KR20220026303A - Photo cuable composition, polarizing plate and image display apparatus comprising same - Google Patents

Abstract

The present specification provides a photocurable composition which comprises an epoxy compound; an oxetane compound; and a polysiloxane compound, wherein the content of the polysiloxane compound is 10 parts by weight or more and 38 parts by weight or less based on 100 parts by weight of a solid content, a polarizing plate, and an image display device.

Description

A photocurable composition, a polarizing plate, and an image display device comprising the same

The present invention relates to a photocurable composition, a polarizing plate, and an image display device including the same.

The image display device may include a display panel and polarizing plates provided on both surfaces of the display panel. The polarizing plate is adhered to the display panel through an adhesive layer, and a protective substrate is provided on the side of the adhesive layer and the opposite side of the polarizing plate.

Since the protective substrate provided on the opposite surface of the surface on which the adhesive layer of the polarizing plate is provided should function to protect the polarizing plate from harsh external conditions, high rigidity and low moisture permeability are required.

Korean Patent Publication No. 2016-0142546

SUMMARY OF THE INVENTION An object of the present invention is to provide a photocurable composition capable of effectively protecting a polarizer in a high temperature or high humidity environment, a polarizing plate, and an image display device including the same.

As a means for solving the above problems, an exemplary embodiment of the present invention is an epoxy compound; oxetane compounds; and a polysiloxane compound, wherein the content of the polysiloxane compound is 30 parts by weight or more based on 100 parts by weight of solid content.

In addition, an exemplary embodiment of the present invention is a polarizer; and a hard coating layer provided on one or both surfaces of the polarizer, wherein the hard coating layer provides a polarizing plate comprising a cured product of the above-described photocurable composition.

In addition, one embodiment of the present invention is an image display panel; and the above-described polarizing plate provided on one or both surfaces of the image display panel.

The photocurable composition of the present invention has the advantage of effectively protecting the polarizer in a high temperature or high humidity environment to prevent curling of the polarizing plate.

1 to 3 show the structure of the polarizing plate of the present invention.
4 is a view of the appearance of the protective layer after high temperature and high humidity.

Hereinafter, the present specification will be described in more detail.

In the present specification, when a part "includes" a certain component, this means that other components may be further included rather than excluding other components unless otherwise stated.

In this specification, when a member is said to be located "on" another member, this includes not only a case in which a member is in contact with another member but also a case in which another member exists between the two members.

In the present specification, "polarizing plate" refers to a laminate including a "polarizer", and the polarizing plate may include other components in addition to the polarizer. However, when the polarizing plate does not include a configuration other than the polarizer, the polarizing plate and the polarizer may be interpreted the same.

In the present specification, "upper surface" and "lower surface" are for specifying the position, and "upper surface" and "lower surface" of any member may include any member therebetween. In addition, "top surface" is for describing the outermost member among the members provided on the "upper surface", and "B provided on the top surface of A" means that the opposite side of the surface opposite to A of B has another This means that absences are not included.

An exemplary embodiment of the present invention is an epoxy compound; oxetane compounds; and a polysiloxane compound, wherein the content of the polysiloxane compound is 30 parts by weight or more based on 100 parts by weight of solid content. The photocurable composition includes the polysiloxane compound in a specific content range, thereby effectively protecting the polarizer in a high temperature or high humidity environment, thereby preventing curling of the polarizing plate. Specifically, the polysiloxane compound is a material having a high binding energy, and has excellent heat resistance and water repellency, and thus, by blocking moisture penetration under a high temperature and high humidity environment, it is possible to improve the heat resistance of the composition or a cured product thereof.

In an exemplary embodiment of the present invention, the content of the polysiloxane compound may be adjusted to further increase heat resistance. Specifically, based on 100 parts by weight of the solid content of the photocurable composition, the content of the polysiloxane compound is 35 parts by weight or more and 90 parts by weight or less, preferably 40 parts by weight or more and 85 parts by weight or less, more preferably 50 parts by weight or more and 70 parts by weight or more. It may be less than or equal to parts by weight. In addition, when the above range is satisfied, when the hard coating layer of the polarizing plate is formed using the photocurable composition, heat resistance is improved.

In an exemplary embodiment of the present invention, the polysiloxane compound may have a cyclic polysiloxane structure. As used herein, the term "cyclic polysiloxane structure" refers to a structure having two or more siloxane units (Si-O-Si) in a ring component. When the polysiloxane compound includes a cyclic polysiloxane structure, it has an advantage of less curing shrinkage and excellent heat resistance compared to the case of including a linear polysiloxane structure. Specifically, by including a ring structure in the molecular structure, it is possible to increase the crosslinking density of the cured product to improve the high temperature durability. In addition, it is possible to improve the protective function of the hard coating layer in a high-humidity environment due to water repellency, which is an inherent characteristic of siloxane. That is, since the polysiloxane compound includes a cyclic polysiloxane structure, durability in a high temperature and high humidity environment may be improved.

In one embodiment of the present invention, the polysiloxane compound may include a cyclic polysiloxane structure in a main chain or a side chain, preferably in the main chain. In this case, it has an advantage of excellent heat resistance.

In an exemplary embodiment of the present invention, the polysiloxane compound may include a “cyclic polysiloxane structure” and a “cationically polymerizable functional group”. As used herein, "cationically polymerizable functional group" refers to a functional group capable of polymerization and crosslinking by a cationic material generated from a photoinitiator when irradiated with active energy rays. Examples of the active energy rays include visible light, ultraviolet rays, infrared rays, X rays, α rays, β rays, and γ rays.

In an exemplary embodiment of the present invention, the polysiloxane compound may include two or more cationically polymerizable functional groups, preferably 3 to 4, more preferably 4 cationically polymerizable functional groups. In this case, the cationically polymerizable functional groups may be the same as or different from each other.

In an exemplary embodiment of the present invention, the polysiloxane compound may include a cationically polymerizable functional group of an epoxy group, a vinyl ether group, an oxetane group, or an alkoxysilyl group.

In an exemplary embodiment of the present invention, the polysiloxane compound may include an alicyclic epoxy group. That is, the epoxy group of the cationically polymerizable functional group may be an alicyclic epoxy group.

