Quantum dots, quantum dot dispersions containing the same, curable compositions, cured films, and image display devices

Abstract

To provide quantum dots which are excellent in optical characteristics, dispersibility, adhesion and coating film hardness, and can inhibit outgassing.SOLUTION: The invention provides quantum dots in which a ligand layer on a surface contains a compound represented by a chemical formula 1 and one or more compounds represented by chemical formulas 2 and 3.SELECTED DRAWING: None

Description

[Technical Field]

[0001] The present invention relates to quantum dots, a quantum dot dispersion containing the same, and a curable composition, and more particularly to quantum dots that can ensure excellent optical properties, dispersibility, adhesion, and coating hardness, a quantum dot dispersion containing the same, and a curable composition. [Background technology]

[0002] Quantum dots are semiconductor nanocrystals with nanometer dimensions, and their energy band gaps (EBGs) vary depending on their size and shape. g These quantum dots have the characteristic that their emission wavelength can be adjusted simply by adjusting the size of the quantum dots due to the quantum confinement effect, and they also exhibit excellent color purity and high PL (photoluminescence) efficiency, drawing much attention not only in displays but also in the fields of lighting sources, solar cells, semiconductor lasers / optical amplifiers, bioimaging, etc.

[0003] Quantum dots are primarily manufactured using wet chemical processes, which allow for mass production of quantum dots with excellent optical properties. Wet chemical processes involve the growth of particles by adding precursor materials to an organic solvent. When manufacturing quantum dots using wet chemical processes, organic ligands are used to prevent the quantum dots from agglomerating and to control the particle size of the quantum dots to the nanometer level. Oleic acid is commonly used as such an organic ligand (see Korean Patent Registration No. 10-1447238).

[0004] However, such quantum dots are easily oxidized by oxygen in the air, and therefore there is a need for the development of quantum dots that have sufficient oxidation stability and can exhibit excellent optical properties.

[0005] Furthermore, when a dispersion or coating is formed using quantum dots, a method is needed to increase the dispersibility of the dispersion, increase the adhesion and hardness of the coating, and suppress the generation of outgassing. Summary of the Invention [Problem to be solved by the invention]

[0006] An object of the present invention is to provide quantum dots that can ensure excellent optical properties, dispersibility, adhesion, and coating hardness.

[0007] Another object of the present invention is to provide a quantum dot dispersion containing the quantum dots.

[0008] It is still another object of the present invention to provide a curable composition comprising the quantum dot dispersion.

[0009] It is still another object of the present invention to provide a cured film formed using the curable composition.

[0010] It is still another object of the present invention to provide an image display device including the cured film. [Means for solving the problem]

[0011] On the other hand, the present invention provides a quantum dot having a ligand layer on its surface, The ligand layer includes a compound represented by the following Chemical Formula 1 and one or more of compounds represented by the following Chemical Formulas 2 and 3.

[0012] [ka]

[0013] In the above formula, A is C1~C 30 Alkyl groups of C3 to C 30 Cycloalkyl groups, aryl groups, C2-C 30Alkenyl groups, C2-C 30 Alkynyl groups, C2-C 31 an alkyl ester group, a thioether group, a thioester group, a silyl group, or a silyl ester group of the formula R 1 does not exist or C1~C 30 Alkylene groups, C1-C 30 alkyleneoxy group, polyalkylene glycol group or C2-C 31 is an alkylene ester group of the formula B and E are each independently absent, O, S, or NR; D is O, S or NR; R 2 is C1~C 30 Alkylene groups, C1-C 30 is an alkyleneoxy group or a polyalkylene glycol group of the formula X is a thiol, carboxyl or amine group; R is hydrogen or a C1-C6 alkyl group; R 3 and R 5 are each independently a hydrogen atom or a methyl group; R 4 is C1~C 30 Alkylene groups, C2-C 30 Alkenylene groups, C3-C 30 Cycloalkylene groups, C3-C 30 Heterocycloalkylene groups, C1-C 30 an alkyleneoxy group, an arylene group, or an arylalkylene group represented by the formula: R 6 does not exist or C1~C 30 is an alkylene group of the formula R 7 is C1~C 30 Alkylene groups, C2-C 30 Alkenylene groups, C3-C 30 Cycloalkylene groups, C3-C 30 Heterocycloalkylene groups, C1-C 30 Alkyleneoxy group, C2-C 31is an alkylene ester group, an arylene group, or an arylalkylene group of the formula n and m each independently represent an integer of 0 to 100.

[0014] In one embodiment of the present invention, R 1 and R 2 At least one of the groups may be a polyalkylene glycol group.

[0015] In one embodiment of the present invention, A is C1 to C 30 or C2-C 30 and R 1 may be a polyalkylene glycol group; B and E may each independently be absent, O, S, or NR; D may be O; R 2 is C1~C 30 X may be an alkylene group, X may be a thiol group, and R may be hydrogen or a C1 to C6 alkyl group.

[0016] In one embodiment of the present invention, R 5 may be hydrogen or a methyl group, R 6 may not exist, and R 7 is C1~C 30 and m may be an integer of 1 to 10.

[0017] 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 1-23 below.

[0018] [ka] TIFF0007789844000003.tif196169 TIFF0007789844000004.tif158169

[0019] In one embodiment of the present invention, the compound represented by Chemical Formula 2 may be a compound represented by any one of Chemical Formulas 2-1 to 2-42 below.

[0020] [ka] TIFF0007789844000006.tif209169 TIFF0007789844000007.tif193169 TIFF0007789844000008.tif208169 TIFF0007789844000009.tif209169 TIFF0007789844000010.tif69169

[0021] In one embodiment of the present invention, the compound represented by Chemical Formula 3 may be a compound represented by any one of Chemical Formulas 3-1 to 3-19 below.

[0022] [ka] TIFF0007789844000012.tif215169 TIFF0007789844000013.tif75169

[0023] On the other hand, the present invention provides a quantum dot dispersion comprising the quantum dots and one or more of a curable monomer and a solvent.

[0024] The quantum dot dispersion according to one embodiment of the present invention may further comprise a polymerization inhibitor.

[0025] On the other hand, the present invention provides a curable composition comprising the quantum dot dispersion.

[0026] The curable composition according to one embodiment of the present invention may be a solvent-free photoconversion ink composition.

[0027] On the other hand, the present invention provides a cured film formed using the curable composition.

[0028] On the other hand, the present invention provides an image display device including the cured film. [Effects of the Invention]

[0029] The quantum dots according to the present invention have sufficient oxidation stability and exhibit excellent optical properties. Furthermore, when applied to a dispersion or a coating, the quantum dots according to the present invention can increase the dispersibility of the dispersion, increase the adhesion and hardness of the coating, and suppress outgassing. Therefore, the quantum dots according to the present invention can be effectively applied to various quantum dot-utilizing fields such as color filters and optical conversion sheets, and can realize highly reliable image display devices. DETAILED DESCRIPTION OF THE INVENTION

[0030] The present invention will now be described in more detail.

[0031] One embodiment of the present invention relates to quantum dots having a ligand layer on their surface, the ligand layer comprising a combination of organic ligands of a specific structure.

