Quantum dots, quantum dot dispersion, light conversion ink composition, electronic device, color filter, light conversion laminated substrate, and image display device

Abstract

To provide quantum dots excellent in optical properties, oxidation stability and reliability.SOLUTION: A quantum dot has a ligand layer on a surface, where the ligand layer contains a compound represented by the formula in the figure.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to quantum dots, quantum dot dispersions, light-converting ink compositions, electronic devices, color filters, light-converting laminated substrates, and image display devices.

Background Art

[0002] Quantum dots have high luminescence and a narrow emission spectrum, can adjust the emission wavelength to one excitation wavelength, and have stable quantum dot-specific properties with respect to light. Therefore, until recently, many studies have been conducted for use in important application fields such as biological imaging, energy conversion, and lighting (LED).

[0003] Such quantum dots are substances that are extremely sensitive to the surface state, and oxidation occurs from the surface due to the dispersed solvent or the surrounding environment. Eventually, the luminescence efficiency decreases rapidly. For various applications of quantum dots, they must first be dispersed in various solvents other than the initially dispersed organic solvent, or specific functional groups must be formed on the surface. However, such processes damage the surface of the quantum dots, eventually leading to a problem of a decrease in luminescence efficiency.

[0004] To overcome such problems, many attempts have been made, and various methods are currently presented. One of them is the ligand exchange method of substituting the organic substance present on the surface of the quantum dot with a molecule having a desired functional group. This method is a method of substituting the organic molecule present on the surface of the quantum dot with an organic molecule suitable for application, but since it directly affects the surface of the quantum dot, it has a demerit of causing a fatal problem in the luminescence efficiency.

[0005] Korean Patent Publication No. 10-2018-0002716 and Korean Patent Registration No. 10-1628065 disclose quantum dots containing ligands disposed on the surface, but they do not solve problems such as low compatibility, reduced dispersibility, insufficient stability and reliability, reduction of light resistance over time, insufficient viscosity stability, and unsuitability for the inkjet method.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0007] One object of the present invention is to provide quantum dots excellent in optical properties, oxidation stability, and reliability.

[0008] Another object of the present invention is to provide a quantum dot dispersion excellent in dispersibility and viscosity stability and a light-converting ink composition containing the quantum dot dispersion.

[0009] Another object of the present invention is to provide an electronic device including the quantum dots in a light-emitting layer.

[0010] Another object of the present invention is to provide a color filter, a light-converting laminated substrate, and an image display device including a cured film formed using the light-converting ink composition.

[0011] Another object of the present invention is to provide an image display device in which the electronic device is a quantum dot light-emitting diode (QLED).

Means for Solving the Problem

[0012] The present invention provides a quantum dot having a ligand layer on its surface, wherein the ligand layer contains a compound represented by the following Chemical Formula 1.

[0013]

Chem.

[0014] In the Chemical Formula 1, A is JPEG0007717420000002.jpg2872

[0015] and R1 and R2 are each independently a C6-C16 arylene group or a C5-C16 heteroarylene group, R3 and R4 are each independently a C6-C16 aryl group or a C5-C16 heteroaryl group, Y is a C4-C16 fused cyclic aromatic group, B is a direct bond, JPEG0007717420000003.jpg20154

[0016] and C is -(CH2) n1 -, -(OCH2CH2) n2 -, or -(CH2CH2O) n3 -, n1 to n3 are each independently an integer from 0 to 20, F is -COOH, -SH, -NH3, TIFF0007717420000004.tif24139

[0017] and x and y are each independently an integer from 0 to 4.

[0018] Furthermore, the present invention provides a quantum dot dispersion containing the quantum dots. Furthermore, the present invention provides a light conversion ink composition containing the quantum dot dispersion.

[0019] Furthermore, the present invention provides an electronic device having the quantum dots included in a light emitting layer. Furthermore, the present invention provides a color filter or a light conversion laminated substrate including a cured film formed using the light conversion ink composition.

[0020] Furthermore, the present invention provides an image display device including the color filter or the light conversion laminated substrate.

[0021] Furthermore, the present invention provides an image display device in which the electronic device is a quantum dot light emitting diode (QLED).

Advantages of the Invention

[0022] The quantum dots according to the present invention include, as a ligand layer, a compound represented by a specific chemical formula structure, whereby the surface of the quantum dots is protected and the oxidation stability is excellent, so that the light emission characteristics and the light retention rate are excellent. Accordingly, it can be usefully applied to the light emitting layer of an electronic device.

[0023] [[ID=,27]]Furthermore, the quantum dots of the present invention are excellent in compatibility with a monomer and have excellent dispersion characteristics. When a light conversion ink composition containing the quantum dots is used, the occurrence of defects such as nozzle clogging of an inkjet can be suppressed, the process characteristics such as drying property and continuous jetting are excellent, the process yield can be improved, and the production cost can be reduced by using a small amount.

[0024] Therefore, the quantum dots and the light conversion ink composition containing the same provide the effect of improving all of the light characteristics such as luminance, reliability, and process characteristics, and thus can be effectively applied to various applications such as color filters and light conversion laminated substrates, whereby a high-quality image display device can be provided.

Embodiments for Carrying Out the Invention

[0025] The present invention provides quantum dots having a ligand layer on the surface, wherein the ligand layer contains a compound with a specific chemical formula structure, a quantum dot dispersion containing the quantum dots, and a light conversion ink composition. Further, the quantum dots according to the present invention are excellent in oxidation stability and reliability and can be effectively applied to various applications such as electronic devices, color filters, and light conversion laminated substrates.

[0026] The present invention also provides an image display device including the color filter, the light conversion laminated substrate, and / or the electronic device.

[0027] The electronic device, color filter, light conversion laminated substrate, and image display device of the present invention may be those to which a quantum dot light emitting diode (QLED) is applied or those for applying a quantum dot light emitting diode (QLED).

[0028] As used herein, the "bonded cyclic aromatic group" means an aromatic group having a ring sharing two or more adjacent carbon atoms.

[0029] Hereinafter, the configuration of the present invention will be described in detail. <Quantum Dots> In the present invention, the quantum dots are those that emit self-luminescence by a light source and are used to generate light in the visible light and infrared regions. The quantum dots are substances having a crystal structure with a size of several nanometers and may be composed of about several hundred to several thousand atoms. Atoms form molecules, and the molecules form aggregates of small molecules called clusters to form nanoparticles. Usually, when such nanoparticles exhibit particularly semiconductor properties, they are called quantum dots. The quantum dots of the present invention are not particularly limited as long as they conform to such a concept. When an object becomes smaller than the nanosize, a quantum confinement effect, which is a phenomenon in which the energy band gap of the object becomes larger, appears. When the quantum dots receive energy from the outside and reach an excited state, they can emit energy corresponding to the energy band gap by themselves and emit self-luminescence.

[0030] The quantum dots according to the present invention have a ligand layer on the surface, and the ligand layer contains a compound represented by the following Chemical Formula 1. Thereby, the surface of the quantum dots is protected, excellent oxidation stability is achieved, a decrease in quantum efficiency is prevented, excellent optical properties are exhibited, and reliability can be improved.

[0031]

Chemical Formula

[0032] In the Chemical Formula 1, A is JPEG0007717420000006.jpg2985

[0033] and R1 and R2 are each independently a C6 - C16 arylene group or a C5 - C16 heteroarylene group, R3 and R4 are each independently a C6 - C16 aryl group or a C5 - C16 heteroaryl group, Y is a C4 - C16 fused cyclic aromatic group, B is a direct bond, JPEG0007717420000007.jpg22154

[0034] and C is -(CH2) n1 -, -(OCH2CH2) n2 -, or -(CH2CH2O) n3 -, and n1 to n3 are each independently an integer from 0 to 20, F is -COOH, -SH, -NH3, TIFF0007717420000008.tif28142

[0035] and x and y are each independently an integer from 0 to 4.

[0036] In the present invention, the sum of x and y in Chemical Formula 1 may be 1 or more, and more preferably, the sum of x and y may be 4 or more. In this case, it is possible to provide a quantum dot dispersion liquid having excellent compatibility with a curable monomer, good dispersibility, and excellent dispersion stability.

[0037] In one embodiment of the present invention, the compound represented by Chemical Formula 1 may be a compound represented by any one of Chemical Formulas 1-1 to 1-9 below.

[0038]

Chemical Formula

[0039]

Chemical Formula

[0040]

Chemical Formula

[0041]

Chemical Formula

[0042] [Chemical formula]

[0043] [Chemical formula]

[0044] [Chemical formula]

[0045] [Chemical formula]

[0046] [Chemical formula]

[0047] In the present invention, the compound represented by Chemical Formula 1 can play a role of coordinating and bonding to the surface of quantum dots as an organic ligand to stabilize the quantum dots.

[0048] Quantum dots that are typically manufactured generally have a ligand layer on their surface. The ligand layer immediately after manufacture may consist of oleic acid, lauric acid, 2-(2-methoxyethoxy)acetic acid, 2-[2-(2-methoxyethoxy)ethoxy]acetic acid, succinic acid mono-[2-(2-methoxy-ethoxy)-ethyl]ester, etc. In this case, compared with the quantum dots of the present invention containing the compound represented by the chemical formula 1 as the ligand layer, the surface protection effect may be reduced due to unbound defects on the quantum dot surface caused by a weaker binding force between the ligand layer and the quantum dots. Also, in the case of oleic acid, it disperses well in saturated hydrocarbon solvents such as n-hexane, which is a highly volatile compound (VOC; volatile organic compound), and aromatic solvents such as chloroform and benzene, but has poor dispersibility in solvents and monomers (photopolymerizable compounds) such as PGMEA.

