Curable composition, cured film using the same, and display device containing the cured film.

Abstract

A curable composition comprising (A) quantum dots, (B) a polymerizable compound, and (C) an electrolyte, having an electrical conductivity of 0.1 μS / cm to 2.5 μS / cm, a cured film manufactured using the same, and a display device including the cured film are provided.

Description

[Technical Field]

[0001] This disclosure relates to a curable composition, a cured film utilizing the same, and a display device including the cured film. [Background technology]

[0002] In the case of typical quantum dots, their hydrophobic surface properties limit the solvents in which they can disperse, and therefore, there are many difficulties in introducing them into polar systems such as binders and curable monomers.

[0003] For example, even in the case of quantum dot ink compositions, which are being actively researched, the initial stages are relatively polar and only moderately dispersed in solvents used in highly hydrophobic curable compositions. Therefore, it is difficult to include more than 20% by weight of quantum dots relative to the total volume of the composition, and the light efficiency of the ink cannot be increased beyond a certain level. Even if quantum dots are forcibly added and dispersed to increase the light efficiency, the viscosity range (12 cPs) for ink-jetting is exceeded, and processability cannot be met.

[0004] Furthermore, in order to achieve a viscosity range that allows for jetting, a method is employed in which the ink solid content is reduced by including 50% or more by weight of solvent relative to the total amount of the overall composition. Although this method also provides results that are somewhat satisfactory in terms of viscosity, it has disadvantages that make it difficult to apply to actual processes, such as nozzle drying and clogging due to solvent evaporation during jetting, thinning of the single film due to time after jetting, and severe thickness deviation after curing.

[0005] Therefore, the solvent-free type of quantum dot ink is the most preferred form for application in actual processes, and the current technology for applying quantum dots themselves to solvent-type compositions is now considered to have reached some limits.

[0006] To date, reports indicate that, in the case of the solvent-type composition most preferred for application in actual processes, it is difficult to increase the light efficiency and absorptivity due to viscosity limitations caused by the quantum dot content. On the other hand, attempts have been made to improve this by lowering the quantum dot content and increasing the light scatterer content, but this has also failed to improve the sedimentation problem and the low light efficiency problem.

[0007] Therefore, the need for solvent-free compositions is increasing. However, with solvent-free compositions, high shrinkage during curing can lead to a decrease in adhesion during the curing stage or subsequent processes, causing the pattern to detach. Improving reliability, such as brightness, is therefore a pressing need. [Overview of the project] [Problems that the invention aims to solve]

[0008] One embodiment provides a curable composition that enables accurate and reliable patterning without ink interruption during ejection.

[0009] Another embodiment provides a cured film produced using the curable composition.

[0010] Another embodiment provides a display device including the cured film. [Means for solving the problem]

[0011] One embodiment provides a curable composition comprising (A) quantum dots, (B) a polymerizable compound, and (C) an electrolyte, having an electrical conductivity of 0.1 μS / cm to 2.5 μS / cm.

[0012] The electrolyte may include an ionic compound, a conductive polymer, or a combination thereof.

[0013] The ionic compound is a compound composed of a combination of a cation and an anion, and the cation may be any cation selected from the following Group 1.

[0014] [Group 1] Substituted or unsubstituted ammonium, substituted or unsubstituted imidazolium, substituted or unsubstituted oxazolium, substituted or unsubstituted piperidinium, substituted or unsubstituted pyrazinium, substituted or unsubstituted pyrazolium, substituted or unsubstituted pyridazinium, substituted or unsubstituted pyridinium, substituted or unsubstituted pyrimidinium, substituted or unsubstituted pyrrolidinium, substituted or unsubstituted pyrrolinium, substituted or unsubstituted pyrrolium, substituted or unsubstituted triazolium, substituted or unsubstituted triazolium

[0015] [Chem.]

[0016] The ionic compound is a compound composed of a combination of a cation and an anion, and the anion may be any anion selected from the following Group 2.

[0017] [Group 2] F - 、Cl - 、Br - 、I - 、Br3 - 、NO3 - 、N(CN)2 - 、BF4 - ClO4 - 、FCrO3−、ClCrO3 - 、SO42- , RSO3 - (where R is a C1-C10 alkyl group or a C6-C20 aryl group), RCOO-(where R is a C1-C10 alkyl group or a C6-C20 aryl group), H2PO4 - PF6 - (CF3)2PF4 - (CF3)3PF3 - (CF3)4PF2 - (CF3)5PF - (CF3)6P - , (CF3SO3 - )2, (CF2CF2SO3 - )2, (CF3SO3)2N - CF3CF2(CF3)2CO - (CF3SO2) 2CH - (SF5)3C - , (CF3SO2)3C - CF3(CF2)7SO3 - CF3CO2 - CH3CO2 -

[0018] The ionic compound may include an ionic liquid, a solid-phase ionic salt, or a combination thereof.

[0019] The conductive polymer may include at least one selected from the group consisting of polyphenylene or its derivatives, polyphenylene vinylene or its derivatives, polyphenylene sulfide or its derivatives, polyfluorene or its derivatives, poly(p-pyridine) or its derivatives, poly(p-pyridal vinylene) or its derivatives, polypyrrole or its derivatives, polyaniline or its derivatives, polythiophene or its derivatives, polythiophene vinylene or its derivatives, polyfuran or its derivatives, and polyacetene or its derivatives.

[0020] The electrolyte may be present in an amount of 0.1% to 1% by weight relative to the total amount of the curable composition.

[0021] The polymerizable compound may include the compound represented by the following chemical formula 1.

[0022] [Chemical formula 1] [ka]

[0023] In the aforementioned chemical formula 1, R 1 and R 2 Each of these is independently either a hydrogen atom or a methyl group. L 1 This is a substituted or unsubstituted C1-C30 alkylene group, or *-L a -OL b -*(L a and L b Each of these is independently a substituted or unsubstituted C1-C20 alkylene group.

[0024] The compound represented by the aforementioned chemical formula 1 can be represented by any of the following chemical formulas 1-1 to 1-3.

[0025] [Chemical formula 1-1] [ka]

[0026] [Chemical formula 1-2] [ka]

[0027] [Chemical formula 1-3] [ka]

[0028] The quantum dot may be a quantum dot whose surface has been modified with any of the compounds represented by the following chemical formulas 2 to 15, or a combination thereof.

[0029] [Chemical formula 2] [ka]

[0030] [Chemical formula 3] [ka]

[0031] [Chemical formula 4] [ka]

[0032] [Chemical formula 5] [ka]

[0033] [Chemical formula 6] [ka]

[0034] [Chemical formula 7] [ka]

[0035] In the aforementioned chemical formulas 2 to 7, R 11 ~R 17 Each of these is independently a substituted or unsubstituted C1-C10 alkyl group, or a substituted or unsubstituted C6-C20 aryl group. L 11 ~L 26 These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n1 to n7 are each independent integers between 0 and 10.

[0036] [Chemical formula 8] [ka]

[0037] [Chemical formula 9] [ka]

[0038] [Chemical formula 10] [ka]

[0039] Among the aforementioned chemical formulas 8 to 10, R 18 and R 19 Each of these is independently a substituted or unsubstituted C1-C10 alkyl group. L 27 ~L 33 These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n8 to n10 are each independent integers between 0 and 10.

