Photoconversion ink composition, photoconversion multilayer substrate manufactured using the same, photoconversion pixel substrate, and image display device.
The photoconversion ink composition with core-shell luminescent particles and polymerizable monomers addresses inefficiencies in existing compositions by enhancing light conversion efficiency, stability, and inkjet performance, resulting in high-quality image display devices with improved color purity and brightness.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- DONGWOO FINE CHEM CO LTD
- Filing Date
- 2023-01-19
- Publication Date
- 2026-05-29
Smart Images

Figure 0007867452000001 
Figure 0007867452000002 
Figure 0007867452000003
Abstract
Description
Technical Field
[0001] The present invention relates to a light-converting ink composition, a light-converting laminated substrate, a light-converting pixel substrate, and an image display device manufactured using the same.
Background Art
[0002] With the development of the information society, the requirements for display devices for displaying images have increased in various forms. In recent years, various display devices such as liquid crystal display devices (LCDs), plasma display panels (PDPs), and organic electroluminescent display devices (OLEDs) have been utilized.
[0003] Color reproducibility is one of the most important factors in display devices. Recently, as an example of a measure to improve the color reproducibility of display devices, a display device equipped with a light-converting laminated substrate containing quantum dots, which is another light-converting means, is used instead of a normal white LED and uses a blue LED. For example, by applying a light-converting laminated substrate or a light-converting pixel substrate including a light-converting layer in which quantum dots are dispersed to a backlight or a color filter including pixels using a blue LED chip to enhance the light-converting efficiency, the color reproducibility of the display device is attempted to be improved.
[0004] On the other hand, in order to manufacture a color filter to which light-converting pixels are applied, a photolithography method using a composition containing light-emitting particles such as quantum dots can be used. However, although such a method is excellent in terms of the fineness and reproducibility of the color filter, a process of coating, exposing, developing, and curing is required for each color to form pixels, which increases the manufacturing process, time, and cost, and there are many control factors between processes, making it difficult to manage the yield.
[0005] To solve these problems, an inkjet method has been proposed. The inkjet method is a technique that uses an inkjet head to eject liquid ink onto predetermined positions that are partitioned to realize an image in which each ink is colored. It can color a plurality of colors including red, green, and blue at once, and can greatly reduce the manufacturing process, time, and cost.
[0006] In relation to this, Korean Registered Patent No. 10-1475520 discloses a technology related to a quantum dot ink composition for inkjet printing, and Korean Registered Patent No. 10-1628065 discloses a technology related to a composition containing a light-emitting complex. However, the light conversion efficiency is not sufficient, and in particular, there are problems that the absorbance for blue light and the drop size change greatly over time. In addition, the technology of the above-mentioned literature has a large particle size change rate, generates surface foreign matters, and also has problems in terms of light resistance, heat resistance, and high temperature and high humidity stability. Furthermore, the coating film produced by the light conversion ink composition containing the quantum dots not only has poor light conversion efficiency, color purity, coating film uniformity, and inkjet dischargeability, but also has a problem that the light characteristics deteriorate due to the aggregation phenomenon of scattering particles, and wetting of the nozzle surface occurs due to the ink composition.
[0007] Therefore, there is a demand for the development of a light conversion ink composition that can form a light conversion laminated substrate and a light conversion pixel substrate with excellent light conversion efficiency, with little change in absorbance for blue light and drop size over time, a small particle size change rate, and improved light resistance, heat resistance, high temperature and high humidity stability, viscosity stability over time, and surface foreign matter characteristics. In addition, there is a demand for the development of a light conversion ink composition that can form a light conversion laminated substrate and a light conversion pixel substrate with excellent light conversion efficiency, color purity, and coating film uniformity, without the occurrence of the aggregation phenomenon of scattering particles, excellent inkjet dischargeability, and capable of preventing the wetting phenomenon of the nozzle surface.
Prior Art Documents
Patent Documents
[0008] [Patent Document 1] Korean Registered Patent Publication No. 10-1475520 [Patent Document 2] Korean Registered Patent Publication No. 10-1628065 [Overview of the project] [Problems that the invention aims to solve]
[0009] One objective of the present invention is to provide a light conversion ink composition that has improved light conversion efficiency and exhibits minimal changes in absorbance and drop size for blue light even when left at room temperature.
[0010] One objective of this invention is to provide a photoconversion ink composition with excellent photoconversion characteristics and suitability for continuous inkjet processes.
[0011] One objective of the present invention is to provide a light-converting ink composition that exhibits excellent light resistance, heat resistance, high-temperature and high-humidity stability, and viscosity stability.
[0012] Furthermore, an object of the present invention is to provide a light-converting ink composition that is excellent in color purity and uniformity of the coating film, and in which the aggregation phenomenon of scattered particles is reduced.
[0013] One objective of this invention is to provide a photoconversion ink composition with excellent photoconversion characteristics and suitability for continuous inkjet processes.
[0014] Furthermore, one objective of the present invention is to provide an optical conversion laminated substrate, an optical conversion pixel substrate, and an image display device manufactured using the optical conversion ink composition. [Means for solving the problem]
[0015] To solve the above problems, the present invention provides a photoconversion ink composition comprising luminescent particles, polymerizable monomers, and additives of a specific structure.
[0016] Furthermore, the present invention provides a photoconversion laminated substrate, a photoconversion pixel substrate, and an image display device manufactured using the aforementioned photoconversion ink composition. [Effects of the Invention]
[0017] By using the light-converting ink composition according to the present invention, it is possible to provide a light-converting coating film that has improved light-converting efficiency and exhibits minimal changes in absorbance and drop size for blue light even when stored at room temperature.
[0018] Furthermore, using the light-converting ink composition according to the present invention not only yields excellent brightness with relatively high light-conversion efficiency, but also exhibits a low rate of particle size change, improved viscosity stability over time, and enhanced foreign matter properties. Therefore, when carrying out a continuous process, it is possible to provide a uniform and excellent light-converting coating film.
[0019] By using the light-converting ink composition according to the present invention, it is possible to provide a light-converting coating film with excellent light resistance, heat resistance, high-temperature and high-humidity stability, and viscosity stability.
[0020] Furthermore, the light-converting ink composition according to the present invention offers improved color purity and uniformity of the coating film compared to conventional light-converting ink compositions, and reduces the aggregation phenomenon of scattered particles.
[0021] The light-converting ink composition according to the present invention not only exhibits relatively high light conversion efficiency and provides excellent brightness, but also improves inkjet ejection performance and nozzle wettability. Therefore, it is possible to provide a uniform and excellent light-converting ink composition when proceeding through a continuous process.
[0022] The present invention can be usefully applied to backlight units or light conversion pixel substrates and image display devices using the aforementioned light conversion ink composition. [Modes for carrying out the invention]
[0023] The present invention provides a photoconversion ink composition that includes luminescent particles and polymerizable monomers, wherein the luminescent particles include a core and shell containing a specific metal element, and include one or more compounds selected from chemical formulas 1 and 6 to 9, thereby improving photoconversion efficiency and minimizing changes in absorbance and drop size for blue light, as well as a photoconversion laminated substrate, a photoconversion pixel substrate, and an image display device manufactured using the same.
[0024] Furthermore, the present invention provides a photoconversion ink composition that exhibits excellent photoconversion efficiency and jetting characteristics, has minimal changes in particle size and viscosity over time, and does not generate foreign matter in the coating film, as well as a photoconversion laminated substrate and a photoconversion pixel substrate manufactured using the same.
[0025] Furthermore, the present invention is characterized by improved absorption of blue light sources, resulting in improved light conversion efficiency, light resistance, heat resistance, high-temperature and high-humidity stability, and viscosity stability.
[0026] Furthermore, the present invention relates to a photoconversion ink composition that exhibits excellent photoconversion efficiency, color purity, and coating uniformity, as well as reduced aggregation of scattered particles, and to a photoconversion laminated substrate and a photoconversion pixel substrate manufactured using the same.
[0027] The present invention provides a photoconversion ink composition with high light efficiency, low half-width, improved inkjet ejection and nozzle wettability, and excellent color purity, as well as a photoconversion laminated substrate and a photoconversion pixel substrate manufactured using the same.
[0028] An image display device including a backlight unit and / or an optical conversion pixel substrate manufactured using the optical conversion ink composition of the present invention has the advantage of excellent color purity, with a half-width of 40 nm or less of the converted and emitted light, ensuring color reproduction of 100% or more of the NTSC color reproduction range standard, as well as excellent optical conversion efficiency.
[0029] The present invention will be described in detail below. <Photo-converting ink composition> The light-converting ink composition of the present invention comprises light-emitting particles and polymerizable monomers, and comprises one or more compounds selected from chemical formulas 1 and 6 to 9, and may further comprise one or more of the compounds represented by chemical formula 11, scattering particles, photopolymerization initiators, additives, and solvents.
[0030] Luminous particles Luminescent particles can, for example, absorb light of a predetermined wavelength and then emit light of a different wavelength than the one absorbed. Luminescent nanocrystalline particles may be red luminescent particles that emit light (red light) having an emission peak wavelength in the range of 605 to 665 nm, green luminescent particles that emit light (green light) having an emission peak wavelength in the range of 500 to 600 nm, or blue luminescent particles that emit light (blue light) having an emission peak wavelength in the range of 420 to 480 nm. The light-converting ink composition of the present invention preferably contains at least one of the above luminescent particles.
[0031] In the present invention, the light-emitting particles include semiconductor materials, such as quantum dots.
[0032] According to one embodiment of the present invention, the light-emitting particles may have a ligand layer on their surface.
[0033] In one embodiment of the present invention, the quantum dot has a core-shell structure including a core and a shell covering at least a portion of the core.
[0034] In the present invention, the core-shell structure may be a structure consisting of a core and a first shell, for example, a core / shell structure, or a structure consisting of a core, a first shell and a second shell, i.e., a core / shell / shell structure.
[0035] The core contains a tetraatomic compound of silver (Ag), indium (In), gallium (Ga), and sulfur (S). For example, the core is AgInGaS. Such a core has the advantage of more efficiently absorbing short-wavelength light sources and minimizing the light absorption rate in the emission region, so excellent light conversion efficiency can be expected even with a small content.
[0036] The shell contains at least two elements from In, Ga, and S, and may include, for example, GaS. In this case, the shell in the present invention has the function of suppressing core trap emissions, maintaining a narrow full width at half maximum of the emission wavelength, and improving color purity.
[0037] Examples of core-shell quantum dots include, but are not limited to, AgInGaS / GaS.
[0038] In some embodiments, the present invention may further include quantum dots of other structures in addition to the core-shell structure described above, as necessary. For example, it may further include, but is not limited to, quantum dots of core-shell structures such as InP / ZnSe / ZnS, InP / ZnS, InGaP / ZnS, and InGaP / ZnSe / ZnS.
[0039] The quantum dots can be synthesized by a wet chemical process, metal-organic chemical vapor deposition (MOCVD), or molecular beam epitaxy (MBE), but are not limited to these methods. Preferably, synthesis by a wet chemical process yields quantum dots with even better optical properties.
[0040] The aforementioned wet chemical process is a method of growing particles by adding a precursor substance to an organic solvent. As the crystals grow, the organic solvent naturally coordinates to the surface of the quantum dot crystals and acts as a dispersant, regulating the crystal growth. Therefore, it is preferable to use the aforementioned wet chemical process to manufacture the quantum dots because it is an easier and less expensive process than organometallic chemical vapor deposition or vapor phase deposition methods such as molecular beam epitaxy, allowing for control of nanoparticle growth.
[0041] In the present invention, the luminescent particles are present in the light-converting ink composition in an amount of 3 to 50% by weight, preferably 5 to 45% by weight, and more preferably 8 to 40% by weight, based on 100% by weight of solid content. When the luminescent particles are included within this range, the light conversion efficiency can be improved.
[0042] If the amount of light-emitting particles is below the specified content range, the light conversion efficiency may decrease, making it difficult to realize a high-quality display device. Furthermore, if the amount exceeds the specified content range, there may be insufficient components to achieve curing, which may reduce the productivity of the post-processing steps in display manufacturing and the reliability of the product due to insufficient curing of the coating film.
[0043] Polymerizable monomers In one embodiment of the present invention, the photoconversion ink composition comprises a polymerizable monomer. The polymerizable monomer may include a compound represented by the following chemical formula 10.