[0049] By including the compound represented by the chemical formula 1 in the ligand layer, the quantum dots according to the present invention can not only exhibit excellent oxidation stability compared to conventional quantum dots due to the protection of the quantum dot surface, but also show very excellent dispersibility in monomers, resulting in an effect of improving the optical properties.

[0050] Also, the quantum dots of the present invention show excellent dispersibility not only in aromatic solvents such as chloroform but also in solvents such as PGMEA, and are applicable during the manufacture of QLED devices.

[0051] In some embodiments, the quantum dots according to the present invention can include the compound represented by the chemical formula 1 in the ligand layer and further include oleic acid, lauric acid, 2-(2-methoxyethoxy)acetic acid, 2-[2-(2-methoxyethoxy)ethoxy]acetic acid, succinic acid mono-[2-(2-methoxy-ethoxy)-ethyl]ester, etc.

[0052] The quantum dots are not particularly limited as long as they are quantum dot particles capable of emitting light upon stimulation by light or electricity. For example, they may be selected from the group consisting of II-VI group semiconductor compounds; III-V group semiconductor compounds; IV-VI group semiconductor compounds; group IV elements or compounds containing the same; and combinations thereof, and these may be used alone or in admixture of two or more kinds.

[0053] For example, the II-VI group semiconductor compounds may be selected from the group consisting of binary compounds selected from the group consisting of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, and mixtures thereof; ternary compounds selected from the group consisting of CdSeS, CdSeTe, CdSTe, ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, CdZnS, CdZnSe, CdZnTe, CdHgS, CdHgSe, CdHgTe, HgZnS, HgZnSe, HgZnTe, and mixtures thereof; and quaternary compounds selected from the group consisting of CdZnSeS, CdZnSeTe, CdZnSTe, CdHgSeS, CdHgSeTe, CdHgSTe, HgZnSeS, HgZnSeTe, HgZnSTe, and mixtures thereof, but are not limited thereto.

[0054] The III-V semiconductor compound may be selected from the group consisting of binary compounds selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb, and mixtures thereof; ternary compounds 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 quaternary compounds selected from the group consisting of GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb, and mixtures thereof, but is not limited thereto.

[0055] The IV-VI semiconductor compound may be one or more selected from the group consisting of binary compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe, and mixtures thereof; ternary compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe, and mixtures thereof; and quaternary compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe, and mixtures thereof, but is likewise not limited thereto.

[0056] The Group-IV element or the compound containing the same may be selected from the group consisting of elements selected from the group consisting of Si, Ge, and mixtures thereof; and binary compounds selected from the group consisting of SiC, SiGe, and mixtures thereof, but is not limited thereto.

[0057] Quantum dots may be a homogeneous single structure, a double structure such as a core-shell structure and a gradient structure, or a mixed structure thereof. In the present invention, the type of quantum dots is not particularly limited as long as they can emit light upon optical stimulation.

[0058] According to one embodiment, the quantum dots have a core-shell structure. The core includes one or more selected from the group consisting of InP, InZnP, InGaP, CdSe, CdS, CdTe, ZnS, ZnSe, ZnTe, CdSeTe, CdZnS, CdSeS, PbSe, PbS, PbTe, AgInZnS, HgS, HgSe, HgTe, GaN, GaP, GaAs, InGaN, InAs, and ZnO. The shell can include one or more selected from the group consisting of ZnS, ZnSe, ZnTe, ZnO, CdS, CdSe, CdTe, CdO, InP, InS, GaP, GaN, GaO, InZnP, InGaP, InGaN, InZnSCdSe, PbS, TiO, SrSe, and HgSe. Preferably, it can include one or more selected from the group consisting of InP / ZnS, InP / ZnSe, InP / GaP / ZnS, InP / ZnSe / ZnS, InP / ZnSeTe / ZnS, and InP / MnSe / ZnS, but is not limited thereto.

[0059] Generally, quantum dots are manufactured by a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, or a molecular beam epitaxy (MBE) process.

[0060] The quantum dots according to the present invention are synthesized by a wet chemical process. The wet chemical process is a method of growing particles by putting a precursor substance in an organic solvent. When crystals grow, the organic solvent is naturally coordinated to the surface of the quantum dot crystal and serves as a dispersant to regulate crystal growth. Therefore, the size growth of quantum dot particles can be controlled by a process that is easier and cheaper than vapor deposition methods such as organometallic chemical vapor deposition and molecular beam epitaxy.

[0061] When manufacturing quantum dots by the wet chemical process, an organic ligand is used to prevent aggregation of the quantum dots and control the particle size of the quantum dots at the nano level. As such an organic ligand, oleic acid can generally be used.

[0062] In one embodiment of the present invention, the oleic acid used in the process of manufacturing the quantum dots is replaced with the compound represented by Chemical Formula 1 by a ligand exchange method.

[0063] The ligand exchange is performed by adding the organic ligand to be exchanged, that is, the compound represented by Chemical Formula 1, to a dispersion containing quantum dots having the original organic ligand, that is, oleic acid, and stirring this at room temperature to 200 °C for 30 minutes to 3 hours to obtain quantum dots to which the compound represented by Chemical Formula 1 is bound.

[0064] If necessary, a process of separating and purifying the quantum dots to which the compound represented by Chemical Formula 1 is bound may be additionally performed.

[0065] The quantum dots according to one embodiment of the present invention can be manufactured by an organic ligand exchange method under simple stirring treatment at room temperature as described above, and have the advantage of being mass-producible.

[0066] In addition, the quantum dots according to one embodiment of the present invention can maintain a quantum efficiency of about 85% or more compared to the initial quantum efficiency even after 15 days, can be stably stored for a long period of time, and can be commercialized for various applications.

[0067] <Quantum dot dispersion> One embodiment of the present invention relates to a quantum dot dispersion. The quantum dot dispersion according to the present invention includes the above-described quantum dots and one or more selected from monomers and solvents.

[0068] Quantum dots In the present invention, the quantum dots are contained in an amount of 10 to 95 parts by weight, preferably 20 to 90 parts by weight, more preferably 20 to 80 parts by weight, based on 100 parts by weight of the total solid content of the quantum dot dispersion. When the quantum dots are contained within the above range, it is possible to provide a quantum dot light conversion composition or a self-luminous photosensitive resin composition having excellent light emission characteristics. When the quantum dots are contained in an amount less than the above content range, the light characteristics may deteriorate, and it may be difficult to realize a high-quality display device. Further, when the content range is exceeded, the components for realizing curing or developability are insufficient, and the productivity of the subsequent process of display manufacturing and the reliability of the product may be reduced due to non-formation of a pattern or insufficient curing degree of the coating film.

[0069] The monomer contained in the quantum dot dispersion of the present invention is a curable monomer for dispersion that serves to disperse the quantum dots.

[0070] The monomer may include a compound represented by the following Chemical Formula 2.

[0071]

Chemical Formula

[0072] In the Chemical Formula 2, R5 is an alkylene group having C1-C 20 a phenylene group having C1-C 20 or a cycloalkylene group having C3-C 10 R6 and R7 are each independently hydrogen or a methyl group, and m is an integer of 1 to 15.

[0073] C used in this specification is C3-C 10The cycloalkylene group means a simple or fused cyclic divalent hydrocarbon consisting of 3 to 10 carbon atoms, and includes, for example, cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, etc., but is not limited thereto.

[0074] The C1-C 20 alkylene group, C1-C 20 phenylene group, and C3-C 10 cycloalkylene group may be substituted with one or more hydrogens by a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C 10 cycloalkyl group, a C3-C 10 heterocycloalkyl group, a C3-C 10 heterocycloalkyloxy group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 thioalkoxy group, an aryl group, an acyl group, hydroxy, thio, halogen, amino, alkoxycarbonyl, carboxy, carbamoyl, cyano, nitro, etc.

[0075] For example, as the compound represented by the chemical formula 2, 1,6-hexanediol diacrylate, polyethylene glycol diacrylate, 2-hydroxy-3-methacryloylpropyl acrylate, 1,9-bisacryloyloxynonane, tripropylene glycol diacrylate, etc. can be mentioned, but it is not limited thereto.

[0076] In the present invention, the monomer contained in the quantum dot dispersion can contain one or more compounds represented by the chemical formula 2.

[0077] When the compound represented by the chemical formula 2 is used together with the quantum dot of the present invention having the compound represented by the chemical formula 1 as a ligand layer, the compatibility with the ligand is excellent and the dispersibility of the quantum dot can be further improved.

[0078] The quantum dot dispersion of the present invention may further contain, as a monomer for dispersion, a monofunctional monomer, a bifunctional monomer, or other polyfunctional monomers, in addition to the compound represented by the chemical formula 2, if necessary. Among them, preferably, monomers having two or more functional groups can be used.

[0079] The type of the monofunctional monomer is not particularly limited, and examples thereof include nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, and the like.

[0080] The type of the bifunctional monomer is not particularly limited, and examples thereof include 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, and the like.

[0081] The type of the polyfunctional monomer is not particularly limited, and examples thereof include 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, and the like.

[0082] The monomer for dispersion may be contained in an amount of 10 to 90 parts by weight, preferably 20 to 80 parts by weight, more preferably 30 to 70 parts by weight, based on 100 parts by weight of the solid content in the entire quantum dot dispersion.

