Photopolymerizable composition, cured film thereof, and optical member and display device comprising same

A photopolymerizable composition with specific monomers and a photoreactive silane compound addresses issues of refractive index, haze, and adhesion in optical films, enhancing optical properties and preventing delamination in OLEDs and image sensors.

WO2026142173A1PCT designated stage Publication Date: 2026-07-02DONGJIN SEMICHEM CO LTD

Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
DONGJIN SEMICHEM CO LTD
Filing Date
2025-12-18
Publication Date
2026-07-02

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Patent Text Reader

Abstract

Provided in the present invention is a photopolymerizable composition comprising: a first high-flexibility monomer containing a photoreactive functional group and having a viscosity of 10 cP or more; a second high-flexibility monomer containing a photoreactive functional group and having a viscosity of less than 10 cP; a high-hardness monomer containing a photoreactive functional group; and a photoreactive silane compound.
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Description

Photopolymerizable composition, cured film thereof, and optical member and display device including the same

[0001] The present invention relates to a photopolymerizable composition, a cured film thereof, and an optical member and display device comprising the same.

[0002] There is a growing need to improve light efficiency in OLEDs (Organic Light Emitting Diodes) and image sensors. Recently, research and development on refractive index-controlled optical films has been actively underway as a technology essential for improving OLED lifespan and increasing battery efficiency.

[0003] The theoretical lower limit of the low refractive index range controllable by organic compounds is known to be around 1.40 second. When hollow silica is mixed, the refractive index is lowered, but due to compatibility issues with organic compounds, problems such as reduced transmittance, haze, and adhesion between the upper and lower films occur. Furthermore, the increased viscosity of the composition leads to problems such as reduced inkjet processability, resulting in many technical limitations.

[0004] In addition, as bezels on smartphones and the like have recently become thinner, there is insufficient area to absorb external shocks, leading to delamination of the underlying layer due to external impact. Conventional inkjet compositions that obtain a cured film by polymerizing only with UV irradiation do not undergo separate heat curing, so they have the problem of weak adhesion to the underlying layer due to such external shocks.

[0005] Due to the various problems of such conventional technology, there is a continuous demand for the development of technology that enables the formation of an optical film with excellent optical properties, exhibiting low refractive index characteristics while controlling the reduction in transmittance and increase in haze, and having excellent adhesion to the underlying layer.

[0006] The present invention aims to provide a photopolymerizable composition having excellent low refractive index, haze, and modulus and excellent adhesion to an underlying layer by including specific monomers and a photoreactive silane compound, a cured film thereof, and an optical member and a display device including the same.

[0007] The above tasks and additional tasks are described in detail below.

[0008] In order to solve the aforementioned problem,

[0009] In one embodiment, the present invention provides a photopolymerizable composition comprising: a first high-flexibility monomer having a viscosity of 10 cP or higher and containing a photoreactive functional group; a second high-flexibility monomer having a viscosity of less than 10 cP and containing a photoreactive functional group; a high-hardness monomer having a photoreactive functional group; and a photoreactive silane compound.

[0010] In addition, the present invention provides, in one embodiment, a cured film comprising a cured product of the photopolymerizable composition.

[0011] In addition, the present invention provides an optical member comprising the hardened film in one embodiment.

[0012] In addition, the present invention provides a display device comprising the cured film as an optical film in one embodiment.

[0013] A photopolymerizable composition according to one embodiment of the present invention comprises specific monomers and a photoreactive silane compound, thereby enabling the realization of a cured film, an optical member, and a display device having excellent low refractive index, haze, and modulus, as well as excellent adhesion to an underlying layer.

[0014] In addition, one embodiment of the present invention provides a photopolymerizable composition, a cured film, an optical member, and a display device that can prevent peeling caused by external impact by increasing adhesion to the lower layer without a separate heat treatment process.

[0015] The above effects and additional effects are described in detail below.

[0016] Before describing the present invention in detail below, it should be understood that the terms used in this specification are intended only to describe specific embodiments and are not intended to limit the scope of the invention, which is defined solely by the appended claims. Unless otherwise stated, all technical and scientific terms used in this specification have the same meaning as generally understood by those skilled in the art.

[0017] Throughout this specification and claims, unless otherwise noted, the terms "comprise," "comprising," and "comprising" mean including the mentioned article, step, or group of articles and steps, and are not used to mean excluding any other article, step, or group of articles or groups of steps.

[0018] Throughout this specification and claims, the term “aryl” means comprising an aromatic hydrocarbon ring group having C5-50, e.g., phenyl, benzyl, naphthyl, biphenyl, terphenyl, fluorene, phenanthrenyl, triphenylenyl, perylenyl, crisenyl, fluoranthenyl, benzofluorenyl, benzotriphenylenyl, benzocrisenyl, anthracenyl, stilbenyl, pyrenyl, etc., and “heteroaryl” means an aromatic ring having C2-50 comprising at least one heteroatom, e.g., pyrrolyl, pyrazinyl, pyridinyl, indolyl, isoindolyl, furyl, benzofuranyl, isobenzofuranyl, dibenzofuranyl, benzothiophenyl, dibenzothiophenyl, quinolyl, isoquinolyl, quinoxalinyl, carbazolyl, phenanthridinyl, It may mean including heterocyclic rings formed from acrridinyl, phenanthrolinyl, thienyl, pyridine ring, pyrazine ring, pyrimidine ring, pyridazine ring, triazine ring, indole ring, quinoline ring, acrridine ring, pyrrolidine ring, dioxane ring, piperidine ring, morpholine ring, piperazine ring, carbazole ring, furan ring, thiophene ring, oxazole ring, oxadiazole ring, benzofuran ring, thiazole ring, thiadiazole ring, benzothiophene ring, triazole ring, imidazole ring, benzimidazole ring, pyran ring, dibenzofuran ring, etc. Additionally, the term "arylene" means that a hydrogen in the above aryl group is replaced by a direct bond to become a divalent substituent, and specific examples are not limited to cases where the above-described aryl structure becomes a divalent substituent. Likewise, the term "heteroarylene" means that a hydrogen in the above heteroaryl group is replaced by a direct bond to become a divalent substituent, and specific examples are not limited to cases where the above-described heteroaryl structure becomes a divalent substituent.

[0019] Also, in the chemical formula, Ar x(where x is an integer) means, unless specifically defined, a substituted or unsubstituted C6–C50 aryl group, or a substituted or unsubstituted C2–C50 heteroaryl group, and L x (where x is an integer) means a directly bonded, substituted, or unsubstituted C6–C50 arylene group, or a substituted or unsubstituted C2–C50 heteroarylene group, unless specifically defined, and R x (where x is an integer) means, unless specifically defined, hydrogen, deuterium, halogen, nitro group, nitrile group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C6-C50 aryl group, or substituted or unsubstituted C2-C50 heteroaryl group.

[0020] Throughout this specification and claims, the term “substituted or unsubstituted” refers to a deuterium, halogen, amino group, cyano group, nitrile group, nitro group, nitroso group, sulfamoyl group, isothiocyanate group, thiocyanate group, carboxyl group, carbonyl group, or a C1–C30 alkyl group, a C1–C30 alkylsulfinyl group, a C1–C30 alkylsulfonyl group, a C1–C30 alkylsulfanyl group, a C1–C12 fluoroalkyl group, a C2–C30 alkenyl group, a C1–C30 alkoxy group, a C1–C12 N-alkylamino group, a C2–C20 N,N-dialkylamino group, a substituted or unsubstituted C1–C30 sulfide group, a C1–C6 N-alkylsulfamoyl group, a C2–C12 N,N-dialkylsulfamoyl group, It may mean that it is substituted or not substituted with one or more groups selected from the group consisting of C0-C30 silyl groups, C3-C20 cycloalkyl groups, C3-C20 heterocycloalkyl groups, C6-C50 aryl groups, and C3-C50 heteroaryl groups. Additionally, throughout this specification, the same symbols may have the same meaning unless specifically stated otherwise.

[0021] Meanwhile, matters described in the specification using the above-defined terms such as "aryl," "heteroaryl," "arylene," "heteroarylene," and "substitution" are deemed to include the examples listed above and their combinations; accordingly, the above-mentioned terms may be replaced by the examples listed above or subsequently modified.

[0022] In addition, when ranges such as "C2 to C50" or "0 to 7" are described in this specification, they may be reduced to various ranges within the described ranges even without special description, and are deemed to be described in this specification. For example, C2 to C50 is deemed to describe various reduced ranges such as C5 to C50, C6 to C30, C6 to C20, C6 to C15, C6 to C10, and C12 to C30, in addition to C2 to C50. Accordingly, the description of numerical ranges in this specification may be reduced and corrected later.

