TWI750430B - Active energy ray curable composition and film using it - Google Patents

Abstract

The present invention provides an active energy ray curable composition and a film using the same. The active energy ray curable composition is characterized by containing: an active energy ray curable compound (A), a compound having an alicyclic structure and a quaternary ammonium salt. Resin (B) and an organic solvent (C) containing an organic solvent (c-1) represented by the following general formula (1) within a range of 0.1 mass % or more and less than 15 mass %. It is preferable that the said organic solvent (C) further contains a hydrophobic solvent (c-2). The aforementioned resin (B) is preferably a polymer using 5 to 55% by mass of a polymerizable monomer having an alicyclic structure as a raw material. The blending amount of the resin (B) is preferably in the range of 0.1 to 30 parts by mass with respect to 100 parts by mass of the active energy ray-curable compound (A). The active energy ray-curable compound (A) contains a high refractive index polymerizable monomer (A-1) having a refractive index of 1.55 or more, and/or a polymerizable monomer (A-2) other than the aforementioned (A-1) ) is better.

Description

Active energy ray curable composition and film using the same

The present invention relates to an active energy ray-curable composition capable of forming a hard coat layer, and a thin film using the same.

Resin film is used for scratch prevention film on the surface of flat panel display (FPD) such as liquid crystal display (LCD), organic EL display (OLED), plasma display (PDP), etc., decorative film (sheet) for interior and exterior of automobiles, Various applications such as low-reflection films for windows and thermal insulation films. However, the surface of the resin film is soft and has low scratch resistance, so for the purpose of reinforcing it, it is generally performed by providing a hard coat layer on the surface of the film, and the hard coat layer is a hard coat containing an active energy ray curable composition or the like. The agent is coated on the surface of the film and then hardened.

In addition, in these applications, the requirements for low cost and high precision have increased in recent years. However, if the hard coating agent is applied at a high speed, it is easy to peel off and electrify, and it will attract the suspended foreign matter in the air and induce coating film defects, resulting in a decrease in yield. The problem. Therefore, as a strategy for suppressing the decrease in yield, methods for imparting antistatic properties are widely used, and in particular, quaternary ammonium salt-based antistatic agents that are inexpensive and highly transparent have been sufficiently used (for example, refer to Patent Document 1 and 2).

On the other hand, as for the resin film used in the production of FPD, although triacetyl cellulose (TAC) film or cycloolefin polymer (COP) film has been the mainstream so far, however, due to the trend of cost reduction , the use rate of the film with a hard coat, which is relatively inexpensive and has low moisture permeability and high dimensional stability, is increasingly used as a supporting substrate.

However, the aforementioned polymethyl methacrylate base material has relatively high solvent resistance (erosion resistance), and there is a problem that interference lines are easily generated at the interface between the hard coat layer and the base material.

prior art literature Patent Literature

Patent Document 1 Japanese Patent Laid-Open No. 2004-143303

Patent Document 2 Japanese Patent Application Laid-Open No. 2004-123924

The problem to be solved by the present invention is to provide an active energy ray-curable composition capable of forming a hard coat layer with excellent coating film appearance and antistatic properties, and hardly generating interference lines at the interface with the substrate, and a film using the composition .

The present invention provides an active energy ray curable composition and a film using the same. The active energy ray curable composition is characterized by containing: an active energy ray curable compound (A), a compound having an alicyclic structure and a quaternary ammonium salt. Resin (B), and organic solvent (C), the organic solvent (C) contains the organic solvent (c-1) represented by the following general formula (1) in the range of 0.1 mass % or more and less than 15 mass %:

(In the general formula (1), R ¹ represents an alkyl group, an allyl group, a phenyl group, or a benzyl group having a linear or branched structure with 1 to 10 carbon atoms, and n represents an integer of 1 to 3).

The active energy ray-curable composition of the present invention can form a hard coating with excellent coating stability, coating appearance and antistatic properties, and hardly generating interference lines at the interface with the substrate.

Therefore, the thin film having the hard coat layer composed of the hard coat film of the active energy ray curable composition of the present invention can be suitably used as a flat panel such as a liquid crystal display (LCD), an organic EL display (OLED), and a plasma display (PDP). Optical films for displays (FPD).

Aspects for carrying out the invention

The active energy ray-curable composition of the present invention contains an active energy ray-curable compound (A), a resin (B) having an alicyclic structure and a quaternary ammonium salt, and a specific amount of a specific organic solvent (c-1) the organic solvent (C).

For the above-mentioned active energy ray-curable compound (A), for example, a high-refractive-index polymerizable monomer (A-1) having a refractive index of 1.55 or more and a polymerizable monomer (A-1) other than the above-mentioned (A-1) can be used. A-2) etc. These monomers may be used alone or in combination of two or more. Among these, in the case of obtaining a high refractive index, it is preferable to include the above-mentioned (A-1), and in other cases, the above-mentioned (A-1) may not be included.

The above-mentioned polymerizable monomer (A-1) may be a high refractive index having a refractive index of 1.55 or more before curing. For example, aromatic polymerization having 2 to 6 aromatic rings is preferably used. monomers, stilbene-based polymerizable monomers, etc. Moreover, as a specific example of the said polymerizable monomer (A), the compound represented by the following general formula (1); (meth)acrylate compounds having a phenylbenzyl group such as phenylbenzyl ester; (meth)acrylate compounds having a phenylphenol group such as phenylphenol EO acrylate; propoxylated bisphenol A bis(methyl) base) acrylate, ethoxylated bisphenol A di(meth)acrylate, bisphenol A di(meth)acrylate with oxyethylidene, bisphenol A tri(meth)acrylate with oxyethylidene ) Bisphenol compounds etc. which have (meth)acryloyl groups in the range of 2 to 4 such as acrylates. These polymerizable monomers (A) may be used alone or in combination of two or more.

In the above-mentioned polymerizable monomer (A-1), from the viewpoint of controlling the refractive index, a compound selected from the group consisting of a compound represented by the following general formula (3) and a phenylbenzyl group is used. It is preferable to use one or more monomers in the group of bisphenol compounds having (meth)acryloyl groups in the range of 2 to 4 (meth)acryloyl groups) acrylate compounds and the following general formula (3) The compound shown, and/or the (meth)acrylate compound which has a phenylbenzyl group are more preferable. Moreover, when the compound represented by following general formula (3) is used together with the (meth)acrylate compound which has a phenylbenzyl group, it is preferable that the range of the mass ratio is 30/70-70/30.

(In formula (3), R ¹ and R ² each represent a hydrogen atom or a methyl group, and m and n each represent an integer of 0 to 5).