[0032] In one embodiment of the present invention, the quantum dot has a ligand layer on its surface, the ligand layer including a compound represented by the following Chemical Formula 1 and one or more compounds represented by the following Chemical Formulas 2 and 3:

[0033] [ka]

[0034] In the above formula, A is C1~C 30 Alkyl groups of C3 to C 30 Cycloalkyl groups, aryl groups, C2-C 30 Alkenyl groups, C2-C 30Alkynyl groups, C2-C 31 an alkyl ester group, a thioether group, a thioester group, a silyl group, or a silyl ester group of the formula R 1 does not exist or C1~C 30 Alkylene groups, C1-C 30 alkyleneoxy group, polyalkylene glycol group or C2-C 31 is an alkylene ester group of the formula B and E are each independently absent, O, S, or NR; D is O, S or NR; R 2 is C1~C 30 Alkylene groups, C1-C 30 is an alkyleneoxy group or a polyalkylene glycol group of the formula X is a thiol, carboxyl or amine group; R is hydrogen or a C1-C6 alkyl group; R 3 and R 5 are each independently a hydrogen atom or a methyl group; R 4 is C1~C 30 Alkylene groups, C2-C 30 Alkenylene groups, C3-C 30 Cycloalkylene groups, C3-C 30 Heterocycloalkylene groups, C1-C 30 an alkyleneoxy group, an arylene group, or an arylalkylene group represented by the formula: R 6 does not exist or C1~C 30 is an alkylene group of the formula R 7 is C1~C 30 Alkylene groups, C2-C 30 Alkenylene groups, C3-C 30 Cycloalkylene groups, C3-C 30 Heterocycloalkylene groups, C1-C 30 Alkyleneoxy group, C2-C 31 is an alkylene ester group, an arylene group, or an arylalkylene group of the formula n and m each independently represent an integer of 0 to 100.

[0035] As used herein, C1 to C 30 The alkyl group in the above expression means a linear or branched monovalent hydrocarbon group having 1 to 30 carbon atoms, and includes, but is not limited to, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, 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, and n-decyl.

[0036] As used herein, C3 to C 30 The cycloalkyl group means a monocyclic or fused-ring monovalent hydrocarbon group having 3 to 30 carbon atoms, and examples thereof include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

[0037] As used herein, the term "aryl group" includes monovalent aromatic and heteroaromatic groups and their partially reduced derivatives. The aromatic group is a 5- to 15-membered monocyclic or fused ring, and the heteroaromatic group refers to an aromatic group containing one or more oxygen, sulfur, or nitrogen atoms. Representative examples of aryl groups include, but are not limited to, phenyl, naphthyl, pyridinyl, furanyl, thiophenyl, indolyl, quinolinyl, imidazolinyl, oxazolyl, thiazolyl, and tetrahydronaphthyl.

[0038] As used herein, C2 to C 30 The alkenyl group means a straight-chain or branched unsaturated hydrocarbon having 2 to 30 carbon atoms and one or more carbon-carbon double bonds, and includes, but is not limited to, ethylenyl, propenyl, butenyl, pentenyl, etc.

[0039] As used herein, C2 to C 30 The alkynyl group means a straight-chain or branched unsaturated hydrocarbon having 2 to 30 carbon atoms and one or more carbon-carbon triple bonds, and includes, but is not limited to, acetylenyl, propynyl, butynyl, etc.

[0040] As used herein, an alkyl ester group has the formula —C(═O)OR a or -OC(=O)R a group (where R a is C1~C 30 and includes, but is not limited to, a methoxycarbonyl group, an ethoxycarbonyl group, and the like.

[0041] As used herein, a thioether group has the formula -SR a (where R a is C1~C 30 and the like, but is not limited to methylthio, ethylthio, and the like.

[0042] As used herein, a thioester group has the formula -C(=O)SR a or -SC(=O)R a (where R a is C1~C 30 represents an alkyl or aryl group of the formula:

[0043] As used herein, a silyl group has the formula -SiR b (R c )(R d ) group (where Rb , R c , and R d are independently C1 to C 30 Alkyl groups, C1-C 30 is an alkoxy group, a hydroxy group, or an aryl group.

[0044] As used herein, a silyl ester group has the formula -C(=O)OSiR b (R c )(R d ) or -OC(=O)SiR b (R c )(R d ) group (where R b , R c , and R d are independently C1 to C 30 Alkyl groups, C1-C 30 is an alkoxy group, a hydroxy group, or an aryl group.

[0045] As used herein, C1 to C 30 The alkylene group in this case means a straight-chain or branched divalent hydrocarbon having 1 to 30 carbon atoms, and examples thereof include, but are not limited to, methylene, ethylene, n-propylene, isopropylene, n-butylene, isobutylene, tert-butylene, sec-butylene, n-pentylene, isopentylene, neopentylene, tert-pentylene, n-hexylene, 1-methylpentylene, 2-methylpentylene, 4-methyl-2-pentylene, 3,3-dimethylbutylene, 2-ethylbutylene, n-heptylene, 1-methylhexylene, n-octylene, tert-octylene, 1-methylheptylene, 2-ethylhexylene, 2-propylpentylene, n-nonylene, 2,2-dimethylheptylene, and n-decylene.

[0046] As used herein, C1 to C 30The alkyleneoxy group in this specification means a functional group in which one or more carbon atoms in a straight-chain or branched divalent hydrocarbon chain are substituted with oxygen, and has 1 to 30 carbon atoms. Specific examples of the alkyleneoxy group include, but are not limited to, an ethyleneoxy group and a propyleneoxy group.

[0047] The polyalkylene glycol group used in this specification is formed by condensing alkylene glycol groups having 1 to 6 carbon atoms, and refers to a functional group having a structure in which alkyleneoxy group units having 1 to 6 carbon atoms are repeated. For example, it may have 2 to 300 carbon atoms. Specific examples of the polyalkylene glycol group include, but are not limited to, a polyethylene glycol group and a polypropylene glycol group.

[0048] As used herein, an alkylene ester group has the formula —C(═O)OR e -, -OC(=O)R e -, -R f OC(=O)R e -or-R f C(=O)OR e - group (wherein R e and R f are independently C1 to C 30 represents an alkylene group.

[0049] As used herein, a C1-C6 alkyl group refers to a linear or branched monovalent hydrocarbon group having 1 to 6 carbon atoms, and includes, but is not limited to, for example, methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, t-butyl, n-pentyl, and n-hexyl.

[0050] As used herein, C2 to C 30The alkenylene group means a linear or branched divalent unsaturated hydrocarbon having 2 to 30 carbon atoms and one or more carbon-carbon double bonds, and includes, but is not limited to, vinylene, propylene, butylene, etc.

[0051] As used herein, C3 to C 30 The cycloalkylene group means a monocyclic or fused-ring divalent hydrocarbon group having 3 to 30 carbon atoms.

[0052] As used herein, C3 to C 30 The heterocycloalkylene group means a divalent hydrocarbon group having 3 to 30 carbon atoms in which one or more ring carbon atoms of a monocyclic or fused ring hydrocarbon is substituted with oxygen, sulfur, or nitrogen.

[0053] The term "arylene group" as used herein includes all divalent aromatic and heteroaromatic groups and their partially reduced derivatives. The aromatic group is a 5- to 15-membered monocyclic or fused ring, and the heteroaromatic group refers to an aromatic group containing one or more oxygen, sulfur, or nitrogen atoms. Representative examples of the arylene group include phenylene, naphthylene, pyridinylene, furanylene, thiophenylene, indolylene, quinolinylene, imidazolinylene, oxazolylene, and thiazolyl. ene), tetrahydronaphthylene, and the like, but are not limited to these.

[0054] The term "aryl alkylene group" as used herein refers to a composite group in which an arylene group and an alkylene group are linked together. That is, the aryl alkylene group is a composite group in which a divalent aromatic group, a heteroaromatic group, or a partially reduced derivative thereof is linked to a carbon atom of an alkylene group, and the order of linking the arylene group and the alkylene group can be changed, and the concept also includes a structure in which two alkylene groups are linked to both arylene groups.

[0055] As used herein, C1 to C 30 The alkoxy group means a linear or branched alkoxy group having 1 to 30 carbon atoms, and includes, but is not limited to, methoxy, ethoxy, n-propaneoxy, and the like.