[0023] Meanwhile, various embodiments of the present invention may be combined with any other embodiments unless explicitly stated otherwise. Hereinafter, embodiments of the present invention and the effects thereof will be described.

[0024] A photopolymerizable composition according to one embodiment of the present invention comprises a first high-flexibility monomer with a viscosity of 10 cP or higher containing a photoreactive functional group, a second high-flexibility monomer with a viscosity of less than 10 cP containing a photoreactive functional group, a high-hardness monomer containing a photoreactive functional group, and a photoreactive silane compound.

[0025] The photopolymerizable composition according to the present invention comprises specific monomers and a silane compound having a photoreactive functional group, and has excellent low refractive index and haze characteristics, has an optimal modulus range, and can significantly improve adhesion to the underlying layer.

[0026] Photoreactive silane compounds

[0027] The photoreactive silane compound according to one embodiment of the present invention may include a compound represented by the following chemical formula 1.

[0028] <Chemical Formula 1>

[0029]

[0030] In the above chemical formula 1,

[0031] R1 is each independently hydrogen, deuterium, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof.

[0032] X is independently either directly bonded or oxygen, and

[0033] L1 is a directly bonded, substituted or unsubstituted C1-C50 alkylene group, a substituted or unsubstituted C2-C50 alkenylene group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkylene group, a substituted or unsubstituted C1-C50 heterocycloalkylene group, a substituted or unsubstituted C3-C50 cycloalkenylene group, a substituted or unsubstituted C2-C50 heterocycloalkenylene group, or a combination thereof.

[0034] The -CH2- present in the above L1 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, where R4 is identical to the definition of R1, and

[0035] R2 is a photoreactive functional group.

[0036] A photopolymerizable composition according to one embodiment of the present invention comprises a photoreactive silane compound together with specific monomers, thereby enabling the modulus of the cured film to be achieved in an optimal range, namely 0.1 GPa to 0.5 GPa, and achieving a Stud pull adhesion of 10 mN / mm² without a separate heat treatment process. 2 This can be implemented as described above. Therefore, the adhesion with the lower layer is increased, preventing delamination caused by external impact.

[0037] Typically, silane coupling agents are not used when a heat treatment process is absent, as they strengthen adhesion through a condensation reaction with the underlying substrate. However, in the present invention, even without a separate heat treatment process, radicals generated during photocuring attack the Si-OC bonds, promoting a hydrolysis reaction to generate -Si(-OH)3, and adhesion is increased through a pseudo-crossking effect via hydrogen bonding of -OH.

[0038] Meanwhile, functional groups such as -NCO, -SH, and epoxy present in conventional silane coupling agents undergo cross-linking reactions due to heat, so these functional groups are not stable at room temperature. In particular, when the inkjet head is heated, the silane coupling agent partially reacts, causing an increase in viscosity and unstable ejection characteristics; therefore, it was generally accepted that such silane coupling agents were unsuitable as inkjet materials. In contrast, the acrylic or vinyl groups of the reactive silane compound of the present invention remain stable within the room temperature and heating range until radicals are generated, making it easy to proceed with the inkjet process.

[0039] Furthermore, in order to react conventional epoxy silane coupling agents without heat treatment, a separate photocatalytic agent must be used; however, photocatalytic agents are very expensive, and depending on the amount used, transmittance decreases. Additionally, since acid is generated, there is a problem of accelerated corrosion when metal is present in the underlying substrate.

[0040] Meanwhile, in the above chemical formula 1,

[0041] R1 can specifically be a linear or branched C1-C5 alkyl group. Specifically, R1 can be a methyl group or an ethyl group, and more specifically, a methyl group. This increases reactivity, thereby improving adhesion to the underlying layer.

[0042] Specifically, X can be one or more or two or more oxygen atoms, and more specifically, all X atoms can be oxygen atoms. This increases reactivity, thereby improving adhesion to the underlying layer.

[0043] L1 can specifically be a directly bonded, linear, or branched C1-C10 alkylene group, and specifically a C1-C3 linear alkylene group.

[0044] R2 is a photoreactive functional group, specifically an acryloyloxy group, a methacryloyloxy group, or a vinyl group; it may be an acryloyloxy group or a methacryloyloxy group with superior photoreactivity, and more specifically, an acryloyloxy group. This allows for further enhancement of photoreactivity.

[0045] In addition, the above chemical formula 1 can specifically be represented by any one of the following chemical structural formulas A-1 to A-8, and one or more can be selected as photoreactive silane compounds.

[0046]

[0047] Specifically, as a photoreactive silane compound, a compound represented by chemical structural formula A-1 or chemical structural formula A-3 may be included. This allows for better adhesion to the underlying layer.

[0048] The content of the photoreactive silane compound may be 1 part by weight or more and 14 parts by weight or less, specifically 1 part by weight or more and 10 parts by weight or less, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer. Within this range, the adhesion to the lower layer and optical properties can be made excellent.

[0049] <Monomer containing a photoreactive functional group>

[0050] A monomer comprising a photoreactive functional group according to one embodiment of the present invention includes a first high-softness monomer having a viscosity of 10 cP or higher and comprising a photoreactive functional group, a second high-softness monomer having a viscosity of less than 10 cP and comprising a photoreactive functional group, and a high-hardness monomer having a photoreactive functional group.

[0051] The first high-quality monomer according to one embodiment of the present invention may include a compound represented by the following chemical formula 2.

[0052] <Chemical Formula 2>

[0053]

[0054] In the above chemical formula 2, A and A' are photoreactive functional groups, B is a hydrocarbon containing one or more oxygen atoms, X is a direct bond or an allotrope with a structure having three or more carbon atoms, and m1 and n1 are each independently integers of 0 or 1 to 2.

[0055] By using the first highly flexible monomer comprising the compound represented by Chemical Formula 2 above, the photopolymerizable composition can more easily achieve low refractive index, high transmittance, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film with excellent optical properties. In addition, the photopolymerizable composition can have improved mechanical properties by having enhanced modulus and elongation after curing, effectively suppress discoloration even under high temperature and high humidity conditions, and increase adhesion to the underlying layer.

[0056] In the above chemical formula 2, A and A' may be (meth)acrylate groups as photocurable functional groups. Specifically, A and A' may be acrylate groups. When A and A' are acrylate groups, a photopolymerizable composition capable of realizing low refractive index, high transmittance, and low haze characteristics after curing can be provided. In addition, the photopolymerizable composition may exhibit excellent inkjet properties, and mechanical properties may be improved by suppressing the decrease in modulus and elongation after curing.

[0057] In the above chemical formula 2, B may be a straight-chain or branched-chain alkoxylene having 3 to 5 carbon atoms. Additionally, in the above chemical formula 2, X may be a directly bonded or straight-chain or branched-chain alkylene having 1 to 5 carbon atoms.

[0058] According to one embodiment of the present invention, the first high-softness monomer may include a compound represented by the following chemical formula 2-1.

[0059] [Chemical Formula 2-1]

[0060]

[0061] In the above chemical formula 2-1, R1 and R'1 are each independently hydrogen or a methyl group, R2 and R'2 are each independently a straight-chain or branched-chain alkoxylene having 3 to 5 carbon atoms, R3 is a direct bond or a straight-chain or branched-chain alkylene having 1 to 5 carbon atoms, m1 and n1 are each independently integers of 0 or 1 to 2, and p is an integer of 0 or 1. Specifically, R1 and R'1 may be hydrogen. They may be a straight-chain or branched-chain alkoxylene having 3 to 4 carbon atoms, or a straight-chain or branched-chain alkoxylene having 3 carbon atoms.

[0062] Meanwhile, in the case of the first high-flexibility monomer having a linear aliphatic structure with a relatively short carbon number, the Tg may be high at 40 degrees or higher, making it difficult to secure high-flexibility properties, and if ethylene oxide or propylene oxide repeating units are present, it may be vulnerable to high temperature and high humidity.

[0063] By using the first highly flexible monomer comprising the compound represented by Chemical Formula 2-1, the photopolymerizable composition can more easily achieve low refractive index, high transmittance, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film with excellent optical properties. In addition, the photopolymerizable composition can have properties that are easy to apply to inkjet printers, and mechanical properties can be improved by suppressing the decrease in modulus and elongation after curing.