[0083] If it is less than the above-mentioned content range, the dispersion characteristics may deteriorate, or the coating or jetting characteristics may deteriorate due to an increase in the viscosity of the dispersion liquid. Conversely, if it exceeds the above range, the light source absorption rate of the quantum dots may be insufficient, resulting in a decrease in color reproducibility and a performance decrease in luminous efficiency, which may lead to a deterioration in optical characteristics.

[0084] The quantum dots according to the present invention can be dispersed using a solvent. Examples of the solvent include alkylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether; diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether; methyl cellosolve acetate, ethyl cellosolve acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, pentyl acetate (n-Pentyl acetate), chloroform, ethyl phenyl-acetate, methyl 3-phenyl-propionate, ethyl 3-phenyl-propionate, ethyl 4-phenyl-butyrate, ethyl 5-phenyl-pentanoate, ethyl 6-phenyl-hexanoate, propyl 4-phenyl-butyrate, ethyl 4-(4-chloro-phenyl)-butyrate, ethyl 4-(3,4-dichloro-phenyl)-butyrate, methyl 3-cyclopenta-1,3-dienyl-propionate, ethyl 4-cyclopenta-1,3-dienyl-butyrate, ethyl 5-cyclopenta-1,3-dienyl-pentanoate, ethyl 6-cyclopenta-1,3-dienyl-hexanoate, propyl 4-cyclopenta-1,3-dienyl-butyrate, methyl 3-furan-2-yl-propionate, ethyl 4-furan-2-yl-butyrate, ethyl 5-furan-2-yl-pentanoate, ethyl 6-furan-2-yl-hexanoate, propyl 4-furan-2-yl-butyrate, propyl furan-2-carboxylate, butyl furan-2-carboxylate, methyl 3-cyclopentyl-propionate, ethyl 4-cyclopentyl-butyrate, ethyl 5-cyclopentyl-pentanoate, ethyl 6-cyclopentyl-hexanoate, propyl 4-cyclopentyl-butyrate, isobutyl cyclopentanecarboxylate,Pentyl cyclopentanecarboxylate, methyl 3-(tetrahydro-furan-3-yl)-propionate, ethyl 4-(tetrahydro-furan-3-yl)-butyrate, ethyl 5-(tetrahydro-furan-3-yl)-pentanoate, ethyl 6-(tetrahydro-furan-3-yl)-hexanoate, propyl 4-(tetrahydro-furan-3-yl)-butyrate, propyl tetrahydro-furan-3-carboxylate, butyl tetrahydro-furan-3-carboxylate, methyl 3-(tetrahydro-furan-2-yl)-propionate, ethyl 4-(tetrahydro-furan-2-yl)-butyrate, ethyl 5-(tetrahydro-furan-2-yl)-pentanoate, ethyl 6-(tetrahydro-furan-2-yl)-hexanoate, propyl 4-(tetrahydro-furan-2-yl)-butyrate, 2-ethyl-hexyl tetrahydro-furan-2-carboxylate, ethyl cyclohexyl-acetate, methyl 3-cyclohexyl-propionate, ethyl 4-cyclohexyl-butyrate, ethyl 5-cyclohexyl-pentanoate, ethyl 6-cyclohexyl-hexanoate, propyl 4-cyclohexyl-butyrate, propyl cyclohexanecarboxylate, hexyl cyclohexanecarboxylate, allyl cyclohexyl-acetate, methyl 3-(tetrahydro-pyran-2-yl)-propionate, ethyl 4-(tetrahydro-pyran-2-yl)-butyrate, ethyl 5-(tetrahydro-pyran-2-yl)-pentanoate, ethyl 6-(tetrahydro-pyran-2-yl)-hexanoate, propyl 4-(tetrahydro-pyran-2-yl)-butyrate, propyl tetrahydro-pyran-2-carboxylate, butyl tetrahydro-pyran-2-carboxylate, methyl 3-(tetrahydro-pyran-3-yl)-propionate, ethyl 4-(tetrahydro-pyran-3-yl)-butyrate, ethyl 5-(tetrahydro-pyran-2-yl)-pentanoate, ethyl 6-(tetrahydro-pyran-3-yl)-hexanoate, propyl 4-(tetrahydro-pyran-3-yl)-butyrate,Examples include isobutyl tetrahydro-pyran-3-carboxylate, pentyl tetrahydro-pyran-3-carboxylate, methyl 3-(tetrahydro-pyran-4-yl)-propionate, ethyl 4-(tetrahydro-pyran-4-yl)-butyrate, ethyl 5-(tetrahydro-pyran-4-yl)-pentanoate, ethyl 6-(tetrahydro-pyran-4-yl)-hexanoate, propyl 4-(tetrahydro-pyran-4-yl)-butyrate, butyl tetrahydro-pyran-4-carboxylate, propyl tetrahydro-pyran-4-carboxylate, etc.

[0085] Also, benzyl acetate, phenethyl propionate, 3-phenyl-propyl propionate, 4-phenyl-butyl propionate, phenethyl butyrate, 2-(4-chloro-phenyl)-ethyl propionate, 2-(3,4-dichloro-phenyl)-ethyl propionate, cyclopenta-1,3-dienylmethyl acetate, 2-cyclopenta-1,3-dienyl-ethyl propionate, 3-cyclopenta-1,3-dienyl-propyl propionate, 4-cyclopenta-1,3-dienyl-butyl propionate, 2-cyclopenta-1,3-dienyl-ethyl butyrate, furan-2-ylmethyl acetate, 2-furan-2-yl-ethyl propionate, 3-furan-2-yl-propyl propionate, 4-furan-2-yl-butyl propionate, 2-furan-2-yl-ethyl butyrate, cyclopentylmethyl acetate, 2-cyclopentyl-ethyl propionate, 3-cyclopentyl-propyl propionate, 4-cyclopentyl-butyl propionate, 2-cyclopentyl-ethyl butyrate, tetrahydro-furan-3-ylmethyl acetate, 2-(tetrahydro-furan-3-yl)-ethyl propionate, 3-(tetrahydro-furan-3-yl)-propyl propionate, 4-(tetrahydro-furan-3-yl)-butyl propionate, 2-(tetrahydro-furan-3-yl)-ethyl butyrate, tetrahydro-furan-2-ylmethyl acetate, 2-(tetrahydro-furan-2-yl)-ethyl propionate, 3-(tetrahydro-furan-2-yl)-propyl propionate, 4-(tetrahydro-furan-2-yl)-butyl propionate, 2-(tetrahydro-furan-2-yl)-ethyl butyrate, cyclohexylmethyl acetate, 2-cyclohexyl-ethyl propionate, 3-cyclohexyl-propyl propionate, 4-cyclohexyl-butyl propionate, 2-cyclohexyl-ethyl butyrate, cyclohexylmethyl but-3-enoate, tetrahydro-pyran-2-ylmethyl acetate,2-(Tetrahydro-pyran-2-yl)-ethyl propionate, 3-(Tetrahydro-pyran-2-yl)-propyl propionate, 4-(Tetrahydro-pyran-2-yl)-butyl propionate, 2-(Tetrahydro-pyran-2-yl)-ethyl butyrate, tetrahydro-pyran-3-ylmethyl acetate, 2-(Tetrahydro-pyran-3-yl)-ethyl propionate, 3-(Tetrahydro-pyran-2-yl)-propyl propionate, 4-(Tetrahydro-pyran-3-yl)-butyl propionate, 2-(Tetrahydro-pyran-3-yl)-ethyl butyrate, tetrahydro-pyran-4-ylmethyl acetate, 2-(Tetrahydro-pyran-4-yl)-ethyl propionate, 3-(Tetrahydro-pyran-4-yl)-propyl propionate, 4-(Tetrahydro-pyran-4-yl)-butyl propionate, 2-(Tetrahydro-pyran-4-yl)-ethyl butyrate and the like can be mentioned. In the present invention, the solvent may be used alone or may be used in mixture with the above-described monomer.,

[0086] The solvent may be contained in the quantum dot dispersion in an amount of 10 to 90 parts by weight, preferably 20 to 80 parts by weight, based on 100 parts by weight in total, or may be a solvent-free type not containing a solvent. When the solvent is contained in an amount less than the above range, the dispersion characteristics may be deteriorated, and the film-forming characteristics due to foreign matters may be deteriorated and the light-emitting characteristics may be deteriorated. When the solvent is contained in an amount more than the above range, a decrease in the color region of the display may occur due to insufficient light-emitting intensity and light leakage of the light source. Therefore, it is preferable to satisfy the above range.

[0087] In the quantum dot (QD) dispersion, the quantum dots can be dispersed with either one of the monomer or the solvent alone, or the quantum dot (QD) dispersion can be produced by mixing the monomer and the solvent and dispersing the quantum dots thereby.

[0088] In the present invention, when a solvent and a monomer are mixed and used, the solvent is contained in an amount of 0.1 to 100 parts by weight, more preferably 20 to 80 parts by weight, based on the total weight ratio of the solvent and the monomer. When it is contained within the above range, the dispersibility and viscosity stability are improved, the storage stability is excellent, the film-forming characteristics are excellent, the productivity can be improved, and a high-quality self-luminous display can be provided with an excellent color region and luminance.

[0089] <Photoconversion ink composition> The photoconversion ink composition of the present invention contains the above-described quantum dot dispersion.