[0044] [Chemical formula 10] [ka] In the aforementioned chemical formula 10, R 281 These are alkylene groups, phenylene groups, or cycloalkylene groups having 1 to 20 carbon atoms, R 291 Each of these is independently hydrogen or an alkyl group having 1 to 20 carbon atoms, preferably hydrogen or a methyl group. m 10 This is an integer between 1 and 15.
[0045] As used herein, an alkylene group having 1 to 20 carbon atoms means a linear or branched divalent hydrocarbon consisting of 1 to 20 carbon atoms. For example, it includes, but is not limited to, methylene, ethylene, n-propylene, isopropylene, n-butylene, isobutylene, n-pentylene, n-hexylene, n-heptylene, n-octylene, n-nonylene, etc.
[0046] As used herein, a cycloalkylene group having 3 to 10 carbon atoms means a simple or fused cyclic divalent hydrocarbon consisting of 3 to 10 carbon atoms. For example, it includes, but is not limited to, cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, etc.
[0047] The alkylene group having 1 to 20 carbon atoms, phenylene group, and cycloalkylene group having 3 to 10 carbon atoms may be substituted with one or more hydrogens by a C1-C6 alkyl group, C2-C6 alkenyl group, C2-C6 alkynyl group, C3-C 10 cycloalkyl group, C3-C 10 heterocycloalkyl group, C3-C 10 heterocycloalkyloxy group, C1-C6 haloalkyl group, C1-C6 alkoxy group, C1-C6 thioalkoxy group, aryl group, acyl group, hydroxy, thio, halogen, amino, alkoxycarbonyl, carboxy, carbamoyl, cyano, nitro, etc.
[0048] In one embodiment of the present invention, R 281 may be an alkylene group having 1 to C 20 and preferably may be an alkylene group having 2 to C 16 . When R 281 is an alkylene group having 1 to C 20 , the light-converting ink composition of the present invention has excellent dispersibility of light-emitting particles and improved jetting properties even without a solvent, and can improve the coating film hardness and thickness uniformity.
[0049] According to one embodiment of the present invention, the m 10 As mentioned above, this can be an integer from 1 to 15, and preferably an integer from 1 to 5. If it exceeds this range, the viscosity may be high and the dispersibility may decrease.
[0050] Specific examples of the compound represented by the chemical formula 10 include, but are not limited to, 1,6-hexanediol diacrylate, polyethylene glycol diacrylate, 2-hydroxy-3-methacrylate, 1,9-bisacryloyloxynonane, and tripropylene glycol diacrylate.
[0051] The compound represented by chemical formula 10 improves the dispersibility of luminescent particles, thereby enabling the realization of a low-viscosity photoconversion ink composition with a viscosity of 80 cP or less, even without a solvent. As a result, the photoconversion ink composition according to the present invention can be effectively used to manufacture photoconversion laminated substrates using an inkjet printing method.
[0052] The photoconversion ink composition of the present invention may further contain polymerizable compounds commonly used in the art, in addition to the polymerizable monomer represented by the chemical formula 10, without departing from the purpose of the present invention. Examples include monofunctional monomers, difunctional monomers, and other polyfunctional monomers, of which difunctional monomers are preferably used.
[0053] The type of monofunctional monomer is not particularly limited, and examples include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinylpyrrolidone.
[0054] The type of the aforementioned difunctional monomer is not particularly limited, and examples include bis(acryloyloxyethyl) ether of bisphenol A.
[0055] The type of polyfunctional monomer is not particularly limited, and examples 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.
[0056] In this case, if the ink composition further contains three or more functional or polyfunctional curable monomers, inkjet properties can be obtained if the viscosity of the ink composition is controlled to within 80 cP.
[0057] The polymerizable monomer is present in an amount of 30 to 95% by weight, preferably 40 to 90% by weight, based on 100% by weight of the total solid content of the light conversion ink composition. When the polymerizable monomer is included within the above range, it has the advantage of being preferable in terms of the strength and smoothness of the pixel portion. If the polymerizable monomer is included in an amount less than the above range, it becomes difficult to ensure fluidity for inkjetting, and if it is included in an amount exceeding the above range, it may cause problems such as insufficient content of light-emitting particles and a decrease in light efficiency, so it is preferable that it be included within the above range.
[0058] Compounds of chemical formula 1 and chemical formulas 6-9 The present invention is characterized by containing one or more compounds represented by the following chemical formulas 1 and 6 to 9, and has the effect of enabling stable dispersion of quantum dots in the ink composition, thereby helping to prevent nozzle clogging during the inkjet process.
[0059] [Chemical formula 1] [ka]
[0060] In the aforementioned chemical formula 1, R a , R b and R c Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C5 alkyl group, or a C2-C50 hydrocarbon group containing one or more nitrogen atoms, preferably two or more nitrogen atoms.
[0061] In the present invention, the "substituted" substituent includes a hydroxyl group, an amino group, a C1-C10 alkyl group, a C1-C10 alkenyl group, a C1-C10 alkynyl group, a C1-C10 amine group, a C1-C10 ethoxy group, and / or a halogen group, wherein the alkyl group, alkenyl group, alkynyl group, amine group, and ethoxy group include linear, segmented, linear, and cyclic groups, and may be substituted with or unsubstituted with one or more hydroxyl groups, halogen groups, amino groups, etc.
[0062] Specifically, the compound represented by chemical formula 1 of the present invention may include one or more compounds having the structures of the following chemical formulas 2 to 5. [Chemical formula 2] [ka]
[0063] In the aforementioned chemical formula 2, R1, R2, R 4、 R6 and R7 are, independently, hydrogen or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R3 and R5 are, independently, substituted or unsubstituted alkylene groups having 1 to 5 carbon atoms.
[0064] [Chemical formula 3] [ka]
[0065] In the aforementioned chemical formula 3, R8, R9, R 11 , R13 , R 15 and R 16 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 10 , R 12 and R 14 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms.
[0066] [Chemical formula 4] [ka]
[0067] In the aforementioned chemical formula 4, R 17 , R 18 , R 21 , R 22 , R 24 and R 25 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 19 , R 20 and R 23 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms.
[0068] [Chemical formula 5] [ka]
[0069] In the aforementioned chemical formula 5, R 17 , R 18 , R 20 , R 22 , R 24 , R 26 and R 27 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 19 , R 21 , R 23 and R 25Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms.
[0070] [Chemical formula 6] [ka]
[0071] In the aforementioned chemical formula 6, R 61 and R 62 Each of these is independently a substituted or unsubstituted C1-C10 alkylene group, a substituted or unsubstituted C5-C10 cycloalkylene group, a substituted or unsubstituted C4-C20 arylene group, a substituted or unsubstituted C4-C20 heteroarylene group, a substituted or unsubstituted C6-C30 arylalkylene group, or a substituted or unsubstituted C6-C30 heteroarylalkylene group. R 63 These are substituted or unsubstituted C1-C10 alkylene groups, substituted or unsubstituted C1-C10 alkenylene groups, substituted or unsubstituted C5-C10 cycloalkylene groups, substituted or unsubstituted C1-C10 alkyleneoxy groups, or substituted or unsubstituted C1-C10 alkylenthiol groups. R 64 and R 65 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. X6 and Y6 may each be independently a hydrogen atom or a hydroxyl group.
[0072] The alkyl group, alkylene group, cycloalkylene group, arylene group, heteroarylene group, arylalkylene group, and heteroarylalkylene group may have one or more substituents, and the substituents may be, but are not limited to, C1-C6 alkyl groups, C1-C6 fluoroalkyl groups, C1-C6 perfluoroalkyl groups, C1-C6 fluoroalkoxy groups, C1-C6 perfluoroalkoxy groups, C2-C6 alkenyl groups, C2-C6 alkynyl groups, C3-C6 cycloalkyl groups, C3-C10 heterocycloalkyl groups, C3-C10 heterocycloalkyloxy groups, C1-C6 haloalkyl groups, C1-C6 alkoxy groups, C1-C6 thioalkoxy groups, aryl groups, acyl groups, hydroxyl groups, thiol groups, halogens, amino groups, aminoalkyl groups, alkoxycarbonyl groups, carboxyl groups, carbamoyl groups, cyano groups, nitro groups, etc.
[0073] The light-converting ink composition of the present invention preferably contains the amine compound of chemical formula 6 in order to minimize changes in viscosity and particle size over time, suppress the generation of surface foreign matter in the coating film formed by the light-converting ink composition, and improve the light conversion efficiency.
[0074] [Chemical formula 7] [ka]
[0075] In the aforementioned chemical formula 7, R 71 This is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; R 72 This is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms or [ka] and; R 73This is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms; R 74 This is a substituted or unsubstituted aryl group or alkyl group having 6 to 20 carbon atoms.
[0076] In the present invention, the "substituted" substituent includes a hydroxyl group, an amino group, a C1-C10 alkyl group, a C1-C10 alkenyl group, a C1-C10 alkynyl group, a C1-C10 amine group, a C1-C10 ethoxy group, and / or a halogen group, wherein the alkyl group, alkenyl group, alkynyl group, amine group, and ethoxy group include linear, segmented, linear, and cyclic groups, and may be substituted with or unsubstituted with one or more hydroxyl groups, halogen groups, amino groups, etc.
[0077] The present invention, by including the compound represented by chemical formula 7, has the effect of protecting quantum dots so that they can maintain stable light efficiency during the manufacturing process and reliability evaluation.
[0078] [Chemical formula 8] [ka]
[0079] In the aforementioned chemical formula 8, R 81 and R 82 Each of these is independently either a hydrogen atom or a methyl group; R 83 , R 84 and R 85These are, independently, directly bonded, substituted or unsubstituted alkylene groups with 1 to 20 carbon atoms, substituted or unsubstituted cycloalkylene groups with 3 to 10 carbon atoms, substituted or unsubstituted arylene groups with 5 to 20 carbon atoms, substituted or unsubstituted heteroarylene groups with 2 to 15 carbon atoms, substituted or unsubstituted arylalkylene groups with 6 to 30 carbon atoms, substituted or unsubstituted heteroarylalkylene groups with 3 to 30 carbon atoms, substituted or unsubstituted alkenylene groups with 2 to 10 carbon atoms, substituted or unsubstituted alkylylene groups with 2 to 10 carbon atoms, substituted or unsubstituted alkoxyalkylene groups with 1 to 10 carbon atoms, -(CH2O)-, -(CH2CH2O)-, or -(CH2CH(CH3)O) l8 -and; X8 is a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C5-C20 aryl group, a substituted or unsubstituted C2-C15 heteroaryl group, a substituted or unsubstituted C2-C10 alkenyl group, a substituted or unsubstituted C2-C10 alkynyl group, a substituted or unsubstituted C1-C5 alkoxy group, a hydroxyl group, an amine group, a thiol group, or a carboxyl group. Y8 is a direct bond, an ester group, or an amide group; l8 and n8 are integers between 1 and 20, respectively.
[0080] The aforementioned alkyl or alkylene group having 1 to 20 carbon atoms means a linear or branched monovalent or divalent hydrocarbon consisting of 1 to 20 carbon atoms. Examples include, but are not limited to, methyl(len) group, ethyl(len) group, n-propyl(len) group, isopropyl(len) group, n-butyl(len) group, isobutyl(len) group, n-pentyl(len) group, n-hexyl(len) group, n-hebutyl(len) group, n-octyl(len) group, and n-nonyl(len) group.
[0081] The aforementioned cycloalkyl or cycloalkylene group having 3 to 10 carbon atoms means a simple or fusion cyclic monovalent or divalent hydrocarbon consisting of 3 to 10 carbon atoms. Examples include, but are not limited to, cyclopropyl(len) groups, cyclobutyl(len) groups, cyclopentyl(len) groups, and cyclohexyl(len) groups.
[0082] The aforementioned aryl or arylene groups having 5 to 20 carbon atoms refer to monocyclic or polycyclic monovalent or divalent aromatic hydrocarbons derived from arenes having 5 to 20 carbon atoms. Examples include, but are not limited to, phenyl(len) groups, biphenyl(len) groups, terphenyl(len) groups, and naphthyl(len) groups.