[0056] Each of the functional groups is selected from the group consisting of C1 to C6 alkyl groups, C2 to C6 alkenyl groups, C2 to C6 alkynyl groups, C3 to C 10 Cycloalkyl groups of C3 to C 10 Heterocycloalkyl groups of C3-C 10 and the like.

[0057] In one embodiment of the present invention, the compound represented by Formula 1 is an organic ligand that is coordinately bonded to the surface of quantum dots to stabilize the quantum dots. In particular, it can improve dispersibility, reduce the viscosity of the quantum dot dispersion, and suppress outgassing.

[0058] As the compound represented by the chemical formula 1, R 1 and R 2 It is preferable that at least one of the above groups is a polyalkylene glycol group.

[0059] In terms of luminance characteristics, the compound represented by Chemical Formula 1 is preferably a compound in which A is C1 to C 30 Alkyl groups of C2 to C 30 Alkenyl groups, C3-C 30 A cycloalkyl group, an aryl group, a silyl group or a silyl ester group of the formula C1 to C6 is preferred, and a C1 to C6 30 or C2-C 30 Preferably, it is an alkenyl group of the formula:

[0060] In the compound represented by Chemical Formula 1, X is preferably a thiol group in terms of optical properties.

[0061] In the compound represented by Chemical Formula 1, it is preferable that B and E are each independently absent, O, S, or NR in terms of dispersibility.

[0062] In particular, the compound represented by Chemical Formula 1 is preferred in terms of dispersibility, low viscosity, suppression of outgassing, and brightness characteristics. A is C1~C 30 or C2-C 30 is an alkenyl group of the formula R 1 is a polyalkylene glycol group, B and E are each independently absent, O, S, or NR; D is O, R 2 is C1~C 30 is an alkylene group of the formula X is a thiol group, R is preferably hydrogen or a C1 to C6 alkyl group.

[0063] In one embodiment of the present invention, the compounds represented by Formulas 2 and 3 are organic ligands that are coordinately bonded to the surface of quantum dots to stabilize the quantum dots. In particular, they prevent the quantum dots from being oxidized during the coating process, thereby maintaining high optical properties and suppressing outgassing.

[0064] As the compounds represented by the chemical formulas 2 and 3, from the viewpoint of light resistance, R 4 and R 7 However, each independently, C3~C 30 Cycloalkylene groups, C3-C 30 It is preferably a heterocycloalkylene group, an arylene group or an arylalkylene group of the above formula.

[0065] As the compounds represented by the chemical formulas 2 and 3, R 4 and R 7 are independent of each other, C1 to C 30 Preferably, it is an alkylene group of the formula:

[0066] In the compounds represented by the chemical formulas 2 and 3, n and m are preferably each independently an integer of 1 to 10 in terms of low viscosity characteristics.

[0067] In one embodiment of the present invention, the compound represented by Chemical Formula 1 may be used in combination with the compound represented by Chemical Formula 3 in terms of optical properties, particle size change rate, and outgassing suppression properties.

[0068] In particular, the compound represented by Chemical Formula 3 is preferred from the viewpoints of optical properties, particle size change rate, and outgas generation suppression properties: R 5 is hydrogen or a methyl group, R 6 does not exist, R 7 is C1~C 30 is an alkylene group of the formula It is preferable that m is an integer of 1 to 10.

[0069] 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 1-23 below.

[0070] [ka] TIFF0007789844000016.tif196169 TIFF0007789844000017.tif159169

[0071] In one embodiment of the present invention, the compound represented by Chemical Formula 2 may be a compound represented by any one of Chemical Formulas 2-1 to 2-42 below.

[0072] [ka] TIFF0007789844000019.tif209169 TIFF0007789844000020.tif199169 TIFF0007789844000021.tif208169 TIFF0007789844000022.tif208169 TIFF0007789844000023.tif68169

[0073] In one embodiment of the present invention, the compound represented by Chemical Formula 3 may be a compound represented by any one of Chemical Formulas 3-1 to 3-19 below.

[0074] [ka] TIFF0007789844000025.tif215169 TIFF0007789844000026.tif74169

[0075] In one embodiment of the present invention, the quantum dot may refer to a nano-sized semiconductor material. Atoms form molecules, and molecules form clusters, which are small molecular aggregates, to form nanoparticles. When such nanoparticles exhibit semiconductor properties, they are called quantum dots. When the quantum dots receive external energy and enter an excited state, they emit energy corresponding to the energy band gap of the quantum dot itself.

[0076] In one embodiment of the present invention, the quantum dots may be non-cadmium-based quantum dots.

[0077] The non-cadmium quantum dots are not particularly limited as long as they are quantum dot particles that can emit light when stimulated by light. 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, I-III-VI group semiconductor compounds, II-III-VI group semiconductor compounds, I-II-IV-VI group semiconductor compounds, Group IV elements or compounds containing them, and combinations thereof, and these may be used alone or in combination.

[0078] Specifically, the II-VI semiconductor compound may be selected from the group consisting of, but is not limited to, a binary compound selected from the group consisting of ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe, and a mixture thereof; a ternary compound selected from the group consisting of ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, HgZnS, HgZnSe, HgZnTe, and a mixture thereof; and a quaternary compound selected from the group consisting of HgZnSeS, HgZnSeTe, HgZnSTe, and a mixture thereof.

[0079] The III-V semiconductor compound may be selected from the group consisting of, but is not limited to, 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.

[0080] 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 are similarly not limited thereto.

[0081] The I-III-VI semiconductor compound may be one or more selected from the group consisting of ternary compounds selected from the group consisting of CuInS, CuInSe, CuInTe, CuGaS, CuGaSe, CuGaTe, AgInS, AgInSe, AgInTe, AgGaS, AgGaSe, AgGaTe, and mixtures thereof; and quaternary compounds selected from the group consisting of CuInGaS, CuInGaSe, CuInSeS, CuGaSeS, AgInGaS, and mixtures thereof, but is not limited thereto.

[0082] The II-III-VI semiconductor compound may be, but is not limited to, one or more ternary compounds selected from the group consisting of ZnGaS, ZnAlS, ZnInS, ZnGaSe, ZnAlSe, ZnInSe, ZnGaTe, ZnAlTe, ZnInTe, ZnGaO, ZnAlO, ZnInO, HgGaS, HgAlS, HgInS, HgGaSe, HgAlSe, HgInSe, HgGaTe, HgAlTe, HgInTe, MgGaS, MgAlS, MgInS, MgGaSe, MgAlSe, MgInSe, and mixtures thereof.

[0083] The I-II-IV-VI group semiconductor compound may be, but is not limited to, one or more quaternary compounds selected from the group consisting of CuZnSnSe, CuZnSnS, and mixtures thereof.

[0084] Although not limited thereto, the Group IV element or a compound containing the same may be selected from the group consisting of an element selected from the group consisting of Si, Ge, and mixtures thereof; and a binary compound selected from the group consisting of SiC, SiGe, and mixtures thereof.

[0085] The quantum dots may have a homogeneous single structure, a double structure such as a core-shell or gradient structure, or a mixture thereof. Preferably, the quantum dots have a core-shell structure including a core and a shell surrounding the core.

[0086] Specifically, in the core-shell double structure, the materials constituting the core and the shell may be made of different semiconductor compounds as described above. For example, the core may comprise one or more selected from the group consisting of 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, InAlPSb, and AgInGaS, and the shell may comprise one or more selected from the group consisting of, but is not limited to, ZnSe, ZnS, and ZnTe.

[0087] For example, quantum dots with a core-shell structure include InP / ZnS, InP / ZnSe, InP / GaP / ZnS, InP / ZnSe / ZnS, InP / ZnSeTe / ZnS, and InP / MnSe / ZnS.

