KR102153965B1 - Light Conversion Ink Composition, Color Filter and Display Device - Google Patents

Abstract

The present invention is a photoconversion ink composition comprising a quantum dot, a curable monomer, scattering particles and a phosphorus compound, wherein the curable monomer is a photoconversion ink composition comprising a bifunctional (meth)acrylate having a specific structure, and a color formed using the same An image display device including a filter and the color filter is provided. The photoconversion ink composition according to the present invention not only has excellent optical properties and dispersibility of quantum dots without a solvent, but also has excellent uniformity of the surface of the coating film, and can implement low viscosity. Therefore, the photoconversion ink composition according to the present invention can be effectively used to manufacture a color filter by inkjet printing.

Description

Light Conversion Ink Composition, Color Filter and Display Device

The present invention relates to a photo-conversion ink composition, a color filter, and an image display device, and more particularly, excellent optical properties and dispersibility of quantum dots without a solvent, as well as excellent uniformity of the surface of the coating film, and realization of low viscosity. possible It relates to a photoconversion ink composition, a color filter formed by using the same, and an image display device having the color filter.

A color filter is a thin film-type optical component that extracts three colors of red, green, and blue from white light and enables it in a fine pixel unit, and the size of one pixel is about tens to hundreds of micrometers. Such a color filter includes a black matrix layer formed in a predetermined pattern on a transparent substrate to block light at the boundary between each pixel, and a plurality of colors (typically red (R), green (G) and a plurality of colors) to form each pixel. It has a structure in which pixel portions in which three primary colors of blue (B) are arranged in a predetermined order are sequentially stacked.

Recently, as one of the methods of implementing a color filter, a pigment dispersion method using a pigment dispersion type photosensitive resin has been applied. However, a part of the light is absorbed by the color filter while the light irradiated from the light source passes through the color filter. There is a problem in that the efficiency is deteriorated and color reproduction is deteriorated due to the characteristics of the pigment included in the color filter.

In particular, as color filters are used in various fields including various image display devices, not only excellent pattern characteristics but also high color reproduction rates, high luminance, and high contrast ratios are required. To solve this problem, quantum dots are included. A method of manufacturing a color filter using the self-luminous photosensitive resin composition has been proposed. For example, Korean Patent Laid-Open No. 10-2009-0036373 discloses that the display quality of a display device can be improved by improving luminous efficiency by replacing an existing color filter with a light emitting layer made of a quantum dot phosphor.

The photolithography method using a photosensitive resin composition containing such quantum dots is a method of forming a color filter through coating, exposure, development, and curing, and is excellent in terms of sophistication and reproducibility of the color filter, but each color is used to form a pixel. For each process, coating, exposure, development, and curing are required, increasing the manufacturing process, time and cost, and increasing control factors between processes, making it difficult to manage yield.

In order to solve these problems, an inkjet method has been proposed. The inkjet method is a technology in which liquid ink is sprayed at a predetermined position in a partition using an inkjet head to realize an image in which each ink is colored.It can color a plurality of colors including red, green, and blue at once. So that the manufacturing process, time and cost can be greatly reduced.

Recently, as a high color gamut (color density compared to NTSC) is required in monitors and TVs, it is necessary to improve the light emission luminance of quantum dots. In order to improve the light emission luminance, there is a method of increasing the film thickness. However, there is a limit to thickening the film thickness with an ink composition including quantum dots and a solvent. Accordingly, there is a demand for a non-solvent type ink composition containing quantum dots that does not contain a solvent.

However, when the quantum dots are prepared as a solvent-free composition, it is difficult to uniformly disperse the quantum dots, causing agglomeration of the quantum dots, thereby deteriorating the optical properties of the quantum dots or increasing the viscosity, resulting in poor jetting. In addition, when a low-viscosity monomer is applied to lower the viscosity, there is a problem that coating film non-uniformity occurs due to a high-temperature thermal process. Such non-uniformity of the coating film is recognized as a stain when driving the display, making it difficult to drive the display normally.

Therefore, without a solvent, not only the optical properties and dispersibility of the quantum dots are excellent, but also the uniformity of the coating film surface is excellent, and low viscosity is possible. There is an urgent need to develop ink compositions.

Korean Patent Publication No. 10-2009-0036373

One object of the present invention Even without a solvent, quantum dots have excellent optical properties and dispersibility, as well as excellent uniformity of the surface of the coating film, and low viscosity. It is to provide a light conversion ink composition.

Another object of the present invention is to provide a photo-conversion pixel comprising a cured product of the photo-conversion ink composition.

Still another object of the present invention is to provide a color filter including the photo-conversion pixel.

Another object of the present invention is to provide an image display device including the color filter.

On the other hand, the present invention provides a photo-conversion ink composition comprising a quantum dot, a curable monomer, scattering particles, and a phosphorus compound, wherein the curable monomer comprises a compound represented by the following formula (1).

[Formula 1]

In the above formula,

R ¹ is a C ₁ -C ₂₀ alkylene group, a phenylene group or a C ₃ -C ₁₀ cycloalkylene group,

R ² is hydrogen or a methyl group,

m is an integer from 1 to 15.

In one embodiment of the present invention, the quantum dot may be a non-cadmium-based quantum dot.

In one embodiment of the present invention, the quantum dot has a core-shell structure including a core and a shell covering the core, and the core is GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs, InNSb, InPAs, InPSb, GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, It includes at least one selected from the group consisting of GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and InAlPSb, and the shell may include at least one selected from the group consisting of ZnSe, ZnS and ZnTe.

In one embodiment of the present invention, the quantum dot includes a first quantum dot and a second quantum dot having different central emission wavelengths (λmax), and a difference in central emission wavelength between the first quantum dot and the second quantum dot may be 50 nm or more.

In one embodiment of the present invention, the curable monomer may be included in an amount of 20 to 90% by weight based on 100% by weight of the total light conversion ink composition.

