Ink composition, organic layer containing the same, and organic light-emitting device containing the same

Abstract

The present specification relates to an ink composition, an organic layer including the ink composition, and an organic light-emitting device including the ink composition.

Description

[Technical field]

[0001] This application claims the benefit of the filing date of Korean Patent Application No. 10-2022-0146048, filed with the Korean Intellectual Property Office on November 4, 2022, the entire contents of which are incorporated herein by reference.

[0002] The present invention relates to an ink composition, an organic layer containing the ink composition, and an organic light-emitting device containing the ink composition. [Background technology]

[0003] The organic light-emitting phenomenon is an example in which electric current is converted into visible light by an internal process of a specific organic molecule. The principle of the organic light-emitting phenomenon is as follows. When an organic layer is placed between an anode and a cathode, and an electric current is applied between the two electrodes, electrons and holes are injected into the organic layer from the cathode and anode, respectively. The electrons and holes injected into the organic layer recombine to form excitons, which then fall back to the ground state to emit light. An organic light-emitting device using this principle may generally be composed of a cathode, an anode, and organic layers positioned therebetween, such as a hole injection layer, a hole transport layer, an emission layer, an electron injection layer, an electron transport layer, an electron blocking layer, and a hole blocking layer. Conventionally, a deposition process has been mainly used to manufacture organic light emitting devices. However, when manufacturing organic light emitting devices using a deposition process, there are problems such as a large loss of material and it is difficult to manufacture devices with a large area. To solve these problems, devices using a solution process have been developed. Therefore, there is a need for development of materials for solution processing. Summary of the Invention [Problem to be solved by the invention]

[0004] The present invention relates to an ink composition, an organic layer containing the ink composition, and an organic light-emitting device containing the ink composition. [Means for solving the problem]

[0005] One embodiment of the present invention provides an ink composition comprising a compound represented by the following chemical formula 1: a first solvent represented by the following chemical formula A: and a second solvent represented by the following chemical formula A and different from the first solvent.

[0006] [ka] In the above Chemical Formula 1 and A, La is a substituted or unsubstituted divalent hydrocarbon ring group; or a substituted or unsubstituted divalent heterocyclic group; L1 and L2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted arylene group; R1 to R4 are the same or different and each independently represents hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; X1 and X2 are the same or different and each independently represents a curable group; L10 is a direct bond; or a substituted or unsubstituted alkylene group; Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; r1 and r2 are each an integer of 1 to 7, r3 and r4 are each an integer of 1 to 5, and when r1 to r4 are each 2 or more, the substituents in the two or more brackets are the same or different from each other, f1 is the number of bonding positions to which a substituent may be bonded to 1 to Ar1, f2 is the number of bonding positions at which a substituent may be bonded to 1 to Ar2.

[0007] Another embodiment of the present invention provides a pixel comprising the ink composition described above or a cured product thereof.

[0008] Another embodiment of the present invention provides an organic layer comprising the above-described pixels.

[0009] Another embodiment of the present invention provides an organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers disposed between the first electrode and the second electrode, at least one of the organic layers being the organic layer described above. Effect of the Invention

[0010] The ink composition according to one embodiment of the present invention has the advantage that it forms a hardened thin film by heat treatment or light treatment, and thus forms a stable thin film that is not damaged by subsequent solution processes.

[0011] In addition, the ink composition according to an embodiment of the present invention exhibits resistance to certain solvents after curing, allowing solution processing during device fabrication, thereby enabling devices to have larger areas.

[0012] In addition, the ink composition according to an embodiment of the present invention can be used as a material for an organic layer of an organic light-emitting device, and when applied to an organic light-emitting device, it can provide an element having a low driving voltage, excellent efficiency characteristics, and / or excellent life characteristics.

[0013] In addition, the pixels formed using the ink composition according to one embodiment of the present invention have excellent flatness. [Brief description of the drawings]

[0014] [Figure 1] 1 shows an organic light-emitting device according to one embodiment of the present invention. [Diagram 2] FIG. 1 shows the results of NMR measurement of compound DA. [Diagram 3] FIG. 1 shows the results of NMR measurement of compound DB. [Figure 4] FIG. 2 is a plan view of an organic layer on which a bank is formed. [Diagram 5] FIG. 13 is a diagram illustrating an example of a measurement area for flatness. [Figure 6] FIG. 13 is a diagram illustrating a process in which an ink composition is applied to an organic layer provided with pixels having a minor axis width of more than 50 μm. [Figure 7] FIG. 2 is a diagram illustrating a process in which an ink composition is applied to an organic layer provided with pixels having a minor axis width of 50 μm or less. [Figure 8] FIG. 1 shows the results of measuring the flatness when pixels are formed with ink composition 1. [Figure 9] FIG. 13 is a diagram showing the results of measuring the flatness when pixels are formed with ink composition 18. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0015] The present invention will be described in detail below. One embodiment of the present invention provides an ink composition comprising a compound represented by the following chemical formula 1: a first solvent represented by the following chemical formula A: and a second solvent represented by the following chemical formula A and different from the first solvent.

[0016] [ka] In the above Chemical Formula 1 and A, La is a substituted or unsubstituted divalent hydrocarbon ring group; or a substituted or unsubstituted divalent heterocyclic group; L1 and L2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted arylene group; R1 to R4 are the same or different and each independently represents hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; X1 and X2 are the same or different and each independently represents a curable group; L10 is a direct bond; or a substituted or unsubstituted alkylene group; Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; r1 and r2 are each an integer of 1 to 7, r3 and r4 are each an integer of 1 to 5, and when r1 to r4 are each 2 or more, the substituents in the two or more brackets are the same or different from each other, f1 is the number of bonding positions to which a substituent may be bonded to 1 to Ar1, f2 is the number of bonding positions at which a substituent may be bonded to 1 to Ar2.

[0017] The compound represented by Formula 1 according to one embodiment of the present invention contains a halogen group (specifically, F) in each of the substituents Ar1 and Ar2, thereby suppressing the formation of radicals at the positions of Ar1 and Ar2, and the compound has high stability and a high HOMO (highest occupied molecular orbital) energy level value. Therefore, when the compound represented by Formula 1 is contained in a hole injection layer in an organic light emitting device, it facilitates hole injection from the hole injection layer to the hole transport layer, which has a major impact on improving the life of the device.

[0018] The first and second solvents represented by Chemical Formula A according to one embodiment of the present invention can dissolve the compound represented by Chemical Formula 1, and have the effect of forming a flat thin film after the ink is dried due to the low surface tension of the solvents and the low surface tension difference between the solvents.

[0019] In general, when the size of a unit pixel is reduced to increase the resolution of a display panel, it is difficult to form a flat thin film when vacuum-dried after inkjet printing. In particular, the shorter the minor axis length of a pixel is, the more difficult it is to form a flat thin film. If a flat thin film is not formed, factors that affect the interference conditions of light emitted according to the thickness increase, resulting in a decrease in the luminescence and / or coloring effects of the display panel.

[0020] One embodiment of the present invention exhibits the effect of forming a flat thin film even if the pixel size is reduced by including a compound represented by Chemical Formula 1, a first solvent represented by Chemical Formula A, and a second solvent represented by Chemical Formula A and different from the first solvent. Thus, the ink composition according to one embodiment of the present invention can exhibit excellent luminescence and / or coloring effects when applied to an organic layer.

[0021] In the present invention, when a member (layer) is said to be "located on" another member (layer), this includes not only the case where a member (layer) is in contact with the other member, but also the case where another member (layer) exists between two members (layers).

[0022] In the present invention, when a part "comprises" a certain component, this does not mean excluding other components, but means that the part may further include other components, unless otherwise specified to the contrary.

[0023] In the present invention, the term "layer" is interchangeable with the term "film" used primarily in this technical field, and refers to a coating that covers a desired area. The size of the "layer" is not limited, and each "layer" may be the same or different in size. According to one embodiment, the size of the "layer" may be the same as the entire element, may correspond to the size of a specific functional area, or may be smaller by a single sub-pixel.

[0024] In the present invention, the term "energy level" refers to the magnitude of energy. Therefore, the energy level is interpreted as meaning the absolute value of the energy value. For example, a deep energy level means that the absolute value increases in the negative direction from the vacuum level.

[0025] In the present invention, unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which the present invention belongs. Methods and materials similar or equivalent to those described in the present invention may be used in the practice or testing of embodiments of the present invention, and suitable methods and materials are described below. All publications, patent applications, patents, and other references mentioned in the present invention are entirely incorporated by reference in the present invention, and in the case of contradiction, the present invention, including definitions, shall prevail unless a specific passage is mentioned. It should be noted that the materials, methods, and examples are merely illustrative and not limiting.

[0026] In the present invention, [ka] means a moiety that is connected to another substituent or bond, respectively.

[0027] In the present invention, the term "substituted" means that a hydrogen atom bonded to a carbon atom of a compound is replaced with another substituent, and the position of the substitution is not limited as long as it is a position at which a hydrogen atom is substituted, i.e., a position at which a substituent can be substituted, and when two or more substituents are substituted, the two or more substituents may be the same or different from each other.

[0028] In the present invention, the term "substituted or unsubstituted" means that the group is substituted with one or more substituents selected from the group consisting of hydrogen; deuterium; a halogen group; an amine group; an alkyl group; an aryl group; and a heteroaryl group, or that the group is substituted with a substituent in which two or more of the above-exemplified substituents are linked, or that the group has no substituents.

[0029] In the present invention, the linkage of two or more substituents refers to the linkage of a hydrogen atom of any one of the substituents to another substituent. For example, an isopropyl group and a phenyl group are linked together, [ka] can be a substituent of

[0030] In the present invention, there is no restriction on the bonding direction of -COO-. For example, the -COO- is [ka] This means both.

[0031] In the present invention, a halogen group includes a fluoro group (-F), a chloro group (-Cl), a bromo group (-Br), or an iodo group (-I).

[0032] In the present invention, the alkyl group may be a straight chain or a branched chain, and the number of carbon atoms is not particularly limited, but is preferably 1-30, 1-20, 1-10, or 1-5. Specific examples include, but are not limited to, methyl, ethyl, propyl, n-propyl, isopropyl, butyl, n-butyl, isobutyl, t-butyl, sec-butyl, 1-methylbutyl, 1-ethylbutyl, pentyl, n-pentyl, isopentyl, neopentyl, t-pentyl, hexyl, n-hexyl, 1-methylpentyl, 2-methylpentyl, 3,3-dimethylbutyl, 2-ethylbutyl, heptyl, n-heptyl, 1-methylhexyl, cyclopentylmethyl, cyclohexylmethyl, octyl, n-octyl, t-octyl, 1-methylheptyl, 2-ethylhexyl, 2-propylpentyl, n-nonyl, 2,2-dimethylheptyl, 1-ethylpropyl, 1,1-dimethylpropyl, isohexyl, 4-methylhexyl, and 5-methylhexyl.

[0033] In the present invention, the alkyl group may include a haloalkyl group, which is an alkyl group substituted with a halogen group. Specific examples include, but are not limited to, a methyl group substituted with three fluoro groups, i.e., a trifluoromethyl group.

[0034] In the present invention, the alkylene group refers to an alkyl group having two bonding positions, i.e., a divalent group. The above description of the alkyl group may be applied, except that each of these is a divalent group.

[0035] In the present invention, the number of carbon atoms in the cycloalkyl group is not particularly limited, but is preferably 3 to 60. According to one embodiment, the number of carbon atoms in the cycloalkyl group is 3 to 30. Specific examples of the cycloalkyl group include, but are not limited to, a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group.