[0088] The quantum dots may be synthesized by, but are not limited to, a wet chemical process, a metal organic chemical vapor deposition (MOCVD) process, or a molecular beam epitaxy (MBE) process. However, synthesis by a wet chemical process is preferred because quantum dots with better optical properties can be obtained.

[0089] The wet chemical process is a method of growing particles by adding precursor materials to an organic solvent. In the wet chemical process, as the crystals grow, the organic solvent naturally coordinates with the surface of the quantum dot crystals and acts as a dispersant to regulate the crystal growth. This allows for easier and less expensive control of nanoparticle growth than gas phase deposition methods such as metalorganic chemical vapor deposition and molecular beam epitaxy. Therefore, it is preferable to manufacture the quantum dots using the wet chemical process.

[0090] When quantum dots are produced by wet chemical processes, organic ligands are used to suppress the aggregation of quantum dots and to control the particle size of quantum dots to the nano level. Oleic acid may be commonly used as such an organic ligand.

[0091] In one embodiment of the present invention, the oleic acid used in the preparation of the quantum dots is replaced by one or more of the compound represented by Formula 1 and the compounds represented by Formulas 2 and 3 by a ligand exchange method.

[0092] The ligand exchange may be performed by adding the organic ligand to be exchanged, i.e., one or more of the compound represented by Chemical Formula 1 and the compounds represented by Chemical Formulas 2 and 3, to a dispersion containing quantum dots having the original organic ligand, i.e., oleic acid, and stirring the mixture at room temperature to 200°C for 30 minutes to 3 hours to obtain quantum dots bound with the compound represented by Chemical Formula 1 and one or more of the compounds represented by Chemical Formulas 2 and 3. If necessary, a process of separating and purifying the quantum dots bound with the compound represented by Chemical Formula 1 and one or more of the compounds represented by Chemical Formulas 2 and 3 may be further performed.

[0093] <Quantum dot dispersion> One embodiment of the present invention relates to a quantum dot dispersion comprising the quantum dots described above and one or more of a curable monomer and a solvent.

[0094] The quantum dots may be contained in a range of 10 to 95% by weight, preferably 20 to 80% by weight, based on 100% by weight of the entire quantum dot dispersion. When the quantum dots are contained in this range, the quantum dots have excellent light-emitting properties and dispersibility.

[0095] The curable monomer has reactivity due to the action of light or heat, and acts as a dispersion medium for the quantum dots.

[0096] For example, the curable monomer may be a monofunctional monomer, a bifunctional monomer, or other polyfunctional monomer, and among these, a bifunctional monomer is preferably used.

[0097] 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 N-vinylpyrrolidone.

[0098] 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, and the like. Examples include ethylene glycol di(meth)acrylate, bis(acryloyloxyethyl) ether of bisphenol A, and 3-methylpentanediol di(meth)acrylate.

[0099] 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, and dipentaerythritol hexa(meth)acrylate.

[0100] The curable monomer may be contained in an amount of 5 to 90% by weight, preferably 20 to 80% by weight, based on 100% by weight of the entire quantum dot dispersion. If the curable monomer is contained in an amount less than 5% by weight, based on 100% by weight of the entire quantum dot dispersion, the dispersibility of the quantum dots may decrease, and if it is contained in an amount more than 90% by weight, the luminous efficiency and color reproducibility may decrease.

[0101] The solvent is not particularly limited and may be an organic solvent commonly used in the art.

[0102] For example, the solvent may be an ether or ester solvent, an aliphatic saturated hydrocarbon solvent, a halogenated hydrocarbon solvent, an aromatic hydrocarbon solvent, a ketone solvent, or an alcohol solvent.

[0103] Specific examples of the ether or ester solvent include propylene glycol monomethyl ether acetate, propylene glycol monopropyl ether acetate, n-pentyl acetate, 3-methoxybutyl acetate, methoxybutyl acetate, methoxypentyl acetate, ethylene glycol monoethyl ether acetate, methyl cellosolve acetate, ethyl cellosolve acetate, ethyl 3-ethoxypropionate, methyl 3-methoxypropionate, γ-butyrolactone, propylene glycol monomethyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether.

[0104] Examples of the aliphatic saturated hydrocarbon solvent include hexane, pentane, heptane, cyclopentane, cyclohexane, and kerosene.

[0105] Examples of the halogenated hydrocarbon solvent include chloroform, dichloromethane, carbon tetrachloride, dichloroethane, and tetrachloroethane.

[0106] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, mesitylene, and dichlorobenzene.

[0107] Examples of the ketone solvent include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

[0108] Examples of the alcohol solvent include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin.

[0109] The above solvents may be used alone or in combination of two or more.

[0110] In one embodiment of the present invention, the solvent may be substantially absent, i.e., the quantum dot dispersion may be solvent-free.

[0111] When the quantum dot dispersion is a solvent-based dispersion, the solvent may be contained in an amount of 5 to 90% by weight, preferably 20 to 80% by weight, based on 100% by weight of the entire quantum dot dispersion. When the solvent is contained within this range, the dispersion has excellent dispersibility and storage stability.

[0112] The quantum dot dispersion according to one embodiment of the present invention may further contain a polymerization inhibitor to ensure storage stability and dispersion stability.

[0113] Examples of the polymerization inhibitor include hydroquinone, methylhydroquinone, tert-butylhydroquinone, p-methoxyphenol, di-tert-butyl-p-cresol, pyrogallol, tert-butylcatechol, benzoquinone, 4,4'-thiobis(3-methyl-6-tert-butylphenol), 2,2'-methylenebis(4-methyl-6-tert-butylphenol), N-nitrosophenylhydroxyamine cerium salt, phenyl Nothiazine, phenoxazine, 4-methoxynaphthol, 2,2,6,6-tetramethylpiperidine-1-oxyl free radical, 2,2,6,6-tetramethylpiperidine, 4-hydroxy-2,2,6,6-tetramethylpiperidine-1-oxyl free radical, nitrobenzene, dimethylaniline, tris(N-hydroxy-N-nitrosophenylamine) Examples of suitable cations include, but are not limited to, tris(N-hydroxy-N-nitrosophenylaminato-O,O')aluminum, tris(N-hydroxy-N-nitrosophenylaminato-O,O')aluminum, and combinations thereof.

[0114] The polymerization inhibitor may be contained in an amount of 0.001 to 5 wt %, preferably 0.001 to 3 wt %, based on 100 wt % of the total quantum dot dispersion. If the polymerization inhibitor is contained in an amount less than 0.001 wt %, the storage stability and dispersion stability of the quantum dot dispersion may be reduced, and if the polymerization inhibitor is contained in an amount greater than 5 wt %, the curability may be reduced.

[0115] <Curable composition> One embodiment of the present invention relates to a curable composition comprising the quantum dot dispersion described above.

[0116] For example, the curable composition may be a light-converting ink composition, a light-converting resin composition, or a self-luminous photosensitive resin composition.

[0117] In one embodiment of the present invention, the light conversion ink composition may further contain a photopolymerizable monomer and a photopolymerization initiator in addition to the quantum dot dispersion.

[0118] The photopolymerizable monomer may be any compound that can be polymerized by the action of light and a photopolymerization initiator described later, and may be the same as the curable monomer used in the quantum dot dispersion described above.

[0119] The photopolymerizable monomer may be contained in a range of 20 to 90 wt %, preferably 30 to 80 wt %, relative to 100 wt % of the total weight of the photoconversion ink composition. The photopolymerizable monomer contained within this range has the advantage of being preferable in terms of the strength and smoothness of the pixel portion. If the photopolymerizable monomer is contained in an amount less than this range, the strength of the pixel portion may be slightly reduced, and if the photopolymerizable monomer is contained in an amount exceeding this range, the smoothness may be slightly reduced. Therefore, it is preferable that the photopolymerizable monomer be contained within this range.

