,2-dicarboxylic acid, 3-cyclohexene-1,2-dicarboxylic acid, 4-cyclohexene- 1,3-dicarboxylic acid, 2,5-hexadiene-1α, 4α-dicar Unsaturated double bond in such phosphate rings include one or two unsaturated alicyclic dicarboxylic acid having, like these alicyclic dicarboxylic acids and anhydrides thereof can be used.

Also, derivatives of hexahydrophthalic anhydride ((3-methyl-hexahydrophthalic anhydride, 4-methyl-hexahydrophthalic anhydride), tetrahydrophthalic anhydride derivatives (1,2,3,6-tetrahydrophthalic anhydride, 3 -Methyl-1,2,3,6-tetrahydrophthalic anhydride, 4-methyl-1,2,3,6-tetrahydrophthalic anhydride, methylbutenyl-1,2,3,6-tetrahydrophthalic anhydride, etc.) The hydrogenated phthalic anhydride derivative can also be used as an alicyclic dicarboxylic acid anhydride.

More specifically, examples of the aromatic polybasic acid include, for example, o-phthalic acid, isophthalic acid, terephthalic acid, toluene dicarboxylic acid, 2,5-dimethylterephthalic acid, 2 , 2'-biphenyldicarboxylic acid, 4,4-biphenyldicarboxylic acid, 1,4-naphthalenedicarboxylic acid, 2,6-naphthalenedicarboxylic acid, norbornene dicarboxylic acid, diphenylmethane-4,4'-dicarboxylic acid, phenylindanedicarboxylic acid 1,2-azulene dicarboxylic acid, 1,3-azulene dicarboxylic acid, 4,5-azulene dicarboxylic acid, (−)-1,3-acenaphthene dicarboxylic acid, 1,4-anthracene dicarboxylic acid, 1,5- Anthracene dicarboxylic acid, 1,8-anthracene dicarboxylic acid, 2,3-anthracenedical Acids, 1,2-phenanthrene dicarboxylic acids, 4,5-phenanthrene dicarboxylic acids, aromatic dicarboxylic acids such as 3,9-perylene dicarboxylic acid, and aromatic dicarboxylic acids such as phthalic anhydride and 4-methylphthalic anhydride An anhydride is mentioned, These aromatic dicarboxylic acid and its anhydride etc. can be utilized.

Furthermore, chlorendic anhydride, het anhydride, biphenyldicarboxylic anhydride, hymic anhydride, endomethylene-1,2,3,6-tetrahydrophthalic anhydride, methyl-3,6-endomethylene-1,2,3 , 6-tetrahydrophthalic anhydride, 1,2-cyclohexanedicarboxylic anhydride, 1-cyclopentene-1,2-dicarboxylic anhydride, methylcyclohexene dicarboxylic anhydride, 1,8-naphthalenedicarboxylic anhydride, octahydro- Acid anhydrides such as 1,3-dioxo-4,5-isobenzofurandicarboxylic acid anhydride can also be used as the polybasic acid.

Polyhydric alcohols include relatively low molecular weight polyols having a number average molecular weight (Mn) of about 50 to 500 and relatively high molecular weight polyols having a number average molecular weight (Mn) of 500 to 30,000. Each can be used without any particular limitation.

More specific examples of relatively low molecular weight polyols include ethylene glycol, propylene glycol, dipropylene glycol, diethylene glycol, triethylene glycol, butylene glycol, 3-methyl-1,5-pentanediol, 2, 4-diethyl-1,5-pentanediol, 2-methyl-1,8-octanediol, 3,3′-dimethylolheptane, 2-butyl-2-ethyl-1,3-propanediol, polyoxyethylene glycol (Addition mole number 10 or less), polyoxypropylene glycol (addition mole number 10 or less), propanediol, 1,3-butanediol, 1,4-butanediol, 1,5-pentanediol, 1,6-hexanediol 1,9-nonanediol, neopentyl glycol, Aliphatic or cycloaliphatic diols such as octanediol, butylethylpentanediol, 2-ethyl-1,3-hexanediol, cyclohexanediol, cyclohexanedimethanol, tricyclodecane dimethanol, cyclopentadiene dimethanol, dimer diol;

1,3-bis (2-hydroxyethoxy) benzene, 1,2-bis (2-hydroxyethoxy) benzene, 1,4-bis (2-hydroxyethoxy) benzene, 4,4′-methylenediphenol, 4, 4 ′-(2-norbornylidene) diphenol, 4,4′-dihydroxybiphenol, o-, m- and p-dihydroxybenzene, 4,4′-isopropylidenephenol, addition-type bisphenol obtained by adding alkylene oxide to bisphenol Aromatic diols and the like.

Examples of the raw material bisphenol of addition-type bisphenol include bisphenol A and bisphenol F, and examples of the raw material alkylene oxide include ethylene oxide and propylene oxide.
More specific examples of the relatively high molecular weight polyols include high molecular weight polyester polyols, high molecular weight polyamide polyols, high molecular weight polycarbonate polyols, and high molecular weight polyurethane polyols. The high molecular weight polycarbonate polyol is obtained by reacting the above-mentioned relatively low molecular weight diol with a carbonate or phosgene.

As a commercial item of the said high molecular weight polyester polyol, the Byron series by Toyobo Co., Ltd., the Kuraray polyol P series by Kuraray, and the Kyowapol series by Kyowa Hakko Chemical Co., Ltd. are mentioned, for example.
As a commercial product of the high molecular weight polyamide polyol, TPAE617 manufactured by Fuji Kasei Kogyo Co., Ltd. can be used.
Examples of commercially available high molecular weight polycarbonate polyols include Oxymer N112 manufactured by Perstorp, PCDL series manufactured by Asahi Kasei Chemicals, Kuraray polyol PMHC series, and Kuraray polyol C series manufactured by Kuraray.

Examples of commercially available high molecular weight polyurethane polyols include Byron UR series manufactured by Toyobo Co., Ltd., Takelac E158 (hydroxyl value = 20, acid value <3) manufactured by Mitsui Chemicals Polyurethane, Takelac E551T (hydroxyl value = 30, Acid value <3), Takelac Y2789 (hydroxyl value = 10, acid value <2) and the like.
In addition, polyester polyols obtained by ring-opening polymerization of lactones such as polycaprolactone diol, poly (β-methyl-γ-valerolactone) diol, and polyvalerolactone diol can also be used as the high molecular weight polyol. Included in polyols.

The polyurethane oligomer is a compound obtained by reacting a compound having at least one isocyanate group with the compound (a1-1), or a compound having at least one isocyanate group and the polyhydric alcohol described above. Of a terminal isocyanate group obtained by reacting a compound having at least one isocyanate group with a polyhydric alcohol, or a compound obtained by reacting a urethane prepolymer having a terminal isocyanate group with the compound (a1). It is a compound obtained by reacting a urethane prepolymer having a terminal isocyanate group obtained by reacting a urethane prepolymer with a compound having at least one amino group and the compound (a1-1). The polyurethane-based oligomer also includes a urea-bonded group obtained by reacting an isocyanate group with an amino group.

Examples of the compound having at least one isocyanate group include monofunctional polyisocyanates and polyfunctional isocyanates, and aromatic polyisocyanates, aliphatic polyisocyanates, araliphatic polyisocyanates, alicyclic polyisocyanates, etc., respectively. Can be mentioned. More specifically, as monofunctional polyisocyanate, for example, methyl isocyanate, ethyl isocyanate, propyl isocyanate, butyl isocyanate, octyl isocyanate, decyl isocyanate, octadecyl isocyanate, stearyl isocyanate, cyclohexyl isocyanate, phenyl isocyanate, benzyl isocyanate, p-chlorophenyl Isocyanate, p-nitrophenyl isocyanate, 2-chloroethyl isocyanate, 2,4-dichlorophenyl isocyanate, 3-chloro-4-methylphenyl isocyanate, trichloroacetyl isocyanate, chlorosulfonyl isocyanate, (R)-(+)-α-methyl Benzyl isocyanate, (S)-(−)-α-methylbenzyl isocyan Nate, (R)-(-)-1- (1-naphthyl) ethyl isocyanate, (R)-(+)-1-phenylethyl isocyanate, (S)-(-)-1-phenylethyl isocyanate, p- And toluenesulfonyl isocyanate.

Among polyfunctional isocyanates, as aromatic polyisocyanate, more specifically, for example, 1,3-phenylene diisocyanate, 4,4′-diphenyl diisocyanate, 1,4-phenylene diisocyanate, 4,4′-diphenylmethane diisocyanate, 2,4-tolylene diisocyanate, 2,6-tolylene diisocyanate, 4,4′-toluidine diisocyanate, 2,4,6-triisocyanate toluene, 1,3,5-triisocyanate benzene, dianisidine diisocyanate, 4, Examples thereof include 4′-diphenyl ether diisocyanate and 4,4 ′, 4 ″ -triphenylmethane triisocyanate.

Aliphatic polyisocyanates include trimethylene diisocyanate, tetramethylene diisocyanate, hexamethylene diisocyanate (also known as HDI), pentamethylene diisocyanate, 1,2-propylene diisocyanate, 2,3-butylene diisocyanate, 1,3-butylene diisocyanate, dodeca Examples include methylene diisocyanate and 2,4,4-trimethylhexamethylene diisocyanate.
Examples of the araliphatic polyisocyanate include ω, ω′-diisocyanate-1,3-dimethylbenzene, ω, ω′-diisocyanate-1,4-dimethylbenzene, ω, ω′-diisocyanate-1,4-diethylbenzene, , 4-tetramethylxylylene diisocyanate, 1,3-tetramethylxylylene diisocyanate, and the like.

As alicyclic polyisocyanate, 3-isocyanate methyl-3,5,5-trimethylcyclohexyl isocyanate (also known as IPDI), 1,3-cyclopentane diisocyanate, 1,3-cyclohexane diisocyanate, 1,4-cyclohexane diisocyanate, Examples thereof include methyl-2,4-cyclohexane diisocyanate, methyl-2,6-cyclohexane diisocyanate, 4,4′-methylenebis (cyclohexyl isocyanate), 1,4-bis (isocyanatomethyl) cyclohexane and the like.

Moreover, 2-methylpentane-2,4-diol adduct of the above polyisocyanate, trimer having an isocyanurate ring, etc. can be used together. Polyphenylmethane polyisocyanate (also known as PAPI), naphthylene diisocyanate, modified polyisocyanate thereof, and the like can be used. As the polyisocyanate-modified product, a carbodiimide group, a uretdione group, a uretoimine group, a burette group reacted with water, a group of isocyanurate groups, or a modified product having two or more of these groups can be used. A reaction product of a polyol and a diisocyanate can also be used as a compound having at least two isocyanate groups.

More specifically, as amines having an amino group, for example, ethylenediamine, trimethylenediamine, tetramethylenediamine, pentamethylenediamine, hexamethylenediamine, triethylenetetramine, diethylenetriamine, triaminopropane, 2,2, 4-trimethylhexamethylenediamine, 2,2,4-trimethylhexamethylenediamine, 2-hydroxyethylethylenediamine, hexamethylenediamine 2-hydroxyethylethylenediamine, N- (2-hydroxyethyl) propylenediamine, (2-hydroxyethylpropylene ) Diamine, (di-2-hydroxyethylethylene) diamine, (di-2-hydroxyethylpropylene) diamine, (2-hydroxypropylethylene) diamine, (di- - hydroxypropyl ethylene) diamine, aliphatic such as piperazine polyamine;

Cycloaliphatic polyamines such as isophoronediamine and dicyclohexylmethane-4,4′-diamine;
Phenylenediamine, xylylenediamine, 2,4-tolylenediamine, 2,6-tolylenediamine, diethyltoluenediamine, 3,3′-dichloro-4,4′-diaminodiphenylmethane, 4,4′-bis- ( sec-butyl) aromatic diamines such as diphenylmethane;
Silylamines having a monofunctional silylamino group such as trimethylsilyldimethylamine;
Silylamines having a bifunctional silylamino group such as 1,1,3,3-tetramethyldisilazane can be used.

The polyepoxy oligomer is an α, β-unsaturated double compound having one or more hydroxyl groups or carboxyl groups in a molecule such as a compound having a glycidyl group and hydroxyethyl (meth) acrylate, (meth) acrylic acid or maleic acid. It is a compound obtained by reaction with a linking group-containing compound, and is a compound having substantially no glycidyl group and having an α, β-unsaturated double bond group-containing compound. Representative examples include bisphenol type, epoxidized oil type, phenol novolac type, and alicyclic type. As the bisphenol type polyepoxy oligomer, α, β-unsaturation having one or more carboxyl groups in the molecule such as bisphenol type diglycidyl ether obtained by reacting bisphenols and epichlorohydrin and (meth) acrylic acid It is obtained by reacting with a double bond group-containing compound.

The epoxidized oil polyepoxy oligomer has at least one hydroxyl group or carboxyl group in the molecule such as epoxidized oil such as soybean oil and hydroxyethyl (meth) acrylate, (meth) acrylic acid, maleic acid, etc. Those obtained by reaction with an α, β-unsaturated double bond group-containing compound can be used. As the novolak type polyepoxy oligomer, α, β-unsaturation having novolak type epoxy resin and one or more hydroxyl groups or carboxyl groups in the molecule such as hydroxyethyl (meth) acrylate, (meth) acrylic acid, maleic acid, etc. What is obtained by reaction with a double bond group containing compound can be used. Examples of the alicyclic polyepoxy oligomer include α, β- having one or more hydroxyl groups or carboxyl groups in the molecule such as alicyclic epoxy resin and hydroxyethyl (meth) acrylate, (meth) acrylic acid, maleic acid and the like. What was synthesize | combined by reaction with an unsaturated double bond group containing compound can be used.

  Polyacrylic oligomers can also be used. Specific examples of usable compounds include modified polyethers having α, β-unsaturated double bond groups, amine-modified α, β-unsaturated double bond group-containing compounds, alkyd resins, and spiroacetal resins. Selected from the group consisting of a modified α, β-unsaturated double bond group-containing compound obtained by adding an α, β-unsaturated double bond group to various compounds such as polybutadiene resin, polythiol polyene resin and polyhydric alcohol. Oligomers or prepolymers of one or more compounds can be used.

The weight average molecular weight (hereinafter referred to as Mw) of the oligomer (a1-4) having at least one α, β-unsaturated double bond group in the molecule is compatible with the polymer coating and good durability. It is necessary to be in the range of 300 to 30,000 in terms of (heat resistance, moist heat resistance) and aggregation density. Furthermore, Mw is more preferably in the range of 400 to 20,000. When the Mw of the oligomer (a1-3)) exceeds 30,000, the fluidity decreases and the compatibility with the resin composition other than the oligomer (a1-3) also decreases. Therefore, the active energy ray polymerizable resin composition When the coating property of the product is reduced, or when the active energy ray polymerizable resin composition is used, durability such as adhesion of the polymerized coating film may be decreased, or the coating film may be whitened. When Mw of (a1-3) is less than 300, the active energy ray-polymerizable resin composition is coated and laminated on various substrates (G) and the like, and then cohesive failure of the active energy ray-polymerizable resin composition layer May be more likely to occur.

The α, β-ethylenically unsaturated double bond group-containing compound (a2) having one or more cyclic structures is an α, β-ethylenically unsaturated double bond group having a ring structure containing no hetero atom in the molecule. Compound (a2-1), α, β-ethylenically unsaturated double bond group-containing compound (a2-2) having a ring structure containing a hetero atom in the molecule, one or more cyclic structures and a hydroxyl group There is an α, β-ethylenically unsaturated double bond group-containing compound (a2-3), (a2-1) is preferable from the viewpoint of heat-resistant yellowing, and (a2-3) is preferable from the viewpoint of adhesion.