[0064] According to one embodiment of the present invention, the first high-flexibility monomer has a liquid phase refractive index (nD 25 ) is 1.47 or less, and the absolute viscosity measured at 25 ℃ may be 10 cP or more and 65 cP or less. Specifically, the first high-flexibility monomer has a liquid phase refractive index (nD 25) may be 1.44 or higher. A cured product of the photopolymerizable composition containing the first high-flexibility monomer satisfying the liquid phase refractive index and absolute viscosity within the aforementioned range can achieve excellent low refractive index, high transmittance, and low haze characteristics. In addition, the photopolymerizable composition can exhibit excellent inkjet characteristics.

[0065] According to one embodiment of the present invention, the first high-flexibility monomer may include at least one of neopentyl glycol propoxylate di(meth)acrylate, dipropylene glycol di(meth)acrylate, tripropylene glycol di(meth)acrylate, and polypropylene glycol 400 di(meth)acrylate. Specifically, the first high-flexibility monomer may include at least one of neopentyl glycol propoxylate diacrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, and polypropylene glycol 400 diacrylate. When an acrylate compound of the aforementioned types is used as the first high-flexibility monomer, the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics. In addition, the photopolymerizable composition may exhibit excellent inkjet characteristics and may have improved mechanical properties by having an enhanced modulus and elongation after curing.

[0066] According to one embodiment of the present invention, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer, the content of the first high-flexibility monomer may be 40 parts by weight or more and 90 parts by weight or less. Specifically, it may be 40 parts by weight or more and 85 parts by weight or less, 45 parts by weight or more and 85 parts by weight or less, 50 parts by weight or more and 85 parts by weight or less, or 50 parts by weight or more and 80 parts by weight or less. More specifically, it may be 56 parts by weight or more and 74 parts by weight or less.

[0067] By controlling the content of the first highly flexible monomer included in the monomer mixture to the aforementioned range, the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics. Furthermore, the photopolymerizable composition can have properties that are easy to apply to inkjet printers, and the cured product of the photopolymerizable composition can have improved mechanical properties by increasing the modulus and elongation, and can increase adhesion to the underlying layer.

[0068] According to one embodiment of the present invention, the second highly flexible monomer may comprise a straight-chain or branched-chain alkyl group-containing (meth)acrylate having 10 to 20 carbon atoms. Specifically, the number of carbon atoms of the alkyl group contained in the alkyl group-containing (meth)acrylate may be 10 to 18, 10 to 12, 12 to 20, 12 to 18, or 18 to 20. When the alkyl group-containing (meth)acrylate is used as the second highly flexible monomer, the photopolymerizable composition can more easily achieve low refractive index, high transmittance, and low haze characteristics after photocuring. In addition, the photopolymerizable composition may have properties that are easy to apply to inkjet printers, and the cured product of the photopolymerizable composition can effectively suppress discoloration even under high temperature and high humidity conditions, and can increase adhesion to the underlying layer.

[0069] Meanwhile, if the above-mentioned second high-flexibility monomer has an aromatic structure, its refractive index may be high and its low-refractive properties may be poor, and if ethylene oxide or propylene oxide repeating units are present, it may be vulnerable to high temperature and high humidity.

[0070] According to one embodiment of the present invention, the second highly flexible monomer has a liquid refractive index (nD 25 ) is 1.45 or less, and the absolute viscosity measured at 25 ℃ may be less than 10 cP. Specifically, the second highly flexible monomer has a liquid phase refractive index (nD 25) may be 1.43 or higher. Additionally, the viscosity of the second high-flexibility monomer may be 2 cP or higher. A cured product of the photopolymerizable composition containing the second high-flexibility monomer satisfying the liquid phase refractive index and absolute viscosity within the aforementioned range can achieve excellent low refractive index, high transmittance, and low haze characteristics, and can improve adhesion to the underlying layer. Additionally, the photopolymerizable composition can exhibit excellent inkjet characteristics.

[0071] According to one embodiment of the present invention, the second highly flexible monomer may include at least one of isodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and isostearyl (meth)acrylate. Specifically, the second highly flexible monomer may include at least one of isodecyl acrylate, lauryl acrylate, stearyl acrylate, and isostearyl acrylate. When an acrylate compound of the aforementioned types is used as the second highly flexible monomer, the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, high transmittance characteristics, and excellent adhesion.

[0072] According to one embodiment of the present invention, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer, the content of the second high-flexibility monomer may be 20 parts by weight or more and 50 parts by weight or less. Specifically, the content of the second high-flexibility monomer may be 20 parts by weight or more and 45 parts by weight or less, 20 parts by weight or more and 40 parts by weight or less, 20 parts by weight or more and 35 parts by weight or less, 25 parts by weight or more and 50 parts by weight or less, 25 parts by weight or more and 45 parts by weight or less, and 25 parts by weight or more and 40 parts by weight or less. More specifically, the content of the second high-flexibility monomer may be 25 parts by weight or more and 35 parts by weight or less.

[0073] When the content of the second highly flexible monomer included in the monomer mixture is within the aforementioned range, the cured product of the photopolymerizable composition can achieve excellent low refractive index, high transmittance, and low haze characteristics. In particular, when the content of the second highly flexible monomer is 20 parts by weight or more, especially 25 parts by weight or more, the cured product of the photopolymerizable composition has an optimal modulus range, thereby simultaneously achieving excellent mechanical properties and adhesion to the underlying layer.

[0074] According to one embodiment of the present invention, the high hardness monomer may include a compound represented by the following chemical formula 3:

[0075] <Chemical Formula 3>

[0076]

[0077] In the above chemical formula 3, A and A' are photoreactive functional groups and are identical or different from each other, Y is an aliphatic structure having 4 to 50 carbon atoms that includes or does not include one or more oxygen atoms and includes a straight-chain alkyl structure having at least 4 carbon atoms, and m2 and n2 are each independently integers of 0 or 1.

[0078] Specifically, in the above formula 3, A and A' may be (meth)acrylate groups as photocurable functional groups. Specifically, A and A' may be acrylate groups. When A and A' are acrylate groups, a photopolymerizable composition capable of realizing low refractive index, high transmittance, and low haze characteristics after curing can be provided. In the above formula 2, Y may be a straight-chain or branched-chain alkylene having 4 to 50 carbon atoms, a straight-chain or branched-chain alkylene having 4 to 50 carbon atoms containing a carbonyl group in the chain, or a hydrocarbon having 4 to 50 carbon atoms containing one or more oxygen in the chain and having or not containing unsaturated bonds.

[0079] By using the high-hardness monomer comprising the compound represented by Chemical Formula 3 above, the photopolymerizable composition can more easily achieve low refractive index, high transmittance, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film with excellent optical properties. In addition, the photopolymerizable composition can have properties that are easy to apply to inkjet printers, and after curing, it can have improved mechanical properties by having enhanced modulus and elongation, and can improve adhesion to the underlying layer.

[0080] According to one embodiment of the present invention, the high hardness monomer may include at least one of a compound represented by the following chemical formula 3-1 and a compound represented by the chemical formula 3-2.

[0081] <Chemical Formula 3-1>

[0082]

[0083] In the above formula 3-1, R21 and R'21 are each independently hydrogen or a methyl group, and R22 may be a straight-chain or branched-chain alkylene having 4 to 50 carbon atoms, or -R23-R24-R'23-. R23 and R'23 are each independently a straight-chain or branched-chain alkylene having 2 to 25 carbon atoms, and R24 may be a carbonyl group (-CO2-). Specifically, R21 and R'21 may be hydrogen. R22 may be a straight-chain or branched-chain alkylene having 4 to 40 carbon atoms, a straight-chain or branched-chain alkylene having 4 to 30 carbon atoms, a straight-chain or branched-chain alkylene having 4 to 20 carbon atoms, a straight-chain or branched-chain alkylene having 4 to 10 carbon atoms, or a straight-chain or branched-chain alkylene having 4 to 6 carbon atoms. R23 and R'23 may each independently be a straight-chain or branched-chain alkylene having 2 to 20 carbon atoms, a straight-chain or branched-chain alkylene having 2 to 15 carbon atoms, a straight-chain or branched-chain alkylene having 2 to 10 carbon atoms, or a straight-chain or branched-chain alkylene having 2 to 5 carbon atoms.