[0083] The aforementioned heteroaryl group or heteroarylene group having 2 to 15 carbon atoms means that the group consists of 2 to 15 carbon atoms, and at least one of the carbon atoms (C) contained in the aryl group or arylene group is substituted with a different atom such as an oxygen atom (O), a nitrogen atom (N), or a sulfur atom (S). For example, thiophene group, furanyl group, pyrrole group, imidazolyl group, thiazolyl group, oxazolyl group, oxadiazolyl group, pyridyl group, bipyridyl group, pyrimidyl group, triazinyl group, triazolyl group, acridyl group, pyridadinyl group, pyrazinyl group, quinolinyl group, quinazolinyl group, quinoxalinyl group, phthalazinyl group, pyridopyrimidyl group, pyridopyrazinyl group, pyrazinopyrazinyl group, isoquinolinyl group, indolyl group, carbazolyl group, benzoxazolyl group, benzimidazolyl group, benzothiazolyl group, benzocarbazolyl group, benzothiophene group, dibenzothiophene group, benzofuranyl group, f This includes, but is not limited to, phenanthroline, thiazolyl, isoxazolyl, oxadiazolyl, thiadiazolyl, benzothiazolyl, phenothiazinyl, aziridyl, azaindolyl, isoindolyl, indazolyl, purine, pteridine, beta-carbonyl, naphthyridine, ter-pyridyl, phenazinyl, imidazopyridyl, pyropyridyl, azepine, pyrazolyl, dibenzofuranyl, or their divalent functional groups.
[0084] The aforementioned arylalkylene group having 6 to 30 carbon atoms means a group consisting of 6 to 30 carbon atoms in which at least one hydrogen atom (H) contained in the arylene group is substituted with a radical such as a lower alkylene, for example, methylene, ethylene, or propylene. Examples include, but are not limited to, benzylene and phenylethylene.
[0085] The aforementioned heteroarylalkylene group having 3 to 30 carbon atoms means that the group consists of 3 to 30 carbon atoms, and at least one of the carbon atoms (C) in the arylene group of the arylalkylene group is substituted with a different atom such as an oxygen atom (O), a nitrogen atom (N), or a sulfur atom (S).
[0086] The aforementioned C2-C10 alkenyl or alkenylene group refers to a linear, branched, or cyclic monovalent or divalent hydrocarbon derived from an alkene consisting of 2 to 10 carbon atoms.
[0087] The aforementioned alkynyl or alkynylene group having 2 to 10 carbon atoms refers to a linear, branched, or cyclic monovalent or divalent hydrocarbon derived from an alkyne having 2 to 10 carbon atoms.
[0088] The aforementioned alkoxyalkylene group having 1 to 10 carbon atoms refers to a linear or branched divalent hydrocarbon consisting of 1 to 10 carbon atoms and containing one alkoxy group. Examples include, but are not limited to, methoxymethylene, ethoxymethylene, ethoxyethylene, methoxypropylene, and methoxybutylene groups.
[0089] The aforementioned C1-C10 dialkoxyalkylene group refers to a linear or branched divalent hydrocarbon consisting of 1-10 carbon atoms and containing two alkoxy groups. Examples include, but are not limited to, dimethoxymethylene, diethoxymethylene, diethoxyethylene, dimethoxypropylene, and dimethoxybutylene groups.
[0090] The alkyl group, alkylene group, cycloalkyl group, cycloalkylene group, aryl group, arylene group, heteroaryl group, heteroarylene group, arylalkylene group, heteroarylalkylene group, alkenyl group, alkenylene group, alkynyl group, and alkynylene group may have one or more substituents, and the substituents may be, but are not limited to, C1-C6 alkyl groups, C2-C6 alkenyl groups, C2-C6 alkynyl groups, C3-C10 cycloalkyl groups, C3-C10 heterocycloalkyl groups, C3-C10 heterocycloalkyloxy groups, C1-C6 haloalkyl groups, C1-C6 alkoxy groups, C1-C6 thioalkoxy groups, aryl groups, acyl groups, hydroxyl groups, thiol groups, halogens, amino groups, alkoxycarbonyl groups, carboxyl groups, carbamoyl groups, cyano groups, nitro groups, etc.
[0091] [Chemical formula 9] [ka]
[0092] In the above chemical formula 9, R 91 and R 92 Each of these is independently a single bond, a carbon 1-10 alkoxyalkylene group, a carbon 1-10 divalent or trivalent amine group, a carbon 1-10 arylene group, or a substituted or unsubstituted carbon 1-10 alkylene group; A9 is a substituted or unsubstituted carbon 5-20 aryl group, a substituted or unsubstituted carbon 5-20 arylene group, a substituted or unsubstituted carbon 5-20 heteroaryl group, a substituted or unsubstituted carbon 5-20 heteroarylene group, or a substituted or unsubstituted carbon 4-20 heterocycloalkylene group; and n9 may be 0-1.
[0093] The alkoxyalkylene group, alkylene group, heterocycloalkylene group, aryl group, arylene group, heteroaryl group, and heteroarylene group may have one or more substituents, and the substituents may be C1-C6 alkyl groups, C1-C6 fluoroalkyl groups, C1-C6 perfluoroalkyl groups, C1-C6 fluoroalkoxy groups, C1-C6 perfluoroalkoxy groups, C2-C6 alkenyl groups, C2-C6 alkynyl groups, and C3-C10 cycloalkyl groups. The group may also be, but is not limited to, a heterocycloalkyl group having 3 to 10 carbon atoms, a heterocycloalkyloxy group having 3 to 10 carbon atoms, a haloalkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a thioalkoxy group having 1 to 6 carbon atoms, an aryl group, an acyl group, a hydroxyl group, a thiol group, a halogen-substituted alkoxy group, a halogen, an amino group, an aminoalkyl group, an amino-substituted alkoxy group, an alkoxycarbonyl group, a carboxyl group, a carbamoyl group, a cyano group, a nitro group, etc.
[0094] The light-converting ink composition of the present invention, by containing the compound represented by the chemical formula 9, improves light-converting characteristics, color purity, and inkjet ejection performance, and also improves nozzle wettability.
[0095] Preferably, the compound represented by chemical formula 1 of the present invention may include, but is not limited to, one or more of the following structures.
[0096] [Chemical formula 2-1] [ka] Diethylenetriamine, TCI Corporation
[0097] [Chemical formula 2-2] [ka] 2,2'-Diamino-N-methyldiethylamine, TCI
[0098] [Chemical Formula 2-3]
change
[0099] [Chemical Formula 2-4]
change
[0100] [Chemical Formula 2-5]
change
[0101] [Chemical Formula 2-6]
change
[0102] [Chemical Formula 2-7]
change
[0103] [Chemical Formula 2-8]
change
[0104] [Chemical Formula 2-9]
change
[0105] [Chemical Formula 2-10]
change
[0106] [Chemical Formula 3-1]
change
[0107] [Chemical Formula 3-2]
change
[0108] [Chemical Formula 3-3]
change
[0109] [Chemical Formula 4-1]
change
[0110] [Chemical formula 4-2] [ka] Tris[2-(dimethylamino)ethyl]amine, TCI
[0111] [Chemical formula 4-3] [ka] Tris(3-aminopropyl)amine, TCI
[0112] [Chemical formula 5-1] [ka] Tetraethylene pentaamine, Sigma-Aldrich
[0113] The compound represented by chemical formula 6 is not particularly limited as long as it can minimize changes in viscosity and particle size of the light conversion ink composition over time, suppress the generation of surface foreign matter in the coating film formed by the light conversion ink composition, and improve the light conversion efficiency. However, it is even more preferable that it contains one or more compounds represented by the following chemical formulas 6-1 to 6-22.
[0114] [Chemical formula 6-1] [ka]
[0115] [Chemical formula 6-2] [ka]
[0116] [Chemical Formula 6-3]
change
[0117] [Chemical Formula 6-4]
change
[0118] [Chemical Formula 6-5]
change
[0119] [Chemical Formula 6-6]
change
[0120] [Chemical Formulas 6-7]
change
[0121] [Chemical Formula 6-8]
change
[0122] [Chemical Formulas 6-9]
change
[0123] [Chemical Formula 6-10]
change
[0124] [Chemical Formula 6-11]
change
[0125] [Chemical Formula 6-12]
change
[0126] [Chemical Formula 6-13]
change
[0127] [Chemical Formula 6-14]
change
[0128] [Chemical Formula 6-15]
change
[0129] [Chemical Formula 6-16]
change
[0130] [Chemical Formula 6-17]
change
[0131] [Chemical Formula 6-18]
change
[0132] [Chemical Formula 6-19]
change
[0133] [Chemical Formula 6-20]
change
[0134] [Chemical Formula 6-21]
change
[0135] [Chemical Formula 6-22]
change
[0136] [Chemical Formula 7-1]
change
[0137] [Chemical Formula 7-2]
change
[0138] [Chemical Formula 7-3]
change
[0139] [Chemical Formula 7-4]
change
[0140] [Chemical Formula 7-5]
change
[0141] [Chemical Formula 7-6]
change
[0142] [Chemical Formula 7-7]
change
[0143] [Chemical Formulas 7-8]
change
[0144] [Chemical Formulas 7-9]
change
[0145] [Chemical Formula 7-10]
change
[0146] [Chemical Formula 7-11]
change
[0147] [Chemical Formula 7-12]
change
[0148] [Chemical Formula 7-13]
change
[0149] [Chemical Formula 7-14]
change
[0150] [Chemical Formula 7-15]
change
[0151] [Chemical Formula 7-16]
change
[0152] [Chemical Formula 7-17]
change
[0153] [Chemical formula 7-18] [Chem.] Bis[4-(hexyloxy)phenyl]amine, TCI
[0154] The compound represented by the chemical formula 8 can be appropriately selected within the range that does not inhibit the object of the present invention, but preferably contains one or more of the compounds represented by the following chemical formulas 8-1 to 8-11.
[0155] [Chemical formula 8-1] [Chem.]
[0156] [Chemical formula 8-2] [Chem.]
[0157] [Chemical formula 8-3] [Chem.] The said m8 is an integer from 1 to 20.
[0158] [Chemical formula 8-4] [Chem.]
[0159] [Chemical formula 8-5] [Chem.]
[0160] [Chemical formula 8-6] [ka]
[0161] [Chemical formula 8-7] [ka] The aforementioned m8 is an integer between 1 and 20.
[0162] [Chemical formula 8-8] [ka] The aforementioned m8 is an integer between 1 and 20.
[0163] [Chemical formula 8-9] [ka] The aforementioned m8 is an integer between 1 and 20.
[0164] [Chemical formula 8-10] [ka] The aforementioned m8 is an integer between 1 and 20.
[0165] [Chemical formula 8-11] [ka] The aforementioned m8 is an integer between 1 and 20.
[0166] The compound represented by chemical formula 8 improves the photoconversion efficiency, color purity, and uniformity of the coating film formed by the photoconversion ink composition, and suppresses the aggregation phenomenon of scattering particles when the photoconversion ink composition contains scattering particles.
[0167] The compound represented by chemical formula 9 can be appropriately selected within a range that does not hinder the objective of the present invention, but it is preferable that it contains one or more compounds represented by the following chemical formulas 9-1 to 9-23.
[0168] [Chemical formula 9-1] [ka]
[0169] [Chemical formula 9-2] [ka]
[0170] [Chemical formula 9-3] [ka]
[0171] [Chemical formula 9-4] [ka]
[0172] [Chemical formula 9-5] [ka]
[0173] [Chemical formula 9-6] [ka]
[0174] [Chemical formula 9-7] [ka]
[0175] [Chemical formula 9-8] [ka]
[0176] [Chemical Formula 9-9]
change
[0177] [Chemical Formulas 9-10]
change
[0178] [Chemical Formula 9-11]
change
[0179] [Chemical Formula 9-12]
change
[0180] [Chemical Formula 9-13]
change
[0181] [Chemical Formula 9-14]
change
[0182] [Chemical Formula 9-15]
change
[0183] [Chemical Formula 9-16]
change
[0184] [Chemical Formula 9-17]
change
[0185] [Chemical Formula 9-18]
change
[0186] [Chemical Formula 9-19]
change
[0187] [Chemical Formula 9-20]
change
[0188] [Chemical Formula 9-21]
change
[0189] [Chemical Formula 9-22]
change
[0190] [Chemical Formula 9-23]
change
[0191] The compounds represented by chemical formulas 1 and 6 to 9 are included in the photoconversion ink composition in an amount exceeding 0.1% by weight and less than 15% by weight, preferably in the range of 0.01 to 10% by weight, based on 100% by weight of the total solid content. When the compounds represented by chemical formulas 1 and 6 to 9 are included within the above range, the photoconversion efficiency is improved, which is advantageous in terms of changes in absorbance and drop size for blue light, prevention of surface foreign matter generation, viscosity and particle size of the photoconversion ink composition, and changes in inkjet ejection performance, nozzle wettability, light resistance, heat resistance, high temperature and high humidity stability, and viscosity stability. Therefore, it is preferable that they be included within the above range. Furthermore, when the compounds are included within the above range, the photoconversion efficiency and coating film uniformity can be further improved, and if the photoconversion ink composition contains scattering particles, the aggregation phenomenon of scattering particles can be further suppressed.