The compound (a2-1) is not particularly limited as long as it has a ring structure other than a heterocyclic ring in its structure. For example, cyclohexyl (meth) acrylate, 1-methyl-1- (meth) acrylate Cyclopentyl, 1-ethyl-1-cyclopentyl (meth) acrylate, 1-isopropyl-1-cyclopentyl (meth) acrylate, 1-methyl-1-cyclohexyl (meth) acrylate, 1-ethyl (meth) acrylate 1-cyclohexyl, 1-isopropyl-1-cyclohexyl (meth) acrylate, 1-ethyl-1-cyclooctyl (meth) acrylate, benzyl (meth) acrylate, iso-bornyl (meth) acrylate, (meth) Phenyl acrylate, 2-methoxyethyl (meth) acrylate, 2-oxo-1, (meth) acrylate, -Phenylethyl, 2-oxo-1,2-diphenylethyl (meth) acrylate, 1-naphthyl (meth) acrylate, 2-naphthyl (meth) acrylate, 1-naphthylmethyl (meth) acrylate, (meth ) 1-anthryl acrylate, 2-anthryl (meth) acrylate, 9-anthryl (meth) acrylate, 9-anthrylmethyl (meth) acrylate, 2-methyladamantyl-2-yl (meth) acrylate, (Meth) acrylic acid dicyclopentanyl, (meth) acrylic acid dicyclopentenyl, (meth) acrylic acid dicyclopentenyloxyethyl, (meth) acrylic acid 2-ethyladamantyl-2-yl, (meth) acrylic acid 2 -N-propyladamantyl-2-yl, 2-isopropyladamantyl-2-yl (meth) acrylate, 1- (adamantan-1-yl) -1-methylethyl (meth) acrylate, 1- (adamantan-1-yl) -1-ethylethyl (meth) acrylate, 1- (adamantan-1-(meth) acrylic acid Yl) -1-methylpropyl, 1- (adamantan-1-yl) -1-ethylpropyl (meth) acrylate, (meth) acrylic acid-5-oxo-4-oxa-tricyclo [4.2.1. 0 ^3,7 ] non-2-yl, (meth) acrylic acid-5-oxo-4-oxa-tricyclo [5.2.1.0 ^3,8 ] dec-2-yl, (meth) acrylic acid dihydro -Α-Turpinyl, (meth) acrylic acid-6-oxo-7-oxa-bicyclo [3.2.1] oct-2-yl, (meth) acrylic acid-7-oxo-8-oxa-bicyclo [3 3.1] Oct-2-yl 2- (meth) acryloyloxyethyl phthalate, 2- (meth) acryloyloxypropyl phthalate, 2- (meth) acryloyloxybutyl phthalate, 2- (meth) acryloyloxyhexyl phthalate, 2- (meth) acryloyloxyoctyl phthalate 2- (meth) acryloyloxydecyl phthalate, 2- (meth) acryloyloxyethyl hexahydrophthalate, (meth) acrylic (3,4-epoxycyclohexyl) methyl, (meth) acrylic acid-o-2-propenylphenyl, (Meth) acrylic acid cyclic esters such as (meth) acrylic acid cyclohexyl glycidyl ether and (meth) acrylic acid phenylglycidyl ether;

For example, N- (4-carbamoylphenyl) (meth) acrylamide, β- (2-furyl) (meth) acrylamide, 2,3-bis (2-furyl) acrylamide, N- (9H-fluoren-2-yl) (Meth) acrylamide, N-[(R) -1-phenylethyl] (meth) acrylamide, N-[(S) -1-phenylethyl] (meth) acrylamide, (Z) -N-methyl-3- ( Phenyl) (meth) acrylamide, (Z) -3- (phenyl) (meth) acrylamide, N, N-diethyl-3-phenyl (meth) acrylamide, (Z) -N, N-dimethyl-3- (phenyl) (Meth) acrylamides containing cyclic structures such as (meth) acrylamide

  For example, 2- (meth) acryloyloxyethyl hexahydrophthalate, 2- (meth) acryloyloxyethyl phthalate, 2- (meth) acryloyloxypropyl phthalate, 2- (meth) acryloyloxybutyl phthalate, 2- (meth) acryloyl Oxyhexyl phthalate, 2- (meth) acryloyloxyoctyl phthalate, 2- (meth) acryloyloxydecyl phthalate, 2-vinylbenzoic acid, 3-vinylbenzoic acid, 4-vinylbenzoic acid, 4-isopropenylbenzenecarboxylic acid, Carboxylic acids such as cinnamic acid, 7-amino-3-vinyl-3-cephem-4-carboxylic acid and the like, and carboxylic acids containing alicyclic and aromatic rings containing aromatic groups and aromatic rings, and acid anhydrides thereof Kind;

  For example, (meth) acrylic acid cyclic esters containing a sulfonyl group, such as (meth) acrylic acid sulfophenoxyethyl, (meth) acrylic acid sulfocyclohexyl, (meth) acrylic acid sulfobenzyl;

For example, (meth) acryloyloxyethyldimethylbenzylammonium-p-toluenesulfonate, (meth) acryloyloxyethyltrimethylammonium-p-toluenesulfonate, (meth) acryloylaminopropyltrimethylammonium-p-toluenesulfonate, phenyl-2- ( Metal salts and ammonium salts of (meth) acrylic acid cyclic esters containing a sulfonyl group such as (meth) acryloyloxyethyl phosphate;

For example, di (meth) acrylic acid tricyclodecane dihydroxymethyl, di (meth) acrylic acid tricyclodecane dihydroxymethyl dicaprolactonate, di (meth) acrylic acid 1,2-adamantanediol, di (meth) acrylic acid 1 , 3-adamantanediol, 1,4-adamantanediol di (meth) acrylate, tricyclodecanyl dimethylol di (meth) acrylate, dicyclopentanyl di (meth) acrylate, di (meth) acrylate di Cyclopentenyl, dicyclopentenyloxyethyl di (meth) acrylate, 1,4-bis (2-hydroxypropyl) benzene di (meth) acrylate, 1,3-bis (2-hydroxy) di (meth) acrylate Propyl) benzene, di (meth) acrylic acid-2,2-bis (hydroxyphenyl) Tetraethylene oxide adduct of lopan, tetraethylene oxide adduct of 2,2-bis (hydroxyphenyl) methane di (meth) acrylate, tetraethylene oxide of di (meth) acrylic acid-4,4′-sulfonyldiphenol Adduct, Tetraethylene oxide adduct of di (meth) acrylic acid-water-added 2,2-bis (hydroxyphenyl) propane, Tetra of di (meth) acrylic acid-water-added 2,2-bis (hydroxyphenyl) methane Ethylene oxide adduct, di (meth) acrylic acid-water-added 2,2-bis (hydroxyphenyl) propane, di (2-methyl) propenoic acid-water-added 2,2-bis (hydroxyphenyl) methane, di (meta ) Tetraethylene oxide adduct of acrylic acid-2,2-bis (hydroxyphenyl) propane-dicap Bifunctional (meth) acrylic acid cyclic esters such as lolactonate, tetraethylene oxide adduct of di (meth) acrylic acid-2,2-bis (hydroxyphenyl) methane-dicaprolactonate;

For example, 5-vinylbicyclo [2.2.1] hept-2-ene, 2,5-bis (allyloxy) norbornane, 5-vinyl-2,3-oxirane norbornane, 2- (2-propenyl) bicyclo [2 2.1] heptane, 5-vinylbicyclo [2.2.1] hept-2-ene, 2-ethenylideneadamantane, 1-allyladamantane, 2-vinylbenzoic acid, 3-vinylbenzoic acid, 4-vinyl Cyclic compounds containing alkenyl groups such as benzoic acid, 4-isopropenylbenzenecarboxylic acid, cinnamic acid, 7-amino-3-vinyl-3-cephem-4-carboxylic acid, cyclohexyl vinyl ether, cyclohexylmaleimide, vinylcyclohexene monooxirane ;

  For example, vinyl benzoylformate, vinyl benzoyl acetate, vinyl benzoylpropionate, vinyl benzoylbutyrate, vinyl benzoylvalerate, vinyl benzoylhexanoate, vinyl benzoyldodecanoate, 1-naphthoylvinyl acetate, 1-naphthoylpropionate, 1- Naphthoyl vinyl butyrate, 1-naphthoyl vinyl valerate, 1-naphtho vinyl hexanoate, 2-naphtho vinyl acetate, 2-naphtho vinyl propionate, 2-naphtho vinyl butyrate, 2-naphtho vinyl butyrate, 2- Vinyl naphthoyl hexanoate, vinyl nicotinoyl acetate, vinyl nicotinoyl propionate, vinyl nicotinoyl butyrate, vinyl nicotinoyl valerate, vinyl nicotinoyl hexanoate, vinyl nicotinoyl decanoate, nicotine Vinyl dodecanoate, vinyl isonicotinoyl acetate, vinyl isonicotinoyl propionate, vinyl isonicotinoyl butyrate, vinyl isonicotinoyl valerate, vinyl isonicotinoyl hexanoate, vinyl isonicotinoyl decanoate, vinyl isonicotinoyl dodecanoate, 2-furoyl Vinyl acetate, vinyl 2-furoylpropionate, vinyl 2-furoylbutyrate, vinyl 2-furoylvalerate, vinyl 2-furoylhexanoate, vinyl 2-furoyldecanoate, vinyl 2-furoyldodecanoate, 3-furoyl Vinyl acetate, vinyl 3-furoylpropionate, vinyl 3-furoylbutyrate, vinyl 3-furoylvalerate, vinyl 3-furoylhexanoate, vinyl 3-furoyldecanoate, vinyl 3-furoyldodecanoate, vinyl anthraniloyl acetate , Vinyl anthraniloyl propionate, vinyl anthraniloyl butyrate, vinyl anthraniloyl valerate, vinyl anthraniloyl hexanoate, vinyl anthraniloyl decanoate, vinyl anthraniloyl decanoate, 4- (2-t-ethoxycarbonylethyl) Aromatic vinyl compounds having an acyl group such as oxy) styrene, 4- (2-t-butoxycarbonylethyloxy) styrene, 4- (2-t-butoxycarbonylpropyloxy) styrene;

For example, benzoyl formate (meth) allyl, benzoyl acetate (meth) allyl, benzoylpropionate (meth) allyl, benzoylbutyrate (meth) allyl, benzoylvalerate (meth) allyl, benzoylhexanoic acid (meth) allyl, benzoyldodecanoic acid (Meth) allyl, 1-naphthoylacetic acid (meth) allyl, 1-naphthoylpropionic acid (meth) allyl, 1-naphthoylbutyric acid (meth) allyl, 1-naphthoylvaleric acid (meth) allyl, 1-naphthoylhexane Acid (meth) allyl, 2-naphthoylacetic acid (meth) allyl, 2-naphthoylpropionic acid (meth) allyl, 2-naphthoylbutyric acid (meth) allyl, 2-naphthoylvaleric acid (meth) allyl, 2-naphthoyl Aromatic (meth) allyl having an acyl group such as hexanoic acid (meth) allyl Ethylenically unsaturated cyclic monomers containing carbonyl groups of compounds, and the like;

For example, styrene, α-methylstyrene, 2-methylstyrene, 3-methylstyrene, 4-methylstyrene, 2-methoxystyrene, 3-methoxystyrene, 4-methoxystyrene, 4-t-butoxystyrene, 4-t- Butoxy-α-methylstyrene, 4- (2-ethyl-2-propoxy) styrene, 4- (2-ethyl-2-propoxy) -α-methylstyrene, 4- (1-ethoxyethoxy) styrene, 4- ( Aromatic vinyl monomers such as 1-ethoxyethoxy) -α-methylstyrene, 1-butylstyrene, 1-chloro-4-isopropenylbenzene;

Hexyl 4-vinylbenzoate, octyl 4-vinylbenzoate, nonyl 4-vinylbenzoate, decyl 4-vinylbenzoate, dodecyl 4-vinylbenzoate, tetradecyl 4-vinylbenzoate, hexadecyl 4-vinylbenzoate, 4 -Octadecyl vinylbenzoate, eicosyl 4-vinylbenzoate, docosyl 4-vinylbenzoate, hexyl 4-isopropenylbenzoate, octyl 4-isopropenylbenzoate, nonyl 4-isopropenylbenzoate, 4-isopropenylbenzoic acid Decyl, 4-isopropenyl benzoate dodecyl, 4-isopropenyl benzoate tetradecyl, 4-isopropenyl benzoate hexadecyl, 4-isopropenyl benzoate octadecyl, 4-isopropenyl benzoate eicosyl, 4-isopropenyl benzoate docosyl, etc. Head of Vinyl benzoate ester or isopropenyl benzoic acid ester monomers having alkyl group;

For example, tetra (ethylene oxide) vinyl phenyl ether, methyl tetra (ethylene oxide) vinyl phenyl ether, ethyl tetra (ethylene oxide) vinyl phenyl ether, propyl tetra (ethylene oxide) vinyl phenyl ether, n-butyl tetra (ethylene oxide) vinyl phenyl ether , N-pentyltetra (ethylene oxide) vinyl phenyl ether, tetra (propylene oxide) vinyl phenyl ether, methyl tetra (propylene oxide) vinyl phenyl ether, ethyl tetra (propylene oxide) vinyl phenyl ether, propoxy tetra (propylene oxide) vinyl phenyl ether N-butyltetra (propylene oxide) vinyl phenyl ether, n Pentaxytetra (propylene oxide) vinyl phenyl ether, poly (ethylene oxide) vinyl phenyl ether, methyl poly (ethylene oxide) vinyl phenyl ether, ethyl poly (ethylene oxide) vinyl phenyl ether, poly (propylene oxide) vinyl phenyl ether, methyl poly (propene Oxide) vinyl phenyl ether, ethyl poly (propylene oxide) ethenyl phenyl ether, poly (ethylene oxide) vinyl benzyl ether, methyl poly (ethylene oxide) vinyl benzyl ether, ethyl poly (ethylene oxide) ethenyl benzyl ether, poly (propylene oxide) vinyl Benzyl ether, methyl vinyl poly (propylene oxide) vinyl benzyl Ether, ethyl poly (propylene oxide) vinyl benzyl ether, poly (ethylene oxide) vinyl phenyl ethyl ether, methyl poly (ethylene oxide) vinyl phenyl ethyl ether, ethyl poly (ethylene oxide) vinyl phenyl ethyl ether, poly (oxypropylene) vinyl phenyl ethyl ether Vinyl phenyl ether monomers having a long-chain polyalkylene oxide moiety such as methyl poly (propylene oxide) vinyl phenyl ethyl ether, ethyl poly (propylene oxide) vinyl phenyl ethyl ether;

For example, isopropenyl phenylmethyl butyl ether, isopropenyl phenyl methyl pentyl ether, isopropenyl phenyl methyl hexyl ether, isopropenyl phenyl methyl heptyl ether, isopropenyl phenyl methyl octyl ether, isopropenyl phenyl methyl nonyl ether, isopropenyl phenyl methyl decyl ether, Isopropenyl phenylmethyl undecyl ether, isopropenyl phenyl methyl dodecyl ether, isopropenyl phenyl methyl tridecyl ether, isopropenyl phenyl methyl tetradecyl ether, isopropenyl phenyl methyl pentadecyl ether, isopropenyl phenyl methyl hexadecyl ether, isopropenyl phenyl Methyl heptadecyl ether, Isopropenyl phenyl having a long chain alkyl group such as isopropenyl phenyl methyl octadecyl ether, isopropenyl phenyl methyl nonadecyl ether, isopropenyl phenyl methyl eicosyl ether, isopropenyl phenyl methyl heneicosyl ether, isopropenyl phenyl methyl docosyl ether Type monomers;

For example, poly (ethylene oxide) isopropenyl phenyl ether, methyl poly (ethylene oxide) isopropenyl phenyl ether, ethyl poly (ethylene oxide) isopropenyl phenyl ether, poly (propylene oxide) isopropenyl phenyl ether, methyl poly (propylene oxide) isopropenyl phenyl Ether, ethyl poly (propene oxide) isopropenyl phenyl ether, poly (ethylene oxide) isopropenyl benzyl ether, methyl poly (ethylene oxide) isopropenyl benzyl ether, ethyl poly (ethylene oxide) isopropenyl benzyl ether, poly (propylene oxide) isopropenyl benzyl Ether, methyl poly (propylene oxide) Isopropenyl-based monomers having a polyalkylene oxide moiety, such as propenyl benzyl ether;

For example, mono-long chain alkyl ester cyclic monomers of dicarboxylic acid such as vinyl phenylnonyl succinate, vinyl phenyl methyl decyl hexahydrophthalate, vinyl phenyl ethyl dodecyl terephthalate;

For example, monopolyalkylene oxide esters of dicarboxylic acids such as vinyl phenyl poly (ethylene oxide) succinate, vinyl phenyl methyl poly (ethylene oxide) hexahydrophthalate, vinyl phenyl ethyl poly (ethylene oxide) terephthalate;
Polyalkylene oxides such as methyl 4-vinylbenzoate poly (ethylene oxide), ethyl polyvinylbenzoate poly (ethylene oxide), methyl 4-isopropenylbenzoate poly (propylene oxide), ethyl polyisopropylenylbenzoate poly (propylene oxide) Vinyl benzoate or isopropenyl benzoate monomers having a moiety;

For example, alkenyl group-containing cyclic sulfonic acids such as styrenesulfonic acid, 2-propenyloxybenzenesulfonic acid, 2-methyl-2-propenyloxybenzenesulfonic acid;

For example, ammonium styrene sulfonate, monomethyl ammonium styrene sulfonate, dimethyl ammonium styrene sulfonate, trimethyl ammonium styrene sulfonate, tetramethyl ammonium styrene sulfonate, ethyl ammonium styrene sulfonate, diethyl ammonium styrene sulfonate, triethyl styrene sulfonate Styrenesulfonic acid such as ammonium, tetraethylammonium styrenesulfonate, propylammonium styrenesulfonate, dipropylammonium styrenesulfonate, tripropylammonium styrenesulfonate, butylammonium styrenesulfonate, pentylammonium styrenesulfonate or hexylammonium styrenesulfonate Ammonium salts of
Metal salts of styrene sulfonic acid such as sodium styrene sulfonate, potassium styrene sulfonate, lithium styrene sulfonate, magnesium styrene sulfonate, zinc styrene sulfonate, iron styrene sulfonate;
Metal salts and ammonium salts of alkenyl group-containing vinyloxybenzenesulfonic acid such as ammonium vinyloxybenzenesulfonate, sodium vinyloxybenzenesulfonate, potassium vinyloxybenzenesulfonate, etc .;
2-methyl-2-propenyloxybenzenesulfonate ammonium, 2-methyl-2-propenyloxybenzenesulfonate sodium, 2-methyl-2-propenyloxybenzenesulfonate potassium and the like 2-methyl-2-propenyloxybenzenesulfonate Examples include acid metal salts and ammonium salts.

  In addition, for example, o-di (meth) allylbisphenol A, hydrogenated bisphenol A in which an aromatic ring structure is hydrogenated, and the like have an α, β-unsaturated double bond group, compound (a2-1) included. These may use only 1 type or may use multiple types together.

As the compound (a2-1), from the viewpoint of durability such as heat resistance and water resistance, cyclohexyl acrylate, phenyl acrylate, benzyl acrylate, 2-phenoxyethyl acrylate, iso-bornyl acrylate, diacrylate acrylate Particularly preferred are cyclopentanyl, dicyclopentanyl diacrylate, dicyclopentenyl acrylate, dicyclopentenyl diacrylate, and 2-ethyladamantyl-2-yl acrylate.