[0036] In the present invention, the aryl group means a monovalent group of a monovalent aromatic hydrocarbon or an aromatic hydrocarbon derivative. In the present invention, the aromatic hydrocarbon means a compound containing a ring in which π electrons are completely conjugated and planar, and the group derived from an aromatic hydrocarbon means a structure in which an aromatic hydrocarbon or a cyclic aliphatic hydrocarbon is condensed with an aromatic hydrocarbon. In addition, in the present invention, the aryl group includes a monovalent group in which two or more aromatic hydrocarbons or aromatic hydrocarbon derivatives are linked to each other. The aryl group is not particularly limited, but preferably has 6 to 60, 6 to 50, 6 to 30, 6 to 25, 6 to 20, 6 to 18, 6 to 15, 6 to 13, or 6 to 12 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group.

[0037] The monocyclic aryl group is not particularly limited, but preferably has 6 to 60, 6 to 54, 6 to 48, 6 to 42, 6 to 36, 6 to 30, 6 to 24, 6 to 18, or 6 to 12 carbon atoms, and specific examples thereof include, but are not limited to, a phenyl group, a biphenyl group, and a terphenyl group.

[0038] The polycyclic aryl group is not particularly limited, but preferably has 6 to 60, 6 to 45, 6 to 30, 6 to 24, 6 to 22, 6 to 20, 6 to 18, 6 to 16, 6 to 15, 6 to 14, 6 to 13, 6 to 12, or 6 to 10 carbon atoms, and examples thereof include, but are not limited to, a naphthyl group, an anthracenyl group, a phenanthrenyl group, a pyrenyl group, a perylenyl group, a triphenylenyl group, a chrysenyl group, and a fluorenyl group.

[0039] In the present invention, the aryl group may include a haloaryl group substituted with a halogen group. The haloaryl group means an aryl group substituted with one or more halogen groups, and the haloaryl group may be an aryl group substituted with one or more substituents selected from the group consisting of a fluoro group, a chloro group, a bromo group, and an iodo group. The haloaryl group may be substituted with two or more of the same halogen groups, and may be, for example, not only an aryl group substituted with one fluoro group, but also an aryl group substituted with two or more fluoro groups.

[0040] In the present invention, the arylene group refers to an aryl group having two bonding positions, i.e., a divalent group. The above description of the aryl group may be applied, except that each of these is a divalent group.

[0041] In the present invention, the heterocyclic group is an aromatic, aliphatic, or aromatic and aliphatic fused ring group containing one or more heteroatoms selected from N, O, P, and S. The number of carbon atoms in the heterocyclic group is not particularly limited, and may be 2 to 60 carbon atoms.

[0042] In the present invention, the heteroaryl group means a monovalent aromatic heterocycle. Here, the aromatic heterocycle means a monovalent group of an aromatic ring or an aromatic ring derivative, and a group containing one or more heteroatoms selected from the group consisting of N, O, P, S, Si, and Se. The aromatic ring derivative includes any structure in which an aromatic ring or an aliphatic ring is condensed with an aromatic ring. In addition, in the present invention, the heteroaryl group includes a monovalent group in which two or more aromatic rings containing heteroatoms or aromatic ring derivatives containing heteroatoms are linked to each other. The number of carbon atoms in the heteroaryl group is preferably 2 to 60, 2 to 50, 2 to 30, 2 to 20, 2 to 18, or 2 to 13. Examples of heteroaryl groups include, but are not limited to, thiophene, furanyl, pyrrole, imidazole, thiazole, oxazole, pyridine, pyrimidine, triazine, triazole, acridine, pyridazine, pyrazine, quinoline, quinazoline, quinoxaline, isoquinoline, indole, carbazole, benzoxazole, benzimidazole, benzothiazole, benzocarbazole, benzothiophene, dibenzothiophene, benzofuran, phenanthrolinyl, dibenzofuran, and the like.

[0043] In the present invention, the hydrocarbon ring may be an aromatic ring, an aliphatic ring, or an aromatic and an aliphatic condensed ring. Examples of aromatic and an aliphatic condensed ring include, but are not limited to, 1,2,3,4-tetrahydronaphthalene group, 2,3-dihydro-1H-indene group, etc.

[0044] In the present invention, the aromatic ring may be the same as that described above with respect to the aryl group.

[0045] In the present invention, the aliphatic ring is a non-aromatic hydrocarbon ring, and examples thereof include the above-mentioned cycloalkyl groups and an adamantyl group.

[0046] In the present invention, the aromatic ring may be the same as that described above with respect to the aryl group.

[0047] In the present invention, the curable group can cause a polymerization or crosslinking reaction to proceed, thereby causing a high molecular weight reaction to proceed. Examples of the curable group include a thermosetting group that is cured by heat and a photocurable group that is cured by light.

[0048] In one embodiment of the present invention, the curable group has one of the following structures:

[0049] [ka]

[0050] In the above structure, R32 and R34 are the same or different and each independently represents hydrogen; deuterium; or a substituted or unsubstituted alkyl group; L31 to L38 are the same or different and each independently represents a direct bond; -O-; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group; l34 to l38 are integers from 1 to 10, and when each of l34 to l38 is 2 or more, the substituents in the two or more brackets are the same or different from each other, [ka] is the site of binding to Chemical Formula 1.

[0051] In one embodiment of the present invention, the curable group has one of the following structures:

[0052] [ka] In the above structure, L31 to L38, l34 to l38, R32, R34, and [ka] is as mentioned above.

[0053] The compound represented by Chemical Formula 1 will be specifically described below.

[0054] The ink composition of the present invention contains the compound represented by Chemical Formula 1 above.

[0055] In one embodiment of the present invention, L1 and L2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted arylene group having 6 to 30 carbon atoms. In one embodiment of the present invention, L1 and L2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted phenylene group.

[0056] In one embodiment of the present invention, the above-mentioned Chemical Formula 1 is represented by the following Chemical Formula 1-1.

[0057] [ka]

[0058] In the above Chemical Formula 1-1, La, Ar1, Ar2, R1 to R4, X1, X2, r1 to r4, f1, and f2 are the same as defined in Chemical Formula 1; R6 and R7 are the same or different and each independently represent hydrogen; deuterium; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Each of r6 and r7 is an integer of 1 to 4, and when each of r6 and r7 is 2 or more, the two or more substituents in the parentheses are the same or different.

[0059] In one embodiment of the present invention, La is a substituted or unsubstituted divalent hydrocarbon ring group having 6 to 30 carbon atoms; or a substituted or unsubstituted divalent heterocyclic group having 2 to 30 carbon atoms.

[0060] In one embodiment of the present invention, La is a divalent hydrocarbon ring group having 6 to 30 carbon atoms which is unsubstituted or substituted with an alkyl group having 1 to 30 carbon atoms.

[0061] In one embodiment of the present invention, La has any one of the following structures:

[0062] [ka]

[0063] In the above structure, R10 to R31 are the same or different and each independently represents hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; n10 to n21 each represents an integer of 1 to 4, n22, n23, n28, and n29 each represents an integer of 1 to 3, n24 and n25 each represents an integer of 1 to 7, n26 is an integer of 1 to 8, and n27 is an integer of 1 to 6; when n10 to n29 each represents 2 or more, the two or more substituents in parentheses are the same or different from each other; [ka] is the site of attachment to Chemical Formula 1.

[0064] In one embodiment of the present invention, R10 to R31 are the same or different and each independently represent hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

[0065] In one embodiment of the present invention, R10 to R31 are the same or different and each independently represent hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.

[0066] In one embodiment of the present invention, R10 to R31 are the same or different and each independently represent hydrogen; deuterium; or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0067] In one embodiment of the present invention, Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms.

[0068] In one embodiment of the present invention, Ar1 and Ar2 are the same or different and each independently represents an aryl group having 6 to 30 carbon atoms which is unsubstituted or substituted with an alkyl group having 1 to 30 carbon atoms.

[0069] In one embodiment of the present invention, Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; or a substituted or unsubstituted terphenyl group.

[0070] According to one embodiment of the present invention, f1 is the number of bonding positions to which a substituent may be bonded in 1 to Ar1, and f2 is the number of bonding positions to which a substituent may be bonded in 1 to Ar2. As a specific example, when Ar1 or Ar2 is a phenyl group, the number of bonding positions to which a substituent may be bonded means 5 positions to which hydrogen is bonded, and when Ar1 or Ar2 is a biphenyl group, the number of bonding positions to which a substituent may be bonded means 9 positions to which hydrogen is bonded.

[0071] In one embodiment of the present invention, f1 and f2 each represent an integer of 1 to 5.

[0072] In one embodiment of the present invention, -Ar1-(F) f1 and -Ar2-(F) f2 are the same or different, and are each independently represented by the following chemical formula 1-A.

[0073] [ka] In the above Chemical Formula 1-A, R5 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group; L3 is a direct bond; or a substituted or unsubstituted arylene group; f3 is an integer from 1 to 5, f4 is an integer from 0 to 4, and f3+f4 is 5 or less; [ka] is the moiety that is attached to Formula 1.

[0074] In one embodiment of the present invention, f3 is 1. In one embodiment of the present invention, f3 is 2. In one embodiment of the present invention, f3 is 3. In one embodiment of the present invention, f3 is 4. In one embodiment of the present invention, f3 is 5.

[0075] In one embodiment of the present invention, -Ar1-(F) f1 and -Ar2-(F) f2 are the same or different and each independently represent one of the following structures:

[0076] [ka] In the above structure, L3 is a direct bond; or a substituted or unsubstituted arylene group; R50 to R53 are the same or different and each independently represents hydrogen; deuterium; or an alkyl group. r50 is an integer of 1 to 4, r51 is an integer of 1 to 3, and r52 is 1 or 2; [ka] is the site of attachment to Chemical Formula 1.

[0077] In one embodiment of the present invention, L3 is a direct bond; a substituted or unsubstituted phenylene group; or a substituted or unsubstituted biphenylene group. In one embodiment of the present invention, L3 is a direct bond; or a substituted or unsubstituted phenylene group. In one embodiment of the present invention, L3 is a direct bond; a phenylene group; a phenylene group substituted with an alkyl group; a phenylene group substituted with a halogen group; or a phenylene group substituted with an alkyl group and a halogen group.

[0078] In one embodiment of the present invention, R1 to R4 are the same or different and each independently represent hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms; a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms; a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms. In one embodiment of the present invention, R1 and R2 are each hydrogen or deuterium. In one embodiment of the present invention, R3 and R4 are the same or different and each independently represent hydrogen; deuterium; or a halogen group. In one embodiment of the present invention, R3 and R4 are the same or different and each independently represent hydrogen; deuterium; or F.

[0079] In one embodiment of the present invention, X1 and X2 are the same or different and each independently represent any one of the following structures:

[0080] [ka] In the above structure, L31 to L38, l34 to l38, R32, R34, and [ka] is as mentioned above.

[0081] In one embodiment of the present invention, X1 and X2 are the same or different and each independently represent any one of the following structures:

[0082] [ka] In the above structure, R32, L32, L35 to L38, 135 to 138, and [ka] is as mentioned above.

[0083] In one embodiment of the present invention, X1 and X2 are the same or different and each independently represent [ka] L32 and L37 are the same or different and each independently represent a direct bond; -O-; or an alkylene group; and l37 is an integer of 1 to 5. [ka] is the moiety that is attached to Formula 1.

[0084] In one embodiment of the present invention, X1 and X2 are the same or different and each independently represent any one of the following structures: [ka]

[0085] In one embodiment of the present invention, the formula 1 has any one of the following structures:

[0086] [ka]

[0087] [ka]

[0088]

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[0089]

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[0090]

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[0091]

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[0092]

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[0093]

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[0094]

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[0095]

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[0096]

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[0097]

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[0098]

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[0099]

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[0100]

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[0101]

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[0102]

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[0103]

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[0104]

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[0105]

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[0106]

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[0107]

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[0108]

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[0109] [ka]

[0110] [ka]

[0111] Hereinafter, the first solvent represented by chemical formula A and the second solvent represented by chemical formula A and different from the first solvent will be specifically described.

