Quantum dots, quantum dot dispersion containing the same, curable composition, cured film and image display device

Abstract

The present invention provides quantum dots, quantum dot dispersions containing the same, curable compositions, cured films and image display devices. The quantum dots of the present invention have a ligand layer on the surface, and the ligand layer contains a combination of organic ligands of a specific structure, thereby not only exhibiting excellent optical properties, dispersibility, adhesion and coating hardness, but also being able to suppress outgassing. Thus, the quantum dots can be effectively used in a variety of quantum dot application fields such as color filters and light conversion sheets to achieve image display devices with excellent reliability.

Description

Technical Field

[0001] The present invention relates to quantum dots, quantum dot dispersions and curable compositions containing the same, and more specifically, to quantum dots capable of ensuring excellent optical properties, dispersibility, adhesion and coating hardness, quantum dot dispersions and curable compositions containing the same. Background Art

[0002] Quantum dots are nanometer-sized semiconductor nanocrystals with an energy bandgap (E g ) with the characteristics of changing with size and shape. Such quantum dots can adjust the emission wavelength by adjusting the size of quantum dots only by using the quantum confinement effect, and can show excellent color purity and high photoluminescence (PL) efficiency. Therefore, they have attracted a lot of attention not only in the field of displays, but also in the fields of lighting sources, solar cells, semiconductor lasers / light amplifiers, and biological imaging.

[0003] From the viewpoint of being able to mass-produce quantum dots with excellent optical properties, quantum dots are mainly manufactured by wet chemical processes. A wet chemical process is a method of growing particles by adding a precursor substance to an organic solvent. In the case of manufacturing quantum dots by such a wet chemical process, an organic ligand is used to prevent the aggregation of quantum dots and control the particle size of the quantum dots to the nanometer level. As such an organic ligand, oleic acid is generally used [refer to Korean registered patent No. 10-1447238].

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

[0005] Furthermore, when forming a dispersion or a coating film using quantum dots, there is a need for a solution that can increase the dispersibility of the dispersion, improve the adhesion and hardness of the coating film, and suppress the generation of outgassing. Summary of the invention

[0006] Issues to be solved

[0007] An object of the present invention is to provide quantum dots capable of ensuring excellent optical properties, dispersibility, adhesion, and coating hardness.

[0008] Another object of the present invention is to provide a quantum dot dispersion comprising the above quantum dots.

[0009] Another object of the present invention is to provide a curable composition comprising the quantum dot dispersion.

[0010] Another object of the present invention is to provide a cured film formed using the above curable composition.

[0011] Still another object of the present invention is to provide an image display device including the above-mentioned cured film.

[0012] Solution to the problem

[0013] In one aspect, the present invention provides a quantum dot having a ligand layer on the surface.

[0014] The ligand layer includes a compound represented by the following Chemical Formula 1 and one or more compounds represented by the following Chemical Formulas 2 and 3.

[0015] [Chemical formula 1]

[0016]

[0017] [Chemical formula 2]

[0018]

[0019] [Chemical formula 3]

[0020]

[0021] In the above formula,

[0022] A is C1-C 30 Alkyl, C3-C 30 Cycloalkyl, aryl, C2-C 30 Alkenyl, C2-C 30 Alkynyl, C2-C 31 an alkyl ester group, a thioether group, a thioester group, a silyl group or a silyl ester group,

[0023] R 1 Does not exist or is C1-C 30 Alkylene, C1-C 30 Alkyleneoxy, polyalkylene glycol or C2-C 31 An alkylene ester group,

[0024] B and E are each independently absent, or O, S or NR,

[0025] D is O, S or NR,

[0026] R 2 C1-C 30 Alkylene, C1-C 30 An alkyleneoxy group or a polyalkylene glycol group,

[0027] X is a thiol group, a carboxyl group or an amine group,

[0028] R is hydrogen or a C1-C6 alkyl group,

[0029] R 3 and R 5 are each independently hydrogen or methyl,

[0030] R 4 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 an alkyleneoxy group, an arylene group or an arylenealkyl group,

[0031] R 6 Does not exist or is C1-C 30 The alkylene group,

[0032] R 7 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 Alkyleneoxy, C2-C 31 an alkylene ester group, an arylene group or an arylene alkyl group,

[0033] n and m are each independently an integer of 0-100.

[0034] In one embodiment of the present invention, R 1 and R 2 At least any one of them may be a polyalkylene glycol group.

[0035] In one embodiment of the present invention, A can be C1-C 30 Alkyl or C2-C 30 The alkenyl group, R 1 It can be a polyalkylene glycol group, B and E can each independently be absent, or be O, S or NR, D can be O, R 2 Can be C1-C 30 X may be a thiol group, and R may be hydrogen or a C1-C6 alkyl group.

[0036] In one embodiment of the present invention, R 5 It can be hydrogen or methyl, R 6 It may not exist, R 7 Can be C1-C 30 The alkylene group is an alkylene group, and m can be an integer of 1 to 10.

[0037] In one embodiment of the present invention, the compound represented by the above Chemical Formula 1 may be a compound represented by any one of the following Chemical Formulas 1-1 to 1-23.

[0038] [Chemical formula 1-1]

[0039]

[0040] [Chemical formula 1-2]

[0041]

[0042] [Chemical formula 1-3]

[0043]

[0044] [Chemical formula 1-4]

[0045]

[0046] [Chemical formula 1-5]

[0047]

[0048] [Chemical formula 1-6]

[0049]

[0050] [Chemical formula 1-7]

[0051]

[0052] [Chemical formula 1-8]

[0053]

[0054] [Chemical formula 1-9]

[0055]

[0056] [Chemical formula 1-10]

[0057]

[0058] [Chemical formula 1-11]

[0059]

[0060] [Chemical formula 1-12]

[0061]

[0062] [Chemical formula 1-13]

[0063]

[0064] [Chemical formula 1-14]

[0065]

[0066] [Chemical formula 1-15]

[0067]

[0068] [Chemical formula 1-16]

[0069]

[0070] [Chemical formula 1-17]

[0071]

[0072] [Chemical formula 1-18]

[0073]

[0074] [Chemical formula 1-19]

[0075]

[0076] [Chemical formula 1-20]

[0077]

[0078] [Chemical formula 1-21]

[0079]

[0080] [Chemical formula 1-22]

[0081]

[0082] [Chemical formula 1-23]

[0083]

[0084] In one embodiment of the present invention, the compound represented by the above Chemical Formula 2 may be a compound represented by any one of the following Chemical Formulas 2-1 to 2-42.

[0085] [Chemical formula 2-1]

[0086]

[0087] [Chemical formula 2-2]

[0088]

[0089] [Chemical formula 2-3]

[0090]

[0091] [Chemical formula 2-4]

[0092]

[0093] [Chemical formula 2-5]

[0094]

[0095] [Chemical formula 2-6]

[0096]

[0097] [Chemical formula 2-7]

[0098]

[0099] [Chemical formula 2-8]

[0100]

[0101] [Chemical formula 2-9]

[0102]

[0103] [Chemical formula 2-10]

[0104]

[0105] [Chemical formula 2-11]

[0106]

[0107] [Chemical formula 2-12]

[0108]

[0109] [Chemical formula 2-13]

[0110]

[0111] [Chemical formula 2-14]

[0112]

[0113] [Chemical formula 2-15]

[0114]

[0115] [Chemical formula 2-16]

[0116]

[0117] [Chemical formula 2-17]

[0118]

[0119] [Chemical formula 2-18]

[0120]

[0121] [Chemical formula 2-19]

[0122]

[0123] [Chemical formula 2-20]

[0124]

[0125] [Chemical formula 2-21]

[0126]

[0127] [Chemical formula 2-22]

[0128]

[0129] [Chemical formula 2-23]

[0130]

[0131] [Chemical formula 2-24]

[0132]

[0133] [Chemical formula 2-25]

[0134]

[0135] [Chemical formula 2-26]

[0136]

[0137] [Chemical formula 2-27]

[0138]

[0139] [Chemical formula 2-28]

[0140]

[0141] [Chemical formula 2-29]

[0142]

[0143] [Chemical formula 2-30]

[0144]

[0145] [Chemical formula 2-31]

[0146]

[0147] [Chemical formula 2-32]

[0148]

[0149] [Chemical formula 2-33]

[0150]

[0151] [Chemical formula 2-34]

[0152]

[0153] [Chemical formula 2-35]

[0154]

[0155] [Chemical formula 2-36]

[0156]

[0157] [Chemical formula 2-37]

[0158]

[0159] [Chemical formula 2-38]

[0160]

[0161] [Chemical formula 2-39]

[0162]

[0163] [Chemical formula 2-40]

[0164]

[0165] [Chemical formula 2-41]

[0166]

[0167] [Chemical formula 2-42]

[0168]

[0169] In one embodiment of the present invention, the compound represented by the above Chemical Formula 3 may be a compound represented by any one of the following Chemical Formulas 3-1 to 3-19.