[0090] Further, it may further contain one or more selected from scattering particles, a photopolymerizable compound, and a photopolymerization initiator, and may further contain constituent components such as additives known in the art as necessary.

[0091] Furthermore, the photoconversion ink composition of the present invention contains the above-described quantum dot dispersion, and thus has excellent viscosity characteristics and is suitably used in the inkjet process even without containing a solvent. However, it can further contain a solvent in an amount of 10 ppm to 9000 ppm as necessary. At this time, the solvent contained in the photoconversion ink composition can be used without special limitation within the scope of the present invention as long as it can be used in the art.

[0092] Hereinafter, each component contained in the photoconversion ink composition of the present invention will be described in detail. Quantum dot dispersion The quantum dot dispersion contained in the photoconversion ink composition of the present invention is directly applied as the above-described quantum dot dispersion.

[0093] When the light-converting ink composition of the present invention contains a quantum dot dispersion, the amount of outgas generated during the production of the light-converting ink composition can be reduced, and the produced light-converting ink composition can exhibit desired viscosity characteristics and excellent light-emitting characteristics. From such aspects, it is preferable that the quantum dot dispersion is contained in the light-converting ink composition of the present invention in an amount of 10 to 90% by weight, preferably 20 to 80% by weight, based on the total light-converting ink composition.

[0094] Scattering particles The light-converting ink composition according to the present invention can contain scattering particles.

[0095] As the scattering particles, ordinary inorganic materials can be used, and preferably, metal oxides having an average particle size of 30 to 1000 nm can be included.

[0096] The metal oxide may be, but is not limited to, an oxide containing one kind of metal selected from the group consisting of 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, Ce, Ta, In, and combinations thereof.

[0097] Specifically, one kind selected from the group consisting of Al2O3, SiO2, ZnO, ZrO2, BaTiO3, TiO2, Ta2O5, Ti3O5, ITO, IZO, ATO, ZnO-Al, Nb2O3, SnO, MgO, and combinations thereof is possible. If necessary, materials surface-treated with a compound having an unsaturated bond such as acrylate can also be used.

[0098] When the light-converting ink composition according to the present invention contains scattering particles, the path of light spontaneously emitted from the quantum dots can be increased by the scattering particles, and the overall light efficiency in the color filter or the light-converting laminated substrate can be increased, which is preferable.

[0099] Preferably, the scattering particles can have an average particle size of 30 to 1000 nm, and preferably those in the range of 100 to 500 nm are used. At this time, if the particle size is too small, a sufficient scattering effect of the light emitted from the quantum dots cannot be expected. On the contrary, if it is too large, it may sink in the composition or a uniform-quality self-luminous layer surface cannot be obtained. Therefore, it is adjusted appropriately within the above range and used.

[0100] The scattering particles can be used in an amount of 0.1 to 50 parts by weight, preferably 0.5 to 30 parts by weight, based on 100 parts by weight of the entire light conversion ink composition. When the scattering particles are included within the above range, the effect of increasing the emission intensity can be maximized, which is preferable. When the scattering particles are included less than the above range, it may be somewhat difficult to ensure the emission intensity to be obtained. When exceeding the above range, the effect of increasing the emission intensity is slight, and in addition, a problem of deterioration in the stability of the composition may occur. Therefore, it is preferably used appropriately within the above range.

[0101] Photopolymerizable compound The photopolymerizable compound in the present invention is a compound that can be polymerized by the action of light and a photopolymerization initiator described later.

[0102] In one embodiment of the present invention, the photopolymerizable compound can include a compound represented by Chemical Formula 2.

[0103]

Chemical formula

[0104] In the Chemical Formula 2, R5 is an alkylene group of C1-C 20 a phenylene group of C1-C 20 or a cycloalkylene group of C3-C 10 R6 and R7 are each independently hydrogen or a methyl group, and m is an integer of 1 to 15.

[0105] As used herein, the C3-C 10 cycloalkylene group means a simple or fused cyclic divalent hydrocarbon having 3 to 10 carbon atoms, and includes, for example, cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, etc., but is not limited thereto.

[0106] The above-mentioned C1-C 20 alkylene group, C1-C 20 phenylene group, and C3-C 10 cycloalkylene group may be substituted with one or more hydrogens by a C1-C6 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C3-C 10 cycloalkyl group, a C3-C 10 heterocycloalkyl group, a C3-C 10 heterocycloalkyloxy group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 thioalkoxy group, an aryl group, an acyl group, hydroxy, thio, halogen, amino, alkoxycarbonyl, carboxy, carbamoyl, cyano, nitro, etc.

[0107] For example, as the compound represented by the above Chemical Formula 2, 1,6-hexanediol diacrylate, polyethylene glycol diacrylate, 2-hydroxy-3-methacryloylpropyl acrylate, 1,9-bisacryloyloxynonane, tripropylene glycol diacrylate, etc. may be mentioned, but is not limited thereto.

[0108] In the present invention, the monomer contained in the quantum dot dispersion can contain one or more of the compounds represented by the above Chemical Formula 2.

[0109] The compound represented by the chemical formula 2 exhibits low viscosity characteristics, enabling the realization of a low-viscosity light-converting ink composition. For example, when used together with the quantum dots of the present invention having the compound represented by the chemical formula 1 as a ligand layer, it has excellent compatibility with the ligand, further improving the dispersibility of the quantum dots, and enabling the realization of a low-viscosity light-converting ink composition with excellent optical properties even without a solvent. Thereby, the light-converting ink composition according to the present invention can be effectively used for manufacturing a color filter by an inkjet printing method.

[0110] In addition to the polymerizable compound represented by the chemical formula 2, the light-converting ink composition of the present invention can further contain a polymerizable compound commonly used in the art within the scope not departing from the object of the present invention. For example, monofunctional monomers, difunctional monomers, and other polyfunctional monomers can be mentioned, among which difunctional monomers are preferably used.

[0111] The type of the monofunctional monomer is not particularly limited. For example, nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate, N-vinylpyrrolidone, etc. can be mentioned.

[0112] The type of the difunctional monomer is not particularly limited. For example, 1,6-hexanediol di(meth)acrylate, ethylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, etc. can be mentioned.

[0113] The type of the polyfunctional monomer is not particularly limited. 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. can be mentioned.

[0114] The photopolymerizable compound contained in the light conversion ink composition of the present invention can contain a compound of the same or different type from the monomer contained in the quantum dot dispersion.

[0115] Such a photopolymerizable compound may be contained in an amount of 1 to 45 parts by weight, preferably 1 to 20 parts by weight, based on 100 parts by weight of the entire light conversion ink composition. If the content is less than the above range, the photosensitivity may decrease. On the contrary, if it exceeds the above range, the adhesion of the quantum dot light conversion layer and the self-luminous photosensitive layer may be insufficient, the strength of the film may not be sufficient, and the coating film may lift, resulting in a decrease in production yield.

[0116] Photopolymerization initiator The photopolymerization initiator in the present invention is a compound for initiating the polymerization of the photopolymerizable compound described above. Although not particularly limited in the present invention, acylphosphine-based, acetophenone-based, benzophenone-based, triazine-based, thioxanthone-based, oxime-based, benzoin-based, anthracene-based, anthraquinone-based, biimidazole-based compounds, etc. can be used, and these can be used alone or in combination of two or more.

[0117] As an example, the benzophenone-based compounds may include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, and the like.

[0118] As other photoinitiators, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, 10-butyl-2-chloroacridone, 9,10-phenanthrenequinone, camphorquinone, methyl phenylglyoxylate, titanocene compounds, and the like can be used.

[0119] The content of such a photoinitiator is included in an amount of 0.1 to 20 parts by weight, preferably 0.5 to 15 parts by weight, based on 100 parts by weight of the entire composition.

[0120] When the content of the photoinitiator is within the above range, the photo-conversion ink composition is sensitized, and the strength of the pixel portion and the smoothness on the surface of the pixel portion tend to be improved, which is preferable. Also, when the content of the photoinitiator auxiliary agent is within the above range, the sensitivity efficiency of the photo-conversion ink composition becomes even higher, and the productivity of the color filter formed using this composition tends to be improved, which is preferable.

[0121] Additive The photo-conversion ink composition according to the present invention can further include known additives for various purposes. Such additives may include, for example, fillers, other polymer compounds, curing agents, adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents, and the like. These additives can be one kind or two or more kinds, and it is preferable to use them at 1% by weight or less in the entire composition in consideration of light efficiency and the like.

[0122] The optical conversion ink composition according to the present invention is excellent in optical properties, light resistance, and viscosity characteristics, and thus can be effectively applied when forming a cured film contained in a color filter or an optically converted laminated substrate. Therefore, the ink composition according to the present invention can be preferably used in the manufacture of an image display device including a color filter or an optically converted laminated substrate.

[0123] <Electronic device> According to one embodiment of the present invention, the quantum dots according to the present invention can be usefully applied to electronic devices such as light emitting diodes, organic light emitting diodes, sensors, imaging sensors, solar cells, and LCDs.

[0124] The electronic device according to the present invention can include the above-described quantum dots in a light emitting layer. For example, the quantum dots of the present invention are included in a first electrode and a second electrode facing each other and a light emitting layer positioned between the first electrode and the second electrode.