[0084] <Chemical Formula 3-2>

[0085]

[0086] In the above chemical formula 3-2, R25 is hydrogen or a methyl group, R26 is a straight-chain or branched-chain alkoxylene having 1 to 3 carbon atoms, and q is an integer from 1 to 3. Specifically, R25 may be hydrogen. R26 may be a straight-chain or branched-chain alkoxylene having 1 to 2 carbon atoms, or a straight-chain or branched-chain alkoxylene having 2 to 3 carbon atoms. q may be an integer from 1 to 2, or an integer from 2 to 3.

[0087] By using the high-hardness monomer comprising at least one of the compound represented by Chemical Formula 3-1 and the compound represented by Chemical Formula 3-2, the photopolymerizable composition can more easily achieve low refractive index, high transmittance, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film with excellent optical properties.

[0088] According to one embodiment of the present invention, the high hardness monomer has a liquid refractive index (nD 25 ) may be 1.49 or less. Specifically, the liquid phase refractive index of the high-hardness monomer may be 1.44 or higher. A cured product of the photopolymerizable composition containing the high-hardness monomer satisfying the liquid phase refractive index of the aforementioned range may exhibit excellent low refractive index characteristics, high transmittance characteristics, and low haze characteristics.

[0089] According to one embodiment of the present invention, the high-hardness monomer may comprise at least one of 1,6-hexanediol di(meth)acrylate, hydroxypivalic acid neopentyl glycol di(meth)acrylate, and vinyloxyethoxyethyl (meth)acrylate. Specifically, the high-hardness monomer may comprise at least one of 1,6-hexanediol diacrylate, hydroxypivalic acid neopentyl glycol diacrylate, and vinyloxyethoxyethyl acrylate. When an acrylate compound of the aforementioned types is used as the high-hardness monomer, the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics. In addition, the photopolymerizable composition may have properties that are easy to apply to inkjets, and the cured product of the photopolymerizable composition may have improved mechanical properties by increasing the modulus and elongation.

[0090] According to one embodiment of the present invention, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer, the content of the high-hardness monomer may be 0.1 parts by weight or more and 10 parts by weight or less, 0.5 parts by weight or more and 10 parts by weight or less, 1 part by weight or more and 10 parts by weight or less, 0.1 parts by weight or more and 9 parts by weight or less, and 0.5 parts by weight or more and 9 parts by weight or less. More specifically, it may be 1 part by weight or more and 9 parts by weight or less.

[0091] When the content of the high-hardness monomer included in the monomer mixture is within the aforementioned range, the cured product of the photopolymerizable composition can achieve excellent low refractive index, high transmittance, and low haze characteristics. In particular, when the content of the high-hardness monomer is 10 parts by weight or less, particularly 9 parts by weight or less, the cured product of the photopolymerizable composition has an optimal modulus range, allowing for excellent mechanical properties and adhesion to the underlying layer simultaneously.

[0092]

[0093] Light Stabilizer

[0094] A photopolymerizable composition according to one embodiment of the present invention may optionally further include a light stabilizer.

[0095] The above light stabilizer may include an amine compound represented by the following chemical formula 4.

[0096] <Chemical Formula 4>

[0097]

[0098] In the above chemical formula 4,

[0099] R1 and R2 are each independently selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted C0-C50 amine group, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C1-C50 alkoxy group, a substituted or unsubstituted C1-C50 sulfide group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof.

[0100] R3 is selected from the group consisting of a substituted or unsubstituted C0-C50 amine group, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C1-C50 alkoxy group, a substituted or unsubstituted C1-C50 sulfide group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof.

[0101] R2 and R3 can be connected to each other to form an aliphatic or aromatic ring, or an aliphatic or aromatic heterocycle, and

[0102] The -CH2- present in the above R1, R2, and R3 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, and

[0103] R4 is each independently hydrogen, deuterium, halogen, nitrile group, nitro group, hydroxyl group, thiol group, substituted or unsubstituted C0-C30 amine group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C0-C30 silyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 heterocycloalkyl group, substituted or unsubstituted C3-C30 cycloalkenyl group, substituted or unsubstituted C2-C30 heterocycloalkenyl group, substituted or unsubstituted C3-C30 aryl group, or substituted or unsubstituted C2-C30 heteroaryl group.

[0104] Meanwhile, one or more of the above R1 to R4 may or may not have a photopolymerizable substituent, and specific photopolymerizable substituents may include (meth)acryloyloxy groups, vinyl groups, etc.

[0105] A photopolymerizable composition according to one embodiment of the present invention includes the above-mentioned light stabilizer, which increases the initiation efficiency of radicals generated from a photoinitiator and can effectively prevent corrosion of adjacent neighboring layers (such as metal layers).

[0106] According to one embodiment of the present invention, the above chemical formula 4 can be represented by the following chemical formula 5.

[0107] <Chemical Formula 5>

[0108]

[0109] In the above chemical formula 5,

[0110] R1 and R5 are each independently identical to the definition of R1 in the above chemical formula 4, and

[0111] R6 and R7 are each independently identical to the definition of R3 in the above chemical formula 4, and

[0112] R5s may be connected to each other, or R6 and R7 may be connected to each other to form an aliphatic or aromatic ring, or an aliphatic or aromatic heterocycle, and

[0113] The -CH2- present in the above R1, R5 to R7 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, and

[0114] R4 is each independently hydrogen, deuterium, halogen, nitrile group, nitro group, hydroxyl group, thiol group, substituted or unsubstituted C0-C30 amine group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C0-C30 silyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 heterocycloalkyl group, substituted or unsubstituted C3-C30 cycloalkenyl group, substituted or unsubstituted C2-C30 heterocycloalkenyl group, substituted or unsubstituted C3-C30 aryl group, or substituted or unsubstituted C2-C30 heteroaryl group.

[0115]

[0116] More specifically, the above chemical formula 4 may have a structure represented by the following chemical formula 6.

[0117] <Chemical Formula 6>

[0118]

[0119] In the above chemical formula 6,

[0120] R1 and R5 are each independently identical to the definition of R1 in the above chemical formula 4, and

[0121] R8 is identical to the definition of R3 in the above chemical formula 4, and

[0122] The -CH2- present in the above R1, R5, and R8 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, and

[0123] R4 is each independently hydrogen, deuterium, halogen, nitrile group, nitro group, hydroxyl group, thiol group, substituted or unsubstituted C0-C30 amine group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C0-C30 silyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 heterocycloalkyl group, substituted or unsubstituted C3-C30 cycloalkenyl group, substituted or unsubstituted C2-C30 heterocycloalkenyl group, substituted or unsubstituted C3-C30 aryl group, or substituted or unsubstituted C2-C30 heteroaryl group, and

[0124] n is an integer from 0 to 6.

[0125]

[0126] Specifically, the R5 may be selected from the group consisting of a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C3-C30 silyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C30 heterocycloalkyl group, a substituted or unsubstituted C3-C30 cycloalkenyl group, a substituted or unsubstituted C2-C30 heterocycloalkenyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heteroaryl group, or a combination thereof. More specifically, the above R5 may each be an independently substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C1-C10 alkyl group, a substituted or unsubstituted C1-C5 alkyl group, and a methyl group.

[0127] By sterically interfering with nitrogen, R5 can further enhance stability within the composition, effectively prevent corrosion, and maintain the physical and optical properties of the cured material.

[0128]

[0129] In addition, in the above formulas 4 to 6, R1 may be hydrogen or a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C5 alkyl group, or a methyl group.

[0130]

[0131] Meanwhile, in the above chemical formula 4, one or more of R1 to R3 may include one or more polymerizable reactors. Additionally, in the above chemical formula 5, one or more of R1, R6, and R7 may include one or more polymerizable reactors. Additionally, in the above chemical formula 6, one or more of R1 and R8 may include one or more polymerizable reactors.

[0132] Due to the presence of polymerizable reactive groups, they can be copolymerized with polymerizable monomers, thereby preventing light stabilizers from aggregating due to reasons such as moisture absorption, which could lead to deterioration of haze characteristics or degradation of film properties.

[0133]

[0134] The above polymerizable reactor may be selected from photoreactive polymerizers including (meth)acryloyloxy groups and vinyl groups, and thermosetting polymerizers including epoxy groups, amine groups, and anhydride groups, and specifically, may be a (meth)acryloyloxy group.

[0135]

[0136] According to one embodiment of the present invention, the formula 4 may be represented by any one of the following formulas 4-1 to 4-4.

