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WO2024167235A1 - Composition photopolymérisable pour jet d'encre, film durci de celle-ci, et élément optique et dispositif d'affichage la comprenant - Google Patents

Composition photopolymérisable pour jet d'encre, film durci de celle-ci, et élément optique et dispositif d'affichage la comprenant Download PDF

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Publication number
WO2024167235A1
WO2024167235A1 PCT/KR2024/001602 KR2024001602W WO2024167235A1 WO 2024167235 A1 WO2024167235 A1 WO 2024167235A1 KR 2024001602 W KR2024001602 W KR 2024001602W WO 2024167235 A1 WO2024167235 A1 WO 2024167235A1
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WO
WIPO (PCT)
Prior art keywords
monomer
weight
parts
flexibility
inkjet
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/KR2024/001602
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English (en)
Korean (ko)
Inventor
안효성
윤혁민
여태훈
이상훈
박종혁
김자영
박진경
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Dongjin Semichem Co Ltd
Original Assignee
Dongjin Semichem Co Ltd
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Publication date
Application filed by Dongjin Semichem Co Ltd filed Critical Dongjin Semichem Co Ltd
Priority to CN202480008404.7A priority Critical patent/CN120603865A/zh
Publication of WO2024167235A1 publication Critical patent/WO2024167235A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/38—Inkjet printing inks characterised by non-macromolecular additives other than solvents, pigments or dyes
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F2/00—Processes of polymerisation
    • C08F2/46—Polymerisation initiated by wave energy or particle radiation
    • C08F2/48—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light
    • C08F2/50—Polymerisation initiated by wave energy or particle radiation by ultraviolet or visible light with sensitising agents
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F222/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a carboxyl radical and containing at least one other carboxyl radical in the molecule; Salts, anhydrides, esters, amides, imides, or nitriles thereof
    • C08F222/10—Esters
    • C08F222/1006—Esters of polyhydric alcohols or polyhydric phenols
    • C08F222/102—Esters of polyhydric alcohols or polyhydric phenols of dialcohols, e.g. ethylene glycol di(meth)acrylate or 1,4-butanediol dimethacrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing

Definitions

  • the present invention relates to a photopolymerization composition for inkjet, a cured film thereof, and an optical member and a display device including the same.
  • OLEDs Organic Light Emitting Diodes
  • image sensors The need to improve the light efficiency of OLEDs (Organic Light Emitting Diodes) and image sensors is increasing.
  • Research and development on refractive index-controlled optical films is actively underway recently as a technology essential for improving OLED lifespan and increasing battery efficiency.
  • the range of low refractive index that can be controlled by organic compounds is theoretically known to be about 1.40 seconds in the middle.
  • the refractive index is lowered, but there are problems with the compatibility with organic compounds, such as the transmittance, haze, and lower adhesion of the upper and lower films.
  • the viscosity of the composition increases, which causes problems such as lower inkjet processability, and thus has many technical limitations.
  • the present invention provides a photocurable composition capable of forming an optical film exhibiting low refractive index characteristics while controlling the decrease in transmittance and increase in haze.
  • the present invention provides a cured film including a cured product of the photocurable composition.
  • the present invention provides an optical member using the cured film.
  • the present invention provides a display device including the optical member.
  • One embodiment of the present invention provides an inkjet photopolymerization composition
  • an inkjet photopolymerization composition comprising: a first highly flexible monomer including a photocurable functional group and having a viscosity of 10 cP or more; a second highly flexible monomer including a photocurable functional group and having a viscosity of less than 10 cP; a high-hardness monomer including a photocurable functional group; and at least one photopolymerization initiator.
  • the first highly flexible monomer may include a compound represented by the following chemical formula 1:
  • a and A' are photocurable functional groups
  • B is a hydrocarbon containing at least one oxygen atom
  • X is a direct bond or an isotrope having a structure of 3 or more carbon atoms
  • m1 and n1 are each independently 0 or an integer from 1 to 2.
  • the first highly flexible monomer may have a liquid refractive index ( nD25 ) of 1.47 or less and an absolute viscosity measured at 25° C. of 10 cP or more and 65 cP or less.
  • the first highly flexible 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.
  • the content of the first high-flexibility monomer may be 50 parts by weight or more and 89 parts by weight or less.
  • the second highly flexible monomer may have a liquid refractive index ( nD25 ) of 1.45 or less and an absolute viscosity measured at 25° C. of less than 10 cP.
  • the second highly flexible monomer may include at least one of isodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and isostearyl (meth)acrylate.
  • the content of the second high-flexibility monomer may be 1 part by weight or more and 20 parts by weight or less.
  • the high hardness monomer may include a compound represented by the following chemical formula 2:
  • a and A' are photocurable functional groups and are the same 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
  • m2 and n2 are each independently an integer of 0 or 1.
  • the high-hardness monomer may have a liquid refractive index ( nD25 ) of 1.49 or less.
  • the high hardness monomer may include at least one of 1,6-hexanediol di(meth)acrylate, hydroxy pivalic acid neopentyl glycol di(meth)acrylate, and vinyloxyethoxyethyl (meth)acrylate.
  • the content of the high-hardness monomer may be 10 parts by weight or more and 49 parts by weight or less.
  • the content of the photopolymerization initiator may be 5 parts by weight or more and 20 parts by weight or less.
  • the first high-flexibility monomer, the second high-flexibility monomer, the high-hardness monomer, and the photopolymerization initiator may have a vapor phase chromatography-measured purity of 95% or more.
  • the viscosity of the photopolymerization composition for inkjet may be 5 cP or more and 30 cP or less.