Furthermore, in the present invention, "(meth)acrylate" means one or both of acrylate and methacrylate, and "(meth)acryloyl" means acryl and methacrylate One or both of the bases.

The content in the case of using the aforementioned polymerizable monomer (A-1) is preferably in the range of 3 to 30 mass % in the active energy ray-curable compound (A), and in the range of 5 to 20 mass % better.

As a polymerizable monomer (A-2) other than the said (A-1), a polyfunctional (meth)acrylate, a urethane (meth)acrylate, etc. can be used, for example. These may be used alone or in combination of two or more.

The said polyfunctional (meth)acrylate is a compound which has 3 or more (meth)acryloyl groups in 1 molecule, for example, 1, 4- butanediol di(meth)acrylate, 3-methyl acrylate, Alkyl-1,5-pentanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 2-methyl-1 ,8-octanediol di(meth)acrylate, 2-butyl-2-ethyl-1,3-propanediol di(meth)acrylate, tricyclodecanedimethanol di(meth)acrylate, Ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate Di(meth)acrylates of diols such as acrylates, polyethylene glycol di(meth)acrylates, polypropylene glycol di(meth)acrylates, sam(2-hydroxyethyl) trimer Di(meth)acrylate of cyanic acid, di(meth)acrylate of diol obtained by adding 4 mol or more of ethylene oxide or propylene oxide to 1 mol of neopentyl glycol, in 1 Di(meth)acrylate, trimethylolpropane tri(meth)acrylate, ethylene oxide of diols obtained by adding 2 moles of ethylene oxide or propylene oxide to molar bisphenol A Modified trimethylolpropane tri(meth)acrylate, propylene oxide modified trimethylolpropane tri(meth)acrylate, 2-trimethylolpropane tri(meth)acrylate, 2-trihydroxy Methyl propane tetra(meth)acrylate, ginseng(2-(meth)acryloyloxyethyl) isocyanic acid, neotaerythritol tri(meth)acrylate, neotaerythritol tetrakis (Meth)acrylate, Dipiveaerythritol tri(meth)acrylate, Dipiveaerythritol tetra(meth)acrylate, Dipiveaerythritol penta(meth)acrylate, Dipiveaerythritol Alcohol hexa(meth)acrylate, tripivalerythritol hexa(meth)acrylate, tripivalerythritol hepta(meth)acrylate, tripivalerythritol octa(meth)acrylate and the like. These polyfunctional (meth)acrylates may be used alone or in combination of two or more. Moreover, among these polyfunctional (meth)acrylates, it is preferable to use polyfunctional (meth)acrylates having three or more (meth)acryloyl groups from the viewpoint of obtaining better scratch resistance. Preferably, to use a compound selected from the group consisting of tri-pivalerythritol octa(meth)acrylate, More preferably, one or more compounds selected from the group of alcohol penta(meth)acrylate, neotaerythritol tetra(meth)acrylate, and neotaerythritol tri(meth)acrylate.

The aforementioned urethane (meth)acrylate, for example, is obtained by reacting a polyisocyanate (a2-1) with a (meth)acrylate (a2-2) having a hydroxyl group, which has one or 2 (meth)acryloyl groups.

The aforementioned polyisocyanate (a2-1) includes aliphatic polyisocyanates and aromatic polyisocyanates. However, in terms of reducing the coloration of the cured coating film of the active energy ray-curable composition of the present invention, aliphatic polyisocyanates are used. Polyisocyanates are preferred.

The portion other than the aforementioned aliphatic polyisocyanate-based isocyanate group is a compound composed of an aliphatic hydrocarbon. Specific examples of the aliphatic polyisocyanate include aliphatic polyisocyanates such as hexamethylene diisocyanate, lysine diisocyanate, and lysine triisocyanate; norbornane diisocyanate and isophorone diisocyanate. , methylenebis(4-cyclohexylisocyanate), 1,3-bis(isocyanatomethyl)cyclohexane, 2-methyl-1,3-diisocyanatocyclohexane, 2- Alicyclic polyisocyanates such as methyl-1,5-diisocyanatocyclohexane and the like. Moreover, the trimer obtained by trimerizing the aliphatic polyisocyanate or the alicyclic polyisocyanate can also be used as the aliphatic polyisocyanate. In addition, these aliphatic polyisocyanates may be used alone or in combination of two or more.

Among these, it is preferable to use at least one selected from the group consisting of hexamethylene diisocyanate, norbornane diisocyanate, and isophorone diisocyanate from the viewpoint of obtaining more excellent scratch resistance. good.

The said (meth)acrylate (a2-2) is a compound which has a hydroxyl group and a (meth)acryloyl group. Specific examples of the (meth)acrylate (a2-2) include 2-hydroxyethyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, 2-(meth)acrylate -Hydroxybutyl, 4-hydroxybutyl (meth)acrylate, 1,5-pentanediol mono(meth)acrylate, 1,6-hexanediol mono(meth)acrylate, neopentyl glycol Mono(meth)acrylate of dihydric alcohols such as mono(meth)acrylate, hydroxytrimethylacetate neopentyl glycol mono(meth)acrylate; trimethylolpropane di(meth)acrylate, Ethylene oxide (EO) modified trimethylolpropane (meth)acrylate, propylene oxide (PO) modified trimethylolpropane di(meth)acrylate, glycerol di(meth)acrylate , bis(2-(meth)acryloyloxyethyl)hydroxyethyl isocyanate and other trihydric alcohols mono- or di(meth)acrylates; or a part of these alcoholic hydroxyl groups borrowed from Mono- and di-(meth)acrylates with hydroxyl groups modified by ε-caprolactone; neotaerythritol tri(meth)acrylate, neotaerythritol tetra(meth)acrylate, ertrimethylol Compounds having a monofunctional hydroxyl group and a trifunctional or higher (meth)acryloyl group, such as propane tri(meth)acrylate, dipeptaerythritol penta(meth)acrylate, or the - Caprolactone-modified polyfunctional (meth)acrylates with hydroxyl groups; dipropylene glycol mono(meth)acrylate, diethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate , Polyethylene glycol mono(meth)acrylate and other (meth)acrylates with oxyalkylene chain; polyethylene glycol-polypropylene glycol mono(meth)acrylate, polyoxybutylene-polyoxyethylene (meth)acrylates with block-structured oxyalkylene chains such as propylidene propylidene mono(meth)acrylate; poly(ethylene glycol-tetramethylene glycol) mono(meth)acrylate, Poly(propylene glycol-tetramethylene glycol) mono(meth)acrylate and the like (meth)acrylate having an oxyalkylene chain with a random structure, and the like. These (meth)acrylates (a2-2) may be used alone or in combination of two or more. Among these, from the viewpoint that more excellent scratch resistance can be obtained, a group selected from the group consisting of neopentaerythritol tri(meth)acrylate, dipeoerythritol penta(meth)acrylate, and tripepentaerythritol is used. One or more kinds of compounds in the group of tetraol hepta(meth)acrylate are preferable.