[0192] Compounds of chemical formula 11 The light-converting ink composition according to the present invention may further contain a compound represented by chemical formula 11.
[0193] [Chemical formula 11] [ka]
[0194] In the aforementioned chemical formula 11, Z8 is a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C1-C30 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 alkenyl group, a substituted or unsubstituted C2-C30 alkynyl group, a substituted or unsubstituted C1-C10 alkoxy group, a substituted or unsubstituted C2-C30 alkyl ester group, a substituted or unsubstituted C4-C30 heteroaryl group, a substituted or unsubstituted C1-C30 thioester group, a substituted or unsubstituted C1-C30 silyl ester group, a thioether group, or a silyl group; R 89 and R 810Each of these independently consists of a directly bonded, substituted, or unsubstituted alkylene group with 1 to 30 carbon atoms, -OR 811 -, -OC(=O)R 812 -,-(OCH2CH2) p8 -, or -(OCH2CH2CH2) q8 -and; Q 81 and Q 82 These are, independently, a direct bond, an oxygen atom, a sulfur atom, or -NH-; D8 is an oxygen atom, a sulfur atom, or =NH; R 811 This is a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms; R 812 This is a substituted or unsubstituted alkylene group having 4 to 30 carbon atoms; p8 and q8 are each independent integers between 1 and 150.
[0195] The compound represented by the aforementioned chemical formula 11 has the advantage of being able to improve light efficiency by adequately protecting the surface of the partially unprotected shell, thereby preventing oxidation of quantum dots during the thermal process in the manufacturing of the optical conversion multilayer substrate.
[0196] The compound represented by the above chemical formula 11 can be appropriately selected within a range that does not hinder the objective of the present invention, and it is preferable that it contains one or more compounds represented by the following chemical formulas 11-1 to 11-7.
[0197] [Chemical formula 11-1] [ka]
[0198] [Chemical formula 11-2] [ka]
[0199] [Chemical formula 11-3] [ka]
[0200] [Chemical formula 11-4] [ka]
[0201] [Chemical formula 11-5] [ka]
[0202] [Chemical formula 11-6] [ka]
[0203] [Chemical formula 11-7] [ka]
[0204] The compound represented by chemical formula 11 is present in an amount of 0.1 to 15% of the total solid weight in the photoconversion ink composition. When the compound represented by chemical formula 11 is included within this range, not only is the light efficiency improved, but there are also advantages in terms of the dispersibility of scattering particles and the viscosity stability over time.
[0205] scattering particles The light-converting ink composition according to the present invention may further contain scattering particles.
[0206] The scattering particles can be made of ordinary inorganic materials, and preferably include metal oxides with an average particle size of 50 to 1000 nm.
[0207] The metal oxide may, but is not limited to, an oxide containing one 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.
[0208] Specifically, Al2O3, SiO2, ZnO, ZrO2, BaTiO3, TiO2, Ta2O5, Ti3O 5、 One material selected from the group consisting of ITO, IZO, ATO, ZnO-Al, Nb2O3, SnO, MgO, BaSO4, and combinations thereof is possible. If necessary, materials surface-treated with compounds containing unsaturated bonds, such as acrylates, can also be used.
[0209] When the light-converting ink composition according to the present invention contains scattering particles, it is preferable because the scattering particles increase the path of light emitted from the light-emitting particles, thereby improving the overall light efficiency in the light-converting coating layer. From this perspective, it is preferable that the light-converting ink composition of the present invention contains one or more scattering particles selected from TiO2, SiO2, ZnO, and BaSO4.
[0210] The scattering particles can have an average particle size of 50 to 1000 nm, preferably in the range of 100 to 500 nm. If the particle size is too small, a sufficient scattering effect of light emitted from the quantum dots cannot be expected, and conversely, if it is too large, the particles will sink into the composition or a uniform quality self-luminous layer surface cannot be obtained. Therefore, the particle size should be adjusted appropriately within the above range.
[0211] The scattering particles are present in an amount of 0.5 to 20% by weight, preferably 1 to 15% by weight, and more preferably 2 to 10% by weight, based on 100% by weight of the total solid content of the light-converting ink composition. It is preferable that the scattering particles are within the above range, as this maximizes the effect of increasing the luminescence intensity. If the scattering particles are present in an amount less than the above range, it may be somewhat difficult to secure the desired luminescence intensity, and if they exceed the above range, the transmittance of the blue irradiation light decreases significantly, resulting in a problem where the light conversion of the luminescent particles does not function. Therefore, it is preferable to use them appropriately within the above range.
[0212] Photopolymerization initiator A photoconversion ink composition according to one embodiment of the present invention may additionally contain a photopolymerization initiator.
[0213] In one embodiment of the present invention, the photopolymerization initiator can be of any type as long as it can polymerize the polymerizable monomer. For example, from the viewpoint of polymerization characteristics, initiation efficiency, absorption wavelength, availability, and price, it is preferable to use one or more compounds selected from the group consisting of acetophenone compounds, benzophenone compounds, triazine compounds, biimidazole compounds, oxime compounds, thioxanthone compounds, and phosphine oxide compounds as the photopolymerization initiator.
[0214] For example, using oxime compounds or phosphine oxide compounds for thick film curing of 5 μm or more can ensure even better physical properties in terms of curing density and surface roughness of the cured film.
[0215] Specific examples of the aforementioned oxime compounds include o-ethoxycarbonyl-α-oxyimino-1-phenylpropan-1-one, and representative commercially available products include BASF's Irgacure OXE 01 and OXE 02.
[0216] Typical examples of the aforementioned phosphine oxide compounds include trimethylbenzoylphenylphosphine oxide, such as Darocur TPO and Lucirin TPO from BASF.
[0217] The photopolymerization initiator is contained in an amount of 0.1 to 10% by weight, preferably 0.5 to 8% by weight, based on 100% by weight of the total solid content of the photoconversion ink composition. When the photopolymerization initiator is contained within the above range, the photoconversion ink composition becomes highly sensitive and the exposure time is shortened, which improves productivity and is therefore preferable. If the photopolymerization initiator is contained in an amount less than the above range, light curing is insufficient and sufficient hardness cannot be obtained. If it is contained in an amount greater than the above range, the decrease in the light conversion efficiency of the light-emitting particles due to the photopolymerization initiator increases rapidly, resulting in the problem of not being able to obtain the desired light emission intensity. Therefore, using within the above range has the advantage of improving the strength of the pixel portion and the smoothness of the surface of the pixel portion.
[0218] The photopolymerization initiator may further contain a photopolymerization initiator to improve the sensitivity of the photoconversion ink composition according to the present invention. The inclusion of the photopolymerization initiator has the advantage of further increasing sensitivity and improving productivity.
[0219] The photopolymerization initiator may preferably be one or more compounds selected from the group consisting of amine compounds, carboxylic acid compounds, and organic sulfur compounds having a thiol group, but is not limited thereto.
[0220] The aforementioned photopolymerization initiator can be added as appropriate, within a range that does not inhibit the effects of the present invention.
[0221] additives In addition to the above-mentioned components, the photoconversion ink composition according to one embodiment of the present invention may further contain additives such as surfactants and adhesion promoters to enhance the flatness or adhesion of the coating film.
[0222] The photoconversion ink composition according to the present invention has the advantage of improving the flatness of the coating film when it contains the surfactant. For example, the surfactant can be a fluorine-based surfactant such as BM-1000, BM-1100 (BM Chemie), Florard FC-135 / FC-170C / FC-430 (Sumitomo 3M Co., Ltd.), or SH-28PA / -190 / -8400 / SZ-6032 (Toray Silicone Co., Ltd.), but is not limited to these.
[0223] The adhesion promoter can be added to enhance adhesion to the substrate and may include, but is not limited to, a silane coupling agent having a reactive substituent selected from the group consisting of a carboxyl group, a methacryloyl group, an isocyanate group, an epoxy group, and combinations thereof.
[0224] In addition, the light-converting ink composition according to the present invention may further contain additives such as antioxidants, ultraviolet absorbers, and anti-aggregation agents, to the extent that they do not impede the effects of the present invention, and these additives can also be added as appropriate by those skilled in the art, to the extent that they do not impede the effects of the present invention.
[0225] The antioxidant may include at least one antioxidant comprising phenolic compounds, phosphorus compounds, and sulfur compounds.
[0226] solvent A light-converting ink composition according to one embodiment of the present invention may further contain a solvent, or it may be a solvent-free type that does not contain a solvent. If the light-converting ink composition of the present invention contains a solvent, for example, it may further contain the solvent in an amount of 20% by weight or less based on 100% by weight of the entire light-converting ink composition.
[0227] Preferably, the light conversion ink composition according to one embodiment of the present invention may be solvent-free, as it does not contain solvents, from the viewpoint of continuous processability.
[0228] Even in the solvent-free form, the photoconversion composition of the present invention, by containing the polymerizable monomers described above, exhibits excellent optical properties and dispersibility of luminescent particles, enables low viscosity, and provides excellent nozzle jetting characteristics for ink.
[0229] As the aforementioned solvent, ether or ester-based solvents, aliphatic saturated hydrocarbon solvents, halogenated hydrocarbon solvents, aromatic hydrocarbon solvents, etc. can be used. For example, ethylene glycol monoalkyl ethers such as propylene glycol methyl ether acetate (PGMEA), ethylene glycol monoethyl ether acetate, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monobutyl ether, etc., diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, diethylene glycol dibutyl ether, methyl cellosolve acetate You can use ethylene glycol alkyl ether acetates such as ethyl cellosolve acetate, alkylene glycol alkyl ether acetates such as propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate, aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene, ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone, alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin, esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate, and cyclic esters such as γ-butyrolactone.
[0230] <Optical conversion laminated substrate, backlight unit, and image display device> One embodiment of the present invention is a photoconversion laminated substrate that absorbs light emitted by a light-emitting element, converts it to blue, green, or red light, and emits it, wherein the photoconversion laminated substrate is formed using the above-described photoconversion ink composition.
[0231] Furthermore, the present invention can provide a light-converting pixel substrate that functions as a red, green, and blue color filter, manufactured using the above-described light-converting ink composition.
[0232] The optical conversion laminate and / or optical conversion pixel substrate is formed by applying the above-described optical conversion ink composition to a predetermined area using an inkjet method and curing the applied optical conversion ink composition.
[0233] Examples of substrates with flat surfaces include, but are not limited to, glass substrates, silicon substrates, polycarbonate substrates, polyester substrates, aromatic polyamide substrates, polyamide-imide substrates, polyimide substrates, Al substrates, and GaAs substrates. These substrates can be pretreated with chemical treatments such as silane coupling agents, plasma treatment, ion plating, sputtering, gas-phase reaction treatment, and vacuum deposition. When a silicon substrate is used as the substrate, charge-coupled elements (CCDs), thin-film transistors (TFTs), etc., are formed on the surface of the silicon substrate. A partition matrix may also be formed. The curing can be carried out under thermal curing conditions.
[0234] For example, the curing can be carried out at 100 to 250°C, preferably 150 to 230°C, for 5 to 30 minutes, preferably 10 minutes.
[0235] For ink to be ejected from a piezo inkjet head, which is an example of an inkjet sprayer, and to form a suitable phase on a substrate, the properties such as viscosity, fluidity, and quantum dot particles must be balanced with those of the inkjet head. The piezo inkjet head used in this invention is not limited, but it ejects ink having a droplet size of about 3 to 100 pL, preferably about 5 to 40 pL.