[0125] The quantum dots used in the light emitting layer have a core-shell structure, and the core includes one or more selected from the group consisting of InP, InZnP, InGaP, CdSe, CdS, CdTe, ZnS, ZnSe, ZnTe, CdSeTe, CdZnS, CdSeS, PbSe, PbS, PbTe, AgInZnS, HgS, HgSe, HgTe, GaN, GaP, GaAs, InGaN, InAs, and ZnO, and the shell can include one or more selected from the group consisting of ZnS, ZnSe, ZnTe, ZnO, CdS, CdSe, CdTe, CdO, InP, InS, GaP, GaN, GaO, InZnP, InGaP, InGaN, InZnSCdSe, PbS, TiO, SrSe, and HgSe, and preferably, one or more selected from the group consisting of InP / ZnS, InP / ZnSe, InP / GaP / ZnS, InP / ZnSe / ZnS, InP / ZnSeTe / ZnS, and InP / MnSe / ZnS, but is not limited thereto.

[0126] As an example, a quantum dot light-emitting diode (QLED) is an electroluminescence (EL) device that electrically excites quantum dots to emit light.

[0127] In the quantum dot light-emitting diode (QLED), electrons and holes injected from both electrodes form excitons in the quantum dot light-emitting layer, and light is emitted by radiative recombination of the excitons. Since this has the same operating principle as an organic light-emitting diode (OLED), in a multilayer device structure that uses the normal electron / hole injection layer and transport layer of an OLED as they are, only the light-emitting layer can be configured by replacing the organic light-emitting material with quantum dots.

[0128] The method for manufacturing the quantum dot light-emitting diode of the present invention is not particularly limited, and a method known in the relevant technical field can be used.

[0129] As an example, the method for manufacturing a quantum dot light-emitting diode can be manufactured by sequentially laminating an anode, a cathode, an electron injection / transport layer, a light-emitting layer, a hole transport layer, and a hole injection layer.

[0130] As another example, the method for manufacturing a quantum dot light-emitting diode may be manufactured by sequentially laminating a cathode, an electron injection / transport layer, a light-emitting layer, a hole transport layer, a hole injection layer, and an anode. As still another example, the method for manufacturing a quantum dot light-emitting diode may be manufactured by sequentially laminating an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, an electron injection / transport layer, and a cathode.

[0131] At this time, the light-emitting layer can contain the quantum dots described above. <Cured film> The present invention provides a cured film formed using the light conversion ink composition, and the cured film is included in a color filter or a light conversion laminated substrate.

[0132] <Optical conversion laminated substrate> The optical conversion laminated substrate according to the present invention includes a cured product of an optical conversion ink composition. By including an optical conversion ink composition that can be coated on a glass substrate, a solvent that does not correspond to harmful substances to the human body can be used, and the safety of workers and product productivity can be improved.

[0133] The optical conversion laminated substrate can include silicon (Si), silicon oxide (SiOx), or a polymer substrate, and the polymer substrate may be polyethersulfone (PES) or polycarbonate (PC), etc.

[0134] The optical conversion laminated substrate is formed by applying the optical conversion ink composition and thermally curing it. <Color filter> The color filter of the present invention is formed using the above-described optical conversion ink composition.

[0135] As a method for forming a coating film for forming the color filter of the present invention, a method known in the art can be used.

[0136] As an example, the method for forming a coating film can include a) a step of applying an optical conversion ink composition to a substrate; b) a step of irradiating the obtained film with actinic rays to cure it; c) a step of performing post-baking.

[0137] As the substrate, a glass substrate or a polymer substrate can be used, but it is not limited thereto. As the glass substrate, in particular, soda lime glass, barium or strontium-containing glass, lead glass, aluminosilicate glass, borosilicate glass, barium borosilicate glass, or quartz can be preferably used. Examples of the polymer substrate include polycarbonate, acrylic, polyethylene terephthalate, polyethersulfide, or polysulfone substrate.

[0138] At this time, the coating is performed by a known wet coating method using a coating apparatus such as a roll coater, a spin coater, a slit and spin coater, a slit coater (sometimes also referred to as a die coater), an inkjet, etc. so as to obtain a desired thickness.

[0139] Exposure is performed by exposing to light emitted from an exposure device. At this time, as the light to be irradiated, for example, visible light, ultraviolet rays, X-rays, electron beams, etc. can be used.

[0140] Post-baking is performed to enhance the adhesion and the degree of curing between the film and the substrate, and is performed, for example, by heat treatment under the conditions of 80 to 250 °C for 10 to 120 minutes. Post-baking can be performed using an oven, a hot plate, etc. in the same manner as pre-baking.

[0141] <Image display device> The image display device according to the present invention includes the color filter, the light conversion laminated substrate, and / or the electronic element described above.

[0142] The image display device of the present invention may be an image display device to which a quantum dot light emitting diode (quantum dot LED, QLED) is applied as an electronic element.

[0143] Specifically, the image display device includes a liquid crystal display (liquid crystal display device; LCD), an organic EL display (organic EL display device), a liquid crystal projector, a display device for a game machine, a display device for a portable terminal such as a mobile phone, a display device for a digital camera, a display device for a car navigation, etc., and a color display device is particularly preferable.

[0144] The image display device includes a configuration known to those skilled in the technical field of the present invention except that it includes the color filter or the light conversion laminated substrate, that is, the present invention includes an image display device to which a color filter or a light conversion laminated substrate can be applied.

[0145] The image display device including the color filter according to the present invention can have excellent characteristics in terms of color reproducibility, luminance, heat resistance, reliability, and the like.

[0146] Hereinafter, the present invention will be described in more detail through examples. However, the following examples are for further specifically explaining the present invention, and the scope of the present invention is not limited by the following examples.

Example

[0147] Synthesis example Synthesis Example 1: Synthesis of InP / ZnS Core-Shell Quantum Dots 0.05839 g of indium acetate, 0.12019 g of oleic acid, and 10 mL of 1-octadecene (ODE) were placed in a three-neck flask. While stirring the flask, after undergoing a degassing process at 110°C and 100 mTorr for 30 minutes, the solution was heated to a temperature of 270°C under an inert gas until it became transparent.

[0148] 0.025054 g of tris(trimethylsilyl)phosphine was prepared as a phosphorus (P) precursor, placed in 0.5 mL of 1-octadecene and 0.5 mL of tri-n-octylphosphine, and stirred. This was quickly injected into the flask heated to 270°C under an inert gas. After reacting for 1 hour, it was quickly cooled to terminate the reaction. Thereafter, when the temperature of the flask reached 100°C, 10 mL of toluene was injected, and then it was transferred into a 50 mL centrifuge tube. After adding 10 mL of ethanol, it was purified twice by utilizing a precipitation and redispersion method. After dispersing the purified InP core nanoparticles in 1-octadecene, they were stored.

[0149] Put 3.669 g of zinc acetate, 20 mL of oleic acid, and 20 mL of 1-octadecene into a three-necked flask. While stirring, after undergoing a 30-minute degassing process at 110 °C and 100 mTorr, heat the solution to 270 °C under an inert gas until the solution becomes transparent, and then cool it to 60 °C to obtain a precursor solution in the form of transparent zinc oleate.

[0150] Put 0.6412 g of sulfur and 10 mL of tri-n-octylphosphine into a three-necked flask. Heat the solution to 80 °C while stirring in an inert gas atmosphere until the solution becomes transparent, and then cool it to room temperature to obtain an S precursor solution in the form of TOP:S.

[0151] Put the pre-prepared InP core nanoparticle solution into another three-necked flask. After adjusting the temperature of the flask to 300 °C, quickly inject 0.6 mL of the pre-prepared zinc precursor solution using a syringe. Then, inject 0.3 mL of the pre-prepared S precursor solution into the flask at a rate of 2 mL / hr using a syringe pump. After the injection is completed, allow the reaction to proceed for an additional 3 hours, and then quickly cool it to terminate the reaction. When the temperature of the flask reaches 100 °C, inject 10 mL of toluene, and then transfer it to a 50 mL centrifuge tube. After adding 10 mL of ethanol, purify it twice using the precipitation and redispersion method. After dispersing the purified InP / ZnS core-shell structured nanoparticles in n-chloroform, store them. Adjust the solid content to 10%. The maximum emission wavelength was 525 nm.

[0152] Synthesis Example 2: Synthesis of InP / ZnSe / ZnS Core-Shell Quantum Dots 0.4 mmol (0.058 g) of indium acetate, 0.6 mmol (0.15 g) of palmitic acid, and 20 mL of 1-octadecene were placed in a reactor and heated to 120 °C under vacuum. After 1 hour, the atmosphere in the reactor was switched to nitrogen. After heating to 280 °C, a mixed solution of 0.2 mmol (58 μl) of tris(trimethylsilyl)phosphine (TMS3P) and 1.0 mL of trioctylphosphine was quickly injected and reacted for 0.5 minute.

[0153] Next, 2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid, and 20 mL of trioctylamine were placed in 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 in trioctylphosphine (Se / TOP) was added. 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 then dried under reduced pressure to form an InP / ZnSe core-shell.

[0154] Next, 2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid, and 20 mL of trioctylamine were placed in 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 sulfur in trioctylphosphine (S / TOP) was added. 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 then dried under reduced pressure to obtain quantum dots with an InP / ZnSe / ZnS core-shell structure, which were then dispersed in chloroform. The solid content was adjusted to 10%. The maximum emission wavelength was 520 nm.

