An ink composition, an organic layer containing the same, and an organic light-emitting element containing the same.

Abstract

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.

Description

[Technical Field]

[0001] This application claims the benefit as of the filing date of Korean Patent Application No. 10-2022-0120824, filed with the Korean Intellectual Property Office on September 23, 2022, and all its contents are incorporated herein by reference. The present invention relates to an ink composition, an organic layer containing the same, and an organic light-emitting element containing the same. [Background technology]

[0002] Organic luminescence is one example of a phenomenon in which an electric current is converted into visible light by an internal process of a specific organic molecule. The principle of organic luminescence is as follows: When an organic layer is placed between the anode and the cathode and an electric current is passed 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 an exciton, and this exciton falls back to the ground state, emitting light. Organic light-emitting devices that utilize this principle can generally be composed of a cathode, an anode, and an organic layer located between them, such as a positive electrode injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, an electron transport layer, an electron barrier layer, and a hole barrier layer.

[0003] Traditionally, vapor deposition has been the primary method used to manufacture organic light-emitting diodes (LEDs). However, vapor deposition has drawbacks, including significant material loss and difficulty in manufacturing large-area devices. To address these issues, devices using solution-based processes have been developed.

[0004] Therefore, there is a need for the development of materials for solution-based processes. [Overview of the project] [Problems that the invention aims to solve]

[0005] The present invention relates to an ink composition, an organic layer containing the same, and an organic light-emitting element containing the same. [Means for solving the problem]

[0006] One embodiment of the present invention provides an ink composition comprising a compound represented by the following chemical formula 1 and a first solvent represented by the following chemical formula A. [ka] In the above chemical formulas 1 and A, Y1 to Y10 are either identical or different from each other, and each is independently a hydrogen; deuterium; hydroxyl group; ether group; carbonyl group; ester group; substituted or unsubstituted alkyl group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted cycloalkenyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted aryl group; or substituted or unsubstituted amine group. Lc is a substituted or unsubstituted heteroarylene group containing O, S, or Si. L1 and L2 are identical or different from each other, and are independently directly bonded; or are substituted or unsubstituted arylene groups. L11 and L12 are either identical or different to each other, and independently, they are directly bonded; -O-; substituted or unsubstituted alkylene groups; or substituted or unsubstituted arylene groups. Ar1 to Ar4 are either identical or different from each other, and each is independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group. R1 and R2 are either identical or different from each other, and independently are hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group. X1 and X2 are either identical or different from each other, and are independently curable groups. r1 and r2 are integers from 0 to 7, and if r1 and r2 are 2 or greater, then two or more substituents in parentheses are either identical or different from each other. l11 and l12 are integers from 1 to 3, and if l11 and l12 are 2 or greater, then two or more substituents in parentheses are either identical or different from each other. f1 is the maximum number of substituents that can be attached to 0 to Ar1. f2 is the maximum number of bonds to which a substituent can be bonded to Ar2, f3 is the maximum number of bonds to which a substituent can be bonded to Ar3, f4 is the maximum number of bonds to which a substituent can be bonded to Ar4.

[0007] Another embodiment of the present invention provides pixels including the aforementioned ink composition or a cured product thereof.

[0008] Another embodiment of the present invention provides an organic layer including the aforementioned pixels.

[0009] Another embodiment of the present invention provides an organic light-emitting device including a first electrode; a second electrode; and at least one organic layer provided between the first electrode and the second electrode, wherein at least one of the organic layers is the aforementioned organic layer.

Advantages of the Invention

[0010] The ink composition according to one embodiment of the present invention has an effect of uniformly coating the thickness between pixels when coated on a plurality of pixels.

[0011] Further, the ink composition according to one embodiment of the present invention has an advantage of forming a stable thin film that is not damaged in the next solution process by forming a thin film cured from heat treatment or light treatment.

[0012] In addition, the ink composition according to one embodiment of the present invention shows resistance to a specific solvent after curing, so that a solution process is possible during the manufacture of the device, and thereby large-areaization of the device is possible.

[0013] Furthermore, the ink composition according to one embodiment of the present invention can be used as a material for the organic layer of an organic light-emitting device, and when applied to an organic light-emitting device, a device having a low driving voltage, excellent efficiency characteristics and / or excellent lifetime characteristics can be obtained.