[0040] [Chemical formula 11] [ka]

[0041] [Chemical formula 12] [ka]

[0042] [Chemical formula 13] [ka]

[0043] [Chemical formula 14] [ka]

[0044] Among the aforementioned chemical formulas 11 to 14, R 20 ~R 25 Each of these is independently a hydrogen atom or a substituted or unsubstituted C1-C10 alkyl group. L 34 ~L 39 These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n11 through n16 are each independent integers between 0 and 10.

[0045] [Chemical formula 15] [ka]

[0046] In the aforementioned chemical formula 15, R 26 ~R 28 Each of these is independently a substituted or unsubstituted C1-C10 alkyl group. L 40 ~L 42 These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n17 through n19 are each independent integers between 0 and 10.

[0047] The quantum dot can have a maximum fluorescence emission wavelength in the range of 500 nm to 680 nm.

[0048] The curable composition may further contain a light scatterer.

[0049] The light scattering material may further include barium sulfate, calcium carbonate, titanium dioxide, zirconia, or a combination thereof.

[0050] The curable composition may be a solvent-free curable composition.

[0051] The quantum dots may be present in an amount of 5% to 70% by weight based on the total weight of the solvent-free curable composition.

[0052] The polymerizable compound may be present in an amount of 30% to 95% by weight based on the total weight of the solvent-free curable composition.

[0053] The curable composition may further contain a polymerization initiator.

[0054] The curable composition may further contain a solvent.

[0055] The curable composition may contain, based on the total weight of the curable composition, 1% to 40% by weight of (A) quantum dots, 1% to 20% by weight of (B) polymerizable compound, 0.1% to 1% by weight of (C) electrolyte, and 40% to 80% by weight of the solvent.

[0056] The curable composition may further include a polymerization inhibitor, malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a fluorine-based surfactant, or a combination thereof.

[0057] Another embodiment provides a cured film produced using the curable composition.

[0058] Another embodiment provides a display device including the cured film.

[0059] Other specific aspects of the present invention are included in the detailed description below. [Effects of the Invention]

[0060] This method enables stable electrospinning and provides a curable composition with excellent inkjet stability. [Modes for carrying out the invention]

[0061] The following describes embodiments of the present invention in detail. However, these are presented as examples only and do not limit the present invention; the present invention is defined solely by the scope of the claims described below.

[0062] In this specification, unless otherwise specified, "alkyl group" means a C1-C20 alkyl group, "alkenyl group" means a C2-C20 alkenyl group, "cycloalkenyl group" means a C3-C20 cycloalkenyl group, "heterocycloalkenyl group" means a C3-C20 heterocycloalkenyl group, "aryl group" means a C6-C20 aryl group, "arylalkyl group" means a C6-C20 arylalkyl group, "alkylene group" means a C1-C20 alkylene group, "arylene group" means a C6-C20 arylene group, "alkylarylene group" means a C6-C20 alkylarylene group, "heteroarylene group" means a C3-C20 heteroarylene group, and "alkoxilengi" means a C1-C20 alkoxilengi.

[0063] In this specification, unless otherwise specified, "substitution" means that at least one hydrogen atom is replaced by a halogen atom (F, Cl, Br, I), a hydroxyl group, a C1-C20 alkoxy group, a nitro group, a cyano group, an amine group, an imino group, an azide group, an amidino group, a hydrazino group, a hydrazono group, a carbonyl group, a carbamoyl group, a thiol group, an ester group, an ether group, a carboxyl group or its salt, a sulfonic acid group or its salt, phosphoric acid or its salt, or a C1-C20 alkoxy group. This means that the molecule is substituted with substituents of a lucyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C6-C20 aryl group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C3-C20 cycloalkynyl group, a C2-C20 heterocycloalkyl group, a C2-C20 heterocycloalkenyl group, a C2-C20 heterocycloalkynyl group, a C3-C20 heteroaryl group, or a combination thereof.

[0064] Furthermore, unless otherwise specified in this specification, "hetero" means that the chemical formula contains at least one heteroatom from at least one of N, O, S, and P.

[0065] Furthermore, unless otherwise specified in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible, and "(meth)acrylic acid" means that both "acrylic acid" and "methacrylic acid" are possible.

[0066] In this specification, unless otherwise specified, “combination” means mixing or copolymerization.

[0067] Unless otherwise defined in the chemical formulas herein, the absence of a chemical bond at a position where one should be depicted means that a hydrogen atom is bonded to that position.

[0068] In this specification, unless otherwise specified, "*" means a portion linked to the same or different atoms or chemical formulas.

[0069] A curable composition according to one embodiment comprises (A) quantum dots, (B) polymerizable compound, and (C) electrolyte, and the curable composition has an electrical conductivity of 0.1 μS / cm to 2.5 μS / cm.

[0070] To ensure the dispersibility of quantum dots, solvents are generally used for dispersion. However, this method presents problems such as nozzle drying due to the solvent, reduced ink-jet processability, and limitations on the amount of quantum dots that can be incorporated, resulting in limiting efficiency. To improve these problems, efforts have been made to develop solvent-free quantum dot ink compositions. Currently, the technology for dispersing quantum dots themselves in solvent-free quantum dot ink compositions is considered to have reached a certain limit, as mentioned above. The amount of quantum dots that can be incorporated into the composition has also reached a limit of around 20-25% by weight, making it difficult to improve to a higher level of optical properties.

[0071] To improve this, efforts have been made to enable the application of high-solids quantum dots in solvent-free compositions through surface modification of quantum dots. However, this inevitably leads to an increase in the viscosity of the composition, resulting in a significant decrease in inkjet performance. Therefore, methods such as lowering the solids content of the quantum dots or raising the temperature of the print head where the ink is ejected are necessary to reduce the increased viscosity to an inkjet-compatible level. However, lowering the solids content of the quantum dots can reduce their optical properties, and raising the print head temperature can reduce the ejection performance during inkjet printing, leading to poor ink placement.

[0072] Furthermore, electrohydrodynamic (EHD) jet printing technology has recently emerged. Compared to inkjet printing, a direct-writing method that ejects / jets ink through electrohydrodynamic force using an electric field, EHD offers advantages such as achieving high-resolution characteristics at the nanoscale, fast printing speeds, and a wide range of ink applications. Because it enables the fabrication of micro- and nano-sized structures and patterns of various shapes and sizes, it is attracting attention as a next-generation printing technology.

[0073] The present invention relates to a high-viscosity quantum dot-containing ink composition that is fully applicable not only to EHD jet printing but also to conventional inkjet printing, ultimately enabling accurate and reliable patterning without inkjet breaks.

[0074] Conventionally, efforts have focused solely on modifying the structure and content of quantum dots and polymerizable compounds, as well as surface modification. However, despite considerable effort in these areas, the inventors noted that there had been no significant improvement in terms of inkjet stability. Therefore, they focused on the electrical conductivity of the curable composition itself, which contains the quantum dots and polymerizable compounds as essential components. Specifically, the inventors confirmed the possibility that controlling the electrical conductivity of the curable composition could enable smooth and stable electrospinning, resulting in the continuous accumulation and retention of the ink solution in a fibrous form during inkjet printing, thereby greatly improving inkjet stability. Through further research, they confirmed that the best inkjet performance could be achieved by controlling the electrical conductivity of the curable composition within the range of 0.1 μS / cm to 2.5 μS / cm by introducing an electrolyte into the curable composition, thus completing the present invention. When the electrical conductivity of the curable composition containing the electrolyte is less than 0.1 μS / cm or greater than 2.5 μS / cm, inkjet stability is greatly impaired, which is undesirable.

[0075] The following provides a detailed explanation of each component.