The compound (a2-2) is not particularly limited as long as it has a heterocyclic structure in its structure. For example, pentamethylpiperidinyl (meth) acrylate, tetramethylpiperidinyl (meth) acrylate, Heterocyclic (meth) acrylic acid esters containing nitrogen atoms such as 4- (pyrimidin-2-yl) piperazin-1-yl (meth) acrylate;

For example, 1-vinylpyrrole, 1-vinyl-2-imidazoline, 1-vinyl-2-methyl-2-imidazoline, 1-vinylimidazole, 2-vinylpyrrole, 2-methyl-5-vinyl-1H-pyrrole, 2 -Vinyl-2-imidazoline, 4,5-dihydro-2-vinyl-1H-imidazole, 2-vinyl-1H-imidazole, 1-vinyl-1H-pyrazole, 1-vinyl-3,5-dimethyl-1H-pyrazole 3-methyl-5-phenyl-1-vinylpyrazole, 1-vinylindole, 1-vinyl-2-methyl-1H-indole, 1-vinylisoindole, 1-vinyl-1H-benzimidazole, 1-vinylindazole 1-vinylquinoline, 1-vinylisoxaline, 1-vinylquinazoline, 1-vinylcinnoline, Nilcarbazole, 1,1′-divinyl-2,2′-bi (1H-imidazole), N-vinyl-2-pyrrolidone, N-vinyl-ε-caprolactam, 1-vinylpyridin-2 (1H) -one, Vinyl group-containing compounds having a nitrogen atom-containing heterocycle such as 1-vinyl-2 (1H) -pyridinethione;

For example, 1- (meth) allyl-1H-imidazole, 1- (meth) allyl-2-methyl-1H-imidazole, 1- (meth) allyl-3-methyl-1H-imidazol-3-ium, 1- ( (Meth) allyl-3-ethyl-1H-imidazol-3-ium, 5-bromo-1- (meth) allyl-1H-pyrazole, 1- (meth) allylpiperazine, 1- (meth) allyl-5,5- Diethylpyrimidine, N- (meth) allyl-s-triazine-2,4,6-triamine, N- (meth) allyl-4,6-dichloro-1,3-5-triazine-2-amine, 2-vinyl Piperazine, 4-vinylpiperazine, 1-benzyl-2-vinylpiperazine, 1-benzyl-3-vinylpiperazine, 1,4-dimethyl-3-vinylpiperazine, 2-vinylpyridine, -Vinylpyridine, 4-vinylpyridine, 6-methyl-2-ethenylpyridine, 2-vinylpyrazine, 2-methyl-5-vinylpyrazine, 2-methyl-6-vinylpyrazine, 2,5-dimethyl-3- Vinylpyrazine, 2-vinylpyrimidine, 2-vinylpyridazine, 2-vinyl-4,6-diamino-1,3,5-triazine, 6-vinyl-1,3,5-dimethyl-2,4-diamine, 3 -Vinyl group-containing compounds having a nitrogen atom-containing six-membered ring such as vinyl-1,2,4,5-tetrazine;

For example, 2-vinyl-1H-benzimidazole, 2-vinyl-5,6-dimethyl-1H-benzimidazole, 2-vinylindazole, 2-vinylquinoline, 4-vinylquinoline, 2-vinylisoquinoline, 2-vinyliso Xaline, 2-vinylquinoxaline, 2-vinylquinazoline, 2-vinylcinnoline, 1- (meth) allyl-1H-benzimidazole, 1- (meth) allyl-3-methyl-1H-indazole, 1- (meta ) Nitrogen atoms such as allyl-4-methyl-1H-indazole, N- (meth) allylquinolin-4-amine, di (meth) allylquinoline, 1,2-di (meth) allyl-1,2-dihydroisoquinoline Containing heteropolycyclic vinyl group-containing compounds;

For example, 1-methyl-4,5-divinyl-1H-imidazole, 2,3-divinylpyridine, 2,4-divinylpyridine, 2,5-divinylpyridine, 2,6-divinylpyridine and the like containing nitrogen atoms Compounds having a ring structure and two or more vinyl groups;

For example, 4- (meth) allyl-3,5-dimethyl-1H-pyrazole, 5- (1-methylpropyl) -5- (meth) allylpyrimidine, 5- (meth) allyl-5-isopropylpyrimidine, 2- (Meth) allylpyridine-containing compounds having a nitrogen atom-containing heterocyclic structure, such as (meth) allylpyridine, 4- (meth) allylpyridine, 3,6-dihydro-3- (meth) allylpyridine;

For example, 2- (meth) allyl-1H-indole, 3- (meth) allyl-1H-indole, 2- (meth) allylindazole, 3-phenyl-4- (meth) allylisoquinoline, 9- (meth) allyl (Meth) allyl group-containing compounds having a heteropolycyclic structure containing a nitrogen atom, such as -9H-carbazole;

For example, imide (meth) acrylate, 2- (4-oxazolin-3-yl) ethyl (meth) acrylate, di (meth) acrylic acid ethoxylated isocyanuric acid, tri (meth) acrylic acid ethoxylated isocyanuric acid, ε-caprolactone Heterocyclic structures containing oxygen atoms in addition to nitrogen atoms such as modified tris- (2-acryloyloxyethyl) isocyanurate, di (meth) acrylic acid isocyanuric acid ethylene oxide modification, tri (meth) acrylic acid isocyanuric acid ethylene oxide modification (Meth) acrylic acid esters having;

For example, 4-acryloylmorpholine, N- [2- (1H-imidazol-5-yl) ethyl] (meth) acrylamide, N- (oxetane-3-ylmethoxymethyl) (meth) acrylamide, N- (oxetane-2 -Heterocyclic acrylamides such as (ylmethoxymethyl) (meth) acrylamide;

For example, maleimide derivatives having both nitrogen and oxygen atoms such as maleimide, methylmaleimide, ethylmaleimide, propylmaleimide, butylmaleimide, octylmaleimide, dodecylmaleimide, stearylmaleimide, phenylmaleimide, cyclohexylmaleimide;

For example, 2-vinyl oxazole, 2-phenyl-4-vinyl oxazole, 2-phenyl-5-vinyl oxazole, 5-ethoxy-2-vinyl oxazole, 3-vinyl-5-nitrosoxazole, 2-vinyl-4,5 -It has a heterocyclic structure containing an oxygen atom in addition to a nitrogen atom such as diphenyloxazole, 2-vinyl-2-oxazoline, 4,4-dimethyl-2-vinyl-2-oxazolin-5-one, 2-vinylbenzoxazole Vinyl group-containing compounds;

For example, glycidyl (meth) acrylate, (3,4-epoxycyclohexyl) methyl (meth) acrylate, (3-methyl-3-oxetanyl) methyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, ( (Meth) acrylic acid-2-oxotetrahydropyran-4-yl, (meth) acrylic acid-4-methyl-2-oxotetrahydropyran-4-yl, (meth) acrylic acid-4-ethyl-2-oxotetrahydropyran -4-yl, (meth) acrylic acid-4-propyl-2-oxotetrahydropyran-4-yl, (meth) acrylic acid-5-oxotetrahydrofuran-3-yl, (meth) acrylic acid-2,2- Dimethyl-5-oxotetrahydrofuran-3-yl, (meth) acrylic acid-4,4-dimethyl-5-oxoteto Hydrofuran-3-yl, (meth) acrylic acid-2-oxotetrahydrofuran-3-yl, (meth) acrylic acid-4,4-dimethyl-2-oxotetrahydrofuran-3-yl, (meth) acrylic acid-5, 5-dimethyl-2-oxotetrahydrofuran-3-yl, (meth) acrylic acid-2-oxotetrahydrofuran-3-yl, (meth) acrylic acid-5-oxotetrahydrofuran-2-ylmethyl, (meth) acrylic acid-3 , 3-Dimethyl-5-oxotetrahydrofuran-2-ylmethyl, (meth) acrylic acid-4,4-dimethyl-5-oxotetrahydrofuran-2-ylmethyl, and the like. ;

For example, glycidyl group-containing vinyl esters such as glycidyl cinnamate, allyl glycidyl ether, 1,3-butadiene monooxirane;

For example, 2-vinylthiazol, 4-methyl-5-vinylthiazole, 2-vinylbenzothiazole, 2- [2- (1-naphthyl) vinyl] benzothiazole, 2- [2- (dimethylamino) vinyl] benzo Examples include ethenyl group-containing compounds having a heterocyclic structure containing a sulfur atom in addition to a nitrogen atom such as thiazole, and these may be used alone or in combination.

As the compound (a2-2), glycidyl acrylate, glycidyl methacrylate, and methacrylic acid (3,4-epoxycyclohexyl) in terms of the solubility of the metal chelate compound (C) and durability such as heat resistance and water resistance. Methyl, 4-acryloylmorpholine, 1-vinylimidazole, N-vinyl-ε-caprolactam, 1-vinylpyridin-2 (1H) -one, di (meth) acrylic acid ethoxylated isocyanuric acid, tri (meth) acrylic acid ethoxy Isocyanuric acid is particularly preferred.

The compound (a2-3) is not particularly limited as long as it has a cyclic structure and a hydroxyl group in its structure. For example, (meth) acrylic acid 1,2-cyclohexanedimethanol, (meth) acrylic acid 1 , 3-cyclohexanedimethanol, 1,4-cyclohexanedimethanol (meth) acrylate, 2-hydroxy-3-phenoxymethyl (meth) acrylate, 2-hydroxy-3-phenoxyethyl (meth) acrylate, (meth ) 2-hydroxy-3-phenoxypropyl acrylate, 2-hydroxy-3-phenoxybutyl (meth) acrylate, 2-hydroxy-3-phenoxydecyl (meth) acrylate, 2-hydroxy-3 (meth) acrylate -Phenoxyoctadecyl, (meth) acrylic acid monohydroxyethylphthalate, ( Motor) having a cyclic structure other than a hydroxyl group and a hetero ring such as acrylic acid 2- (4-benzoyl-3-hydroxyphenoxy) ethyl (meth) acrylate;

 For example, 2-hydroxy-4- {2- (meth) acryloyloxy} ethoxybenzophenone [2-hydroxy-4- {2-acryloyloxy} ethoxybenzophenone and 2-hydroxy-4- {2-methacryloyloxy} ethoxybenzophenone Are also expressed as “2-hydroxy-4- {2- (meth) acryloyloxy} ethoxybenzophenone”. The same applies hereinafter. ], 2-hydroxy-4- {2- (meth) acryloyloxy} butoxybenzophenone, 2,2′-dihydroxy-4- {2- (meth) acryloyloxy} ethoxybenzophenone, 2-hydroxy-4- {2- Hydroxyl-containing benzophenone-based (meth) acrylic esters such as (meth) acryloyloxy} ethoxy-4 ′-(2-hydroxyethoxy) benzophenone;

  For example, 2- (2′-hydroxy-5 ′-(meth) acryloyloxyethylphenyl) -2H-benzotriazole, 2- (2′-hydroxy-5 ′-(meth) acryloyloxyethylphenyl) -5-chloro -2H-benzotriazole, 2- (2'-hydroxy-5 '-(meth) acryloyloxypropylphenyl) -2H-benzotriazole; 2- (2'-hydroxy-5'-(meth) acryloyloxypropylphenyl) -5-chloro-2H-benzotriazole, 2- (2'-hydroxy-3'-tert-butyl-5 '-(meth) acryloyloxyethylphenyl) -2H-benzotriazole, and 2- (2'-hydroxy -3'-tert-butyl-5 '-(meth) acryloyloxyethylphenyl) -5-chloro-2H-ben Hydroxyl group-containing benzotriazole-based triazole (meth) acrylic acid esters;

  For example, 2,4-diphenyl-6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy}]-S-triazine, 2,4-bis (2-methylphenyl) -6- [2- Hydroxy-4- {2- (meth) acryloyloxyethoxy}]-S-triazine, 2,4-bis (2-methoxyphenyl) -6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy }]-S-triazine, 2,4-bis (2-ethylphenyl) -6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy}]-S-triazine, 2,4-bis ( 2-Ethoxyphenyl) -6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy}]-S-triazine, 2,4-bis (2,4-dimethylphenyl) -6- [2- Hydroxy-4- {2- Meth) acryloyloxyethoxy}]-S-triazine, 2,4-bis (2,4-diethoxylphenyl) -6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy}]-S- Hydroxyl-containing triazines such as triazine and 2,4-bis (2,4-diethylphenyl) -6- [2-hydroxy-4- {2- (meth) acryloyloxyethoxy})]-S-triazine (meta ) Acrylic acid esters and the like, and these may be used alone or in combination of two or more.

As the compound (a2-3), acrylic acid 1,2-cyclohexanedimethanol, acrylic acid 1,3-cyclohexane are used in terms of compatibility with the metal chelate compound (C) and durability such as heat resistance and water resistance. Dimethanol, 1,4-cyclohexanedimethanol acrylate, 2-hydroxy-3-phenoxypropyl acrylate and the like are particularly preferable.

The compound (a3) other than (a1) or (a2) is not particularly limited as long as it has an α, β-ethylenically unsaturated double bond group in its structure. ) Monomethylaminoethyl acrylate, monoethylaminoethyl (meth) acrylate, monomethylaminopropyl (meth) acrylate, monoethylaminopropyl (meth) acrylate, dimethylaminoethyl (meth) acrylate, (meth) acrylic acid (Meth) acrylic acid-mono or di-alkylamino esters such as diethylaminoethyl, dimethylaminopropyl (meth) acrylate, diethylaminopropyl (meth) acrylate;

For example, methyl (meth) acrylate, ethyl (meth) acrylate, 1-propyl (meth) acrylate, 2-propyl (meth) acrylate, n-butyl (meth) acrylate, sec- (meth) acrylic acid sec- Butyl, iso-butyl (meth) acrylate, tert-butyl (meth) acrylate, n-amyl (meth) acrylate, iso-amyl (meth) acrylate, n-hexyl (meth) acrylate, (meth) 2-ethylhexyl acrylate, n-octyl (meth) acrylate, iso-octyl (meth) acrylate, n-nonyl (meth) acrylate, (meth) acryl iso-nonyl, decyl (meth) acrylate, (meth) ) Dodecyl acrylate, octadecyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate Of (meth) acrylic acid alkyl esters;

For example, (meth) acrylic acid (meth) allyl, (meth) acrylic acid 1-butenyl, (meth) acrylic acid 2-butenyl, (meth) acrylic acid 3-butenyl, (meth) acrylic acid 1,3-methyl- 3-butenyl, (meth) acrylic acid 2-chloro-2-propenyl, (meth) acrylic acid 3-chloro-2-propenyl, (meth) acrylic acid 2- (2-propenyloxy) ethyl, (meth) acrylic acid 2- Propenyl lactyl, 3,7-dimethyloct-6-en-1-yl (meth) acrylate, (meth) acrylic acid (E) -3,7-dimethyloct-2,6-dien-1-yl, (Meth) acrylic acid esters further containing an unsaturated group such as rosinyl (meth) acrylate, cinnamyl (meth) acrylate, vinyl (meth) acrylate;

  For example, perfluoromethyl (meth) acrylate, perfluoroethyl (meth) acrylate, perfluoropropyl (meth) acrylate, perfluorobutyl (meth) acrylate, perfluorooctyl (meth) acrylate, (meth) Trifluoromethylmethyl acrylate, 2-trifluoromethylethyl (meth) acrylate, diperfluoromethylmethyl (meth) acrylate, 2-perfluoroethylethyl (meth) acrylate, 2-par (meth) acrylate Fluoromethyl-2-perfluoroethylmethyl, triperfluoromethylmethyl (meth) acrylate, 2-perfluoroethyl-2-perfluorobutylethyl (meth) acrylate, 2-perfluorohexylethyl (meth) acrylate , (Meth) acrylic propenoic acid 2-perf Orodeshiruechiru, (meth) (meth) acrylic acid perfluoroalkyl esters such as 2-perfluoro-hexadecyl acrylate;

For example, sulfomethyl (meth) acrylate, 2-sulfoethyl (meth) acrylate, 2-sulfopropyl (meth) acrylate, 3-sulfopropyl (meth) acrylate, 2-sulfobutyl (meth) acrylate, (meth) 4-sulfobutyl acrylate, 2-sulfobutyl (meth) acrylate, 6-sulfohexyl (meth) acrylate, sulfooctyl (meth) acrylate, sulfodecyl (meth) acrylate, sulfolauryl (meth) acrylate, (meth ) (Meth) acrylic acid alkyl esters containing a sulfonyl group such as sulfostearyl acrylate;

For example, (meth) acrylic acid phosphooxyethyl, (meth) acrylic acid phosphooxypropyl, (meth) acrylic acid phosphooxybutyl, (meth) acrylic acid-3-chloro-2-acid phosphooxyethyl, ( (Meth) acrylic acid-3-chloro-2-acid phosphooxypropyl, (meth) acrylic acid-3-chloro-2-acid phosphooxybutyl, (meth) acrylic acid phosphooxyethylene oxide (ethylene oxide addition moles: 4-10), (meth) acrylic acid phosphooxypropylene oxide (propylene oxide addition moles: 4-10) and other phosphonic acid group-containing (meth) acrylic acid esters;

Monomethylaminoethyl (meth) acrylamide, monoethylaminoethyl (meth) acrylamide, monomethylaminopropyl (meth) acrylamide, monoethylaminopropyl (meth) acrylamide, dimethylaminoethyl (meth) acrylamide, diethylaminoethyl (meth) acrylamide, dimethyl Mono- or di-alkylaminoalkyl (meth) acrylamides such as aminopropyl (meth) acrylamide, diethylaminopropyl (meth) acrylamide;

For example, 3- (meth) acryloyloxypropylmethyldimethoxysilane, 3- (meth) acryloyloxypropyltrimethoxysilane, 3- (meth) acryloyloxypropyltripropoxysilane, 3- (meth) acryloyloxypropyltributoxysilane 3- (meth) acryloyloxypropylmethyldimethoxysilane, 3- (meth) acryloyloxypropylmethyldiethoxysilane, 3- (meth) acryloyloxypropylethyldimethoxysilane, 3- (meth) acryloyloxypropylbutyldimethoxysilane, 3- (meth) acryloyloxypropylethyldipropoxysilane, 3- (meth) acryloyloxypropylmethyldiethoxysilane, 3- (meth) acryloyloxypropyltrime Kishishiran, 3- (meth) acryloyloxy propyl triethoxysilane, 3- (meth) acryloyl alkoxysilyl group-containing (meth) acrylic acid esters such as propyl tripropoxysilane;

For example, metal salts and ammonium of (meth) acrylic acid esters containing sulfonyl groups such as (meth) acryloyloxydimethylethylammonium ethyl sulfate, (meth) acryloylaminopropyltrimethylammonium sulfate, (meth) acryloylaminopropyltriethylammonium sulfate salt;