[0170] [Chemical formula 3-1]

[0171]

[0172] [Chemical formula 3-2]

[0173]

[0174] [Chemical formula 3-3]

[0175]

[0176] [Chemical formula 3-4]

[0177]

[0178] [Chemical formula 3-5]

[0179]

[0180] [Chemical formula 3-6]

[0181]

[0182] [Chemical formula 3-7]

[0183]

[0184] [Chemical formula 3-8]

[0185]

[0186] [Chemical formula 3-9]

[0187]

[0188] [Chemical formula 3-10]

[0189]

[0190] [Chemical formula 3-11]

[0191]

[0192] [Chemical formula 3-12]

[0193]

[0194] [Chemical formula 3-13]

[0195]

[0196] [Chemical formula 3-14]

[0197]

[0198] [Chemical formula 3-15]

[0199]

[0200] [Chemical formula 3-16]

[0201]

[0202] [Chemical formula 3-17]

[0203]

[0204] [Chemical formula 3-18]

[0205]

[0206] [Chemical formula 3-19]

[0207]

[0208] In another aspect, the present invention provides a quantum dot dispersion comprising the above quantum dots and at least one of a curable monomer and a solvent.

[0209] The quantum dot dispersion according to one embodiment of the present invention may further include a polymerization inhibitor.

[0210] In yet another aspect, the present invention provides a curable composition comprising the quantum dot dispersion.

[0211] The curable composition according to one embodiment of the present invention may be a solvent-free light-converting ink composition.

[0212] In yet another aspect, the present invention provides a cured film formed using the curable composition.

[0213] In yet another aspect, the present invention provides an image display device including the above-mentioned cured film.

[0214] Effects of the Invention

[0215] The quantum dots of the present invention fully ensure oxidation stability and exhibit excellent optical properties. In addition, when applied to a dispersion or a coating, the quantum dots of the present invention can not only increase the dispersibility of the dispersion and improve the adhesion and hardness of the coating, but also inhibit the generation of outgassing. Therefore, the quantum dots of the present invention can be effectively used in a variety of quantum dot application fields such as color filters and light conversion sheets, thereby realizing an image display device with excellent reliability. DETAILED DESCRIPTION

[0216] Hereinafter, the present invention will be described in more detail.

[0217] One embodiment of the present invention relates to a quantum dot having a ligand layer on its surface, wherein the ligand layer includes a combination of organic ligands of a specific structure.

[0218] In one embodiment of the present invention, the quantum dot has a 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 on the surface.

[0219] [Chemical formula 1]

[0220]

[0221] [Chemical formula 2]

[0222]

[0223] [Chemical formula 3]

[0224]

[0225] In the above formula,

[0226] A is C1-C 30 Alkyl, C3-C 30 Cycloalkyl, aryl, C2-C 30 Alkenyl, C2-C 30 Alkynyl, C2-C 31 an alkyl ester group, a thioether group, a thioester group, a silyl group or a silyl ester group,

[0227] R 1 Does not exist or is C1-C 30 Alkylene, C1-C 30 Alkyleneoxy, polyalkylene glycol or C2-C 31 An alkylene ester group,

[0228] B and E are each independently absent, or O, S or NR,

[0229] D is O, S or NR,

[0230] R 2 C1-C 30 Alkylene, C1-C 30 An alkyleneoxy group or a polyalkylene glycol group,

[0231] X is a thiol group, a carboxyl group or an amine group,

[0232] R is hydrogen or a C1-C6 alkyl group,

[0233] R 3 and R 5 are each independently hydrogen or methyl,

[0234] R 4 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 an alkyleneoxy group, an arylene group or an arylenealkyl group,

[0235] R 6 Does not exist or is C1-C 30 The alkylene group,

[0236] R 7 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 Alkyleneoxy, C2-C 31 an alkylene ester group, an arylene group or an arylene alkyl group,

[0237] n and m are each independently an integer of 0-100.

[0238] The C1-C 30 The alkyl group refers to a linear or branched monovalent hydrocarbon group consisting of 1 to 30 carbon atoms, and includes, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, 1-methyl-butyl, 1-ethyl-butyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 4-methyl-2-pentyl, 3,3-dimethylbutyl, 2-ethylbutyl, n-heptyl, 1-methylhexyl, n-octyl, tert-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, n-decyl, etc., but is not limited thereto.

[0239] The C3-C 30 The cycloalkyl group refers to a monovalent hydrocarbon group having 3 to 30 carbon atoms in a monocyclic or condensed ring shape, and includes, but is not limited to, cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl.

[0240] The aryl groups used in this specification include monovalent aromatic groups and heteroaromatic groups and their partially reduced derivatives. The above aromatic groups are monocyclic or condensed rings with 5 to 15 members, and heteroaromatic groups refer to aromatic groups containing one or more oxygen, sulfur or nitrogen. Representative examples of aryl groups include phenyl, naphthyl, pyridinyl, furanyl, thiophenyl, indolyl, quinolinyl, imidazolinyl, Examples of the group include, but are not limited to, oxazolyl, thiazolyl, and tetrahydronaphthyl.

[0241] The C2-C 30 The alkenyl group refers to a linear or branched unsaturated hydrocarbon group having 2 to 30 carbon atoms and having one or more carbon-carbon double bonds, and includes ethenyl, propenyl, butenyl, pentenyl and the like, but is not limited thereto.

[0242] The C2-C 30 The alkynyl group refers to a linear or branched unsaturated hydrocarbon group having 2 to 30 carbon atoms and having one or more carbon-carbon triple bonds, and includes ethynyl, propynyl, butynyl, etc., but is not limited thereto.

[0243] The alkyl ester group used in this specification represents a chemical formula -C(=O)OR a or -OC(=O)R a The group (in this case, R a C1-C 30 alkyl), including methoxycarbonyl, ethoxycarbonyl, etc., but not limited thereto.

[0244] The sulfide group used in this specification represents the chemical formula -SR a The group (in this case, R a C1-C 30 alkyl or aryl), including methylthio, ethylthio, etc., but not limited thereto.

[0245] The thioester group used in this specification represents the chemical formula -C(=O)SR a or -SC(=O)R a The group (in this case, R a C1-C 30 alkyl or aryl).

[0246] The silyl group used in this specification represents the chemical formula -SiR b (R c )(R d) group (in this case, R b , R c and R d Each independently is C1-C 30 Alkyl, C1-C 30 alkoxy, hydroxy or aryl).

[0247] The silyl ester group used in this specification represents the chemical formula -C(=O)OSiR b (R c )(R d ) or -OC(=O)SiR b (R c )(R d ) group (in this case, R b , R c and R d Each independently is C1-C 30 Alkyl, C1-C 30 alkoxy, hydroxy or aryl).

[0248] The C1-C 30 The alkylene group refers to a linear or branched divalent hydrocarbon group consisting of 1 to 30 carbon atoms, and includes, for example, 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, but is not limited thereto.

[0249] The C1-C 30 The alkyleneoxy group refers to a functional group in which one or more carbon atoms in a linear or branched divalent hydrocarbon group are substituted with oxygen, and the number of carbon atoms is 1 to 30. Specific examples of the alkyleneoxy group include ethyleneoxy group, propyleneoxy group, etc., but are not limited thereto.

[0250] The polyalkylene glycol group used in this specification is a group formed by condensation of an alkylene glycol group consisting of 1 to 6 carbon atoms, and represents a functional group having a structure in which an alkyleneoxy unit consisting of 1 to 6 carbon atoms repeats. For example, it can be composed of 2 to 300 carbon atoms. Specific examples of the polyalkylene glycol group include polyethylene glycol group, polypropylene glycol group, etc., but are not limited thereto.

[0251] The alkylene ester group used in this specification represents a chemical formula -C(=O)ORe -、-OC(=O)R e -、-R f OC(=O)R e -or-R f C(=O)OR e -group (in this case, R e and R f Each independently is C1-C 30 of alkylene).

[0252] The C1-C6 alkyl group used in this specification refers to a linear or branched monovalent hydrocarbon group consisting of 1 to 6 carbon atoms, including, for example, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, etc., but is not limited to them.

[0253] The C2-C 30 The alkenylene group refers to a linear or branched divalent unsaturated hydrocarbon group having 2 to 30 carbon atoms and having one or more carbon-carbon double bonds, and includes vinylene, propenylene, butenylene and the like, but is not limited thereto.

[0254] The C3-C 30 The cycloalkylene group refers to a monocyclic or condensed-cyclic divalent hydrocarbon group having 3 to 30 carbon atoms.

[0255] The C3-C 30 The heterocycloalkylene group refers to a divalent hydrocarbon group in which one or more of the ring carbon atoms of a monocyclic or condensed cyclic hydrocarbon having 3 to 30 carbon atoms is substituted with oxygen, sulfur or nitrogen.

[0256] The arylene group used in this specification includes divalent aromatic groups and heteroaromatic groups and their partially reduced derivatives. The above aromatic groups are 5- to 15-membered monocyclic or condensed rings, and heteroaromatic groups refer to aromatic groups containing one or more oxygen, sulfur or nitrogen. Representative examples of arylene groups include phenylene, naphthylene, pyridinylene, furanylene, thiophenylene, indolylene, quinolinylene, imidazolin ... Examples of the group include, but are not limited to, oxazolylene, thiazolylene, and tetrahydronaphthylene.

[0257] The arylenealkyl group used in this specification refers to a composite group formed by linking an arylene group and an alkylene group. That is, the arylenealkyl group is a composite group formed by linking a divalent aromatic group and a heteroaromatic group and their partially reduced derivatives with the carbon of an alkylene group. The linking order of the arylene group and the alkylene group may be changed, and the concept also includes a structure in which two alkylene groups are linked to both sides of the arylene group.

[0258] The C1-C 30 The alkoxy group refers to a linear or branched alkoxy group having 1 to 30 carbon atoms, and includes, but is not limited to, a methoxy group, an ethoxy group, and an n-propoxy group.