The reaction of the above-mentioned polyisocyanate (a2-1) and the above-mentioned (meth)acrylate (a2-2) can be carried out by a conventional urethane reaction. Moreover, in order to promote the progress of the urethane-forming reaction, it is preferable to carry out the urethane-forming reaction in the presence of a urethane-forming catalyst. Examples of the aforementioned urethane catalyst include amine compounds such as pyridine, pyrrole, triethylamine, diethylamine, and dibutylamine; triphenylphosphine, triethylphosphine, and the like. Organotin compounds such as dibutyltin dilaurate, octyltin trilaurate, octyltin diacetate, dibutyltin diacetate, tin octoate, etc.; organic zinc compounds such as zinc octoate, etc.

When the above-mentioned polyfunctional (meth)acrylate and urethane (meth)acrylate are used in combination, the mixing ratio is 40/60 to 90/10 from the viewpoint of obtaining better scratch resistance. The range is preferable, and the range of 50/50~80/20 is more preferable.

The polymerizable monomer (A-2) preferably contains the polyfunctional (methyl) In addition to acrylate and/or urethane (meth)acrylate, it further contains a compound selected from the group consisting of tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, ethylene glycol Monophenyl ether (meth)acrylate, and one or more compounds in the group of compounds represented by the following general formula (2).

(In the general formula (2), R ² and R ⁴ each independently represent a hydrogen atom or a methyl group; R ³ represents an alkylene group having 1 to 10 carbon atoms; and m represents an integer of 1 to 4).

For the compound represented by the aforementioned general formula (2), from the viewpoint of making it more difficult to generate interference fringes at the interface with the substrate, R ³ represents an alkylene group having 2 to 6 carbon atoms, and m It is preferable to represent an integer of 1 to 4.

In the case of using the aforementioned tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, ethylene glycol monophenyl ether (meth)acrylate, and the compound represented by the general formula (2), this The total usage amount, etc., is considered to be in the range of 0.1 to 20 mass % of the above-mentioned active energy ray curable compound (A) from the viewpoint of making it less likely to generate interference fringes at the interface with the substrate, and 1 to 20 mass %. The range of 10 mass % is more preferable.

In addition, if necessary, the above-mentioned polyfunctional (meth)acrylate, urethane (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, ethylene glycol For the active energy ray curable compound (A) other than the monophenyl ether (meth)acrylate and the compound represented by the general formula (2), epoxy (meth)acrylate, polyester (methyl) ) acrylate, polyether (meth)acrylate, etc.

The aforementioned resin (B) must have an alicyclic structure and a quaternary ammonium salt in order to obtain excellent antistatic properties.

The method for producing the resin (B) includes, for example, a polymerizable monomer (b1) having an alicyclic structure and a polymerizable monomer (b2) having a quaternary ammonium salt as essential components, and the polymerizable monomer (b2) described above is polymerized. A method of copolymerizing a polymerizable monomer (b1) and the aforementioned polymerizable monomer (b2) with a copolymerizable polymerizable monomer (b3). These copolymerization reactions can be carried out in the organic solvent (C) described later.

The said polymerizable monomer (b1) is a polymerizable monomer which has an alicyclic structure. The aforementioned alicyclic structure includes, for example, a cyclopropane ring, a cyclobutane ring, a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a cyclononane ring, and a cyclodecane ring. Monocyclic alicyclic structures such as rings; bicycloundecane, decalin, tricyclo[5.2.1.0 ^2,6 ]decane, bicyclo[4.3.0]nonane, tricyclo[5.3 .1.1] Dodecane ring, tricyclo[5.3.1.1]dodecane ring, spiro[3.4]octane ring and other polycyclic alicyclic structures, etc. In addition, specific examples of the polymerizable monomer (b1) include cyclohexyl (meth)acrylate, 1,4-cyclohexanedimethanol mono(meth)acrylate, and iso(meth)acrylate. Camphenate, dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate, dicyclopentenyl (meth)acrylate, etc. These polymerizable monomers (b1) may be used alone or in combination of two or more.

Examples of the polymerizable monomer (b2) include: 2-[(meth)acryloyloxy]ethyltrimethylammonium chloride, 3-[(meth)acryloyl chloride 2-[(meth)acryloyloxy]ethyltrimethylammonium bromide, 3-[(meth)propene bromide Acrylooxy] propyl trimethyl ammonium compound relative anion is bromide ion; 2-[(meth)acryloyloxy] ethyl trimethyl ammonium methylbenzenesulfonate, 2-[(methyl (methyl)acryloyloxy]ethyltrimethylammonium methanesulfonate, 3-[(meth)acryloyloxy]propyltrimethylammonium methylbenzenesulfonate, 3-[(methyl) (methyl)acryloyloxy]propyltrimethylammonium methanesulfonate, 2-[(meth)acryloyloxy]ethyltrimethylammonium methyl sulfate, 3-[(methyl) The counter anions, such as acrylyloxy]propyltrimethylammonium methyl sulfate salt, are non-halogen ions and the like. These polymerizable monomers (b2) may be used alone or in combination of two or more.

Examples of the polymerizable monomer (b3) include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, and n-butyl (meth)acrylate. , Isobutyl (meth)acrylate, n-pentyl (meth)acrylate, n-hexyl (meth)acrylate, n-heptyl (meth)acrylate, n-octyl (meth)acrylate, (meth)acrylic acid Alkyl (meth)acrylates such as 2-ethylhexyl, nonyl (meth)acrylate, decyl (meth)acrylate, dodecyl (meth)acrylate; methoxypolyethylene glycol mono(methyl) base) acrylate, octyloxy polyethylene glycol·polypropylene glycol mono(meth)acrylate, lauryloxy polyethylene glycol mono(meth)acrylate, stearyloxy polyethylene glycol mono(meth)acrylate ) acrylate, phenoxy polyethylene glycol mono(meth)acrylate, phenoxy polyethylene glycol·polypropylene glycol mono(meth)acrylate, nonylphenoxy polypropylene glycol mono(meth)acrylic acid Mono(meth)acrylate of polyalkylene glycol such as ester, nonylphenoxy poly(ethylene glycol propylene glycol) mono(meth)acrylate; 2-perfluorohexylethyl (meth)acrylate etc. (meth)acrylates having fluorinated alkyl groups, etc. These polymerizable monomers (b3) may be used alone or in combination of two or more.