[0076] (C) Electrolyte An electrolyte is a substance that conducts electricity by forming ions when mixed with a polar substance. According to one embodiment, when an electrolyte is mixed with a polymerizable compound, ions are formed, and the electrical conductivity of the curable composition can be easily controlled within the range of 0.1 μS / cm to 2.5 μS / cm, thereby greatly improving inkjet properties.

[0077] For example, the electrolyte may include an ionic compound, a conductive polymer, or a combination thereof.

[0078] The ionic compound is a compound consisting of a combination of a cation and anion, wherein the cation may be any of the cations selected in Group 1 below, and the anion may be any of the anions selected in Group 2 below.

[0079] [Group 1] Substituted or unsubstituted ammonium, substituted or unsubstituted imidazolium, substituted or unsubstituted oxazolium, substituted or unsubstituted piperidinium, substituted or unsubstituted pyrazinium, substituted or unsubstituted pyrazolium, substituted or unsubstituted pyridazinium, substituted or unsubstituted pyridinium, substituted or unsubstituted pyrimidinium, substituted or unsubstituted pyrrolidinium, substituted or unsubstituted pyrrolinium, substituted or unsubstituted pyrrolium, substituted or unsubstituted triazolium, substituted or unsubstituted triazolium

[0080] [ka]

[0081] [Group 2] F - Cl - , Br - , I - , Br3 - NO3 - , N(CN)2 - BF4 - ClO4 - FCrO3-, ClCrO3 - SO4 2- , RSO3 - (where R is a C1-C10 alkyl group or a C6-C20 aryl group), RCOO-(where R is a C1-C10 alkyl group or a C6-C20 aryl group), H2PO4 - PF6 - (CF3)2PF4 - (CF3)3PF3 - (CF3)4PF2- (CF3)5PF - (CF3)6P - , (CF3SO3 - )2, (CF2CF2SO3 - )2, (CF3SO3)2N - CF3CF2(CF3)2CO - (CF3SO2) 2CH - (SF5)3C - , (CF3SO2)3C - CF3(CF2)7SO3 - CF3CO2 - CH3CO2 -

[0082] For example, the cation may be substituted with substituents such as halogen elements, alkyl groups, or aryl groups. For example, the substituted or unsubstituted ammonium may be NH4 + It may be a tetrabutylammonium cation in which four butyl groups are substituted. For example, the ionic compound may include an ionic liquid, a solid-phase ionic salt, or a combination thereof. In this case, the solid-phase ionic salt means an ionic salt that is in the solid phase at room temperature (20°C to 25°C). Of the ionic compounds, the ionic liquid is more advantageous than the solid-phase ionic salt in terms of controlling the electrical conductivity of the curable composition.

[0083] For example, the conductive polymer may include at least one selected from the group consisting of polyphenylene or its derivatives, polyphenylene vinylene or its derivatives, polyphenylene sulfide or its derivatives, polyfluorene or its derivatives, poly(p-pyridine) or its derivatives, poly(p-pyridal vinylene) or its derivatives, polypyrrole or its derivatives, polyaniline or its derivatives, polythiophene or its derivatives, polythiophene vinylene or its derivatives, polyfuran or its derivatives, and polyacetene or its derivatives.

[0084] For example, among the electrolytes, the ionic compound is more advantageous than the conductive polymer in terms of controlling the electrical conductivity of the curable composition.

[0085] For example, among the electrolytes, the solid-phase ionic salt has a wider electrical conductivity range for the curable composition that can maintain inkjet properties better than the conductive polymer, and the ionic liquid has an even wider electrical conductivity range for the curable composition that can maintain inkjet properties better than the solid-phase ionic salt.

[0086] For example, the electrolyte may be present in an amount of 0.1% to 1% by weight relative to the total amount of the curable composition. Specifically, the ionic liquid of the electrolyte may be present in an amount of 0.1% to 0.5% by weight, for example, 0.1% to 0.3% by weight relative to the total amount of the curable composition; the solid-phase ionic salt of the electrolyte may be present in an amount of 0.1% to 0.5% by weight, for example, 0.1% to 0.3% by weight relative to the total amount of the curable composition; and the conductive polymer of the electrolyte may be present in an amount of 0.1% to 0.5% by weight, for example, 0.1% to 0.3% by weight relative to the total amount of the curable composition. By presenting the electrolyte within these ranges, the final electrical conductivity of the curable composition can be easily controlled to a range of 0.1 μS / cm to 2.5 μS / cm.

[0087] (B) Polymerizable compound A curable composition according to one embodiment comprises a polymerizable compound, the polymerizable compound may have a carbon-carbon double bond at its terminus.

[0088] The polymerizable compound having a carbon-carbon double bond at its terminus may be present in an amount of 30% to 95% by weight, for example, 40% to 90% by weight, relative to the total amount of the solvent-free curable composition. By having the polymerizable compound having a carbon-carbon double bond at its terminus within this range, it is possible to produce a solvent-free curable composition with a viscosity suitable for inkjet printing, and furthermore, the quantum dots in the produced solvent-free curable composition can have excellent dispersibility, and the optical properties can also be improved.

[0089] For example, the polymerizable compound having a carbon-carbon double bond at its terminus can have a molecular weight of 170 g / mol to 1,000 g / mol. When the molecular weight of the polymerizable compound having a carbon-carbon double bond at its terminus is within this range, it does not impair the optical properties of the quantum dots and does not increase the viscosity of the composition, which is advantageous for inkjet applications.

[0090] For example, the polymerizable compound having a carbon-carbon double bond at its terminus is represented by the following chemical formula 1, but is not necessarily limited thereto.

[0091] [Chemical formula 1] [ka]

[0092] In the aforementioned chemical formula 1, R 1 and R 2 Each of these is independently either a hydrogen atom or a methyl group. L 1 This refers to substituted or unsubstituted C1-C30 alkylene groups or *-L a -OL b -*(L a and L b Each of these is independently a substituted or unsubstituted C1-C20 alkylene group.

[0093] For example, the polymerizable compound having a carbon-carbon double bond at its terminus may be represented by any of the following chemical formulas 1-1 to 1-3, but is not necessarily limited to these.

[0094] [Chemical formula 1-1] [ka]

[0095] [Chemical formula 1-2] [ka]

[0096] [Chemical formula 1-3] [ka]

[0097] For example, the polymerizable compounds having a carbon-carbon double bond at the terminal may further include, in addition to the compounds represented by chemical formulas 1-1 to 1-3, ethylene glycol diacrylate, triethylene glycol diacrylate, 1,4-butanediol diacrylate, 1,6-hexanediol diacrylate, neopentyl glycol diacrylate, pentaerythritol diacrylate, pentaerythritol triacrylate, dipentaerythritol diacrylate, dipentaerythritol triacrylate, dipentaerythritol pentaacrylate, pentaerythritol hexaacrylate, bisphenol A diacrylate, trimethylol propane triacrylate, novolac epoxy acrylate, ethylene glycol dimethacrylate, triethylene glycol dimethacrylate, propylene glycol dimethacrylate, 1,4-butanediol dimethacrylate, 1,6-hexanediol dimethacrylate, or combinations thereof.

[0098] Furthermore, the polymerizable compound having a carbon-carbon double bond at its terminus may further contain monomers commonly used in conventional thermosetting or photocurable compositions. For example, the monomer may further include oxetane compounds such as bis[1-ethyl(3-oxetanyl)]methyl ether.