[0112] The ink composition of the present invention comprises a first solvent represented by chemical formula A, and a second solvent represented by chemical formula A and different from the first solvent.

[0113] [ka] In the above chemical formula A, L10 is a direct bond; or a substituted or unsubstituted alkylene group; Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group.

[0114] In one embodiment of the present invention, L10 is a direct bond; or a substituted or unsubstituted alkylene group having 1 to 30 carbon atoms. In one embodiment of the present invention, L10 is a direct bond; or an alkylene group having 1 to 30 carbon atoms which is unsubstituted or substituted with an alkyl group. In one embodiment of the present invention, L10 is a direct bond; or an alkylene group having 1 to 20 carbon atoms which is unsubstituted or substituted with an alkyl group. In one embodiment of the present invention, L10 is a direct bond; or an alkylene group having 1 to 10 carbon atoms which is unsubstituted or substituted with an alkyl group.

[0115] In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkyl group. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents an alkyl group. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents an alkyl group having 1 to 30 carbon atoms. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents an alkyl group having 1 to 20 carbon atoms. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents an alkyl group having 1 to 10 carbon atoms. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents a linear or branched alkyl group. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represent a linear alkyl group having 1 to 30 carbon atoms; or a branched alkyl group having 3 to 30 carbon atoms. In one embodiment of the present invention, Z1 and Z2 are the same or different and each independently represents a linear alkyl group having 1 to 10 carbon atoms; or a branched alkyl group having 3 to 10 carbon atoms.

[0116] In one embodiment of the present invention, the formula A has any one of the following structures:

[0117] [ka]

[0118] [ka]

[0119] [ka]

[0120] In one embodiment of the present invention, the first solvent has any one of the above structures, and the second solvent has any one of the above structures, but is different from the first solvent.

[0121] In one embodiment of the present invention, the first solvent and the second solvent are both represented by chemical formula A, but the boiling point of the first solvent is higher than the boiling point of the second solvent.

[0122] In one embodiment of the present invention, the boiling point of the first solvent is 250° C. to 350° C., the boiling point of the second solvent is 180° C. to 280° C., and the boiling point of the first solvent is higher than the boiling point of the second solvent.

[0123] In one embodiment of the present invention, the first solvent has the lowest vapor pressure among the constituent solvents and is not removed in the initial drying stage, which has the advantage that the surface tension difference between the substances remaining after the initial drying stage can be adjusted.

[0124] In one embodiment of the present invention, the second solvent provides a concentration suitable for inkjet printing, has a high vapor pressure, is partially removed in the initial drying stage, and prevents overloading of the vacuum drying device. In addition, due to structural similarity to the first solvent, the second solvent has the effect of preventing abrupt changes in thin film flatness before and after the initial drying stage.

[0125] As a result, when the ink composition contains the first and second solvents, there is an advantage that the flatness of the produced organic layer and / or the flatness of the pixels is excellent.

[0126] In one embodiment of the present invention, the boiling point of the first solvent is 250°C to 350°C, 260°C to 350°C, or 270°C to 350°C.

[0127] In one embodiment of the present invention, the boiling point of the second solvent is 180°C to 280°C, 180°C to 250°C, or 180°C to 245°C.

[0128] In one embodiment of the present invention, the surface tension of the first solvent is 28 mN / m to 38 mN / m, specifically, 30 mN / m to 37 mN / m, or 30 mN / m to 36.5 mN / m.

[0129] In one embodiment of the present invention, the surface tension of the second solvent is 25 mN / m to 35 mN / m, specifically, 27 mN / m to 35 mN / m.

[0130] By limiting the surface tension of the first solvent, the surface tension range between other substances other than the first solvent can be easily adjusted. Specifically, substances (e.g., second solvent, additional solvent, etc.) contained in the ink composition used in the solution process generally have a surface tension value range of 25 mN / m to 45 mN / m. If a small amount of the first and second solvents remains at the later stage of ink drying, if the surface tension difference between the first and second solvents is large, the thin film finally formed may become uneven, so it is preferable that the surface tension difference between the first and second solvents is small. The surface tension range of 28 mN / m to 38 mN / m is close to the intermediate value of the surface tension range of 25 mN / m to 45 mN / m, which is the surface tension value of the general organic solvent, and therefore, when the first solvent has a surface tension range of 28 mN / m to 38 mN / m, the surface tension difference between other substances other than the first solvent represented by the chemical formula A can be adjusted to be small.

[0131] In one embodiment of the present invention, the ink composition further comprises a third solvent different from the first solvent and the second solvent.

[0132] In one embodiment of the present invention, the third solvent is different from the first solvent and the second solvent, and includes one or more of the solvent represented by the chemical formula A; the solvent represented by the following chemical formula B; tetralin; 4-methoxytoluene; tripropylene glycol monobutyl ether; and cyclohexylbenzene.

[0133] [ka] In the above chemical formula B, L100 is an alkylene group; L101 is -COO-, R100 is hydrogen; or a substituted or unsubstituted alkyl group; R101 is a substituted or unsubstituted alkyl group; l100 is 0 or 1, r100 is an integer of 1 to 5, and when r100 is 2 or more, the substituents in the parentheses are the same or different.

[0134] In one embodiment of the present invention, the l100 is 0.

[0135] In one embodiment of the present invention, R100 is hydrogen or an alkyl group having 1 to 10 carbon atoms.

[0136] In one embodiment of the present invention, R101 is an alkyl group having 1 to 30 carbon atoms.

[0137] In one embodiment of the present invention, the third solvent is different from the first solvent and the second solvent, and includes one or more of the solvent represented by chemical formula A; butyl benzoate; isobutyl benzoate; ethyl 4-methyl benzoate; amyl benzoate; isoamyl benzoate; tetralin; 4-methoxytoluene; tripropylene glycol monobutyl ether; and cyclohexylbenzene. In one embodiment of the present invention, the third solvent is a mixture of 1 to 5 kinds, a mixture of 1 to 3 kinds, or one kind of solvent selected from the above-mentioned solvents.

[0138] In one embodiment of the present invention, the boiling point of the third solvent is 180°C to 250°C.

[0139] In one embodiment of the present invention, the surface tension of the third solvent is 30 mN / m to 37 mN / m.

[0140] In one embodiment of the present invention, the ink composition comprises a first solvent, a second solvent, and a third solvent that are different from one another, where the first solvent has the highest boiling point, the second solvent has an intermediate boiling point, and the third solvent has the lowest boiling point.

[0141] The ionic compound containing an anion group represented by Chemical Formula 2 will be specifically described below.

[0142] In one embodiment of the present invention, the ink composition further comprises an ionic compound having an anionic group represented by the following chemical formula 2.

[0143] [ka] In the above Chemical Formula 2, At least one of R201 to R220 is F; a cyano group; or a substituted or unsubstituted fluoroalkyl group; At least one of the remaining R201 to R220 is a curable group, The remaining R201 to R220 are the same or different, and each independently represents hydrogen; deuterium; a halogen group; a nitro group; a cyano group; an amino group; -OR221; -SR222; -SO3R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group; R221 to R228 are the same or different and each independently represents a hydrogen atom; a deuterium atom; or a substituted or unsubstituted alkyl group.

[0144] In one embodiment of the present invention, an ionic compound containing an anionic group represented by chemical formula 2 (hereinafter, an anionic group compound) has a curable group introduced therein. In contrast, if a curable group is not introduced, the ionic compound does not cure, and the ionic compound moves between electrodes or layers, resulting in a deterioration in the characteristics of the element. On the other hand, if the number of curable groups is increased, the curing rate of the ionic compound or a composition containing the same increases, and the film retention rate improves.

[0145] In one embodiment of the present invention, the anionic compound has one curable group. In one embodiment of the present invention, the number of curable groups in the anionic compound is two. In one embodiment of the present invention, the number of curable groups in the anionic compound is four.

[0146] In one embodiment of the present invention, the anionic group compound has 16 to 19 F, cyano groups, or substituted or unsubstituted fluoroalkyl groups.

[0147] In one embodiment of the present invention, the part by weight of F in the anionic group compound is 15 parts by weight to 50 parts by weight or less relative to 100 parts by weight of the anionic group compound. In one embodiment of the present invention, the part by weight of F in the anionic group compound is 10 parts by weight to 45 parts by weight or less relative to 100 parts by weight of the anionic group compound. In one embodiment of the present invention, the anionic group compound has 8 to 20 F per 100 parts by weight of the anionic group compound.

[0148] As described above, when the proportion of F, cyano groups, or fluoroalkyl groups in the molecule is high, the film retention rate during heat treatment is improved.

[0149] According to one embodiment of the present invention, the ionic compound can be used in the hole injection layer of an organic light emitting device. Specifically, it can be used as a dopant in the hole injection layer. In this case, when the F content of the ionic compound is increased, the force of attracting electrons from other compounds (host compounds) increases, and holes are more easily generated in the host, improving the performance of the hole injection layer.

[0150] In one embodiment of the present invention, the F content is analyzed using a COSA AQF-100 combustion furnace coupled to a Dionex ICS 2000 ion-chromatograph, or a method commonly used for the analysis of F. 19 This can be confirmed by F NMR.

[0151] In one embodiment of the present invention, at least one of the benzene rings containing R201 to R205, the benzene ring containing R206 to R210, the benzene ring containing R211 to R215, and the benzene ring containing R216 to R220 in Chemical Formula 2 is selected from the following structural formulas.

[0152] [ka]

[0153] In one embodiment of the present invention, the formula 2 has any one of the following structures:

[0154] [ka]

[0155] [ka]

[0156] In the above structure, n1 is an integer from 1 to 3, m1 is an integer from 1 to 3, and n1+m1=4; n2 is an integer from 0 to 3, m2 is an integer from 1 to 4, and n2+m2=4; M1 is deuterium; a halogen group; a nitro group; a cyano group; an amino group; -OR221; -SR222; -SO3R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group; R221 to R228 are the same or different and each independently represents a hydrogen atom; a deuterium atom; or a substituted or unsubstituted alkyl group. i is an integer of 1 to 4, and when i is 2 or more, two or more M1's are the same or different.

[0157] In one embodiment of the present invention, the ionic compound further comprises a cationic group. Specifically, the ink composition further comprises an ionic compound having an anionic group and a cationic group represented by the above-mentioned Chemical Formula 2.

[0158] In one embodiment of the present invention, the ionic compound further comprises a cationic group, and the cationic group is a monovalent cationic group, an onium compound, or any one of the following structures:

[0159] [ka]

[0160] In the above structure, Q30 to Q105 are the same or different and each independently represents hydrogen; deuterium; a cyano group; a nitro group; a halogen group; a hydroxyl group; -COOR250; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a curable group; R250 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group; x is an integer from 0 to 10; p1 is 1 or 2, q1 is 0 or 1, and p1+q1=2.

[0161] In one embodiment of the present invention, the monovalent cationic group may be an alkali metal cation, and the alkali metal cation is Na + , Li + , K + These include, but are not limited to:

[0162] In one embodiment of the present invention, the cationic group is an onium compound or any one selected from the structural formulas described above.

[0163] In one embodiment of the present invention, the cationic group has one of the following structures:

[0164] [ka]

[0165] In the above structure, Q30 to Q34, Q30' to Q34', and Q62 to Q95 are the same or different and each is hydrogen; deuterium; a cyano group; a nitro group; a halogen group; a hydroxy group; -COOR250; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a curable group;

[0166] R250 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group. In one embodiment of the present invention, the cationic group has one of the following structures:

[0167] [ka]

[0168] In one embodiment of the present invention, the ionic compound is represented by any one of the following chemical formulas D-1 to D-37.