[0137] <Chemical Formula 4-1>

[0138]

[0139] <Chemical Formula 4-2>

[0140]

[0141] <Chemical Formula 4-3>

[0142]

[0143] <Chemical Formula 4-4>

[0144]

[0145] In the above chemical formulas 4-1 to 4-4,

[0146] R1 and R4 may each be independently selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C1-C20 alkoxy group, a substituted or unsubstituted C3-C30 silyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C30 heterocycloalkyl group, a substituted or unsubstituted C3-C30 cycloalkenyl group, a substituted or unsubstituted C2-C30 heterocycloalkenyl group, a substituted or unsubstituted C6-C30 aryl group, or a substituted or unsubstituted C2-C30 heteroaryl group, or a combination thereof. More specifically, R1 may each independently be hydrogen, deuterium, a C1-C20 alkyl group, or a C1-C20 alkoxy group.

[0147] R2 may be hydrogen, deuterium, or a substituted or unsubstituted C1-C20 alkyl group, specifically hydrogen, deuterium, or a methyl group.

[0148] L1 to L4 may each independently be a directly bonded, substituted or unsubstituted C1-C20 alkylene group, a substituted or unsubstituted C3-C30 cycloalkylene group, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group, and specifically may be a directly bonded, C1-C20 alkylene group.

[0149] X1 is a direct bond, ester group, ether group, or amide group, and specifically can be an ester group.

[0150] According to one embodiment of the present invention, the chemical formula 4 may be represented by any one of the following chemical structural formulas A-1 to A-13, and specifically, considering the haze and transmittance characteristics, the A-1 or A-2 compound may be included.

[0151]

[0152]

[0153] According to one embodiment of the present invention, the light stabilizer represented by Formula 4 may be included in an amount of 0.1 parts by weight or more and 10 parts by weight or less, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer. Specifically, it may be included in an amount of 0.1 parts by weight or more and 8 parts by weight or less, or 0.1 parts by weight or more and 6 parts by weight or less, and more specifically, in an amount of 0.1 parts by weight or more and 5 parts by weight or less. Within the above range, optical properties and coating film properties can be maintained while corrosion resistance can be increased.

[0154] Photopolymerization Initiator

[0155] According to one embodiment of the present invention, a photopolymerization initiator may be included. The photopolymerization initiator may include at least one of a phosphine oxide-based compound, an acetophenone-based compound, an acylphosphine oxide-based compound, (E)-2-(acetoxyimino)-1-(9,9-diethyl-9H-fluorene-2-yl)butanone, [1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazoyl-3-yl]-1-(O-acetyloxime), an oxime-based compound, and an oxime ester-based compound. Specifically, the photopolymerization initiator may include at least a phosphine oxide-based compound. When using the aforementioned types of photopolymerization initiators, stable photocuring of the photopolymerizable composition can be induced, thereby improving the optical properties of the cured product of the photopolymerizable composition. As the above photopolymerization initiator, for example, phosphine oxide-based compound Irgacure 819, acetophenone-based compounds Irgacure 369 and Irgacure 907, acylphosphine oxide-based compound Darocure TPO, oxime-based compound OXE-01, and oxime ester-based compound OXE-04 may be used.

[0156] According to one embodiment of the present invention, with respect to 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer, the content of the photopolymerization initiator may be 1 part by weight or more and 20 parts by weight or less, 5 parts by weight or more and 15 parts by weight or less, 5 parts by weight or more and 10 parts by weight or less, 10 parts by weight or more and 20 parts by weight or less, 10 parts by weight or more and 15 parts by weight or less, or 15 parts by weight or more and 20 parts by weight or less. By controlling the content of the photopolymerization initiator to the aforementioned range, the polymerization reaction of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer included in the photopolymerizable composition can be carried out effectively and stably.

[0157] According to one embodiment of the present invention, the photopolymerization initiator may include one or more photopolymerization initiators. Specifically, the photopolymerization initiator may include a first photopolymerization initiator and a second photopolymerization initiator. The photopolymerization initiator may include a phosphine oxide-based compound. Additionally, the second photopolymerization initiator may include at least one of an acetophenone-based compound, an acylphosphine oxide-based compound, (E)-2-(acetoxyimino)-1-(9,9-diethyl-9H-fluorene-2-yl)butanone, [1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazoyl-3-yl]-1-(O-acetyloxime), an oxime-based compound, and an oxime ester-based compound. In this case, the weight ratio of the first photopolymerization initiator and the second photopolymerization initiator may be 6:4 to 8:2. By using a mixture of the first photopolymerization initiator and the second photopolymerization initiator, stable photocuring of the photopolymerizable composition can be induced.

[0158] Other ingredients

[0159] In addition to the components described above, the photopolymerizable composition according to one embodiment of the present invention may optionally use solvents, antioxidants, UV absorbers, thermal polymerization inhibitors, leveling agents, surfactants, lubricants, etc., but is not limited to these.

[0160] Meanwhile, regarding the content ratio of each of the aforementioned components,

[0161] The weight ratio of the first high-flexibility monomer and the second high-flexibility monomer may be within the range of 1:0.30 to 1:0.63, specifically within the range of 1:0.33 to 1:0.63, within the range of 1:0.30 to 1:0.50, or within the range of 1:0.33 to 1:0.50. If the ratio falls outside the above range, the adhesive strength and modulus may decrease.

[0162] According to one embodiment of the present invention, the weight ratio of the first high-flexibility monomer and the high-hardness monomer may be within the range of 1:0.01 to 1:0.16, specifically within the range of 1:0.07 to 1:0.16, within the range of 1:0.01 to 1:0.10, or within the range of 1:0.07 to 1:0.10. If the ratio falls outside the above range, the adhesive strength, modulus, or sensitivity may be reduced. According to one embodiment of the present invention, the weight ratio of the second high-flexibility monomer and the high-hardness monomer may be within the range of 1:0.04 to 1:0.26, specifically within the range of 1:0.10 to 1:0.26, 1:0.04 to 1:0.20, or within the range of 1:0.10 to 1:0.20. If outside the above range, adhesion, modulus, or sensitivity may be reduced.

[0163] According to one embodiment of the present invention, the weight ratio of the photoreactive silane compound to the first high-flexibility monomer may be in the range of 1:5.6 to 1:74.0, specifically 1:5.6 to 1:40.0, 1:5.6 to 1:30.0, 1:6.5 to 1:74.0, 1:10.0 to 1:74.0, 1:6.5 to 1:40.0, 1:6.5 to 1:30.0, 1:10.0 to 1:40.0, or 1:10.0 to 1:30.0. If the ratio falls outside the above range, the adhesive strength, modulus, or sensitivity may be reduced.

[0164] According to one embodiment of the present invention, the weight ratio of the photoreactive silane compound to the second highly flexible monomer may be within the range of 1:2.5 to 1:35.0, specifically within the range of 1:3.0 to 1:35.0, within the range of 1:5.0 to 1:35.0, within the range of 1:7.0 to 1:35.0, within the range of 1:8.0 to 1:35.0, within the range of 1:10.0 to 1:35.0, within the range of 1:2.5 to 1:30.0, within the range of 1:2.5 to 1:25.0, within the range of 1:2.5 to 1:20.0, within the range of 1:2.5 to 1:15.0, within the range of 1:3.0 to 1:25.0, and within the range of 1:3.0 to 1:20.0. It may be within the range of 1:3.0 to 1:15.0, within the range of 1:5.0 to 1:25.0, within the range of 1:5.0 to 1:20.0, within the range of 1:5.0 to 1:15.0, within the range of 1:7.0 to 1:25.0, within the range of 1:7.0 to 1:20.0, within the range of 1:7.0 to 1:15.0, within the range of 1:8.0 to 1:25.0, within the range of 1:8.0 to 1:20.0, within the range of 1:8.0 to 1:15.0, within the range of 1:10.0 to 1:25.0, within the range of 1:10.0 to 1:20.0, or within the range of 1:10.0 to 1:15.0. If the above range is exceeded, the adhesion, modulus, sensitivity, or inkjet printing characteristics may be degraded.

[0165] According to one embodiment of the present invention, the weight ratio of the photoreactive silane compound to the high-hardness monomer may be within the range of 1:0.1 to 1:9.0, specifically within the range of 1:0.2 to 1:9.0, within the range of 1:0.5 to 1:9.0, within the range of 1:1.0 to 1:9.0, within the range of 1:1.5 to 1:9.0, within the range of 1:0.2 to 1:5.0, within the range of 1:0.2 to 1:4.0, within the range of 1:0.2 to 1:3.0, within the range of 1:0.5 to 1:5.0, within the range of 1:0.5 to 1:4.0, within the range of 1:0.5 to 1:3.0, within the range of 1:1.0 to 1:5.0, within the range of 1:1.0 to 1:4.0, and within the range of 1:1.0 to It may be within the range of 1:3.0, within the range of 1:1.5 to 1:5.0, within the range of 1:1.5 to 1:4.0, or within the range of 1:1.5 to 1:3.0. If it falls outside the above range, the adhesion, modulus, sensitivity, or inkjet printing characteristics may be reduced.