In one embodiment of the present invention, the phosphorus compound is diphenylchlorophosphate, bis(2,4,4-trimethylpentyl)phosphinic acid, tri-n-octylphosphine oxide, tri-n-hexyl and tri-n- Mixture of octyl phosphine oxide, phenyl dichlorophosphate, tetrabenzyl pyrophosphate, triethyl phosphonoacetate, n-dodecylphosphonic acid, trimethyl phosphonoacetate, dimethyl octadecylphosphonate, tributoxyethyl phosphate, dibutyl butyl Phosphonate, tris(2-ethylhexyl)phosphate, phosphoric acid, bis[2-(methacryloyloxy)ethyl]phosphate, phosphoric acid 2-hydroxyethyl methacrylate ester, ethylenediaminetetramethylenephosphonic acid, 4, 4′-bis(diethylphosphonomethyl)biphenyl and 1,4-butylenediphosphonic acid may contain one or more selected from the group consisting of.

In one embodiment of the present invention, the phosphorus compound may include a phosphoric acid-based dispersant.

In one embodiment of the present invention, the phosphoric acid-based dispersant may include a phosphoric acid ester-based dispersant having a molecular weight of 1,000 to 4,000.

In one embodiment of the present invention, the phosphorus compound may be included in an amount of 1 to 30% by weight based on 100% by weight of the total composition.

The photoconversion ink composition according to an embodiment of the present invention may further include a photoinitiator.

The photoconversion ink composition according to an embodiment of the present invention may not contain a solvent.

On the other hand, the present invention provides a photo-conversion pixel including a cured product of the photo-conversion ink composition.

On the other hand, the present invention provides a color filter including the photo-conversion pixel.

On the other hand, the present invention provides an image display device provided with the color filter.

The photoconversion ink composition according to the present invention does not contain a solvent, contains a bifunctional (meth)acrylate having a specific structure as a curable monomer, and contains a phosphorus compound, thereby enabling low viscosity and excellent uniformity of the surface of the coating film. And, even without a solvent, the optical properties and dispersibility of quantum dots are excellent. Therefore, the photoconversion ink composition according to the present invention can be effectively used to manufacture a color filter by inkjet printing.

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

In the present invention, when a member is positioned "on" another member, this includes not only a case where a member is in contact with another member, but also a case where another member exists between the two members.

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

One embodiment of the present invention includes a quantum dot (A), a curable monomer (B), a scattering particle (C) and a phosphorus compound (D), and the curable monomer (B) is a bifunctional (meth)acrylate having a specific structure It relates to a light conversion ink composition comprising a.

Quantum dots (A)

In one embodiment of the present invention, the quantum dot has a ligand layer on its surface.

For example, the quantum dot may have a ligand layer including a compound represented by Formula 2 below on its surface.

[Formula 2]

In the above formula,

R'and R'' are each independently a hydrogen atom; Carboxyl group; Phenyl group; Or a thiol group substituted or unsubstituted C ₁ -C ₂₀ alkyl group,

R'and R" are simultaneously a hydrogen atom; a phenyl group; or an unsubstituted C ₁ -C ₂₀ alkyl group,

n is an integer from 1 to 20.

The C ₁ -C ₂₀ alkyl group used in the present specification refers to a straight-chain or branched monovalent hydrocarbon consisting of 1 to 20 carbon atoms, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, Isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, n-hexyl, 1-methylpentyl, 2-methylpentyl , 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, n-heptyl, 1-methylhexyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2- Propylpentyl, n-nonyl, 2,2-dimethylheptyl, n-decyl, and the like are included, but are not limited thereto.

In one embodiment of the present invention, specific examples of the compound represented by Formula 2 above include 2-(2-methoxyethoxy)acetic acid (WAKO) and 2-[2-(2-methoxyethoxy). Oxy]acetic acid (WAKO), {2-[2-(carboxymethoxy)ethoxy]ethoxy}acetic acid (WAKO), 2-[2-(benzyloxy)ethoxy]acetic acid, (2-(carboxy Methoxy) ethoxy) acetic acid (WAKO), (2-butoxyethoxy) acetic acid (WAKO), carboxy-EG6-undecanthiol, and the like, but are not limited thereto.

Since the quantum dots contain a polyethylene glycol-based ligand represented by Formula 2, the optical properties of the quantum dots are excellent, and good dispersion characteristics can be exhibited only with a curable monomer described below without a solvent.

The compound represented by Formula 2 may cover a surface of 5% or more with respect to the total surface area of the quantum dot.

In this case, the content of the compound represented by Formula 2 may be 0.1 to 10 moles per 1 mole of the quantum dot.

The ligand layer including the compound represented by Formula 2 may have a thickness of 0.1 nm to 2 nm, for example, 0.5 nm to 1.5 nm.

In one embodiment of the present invention, the quantum dots may refer to nano-sized semiconductor materials. Atoms form molecules, and molecules form an aggregate of small molecules called clusters to form nanoparticles. When these nanoparticles have semiconductor properties, they are called quantum dots. When the quantum dot reaches an excited state by receiving energy from the outside, it emits energy according to an energy band gap corresponding to itself. For example, since the photoconversion ink composition of the present invention includes such quantum dots, it is possible to convert incident blue light into green light and red light.

In one embodiment of the present invention, the quantum dot may be a non-cadmium-based quantum dot.

The non-cadmium-based quantum dot is not particularly limited as long as it is a quantum dot particle capable of emitting light by stimulation by light. For example, II-VI group semiconductor compounds; Group III-V semiconductor compound; Group IV-VI semiconductor compound; A group IV element or a compound containing the same; And it may be selected from the group consisting of a combination thereof, these may be used alone or in combination of two or more.

Specifically, the II-VI group semiconductor compound is a binary compound selected from the group consisting of ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, and mixtures thereof; A three-element compound selected from the group consisting of ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, HgZnS, HgZnSe, HgZnTe, and mixtures thereof; And HgZnSeS, HgZnSeTe, HgZnSTe, and may be selected from the group consisting of a quaternary element compound selected from the group consisting of mixtures thereof, but is not limited thereto.