[0169] [ka]

[0170] [ka]

[0171] [ka]

[0172] [ka]

[0173] [ka]

[0174] According to one embodiment of the present invention, in the ionic compound, the anionic group represented by Chemical Formula 2 and the cationic group are contained in an equivalent ratio of 1:5 to 5:1. Specifically, the anionic group represented by Chemical Formula 2 and the cationic group are contained in an equivalent ratio of 1:1.

[0175] The ink composition will be specifically described below.

[0176] The present invention provides an ink composition comprising: a compound represented by the chemical formula 1; a first solvent represented by the chemical formula A; and a second solvent represented by the chemical formula A and different from the first solvent.

[0177] According to one embodiment of the present invention, the ink composition further comprises an ionic compound having an anionic group represented by Chemical Formula 2 above.

[0178] According to one embodiment of the present invention, the ionic compound further comprises a cationic group as described above.

[0179] According to one embodiment of the present invention, the ink composition further includes an additional solvent in addition to the first, second, and third solvents described above. The additional solvent includes chlorine-based solvents such as chloroform, methylene chloride, 1,2-dichloroethane, 1,1,2-trichloroethane, chlorobenzene, and o-dichlorobenzene; ether-based solvents such as tetrahydrofuran, dioxane, and dipropylene glycol monomethyl ether; aromatic hydrocarbon-based solvents such as toluene, xylene, trimethylbenzene, and mesitylene; aliphatic hydrocarbon-based solvents such as cyclohexane, methylcyclohexane, n-pentane, n-hexane, n-heptane, n-octane, n-nonane, and n-decane; ketone-based solvents such as acetone, methyl ethyl ketone, cyclohexanone, isophorone, tetralone, decalone, and acetylacetone; and acetic acid. The solvent may further include one or more additional solvents selected from the group consisting of ester solvents such as ethyl acetate, butyl acetate, ethyl cellosolve acetate, and benzyl butyrate; polyhydric alcohols and derivatives thereof such as ethylene glycol, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether, ethylene glycol monomethyl ether, dimethoxyethane, propylene glycol, diethoxymethane, triethylene glycol monoethyl ether, glycerin, and 1,2-hexanediol; alcohol solvents such as methanol, ethanol, propanol, isopropanol, and cyclohexanol; sulfoxide solvents such as dimethyl sulfoxide; amide solvents such as N-methyl-2-pyrrolidone and N,N-dimethylformamide; and tetralin. However, the solvent is not limited to the above examples and may be any solvent that can dissolve or disperse the compound represented by the above-mentioned Chemical Formula 1.

[0180] One embodiment of the present invention provides an ink composition comprising a compound represented by the above-mentioned chemical formula 1; a first solvent represented by the above-mentioned chemical formula A; a second solvent represented by the above-mentioned chemical formula A and different from the first solvent; a third solvent different from the first solvent and the second solvent; and an ionic compound having an anionic group represented by the above-mentioned chemical formula 2.

[0181] In one embodiment of the present invention, the compound represented by Chemical Formula 1 is contained in an amount of 0.1 wt % to 10 wt %, or 0.1 wt % to 5 wt %, relative to 100 wt % of the ink composition.

[0182] In one embodiment of the present invention, the first solvent is contained in an amount of 0.1 wt % to 70 wt %, 3 wt % to 60 wt %, or 5 wt % to 50 wt % relative to 100 wt % of the ink composition.

[0183] In one embodiment of the present invention, the second solvent is contained in an amount of 3 wt % to 90 wt %, or 5 wt % to 80 wt %, relative to 100 wt % of the ink composition.

[0184] In one embodiment of the present invention, the third solvent is contained in an amount of 3 wt % to 90 wt %, or 5 wt % to 80 wt %, relative to 100 wt % of the ink composition.

[0185] In one embodiment of the present invention, the ionic compound containing an anionic group represented by Chemical Formula 2 is contained in an amount of 0.1 wt% to 10 wt%, or 0.1 wt% to 5 wt%, relative to 100 wt% of the ink composition.

[0186] In one embodiment of the present invention, the additional solvent is contained in an amount of 0 wt% to 80 wt%, or 0 wt% to 50 wt%, relative to 100 wt% of the ink composition.

[0187] In one embodiment of the present invention, the ink composition has an intrinsic viscosity of 2 cP to 15 cP at room temperature. When the above-mentioned viscosity is satisfied, the device can be easily manufactured. Specifically, a uniform film can be formed when forming an organic layer in an organic light-emitting device.

[0188] The intrinsic viscosity is a value measured at room temperature using a Brookfield viscometer after dissolving the compound represented by Chemical Formula 1 to be measured in a solvent mixed at any ratio at a concentration of 1 wt% to 3 wt%.

[0189] In one embodiment of the present invention, the solvent for which the intrinsic viscosity is measured is a mixed solvent of the first solvent and the second solvent, or a mixed solvent of the first solvent to the third solvent.

[0190] In one embodiment of the present invention, the ink composition is in a liquid state.

[0191] In one embodiment of the present invention, the ink composition is curable by a heat treatment or a light treatment. When the ink composition is cured, it can be expressed as a cured product of the ink composition.

[0192] In one embodiment of the present invention, the ink composition further comprises a monomer containing a photocurable group and / or a thermosetting group; or a monomer containing an end group capable of forming a polymer by heat. As described above, the molecular weight of the monomer containing a photocurable group and / or a thermosetting group; or the monomer containing an end group capable of forming a polymer by heat may be a compound having a molecular weight of 3,000 g / mol or less, but is not limited to the molecular weights exemplified above.

[0193] The monomer containing a photocurable group and / or a thermosetting group; or a monomer containing an end group capable of forming a polymer by heat may refer to an aryl such as phenyl, biphenyl, fluorene, or naphthalene; an arylamine; or a monomer in which a photocurable group, a thermosetting group, and / or an end group capable of forming a polymer by heat is substituted on fluorene.

[0194] In one embodiment of the present invention, the ink composition is for forming one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer.

[0195] The pixel containing the ink composition and the organic layer will now be described in detail.

[0196] One embodiment of the present invention provides a pixel comprising the ink composition or a cured product thereof. Another embodiment of the present invention provides an organic layer comprising the pixel.

[0197] In one embodiment of the present invention, the pixel may be included in an organic layer, an organic light emitting diode, or an organic light emitting display device. Also, the organic layer may be included in an organic light emitting diode or an organic light emitting display device.

[0198] In one embodiment of the present invention, an organic light-emitting display device includes a plurality of pixels each consisting of red (R), green (G) and blue (B) sub-pixels, and an organic light-emitting diode and a pixel circuit are located in each sub-pixel. The organic light-emitting diode includes two electrodes (anode and cathode) and an organic light-emitting layer located therebetween, and the pixel circuit includes at least two thin film transistors and at least one capacitor.

[0199] In one embodiment of the present invention, the organic layer, organic light emitting diode, or organic light emitting display device includes a bank that is separated for each sub-pixel and can apply ink, or a bank in a form in which ink droplets are connected within two or more sub-pixels.

[0200] In an embodiment of the present invention, the shape of the bank is not limited. As an example, the organic material layer, the organic light emitting diode, or the organic light emitting display device may include a line-shaped bank. The line-shaped bank may define a line-shaped pixel region and / or a sub-pixel region. As another example, the organic material layer, the organic light emitting diode, or the organic light emitting display device may include a separated bank instead of a line-shaped bank. In general, the light emitting layer of the organic material layer includes a red light emitting layer, a green light emitting layer, and a blue light emitting layer located in a red sub-pixel, a green sub-pixel, and a blue sub-pixel, respectively. In this case, the pixel may correspond to the pixel or the sub-pixel. As a preferred example, the pixel corresponds to the sub-pixel.

[0201] In general, when the size of a unit pixel is reduced to increase the resolution of a display panel, it is difficult to form a flat thin film when vacuum-dried after inkjet printing. In particular, the shorter the minor axis length of a pixel is, the more difficult it is to form a flat thin film. However, in the pixel according to an embodiment of the present invention, a flat thin film can be formed even when the pixel size is reduced.

[0202] In one embodiment of the present invention, the flatness is a value calculated by measuring the thickness and profile of the cured thin film contained within a pixel using an optical thickness measuring device, such as a Bruker Optical Profiler (model name: ContourGT-I), and calculating the percentage of the area having a thickness within 5% of the thickness at the center of the pixel within 95% of the width of the short axis of the pixel.

[0203] In one embodiment of the present invention, the flatness is calculated according to the following formula 1. [Formula 1] Flatness=[{(H c -H i ) / (H for i=1 to n i (the number of i's for which the mean of In the above formula 1, n is an integer from 2 to 1,000, i is a thickness measurement position between 1 and n within the flatness measurement section; H i is the film thickness at the i-th measurement point, H c is the film thickness in the center of the pixel.

[0204] Flatness measurement area (H i , H c ) is specifically illustrated in FIG. 5.

[0205] When the flatness is calculated according to the above formula 1, it has a value between 0 and 1.

[0206] In one embodiment of the present invention, the above n is a number obtained by dividing the flatness measurement section into any unit length, and is an integer from 2 to 1,000.

[0207] In one embodiment of the present invention, the pixel has a flatness of 0.4 or more when the minor axis width is 50 μm or less. Specifically, the pixel has a flatness of 0.4 or more in a pixel with a minor axis width of 20 μm to 25 μm, and a flatness of 0.6 or more in a pixel with a minor axis width of 40 μm to 45 μm.

[0208] FIG. 6 illustrates a process in which an ink composition is applied to a conventional organic layer having pixels with a minor axis width of more than 50 μm.

[0209] FIG. 7 illustrates a process in which an ink composition is applied to an organic layer of the present invention having pixels with a minor axis width of 50 μm or less.

[0210] In the present invention, the short axis width means the shortest part of the horizontal plane of the pixel. In Figures 6 and 7, the part corresponding to the short axis width is indicated by an arrow (←→).

[0211] In Figures 6 and 7, 10 is the printhead, 20 is the ink composition that is applied, and 30 is the substrate on which the pixels are formed.

[0212] One embodiment of the present invention produces flat membranes in pixels with minor axis widths of 50 μm or less.

[0213] An ink composition according to one embodiment of the present invention exhibits excellent flatness not only for pixels with minor axis widths of 50 μm or less, but also for pixels with minor axis widths of more than 50 μm.

[0214] In one embodiment of the present invention, a high flatness value means that the pixels are formed flatly, i.e., the higher the flatness value, the more uniformly the pixels are formed.

[0215] One embodiment of the present invention provides an organic layer including the pixel described above. Since the pixel includes the ink composition or a cured product thereof, one embodiment of the present invention can be said to provide an organic layer including the ink composition or a cured product thereof.

[0216] In one embodiment of the present invention, the organic layer includes a plurality of the pixels. For example, the organic layer includes an x-axis on which na pixels are arranged, and a y-axis perpendicular to the x-axis and on which nb pixels are arranged, and the na and nb are each 2 to 10. 4 is an integer.

[0217] In one embodiment of the present invention, the form in which the pixels are provided on the organic layer is not limited. For example, as shown in FIG. 4, a plurality of pixels 1' may be formed in a separated form.

[0218] In one embodiment of the present invention, the na and nb are each 2 or more, 5 or more, 10 or more, 20 or more, 40 or more, or 60 or more, and are 10 4 Below, 10 3 Less than or equal to 10 2 The following is the result.

[0219] In one embodiment of the present invention, the organic layer includes 2 or more, 4 or more, 10 or more, 20 or more, 40 or more, 80 or more, or 100 or more of the pixels. 8 Less than or equal to 10 6 Less than or equal to 10 4 10 or less 3 Includes less than 100 pieces.

[0220] In one embodiment of the present invention, the organic layer includes na×nb pixels.