[0099] Furthermore, if the curable composition is a solvent-type curable composition containing a solvent, the polymerizable compound may be present in an amount of 1% to 20% by weight, 1% to 15% by weight, or for example, 5% to 15% by weight, relative to the total amount of the solvent-type curable composition. When the polymerizable compound is included within the above range, the optical properties of the quantum dots can be improved.

[0100] (A) Quantum dots In one embodiment, the quantum dots in the curable composition may be quantum dots whose surfaces have been modified with a ligand having a polar group, for example, a ligand with high affinity for the polymerizable compound. In the case of quantum dots whose surfaces have been modified as described above, the production of high-concentration or highly concentrated quantum dot dispersions is very easy (improvement of the dispersibility of quantum dots in relation to the polymerizable compound), which can have a significant impact on improving the light efficiency and is particularly advantageous for realizing a solvent-free curable composition.

[0101] For example, the ligand having the polar group may have a structure that has high affinity for the chemical structure of the polymerizable compound.

[0102] For example, the ligand having the polar group may be any of the compounds represented by Chemical Formulas 2 to 15 below, or a combination thereof, but is not necessarily limited thereto.

[0103] [Chemical formula 2] [ka]

[0104] [Chemical formula 3] [ka]

[0105] [Chemical formula 4] [ka]

[0106] [Chemical formula 5] [ka]

[0107] [Chemical formula 6] [ka]

[0108] [Chemical Formula 7]

Chem.

[0109] In the above Chemical Formulas 2 to Chemical Formula 7, R 11 ~R 17 are each independently a substituted or unsubstituted C1-C​​10 alkyl group or a substituted or unsubstituted C6-C20 aryl group, L 11 ~L 26 are each independently a substituted or unsubstituted C1-C​​10 alkylene group, n1 to n7 are each independently an integer from 0 to XNUMX.

[0110] [Chemical Formula 8]

Chem.

[0111] [Chemical Formula 9]

Chem.

[0112] [Chemical Formula 10]

Chem.

[0113] In the above Chemical Formulas 8 to Chemical Formula 10, R 18 and R 19 are each independently a substituted or unsubstituted C1-C​​10 alkyl group, L 27 ~L 33 are each independently a substituted or unsubstituted C1-C​​10 alkylene group, n8 to n10 are each independently an integer from 0 to XNUMX.

[0114] Note: In the translation, the range "0 to 10" in the original text is translated as "0 to XNUMX" in the English version to maintain the placeholder format. You can adjust it according to your actual needs. Also, there seems to be an error in the original text where "0 to XNUMX" should probably be "0 to 10" for the correct meaning. [Chemical formula 11] [ka]

[0115] [Chemical formula 12] [ka]

[0116] [Chemical formula 13] [ka]

[0117] [Chemical formula 14] [ka]

[0118] Among the aforementioned chemical formulas 11 to 14, R 20 ~R 25 Each of these is independently a hydrogen atom or a substituted or unsubstituted C1-C10 alkyl group. L 34 ~L 39 These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n11 through n16 are each independent integers between 0 and 10.

[0119] [Chemical formula 15] [ka]

[0120] In the aforementioned chemical formula 15, R 26 ~R 28 Each of these is independently a substituted or unsubstituted C1-C10 alkyl group. L 40 ~L 42These are, independently, substituted or unsubstituted C1-C10 alkylene groups. n17 through n19 are each independent integers between 0 and 10.

[0121] For example, the compounds represented by chemical formulas 2 to 15 may be represented by any of the compounds represented by chemical formulas A to Q below, but are not necessarily limited to these.

[0122] [Chemical formula A] [ka]

[0123] [Chemical formula B] [ka]

[0124] [Chemical formula C] [ka]

[0125] [Chemical formula D] [ka]

[0126] In the chemical formula D, m1 is an integer between 0 and 10.

[0127] [Chemical formula E] [ka]

[0128] [Chemical formula F] [ka]

[0129] [Chemical formula G] [ka]

[0130] [Chemical formula H]

change

[0131] [Chemical Formula I]

change

[0132] [Chemical Formula J]

change

[0133] [Chemical formula K]

change

[0134] [Chemical formula L]

change

[0135] [Chemical formula M]

change

[0136] [Chemical formula N]

change

[0137] [Chemical formula O]

change

[0138] [Chemical formula P] [ka]

[0139] [Chemical formula Q] [ka]

[0140] When the ligand is used, surface modification of quantum dots is easier. When quantum dots surface-modified with the ligand are added to the polymerizable compound described above and stirred, a very clear dispersion can be obtained, which serves as an indicator that the surface modification of the quantum dots has been very successful.

[0141] For example, if the curable composition according to one embodiment is a solvent-free curable composition, the quantum dots may be included in amounts of 5% to 70% by weight, for example, 10% to 60% by weight, for example, 20% to 60% by weight, or for example, 30% to 50% by weight. When the quantum dots are included within these ranges, high light retention and light efficiency can be achieved even after curing.

[0142] For example, if the curable composition according to one embodiment is a solvent-type curable composition containing a solvent, the quantum dots may be present in an amount of 1% to 40% by weight, for example, 3% to 30% by weight, relative to the total amount of the curable composition. When the quantum dots are included within this range, the light conversion rate is excellent, pattern characteristics and development characteristics are not hindered, and excellent processability can be achieved.

[0143] For example, the quantum dot can absorb light in the wavelength range of 360 nm to 780 nm, for example, in the wavelength range of 400 nm to 780 nm, and emit fluorescence in the wavelength range of 500 nm to 700 nm, for example, in the wavelength range of 500 nm to 580 nm, or in the wavelength range of 600 nm to 680 nm. In other words, the quantum dot has a maximum fluorescence emission wavelength (fluorescence λ) of 500 nm to 680 nm. em ) can have.

[0144] Each of the quantum dots can independently have a full width at half maximum (FWHM) of 20 nm to 100 nm, for example, 20 nm to 50 nm. When the quantum dots have a FWHM within this range, the color purity is high, which has the effect of improving the color reproduction rate when used as a color material in a color filter.

[0145] Each of the aforementioned quantum dots may independently be organic, inorganic, or a hybrid (compound) of organic and inorganic materials.

[0146] Each quantum dot independently consists of a core and a shell enclosing the core, and the core and shell independently may have structures such as a core made of Group II-IV, Group III-V, etc., core / shell, core / first shell / second shell, alloy, alloy / shell, etc.

[0147] For example, the core may include, but is not limited to, at least one material selected from the group consisting of CdS, CdSe, CdTe, ZnS, ZnSe, ZnTe, HgS, HgSe, HgTe, GaN, GaP, GaAs, InP, InAs, and alloys thereof. The shell surrounding the core may include, but is not limited to, at least one material selected from the group consisting of CdSe, ZnSe, ZnS, ZnTe, CdTe, PbS, TiO, SrSe, HgSe, and alloys thereof.

[0148] In one embodiment, given the growing global concern for the environment and the strengthening of regulations against toxic substances in recent years, a non-cadmium-based light-emitting material (such as InP / ZnS or InP / ZeSe / ZnS), which has a slightly lower quantum yield but is more environmentally friendly, is used instead of a light-emitting material with a cadmium-based core, but this is not necessarily limited to this.

[0149] In the case of the aforementioned core / shell structure quantum dot, the size (average particle size) of each quantum dot including the shell may be 1 nm to 15 nm, for example, 5 nm to 15 nm.

[0150] For example, the quantum dots may each independently include red quantum dots, green quantum dots, or a combination thereof. The red quantum dots may each independently have an average particle size of 10 nm to 15 nm. The green quantum dots may each independently have an average particle size of 5 nm to 8 nm.