[0259] One or more hydrogen atoms of the above functional groups may be replaced by C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C 10 Cycloalkyl, C3-C 10 Heterocycloalkyl, C3-C 10 The present invention may be substituted by a C1-C6 heterocycloalkoxy group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, a C1-C6 thioalkoxy group, an aryl group, an acyl group, a hydroxyl group, a thio group, a halogen group, an amino group, an alkoxycarbonyl group, a carboxyl group, a carbamoyl group, a cyano group, a nitro group or the like.

[0260] In one embodiment of the present invention, the compound represented by Chemical Formula 1 acts as an organic ligand to coordinate and bind to the surface of quantum dots to stabilize the quantum dots, and in particular can improve dispersibility, reduce the viscosity of the quantum dot dispersion, and inhibit outgassing.

[0261] As the compound represented by the above chemical formula 1, R 1 and R 2 At least any one of them is a polyalkylene glycol group.

[0262] As the compound represented by the above chemical formula 1, A is preferably C1-C 30 Alkyl, C2-C 30 Alkenyl, C3-C 30 A cycloalkyl, aryl, silyl or silyl ester group, particularly preferably a C1-C 30 Alkyl or C2-C 30 The alkenyl group.

[0263] In the compound represented by the above Chemical Formula 1, it is preferred that X is a thiol group in view of optical properties.

[0264] In the compound represented by the above Chemical Formula 1, it is preferred that B and E are each independently absent, or are O, S, or NR in view of dispersibility.

[0265] In particular, as the compound represented by the above chemical formula 1, in view of dispersibility, low viscosity, suppression of outgassing, and brightness characteristics, preferably:

[0266] A is C1-C 30 Alkyl or C2-C 30 The alkenyl group,

[0267] R 1 is a polyalkylene glycol group,

[0268] B and E are each independently absent, or O, S or NR,

[0269] D is O,

[0270] R 2 C1-C 30 The alkylene group,

[0271] X is a thiol group,

[0272] R is hydrogen or a C1-C6 alkyl group.

[0273] In one embodiment of the present invention, the compounds represented by the above chemical formulas 2 and 3 act as organic ligands to coordinate and bind to the surface of quantum dots to stabilize the quantum dots, and in particular, can prevent the quantum dots from being oxidized during the coating process to maintain high optical properties and can inhibit the generation of outgassing.

[0274] As the compounds represented by the above chemical formulae 2 and 3, R 4 and R 7 Each independently is C3-C 30 Cycloalkylene, C3-C 30 of a heterocycloalkylene group, an arylene group or an arylenealkyl group.

[0275] As the compound represented by the above chemical formula 2 and 3, from the viewpoint of suppressing the generation of outgassing, R 4 and R 7 Each independently is C1-C 30 of alkylene.

[0276] In the compounds represented by the above Chemical Formulae 2 and 3, it is preferred that n and m are each independently an integer of 1 to 10 from the viewpoint of low viscosity characteristics.

[0277] In one embodiment of the present invention, the compound represented by the above Chemical Formula 3 may be used in combination with the compound represented by the above Chemical Formula 1 in view of optical properties, particle size change rate, and outgassing suppression properties.

[0278] In particular, the compound represented by the above chemical formula 3 is preferably:

[0279] R 5 is hydrogen or methyl,

[0280] R 6 does not exist,

[0281] R 7 C1-C 30 The alkylene group,

[0282] m is an integer of 1-10.

[0283] In one embodiment of the present invention, the compound represented by the above Chemical Formula 1 may be a compound represented by any one of the following Chemical Formulas 1-1 to 1-23.

[0284] [Chemical formula 1-1]

[0285]

[0286] [Chemical formula 1-2]

[0287]

[0288] [Chemical formula 1-3]

[0289]

[0290] [Chemical formula 1-4]

[0291]

[0292] [Chemical formula 1-5]

[0293]

[0294] [Chemical formula 1-6]

[0295]

[0296] [Chemical formula 1-7]

[0297]

[0298] [Chemical formula 1-8]

[0299]

[0300] [Chemical formula 1-9]

[0301]

[0302] [Chemical formula 1-10]

[0303]

[0304] [Chemical formula 1-11]

[0305]

[0306] [Chemical formula 1-12]

[0307]

[0308] [Chemical formula 1-13]

[0309]

[0310] [Chemical formula 1-14]

[0311]

[0312] [Chemical formula 1-15]

[0313]

[0314] [Chemical formula 1-16]

[0315]

[0316] [Chemical formula 1-17]

[0317]

[0318] [Chemical formula 1-18]

[0319]

[0320] [Chemical formula 1-19]

[0321]

[0322] [Chemical formula 1-20]

[0323]

[0324] [Chemical formula 1-21]

[0325]

[0326] [Chemical formula 1-22]

[0327]

[0328] [Chemical formula 1-23]

[0329]

[0330] In one embodiment of the present invention, the compound represented by the above Chemical Formula 2 may be a compound represented by any one of the following Chemical Formulas 2-1 to 2-42.

[0331] [Chemical formula 2-1]

[0332]

[0333] [Chemical formula 2-2]

[0334]

[0335] [Chemical formula 2-3]

[0336]

[0337] [Chemical formula 2-4]

[0338]

[0339] [Chemical formula 2-5]

[0340]

[0341] [Chemical formula 2-6]

[0342]

[0343] [Chemical formula 2-7]

[0344]

[0345] [Chemical formula 2-8]

[0346]

[0347] [Chemical formula 2-9]

[0348]

[0349] [Chemical formula 2-10]

[0350]

[0351] [Chemical formula 2-11]

[0352]

[0353] [Chemical formula 2-12]

[0354]

[0355] [Chemical formula 2-13]

[0356]

[0357] [Chemical formula 2-14]

[0358]

[0359] [Chemical formula 2-15]

[0360]

[0361] [Chemical formula 2-16]

[0362]

[0363] [Chemical formula 2-17]

[0364]

[0365] [Chemical formula 2-18]

[0366]

[0367] [Chemical formula 2-19]

[0368]

[0369] [Chemical formula 2-20]

[0370]

[0371] [Chemical formula 2-21]

[0372]

[0373] [Chemical formula 2-22]

[0374]

[0375] [Chemical formula 2-23]

[0376]

[0377] [Chemical formula 2-24]

[0378]

[0379] [Chemical formula 2-25]

[0380]

[0381] [Chemical formula 2-26]

[0382]

[0383] [Chemical formula 2-27]

[0384]

[0385] [Chemical formula 2-28]

[0386]

[0387] [Chemical formula 2-29]

[0388]

[0389] [Chemical formula 2-30]

[0390]

[0391] [Chemical formula 2-31]

[0392]

[0393] [Chemical formula 2-32]

[0394]

[0395] [Chemical formula 2-33]

[0396]

[0397] [Chemical formula 2-34]

[0398]

[0399] [Chemical formula 2-35]

[0400]

[0401] [Chemical formula 2-36]

[0402]

[0403] [Chemical formula 2-37]

[0404]

[0405] [Chemical formula 2-38]

[0406]

[0407] [Chemical formula 2-39]

[0408]

[0409] [Chemical formula 2-40]

[0410]

[0411] [Chemical formula 2-41]

[0412]

[0413] [Chemical formula 2-42]

[0414]

[0415] In one embodiment of the present invention, the compound represented by the above Chemical Formula 3 may be a compound represented by any one of the following Chemical Formulas 3-1 to 3-19.

[0416] [Chemical formula 3-1]

[0417]

[0418] [Chemical formula 3-2]

[0419]

[0420] [Chemical formula 3-3]

[0421]

[0422] [Chemical formula 3-4]

[0423]

[0424] [Chemical formula 3-5]

[0425]

[0426] [Chemical formula 3-6]

[0427]

[0428] [Chemical formula 3-7]

[0429]

[0430] [Chemical formula 3-8]

[0431]

[0432] [Chemical formula 3-9]

[0433]

[0434] [Chemical formula 3-10]

[0435]

[0436] [Chemical formula 3-11]

[0437]

[0438] [Chemical formula 3-12]

[0439]

[0440] [Chemical formula 3-13]

[0441]

[0442] [Chemical formula 3-14]

[0443]

[0444] [Chemical formula 3-15]

[0445]

[0446] [Chemical formula 3-16]

[0447]

[0448] [Chemical formula 3-17]

[0449]

[0450] [Chemical formula 3-18]

[0451]

[0452] [Chemical formula 3-19]

[0453]

[0454] In one embodiment of the present invention, the quantum dot may refer to a nanometer-sized semiconductor material. Atoms form molecules, and molecules form a collection of small molecules called molecular clusters to form nanoparticles. When such nanoparticles have semiconductor properties, they are called quantum dots. If the quantum dot obtains energy from the outside and reaches an excited state, the quantum dot will spontaneously release the energy of the corresponding energy band gap.

[0455] In one embodiment of the present invention, the quantum dots may be non-cadmium-based quantum dots.

[0456] The non-cadmium quantum dots are not particularly limited as long as they are quantum dots that can emit light through stimulation by light. For example, they can be selected from the group consisting of II-VI semiconductor compounds; III-V semiconductor compounds; IV-VI semiconductor compounds; I-III-VI semiconductor compounds; II-III-VI semiconductor compounds; I-II-IV-VI semiconductor compounds; IV elements or compounds containing them; and combinations thereof, and they can be used alone or in combination of two or more.