[0236] The viscosity of the light-converting ink composition of the present invention is suitable to be about 3 to 50 cP, and more preferably adjusted to a range of 7 to 40 cP.
[0237] The optical conversion laminated substrate according to the present invention can exhibit excellent optical output when applied to a blue light source.
[0238] One embodiment of the present invention is a green light-emitting element that emits green light, which may specifically emit green light with a wavelength of 500 to 600 nm, but is not limited thereto.
[0239] The green light-emitting element may be a green light-emitting diode (LED).
[0240] One embodiment of the present invention relates to a backlight unit characterized by including a light conversion laminated substrate applied to the blue light source.
[0241] The backlight unit may additionally include components that are typically included, such as a light guide plate and a reflector plate.
[0242] One embodiment of the present invention relates to an image display device including the backlight unit.
[0243] The image display device of the present invention includes not only conventional liquid crystal display devices, but also various other image display devices such as electroluminescent display devices, plasma display devices, and field emission display devices.
[0244] Furthermore, one embodiment of the present invention relates to a light-converting pixel containing a cured product of the above-described light-converting ink composition.
[0245] For example, a light-converting pixel can be manufactured by forming a pattern of the light-converting ink composition, which includes the steps of applying the above-described light-converting ink composition to a predetermined area using an inkjet method and curing the applied light-converting ink composition. [Examples]
[0246] The following experimental examples, including specific embodiments and comparative examples, are presented to aid in understanding the present invention. However, these are merely illustrative and do not limit the scope of the attached claims. It will be apparent to those skilled in the art that various changes and modifications to the embodiments are possible within the scope of the present invention and the technical concept, and it goes without saying that such variations and modifications fall within the scope of the attached claims. Furthermore, unless otherwise specified, the percentages (%) and parts (parts) indicating content are based on weight.
[0247] <Experimental Example I> Synthesis example A-1 Production Example: Synthesis of AgInGaS / GaS core-shell luminescent particles and production of dispersions A mixed solution was prepared by placing 0.0625 mmol of silver iodide (AgI, 99.999%), 1.25 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 1 mmol of sulfur (99.998%) in a three-neck flask with 1.5 mL of 1-dodecanethiol (DDT≧98%) and 5 mL of oleylamine (OLA, 70%). The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AGS core QD was grown at this temperature for 30 minutes. 0.01 mmol of indium acetate (In(Ac)3, 99.99%) was added to this AGS core solution. The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AIGS core QD was grown at this temperature for 10 minutes.
[0248] The AIGS core QD was mixed with 7 ml of oleylamine, 0.1 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 0.1 mmol of 1,3-dimethylthiourea, and the mixture was rapidly heated to 230°C. Then, under inert conditions, the temperature was increased by 2°C per minute until it reached 280°C. The solution was cooled again to room temperature, and sulfur compounds that did not participate in the reaction were removed by degas for 30 minutes. The quantum dots were precipitated in ethanol, purified by centrifugation, and then dried under reduced pressure to obtain AgInGaS / GaS quantum dot powder. The obtained quantum dot powder was mixed with 1,6-hexanediol diacrylate in a 1:1 ratio to prepare an AgInGaS / GaS dispersion.
[0249] Examples, comparative examples, and reference examples: Production of photoconversion ink compositions The light-converting ink compositions for the examples, comparative examples, and reference examples were prepared by mixing the respective components according to the compositions shown in Tables 1 and 2 below (unit: weight %).
[0250] [Table 1]
[0251] [Table 2]
[0252] -A-1: AgInGaS / GaS QD dispersion -B-1: 1,6-Hexanediol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -B-2: Polyethylene glycol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -C:TiO2 (Huntsman, TR-88, particle size 220nm) -D: Diphenyl(2,4,6-trimethylbenzoyl)phosphone oxide (Aldrich) -E-1:SH8400 (Dow Corning Toray Silicone Co., Ltd.) -E-2: Compounds with chemical formula 2-1 -E-3: Compounds with chemical formula 2-2 -E-4: Compounds with chemical formulas 2-3 -E-5: Compounds with chemical formulas 2-4 -E-6: Compounds with chemical formulas 2-5 -E-7: Compounds with chemical formulas 2-6 -E-8: Compounds with chemical formulas 2-7 -E-9: Compounds with chemical formulas 2-8 -E-10: Compounds with chemical formulas 2-9 -E-11: Compounds with chemical formulas 2-10 -E-12: Compound with chemical formula 3-1 -E-13: Compounds with chemical formula 3-2 -E-14: Compounds with chemical formula 3-3 -E-15: Compound with chemical formula 4-1 -E-16: Compound with chemical formula 4-2 -E-17: Compounds with chemical formula 4-3 -E-18: Compound with chemical formula 5-1 -E-19:1,8-Diaminooctane (TCI) -E-20: Polyethyleneimine, branched, MW1,800 (Alfa aesar) -F-1: Sumilizer-GP (Sumitomo Chemical Co., Ltd.)
[0253] Experimental example 1. Manufacturing of the light conversion coating layer and measurement of the light conversion efficiency The respective photoconversion ink compositions prepared in the examples and comparative examples were coated onto a 5cm x 5cm glass substrate using an inkjet method, and then subjected to a 4000 mJ / cm² test using a 395nm Blue LED lamp under nitrogen conditions. 2 After irradiation, the photoconversion coating layer was fabricated by heating on a hot plate at 180°C for 30 minutes under nitrogen conditions.
[0254] After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) with the following formula. The measured results are shown in Table 3 below.
number
[0255] 2. Changes in absorbance of blue light 5 ml of the manufactured photoconversion ink composition was placed in a 10 ml graduated cylinder and left at room temperature for one day. After that, the ink composition from the center was collected and a photoconversion coating layer was manufactured as described in the evaluation above. The rate of change in blue light absorbance of the photoconversion coating layer at the same 10 μm before and after standing was compared. The more TiO2 sedimentation progressed, the lower the blue light absorbance became, indicating that a problem with storage stability had occurred.
[0256] The rate of change in absorbance for blue light was measured according to the following criteria, and the results are shown in Table 3. <Standards> ○: Absorbance 0% or more and less than 3% △: Absorbance change of 3% or more but less than 5% ×: Absorbance change of 5% or more
[0257] 3. Checking the change in inkjet drop size. A substrate with a well-shaped pattern measuring 30 μm horizontally, 90 μm vertically, and 10 μm deep was subjected to a 20 pL droplet application using a UniJet inkjet device. After letting it stand for 1 hour, another droplet was applied, and the presence or absence of a change in drop size was checked. If a change in drop size occurs, problems such as incomplete ink filling of the pattern or changes in film thickness may occur.
[0258] The change in drop size was measured according to the following criteria, and the results are shown in Table 3. <Standards> ○: Drop size 0pL or more but less than 1pL △: Drop size 1pL or more but less than 2pL ×: Drop size 2pL or larger
[0259] [Table 3]
[0260] Through the experimental results described above, it was confirmed that the composition of the example containing the additive corresponding to the structure of chemical formula 1 showed improved photoconversion efficiency and less change in absorbance and drop size for blue light compared to the comparative example without it.
[0261] Furthermore, it was confirmed that the example composition, which contains an additive corresponding to the structure of Chemical Formula 1 in an amount of 0.01 to 10% by weight relative to 100% by weight of the total solid content of the photoconversion ink composition, exhibits superior effects compared to the reference example, which contains the additive outside this range.
[0262] <Experimental Example II> Synthesis example A-1 Production Example: Synthesis of AgInGaS / GaS core-shell luminescent particles and production of dispersions A mixed solution was prepared by placing 0.0625 mmol of silver iodide (AgI, 99.999%), 1.25 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 1 mmol of sulfur (99.998%) in a three-neck flask with 1.5 mL of 1-dodecanethiol (DDT≧98%) and 5 mL of oleylamine (OLA, 70%). The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AGS core QD was grown at this temperature for 30 minutes. 0.01 mmol of indium acetate (In(Ac)3, 99.99%) was added to this AGS core solution. The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AIGS core QD was grown at this temperature for 10 minutes.
[0263] The aforementioned AIGS core QD was mixed with 7 ml of oleylamine, 0.1 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 0.1 mmol of 1,3-dimethylthiourea, and the mixture was rapidly heated to 230°C. Then, under inert conditions, the temperature was increased by 2°C per minute until it reached 280°C. The solution was cooled again to room temperature, and sulfur compounds that did not participate in the reaction were removed by degas for 30 minutes. The quantum dots were precipitated in ethanol, purified by centrifugation, and then dried under reduced pressure to obtain AgInGaS / GaS quantum dot powder. The obtained quantum dot powder was mixed with 1,6-hexanediol diacrylate in a 1:1 ratio to prepare an AgInGaS / GaS dispersion.
[0264] Examples, comparative examples, and reference examples: Production of photoconversion ink compositions The light-converting ink compositions were prepared by mixing the components according to the compositions shown in Tables 4 and 5 below (unit: weight %).
[0265] [Table 4]
[0266] [Table 5]
[0267] -A-1:AgInGaS / GaS dispersion -B-1: 1,6-Hexanediol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -B-2: Polyethylene glycol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -C:TiO2 (Huntsman, TR-88, particle size 220nm) -D: Diphenyl(2,4,6-trimethylbenzoyl)phosphone oxide (Aldrich) -E-1:SH8400 (Dow Corning Toray Silicone Co., Ltd.) -E-2: Compound of chemical formula 6-1 (N,N-Diethyl-1,3-diaminopropane, TCI Corporation) -E-3: Compound with chemical formula 6-2 (N,N-Diisopropylethylenediamine, TCI) -E-4: Compound with chemical formula 6-3 (N,N-Dibutylethylenediamine, TCI) -E-5: Compound with chemical formula 6-4 (3-(Dibutylamino)propylamine, TCI) -E-6: Compound with chemical formula 6-5 (N-(3-Aminopropyl)diethanolamine, TCI Corporation) -E-7: Compound of chemical formula 6-6 (N-(3-Aminopropyl)-N-methylaniline, TCI Corporation) -E-8: Compound with chemical formula 6-7 (N,N-Diethyl-1,4-cyclohexanediamine, TCI Corporation) -E-9: Compounds of chemical formulas 6-8 (N-(2-aminoethyl)-N-phenylaniline, amadischem) -E-10: Compounds of chemical formula 6-9 (N-(3-Aminopropyl)-N-benzyl-N-methylamine, Aldrich) -E-11: Compounds with chemical formulas 6-10 (N,N-dibenzylethylenediamine, Syntechem) -E-12: Compound with chemical formula 6-11 ((2-aminoethyl)bis(2-pyridylmethyl)amine, amadischem) -E-13: Compounds with chemical formulas 6-12 (bis(2-hydroxyethyl)hexylamine, Syntechem) -E-14: Aminoacetaldehyde dimethyl acetal (Aldrich) -E-15:4-Aminobutyraldehyde Dimethyl Acetal (TCI) -F:Sumilizer-GP (Sumitomo Chemical Co., Ltd.)
[0268] Experimental example 1. Manufacturing of the light conversion coating layer and measurement of the light conversion efficiency The respective photoconversion ink compositions prepared in the examples and comparative examples were coated onto a 5cm x 5cm glass substrate using an inkjet method, and then subjected to a 4000 mJ / cm² test using a 395nm Blue LED lamp under nitrogen conditions. 2 After irradiation, the photoconversion coating layer was fabricated by heating on a hot plate at 180°C for 30 minutes under nitrogen conditions.