[0155] Synthesis Example 3: Synthesis of Ligand M1 Into a four-necked flask equipped with a reflux condenser, 60 mL of THF, 1.48 g (1.61 mmol) of Pd2(dba)3, and 1.36 g (3.87 mmol) of (dicyclohexylphosphino)biphenyl were added and stirred for 30 minutes. 16.08 g (64.6 mmol) of 4-bromo-4'-hydroxybiphenyl, 28.32 g (131.2 mmol) of N-Phenyl-1-naphthylamine, and 23.78 g (142 mmol) of LiN(SiMe3)2 were dissolved in 140 mL of THF and added. After a reflux cooling reaction for 3 days, filtration was carried out using silica, followed by washing with brine, and then the organic layer was separated and dried over magnesium sulfate. After concentration, ligand M1 was obtained by column purification. It was a pale orange powder, 14.92 g (60%), LC-MS([M+H] + ): 388. TIFF0007717420000020.tif4094

[0156] Synthesis Example 4: Synthesis of Ligand M2 Into a four-necked flask equipped with a reflux condenser, 40 mL of toluene and 40 mL of dioxane were added, 10 g (40.2 mmol) of 4-bromo-4'-hydroxybiphenyl and 8.06 g (48.2 mmol) of carbazole were added, and the mixture was stirred under a nitrogen atmosphere. 0.35 (0.382 mmol) of Pd2(dba)3 and 0.077 g (0.382 mmol) of P(tBu)3 were added, and 14.8 g (48.2 mmol) of LiN(SiMe3)2 was added. A reflux cooling reaction was carried out at 80 °C for 2 days. After the reaction was completed and cooled to room temperature, 20 mL of 1 M hydrochloric acid aqueous solution was added and stirred for 30 minutes. After neutralization with 10% aqueous sodium hydrogen carbonate solution and washing with 100 mL of DI water twice, the organic layer was separated, dried over magnesium sulfate and concentrated, and then ligand M2 was obtained by column purification. It was a white powder, 6.6 g (50%), LC-MS([M+H] + ): 336. TIFF0007717420000021.tif3993

[0157] Synthesis Example 5: Synthesis of Ligand M3 Into a four-necked flask equipped with a reflux condenser, 60 mL of THF, 1.48 g (1.61 mmol) of Pd2(dba)3, and 1.36 g (3.87 mmol) of (dicyclohexylphosphino)biphenyl were added and stirred for 30 minutes. 25.92 g (64.6 mmol) of 4-bromo-4’-hydroxyquaterphenyl, 28.32 g (131.2 mmol) of N-Phenyl-1-naphthylamine, and 23.78 g (142 mmol) of LiN(SiMe3)2 were dissolved in 140 mL of THF and added. After a reflux cooling reaction for 3 days, filtration was carried out using silica, followed by washing with brine, and then the organic layer was separated and dried over magnesium sulfate. After concentration, ligand M3 was obtained by column purification. It was a pale orange powder, 14.92 g (60%), LC-MS([M+H] + ): 401.05. TIFF0007717420000022.tif43125

[0158] Synthesis Example 6: Synthesis of Ligand M4 Into a four-necked flask equipped with a reflux condenser, 40 mL of toluene and 40 mL of dioxane were added, 25.92 g (64.6 mmol) of 4-bromo-4’-hydroxyquaterphenyl and 8.06 g (48.2 mmol) of carbazole were added, and the mixture was stirred under a nitrogen atmosphere. 0.35 (0.382 mmol) of Pd2(dba)3 and 0.077 g (0.382 mmol) of P(tBu)3 were added, and 14.8 g (48.2 mmol) of LiN(SiMe3)2 was added. The reflux cooling reaction was carried out at 80 °C for 2 days. After the reaction was completed and cooled to room temperature, 20 mL of 1 M hydrochloric acid aqueous solution was added and stirred for 30 minutes. After neutralization with 10% sodium hydrogen carbonate aqueous solution and washing twice with 100 mL of DI water, the organic layer was separated, dried over magnesium sulfate and concentrated, and then ligand M4 was obtained by column purification. It was a white powder, 6.6 g (50%), LC-MS([M+H] + ): 488.19. TIFF0007717420000023.tif38119

[0159] Synthesis Example 7: Synthesis of Compound L1 (Chemical Formula 1-1) 69 g (177 mmol) of ligand M2, 30.83 g (177 mmol) of Mono-tert-butyl succinate, and 100 mg (0.8 mmol) of DMAP were added to 100 mL of THF and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature and filtration was carried out. After neutralization with 10% aqueous sodium hydrogen carbonate solution, it was washed with 100 mL of DI water, and the organic layer was separated and dried and concentrated with magnesium sulfate. It was dissolved in 80 mL of dichloromethane, 10 g of trifluoroacetic acid was added, and it was stirred at room temperature for 12 hours. After the reaction was completed, it was neutralized with 10% aqueous sodium hydrogen carbonate solution, washed with 100 mL of DI water, the organic layer was separated, dried and concentrated with magnesium sulfate, and then compound L1 (chemical formula 1-1) was obtained by column purification. It was a pale yellow solid, 51 g (59%), LC-MS ([M+H] + ): 488, 1 H NMR (CDCl3, 300 MHz): 7.10~7.51 (m, 13H), 6.45~6.81 (m, 6H), 6.63 (t, 1H), 2.67 (d, 4H). TIFF0007717420000024.tif42104

[0160] Synthesis Example 8: Synthesis of Compound L2 (Chemical Formula 1-2) 69 g (177 mmol) of ligand M1, 26.24 g (177 mmol) of 6-Mercaptohexanoic acid, and 100 mg (0.8 mmol) of DMAP were added to 100 mL of THF and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature and filtration was carried out and concentrated under reduced pressure. It was dissolved in a small amount of chloroform, and column purification was carried out to obtain compound L2 (chemical formula 1-2). It was a pale yellow powder, 61 g (67%), LC-MS ([M+H] + ): 518, 11H NMR (CDCl3, 300 MHz): δ 7.10 - 7.51 (m, 13H), 6.45 - 6.81 (m, 6H), 6.61 (t, 1H), 2.58 (d, 2H), 2.24 (d, 2H), 1.30 - 1.60 (m, 6H). TIFF0007717420000025.tif36113

[0161] Synthesis Example 9: Synthesis of Compound L3 (Chemical Formula 1-3) To 100 mL of THF, 59.3 g (177 mmol) of ligand M2, 30.83 g (177 mmol) of Mono-tert-butyl succinate, and 100 mg (0.8 mmol) of DMAP were added, and the mixture was stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in 80 mL of dichloromethane, 10 g of trifluoroacetic acid was added, and the mixture was stirred at room temperature for 12 hours. After the reaction was completed, it was neutralized with a 10% aqueous sodium hydrogen carbonate solution, washed with 100 mL of DI water, the organic layer was separated, dried over magnesium sulfate and concentrated, and then purified by column chromatography to obtain Compound L3 (Chemical Formula 1-3). It was a beige powder, 48 g (62%), LC-MS ([M+H] + ): 436, 1 1H NMR (CDCl3, 300 MHz): δ 8.05 (d, 2H), 7.51 - 8.01 (m, 14H), 2.56 (d, 2H). TIFF0007717420000026.tif36113

[0162] Synthesis Example 10: Synthesis of Compound L4 (Chemical Formula 1-4) To 100 mL of THF, 70.8 g (177 mmol) of ligand M2, 26.24 g (177 mmol) of 3-Mercaptohexanoic acid, and 100 mg (0.8 mmol) of DMAP were added and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform, and column purification was carried out to obtain compound L4 (chemical formula 1-4). It was a pale beige powder, 56 g (68%), LC-MS: 466, LC-MS([M+H] + ): 436, 1 H NMR (CDCl3, 300 MHz): 8.04(d, 2H), 7.50~8.00 (m, 14H), 2.56(d, 2H), 2.22(d, 2H), 1.31~1.61(m, 6H). TIFF0007717420000027.tif36113

[0163] Synthesis Example 11: Synthesis of Compound L5 (Chemical Formula 1-6) To 100 mL of THF, 70.18 g (177 mmol) of ligand M3, 18.79 g (177 mmol) of 3-Mercaptopropionic acid, and 100 mg (0.8 mmol) of DMAP were added and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform, and column purification was carried out to obtain compound L5 (chemical formula 1-6). It was a pale yellow powder, 65 g (58%), LC-MS([M+H] + ): 628.8, 1 H NMR (CDCl3, 300 MHz): 7.10~7.51(m, 21H), 6.45~6.81 (m, 6H), 6.61 (t, 1H), 2.85(d, 2H), 2.54(d, 2H). TIFF0007717420000028.tif36128

[0164] Synthesis Example 12: Synthesis of Compound L6 (Chemical Formula 1-5) 86.23 g (177 mmol) of ligand M4, 18.79 g (177 mmol) of 3-Mercaptopropionic acid, and 100 mg (0.8 mmol) of DMAP were added to 100 mL of THF and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added and the reaction was carried out at room temperature for 6 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform and column purification was carried out to obtain compound L6 (chemical formula 1-5). It was a pale beige powder, 56 g (68%), LC-MS ([M+H] + )::576.7, 1 H NMR (CDCl3, 300 MHz): 8.05 (d, 2H), 7.01~8.02 (m, 22H), 2.82 (d, 2H), 2.51 (d, 2H). TIFF0007717420000029.tif36128