The III-V group semiconductor compound is a binary compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; A ternary compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs, InNSb, InPAs, InPSb, GaAlNP, and mixtures thereof; And GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof. It is not limited.

The IV-VI semiconductor compound is a binary compound selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; A three-element compound selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; And SnPbSSe, SnPbSeTe, SnPbSTe, and may be one or more selected from the group consisting of a quaternary compound selected from the group consisting of mixtures thereof, but is not limited thereto.

Although not limited thereto, the group IV element or a compound containing the same may include an element selected from the group consisting of Si, Ge, and mixtures thereof; And it may be selected from the group consisting of a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.

The quantum dot has a homogeneous single structure; Dual structures such as core-shell and gradient structures; Or it may be a mixed structure thereof. Preferably, the quantum dot may have a core-shell structure including a core and a shell covering the core.

Specifically, in the core-shell dual structure, materials forming each core and shell may be formed of different semiconductor compounds mentioned above. For example, the core is GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP , InNAs, InNSb, InPAs, InPSb, GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and one or more selected from the group consisting of InAlPSb , The shell may include at least one selected from the group consisting of ZnSe, ZnS, and ZnTe, but is not limited thereto.

For example, the quantum dots of the core-shell structure include InP/ZnS, InP/ZnSe, InP/GaP/ZnS, InP/ZnSe/ZnS, InP/ZnSeTe/ZnS and InP/MnSe/ZnS.

The quantum dots may be synthesized by a wet chemical process, a metal organic chemical vapor deposition (MOCVD), or a molecular beam epitaxy (MBE) process, but is not limited thereto. , Preferably, it is possible to obtain a quantum dot having more excellent optical properties by synthesizing by a wet chemical process.

The wet chemical process is a method of growing particles by adding a precursor material to an organic solvent. When the crystal is grown, the organic solvent is naturally coordinated on the surface of the quantum dot crystal and acts as a dispersant to control the growth of the crystal. Therefore, it is easier and cheaper than a vapor deposition method such as an organometallic chemical vapor deposition process or molecular ray epitaxy. Since it is possible to control the growth of particles, it is preferable to manufacture the quantum dots using the wet chemical process.

When a quantum dot is manufactured by a wet chemical process, an organic ligand is used to prevent agglomeration of the quantum dots and to control the particle size of the quantum dots to a nano level. In general, oleic acid can be used as such an organic ligand.

In one embodiment of the present invention, oleic acid used in the manufacturing process of the quantum dot is replaced by the polyethylene glycol-based compound of Formula 2 by a ligand exchange method.

In the ligand exchange, an organic ligand to be exchanged, that is, a polyethylene glycol-based compound of Formula 2 is added to the dispersion containing the quantum dots having oleic acid and stirred at room temperature to 200°C for 30 minutes to 3 hours. Thus, it can be carried out by obtaining a quantum dot to which the polyethylene glycol-based compound of Formula 2 is bonded. If necessary, the process of separating and purifying the quantum dots to which the polyethylene glycol-based compound of Formula 2 is bonded may be further performed.

The quantum dots may include two or more quantum dots having different central emission wavelengths (λmax).

For example, the quantum dot includes a first quantum dot and a second quantum dot having different central emission wavelengths, and the difference in central emission wavelength between the first quantum dot and the second quantum dot is 50 nm or more, preferably 60 nm or more, more preferably 70 nm or more. I can.

For example, the quantum dot may include a green first quantum dot having a central emission wavelength of 510 nm to 550 nm and a red second quantum dot having a central emission wavelength of 610 nm to 650 nm. When the central emission wavelength of the first quantum dot is less than 510 nm or exceeds 550 nm, the green expression of the image display device may be insufficient, and when the central emission wavelength of the second quantum dot is less than 610 nm or exceeds 650 nm, image display The red expression of the device may be insufficient, which may cause a problem of poor color reproducibility.

The green first quantum dot having a central emission wavelength of 510 nm to 550 nm and a red second quantum dot having a central emission wavelength of 610 nm to 650 nm may respectively embody green light and red light by incident blue light.

The quantum dots may be included in 1 to 40% by weight, preferably 2 to 30% by weight, based on 100% by weight of the total photo-conversion ink composition. When the quantum dots are included within the above range, there is an advantage of excellent luminous efficiency and excellent reliability of the coating layer. When the quantum dots are included in less than the above range, the photoconversion efficiency of green light and red light may be insufficient, and when the quantum dots exceed the above range, emission of blue light may be relatively reduced, resulting in a problem in which color reproducibility is deteriorated.

Curability Monomer (B)

In one embodiment of the present invention, the curable monomer (B) includes a compound represented by the following formula (1).

[Formula 1]

In the above formula,

R ¹ is a C ₁ -C ₂₀ alkylene group, a phenylene group or a C ₃ -C ₁₀ cycloalkylene group,

R ² is hydrogen or a methyl group,

m is an integer from 1 to 15.

The C ₁ -C ₂₀ alkylene group used herein refers to a straight-chain or branched divalent hydrocarbon consisting of 1 to 20 carbon atoms, for example methylene, ethylene, n-propylene, isopropylene, n-butyl Ethylene, isobutylene, n-pentylene, n-hexylene, n-heptylene, n-octylene, n-nonylene, and the like are included, but are not limited thereto.

The C ₃ -C ₁₀ cycloalkylene group used herein refers to a simple or fused cyclic divalent hydrocarbon consisting of 3 to 10 carbon atoms, for example, cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene And the like, but are not limited thereto.

The C ₁ -C ₂₀ alkylene group, the phenylene group, and the C ₃ -C ₁₀ cycloalkylene group, wherein one or more hydrogens are C ₁ -C ₆ alkyl groups, C ₂ -C ₆ alkenyl groups, C _2- C ₆ alkynyl group, C ₃ -C ₁₀ cycloalkyl group, C ₃ -C ₁₀ heterocycloalkyl group, C ₃ -C ₁₀ heterocycloalkyloxy group, C ₁ -C ₆ haloalkyl group, C ₁ -C ₆ alkoxy group, C ₁ -C ₆ thioalkoxy group, aryl group, acyl group, hydroxy, thio, halogen, amino, alkoxycarbonyl, carboxy, carbamoyl, cyano, nitro, etc. I can.