  • One embodiment of the present invention provides a cured film including a cured product of an inkjet photopolymerization composition
  • a cured film including a cured product of an inkjet photopolymerization composition
  • a first highly flexible monomer including a photocurable functional group and having a viscosity of 10 cP or more
  • a second highly flexible monomer including a photocurable functional group and having a viscosity of less than 10 cP
  • a high-hardness monomer including a photocurable functional group and at least one photopolymerization initiator
  • the cured film has a haze of 0.5 or less after being left for 500 hours under 85°C/85% RH conditions, and the haze is defined as the degree of diffusion of light incident on a transparent film relative to the incident angle when the cured film is left for 500 hours in a constant temperature and humidity chamber at 85°C
  • the haze value of the cured film is measured using a spectrophotometer, and is calculated by the
  • Ir is the transmittance of light transmitted at an incident angle of less than 2.5°
  • Is is the transmittance of light transmitted at an incident angle of 2.5° or more.
  • the refractive index of the cured film may be 1.50 or less.
  • the modulus of the cured film may be 1 GPa or more.
  • the elongation of the cured film may be 5% or more.
  • the amount of change in the reflection color coordinate a* of the polarizing plate may be ⁇ 0.5 or less.
  • One embodiment of the present invention provides an optical member including the cured film.
  • One embodiment of the present invention provides a display device including the cured film as at least one of an optical film and a pattern film.
  • An inkjet photopolymerization composition according to one embodiment of the present invention can exhibit low refractive index characteristics, as well as high transmittance characteristics and low haze characteristics.
  • the cured film according to one embodiment of the present invention can exhibit low refractive index characteristics, as well as high transmittance characteristics and low haze characteristics.
  • the optical member according to one embodiment of the present invention can implement excellent optical properties by including the cured film.
  • the display device according to one embodiment of the present invention can exhibit excellent optical characteristics.
  • the unit “parts by weight” may mean the weight ratio of each component.
  • first and second are used to distinguish one component from another and are not limited by the ordinal numbers.
  • first component may also be referred to as the second component, and similarly, the second component may be referred to as the first component.
  • (meth)acrylate is used to collectively refer to acrylates and methacrylates.
  • the viscosity of the compound may be a value measured using a Brookfield viscometer at a temperature of 25° C.
  • One embodiment of the present invention provides an inkjet photopolymerization composition
  • an inkjet photopolymerization composition comprising: a first highly flexible monomer including a photocurable functional group and having a viscosity of 10 cP or more; a second highly flexible monomer including a photocurable functional group and having a viscosity of less than 10 cP; a high-hardness monomer including a photocurable functional group; and at least one photopolymerization initiator.
  • a photopolymerizable composition for inkjet can exhibit low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the photopolymerizable composition can easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after curing by including a first highly flexible monomer and a second highly flexible monomer whose viscosities satisfy a specific range.
  • the photopolymerizable composition can exhibit excellent inkjet characteristics.
  • the photopolymerizable composition can have improved modulus and elongation after curing, so that mechanical properties can be improved, and discoloration can be effectively suppressed even under high temperature and high humidity conditions.
  • the first highly flexible monomer may include a compound represented by the following chemical formula 1:
  • a and A' are photocurable functional groups
  • B is a hydrocarbon containing at least one oxygen atom
  • X is a direct bond or an isotrope having a structure of 3 or more carbon atoms
  • m1 and n1 are each independently 0 or an integer of 1 to 2.
  • a and A' may be a (meth)acrylate group as the photocurable functional group.
  • a and A' may be an acrylate group.
  • B may be a straight or branched alkoxylene having 3 to 5 carbon atoms.
  • X may be a direct bond or a straight or branched alkylene having 1 to 5 carbon atoms.
  • the photopolymerizable composition can more easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film having excellent optical properties. In addition, the photopolymerizable composition can have improved modulus and elongation after curing, so that the mechanical properties can be improved, and discoloration can be effectively suppressed even under high temperature and high humidity conditions.
  • the first highly flexible monomer may include a compound represented by the following chemical formula 1-1.
  • R 1 and R' 1 are each independently hydrogen or a methyl group
  • R 2 and R' 2 are each independently a straight-chain or branched-chain alkoxylene having 3 to 5 carbon atoms
  • R 3 is a direct bond or a straight-chain or branched-chain alkylene having 1 to 5 carbon atoms
  • m1 and n1 are each independently 0 or an integer of 1 to 2
  • p is an integer of 0 or 1.
  • R 1 and R' 1 may be hydrogen. 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.
  • the photopolymerizable composition can more easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film having excellent optical properties.
  • the photopolymerizable composition can have properties that are easy to apply to inkjet, and the mechanical properties can be improved by suppressing the decrease in modulus and elongation after curing.
  • the first high-flexible monomer may have a liquid refractive index ( nD25 ) of 1.47 or less and an absolute viscosity measured at 25° C. of 10 cP or more and 65 cP or less.
  • the first high-flexible monomer may have a liquid refractive index ( nD25 ) of 1.44 or more.
  • a cured product of the photopolymerizable composition including the first high-flexible monomer satisfying the liquid refractive index and absolute viscosity in the above-described ranges can implement excellent low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the photopolymerizable composition can exhibit excellent inkjet characteristics.
  • the first highly flexible 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.
  • the first highly flexible monomer may include at least one of neopentyl glycol propoxylate diacrylate, dipropylene glycol diacrylate, tripropylene glycol diacrylate, and polypropylene glycol 400 diacrylate.
  • the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics.
  • the photopolymerizable composition can exhibit excellent inkjet characteristics, and after curing, can have improved modulus and elongation, thereby improving mechanical properties.
  • the content of the first high-flexibility monomer may be 50 parts by weight or more and 89 parts by weight or less.