[0165] Synthesis Example 13: Synthesis of the compound of Chemical Formula 1-7 69 g (177 mmol) of ligand M1, 21.45 g (177 mmol) of DL-Cysteine (Sigma-Aldrich), and 100 mg (0.8 mmol) of DMAP were added to 100 mL of THF and stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added and the reaction was carried out at room temperature for 12 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform and column purification was carried out to obtain the compound of Chemical Formula 1-7. It was a beige powder, 45 g (51%), LC-MS ([M+H] + ): 492. TIFF0007717420000030.tif38102

[0166] Synthesis Example 14: Synthesis of the compound of Chemical Formula 1-8 To 100 mL of THF, 86.23 g (177 mmol) of ligand M4, 29.06 g (177 mmol) of 2-(sulfanylmethyl)succinic acid, and 100 mg (0.8 mmol) of DMAP were added, and the mixture was stirred for 10 minutes. 29.6 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 48 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform, and column purification was carried out to obtain the compound of Chemical Formula 1-8. It was a beige powder, 35 g (31%), LC-MS([M+H] + ): 634. TIFF0007717420000031.tif38125

[0167] Synthesis Example 15: Synthesis of the compound of Chemical Formula 1-9 To 100 mL of THF, 59.3 g (177 mmol) of ligand M2, 21.45 g (177 mmol) of DL-Cysteine (Sigma-Aldrich), and 100 mg (0.8 mmol) of DMAP were added, and the mixture was stirred for 10 minutes. 22.3 g (177 mmol) of DIC was added, and the reaction was carried out at room temperature for 14 hours under a nitrogen atmosphere. After the reaction was completed, it was cooled to room temperature, filtration was carried out, and concentration under reduced pressure was performed. It was dissolved in a small amount of chloroform, and column purification was carried out to obtain the compound of Chemical Formula 1-9. It was a beige powder, 41 g (48%), LC-MS([M+H] + ): 483. TIFF0007717420000032.tif3792

[0168] Production Examples 1 to 21: Production of quantum dot dispersion Production Example 1: Quantum dot dispersion A-1 3.00 g of the quantum dots of Synthesis Example 1 were placed in a centrifuge tube, 20 mL of ethanol was added, and precipitation was carried out. The supernatant was discarded by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, then 1.0 g of "Compound L1" was added, and the reaction was carried out for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0169] Next, 25 mL of n-hexane was added to the reactants to precipitate the quantum dots. After centrifugation to separate the precipitate, HDDA (1,6-Hexanediol diacrylate) was added and dispersed while heating to 80°C. The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 524 nm.

[0170] Production Example 2: Quantum Dot Dispersion A-2 The procedure was the same as in Example 1, except that 3.00 g of the quantum dots from Synthesis Example 1 was used with "Compound L2".

[0171] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 524 nm. Production Example 3: Quantum Dot Dispersion A-3 The procedure was the same as in Example 1, except that 3.00 g of the quantum dots from Synthesis Example 1 was used with "Compound L3".

[0172] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 525 nm. Production Example 4: Quantum Dot Dispersion A-4 The procedure was the same as in Production Example 1, except that 3.00 g of the quantum dots from Synthesis Example 1 was used with "Compound L4".

[0173] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 526 nm. Production Example 5: Quantum Dot Dispersion A-5 3 g of the quantum dots from Synthesis Example 2 was placed in a centrifuge tube, and 20 mL of ethanol was added to precipitate them. After centrifugation, the supernatant was discarded, and 3 mL of chloroform was added to the precipitate to disperse the quantum dots. Then, 1.0 g of "Compound L1" was added, and the reaction was carried out for 1 hour while heating to 60°C under a nitrogen atmosphere.

[0174] Next, 25 mL of n-hexane was added to the reactants to precipitate the quantum dots. After centrifugation to separate the precipitate, HDDA was added and dispersed while heating to 80°C. The solid content was adjusted to 40%. The maximum emission wavelength was 521 nm.

[0175] Production Example 6: Quantum Dot Dispersion A-6 The procedure was the same as in Production Example 5, except that "Compound L3" was used instead of the ligand used in Production Example 5.

[0176] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 520 nm. Production Example 7: Quantum Dot Dispersion A-7 3.00 g of the quantum dots of Synthesis Example 1 were placed in a centrifuge tube, and 20 mL of ethanol was added to precipitate them. The supernatant was discarded by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, and then 1.0 g of "Compound L1" was added, and the mixture was reacted for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0177] Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, and then centrifugation was performed to separate the precipitate, and then chloroform was added and the mixture was dispersed while heating to 80 °C. The solid content was adjusted to 5%. The maximum emission wavelength was 524 nm.

[0178] Production Example 8: Quantum Dot Dispersion A-8 The procedure was the same as in Production Example 7, except that "Compound L2" was used instead of the quantum dots of Synthesis Example 1.

[0179] The solid content was adjusted to 5% with chloroform. The maximum emission wavelength was 524 nm. Production Example 9: Quantum Dot Dispersion A-9 The procedure was the same as in Production Example 7, except that "Compound L3" was used instead of the quantum dots of Synthesis Example 1.

[0180] The solid content was adjusted to 5% with chloroform. The maximum emission wavelength was 525 nm. Production Example 10: Quantum Dot Dispersion A-10 The procedure was the same as in Production Example 7, except that "Compound L4" was used instead of the quantum dots of Synthesis Example 1.

[0181] The solid content was adjusted to 5% with chloroform. The maximum emission wavelength was 526 nm. Production Example 11: Quantum Dot Dispersion A-11 The procedure was carried out in the same manner as in Production Example 1, except that 3.00 g of the quantum dots of Synthesis Example 1 were used with "Compound L5".

[0182] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 523 nm. Production Example 12: Quantum Dot Dispersion A-12 The procedure was carried out in the same manner as in Production Example 1, except that 3.00 g of the quantum dots of Synthesis Example 1 were used with "Compound L6".

[0183] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 523 nm. Production Example 13: Quantum Dot Dispersion A-13 The procedure was carried out in the same manner as in Production Example 5, except that "Compound L5" was used instead of "Compound L1" used in Production Example 5.

[0184] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 521 nm. Production Example 14: Quantum Dot Dispersion A-14 The procedure was carried out in the same manner as in Production Example 5, except that "Compound L6" was used instead of "Compound L1" used in Production Example 5.

[0185] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 522 nm. Production Example 15: Quantum Dot Dispersion A-15 The procedure was carried out in the same manner as in Production Example 5, except that the "compound of Chemical Formula 1-7" was used instead of "Compound L1" used in Production Example 5.

[0186] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 521 nm. Production Example 16: Quantum Dot Dispersion A-16 The procedure was carried out in the same manner as in Production Example 5, except that the "compound of Chemical Formula 1-8" was used instead of "Compound L1" used in Production Example 5.

[0187] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 523 nm. Production Example 17: Quantum Dot Dispersion A-17 The procedure was carried out in the same manner as in Production Example 5, except that the "compound of Chemical Formula 1-9" was used instead of the "Compound L1" used in Production Example 5.

[0188] The solid content was adjusted to 40% with HDDA. The maximum emission wavelength was 521 nm. Production Example 18: Quantum Dot Dispersion A-18 3.00 g of the quantum dots of Synthesis Example 1 were placed in a centrifuge tube, and 20 mL of ethanol was added to precipitate them. After discarding the supernatant by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, and then 1.0 g of "Compound L5" was added, and the mixture was reacted for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0189] Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, and after centrifugation to separate the precipitate, chloroform was added and the mixture was dispersed while heating to 80 °C. The solid content was adjusted to 5%. The maximum emission wavelength was 525 nm.

[0190] Production Example 19: Quantum Dot Dispersion A-19 3.00 g of the quantum dots of Synthesis Example 1 were placed in a centrifuge tube, and 20 mL of ethanol was added to precipitate them. After discarding the supernatant by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, and then 1.0 g of "Compound L6" was added, and the mixture was reacted for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0191] Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, and after centrifugation to separate the precipitate, chloroform was added and the mixture was dispersed while heating to 80 °C. The solid content was adjusted to 5%. The maximum emission wavelength was 526 nm.

[0192] Production Example 20: Quantum Dot Dispersion A-20 3.00 g of the quantum dots of Synthesis Example 1 were placed in a centrifuge tube, and 20 mL of ethanol was added thereto for precipitation. The supernatant was discarded by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, 1.0 g of "Compound L8" was added, and the mixture was reacted for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0193] Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, and after centrifugation to separate the precipitate, chloroform was added and the mixture was dispersed while heating to 80 °C. The solid content was adjusted to 5%. The maximum emission wavelength was 524 nm.

[0194] Production Example 21: Quantum Dot Dispersion A-21 3.00 g of the quantum dots of Synthesis Example 2 were placed in a centrifuge tube, and 20 mL of ethanol was added thereto for precipitation. The supernatant was discarded by centrifugation, 3 mL of chloroform was added to the precipitate to disperse the quantum dots, 1.0 g of "Compound L6" was added, and the mixture was reacted for 1 hour while heating to 60 °C under a nitrogen atmosphere.

[0195] Next, 25 mL of n-hexane was added to the reaction product to precipitate the quantum dots, and after centrifugation to separate the precipitate, chloroform was added and the mixture was dispersed while heating to 80 °C. The solid content was adjusted to 5%. The maximum emission wavelength was 522 nm.

[0196] Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2: Production of light-converting ink composition Using the quantum dot dispersions of the above Production Examples A-1 to A-21 and the quantum dot dispersions A-22 to A-23 in which the quantum dots of Synthesis Examples 1 to 2 were dispersed 50:50 with HDDA, a photoconversion ink composition was produced according to the components and contents shown in Tables 1 and 2 below.