[0269] After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) with the following formula. The measured results are shown in Table 6 below.
number
[0270] 2. Viscosity Stability Evaluation The aforementioned light-converting ink composition was 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 30°C. The initial viscosity and the viscosity after storage at room temperature for one day were measured. The viscosity stability was evaluated from the viscosity change rate calculated from these measurements according to the following evaluation criteria, and the results are shown in Table 6 below. <Viscosity Stability Evaluation Criteria> ○: Viscosity change rate 105% or less △: Viscosity change rate exceeding 105% and 110% or less ×: Viscosity change rate exceeds 110%
[0271] 3. Evaluation of particle size change rate The aforementioned light-converting ink composition was measured using ELSZ-2000ZS (manufactured by Otsuka Co., Ltd.) to determine its initial average particle size and its average particle size after storage at room temperature for one day. The average particle size change stability was evaluated based on the particle size change rate calculated from these measurements, according to the following evaluation criteria, and the results are shown in Table 6 below. <Particle Size Change Stability Evaluation Criteria> ○: Particle size change of 10 nm or less △: Particle size change exceeding 10nm and less than or equal to 20nm ×: Particle size change exceeds 20 nm
[0272] 4. Confirmation of surface properties After manufacturing, the photoconversion coating layer described above was examined on its surface using an optical microscope and evaluated according to the following evaluation criteria. The results are shown in Table 6 below. <Surface Properties Evaluation Criteria> ○: No foreign matter was generated. △: Opaque surface ×: Foreign matter is generated
[0273] [Table 6]
[0274] Referring to the experimental data, the photoconversion ink composition of the example containing the compound represented by chemical formula 6 had a viscosity change rate of 105% or less and a particle size change of 10 nm or less, while the photoconversion ink composition of the comparative example not containing the compound represented by chemical formula 6 had a viscosity change rate exceeding 110% and a particle size change exceeding 20 nm. Therefore, it can be seen that the photoconversion ink composition of the example containing the compound represented by chemical formula 6 showed improved viscosity and particle size stability compared to the photoconversion ink composition of the comparative example not containing it.
[0275] Furthermore, the coating film formed by the photoconversion ink composition of the example containing the compound represented by chemical formula 6 had a photoconversion efficiency exceeding 30% and no foreign matter was generated on the coating film surface, whereas the coating film formed by the comparative example's photoconversion ink composition not containing the compound represented by chemical formula 6 had a photoconversion efficiency of 25-30% and foreign matter was generated on the coating film surface. Therefore, it can be seen that the coating film formed by the photoconversion ink composition of the example containing the compound represented by chemical formula 6 has improved photoconversion efficiency and improved surface foreign matter characteristics compared to the coating film formed by the comparative example's photoconversion ink composition not containing it.
[0276] Furthermore, the photoconversion ink composition of the example containing the compound represented by chemical formula 6 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the composition exhibits a viscosity change rate of 105% or less and a particle size change of 10 nm or less. In contrast, the reference example photoconversion ink composition containing the compound represented by chemical formula 6 in amounts exceeding 105% but less than 110% relative to the total weight of solids in the composition exhibits a viscosity change rate exceeding 105% but less than 110% and a particle size change of 10 nm but less than 20 nm. Therefore, it can be seen that the photoconversion ink composition of the example containing the compound represented by chemical formula 6 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the composition exhibits improved viscosity and particle size stability compared to the reference example photoconversion ink composition which falls outside the aforementioned range.
[0277] Furthermore, the coating film formed by the photoconversion ink composition of the example, which contains the compound represented by chemical formula 6 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the composition, had a photoconversion efficiency exceeding 30% and no foreign matter was generated on the surface of the coating film. In contrast, the coating film formed by the reference example photoconversion ink composition, which contains the compound represented by chemical formula 6 in an amount of 0.1 to 15% by weight relative to the total weight of solids in the composition, had a photoconversion efficiency of 26 to 35%, but the surface of the coating film was opaque. Therefore, it can be seen that the coating film formed by the photoconversion ink composition of the example, which contains the amine compound represented by chemical formula 6 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the composition, has improved photoconversion efficiency and improved surface foreign matter characteristics compared to the coating film formed by the reference example photoconversion ink composition outside the range.
[0278] <Experimental Example III> Synthesis example A-1 Production Example: Synthesis of AgInGaS / GaS core-shell luminescent particles and production of dispersions A mixed solution was prepared by placing 0.0625 mmol of silver iodide (AgI, 99.999%), 1.25 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 1 mmol of sulfur (99.998%) in a three-neck flask with 1.5 mL of 1-dodecanethiol (DDT≧98%) and 5 mL of oleylamine (OLA, 70%). The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AGS core QD was grown at this temperature for 30 minutes. 0.01 mmol of indium acetate (In(Ac)3, 99.99%) was added to this AGS core solution. The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AIGS core QD was grown at this temperature for 10 minutes.
[0279] The AIGS core QD was mixed with 7 ml of oleylamine, 0.1 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 0.1 mmol of 1,3-dimethylthiourea, and the mixture was rapidly heated to 230°C. Then, under inert conditions, the temperature was increased by 2°C per minute until it reached 280°C. The solution was cooled again to room temperature, and sulfur compounds that did not participate in the reaction were removed by degas for 30 minutes. The quantum dots were precipitated in ethanol, purified by centrifugation, and then dried under reduced pressure to obtain AgInGaS / GaS quantum dot powder. The obtained quantum dot powder was mixed with 1,6-hexanediol diacrylate in a 1:1 ratio to prepare an AgInGaS / GaS dispersion.
[0280] Compounds E-2 to E-9 We purchased the following compounds, E-2 to E-9, from TCI.
[0281] Examples, comparative examples, and reference examples: Production of photoconversion ink compositions The light-converting ink compositions were prepared by mixing the components according to the composition shown in Table 7 below (unit: weight %).
[0282] [Table 7]
[0283] -A-1:AgInGaS / GaS dispersion -B-1: 1,6-Hexanediol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -B-2: Polyethylene glycol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -C:TiO2 (Huntsman, TR-88, particle size 220nm) -D: Diphenyl(2,4,6-trimethylbenzoyl)phosphone oxide (Aldrich) -E-1:SH8400 (Dow Corning Toray Silicone Co., Ltd.) -E-2: Compounds with chemical formula 7-1 -E-3: Compounds with chemical formula 7-2 -E-4: Compounds with chemical formula 7-3 -E-5: Compounds with chemical formula 7-4 -E-6: Compounds with chemical formulas 7-9 -E-7: Compounds with chemical formula 7-11 -E-8: Compounds with chemical formulas 7-14 -E-9: Compounds with chemical formulas 7-18 -E-10:Dicyclohexylamine (TCI) -F-1: Sumilizer-GP (Sumitomo Chemical Co., Ltd.)
[0284] Experimental example 1. Manufacturing of the light conversion coating layer and measurement of the light conversion efficiency The respective photoconversion ink compositions prepared in the examples and comparative examples were coated onto a 5cm x 5cm glass substrate using an inkjet method, and then subjected to a 4000 mJ / cm² test using a 395nm Blue LED lamp under nitrogen conditions. 2 After irradiation, the photoconversion coating layer was fabricated by heating on a hot plate at 180°C for 30 minutes under nitrogen conditions.
[0285] After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) with the following formula. The measured results are shown in the table below.
number
[0286] 2. Lightfastness evaluation The manufactured light-converting coating layer was left in a blue light source (XLamp XR-E LED, Royal Blue 450, Cree) for 1 hour, and its light resistance was evaluated by checking the maintenance rate (%) relative to the initial light conversion efficiency, as shown in the table below.
[0287] 3. Heat resistance evaluation The aforementioned manufactured light-converting coating layer is subjected to a blue light source (XLamp XR-E LED, Royal blue 450 illuminance 3mW / cm²). 2 After positioning the sheet on top of a Cree (C.L.A.) unit, the luminance was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems). The same light conversion sheet was then heated in a 180°C oven for 30 minutes under nitrogen and atmospheric conditions, respectively, and the luminance was measured again using the same method as above. The heat resistance was evaluated by calculating the luminance retention rate after heating using Formula 1 below, and the results are shown in the table below. [Formula 1] Brightness retention rate = (Brightness after 30 minutes of processing at 180°C) / (Brightness before 30 minutes of processing at 180°C) × 100
[0288] 4. Evaluation of resistance to high temperature and high humidity After the aforementioned manufactured photoconversion coating layer is deposited with SiOx, a blue light source (XLamp XR-E LED, Royal blue 450 illuminance 3mW / cm²) is used. 2 After positioning the sheet on top of a Cree (C.A.) device, the brightness was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems). The same light conversion sheet was then exposed to a high-temperature, high-humidity treatment device (TH-PE, manufactured by JOTECH) at 80°C and 85% humidity for 24 hours, and the brightness was measured again using the same method as described above. The brightness retention rate after high-temperature, high-humidity treatment was calculated using the following formula 2 to evaluate the resistance to high temperature and humidity. A higher value indicates superior resistance to high temperature and humidity. [Formula 2] Brightness maintenance rate = (Brightness after 24 hours of processing at 80°C and 85% humidity) / (Brightness before 24 hours of processing at 80°C and 85% humidity) × 100
[0289] 5. Viscosity Stability Evaluation The aforementioned light-converting ink composition was 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 30°C. The initial viscosity and the viscosity after storage at room temperature for one day were measured. The viscosity stability was evaluated from the viscosity change rate calculated from these measurements according to the following evaluation criteria, and the results are shown in the table below. <Viscosity Stability Evaluation Criteria> ○: Viscosity change rate 105% or less △: Viscosity change rate exceeding 105% and 110% or less ×: Viscosity change rate exceeds 110%
[0290] [Table 8]
[0291] Through the experimental results described above, it was confirmed that the compositions of the examples containing a compound corresponding to the structure of Chemical Formula 7 of the present application exhibit superior effects in all aspects, including photoconversion efficiency, light resistance, heat resistance, high-temperature and high-humidity stability, and viscosity stability, compared to Comparative Examples 1 and 2 which either did not contain this compound or contained compounds with different structures.
[0292] Furthermore, it was confirmed that the example composition, which contains a compound corresponding to the structure of chemical formula 7 in an amount of 0.01 to 10% by weight relative to 100% by weight of the total solid content of the photoconversion ink composition, exhibits superior effects compared to the reference example, which contains the compound outside this range.
[0293] <Experimental Example IV> A-1 Production Example: Synthesis of AgInGaS / GaS core-shell luminescent particles and production of dispersions A mixed solution was prepared by placing 0.0625 mmol of silver iodide (AgI, 99.999%), 1.25 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 1 mmol of sulfur (99.998%) in a three-neck flask with 1.5 mL of 1-dodecanethiol (DDT≧98%) and 5 mL of oleylamine (OLA, 70%). The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AGS core QD was grown at this temperature for 30 minutes. 0.01 mmol of indium acetate (In(Ac)3, 99.99%) was added to this AGS core solution. The mixed solution was heated to 120°C to degass it, followed by N2 purging, and then the temperature was raised to the growth temperature of 240°C. The AIGS core QD was grown at this temperature for 10 minutes.
[0294] The AIGS core QD was mixed with 7 ml of oleylamine, 0.1 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 0.1 mmol of 1,3-dimethylthiourea, and the mixture was rapidly heated to 230°C. Then, under inert conditions, the temperature was increased by 2°C per minute until it reached 280°C. The solution was cooled again to room temperature, and sulfur compounds that did not participate in the reaction were removed by degas for 30 minutes. The quantum dots were precipitated in ethanol, purified by centrifugation, and then dried under reduced pressure to obtain AgInGaS / GaS quantum dot powder. The obtained quantum dot powder was mixed with 1,6-hexanediol diacrylate in a 1:1 ratio to prepare an AgInGaS / GaS dispersion.
[0295] Examples and Comparative Examples: Production of Photoconversion Ink Compositions Light-converting ink compositions were prepared by mixing the components according to the compositions shown in Tables 9 and 10 below (unit: weight %).