  • the content of the first highly flexible monomer is 59 parts by weight or more and 80 parts by weight or less, 60 parts by weight or more and 79 parts by weight or less, 69 parts by weight or more and 70 parts by weight or less, 50 parts by weight or more and 80 parts by weight or less, 50 parts by weight or more and 79 parts by weight or less, 50 parts by weight or more and 70 parts by weight or less, 50 parts by weight or more and 69 parts by weight or less, 50 parts by weight or more and 60 parts by weight or less, 59 parts by weight or more and 89 parts by weight or less, 59 parts by weight or more and 80 parts by weight or less, 59 parts by weight or more and 79 parts by weight or less, 59 parts by weight or more and 79 parts by weight or less, 59 parts by weight or more and 79 parts by weight or less, 59 parts by weight or more and 69 parts by weight or less, 59 parts by weight or more and 60 parts by weight or less, 60 parts by weight or more and 89 parts by weight or less, 59
  • the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics.
  • the photopolymerizable composition can have properties that are easy to apply to inkjet, and the cured product of the photopolymerizable composition can have improved mechanical properties because the modulus and elongation are increased.
  • the second highly flexible monomer may include a linear or branched alkyl group-containing (meth)acrylate having 10 to 20 carbon atoms.
  • 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.
  • the photopolymerizable composition can more easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after photocuring.
  • the photopolymerizable composition can have properties that are easy to apply to inkjet, and the cured product of the photopolymerizable composition can be effectively suppressed from discoloring even under high temperature and high humidity conditions.
  • the second high-flexible monomer may have a liquid refractive index (nD25) of 1.45 or less and an absolute viscosity measured at 25° C. of less than 10 cP.
  • the second high-flexible monomer may have a liquid refractive index ( nD25 ) of 1.43 or more.
  • the viscosity of the second high-flexible monomer may be 2 cP or more.
  • a cured product of the photopolymerizable composition including the first high-flexible monomer satisfying the liquid refractive index and the absolute viscosity in the above-described ranges can implement excellent low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the photopolymerizable composition can exhibit excellent inkjet characteristics.
  • the second highly flexible monomer may include at least one of isodecyl (meth)acrylate, lauryl (meth)acrylate, stearyl (meth)acrylate, and isostearyl (meth)acrylate.
  • the second highly flexible monomer may include at least one of isodecyl acrylate, lauryl acrylate, stearyl acrylate, and isostearyl acrylate.
  • the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics.
  • the content of the second high-flexibility monomer may be 1 part by weight or more and 20 parts by weight or less.
  • the content of the second high-flexibility monomer may be 1 part by weight or more and 10 parts by weight or less, or 10 parts by weight or more and 20 parts by weight or less.
  • the cured product of the photopolymerization composition can implement excellent low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the cured product of the photopolymerization composition can have improved mechanical properties by increasing modulus and elongation, and can effectively suppress discoloration even under high temperature and high humidity conditions.
  • the high hardness monomer may include a compound represented by the following chemical formula 2:
  • a and A' are photocurable functional groups and are the same as 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
  • m2 and n2 are each independently an integer of 0 or 1.
  • a and A' may be a (meth)acrylate group as a photocurable functional group.
  • a and A' may be an acrylate group.
  • 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 at least one oxygen in the chain and with or without an unsaturated bond.
  • the photopolymerizable composition can more easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film having excellent optical properties.
  • the photopolymerizable composition can have properties that are easy to apply to inkjet, and can have improved modulus and elongation after curing, thereby improving mechanical properties.
  • the high hardness monomer may include at least one of a compound represented by the following chemical formula 2-1 and a compound represented by the following chemical formula 2-2.
  • R 21 and R' 21 are each independently hydrogen or a methyl group
  • R 22 may be a straight-chain or branched-chain alkylene having 4 to 50 carbon atoms, or -R 23 -R 24 -R' 23 -.
  • R 23 and R' 23 may each independently be a straight-chain or branched-chain alkylene having 2 to 25 carbon atoms
  • R 24 may be a carbonyl group (-CO 2 -).
  • R 21 and R' 21 may be hydrogen.
  • R 22 can be a straight or branched chain alkylene having 4 to 40 carbon atoms, a straight or branched chain alkylene having 4 to 30 carbon atoms, a straight or branched chain alkylene having 4 to 20 carbon atoms, a straight or branched chain alkylene having 4 to 10 carbon atoms, or a straight or branched chain alkylene having 4 to 6 carbon atoms.
  • R 23 and R' 23 can each independently be a straight or branched chain alkylene having 2 to 20 carbon atoms, a straight or branched chain alkylene having 2 to 15 carbon atoms, a straight or branched chain alkylene having 2 to 10 carbon atoms, or a straight or branched chain alkylene having 2 to 5 carbon atoms.
  • R 25 is hydrogen or a methyl group
  • R 26 is a straight-chain or branched-chain alkoxylene having 1 to 3 carbon atoms
  • q is an integer of 1 to 3.
  • R 25 may be hydrogen.
  • R 26 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 of 1 to 2, or an integer of 2 to 3.
  • the photopolymerizable composition can more easily implement low refractive index characteristics, high transmittance characteristics, and low haze characteristics after photocuring. Through this, the photopolymerizable composition can effectively provide a cured film having excellent optical properties.
  • the high-hardness monomer may have a liquid refractive index ( nD25 ) of 1.49 or less.
  • the liquid refractive index of the high-hardness monomer may be 1.44 or more.
  • the cured product of the photopolymerization composition including the high-hardness monomer satisfying the liquid refractive index of the above-mentioned range can implement excellent low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the high-hardness monomer may include at least one of 1,6-hexanediol di(meth)acrylate, hydroxy pivalic acid neopentylglycol di(meth)acrylate, and vinyloxyethoxyethyl (meth)acrylate.
  • the high-hardness monomer may include at least one of 1,6-hexanediol diacrylate, hydroxy pivalic acid neopentylglycol diacrylate, and vinyloxyethoxyethyl acrylate.