In one embodiment of the present invention, the polysiloxane compound is commercially available KR-470 (tetrafunctional epoxy cyclic siloxane compound: manufactured by Shin-Etsu Chemical Co., Ltd.), X-40-2678 (bifunctional epoxy cyclic siloxane compound: Shin-Etsu) X-40-2669 (manufactured by Shin-Etsu Chemical Co., Ltd.), X-40-2678 (manufactured by Shin-Etsu Chemical Co., Ltd.), X-40-2715 (manufactured by Shin-Etsu Chemical Co., Ltd.), X -40-2695B (manufactured by Shin-Etsu Chemical Co., Ltd.), X-12-2465 (manufactured by Shin-Etsu Chemical Co., Ltd.), X-12-2430 (manufactured by Shin-Etsu Chemical Co., Ltd.) and X-40-2761 (Shin-Etsu Chemical Co., Ltd.) Note) Manufacture), etc. are mentioned.

In an exemplary embodiment of the present invention, the photocurable composition may be a cationic photocurable composition.

In an exemplary embodiment of the present invention, the photocurable composition may include an epoxy compound and an oxetane compound.

In one embodiment of the present invention, the epoxy compound is for lowering the coefficient of thermal expansion after curing of the composition, an alicyclic epoxy compound, an aliphatic epoxy compound, an aromatic epoxy compound, a hydrogenated epoxy compound, or an epoxy group-containing (meth)acrylic compound, etc. can be heard These can be used individually or in mixture of 2 or more.

In one embodiment of the present invention, the alicyclic epoxy compound means a compound including one or more alicyclic epoxy rings, wherein the epoxy group is formed between two adjacent carbon atoms constituting the aliphatic ring. For example, dicyclopentadiene dioxide, limonene dioxide, 4-vinylcyclohexene dioxide, 2,4-epoxycyclohexylmethyl, 3,4-epoxycyclohexanecarboxylate, dicyclopentadiene dioxide, bis(3, 4-epoxycyclohexylmethyl) adipate, and the like, but is not limited thereto. In addition, 3,4-epoxycyclohexylmethyl-3,4'-epoxycyclohexanecarboxylate is preferred to lower the coefficient of thermal expansion after curing of the composition and to impart hardness to the adhesive layer formed from the composition. Do.

In one embodiment of the present invention, examples of the aliphatic epoxy compound include novolak epoxy, bisphenol A-based epoxy, bisphenol F-based epoxy, 1,4-cyclohexanedimethanol diglycidyl ether, 1,4-butanediol digl Cidyl ether, 1,6-hexanediol diglycidyl ether, neopentyl diglycidyl ether, resorcinol diglycidyl ether, diethylene glycol diglycidyl ether, ethylene glycol diglycidyl ether, Trimethylolpropane triglycidyl ether, n-butyl glycidyl ether, 2-ethylhexyl glycidyl ether, etc. are mentioned.

In an exemplary embodiment of the present invention, the aromatic epoxy compound refers to an epoxy compound including at least one aromatic hydrocarbon ring in a molecule, but is not limited thereto, for example, diglycidyl ether of bisphenol A, 4 bisphenol-type epoxy resins such as 4'-methylenediphenol diglycidyl ether, diglycidyl ether of bisphenol F, and diglycidyl ether of bisphenol S; novolak-type epoxy resins such as phenol novolak epoxy resins, cresol novolak epoxy resins, and hydroxybenzaldehyde phenol novolak epoxy resins; and polyfunctional epoxy resins such as glycidyl ether of tetrahydroxyphenylmethane, glycidyl ether of tetrahydroxybenzophenone, and epoxidized polyvinylphenol.

In one embodiment of the present invention, the hydrogenated epoxy compound refers to an epoxy compound obtained by selectively hydrogenating the aromatic epoxy compound under pressure in the presence of a catalyst, but is not limited thereto, but among them, hydrogenation It is preferred to use a diglycidyl ether of bisphenol A.

In an exemplary embodiment of the present invention, the epoxy group-containing (meth)acrylic compound means a compound including both an epoxy group and a (meth)acryloyloxy group in a molecule, but is not limited thereto, for example, glycy Diyl acrylate, 2-methylglycidyl acrylate, 3,4-epoxybutyl acrylate, 6,7-epoxyheptyl acrylate, 3,4-epoxycyclohexyl acrylate, glycidyl methacrylate, 2- Methyl glycidyl methacrylate, 3,4-epoxybutyl methacrylate, 6,7-epoxyheptyl methacrylate, 3,4-epoxycyclohexyl methacrylate, 4-hydroxybutyl acrylate glycidyl ether and the like.

In an exemplary embodiment of the present invention, the epoxy compound may be an epoxy compound including at least one alicyclic epoxy group.

In one embodiment of the present invention, the epoxy compound containing at least one alicyclic epoxy group has two or more epoxy groups in the molecule, and at least one of the epoxy groups may be an alicyclic epoxy group. The epoxy compound including at least one alicyclic epoxy group may improve the adhesive strength of the composition to other members. In addition, the glass transition temperature of the composition is increased to ensure sufficient durability of the adhesive layer, thereby preventing the occurrence of cracks in the polarizer even under heat resistance or thermal shock conditions.

In an exemplary embodiment of the present invention, the epoxy compound including at least one alicyclic epoxy group may have substantially no aromatic ring. In this case, photocuring efficiency may be improved, and optical properties after curing such as weather resistance and refractive index may be improved.

In an exemplary embodiment of the present invention, the epoxy compound including one or more alicyclic epoxy groups has two or more epoxy groups in the molecule, and all of the epoxy groups may be alicyclic epoxy groups. In this case, the adhesive strength to other members of the adhesive composition can be further improved.

In an exemplary embodiment of the present invention, the number of carbon atoms of the alicyclic ring of the epoxy compound including at least one alicyclic epoxy group may be 4 to 10, preferably 6.

In an exemplary embodiment of the present invention, the alicyclic ring of the epoxy compound including at least one alicyclic epoxy group may be substituted or unsubstituted, and examples of the substituent include an alkyl group having 1 to 20 carbon atoms. In the above carbon number range, the curing rate and the adhesive strength after curing may be improved. Unless otherwise specified, the alkyl group may mean a linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, 1 to 16 carbon atoms, 1 to 12 carbon atoms, 1 to 8 carbon atoms, or 1 to 4 carbon atoms, and , The alkyl group may be optionally substituted by one or more substituents, or may be in an unsubstituted state.

In an exemplary embodiment of the present invention, the epoxy compound containing at least one alicyclic epoxy group includes at least one alicyclic epoxy ring, and the epoxy group is formed between two adjacent carbon atoms constituting the aliphatic ring. It means a compound, and may be referred to as an alicyclic epoxy compound, and may be a compound having at least one epoxy group bonded to an alicyclic ring in a molecule as shown by the following Chemical Formula a1.