[0457] Specifically, the above-mentioned Group II-VI semiconductor compounds can be selected from the group consisting of the following compounds: two-element compounds selected from the group consisting of ZnS, ZnSe, ZnTe, ZnO, HgS, HgSe, HgTe and mixtures thereof; three-element compounds selected from the group consisting of ZnSeS, ZnSeTe, ZnSTe, HgSeS, HgSeTe, HgSTe, HgZnS, HgZnSe, HgZnTe and mixtures thereof; and four-element compounds selected from the group consisting of HgZnSeS, HgZnSeTe, HgZnSTe and mixtures thereof, but are not limited to these.

[0458] The above-mentioned III-V Group semiconductor compounds can be selected from the group consisting of the following compounds: a two-element compound selected from the group consisting of GaN, GaP, GaAs, GaSb, AlN, AlP, AlAs, AlSb, InN, InP, InAs, InSb and a mixture thereof; a three-element compound selected from the group consisting of GaNP, GaNAs, GaNSb, GaPAs, GaPSb, AlNP, AlNAs, AlNSb, AlPAs, AlPSb, InNP, InNAs, InNSb, InPAs, InPSb, GaAlNP and a mixture thereof; and a four-element compound selected from the group consisting of GaAlNAs, GaAlNSb, GaAlPAs, GaAlPSb, GaInNP, GaInNAs, GaInNSb, GaInPAs, GaInPSb, InAlNP, InAlNAs, InAlNSb, InAlPAs, InAlPSb and a mixture thereof, but is not limited thereto.

[0459] The above-mentioned Group IV-VI semiconductor compounds can be selected from the group consisting of the following compounds: two-element compounds selected from the group consisting of SnS, SnSe, SnTe, PbS, PbSe, PbTe and mixtures thereof; three-element compounds selected from the group consisting of SnSeS, SnSeTe, SnSTe, PbSeS, PbSeTe, PbSTe, SnPbS, SnPbSe, SnPbTe and mixtures thereof; and four-element compounds selected from the group consisting of SnPbSSe, SnPbSeTe, SnPbSTe and mixtures thereof, but are not limited to these.

[0460] The above-mentioned Group I-III-VI semiconductor compounds can be selected from the group consisting of the following compounds: a three-element compound selected from the group consisting of CuInS, CuInSe, CuInTe, CuGaS, CuGaSe, CuGaTe, AgInS, AgInSe, AgInTe, AgGaS, AgGaSe, AgGaTe and a mixture thereof; and a four-element compound selected from the group consisting of CuInGaS, CuInGaSe, CuInSeS, CuGaSeS, AgInGaS and a mixture thereof, but is not limited to this.

[0461] The above-mentioned Group II-III-VI semiconductor compounds can be selected from the group consisting of the following compounds: a three-element compound 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 a mixture thereof, but is not limited to this.

[0462] The above-mentioned Group I-II-IV-VI semiconductor compound can be selected from the group consisting of the following compounds: a four-element compound selected from the group consisting of CuZnSnSe, CuZnSnS and a mixture thereof, but is not limited thereto.

[0463] 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 a mixture thereof; and a binary compound selected from the group consisting of SiC, SiGe and a mixture thereof.

[0464] The quantum dots may have a homogeneous single structure, a dual structure such as a core-shell structure or a gradient structure, or a mixed structure thereof. Preferably, the quantum dots may have a core-shell structure including a core and a shell covering the core.

[0465] Specifically, in the core-shell dual structure, the materials forming each core and shell can be composed of the semiconductor compounds different from each other mentioned above. For example, the core can include 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 can include one or more selected from the group consisting of ZnSe, ZnS and ZnTe, but is not limited thereto.

[0466] For example, core-shell structured quantum dots include InP / ZnS, InP / ZnSe, InP / GaP / ZnS, InP / ZnSe / ZnS, InP / ZnSeTe / ZnS and InP / MnSe / ZnS.

[0467] The quantum dots can be synthesized by a wet chemical process, a metal organic chemical vapor deposition process (MOCVD) or a molecular beam epitaxy process (MBE), but are not limited thereto. Preferably, the quantum dots are synthesized by a wet chemical process, which can obtain quantum dots with better optical properties.

[0468] The wet chemical process is a method of adding a precursor substance to an organic solvent to grow particles. During crystal growth, the organic solvent naturally coordinates to the surface of the quantum dot crystal and acts as a dispersant, thereby controlling the growth of the crystal. Therefore, compared with the vapor deposition method such as the organic metal chemical vapor deposition process or molecular beam epitaxy, the size growth of the nanoparticles can be controlled by a more easy and inexpensive process. Therefore, it is preferred to use the wet chemical process to manufacture the quantum dots.

[0469] When quantum dots are produced by a wet chemical process, an organic ligand is used to prevent aggregation of quantum dots and control the particle size of quantum dots to a nanometer level. As such an organic ligand, oleic acid is generally used.

[0470] In one embodiment of the present invention, the oleic acid used in the process of manufacturing the quantum dots is replaced with one or more of the compounds represented by Chemical Formula 1 and Chemical Formulas 2 and 3 by a ligand exchange method.

[0471] The ligand exchange can be carried out as follows: the organic ligand to be exchanged, i.e., the compound represented by the above chemical formula 1, and one or more of the compounds represented by chemical formulas 2 and 3, is added to the dispersion containing the quantum dots having the original organic ligand, i.e., oleic acid, and then stirred at room temperature to 200° C. for 30 minutes to 3 hours to obtain quantum dots bound with the compound represented by the above chemical formula 1, and one or more of the compounds represented by chemical formulas 2 and 3. If necessary, a process of separating and refining the quantum dots bound with the compound represented by the above chemical formula 1, and one or more of the compounds represented by chemical formulas 2 and 3 can be further carried out.

[0472] <Quantum dot dispersion>

[0473] One embodiment of the present invention relates to a quantum dot dispersion including the above-mentioned quantum dots and at least one of a curable monomer and a solvent.

[0474] The content of the quantum dots may be 10 to 95% by weight, preferably 20 to 80% by weight, relative to 100% by weight of the entire quantum dot dispersion. When the content of the quantum dots is within the above range, the light emitting characteristics and dispersibility are excellent.

[0475] The curable monomer has reactivity due to the action of light or heat, and functions as a dispersion medium for quantum dots.

[0476] For example, the curable monomer may include a monofunctional monomer, a difunctional monomer, and other polyfunctional monomers. Among them, a difunctional monomer is preferably used.

[0477] 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-vinyl pyrrolidone.

[0478] 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, and 3-methylpentanediol di(meth)acrylate.

[0479] The type of the above-mentioned multifunctional 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.

[0480] The content of the curable monomer may be 5 to 90% by weight, preferably 20 to 80% by weight, relative to 100% by weight of the entire quantum dot dispersion. If the content of the curable monomer is less than 5% by weight relative to 100% by weight of the entire quantum dot dispersion, the dispersibility of the quantum dots may decrease, and if the content is greater than 90% by weight, the luminous efficiency or color reproducibility may decrease.

[0481] The solvent is not particularly limited and may be an organic solvent commonly used in the art.

[0482] For example, as the above-mentioned solvent, ether or ester solvents, aliphatic saturated hydrocarbon solvents, halogenated hydrocarbon solvents, aromatic hydrocarbon solvents, ketone solvents, alcohol solvents and the like can be used.

[0483] Specifically, examples of the ether or ester solvents include propylene glycol monomethyl ether acetate, propylene glycol monopropyl ether acetate, n-amyl acetate, 3-methoxybutyl acetate, methoxybutyl acetate, methoxyamyl 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.

[0484] Examples of the aliphatic saturated hydrocarbon solvent include hexane, pentane, heptane, cyclopentane, cyclohexane, and kerosene.

[0485] Examples of the halogenated hydrocarbon solvent include chloroform, dichloromethane, carbon tetrachloride, dichloroethane, tetrachloroethane and the like.

[0486] Examples of the aromatic hydrocarbon solvent include benzene, toluene, xylene, mesitylene, and dichlorobenzene.

[0487] Examples of the ketone solvent include methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone.

[0488] Examples of the alcohol solvent include ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin.

[0489] The above solvents may be used alone or in combination of two or more.

[0490] In one embodiment of the present invention, the solvent may not be substantially contained. That is, the quantum dot dispersion may be a solvent-free type.

[0491] When the quantum dot dispersion is a solvent type, the content of the solvent may be 5 to 90% by weight, preferably 20 to 80% by weight, relative to 100% by weight of the entire quantum dot dispersion. If the content of the solvent is within the above range, the dispersibility and storage stability are excellent.

[0492] The quantum dot dispersion according to one embodiment of the present invention may further contain a polymerization inhibitor in order to ensure storage stability and dispersion stability.

[0493] Examples of the polymerization inhibitor include hydroquinone, methyl hydroquinone, tert-butyl hydroquinone, 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), primary cerium salt of N-nitrosophenylhydroxylamine, phenothiazine, phen Oxazine, 4-methoxynaphthol, 2,2,6,6-tetramethylpiperidin-1-oxyl radical, 2,2,6,6-tetramethylpiperidine, 4-hydroxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical, nitrobenzene, dimethylaniline, tris(N-hydroxy-N-nitrosophenyl aminato-O,O')aluminum or a combination thereof, but is not limited thereto.

[0494] The content of the above-mentioned polymerization inhibitor can be 0.001 to 5% by weight, preferably 0.001 to 3% by weight, relative to 100% by weight of the entire quantum dot dispersion. If the content of the above-mentioned polymerization inhibitor is less than 0.001% by weight relative to 100% by weight of the entire quantum dot dispersion, the storage stability and dispersion stability of the quantum dot dispersion may be reduced, and if the content is greater than 5% by weight, the curability may be reduced.