For example, di (meth) acrylic acid ethylene oxide, di (meth) acrylic acid triethylene oxide, di (meth) acrylic acid tetraethylene oxide, di (meth) acrylic acid polyethylene oxide, di (meth) acrylic acid propylene oxide, di (Meth) acrylic acid dipropylene oxide, di (meth) acrylic acid tripropylene oxide, di (meth) acrylic acid polypropylene oxide, di (meth) acrylic acid butene oxide, di (meth) acrylic acid pentane oxide, di (meth) 2,2-dimethylpropyl acrylate, hydroxypivalylhydroxypivalate di (meth) acrylate, hydroxypivalylhydroxypivalate hydroxypivalate dicaprolactonate, 1,6-hexane di (meth) acrylate Gio Di (meth) acrylic acid 1,2-hexanediol, di (meth) acrylic acid 1,5-hexanediol, di (meth) acrylic acid 2,5-hexanediol, di (meth) acrylic acid 1,7- Heptanediol, 1,8-octanediol di (meth) acrylic acid, 1,2-octanediol di (meth) acrylic acid, 1,9-nonanediol di (meth) acrylic acid, 1, di (meth) acrylic acid 1, 10-decanediol, di (meth) acrylic acid 1,2-decanediol, di (meth) acrylic acid 1,12-dodecanediol, di (meth) acrylic acid 1,2-dodecanediol, di (meth) acrylic acid 1,14-tetradecanediol, 1,2-tetradecanediol di (meth) acrylate, 1,16-hexadecanediol di (meth) acrylate, di ( A) 1,2-hexadecanediol acrylate, 2-methyl-2,4-pentanediol di (meth) acrylate, 3-methyl-1,5-pentanediol di (meth) acrylate, di (meth) acryl Acid 2-methyl-2-propyl-1,3-propanediol, di (meth) acrylate 2,4-dimethyl-2,4-pentanediol, di (meth) acrylate 2,2-diethyl-1,3 -Propanediol, 2,2,4-trimethyl-1,3-pentanediol di (meth) acrylate, dimethyloloctane di (meth) acrylate, 2-ethyl-1,3-hexane di (meth) acrylate Diol, Di (meth) acrylic acid 2,5-dimethyl-2,5-hexanediol, Di (meth) acrylic acid 2-methyl-1,8-octanediol, Di (meth) acrylic 2-butyl-2-ethyl-1,3-propanediol, 2,4-diethyl-1,5-pentanediol di (meth) acrylate, 2-methyl-2-propyl-1, di (meth) acrylate, Bifunctional (meth) acrylic acid esters such as 3-propanediol, di (meth) acrylic acid 2,4-dimethyl-2,4-pentanediol, di (meth) acrylic acid 1,1,1-trishydroxymethylethane Kind;

For example, 1,2,3-propanetriol tri (meth) acrylate, 2-methylpentane-2,4-diol tri (meth) acrylate, 2-methylpentane-2,4-diol tri (meth) acrylate Tricaprolactonate, 2,2-dimethylpropane-1,3-diol tri (meth) acrylate, trimethylolhexane tri (meth) acrylate, trimethyloloctane tri (meth) acrylate, tri (meth) acrylic acid 2,2-bis (hydroxymethyl) 1,3-propanediol, 1,1,1-trishydroxymethylethane tri (meth) acrylate, 1,1,1-trishydroxymethylpropane tri (meth) acrylate, Trifunctional (meth) acrylic esters such as pentaerythritol tri (meth) acrylate;

For example, tetra (meth) acrylic acid pentaerythritol, tetra (meth) acrylic acid ethoxylated pentaerythritol, tetra (meth) acrylic acid ditrimethylolpropane, hexa (meth) acrylic acid dipentaerythritol, tetra (meth) acrylic acid 2, 2-bis (hydroxymethyl) 1,3-propanediol, tetra (meth) acrylic acid 2,2-bis (hydroxymethyl) 1,3-propanediol tetracaprolactonate, tetra (meth) acrylic acid di1, 2,3-propanetriol, tetra (meth) acrylate di-2-methylpentane-2,4-diol, tetra (meth) acrylate di-2-methylpentane-2,4-diol tetracaprolactonate, tetra ( (Meth) acrylic acid di-2,2-dimethylpropane-1,3- All, tetra (meth) acrylate ditrimethylolbutane, tetra (meth) acrylate ditrimethylolhexane, tetra (meth) acrylate ditrimethyloloctane, tetra (meth) acrylate di-2,2-bis (hydroxymethyl) 1, 3-propanediol, hexa (meth) acrylate di-2,2-bis (hydroxymethyl) 1,3-propanediol, hexa (meth) acrylate tri-2,2-bis (hydroxymethyl) 1,3-propanediol , Hepta (meth) acrylic acid tri-2,2-bis (hydroxymethyl) 1,3-propanediol, octa (meth) acrylic acid tri-2,2-bis (hydroxymethyl) 1,3-propanediol, hepta (meta ) Di2,2-bis (hydroxymethyl) 1,3-propanediol acrylate Polyfunctional (meth) acrylic acid esters such as real sharp emission oxide;

  For example, methyl vinyl ether, ethyl vinyl ether, 2-chlorovinyl ether, n-propyl vinyl ether, allyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, isobutyl vinyl ether, isobutyl vinyl ether, tert-butyl vinyl ether, n-pentyl vinyl ether, isopentyl vinyl ether, tert -Pentyl vinyl ether, n-hexyl vinyl ether, isohexyl vinyl ether, 2-ethylbutyl vinyl ether, 2-ethylhexyl vinyl ether, n-heptyl vinyl ether, n-octyl vinyl ether, isooctyl vinyl ether, nonyl vinyl ether, decyl vinyl ether, dodecyl vinyl ether, hexanedecyl vinyl ether , Octa Sil vinyl ether, ethoxymethyl vinyl ether, 2-methoxyethyl vinyl ether, 2-ethoxyethyl vinyl ether, 2-butoxyethyl vinyl ether, acetoxymethyl vinyl ether, 2-acetoxyethyl vinyl ether, 3-acetoxypropyl vinyl ether, 4-acetoxybutyl vinyl ether, 4-ethoxy Butyl vinyl ether, 2- (2-methoxyethoxy) ethyl vinyl ether, 3-hydroxypropyl vinyl ether, 4-hydroxybutyl vinyl ether, 5-hydroxypentyl vinyl ether, 6-hydroxyhexyl vinyl ether, diethylene glycol methyl vinyl ether, diethylene glycol ethyl vinyl ether, diethylene glycol butyl vinyl ether, etc. The aliphatic Vinyl ether compounds;

  For example, ethylene glycol divinyl ether, diethylene glycol divinyl ether (DEGVE), triethylene glycol divinyl ether, tetraethylene glycol divinyl ether, polyethylene glycol divinyl ether, propylene glycol divinyl ether, dipropylene glycol divinyl ether, tripropylene glycol divinyl ether, polypropylene glycol Divinyl ether, butanediol divinyl ether, neopentyl glycol divinyl ether, hexanediol divinyl ether, nonanediol divinyl ether, hydroquinone divinyl ether, 1,4-cyclohexanediol divinyl ether (CHODVE), 1,4-cyclohexanedimethanol divinyl ether ( HDVE), trimethylolpropane trivinyl ether, ethylene oxide-added trimethylolpropane trivinyl ether (TMPEOTVE), epentaerythritol tetravinyl ether, ethylene oxide-added pentaerythritol tetravinyl ether, ditrimethylolpropane tetravinyl ether, dipentaerythritol hexavinyl ether, etc. Vinyl ethers of

For example, fluorine-containing vinyl compounds such as perfluorovinyl, perfluoropropene, perfluoro (propyl vinyl ether), vinylidene fluoride;

For example, alkenyl group-containing sulfonic acids such as vinyl sulfonic acid, 2-propenyl sulfonic acid, 2-methyl-2-propenyl sulfonic acid, and vinyl sulfuric acid;

For example, metal salts and ammonium salts such as ammonium vinyl sulfonate, sodium vinyl sulfonate, potassium vinyl sulfonate, sodium vinyl alkyl sulfosuccinate;
Metal salts and ammonium salts of 2-methyl-2-propenylsulfonic acid such as ammonium 2-methyl-2-propenylsulfonate, sodium 2-methyl-2-propenylsulfonate, and potassium 2-methyl-2-propenylsulfonate;

  For example, (meth) acrylamide, N-methyl (meth) acrylamide, N-ethyl (meth) acrylamide, N-propyl (meth) acrylamide, N-isopropyl (meth) acrylamide, N-butyl (meth) acrylamide, N-propyl (Meth) acrylamide, N-tert-butyl (meth) acrylamide, N-hexyl (meth) acrylamide, N-octyl (meth) acrylamide, N-nonyl (meth) acrylamide, N-tricosyl (meth) acrylamide, N-nonadecyl (Meth) acrylamide, N-docosyl (meth) acrylamide, N-methylene (meth) acrylamide, N-tridecyl (meth) acrylamide, N- (5,5-dimethylhexyl) (meth) acrylamide, crotonamide, maleami , Fumaramide, mesaconamide, citraconic amide, itaconic amide, 2-methylprop-2-enoylamine, N, N-dimethyl (meth) acrylamide, N, N-diethyl- (meth) acrylamide, N- [3- (N ′, N Aliphatic (meth) acrylamides such as' -dimethylamino) propyl]-(meth) acrylamide, N- (dibutylaminomethyl) (meth) acrylamide, N-vinylmethanamide, N-vinylacetamide;

For example, (meth) acrylamides containing sulfonic acids such as (meth) acrylamide sulfonic acid, tert-butyl- (meth) acrylamide sulfonic acid, (meth) acrylamide-2-methyl-1-propanesulfonic acid;
For example, nitrile group-containing α, such as (meth) acrylonitrile, α-chloroacrylonitrile, crotonnitrile, maleinnitrile, fumaronitrile, mesaconnitrile, citraconnitrile, itacononitrile, 2-propenenitrile, 2-methacrylic acid (meth) acrylate, etc. β-unsaturated double bond group-containing compounds;

  For example, vinyl halides such as vinyl chloride, vinylidene chloride and allyl chloride;

  For example, dienes such as allene, 1,2-butadiene, 1,3-butadiene, 2-methyl-1,3-butadiene, 2-chloro-1,3-butadiene;

  For example, ethylene, propylene, 1-butene, 2-butene, 2-methylpropene, 1-hexene, 1-octene, 1-decene, 1-dodecene, 1-tetradecene, 1-hexadecene, 1-octadecene, 1-eicosene 1-docosene, 1-tetracocene, 1-hexacocene, 1-octacocene, 1-triacontene, 1-dotriacontene, 1-tetratoacontene, 1-hexatriacontene, 1-octatriacontene, 1-tetraconten And alkenes such as polybutene-1, polypentene-1, poly-4-methylpentene-1, and the like. In particular, it is not limited to these. These may use only 1 type or may use multiple types together.

As the other α, β-ethylenically unsaturated double bond group-containing compound (a3), a compound having a (meth) acryloyl group is preferable from the viewpoint of reactivity, and the resin composition of the present invention is subjected to active energy ray polymerization. When used as a reactive adhesive or an active energy ray polymerizable coating agent, it is preferable that bifunctional or higher (meth) acrylic acid esters are included from the viewpoint of the active energy ray polymerization rate.

  In the α, β-ethylenically unsaturated double bond group-containing compound (A) of the present invention, polymerization curability by irradiation with active energy rays, adhesion to the substrate (G) described later, heat resistance, and heat and humidity resistance And the superiority of the compound (A) in terms of durability such as water resistance is (a1-1) ≧ (a2-3) ≧ (a2-1) ≧ (a1-3) ≧ (a1-2) ≧ ( Although it is a1)> (a2-2)> (a3), it can be set as a favorable resin composition by adjusting mixing | blending timely.

As a preferred ratio of the components constituting the α, β-ethylenically unsaturated double bond group-containing compound (A) of the present invention, compound (a1) is 1 to 60 parts by weight in 100 parts by weight of compound (A). Parts, compound (a2) is 1 to 40 parts by weight, and compound (a3) is 0 to 98 parts by weight.
When the amount of the compound (a1) is less than 1 part by weight, not only the solubility of the metal chelate compound (C) described later is lowered, but also the adhesion with the substrate (G) described later is lowered. When the amount of the compound (a1) is more than 60 parts by weight, the water resistance is inferior, which is not preferable. When the amount of the compound (a2) is less than 1 part by weight, the heat resistance and wet heat resistance of the coating film are lowered. When the amount of the compound (a2) is more than 45 parts by weight, the flexibility of the coating film is lost and the coating becomes brittle.

The cationic polymerizable compound (B) will be described.
The cationically polymerizable compound (B) includes all compounds that are polymerized by cations. As the cationically polymerizable compound (B), a cyclic hetero compound and a vinyl ether compound are preferable, and an oxirane compound (b2) which is a three-membered ring ether is particularly preferable from the viewpoint of reactivity by active energy rays. When the oxirane compound reacts, a hydroxyl group is generated, interacts with the metal chelate compound, and has a great effect on improving adhesion to the substrate (G) described later. Further, the resin comprising the active energy ray-polymerizable resin composition provided on at least one main surface of the substrate (G), which can improve the cohesive strength and the degree of crosslinking of the active energy ray-curable resin composition. As a laminated body having a layer, it has a great effect on improving heat resistance, moist heat resistance, and thermal dimensional stability.

Examples of the oxirane compound (b2) include oxirane, methyloxirane, phenyloxirane, 1,2-diphenyloxirane, methylideneoxirane, oxiranylmethyl, oxiranylmethanol, oxiranecarboxylic acid, (chloromethyl) oxirane, ( Bromomethyl) aliphatic cyclic ether groups such as oxirane and oxiranyl acetonitrile; for example, 3,4-oxiranecyclohexylmethyl 3,4-oxiranecyclohexanecarboxylate, 3,4-oxirane-6-methylcyclohexylmethyl 3,4- Oxirane-6-methylcyclohexanecarboxylate, ethylenebis (3,4-oxiranecyclohexanecarboxylate), bis (3,4-oxiranecyclohexylmethyl) adipate, bis (3,4 Oxirane-6-methylcyclohexylmethyl) adipate, diethylene glycol bis (3,4-oxirane cyclohexyl methyl ether), ethylene glycol bis (3,4-oxirane cyclohexyl methyl ether), 2,3,14,15-dioxirane-7,11 , 18,21-tetraoxatrispiro- [5.2.2.5.2.2] henicosane (also 3,4-oxiranecyclohexanespiro-2 ′, 6′-dioxanespiro-3 ″, 5 ′ Compounds that can also be named '-dioxane spiro-3''', 4 '''-oxiranecyclohexane), 4- (3,4-oxiranecyclohexyl) -2,6-dioxa-8,9-oxiranespiro [5.5 ] Undecane, 4-vinylcyclohexene dioxide, bis-2,3-oxiranecyclope Chirueteru, and include a three-membered cyclic cyclic ether group attached to an alicyclic ring such as dicyclopentadiene dioxide. A compound in which one or more hydrogen atoms in the three-membered cyclic ether group-containing compound are bonded to another chemical structure can be an oxirane compound (b2).
The oxirane compounds exemplified here may be used alone or in combination with a plurality of oxirane compounds.

The oxirane equivalent of the oxirane compound (b2) is usually 30 to 3000 g / eq, preferably 50 to 1500 g / eq. When the oxirane equivalent is 30 g / eq or more, the flexibility of the cured optical film is excellent and the adhesive strength is high. On the other hand, when it is 3000 g / eq or less, the compatibility with other components is excellent.

The oxirane compound (b2) is more preferably an oxirane compound (b2-1) having an aromatic ring in order to improve heat resistance and moist heat resistance.

  More specifically, examples of the aromatic ring substituent include phenyl, phenylene, tolyl, tolreno, benzyl, benzylidene, benzylidine, xylyl, xylylene, phthalylidene, isophthalylidene, terephthalylidene, phenethylidene, phenethylidine, styryl, styrylidene, as-pseudocumyl. , V-pseudocumyl, s-pseudocumyl, mesityl, cumenyl, α-cumyl, hydrocinnamyl, cinnamyl, cinnamylidene, cinnamilidine, duryl, jurylene, thymyl, carbacrylyl, cuminyl, cuminylidene, neophyll, xenyl, benzhydryl, benzhydrylidene, trityl, etc. The representative substituents include benzene, toluene, xylene, styrene, hemimeritene, pseudocumene, mesitylene, cumene, Ningu, isodurene, durene, cymene, an aromatic ring can be mentioned one or more forms of group obtained by removing a hydrogen atom in the benzene derivatives such as Meriten can bind to other chemical structures.

  In addition, for example, cycloalkenes such as cyclopropene, cyclobutene, cyclopentene, cyclohexene, cycloheptene, cyclooctene, cyclobutadiene, cyclopentadiene, cyclohexadiene, cycloheptadiene, cyclooctadiene;

  Examples thereof include [4n + 2] annulene having a carbon number other than benzene and having 3 or more carbon atoms constituting the ring.

  For example, aromatic polycyclic compounds such as biphenyl and triphenylmethane;

For example, pentalene, indene, indane, ninhydrin, naphthalene, tetralin, decalin, sapotalene, cadalene, eudarene, naphthol, menadiol, gossypol, naphthoquinone, lauson, juglone, menadione, plumbagin, futhiocol, echinochrome A, alkanenin, shikonin, acetonaphthone Carbon condensed bicyclic systems such as acid, naphthoyl, naphthalic acid, naphthalate, acetomenaphton, naphthionic acid, naphthionate, naphthionyl, dansyl, crocenic acid, flavianic acid, chromotropic acid, neocuperone, azulene, camazulene, guaiazulene, heptalene, octalene, pulprogaline

For example, as-indacene, s-indacene, as-hydroindacene, s-hydroindacene, biphenylene, acenaphthylene, acenaphthene, acenaphthoquinone, fluorene, phenalene, perinaphthene, phenanthrene, phenanthryl, phenanthryllium, phenanthryllidene, Phenanthrylene, phenanthrol, molhole, phenanthrone, phenanthraquinone, pimantrene, reten, anthracene, anthryl, anthryllium, anthrylidene, anthrylene, anthrol, anthranol, anthrobin, anthraline, ditranol, anthroyl, anthrone, bianthrone, anthraquinone , Anthraquinonyl, anthraquinonylene, alizarin, quinizarin, anthralphine, chrysazine, anthragalo Le, purpurin, flavonol pull pudding, Anne tiger pull pudding, quinalizarin, Tekutokinon, chrysophanol, chrysolite fan acid, emodin, rain, Kermes acid, carmine acid, Jiantorimido, Antorimido, Kurisanmin acid, carbon fused tricyclic ring system, such as colchicine;

  For example, torinden, trindane, fluoranthene, acephenanthrylene, acephenanthrene, acanthrylene, aceanthrene, triphenylene, pyrene, chrysene, tetraphen, tetracene, naphthacene, rubrene, tetracycline, chlortetracycline, oxytetracycline, pleiadene, benzo Carbon-fused tetracyclic systems such as anthrone;

  For example, a carbon condensed pentacyclic system such as picene, perylene, pentaphen, pentacene, tetraphenylene, coranthrylene, coranthrene;

For example, corannulene, fluorene, anthanthrene, zetrene, hexahelicene, hexaphen, hexacene, rubicene, coronene, trinaphthylene, heptaphene, heptacene, pyranthrene, octaphene, octacene, terylene, naphthathenonaphthacene, nonaphene, nonacene, violanthrene, violanthrene, iso A carbon condensed ring system having 6 or more rings such as violanthrene, isoviolanthrone, obalene, decaphene, decacene, decacyclene, pentasenopentacene, quaterrylene, hexasenohexacene;
Examples thereof include aromatic rings in which a group in the form of removing one or more hydrogen atoms in a cyclic compound such as can be bonded to other chemical structures.