[0296] [Table 9]
[0297] [Table 10]
[0298] -A-1:AgInGaS / GaS dispersion -B-1: 1,6-Hexanediol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -B-2: Polyethylene glycol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -C:TiO2 (Huntsman, TR-88, particle size 220nm) -D: Diphenyl(2,4,6-trimethylbenzoyl)phosphone oxide (Aldrich) -E-1:SH8400 (Dow Corning Toray Silicone Co., Ltd.) -E-2: Compound represented by chemical formula 8-1 (2-(2-(2-Ethoxyethoxy)ethoxy)ethanamine, Aldrich) -E-3: Compound represented by chemical formula 8-2 (mPEG5-NH2, Aldrich) -E-4: Compound represented by chemical formula 8-3 (Poly(ethylene glycol)methyl ether amine, Aldrich, Mn=500) -E-5: Compound represented by chemical formula 8-4 (Amino-dPEG(registered trademark) 4-acid, Aldrich Corporation) -E-6: Compound represented by chemical formula 8-5 (Amino-PEG4-alkyne, Aldrich) -E-7: Compound represented by chemical formula 8-6 (Amino-PEG3, TCI Corporation) -E-8: Compound represented by chemical formula 8-7 (Poly(ethylene glycol)diamine, Aldrich, Mn=400) -E-9: Compound represented by chemical formula 8-8 (SH-PEG-NH2, Biochempeg, Mn=400) -E-10: Compound represented by chemical formulas 8-9 (2,5,8,11,14-pentaoxahexadecan-16-yl 2-aminoacetate) -E-11: Compound represented by chemical formula 8-10 (2,5,8,11-tetraoxatridecan-13-yl 3-aminopropanoate) -E-12: Compound represented by chemical formulas 8-11 (3-amino-N-(2,5,8,11-tetraoxatridecan-13-yl)propenamide) -E-13:1-Aminodecane (TCI) -E-14: Methoxypolyethylene glycol 1,000 propionic acid (Aldrich) -E-15: m-dPEG(registered trademark)36-amine (Aldrich Corporation) -F:Sumilizer-GP (Sumitomo Chemical Co., Ltd.) -G: Compound represented by chemical formula 11-1 (2-(2-methoxyethoxy)ethyl 3-mercaptopropanoate)
[0299] Experimental example 1. Manufacturing of light conversion coating layers and evaluation of light conversion efficiency The respective photoconversion ink compositions prepared in the examples and comparative examples were coated onto a 5cm x 5cm glass substrate using an inkjet method, and then subjected to a 4000 mJ / cm² test using a 395nm Blue LED lamp under nitrogen conditions. 2 After irradiation, the photoconversion coating layer was fabricated by heating on a hot plate at 180°C for 30 minutes under nitrogen conditions.
[0300] After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the (A) light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) with the following formula. The measured results are shown in Table 11 below.
number
[0301] Furthermore, the measured (A) optical conversion efficiency results are shown in Table 11, with the improved (B) optical conversion efficiency (%) set to 100% for the InP / ZnS core-shell emitting particle of Comparative Example 1.
[0302] 2. Evaluation of the full width at half maximum (FWHM) of the emission spectrum. After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the full width at half maximum (FWHM) of the emission spectrum was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) and is recorded in Table 11 below.
[0303] The measured full width at half maximum (FWHM) values are listed in the table below. A lower FWHM value indicates better color purity, and even better color purity can be expected when the FWHM is 40 nm or less.
[0304] 3. Evaluation of coating film uniformity A substrate with a well-shaped pattern measuring 30 μm horizontally, 90 μm vertically, and 10 μm deep was subjected to 20 drops of 20 pL liquid using a UniJet inkjet device. After 1 hour, the adjacent pixels were jetted in the same manner. The jetted substrate was then irradiated with a Blue LED and heated in a heating oven for 30 minutes, similar to the method disclosed in the manufacturing of the light conversion coating layer and measurement of the light conversion efficiency. The film thickness of the two patterns was then measured using a film thickness gauge (Dektak, Bruker), and the rate of change in film thickness between the two patterns was calculated and is shown in Table 11 below. <Evaluation Criteria> ◎: No change in film thickness ○: Film thickness change rate greater than 0% and less than or equal to 5%. △: Film thickness change rate exceeding 5% but 10% or less ×: Film thickness change rate exceeds 10%
[0305] 4. Evaluation of TiO2 dispersion The cross-section of the fabricated photoconversion coating layer was cut, and the presence or absence of TiO2 aggregation was confirmed by EDS (Energy dispersive X-ray spectrometry). The results are shown in Table 11 below. If TiO2 is not uniformly distributed in the coating layer, problems such as a decrease in optical properties may occur. <Evaluation Criteria> ◎: No aggregation of TiO2 occurred at all. ○: TiO2 aggregation area is greater than 0% but less than or equal to 5%. △: TiO2 aggregation area is more than 5% but less than or equal to 10%. ×: TiO2 aggregation area exceeds 10%
[0306] [Table 11]
[0307] Referring to Table 11 above, it can be seen that the photoconversion ink compositions of the examples containing at least one of the compounds represented by chemical formulas 8-1 to 8-11 have (A) a photoconversion efficiency of 31% to 37%, a full width at half maximum of 34 nm to 40 nm, a film thickness change rate of 10% or less, and a TiO2 aggregation area of 10% or less.
[0308] Furthermore, the photoconversion ink compositions of Comparative Examples IV-1 to IV-3, which contain a compound different from the compound represented by chemical formula 8 as an additive, show that (A) the photoconversion efficiency is poor compared to the examples, with 21% (Comparative Example IV-2) and 24% (Comparative Example IV-1), and the film thickness change rate exceeds 10% (Comparative Examples IV-1 and IV-3), and the area where TiO2 aggregates exceeds 10% (Comparative Examples IV-1 and IV-3), resulting in problems of reduced optical properties.
[0309] Therefore, it can be seen that the photoconversion ink composition containing the compound represented by chemical formula 8 has advantages in terms of excellent photoconversion efficiency and color purity, minimal film thickness changes, and prevention of scattering particle aggregation.
[0310] On the other hand, the photoconversion ink compositions of Examples IV-1 to IV-11, which further contain antioxidants, show that (A) the photoconversion efficiency is improved by 3%p to 4%p, the full width at half maximum is reduced by 5nm to 6nm, and the rate of change in film thickness and the area where TiO2 aggregates occur are reduced, compared to the photoconversion ink composition of Example IV-12, which does not contain antioxidants.
[0311] Furthermore, the photoconversion ink composition of Example IV-13, which further contains an antioxidant and a thiol compound, shows that (A) the photoconversion efficiency is improved by 2%p to 3%p compared to the photoconversion ink compositions of Examples IV-1 to IV-11, which further contain only an antioxidant, and the rate of change in film thickness and the area where TiO2 aggregates occur are further reduced.
[0312] Therefore, it can be seen that a photoconversion ink composition further containing at least one antioxidant and thiol compound has advantages in terms of photoconversion efficiency and color purity, minimal film thickness changes, and prevention of scattering particle aggregation.
[0313] Furthermore, the photoconversion ink compositions of Examples IV-1 to IV-11, in which the compound represented by chemical formula 8 is contained in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the photoconversion ink composition, show (A) superior photoconversion efficiency, reduced film thickness change, and reduced area of TiO2 aggregation compared to the photoconversion ink compositions of Reference Examples 1 and 2, in which the compound is contained in amounts of 0.1% by weight and 15% by weight, respectively.
[0314] Therefore, it can be seen that a photoconversion ink composition containing the compound represented by chemical formula 8 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the photoconversion ink composition exhibits excellent photoconversion efficiency, minimal film thickness changes, and advantages in preventing the aggregation of scattered particles.
[0315] <Experimental Example V> Synthesis example Production example of A: Synthesis of AgInGaS / GaS core-shell luminescent particles and production of dispersions A mixed solution was prepared by combining 0.0625 mmol of silver iodide (AgI, 99.999%), 1.25 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 1 mmol of sulfur (99.998%) with 1.5 mL of 1-dodecanethiol (DDT≧98%) and 5 mL of oleylamine (OLA, 70%) in a three-neck flask. The mixed solution was heated to 120°C and degassed, followed by N2 purging, and then heated to the growth temperature of 240°C. The AGS core QD was grown at this temperature for 30 minutes. 0.01 mmol of indium acetate (In(Ac)3, 99.99%) was added to this AGS core solution. The mixed solution was heated to 120°C and degassed, followed by N2 purging, and then heated to the growth temperature of 240°C. The AIGS core QD was grown at this temperature for 10 minutes.
[0316] The AIGS core QD was mixed with 7 ml of oleylamine, 0.1 mmol of gallium acetylacetonate (Ga(acac)3, 99.99%), and 0.1 mmol of 1,3-dimethylthiourea, and the mixture was rapidly heated to 230°C. Then, under inert conditions, the temperature was increased by 2°C per minute until it reached 280°C. The solution was cooled back to room temperature, and sulfur compounds that did not participate in the reaction were removed by degassing for 30 minutes. The quantum dots were precipitated in ethanol, purified by centrifugation, and then dried under reduced pressure to obtain AgInGaS / GaS quantum dot powder. The obtained quantum dot powder was mixed with 1,6-hexanediol diacrylate in a 1:1 ratio to prepare an AgInGaS / GaS dispersion.
[0317] Examples, comparative examples, and reference examples: Production of photoconversion ink compositions Light-converting ink compositions were prepared by mixing the components according to the compositions shown in Tables 12 to 14 below (unit: weight %).
[0318] [Table 12]
[0319] [Table 13]
[0320] [Table 14]
[0321] -A: AgInGaS / Gas dispersion according to manufacturing example -B-1: 1,6-Hexanediol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -B-2: Polyethylene glycol diacrylate (Shin-Nakamura Chemical Co., Ltd.) -C:TiO2 (Huntsman, TR-88, particle size 220nm) -D: Diphenyl(2,4,6-trimethylbenzoyl)phosphone oxide (Aldrich) -E-1:SH8400 (Dow Corning Toray Silicone Co., Ltd.) -E-2: Compound with chemical formula 9-1 (N,N-Diethyl-1,3-diaminopropane, TCI Corporation) -E-3: Compound with chemical formula 9-2 (N,N-Diisopropylethylenediamine, TCI) -E-4: Compound with chemical formula 9-3 (N,N-Dibutylethylenediamine, TCI) -E-5: Compound with chemical formula 9-4 (3-(Dibutylamino)propylamine, TCI Corporation) -E-6: Compound with chemical formula 9-5 (N-(3-Aminopropyl)diethanolamine, TCI Corporation) -E-7: Compound with chemical formula 9-6 (N-(3-Aminopropyl)-N-methylaniline, TCI Corporation) -E-8: Compound with chemical formula 9-7 (N,N-Diethyl-1,4-cyclohexanediamine, TCI Corporation) -E-9: Compound of chemical formula 9-8 (N-(2-aminoethyl)-N-phenylaniline, amadischem) -E-10: Compound with chemical formula 9-9 (N-(3-Aminopropyl)-N-benzyl-N-methylamine, Aldrich) -E-11: Compounds with chemical formulas 9-10 (N,N-dibenzylethylenediamine, Syntechem) -E-12: Compound with chemical formulas 9-11 ((2-aminoethyl)bis(2-pyridylmethyl)amine, amadischem) -E-13: Compounds with chemical formulas 9-12 (bis(2-hydroxyethyl)hexylamine, Syntechem) -E-14: Compound with chemical formula 9-13 (2-(4-Aminophenyl)ethylamine, TCI) -E-15: Compound with chemical formula 9-14 (2,2'-[1,2-phenylenebis(oxy)]diethanamine, Combi Blocks) -E-16: Compound with chemical formulas 9-15 (3,3',5,5'-Tetramethylbenzidine, TCI) -E-17: Compounds with chemical formulas 9-16 (1,8-Diaminonaphthalene, TCI) -E-18: Compound with chemical formulas 9-17 (3,3'-Dimethylnaphthidine, TCI) -E-19: Compound with chemical formulas 9-18 (6,6'-Diamino-2,2'-bipyridyl, TCI) -E-20: Compounds with chemical formulas 9-19 (o-Dianisidine, TCI) -E-21: Compound with chemical formula 9-20 (2,2'-Diamino-4,4'-bithiazole, TCI) -E-22: Compound with chemical formula 9-21 (2,2'-Bis(trifluoromethyl)benzidine, TCI Corporation) -E-23:1,8-Diaminooctane (TCI) -E-24:N,N-Diethyl-1,4-cyclohexanediamine (TCI) -F:Sumilizer-GP (Sumitomo Chemical Co., Ltd.)
[0322] Experimental example 1. Manufacturing of the light conversion coating layer and measurement of the light conversion efficiency The respective photoconversion ink compositions prepared in the examples and comparative examples were coated onto a 5cm x 5cm glass substrate using an inkjet method, and then subjected to a 4000 mJ / cm² test using a 395nm Blue LED lamp under nitrogen conditions. 2 After irradiation, the photoconversion coating layer was fabricated by heating on a hot plate at 180°C for 30 minutes under nitrogen conditions.