Among the above-mentioned polymerizable monomers (b3), since the antistatic property of the cured coating film of the active energy ray-curable composition of the present invention can be further improved, mono(meth)acrylate of polyalkylene glycol is preferred. Preferably, methoxy polyethylene glycol mono(meth)acrylate is more preferable. Moreover, since the antistatic property of the cured coating film of the active energy ray-curable composition of this invention can be improved more, the (meth)acrylate which has a fluorinated alkyl group is also preferable.

Among the mono(meth)acrylates of the polyalkylene glycols, the antistatic properties of the cured coating films of the active energy ray-curable composition of the present invention can be further improved. The number-average molecular weight of the polyalkylene glycol as the raw material of the mono(meth)acrylate is preferably in the range of 200-8,000, more preferably in the range of 300-6,000, and preferably in the range of 400-4,000 For further improvement, the range of 400~2,000 is particularly preferred.

The ratio of the polymerizable monomer (b1) in the total amount of the raw materials of the resin (B) is based on the fact that the antistatic property of the cured coating film of the active energy ray-curable composition of the present invention can be further improved by 5 to 55 mass The range of % is preferable, the range of 10-50 mass % is more preferable, and the range of 12-45 mass % is more preferable.

In addition, the ratio of the polymerizable monomer (b2) in the total amount of the raw materials of the resin (B) is 30~30~ The range of 90 mass % is preferable, the range of 40-80 mass % is more preferable, and the range of 45-70 mass % is more preferable.

Furthermore, in the case of using the mono(meth)acrylate of the above-mentioned polyalkylene glycol as the polymerizable monomer (b3), the performance of the active energy ray-curable composition of the present invention can be further improved. The antistatic property of the hardened coating film, the ratio of the polyalkylene glycol mono(meth)acrylate in the total raw material of the resin (B), is preferably in the range of 5 to 60 mass %, and is preferably 10 The range of -50 mass % is more preferable, and the range of 20-40 mass % is more preferable.

Moreover, in the case of using the above-mentioned (meth)acrylate having a fluorinated alkyl group for the above-mentioned polymerizable monomer (b3), the cured coating film based on the active energy ray-curable composition of the present invention can be further improved The ratio of the (meth)acrylate having a fluorinated alkyl group in the total amount of raw materials of the resin (B) is preferably in the range of 0.1 to 20% by mass, and in the range of 0.5 to 10% by mass. The range is more preferable, and the range of 1-5 mass % is more preferable.

The weight-average molecular weight of the resin (B) is preferably in the range of 1,000-100,000, preferably in the range of 2,000-50,000, based on the fact that the antistatic property of the cured coating film of the active energy ray-curable composition of the present invention can be further improved More preferably, the range of 3,000~30,000 is further better. In addition, the weight average molecular weight in this invention is the value measured by the gel permeation chromatography (GPC) method and converted into polystyrene.

The compounding amount of the aforementioned resin (B) is based on the fact that the antistatic property of the cured coating film of the active energy ray-curable composition of the present invention can be further improved with respect to 100 parts by mass of the aforementioned active energy ray-curable compound (A). In other words, the range of 0.1-30 parts by mass is more preferable, the range of 0.5-20 parts by mass is more preferable, the range of 1-10 parts by mass is further more preferable, and the range of 1.5-7 parts by mass is particularly preferable .

The aforementioned organic solvent (C) must contain an organic solvent (c-1) represented by the following general formula (1) in order to obtain a hard coat layer that is less likely to generate interference fringes at the interface with the substrate.

(In the general formula (1), R ¹ represents an alkyl group, an allyl group, a phenyl group, or a benzyl group having a linear or branched structure with 1 to 10 carbon atoms; n represents an integer of 1 to 3).

The aforementioned (c-1) has a relatively high boiling point, can segregate the resin (B) on the surface, and acts as a compatibilizer between the active energy ray-curable compound (A) and the resin (B), so that high Antistatic properties and excellent film appearance. In addition, it is determined that the generation of interference fringes can be suppressed by the high substrate corrosion resistance of the above-mentioned (c-1). In addition, the said organic solvent (c-1) may be used individually, and may use 2 or more types together.

^{Specific examples of the organic solvent in which R 1} in the aforementioned general formula (1) represents an alkyl group having a linear or branched structure with 1 to 10 carbon atoms include, for example, ethylene glycol monomethyl ether, Ethylene glycol monomethyl ether, triethylene glycol monomethyl ether, ethylene glycol monoisopropyl ether, diethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monobutyl ether, triethylene glycol Alcohol monobutyl ether, ethylene glycol monoisobutyl ether, diethylene glycol monoisobutyl ether, ethylene glycol monohexyl ether, diethylene glycol monohexyl ether, ethylene glycol mono-2-ethylhexyl ether, etc.

Moreover, content of the said (c-1) must be 0.1 mass % or more and less than 15 mass % in the said organic solvent (C). When the content of the above-mentioned (c-1) is less than 0.1 mass %, the influence of the above-mentioned effects is reduced, and interference fringes are generated, and a good coating film appearance cannot be obtained. When it is 15 mass % or more, it becomes It is easy to whiten and damage the appearance of the coating film. The content of the aforementioned (c-1) is preferably in the range of 1.5 to 12 mass % in the aforementioned organic solvent (C), and 2 The range of ~10 mass % is more preferable.

The aforementioned organic solvent (C) contains the aforementioned (c-1) as an essential component, and as other organic solvents, for example, a hydrophobic solvent (c-2) and a hydrophilic solvent (c) other than the aforementioned (c-1) can be used -3).

Examples of the hydrophobic solvent (c-2) include diethyl ether, benzene, toluene, ethyl acetate, butyl acetate, methyl ethyl ketone, methyl isobutyl ketone, acetylacetone, Xylene, n-butanol, dimethyl carbonate, diethyl carbonate, ethyl methyl carbonate, chloroform, propylene glycol monomethyl ether acetate, etc. These solvents may be used alone or in combination of two or more.

The aforementioned hydrophilic solvent (c-3) includes, for example, acetone, methanol, ethanol, n-propanol, isopropanol, diacetone alcohol, ethylene glycol monoethyl ether, propylene glycol monomethyl ether, diacetone Oxolane, tetrahydrofuran, tetrahydropyran, dimethylformamide, etc. These solvents may be used alone or in combination of two or more.