  • the photopolymerizable composition can produce a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics.
  • the photopolymerizable composition can have properties that are easy to apply to inkjet, and a cured product of the photopolymerizable composition can have improved mechanical properties because the modulus and elongation are increased.
  • the content of the high-hardness monomer may be 10 parts by weight or more and 49 parts by weight or less.
  • the content of the high-hardness monomer may be 10 parts by weight or more and 40 parts by weight or less, 10 parts by weight or more and 30 parts by weight or less, 10 parts by weight or more and 2 parts by weight or less, 20 parts by weight or more and 49 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 30 parts by weight or less, 30 parts by weight or more and 49 parts by weight or less, 20 parts by weight or more and 40 parts by weight or less.
  • the photopolymerizable composition can implement a cured film having a lower haze value, low refractive index characteristics, and high transmittance characteristics.
  • the cured product of the photopolymerizable composition can have improved mechanical properties by increasing modulus and elongation, and discoloration can be effectively suppressed even under high temperature and high humidity conditions.
  • the photopolymerization initiator may include at least one of a phosphine oxide compound, an acetophenone compound, an acylphosphine oxide compound, (E)-2-(acetoxyimino)-1-(9,9-diethyl-9H-fluoren-2-yl)butanone, [1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazoyl-3-yl]-1-(O-acetyloxime), an oxime compound, and an oxime ester compound.
  • the photopolymerization initiator may include at least a phosphine oxide compound.
  • photopolymerization initiator When the above-described type of photopolymerization initiator is used, stable photocuring of the photopolymerization composition can be induced, and thereby optical properties of a cured product of the photopolymerization composition can be improved.
  • the photopolymerization initiator for example, Irgacure 819, a phosphine oxide compound, Irgacure 369 and Irgacure 907, acetophenone compounds, Darocure TPO, an acylphosphine oxide compound, OXE-01, an oxime compound, and OXE-04, an oxime ester compound can be used.
  • the content of the photopolymerization initiator may be 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.
  • the polymerization reaction of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer included in the photopolymerization composition can be effectively and stably performed.
  • the photopolymerization initiator may include one or more photopolymerization initiators.
  • the photopolymerization initiator may include a first photopolymerization initiator and a second photopolymerization initiator.
  • the photopolymerization initiator may include a phosphine oxide-based compound.
  • 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-fluoren-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.
  • the weight ratio of the first photopolymerization initiator and the second photopolymerization initiator may be 6:4 to 8:2.
  • the first high-flexibility monomer, the second high-flexibility monomer, the high-hardness monomer, and the photopolymerization initiator may have a vapor phase chromatography-measured purity of 95% or more.
  • the photopolymerization composition can effectively provide a cured film having excellent optical properties.
  • 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 above-mentioned range may be easily used for inkjet.
  • One embodiment of the present invention provides a cured film including a cured product of an inkjet photopolymerization composition
  • a cured film including a cured product of an inkjet photopolymerization composition
  • a first highly flexible monomer including a photocurable functional group and having a viscosity of 10 cP or more
  • a second highly flexible monomer including a photocurable functional group and having a viscosity of less than 10 cP
  • a high-hardness monomer including a photocurable functional group and at least one photopolymerization initiator
  • the cured film has a haze of 0.5 or less after being left for 500 hours under 85°C/85% RH conditions, and the haze is defined as the degree of diffusion of light incident on a transparent film relative to the incident angle when the cured film is left for 500 hours in a constant temperature and humidity chamber at 85°C
  • the haze value of the cured film is measured using a spectrophotometer, and is calculated by the
  • Ir is the transmittance of light transmitted at an incident angle of less than 2.5°
  • Is is the transmittance of light transmitted at an incident angle of 2.5° or more.
  • Ir may mean parallel transmittance
  • Is may mean diffuse transmittance.
  • the cured film according to one embodiment of the present invention can exhibit low refractive index characteristics, high transmittance characteristics, and low haze characteristics.
  • the modulus and elongation are increased, so that the mechanical properties are excellent, and discoloration can be effectively suppressed even under high temperature and high humidity conditions.
  • the cured film according to one embodiment of the present invention may include a cured product of the photopolymerization composition according to the embodiment described above.
  • the first high-flexibility monomer, the second high-flexibility monomer, the high-hardness monomer, and the photopolymerization initiator in the cured film according to the embodiment described above may be the same as the first high-flexibility monomer, the second high-flexibility monomer, the high-hardness monomer, and the photopolymerization initiator in the photopolymerization composition according to the embodiment described above.
  • the refractive index of the cured film may be 1.50 or less.
  • 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 may have a refractive index of 1.485 or more.
  • the cured film exhibits low refractive characteristics with a refractive index of 1.5 or less, thereby enabling implementation of an optical member and a display device having excellent optical properties.
  • the modulus of the cured film may be 1 GPa or more.
  • the modulus of the cured film may be 1.2 GPa or less.
  • the cured film having a modulus value satisfying the above-mentioned range has excellent mechanical properties and can be easily applied to a display device.
  • the elongation of the cured film may be 5% or more. In addition, the elongation of the cured film may be 8% or less.
  • the cured film having an elongation value satisfying the above-mentioned range has excellent mechanical properties and can be easily applied to a display device.
  • the change in the reflection color coordinate a* of the polarizing plate may be ⁇ 0.5 or less. That is, the cured film may exhibit excellent discoloration stability characteristics even under high temperature and high humidity conditions.
  • One embodiment of the present invention provides an optical member including the cured film.
  • the optical member according to one embodiment of the present invention can realize excellent optical properties by including the cured film.
  • the optical member can effectively suppress discoloration even under high temperature and high humidity conditions, so that it can have excellent stability.