[0495] <Curable Composition>

[0496] One embodiment of the present invention relates to a curable composition including the above-mentioned quantum dot dispersion.

[0497] For example, the curable composition may be a light conversion ink composition, a light conversion resin composition, or a self-luminous photosensitive resin composition.

[0498] In one embodiment of the present invention, the light conversion ink composition may further include a photopolymerizable monomer and a photopolymerization initiator in addition to the quantum dot dispersion.

[0499] The photopolymerizable monomer is a compound that can be polymerized by the action of light and a photopolymerization initiator described below, and may be the same as the curable monomer used in the quantum dot dispersion.

[0500] The content of the photopolymerizable monomer may be 20 to 90% by weight, preferably 30 to 80% by weight, relative to 100% by weight of the light conversion ink composition as a whole. When the content of the photopolymerizable monomer is within the above range, it is preferred from the perspective of the strength or smoothness of the pixel portion. When the content of the photopolymerizable monomer is less than the above range, the strength of the pixel portion may decrease, and when the content of the photopolymerizable monomer is greater than the above range, the smoothness may decrease, so it is preferred that the content is within the above range.

[0501] The photopolymerization initiator can be used without particular limitation as long as it can polymerize the photopolymerizable monomer. In particular, from the viewpoints of polymerization characteristics, initiation efficiency, absorption wavelength, availability, price, etc., the photopolymerization initiator is preferably one or more compounds selected from the group consisting of acetophenone compounds, benzophenone compounds, triazine compounds, biimidazole compounds, oxime compounds and thioxanthone compounds.

[0502] The content of the photopolymerization initiator may be 0.01 to 20% by weight, preferably 0.5 to 15% by weight, relative to 100% by weight of the entire light conversion ink composition. When the content of the photopolymerization initiator is within the above range, the light conversion ink composition is highly sensitive and the exposure time is shortened, which can improve productivity, and thus is preferred. In addition, there is an advantage that the strength of the pixel portion formed using the light conversion ink composition of the present invention and the smoothness of the surface of the pixel portion are improved.

[0503] In order to improve the sensitivity of the light conversion ink composition of the present invention, the photopolymerization initiator may further include a photopolymerization initiation aid. In the case where the photopolymerization initiation aid is included, there is an advantage that the sensitivity is further improved and the productivity is improved.

[0504] As the photopolymerization initiation aid, 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 can be preferably used, but the invention is not limited thereto.

[0505] The above-mentioned photopolymerization initiation auxiliary agent may be additionally used as appropriate within a range not impairing the effects of the present invention.

[0506] In one embodiment of the present invention, the light conversion ink composition may further include scattering particles.

[0507] The scattering particles mentioned above play a role in increasing the path of light emitted from the quantum dots and improving the overall light efficiency.

[0508] As the scattering particles, common inorganic materials can be used, and preferably metal oxides can be used.

[0509] The above-mentioned metal oxide can be an oxide of a 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, but is not limited thereto.

[0510] Specifically, it can 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 surface-treated with a compound having an unsaturated bond such as acrylate can also be used.

[0511] 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 light emitted from the quantum dots cannot be expected. On the contrary, if the particle size is too large, it will be deposited in the composition or a uniform quality of the light conversion layer surface cannot be obtained. Therefore, it is appropriately adjusted within the above range.

[0512] In the present invention, the so-called average particle size may be a number average particle size, which can be obtained from the observed phase using, for example, a field emission scanning electron microscope (FE-SEM) or a transmission electron microscope (TEM). Specifically, a plurality of samples can be extracted from the observed image of the FE-SEM or TEM, and the diameters of these samples can be measured to obtain the arithmetic mean value.

[0513] The content of the scattered color particles can be 0.5 to 20% by weight, preferably 1 to 15% by weight, relative to 100% by weight of the light conversion ink composition as a whole. When the content of the scattered color particles is within the above range, the luminous intensity increase effect can be maximized, which is preferred. When the content is less than the above range, it may be difficult to ensure the desired luminous intensity. When it is greater than the above range, the transmittance of the blue transmitted light may decrease, causing problems with the luminous efficiency.

[0514] The light conversion ink composition according to one embodiment of the present invention may further contain additives such as a surfactant and an adhesion promoter in addition to the above-mentioned components in order to improve the flatness or adhesion of the coating film.

[0515] The light conversion ink composition according to one embodiment of the present invention may be a solvent-based or solvent-free type.

[0516] Preferably, the light conversion ink composition of one embodiment of the present invention does not substantially contain a solvent from the perspective of physical properties such as continuous processability. Even if it contains a solvent, it is 2% by weight or less relative to 100% by weight of the entire light conversion ink composition, and preferably can be contained in an amount of 1% by weight or less. Even if the light conversion ink composition of one embodiment of the present invention is a solvent-free type containing no solvent or a low-solvent type containing a very small amount of solvent of 2% by weight or less, the optical properties and dispersibility of the quantum dots are excellent, and low viscosity can be achieved.

[0517] When the light conversion ink composition is a solvent type, the same solvent as described above for the quantum dot dispersion can be used.

[0518] In one embodiment of the present invention, the light conversion resin composition may further contain a curable resin in addition to the quantum dot dispersion.

[0519] The curable resin functions as a dispersion medium and a binder resin for quantum dots.

[0520] As the curable resin, a transparent polymer that transmits light can be used. In particular, from the viewpoint of preventing quantum dot degradation, a resin having low moisture permeability and low air permeability can be used.

[0521] For example, the curable resin may include one or more of epoxy resin, acrylic resin, epoxy acrylate resin, polyvinyl acetate, polyvinyl alcohol, polyethylene, polypropylene, polycarbonate, polyvinyl chloride, etc., and may particularly include epoxy resin.

[0522] The curable resin has a polystyrene-equivalent weight average molecular weight (hereinafter referred to as "weight average molecular weight") measured by gel permeation chromatography (GPC; tetrahydrofuran is used as an elution solvent) of 5,000 g / mol to 50,000 g / mol, preferably 8,000 g / mol to 40,000 g / mol. If the weight average molecular weight is within the above range, the hardness of the coating film is increased, so it is preferred.

[0523] The content of the curable resin may be 5 to 60% by weight, preferably 10 to 50% by weight, relative to 100% by weight of the solid content in the photoconversion resin composition. If the content of the curable resin is less than 5% by weight, it may be difficult to obtain a thick cured film in the process, and if the content is greater than 60% by weight, it may be difficult to form a cured film of uniform thickness.

[0524] In one embodiment of the present invention, the light conversion resin composition may further include scattering particles, a solvent, a dispersant and / or a curing agent.

[0525] The scattering particles may be the same scattering particles as those used in the above-mentioned light conversion ink composition.

[0526] The content of the scattering particles may be 0.5 to 30% by weight relative to 100% by weight of the solid content in the light conversion resin composition. If the content of the scattering particles is less than 0.5% by weight, the light scattering effect is too low and the coating may not be able to achieve an appropriate light output. If the content is greater than 30% by weight, the scattering effect is too strong and the light emitted by the quantum dots will not be transmitted and cannot come out of the coating, thereby reducing the light output.

[0527] As the solvent, the same solvent as described above for the quantum dot dispersion can be used.

[0528] The dispersant provides a deagglomeration effect of the quantum dots. As the dispersant, carboxylic acid and a compound containing an unsaturated double bond can be used.

[0529] As the curing agent, epoxy compounds, polyfunctional isocyanate compounds, oxetane compounds, etc. can be used.

[0530] The light conversion resin composition of the present invention may further contain additives such as a surfactant, an adhesion promoter, an antioxidant, an ultraviolet absorber, and an anti-coagulation agent as necessary.

[0531] In one embodiment of the present invention, the self-luminous photosensitive resin composition further includes an alkali-soluble resin, a photopolymerizable monomer, and a photopolymerization initiator in addition to the quantum dot dispersion.

[0532] The alkali-soluble resin can make the non-exposed part of the pattern made by the self-luminous photosensitive resin composition alkali-soluble and can be removed, and the exposed area remains. In addition, when the self-luminous photosensitive resin composition contains the alkali-soluble resin, the quantum dots can be evenly dispersed in the composition, and the quantum dots can be protected during the process to maintain the brightness.

[0533] The alkali-soluble resin can be selected from alkali-soluble resins having an acid value of 50 to 200 KOHmg / g. The "acid value" is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1g of polymer, which relates to solubility. When the acid value of the alkali-soluble resin is less than the above range, it may be difficult to ensure a sufficient development speed. If it is greater than the above range, the adhesion with the substrate is reduced and pattern short circuits are likely to occur, and the storage stability of the overall composition may be reduced, resulting in a problem of increased viscosity.

[0534] In addition, the alkali-soluble resin may have a weight average molecular weight of 3,000 to 30,000, preferably 5,000 to 20,000, and a molecular weight distribution of 1.5 to 6.0, preferably 1.8 to 4.0.

[0535] The alkali-soluble resin may be a polymer of a carboxyl group-containing unsaturated monomer or a copolymer of the polymer and a monomer having an unsaturated bond copolymerizable therewith, or a combination thereof.