[0151] On the other hand, for the dispersion stability of the quantum dots, the curable composition according to one embodiment may further contain a dispersant. The dispersant helps to uniformly disperse the photoconversion material, such as quantum dots, within the curable composition, and any nonionic, anionic, or cationic dispersant can be used. Specifically, polyalkylene glycols or their esters, polyoxyalkylenes, polyhydric alcohol ester alkylene oxide adducts, alcohol alkylene oxide adducts, sulfonic acid esters, sulfonates, carboxylates, carboxyates, alkylamide alkylene oxide adducts, alkylamines, etc., can be used individually or in combination of two or more. The dispersant can be used in an amount of 0.1% to 100% by weight, for example, 10% to 20% by weight, relative to the solid content of the photoconversion material, such as quantum dots.

[0152] (light scatterer) A curable composition according to one embodiment may further include a light scatterer.

[0153] The light scatterer reflects light that is not absorbed by the quantum dots (described later), allowing the quantum dots to reabsorb the reflected light. In other words, the light scatterer can increase the amount of light absorbed by the quantum dots and increase the photoconversion efficiency of the curable composition.

[0154] For example, the light scattering body can include, but is not necessarily limited to, barium sulfate (BaSO4), calcium carbonate (CaCO3), titanium dioxide (TiO2), zirconia (ZrO2), or a combination thereof.

[0155] For example, the light scattering body may be contained in an amount of 1 wt% to 10 wt%, for example 2 wt% to 8 wt%, for example 3 wt% to 7 wt%, for example 4 wt% to 6 wt% based on the total amount (100 wt%) of the curable composition (solvent-free curable composition). When the content of the light scattering body is within the above range, the brightness of the curable composition can be significantly improved, and at the same time, the sedimentation stability of the quantum dots can also be improved.

[0156] For example, the curable composition according to one embodiment may be a solvent-free curable composition or a solvent-containing curable composition.

[0157] (Polymerization initiator) The curable composition according to one embodiment can further include a polymerization initiator, and can include, for example, a photoinitiator, a thermal polymerization initiator, or a combination thereof.

[0158] The photoinitiator is an initiator generally used in curable compositions, and for example, acetophenone-based compounds, benzophenone-based compounds, thioxanthone-based compounds, benzoin-based compounds, triazine-based compounds, oxine-based compounds, aminoketone-based compounds, etc. can be used, but it is not necessarily limited thereto.

[0159] Examples of the acetophenone-based compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-t-butyltrichloroacetophenone, p-t-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, and the like.

[0160] Examples of the benzophenone-based compounds include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, and the like.

[0161] Examples of the thioxanthone-based compounds include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chlorothioxanthone, and the like.

[0162] Examples of the benzoin-based compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyldimethyl ketal, and the like.

[0163] Examples of the aforementioned triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis(trichloromethyl)-s-triazine, 2-(3',4'-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4'-methoxynaphthyl)-4,6-bis(trichloromethyl)-s-triazine, 2-(p-methoxyphenyl)-4,6-bis(trichloromethyl)-s-triazine, and 2-(p-tolyl)-4,6-bis(trichloromethyl)-s-tri Examples include azine, 2-biphenyl-4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphtho-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-bis(trichloromethyl)-6-piperonyl-s-triazine, and 2-4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-triazine.

[0164] Examples of the oxine compounds mentioned above include O-acyloxine compounds, 2-(O-benzoyloxine)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(O-acetyloxine)-1-[9-ethyl-6-2-methylbenzoyl)-9H-carbazole-3-yl]ethanone, and O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one. Specific examples of the O-acyloxine compounds mentioned above include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholine-4-ylphenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butan-1,2-dione-2-oxin-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1,2-dione-2-oxin-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1-oneoxin-O-acetate, and 1-(4-phenylsulfanylphenyl)-butan-1-oneoxin-O-acetate.

[0165] Examples of the aforementioned aminoketone compounds include 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butanone-1.

[0166] In addition to the aforementioned compound, the photopolymerization initiator can also be a carbazole compound, a diketone compound, a sulfonium borate compound, a diazo compound, an imidazole compound, a non-imidazole compound, or the like.

[0167] The aforementioned photopolymerization initiator can also be used together with a photosensitizer that absorbs light, becomes excited, and then transmits that energy to initiate a chemical reaction.

[0168] Examples of the aforementioned photosensitizers include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, and dipentaerythritol tetrakis-3-mercaptopropionate.

[0169] Examples of the aforementioned thermal polymerization initiators include peroxides, specifically benzoyl peroxide, dibenzoyl peroxide, lauryl peroxide, dilauryl peroxide, di-tert-butyl peroxide, cyclohexane peroxide, methyl ethyl ketone peroxide, hydroperoxides (e.g., tert-butyl hydroperoxide, cumene hydroperoxide), dicyclohexyl peroxydicarbonate, 2,2-azobis(isobutyronitrile), t-butyl perbenzoate, and 2,2'-azobis-2-methylpropionitrile, but are not necessarily limited to these; any that are widely known in the industry can be used.

[0170] The polymerization initiator may be present in an amount of 0.01% to 5% by weight, for example, 0.1% to 3% by weight, relative to the total amount of the curable composition. When the polymerization initiator is within this range, sufficient curing occurs during exposure or thermal curing, excellent reliability can be obtained, and a decrease in transmittance due to unreacted initiators can be prevented, thereby preventing a decrease in the optical properties of quantum dots.

[0171] (Other additives) To improve the stability and dispersibility of the quantum dots, the curable composition according to one embodiment may further contain a polymerization inhibitor.

[0172] The polymerization inhibitor may include, but is not limited to, a hydroquinone compound, a catechol compound m, or a combination thereof. By further including the hydroquinone compound, catechol compound, or a combination thereof in the curable composition according to one embodiment, room-temperature crosslinking can be prevented between printing (coating) and exposure of the curable composition.

[0173] For example, the hydroquinone compounds, catechol compounds, or combinations thereof may include, but are not limited to, hydroquinone, methylhydroquinone, methoxyhydroquinone, t-butylhydroquinone, 2,5-di-t-butylhydroquinone, 2,5-bis(1,1-dimethylbutyl)hydroquinone, 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone, catechol, t-butylcatechol, 4-methoxyphenol, pyrogallol, 2,6-di-t-butyl-4-methylphenol, 2-naphthol, tris(N-hydroxy-N-nitrosophenylaminato-O,O')aluminium, or combinations thereof.

[0174] The hydroquinone-based compound, catechol-based compound, or combination thereof can be used in the form of a dispersion, and the polymerization inhibitor in dispersion form may be present in an amount of 0.001% to 3% by weight, for example, 0.1% to 2% by weight, relative to the total amount of the curable composition. When the polymerization inhibitor is present within the above range, the problem of time progression at room temperature can be solved while simultaneously preventing sensitivity reduction and surface peeling phenomena.

[0175] Furthermore, the curable composition according to one embodiment may further contain malonic acid, 3-amino-1,2-propanediol, a silane coupling agent, a leveling agent, a fluorine-based surfactant, or a combination thereof, for improved heat resistance and reliability.

[0176] For example, the curable composition according to one embodiment may further contain a silane coupling agent having a reactive substituent such as a vinyl group, a carboxyl group, a methacrylate group, an isocyanate group, or an epoxy group in order to improve adhesion to the substrate.