As the oxirane compound (b2-1) having an aromatic ring, glycidyl ether of bisphenol A and glycidyl ether of bisphenol F, which are excellent in heat resistance and adhesive strength, are particularly preferable.

  Examples of cyclic hetero compounds other than oxirane compounds include oxetanyl group-containing compounds that are 4-membered ring ethers, 5-membered or higher cyclic ether compounds, and compounds having two or more oxygen or hetero groups other than oxygen.

  Examples of the oxetanyl group-containing compound include 3-ethyl-3-hydroxymethyloxetane, 1,4-bis [(3-ethyl-3-oxetanyl) methoxymethyl] benzene, di (1-ethyl-3-oxetanyl) methyl ether, 3 -Ethyl-3- (phenoxymethyl) oxetane, 3-ethyl-3- (2-ethylhexyloxymethyl) oxetane, phenol novolac oxetane, 3-ethyl-{(3-triethoxysilylpropoxy) methyl} oxetane, etc. Can be mentioned. The oxetanyl group-containing compound may be used alone or in combination of two or more.

  Other cyclic hetero compounds include cyclic ester compounds, cyclic formal compounds, cyclic carbonate compounds, fluorine-containing cyclic compounds, and the like. The cyclic ester compound is preferably a lactone. More preferably, the cyclic formal compound is a compound selected from dioxolanes, dioxanes and trioxanes.

The cyclic carbonate can be synthesized by a method of depolymerizing a polymer obtained by the reaction of glycol and dialkyl carbonate (see JP-A-2-56356) or a reaction of a corresponding alkylene oxide and carbon dioxide. The cyclic carbonate has a structure of a 5-membered ring, a 6-membered ring, or a 7-membered ring or more, and is 1,3-dioxolanes for a 5-membered ring, 1,3-dioxanes for a 6-membered ring, , 3-Dioxepanes, but is independently classified as cyclic carbonates because the carbon at the 2-position is a carbonyl carbon. Specific examples thereof include, for example, ethylene carbonate (also referred to as 1,3-dioxolan-2-one), propylene carbonate, butylene carbonate, 4-pentyl-1,3-dioxolan-2-one, 4-butyl-1, 3-dioxolan-2-one, 4-propyl-1,3-dioxolan-2-one, 4- (isopropoxymethyl) -1,3-dioxolan-2-one, 4-hexyl-1,3-dioxolane- 2-one, 4-hexyl-5-methylene-1,3-dioxolan-2-one, 4,5-dimethyl-1,3-dioxolan-2-one, 4,4,5,5-tetramethyl-1 , 3-dioxolan-2-one, 4-octyl-1,3-dioxolan-2-one, 4-nonyl-5-vinyl-1,3-dioxolan-2-one, 4-decyl -1,3-dioxolan-2-one, 4,5-bismethylene-1,3-dioxolan-2-one, 4,4-dimethyl-1,3-dioxolan-2-one, 4,4,5,5 -Tetraethyl-1,3-dioxolan-2-one, hexahydro-1,3-benzodioxol-2-one, 4-isopropyl-4-methyl-5-methylene-1,3-dioxolan-2-one, Vinylene carbonate, allylethylene carbonate, allyl succinic anhydride, 4-vinyl-1,3-dioxolan-2-one, 4-phenethyl-5-vinyl-1,3-dioxolan-2-one, 4-methylene-1, 3-dioxolan-2-one, 4- (3-butenyl) -1,3-dioxolan-2-one, 4- (5-hydroxy-6,6-dimethyltetrahydro-2H-pi N-2-yl) -1,3-dioxolan-2-one, 4-[(E) -iodomethylene] -5-cyclopropyl-1,3-dioxolan-2-one, 4-cyclohexyl-5-vinyl -1,3-dioxolan-2-one, 4- (allyloxy) -4,5,5-trimethyl-1,3-dioxolan-2-one, 4-[(1E) -1,3-butadienyl] -1 , 3-Dioxolan-2-one, 4-ethyl-4-methyl-5-methylene-1,3-dioxolan-2-one, 4- (2-methyl-2-propenylidene) -5,5-dimethyl-1 , 3-Dioxolan-2-one, 4- [4- (methoxycarbonyloxy) butyl] -1,3-dioxolan-2-one, 4-vinyl-5,5-diethyl-1,3-dioxolane-2- On, 4-phenyl-5 Vinyl-1,3-dioxolan-2-one, 4,5,5-trimethyl-4- (1-propynyl) -1,3-dioxolan-2-one, 4-vinyl-5,5-bis (2- (Cyclohexylethyl) -1,3-dioxolan-2-one, 4,5,5-trimethyl-4- (3-methyl-3-buten-1-ynyl) -1,3-dioxolan-2-one, 4- (Vinyloxymethyl) -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(E) -3-buten-1-ylidene] -1,3-dioxolan-2-one, 4- [(E) -3-buten-1-ylidene] -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(Z) -1-phenyl-3-buten-1-ylidene]- 1,3-dioxolan-2-one, methacrylic acid (2-oxo-1 3-Dioxolan-4-yl) methyl, 4-methyl-5-[(E) -3-buten-1-ylidene] -1,3-dioxolan-2-one, 4-methyl-5-[(Z) -3-butene-1-ylidene] -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(Z) -2-butyn-1-ylidene] -1,3-dioxolane-2- ON, 4,4-dimethyl-5-[(E) -ethylidene] -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(Z) -3-buten-1-ylidene]- 1,3-dioxolan-2-one, 4- (1-hexynyl) -4-methyl-1,3-dioxolan-2-one, 4- (1-propenyloxymethyl) -1,3-dioxolane-2- ON, 4-[(1E) -1-methyl-3-butenylidene] -1,3-di Xoxolan-2-one, 4-[(1Z) -1-phenyl-3-butenylidene] -1,3-dioxolan-2-one, 4,4-dipentyl-5-[(1E) -1,3-butadienyl ] -1,3-dioxolan-2-one, 4-phenyl-5-methylene-1,3-dioxolan-2-one, 4-methyl-5-methylene-1,3-dioxolan-2-one, 4- Methyl-4-vinyl-5-methylene-1,3-dioxolan-2-one, 4-propargyl-5-methylene-1,3-dioxolan-2-one, 4-[(E) -bromomethylene] -1 , 3-Dioxolan-2-one, [(E) -2-oxo-5,5-dimethyl-1,3-dioxolane-4-ylidene] ethyl acetate, 4-[(E) -2- (tert-butoxy) Carbonyloxy) ethylidene] -1,3-dioxolan-2-one, 4-ethyl-5-methylene-1,3-dioxolan-2-one, 4- (hydroxymethyl) -1,3-dioxolan-2-one, 4-[( E) -2- (tert-Butoxycarbonyloxy) ethylidene] -5-methyl-1,3-dioxolan-2-one, 4,5-divinyl-1,3-dioxolan-2-one, 4- (1- Naphthyl) -5-vinyl-1,3-dioxolan-2-one, 4,4-bis (2-cyclohexylethyl) -5-[(1E) -1,3-butadienyl] -1,3-dioxolane-2 -One, (4S) -4-phenyl-4-methyl-5- (1,3-butadienyl) -1,3-dioxolan-2-one, 4- (2-propyn-1-ylidene) -5,5 -Dimethyl-1,3-dioxolane 2-one, 4,4-dimethyl-5-methylene-1,3-dioxolan-2-one, 5-butyl-5-methyl-4-methylene-1,3-dioxolan-2-one, glycerol carbonate, 4 -(Butoxymethyl) -1,3-dioxolan-2-one, 4- (allyloxymethyl) -1,3-dioxolan-2-one, 4- (hydroxymethyl) -1,3-dioxolan-2-one 4- (methoxymethyl) -1,3-dioxolan-2-one, 4- (4-ethenylbenzyloxymethyl) -1,3-dioxolan-2-one, 4-ethyl-4-methyl-5- (3-Phenylpropylidene) -1,3-dioxolan-2-one, 4-ethyl-4-methyl-5-benzylidene-1,3-dioxolan-2-one, 4- (hexylthiomethyl)- , 3-Dioxolan-2-one, 4,4-dimethyl-5-[(E) -2-phenylethylidene] -1,3-dioxolan-2-one, 4- (p-tolyl) -1,3- Dioxolan-2-one, 4-methyl-5-phenyl-1,3-dioxolan-2-one, 4-benzyl-1,3-dioxolan-2-one, 4- (benzyloxymethyl) -1,3- Dioxolan-2-one, 4-phenyl-1,3-dioxolan-2-one, 4-phenyl-4-methyl-5-methylene-1,3-dioxolan-2-one, 4-phenyl-1,3- Dioxolan-2-one, 4-methyl-4-phenyl-1,3-dioxolan-2-one, 4-phenoxy-1,3-dioxolan-2-one, 4-butoxy-4,5-dimethyl-5 Phenyl-1,3-dio Xoxolan-2-one, (4S) -4β- (phenylethynyl) -4-phenethyl-5-[(Z) -benzylidene] -1,3-dioxolan-2-one, 4- [4- (phenoxycarbonyloxy) ) Butyl] -1,3-dioxolan-2-one, 4- [4- (glycidylcarbamoyloxy) butyl] -1,3-dioxolan-2-one, 4-oxiranyl-1,3-dioxolan-2-one 4- [4- (2-oxo-1,3-dioxolan-4-ylmethylcarbamoyloxy) butyl] -1,3-dioxolan-2-one, 4- (2-oxo-1,3-dioxolane- 4-ylmethylcarbamoyloxymethyl) -1,3-dioxolan-2-one, 4,4′-bi [1,3-dioxolan-2-one], 4,4′-tetramethylenebis ( , 3-dioxolan-2-one), 4,4 ′-(ethylenebisthiobistetramethylene) bis (1,3-dioxolan-2-one), 4,4 ′-[1,6-hexanediylbis ( Oxymethylene)] bis (1,3-dioxolan-2-one), 4,4 ′-[hexamethylenebis (thioethylene)] bis (1,3-dioxolan-2-one), 4,4 ′-[iso Butylidenebis (4,1-phenylene) bisoxybismethylene] bis (1,3-dioxolan-2-one), 4,4 '-[isopropylidenebis [(4,1-phenylene) oxymethylene]] bis (1,3-dioxolan-2-one), 4,4-dimethyl-5-[(Z) -benzylidene] -1,3-dioxolan-2-one, 4- [2- (benzyloxy) ethyl]- 1,3-Geo Xolan-2-one, 4- [2- (trityloxy) ethyl] -1,3-dioxolan-2-one, 4,5-diphenyl-1,3-dioxolan-2-one, 4,4-dimethyl- 5- [1- (1-naphthyl) ethenyl] -1,3-dioxolan-2-one, 4,4-dimethyl-5- [1- (2-naphthyl) ethenyl] -1,3-dioxolane-2- ON, 4,4-dimethyl-5- [1- (4-methylphenyl) ethenyl] -1,3-dioxolan-2-one, 4,4-dimethyl-5- [1- (4-methoxyphenyl) ethenyl ] -1,3-dioxolan-2-one, 4,4-dimethyl-5- [1- (4-hydroxyphenyl) ethenyl] -1,3-dioxolan-2-one, 4,4-dimethyl-5 (1-methylene-2-phenyl-2-pro Nyl) -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(E) -1-methylene-3-phenyl-2-propenyl] -1,3-dioxolan-2-one, 4 , 4-Dimethyl-5- (1-phenylethenyl) -1,3-dioxolan-2-one, 4-methyl-5- (1-phenylethenyl) -1,3-dioxolan-2-one, 4 , 4-Dimethyl-5-[(E) -3-phenyl-1-propenyl] -1,3-dioxolan-2-one, 4- (1-phenylethenyl) -1,3-dioxolan-2-one 4,4-dimethyl-5- (1-phenyl-1-propenyl) -1,3-dioxolan-2-one, 4,4-dimethyl-5- (1,2-diphenylethenyl) -1,3 -Dioxolan-2-one, 4,4-dimethyl-5- (2- Til-1-phenyl-1-propenyl) -1,3-dioxolan-2-one, 4,4,5-trimethyl-5- (1-phenylethenyl) -1,3-dioxolan-2-one, 4 -(Benzyloxymethyl) -1,3-dioxolan-2-one, 4,4-diphenyl-1,3-dioxolan-2-one, 4,4 '-[(1,3-phenylene) bis (oxymethylene )] Bis (1,3-dioxolan-2-one, 4,4-dimethyl-5-[(Z) -1-naphthylmethylene] -1,3-dioxolan-2-one, 4,4-dimethyl-5 -[(Z) -4-methoxybenzylidene] -1,3-dioxolan-2-one, 4,4-dimethyl-5-[(Z) -4-hydroxybenzylidene] -1,3-dioxolan-2-one , 4- (phenylethynyl)- 4-methyl-1,3-dioxolan-2-one, 4- (phenylethynyl) -4,5-dimethyl-1,3-dioxolan-2-one, 4- [1- (4-methoxyphenoxy) vinyl] -5,5-diethyl-1,3-dioxolan-2-one, 4- [1- (4-methoxyphenoxy) ethenyl] -5,5-dimethyl-1,3-dioxolan-2-one, 4- [ 3- (Benzyloxy) propyl] -5-methyl-1,3-dioxolan-2-one, 7- [2- (2-oxo-1,3-di)

Oxolan-4-yl) ethoxy] -2H-1-benzopyran-2-one, 7- [2- (2-oxo-4-methyl-1,3-dioxolan-4-yl) ethoxy] -2H-1- Benzopyran-2-one, 5- (benzyloxy) -1,3-dioxolan-2-one, 4- (isobutoxymethyl) -1,3-dioxolan-2-one, 4- (4-nonylbenzyloxymethyl) ) -1,3-dioxolan-2-one, 4- (4-chlorophenylthiomethyl) -1,3-dioxolan-2-one, 4- [3- (chloromethyl) phenyl] -1,3-dioxolane- 2-one, 4- [4- (chloromethyl) phenyl] -1,3-dioxolan-2-one, 4,4-dipropyl-5- [1- (4-methoxyphenoxy) ethenyl] -1,3- Dioxola -2-one, 4,4-dipentyl-5- [1- (4-methoxyphenoxy) ethenyl] -1,3-dioxolan-2-one, 4,4-diisopropyl-5- [1- (4-methoxy) Phenoxy) ethenyl] -1,3-dioxolan-2-one, 4,4-diphenethyl-5- [1- (4-methoxyphenoxy) ethenyl] -1,3-dioxolan-2-one, 4,4-bis (2-Cyclohexylethyl) -5- [1- (4-methoxyphenoxy) ethenyl] -1,3-dioxolan-2-one, 4- [1- (phenylthio) cyclohexyl] -1,3-dioxolane-2- ON, 4- (3-methoxy-4-ethoxyphenyl) -5- (hydroxymethyl) -1,3-dioxolan-2-one, 4- (phenoxycarbonyloxymethyl) -1, -Dioxolan-2-one, 4-benzylidene-5,5-dimethyl-1,3-dioxolan-2-one, 4-[(2-naphthyl) methylene] -5,5-dimethyl-1,3-dioxolane- 2-one, 4- (4-chlorobenzylidene) -5,5-dimethyl-1,3-dioxolan-2-one, 5-methyl-5-phenyl-4- (3-phenylpropylidene) -1,3- Dioxolan-2-one, 5,5-dimethyl-4- (3-phenylpropylidene) -1,3-dioxolan-2-one, 4- [4- (chlorocarbonyloxy) butyl] -1,3-dioxolane- 2-one, 4-chloro-1,3-dioxolan-2-one, 4-chloro-4,5-dimethyl-1,3-dioxolan-2-one, 4- (chlorocarbonyloxymethyl) -1,3 − Dioxolan-2-one, 4- (p-chlorophenoxymethyl) -1,3-dioxolan-2-one, 4- (chloromethyl) -1,3-dioxolan-2-one, 4,5-dichloro-1 , 3-dioxolan-2-one, (4S, 5R) -4,5-diphenyl-1,3-dioxolan-2-one, 4α, 5α-dimethyl-1,3-dioxolan-2-one, (4R, 5R) -4,5-dimethyl-1,3-dioxolan-2-one, (4S, 5S) -4,5-dimethyl-1,3-dioxolan-2-one, (4S) -4β-methyl-1 , 3-dioxolan-2-one, (R) -4-methyl-1,3-dioxolan-2-one, (S) -5-ethyl-1,3-dioxolan-2-one, 4-[(tri Phenylsilyl) methyl] -5,5-dimethyl-1 3-dioxolan-2-one, 4- [9- (3-thienyl) nonyl] -1,3-dioxolan-2-one, 4- (methylaminomethyl) -1,3-dioxolan-2-one, 4 -(4-chlorophenylthio) -1,3-dioxolan-2-one, 4- (phenylthio) -1,3-dioxolan-2-one, 4- (4-methoxyphenylthio) -1,3-dioxolane- 2-one, 4- (4-bromophenylthio) -1,3-dioxolan-2-one 4- (phenylthiomethyl) -1,3-dioxolan-2-one, 4,4 ′-[sulfonylbis ( p-phenyleneoxymethylene)] bis (1,3-dioxolan-2-one), 4- (4-methylphenylthio) -1,3-dioxolan-2-one, 4,4,5,5-tetramethyl -2- (F Nylsulfonyloxyimino) -1,3-dioxolane, 2- (4-nitrophenoxy) -4-methyl-2-phospha (V) -1,3-dioxolan-2-one, 4- (glycidyloxymethyl)- 1,3-dioxolan-2-one, glycidylcarbamic acid (2-oxo-1,3-dioxolan-4-yl) methyl, 4- (norborna-5-en-2-yl) -1,3-dioxolane- 2-one, 4- [2- (2-naphthyl) ethyl] -5-methoxy-1,3-dioxolan-2-one, 4- [2- (1-naphthyl) ethyl] -5-methoxy-1, 3-dioxolan-2-one, 4,4-dimethyl-5- (3-thienylmethylene) -1,3-dioxolan-2-one, 4- [2- [dimethyl (trimethylsilyloxy) silyl] ethyl]- 1,3-dioxolan-2-one, 4- [2-[(methyl) bis (trimethylsilyloxy) silyl] ethyl] -1,3-dioxolan-2-one, 4- [2- (trimethylsilyl) ethyl]- 1,3-dioxolan-2-one, 4- [4- (glycidylcarbamoyloxy) butyl] -1,3-dioxolan-2-one, 4- [4- (2-oxo-1,3-dioxolane-4) -Ylmethylcarbamoyloxy) butyl] -1,3-dioxolan-2-one, 4- [4- (glycidylcarbamoyloxy) butyl] -1,3-dioxolan-2-one, 4- (2-oxo-1 , 3-dioxolan-4-ylmethylcarbamoyloxymethyl) -1,3-dioxolan-2-one and the like 5-membered ring carbonates;