[0221] In one embodiment of the present invention, the organic layer includes a plurality of pixels each having a uniform thickness.

[0222] In one embodiment of the present invention, the organic layer is included in an organic light-emitting device.

[0223] In one embodiment of the invention, the organic layer is formed by solution processing.

[0224] In one embodiment of the present invention, the organic layer is one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, an emitting layer, a hole blocking layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer.

[0225] In one embodiment of the present invention, the organic layer is one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, and a light emitting layer.

[0226] In one embodiment of the present invention, the organic layer is one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer.

[0227] In a preferred embodiment of the present invention, the organic layer is a hole transport layer or a hole injection layer.

[0228] The organic light-emitting element will be specifically described below.

[0229] One embodiment of the present invention provides an organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, at least one of the organic layers being the organic layer described above.

[0230] That is, one embodiment of the present invention provides an organic light-emitting device comprising: a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, wherein one or more of the organic layers contain the ink composition described above or a cured product thereof.

[0231] In one embodiment of the present invention, the organic layer includes one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer, and the one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer comprise the ink composition described above or a cured product thereof.

[0232] In one embodiment of the present invention, the organic layer includes one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer, and the one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer include the ink composition described above or a cured product thereof.

[0233] In one embodiment of the present invention, the organic layer includes a hole injection layer, a hole transport layer, or an electron blocking layer, and the hole injection layer, the hole transport layer, or the electron blocking layer includes the ink composition described above or a cured product thereof.

[0234] In one embodiment of the present invention, the organic layer includes na×nb pixels as described above, and the na×nb pixels satisfy formula 1 above.

[0235] The method for producing the organic light-emitting device will be specifically described below.

[0236] One embodiment of the present invention includes the steps of providing a first electrode; forming one or more organic layers on the first electrode; and forming a second electrode on the one or more organic layers; The forming of the organic material layer may include forming the organic material layer using the ink composition described above.

[0237] In one embodiment of the present invention, the step of forming the organic layer using the ink composition is performed using a spin coating method.

[0238] In one embodiment of the present invention, the step of forming an organic layer using the ink composition is performed using a printing method.

[0239] In one embodiment of the present invention, the printing method may be, for example, inkjet printing, nozzle printing, offset printing, transfer printing, or screen printing, but is not limited to these printing methods.

[0240] In one embodiment of the present invention, the step of forming the organic layer using the ink composition is performed using an inkjet printing method.

[0241] In one embodiment of the present invention, the step of forming one or more organic layers using the ink composition may be performed by applying the ink composition onto a substrate including a bank or an organic layer, followed by drying or heat treatment.

[0242] The ink composition according to one embodiment of the present invention has structural properties that make it suitable for solution processing, and an organic layer can be formed by a printing method, which has the effect of being time- and cost-effective when manufacturing a device.

[0243] In one embodiment of the present invention, the step of forming an organic material layer on the first electrode may further include one or more drying steps after depressurization. For example, the step of forming one or more organic material layers on the first electrode further includes two drying steps after depressurization. In this case, the first drying step after depressurization is performed at normal pressure to 2×10 -2 Torr, and atmospheric pressures up to 2×10 -2 The time required for decompression to torr may be 30 to 600 seconds. In addition, the drying stage after the second decompression may be 2×10 -2 torr~2×10 -6 Torr, 2×10 -2 Torr to 2×10 -6 The time required for reducing the pressure to torr may be 30 seconds to 600 seconds.

[0244] In one embodiment of the present invention, the step of forming an organic layer using the ink composition includes the steps of coating the ink composition; and subjecting the coated ink composition to a heat treatment or light treatment.

[0245] In one embodiment of the present invention, the step of forming one or more organic layers using the ink composition includes the steps of coating a coating composition on the first electrode or the one or more organic layers; and subjecting the coated coating composition to a heat treatment or light treatment.

[0246] In one embodiment of the present invention, the heat treatment step may be performed by heat treatment, and the heat treatment temperature in the heat treatment step may be 85°C to 250°C, in one embodiment may be 100°C to 250°C, and in one embodiment may be 150°C to 250°C.

[0247] In one embodiment of the present invention, the heat treatment time in the heat treatment step may be 10 minutes to 2 hours, in another embodiment, 10 minutes to 1 hour, and in another embodiment, 20 minutes to 1 hour.

[0248] When the step of forming an organic material layer using the ink composition includes the heat treatment or light treatment step, a plurality of the compounds contained in the ink composition may be crosslinked to provide an organic material layer having a thin film structure. In this case, when another layer is laminated on the surface of the organic material layer formed using the ink composition, it is possible to prevent the organic material layer from being dissolved, morphologically affected, or decomposed by a solvent.

[0249] Therefore, when the organic layer is formed by heat-treating or phototreating the ink composition, the resistance to the solvent is increased, and thus, the solution deposition and crosslinking method can be repeatedly performed to form multiple layers, which increases the stability and improves the life characteristics of the device.

[0250] The types of organic layers contained in the above-mentioned organic light-emitting device will be specifically described below.

[0251] In one embodiment of the present invention, the organic light-emitting device includes one organic material layer, and one or more of the organic material layers includes the ink composition or a cured product thereof.

[0252] In one embodiment of the present invention, the organic light-emitting device includes two or more organic layers, and one or more of the two or more organic layers include the ink composition or a cured product thereof. For example, any one of the two or more organic layers includes the ink composition or a cured product thereof, and further includes another organic layer. According to one embodiment, the other organic layer does not include the ink composition or a cured product thereof. According to another embodiment, the other organic layer further includes the ink composition or a cured product thereof. However, the present invention is not limited to the above-mentioned examples.

[0253] The two or more organic layers include, for example, two or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer. In this case, the hole injection and transport layer means a layer that simultaneously injects holes and transports holes, and the electron injection and transport layer means a layer that simultaneously injects electrons and transports electrons. However, the organic layers constituting the group are merely examples and are not limited to the above examples. In addition, the two or more organic layers may include two or more layers that perform the same role as necessary. An organic light emitting device according to one embodiment includes a first hole injection layer and a second hole injection layer. However, they are not limited to the above examples.

[0254] In one embodiment of the present invention, the organic material layer includes a light-emitting layer. As one example, the light-emitting layer includes the ink composition or a cured product thereof. As a specific example, the light-emitting layer includes the ink composition or a cured product thereof as a light-emitting layer host. As another specific example, the light-emitting layer includes the ink composition or a cured product thereof as a light-emitting layer dopant.

[0255] In one embodiment of the present invention, the organic layer includes a hole injection and transport layer, a hole injection layer, a hole transport layer, or an electron blocking layer. As an example, the hole injection and transport layer, the hole injection layer, the hole transport layer, or the electron blocking layer includes the ink composition or a cured product thereof.

[0256] In one embodiment of the present invention, the organic layer containing the ink composition or a cured product thereof is a hole injection layer.

[0257] In one embodiment of the present invention, the organic layer includes a hole injection layer, a hole transport layer, and / or an electron blocking layer. For example, the hole injection layer, the hole transport layer, and / or the electron blocking layer includes the ink composition or a cured product thereof.

[0258] In one embodiment of the present invention, the organic layer further includes one or more layers selected from the group consisting of a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer. As an example, the one or more layers selected from the group consisting of the hole blocking layer, the electron transport layer, the electron injection layer, and the electron injection and transport layer include the ink composition or a cured product thereof. As another example, the one or more layers selected from the group consisting of the hole blocking layer, the electron transport layer, the electron injection layer, and the electron injection and transport layer do not include the ink composition or a cured product thereof.

[0259] In one embodiment of the present invention, the organic light-emitting element includes a first electrode; a second electrode; and one or more organic layers provided between the first electrode and the second electrode, the organic layers including a light-emitting layer, a hole injection layer, and an electron blocking layer, and the hole injection layer or the electron blocking layer includes the ink composition or a cured product thereof.

[0260] Hereinafter, the organic material layer and the laminate structure of the organic light-emitting device including the organic material layer will be specifically described.

[0261] In one embodiment of the present invention, the organic material layer of the organic light-emitting element has a single-layer structure. For example, the organic material layer of the single-layer structure is provided between a first electrode and a second electrode of the organic light-emitting element, and the organic material layer contains the ink composition or a cured product thereof. In a specific embodiment, the organic material layer of the single-layer structure is a light-emitting layer, and in this case, the light-emitting layer contains the ink composition or a cured product thereof.

[0262] In one embodiment of the present invention, the organic layer of the organic light-emitting element has a multilayer structure in which two or more organic layers are laminated. For example, the organic layer of the multilayer structure is provided between a first electrode and a second electrode of the organic light-emitting element.

[0263] In one embodiment of the present invention, the organic layer of the multilayer structure includes an organic layer other than the light-emitting layer and the light-emitting layer. As an example, the light-emitting layer is provided between a first electrode and a second electrode, and the organic layer other than the light-emitting layer is provided between the first electrode and the light-emitting layer. As another example, the light-emitting layer is provided between the first electrode and the second electrode, and the organic layer other than the light-emitting layer is provided between the light-emitting layer and the second electrode. As another example, the light-emitting layer is provided between the first electrode and the second electrode, any one of the organic layers other than the light-emitting layer is provided between the first electrode and the light-emitting layer, and any one of the other organic layers other than the light-emitting layer is provided between the light-emitting layer and the second electrode. However, the structure is merely an example and is not limited to the structure. In addition, the organic layer other than the light-emitting layer may be, for example, one or more layers selected from the group consisting of a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer, but is not limited thereto.

[0264] In general, in an organic light emitting device, a hole injection layer, a hole transport layer, or an electron blocking layer is provided between an anode and an emitting layer. As a specific example, the hole injection layer is provided on the top of the anode, the hole transport layer is provided on the top of the hole injection layer, and the electron blocking layer is provided on the top of the hole injection layer, but is not limited to the above examples.

[0265] In addition, in general, in an organic light emitting device, an electron injection layer, an electron transport layer, or a hole blocking layer is provided between a cathode and an emission layer. As specific examples, the hole blocking layer is provided on the emission layer, the electron transport layer is provided on the hole blocking layer, and the electron injection layer is provided on the electron transport layer, but is not limited to the above examples.

[0266] In one embodiment of the present invention, the multi-layered organic layer included in the organic light-emitting device includes one or more layers selected from the group consisting of a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron blocking layer, a hole blocking layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer; and an emission layer, the emission layer is provided between a first electrode and a second electrode, the one or more layers are provided between the first electrode and the emission layer, and the one or more layers contain the compound represented by Chemical Formula 1 and / or the first solvent represented by Chemical Formula A.

[0267] The structure of an organic light-emitting device according to one embodiment of the present invention is shown in Figure 1. Figure 1 shows the structure of an organic light-emitting device in which a first electrode 201, a hole injection layer 301, a hole transport layer 401, an emitting layer 501, an electron injection and transport layer 601, and a second electrode 701 are sequentially laminated on a substrate 101. The hole injection layer 301 and / or the hole transport layer 401 in Figure 1 may include the ink composition described above or a cured product thereof, or may be formed using the ink composition.

[0268] FIG. 1 illustrates an organic light-emitting device according to one embodiment of the present invention, and the structure of the organic light-emitting device of the present invention is not limited thereto.