[0166] According to one embodiment of the present invention, the weight ratio of the photoreactive silane compound to the light stabilizer may be within the range of 1:0.1 to 1:1.0, specifically within the range of 1:0.2 to 1:1.0 and within the range of 1:0.5 to 1:1.0. If the light stabilizer is contained in excess outside of the above range, the adhesive strength may be reduced.

[0167] According to one embodiment of the present invention, the viscosity of the photopolymerizable composition for inkjet may be 5 cP or more and 30 cP or less. The viscosity of the photopolymerizable composition may be measured at 25°C. The photopolymerizable composition having a viscosity satisfying the aforementioned range may be easy to use in an inkjet.

[0168] As another embodiment of the present invention, a cured film comprising a cured product of the aforementioned photopolymerizable composition, wherein the stud pull adhesive strength is 10 mN / mm 2 The above provides a cured film having a modulus of 0.1 GPa to 0.5 GPa.

[0169] The cured film according to one embodiment of the present invention exhibits low refractive index characteristics, while having a stud pull adhesive strength of 10 mN / mm 2 Above, specifically 20 mN / mm 2 As described above, the adhesion to the lower layer is excellent. Additionally, with a modulus within the range of 0.1 GPa to 0.5 GPa, the mechanical properties are excellent and delamination can be prevented. If the modulus is less than 0.1 GPa, surface stickiness may occur, potentially causing scratches during subsequent processes and leading to process defects that increase the adhesion of the protective film attached to the top. If the modulus exceeds 0.5 GPa, it may fail to absorb external shocks, potentially causing interfacial delamination.

[0170] According to one embodiment of the present invention, the refractive index of the cured film may be 1.50 or less. Specifically, the cured film may have a refractive index of 1.50 or less measured for a wavelength (average) of 555 to 575 nm. The cured film exhibits low refractive index characteristics with a refractive index of 1.5 or less, thereby enabling the realization of an optical member and a display device with excellent optical properties.

[0171] One embodiment of the present invention provides an optical member comprising the hardened film.

[0172] According to one embodiment of the present invention, the optical member can achieve excellent optical properties by including the cured film. In addition, the optical member can have excellent stability as discoloration is effectively suppressed even under high temperature and high humidity conditions.

[0173] According to one embodiment of the present invention, the optical member may include a substrate; and the cured film provided on the substrate. Additionally, the cured film may be formed by photocuring after the photopolymerizable composition is applied to the substrate by an inkjet process. In this case, a well-known substrate, such as bare glass, may be used as the substrate.

[0174] In addition, the optical member may be manufactured by applying the photopolymerizable composition onto the substrate using a Mayer bar, a coating applicator, or an inkjet device, and then proceeding with photocuring by exposing it to light using, for example, an LED lamp or a metal halide lamp in an air atmosphere. At this time, the photopolymerizable composition may be applied in a single film form and then photocured to form an optical member in the form of a general optical film, but if necessary, it may also be applied using the inkjet device to form a specific pattern and then photocured. In this case, the optical member may take the form of a pattern film having a cured film patterned in a polyhedral shape, for example, such as a prism structure, formed on the substrate.

[0175] One embodiment of the present invention provides a display device comprising the cured film as at least one of an optical film and a pattern film.

[0176] The display device according to one embodiment of the present invention can exhibit excellent optical characteristics.

[0177] The optical member, such as the optical film or pattern film, may have a general thickness depending on its type or the structure of the applied display element, and, for example, may have a thickness that is controlled within the range of 0.01 μm to 1000 μm.

[0178] The configuration of a display device to which the optical member, such as the above-mentioned optical film or pattern film, is applied may follow a conventional configuration well known in the art, except that the above-mentioned cured film is applied to the above-mentioned optical member; therefore, further explanation regarding this is omitted.

[0179] Hereinafter, the present invention will be described in detail with reference to examples to specifically explain the invention. However, the embodiments according to the present invention may be modified in various different forms, and the scope of the present invention is not to be interpreted as being limited to the embodiments described below. The embodiments of this specification are provided to more completely explain the present invention to those with average knowledge in the art.

[0180]

[0181] First high-flexibility monomer

[0182] The following compounds were prepared as the first high-quality monomers.

[0183] No. 1 Highly Natural Monomer Type 1 Neopentyl Glycol Propoxylate Diacrylate 2 Dipropylene Glycol Diacrylate 3 Tripropylene Glycol Diacrylate 4 Polypropylene Glycol 400 Diacrylate 5 1,6-Hexanediol Ethoxylate Diacrylate 6 Triethylene Glycol Diacrylate

[0184] Second high-flexibility monomer

[0185] The following compounds were prepared as the second high-quality monomer.

[0186] No. 2 Highly Natural Monomer Type 1 Isodecyl Acrylate 2 Lauryl Acrylate 3 Stearyl Acrylate 4 Isostearyl Acrylate 5 Benzyl Acrylate 6 Ethoxyethoxyethyl Acrylate

[0187] High hardness monomer

[0188] The following compounds were prepared as high-hardness monomers.

[0189] No. High hardness monomer type 11,6-hexanediol diacrylate 2-hydroxypivalic acid neopentyl glycol diacrylate 3-vinyloxyethoxyethyl acrylate

[0190] Photoreactive silane compounds

[0191] The following compounds were prepared as photoreactive silane compounds.

[0192]

[0193] Photopolymerization initiator

[0194] The following compounds were prepared as photopolymerization initiators.

[0195] No. Photopolymerization Initiator 1 Irgacure 8192 Irgacure 3693 Darocure TPO

[0196] light stabilizer

[0197] The following compounds were prepared as light stabilizers.

[0198]

[0199]

[0200] Examples 1 to 63 and Comparative Examples 1 to 8

[0201] Preparation of photopolymerizable compositions

[0202] Compounds were prepared with the components and contents of Table 6 below, and a monomer mixture was prepared by mixing the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer. Subsequently, other components of Table 6 were added and mixed to prepare a photopolymerizable composition. The contents in Table 6 below refer to parts by weight.

[0203] Preparation of hardened film

[0204] Using an inkjet device (UniJet, OmniJet), the photopolymerizable composition for inkjet prepared above was applied onto a bare glass substrate to form a single film with a thickness of 10 μm.

[0205] Subsequently, using a 385nm LED curing machine, 2.2J / cm² 2 A cured film (thickness: 10 μm) containing a cured product of a photopolymerizable composition for inkjet was prepared by irradiating a single film with UV light. Meanwhile, for the refractive index measurement, a cured film with a thickness of 2 μm prepared using spin coating was used.

[0206] Classification 1st High Softness Monomer 2nd High Softness Monomer High Hardness Monomer Photopolymerizable Silane Compound Photopolymerization Initiator Light Stabilizer Type Content Type Content Type Content Type Content 123A-1 Example 1 15673519115 Example 2 165830252310 Example 3 174925313515 Example 4 156103519455 Example 5 1657302551010 Example 6 274825311115 Example 7 25693519235 Example 8 2651030253510 Example 9 274725314515 Example 10 256835195105 Example 11 365930251110 Example 12 3741025312315 Example 13 35673519355 Example 14365830254510 Example 153749253151015 Example 16456103519115 Example 17465730252310 Example 18474825313515 Example 1945693519455 Example 2046510302551010 Example 21165830353373 Example 22165830353373 1.5 Example 2316583035337 31.5 Example 24165830351371.5 Example 25165830353371.5 Example 26165830356371.5 Example 27165830355371.5 Example 28165830352371.5 Example 29165830351373 Example 30165830351370.3 Example 3155673519115 Example 32565830252310 Example 33574925313515 Example 34556103519455 Example 355657302551010 Example 3665673519115 Example 37665830252310 Example 38674925313515 Example 39656103519455 Example 406657302551010 Example 41156113519115 Example 422651130252310 Example 433741125313515 Example 44456113519455 Example 4516511302551010 Example 46256123519115 Example 473651230252310 Example 484741225313515 Example 49156123519455 Example 5026512302551010 Example 511608102301310 Example 521608102301310 1.5 Example 5315583639115 Example 54175924112310 Example 551551036293515 Example 5617572431455 Example 571558363951010 Example 58155735110135 Example 59174725.510.52310 Example 601658303510.8771.5 Example 611658303511571.5 Example 621658303519071.5 Example 63165830351373.3 Comparative Example 1191 19135 Comparative Example 2199 212310 Comparative Example 3 891393315 Comparative Example 4 89911435 Comparative Example 5160810230 10 Comparative Example 615673519 5 Comparative Example 716583025 10 Comparative Example 817492531 15 .