In one embodiment of the present invention, R ¹ may be a C ₁ -C ₂₀ alkylene group.

Specific examples of the compound represented by Formula 1 include 1,6-hexanediol diacrylate, 1,9-bisacryloyloxynonane, tripropylene glycol diacrylate, and the like.

The compound represented by Chemical Formula 1 exhibits low viscosity characteristics, thereby enabling the implementation of a low viscosity photo-conversion ink composition. In particular, when the compound represented by Formula 1 is used with a quantum dot having a polyethylene glycol-based ligand layer represented by Formula 2, it has excellent compatibility with the ligand and further improves the dispersibility of the quantum dot, thereby improving optical properties without a solvent. It enables the implementation of an excellent low viscosity photo-conversion ink composition. Accordingly, the photoconversion ink composition according to the present invention can be effectively used to manufacture a color filter by inkjet printing.

In addition to the polymerizable compound represented by Chemical Formula 1, the photoconversion ink composition of the present invention may further include a polymerizable compound commonly used in the art without departing from the purpose of the present invention. For example, monofunctional monomers, difunctional monomers, and other polyfunctional monomers may be mentioned, and among these, a bifunctional monomer is preferably used.

The kind of the monofunctional monomer is not particularly limited, for example, nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethylacryl Rate, N-vinylpyrrolidone, and the like.

The kind of the bifunctional monomer is not particularly limited, and examples thereof include bis(acryloyloxyethyl) ether of bisphenol A.

The kind of the polyfunctional monomer is not particularly limited, and for example, trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth) )Acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa (Meth)acrylate, propoxylated dipentaerythritol hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned.

The curable monomer (B) may be included in an amount of 20 to 90% by weight, preferably 30 to 80% by weight, based on 100% by weight of the total light conversion ink composition. When the curable monomer is included within the above range, there is a desirable advantage in terms of strength and smoothness of the pixel portion. When the curable monomer is included in less than the above range, the strength of the pixel portion may be slightly lowered, and when the curable monomer is included in the above range, smoothness may be slightly decreased. Therefore, it is preferable to be included within the above range.

Scattering particles (C)

In one embodiment of the present invention, the scattering particles serve to increase the overall light efficiency by increasing the path of light emitted from the quantum dot.

As the scattering particles, conventional inorganic materials may be used, and metal oxides may be preferably used.

The metal oxides are Li, Be, B, Na, Mg, Al, Si, K, Ca, Sc, V, Cr, Mn, Fe, Ni, Cu, Zn, Ga, Ge, Rb, Sr, Y, Mo, Cs, Ba, La, Hf, W, Tl, Pb, Ce, Pr, Nd, Pm, Sm, Eu, Gd, Tb, Dy, Ho, Er, Tm, Yb, Ti, Sb, Sn, Zr, Nb, It may be an oxide containing one metal selected from the group consisting of Ce, Ta, In, and combinations thereof, but is not limited thereto.

Specifically, Al ₂ O ₃ , SiO ₂ , ZnO, ZrO ₂ , BaTiO ₃ , TiO ₂ , Ta ₂ O ₅ , Ti ₃ O ₅ , ITO, IZO, ATO, ZnO-Al, Nb ₂ O ₃ , SnO, MgO and One selected from the group consisting of a combination thereof is possible. If necessary, a material surface-treated with a compound having an unsaturated bond such as acrylate may also be used.

The scattering particles may have an average particle diameter of 50 to 1000 nm, preferably 100 to 500 nm, more preferably 150 to 300 nm. At this time, if the particle size is too small, a sufficient scattering effect of the light emitted from the quantum dot cannot be expected. On the contrary, if the particle size is too large, it may sink in the composition or a surface of the light conversion layer of uniform quality cannot be obtained. Adjust and use.

In the present invention, the average particle diameter may be a number average particle diameter, and may be obtained from an image observed by, for example, a field emission scanning electron microscope (FE-SEM) or a transmission electron microscope (TEM). Specifically, several samples are extracted from the observation image of FE-SEM or TEM, and the diameters of these samples are measured to obtain an arithmetic average.

The scattering particles may include 0.5 to 20% by weight, preferably 1 to 15% by weight, based on the total 100% by weight of the light conversion ink composition. When the scattering particles are included within the above range, the effect of increasing the luminous intensity can be maximized, and when the scattering particles are included within the above range, it may be somewhat difficult to secure the desired luminous intensity, and when exceeding the above range, blue Since the transmittance of the irradiated light is lowered, a problem may occur in luminous efficiency.

Phosphorus compound (D)

In one embodiment of the present invention, the phosphorus-based compound can prevent coating film non-uniformity that may occur due to a thermal process due to a large amount of curable monomers used to realize low viscosity when formulated as a solvent-free composition.

In the present invention, the "phosphorus compound" is a concept including phosphoric acid and its derivatives, phosphonic acid and its derivatives, phosphinic acid and its derivatives, phosphine oxide and its derivatives, pyrophosphoric acid and its derivatives.

Specific examples of the phosphorus-based compound include diphenylchlorophosphate, bis(2,4,4-trimethylpentyl)phosphinic acid, tri-n-octylphosphine oxide, tri-n-hexyl and tri-n-octyl phosphine oxide A mixture of, phenyl dichlorophosphate, tetrabenzyl pyrophosphate, triethyl phosphonoacetate, n-dodecylphosphonic acid, trimethyl phosphonoacetate, dimethyl octadecylphosphonate, tributoxyethyl phosphate, dibutyl butyl phosphonate, Tris(2-ethylhexyl)phosphate, phosphoric acid, bis[2-(methacryloyloxy)ethyl]phosphate, phosphoric acid 2-hydroxyethyl methacrylate ester, ethylenediaminetetramethylenephosphonic acid, 4,4'-bis (Diethylphosphonomethyl)biphenyl, 1,4-butylenediphosphonic acid, etc.