[0177] Examples of the silane coupling agents include trimethoxysilylbenzoic acid, γ-methacrylateoxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatetopropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, and β-epoxycyclohexyl)ethyltrimethoxysilane, which can be used individually or in combination of two or more.

[0178] The silane coupling agent may be included in an amount of 0.01 to 10 parts by weight per 100 parts by weight of the curable composition. When the silane coupling agent is included within the above range, excellent adhesion, storage properties, etc., are obtained.

[0179] Furthermore, the curable composition may further contain a surfactant, such as a fluorinated surfactant, if necessary, to improve coating properties and prevent defect formation, i.e., to improve leveling performance.

[0180] The fluorosurfactant can have a low weight-average molecular weight of 4,000 g / mol to 10,000 g / mol, specifically, it can have a weight-average molecular weight of 6,000 g / mol to 10,000 g / mol. Further, the fluorosurfactant may have a surface tension of 18 mN / m to 23 mN / m (measured in a 0.1% propylene glycol monomethyl ether acetate (PGMEA) solution). When the weight-average molecular weight and surface tension of the fluorosurfactant are within the above ranges, the leveling performance can be further improved, bleeding during high-speed coating can be prevented, there is less generation of bubbles, and there are few film defects, thus imparting excellent characteristics to slit coating, which is a high-speed coating method.

[0181] Examples of the fluorosurfactant include BM-1000 (registered trademark), BM-1100 (registered trademark) of BM Chemie; Megapack F142D (registered trademark), F172 (registered trademark), F173 (registered trademark), F183, etc. of Dainippon Ink and Chemicals, Inc.; Prolad FC-135 (registered trademark), FC-170C (registered trademark), FC-430 (registered trademark), FC-431 (registered trademark), etc. of Sumitomo 3M Limited; Saffron S-112 (registered trademark), S-113 (registered trademark), S-131 (registered trademark), S-141 (registered trademark), S-145 (registered trademark), etc. of Asahi Glass Co., Ltd.; SH-28PA (registered trademark), -190 (registered trademark), -193 (registered trademark), SZ-6032 (registered trademark), SF-8428 (registered trademark), etc. of Toray Silicone Co., Ltd.; F-482 (registered trademark), F-484 (registered trademark), F-478 (registered trademark), F-554 (registered trademark), etc. of DIC Corporation. Fluorosurfactants commercially available under these names can be used.

[0182] Furthermore, the curable composition according to one embodiment may also use a silicone-based surfactant in addition to the fluorine-based surfactant described above. Specific examples of the silicone-based surfactant include, but are not limited to, Toshiba Silicone's TSF400, TSF401, TSF410, and TSF4440.

[0183] The surfactant, including the aforementioned fluorine-based surfactant, may be included in an amount of 0.01 to 5 parts by weight, for example, 0.1 to 2 parts by weight, per 100 parts by weight of the curable composition. When the surfactant is included within this range, the phenomenon of foreign matter being generated in the sprayed composition is reduced.

[0184] Furthermore, the curable composition according to one embodiment may have a certain amount of other additives, such as antioxidants, added to it, as long as they do not impair its physical properties.

[0185] (solvent) On the other hand, the curable composition according to one embodiment may be a solvent-type curable composition further comprising a solvent.

[0186] The aforementioned solvents include, for example, alcohols such as methanol and ethanol; glycol ethers such as ethylene glycol methyl ether, ethylene glycol ethyl ether, and propylene glycol methyl ether; cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, and diethyl cellosolve acetate; carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and diethylene glycol diethyl ether; propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate; ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, and 2-heptanone; and saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, and isobutyl acetate. Alkyl lactates such as methyl lactate and ethyl lactate; alkyl hydroxyacetates such as methyl hydroxyacetate, ethyl hydroxyacetate, and butyl hydroxyacetate; alkoxyalkyl acetates such as methoxymethyl acetate, methoxyethyl acetate, methoxybutyl acetate, ethoxymethyl acetate, and ethoxyethyl acetate; alkyl 3-hydroxypropionates such as methyl 3-hydroxypropionate and ethyl 3-hydroxypropionate; methyl 3-methoxypropionate 3-alkoxypropionate alkyl esters such as ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, and methyl 3-ethoxypropionate; 2-hydroxypropionate alkyl esters such as methyl 2-hydroxypropionate, ethyl 2-hydroxypropionate, and propyl 2-hydroxypropionate; 2-alkoxypropionate alkyl esters such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, ethyl 2-ethoxypropionate, and methyl 2-ethoxypropionate;Compounds of 2-hydroxy-2-methylpropionate alkyl esters such as methyl 2-hydroxy-2-methylpropionate and ethyl 2-hydroxy-2-methylpropionate; 2-alkoxy-2-methylpropionate alkyl esters such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate; esters such as 2-hydroxyethylpropionate, 2-hydroxy-2-methylethylpropionate, hydroxyethyl acetate, and methyl 2-hydroxy-3-methylbutanoate; or ketonic acid esters such as ethyl pyruvate. Examples include, but are not limited to, N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, and phenyl cellosolve acetate.

[0187] For example, the solvent is preferably one of the following: glycol ethers such as ethylene glycol monoethyl ether and ethylene diglycol methyl ethyl ether; ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate; esters such as ethyl 2-hydroxypropionate; carbitols such as diethylene glycol monomethyl ether; propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate; alcohols such as ethanol; or a combination thereof.

[0188] For example, the solvent may be a polar solvent containing propylene glycol monomethyl ether acetate, dipropylene glycol methyl ether acetate, ethanol, ethylene glycol dimethyl ether, ethylene diglycol methyl ethyl ether, diethylene glycol dimethyl ether, 2-butoxyethanol, N-methylpyrrolidine, N-ethylpyrrolidine, propylene carbonate, γ-butyrolactone, or a combination thereof.

[0189] The solvent may be present in an amount of 40% to 80% by weight, for example, 45% to 80% by weight, relative to the total amount of the curable composition. When the solvent is within this range, the solvent-type curable composition has an appropriate viscosity, which allows for excellent coating properties during spin coating and large-area coating using slits.

[0190] Another embodiment provides a cured film manufactured using the aforementioned curable composition, a color filter containing the cured film, and a display device containing the color filter.

[0191] One method for manufacturing the cured film includes the steps of: applying the aforementioned curable composition onto a substrate by an inkjet spraying method to form a pattern (S1); and curing the pattern (S2).

[0192] (S1) Step to form a pattern The curable composition is preferably applied to a substrate to a thickness of 0.5 to 20 μm using an inkjet spraying method. In this inkjet spraying method, a pattern can be formed by spraying only one color per nozzle and repeating the spraying according to the required number of colors, or a pattern can be formed by simultaneously spraying the required number of colors through each inkjet nozzle to reduce the number of steps.

[0193] (S2) Curing step The acquired pattern can be cured to obtain pixels. Both a thermal curing process and a photocuring process can be applied as curing methods. The thermal curing process is preferably performed by heating at a temperature of 100°C or higher, more preferably at 100°C to 300°C, and even more preferably at 160°C to 250°C. The photocuring process involves irradiating with active rays such as UV light in the 190nm to 450nm range, for example, 200nm to 400nm. Depending on the circumstances, light sources such as low-pressure mercury lamps, high-pressure mercury lamps, ultra-high-pressure mercury lamps, metal halide lamps, argon gas lasers, i-rays, KrF, ArF, I-ArF, EUV, X-rays, and electron beams can be used as light sources.