[0197]

Table 1

[0198]

Table 2

[0199] -A-1 to A-21: Quantum dot dispersions of Production Examples 1 to 21 -A-22: Dispersion in which the quantum dots of Synthesis Example 1 are dispersed 50:50 with HDDA -A-23: Dispersion in which the quantum dots of Synthesis Example 2 are dispersed 50:50 with HDDA -MN-1: HDDA (1,6-Hexanediol diacrylate) -Scattering particles: TiO2 (Huntsman, TR-88, particle size of 220 nm) -PI-1: Irgacure OXE-01 (manufactured by BASF) Examples 2-1 to 2-4 and Comparative Examples 2-1 to 2-2: Production of light-emitting element Example 2-1 ITO is deposited on a glass substrate to form an anode, and PEDOT:PSS and Tris(4-carbazoyl-9-ylphenyl)amine (TCTA) are spin-coated thereon to form a hole transport layer. A quantum dot dispersion A-18 according to Production Example 18 is spin-coated on the hole transport layer to form a light-emitting layer. AlQ3 is vacuum-deposited on the light-emitting layer to form an electron transport layer. Al is deposited on the electron transport layer to form a cathode, thereby fabricating a light-emitting device.

[0200] Example 2-2 A light-emitting device is fabricated in the same manner as in Example 2-1, except that the quantum dot dispersion A-19 according to Production Example 19 is used instead of the quantum dot dispersion according to Production Example 18.

[0201] Example 2-3 A light-emitting device is fabricated in the same manner as in Example 2-1, except that the quantum dot dispersion A-20 according to Production Example 20 is used instead of the quantum dot dispersion according to Production Example 18.

[0202] Example 2-4 A light-emitting device is fabricated in the same manner as in Example 2-1, except that the quantum dot dispersion A-21 according to Production Example 21 is used instead of the quantum dot dispersion according to Production Example 18.

[0203] Comparative Example 2-1 An EL element is fabricated in the same manner as in Example 2-1, except that the quantum dots produced in Synthesis Example 1 are used instead of the quantum dot dispersion produced in Production Example 18.

[0204] Comparative Example 2-2 An EL element is fabricated in the same manner as in Example 2-1, except that the quantum dots produced in Synthesis Example 2 are used instead of the quantum dot dispersion produced in Production Example 18.

[0205] Experimental example (1) Production of the light conversion coating layer and measurement of the light conversion efficiency Each of the light conversion ink compositions produced in Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2 was applied onto a 5 cm × 5 cm glass substrate by an inkjet method, and then irradiated with a 1 kW high-pressure mercury lamp containing all of g, h, and i lines as an ultraviolet light source at 1000 mJ / cm 2 After irradiation, the light conversion coating layer was produced by heating in a heating oven at 180°C for 30 minutes.

[0206] After the produced light conversion coating layer was positioned above a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument systems) using the following formula 1, and the results are shown in Table 3 below.

[0207] [Number]

[0208] (2) Viscosity stability evaluation For the quantum dot dispersions used in Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2, an R-type viscometer (VISCOMETER MODEL RE120L SYSTEM, manufactured by Toki Sangyo Co., Ltd.) was used to measure the initial viscosity under the conditions of a rotational speed of 20 rpm and a temperature of 30°C, and the viscosity after storage at a low temperature of 5°C for 1 month. The viscosity stability was evaluated by the viscosity change rate and is described in Table 3 below.

[0209] <Evaluation Criteria> ○: Viscosity change rate is 105% or less △: Viscosity change rate exceeds 105% to 110% or less ×: Viscosity change rate exceeds 110% (3) Particle Size Evaluation of the Dispersion The particle sizes of the quantum dot dispersions used in Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2 were measured using an ELSZ-2000ZS (manufactured by Otsuka), and the results are shown in Table 3 below.

[0210] (4) Number of Continuous Jetting After filling the inkjet printing equipment of Unijet with the light-converting ink compositions of Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2, the temperature of the jetting head was fixed at 40°C, and after discharging the ink for 1 minute and then leaving it for 30 minutes, the process was repeated until the nozzles in the jetting head part were clogged and no discharge occurred, and the number of continuous jetting was evaluated. The results are shown in Table 3 below.

[0211] (5) Coating Film Hardness The degree of curing of the coating film produced in the above experimental examples was measured at a high temperature of 150°C using a hardness meter (HM500; manufactured by Fischer), and the surface hardness was evaluated according to the following criteria. The results are shown in Table 3 below.

[0212] <Evaluation Criteria> ○: Surface hardness is 50 or more △: Surface hardness is 30 to less than 50 ×: Surface hardness is less than 30

[0213]

Table 3

[0214] (6) Light resistance The quantum efficiency at the initial stage of manufacturing the quantum dot dispersion liquids of Examples 1-1 to 1-15 and Comparative Examples 1-1 to 1-2, and the absolute quantum efficiency after leaving them standing for 7 days under a blue LED light source at room temperature were measured using QE-2100 (manufactured by Otsuka).

[0215] The results are shown in Table 4 below.

[0216] [Table 4]

[0217] (7) External quantum efficiency, current efficiency, and drive voltage evaluation While applying a voltage (0 V to 8 V) between the ITO electrode and the Al electrode of the light-emitting elements manufactured in Examples 2-1 to 2-4 and Comparative Examples 2-1 to 2-2, the external quantum efficiency (EQE), current efficiency, and drive voltage were measured. The results are shown in Table 5 below.

[0218] [Table 5]

[0219] Referring to Table 3 and Table 4 above, it was confirmed that the light conversion ink composition according to the present invention shows excellent light conversion efficiency as compared with Comparative Examples 1 and 2 by using quantum dots into which a ligand compound represented by a specific chemical formula structure is introduced, and at the same time shows more stable viscosity characteristics.

[0220] Also, it was found that the quantum dot dispersion according to the present invention has excellent dispersibility, and the continuous jetting property of the light conversion ink composition containing the same is excellent, improving the production efficiency.

[0221] For reference, according to the experimental examples in Table 5, in the case of a light-emitting device using a quantum dot dispersion containing a ligand on the surface of the present invention, the external quantum efficiency and current efficiency are superior to those of the light-emitting devices of Comparative Examples 2-1 to 2-2 that do not contain a ligand in the quantum dots, and it has been clarified that the driving voltage performance is also improved.

Claims

1. A quantum dot having a ligand layer on its surface, wherein the ligand layer contains one or more selected from the group consisting of the compounds represented by the following chemical formulas 1-1, 1-2, and 1-4 to 1-9: 【Chemical Formula 1-1】 【Chemical Formula 1-2】 【Chemical Formula 1-4】 【Chemical Formula 1-5】 【Chemical Formula 1-6】 【Chemical Formula 1-7】 【Chemical Formula 1-8】 【Chemical Formula 1-9】 A quantum dot containing one or more selected from the group consisting of the compounds represented by.

2. A quantum dot dispersion in which quantum dots are dispersed containing one or more of either a monomer or a solvent, wherein the quantum dots have a ligand layer on their surface, the ligand layer contains one or more selected from the group consisting of the compounds represented by the following chemical formulas 1-1 to 1-9: 【Chemical Formula 1-1】 【Chemical Formula 1-2】 【Chemical 1-3】 【Chemical Formula 1-4】 【Chemical Formula 1-5】 【Chemical Formula 1-6】 【Chemical Formula 1-7】 [Chemical Formula 1-8] 【Chemical Formula 1-9】 A quantum dot dispersion containing one or more selected from the group consisting of the compounds represented by. The monomer contains a compound represented by the following chemical formula 2: 【Chemical Formula 2】 A quantum dot dispersion containing the compound represented by. In the chemical formula 2, R5 is a C1-C20 alkylene group, a C1-C20 phenylene group, or a C3-C10 cycloalkylene group, R6 and R7 are each independently hydrogen or a methyl group, m is an integer from 1 to 15.

3. The quantum dot dispersion according to claim 2, wherein the compound represented by the chemical formula 2 contains one or more selected from 1,6-hexanediol diacrylate, polyethylene glycol diacrylate, 2-hydroxy-3-methacryloylpropyl acrylate, 1,9-bisacryloyloxynonane, and tripropylene glycol diacrylate.

4. A light-converting ink composition further containing one or more selected from scattering particles, a photopolymerizable compound, and a photoinitiator, and containing the quantum dot dispersion according to claim 2.

5. The scattered particles are 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 or more selected from the group consisting of combinations thereof, the optical conversion ink composition according to claim 4.

6. The light-converting ink composition according to claim 4, containing a solvent of 10 ppm to 9000 ppm or not containing a solvent.

7. An electronic device containing the quantum dot according to claim 1 in a light-emitting layer.

8. The electronic device according to claim 7, applied to a light-emitting diode, an organic light-emitting diode, a sensor, an imaging sensor, a solar cell, or an LCD device.

9. A color filter containing a cured film formed using the light-converting ink composition according to claim 4.

10. A light-converting laminated substrate containing a cured film formed using the light-converting ink composition according to claim 4.

11. An image display device containing the color filter according to claim 9 or the light-converting laminated substrate according to claim 10.

12. An image display device containing the electronic device according to claim 7.

13. The electronic device is the image display device according to claim 12, including a quantum dot light-emitting diode (quantum dot LED, QLED).

Images