Brief Description of the Drawings

[0014] [Figure 1] This figure shows an organic light-emitting element according to one embodiment of the present invention. [Figure 2] This figure shows the NMR measurement results for compound DA. [Figure 3] This figure shows the NMR measurement results from the compound database. [Figure 4] This figure shows a line bank inkjet substrate to which the aforementioned ink composition is applied. [Figure 5] This figure shows the ink composition being applied to a line bank inkjet substrate. [Figure 6] This figure shows that the ink composition is formed as a thin film on a line bank inkjet substrate. [Figure 7] This shows a plan view of the organic layer where the line bank was formed. [Figure 8] This shows a plan view of the organic layer where the separated bank was formed. [Figure 9] This figure shows the pixel thickness according to Example 1-1. [Figure 10] This figure shows the pixel thickness related to Comparative Example 1-1. [Modes for carrying out the invention]

[0015] The present invention will be described in detail below.

[0016] One embodiment of the present invention provides an ink composition comprising a compound represented by the following chemical formula 1 and a first solvent represented by the following chemical formula A. [ka]

[0017] In the above chemical formulas 1 and A, Y1 to Y10 are either identical or different from each other, and each is independently a hydrogen; deuterium; hydroxyl group; ether group; carbonyl group; ester group; substituted or unsubstituted alkyl group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted cycloalkenyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted aryl group; or substituted or unsubstituted amine group. Lc is a substituted or unsubstituted heteroarylene group containing O, S, or Si. L1 and L2 are identical or different from each other, and are independently directly bonded; or are substituted or unsubstituted arylene groups. L11 and L12 are either identical or different from each other, and independently, they are directly bonded; -O-; substituted or unsubstituted alkylene groups; or substituted or unsubstituted arylene groups. Ar1 to Ar4 are either identical or different from each other, and each is independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group. R1 and R2 are either identical or different from each other, and independently are hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group. X1 and X2 are either identical or different from each other, and are independently curable groups. r1 and r2 are integers from 0 to 7, and if r1 and r2 are 2 or greater, then two or more substituents in parentheses are either identical or different from each other. l11 and l12 are integers from 1 to 3, and if l11 and l12 are 2 or greater, then two or more substituents in parentheses are either identical or different from each other. f1 is the maximum number of substituents that can be attached to 0 to Ar1. f2 is the maximum number of substituents that can be attached to 0 to Ar2. f3 is the maximum number of substituents that can be attached to 0 to Ar3. f4 is the maximum number of substituents that can be attached to 0 to Ar4.

[0018] The compound of chemical formula 1 according to one embodiment of the present invention contains a heteroarylene group (Lc) containing O, S, or Si and two fluorene derivatives, thereby having a high HOMO (highest occupied molecular orbital) energy level and excellent hole mobility. Furthermore, the introduction of curable groups into the two fluorene derivatives suppresses radical formation at that position, thereby increasing the stability of the compound. As a result, when the compound of chemical formula 1 is applied to the organic layer in an organic light-emitting device, it exhibits the effect of improving the performance of the organic light-emitting device. In particular, when the compound of chemical formula 1 is applied to a hole injection layer, it facilitates hole transport or injection, providing an organic light-emitting device with high luminous efficiency and long lifetime.

[0019] The solvent represented by chemical formula A according to one embodiment of the present invention, by containing biphenyl as its core structure, exhibits excellent solubility in the solute (compound represented by chemical formula 1) contained in the ink composition. It also has the advantage of good leveling effect, which reduces the thickness deviation between pixels and improves the uniformity of the organic layer. Specifically, it can reduce the thickness deviation between pixels to which the ink composition has been coated and dried (or heat-treated). This reduces factors that affect the interference conditions of light emitted according to thickness in the light-emitting device, and excellent light emission and / or color development effects can be expected.

[0020] In the present invention, when one member (layer) is said to be located "on top of" another member (layer), this includes not only cases where one member (layer) is in contact with another member, but also cases where another member (layer) exists between the two members (layers).

[0021] In the present invention, when a part is said to "include" a certain component, this means that, unless otherwise stated, it may include other components rather than excluding them.

[0022] In the present invention, the term "layer" is interchangeable with "film" as commonly used in the art, 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 size or different in size. In one embodiment, the size of the "layer" may be the same as the overall element, may correspond to the size of a specific functional area, or may be smaller by a single sub-pixel.