[0120] The photopolymerization initiator may be any type that can polymerize the photopolymerizable monomer, and is not particularly limited. In particular, from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, cost, etc., it is preferable to use one or more compounds selected from the group consisting of acetophenone-based compounds, benzophenone-based compounds, triazine-based compounds, biimidazole-based compounds, oxime-based compounds, and thioxanthone-based compounds as the photopolymerization initiator.

[0121] The photopolymerization initiator may be contained in an amount of 0.01 to 20 wt %, preferably 0.5 to 15 wt %, relative to 100 wt % of the total weight of the photoconversion ink composition. When the photopolymerization initiator is contained within this range, the photoconversion ink composition becomes highly sensitive, shortening the exposure time and improving productivity, which is preferable. Another advantage is that the pixel portions formed using the photoconversion ink composition according to the present invention have good strength and good surface smoothness.

[0122] The photopolymerization initiator may further contain a photopolymerization initiation assistant to improve the sensitivity of the photoconversion ink composition according to the present invention. The inclusion of the photopolymerization initiation assistant has the advantage of further increasing the sensitivity and improving productivity.

[0123] The photopolymerization initiator aid may preferably be, for example, one or more compounds selected from the group consisting of amine compounds, carboxylic acid compounds, and organic sulfur compounds having a thiol group, but is not limited thereto.

[0124] The photopolymerization initiator aid may be added as needed within a range that does not impair the effects of the present invention.

[0125] In one embodiment of the present invention, the light conversion ink composition may further comprise scattering particles.

[0126] The scattering particles increase the number of paths of light emitted from the quantum dots, thereby increasing the overall light efficiency.

[0127] The scattering particles may be made of a common inorganic material, preferably a metal oxide.

[0128] The metal oxide may be an oxide containing one or more metals 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, but is not limited thereto.

[0129] Specifically, the material may be one 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. If necessary, a material that has been surface-treated with a compound having an unsaturated bond, such as an acrylate, may also be used.

[0130] The scattering particles may have an average particle size of 50 to 1000 nm, preferably 100 to 500 nm, and more preferably 150 to 300 nm. If the particle size is too small, sufficient scattering effect of the light emitted from the quantum dots cannot be expected, and conversely, if the particle size is too large, the particles may sink in the composition, making it impossible to obtain a uniform quality light conversion layer surface. Therefore, the particle size is appropriately adjusted within the above range.

[0131] In the present invention, the average particle size may be a number-average particle size, which can be determined, for example, from an image observed with a field emission scanning electron microscope (FE-SEM) or a transmission electron microscope (TEM). Specifically, the average particle size can be obtained by extracting several samples from the FE-SEM or TEM observation image, measuring the diameters of these samples, and calculating the arithmetic average.

[0132] The scattering particles may be contained in a range of 0.5 to 20 wt %, preferably 1 to 15 wt %, based on 100 wt % of the total weight of the light-converting ink composition. The scattering particles contained within this range are preferred because they maximize the effect of increasing luminous intensity. If the scattering particles are contained in an amount less than this range, it may be difficult to achieve the desired luminous intensity. If the scattering particles are contained in an amount greater than this range, the transmittance of blue radiation may decrease, resulting in problems with luminous efficiency.

[0133] In addition to the components described above, the light conversion ink composition according to one embodiment of the present invention may further contain additives such as surfactants and adhesion promoters to improve the flatness and adhesion of the coating film.

[0134] The light conversion ink composition according to one embodiment of the present invention may be solvent-based or solventless.

[0135] Preferably, the photoconversion ink composition according to one embodiment of the present invention is substantially free of solvents in terms of physical properties such as continuous processability, and even if it does contain a solvent, it may contain no more than 2% by weight, preferably no more than 1% by weight, relative to 100% by weight of the entire photoconversion ink composition. The photoconversion ink composition according to one embodiment of the present invention is either a solvent-free type containing no solvent or a low-solvent type containing an extremely small amount of no more than 2% by weight, yet it is possible to achieve excellent optical properties and dispersibility of quantum dots and low viscosity.

[0136] When the light conversion ink composition is a solvent-based composition, the same solvents as those described above for the quantum dot dispersion may be used.

[0137] In one embodiment of the present invention, the light-converting resin composition further contains a curable resin in addition to the quantum dot dispersion.

[0138] The curable resin acts as a dispersion medium for the quantum dots and as a binder resin.

[0139] The curable resin may be a transparent polymer that transmits light, and in particular, from the viewpoint of preventing deterioration of the quantum dots, a resin having low moisture permeability and low air permeability may be used.

[0140] For example, the curable resin may include epoxy resin, acrylic resin, epoxy acrylate resin, polyvinyl acetate, polyvinyl alcohol, polyethylene, polypropylene, polycarbonate, polyvinyl chloride, etc., either alone or in combination, and may particularly include epoxy resin.

[0141] The polystyrene-equivalent weight average molecular weight (hereinafter simply referred to as "weight average molecular weight") of the curable resin measured by gel permeation chromatography (GPC; using tetrahydrofuran as an elution solvent) is preferably in the range of 5,000 g / mol to 50,000 g / mol, and more preferably 8,000 g / mol to 40,000 g / mol. A weight average molecular weight within the above range is preferred because it has the advantage of increasing the hardness of the coating film.

[0142] The curable resin may be contained in an amount ranging from 5 to 60% by weight, preferably from 10 to 50% by weight, based on 100% by weight of the total solid content of the photo-conversion resin composition. If the curable resin is contained in an amount less than 5% by weight, it may be difficult to obtain a thick cured film in terms of processing, and if it is contained in an amount more than 60% by weight, it may be difficult to form a cured film of uniform thickness.

[0143] In one embodiment of the present invention, the light-converting resin composition may further comprise scattering particles, a solvent, a dispersant, and / or a curing agent.

[0144] The scattering particles may be the same as those used in the light conversion ink composition described above.

[0145] The scattering particles may be contained in an amount ranging from 0.5 to 30% by weight, based on 100% by weight of the total solid content of the light-converting resin composition. If the scattering particles are contained in an amount less than 0.5% by weight, the light scattering effect may be too low to obtain an appropriate light output for use in a coating film, while if the scattering particles are contained in an amount more than 30% by weight, the scattering effect may be too strong, preventing the light emitted by the quantum dots from transmitting and passing through the coating film, resulting in a decrease in light output.

[0146] The solvent may be the same as that described above for the quantum dot dispersion.

[0147] The dispersant has the effect of deagglomerating the quantum dots, and may be a compound containing a carboxylic acid and an unsaturated double bond.

[0148] The curing agent may be an epoxy compound, a polyfunctional isocyanate compound, an oxetane compound, or the like.

[0149] The light-converting resin composition according to the present invention may further contain additives such as surfactants, adhesion promoters, antioxidants, ultraviolet absorbers, and anti-aggregation agents, if necessary.

[0150] In one embodiment of the present invention, the self-luminous photosensitive resin composition further contains an alkali-soluble resin, a photopolymerizable monomer, and a photopolymerization initiator in addition to the quantum dot dispersion.

[0151] The alkali-soluble resin may serve to render the non-exposed areas of the pattern formed using the self-luminous photosensitive resin composition alkali-soluble and removable, while leaving the exposed areas. Furthermore, when the self-luminous photosensitive resin composition includes the alkali-soluble resin, it may serve to uniformly disperse the quantum dots in the composition and protect the quantum dots during processing, thereby maintaining brightness.

[0152] The alkali-soluble resin may be selected and used from those having an acid value in the range of 50 to 200 (mg KOH / g). The "acid value" is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of polymer, and is related to solubility. If the acid value of the alkali-soluble resin is below this range, it may be difficult to ensure a sufficient development rate. If it exceeds this range, adhesion to the substrate may decrease, making the pattern more susceptible to short circuits, and the storage stability of the entire composition may decrease, resulting in an increase in viscosity.