[0323] After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the light conversion efficiency was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems) with the following formula. The measured results are shown in Table 15 below.
number
[0324] 2. Full width at half maximum (FWHM) of the emission spectrum After positioning the manufactured light-converting coating layer on top of a blue light source (XLamp XR-E LED, Royal blue 450, Cree), the full width at half maximum (FWHM) of the emission spectrum was measured using a luminance meter (CAS140CT Spectrometer, Instrument Systems).
[0325] The measured full width at half maximum (FWHM) values are listed in the table below. A lower FWHM value indicates better color purity, and even better color purity can be expected when the FWHM is 40 nm or less.
[0326] 3. Inkjet ejection performance After filling UniJet's inkjet printing equipment with the manufactured light-converting ink composition, the jetting head temperature was fixed at 40°C, and after ejecting the ink for 1 minute, it was left for 30 minutes before being ejected again. The ejection performance was evaluated according to the following criteria. <Evaluation Criteria> ○: Re-dispensing is possible, and droplets travel in a straight line. △: Re-dispensing is possible, but droplet curve occurs. ×: Unable to re-discharge
[0327] 4. Wettability of the nozzle After filling the manufactured light-converting ink composition into UniJet's inkjet printing equipment, the jetting head temperature was fixed at 40°C, and after 30 minutes of ink ejection, it was checked whether the nozzle surface was wet with the ink composition.
[0328] [Table 15]
[0329] Referring to the experimental data, the photoconversion ink composition of the example containing the compound represented by chemical formula 9 had a photoconversion efficiency exceeding 30% and a full width at half maximum of 40 nm or less, while the photoconversion ink composition of the comparative example not containing the compound represented by chemical formula 9 had a photoconversion efficiency of 30% or less and a full width at half maximum of 40 nm or more. Therefore, it can be seen that the photoconversion ink composition containing the compound represented by chemical formula 9 showed improved photoconversion efficiency and full width at half maximum compared to the photoconversion ink composition not containing it. Furthermore, the photoconversion ink composition of the example containing the compound represented by chemical formula 9 was capable of re-dispensing after ink ejection, and it can be judged that it had good droplet straightness and excellent ejection properties. It can also be seen that it had excellent jetting properties as the nozzle surface was not wetted by the photoconversion ink composition even after ink ejection. Therefore, it is possible to provide an excellent photoconversion ink composition with high color purity when proceeding through a continuous process.
[0330] Furthermore, the coating film formed by the photoconversion ink composition of the example, which contains the compound represented by chemical formula 9 in an amount exceeding 0.1% by weight but less than 15% by weight relative to the total weight of solids in the composition, exhibited a photoconversion efficiency exceeding 30%, excellent ejection properties, and no nozzle wetting. In contrast, the coating film formed by the reference example photoconversion ink composition, which contains the compound represented by chemical formula 9 in amounts of 0.1% by weight and 15% by weight relative to the total weight of solids in the composition, exhibited a photoconversion efficiency of 25-36%, average ejection properties, and some nozzle wetting.
[0331] Therefore, it can be seen that the coating film formed by the photoconversion ink composition of the example, which contains the compound represented by chemical formula 9 in an amount exceeding 0.1% but less than 15% by weight relative to the total weight of solids in the composition, exhibits improved jetting performance after ink ejection compared to the coating film formed by the reference example photoconversion ink composition, which falls outside the aforementioned range.
Claims
1. A photoconversion ink composition comprising luminescent particles, polymerizable monomers and additives, The aforementioned additive comprises one or more compounds selected from those represented by the following chemical formulas 1, 6, 7, and 9: The aforementioned chemical formula 1 includes at least one compound represented by the following chemical formulas 2 to 5: A photoconversion ink composition comprising the compounds represented by chemical formula 1, chemical formula 6, chemical formula 7, and chemical formula 9 in an amount exceeding 0.1% by weight and less than 15% by weight, relative to 100% by weight of the total solid content of the photoconversion ink composition. [Chemical formula 1] 【Chemistry 1】 (In the above chemical formula 1, Ra, Rb, and Rc are each independently hydrogen, a substituted or unsubstituted C1-C5 alkyl group, or a C2-C50 hydrocarbon group containing two or more nitrogen atoms. The substituted substituents represent a hydroxyl group, an amino group, a C1-C10 alkyl group, a C1-C10 alkenyl group, a C1-C10 alkynyl group, a C1-C10 amine group, a C1-C10 alkoxy group, or a halogen group, and the alkyl group, alkenyl group, alkynyl group, amine group, and alkoxy group representing the substituents may be substituted or unsubstituted with one or more hydroxyl groups, halogen groups, or amino groups. [Chemical formula 6] 【Chemistry 2】 (In the above chemical formula 6, R 61 and R 62 are, independently, a substituted or unsubstituted C1-C10 alkylene group, a substituted or unsubstituted C5-C10 cycloalkylene group, a substituted or unsubstituted C4-C20 arylene group, a substituted or unsubstituted C4-C20 heteroarylene group, a substituted or unsubstituted C6-C30 arylalkylene group, or a substituted or unsubstituted C6-C30 heteroarylalkylene group. R 63 is a substituted or unsubstituted alkylene group having 1 to 10 carbon atoms, a substituted or unsubstituted alkenylene group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkylene group having 5 to 10 carbon atoms, a substituted or unsubstituted alkyleneoxy group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkylenthiol group having 1 to 10 carbon atoms. R64 and R65 are, independently, hydrogen or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. X6 and Y6 are independently either hydrogen or a hydroxyl group. The aforementioned substituted substituents represent C1-C6 alkyl groups, C1-C6 fluoroalkyl groups, C1-C6 perfluoroalkyl groups, C1-C6 fluoroalkoxy groups, C1-C6 perfluoroalkoxy groups, C2-C6 alkenyl groups, C2-C6 alkynyl groups, C3-C10 cycloalkyl groups, C3-C10 heterocycloalkyl groups, C3-C10 heterocycloalkyloxy groups, C1-C6 haloalkyl groups, C1-C6 alkoxy groups, C1-C6 thioalkoxy groups, aryl groups, acyl groups, hydroxyl groups, thiol groups, halogens, amino groups, aminoalkyl groups, alkoxycarbonyl groups, carboxyl groups, carbamoyl groups, cyano groups, or nitro groups. [Chemical formula 7] 【Transformation 3】 (In the above chemical formula 7, R 71 is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; R 72 is a substituted or unsubstituted aryl group having 6 to 20 carbon atoms or 【Chemistry 4】 And; R 73 is a substituted or unsubstituted arylene group having 6 to 20 carbon atoms; R 74 is a substituted or unsubstituted aryl group or alkyl group having 6 to 20 carbon atoms. The substituted substituents represent a hydroxyl group, an amino group, a C1-C10 alkyl group, a C1-C10 alkenyl group, a C1-C10 alkynyl group, a C1-C10 amine group, a C1-C10 alkoxy group, or a halogen group, and the alkyl group, alkenyl group, alkynyl group, amine group, and alkoxy group representing the substituents may be substituted or unsubstituted with one or more hydroxyl groups, halogen groups, or amino groups. [Chemical formula 9] 【Transformation 6】 (In the above chemical formula 9, R91 and R92 are, independently, a single bond, a carbon-1 to carbon-10 alkoxyalkylene group, a carbon-1 to carbon-10 divalent or trivalent amine group, a carbon-1 to carbon-10 arylene group, or a substituted or unsubstituted carbon-1 to carbon-10 alkylene group. A9 is a substituted or unsubstituted aryl group having 5 to 20 carbon atoms, a substituted or unsubstituted arylene group having 5 to 20 carbon atoms, a substituted or unsubstituted heteroaryl group having 5 to 20 carbon atoms, a substituted or unsubstituted heteroarylene group having 5 to 20 carbon atoms, or a substituted or unsubstituted heterocycloalkylene group having 4 to 20 carbon atoms. n 9 is between 0 and 1. The aforementioned substituted substituents represent C1-C6 alkyl groups, C1-C6 fluoroalkyl groups, C1-C6 perfluoroalkyl groups, C1-C6 fluoroalkoxy groups, C1-C6 perfluoroalkoxy groups, C2-C6 alkenyl groups, C2-C6 alkynyl groups, C3-C10 cycloalkyl groups, C3-C10 heterocycloalkyl groups, C3-C10 heterocycloalkyloxy groups, C1-C6 haloalkyl groups, C1-C6 alkoxy groups, C1-C6 thioalkoxy groups, aryl groups, acyl groups, hydroxyl groups, thiol groups, halogen-substituted alkoxy groups, halogens, amino groups, aminoalkyl groups, amino-substituted alkoxy groups, alkoxycarbonyl groups, carboxyl groups, carbamoyl groups, cyano groups, or nitro groups. [Chemical formula 2] 【Transformation 7】 (In the above chemical formula 2, R 1 , R 2 , R 4 , R 6 and R 7 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 3 and R 5 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms. [Chemical formula 3] 【Transformation 8】 (In the above chemical formula 3, R 8 、R 9 、R 11 、R 13 、R 15 and R 16 are each independently hydrogen or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms, R 10 , R 12 and R 14 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms. [Chemical formula 4] 【Chemistry 9】 (In the above chemical formula 4, R 17 , R 18 , R 21 , R 22 , R 24 and R 25 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 19 , R 20 and R 23 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms. [Chemical formula 5] 【Chemistry 10】 (In the above chemical formula 5, R 17 , R 18 , R 20 , R 22 , R 24 , R 26 and R 27 Each of these is independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 5 carbon atoms. R 19 , R 21 , R 23 and R 25 Each of these is independently a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms. (In the above chemical formulas 2 to 5, the substituted substituent represents a hydroxyl group, an amino group, a C1-C10 alkyl group, a C1-C10 alkenyl group, a C1-C10 alkynyl group, a C1-C10 amine group, a C1-C10 alkoxy group, or a halogen group, and the alkyl group, alkenyl group, alkynyl group, amine group, and alkoxy group representing the substituent may be substituted or unsubstituted with one or more hydroxyl groups, halogen groups, or amino groups.)
2. The photoconversion ink composition according to claim 1, wherein the compound represented by chemical formula 1 is contained in an amount exceeding 0.1% by weight and 10% by weight or less, based on 100% by weight of the total solid content of the photoconversion ink composition.
3. The photoconversion ink composition according to claim 1, wherein the polymerizable monomer comprises a compound represented by the following chemical formula 10. [Chemical formula 10] 【Chemistry 11】 (In the above chemical formula 10, R 281 This is an alkylene group having 1 to 20 carbon atoms, a phenylene group, or a cycloalkylene group having 3 to 10 carbon atoms. R 291 These are, independently, hydrogen or a methyl group. I understand 10 (This is an integer between 1 and 15.)
4. The photoconversion ink composition according to claim 3, wherein the polymerizable monomer further comprises a monofunctional or polyfunctional monomer having three or more unsaturated double bonds.
5. The photoconversion ink composition according to claim 3, wherein the compound represented by the chemical formula 10 comprises one or more selected from the group consisting of 1,6-hexanediol diacrylate, polyethylene glycol diacrylate, 2-hydroxy-3-methacrylate, 1,9-bisacryloyloxynonane, and tripropylene glycol diacrylate.
6. The photoconversion ink composition according to claim 1, further comprising one or more selected from the group consisting of scattering particles, photopolymerization initiators, additives, and solvents.
7. The aforementioned scattering particles are Al 2 O 3 SiO 2 ZnO, ZrO 2 , BaTiO 3 , TiO 2 Ta 2 O 5 Ti 3 O 5 , ITO, IZO, ATO, ZnO-Al, Nb 2 O 3 The photoconversion ink composition according to claim 6, comprising one or more selected from the group consisting of SnO and MgO.
8. The photoconversion ink composition according to claim 1, further comprising an antioxidant.
9. The photoconversion ink composition according to claim 8, wherein the antioxidant comprises at least one antioxidant including phenolic compounds, phosphorus compounds, and sulfur compounds.
10. The photoconversion ink composition according to claim 1, which is solvent-free and does not contain any solvents.
11. A photoconversion laminated substrate manufactured using the photoconversion ink composition described in any one of claims 1 to 10.
12. A backlight unit including the optical conversion laminated substrate according to claim 11.
13. A light-converting pixel substrate manufactured using the light-converting ink composition according to any one of claims 1 to 10.
14. An image display device including the backlight unit according to claim 12.
15. An image display device including the light conversion pixel substrate according to claim 13.