[0536] As the above-mentioned unsaturated monomer containing a carboxyl group, unsaturated monocarboxylic acid, unsaturated dicarboxylic acid, unsaturated tricarboxylic acid, etc. can be used. Specifically, as unsaturated monocarboxylic acid, for example, acrylic acid, methacrylic acid, crotonic acid, α-chloroacrylic acid, silicic acid, etc. can be mentioned. As unsaturated dicarboxylic acid, for example, maleic acid, fumaric acid, itaconic acid, citraconic acid, mesaconic acid, etc. can be mentioned. The unsaturated dicarboxylic acid can also be an acid anhydride, and specifically maleic anhydride, itaconic anhydride, citraconic anhydride, etc. can be mentioned. In addition, the unsaturated dicarboxylic acid can also be its mono (2- (meth) acryloyloxyalkyl) ester, for example, succinic acid mono (2-acryloyloxyethyl) ester, succinic acid mono (2-methacryloyloxyethyl) ester, phthalic acid mono (2-acryloyloxyethyl) ester, phthalic acid mono (2-methacryloyloxyethyl) ester, etc. can be mentioned. The unsaturated dicarboxylic acid may be a mono(meth)acrylate of a polymer having dicarboxyl groups at both ends, for example, ω-carboxy polycaprolactone monoacrylate, ω-carboxy polycaprolactone monomethacrylate, etc. These carboxyl group-containing monomers may be used alone or in combination of two or more.

[0537] In addition, the monomer copolymerizable with the carboxyl-containing unsaturated monomer may be one or more 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 end of the molecular chain, bulky monomers, and combinations thereof.

[0538] The content of the alkali-soluble resin may be 5 to 80 wt %, specifically 10 to 70 wt %, and more specifically 15 to 60 wt %, relative to 100 wt % of the total solid content of the self-luminous photosensitive resin composition.

[0539] The photopolymerizable monomer is a compound that can be polymerized by the action of light and a photopolymerization initiator described below, and may be the same as the curable monomer used in the quantum dot dispersion.

[0540] The photopolymerizable monomer may be contained in an amount of 5 to 70 wt %, more specifically 10 to 60 wt %, and more specifically 15 to 50 wt %, relative to 100 wt % of the total solid content of the self-luminous photosensitive resin composition.

[0541] The photopolymerization initiator may be the same photopolymerization initiator as that used in the above-mentioned light conversion ink composition, and may further contain a photopolymerization initiation aid as necessary.

[0542] The content of the photopolymerization initiator may be 0.1 to 20 wt %, preferably 0.5 to 15 wt %, and more preferably 1 to 10 wt %, based on 100 wt % of the total solid content of the self-luminous photosensitive resin composition.

[0543] The self-luminous photosensitive resin composition may further include a solvent, and as the solvent, the same solvent as described in the quantum dot dispersion may be used.

[0544] The solvent content in the self-luminous photosensitive resin composition may be 20 to 90 wt %, preferably 25 to 85 wt %, and more preferably 30 to 80 wt %, relative to 100 wt % of the entire self-luminous photosensitive resin composition.

[0545] The self-luminous photosensitive resin composition of the present invention may further contain additives such as an adhesion promoter, a surfactant, an antioxidant, an ultraviolet absorber, and an anti-coagulation agent as needed.

[0546] <Cured film>

[0547] One embodiment of the present invention relates to a cured film formed using the above-mentioned curable composition.

[0548] In one embodiment of the present invention, the cured film may be a color filter or a light conversion sheet.

[0549] The color filter and the light conversion sheet of the present invention include a cured product of the curable composition containing the quantum dot dispersion of the present invention, and therefore have advantages in that the quantum dots have excellent light resistance and excellent coating film hardness.

[0550] The color filter includes a substrate and a pattern layer formed on an upper portion of the substrate.

[0551] The substrate may be the color filter substrate itself, or may be a portion of a display device where the color filter is located, without particular limitation. The substrate may be glass, silicon (Si), silicon oxide (SiO x ), Al, GaAs or polymer substrate, the polymer may be polyethersulfone, polycarbonate, polyester, aromatic polyamide, polyamideimide, polyimide, etc. The substrate may also be formed with a partition matrix.

[0552] The pattern layer is a layer comprising the curable composition of the present invention, and can be patterned by inkjet printing patterning or by photolithography.

[0553] The pattern forming method using the inkjet printing patterning method can be implemented by applying the curable composition on a predetermined area by an inkjet method, and then curing the applied curable composition.

[0554] First, the curable composition of the present invention is injected into an inkjet ejector to be printed on a predetermined area of ​​a substrate.

[0555] In order to form a suitable phase on a substrate by ejecting from a piezoelectric nozzle as an example of an inkjet ejector, the properties such as viscosity, fluidity, and quantum dot particles need to match the nozzle as a whole. The piezoelectric nozzle used in the present invention is not limited, but ejects ink having a droplet size of about 10 to 100 pL, preferably about 20 to 40 pL.

[0556] When the patterning method is performed by inkjet printing, the viscosity of the curable composition of the present invention is preferably about 3 to 30 cP, and is more preferably adjusted within the range of 7 to 20 cP.

[0557] The pattern forming method using the photolithography method can be implemented by applying the curable composition, exposing, developing and thermally curing in a predetermined pattern. The pattern forming method using the photolithography method can be formed by implementing a method generally known in the art.

[0558] The color filter may include only two color pattern layers among the red pattern layer, the green pattern layer and the blue pattern layer, but is not limited thereto. However, when the color filter includes only two color pattern layers, the pattern layer may further include a transparent pattern layer that does not contain the quantum dot particles.

[0559] In the case where the color filter only has the pattern layers of the above two colors, a light source that emits light of a wavelength other than the above two colors can be used. For example, in the case where the color filter includes a red pattern layer and a green pattern layer, a light source that emits blue light can be used. In this case, the red quantum dots emit red light, and the green quantum dots emit green light, and the transparent pattern layer can directly transmit the blue light based on the above light source to present blue.

[0560] The light conversion sheet is a sheet that converts the wavelength of light emitted by a light emitting element and emits the light.

[0561] The light conversion sheet may further include a substrate.

[0562] The light conversion sheet can be formed by applying the curable composition on a substrate, drying it, and then curing it.

[0563] The substrate may be subjected to a demolding treatment as required.

[0564] As the substrate, glass, polyethylene terephthalate (PET) film, or the like can be used.

[0565] The above-mentioned curing can be carried out under thermal curing or photocuring conditions.

[0566] <Image Display Device>

[0567] One embodiment of the present invention relates to an image display device including the above-mentioned cured film.

[0568] In the image display device according to one embodiment of the present invention, the cured film can be used as a color filter or a light conversion sheet, and thus can be used in manufacturing a color filter substrate or a light source of a backlight unit.

[0569] The cured film of the present invention can be applied not only to conventional liquid crystal display devices (LCDs), but also to various image display devices such as electroluminescent display devices (EL), plasma display devices (PDPs), field emission display devices (FEDs), organic light-emitting elements (OLEDs), and quantum dot light-emitting diodes (QLEDs).

[0570] The image display device of the present invention includes a configuration known in the technical field in addition to the above-mentioned cured film.

[0571] Furthermore, the quantum dots according to one embodiment of the present invention can be applied not only to the above-mentioned displays but also to materials such as lighting sources, solar cells, semiconductor lasers / optical amplifiers, and bio-imaging.

[0572] The present invention is described in more detail below by way of examples, comparative examples and experimental examples. It is obvious to those skilled in the art that these examples, comparative examples and experimental examples are only used to illustrate the present invention, and the scope of the present invention is not limited thereto.

[0573] Synthesis Example 1: InP / ZnSe / ZnS Core-Shell Quantum Dot Synthesis

[0574] Indium acetate 0.4mmol (0.058g), palmitic acid 0.6mmol (0.15g) and 1-octadecene 20mL were added to the 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 tri(trimethylsilyl)phosphine (TMS3P) 0.2mmol (58μl) and trioctylphosphine 1.0mL was quickly injected and reacted for 0.5 minutes.

[0575] Next, 2.4mmoL (0.448g) of zinc acetate, 4.8mmol of oleic acid and 20mL of trioctylamine were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was converted to nitrogen and the reactor was heated to 280°C. 2mL of the previously synthesized InP core solution was added, followed by 4.8mmol of selenium (Se / TOP) in trioctylphosphine, and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution that was rapidly cooled to room temperature, and centrifuged. The resulting precipitate was filtered under reduced pressure and then dried under reduced pressure to form an InP / ZnSe core-shell.

[0576] Next, 2.4mmol (0.448g) of zinc acetate, 4.8mmol of oleic acid and 20mL of trioctylamine were added to the reactor and heated to 120°C under vacuum. After 1 hour, the atmosphere in the reactor was converted to nitrogen and the reactor was heated to 280°C. 2mL of the previously synthesized InP / ZnSe core-shell solution was added, followed by 4.8mmol of sulfur (S / TOP) in trioctylphosphine, and the final mixture was reacted for 2 hours. Ethanol was added to the reaction solution that was rapidly cooled to room temperature, and centrifuged. The resulting precipitate was filtered under reduced pressure, and then dried under reduced pressure to obtain quantum dots of InP / ZnSe / ZnS core-shell structure, which were then dispersed in chloroform. The solid content was adjusted to 10%. The maximum emission wavelength was 520nm.

[0577] Example 1: Ligand-substituted quantum dot fabrication (LE-1)

[0578] 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 it. The supernatant was removed by centrifugation, and 3 mL of chloroform was added to the precipitate to disperse the quantum dots. Then, 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1 were added, and the reaction was heated to 60°C for one hour under a nitrogen atmosphere. After adding 25 mL of n-hexane to the reactant to precipitate the quantum dots, centrifugation was performed, and after separating the precipitate, PGMEA was added to disperse it in a manner that the solid content was 10%. The maximum emission wavelength is 521 nm.