[Formula a1]

In the formula (a1), m is an integer of 2 to 5, and in the formula (a1), the group obtained by removing one or a plurality of hydrogen atoms in (CH ₂ )m is an alicyclic epoxy compound. can That is, it may mean a compound including at least one epoxidized aliphatic ring group.

Examples of the epoxy compound including at least one alicyclic epoxy group may be represented by the following formula, but is not limited thereto.

As the epoxy compound including at least one alicyclic epoxy group, an epoxycyclohexylmethyl epoxycyclohexanecarboxylate-based compound represented by the following Chemical Formula 1 may be exemplified.

[Formula 1]

In Formula 1, R ₁ and R ₂ each independently represent hydrogen or an alkyl group.

As another example of the epoxy compound including at least one alicyclic epoxy group, an alkanediol epoxycyclohexane carboxylate compound represented by the following Chemical Formula 2 may be mentioned.

[Formula 2]

In Formula 2, R ₃ and R ₄ each independently represent hydrogen or an alkyl group, and n represents an integer of 2 to 20.

As another example of the epoxy compound containing at least one alicyclic epoxy group, an epoxy cyclohexylmethyl ester-based compound of dicarboxylic acid represented by the following Chemical Formula 3 may be mentioned.

[Formula 3]

In Formula 3, R ₅ and R ₆ each independently represent hydrogen or an alkyl group, and p represents an integer of 2 to 20.

As another example of the epoxy compound including at least one alicyclic epoxy group, an epoxycyclohexylmethyl ether-based compound of polyethylene glycol represented by the following Chemical Formula 4 may be mentioned.

[Formula 4]

In Formula 4, R ₇ and R ₈ each independently represent hydrogen or an alkyl group, and q represents an integer of 2 to 20.

As another example of the epoxy compound containing at least one alicyclic epoxy group, an epoxycyclohexylmethyl ether-based compound of alkanediol represented by the following Chemical Formula 5 may be mentioned.

[Formula 5]

In Formula 5, R ₉ and R ₁₀ each independently represent hydrogen or an alkyl group, and r represents an integer of 2 to 20.

As another example of the epoxy compound including at least one alicyclic epoxy group, a diepoxytrispiro compound represented by the following Chemical Formula 6 may be mentioned.

[Formula 6]

In Formula 6, R ₁₁ and R ₁₂ each independently represent hydrogen or an alkyl group.

As another example of the epoxy compound including at least one alicyclic epoxy group, a diepoxy monospiro compound represented by the following Chemical Formula 7 may be mentioned.

[Formula 7]

In Formula 7, R ₁₃ and R ₁₄ each independently represent hydrogen or an alkyl group.

As another example of the epoxy compound including at least one alicyclic epoxy group, a vinylcyclohexene diepoxide compound represented by the following Chemical Formula 8 may be mentioned.

[Formula 8]

In Formula 8, R ₁₅ represents hydrogen or an alkyl group.

Another example of the epoxy compound including at least one alicyclic epoxy group may include an epoxycyclopentyl ether compound represented by the following Chemical Formula 9.

[Formula 9]

In Formula 9, R ₁₆ and R ₁₇ each independently represent hydrogen or an alkyl group.

Another example of the epoxy compound including at least one alicyclic epoxy group may include a diepoxy tricyclodecane compound represented by the following Chemical Formula 10.

[Formula 10]

In Formula 10, R ₁₈ represents hydrogen or an alkyl group.

As another example of the epoxy compound containing at least one alicyclic epoxy group, more specifically, an epoxycyclohexylmethyl epoxycyclohexane carboxylate compound, an alkanediol epoxycyclohexane carboxylate compound, and a dicarboxylic acid epoxycyclohexylmethyl ester compound Or it is preferable to use an epoxycyclohexylmethyl ether compound of an alkanediol, with 7-oxabicyclo[4,1,0]heptane-3-carboxylic acid and (7-oxa-bicyclo[4,1,0]hepto -3-yl) esterified with methanol (a compound in which R ₁ and R ₂ are hydrogen in Formula 1); Ester of 4-methyl-7-oxabicyclo[4,1,0]heptane-3-carboxylic acid with (4-methyl-7-oxa-bicyclo[4,1,0]hepto-3-yl)methanol cargo (a compound in which R ₁ is 4-CH ₃ and R ₂ is 4-CH ₃ in Formula 1); an ester of 7-oxabicyclo[4,1,0]heptane-3-carboxylic acid and 1,2-ethanediol (a compound in which R ₃ and R ₄ are hydrogen and n is 1 in Formula 2); an ester of (7-oxabicyclo[4,1,0]hepto-3-yl)methanol and adipic acid (a compound in which R ₅ and R ₆ are hydrogen and p is 2 in Formula 3); An ester of (4-methyl-7-oxabicyclo[4,1,0]hepto-3-yl)methanol and adipic acid (in Formula 3, R ₅ and R ₆ are 4-CH ₃ , and p is 2 compound); and (7-oxabicyclo[4,1,0]hepto-3-yl)methanol and 1,2-ethanediol (a compound in which R ₉ and R ₁₀ are hydrogen and r is 1 in Formula 5) ), one or more selected from the group consisting of may be preferably used, but is not limited thereto.

The epoxy compound containing at least one alicyclic epoxy group increases the glass transition temperature (Tg) of the composition and is for imparting the strength of the adhesive layer formed from the composition, 3,4-epoxycyclohexylmethyl- 3,4'-epoxycyclohexanecarboxylate is preferred.