In addition, in this invention, the said hydrophilic solvent (c-3) means the solvent whose solubility in water is 10g/100ml or more, and it is a hydrophobic solvent (c-2) other than said (c-1). In addition, the solubility in water of an organic solvent is the solubility in 100 ml of water (25 degreeC).

The content of the above-mentioned hydrophilic solvent (c-3) is based on the viewpoint that the coating stability of the active energy ray-curable composition can be further improved, cracking of the cured coating film can be prevented, and a more excellent coating film appearance can be obtained. , in the aforementioned organic solvent (C), the range of 5-30 mass % is preferable, and the range of 10-25 mass % is more preferable.

The blending amount of the organic solvent (C) in the active energy ray-curable composition of the present invention is preferably such that the viscosity is suitable for the coating method described later.

Moreover, the active energy ray curable composition of this invention can form a cured coating film by irradiating an active energy ray after apply|coating to a base material. The active energy rays mean ionizing radiation such as ultraviolet rays, electron rays, alpha rays, beta rays, and gamma rays. When forming a cured coating film by irradiating ultraviolet rays as an active energy ray, it is preferable to add a photopolymerization initiator (D) to the active energy ray curable composition of the present invention to improve curability. In addition, if necessary, a photosensitizer (E) may be further added to improve curability. On the other hand, in the case of using ionizing radiation such as electron beam, α-ray, β-ray, and γ-ray, even if the photopolymerization initiator (D) or the photosensitizer (E) is not used, curing can be performed quickly, so It is not necessary to add the photopolymerization initiator (D) or the photosensitizer (E) in particular.

啉基(4-硫甲基苯基)丙-1-酮、2-苄基-2-二甲基胺基-1-(4-

啉基苯基)-丁酮等之乙醯苯系化合物；安息香、安息香甲基醚、安息香異丙基醚等安 息香系化合物；2,4,6-三甲基安息香二苯基膦氧化物、雙(2,4,6-三甲基苄醯基)-苯基膦氧化物等醯基膦氧化物系化合物；苄基(二苄醯基)、苯基乙酮酸甲酯、氧基苯基乙酸2-(2-羥基乙氧基)乙酯、氧基苯基乙酸2-(2-側氧基-2-苯基乙醯氧基乙氧基)乙酯等苄基系化合物；二苯基酮、鄰苄醯基安息香酸甲基-4-苯基二苯基酮、4,4’-二氯二苯基酮、羥基二苯基酮、4-苄醯基-4’-甲基-二苯基硫醚、丙烯酸化二苯基酮、3,3’,4,4’-四(三級丁基過氧基羰基)二苯基酮、3,3’-二甲基-4-甲氧基二苯基酮、2,4,6-三甲基二苯基酮、4-甲基二苯基酮等二苯基酮系化合物；2-異丙基-9-氧硫

、2,4-二甲基-9-氧硫

、2,4-二乙基-9-氧硫

、2,4-二氯-9-氧硫

等9-氧硫

系化合物；米其勒酮、4,4’-二乙基胺基二苯酮等胺基二苯基酮系化合物；10-丁基-2-氯吖啶酮、2-乙基蒽醌、9,10-菲醌、樟腦醌、1-[4-(4-苄醯基苯基氫硫基)苯基]-2-甲基-2-(4-甲基苯基磺醯基)丙-1-酮等。此等光聚合起始劑可單獨使用，亦可將2種以上併用。 Examples of the photopolymerization initiator (D) include diethoxyacetoxybenzene, 2-hydroxy-2-methyl-1-phenylpropan-1-one, oligo{2-hydroxyl -2-methyl-1-[4-(1-methylvinyl)phenyl]acetone}, benzyldimethylketal, 1-(4-isopropylphenyl)-2-hydroxy-2 -Methylpropan-1-one, 4-(2-hydroxyethoxy)phenyl-(2-hydroxy-2-propyl)one, 1-hydroxycyclohexylphenyl ketone, 2-methyl-2-

Lino (4-thiomethylphenyl) propan-1-one, 2-benzyl-2-dimethylamino-1-(4-

acetonitrile-based compounds such as phenolic phenyl)-butanone; benzoin-based compounds such as benzoin, benzoin methyl ether, benzoin isopropyl ether; 2,4,6-trimethylbenzoin diphenylphosphine oxide, Acrylophosphine oxide compounds such as bis(2,4,6-trimethylbenzyl)-phenylphosphine oxide; benzyl (dibenzyl), methyl phenylethanate, oxybenzene Benzyl-based compounds such as 2-(2-hydroxyethoxy)ethyl acetate, 2-(2-side oxy-2-phenylacetoxyethoxy)ethyl oxyphenyl acetate, etc.; two Phenyl ketone, o-benzylbenzoic acid methyl-4-phenyl phenyl ketone, 4,4'-dichloro benzophenone, hydroxy phenyl ketone, 4-benzyl-4'-methyl phenyl ketone Alkyl-diphenyl sulfide, acrylated diphenyl ketone, 3,3',4,4'-tetrakis(tertiary butylperoxycarbonyl) diphenyl ketone, 3,3'-dimethyl- Diphenyl ketone compounds such as 4-methoxy benzophenone, 2,4,6-trimethyl benzophenone, 4-methyl benzophenone, etc.; 2-isopropyl-9-oxosulfur

, 2,4-dimethyl-9-oxothio

, 2,4-diethyl-9-oxothio

, 2,4-dichloro-9-oxosulfur

Iso-9-oxosulfur

Series compounds; Michler's ketone, 4,4'-diethylaminobenzophenone and other aminobenzophenone compounds; 10-butyl-2-chloroacridone, 2-ethylanthraquinone, 9,10-phenanthrenequinone, camphorquinone, 1-[4-(4-benzylphenylthiosulfanyl)phenyl]-2-methyl-2-(4-methylphenylsulfonyl)propane -1-keto, etc. These photopolymerization initiators may be used alone or in combination of two or more.

Moreover, as the said photosensitizer (E), for example, tertiary amine compounds, such as diethanolamine, N-methyldiethanolamine, tributylamine, etc.; urea compounds, such as o-tolylthiourea; Sulfur compounds such as sodium dithiophosphate, secondary benzyl isothiouronium-p-toluenesulfonate, etc. These photosensitizers may be used alone or in combination of two or more.

The total usage amount in the case of using the above-mentioned photopolymerization initiator (D) and photosensitizer (E) is based on 100 parts by mass of the above-mentioned active energy in the active energy ray-curable composition of the present invention The linear curable composition (A) is preferably 0.05 to 20 parts by mass, and more preferably 0.5 to 10 parts by mass, respectively.