[0269] As described above, the organic light-emitting element having an organic material layer of a single layer or multi-layer structure may have, for example, a laminate structure as shown below, but is not limited thereto. (1) Anode / hole transport layer / light emitting layer / cathode (2) Anode / hole injection layer / hole transport layer / light emitting layer / cathode (3) Anode / hole injection layer / hole buffer layer / hole transport layer / light-emitting layer / cathode (4) Anode / hole transport layer / light emitting layer / electron transport layer / cathode (5) Anode / hole transport layer / light emitting layer / electron transport layer / electron injection layer / cathode (6) Anode / hole injection layer / hole transport layer / light emitting layer / electron transport layer / cathode (7) Anode / hole injection layer / hole transport layer / light emitting layer / electron transport layer / electron injection layer / cathode (8) Anode / hole injection layer / hole buffer layer / hole transport layer / light emitting layer / electron transport layer / cathode (9) Anode / hole injection layer / hole buffer layer / hole transport layer / light emitting layer / electron transport layer / electron injection layer / cathode (10) Anode / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / cathode (11) Anode / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / electron injection layer / cathode (12) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / cathode (13) Anode / hole injection layer / hole transport layer / electron blocking layer / light emitting layer / electron transport layer / electron injection layer / cathode (14) Anode / hole transport layer / light emitting layer / hole blocking layer / electron transport layer / cathode (15) Anode / hole transport layer / light emitting layer / hole blocking layer / electron transport layer / electron injection layer / cathode (16) Anode / hole injection layer / hole transport layer / light emitting layer / hole blocking layer / electron transport layer / cathode (17) Anode / hole injection layer / hole transport layer / light emitting layer / hole blocking layer / electron transport layer / electron injection layer / cathode (18) Anode / hole injection layer / hole transport layer / light emitting layer / hole blocking layer / electron transport layer / electron injection layer / cathode / capsule (19) Anode / hole injection layer / first hole transport layer / second hole transport layer / light emitting layer / hole blocking layer / electron transport layer / electron injection layer / cathode / capsule

[0270] In the above structure, the "electron transport layer / electron injection layer" may be replaced with an "electron injection and transport layer" or a "layer that simultaneously injects and transports electrons".

[0271] Also, in the above structure, the "hole injection layer / hole transport layer" may be replaced with a "hole injection and transport layer" or a "layer that simultaneously injects and transports holes".

[0272] In one embodiment of the invention, the first electrode is an anode and the second electrode is a cathode.

[0273] In one embodiment of the invention, the first electrode is a cathode and the second electrode is an anode.

[0274] In one embodiment of the present invention, the organic light emitting device may be an organic light emitting device of a normal type in which an anode, one or more organic layers, and a cathode are sequentially laminated on a substrate.

[0275] In one embodiment of the present invention, the organic light emitting device may be an inverted type organic light emitting device in which a cathode, one or more organic layers, and an anode are sequentially laminated on a substrate.

[0276] In one embodiment of the present invention, the organic light-emitting device may be manufactured using materials and methods well known in the art, except that one or more of the organic layers are formed using the ink composition described above.

[0277] For example, the organic light emitting device of the present invention can be fabricated by sequentially stacking an anode, an organic layer, and a cathode on a substrate. In this case, a metal or a conductive metal oxide or an alloy thereof is deposited on a substrate using a physical vapor deposition (PVD) method such as sputtering or e-beam evaporation to form an anode, and an organic layer including one or more of a hole injection layer, a hole transport layer, a light emitting layer, an electron injection layer, an electron transport layer, a hole transport and injection layer, and an electron transport and injection layer is formed thereon by a solution process, a deposition process, etc., and then a material usable as a cathode is deposited thereon. In addition to this method, an organic light emitting device can be fabricated by sequentially depositing a cathode material, an organic layer, and an anode material on a substrate.

[0278] The anode material is preferably a material having a large work function so that holes can be easily injected into the organic layer. Examples of the anode material include, but are not limited to, metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as ZnO:Al or SnO2:Sb; and conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole, and polyaniline.

[0279] The cathode material is preferably a material having a small work function so that electrons can be easily injected into the organic layer, and examples of the cathode material include, but are not limited to, metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead, or alloys thereof; and materials having a multilayer structure such as LiF / Al or LiO2 / Al.

[0280] The light-emitting layer may include a host material and / or a dopant material. The host material may be a condensed aromatic ring derivative or a heterocyclic ring-containing compound, etc. Specifically, the condensed aromatic ring derivative may be an anthracene derivative, a pyrene derivative, a naphthalene derivative, a pentacene derivative, a phenanthrene compound, a fluoranthene compound, etc., and the heterocyclic ring-containing compound may be a dibenzofuran derivative, a ladder-type furan compound, a pyrimidine derivative, etc., but is not limited thereto.

[0281] The dopant material includes aromatic amine derivatives, styrylamine compounds, boron complexes, fluoranthene compounds, metal complexes, etc. Specifically, the aromatic amine derivative includes fused aromatic ring derivatives having a substituted or unsubstituted arylamine group, such as pyrene, anthracene, chrysene, and periflanthene having an arylamine group. The styrylamine compound includes a compound in which at least one arylvinyl group is substituted on a substituted or unsubstituted arylamine, and is substituted or unsubstituted with one or more substituents selected from the group consisting of an aryl group, a silyl group, an alkyl group, a cycloalkyl group, and an arylamine group. Specifically, the styrylamine includes, but is not limited to, styrylamine, styryldiamine, styryltriamine, and styryltetraamine. The metal complex includes, but is not limited to, an iridium complex, a platinum complex, etc.

[0282] The hole injection layer is a layer that receives holes from the electrode. The hole injection material has the ability to transport holes, and preferably has an excellent effect of receiving holes from the anode and injecting holes into the light emitting layer or light emitting material. In addition, a material that is excellent in the ability to prevent excitons generated from the light emitting layer from moving to the electron injection layer or electron injection material is preferable. In addition, a material that is excellent in the ability to form a thin film is preferable. In addition, it is preferable that the HOMO of the hole injection material is between the work function of the anode material and the HOMO of the surrounding organic layer. Specific examples of the hole injection material include, but are not limited to, metal porphyrin, oligothiophene, and arylamine-based organic materials; hexanitrile hexaazatriphenylene-based organic materials; quinacridone-based organic materials; perylene-based organic materials; polythiophene-based conductive polymers such as anthraquinone and polyaniline; and the compound of Chemical Formula 1 described above.

[0283] In one embodiment of the present invention, the hole injection layer is formed from the ink composition described above or a cured product thereof.

[0284] In one embodiment of the present invention, the compound of Formula 1 is included as a host in the hole injection layer.

[0285] In one embodiment of the invention, the ionic compound is included as a dopant in the hole injection layer.

[0286] The hole transport layer is a layer that receives holes from the hole injection layer and transports them to the light emitting layer, and may have a single layer structure or a multi-layer structure of two or more layers. The hole transport material is a material that can receive holes from the anode or the hole injection layer and transfer them to the light emitting layer, and is preferably a material with high mobility for holes. Specific examples of the hole transport material include, but are not limited to, arylamine organic compounds, carbazole compounds, conductive polymers, and block copolymers having both conjugated and non-conjugated portions.

[0287] The electron transport layer is a layer that receives electrons from the electron injection layer and transports them to the light-emitting layer. The electron transport material is a material that can smoothly receive electrons injected from the cathode and transfer them to the light-emitting layer, and is preferably a material with high mobility for electrons. Specific examples include, but are not limited to, Al complex of 8-hydroxyquinoline; complexes containing Alq3; organic radical compounds; hydroxyflavone-metal complexes, and the like. The electron transport layer may be used with any desired cathode material as used in the prior art. In particular, suitable cathode materials are conventional materials that have a low work function and are followed by an aluminum or silver layer. Specific examples include cesium, barium, calcium, ytterbium, and samarium, and the like, each of which is followed by an aluminum or silver layer.

[0288] The electron injection layer is a layer that receives electrons from the electrode. The electron injection material is preferably excellent in the ability to transport electrons, has an effect of receiving electrons from the cathode, and has an excellent effect of injecting electrons into the light-emitting layer or the light-emitting material. In addition, a material that prevents excitons generated from the light-emitting layer from moving to the hole injection layer and has excellent thin-film forming ability is preferable. Specific examples of the electron injection material include, but are not limited to, fluorenone, anthraquinodimethane, diphenoquinone, thiopyran dioxide, oxazole, oxadiazole, triazole, imidazole, perylene tetracarboxylic acid, fluorenylidene methane, anthrone, and derivatives thereof, metal complex compounds, and nitrogen-containing five-membered ring derivatives. Examples of the metal complex compound include, but are not limited to, 8-hydroxyquinolinato lithium, bis(8-hydroxyquinolinato) zinc, bis(8-hydroxyquinolinato) copper, bis(8-hydroxyquinolinato) manganese, tris(8-hydroxyquinolinato) aluminum, tris(2-methyl-8-hydroxyquinolinato) aluminum, tris(8-hydroxyquinolinato) gallium, bis(10-hydroxybenzo[h]quinolinato) beryllium, bis(10-hydroxybenzo[h]quinolinato) zinc, bis(2-methyl-8-quinolinato) chlorogallium, bis(2-methyl-8-quinolinato) (o-cresolate) gallium, bis(2-methyl-8-quinolinato) (1-naphtholato) aluminum, and bis(2-methyl-8-quinolinato) (2-naphtholato) gallium.

[0289] The electron blocking layer is a layer that can improve the life and efficiency of the device by preventing electrons injected from the electron injection layer from passing through the light emitting layer to enter the hole injection layer. The electron blocking layer may be formed between the light emitting layer and the hole injection layer, or between the light emitting layer and a layer that simultaneously injects and transports holes, using the compound of Chemical Formula 2 described above.

[0290] The hole blocking layer is a layer that blocks holes from reaching the cathode, and may be generally formed under the same conditions as the electron injection layer. Specific examples of the hole blocking layer material include, but are not limited to, oxadiazole derivatives, triazole derivatives, phenanthroline derivatives, and aluminum complexes.

[0291] The hole injection and transport layers may include the hole injection layer and hole transport layer materials described above.

[0292] The electron injection and transport layer may comprise the electron injection layer and hole transport layer materials described above.

[0293] When the organic light emitting device includes a plurality of organic layers, the organic layers may be formed of the same material or different materials.

[0294] The organic light emitting device according to the present invention may be of top emission type, bottom emission type or double emitting type depending on the materials used.

[0295] An embodiment of the present invention provides an electronic device including an organic light-emitting device comprising the ink composition described above or a cured product thereof, or comprising an organic material layer formed using the ink composition.

[0296] The electronic device may include, but is not limited to, any of an interlayer insulating film of a semiconductor element, a color filter, a black matrix, an overcoat, a column spacer, a passivation film, a buffer coating film, an insulating film for a multilayer printed circuit board, a cover coat of a flexible copper-clad board, a buffer coating film, an insulating film solder resist film for a multilayer printed circuit board, an insulating film for an OLED, a protective film for a thin film transistor of a liquid crystal display element, an electrode protective film and a semiconductor protective film for an organic EL element, an OLED insulating film, an LCD insulating film, a semiconductor insulating film, a solar module, a touch panel, a display panel, and the like. EXAMPLES

[0297] Hereinafter, the present invention will be described in detail with reference to examples in order to specifically explain the present invention. However, the examples of the present invention may be modified into various other forms, and the scope of the present invention is not to be construed as being limited to the following examples. The examples of the present invention are provided to more completely explain the present invention to those having ordinary skill in the art.

[0298] <Synthesis Example A. Preparation of Compound of Formula 1> Synthesis Example A-1. Preparation of Compound H-1 (a) Preparation of Compound 1-1 [ka]

[0299] 4,4'-Dibromobiphenyl (2g, 6.4mmol), bis(tri-tert-butylphosphine)palladium(0), Pd(tBu3P)2 (163.5mg), sodium tert-butoxide (NaOtBu) (2.46g, 25.6mmol) were placed in a reactor and replaced with nitrogen (N2). Toluene (32mL) and 3,4-difluoroaniline (1.4mL, 14.1mmol) were added and stirred at 90°C overnight. After work-up with the addition of ethyl acetate and brine, the mixture was purified by column chromatography to produce compound 1-1.