The oxetane compound is not particularly limited as long as it has at least one oxetanyl group in the molecule, and various oxetane compounds well known in the art may be used. For example, as the oxetane compound of the present invention, 3-ethyl-3-[(3-ethyloxetan-3-yl)methoxymethyl]oxetane, 1,4-bis[(3-ethylox cetan-3-yl)methoxymethyl]benzene, 1,4-bis[(3-ethyloxetan-3-yl)methoxy]benzene, 1,3-bis[(3-ethyloxetan-3-yl) ) methoxy] benzene, 1,2-bis [(3-ethyl oxetan-3-yl) methoxy] benzene, 4,4'-bis [(3-ethyloxetan-3-yl) methoxy] ratio Phenyl, 2,2'-bis[(3-ethyloxetan-3-yl)methoxy]biphenyl, 3,3',5,5'-tetramethyl-4,4'-bis[(3-ethyl Oxetan-3-yl)methoxy]biphenyl, 2,7-bis[(3-ethyloxetan-3-yl)methoxy]naphthalene, bis[4-{(3-ethyloxetan-3-yl) )methoxy}phenyl]methane, bis[2-{(3-ethyloxetan-3-yl)methoxy}phenyl]methane, 2,2-bis[4-{(3-ethyloxetan-3-yl) )Methoxy}phenyl]propane, etherified product of novolak-type phenol-formaldehyde resin with 3-chloromethyl-3-ethyloxetane, 3(4),8(9)-bis[(3-ethyl oxetan-3-yl)methoxymethyl]-tricyclo[5.2.1.0 2,6]decane, 2,3-bis[(3-ethyloxetan-3-yl)methoxymethyl]norbornane; 1,1,1-tris[(3-ethyloxetan-3-yl)methoxymethyl]propane, 1-butoxy-2,2-bis[(3-ethyloxetan-3-yl)methoxymethyl ]butane, 1,2-bis[{2-(3-ethyloxetan-3-yl)methoxy}ethylthio]ethane,bis[{4-(3-ethyloxetan-3-yl)methylthio} phenyl]sulfide, 1,6-bis[(3-ethyloxetan-3-yl)methoxy]-2,2,3,3,4,4,5,5-octafluorohexane, However, the present invention is not limited thereto.

In one embodiment of the present invention, the photocurable composition may further include any one or more selected from the group consisting of a photoinitiator, a photosensitizer and a photosensitizer.

The photoinitiator may be an iodine-based compound that absorbs a wavelength of 310 nm or less. Specifically, the photoinitiator refers to an iodine-based compound that is activated by absorbing a wavelength of 310 nm or less to generate a cation or a Lewis acid by irradiation with active energy. For example, diphenyliodonium hexafluorophosphate (Iod-PF6), diphenyliodonium triflate (Iod-OSO ₂ CF ₃ ), diphenyliodonium p-toluenesulfonate (Iod-OSO ₂ PhCH) ₃ ), diphenyliodonium chloride (Iod-Cl), [4-methylphenyl-(4-(2-methylpropyl)phenyl)]iodonium hexafluorophosphate (Irgacure 250), etc., and [4-methylphenyl] -(4-(2-methylpropyl)phenyl)]iodonium hexafluorophosphate (Irgacure 250) is preferred, but is not limited thereto.

The content of the photoinitiator is preferably 2 to 5 parts by weight, more preferably 2.5 to 3.5 parts by weight, based on 100 parts by weight of the total photocurable composition. When the photoinitiator is included in the content in the above numerical range, ultraviolet rays can effectively reach the inside of the hard coating layer, the polymerization rate is excellent, and the molecular weight of the resulting polymer can be prevented from being small. Accordingly, there is an advantage in that the cohesive force of the formed hard coating layer and the adhesion to the polarizer are excellent.

The photocurable composition includes a photosensitizer. The photosensitizer may be a thioxanthone-based photosensitizer.

The thioxanthone-based photosensitizer may include, for example, an alkylthioxanthone-based, alkoxythioxanthone-based, or halothioxanthone-based photosensitizer. A specific structure is shown in Formula B below.

[Formula B]

In Formula B, R ₁ To R ₈ Are the same or different, and each independently hydrogen; halogen group; a substituted or unsubstituted alkyl group; Or it may be a substituted or unsubstituted alkoxy group.

In Formula B, R ₁ To R ₈ Are the same or different, and each independently hydrogen; halogen group; a substituted or unsubstituted C 1 to C 8 alkyl group; Or it may be a substituted or unsubstituted alkoxy group having 1 to 8 carbon atoms.

More specific examples of the thioxanthone-based photosensitizer are 2-isopropylthioxanthone, 4-isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-dichlorothioxanthone, 1 -Chloro-4-propoxythioxanthone etc. are mentioned.

The content of the photosensitizer may be 0.01 to 0.4 parts by weight, preferably 0.1 to 0.3 parts by weight, based on 100 parts by weight of the total photocurable composition. When the photosensitizer is included in the content in the above numerical range, it receives ultraviolet light of 380 nm or more and helps the photoinitiator of 310 nm or less to be initiated efficiently, and the polymer is effectively cured to the inside of the hard coating layer, so that the polymerization rate is excellent, and the polymer produced It is possible to prevent the molecular weight of

The photocurable composition further comprises a photosensitizer. Specifically, the photosensitizer may be a naphthalene-based compound.

The photosensitizer may be a compound represented by the following formula (C).

[Formula C]

In the formula (C),

R ₁₁ and R ₁₂ are the same as or different from each other, and each independently represents an alkyl group having 1 to 6 carbon atoms.

Examples of the photosensitizer include 1,4-dimethoxy naphthalene, 1-ethoxy-4-methoxy naphthalene, 1,4-diethoxy naphthalene, 1,4-dipropoxy naphthalene, 1,4-dibutoxy naphthalene, and the like.

The content of the photosensitizer is preferably 1 to 3 parts by weight, more preferably 1 to 2 parts by weight, based on 100 parts by weight of the total photocurable composition. When the photosensitizer is included in the content in the above numerical range, the photosensitizer is excited to help initiate the photoinitiator. Specifically, the anthracene-based photosensitizer excited by receiving ultraviolet rays of 380 nm or more immediately transfers energy to the photosensitizer, and the photosensitizer excited in this way transmits energy so that the photoinitiator can be efficiently initiated. Due to this, it is possible to effectively reach the inside of the hard coating layer, the polymerization rate is excellent, and it is possible to prevent the molecular weight of the resulting polymer from becoming small. Accordingly, there is an advantage in that the cohesive force of the formed hard coating layer and the adhesion to the polarizer are excellent.

In one embodiment of the present invention, the photocurable composition may further include at least one of a dye, a pigment, a UV stabilizer, an antioxidant, a colorant, a reinforcing agent, a filler, an antifoaming agent, a surfactant, and a plasticizer, as needed.

The photocurable composition preferably has a glass transition temperature of 90°C or more and 130°C or less after curing, and may be 100°C to 130°C. If it has a glass transition temperature in the numerical range as described above, it is possible to implement a hard coating layer having excellent durability even in a high temperature environment.

In the present specification, the glass transition temperature is applied to a release film (e.g., polyethylene terephthalate film) with a thickness of 50 μm, and cured by irradiating UV rays under conditions of light quantity of 1000 mJ/cm ² or more, and then removing the release film, After laser cutting the specimen to a certain size, it is measured through DMA (dynamic mechanical analysis). At this time, the measurement temperature is increased from a starting temperature of -10°C to 160°C at a temperature increase rate of 5°C/min, and the glass transition temperature is confirmed through the inflection of the storage modulus when constantly tensioned with a strain of 10%.