[0207]

[0208] Experimental Example

[0209] The following experiments were conducted on the photopolymerizable compositions and cured films prepared in Examples 1 to 63 and the photopolymerizable compositions and cured films prepared in Comparative Examples 1 to 8, and the results are listed in Table 7 below.

[0210] 1) Stud pull adhesive strength

[0211] A Stud pull adhesion test specimen was prepared by attaching a 2.7 mm diameter Stud pin to a Negative Type organic film substrate coated with a 10 µm thick cured film using a two-component epoxy adhesive (3M Araldite 2011) and curing it sufficiently at room temperature for 24 hours, and the adhesion strength was measured using a Romulus 4 (Quad Group) instrument.

[0212] Decision

[0213] ◎ : Adhesion strength measurement value is 20 mN / mm 2 In case of excess

[0214] ○ : Adhesion strength measurement value is 10 mN / mm 2 Up to 20 mN / mm 2 In the case of the following

[0215] X: Adhesion strength measurement value is 10 mN / mm 2 If less than

[0216] 2) Modulus

[0217] The modulus was measured by indenting a 10 μm thick cured film coated on a glass substrate with a 10% thickness using a Nanoindentor (HM500, Helmut Fischer) Vickers Tip.

[0218] Decision

[0219] O : When the modulus is 0.1 GPa to 0.5 GPa

[0220] X: When Modulus is less than 0.1 GPa or greater than 0.5 GPa

[0221] 3) Hayes

[0222] After leaving a 10㎛ thick cured film at 85℃ / 85%RH for 500hr, the haze was measured using NIPPON DENSHOKU's COH 400.

[0223] Decision

[0224] ◎: When the haze measurement value is less than 0.5

[0225] ○: When the haze measurement value is 0.5 to 1.0 or less

[0226] X: When the haze measurement value is greater than 1.0

[0227] 4) Sensitivity

[0228] The absorbance of the cured film before and after exposure was measured by comparing the results using an FT-IR spectrophotometer. 1690–1780 cm⁻¹ -1 The C=O peak and 780–840 cm⁻¹ -1 The conversion rate is calculated by integrating the C=C peak, and sensitivity refers to the amount of exposure at which the conversion rate saturates at 80% or higher.

[0229] Decision

[0230] ◎: When the sensitivity value is 1.0J or less

[0231] ○: When the sensitivity value is 1.0J or higher and 3.0J or lower

[0232] X: When the sensitivity value exceeds 3.0J

[0233] 5) Refractive index

[0234] For the 2㎛ thick cured film formed on the glass substrate above, the refractive index (average of 555 to 575 nm) was measured using an ellipsometer.

[0235] Decision

[0236] ◎: When the measured refractive index of the coating film is less than 1.50

[0237] X: When the measured refractive index of the coating film is 1.50 or higher

[0238] 6) Transmittance

[0239] The average transmittance of the 10㎛ thick cured film formed on the bare glass substrate was measured at 380–780 nm using a UV-VIS spectrophotometer (Cary4000, Agilent).

[0240] Decision

[0241] ○: When the average transmittance value is 98% or higher

[0242] X: When the average transmittance value is less than 98%

[0243] 7) Viscosity (Absolute Viscosity)

[0244] For each photopolymerizable composition or monomer of the above comparative example and example, the viscosity was measured at a temperature of 25°C using a viscometer (product name: Brookfield viscometer).

[0245] Decision

[0246] ○: When the viscosity value is 5 to 30 cP

[0247] X: When the viscosity value falls outside the above range

[0248] 8) Inkjet characteristics

[0249] We checked whether a surface was formed by changing the nozzle temperature of the inkjet equipment.

[0250] Decision

[0251] Surface formation at nozzle temperature below 25 to 35℃: ◎

[0252] Surface formation at nozzle temperature 35 to 50℃: ○

[0253] No surface formed at nozzle temperature 25 to 50℃: X

[0254] Classification Stud pull Adhesion Modulus Haze Sensitivity Refractive Index Transmittance Viscosity (cP) Inkjet Characteristics Example 1 ◎O◎OOOOO Example 2 ◎O◎OOOO◎ Example 3 ◎O◎OOOO◎ Example 4 ◎O◎OOOO◎ Example 5 ◎O◎OOOO◎ Example 6 ◎O◎OOOOO Example 7 ◎O◎OOOO◎ Example 8 ◎O◎OOOO◎ Example 9 ◎O◎OOOO◎ Example 10 ◎O◎OOOO◎ Example 11 ◎O◎OOOOO Example 12 ◎O◎OOOO◎ Example 13 ◎O◎OOOO◎ Example 14 ◎O◎OOOO◎ Example 15 ◎O◎OOOO◎ Example 16 ◎O◎OOOOO Example Example 17◎O◎OOOO◎Example 18◎O◎OOOO◎Example 19◎O◎OOOO◎Example 20◎O◎OOOO◎Example 21◎O◎OOOO◎Example 22◎O◎◎OOO◎Example 23◎O◎◎OOO◎Example 24◎O◎◎OOO◎Example 25◎O◎◎OOO◎Example 26OO◎◎OOO◎Example 27OO◎◎OOO◎Example 28OO◎◎OOO◎Example 29◎O◎◎OOO◎Example 30◎O◎◎OOO◎Example 31◎XOOOOOOExample 32◎XOOOOOOExample 33◎XOOOOOOExample 34◎XOOOOOOExample 35◎XOOOOOO Example 36◎XOOOOOO Example 37◎XOOOOOO Example 38◎XOOOOOO Example 39◎XOOOOOO Example 40◎XOOOOOO Example 41◎OXOXOOO Example 42◎OXOXOOO Example 43◎OXOXOOO Example 44◎OXOXOOO Example 45◎OXOXOOO Example 46◎OXOOOOO Example 47◎OXOOOOO Example 48◎OXOOOOO Example 49◎OXOOOOO Example 50◎OXOOOOO Example 51XXOOOOOO Example 52XXOOOOOO Example 5 3OXOXOOOO Example 54XXOOOOOO Example 55OXOOOOOO Example 56XXOOOOOO Example 57OXOOOOOO Example 58XXOOOOOO Example 59OXOXOOOO Example 60XOOOOOOO Example 61XXOXOOOX Example 62XXOXOOOX Example 63XXOOOOOO Comparative Example 1XXOOOOOO Comparative Example 2XXOOOOOO Comparative Example 3OXOXOOOO Comparative Example 4OXOXOOOO Comparative Example 5XXOOOOOO Comparative Example 6XOOOOOOO Comparative Example 7XOOOOOOO Comparative Example 8XOOOOOOO

[0255] As can be seen from the results in Table 7 above,

[0256] It can be confirmed that the polymerizable composition according to one embodiment of the present invention exhibits superior adhesion, modulus, haze, sensitivity, refractive index, and transmittance characteristics compared to the polymerizable composition of the comparative example, as well as superior viscosity and inkjet characteristics. Furthermore, it has been confirmed that the polymerizable composition according to one embodiment of the present invention can be excellently applied to polymerizable compositions for low refractive index applications.

[0257] In particular, the cases of Examples 22 and 23, in which a light stabilizer was added, had the best overall characteristics.

[0258] When comparing the embodiments of the present invention with comparative examples, it can be seen that in the case of Comparative Examples 1 to 8, some of the components are missing, and thus characteristics such as adhesion, modulus, sensitivity, and inkjet printability are significantly reduced.

[0259] Meanwhile, in the case of Examples 31 to 35, the first high-flexibility monomer uses a linear aliphatic structure with a relatively short carbon number, so the Tg is high at 40 degrees or higher, making it difficult to secure high-flexibility properties and resulting in a decrease in modulus properties. In the case of Examples 36 to 40, the first high-flexibility monomer has repeating ethylene oxide units, which can be vulnerable to high temperature and high humidity and result in a decrease in modulus properties.