In addition, the phosphorus compound may include a phosphoric acid-based dispersant.

The phosphoric acid-based dispersant may include one having an ester group in the molecule, that is, a phosphoric acid ester-based dispersant. The phosphoric acid-based dispersant may include a hydroxy group present in a phosphoric acid ester ((HO) ₂ PO(OR)) or phosphoric acid (H ₃ PO ₄ ) or a form in which a hydrogen atom of a hydroxy group is substituted or unsubstituted with another functional group.

In particular, the phosphoric acid-based dispersant may contain an ester group, a polyether residue and/or a polyester residue in the molecule.

In the present invention, "poly-" may refer to a compound consisting of a large number of repeating units, and the "polyether residue" and "polyester residue" are 1 to 20 repeating units each including an ether group and an ester group. It may be referred to as a residue consisting of. Preferably, in the present invention, the repeating unit may consist of 5 to 20, more preferably 10 to 20.

The phosphoric acid-based dispersant may be, for example, Disperbyk-110, 111, 180, 192, 103, 106, etc., and may be used alone or in combination of two or more.

The phosphoric acid-based dispersant may have a molecular weight of 1,000 to 4,000.

The phosphorus compound is included in an amount of 1 to 30% by weight based on 100% by weight of the photo-conversion ink composition. If the content of the phosphorus-based compound is less than 1% by weight or more than 30% by weight, the surface of the coating film may become uneven and optical properties may be deteriorated.

Light polymerization Initiator (E)

The photoconversion ink composition according to an embodiment of the present invention may further include a photoinitiator (E).

In one embodiment of the present invention, the photopolymerization initiator (E) may be used without particular limitation on its kind as long as it can polymerize the curable monomer. In particular, the photopolymerization initiator (E) is an acetophenone-based compound, a benzophenone-based compound, a triazine-based compound, a biimidazole-based compound, an oxime-based compound, and the like in terms of polymerization properties, initiation efficiency, absorption wavelength, availability, and price. It is preferable to use at least one compound selected from the group consisting of thioxanthone compounds.

Specific examples of the acetophenone-based compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2-hydroxy) Oxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-Benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1 -One, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, and the like.

Examples of the benzophenone-based compound include benzophenone, methyl o-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3',4,4'-tetra( tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Specific examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis (Trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2- Yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine , 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl )-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

Specific examples of the biimidazole-based compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3- Dichlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimi Dazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4 , 4',5,5'-tetraphenyl-1,2'-biimidazole or biimidazole compounds in which the phenyl group at the 4,4',5,5' position is substituted by a carboalkoxy group, and the like. have. Among these, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4' ,5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4',5,5'-tetraphenyl-1,2'-biimidazole is preferably Used.

Specific examples of the oxime-based compound include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, and commercially available products include Irgacure OXE 01 and OXE 02 of BASF.

As the thioxanthone compound, for example, 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, etc. There is this.

The photopolymerization initiator (E) may be included in an amount of 0.01 to 20% by weight, preferably 0.5 to 15% by weight, based on 100% by weight of the total photo-conversion ink composition. When the photopolymerization initiator is included within the above range, the photoconversion ink composition is highly sensitive and thus the exposure time is shortened, and thus productivity can be improved. In addition, there is an advantage in that the intensity of the pixel portion formed using the photoconversion ink composition according to the present invention and smoothness on the surface of the pixel portion are improved.

The photopolymerization initiator (E) may further include a photopolymerization initiation aid (e1) in order to improve the sensitivity of the photoconversion ink composition according to the present invention. When the photopolymerization initiation auxiliary agent is included, the sensitivity is further increased, thereby improving productivity.

The photopolymerization initiation aid (e1) may preferably be one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group, but is not limited thereto.

Specifically, examples of the amine compound include aliphatic amine compounds such as triethanolamine, methyl diethanolamine, and triisopropanolamine; And 4-dimethylaminobenzoic acid methyl, 4-dimethylaminobenzoic acid ethyl, 4-dimethylaminobenzoic acid isoamyl, 4-dimethylaminobenzoic acid 2-ethylhexyl, benzoic acid 2-dimethylaminoethyl, N,N-dimethylparatoluidine, 4 , 4'-bis(dimethylamino)benzophenone (common name: Michler's ketone), 4,4'-bis(diethylamino)benzophenone, and other aromatic amine compounds can be used, among which an aromatic amine compound is used. It is desirable.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, specifically phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid, And chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, and the like.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)- 1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropanetris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptobutyrate) ), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycol bis (3-mercaptopropionate), and the like. have.

The photopolymerization initiation aid (e1) can be appropriately added and used within a range that does not impair the effects of the present invention.

Additive (F)

In addition to the above components, the photoconversion ink composition according to an embodiment of the present invention may further include additives such as surfactants and adhesion promoters in order to improve coating film flatness or adhesion.

When the photoconversion ink composition according to the present invention contains the surfactant, there is an advantage in that the coating film flatness can be improved. For example, the surfactants are BM-1000, BM-1100 (BM Chemie), Prolide FC-135/FC-170C/FC-430 (Sumitomo 3M), SH-28PA/-190/-8400/SZ-6032 A fluorine-based surfactant such as (Toray Silicone Co., Ltd.) may be used, but is not limited thereto.

The adhesion promoter may be added to increase adhesion to the substrate, and may include a silane coupling agent having a reactive substituent selected from the group consisting of a carboxyl group, a (meth)acryloyl group, an isocyanate group, an epoxy group, and combinations thereof. However, it is not limited thereto. For example, the silane coupling agent is trimethoxysilyl benzoic acid, γ-methacryloxypropyl trimethoxy silane, vinyltriacetoxysilane, vinyl trimethoxysilane, γ-isocyanate propyl triethoxysilane, γ-glycidoxy Propyl trimethoxysilane, β-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, and the like, and these may be used alone or in combination of two or more.