[0153] The weight average molecular weight of the alkali-soluble resin may be in the range of 3,000 to 30,000, preferably 5,000 to 20,000, and the molecular weight distribution may be in the range of 1.5 to 6.0, preferably 1.8 to 4.0.

[0154] The alkali-soluble resin may be a polymer of a carboxyl group-containing unsaturated monomer, a copolymer of the polymer with a monomer having an unsaturated bond copolymerizable therewith, or a combination thereof.

[0155] Examples of the carboxyl group-containing unsaturated monomer include unsaturated monocarboxylic acids, unsaturated dicarboxylic acids, and unsaturated tricarboxylic acids. Specific examples of unsaturated monocarboxylic acids include acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, and cinnamic acid. Specific examples of unsaturated dicarboxylic acids include maleic acid, fumaric acid, itaconic acid, citraconic acid, and mesaconic acid. The unsaturated dicarboxylic acid may be an acid anhydride, specifically, maleic anhydride, itaconic anhydride, and citraconic anhydride. Furthermore, the unsaturated dicarboxylic acid may be its mono(2-(meth)acryloyloxyalkyl) ester, specifically, mono(2-acryloyloxyethyl) succinate, mono(2-methacryloyloxyethyl) succinate, mono(2-acryloyloxyethyl) phthalate, and mono(2-methacryloyloxyethyl) phthalate. The unsaturated dicarboxylic acid may be a mono(meth)acrylate of a polymer having dicarboxy groups at both ends thereof, such as ω-carboxypolycaprolactone monoacrylate, ω-carboxypolycaprolactone monomethacrylate, etc. These carboxyl group-containing monomers may be used alone or in combination of two or more.

[0156] Furthermore, the monomer copolymerizable with the carboxyl group-containing unsaturated monomer may be one selected from the group consisting of aromatic vinyl compounds, unsaturated carboxylic acid ester compounds, unsaturated carboxylic acid aminoalkyl ester compounds, unsaturated carboxylic acid glycidyl ester compounds, carboxylic acid vinyl ester compounds, unsaturated ether compounds, vinyl cyanide compounds, unsaturated amide compounds, unsaturated imide compounds, aliphatic conjugated diene compounds, macromonomers having a monoacryloyl group or a monomethacryloyl group at the molecular chain terminal, bulky monomers, and combinations thereof.

[0157] The alkali-soluble resin may be contained in an amount of 5 to 80% by weight, specifically 10 to 70% by weight, more specifically 15 to 60% by weight, relative to 100% by weight of the total solid content of the self-luminous photosensitive resin composition.

[0158] The photopolymerizable monomer may be the same as the curable monomer used in the quantum dot dispersion described above, as long as it is a compound that can be polymerized by the action of light and a photopolymerization initiator described later.

[0159] The photopolymerizable monomer may be contained in the range of 5 to 70% by weight, specifically 10 to 60% by weight, more specifically 15 to 50% by weight, relative to 100% by weight of the total solid content of the self-luminous photosensitive resin composition.

[0160] The photopolymerization initiator may be the same as that used in the photoconversion ink composition described above, and may further contain a photopolymerization initiation aid as necessary.

[0161] The photopolymerization initiator may be contained in the range of 0.1 to 20% by weight, preferably 0.5 to 15% by weight, and more preferably 1 to 10% by weight, relative to 100% by weight of the total solid content of the self-luminous photosensitive resin composition.

[0162] The self-luminous photosensitive resin composition may further contain a solvent, and the solvent may be the same as that described above for the quantum dot dispersion.

[0163] The content of the solvent in the self-luminous photosensitive resin composition may be in the range of 20 to 90% by weight, preferably 25 to 85% by weight, and more preferably 30 to 80% by weight, relative to 100% by weight of the entire self-luminous photosensitive resin composition.

[0164] The self-luminous photosensitive resin composition according to the present invention may further contain additives such as adhesion promoters, surfactants, antioxidants, ultraviolet absorbers, and anti-aggregation agents, if necessary.

[0165] <Cured film> One embodiment of the present invention relates to a cured film formed using the above-described curable composition.

[0166] In one embodiment of the present invention, the cured film may be a color filter or a light conversion sheet.

[0167] The color filter and light conversion sheet according to the present invention contain a cured product of a curable composition containing the quantum dot dispersion according to the present invention, and therefore have the advantages of excellent light resistance of the quantum dots and excellent hardness of the coating film.

[0168] The color filter includes a substrate and a pattern layer formed on the substrate.

[0169] The substrate may be the substrate of the color filter itself, or may be a portion where the color filter is located in a display device, etc., and is not particularly limited. The substrate may be glass, silicon (Si), silicon oxide (SiO X ), Al, GaAs or a polymer substrate, and the polymer may be polyethersulfone, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, etc. A partition matrix may be formed on the substrate.

[0170] The pattern layer is a layer containing the curable composition according to the present invention, and may be patterned by an inkjet printing patterning method or by photolithography.

[0171] The pattern formation method using the inkjet printing patterning method may be performed by applying the above-described curable composition to a predetermined area by an inkjet method and curing the applied curable composition.

[0172] First, the curable composition according to the present invention is injected into an inkjet printer and printed on a predetermined area of ​​a substrate.

[0173] In order for the ink to be ejected from a piezoelectric inkjet head, which is an example of an inkjet ejector, and to form an appropriate phase on a substrate, the properties of the ink, such as viscosity, fluidity, and quantum dot particles, must be matched with the inkjet head. The piezoelectric inkjet head used in the present invention ejects ink having a droplet size of about 10 to 100 pL, preferably about 20 to 40 pL, although there is no limitation thereto.

[0174] When an inkjet printing patterning method is used, the viscosity of the curable composition according to the present invention is suitably adjusted to within the range of about 3 to 30 cP, and more preferably within the range of 7 to 20 cP.

[0175] The pattern formation method using the photolithography method may be performed by applying the curable composition described above, exposing it to a predetermined pattern, developing it, and thermally curing it. The pattern formation method using the photolithography method may be performed by a method commonly known in the technical field.

[0176] The color filter may include, but is not limited to, two-color pattern layers selected from a red pattern layer, a green pattern layer, and a blue pattern layer, and when the color filter includes only two-color pattern layers, the pattern layers may further include a transparent pattern layer that does not contain the quantum dot particles.

[0177] When the color filter includes only the two-color pattern layers, a light source that emits light of a wavelength that exhibits a hue other than the two hues may be used. For example, when the color filter includes a red pattern layer and a green pattern layer, a light source that emits blue light may be used. In this case, the red quantum dots emit red light, the green quantum dots emit green light, and the transparent pattern layer may exhibit blue by allowing the blue light from the light source to pass through.

[0178] The light conversion sheet is a sheet that converts the wavelength of light emitted by the light emitting element and then emits the converted light.

[0179] The light conversion sheet may further include a substrate.

[0180] The light conversion sheet may be obtained by applying the above-mentioned curable composition onto a substrate, drying it, and then curing it.

[0181] The substrate may be subjected to a release treatment as required.

[0182] The substrate may be glass or a polyethylene terephthalate (PET) film.

[0183] The curing may be carried out under heat or light curing conditions.

[0184] <Image display device> One embodiment of the present invention relates to an image display device including the above-described cured film.

[0185] The cured film described above in the image display device according to one embodiment of the present invention may be applied as a color filter or a light conversion sheet, and can thereby be used when manufacturing a color filter substrate or a light source for a backlight unit.

[0186] The cured film according to the present invention can be applied to various image display devices such as not only conventional liquid crystal display devices (LCDs) but also electroluminescent display devices (ELs), plasma display devices (PDPs), field emission displays (FEDs), organic light emitting devices (OLEDs), and quantum dot light-emitting diodes (QLEDs).