In the active energy ray-curable composition of the present invention, other admixtures other than the above-mentioned components (A) to (E) may be blended with polymerization inhibitors, surface conditioners, Static agent, defoamer, viscosity modifier, light stabilizer, weather stabilizer, heat stabilizer, UV absorber, antioxidant, leveling agent, organic pigment, inorganic pigment, pigment dispersant, silica beads, organic Additives such as beads; inorganic fillers such as silicon oxide, aluminum oxide, titanium oxide, zirconium oxide, antimony pentoxide, etc. These other blends may be used alone or in combination of two or more.

The film of the present invention can be obtained by applying the active energy ray curable composition of the present invention on at least one surface of a film substrate, and then irradiating the active energy ray to form a cured coating film.

As for the material of the film base material used in the film of the present invention, resins with high transparency are preferred, for example, polyethylene terephthalate, polybutylene terephthalate, polybutylene terephthalate, etc. Polyester-based resins such as ethylene naphthalate; polyolefin-based resins such as polypropylene, polyethylene, and polymethylpentene-1; cellulose acetate (diacetyl cellulose, triacetyl cellulose) etc.), cellulose acetate propionate, cellulose acetate butyrate, cellulose acetate propionate butyrate, cellulose acetate phthalate, cellulose nitrate and other cellulose resins ; acrylic resins such as polymethyl methacrylate; vinyl chloride resins such as polyvinyl chloride and polyvinylidene chloride; polyvinyl alcohol; ethylene-vinyl acetate copolymer; polystyrene; polyamide; polycarbonate Polyimide resins; polyetherimide; polyetheretherketone; polyimide resins such as polyimide, polyetherimide; Norbornene-based resins (for example, "Arton" by JSR Co., Ltd.), cyclic olefin copolymers (for example, "Apel" by Mitsui Chemicals Co., Ltd.), and the like. In addition, what bonded together two or more types of base materials containing these resins can also be used.

Furthermore, in the present invention, by using the active energy ray-curable composition, even when polymethyl methacrylate is used as the film substrate, coating stability, coating appearance and antistatic properties can be achieved. It is a hard coat with excellent properties and excellent suppression of interference patterns.

The aforementioned polymethyl methacrylate base material (hereinafter referred to as "PMMA") is a base material formed of a polymer containing polymethyl methacrylate as the main component (preferably 100% by mass). "Technolloy S014G", "Technolloy S001G", "Technolloy S000" manufactured by Sumitomo Chemical Co., Ltd. commercially available, "Acryprene HBS006", "Acryprene HBXN47", "Acryprene HBS010" manufactured by Mitsubishi Chemical Corporation, Teijin Chemical Co., Ltd. "Panlite Film PC-2151" manufactured by Co., Ltd., etc.

The aforementioned film base material may be in the form of a film or a sheet, and the thickness thereof is, for example, in the range of 20 to 500 μm. In addition, in the case of using a film-like base film, the thickness is preferably in the range of 20 to 200 μm, more preferably in the range of 30 to 150 μm, and even more preferably in the range of 40 to 130 μm. By adjusting the thickness of the film substrate to this range, when the hard coat layer is provided on one side of the film by the active energy ray-curable composition of the present invention, curling can be easily suppressed.

As a method of coating the above-mentioned film substrate with the active energy ray-curable composition of the present invention, for example, die coating, microgravure coating, gravure coating, roll coating, comma coating, air knife coating, Coating, spray coating, dip coating, spin coating, brush coating, full surface coating by screen, wire bar coating, flow coating, etc.

After the active energy ray-curable composition is applied to the base film, before the active energy ray is irradiated, the organic solvent (C) is volatilized by heating or drying at room temperature, and the resin (B) is segregated on the coating film. Surface is better. The conditions of heat-drying are mentioned, for example, in the range of temperature 50-100 degreeC, and the range of time 0.5-10 minutes, and heat-drying is performed.

The active energy rays for curing the active energy ray-curable composition of the present invention are, as described above, ionizing radiation such as ultraviolet rays, electron beams, α rays, β rays, and γ rays. Among them, in the case of using ultraviolet rays as the active energy rays, the apparatus for irradiating the ultraviolet rays includes, for example, low-pressure mercury lamps, high-pressure mercury lamps, ultra-high pressure mercury lamps, metal halide lamps, electrodeless lamps (Fusion lamps), and chemical lamps. , black light lamp, mercury-xenon lamp, short arc lamp, helium-cadmium laser, argon laser, sunlight, LED lamp, etc.

The thickness of the cured coating film when the cured coating film of the active energy ray-curable composition of the present invention is formed on the above-mentioned thin film substrate is based on the fact that the hardness of the cured coating film can be made sufficient and the hardening of the coating film due to the curing of the coating film can be suppressed. The curl of the film due to shrinkage is preferably in the range of 1 to 30 μm, more preferably in the range of 3 to 15 μm, and even more preferably in the range of 4 to 10 μm.

As can be seen from the above, the active energy ray-curable composition of the present invention is capable of forming a hard coat layer which is excellent in coating stability, coating film appearance and antistatic properties, and which is less likely to generate interference fringes at the interface with the substrate.

Therefore, the thin film having the hard coat layer composed of the hard coat film of the active energy ray curable composition of the present invention can be suitably used for flat panels such as liquid crystal displays (LCD), organic EL displays (OLED), and plasma displays (PDP). Optical films for displays (FPD).

[Example]

Hereinafter, the present invention will be described more specifically with reference to examples.

(Production Example 1: Synthesis of Urethane Acrylate (A2-1) Composition)

In a flask equipped with a stirrer, a gas introduction tube, a cooling tube, and a thermometer, 55.5 parts by mass of butyl acetate, 222 parts by mass of isophorone diisocyanate (hereinafter referred to as "IPDI"), and 0.5 parts by mass of paraformaldehyde were added Oxyphenol and 0.5 parts by mass of dibutyltin diacetate were heated to 70°C, and then 993.4 parts by mass of neotaerythritol triacrylate (hereinafter referred to as "PE3A")/neopentaerythritol tetraacrylate (hereinafter A 80 mass % butyl acetate solution of a mixture (a mixture of a mass ratio of 75/25, referred to as "PE4A") was added dropwise over 1 hour. After the completion of the dropping, the reaction was carried out at 70° C. for 3 hours, and the reaction was further carried out until ^{the infrared absorption spectrum at 2250 cm −1} indicating an isocyanate group disappeared, and the solvent was removed by vacuum drying to obtain a urethane acrylate ( A2-1)/PE4A mixture (mixture of mass ratio of 80/20, non-volatile content of 100 mass %, hereinafter referred to as "urethane acrylate (A2-1) composition"). In addition, the molecular weight of the urethane acrylate (A2-1) was 818.