In addition, the photoconversion ink composition according to the present invention may further include additives such as antioxidants, ultraviolet absorbers, and anti-aggregation agents within a range that does not impair the effects of the present invention, and the additives also do not inhibit the effects of the present invention. It is possible to use by adding appropriately to those skilled in the art within the range.

The additive may be used in an amount of 0.05 to 10% by weight, specifically 0.1 to 10% by weight, and more specifically 0.1 to 5% by weight, based on 100% by weight of the total light conversion ink composition, but is not limited thereto.

The photoconversion ink composition according to an embodiment of the present invention has excellent optical properties and dispersibility of quantum dots, even though it is a solvent-free type that does not contain a solvent, and can implement a low viscosity.

In addition, the photoconversion ink composition according to an embodiment of the present invention does not substantially contain a resin component, and even if included, within 0.5% by weight based on 100% by weight of the total photoconversion ink composition. The photo-conversion ink composition according to an embodiment of the present invention does not contain a resin component, so that a low viscosity can be realized, and thus the nozzle jetting characteristics of the ink are excellent.

An embodiment of the present invention relates to a photoconversion pixel comprising a cured product of the photoconversion ink composition described above.

Further, an embodiment of the present invention relates to a color filter including the above-described photo-conversion pixel.

A method of forming a pattern of a photo-conversion ink composition according to the present invention includes the steps of applying the above-described photo-conversion ink composition to a predetermined area by an ink jet method and curing the applied photo-conversion ink composition.

First, the photoconversion ink composition of the present invention is injected into an inkjet sprayer and printed on a predetermined area of a substrate.

The substrate is not limited, for example, a glass substrate, a silicon substrate, a polycarbonate substrate, a polyester substrate, an aromatic polyamide substrate, a polyamide-imide substrate, a polyimide substrate, an Al substrate, a substrate having a flat surface such as a GaAs substrate. I can. These substrates can be subjected to pretreatment such as chemical treatment with a chemical such as a silane coupling agent, plasma treatment, ion plating treatment, sputtering treatment, gas phase reaction treatment, and vacuum deposition treatment. When a silicon substrate or the like is used as the substrate, a charge coupled device (CCD), a thin film transistor (TFT), or the like may be formed on the surface of the silicon substrate or the like. Further, a partition wall matrix may be formed.

In order to form an appropriate phase on a substrate by being jetted from a piezo ink jet head, which is an example of an ink jet sprayer, properties such as viscosity, fluidity, and quantum dot particles must be balanced with the ink jet head. The piezo inkjet head used in the present invention is not limited, but jets ink having a droplet size of about 10 to 100 pL, preferably about 20 to 40 pL.

The viscosity of the photoconversion ink composition of the present invention is suitably about 3 to 30 cP, and more preferably is adjusted in the range of 7 to 20 cP.

A color filter according to an embodiment of the present invention includes a colored pattern layer formed by the pattern forming method. That is, the color filter is characterized in that it includes a colored pattern layer formed by applying the above-described photo-conversion ink composition on a substrate in a predetermined pattern and then curing it. Since the configuration and manufacturing method of the color filter are well known in the art, detailed descriptions are omitted.

An embodiment of the present invention relates to an image display device provided with the color filter described above.

The color filter of the present invention displays various images such as an electroluminescent display device (EL), a plasma display device (PDP), a field emission display device (FED), an organic light emitting device (OLED), as well as a general liquid crystal display device (LCD). Applicable to the device.

The image display device of the present invention includes a configuration known in the art, except for the color filter described above.

Hereinafter, the present invention will be described in more detail by Examples, Comparative Examples and Experimental Examples. These Examples, Comparative Examples and Experimental Examples are for illustrative purposes only, and it is obvious to those skilled in the art that the scope of the present invention is not limited thereto.

Synthesis example 1: green Of quantum dots (A1) synthesis

Indium acetate (Indium acetate) 0.4mmol (0.058g), palmitic acid (palmitic acid) 0.6mmol (0.15g) and 1-octadecene (1-octadecene) 20mL was put into a reactor and heated to 120 ℃ under vacuum. After 1 hour, the atmosphere in the reactor was converted to nitrogen. After heating to 280 ℃, tris (trimethylsilyl) phosphine _{(TMS 3 P) 0.2mmol (58㎕} ) and trioctyl phosphine quickly injected a mixture of 1.0mL pin and allowed to react for 1 minute.

Zinc acetate 2.4mmol (0.448g), oleic acid 4.8mmol, and trioctylamine 20mL were put into a reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was switched to nitrogen and the reactor was heated to 280°C. 2 mL of the previously synthesized InP core solution was added, and then 4.8 mmol of selenium (Se/TOP) in trioctylphosphine was added, and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution rapidly cooled to room temperature, and the precipitate obtained by centrifugation was filtered under reduced pressure and dried under reduced pressure to form an InP/ZnSe core-shell.

Then, 2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid, and 20 mL of trioctylamine were put into a reactor and heated to 120° C. under vacuum. After 1 hour, the atmosphere in the reactor was switched to nitrogen and the reactor was heated to 280°C. 2 mL of the previously synthesized InP/ZnSe core-shell solution was added, and then 4.8 mmol of sulfur (S/TOP) in trioctylphosphine was added, and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution quickly cooled to room temperature, and the precipitate obtained by centrifugation was filtered under reduced pressure and dried under reduced pressure to obtain InP/ZnSe/ZnS core-shell structured quantum dots, and then dispersed in chloroform.

The maximum emission peak of the photoluminescence spectrum of the obtained nano quantum dots was 535 nm, 5 mL of the quantum dot solution was placed in a centrifuge tube, and 20 mL of ethanol was added to precipitate. The supernatant was discarded through centrifugation, and 2 mL of chloroform was added to the precipitate to disperse the quantum dots, and 0.50 g of (2-butoxyethoxy) acetic acid was added and reacted for an hour while heating at 60° C. under a nitrogen atmosphere.

Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, followed by centrifugation to obtain a precipitate.

Synthesis example 2: red Of quantum dots (A2) synthesis

Indium acetate (Indium acetate) 0.4mmol (0.058g), palmitic acid (palmitic acid) 0.6mmol (0.15g) and 1-octadecene (1-octadecene) 20mL was put into a reactor and heated to 120 ℃ under vacuum. After 1 hour, the atmosphere in the reactor was converted to nitrogen. After heating to 280 ℃, tris (trimethylsilyl) phosphine _{(TMS 3 P) 0.2mmol (58㎕} ) and trioctyl phosphine to promptly inject a mixture of 1.0mL pin and rapidly to room temperature, the reaction solution after 5 minutes reaction Cooled down. The maximum absorption wavelength was 560 to 590 nm.

Zinc acetate 2.4mmol (0.448g), oleic acid 4.8mmol, and trioctylamine 20mL were put into a reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was switched to nitrogen and the reactor was heated to 280°C. 2 mL of the previously synthesized InP core solution was added, followed by adding 4.8 mmol of selenium (Se/TOP) in trioctylphosphine, and the final mixture was reacted for 2 hours and then lowered to room temperature to form an InP/ZnSe core-shell.

Then, 2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid, and 20 mL of trioctylamine were put into a reactor and heated to 120° C. under vacuum. After 1 hour, the atmosphere in the reactor was switched to nitrogen and the reactor was heated to 280°C. 2 mL of the previously synthesized InP/ZnSe core-shell solution was added, and then 4.8 mmol of sulfur (S/TOP) in trioctylphosphine was added, and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution quickly cooled to room temperature, and the precipitate obtained by centrifugation was filtered under reduced pressure and dried under reduced pressure to obtain InP/ZnSe/ZnS core-shell structured quantum dots, and then dispersed in chloroform.

The maximum emission peak of the photoluminescence spectrum of the obtained nano quantum dots was 635 nm, and 5 mL of the synthesized quantum dot solution was placed in a centrifuge tube and 20 mL of ethanol was added to precipitate. The supernatant was discarded through centrifugation, and 2 mL of chloroform was added to the precipitate to disperse quantum dots, and then 0.65 g of carboxy-EG6-undecanthiol was added and reacted for an hour while heating at 60° C. under a nitrogen atmosphere.

Subsequently, 25 mL of n-hexane was added to the reaction to precipitate quantum dots, followed by centrifugation to discard the supernatant to obtain a precipitate.

Manufacturing example 1: Preparation of scattering particle dispersion (B1)

TiO ₂ (Ishihara Corporation CR-63) 70.0 parts by weight as scattering particles, 4.0 parts by weight of DISPERBYK-2001 (manufactured by BYK Corporation) as a dispersant and 26 parts by weight of 1,6-hexanediol diacrylate as a solvent in a bead mill By mixing and dispersing for 12 hours, a scattering particle dispersion (B1) was prepared.

Example And Comparative example : Light conversion Preparation of ink composition

A photoconversion ink composition was prepared by mixing each of the components in the composition of Table 1 and Table 2 below (wt%).

Example One 2 3 4 5 6 7 8 9 10 Quantum dots A1 29.8 29.8 29.8 29.8 29.8 29.8 A2 29.2 29.2 29.2 29.2 Scattering particles B1 6.5 6.5 6.5 6.5 6.5 6.5 6.6 6.6 6.6 6.6 Curable monomer C1 59.6 51.6 33.6 51.6 51.6 51.6 52.1 52.1 52.1 52.1 C2 taking over
compound D1 2.0 10.0 28.0 10.0 D2 10.0 10.0 D3 10.0 10.0 D4 10.0 10.0 Photopolymerization initiator E1 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 additive F1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1 0.1

Comparative example One 2 3 4 5 6 7 Quantum dots A1 29.8 29.8 29.8 29.8 A2 29.2 29.2 29.2 Scattering particles B1 6.5 6.5 6.5 6.6 6.6 6.6 6.5 Curable monomer C1 61.6 61.1 29.6 62.1 61.6 30.1 C2 51.6 taking over
compound D1 0.5 32.0 0.5 32.0 10.0 D2 D3 D4 Photopolymerization initiator E1 2.0 2.0 2.0 2.0 2.0 2.0 2.0 additive F1 0.1 0.1 0.1 0.1 0.1 0.1 0.1

A1: Quantum dots prepared in Synthesis Example 1

A2: Quantum dots prepared in Synthesis Example 2

B1: Scattering particle dispersion prepared in Preparation Example 1

C1: 1,6-hexanediol diacrylate (Sigma-Aldrich)

C2: dipentaerythritol hexaacrylate (Shin-Nakamura Chemical Co., Ltd.)

D1: Bis[2-(methacryloyloxy)ethyl]phosphate (Sigma-Aldrich)

D2: n-dodecylphosphonic acid (Sigma-Aldrich)

D3: Disperbyk-111 (manufactured by Vicchemy, a phosphoric acid-based dispersant)

D4: Disperbyk-110 (manufactured by Vicchemy, a phosphoric acid-based dispersant)

E1: Irgacure OXE-01 (BASF)

F1: SH8400 (Dow Corning Toray Silicon Inc.)

Experimental example :

A photoconversion coating layer was prepared as follows using the photoconversion ink composition prepared in the above Examples and Comparative Examples, and the film thickness, luminance, surface uniformity and viscosity at this time were measured by the following method, and the result is as follows. It is shown in Table 3.

<Preparation of light conversion coating layer>

Each photoconversion ink composition prepared in Examples and Comparative Examples was coated on a 5cm×5cm glass substrate by an inkjet method, and then 1000mJ/cm2 using a 1kW high pressure mercury lamp containing all g, h, and i lines as an ultraviolet light source. After irradiation with furnace, it was heated in a heating oven at 180° C. for 30 minutes to prepare a light conversion coating layer.