In an exemplary embodiment of the present invention, the viscosity at 25° C. of the photocurable composition is preferably 50 cps or more and 200 cps or less, and more preferably 50 cps or more and 130 cps or less. When the viscosity of the photocurable composition satisfies the above numerical range, the thickness of the hard coating layer can be formed thin, and there is an advantage in excellent workability. The viscosity may be measured at room temperature using a No. 18 spindle using a Brookfield viscometer. At this time, the amount of the composition is appropriately 6.5 to 10 mL, and a value stabilized within 5 minutes is measured in order to avoid prolonged exposure to light.

One embodiment of the present invention is a polarizer; and a hard coating layer provided on one or both surfaces of the polarizer, wherein the hard coating layer provides a polarizing plate comprising a cured product of the above-described photocurable composition. The polarizing plate may be attached to an image display panel to constitute an image display device.

With reference to FIG. 1, the structure of the polarizing plate of this invention is demonstrated. 1 is a schematic cross-sectional view of a polarizing plate of the present invention.

Referring to FIG. 1 , the polarizing plate 100 of the present invention includes a polarizer 10 ; It includes a hard coating layer 20 provided on one surface of the polarizer. On the other hand, it may further include a protective film 30 for the process provided on the hard coating layer (20).

Referring to FIG. 2 , the polarizing plate 100 of the present invention includes a polarizer 10 ; It includes hard coating layers 20 and 21 provided on both sides of the polarizer. On the other hand, it may include a process protective film (30, 31) provided on the hard coating layer (20, 21).

Referring to FIG. 3 , the polarizing plate 100 of the present invention includes a polarizer 10 ; It includes a hard coating layer 20 provided on both sides of the polarizer. On the other hand, the protective film 30 for the process provided on the hard coating layer 20; a protective film 50 provided on the other surface of the polarizer 10; and an adhesive layer 40 provided between the polarizer 10 and the protective film 50 .

In one embodiment of the present invention, the adhesive layer may use a conventional adhesive.

In an exemplary embodiment of the present invention, the pressure-sensitive adhesive layer may use a conventional pressure-sensitive adhesive, and is formed from a composition for an pressure-sensitive adhesive layer comprising a curing agent or a coupling agent in a pressure-sensitive adhesive resin such as (meth)acrylic resin, epoxy resin, or silicone resin. can be

In an exemplary embodiment of the present invention, the display panel may be a liquid crystal panel in a twisted nematic (TN) mode, an in-plane switching (IPS) mode, a fringe field switch (FFS) mode, or a vertical alignment (VA) mode. The liquid crystal panel may include an upper substrate, a lower substrate, and a liquid crystal layer enclosed between the upper substrate and the lower substrate.

In one embodiment of the present invention, the upper substrate and the lower substrate may be the same or different, and may be a glass substrate or a plastic substrate, respectively. The plastic substrate is made of PET (polyethyleneterephthalate), PC (polycarbonate), PI (polyimide), PEN (polyethylenenaphthalate), PES (polyethersulfone), PAR (polyarylate), and COC (cycloolefin copolymer) that can be used in a flexible display. It may be a plastic substrate, but the present invention is not limited thereto.

In an exemplary embodiment of the present invention, the liquid crystal layer may include a liquid crystal having a positive or negative dielectric anisotropy. The dielectric anisotropy of the liquid crystal layer may be appropriately selected according to the desired mode of the liquid crystal panel. In one example, the in-plane retardation value of the liquid crystal layer may be 270 nm to 330 nm, and the thickness direction retardation value may be 0 nm to -40 nm.

The upper and lower substrates of the liquid crystal panel may further include an alignment layer toward the liquid crystal layer. The alignment direction of the liquid crystal may be determined by the alignment layer. The alignment layer may be a horizontal alignment layer. As the alignment layer, a rubbing alignment layer or a photo alignment layer may be used.

The hard coating layer 20 functions to effectively protect the polarizer 10 .

The hard coating layer 20 has excellent physical durability and/or chemical durability, and has excellent optical properties.

The hard coating layer 20 may be provided directly on one or both surfaces of the polarizer. The "directly provided" means that no other layer is provided between the hard coating layer and the polarizer.

The maximum value of the loss tangent coefficient tanδ of the hard coating layer 20 may be 0.4 or less, preferably 0.35 or less, and more preferably 0.33 or less. When the above range is satisfied, the heat resistance and durability of the hard coating layer may be excellently maintained.

The tan δ (tan Delta) refers to the ratio of the storage modulus to the loss modulus. Specifically, the tan δ (tan Delta) may be expressed by the following formula.

tanδ(tan Delta) = storage modulus / loss modulus

In order to measure the tan δ (tan Delta), the same composition as the composition of the hard coating layer is first coated on the release film, and the cured film is prepared by irradiating a light quantity of 1,000 mJ/cm ² at a temperature of 23° C. and a relative humidity of 55% and photocuring it. do. In this case, the thickness of the cured film is 30 μm to 50 μm, and may be, for example, 30 μm. After removing the release film, a specimen prepared in the size of width x length x thickness (5.3mm x 10mm x 30㎛) was tested using DMA Q800 (TA instrument) for a temperature sweep test (Amplitude 10㎛, Preload force 0.01N, Force Measure the storage modulus while raising the temperature from -10℃ to 160℃ at 5℃/min with Track 125%, Frequency 1Hz). The measured storage modulus divided by the measured loss modulus is recorded, and tan δ (tan Delta) at the maximum is calculated.

The maximum value of the loss tangent coefficient tanδ of the hard coating layer 20 is in a temperature range of 90°C to 120°C, preferably in a temperature range of 95°C to 120°C, more preferably in a temperature range of 100°C to 120°C. can A temperature at which the maximum value of the loss tangent coefficient tanδ appears may be defined as Tmax.

Since the hard coating layer 20 functions to protect other components, the higher the thickness, the better the protection function, but optical properties may be reduced. Therefore, it is important to control the thickness within a certain range to secure a protective function and prevent deterioration of optical properties. Specifically, the thickness of the hard coating layer may be 5 μm to 15 μm, preferably 5 μm to 10 μm, and more preferably 6 μm to 9 μm. When the thickness exceeds 15 μm, there is a problem in that the optical properties of the hard coating layer are impaired, and when the thickness of the hard coating layer is less than 5 μm, the protective function is lowered and the high temperature or high humidity durability is lowered.