(Production example 2: Production of resin (B-1) having an alicyclic structure and a quaternary ammonium salt)

Nitrogen gas was introduced into a flask equipped with a stirring device, a reflux cooling tube, and a nitrogen gas introduction tube, and the air in the flask was replaced with nitrogen gas. Then, 54.2 parts by mass of 2-(methacryloyloxy)ethyltrimethylammonium chloride, 19.9 parts by mass of cyclohexyl methacrylate, and 24.9 parts by mass of methoxypolyethylene were added to the flask Glycol methacrylate (“Brenmer PME-1000” manufactured by NOF Corporation: number of repeating units n≒23, molecular weight 1,000), 0.5 parts by mass of methacrylic acid, 50 parts by mass of methanol (hereinafter abbreviated as “MeOH” ") and 10 parts by mass of propylene glycol monomethyl ether (hereinafter referred to as "PGME"). Next, a solution in which 0.1 parts by mass of a polymerization initiator (azobisisobutyronitrile) was dissolved in 2.4 parts by mass of PGME was dropped for 30 minutes, and then reacted at 65° C. for 3 hours. Next, MeOH was added and diluted, and the 43 mass % solution of resin (B-1) which has an alicyclic structure and a quaternary ammonium salt was obtained. The weight average molecular weight of the obtained resin (B-1) was 10,000.

The weight average molecular weight of the resin (B-1) obtained above was measured by a gel permeation chromatography (GPC) method under the following conditions.

Measuring device: High-speed GPC device (“HLC-8220GPC” manufactured by Tosoh Corporation)

Pipe string: The following pipe strings manufactured by Tosoh Co., Ltd. were connected in-line and used.

"TSKgel G5000" (7.8mmI.D.×30cm)×1

"TSKgel G4000" (7.8mmI.D.×30cm)×1

"TSKgel G3000" (7.8mmI.D.×30cm)×1

"TSKgel G2000" (7.8mmI.D.×30cm)×1

Detector: RI (differential refractometer)

Column temperature: 40℃

Eluent: Tetrahydrofuran (THF)

Flow rate: 1.0mL/min

Injection volume: 100 μL (tetrahydrofuran solution with a sample concentration of 0.4 mass %)

Standard sample: Use the following standard polystyrene to make a calibration line.

(standard polystyrene)

Tosoh Corporation "TSKgel standard polystyrene A-500"

Tosoh Corporation "TSKgel standard polystyrene A-1000"

Tosoh Corporation "TSKgel standard polystyrene A-2500"

Tosoh Corporation "TSKgel standard polystyrene A-5000"

Tosoh Corporation "TSKgel standard polystyrene F-1"

Tosoh Corporation "TSKgel standard polystyrene F-2"

Tosoh Corporation "TSKgel standard polystyrene F-4"

Tosoh Corporation "TSKgel standard polystyrene F-10"

Tosoh Corporation "TSKgel standard polystyrene F-20"

Tosoh Corporation "TSKgel standard polystyrene F-40"

Tosoh Corporation "TSKgel standard polystyrene F-80"

Tosoh Corporation "TSKgel standard polystyrene F-128"

Tosoh Corporation "TSKgel standard polystyrene F-288"

Tosoh Corporation "TSKgel standard polystyrene F-550"

(Example 1)

65 parts by mass of PE4A, 35 parts by mass of the urethane acrylate (UA) composition obtained in Production Example 1 (28 parts by mass as (UA), 7 parts by mass as PE4A), 1 in 10 parts by mass -Hydroxycyclohexyl phenyl ketone, 5 parts by mass of the solid content of the resin (B-1) obtained in Production Example 2, methyl ethyl ketone (hereinafter abbreviated as "MEK"), dimethyl carbonate (hereinafter abbreviated as "MEK") "DMC"), PGME, ethylene glycol monophenyl ether (hereinafter referred to as "PhG") diluted, adjusted to solvent composition MEK/DMC/PGME/MeOH/PhG=67.5/19.9/7.5/4.6/0.5 (mass ratio ) and uniformly mixed to obtain an active energy ray curable composition (1).

(Examples 2 to 19)

Except having changed to the composition shown in Tables 1-2, it carried out similarly to Example 1, and obtained active energy ray-curable compositions (2)-(19).

(Comparative Examples 1 to 7)

Except having changed to the composition shown in Table 3, it carried out similarly to Example 1, and obtained active energy ray curable compositions (R1)-(R7).

The following tests and measurements were performed using the active energy ray-curable compositions (1) to (19) and (R1) to (R7) obtained in the above-mentioned Examples and Comparative Examples.

[Production of samples for evaluation]

The active energy ray curable composition was applied on a PMMA film with a thickness of 60 μm with a bar coater to a thickness of 5 μm, dried at 25°C for 15 seconds, and then dried at 60°C for 1.5 minutes, and then irradiated with ultraviolet rays in a nitrogen atmosphere. An apparatus (manufactured by Eye Graphics Co., Ltd., a high-pressure mercury lamp) was ^{irradiated three times with an irradiation light amount of 1 kJ/m 2 to} obtain a PMMA film having a cured coating film as a sample for evaluation.

[Evaluation method of coating film appearance]

The samples for evaluation obtained above were visually observed and evaluated in the following manner.

(1) Those without protrusions are "○", and those with protrusions are "×"

(2) Those without albino are marked as "○", those with partial albino confirmed as "△", and those with obvious albino confirmed as "×"

(3) Those with no cracks on the coating film are marked with "○", and those with cracks on the coating film are marked with "×"

[Evaluation method of interference pattern in the interface between PMMA film and coating film]

The PMMA film side of the sample for evaluation obtained above was attached to a blackboard, irradiated with a 3-wavelength fluorescent lamp and a sodium lamp, and the presence or absence of interference fringes was visually determined, and the evaluation was performed as follows.

"◎": Even under 3-wavelength fluorescent lamps and sodium lamps, no interference pattern was observed.

"○": The interference pattern was confirmed under the sodium lamp, but the interference pattern was not confirmed under the 3-wavelength fluorescent lamp.

"×": Interference fringes can be confirmed under 3-wavelength fluorescent lamps and sodium lamps.

[Method of measuring surface resistance value (evaluation of antistatic property)]

The surface of the cured coating film of the sample for evaluation obtained above was applied with a voltage of 500 V using a high resistivity meter (“Hiresta-UP MCP-HT450” manufactured by Mitsubishi Chemical Analytec Co., Ltd.) in accordance with JIS test method C2139:2008. , and the surface resistance value was measured under the measurement time of 10 seconds.