  • the optical member may include a substrate; and the cured film provided on the substrate.
  • the cured film may be formed by photocuring after the photopolymerization composition is applied on the substrate by an inkjet process.
  • a well-known substrate such as bare glass may be used as the substrate.
  • the optical member can be manufactured by a method of applying the photopolymerization composition on the substrate using a Mayer bar, a coating applicator, or an inkjet device, and performing photocuring by exposing, for example, an LED lamp or a metal halide lamp in an air atmosphere.
  • the photopolymerization composition can be applied in the form of a single film and then photocured to form an optical member in the form of a general optical film, but can also be applied in a certain pattern shape using the inkjet device and then photocured, if necessary.
  • the optical member can be in the form of a pattern film in which a cured film patterned in a polyhedral shape, such as a prism structure, is formed on the substrate.
  • One embodiment of the present invention provides a display device including the cured film as at least one of an optical film and a pattern film.
  • the display device according to one embodiment of the present invention can exhibit excellent optical characteristics.
  • 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 display element to which it is applied, and may have a thickness that is controlled within a range of, for example, 0.01 ⁇ m to 1000 ⁇ m.
  • the configuration of a display device to which the optical member such as the optical film or pattern film is applied can follow a conventional configuration well known in the art, except that the cured film is applied to the optical member described above, and therefore, further description thereof will be omitted.
  • Neopentyl glycol propoxylate diacrylate was prepared as the first highly flexible monomer, isodecyl acrylate as the second highly flexible monomer, 1,6-hexanediol diacrylate as the high hardness monomer, and Irgacure 819 as the photoinitiator.
  • a first high-flexibility monomer, a second high-flexibility monomer, and a high-hardness monomer were mixed to prepare a monomer mixture.
  • the monomer mixture and a photoinitiator were mixed to prepare a photocurable composition.
  • the content of the first high-flexibility monomer was 89 parts by weight
  • the content of the second high-flexibility monomer was 1 part by weight
  • the content of the high-hardness monomer was 10 parts by weight.
  • the content of the photoinitiator was 5 parts by weight.
  • the photopolymerization composition for inkjet manufactured above was applied onto a bare glass substrate to form a single film with a thickness of 10 ⁇ m.
  • a cured film (thickness: 10 ⁇ m) including a cured product of the photopolymerization composition for inkjet. Meanwhile, for the refractive index measurement, a cured film with a thickness of 2 ⁇ m produced using spin coating was used.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 5 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content type Content Example 1 (1-1) 89 (2-1) 1 (3-1) 10 1 5 Example 2 (1-1) 79 (2-2) 1 (3-2) 20 1 10 Example 3 (1-1) 69 (2-3) 1 (3-3) 30 1 15 Example 4 (1-1) 59 (2-4) 1 (3-1) 40 1 20 Example 5 (1-1) 50 (2-1) 1 (3-2) 49 1 5 Example 6 (1-2) 89 (2-2) 1 (3-3) 10 1 10 Example 7 (1-2) 79 (2-3) 1 (3-1) 20 1 15 Example 8 (1-2) 69 (2-4) 1 (3-2) 30 1 20 Example 9 (1-2) 59 (2-1) 1 (3-3) 40 1 5 Example 10 (1-2) 50 (2-2) 1 (3-1) 49 1 10 Example 11 (1-3) 89 (2-3) 1 (3-2) 10 1 15 Example 12 (1-3) 79 (2-4) 1 (3-3) 20 1 20 Example 13 (1-3) 69 (2-1) 1 (3-1) 30 1 5 Example 14 (
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 6 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content Example 21 (1-1) 80 (2-1) 10 (3-3) 10 1 5
  • Example 22 (1-1) 70 (2-2) 10 (3-1) 20 1 10
  • Example 23 (1-1) 60 (2-3) 10 (3-2) 30 1 15
  • Example 24 (1-1) 50 (2-4) 10 (3-3) 40 1 20
  • Example 25 (1-2) 80 (2-1) 10 (3-1) 10 1 5
  • Example 30 (1-3) 70 (2-2) 10 (3-3) 20 1 10
  • Example 31 (1-3) 60 (2-3) 10 (3-1) 30 1 15
  • Example 32 (1-3) 50 (2-4) 10 (3-2) 40 1 20
  • Example 33 (1-4) 80 (2-1) 10 (3-
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 7 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content type Content Example 37 (1-1) 70 (2-1) 20 (3-1) 10 1 5 Example 38 (1-1) 60 (2-2) 20 (3-2) 20 1 10 Example 39 (1-1) 50 (2-3) 20 (3-3) 30 1 15 Example 40 (1-2) 70 (2-1) 20 (3-1) 10 1 20 Example 41 (1-2) 60 (2-2) 20 (3-2) 20 1 5 Example 42 (1-2) 50 (2-3) 20 (3-3) 30 1 10 Example 43 (1-3) 70 (2-1) 20 (3-1) 10 1 15 Example 44 (1-3) 60 (2-2) 20 (3-2) 20 1 20 Example 45 (1-3) 50 (2-3) 20 (3-3) 30 1 5 Example 46 (1-4) 70 (2-1) 20 (3-1) 10 1 10 Example 47 (1-4) 60 (2-2) 20 (3-2) 20 1 15 Example 48 (1-4) 50 (2-3) 20 (3-3) 30 1 20