In addition, the thickness of the hard coating layer 20 can be measured by using the FESEM SU-8020 SYSTEM equipment for the cross section of the image display device (measurement conditions: acceleration voltage 2 kV, Emission current: 10uA, Working distance: 8mm, Detector : SE).

The hard coating layer 20 has a low moisture permeability. Specifically, the water vapor transmission rate (WVTR) of the hard coating layer is 200 g/m ² *day or less at a temperature of 38 ° C., preferably 150 g/m ² *day or less, more preferably 120 g/m ² *day or less. can

The moisture permeability means the amount of water passing through per unit time and unit area in a constant external environment, and can be measured in an environment where the difference in humidity between the inside and the outside of the film is 90%, and the moisture permeability is Labthink's WVTR equipment (equipment Name: It can be measured with WVTR TSY-T3). The equipment has a structure with a scale in a closed chamber, and the environment in the chamber is maintained at 38°C and 10% humidity. In addition, after pouring water into the moisture-permeable cup, the specimen having the same composition as the hard coating layer is covered and fixed thereon. The humidity inside the moisture-permeable cup is 100% because it is full of water, so the difference in humidity between the inside and the outside of the moisture-permeable cup is 90%. After 24 hours, the weight of the vapor-permeable cup can be measured and the amount of evaporated water can be calculated through the difference from the initial weight.

The hard coating layer 20 has a characteristic that the absolute value of the photoelastic coefficient is low. Specifically, the hard coating layer 20 has an absolute value of the photoelastic coefficient of 12 x 10 ^-12 m ² /N or less, preferably 11 x 10 ^-12 m ² /N or less, more preferably 10.8 x 10 ^-12 m ² /N or less. When it exceeds the above range, there is a problem in that optical distortion occurs due to stress in high temperature and high humidity conditions, resulting in light leakage.

The photoelastic coefficient is defined as the degree of expression of birefringence (Δn) with respect to a stress (ΔF) applied to an isotropic solid (relational expression: c=Δn/ΔF). As a measurement method, a specimen having the same composition as the hard coating layer is cut to a size of 40 to 50 μm in thickness and 15 mm in width X 100 mm in length, and then using a polarization spectrophotometer at a temperature of 25° C. and a relative humidity of 50%. can be measured by After fixing both ends of the specimen as a support, the birefringence according to the change in stress is measured, and the photoelastic coefficient is measured from the slope.

The hard coating layer 20 has excellent strength against external impact. Specifically, the pencil hardness of the hard coating layer may be HB or more and 9H or less, preferably 1H or more and 9H or less. The pencil hardness of the hard coating layer can be measured by the test method of JIS K 5600 5-4. After preparing a specimen having the same composition as the hard coating layer, a pencil lead of a hardness to be measured is fixed on a pencil hardness tester. Thereafter, the tip of the pencil lead of the hardness to be measured is flattened, and the end surface of the pencil lead and the surface of the specimen form a 45 degree angle, and the pencil lead is placed on the specimen. After installing the weight so that a load of 500g is applied to the tip of the pencil lead, the surface is visually inspected while moving the pencil at a speed of 5mm/sec.

The storage modulus of the hard coating layer 20 at 80° C. is preferably 800 Mpa to 10,000 Mpa, more preferably 1,000 Mpa to 5,000 Mpa, and most preferably 1,500 Mpa to 3,500 Mpa. When the storage elastic modulus of the hard coating layer satisfies the above numerical range, there is an effect that can effectively suppress the occurrence of cracks in the polarizer due to contraction or expansion of the polarizer in a high temperature or high humidity environment. In addition, the adhesion to the polarizing plate can also be improved. Therefore, by suppressing the contraction and expansion of the polarizing plate at high temperature, it is possible to prevent light leakage as well as excellent adhesion.

The hard coating layer 20 may have a refractive index of 1.4 or more and 1.5 or less at a D-line wavelength. In this case, the light source of the D-line wavelength may be an LED lamp.

The hard coating layer 20 may be formed by coating and curing a photocurable composition on the upper surface of the polarizer 10 . That is, the hard coating layer 20 may include a cured product of the photocurable composition. The photocurable composition refers to a composition that is cured by irradiation with light.

On the other hand, the coating method is not particularly limited, and may be formed by a method well known in the art. For example, the photocurable composition is applied to at least one surface of the polarizer by a coating method well known in the art, for example, spin coating, bar coating, roll coating, gravure coating, blade coating, etc. to form a hard coating layer. Next, it may be formed by using an ultraviolet irradiation device to irradiate ultraviolet rays that are irradiation light.

The wavelength of the ultraviolet rays is preferably 100 nm to 400 nm, more preferably 320 nm to 400 nm. In addition, the amount of light of the irradiation light is preferably 100mJ/cm ² to 1000mJ/cm ² , and more preferably 500mJ/cm ² to 1000mJ/cm ² .

The irradiation time of the irradiation light is preferably 1 second to 10 minutes, more preferably 2 seconds to 30 seconds. When the irradiation time range is satisfied, there is an advantage in that excessive heat is prevented from being transmitted from the light source, thereby minimizing the occurrence of running wrinkles in the polarizer.

The protective film for the process is a configuration introduced to protect the photocurable composition applied to the polarizer. The remaining configuration in which the protective film for processes is peeled off from the polarizing plate laminate may be used as a polarizing plate.

The type of protective film for the process is not particularly limited, and polyester polymers such as polyethylene terephthalate and polyethylene naphthalate, acrylic polymers such as polymethyl methacrylate, polystyrene and acrylonitrile-styrene copolymer (AS resin) A styrene-type polymer, such as a polycarbonate-type polymer, etc. can be used.

In addition, polyethylene, polypropylene, polyolefin having a cyclo- or norbornene structure, polyolefin-based polymers such as ethylene-propylene copolymers, vinyl chloride-based polymers, amide-based polymers such as nylon and aromatic polyamides, imide-based polymers, and sulfur Phone-based polymer, polyether sulfone-based polymer, polyether-etherketone-based polymer, polyphenylene sulfide-based polymer, vinyl alcohol-based polymer, vinylidene chloride-based polymer, vinyl butyral-based polymer, allylate-based polymer, polyoxymethylene-based polymer , epoxy-based polymers, blend polymers of the above polymers, acrylic, urethane, acrylic urethane, and thermosetting or UV-curable resins such as epoxy and silicone are preferably used alone or in combination.

The thickness of the protective film for the process may be 10 μm to 100 μm, preferably 20 μm to 80 μm, and more preferably 30 μm to 70 μm.