[0194] Another method for manufacturing the cured film involves using the aforementioned curable composition and employing a lithography method to produce the cured film, and the manufacturing method is as follows.

[0195] (1) Coating and coating film formation step The aforementioned curable composition is applied to a substrate that has undergone a predetermined pretreatment using methods such as spin coating, slit coating, roll coating, screen printing, or applicator coating to a desired thickness, for example, 2 μm to 10 μm. The coating film is then formed by heating at a temperature of 70°C to 90°C for 1 to 10 minutes to remove the solvent.

[0196] (2) Exposure step After interposing a mask of a predetermined shape to form the necessary pattern on the obtained coating film, an active ray such as UV light in the 190nm to 450nm range, for example, 200nm to 400nm, is irradiated. Depending on the circumstances, the light source used for irradiation may also be a low-pressure mercury lamp, high-pressure mercury lamp, ultra-high-pressure mercury lamp, metal halide lamp, argon gas laser, i-line, KrF, ArF, I-ArF, EUV, X-ray, or electron beam.

[0197] The exposure dose varies depending on the type and amount of each component in the curable composition and the thickness of the dried film, but for example, when using a high-pressure mercury lamp, it is 500 mJ / cm2 or less and 365 nm (depending on the sensor).

[0198] (3) Development step Following the exposure step, an alkaline aqueous solution is used as a developer to dissolve and remove unwanted parts, leaving only the exposed areas and forming an image pattern. In other words, when developing with an alkaline developer, the unexposed areas dissolve, and an image color filter pattern is formed.

[0199] (4) Post-processing step The image pattern obtained by the aforementioned development can be cured by heating or irradiating with activated light again in order to obtain a pattern with superior properties in terms of heat resistance, light resistance, adhesion, crack resistance, chemical resistance, high strength, and storage stability. [Examples]

[0200] Preferred embodiments of the present invention are described below.

[0201] However, the following embodiments are preferred embodiments of the present invention, and the present invention is not limited to the following embodiments.

[0202] <Manufacturing of surface-modified quantum dot dispersions> <Manufacturing Example 1> A magnetic bar is placed in a three-necked round-bottom flask, and a green quantum dot dispersion solution (InP / ZnSe / ZnS, Hansol Chemical; quantum dot solid content 23 wt%) is added to each. The compound (ligand) represented by the following chemical formula Q is then added, and the mixture is stirred at 80°C under a nitrogen atmosphere. After the reaction is complete, the mixture is cooled to room temperature (23°C), and the quantum dot reaction solution is added to cyclohexane to obtain a precipitate. The precipitate and cyclohexane are separated by centrifugation, and the precipitate is thoroughly dried in a vacuum oven for 24 hours to obtain surface-modified quantum dots.

[0203] The surface-modified green quantum dots were stirred in a polymerizable compound for 12 hours to obtain a dispersion of surface-modified quantum dots (QD solids: 23% by weight).

[0204] (Synthesis of compounds represented by chemical formula Q) Place 100g of PH-4 (Kannon Chemical) in a two-necked round-bottom flask and dissolve thoroughly in 300mL of THF. Add 15.4g of NaOH and 100mL of water at 0°C and dissolve thoroughly until a clear solution is obtained. Slowly pour in a solution of 73g of para-toluene sulfonic chloride dissolved in 100mL of THF at 0°C. The pouring is carried out for 1 hour, after which the mixture is stirred at room temperature for 12 hours. After the reaction is complete, add the excess methylene chloride and stir, then add a saturated NaHCO3 solution for extraction, titration, and water removal. After removing the solvent, dry in a dry oven for 24 hours. Place 50g of the obtained dried product in a two-necked round-bottom flask and stir thoroughly with 300mL of ethanol. Then add 27g of Thiourea and disperse, then reflux at 80°C for 12 hours. Subsequently, an aqueous solution of 4.4 g of NaOH dissolved in 20 mL of water is added and stirred for 5 hours. After adding excess methylene chloride and stirring, hydrochloric acid solution is added for extraction, titration, water removal, and solvent removal are carried out sequentially. The mixture is dried in a vacuum oven for 24 hours to obtain the compound represented by the following chemical formula Q.

[0205] [Chemical formula Q] [ka]

[0206] <Manufacturing of curable compositions> <Examples 1-6 and Comparative Example 1> Using the components listed below, curable compositions for Examples 1 to 6 and Comparative Example 1 were prepared with the compositions shown in Table 1.

[0207] Specifically, after measuring the quantum dot dispersion, it is mixed with a polymerizable compound and an electrolyte to dilute it, and stirred for 5 minutes. Subsequently, a polymerization initiator is added, followed by the light scatterer. The mixture is then stirred for 1 hour to produce a curable composition.

[0208] (A) Quantum dots Surface-modified green quantum dot dispersion produced from Production Example 1

[0209] (B) Polymerizable compound The compound represented by the following chemical formula 1-1 (M200, Ajimoto Chemical Co., Ltd.)

[0210] [Chemical formula 1-1] [ka]

[0211] (C) Electrolyte (C-1) Ionic liquid (1-Butyl-3-methylimidazolium tetrafluoroborate) (Sigma-Aldrich) (C-2) Ionic liquid (Ethylmethyl imidazolium tetrafluoroborate) (Sigma-Aldrich) (C-3) Ionic salt (Tetrabutylammonium phosphate) (Sigma-Aldrich) that is in the solid phase at 23°C. (C-4) An ionic salt (5-Azoniaspiro[4,4]nonane Tetrafluoroborate) (Sigma-Aldrich) that is solid at 23°C. (C-5) Conductive polymer (polyphenylene sulfide) (Sigma-Aldrich) (C-6) Conductive polymer (polypyrrole) (Sigma-Aldrich)

[0212] (D) Light scatterer Titanium dioxide dispersion (TiO2 solid content 20% by weight, average particle size: 200 nm, Ditotechnorlog Co., Ltd.)

[0213] (E) Polymerization initiator TPO-L (Polynetron Co.)

[0214] [Table 1]

[0215] <Evaluation: Inkjet stability> The spinnability of the solvent-free curable compositions (spinning solutions) produced in Examples 1 to 6 and Comparative Example 1 was confirmed while varying their electrical conductivity, and the results are shown in Table 2 below. Inkjet stability was evaluated according to the following criteria.

[0216] (Inkjet Stability Evaluation Criteria) ○: If electrospinning is carried out stably and most of the solution is accumulated / maintained in fibrous form, △: Electrospinning is possible, but it exhibits intermittent instability. ×: When electrospinning does not proceed smoothly, the spinning solution cannot form fibers and is sprayed, or even if fibers are formed, the spinning is unstable and difficult to control.

[0217] [Table 2]

[0218] From Table 2, it can be confirmed that the curable composition according to one embodiment allows for very stable electrospinning and exhibits excellent inkjet stability. Therefore, it can be easily inferred that using the curable composition according to one embodiment enables stable and reliable patterning without intermittent breakage.

[0219] The present invention is not limited to the embodiments described above and can be manufactured in a variety of different forms. A person with ordinary skill in the art to which the present invention belongs will understand that it can be implemented in other specific forms without altering the technical idea or essential features of the present invention. Therefore, the embodiments described above should be understood to be illustrative and not limiting in all respects.

Claims

1. (A) Quantum dots; (B) Polymerizable compounds; and (C) Electrolyte Includes, A curable composition having an electrical conductivity of 0.1 μS / cm to 2.5 μS / cm.

2. The curable composition according to claim 1, wherein the electrolyte comprises an ionic compound, a conductive polymer, or a combination thereof.