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the type and content of the photoinitiator were adjusted as shown in Table 8 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content type Content Example 49 (1-1) 60 (2-2) 10 (3-3) 30 1 10
  • Example 50 (1-1) 60 (2-2) 10 (3-3) 30 2 10
  • Example 51 (1-1) 60 (2-2) 10 (3-3) 30 3 10
  • Example 52 (1-1) 60 (2-2) 10 (3-3) 30 4 10
  • Example 53 (1-1) 60 (2-2) 10 (3-3) 30 5 10
  • Example 54 (1-1) 60 (2-2) 10 (3-3) 30 6 10
  • Example 55 (1-1) 60 (2-2) 10 (3-3) 30 7 10
  • Example 57 (1-1) 60 (2-2) 10 (3-3) 30 1 7 2 3
  • Example 58 (1-1) 60 (2-2) 10 (3-3) 30 1 7 4 3
  • Example 60 (1-1) 60 (2-2) 10 (3-3) 30 1 7 5 3
  • Example 61 (1-1) 60 (2-2) 10 (3-3) 30 1 7
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 9 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content Comparative Example 1 (1-5) 89 (2-1) 1 (3-1) 10 1 5 Comparative Example 2 (1-5) 79 (2-2) 1 (3-2) 20 1 10 Comparative Example 3 (1-5) 69 (2-3) 1 (3-3) 30 1 15 Comparative Example 4 (1-5) 59 (2-4) 1 (3-1) 40 1 20 Comparative Example 5 (1-5) 50 (2-1) 1 (3-2) 49 1 5 Comparative Example 6 (1-6) 89 (2-2) 1 (3-3) 10 1 10 Comparative Example 7 (1-6) 79 (2-3) 1 (3-1) 20 1 15 Comparative Example 8 (1-6) 69 (2-4) 1 (3-2) 30 1 20 Comparative Example 9 (1-6) 59 (2-1) 1 (3-3) 40 1 5 Comparative Example 10 (1-6) 50 (2-2) 1 (3-1) 49 1 10
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 10 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content Comparative Example 11 (1-5) 80 (2-1) 10 (3-3) 10 1 15 Comparative Example 12 (1-5) 70 (2-2) 10 (3-1) 20 1 20 Comparative Example 13 (1-5) 60 (2-3) 10 (3-2) 30 1 5 Comparative Example 14 (1-5) 50 (2-4) 10 (3-3) 40 1 10 Comparative Example 15 (1-6) 80 (2-1) 10 (3-1) 10 1 15 Comparative Example 16 (1-6) 70 (2-2) 10 (3-2) 20 1 20 Comparative Example 17 (1-6) 60 (2-3) 10 (3-3) 30 1 5 Comparative Example 18 (1-6) 50 (2-4) 10 (3-1) 40 1 10 Comparative Example 19 (1-5) 70 (2-1) 20 (3-1) 10 1 15 Comparative Example 20 (1-5) 60 (2-2) 20 (3-2) 20 1 20 Comparative Example 21 (1-5) 50 (2-3) 20 (3-3) 30 1 5 Comparative Example 22 (1-6) 70 (2-1) 20 (3-1) 10 1 10 Comparative Example 23 (1-6) 60 (
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 11 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content Comparative Example 25 (1-1) 89 (2-5) 1 (3-1) 10 1 5 Comparative Example 26 (1-1) 79 (2-6) 1 (3-2) 20 1 10 Comparative Example 27 (1-2) 89 (2-5) 1 (3-3) 10 1 15 Comparative Example 28 (1-2) 79 (2-6) 1 (3-1) 20 1 20 Comparative Example 29 (1-3) 89 (2-5) 1 (3-2) 10 1 5 Comparative Example 30 (1-3) 79 (2-6) 1 (3-3) 20 1 10 Comparative Example 31 (1-4) 89 (2-5) 1 (3-1) 10 1 15 Comparative Example 32 (1-4) 79 (2-6) 1 (3-2) 20 1 20 1 20
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the second high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 12 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content Comparative Example 33 (1-1) 80 (2-5) 10 (3-3) 10 1 5 Comparative Example 34 (1-1) 70 (2-6) 10 (3-1) 20 1 10 Comparative Example 35 (1-2) 80 (2-5) 10 (3-2) 10 1 15 Comparative Example 36 (1-2) 70 (2-6) 10 (3-3) 20 1 20 Comparative Example 37 (1-3) 80 (2-5) 10 (3-1) 10 1 5 Comparative Example 38 (1-3) 70 (2-6) 10 (3-2) 20 1 10 Comparative Example 39 (1-4) 80 (2-5) 10 (3-3) 10 1 15 Comparative Example 40 (1-4) 70 (2-6) 10 (3-1) 20 1 20
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 13 below. Comparative Examples 41 to 64 do not include the second high-flexibility monomer.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content type Content Comparative Example 41 (1-1) 90 - - (3-1) 10 1 5 Comparative Example 42 (1-1) 90 - - (3-2) 10 1 10 Comparative Example 43 (1-1) 90 - - (3-3) 10 1 15 Comparative Example 44 (1-2) 90 - - (3-1) 10 1 20 Comparative Example 45 (1-2) 90 - - (3-2) 10 1 5 Comparative Example 46 (1-2) 90 - - (3-3) 10 1 10 Comparative Example 47 (1-3) 90 - - (3-1) 10 1 15 Comparative Example 48 (1-3) 90 - - (3-2) 10 1 20 Comparative Example 49 (1-3) 90 - - (3-3) 10 1 5 Comparative Example 50 (1-4) 90 - - (3-1) 10 1 10 Comparative Example 51 (1-4) 90 - - (3-2) 10 1 15 Comparative Example 52 (1-4) 90 - - (3-3) 10 1 20 Comparative Example 53 (1-1) 50
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • Example 1 a photocurable composition and a cured film were manufactured in the same manner as in the above Example 1, except that the type and content of the first high-flexibility monomer, the type and content of the high-hardness monomer, and the content of the photoinitiator were adjusted as shown in Table 14 below.