[0187] The image display device according to the present invention includes a configuration known in the art, except that it is provided with the above-described cured film.

[0188] Furthermore, the quantum dot according to one embodiment of the present invention can be used not only in the above-mentioned displays, but also as a material for lighting sources, solar cells, semiconductor lasers / optical amplifiers, bioimaging, and the like.

[0189] The present invention will be described in more detail below with reference to Examples, Comparative Examples, and Experimental Examples. It will be obvious to those skilled in the art that these Examples, Comparative Examples, and Experimental Examples are merely for the purpose of illustrating the present invention, and that the scope of the present invention is not limited thereto.

[0190] Synthesis Example 1: 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 replaced with 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 added and allowed to react for 0.5 minutes.

[0191] 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 inside the reactor was replaced with nitrogen, and the reactor was heated to 280°C. 2 mL of the previously synthesized InP core solution was added, followed by 4.8 mmol of selenium in trioctylphosphine (Se / TOP), and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution, which was quickly cooled to room temperature. The precipitate obtained by centrifugation was filtered under reduced pressure and dried under reduced pressure to form an InP / ZnSe core-shell.

[0192] Next, 2.4 mmol (0.448 g) of zinc acetate, 4.8 mmol of oleic acid, and 20 mL of trioctylamine were added to a reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere inside the reactor was replaced with nitrogen and the reactor was heated to 280°C. 2 mL of the previously synthesized InP / ZnSe core-shell solution was added, followed by 4.8 mmol of sulfur in trioctylphosphine (S / TOP), and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution, which was quickly cooled to room temperature. The precipitate obtained by centrifugation was filtered under reduced pressure and dried under reduced pressure to obtain InP / ZnSe / ZnS core-shell quantum dots, which were then dispersed in chloroform. The solid content was adjusted to 10%. The maximum emission wavelength was 520 nm.

[0193] Example 1: Preparation of Ligand-Substituted Quantum Dots (LE-1) 5 mL of the quantum dot solution obtained in Synthesis Example 1 was placed in a centrifuge tube and 20 mL of ethanol was added to precipitate the quantum dots. The supernatant was discarded after centrifugation, and 3 mL of chloroform was added to the precipitate to disperse the quantum dots. Then, 0.5 g of the compound represented by Formula 1-1 and 0.5 g of the compound represented by Formula 2-1 were added and reacted for 1 hour while heating at 60°C under a nitrogen atmosphere. 25 mL of n-hexane was added to the reaction mixture to precipitate the quantum dots. The precipitate was separated by centrifugation, and PGMEA was added to a solids content of 10% to disperse the quantum dots. The maximum emission wavelength was 521 nm.

[0194] Example 2: Preparation of Ligand-Substituted Quantum Dots (LE-2) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-4 and 0.5 g of the compound represented by Chemical Formula 2-4 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0195] Example 3: Preparation of Ligand-Substituted Quantum Dots (LE-3) The same procedure as in Example 1 was repeated, except that 0.5 g of a compound represented by Chemical Formula 1-6 (where 1 is 14) and 0.5 g of a compound represented by Chemical Formula 2-6 were used instead of 0.5 g of a compound represented by Chemical Formula 1-1 and 0.5 g of a compound represented by Chemical Formula 2-1.

[0196] Example 4: Preparation of Ligand-Substituted Quantum Dots (LE-4) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-9 and 0.5 g of the compound represented by Chemical Formula 2-20 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0197] Example 5: Preparation of Ligand-Substituted Quantum Dots (LE-5) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 3-1 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0198] Example 6: Preparation of Ligand-Substituted Quantum Dots (LE-6) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-4 and 0.5 g of the compound represented by Chemical Formula 3-3 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0199] Example 7: Preparation of Ligand-Substituted Quantum Dots (LE-7) The same procedure as in Example 1 was repeated, except that 0.5 g of a compound represented by Chemical Formula 1-6 (where 1 is 14) and 0.5 g of a compound represented by Chemical Formula 3-8 were used instead of 0.5 g of a compound represented by Chemical Formula 1-1 and 0.5 g of a compound represented by Chemical Formula 2-1.

[0200] Example 8: Preparation of Ligand-Substituted Quantum Dots (LE-8) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-9 and 0.5 g of the compound represented by Chemical Formula 3-15 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0201] Example 9: Preparation of Ligand-Substituted Quantum Dots (LE-9) The same procedure as in Example 1 was repeated, except that 0.4 g of the compound represented by Chemical Formula 1-1, 0.3 g of the compound represented by Chemical Formula 2-1, and 0.3 g of the compound represented by Chemical Formula 3-1 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0202] Example 10: Preparation of Ligand-Substituted Quantum Dots (LE-10) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-2 and 0.5 g of the compound represented by Chemical Formula 3-1 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0203] Example 11: Preparation of Ligand-Substituted Quantum Dots (LE-11) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1 were replaced with 0.5 g of the compound represented by Chemical Formula 1-22 and 0.5 g of the compound represented by Chemical Formula 3-1.

[0204] Example 12: Preparation of Ligand-Substituted Quantum Dots (LE-12) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1 were replaced with 0.5 g of the compound represented by Chemical Formula 1-23 and 0.5 g of the compound represented by Chemical Formula 3-1.

[0205] Example 13: Preparation of Ligand-Substituted Quantum Dots (LE-13) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-2 and 0.5 g of the compound represented by Chemical Formula 3-2 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0206] Example 14: Preparation of ligand-substituted quantum dots (LE-14) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Formula 1-3 and 0.5 g of the compound represented by Formula 3-1 were used instead of 0.5 g of the compound represented by Formula 1-1 and 0.5 g of the compound represented by Formula 2-1.

[0207] Example 15: Preparation of Ligand-Substituted Quantum Dots (LE-15) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-3 and 0.5 g of the compound represented by Chemical Formula 3-2 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0208] Example 16: Preparation of Ligand-Substituted Quantum Dots (LE-16) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-7 and 0.5 g of the compound represented by Chemical Formula 3-1 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0209] Example 17: Preparation of Ligand-Substituted Quantum Dots (LE-17) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-9 and 0.5 g of the compound represented by Chemical Formula 3-1 were used instead of 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1.

[0210] Example 18: Preparation of Ligand-Substituted Quantum Dots (LE-18) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1 were replaced with 0.5 g of the compound represented by Chemical Formula 1-10 and 0.5 g of the compound represented by Chemical Formula 3-1.

[0211] Example 19: Preparation of Ligand-Substituted Quantum Dots (LE-19) The same procedure as in Example 1 was repeated, except that 0.5 g of the compound represented by Chemical Formula 1-1 and 0.5 g of the compound represented by Chemical Formula 2-1 were replaced with 0.5 g of the compound represented by Chemical Formula 1-11 and 0.5 g of the compound represented by Chemical Formula 3-1.

[0212] Comparative Example 1: Preparation of InP / ZnSe / ZnS quantum dots without ligand exchange reaction (P-1) The quantum dots of Synthesis Example 1, in which oleic acid was bound to the surface, were dispersed in chloroform at a concentration of 10%.

[0213] Comparative Example 2: Preparation of Ligand-Substituted Quantum Dots (LE-20) The ligand substitution reaction was carried out in the same manner as in Example 1, and after substitution with 1.0 g of Chemical Formula 1-1, PGMEA was added to give a solid content of 10% and dispersed.

[0214] Comparative Example 3: Preparation of Ligand-Substituted Quantum Dots (LE-21) The ligand substitution reaction was carried out in the same manner as in Example 1, and after substitution with 1.0 g of Chemical Formula 2-1, PGMEA was added to give a solid content of 10% and dispersed.