[0300] (b) Preparation of Compound H-1 [ka] Compound 1-1 (1 g, 2.45 mmol), Pd(tBu3P)2 (87.6 mg, 0.17 mmol), and NaOtBu (0.706 g, 7.35 mmol) were placed in a reactor and replaced with N2. Toluene (12 mL) and compound 2-1 (2.27 g, 5 mmol) were added and stirred at 90°C overnight. After work-up was performed by adding ethyl acetate and water, the mixture was purified by MPLC (Medium pressure liquid chromatography) and then recrystallized with DCM (dichloromethane) to produce compound H-1. MS: [M+H] + =1149

[0301] Synthesis Example A-2. Preparation of Compound H-2 (a) Preparation of Compound 1-2 [ka]

[0302] 4,4'-Dibromobiphenyl (0.5g, 1.6mmol), Pd(tBu3P)2 (40.9mg), NaOtBu (615mg) were placed in a reactor and purged with nitrogen. Toluene (8mL) and 4-fluoroaniline (0.337mL, 3.52mmol) were added and stirred at 90°C overnight. After work-up with the addition of ethyl acetate and brine, compound 1-2 was produced by purification by column chromatography.

[0303] (b) Preparation of Compound H-2 [ka]

[0304] Compound 1-2 (0.32 g, 0.86 mmol), Pd(tBu3P)2 (31 mg), and NaOtBu (0.248 g, 2.58 mmol) were placed in a reactor and purged with nitrogen. Toluene (6 mL) and compound 2-1 (900 mg, 1.76 mmol) were added and stirred at 90° C. overnight. After work-up by adding ethyl acetate and water, the mixture was purified by column chromatography to produce compound H-2. MS: [M+H] + =1113

[0305] Synthesis Example A-3. Preparation of Compound H-3 [ka]

[0306] Compound 1-2 (944 mg, 2.5 mmol), compound 2-2 (2.73 g, 5.13 mmol), Pd(tBu3P)2 (64 mg, 0.125 mmol), and NaOtBu (961 mg, 10 mmol) were placed in a round-bottom flask (RBF). After replacing with nitrogen, toluene (12.5 mL) was added and stirred at 90°C for 1 hour. Extraction was performed with ethyl acetate and water, and the organic layer was collected. After drying the organic layer using MgSO4, the organic solvent was filtered. The filtrate was dried using a vacuum rotary evaporator to remove the organic solvent. After column purification, the compound was crystallized under the condition of DCM / EtOH, and 2.7 g of compound H-3 was obtained. MS: [M+H] + =1277

[0307] Synthesis Example A-4. Preparation of Compound H-4 (a) Preparation of Compound 1-3 [ka]

[0308] Compound 7-1 (1.0 eq.), NaOtBu (7.10 g, 6.0 eq.), toluene (200 ml), and 3,4-difluoroaniline (2.02 eq.) were added to a round-bottom flask, followed by N2 gassing and heating to 60°C. Pd(tBu3P)2 (0.250 g, 4 mol%) was added and stirred at 60°C for 1 hour. Ethyl acetate and brine were added for work-up, followed by purification by column chromatography to produce compound 1-3.

[0309] (b) Preparation of Compound H-4 [ka]

[0310] Compound 1-3 (1.0 eq.) and compound 2-1 (11.4 g, 2.05 eq.) were placed in a round-bottom flask, and NaOtBu (7.10 g, 6.0 eq.), toluene (200 mL), and Pd(tBu3P)2 (0.25 g, 4 mol%) were added, followed by stirring at 60°C for 1 hour. Compound H-4 was then produced by purifying the mixture by column chromatography. MS: [M+H] + =1312

[0311] Synthesis Example A-5. Preparation of Compound H-5 (a) Preparation of Compounds 1-5 [ka]

[0312] Compound 7-1 (1.0 eq.), NaOtBu (7.10 g, 6.0 eq.), toluene (200 mL), and 4-fluoroaniline (2.40 mL, 2.02 eq.) were added to a round-bottom flask, followed by N2 replacement and heating to 60°C. Pd(tBu3P)2 (0.250 g, 4 mol%) was added and stirred at 60°C for 1 hour. Ethyl acetate and brine were added for work-up, followed by purification by column chromatography to produce compound 1-5.

[0313] (b) Preparation of Compound H-5 [ka] Compound 1-5 (1.0 eq.) and compound 2-1 (11.4 g, 2.05 eq.) were placed in a round-bottom flask, and NaOtBu (7.10 g, 6.0 eq.), toluene (200 mL), and Pd(tBu3P)2 (0.25 g, 4 mol%) were added, followed by stirring at 60°C for 1 hour. Compound H-5 was then produced by purifying the mixture by column chromatography. MS: [M+H] + =1276

[0314] Synthesis Example A-6. Preparation of Compound H-6 [ka]

[0315] Compound 1-5 (1.34 g, 2.5 mmol), compound 2-2 (2.73 g, 5.13 mmol), Pd(tBu3P)2 (64 mg, 0.125 mmol), and NaOtBu (961 mg, 10 mmol) were placed in a RBF (round-bottom flask). After replacing with nitrogen, toluene (12.5 mL) was added and stirred at 90°C for 1 hour. Extraction was performed with ethyl acetate and water, and the organic layer was collected. After drying the organic layer using MgSO4, the organic solvent was filtered. The filtrate was dried using a vacuum rotary evaporator to remove the organic solvent. After column purification, the compound was crystallized under the condition of DCM / EtOH, and 2.9 g of compound H-6 was obtained. MS: [M+H] + =1440

[0316] <Synthesis Example B. Production of Ionic Compounds> Synthesis Example B-1. Preparation of Compound DA (1) Preparation of Compound F-1 [ka]

[0317] 1-Bromo-2,3,5,6-tetrafluoro-4-vinylbenzene (2 g, 7.8428 mmol) was added to 20 mL of tetrahydrofuran (THF) in a 50 mL round-bottom flask and stirred at -78 ° C for 30 minutes. n-BuLi (3.45 mL, 8.6271 mmol, 2.5 M in hexane solution) was gradually added to the solution and stirred at -78 ° C for 30 minutes. BCl3 (2.6 mL, 2.6142 mmol, 1 M in heptane solution) was added to the reaction solution at -78 ° C over 15 minutes. The reaction solution was stirred for 1 day while gradually warming to room temperature, and then 30 mL of water was added. The synthesized material was extracted with ethyl acetate (EA) (10 mL, 3 times), and then the solvent was completely removed. Water was completely removed using benzene with Dean-Stark, and the solid was filtered to produce 800 mg of compound F-1 (yield: 43%).

[0318] (2) Preparation of compound DA [ka] Compound F-1 (400 mg, 0.5569 mmol), diphenyliodonium chloride (176 mg, 0.5569 mmol), 10 mL of H2O, and 10 mL of acetone were placed in a 25 mL round-bottom flask and stirred for 30 minutes. Extraction was performed using dichloromethane, and the solvent was removed and dried. After removing all the solvent, water was completely removed using benzene in a Dean-Stark column, and the solid was filtered to produce 340 mg of the target compound DA (yield: 28%). The synthesis of the compound was confirmed by LC-MS and NMR. MS:[MH]-=711(negative mode) MS: [M+H] + = 281 (positive mode) FIG. 2 shows the results of NMR measurement of compound DA.

[0319] Synthesis Example B-2. Preparation of Compound DB (1) Preparation of Compound F-2 [ka]

[0320] Mg (193 mg, 7.9208 mmol), I2 (4 mg), and THF (10 mL) were placed in a 100 mL round-bottom flask under nitrogen atmosphere and stirred for 30 min. 4-Bromostyrene (1.04 mL, 7.9208 mmol) was placed in the flask, and a 30 °C water bath was placed under the flask and stirred for 1 day. The reaction solution turned black, and it was confirmed that Mg had dissolved. 5 mL of ether was added to dilute the reaction solution. Tris(pentafluorophenyl)borane (1 g, 3.9604 mmol) was dissolved in 5 mL of ether and gradually added to the reaction solution for 30 min. The solution was stirred for 1 day. Na2CO3 (0.1 M, 80 mL, 8.0 mmol) was gradually added to the reaction solution. The organic solvent was extracted with EA, and the residual water was removed with MgSO4. To further remove the residual water and impurities, the mixture was distilled with benzene using a Dean-Stark column. When about 10 mL of the solvent remained, the solution was cooled and filtered to produce 1.6 g of compound F-2 (yield: 64%).

[0321] (2) Creation of a compound database [ka]

[0322] Compound F-2 (100 mg, 0.1567 mmol), 10 mL of distilled water, and Ph2ICl (60 mg, 0.1881 mmol) were added to a 25 mL round-bottom flask and stirred for 1 hour. Adding 15 mL of acetone to the reaction solution produced a precipitate, which was filtered and dried to produce 140 mg of compound DB (yield: 100%). The synthesis of the compound was confirmed by LC-MS and NMR. MS:[MH]-=615(negative mode) MS: [M+H] + = 281 (positive mode) FIG. 3 shows the results of NMR measurement of compound DB.

[0323] <Production of Ink Composition> Production Example 1: Production of Ink Composition 1 Compound H-2 and compound DB were mixed in a weight ratio of 8:2 to prepare mixture 1. Then, the mixture 1 was added at a concentration of 2 wt% to a mixture of dibutyl succinate as a first solvent and dibutyl oxalate as a second solvent, which were respectively contained at 25 wt% and 75 wt%. The mixed solution was stirred for 24 hours to completely dissolve the compound, thereby preparing ink composition 1.

[0324] Production Examples 2 to 29: Production of Ink Compositions 2 to 29 An ink composition was prepared in the same manner as in Preparation Example 1, except that the compounds H-2, DB, the first solvent, and the second solvent were replaced with the substances shown in Table 1, respectively.

[0325] In Table 1 below, when a third solvent was used in addition to the first and second solvents, the mixed solvent used was a solvent in which the first solvent, the second solvent, and the third solvent were mixed at 15 wt%, 45 wt%, and 40 wt%, respectively.

[0326] <Experimental Example A> Example 1-1 The ink composition 1 was printed on the bank-patterned ITO substrate by an inkjet method, and the printed substrate was placed in a vacuum chamber and heated to 2×10 -2 Decompression time to torr was 60 seconds, 2×10 -2 Torr to 2×10 -6 The time for reducing the pressure to torr was 180 seconds, and the films were dried at reduced pressure and room temperature, respectively. After drying, the films were heat-treated for 30 minutes in a N2 atmosphere at 230°C on a hot plate to form a hardened thin film.

[0327] The thickness and profile of the cured thin film contained in the pixel were measured using an optical thickness measuring device, Bruker Optical Profiler (model name: ContourGT-I), and the percentage of the area having a thickness within 5% of the thickness at the center of the pixel within 95% of the width of the short axis of the pixel was calculated. Then, the flatness was calculated using the following formula 1. [Formula 1] Flatness=[{(H c -H i ) / (H for i=1 to n i (the number of i's for which the mean of n = an integer between 2 and 1,000 i = thickness measurement position between 1 and n within the flatness measurement section H i = the film thickness at the i-th measurement point H c = film thickness at pixel center

[0328] Examples 1-2 to 1-16 A thin film was prepared in the same manner as in Example 1-1, except that the ink composition in Table 1 below was used instead of the ink composition 1 in Example 1-1, and then the flatness was measured.

[0329] Comparative Examples 1-1 to 1-13 A thin film was prepared in the same manner as in Example 1-1, except that the ink composition in Table 1 below was used instead of the ink composition 1 in Example 1-1, and then the flatness was measured.

[0330] Table 1 below shows the results of measuring the flatness of a thin film having a thickness of 50 nm within a unit pixel having a minor axis width of 40 μm to 45 μm.