[0579] Example 2: Ligand-substituted quantum dot fabrication (LE-2)

[0580] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-4 and 0.5 g of the compound of Chemical Formula 2-4 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0581] Example 3: Ligand-substituted quantum dot fabrication (LE-3)

[0582] The same procedure as in Example 1 was carried out except that 0.5 g of the compound of Chemical Formula 1-6 (l is 14) and 0.5 g of the compound of Chemical Formula 2-6 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0583] Example 4: Ligand-substituted quantum dot fabrication (LE-4)

[0584] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-9 and 0.5 g of the compound of Chemical Formula 2-20 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0585] Example 5: Ligand-substituted quantum dot fabrication (LE-5)

[0586] The same procedure as in Example 1 was carried out except that 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0587] Example 6: Ligand-substituted quantum dot fabrication (LE-6)

[0588] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-4 and 0.5 g of the compound of Chemical Formula 3-3 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0589] Example 7: Ligand-substituted quantum dot fabrication (LE-7)

[0590] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-6 (l is 14) and 0.5 g of the compound of Chemical Formula 3-8 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0591] Example 8: Ligand-substituted quantum dot fabrication (LE-8)

[0592] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-9 and 0.5 g of the compound of Chemical Formula 3-15 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0593] Example 9: Ligand-substituted quantum dot fabrication (LE-9)

[0594] The same procedure as in Example 1 was carried out except that 0.4 g of the compound of Chemical Formula 1-1, 0.3 g of the compound of Chemical Formula 2-1 and 0.3 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0595] Example 10: Ligand-substituted quantum dot fabrication (LE-10)

[0596] The same procedure as in Example 1 was carried out except that 0.5 g of the compound of Chemical Formula 1-2 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0597] Example 11: Ligand-substituted quantum dot fabrication (LE-11)

[0598] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-22 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0599] Example 12: Ligand-substituted quantum dot fabrication (LE-12)

[0600] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-23 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0601] Example 13: Ligand-substituted quantum dot fabrication (LE-13)

[0602] The same procedure as in Example 1 was carried out except that 0.5 g of the compound of Chemical Formula 1-2 and 0.5 g of the compound of Chemical Formula 3-2 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0603] Example 14: Ligand-substituted quantum dot fabrication (LE-14)

[0604] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-3 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0605] Example 15: Ligand-substituted quantum dot fabrication (LE-15)

[0606] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-3 and 0.5 g of the compound of Chemical Formula 3-2 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0607] Example 16: Ligand-substituted quantum dot fabrication (LE-16)

[0608] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-7 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0609] Example 17: Ligand-substituted quantum dot fabrication (LE-17)

[0610] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-9 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0611] Example 18: Ligand-substituted quantum dot fabrication (LE-18)

[0612] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-10 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0613] Example 19: Ligand-substituted quantum dot fabrication (LE-19)

[0614] The same procedures as in Example 1 were carried out except that 0.5 g of the compound of Chemical Formula 1-11 and 0.5 g of the compound of Chemical Formula 3-1 were used instead of 0.5 g of the compound of Chemical Formula 1-1 and 0.5 g of the compound of Chemical Formula 2-1.

[0615] Comparative Example 1: Preparation of InP / ZnSe / ZnS quantum dots without ligand exchange reaction (P-1)

[0616] The quantum dots of Synthesis Example 1 with oleic acid bound to the surface were dispersed in chloroform at a concentration of 10%.

[0617] Comparative Example 2: Preparation of ligand-substituted quantum dots (LE-20)

[0618] 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, the mixture was added to PGMEA and dispersed so that the solid content became 10%.

[0619] Comparative Example 3: Preparation of ligand-substituted quantum dots (LE-21)

[0620] 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, the mixture was added to PGMEA and dispersed so that the solid content became 10%.

[0621] Comparative Example 4: Preparation of ligand-substituted quantum dots (LE-22)

[0622] 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, the mixture was added to PGMEA and dispersed so that the solid content became 10%.

[0623] Examples and Comparative Examples: Preparation of Quantum Dot Dispersions

[0624] The components were mixed according to the compositions shown in Tables 1 and 2 below to produce a quantum dot dispersion (% by weight).

[0625] [Table 1]

[0626]

[0627] [Table 2]

[0628]

[0629] LE-1 to LE-19: quantum dot powders produced in Examples 1 to 19

[0630] P-1: Quantum dot powder produced in Comparative Example 1

[0631] LE-20 to LE-22: quantum dot powders produced in Comparative Examples 2 to 4

[0632] M-1: HDDA (1,6-Hexanediol diacrylate)

[0633] C-1: n-butyl acetate

[0634] D-1: Tris(N-hydroxy-N-nitrosophenylamine-O,O')aluminum

[0635] Examples and Comparative Examples: Preparation of Light Conversion Ink Compositions

[0636] The light conversion ink composition was prepared by mixing the components according to the compositions shown in Tables 3 and 4 below (% by weight).

[0637] [Table 3]

[0638]

[0639] [Table 4]

[0640]

[0641] A-1 to A-19: Quantum dot dispersions of Examples 20 to 38

[0642] A-20 to A-23: Quantum dot dispersions of Comparative Examples 5 to 8

[0643] MN-1: ATM-4E (Shin-Nakamura)

[0644] MN-2: Pentaerythritol triacrylate

[0645] Dispersion particles: TiO2 (Huntsman, TR-88, particle size 220nm)

[0646] PI-1: IRGACURE OXE-01 (BASF)

[0647] Experimental Example 1:

[0648] The quantum efficiency and dispersion stability of the quantum dot dispersions prepared in the above examples and comparative examples were measured by the following methods, and the results are shown in Table 5 below.

[0649] (1) Quantum efficiency

[0650] The quantum efficiency (QY%) of the quantum dot dispersions produced in the above Examples and Comparative Examples at the initial stage of production and after being left at room temperature for 15 days was measured using QE-2100 (Otsuka Corporation).

[0651] Since the quantum efficiency decreases due to surface oxidation of quantum dots, the oxidation stability can be confirmed by measuring the decrease in quantum efficiency. In other words, the oxidation stability can be confirmed by measuring ΔQY%.

[0652] (2) Dispersion stability

[0653] For the quantum dot dispersions prepared in the above-mentioned Examples and Comparative Examples, the initial viscosity and the viscosity after storage at 5° C. for 1 month were measured using an R-type viscometer (VISCOMETER MODEL RE120L SYSTEM, manufactured by Toki Sangyo Co., Ltd.) at a rotation speed of 20 rpm and a temperature of 25° C. The dispersion stability can be confirmed by measuring the viscosity change rate relative to the initial viscosity.

[0654] <Evaluation Criteria>

[0655] ○: Viscosity change rate is less than 105%

[0656] △: Viscosity change rate is greater than 105% and less than 110%

[0657] ×: Viscosity change rate is greater than 110%

[0658] [Table 5]

[0659] Initial QY(%) QY after 15 days of storage (%) ΔQY(%) Dispersion stability Embodiment 20 91 81 10 ○ Embodiment 21 90 79 11 ○ Embodiment 22 92 83 9 ○ Embodiment 23 91 81 10 ○ Embodiment 24 90 78 12 ○ Embodiment 25 90 80 10 ○ Embodiment 26 92 81 11 ○ Embodiment 27 91 78 13 ○ Embodiment 28 91 81 10 ○ Embodiment 29 95 87 8 ○ Embodiment 30 96 88 8 ○ Embodiment 31 94 83 11 ○ Embodiment 32 95 86 9 ○ Embodiment 33 94 86 8 ○ Embodiment 34 94 85 9 ○ Embodiment 35 96 88 8 ○ Embodiment 36 94 85 9 ○ Embodiment 37 95 86 9 ○ Embodiment 38 94 86 8 ○ Embodiment 39 95 88 7 ○ Comparative Example 5 80 38 42 × Comparative Example 6 90 60 30 ○ Comparative Example 7 92 82 10 △ Comparative Example 8 91 80 11 △

[0660] From the above Table 5, it can be confirmed that the quantum dot dispersions of Examples 20 to 39 containing quantum dots having a ligand layer on the surface comprising 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 suppressed quantum efficiency reduction and excellent dispersion stability compared with the quantum dot dispersions of Comparative Examples 5 to 8.

[0661] Experimental Example 2:

[0662] The particle size change rate of the light conversion ink composition produced in the above-mentioned Examples and Comparative Examples was measured, and the results are shown in the following Table 6. In addition, a light conversion coating was produced as follows using the light conversion ink composition, and the light conversion efficiency, adhesion, coating film hardness, and outgassing characteristics at this time were measured by the following methods, and the results are shown in the following Table 6.

[0663] <Manufacturing of light conversion coating>

[0664] Each light conversion ink composition prepared in the examples and comparative examples was coated on a 5 cm × 5 cm glass substrate by inkjet method, and then a 1 kW high pressure mercury lamp containing all g, h, and i rays was used as an ultraviolet light source at 1000 mJ / cm 2 After the irradiation, the film was heated in a heating oven at 180° C. for 30 minutes to produce a light conversion coating.

[0665] (1) Photoconversion efficiency

[0666] The manufactured light conversion coating was placed on a blue light source (XLamp XR-E LED, Royalblue 450, Cree), and the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) using the following formula 1.