  • the first unique Monomer The second high-quality Monomer High hardness monomer Photoinitiator type Content type Content type Content Comparative Example 65 (1-1) 60 (2-2) 10 (3-3) 30 1 4 Comparative Example 66 (1-1) 60 (2-2) 10 (3-3) 30 1 21 Comparative Example 67 (1-1) 60 (2-2) 10 (3-3) 30 2 4 Comparative Example 68 (1-1) 60 (2-2) 10 (3-3) 30 2 21 Comparative example 69 (1-1) 60 (2-2) 10 (3-3) 30 3 4 Comparative Example 70 (1-1) 60 (2-2) 10 (3-3) 30 3 21 Comparative Example 71 (1-1) 60 (2-2) 10 (3-3) 30 4 4 Comparative Example 72 (1-1) 60 (2-2) 10 (3-3) 30 4 21 Comparative Example 73 (1-1) 60 (2-2) 10 (3-3) 30 5 4 Comparative Example 74 (1-1) 60 (2-2) 10 (3-3) 30 5 21 Comparative Example 75 (1-1) 60 (2-2) 10 (3-3) 30 6 4 Comparative Example 76 (1-1) 60 (2-2) 10 (3-3) 30 6 21 Comparative
  • the contents (parts by weight) of the first high-flexibility monomer, the second high-flexibility monomer, and the high-hardness monomer are based on 100 parts by weight of the monomer mixture.
  • the contents (parts by weight) of the photoinitiator are based on 100 parts by weight of the monomer mixture.
  • the absorbance of the cured film before and after exposure was compared using an FT-IR spectrophotometer.
  • the refractive index (average of 555 to 575 nm) was measured using an ellipsometer.
  • the average transmittance of the 10 ⁇ m thick cured film formed on the bare glass substrate was measured at 380 to 780 nm using a UV-VIS spectrophotometer (Cary4000, Agilent).
  • the viscosity was measured using a viscometer (trade name: Brookfield viscometer) at a temperature of 25°C.
  • Modulus was measured by indenting a 10 ⁇ m thick cured film coated on bare glass using a Nanoindentor (HM500, Helmut Fischer) Vickers Tip to a thickness of 10%.
  • HM500 Nanoindentor
  • Flexibility was measured by peeling off the cured film provided as 10 ⁇ m from the bare glass to produce a dog bone specimen and measuring the tensile strain using a UTM (Instron).
  • a polarizing plate was attached on top of a 10 ⁇ m thick cured film formed on a bare glass substrate, and after leaving it at 65°C/90%RH for 500 hours, the change level of the a* reflection color coordinate of the polarizing plate was measured using a spectrophotometer (Konica Minolta CM-5).
  • Example 1 HAZE 2) Sensitivity 3) Refractive index 4) Transmittance 5) Viscosity Example 1 ⁇ O O O O O Example 2 ⁇ O O O O O Example 3 ⁇ O O O O O Example 4 ⁇ O O O O O Example 5 ⁇ O O O O O Example 6 O O O O O O Example 7 O O O O O Example 8 O O O O O O Example 9 O O O O O O Example 10 O O O O O O O Example 11 O O O O O O Example 12 O O O O Example 13 O O O O O Example 14 O O O O O O O Example 15 O O O O O O Example 16 O O O O O Example 17 O O O O Example 18 O O O O O Example 19 O O O O O O O Example 20 O O O O O O O O
  • Example 10 Inkjet characteristics 7) Modulus 8) Flexibility 9) Discoloration Example 1 ⁇ O O O Example 2 ⁇ O O ⁇ Example 3 O O O O O Example 4 O O O O O Example 5 ⁇ O O O Example 6 ⁇ O O ⁇ Example 7 O O O O Example 8 O O O O Example 9 ⁇ O O O Example 10 ⁇ O O ⁇ Example 11 O O O O Example 12 O O O O Example 13 ⁇ O O O Example 14 ⁇ O O ⁇ Example 15 O O O O O Example 16 O O O O Example 17 ⁇ O O O Example 18 ⁇ O O ⁇ Example 19 O O O O O Example 20 O O O O O O
  • the photopolymerizable compositions manufactured in Examples 1 to 20 of the present invention can manufacture cured films exhibiting low haze values, sensitivity, refractive index, and transmittance, and implement excellent inkjet characteristics.
  • the cured films of the photopolymerizable compositions manufactured in Examples 1 to 20 have excellent modulus and flexibility, and excellent discoloration stability under high temperature and high humidity conditions.
  • Example 21 HAZE 2) Sensitivity 3) Refractive index 4) Transmittance 5) Viscosity Example 21 ⁇ O O O O O Example 22 ⁇ O O O O O Example 23 ⁇ O O O O Example 24 ⁇ O O O O Example 25 O O O O O Example 26 O O O O O Example 27 O O O O O Example 28 O O O O O O Example 29 O O O O O Example 30 O O O O O O Example 31 O O O O O O Example 32 O O O O Example 33 O O O O O Example 34 O O O O O O Example 35 O O O O O Example 36 O O O O O O O O O
  • Example 21 Inkjet characteristics 7) Modulus 8) Flexibility 9) Discoloration Example 21 ⁇ O O O Example 22 ⁇ O ⁇ ⁇ Example 23 O O O O O Example 24 O O O O O Example 25 ⁇ O O O Example 26 ⁇ O ⁇ ⁇ Example 27 O O O O Example 28 O O O O O Example 29 ⁇ O O O Example 30 ⁇ O ⁇ ⁇ Example 31 O O O O Example 32 O O O O Example 33 ⁇ O O O Example 34 ⁇ O ⁇ ⁇ Example 35 O O O O O Example 36 O O O O O O O
  • the photopolymerizable compositions manufactured in Examples 21 to 36 of the present invention can manufacture cured films exhibiting low haze values, sensitivity, refractive index, and transmittance, and implement excellent inkjet characteristics.