  For example, trimethylene carbonate (also referred to as 1,3-dioxan-2-one), 4-methyl-1,3-dioxan-2-one, 2,2-dimethoxypropane-1,3-diyl carbonate, 5-methyl- 1,3-dioxane-2-one, 5,5-dimethyl-1,3-dioxane-2-one (also referred to as neopentyl glycol carbonate), 5-methyl-5-propyl-1,3-dioxane-2- ON, 5-hydroxymethyl-5-methyl-1,3-dioxan-2-one, 4-phenyl-1,3-dioxan-2-one, 5- (hydroxymethyl) -5-ethyl-1,3- Dioxan-2-one, 4-methylene-1,3-dioxan-2-one, 5,5-dimethyl-4-ethenyl-1,3-dioxan-2-one, 5-cyano-5-methyl-1, 3- Oxan-2-one, 4,4-dimethyl-1,3-dioxan-2-one, 5-butyl-1,3-dioxan-2-one, 5,5-diethyl-1,3-dioxane-2- ON, 5-ethyl-5-phenyl-1,3-dioxan-2-one, 2-oxo-5-ethyl-1,3-dioxan-5-ylmethyl methacrylate, 5-methyl-5-phenyl-1, 3-dioxan-2-one, 4-styryl-5,5-dimethyl-1,3-dioxan-2-one, 4-styryl-1,3-dioxan-2-one, 4- (1-heptenyl)- 1,3-dioxan-2-one, 4-ethenyl-6-phenyl-1,3-dioxan-2-one, 4-isopropenyl-6-phenyl-1,3-dioxan-2-one, 4-allyl -6-Phenyl-1,3-dioxy N-one, 4-ethenyl-6-tert-butyl-1,3-dioxan-2-one, 4-styryl-5,5-dimethyl-6-isopropyl-1,3-dioxan-2-one, 5- [2- (2-Amino-9H-purin-9-yl) ethyl] -1,3-dioxan-2-one, 4- (1-phenylethenyl) -1,3-dioxan-2-one 5,5-diphenyl-1,3-dioxan-2-one, 5-methyl-4- (1-phenylethenyl) -1,3-dioxan-2-one, 4,4-dimethyl-6- ( 1-phenylethenyl) -1,3-dioxan-2-one, 5-methylene-1,3-dioxan-2-one, 4-[(E) -styryl] -1,3-dioxan-2-one 5-octyl-1,3-dioxan-2-one, 5-dodecyl- 1,3-dioxane-2-one, benzyl 2-oxo-5-methyl-1,3-dioxane-5-carboxylate, 4,6-dimethyl-1,3-dioxan-2-one, 4-methoxybenzoate 2-oxo-5-methyl-1,3-dioxan-5-ylmethyl acid, 2-oxo-5-methyl-1,3-dioxan-5-ylmethyl benzoate, 2-oxo-5-nitrobenzoate 4-nitrobenzoate Methyl-1,3-dioxane-5-ylmethyl, 4,4,6-trimethyl-1,3-dioxane-2-one, 5-ethyl-5- (methoxycarbonyloxymethyl) -1,3-dioxane-2 -One, 5-ethyl-5- (ethoxycarbonyloxymethyl) -1,3-dioxan-2-one, 5- (4-butoxyphenyl) -1,3-dioxan-2-one, 5- [4- (pen Ruoxy) phenyl] -1,3-dioxan-2-one, 5- (4-propoxyphenyl) -1,3-dioxan-2-one, 5- [4- (hexyloxy) phenyl] -1,3- Dioxan-2-one, 5-allyl-1,3-dioxan-2-one, 5- (benzyloxycarbonyl) -1,3-dioxan-2-one, 5-methyl-4- (benzoyloxymethyl)- 1,3-dioxan-2-one, 5-methyl-4- (4-nitrobenzoyloxymethyl) -1,3-dioxan-2-one, 5-methyl-4- (4-methoxybenzoyloxymethyl)- 1,3-dioxan-2-one, 5- (4-methylene-5-hexen-1-ylidene) -1,3-dioxan-2-one, 5-ethyl-5- (4-vinylbenzyloxymethyl) 1,3-dioxan-2-one, 5-ethyl-5- (4-vinylbenzyloxymethyl) -1,3-dioxan-2-one, 5- (benzyloxy) -1,3-dioxane-2- ON, 5-hydroxy-1,3-dioxan-2-one, 4-methylene-5,5-dimethyl-1,3-dioxan-2-one, 5-ethyl-5- (2-hydroxyethyl) -1 , 3-Dioxane-2-one, 4- [1- (phenylthio) cyclohexyl] -1,3-dioxane-2-one, 4- [4- (octyloxy) phenylazo] -6-hexyl-1,3- Dioxane-2-one, 4- (4-methoxyphenylazo) -6-hexyl-1,3-dioxane-2-one, 4- [4- (octyloxy) phenylazo] -6-decyl-1,3- Dioxane-2- ON, 2-oxo-5-methyl-1,3-dioxane-5-carboxylate allyl, 4- [1- (phenylthio) cyclohexyl] -5,5-dimethyl-1,3-dioxane-2-one, 4 -Allyl-6-methyl-1,3-dioxan-2-one, 5-ethyl-5- (benzyloxymethyl) -1,3-dioxan-2-one, 5- [2- (benzyloxy) ethoxy] -1,3-dioxan-2-one, 5- (allyloxy) -1,3-dioxan-2-one, 5- [3- (2-hydroxyethylthio) propoxy] -1,3-dioxan-2- ON, 5- (benzyloxycarbonylamino) -1,3-dioxan-2-one, 5- [6- [4- (4-pentylcyclohexyl) phenoxy] hexyloxy] -1,3-dioxan-2-one 4- (iodomethyl) -6- [2- (4-methoxybenzyloxy) ethyl] -1,3-dioxan-2-one, (5S) -4-vinyl-5β- (2,2-dimethoxy) Ethyl) -1,3-dioxan-2-one, 5-allyl-5-propargyl-1,3-dioxan-2-one, 4-vinyl-5- (1-methyl-5-imidazolylmethyl) -1, 3-dioxan-2-one, 5-benzylidene-1,3-dioxan-2-one, 5- (glycidyloxymethyl) -5-ethyl-1,3-dioxan-2-one, 5- (allyloxymethyl) ) -5-ethyl-1,3-dioxan-2-one, 5,5-bis (azidomethyl) -1,3-dioxan-2-one, 5-methyl-5-[[2- (vinylsulfonyl) ethyl ] Thiomethyl] -1,3-di Oxan-2-one, 5- (allyloxymethyl) -5-ethyl-1,3-dioxane-2-one, 5,5 '-(oxybismethylene) bis (5-ethyl-1,3-dioxane- 2-one), 5,5 ′-(4,7-dithiadecane-1,10-diyl) bis (1,3-dioxan-2-one), 5,5 ′-(ethylenebisthiobistetramethylene) bis (1,3-dioxan-2-one), 5-methyl-5- (2-oxo-1,3-dioxolan-4-ylmethyl) -1,3-dioxan-2-one, 5-ethyl-5 (2-oxo-1,3-dioxolan-4-ylmethyl) -1,3-dioxan-2-one, 5-[(2-oxo-1,3-dioxolan-4-yl) methyl] -5-propyl -1,3-dioxan-2-one, 5- (2-o Seo-1,3-dioxolan-4-ylmethoxy) -5-ethyl-1,3-dioxan-2-one 6-membered ring carbonates such as;

  For example, tetramethylene carbonate (also referred to as 1,3-dioxepan-2-one), 5-methyl-1,3-dioxepan-2-one, 4-methyl-1,3-dioxepan-2-one, 5,5 -Dimethyl-1,3-dioxepan-2-one, 5-phenyl-1,3-dioxepan-2-one, 4-phenyl-1,3-dioxepan-2-one, 4- [1- (phenylthio) cyclohexyl ] 7-membered ring carbonates such as 1,3-dioxepan-2-one and 5,5 ′-(ethylenebisthiobistrimethylene) bis (1,3-dioxepan-2-one). 5-membered ring carbonates such as propylene carbonate and glycerin carbonate are preferably used in terms of reactivity.

  As vinyl ether, methyl vinyl ether, ethyl vinyl ether, 2-chloro vinyl ether, n-propyl vinyl ether, allyl vinyl ether, isopropyl vinyl ether, n-butyl vinyl ether, isobutyl vinyl ether, isobutyl vinyl ether, tert-butyl vinyl ether, n-pentyl vinyl ether, isopentyl vinyl ether , Tert-pentyl vinyl ether, n-hexyl vinyl ether, isohexyl vinyl ether, 2-ethylbutyl vinyl ether, 2-ethylhexyl vinyl ether, n-heptyl vinyl ether, n-octyl vinyl ether, nonyl vinyl ether, decyl vinyl ether, dodecyl vinyl ether, hexanedecyl vinyl ether, octadecyl vinyl Ether, ethoxymethyl vinyl ether, 2-methoxyethyl vinyl ether, 2-ethoxyethyl vinyl ether, 2-butoxyethyl vinyl ether, acetoxymethyl vinyl ether, 2-acetoxyethyl vinyl ether, 3-acetoxypropyl vinyl ether, 4-acetoxybutyl vinyl ether, 4-ethoxybutyl Vinyl ether, 2- (2-methoxyethoxy) ethyl vinyl ether, 3-hydroxypropyl vinyl ether, 4-hydroxybutyl vinyl ether, 5-hydroxypentyl vinyl ether, 6-hydroxyhexyl vinyl ether, diethylene glycol monovinyl ether, diethylene glycol methyl vinyl ether, diethylene glycol ethyl vinyl ether, tri Ethylene glycol Vinyl ether, tetraethylene glycol monovinyl ether, polyethylene glycol monovinyl ether, propylene glycol monovinyl ether, dipropylene glycol monovinyl ether, tripropylene glycol monovinyl ether, polypropylene glycol monovinyl ether, 4-hydroxycyclohexyl vinyl ether, cyclohexyldimethanol monovinyl ether, trimethylolpropane Monovinyl ether, ethylene oxide-added trimethylolpropane monovinyl ether, pentaerythritol monovinyl ether, ethylene oxide-added pentaerythritol monovinyl ether, cyclohexyl vinyl ether, cyclohexyl methyl vinyl ether, cyclohexyl ethyl vinyl ether , Menthyl vinyl ether, tetrahydrofurfuryl vinyl ether, norbornenyl vinyl ether, 1-adamantyl vinyl ether, 2-adamantyl vinyl ether, phenyl vinyl ether, benzyl vinyl ether, 1-naphthyl vinyl ether, 2-naphthyl vinyl ether, glycidyl vinyl ether, diethylene glycol ethyl vinyl ether, triethylene Monofunctional vinyl ethers such as glycol methyl vinyl ether, divinyl ether, ethylene glycol divinyl ether, diethylene glycol divinyl ether (DEGVE), triethylene glycol divinyl ether, tetraethylene glycol divinyl ether, polyethylene glycol divinyl ether, propylene glycol divinyl ether, Propylene glycol divinyl ether, tripropylene glycol divinyl ether, polypropylene glycol divinyl ether, butanediol divinyl ether, neopentyl glycol divinyl ether, hexanediol divinyl ether, nonanediol divinyl ether, hydroquinone divinyl ether, 1,4-cyclohexanediol divinyl ether ( CHODVE), 1,4-cyclohexanedimethanol divinyl ether (CHDVE), trimethylolpropane divinyl ether, ethylene oxide-added trimethylolpropane divinyl ether, pentaerythritol divinyl ether, ethylene oxide-added pentaerythritol divinyl ether, trimethylolpropane trivinyl ether, Tylene oxide-added trimethylolpropane trivinyl ether (TMPEOTVE), pentaerythritol trivinyl ether, ethylene oxide-added pentaerythritol trivinyl ether, pentaerythritol tetravinyl ether, ethylene oxide-added pentaerythritol tetravinyl ether, ditrimethylolpropane tetravinyl ether, dipentaerythritol hexavinyl ether, etc. These are polyfunctional vinyl ethers.

  The cationic polymerizable compound (B) preferably contains a cationic polymerizable compound (b1) having a hydroxyl group. By containing the compound (b1), it is easy to improve the solubility of the metal chelate compound (C). Moreover, it is particularly preferable that the active energy ray resin composition can be easily reduced in viscosity and it is easy to improve workability during coating.

A preferred ratio of the compound (b1) is 1 to 60 parts by weight of the compound (b1) in 100 parts by weight of the cationic polymerizable compound (B).
When the amount of the compound (b1) is less than 1 part by weight, not only the solubility of the inorganic boron-based compound (C) described later is decreased, but also the adhesion with the substrate (G) described later is decreased. When the amount of the compound (b1) is more than 60 parts by weight, the water resistance is inferior, which is not preferable.

As the compound (b1), those having 15 or less carbon atoms are preferred from the viewpoint of the solubility of the metal chelate compound (C) and the adhesion between the substrate (G) described later. Specifically, bisphenol type epoxy resin, glycerin monoglycidyl ether, glycerin diglycidyl ether, 3-ethyl-3-hydroxymethyloxetane, 4- (hydroxymethyl) -1,3-dioxolan-2-one, 2-hydroxyethyl Particularly preferred are vinyl ether, diethylene glycol monovinyl ether, and 4-hydroxybutyl vinyl ether.

The metal chelate compound (C) will be described.
The metal chelate compound (C) interacts with the α, β-ethylenically unsaturated double bond group-containing compound (A) and the cationic polymerizable compound (B) and is stable and uniform without containing water or an organic solvent. The liquid of the active energy ray-polymerizable resin composition can be formed, and after the liquid of the composition is cured with the active energy ray, the compound (A) and / or the compound (B) are coordinated or covalently bonded. A film is formed that is bonded through the film. In addition to forming a bond with a surface functional group of the base material (G) described later to improve adhesion, punching workability, heat resistance, and moist heat resistance are improved. A compound (C) can be used individually or in mixture.

Examples of the metal chelate compound (C) include aluminum, iron, copper, zinc, tin, titanium, nickel, antimony, magnesium, vanadium, chromium, zirconium, boron, cobalt, manganese, selenium, chromium, ruthenium, gallium, and cadmium. Examples of the polyvalent metal include, but are not limited to, compounds in which at least one β-diketone, β-ketoester, polyhydric alcohol, alkanolamine, oxycarboxylic acid, and the like are coordinated.

The β-diketone compound is not particularly limited as long as it is coordinated as a chelating agent. For example, specifically, 2,4-pentanedione, 2,4-hexanedione, 2,4-heptanedione , Dibenzoylmethane, thenoyltrifluoroacetone, 1,3-cyclohexanedione, 1-phenyl-1,3-butanedione and the like are not particularly limited thereto. .

The β-ketoester is not particularly limited, and specifically includes, for example, methyl acetoacetate, ethyl acetoacetate, propyl acetoacetate, butyl acetoacetate, methylpivaloyl acetate, methyl isobutyroyl acetate, methyl caproyl acetate, Examples thereof include, but are not limited to, methyl lauroyl acetate and the like. .

The polyhydric alcohol is not particularly limited, but 1,2-ethanediol, 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 2,3-butanediol, 2, Examples thereof include 3-pentanediol, glycerin, diethylene glycol, hexylene glycol and the like, but are not particularly limited thereto.

The alkanolamine is not particularly limited, but N, N-dimethylethanolamine, N, N-diethylethanolamine, N- (β-aminoethyl) ethanolamine, N-methylethanolamine, N-methyldiethanolamine, N -Ethylethanolamine, Nn-butylethanolamine, Nn-butyldiethanolamine, N-tert-butylethanolamine, N-tert-butyldiethanolamine, triethanolamine, diethanolamine, monoethanolamine However, it is not limited to these.

Although there is no limitation in particular as oxycarboxylic acid, Although glycolic acid, lactic acid, tartaric acid, a citric acid, malic acid, gluconic acid etc. are mentioned, it is not specifically limited to these.

Of the metals constituting the metal chelate compound (C), titanium, zirconium and aluminum are preferred, and titanium and zirconium are more preferred. That is, as a suitable example of the said metal chelate compound, a titanium type chelate compound (c-1), a zirconium type metal chelate compound (c-2), and an aluminum type metal chelate compound (c-3) are mentioned. Only one kind of these metal chelate compounds may be used, or two or more kinds may be appropriately mixed and used.