[0667] The higher the light conversion efficiency (%), the better the brightness can be obtained.

[0668] [Mathematical formula 1]

[0669]

[0670] (2) Adhesion

[0671] The produced light conversion coating was subjected to a cross-cut test in accordance with ASTM D3359, and the adhesive strength was evaluated according to the following evaluation criteria.

[0672] <Evaluation Criteria>

[0673] OB: Broken into thin flakes, more than 65% detached

[0674] 1B: The end of the cut part and the grid are peeled off, and the area is 35% or more and less than 65%

[0675] 2B: There is a small area of ​​detachment at the intersection of the cut part, and the area is more than 15% and less than 35%.

[0676] 3B: There is a small area of ​​detachment at the intersection of the cut part, and the area is more than 5% and less than 15%.

[0677] 4B: There is a small area of ​​detachment at the intersection of the cut part, and the area is less than 5%

[0678] 5B: The end of the cut part is smooth, with no falling grids

[0679] (3) Coating hardness

[0680] The coating hardness characteristics are confirmed by pencil hardness. The pencil hardness is measured by a pencil hardness tester (Sukubo Science) in accordance with JIS K 5400 and 5600 standards. The pencil used is a pencil with a hardness range of 6B to 6H among the hardness-guaranteed pencils made by Mitsubishi Corporation. First, embossing or scratches are observed with the naked eye, and the case where embossing or scratches occur less than 2 times in 5 measurements is judged as OK. The coating hardness is recorded as the maximum hardness judged as OK.

[0681] (4) Particle size change rate

[0682] The initial dispersed particle size of the light conversion ink composition and the dispersed particle size after storage at 40°C for 2 weeks were measured using ELSZ-2000ZS (manufactured by Otsuka Corporation), and the particle size change rate was calculated using the following mathematical formula 2, and evaluated according to the following evaluation criteria. Generally, when quantum dot particles aggregate, the dispersed particle size increases, which may lead to a problem of reduced luminescence characteristics.

[0683] [Mathematical formula 2]

[0684] Particle size change rate = dispersed particle size of the photoconversion ink composition after storage at 40°C for 2 weeks / initial dispersed particle size of the photoconversion ink composition

[0685] <Evaluation Criteria>

[0686] ○: Particle size change rate is less than 105%

[0687] △: Particle size change rate is greater than 105% and less than 110%

[0688] ×: Particle size change rate is greater than 110%

[0689] (5) Outgassing characteristics

[0690] The compounds captured by thermal decomposition at 180°C for 30 minutes were analyzed by Py-GC / MS. The evaluation results were obtained as percentages with the total outgassing amount of Comparative Example 9 as 100%. The outgassing measurements were all conducted on a coating film with a thickness of 10.0 μm.

[0691] [Table 6]

[0692] Photoconversion efficiency (%) Adhesion Coating hardness Particle size change rate Release Embodiment 40 36％ 4B 2H △ 73％ Embodiment 41 37％ 5B 2H △ 70％ Embodiment 42 37％ 5B 2H △ 68％ Embodiment 43 36％ 4B 2H △ 61％ Embodiment 44 36％ 4B 2H ○ 51％ Embodiment 45 35％ 5B 2H △ 69％ Embodiment 46 35％ 5B 2H ○ 53％ Embodiment 47 37％ 4B 2H △ 71％ Embodiment 48 36％ 5B 3H ○ 52％ Embodiment 49 38％ 5B 3H ○ 53％ Embodiment 50 38％ 5B 3H ○ 51％ Embodiment 51 37％ 5B 3H ○ 53％ Embodiment 52 38％ 5B 3H ○ 51％ Embodiment 53 37％ 5B 3H ○ 59％ Embodiment 54 38％ 5B 3H ○ 53％ Embodiment 55 37％ 5B 3H ○ 52％ Embodiment 56 37％ 5B 3H ○ 51％ Embodiment 57 37％ 5B 3H ○ 53％ Embodiment 58 38％ 5B 3H ○ 52％ Comparative Example 9 26％ 0B 4B × 100％ Comparative Example 10 34％ 1B 3B △ 120％ Comparative Example 11 33％ 2B 3H × 100％ Comparative Example 12 34％ 2B 3H × 101％

[0693] From the above Table 6, it can be confirmed that the light conversion ink compositions of Examples 40 to 58 containing quantum dots having a ligand layer containing the compound represented by Chemical Formula 1 and one or more of the compounds represented by Chemical Formulas 2 and 3 on the surface according to the present invention are not only excellent in light conversion efficiency, good in adhesion and coating hardness, but also have a small particle size change rate and suppressed outgassing, compared with the light conversion ink compositions of Comparative Examples 9 to 12.

[0694] The above describes in detail the specific parts of the present invention. It is obvious to those skilled in the art that such specific technologies are only preferred embodiments, and the scope of the present invention is not limited thereto. Those skilled in the art can make various applications and modifications within the scope of the present invention based on the above contents.

[0695] Accordingly, it is intended that the actual scope of the invention be defined by the appended claims and their equivalents.

Claims

1. A quantum dot having a ligand layer on the surface, wherein the ligand layer comprises a compound represented by the following chemical formula 1 and a compound represented by the following chemical formula 3: Chemical formula 1 Chemical formula 3 In the formula, A is C1-C 30 Alkyl or C2-C 30 The alkenyl group, R 1 is a functional group having a structure in which an alkyleneoxy unit having 1 to 6 carbon atoms is repeated, B is O, S or NR, E does not exist, D is O, R 2 C1-C 30 The alkylene group, X is a thiol group, R is hydrogen or a C1-C6 alkyl group, R 5 is hydrogen or methyl, R 6 Does not exist or is C1-C 30 The alkylene group, R 7 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 Alkyleneoxy, C2-C 31 An alkylene ester group or a phenylene group, m is an integer from 0 to 10.

2. The quantum dot according to claim 1, wherein the ligand layer further comprises a compound represented by the following chemical formula 2: Chemical formula 2 In the formula, R 3 is hydrogen or methyl, R 4 C1-C 30 Alkylene, C2-C 30 Alkenylene, C3-C 30 Cycloalkylene, C3-C 30 Heterocycloalkylene, C1-C 30 alkyleneoxy, phenylene, naphthylene, or C1-C 30 A composite group formed by linking an alkylene group with one or both sides of a phenylene group or a naphthylene group. n is an integer from 0 to 10.

3. The quantum dot according to claim 1, R 5 is hydrogen or methyl, R 6 does not exist, R 7 C1-C 30 The alkylene group, m is an integer of 1-10.

4. The quantum dot according to claim 1, wherein the compound represented by Chemical Formula 1 is a compound represented by any one of the following Chemical Formulas 1-2 to 1-3, 1-7, 1-9, 1-11, and 1-21 to 1-23: Chemical formula 1-2 Chemical formula 1-3 Chemical formula 1-7 Chemical formula 1-9 Chemical formula 1-11 Chemical formula 1-21 Chemical formula 1-22 Chemical formula 1-23 5. The quantum dot according to claim 2, wherein the compound represented by Chemical Formula 2 is a compound represented by any one of the following Chemical Formulas 2-1 to 2-42: Chemical formula 2-1 Chemical formula 2-2 Chemical formula 2-3 Chemical formula 2-4 Chemical formula 2-5 Chemical formula 2-6 Chemical formula 2-7 Chemical formula 2-8 Chemical formula 2-9 Chemical formula 2-10 Chemical formula 2-11 Chemical formula 2-12 Chemical formula 2-13 Chemical formula 2-14 Chemical formula 2-15 Chemical formula 2-16 Chemical formula 2-17 Chemical formula 2-18 Chemical formula 2-19 Chemical formula 2-20 Chemical formula 2-21 Chemical formula 2-22 Chemical formula 2-23 Chemical formula 2-24 Chemical formula 2-25 Chemical formula 2-26 Chemical formula 2-27 Chemical formula 2-28 Chemical formula 2-29 Chemical formula 2-30 Chemical formula 2-31 Chemical formula 2-32 Chemical formula 2-33 Chemical formula 2-34 Chemical formula 2-35 Chemical formula 2-36 Chemical formula 2-37 Chemical formula 2-38 Chemical formula 2-39 Chemical formula 2-40 Chemical formula 2-41 Chemical formula 2-42 6. The quantum dot according to claim 1, wherein the compound represented by Chemical Formula 3 is a compound represented by any one of the following Chemical Formulas 3-1 to 3-19: Chemical formula 3-1 Chemical formula 3-2 Chemical formula 3-3 Chemical formula 3-4 Chemical formula 3-5 Chemical formula 3-6 Chemical formula 3-7 Chemical formula 3-8 Chemical formula 3-9 Chemical formula 3-10 Chemical formula 3-11 Chemical formula 3-12 Chemical formula 3-13 Chemical formula 3-14 Chemical formula 3-15 Chemical formula 3-16 Chemical formula 3-17 Chemical formula 3-18 Chemical formula 3-19 7 . A quantum dot dispersion comprising the quantum dots according to claim 1 , and one or more of a curable monomer and a solvent. The quantum dot dispersion according to claim 7 , further comprising a polymerization inhibitor. 9 . A curable composition comprising the quantum dot dispersion according to claim 7 . 10 . The curable composition according to claim 9 , which is a solvent-free light-converting ink composition. 11 . A cured film formed using the curable composition according to claim 9 . 12 . An image display device comprising the cured film according to claim 11 .

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