  • the cured films of the photopolymerizable compositions manufactured in Examples 21 to 36 have excellent modulus and flexibility, and excellent discoloration stability under high temperature and high humidity conditions.
  • Example 38 Inkjet characteristics 7) Modulus 8) Flexibility 9) Discoloration Example 37 ⁇ O O O Example 38 ⁇ O ⁇ ⁇ Example 39 O O O O O Example 40 O O O O O Example 41 ⁇ O O O Example 42 ⁇ O O ⁇ Example 43 O O O O Example 44 O O ⁇ O Example 45 ⁇ O O O Example 46 ⁇ O O ⁇ Example 47 O O ⁇ O Example 48 O O ⁇ O
  • the photopolymerizable compositions manufactured in Examples 37 to 48 of the present invention can manufacture cured films exhibiting low haze values, sensitivity, refractive index, and transmittance, and implement excellent inkjet characteristics.
  • the cured films of the photopolymerizable compositions manufactured in Examples 37 to 48 have excellent modulus and flexibility, and excellent discoloration stability under high temperature and high humidity conditions.
  • Example 49 ⁇ O O O O O Example 50 O O O O O O Example 51 O O O O O Example 52 ⁇ O O O O Example 53 O O O O O Example 54 O O O O O Example 55 O O O O O Example 56 O O O O O Example 59 ⁇ O O O O Example 60 O O O O O Example 61 O O O O O Example 62 O O O O O Example 63 O O O O O O
  • the photopolymerizable compositions manufactured in Examples 49 to 63 of the present invention can manufacture cured films exhibiting low haze values, sensitivity, refractive index, and transmittance, and implement excellent inkjet characteristics.
  • the cured films of the photopolymerizable compositions manufactured in Examples 49 to 63 have excellent modulus and flexibility, and excellent discoloration stability under high temperature and high humidity conditions.
  • Comparative Examples 1 to 10 had very poor haze characteristics and flexibility characteristics. That is, it can be seen that Comparative Examples 1 to 10, which did not use the first highly flexible monomer according to one embodiment of the present invention, could not manufacture a cured film having excellent haze characteristics and flexibility characteristics.
  • Comparative Examples 11 to 24 had very poor haze characteristics and flexibility characteristics. That is, it can be seen that Comparative Examples 11 to 24, which did not use the first highly flexible monomer according to one embodiment of the present invention, could not manufacture a cured film having excellent haze characteristics and flexibility characteristics.
  • Comparative Examples 25 to 32 had very poor haze characteristics. That is, it can be seen that Comparative Examples 25 to 32, which did not use the second highly flexible monomer according to one embodiment of the present invention, could not manufacture a cured film having excellent haze characteristics.
  • Comparative Examples 33 to 40 could not simultaneously implement a low haze value and a low refractive index value.
  • Comparative Examples 33 to 40 which did not use the second highly flexible monomer according to one embodiment of the present invention, could not produce a cured film exhibiting a low haze value and a low refractive index value together.
  • the photopolymerizable composition according to one embodiment of the present invention has excellent inkjet characteristics and can implement a cured film exhibiting low refractive index characteristics, high transmittance characteristics, and low haze characteristics after curing.
  • the cured film including the cured product of the photopolymerizable composition has improved modulus and elongation, so that the mechanical properties can be improved, and discoloration is effectively suppressed even under high temperature and high humidity conditions.

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Abstract

La présente invention concerne une composition photodurcissable, un film durci comprenant un produit durci de celle-ci, et un élément optique et un dispositif d'affichage comprenant le film durci, la composition photodurcissable ayant une dégradation de transmittance contrôlée et une augmentation de trouble tout en présentant une propriété de faible réfraction après durcissement.
PCT/KR2024/001602 2023-02-06 2024-02-02 Composition photopolymérisable pour jet d'encre, film durci de celle-ci, et élément optique et dispositif d'affichage la comprenant Ceased WO2024167235A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202480008404.7A CN120603865A (zh) 2023-02-06 2024-02-02 喷墨用光聚合组合物、该组合物的固化膜、以及包含所述固化膜的光学部件和显示装置

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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040145639A1 (en) * 2001-01-29 2004-07-29 Carole Noutary Printing ink
US20130010039A1 (en) * 2011-07-08 2013-01-10 Seiko Epson Corporation Photocurable Ink Composition for Ink Jet Recording and Ink Jet Recording Method
KR20170121170A (ko) * 2015-02-26 2017-11-01 사카타 인쿠스 가부시키가이샤 광경화형 잉크젯 인쇄용 백색 잉크 조성물
KR20220074772A (ko) * 2020-11-27 2022-06-03 주식회사 동진쎄미켐 광중합성 조성물, 이로부터 형성된 광학 부재 및 표시 장치
KR20220151562A (ko) * 2021-05-06 2022-11-15 주식회사 동진쎄미켐 광경화성 조성물, 이의 경화물, 및 이를 포함하는 표시장치

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040145639A1 (en) * 2001-01-29 2004-07-29 Carole Noutary Printing ink
US20130010039A1 (en) * 2011-07-08 2013-01-10 Seiko Epson Corporation Photocurable Ink Composition for Ink Jet Recording and Ink Jet Recording Method
KR20170121170A (ko) * 2015-02-26 2017-11-01 사카타 인쿠스 가부시키가이샤 광경화형 잉크젯 인쇄용 백색 잉크 조성물
KR20220074772A (ko) * 2020-11-27 2022-06-03 주식회사 동진쎄미켐 광중합성 조성물, 이로부터 형성된 광학 부재 및 표시 장치
KR20220151562A (ko) * 2021-05-06 2022-11-15 주식회사 동진쎄미켐 광경화성 조성물, 이의 경화물, 및 이를 포함하는 표시장치

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