Specific examples of the titanium-based chelate compound (c-1) include, for example, tetranormal butyl titanate, tetraisopropyl titanate, butyl titanate dimer, tetra (2-ethylhexyl) titanate, tetramethyl titanate, titanium acetylacetonate, and titanium tetraacetyl. Acetonate, Polytitanium acetylacetonate, Titanium octylene glycolate, Titanium lactate, Titanium triethanolamate, Titanium ethyl acetoacetate, Polyhydroxytitanium stearate, Titanium lactate ammonium salt, Titanium lactate, Titanium lactate, Titanium triethanolamin Examples thereof include, but are not particularly limited to.

Specific examples of the zirconium-based chelate compound (c-2) include, for example, zirconium normal propyrate, zirconium normal butyrate, zirconium tetraacetylacetonate, zirconium monoacetylacetonate, zirconium bisacetylacetonate, and zirconium acetylacetonate bis. Ethyl acetoacetate and the like are not particularly limited to these.

Specific examples of the aluminum-based chelate compound (c-3) include, for example, diisopropoxyethyl acetoacetate aluminum, tris (ethyl acetoacetate) aluminum, isopropoxy bis (ethyl acetoacetate) aluminum, monoacetylacetonate bis (Ethyl acetoacetate) aluminum, tris (n-propylacetoacetate) aluminum, tris (n-butylacetoacetate) aluminum, monoethylacetoacetate bis (acetylacetonato) aluminum, tris (acetylacetonato) aluminum, tris ( Propionylacetonate) aluminum, acetylacetonate bis (propionylacetonate) aluminum, and the like are not particularly limited thereto.

A preferred ratio of the compound (C) is 0.1 to 10% by weight, more preferably 0.1 to 8% by weight, particularly preferably 0.3 to 100% by weight in 100 parts by weight of the active energy ray polymerization composition. 7% by weight.
If the compound (C) is less than 0.1% by weight, the desired adhesive strength cannot be achieved, and if it is 10% by weight or more, the adhesive strength decreases due to precipitation over time or a decrease in resin components. Problems may occur.

The active energy ray polymerization initiator (D) will be described.
As the active energy ray polymerization initiator (D), for example, an active energy ray radical polymerization initiator (d1) or an active energy ray cation initiator (d2) can be used. The resin composition of the present invention can be cured by a polymerization reaction that proceeds by irradiation with various activation energy rays. Therefore, the resin composition needs to contain an active energy ray polymerization initiator (D). By using the active energy ray polymerization initiator (D), the polymerization reaction can be promoted. In one embodiment of the present invention, the activation energy is preferably ultraviolet light.

In the present invention, as the component (d1), a compound arbitrarily selected from known compounds as an active energy ray polymerization initiator can be used.
Specific examples include the following. 2,2-dimethoxy-2-phenylacetophenone, acetophenone, benzophenone, xanthofluorenone, benzaldehyde, anthraquinone, 3-methylacetophenone, 4-chlorobenzophenone, 4,4'-diaminobenzophenone, benzoin propyl ether, benzoin ethyl ether, benzyl Dimethyl ketal, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 2-hydroxy-2-methyl-1-phenylpropan-1-one, 4-thioxanthone, camphorquinone, and 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one and the like.
Moreover, as a commercial item, the following is mentioned, for example. Irgacure 184,907,651,1700,1800,819,369, 261 (BASF), DAROCUR-TPO (BASF, 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide), Darocur-1173 (Merck), Ezacure KIP150, and TZT (Nihon Shibel Hegner), Kayacure BMS, Kayacure DMBI (Nippon Kayaku) and the like.
Moreover, the photoinitiator which has at least 1 (meth) acryloyl group in a molecule | numerator can also be used.

Examples of the component (d2) include sulfonium salts such as UVACURE1590 (manufactured by Daicel Cytec), CPI-110P (manufactured by Sun Apro), IRGACURE250 (manufactured by Ciba Specialty Chemicals), and WPI-113 (manufactured by Wako Pure Chemical Industries, Ltd.). ), Iodonium salts such as Rp-2074 (manufactured by Rhodia Japan), and the like, and when used in combination, crosslinking proceeds to form an adhesive layer with excellent durability against heat and humidity. preferable.
In the present invention, as the component (D), the above-mentioned compounds can be used alone or in combination of two or more. In the present invention, as the component (D), the above-mentioned compounds can be used alone or in combination of two or more.

The resin composition of the present invention does not substantially contain an organic solvent. The resin composition preferably contains no organic solvent, but the active energy ray polymerization initiator (D) is often poorly soluble in the polymerizable component. Therefore, a small amount of an organic solvent may be included to dissolve the active energy ray polymerization initiator (D). The content of the organic solvent in the resin composition is preferably within 5% by weight.

  Furthermore, in order to improve the performance of the active energy ray polymerization initiator (D), an active energy ray sensitizer may be used in combination. Representative examples of the active energy ray sensitizer include amines, ureas, sulfur-containing compounds, phosphorus-containing compounds, chlorine-containing compounds, nitriles or other nitrogen-containing compounds. Of these, anthracene or benzophenone, thioxanthone or perylene, phenothiazine, and rose bengal are preferably used.

Other components (F):
If the resin composition of this invention is a range which does not impair the effect by this invention, it is also possible to mix | blend various additives suitably. For example, organic or inorganic fillers from the viewpoints of polymerization curing shrinkage reduction, thermal expansion coefficient reduction, dimensional stability improvement, elastic modulus improvement, viscosity adjustment, thermal conductivity improvement, strength improvement, toughness improvement, coloring improvement, etc. Can be blended. Such fillers may be composed of materials such as polymers, ceramics, metals, metal oxides, metal salts, and dyes and pigments. Moreover, about the shape, it is not specifically limited, For example, a particulate form, fibrous form, etc. may be sufficient. When blending the above polymer materials, silane coupling agents, flexibility imparting agents, plasticizers, flame retardants, storage stabilizers, antioxidants, ultraviolet absorbers, thixotropy imparting agents, dispersion stability It is also possible to dissolve, semi-dissolve, or micro-disperse in the resin composition as a polymer blend or polymer alloy, not as independent fillers, such as agents, fluidity imparting agents, and antifoaming agents.

  The resin composition of the present invention can be prepared by uniformly mixing the above-described components according to a method well known in the art. The resin composition can be applied to various uses in any form of liquid, paste, and film. In one Embodiment of this invention, Preferably, the said resin composition is used for the use of a coating agent or an adhesive agent.

  It is preferable that the viscosity of the resin composition of the present invention is appropriately adjusted according to the usage form. The resin composition of the present invention preferably contains substantially no organic solvent, but a solvent may be used as needed to adjust the viscosity. For example, organic solvents such as methanol, ethanol, isopropyl alcohol, acetone, methyl ethyl ketone, methyl isobutyl ketone, methyl acetate, ethyl acetate, butyl acetate, cyclohexane, toluene, xylene, and other hydrocarbon solvents, or water can be used as the solvent. . By using such a solvent, the viscosity of the resin composition can be easily adjusted. Moreover, a viscosity can also be reduced by heating a resin composition, without using a solvent.

  In one embodiment of the present invention, a resin layer typically having a film thickness of 0.1 to 6 μm is formed using a resin composition. Therefore, from the viewpoint of coating film formation, the viscosity of the resin composition is at least in the range of 1-1,500 mPa · s, preferably in the range of 10-1,300 mPa · s, and more preferably in the range of 20-1,000 mPa · s. It is desirable that When the viscosity is 1,500 mPa · s or less, a thin film having a thickness of 0.1 to 6 μm can be easily formed on the substrate by coating, and optical characteristics such as transmittance can be easily improved. On the other hand, when the viscosity is 1 mPa · s or more, it is easy to control the thickness of the resin layer formed from the resin composition.

  Moreover, in another embodiment, the resin layer which has a film thickness of 6-300 micrometers is formed using a resin composition. In this case, the viscosity of the resin composition is at least in the range of 1,500 to 100,000 mPa · s, and preferably in the range of 3,000 to 50,000 mPa · s. Adjustment of the viscosity and coating of the resin composition according to the above embodiment can be easily performed by adding a solvent to the resin composition as necessary.

  The resin composition of the present invention is preferably used for a coating agent or an adhesive. Typically, the resin composition is applied to one side or both sides of a substrate by an appropriate method according to a conventional method, and then cured to form a resin layer. Therefore, one embodiment of the present invention relates to a laminate having a base material (G) described later and a resin layer made of a resin composition provided on at least one main surface of the base material (G). . In this embodiment, the film thickness of the resin layer is set according to the use of the laminate.

  For example, when using the said resin composition for the use of the laminated bodies for optical elements, such as the below-mentioned hard coat film or a polarizing film, the said resin composition is thin-film coated. The thickness of the resin layer formed by coating is preferably from 0.1 to 6 μm, and more preferably from 0.1 to 3 μm. By setting the thickness of the resin layer to 0.1 μm or more, it is easy to obtain sufficient adhesion or adhesive force when the resin composition is used as a coating agent or an adhesive. On the other hand, when the thickness of the resin layer exceeds 6 μm, there is often no change in properties such as adhesion or adhesive strength.

  Moreover, when using the said resin composition for the uses of laminated bodies for optical elements, such as the below-mentioned decorating film (meaning the filling sheet for touchscreens), the said resin composition is thick-coated. The thickness of the resin layer formed by coating is preferably 6 to 300 μm, and more preferably 20 μm to 250 μm. By making the thickness of the resin layer 6 μm or more, it is easy to obtain sufficient stress relaxation and creep characteristics in addition to the filling function of the touch panel when the resin composition is used as a coating agent or an adhesive. is there. On the other hand, by setting the thickness of the resin composition layer to 300 μm or less, it is easy to suppress a decrease in coating properties such as streaking.

  There is no restriction | limiting in particular in the coating method of the said resin composition. For example, various well-known methods such as Meyer bar, applicator, brush, spray, roller, gravure coater, die coater, micro gravure coater, lip coater, comma coater, curtain coater, knife coater, reverse coater, spin coater, etc. Can be applied. Moreover, it can select without particular restriction | limiting also about forms, such as thin film coating or thick film coating.

  The resin composition of the present invention can be applied onto a substrate by a known and usual method, and then has an α, β-unsaturated bonding group by irradiating the formed coating layer with active energy rays. The polymerization reaction of the compound proceeds to form a cured product. In one embodiment of the present invention, it is preferable that the active energy ray is mainly composed of light energy in the wavelength range of 150 to 550 nm including ultraviolet rays. Suitable light sources for providing such light energy include, for example, low-pressure mercury lamps, medium-pressure mercury lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, chemical lamps, black light lamps, microwave-excited mercury lamps, LED lamps, xenon lamps, and metal halide lamps. Is mentioned. In addition, in another embodiment of the present invention, a laser beam, an electron beam, or the like can be used as an active energy ray for exposure.

The irradiation intensity of the active energy ray is preferably 10 to 500 mW / cm ² . When the light irradiation intensity is less than 10 mW / cm ² , it takes a long time for curing, and when it exceeds 500 mW / cm ² , the substrate may be deteriorated in various substrates due to heat radiated from the lamp. Therefore, it is not preferable. The integrated dose expressed as a product of irradiation intensity and irradiation time is preferably 50 to 5,000 mJ / cm ² . When the integrated irradiation amount is less than 50 mJ / cm ² , it takes a long time for polymerization and curing, and when it is larger than 5,000 mJ / cm ² , the irradiation time becomes very long and the productivity is inferior. A typical active energy ray polymerizable resin composition generally requires an integrated dose of 1,000 mJ / cm ² or more. However, the above resin composition according to the present invention is favorably polymerized even at a low integrated dose of less than 1,000 mJ / cm ² .

  In the laminate of the present invention, the resin layer on the substrate is formed by polymerization and curing of the resin composition by irradiation with active energy rays, and has a glass transition temperature of approximately −80 ° C. to 150 ° C. ( Hereinafter referred to as Tg). From the viewpoint of the punchability of the laminate, the Tg of the resin layer is more preferably in the range of −40 to 120 ° C., and further preferably in the range of 0 to 120 ° C.

  In one embodiment of the present invention, the resin composition is used as an active energy ray polymerizable coating agent (hereinafter referred to as a coating agent), and the resin composition forms a coating layer covering one side or both sides of the substrate. In such an embodiment, the base material may be a wood, a metal plate, a plastic plate, a film-like base material, a glass plate, a processed paper product, or the like, and these can be used without particular limitation.

  On the other hand, in another embodiment of the present invention, the resin composition is used as an active energy ray polymerizable adhesive (hereinafter referred to as an adhesive), and the resin composition bonds two or more substrates (G). An adhesive layer is formed. In such an embodiment, the base material (G) needs to be made of a material that easily transmits active energy rays in order to advance the polymerization reaction by irradiation with active energy rays. As the substrate (G), it is particularly preferable to use a transparent film (H) or a transparent glass plate. However, if a transparent film (H) or a transparent glass plate is used as one of the substrates, the other substrate is difficult to transmit active energy rays, such as wood, metal plates, plastic plates, and processed paper products. It is also possible to use a base material made of such a material. In this case, the resin composition can be polymerized and cured by irradiating active energy rays from the transparent film (H) or the transparent glass plate side.

  In the laminated body of this invention, it is preferable to use a film-form base material as a base material (G). Specific examples of the film-like substrate include cellophane, various plastic films, and paper. Of these, the use of various transparent plastic films is preferred. Moreover, as a film-like base material, as long as the film is transparent, it may have a single layer structure, or may have a multilayer structure formed by laminating a plurality of base materials. Even if it has a film, it can be used conveniently. When constituting the laminated body of this invention, it is preferable to form the resin layer which consists of the resin composition of this invention in the at least one surface of a transparent film (H).

  Hereinafter, more specific embodiments of the laminate of the present invention will be described by taking a case where a transparent film is used as a base material as an example. That is, the following description relates to a laminate having a resin layer, such as a coat layer or an adhesive layer, formed of the resin composition of the present invention on at least one main surface of the transparent film (H).

  A laminate constituted by using the resin composition of the present invention as a coating agent is typically a sheet-like film having a structure of transparent film / coat layer or coat layer / transparent film / coat layer. . Such a laminate can be obtained by applying a resin composition to at least one main surface of the transparent film (H), polymerizing and curing the resin composition, and forming a coat layer.

  On the other hand, a laminate constituted by using the resin composition of the present invention as an adhesive is typically transparent film / adhesive layer / transparent film, or transparent film / adhesive layer / transparent film / adhesive layer / transparent film. The sheet-like multilayer film obtained by laminating a plurality of transparent films. In another embodiment, the laminate is a sheet-like multilayer film such as transparent film / adhesive layer / transparent film / adhesive layer / transparent film / adhesive layer / transparent film, and other optical members such as glass or optical molded bodies. It may have a fixed configuration. The laminate can be obtained by curing the adhesive layer by polymerizing and curing the approximate resin composition from one side or both sides of the film with active energy rays.

  When the resin composition is used as a coating agent or an adhesive, the polymerization and curing of the resin composition is carried out by applying active energy rays to the coating layer at the time of coating the resin composition, at the time of laminating or after laminating the film-like substrate. It is implemented by irradiating. Although it does not specifically limit, it is preferable that the said irradiation is implemented after lamination | stacking, such as a film-form base material.

  As above-mentioned, when a transparent film (H) is used as a base material (G), the said laminated body can be used suitably for an optical use. From the viewpoint of obtaining good optical properties, the transparent film (H) used in the laminate is, for example, heat excellent in optical properties such as transparency, mechanical strength, thermal stability, moisture barrier properties, and isotropic properties. It is preferable that it is various transparent films (H) comprised from a plastic resin. Such various transparent films are also referred to as various plastic films or plastic sheets. Specific examples include, for example, polyvinyl alcohol films, polytriacetyl cellulose films, polyolefin films such as polypropylene, polyethylene, polycycloolefin, and ethylene-vinyl acetate copolymers, polyester films such as polyethylene terephthalate and polybutylene terephthalate, Examples include polycarbonate films, polynorbornene films, polyarylate films, polyacrylic films, polyphenylene sulfide films, polystyrene films, polyvinyl films, polyamide films, polyimide films, and polyoxirane films.

  In the laminate of the present invention, when a multilayer film is formed by laminating a plurality of transparent films (H), the transparent films (H) to be used may be the same or different. For example, a polyacrylic film may be laminated on a polycycloolefin film via an adhesive layer.

  Although the thickness of a transparent film can be determined suitably, generally, it is 1-500 micrometers from viewpoints of workability | operativity, such as intensity | strength or a handleability, and thin-layer property, etc., 1-300 micrometers is preferable, 5- 200 μm is more preferable. In the optical application, the thickness of the transparent film is particularly preferably in the range of 5 to 150 μm.

  In one embodiment of the optical element laminate according to the present invention, it is preferable to use the optical film (I) mainly used in optical applications as the transparent film (H). Here, the optical film (I) is a film obtained by subjecting the transparent film (H) itself to a special treatment and has optical functions such as light transmission light diffusion, light collection, refraction, scattering, and HAZE. Intended for things. Such optical film (I) can be used alone or in combination of several kinds. In one Embodiment of this invention, the laminated body for optical elements can be comprised by forming the resin layer which consists of the said resin composition in at least one main surface of the said optical film (I).

  Specific examples of the optical element laminate include, for example, a hard coat film, an antistatic coat film, an antiglare coat film, a polarizing film, a retardation film, an elliptically polarizing film, an antireflection film, a light diffusion film, a brightness enhancement film, Examples include a prism film (also referred to as a prism sheet), a decorative film (meaning a filling sheet for a touch panel), a light guide film (also referred to as a light guide plate), and the like. You may stick the said laminated body for optical elements to glass plates, such as a liquid crystal display device, a PDP module, a touch panel module, and an organic EL module, using the resin composition of this invention as an adhesive agent. As another form, the resin composition of the present invention may be used as an adhesive, and the optical element laminate may be adhered to the various optical films (I).