Abbreviations in Tables 1 to 3 indicate the following items.

"PhDG": diethylene glycol monophenyl ether

"BzG": Ethylene Glycol Monobenzyl Ether

"BzDG": Diethylene glycol monobenzyl ether

"BuG": Ethylene Glycol Monobutyl Ether

"BuDG": diethylene glycol monobutyl ether

"MG": Ethylene Glycol Monomethyl Ether

"THFA": Tetrahydrofurfuryl Acrylate

"BzA": benzyl acrylate

"TAC": triacetate-based cellulose film

From the evaluation results shown in Tables 1 to 2, it was confirmed that the cured coating films of the active energy ray-curable compositions of the present invention of Examples 1 to 19 were excellent in coating stability and coating appearance, and had a surface resistance value of 8 out of 10. ~9th power, high antistatic property. In addition, it was found that even if polymethyl methacrylate was used as the base material, no interference fringes were generated.

On the other hand, in Comparative Examples 1 to 2, the active energy ray-curable compositions containing no resin (B) and organic solvent (c-1) were used, but protrusions or cracks occurred on the cured coating film, and the surface resistance The value also exceeds the 13th power of 10, and the antistatic property is also poor. In addition, in Comparative Example 1, it was also confirmed that there were interference fringes at the interface with the polymethyl methacrylate base material.

In Comparative Examples 3 to 4, although the active energy ray curable composition containing no organic solvent (c-1) was used, whitening or cracks occurred in the cured coating film. In addition, in Comparative Example 4, it was also confirmed that there were interference fringes at the interface with the polymethyl methacrylate base material.

In Comparative Examples 5 to 7, the content of the organic solvent (c-1) exceeded the range prescribed by the present invention, and whitening occurred on the cured coating film. In addition, the surface resistance value exceeded 10 to the thirteenth power, and the antistatic property was also poor.

(Example 20)

15 parts by mass of a high-refractive-index polymerizable monomer (9,9-bis[4-(2-acryloyloxyethoxy)phenyl]pyridine, refractive index 1.616) (hereinafter referred to as "high-refractive-index ( 1)"), 55 parts by mass of PE4A, 45 parts by mass of the urethane acrylate (UA) composition obtained in Production Example 1 (36 parts by mass is (UA), 9 parts by mass is PE4A), 5 parts by mass The solid content of the resin (B-1) obtained in Production Example 2 in parts by mass was composed of methyl ethyl ketone (hereinafter abbreviated as "MEK"), dimethyl carbonate (hereinafter abbreviated as "DMC"), PGME, ethyl acetate Dilute diol monophenyl ester (hereinafter referred to as "PhG"), adjust to solvent composition MEK/DMC/PGME/MeOH/PhG=67.5/19.9/7.5/4.6/0.5 (mass ratio), mix uniformly to obtain active energy Linear curable composition (20).

(Examples 21 to 38)

Except having changed the composition shown in Tables 4-5, it carried out similarly to Example 1, and obtained active energy ray-curable compositions (21)-(38).

Using the active energy ray-curable compositions (20) to (38) obtained in the above-mentioned Examples and Comparative Examples, the same test, measurement, and measurement of the following refractive index were carried out.

[Measurement of Refractive Index]

The refractive index of the sample for evaluation obtained above was measured using an Abbe refractometer ("DR-M2" manufactured by Atago Co., Ltd.) in accordance with JIS test method K7142: 2014, method A. In addition, when the refractive index is 1.55 or more, it is judged that it has a high refractive index.

From the evaluation results shown in Tables 4 to 5, it was confirmed that the hardened coating films of the active energy ray-curable compositions of the present invention of Examples 20 to 38 were excellent in coating stability and coating appearance, and had a high refractive index and surface resistance. The value is 10 to the 8th to 9th power, and the antistatic property is also high. In addition, it was found that even if polymethyl methacrylate was used as the base material, no interference fringes were generated.

Claims (12)

An active energy ray curable composition, which is characterized by comprising an active energy ray curable compound (A), a resin (B) having an alicyclic structure and a quaternary ammonium salt, and an organic solvent (C), the organic solvent (C) ) contains an organic solvent (c-1) represented by the following general formula (1) in the range of 0.1 mass % or more and less than 15 mass %:

(In the general formula (1), R ¹ represents an alkyl group, an allyl group, a phenyl group, or a benzyl group having a linear or branched structure with 1 to 10 carbon atoms; n represents an integer of 1 to 3). The active energy ray-curable composition according to claim 1, wherein the organic solvent (C) further contains a hydrophobic solvent (c-2). The active energy ray-curable composition according to claim 2, wherein the organic solvent (C) further contains a hydrophilic solvent (c-3) other than the organic solvent (c-1). The active energy ray-curable composition according to claim 3, wherein the content of the hydrophilic solvent (c-3) is in the range of 5 to 30% by mass in the organic solvent (C). The active energy ray-curable composition according to any one of claims 1 to 4, wherein the resin (B) is a polymer using 5 to 55% by mass of a polymerizable monomer having an alicyclic structure as a raw material. The active energy ray-curable composition according to any one of claims 1 to 4, wherein the blending amount of the resin (B) relative to 100 parts by mass of the aforementioned active energy ray-curable compound (A) is The range of 0.1 to 30 parts by mass. The active energy ray-curable composition according to any one of claims 1 to 4, wherein the active energy ray-curable compound (A) contains a high refractive index polymerizable monomer (A-1) having a refractive index of 1.55 or more, and/or polymerizable monomer (A-2) other than (A-1). The active energy ray-curable composition according to claim 7, wherein the polymerizable monomer (A-2) contains a polyfunctional (meth)acrylate having 3 or more (meth)acryloyl groups, and/or an amine Carbamate (meth)acrylate. The active energy ray-curable composition according to claim 8, wherein the polymerizable monomer (A-2) further contains a composition selected from the group consisting of tetrahydrofurfuryl (meth)acrylate, benzyl (meth)acrylate, ethylene glycol Monophenyl ether (meth)acrylate and one or more compounds in the group of compounds represented by the following general formula (2):

(In the general formula (2), R ² and R ⁴ each independently represent a hydrogen atom or a methyl group; R ³ represents an alkylene group having 1 to 10 carbon atoms; and m represents an integer of 1 to 4). A hardened product, which is the hardened product of the active energy ray-curable composition according to any one of claims 1 to 9. A thin film characterized by being a cured coating film having the active energy ray curable composition according to any one of claims 1 to 9. The film of claim 11, which has the hard coating film on at least one side of the polymethyl methacrylate base material.