(One) Film thickness

The film thickness of the photoconversion coating layer prepared above was measured using a film thickness meter (Dektak 6M, Vecco).

(2) brightness

When the light conversion coating layer prepared above was placed on a blue light source (XLamp XR-E LED, Royal blue 450, Cree Company) and then irradiated with blue light using a luminance meter (CAS140CT Spectrometer, Instrument Systems Company) The luminance was measured.

(3) surface uniformity

After the thermal process (180° C./30 minutes), the uniformity of the coating film surface was observed with a scanning electron microscope (SEM), and evaluated according to the following evaluation criteria.

<Evaluation criteria>

○: The surface is uniform

×: The surface is uneven

(4) viscosity

The viscosity of the photoconversion ink composition was measured using an R-type viscometer (VISCOMETER MODEL RE120L SYSTEM, manufactured by Toki Sangyo Corporation) at a rotational speed of 20 rpm and a temperature of 30°C.

Evaluation results Film thickness(㎛) Coating surface
Uniformity Luminance (lx) Viscosity (mPa·s) Example 1 10 ○ 1273 7.5 Example 2 10 ○ 1324 7.8 Example 3 10 ○ 1299 8.2 Example 4 10 ○ 1355 7.6 Example 5 10 ○ 1314 10.8 Example 6 10 ○ 1332 11.0 Example 7 10 ○ 1301 8.1 Example 8 10 ○ 1291 8.0 Example 9 10 ○ 1312 11.1 Example 10 10 ○ 1311 11.9 Comparative Example 1 10 × 923 7.5 Comparative Example 2 10 × 927 7.5 Comparative Example 3 10 × 932 8.4 Comparative Example 4 10 × 1015 7.9 Comparative Example 5 10 × 1022 7.9 Comparative Example 6 10 × 1009 8.4 Comparative Example 7 10 × Not measurable Not measurable

As shown in Table 3 above, the photoconversion ink compositions of Examples 1 to 10 containing a bifunctional (meth)acrylate having a specific structure as a curable monomer and containing a phosphorus compound according to the present invention include optical properties of quantum dots and It was confirmed that the coating surface uniformity was excellent and that low viscosity could be realized. On the other hand, it was confirmed that the photoconversion ink compositions of Comparative Examples 1 to 7 were not suitable as a display material for application by an inkjet method because any one or more of the optical properties of the quantum dots, coating surface uniformity, luminance and viscosity properties were poor. .

As described above, a specific part of the present invention has been described in detail, and it is obvious that this specific technology is only a preferred embodiment for those of ordinary skill in the art to which the present invention belongs, and the scope of the present invention is not limited thereto. Do. Those of ordinary skill in the art to which the present invention belongs will be able to perform various applications and modifications within the scope of the present invention based on the above contents.

Therefore, it will be said that the substantial scope of the present invention is defined by the appended claims and their equivalents.

Claims (14)

A photo-conversion ink composition comprising quantum dots, curable monomers, scattering particles, and phosphorus-based compounds, wherein the curable monomer includes a compound represented by Formula 1 below,
The phosphorus-based compound is a photoconversion ink composition contained in an amount of 1 to 30% by weight based on 100% by weight of the total composition:
[Formula 1]

In the above formula,
R ¹ is a C ₁ -C ₂₀ alkylene group, a phenylene group or a C ₃ -C ₁₀ cycloalkylene group,
R ² is hydrogen or a methyl group,
m is an integer from 1 to 15. The photoconversion ink composition of claim 1, wherein the quantum dots are non-cadmium-based quantum dots. The method of claim 2, wherein the quantum dot has a core-shell structure including a core and a shell covering the core,
The core is GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs , InNSb, InPAs, InPSb, GaAlNP, GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, and InAlPSb, including one or more selected from the group consisting of,
The shell is a photoconversion ink composition comprising at least one selected from the group consisting of ZnSe, ZnS and ZnTe. The photoconversion ink composition of claim 1, wherein the quantum dot includes a first quantum dot and a second quantum dot having different central emission wavelengths (λmax), and a difference in central emission wavelength between the first quantum dot and the second quantum dot is 50 nm or more. The photoconversion ink composition of claim 1, wherein the curable monomer is contained in an amount of 20 to 90% by weight based on 100% by weight of the photoconversion ink composition. The method of claim 1, wherein the phosphorus compound is diphenylchlorophosphate, bis(2,4,4-trimethylpentyl)phosphinic acid, tri-n-octylphosphine oxide, tri-n-hexyl and tri-n-octyl phosphinic acid. A mixture of pin oxides, phenyl dichlorophosphate, tetrabenzyl pyrophosphate, triethyl phosphonoacetate, n-dodecylphosphonic acid, trimethyl phosphonoacetate, dimethyl octadecylphosphonate, tributoxyethyl phosphate, dibutyl butyl phospho Nate, tris(2-ethylhexyl)phosphate, phosphoric acid, bis[2-(methacryloyloxy)ethyl]phosphate, phosphoric acid 2-hydroxyethyl methacrylate ester, ethylenediaminetetramethylenephosphonic acid, 4,4' -A photoconversion ink composition comprising at least one selected from the group consisting of bis(diethylphosphonomethyl)biphenyl and 1,4-butylenediphosphonic acid. The photoconversion ink composition of claim 1, wherein the phosphorus compound includes a phosphoric acid-based dispersant. The photoconversion ink composition of claim 7, wherein the phosphoric acid-based dispersant comprises a phosphoric acid ester-based dispersant having a molecular weight of 1,000 to 4,000. delete The photoconversion ink composition according to claim 1, further comprising a photopolymerization initiator. The photoconversion ink composition according to claim 1, which does not contain a solvent. A photoconversion pixel comprising a cured product of the photoconversion ink composition according to any one of claims 1 to 8 and 10 to 11. A color filter comprising the photoconversion pixel according to claim 12. An image display device comprising the curly filter according to claim 13.