The polarizer may be a polarizer well known in the art, for example, a film made of polyvinyl alcohol (PVA) containing iodine or a dichroic dye. The polarizer may be manufactured by dyeing a polyvinyl alcohol-based film with iodine or a dichroic dye, but the manufacturing method thereof is not particularly limited. In this specification, the polarizer means a state that does not include a hard coating layer (or protective film), and the polarizer means a state that includes a polarizer and a hard coating layer (or protective film).

The polarizing plate is a process of uniaxial stretching of a polyvinyl alcohol-based resin film, a process of dyeing a polyvinyl alcohol-based resin film with a dichroic dye and adsorbing the dichroic dye, a polyvinyl alcohol-based resin film to which the dichroic dye is adsorbed. A step of treatment with an aqueous boric acid solution, a step of washing with water after treatment with an aqueous solution of boric acid, and a step of bonding the hard coating layer to the uniaxially oriented polyvinyl alcohol-based resin film in which the dichroic dye is adsorbed and oriented after these steps are performed.

Uniaxial stretching may be performed before dyeing with a dichroic dye, may be performed simultaneously with dyeing with a dichroic dye, and may be performed after dyeing with a dichroic dye. When performing uniaxial stretching after dyeing|staining with a dichroic dye, this uniaxial stretching may be performed before a boric-acid process, and may be performed during a boric-acid process. Moreover, it is also possible to perform uniaxial stretching in these several steps. In order to perform uniaxial stretching, uniaxial stretching may be performed between rolls having different peripheral speeds, or uniaxial stretching may be performed using a hot roll. Moreover, the dry extending|stretching performed extending|stretching in air|atmosphere may be sufficient, and wet extending|stretching which extending|stretching in the state swollen with the solvent may be sufficient. Although the draw ratio is not specifically limited, Usually, it is 4 to 8 times.

Meanwhile, the polarizer preferably has a thickness of 5 μm to 40 μm, more preferably 5 μm to 25 μm. If the thickness of the polarizer is thinner than the above numerical range, optical properties may be deteriorated, and if it is thicker than the above numerical range, the amount of shrinkage of the polarizer at low temperature (for example, -30°C) may increase, thereby weakening the heat-related durability of the overall polarizing plate. .

In addition, when the polarizer is a polyvinyl alcohol-based film, the polyvinyl alcohol-based film may be used without any particular limitation as long as it contains a polyvinyl alcohol resin or a derivative thereof. In this case, the derivative of the polyvinyl alcohol resin includes, but is not limited to, a polyvinyl formal resin, a polyvinyl acetal resin, and the like. In addition, commercially available polyvinyl alcohol-based films, for example, P30, PE30, PE60 manufactured by Kuraray, M2000, M3000, M6000, etc. manufactured by Nippon Synthetic Company may be used, but the present invention is not limited thereto.

The polyvinyl alcohol-based film preferably has a polymerization degree of 1,000 to 10,000, more preferably 1,500 to 5,000. When the degree of polymerization satisfies the above numerical range, the movement of molecules is free, and it can be flexibly mixed with iodine or a dichroic dye.

The protective film 50 may be a polymer film. As the polymer film, for example, a polyolefin film such as a polyethylene film or a polypropylene film, a cyclic olefin polymer (COP) film such as a polynorbornene film, a polyvinyl chloride film, a polyacrylonitrile film, a poly A cellulose ester-based polymer film such as a sulfone film, a polyacrylate film, a polyvinyl alcohol film, or a triacetyl cellulose (TAC) film, or a copolymer film of two or more monomers among the monomers forming the polymer may be exemplified.

As the polymer film, a resin including a substituted or unsubstituted styrene group in the main chain and/or a blend including the resin may be used. More specifically, as the resin including the substituted or unsubstituted styrene group, styrene-acrylonitrile copolymer (SAN), methyl methacrylate-styrene (MS), styrene-maleic anhydride (SMA), styrene-maleic anhydride- A resin containing a methyl methacrylate copolymer may be used. More specifically, the polymer film may include an acrylic resin including a resin including a substituted or unsubstituted styrene group. As the acrylic resin, methacrylic acid ester or an acrylic resin composed of acrylic acid ester may be used. The acrylic resin may include an acrylic copolymer resin including a ring structure such as N-substituted maleimide, a lactone ring, glutalimide, and maleic anhydride. The glass transition temperature of the resin included in the polymer film may be 100°C or higher, preferably 110°C or higher. The thickness of the polymer film may be 80㎛ or less. The polymer film may be manufactured through extrusion or casting, and biaxial stretching (simultaneous or sequential).

The present invention is an image display panel; and the above-described polarizing plate provided on one or both surfaces of the image display panel.

In the present specification, the image display device may be a liquid crystal display device (LCD), a plasma display device (PDP), and an organic light emitting display device (OLED).

The image display panel may be a liquid crystal panel. In this case, the type of the liquid crystal panel is not particularly limited. For example, a passive matrix type panel such as a twisted nematic (TN) type, a super twisted nematic (STN) type, a ferroelectic (F) type, or a polymer dispersed (PD) type; an active matrix type panel such as a two terminal type or a three terminal type; There are in-plane switching (IPS) panels and vertical alignment (VA) panels, but is not limited thereto. In addition, other components constituting the liquid crystal display device, for example, the type of upper and lower substrates (eg, color filter substrates or array substrates) are not particularly limited.

Hereinafter, examples will be given to describe the present specification in detail. However, the embodiments according to the present specification may be modified in various other forms, and the scope of the present specification is not to be construed as being limited to the embodiments described below. The embodiments of the present specification are provided to more completely explain the present specification to those of ordinary skill in the art.

<Examples and Comparative Examples>

A photocurable composition was prepared by mixing each component to have the composition ratio shown in Table 1 below.

<Experimental example>

1. Permeability evaluation

A pre-prepared stretched 17 μm thick polyvinyl alcohol-based polarizer film (manufacturer: Japan Synthetic Co., Ltd.) is supplied with a protective film (PET) for processing on its upper surface under an atmosphere of 25° C., and a protective film (PET, Toyo Japan) on its lower surface. manufactured by Bosa), and passed through a pair of rolls at a speed of 10 M/min and a pressure of 2 Mpa. At this time, the photocurable adhesive composition was applied between the polarizer film and the protective film to a thickness of about 3 μm using a roll-coating method to form an adhesive layer. In addition, between the polarizer film and the protective film for the process, the photocurable compositions of Examples and Comparative Examples were applied to a thickness of about 6 μm using roll-coating to form a hard coating layer.