[0215] Comparative Example 4: Preparation of Ligand-Substituted Quantum Dots (LE-22) The ligand substitution reaction was carried out in the same manner as in Example 1, and after substitution with 1.0 g of Chemical Formula 3-1, PGMEA was added to give a solid content of 10% and dispersed.

[0216] Examples and Comparative Examples: Preparation of Quantum Dot Dispersions The components were mixed according to the compositions in Tables 1 and 2 below to prepare quantum dot dispersions (wt %).

[0217] [Table 1]

[0218] [Table 2]

[0219] Examples and Comparative Examples: Preparation of Photoconversion Ink Composition The components in the compositions shown in Tables 3 and 4 below were mixed to prepare light conversion ink compositions (wt %).

[0220] [Table 3]

[0221] [Table 4]

[0222] Experimental Example 1: The quantum efficiency and dispersion stability of the quantum dot dispersions prepared in the examples and comparative examples were measured by the following methods, and the results are shown in Table 5 below.

[0223] (1) Quantum efficiency The quantum efficiency (QY%) of the quantum dot dispersions prepared in the examples and comparative examples was measured using QE-2100 (Otsuka Electronics Co., Ltd.) at the initial stage of preparation and after leaving at room temperature for 15 days.

[0224] Since the quantum efficiency decreases due to the oxidation of the surface of quantum dots, the amount of decrease in quantum efficiency can be measured to confirm the oxidation stability, i.e., ΔQY% can be measured to confirm the oxidation stability.

[0225] (2) Dispersion stability The quantum dot dispersions prepared in the examples and comparative examples were measured for their initial viscosity at a rotation speed of 20 rpm and a temperature of 25°C using an R-type viscometer (VISCOMETER MODEL RE120L SYSTEM, manufactured by Toki Sangyo Co., Ltd.) and their viscosity after storage for one month at a temperature of 5°C. The rate of change in viscosity relative to the initial viscosity can be measured to confirm the dispersion stability.

[0226] <Evaluation criteria> ○: Viscosity change rate 105% or less △: Viscosity change rate over 105% to 110% or less ×: Viscosity change rate over 110%

[0227] [Table 5]

[0228] From Table 5, it can be seen that the quantum dot dispersions of Examples 20 to 39, which include quantum dots having a ligand layer on the surface thereof containing the compound represented by Chemical Formula 1 and one or more of the compounds represented by Chemical Formulas 2 and 3 according to the present invention, have less decrease in quantum efficiency and are more excellent in dispersion stability than the quantum dot dispersions of Comparative Examples 5 to 8.

[0229] Experimental Example 2: The particle size change rate of the photoconversion ink compositions prepared in the examples and comparative examples was measured, and the results are shown in Table 6. In addition, a photoconversion coating layer was prepared using the photoconversion ink composition as described below, and the photoconversion efficiency, adhesion, coating hardness, and outgassing characteristics were measured using the methods described below, and the results are shown in Table 6.

[0230] <Manufacturing of light conversion coating layer> Each of the photoconvertible ink compositions prepared in the examples and comparative examples was applied to a 5 cm x 5 cm glass substrate by inkjet printing, and then irradiated with 100 mJ / cm using a 1 kW high-pressure mercury lamp containing g, h, and i rays as an ultraviolet light source. 2After irradiation with 1000 kJ / cm 3 , the coating was heated in a heating oven at 180° C. for 30 minutes to produce a light conversion coating layer.

[0231] (1) Light conversion efficiency The prepared light conversion coating layer was placed above a blue light source (XLamp XR-E LED, Royal blue 450, manufactured by Cree), and the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, manufactured by Instrument Systems) according to the following mathematical formula 1. The higher the light conversion efficiency (%), the better the brightness that can be obtained.

[0232]

number

[0233] (2) Adhesion The prepared light conversion coating layer was subjected to a cross-cut test according to ASTM D3359, and the adhesive strength was evaluated according to the following evaluation criteria.

[0234] <Evaluation criteria> OB: Breaks into flakes and peels off by 65% ​​or more 1B: The edges and lattices of the cut area are peeled off, and the area is 35% or more but less than 65% 2B: A small area is peeled off from the intersection of the cut area, and the area is 15% or more but less than 35% 3B: A small area is peeled off from the intersection of the cut area, and the area is 5% or more but less than 15% 4B: A small area is peeled off from the intersection of the cut area, and the area is less than 5% 5B: The edges of the cut section are smooth and there is no peeling lattice. (3) Hardness of the coating The hardness characteristics of the coating were confirmed by pencil hardness. Pencil hardness was measured in accordance with JIS K 5400 and 5600 standards using a pencil hardness tester (Pencil Hardness Tester, manufactured by Sokho Scientific Co., Ltd.). The pencils used were Mitsubishi hardness-certified pencils in the 6B to 6H hardness range. First, indentations and scratches were visually observed, and if indentations or scratches occurred in less than two out of five measurements, the coating was judged to be OK. The maximum hardness judged to be OK was taken as the hardness of the coating.

[0235] (4) Grain size change rate The initial dispersion particle size of the light conversion ink composition and the dispersion particle size after storage at 40°C for two weeks were measured using an ELSZ-2000ZS (manufactured by Otsuka Electronics Co., Ltd.), and the particle size change rate was calculated using the following mathematical formula 2 and evaluated according to the following evaluation criteria. Normally, when quantum dot particles aggregate, the dispersion particle size increases, which can cause the problem of reduced luminescence properties. [Mathematical formula 2] Particle size change rate = dispersed particle size of photoconversion ink composition after storage at 40°C for 2 weeks / initial dispersed particle size of photoconversion ink composition <Evaluation criteria> ○: Particle size change rate 105% or less △: Particle size change rate: over 105% to 110% ×: Particle size change rate over 110% (5) Outgas generation characteristics The compounds collected after pyrolysis at 180°C for 30 minutes were analyzed using Py-GC / MS. The evaluation results were calculated as a percentage, with the total outgassing amount in Comparative Example 9 being set at 100%. The outgassing measurements were all performed on a coating film with a thickness of 10.0 µm.

[0236] [Table 6]

[0237] From Table 6, it can be seen that the light conversion ink compositions of Examples 40 to 58, which contain quantum dots having a ligand layer on the surface containing a compound represented by Chemical Formula 1 and one or more of the compounds represented by Chemical Formulas 2 and 3 according to the present invention, have superior light conversion efficiency and good adhesion and coating hardness compared to the light conversion ink compositions of Comparative Examples 9 to 12, as well as a small particle size change rate and suppressed outgassing.

[0238] Although specific aspects of the present invention have been described in detail above, it will be apparent to those skilled in the art that these specific descriptions are merely preferred embodiments and are not intended to limit the scope of the present invention. Those skilled in the art will be able to make various applications and modifications within the scope of the present invention based on the above content.

[0239] Therefore, the true scope of the invention is to be defined by the following claims and their equivalents.

Claims

1. Quantum dots having a ligand layer on their surface, The quantum dots are InP / ZnSe / ZnS core-shell quantum dots, quantum dots, wherein the ligand layer comprises a compound represented by any one of the following chemical formulas 1-1 to 1-4, 1-6, 1-7, 1-9 to 1-11, 1-22, and 1-23, and one or more compounds represented by the following chemical formulas 2-1, 2-4, 2-6, 2-20, 3-1 to 3-3, 3-8, and 3-15; A light conversion ink composition comprising a quantum dot dispersion comprising one or more of a curable monomer and a solvent. 【Chemistry 1】 【change】 【change】

2. The optical conversion ink composition described in claim 1, wherein the quantum dot dispersion further contains a polymerization inhibitor.

3. The light conversion ink composition according to claim 1 , wherein the light conversion ink composition is a solvent-free ink composition.

4. A cured film formed using the photoconversion ink composition according to claim 1.

5. An image display device comprising the cured film according to claim 4.

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