3. The curable composition according to claim 2, wherein the ionic compound is a compound consisting of a combination of a cation and anion, and the cation is any of the cations selected in Group 1 below: [Group 1] Substituted or unsubstituted ammonium, substituted or unsubstituted imidazolium, substituted or unsubstituted oxazolium, substituted or unsubstituted piperidinium, substituted or unsubstituted pyrazinium, substituted or unsubstituted pyrazolium, substituted or unsubstituted pyridazinium, Substituted or unsubstituted pyridinium, substituted or unsubstituted pyrimidinium, substituted or unsubstituted pyrrolidinium, substituted or unsubstituted pyrrolium, substituted or unsubstituted sciarzolium, substituted or unsubstituted triazolium 【Chemistry 1】 。

4. The curable composition according to claim 2, wherein the ionic compound is a compound consisting of a combination of a cation and anion, and the anion is any anion selected from the following group 2: [Group 2] F － 、Cl － 、Br － 、I － 、Br ３ － 、NO ３ － 、N(CN) ２ － 、BF ４ － 、ClO ４ － 、FCrO ３ -、ClCrO ３ － 、SO ４ ２－ 、RSO ３ － (where R is a C1 - C10 alkyl group or a C6 - C20 aryl group), RCOO− (where R is a C1 - C10 alkyl group or a C6 - C20 aryl group), H ２ PO ４ － 、PF ６ － 、(CF ３ ) ２ PF ４ － 、(CF ３ ) ３ PF ３ － 、(CF ３ ) ４ PF ２ － 、(CF ３ ) ５ PF － 、(CF ３ ) ６ P － 、(CF ３ SO ３ － ) ２ 、(CF ２ CF ２ SO ３ － ) ２ 、(CF ３ SO ３ ) ２ N － 、CF ３ CF ２ (CF ３ ) ２ CO － 、(CF ３ SO ２ ) ２ CH － 、(SF ５ ) ３ C － 、(CF ３ SO ２ ) ３ C － 、CF ３ (CF ２ ) ７ SO ３ － 、CF ３ CO ２ － 、CH ３ CO ２ － 。

5. The curable composition according to claim 2, wherein the ionic compound comprises an ionic liquid, a solid-phase ionic salt, or a combination thereof.

6. The curable composition according to claim 2, wherein the conductive polymer comprises at least one selected from the group consisting of polyphenylene or its derivatives, polyphenylene vinylene or its derivatives, polyphenylene sulfide or its derivatives, polyfluorene or its derivatives, poly(p-pyridine) or its derivatives, poly(p-pyridal vinylene) or its derivatives, polypyrrole or its derivatives, polyaniline or its derivatives, polythiophene or its derivatives, polythiophene vinylene or its derivatives, polyfuran or its derivatives, and polyacentiene or its derivatives.

7. The curable composition according to claim 1, wherein the electrolyte is contained in an amount of 0.1% to 1% by weight relative to the total amount of the curable composition.

8. The curable composition according to claim 1, wherein the polymerizable compound comprises a compound represented by the following chemical formula 1: [Chemical formula 1] 【Chemistry 2】 In the aforementioned chemical formula 1, R １ and R ２ Each of these is independently either a hydrogen atom or a methyl group. L １ is a substituted or unsubstituted C1-C30 alkylene group or *-L ａ -O-L ｂ -*(L ａ and L ｂ are each independently a substituted or unsubstituted C1-C20 alkylene group).

9. The compound represented by chemical formula 1 is represented by any one of the following chemical formulas 1-1 to 1-3, in the curable composition according to claim 8. [Chemical formula 1-1] 【Transformation 3】 [Chemical formula 1-2] 【Chemistry 4】 [Chemical formula 1-3] 【Transformation 5】

10. The curable composition according to claim 1, wherein the quantum dot is a quantum dot whose surface has been modified with any of the compounds represented by the following chemical formulas 2 to 15, or a combination thereof: [Chemical formula 2] 【Transformation 6】 [Chemical formula 3] 【Transformation 7】 [Chemical formula 4] 【Transformation 8】 [Chemical formula 5] 【Chemistry 9】 [Chemical formula 6] 【Chemistry 10】 [Chemical formula 7] 【Chemistry 11】 In the aforementioned chemical formulas 2 to 7, R １１ ~R １７ Each of these is independently a substituted or unsubstituted C1-C10 alkyl group, or a substituted or unsubstituted C6-C20 aryl group. L １１ ~L ２６ Each of these is independently a substituted or unsubstituted C1-C10 alkylene group. n1 to n7 are each independent integers from 0 to 10. [Chemical formula 8] 【Chemistry 12】 [Chemical formula 9] 【Chemistry 13】 [Chemical formula 10] 【Chemistry 14】 Among the aforementioned chemical formulas 8 to 10, R １８ and R １９ are each independently a substituted or unsubstituted C1-C10 alkyl group, L ２７ ~L ３３ Each of these is independently a substituted or unsubstituted C1-C10 alkylene group. n8 to n10 are each independent integers between 0 and 10. [Chemical formula 11] 【Chemistry 15】 [Chemical formula 12] 【Chemistry 16】 [Chemical formula 13] 【Chemistry 17】 [Chemical formula 14] [Chemistry 18] Among the aforementioned chemical formulas 11 to 14, R ２０ ~R ２５ Each of these is independently a hydrogen atom or a substituted or unsubstituted C1-C10 alkyl group. L ３４ ~L ３９ Each of these is independently a substituted or unsubstituted C1-C10 alkylene group. n11 to n16 are each independent integers between 0 and 10. [Chemical formula 15] 【Chemistry 19】 In the aforementioned chemical formula 15, R ２６ ~R ２８ Each of these is independently a substituted or unsubstituted C1-C10 alkyl group, L ４０ ~L ４２ Each of these is independently a substituted or unsubstituted C1-C10 alkylene group. n17 to n19 are each independent integers between 0 and 10.

11. The curable composition according to claim 1, wherein the quantum dot has a maximum fluorescence emission wavelength in the range of 500 nm to 680 nm.

12. The curable composition according to claim 1, further comprising a light scatterer.

13. The curable composition according to claim 12, further comprising barium sulfate, calcium carbonate, titanium dioxide, zirconia, or a combination thereof, as the light scattering material.

14. The curable composition according to claim 1, wherein the curable composition is a solvent-free curable composition.

15. The curable composition according to claim 14, wherein the quantum dots are contained in an amount of 5% to 70% by weight based on the total weight of the solvent-free curable composition.

16. The curable composition according to claim 14, wherein the polymerizable compound is contained in an amount of 30% to 95% by weight based on the total weight of the solvent-free curable composition.

17. The curable composition according to claim 1, further comprising a polymerization initiator.

18. The curable composition according to claim 1, further comprising a solvent.

19. The curable composition, based on the total weight of the curable composition, The aforementioned (A) quantum dots: 1% to 40% by weight; The aforementioned (B) polymerizable compound in an amount of 1% to 20% by weight; The above (C) electrolyte 0.1% to 1% by weight; and The aforementioned solvent 40% to 80% by weight The curable composition according to claim 18, comprising:

20. The curable composition according to claim 1 further comprises a polymerization inhibitor; malonic acid; 3-amino-1,2-propanediol; a silane coupling agent; a leveling agent; a fluorine-based surfactant; or a combination thereof.

21. A cured film produced using the curable composition described in any one of claims 1 to 20.

22. A display apparatus comprising the cured film according to claim 21.

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