[0260] In the case of Examples 41 to 45, the second high-flexibility monomer has an aromatic structure, so the refractive index is high, the low-refractive index characteristics are poor, and the haze value is problematic. In the case of Examples 41 to 50, the second high-flexibility monomer has repeating ethylene oxide units, so it can be seen that it may be vulnerable to high temperature and high humidity and the modulus characteristics are poor.

[0261] In the case of Examples 51 to Comparative Examples 63, it can be confirmed that the content of some components deviates from the specific content range or content ratio, resulting in a decrease in properties such as adhesion, modulus, sensitivity, and inkjet printability. In the case of Example 51, even when a photopolymerizable silane compound is added, the content ratio of the first high-flexibility monomer to the second high-flexibility monomer, the content ratio of the second high-flexibility monomer to the high-hardness monomer, and the content ratio of the photoreactive silane compound to the first high-flexibility monomer are problematic, leading to a decrease in adhesion and modulus properties. In the case of Example 52, even when a photopolymerizable silane compound and a light stabilizer are added, the content ratio of the first high-flexibility monomer to the second high-flexibility monomer, the content ratio of the second high-flexibility monomer to the high-hardness monomer, and the content ratio of the photoreactive silane compound to the first high-flexibility monomer are problematic, leading to a decrease in adhesion and modulus properties.

[0262] In addition, in the case of Example 60, it can be seen that the adhesive strength characteristics are reduced due to issues with the content ratio of the photoreactive silane compound to the first high-flexibility monomer and the content ratio of the photoreactive silane compound to the light stabilizer; in the case of Comparative Example 39, it can be seen that the adhesive strength, modulus, sensitivity, and inkjet printing characteristics are reduced due to issues with the content ratio of the photoreactive silane compound to the first high-flexibility monomer and the content ratio of the photoreactive silane compound to the second high-flexibility monomer; in the case of Example 62, it can be seen that the adhesive strength, modulus, sensitivity, and inkjet printing characteristics are reduced due to issues with the content ratio of the photoreactive silane compound to the first high-flexibility monomer, the content ratio of the photoreactive silane compound to the second high-flexibility monomer, and the content ratio of the photoreactive silane compound to the high-hardness monomer; and in the case of Example 63, it can be seen that the adhesive strength and modulus characteristics are reduced due to issues with the content ratio of the photoreactive silane compound to the light stabilizer.

[0263] Furthermore, a person skilled in the art will be able to fully understand the effects of the present invention from the experimental results of the above examples and comparative examples and Table 7.

Claims

1. A first highly flexible monomer with a viscosity of 10 cP or higher containing a photoreactive functional group; A second highly flexible monomer with a viscosity of less than 10 cP containing a photoreactive functional group; A high-hardness monomer containing a photoreactive functional group; and A photopolymerizable composition comprising a photoreactive silane compound.

2. In Paragraph 1, The above photoreactive silane compound is a photopolymerizable composition comprising a compound represented by the following chemical formula 1. <Chemical Formula 1> In the above chemical formula 1, R1 is each independently hydrogen, deuterium, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof. X is independently either directly bonded or oxygen, and L1 is a directly bonded, substituted or unsubstituted C1-C50 alkylene group, a substituted or unsubstituted C2-C50 alkenylene group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkylene group, a substituted or unsubstituted C1-C50 heterocycloalkylene group, a substituted or unsubstituted C3-C50 cycloalkenylene group, a substituted or unsubstituted C2-C50 heterocycloalkenylene group, or a combination thereof. The -CH2- present in the above L1 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, where R4 is identical to the definition of R1, and R2 is a photoreactive functional group.

3. In Paragraph 2, The above R2 is a photopolymerizable composition in which the (meth)acryloyloxy group or vinyl group is a (meth)acryloyloxy group.

4. In Paragraph 2, The above chemical formula 1 is a photopolymerizable composition represented by any one of the following chemical structural formulas A-1 to A-8:

5. In Paragraph 1, A photopolymerizable composition having a content of 1 part by weight or more and 14 parts by weight or less of the photoreactive silane compound, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer.

6. In Paragraph 1, A photopolymerizable composition having a content of 56 parts by weight or more and 74 parts by weight or less, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer.

7. In Paragraph 1, A photopolymerizable composition having a content of 25 parts by weight or more and 35 parts by weight or less, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer.

8. In Paragraph 1, A photopolymerizable composition having a content of 1 part by weight or more and 9 parts by weight or less of the high-hardness monomer based on 100 parts by weight of a monomer mixture comprising the first high-softness monomer, the second high-softness monomer, and the high-hardness monomer.

9. In Paragraph 1, It further includes a photopolymerization initiator, A photopolymerizable composition having a content of 1 part by weight or more and 20 parts by weight or less of the photopolymerization initiator, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer.

10. In Paragraph 1, It further contains a light stabilizer, The above light stabilizer is a photopolymerizable composition comprising an amine compound represented by the following chemical formula 4: <Chemical Formula 4> In the above chemical formula 4, R1 and R2 are each independently selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted C0-C50 amine group, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C1-C50 alkoxy group, a substituted or unsubstituted C1-C50 sulfide group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof. R3 is selected from the group consisting of a substituted or unsubstituted C0-C50 amine group, a substituted or unsubstituted C1-C50 alkyl group, a substituted or unsubstituted C2-C50 alkenyl group, a substituted or unsubstituted C1-C50 alkoxy group, a substituted or unsubstituted C1-C50 sulfide group, a substituted or unsubstituted C0-C50 silyl group, a substituted or unsubstituted C3-C50 cycloalkyl group, a substituted or unsubstituted C1-C50 heterocycloalkyl group, a substituted or unsubstituted C3-C50 cycloalkenyl group, a substituted or unsubstituted C2-C50 heterocycloalkenyl group, a substituted or unsubstituted C3-C50 aryl group, or a substituted or unsubstituted C2-C50 heteroaryl group, or a combination thereof. R2 and R3 can be connected to each other to form an aliphatic or aromatic ring, or an aliphatic or aromatic heterocycle, and The -CH2- present in the above R1, R2, and R3 can be replaced with -O-, -S-, -CO-, -C(OR4)R4-, -NR4-, -C(=NR4)-, -Si(R4)2-, or -P(R4)2-, and R4 is each independently hydrogen, deuterium, halogen, nitrile group, nitro group, hydroxyl group, thiol group, substituted or unsubstituted C0-C30 amine group, substituted or unsubstituted C1-C30 alkyl group, substituted or unsubstituted C2-C30 alkenyl group, substituted or unsubstituted C1-C30 alkoxy group, substituted or unsubstituted C1-C30 sulfide group, substituted or unsubstituted C0-C30 silyl group, substituted or unsubstituted C3-C30 cycloalkyl group, substituted or unsubstituted C1-C30 heterocycloalkyl group, substituted or unsubstituted C3-C30 cycloalkenyl group, substituted or unsubstituted C2-C30 heterocycloalkenyl group, substituted or unsubstituted C3-C30 aryl group, or substituted or unsubstituted C2-C30 heteroaryl group.

11. In Paragraph 10, A photopolymerizable composition comprising a light stabilizer represented by the above chemical formula 4 in an amount of 0.1 parts by weight or more and 5 parts by weight or less, based on 100 parts by weight of a monomer mixture comprising the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer.

12. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the first high-flexibility monomer and the second high-flexibility monomer is within the range of 1:0.30 to 1:0.

63.

13. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the first high-flexibility monomer and the high-hardness monomer is within the range of 1:0.01 to 1:0.

16.

14. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the second high-flexibility monomer and the high-hardness monomer is within the range of 1:0.04 to 1:0.

26.

15. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the above photoreactive silane compound to the first high-flexibility monomer is within the range of 1:5.6 to 1:74.

0.

16. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the above photoreactive silane compound and the second high-flexibility monomer is within the range of 1:2.5 to 1:35.

0.

17. In Paragraph 1, A photopolymerizable composition in which the weight ratio of the above photoreactive silane compound to the high-hardness monomer is within the range of 1:0.1 to 1:9.

0.

18. In Paragraph 10, A photopolymerizable composition in which the weight ratio of the above photoreactive silane compound to the light stabilizer is within the range of 1:0.1 to 1:1.

0.

19. A display device comprising a cured film formed by curing the photopolymerizable composition of claim 1.

20. In Paragraph 19, The refractive index of the above-mentioned hardened film is 1.50 or less, and The stud pull adhesive strength of the above cured film is 10 mN / mm 2 A display device having a modulus of 0.1 GPa to 0.5 GPa.