Then, by using a fusion lamp (Fusion lamp), by irradiating ultraviolet rays to the protective film side for the process to cure the hard coat layer and the adhesive layer, a polarizing plate laminate was prepared.

Thereafter, the polarizing plate laminate was wound on a roll such that the sample length was 5 cm in a direction perpendicular to the winding direction to form a film roll,

The prepared polarizing plate laminate was cut to a width of 120 mm and a length of 100 mm, and then left at a temperature of 70° C. and a relative humidity of 95% for 100 hours (hereinafter referred to as a high temperature and high humidity condition).

The single permeability (Ts) before and after the treatment of the high temperature and high humidity conditions was measured. Specifically, a light spectrometer (V-7100, manufactured by JASCO) was used, and the hard coating layer surface of the polarizing plate sample for the experiment was fixed to the light spectrometer to face the light source.

Transmittance in orthogonal (TD) and parallel (MD) states was measured, and the measurement wavelength range was 380 to 780 nm, and the measurement interval was 10 nm.

Transmittance was calculated by correcting the visibility according to the XYZ coordinate system of the 2 degree field of view of JIS Z 8701. Specifically, the parallel transmittance (Tp) and the orthogonal transmittance (Tc) were calculated, and the single transmittance (T) was calculated therefrom. In the case of two or more measurements (once/2 times), they were separately indicated.

2. b-value evaluation

The difference (Δb) of the yellow index value before and after the treatment of the high temperature and high humidity conditions was calculated by the method according to JIS Z 8701. In the case of two or more measurements (once/2 times), they were separately indicated.

3. Appearance evaluation

It was visually evaluated whether there was a phenomenon in which the side part was curled before and after the treatment of the high temperature and high humidity conditions.

If the phenomenon of curling of the side part occurred, it was marked as NG, and if it did not occur, it was marked as OK.

The appearance of Examples 2, 4, Comparative Example 3 and Comparative Example 4 was shown in FIG. 4 using an optical microscope. In the case of Comparative Example 3, a point where the color changed to white was confirmed.

division Furtherance Example comparative example One 2 3 4 One 2 3 4 photocurable composition
(A1) 20 40 50 40 60 40 40 Use of TAC film (A2) 0 0 0 0 0 0 40 (A3) 0 0 0 0 0 40 0 (B) 20 20 20 20 20 20 20 (C1) 60 40 30 0 20 0 0 (C2) 0 0 0 40 0 0 0 (D) 3 3 3 3 3 3 3 (E) 2 2 2 2 2 2 2 protective layer or TAC film thickness μm 6㎛ 6㎛ 6㎛ 6㎛ 6㎛ 6㎛ 6㎛ 20㎛ Experimental example One Permeability evaluation (ΔTs) 1.21 1.28/1.42 1.23 1.64 2.14 1.33 2.54 1.5 2 b value evaluation (Δb) 1.05 3.75/3.8 2.14 1.57 9.88 4.59 3.28 1.41 3 Appearance evaluation OK OK OK NG NG NG NG OK

(C2): 선형 실록산 화합물: (KBM-403)

(D): 광개시제(Irgacure 250)
(E): 광개시제(ITX)(A1): 1st epoxy compound (3,4-epoxycyclohexylmethyl-3',4'-epoxycyclohexanecarboxylate, trade name: CEL-2021P)
(A2): Second epoxy compound (diglycidyl ether (CHDMDGDE), trade name: LD-204)
(A3): Bisphenol F epoxy compound (Kukdo Chemical, YDF-170)
(B): Oxetane compound (3-ethyl-3-[(3-ethyloxetan-3-yl)methoxymethyl]oxetane, trade name: OXT-221)
(C1): Cyclic siloxane compound: (KR-470)
KR-470 Structure

(C2): Linear siloxane compound: (KBM-403)

(D): Photoinitiator (Irgacure 250)
(E): photoinitiator (ITX)

When laminating a thick TAC protective film instead of a thin protective layer, the physical properties are excellent, but the thick TAC protective film is not suitable for thinning (Comparative Example 4).

From the above results, it was confirmed that, when the photocurable composition did not contain the siloxane compound (Comparative Examples 2 and 3), a phenomenon in which the side portion was curled under high temperature and high humidity conditions appeared.

Even if the photocurable composition contains a siloxane compound in a small amount (20 parts by weight), there was a problem in that the transmittance and b value were increased under high temperature and high humidity conditions, and it was confirmed that the phenomenon of curling of the side part appeared (Comparative Example 1).

When the photocurable composition contains 30 parts by weight or more of the siloxane compound (Examples 1 to 4), it was confirmed that the degree of increase in transmittance and b value under high temperature and high humidity conditions and the phenomenon of side part curling were significantly reduced.

In particular, when the siloxane compound included in the photocurable composition is a cyclic siloxane compound (Example 2), compared with the case of a linear siloxane compound (Example 4), the degree of increase in transmittance and b value under high temperature and high humidity conditions and the degree of side portion It was confirmed that the drying phenomenon was significantly reduced.

Claims (11)

epoxy compounds;
oxetane compounds; and
a polysiloxane compound;
The photocurable composition wherein the content of the polysiloxane compound is 30 parts by weight or more based on 100 parts by weight of the solid content. The method according to claim 1,
The polysiloxane compound is a photocurable composition having a cyclic polysiloxane structure. The method according to claim 1,
The polysiloxane compound is a photocurable composition comprising two or more cationically polymerizable functional groups. The method according to claim 1,
The polysiloxane compound is a photocurable composition comprising a cationically polymerizable functional group of an epoxy group, a vinyl ether group, an oxetane group or an alkoxysilyl group. The method according to claim 1,
The polysiloxane compound is a photocurable composition comprising an alicyclic epoxy group. The method according to claim 1,
The photocurable composition is a photocurable composition that is a cationic photocurable composition. The method according to claim 1,
The photocurable composition is a photocurable composition comprising an epoxy compound and an oxetane compound. The method according to claim 1,
The photocurable composition further comprises any one or more selected from the group consisting of a photoinitiator, a photosensitizer and a photosensitizer. The method according to claim 1,
The viscosity at 25 ℃ is 50 cps or more and 200 cps or less of the photocurable composition. polarizer; and
It includes a hard coating layer provided on one or both sides of the polarizer,
The hard coating layer is a polarizing plate comprising a cured product of the photocurable composition according to any one of claims 1 to 9. image display panel; and
An image display device comprising the polarizing plate according to claim 10 provided on one or both surfaces of the image display panel.

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