  Hereinafter, a polarizing film is mentioned as an example of the laminated body for optical elements, and the embodiment of the laminated body will be described more specifically. The polarizing film is also called a polarizing plate, and is an optical film (I) having a multilayer structure in which a polarizer is sandwiched between two film-like substrates. When the transparent film (H) is provided on both sides of the polarizer in the polarizing film, the transparent film (H) made of the same polymer material is used on the front and back surfaces, or the transparent film (H) made of a different polymer material is used. It may be used. The polarizing film has a structure in which, for example, both surfaces of a polyvinyl alcohol-based polarizer are sandwiched between two polytriacetylcellulose-based protective films (hereinafter referred to as “TAC films”) that are polyacetylcellulose-based films. As another example, the polarizing film has one or both sides of a polyvinyl alcohol polarizer sandwiched between films such as polycycloolefin film, polyacrylic film, polycarbonate film, and polyester film that are polynorbornene films. It has a structure.

Although it does not specifically limit, For example, the said polarizing plate (polarizing film) can be manufactured as follows.
(I) The resin composition of the present invention is applied as an adhesive to one main surface of the first transparent film (first protective film) to form a first polymerizable adhesive layer. Moreover, the resin composition of this invention is apply | coated to one main surface of a 2nd transparent film (2nd protective film) as an adhesive agent, and a 2nd polymeric contact bonding layer is formed. Next, the first polymerizable adhesive layer and the second polymerizable adhesive layer are simultaneously and / or sequentially overlapped on both main surfaces of the polyvinyl alcohol polarizer. Next, the obtained laminate is irradiated with active energy rays to polymerize and cure the first and second adhesive layers.

  (II) The resin composition of the present invention is applied as an adhesive to one main surface of the polyvinyl alcohol-based polarizer to form a first polymerizable adhesive layer, and the surface of the first polymerizable adhesive layer Is covered with a first transparent film (first protective film). Next, the other main surface of the polyvinyl alcohol-based polarizer is coated with the resin composition of the present invention as an adhesive to form a second polymerizable adhesive layer, and the surface of the second polymerizable adhesive layer is Cover with a second protective film. Next, the obtained laminate is irradiated with active energy rays to polymerize and cure the first and second polymerizable adhesive layers.

  (III) The end portion of the first transparent film (first protective film) overlaid with one main surface of the polyvinyl alcohol polarizer, and the second protective film overlaid on the other surface of the polyvinyl alcohol polarizer. The resin composition of the present invention is dropped as an adhesive on each end, and the laminate is passed between rolls to spread the adhesive between the layers. Next, the active energy ray is irradiated to the laminate to polymerize and cure the active energy ray-polymerizable adhesive.

  The polarizing film has been described as an example as an embodiment of the optical element laminate. However, the laminate is characterized by using the resin composition of the present invention as a coating agent or adhesive for various substrates. Therefore, it is not limited to the polarizing film, and it should be easily understood that a laminated body that can be suitably used for optical applications can be configured in other embodiments using other various substrates.

Hereinafter, the present invention will be described with reference to specific examples. However, the present invention is not limited to the following examples. Further, “parts” and “%” described in the following Examples and Comparative Examples represent “parts by weight” and “% by weight”, respectively.
<Adjustment of active energy ray polymerizable resin composition>
[Composition Examples 1-61]
The light-shielded 300 ml mayonnaise bottle substituted with an oxygen concentration of 10% or less was charged at the ratios (parts by weight) shown in Tables 1 to 3 and sufficiently agitated with a disper to sufficiently degas. Then, the active energy ray polymeric resin composition shown to a compounding example was obtained, respectively.

About the active energy ray polymeric resin composition of the compounding example shown to Tables 1-3, the solution external appearance and the viscosity were calculated | required according to the following method, and the result was shown in Table 4.

Abbreviations in the table are as follows.
2MTA: 2-methoxyethyl acrylate ALE200: Lauroxy acrylate-polyethylene glycol (n = 4)
MCMA: methyl acrylate (methoxycarbonyl) 4HBA: 4-hydroxybutyl acrylate 2HEA: 2-hydroxyethyl acrylate AA: acrylic acid UV3000B: polyurethane oligomer (urethane acrylate) manufactured by Nippon Synthetic Chemical Industry Co., Ltd.
Ebecry 600: Polyepoxy oligomer (epoxy acrylate) manufactured by Daicel Cytec Co., Ltd.
DCPA: dicyclopentanyl acrylate IBXA: isobornyl acrylate CHDMMA: 1,4-cyclohexanedimethanol acrylate nBA: butyl acrylate NPGDA: neopentyl glycol diacrylate JER828: 2,2 ′-(dimethylmethylene) bis [( p-phenylene) oxymethylene] bisoxirane (Mitsubishi Chemical Corporation)
CEP-01: 1,3-phenylenebis (methylene) bis (7-oxabicyclo [4.1.0] heptane-3-carboxylate)
2021P: 3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate (Delcel, Celoxide 2021P)
EGDG: ethylene glycol diglycidyl ether GCDG: glycerin diglycidyl ether OXT-101: 3-ethyl-3-hydroxymethyloxetane (Aron Oxetane OXT-101 manufactured by Toagosei Co., Ltd.)
GC: Glycerin carbonate DEGVE: Diethylene glycol monovinyl ether TC100: Titanium acetylacetonate (Matsumoto Fine Chemical Co., Ltd.)
TC400: Titanium triethanolamate (manufactured by Matsumoto Fine Chemical Co., Ltd.)
ZC150: Zirconium tetraacetylacetonate (Matsumoto Fine Chemical Co., Ltd.)
ALM: Aluminum alkyl acetoacetate diisopropylate (Kawaken Fine Chemical Co., Ltd.)
TPO: 2,4,6-trimethylbenzoyl-diphenyl-phosphine oxide (manufactured by BASF, DAROCUR TPO)
CPI110P: Triarylsulfonium salt type photoacid generator (manufactured by San Apro)

"appearance"
The appearance of the resin composition obtained in each formulation example was observed and visually evaluated.

"viscosity"
About 1.2 ml of the resin composition obtained in each blending example was measured with an E-type viscometer (TV-22 manufactured by Toki Sangyo Co., Ltd.) under an atmosphere of 23 ° C., and a rotation speed of 0.5 to The solution viscosity (mPa · s) was measured at 100 rpm for 1 minute.

<Example of production of laminate (A)>
[Examples 1 to 64] [Comparative Examples 1 to 6]
As the transparent films (1) and (2), the films shown in Table 5 were used, and laminates were prepared by the following method.
The surfaces of the transparent films (1) and (2) are subjected to corona treatment with a discharge amount of 300 W · min / m ² , and the active energy ray polymerizable adhesives shown in Tables 1 to 3 are added within 1 hour after the surface treatment. Coating is performed using a wire bar coater to a film thickness of 4 μm, an active energy ray polymerizable adhesive layer is formed, and a polyvinyl alcohol polarizer is sandwiched between the active energy ray polymerizable adhesive layer and a transparent film A laminate comprising (1) / adhesive layer / PVA polarizer / adhesive layer / transparent film (2) was obtained. Four sides of this laminate were fixed with cellophane tape so that the transparent film (1) was in contact with the tin plate, and was fixed to the tin plate.

A laminate (polarizing plate) was prepared by irradiating ultraviolet rays having a maximum illuminance of 300 mW / cm ² and an integrated light amount of 300 mJ / cm ² from the transparent film (2) side with an active energy ray irradiation device (high pressure mercury lamp manufactured by Toshiba Corporation).

With respect to the obtained laminate (polarizing plate) itself, the peel strength, gel fraction, punching workability, shrinkage rate, heat resistance and heat and humidity resistance were determined according to the following methods, and the results are shown in Table 5.

<Peel strength>
The adhesive strength was measured in accordance with JIS K6 854-4 Adhesive-Peel Adhesion Strength Test Method-Part 4: Floating Roller Method.
That is, the obtained polarizing plate was cut into a size of 25 mm × 150 mm using a cutter to obtain a measurement sample. The sample was affixed on a metal plate using a double-sided adhesive tape (DF8712S manufactured by Toyochem Co., Ltd.) using a laminator to obtain a laminate for measurement of the polarizing plate and the metal plate. The polarizing plate of the laminate for measurement is provided with a peeling flicker between the protective film and the polarizer in advance, and the laminate for measurement is 300 mm / min under the conditions of 23 ° C. and 50% relative humidity. It peeled at the speed | rate of and was set as peeling force. Under the present circumstances, the peeling force of both a polyvinyl alcohol-type polarizer and a protective film (1) and a polyvinyl alcohol-type polarizer and a protective film (2) was measured. This peeling force was evaluated as an adhesive force in four stages. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
A: Unpeelable or polarizing plate breakage O: Peeling force is 2.0 (N / 25 mm) or more to less than 5.0 (N / 25 mm).
(Triangle | delta): Peeling force is 1.0 (N / 25mm) or more-less than 2.0 (N / 25mm).
X: Peeling force is less than 1.0 (N / 25 mm).

<Gel fraction>
A non-corona-treated polynorbornene-based film (trade name “Zeonor ZF-14: 100 μm”) with an active energy ray-polymerizable adhesive and a wire bar coater to a film thickness of 20 to 25 μm. Then, an active energy ray-polymerizable adhesive layer was formed, and Zeonor ZF-14 not subjected to corona treatment was laminated on the active energy ray-polymerizable adhesive layer to obtain a laminate composed of three layers. Then, the active energy ray polymerizable adhesive layer was polymerized and cured by irradiating with an active energy ray irradiation device (a high-pressure mercury lamp manufactured by Toshiba Corporation) with an active energy ray having a maximum illuminance of 300 mW / cm ² and an integrated light amount of 300 mJ / cm ^2. The laminate Zeonor ZF-14 was peeled off to obtain an adhesive layer.
After the weight of the adhesive layer was measured (weight 1) was sandwiched between metal meshes so that the adhesive layers did not overlap each other, and refluxed in methyl ethyl ketone (MEK) for 3 hours. The film was further dried at 80 ° C. for 30 minutes, and the weight of the adhesive layer was measured (weight 2). The gel fraction was calculated from the following formula and evaluated in three stages. In the case of “△” evaluation or higher, there is no problem in actual use.
Gel fraction (%) = {1− (weight 1−weight 2) / weight 1)} × 100
(Evaluation criteria)
○: Gel fraction is 90% or more Δ: Gel fraction is 80% to less than 90% ×: Gel fraction is less than 80%

<Punching workability>
The produced polarizing plate was punched out from the protective film (1) side using a 100 mm × 100 mm blade manufactured by Dumbbell.
The peripheral peeling distance of the punched polarizing plate was measured with a ruler and evaluated according to the following four levels. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
A: 0 mm
○: 1mm or less △: 1-3mm
×: 3 mm or more

"Shrinkage factor"
The polarizing plate piece is left in a constant temperature and humidity chamber of 80 ° C.-dry and 60 ° C.-90 RH%, the amount of shrinkage in the stretching direction after 60 hours is measured, and the ratio of the amount of shrinkage to the original length (100 mm) Was determined as the shrinkage rate and evaluated in the following three stages.
Note that “dry” is a test condition when only the temperature is controlled and humidity is not controlled in an oven with a humidity adjusting function. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
○: Shrinkage rate is 0.2% or less Δ: Shrinkage rate is greater than 0.2% and 0.4% or less ×: Shrinkage rate exceeds 0.4%

"Heat-resistant"
The polarizing plate obtained in each Example and Comparative Example was cut into a size of 50 mm × 40 mm and exposed for 1000 hours under the conditions of 80 ° C.-dry and 100 ° C. dry. After exposure, the presence or absence of peeling at the end of the polarizing plate was visually evaluated in the following three stages. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
A: No peeling at all even under the condition of 100 ° C.-dry.
○: No peeling at all at 80 ° C.-dry condition.
(Triangle | delta): There exists peeling less than 1 mm on 80 degreeC-dry conditions.
X: 1 mm or more peeled off at 80 ° C.-dry condition.

《Moisture and heat resistance》
The polarizing plates obtained in each Example and Comparative Example were cut into a size of 50 mm × 40 mm and exposed for 1000 hours under conditions of 60 ° C.-90% RH and 85 ° C.-85% RH. After exposure, the presence or absence of peeling at the end of the polarizing plate was visually evaluated in the following three stages. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
A: No peeling at all at 85 ° C. to 85% RH.
○: No peeling at all at 60 ° C.-90% RH.
(Triangle | delta): There exists peeling of less than 1 mm on the conditions of 60 degreeC-90% RH.
X: There is peeling of 1 mm or more under the condition of 60 ° C.-90% RH.

<Example of production of laminate B>
[Examples 66 to 135] [Comparative Examples 7 to 12]
The resin composition shown in Tables 1 to 3 was used as an active energy ray polymerizable coating agent, the film shown in Table 6 was used as an optical film, and a laminate was prepared by the following method.
Using a wire bar coater, the surface of the optical film is subjected to corona treatment with a discharge amount of 300 W · min / m ² , and the resin composition shown in the formulation example is used as an active energy ray polymerizable coating agent within 1 hour after the surface treatment. Coating was carried out to a film thickness of 4 μm to form a coating agent layer. The four sides of this laminate were fixed to the tinplate with cellophane tape so that the optical film was in contact with the tinplate.
After replacing the inside of the UV irradiation device (Toshiba High Pressure Mercury Lamp) with dry nitrogen, the coating agent layer is irradiated with ultraviolet rays having a maximum illuminance of 300 mW / cm ^{2 at} a wavelength of 365 nm and an integrated light amount of 300 mJ / cm ² from the coating agent layer side. The laminated body which has was produced.

About the obtained laminated body, adhesive force and heat resistance were calculated | required in accordance with the following method, and the result was similarly shown in Table 6.

"Adhesion"
According to JIS K5400, a cross-cut peel test was performed. The number of cells peeled in 100 cells was evaluated in four stages. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
◎: 0 square ○: 1-10 square △: 11-30 square ×: 31 squares or more

"Heat-resistant"
The laminates obtained in each Example and Comparative Example were cut into a size of 50 mm × 40 mm and exposed for 1000 hours under the condition of 80 ° C.-dry. After the exposure, the presence or absence of peeling at the end of the laminate was visually evaluated in the following three stages. In the case of “△” evaluation or higher, there is no problem in actual use.
(Evaluation criteria)
○: No peeling △: 1 mm or less peeling ×: 1 mm or more peeling

In the present invention, as representative examples of the optical film, exemplary compounds are specifically shown in Tables 5 and 6 below, but are not limited thereto.
As an example film notation,
TAC80: manufactured by Fuji Film Co., Ltd. Polytriacetylcellulose-based film (containing UV absorber, film thickness 80 μm),
TAC50: manufactured by Fuji Film Business Supply Co., Ltd. Polytriacetylcellulose-based film (containing no UV absorber, film thickness 50 μm),
ZF-14: A polynorbornene-based film (containing no UV absorber, film thickness 100 μm) manufactured by Nippon Zeon Co., Ltd.
HBD-002: Polyacrylic film manufactured by Mitsubishi Rayon Co., Ltd. (containing no UV absorber, film thickness 50 μm),
R-140: Polycarbonate film (containing no UV absorber, film thickness 43 μm) manufactured by Kaneka Corporation,
Emplet S: Polyester film (containing UV absorber, film thickness 50 μm) manufactured by Unitika Ltd.,
TUX-HZ: manufactured by Tosero Co., Ltd. Polyethylene film (containing UV absorber, 50 μm)
Indicates.

When the resin composition of the present invention is used as an adhesive, as shown in Table 5, in Examples 4 to 12, 14 to 19, 23 to 27, 29 to 34, 38 to 42, and 44 to 64, no problem. In Examples 1 to 3, 13, 20 to 22, 28, 35 to 37, and 43, levels such as peel strength, punching workability, shrinkage rate, and heat resistance are low, but they can be used. On the other hand, in Comparative Examples 1-6, it turns out that adhesive force is especially low, punching workability and shrinkage rate are difficult, and adhesiveness, heat resistance, wet heat resistance, etc. are inferior.
Moreover, when using the resin composition of this invention as a coating agent, it is the same tendency as Table 5, and as shown in Table 6, Examples 69-77, 79-84, 88-92, 94-100, In 103-107 and 109-135, both adhesiveness and heat resistance are excellent, and there is no particular problem. Moreover, although Examples 66-68, 78, 85-87, 93, 100-102, and 108 have a low level of adhesiveness and heat resistance, they can be used. On the other hand, in Comparative Examples 7-12, it turns out that it is especially inferior to adhesiveness or heat resistance.

Claims (9)

an α, β-ethylenically unsaturated double bond group-containing compound (A) and / or a cationic polymerizable compound (B);
A metal chelate compound (C);
An active energy ray polymerizable resin composition comprising an active energy ray initiator (D). In the total amount of the active energy ray polymerization composition,
0.1 to 10% by weight of compound (C),
The active energy ray polymerizable resin composition according to claim 1, comprising 0.01 to 20 wt% of the active energy ray initiator (D). Compound (A) is an alkoxy group, an ether group, a hydroxyl group, and a keto group (excluding an alkoxy group, an ether group, a hydroxyl group, and a keto group directly bonded to an α, β-unsaturated double bond group) The active energy ray polymerizable property according to claim 1, comprising an α, β-ethylenically unsaturated double bond group-containing compound (a1) having one or more functional groups selected from the group consisting of Resin composition. The active energy ray polymerization according to any one of claims 1 to 3, wherein the compound (A) comprises an α, β-ethylenically unsaturated double bond group-containing compound (a2) having one or more cyclic structures. Resin composition. A compound (B) contains an oxirane compound (b1), The active energy ray polymeric resin composition in any one of Claims 1-4 characterized by the above-mentioned. A substrate (G);
The laminated body which has a resin layer which consists of a resin composition in any one of Claims 1-5 provided in the at least one main surface of this base material (G). The laminate according to claim 6, wherein the substrate (G) is a transparent film (H). The transparent film (H) is selected from the group consisting of a polyacetylcellulose film, a polynorbornene film, a polypropylene film, a polyacryl film, a polycarbonate film, a polyester film, a polyvinyl alcohol film, and a polyimide film. The laminate according to claim 7, wherein the laminate is at least one kind. An optical film;
The laminated body for optical elements which has a resin layer which consists of a resin composition in any one of Claims 1-5 provided in the at least one main surface of this optical film.