[0331] [Table 1]

[0332] [Table 2]

[0333] [Table 3]

[0334] FIG. 8 shows the measurement results of flatness when pixels are formed with ink composition 1. FIG. 8(a) shows the measurement results of flatness when pixels having a minor axis width of 20 μm to 25 μm are manufactured, and FIG. 8(b) shows the measurement results of flatness when pixels having a minor axis width of 40 μm to 45 μm are manufactured. In FIG. 8(a) and (b), the dotted lines are banks, s1 is a thin film having a thickness in the range of 50 nm to 70 nm, and s2 is a thin film having a thickness in the range of 100 nm to 120 nm. In FIG. 8(a) and (b), the flat parts are indicated by arrows (←→).

[0335] Fig. 9 shows the results of measuring the flatness when pixels were formed with ink composition 18. Fig. 9(a) shows the results of measuring the flatness of pixels manufactured with a minor axis width of 20 µm to 25 µm, and Fig. 9(b) shows the results of measuring the flatness of pixels manufactured with a minor axis width of 40 µm to 45 µm. In Fig. 9(a) and (b), the dotted lines are banks, s1 is a thin film having a thickness in the range of 50 nm to 70 nm, and s2 is a thin film having a thickness in the range of 100 nm to 120 nm.

[0336] 8 and 9, it can be seen that the examples using the ink composition according to an embodiment of the present invention have excellent flatness, whereas the comparative examples using the ink composition not corresponding to the present invention have reduced flatness.

[0337] Specifically, from Table 1, it can be seen that all of Examples 1-1 to 1-16 using the ink composition according to an embodiment of the present invention have a flatness value of 0.6 or more, and therefore pixels are formed uniformly. This reduces factors that affect the interference conditions of light emitted according to the thickness when used in an organic layer in an organic light-emitting device, and is expected to provide excellent light emission and / or color development effects. In contrast, all of Comparative Examples 1-1 to 1-13 using a solvent other than Formula A as the first or second solvent, and Comparative Examples 1-14 to 1-16 using only one solvent, have a flatness value of less than 0.6, and therefore it can be seen that pixels of non-uniform thickness are formed.

[0338] Also, from Figures 8 and 9, it can be seen that the ink composition according to an embodiment of the present invention exhibits excellent flatness. Specifically, when Figures 8(a) and 9(a) are compared with each other and Figures 8(b) and 9(b) are compared with each other, which are experiments performed on minor axes of the same width, it can be seen that Figures 8(a) and (b) using the ink composition according to an embodiment of the present invention show flat portions, whereas Figures 9(a) and (b) using an ink composition not corresponding to the present invention do not show flat portions. Also, from Figures 9(a) and (b), it can be seen that when an ink composition not corresponding to the present invention is used, a flat section is not secured even if the minor axis width increases.

[0339] <Experimental Example B> Example 2-1 A glass substrate on which a 700 Å-thick thin film of ITO (indium tin oxide) was coated and a hydrophobic bank patterned thereon was washed with distilled water for 30 minutes and then dried on a hot plate at 230° C. for 10 minutes. Ink composition 1 in Table 1 was inkjet printed on the washed substrate on which the bank pattern was formed, and then heat-treated at 230° C. for 30 minutes to form a hole injection layer with a thickness of 30 nm. On the hole injection layer, an ink in which the following α-NPD compound was dissolved in cyclohexylbenzene at a concentration of 2 wt% was inkjet printed to form a hole transport layer with a thickness of 40 nm. After that, the substrate was transferred to a vacuum deposition machine, and a 20 nm-thickness of the following ADN compound and the following DPAVBi compound were vacuum-deposited on the hole transport layer at a weight ratio of 20:1 (ADN:DPAVBi) to form a light-emitting layer. On the light-emitting layer, the following BCP compound was vacuum-deposited to a thickness of 35 nm to form an electron injection and transport layer. LiF was deposited to a thickness of 1 nm and aluminum was deposited to a thickness of 100 nm on the electron injecting and transporting layer to form a cathode, thereby completing the manufacture of an organic light emitting device.

[0340] [ka]

[0341] Examples 2-2 to 2-16 An organic light emitting device was manufactured in the same manner as in Example 2-1, except that the ink composition in Table 2 below was used instead of the ink composition 1 in Example 2-1.

[0342] [Table 4]

[0343] It was confirmed that the organic light emitting devices manufactured in Examples 2-1 to 2-16 were operable, and therefore it was confirmed that the ink composition according to the embodiment of the present invention can be applied to the organic light emitting device. [Explanation of symbols]

[0344] 1'...pixel 10 Print head 20 Ink composition 30 Substrate on which pixels are formed 101... Substrate 201...1st electrode 301 Hole injection layer 401 Hole transport layer 501 Light-emitting layer 601 Electron injection and transport layer 701...Second electrode

Claims

1. A compound represented by the following chemical formula 1: A first solvent represented by the following chemical formula A: a second solvent represented by the following chemical formula A and different from the first solvent: An ink composition comprising: 【Chemistry 1】 In the above Chemical Formula 1 and A, La is a substituted or unsubstituted divalent hydrocarbon ring group; or a substituted or unsubstituted divalent heterocyclic group; L1 and L2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted arylene group; R1 to R4 are the same or different and each independently represent hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; Ar1 and Ar2 are the same or different and each independently represent a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; X1 and X2 are the same or different and each independently represents a curable group; L10 is a direct bond; or a substituted or unsubstituted alkylene group; Z1 and Z2 are the same or different and each independently represent a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group; r1 and r2 each represent an integer from 1 to 7, r3 and r4 each represent an integer from 1 to 5, and when r1 to r4 each represent 2 or more, the two or more substituents in parentheses are the same or different from each other, f1 is 1 to the number of bonding positions to which a substituent may be bonded on Ar1, f2 is 1 to the number of bonding positions to which a substituent may be bonded in Ar2.

2. 2. The ink composition of claim 1, wherein the curable group has one of the following structures: 【Chemistry 2】 In the above structure, R32 and R34 are the same or different and each independently represents hydrogen; deuterium; or a substituted or unsubstituted alkyl group; L31 to L38 are the same or different and each independently represents a direct bond; —O—; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group; l34 to l38 are integers from 1 to 10, and when each of l34 to l38 is 2 or more, the two or more substituents in the brackets are the same or different from each other, 【Chemistry 3】 is a binding site to Chemical Formula 1.

3. 2. The ink composition according to claim 1, wherein La is any one of the following structures: 【Chemistry 4】 In the above structure, R10 to R31 are the same or different and each independently represents hydrogen; deuterium; a halogen group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; n10 to n21 each represents an integer of 1 to 4, n22, n23, n28, and n29 each represents an integer of 1 to 3, n24 and n25 each represents an integer of 1 to 7, n26 is an integer of 1 to 8, and n27 is an integer of 1 to 6; when n10 to n29 each represents 2 or more, the two or more substituents in parentheses are the same or different from each other; 【Chemistry 5】 is the site of attachment to Chemical Formula 1.

4. The -Ar1-(F) ｆ１ and -Ar2-(F) ｆ２ are the same or different and are each independently represented by the following chemical formula 1-A: 【Chemistry 6】 In the above Chemical Formula 1-A, R5 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group; L3 is a direct bond; or a substituted or unsubstituted arylene group; f3 is an integer from 1 to 5, f4 is an integer from 0 to 4, and f3+f4 is 5 or less; 【Chemistry 7】 is the moiety that is attached to Formula 1.

5. The ink composition according to claim 1 , wherein L 1 and L 2 are the same or different and each independently represent a direct bond; or a substituted or unsubstituted phenylene group.

6. 2. The ink composition of claim 1, wherein the formula 1 is any one of the following structures: 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 【Chemistry 18】 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemical 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 【Chemical 29】 【Chemistry 30】 【Chemistry 31】 【Chemistry 32】 。

7. 2. The ink composition according to claim 1, wherein L10 is a direct bond; or an alkylene group having 1 to 10 carbon atoms and which is unsubstituted or substituted with an alkyl group.

8. 2. The ink composition of claim 1, wherein the chemical formula A is any one of the following structures: 【Chemical Formula 33】 【Chemical 34】 【Chemistry 35】 。

9. The boiling point of the first solvent is 250° C. to 350° C. The boiling point of the second solvent is 180° C. to 280° C. The ink composition of claim 1 , wherein the boiling point of the first solvent is greater than the boiling point of the second solvent.

10. The ink composition of claim 1 , further comprising a third solvent different from the first and second solvents.

11. The ink composition according to claim 10, wherein the third solvent is different from the first solvent and the second solvent and includes one or more of the solvent represented by the chemical formula A; the solvent represented by the following chemical formula B; tetralin; 4-methoxytoluene; tripropylene glycol monobutyl ether; and cyclohexylbenzene: 【Chemical Formula 36】 In the above chemical formula B, L100 is an alkylene group; L101 is -COO-, R100 is hydrogen; or a substituted or unsubstituted alkyl group; R101 is a substituted or unsubstituted alkyl group; l100 is 0 or 1, r100 is an integer of 1 to 5, and when r100 is 2 or more, the substituents in the brackets are the same or different.

12. The ink composition according to claim 1 , further comprising an ionic compound having an anionic group represented by the following chemical formula 2: 【Chemical 37】 In the above Chemical Formula 2, At least one of R201 to R220 is F; a cyano group; or a substituted or unsubstituted fluoroalkyl group; At least one of the remaining R201 to R220 is a curable group, The remaining R201 to R220 are the same or different and each independently represent a hydrogen atom; a deuterium atom; a halogen group; a nitro group; a cyano group; an amino group; -OR221; -SR222; or -SO ３ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, R221 to R228 are the same or different and each independently represents hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

13. The ink composition according to claim 12, wherein the formula 2 is any one of the following structures: 【Chemical 38】 【Chemical 39】 【Chemistry 40】 In the above structure, n1 is an integer from 1 to 3, m1 is an integer from 1 to 3, and n1+m1=4; n2 is an integer from 0 to 3, m2 is an integer from 1 to 4, and n2+m2=4; M1 is a deuterium atom; a halogen group; a nitro group; a cyano group; an amino group; -OR221; -SR222; ３ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted amine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, R221 to R228 are the same or different and each independently represents hydrogen; deuterium; or a substituted or unsubstituted alkyl group; i is an integer of 1 to 4, and when i is 2 or more, two or more M1's are the same or different.

14. The ink composition according to claim 12, wherein the ionic compound further comprises a cationic group, and the cationic group is a monovalent cationic group, an onium compound, or any one of the following structures: 【Chemistry 41】 In the above structure, Q30 to Q105 are the same or different and each independently represents hydrogen; deuterium; a cyano group; a nitro group; a halogen group; a hydroxy group; -COOR250; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a curable group; R250 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group; x is an integer from 0 to 10; p1 is 1 or 2, q1 is 0 or 1, and p1+q1=2.

15. The ink composition according to claim 12, wherein the ionic compound is any one of the following chemical formulas D-1 to D-37: 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】 【Chemistry 45】 【Chemistry 46】 。

16. The ink composition of claim 1 , wherein the ink composition is for forming one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer.

17. A pixel comprising the ink composition according to any one of claims 1 to 16 or a cured product thereof.

18. 20. The pixel of claim 17, wherein the pixel has a flatness of 0.4 or greater when the minor axis width is 50 μm or less.

19. 20. An organic layer comprising the pixel of claim 17.

20. first electrode; A second electrode; and One or more organic layers provided between the first electrode and the second electrode Including, The organic light-emitting device, wherein at least one of the organic layers is the organic layer according to claim 19.

21. The organic layer includes one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer; The organic light-emitting device according to claim 20 , wherein one or more layers selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron blocking layer comprise the ink composition or a cured product thereof.

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