[0023] Unless otherwise defined herein, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which this invention pertains. Similar or equivalent methods and materials to those described herein may be used to implement or test embodiments of this invention, but suitable methods and materials are described below. All publications, patent applications, patents and other references referenced herein are incorporated as a whole into this invention, and in the event of any inconsistency or omission of a particular passage, this invention, including its definitions, shall prevail. Furthermore, materials, methods and embodiments are merely illustrative and not intended to limit them.

[0024] In the present invention, [ka] and [ka] Each of these terms refers to a site connected to a different substituent or bond.

[0025] In the present invention, the term "substitution" means that a hydrogen atom bonded to a carbon atom of a compound is replaced by another substituent. The position of substitution is not limited as long as it is a position where a hydrogen atom can be substituted, i.e., a position where a substituent can be substituted. If two or more substituents are substituted, the two or more substituents may be the same or different from each other.

[0026] In the present invention, the term "substituted or unsubstituted" means that the molecule is substituted with at least one substituent selected from the group consisting of hydrogen; deuterium; halogen groups; amine groups; alkyl groups; aryl groups; and heteroaryl groups; or is substituted with substituents in which two or more substituents from the exemplified substituents are linked together; or has no substituents at all.

[0027] In this invention, the linking of two or more substituents means that a hydrogen atom of one substituent is linked to another substituent. For example, an isopropyl group and a phenyl group are linked. [ka] or [ka] It may also be a substituent.

[0028] In the present invention, there are no restrictions on the bonding direction of -COO-. For example, the -COO- is [ka] and [ka] It can mean either of the above.

[0029] In the present invention, the halogen group is a fluoro group (-F), a chloro group (-Cl), a bromo group (-Br), or an iodine group (-I).

[0030] In the present invention, the alkyl group may be linear or branched, 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.

[0031] In this invention, an alkylene group refers to a group with two bonding positions to an alkyl group, i.e., a divalent group. The above description of alkyl groups can be applied to these groups, except that they are each divalent.

[0032] In the present invention, the number of carbon atoms in the cycloalkyl group is not particularly limited, but is preferably 3 to 60. In 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.

[0033] In the present invention, an aryl group means a monovalent group of a monovalent aromatic hydrocarbon or aromatic hydrocarbon derivative. In the present invention, an aromatic hydrocarbon means a compound containing a ring in which pi electrons are completely conjugated and the ring is planar, and an aromatic hydrocarbon derivative means a structure in which an aromatic hydrocarbon or a cyclic aliphatic hydrocarbon is condensed onto an aromatic hydrocarbon. Furthermore, in the present invention, an aryl group includes a monovalent group in which at least two aromatic hydrocarbons or aromatic hydrocarbon derivatives are linked to each other. The aryl group is not particularly limited, but it is preferably a group having 6-60; 6-50; 6-30; 6-25; 6-20; 6-18; 6-15; 6-13; or 6-12 carbon atoms, and may be a monocyclic aryl group or a polycyclic aryl group.

[0034] The monocyclic aryl group is not particularly limited, but preferably has 6-60, 6-54, 6-48, 6-42, 6-36, 6-30, 6-24, 6-18, or 6-12 carbon atoms. Specifically, it may be a phenyl group, a biphenyl group, a terphenyl group, etc., but is not limited to these.

[0035] The polycyclic aryl group is not particularly limited, but is preferably one having 6-60 carbon atoms, 6-45 carbon atoms, 6-30 carbon atoms, 6-22 carbon atoms, 6-22 carbon atoms, 6-20 carbon atoms, 6-18 carbon atoms, 6-16 carbon atoms, 6-15 carbon atoms, 6-14 carbon atoms, 6-13 carbon atoms, 6-12 carbon atoms, or 6-10 carbon atoms. It may also be a naphthyl group, anthracenyl group, phenantrenyl group, pyrenyl group, perilenyl group, triphenylenyl group, chrysenyl group, fluorenyl group, etc., but is not limited to these.

[0036] In this invention, an arylene group refers to a group with two bonding positions to an aryl group, i.e., a divalent group. The above description of an aryl group can be applied to these groups, except that they are each divalent.

[0037] In the present invention, the heterocyclic group is an aromatic, aliphatic, or aromatic-aliphatic fused ring group containing heteroatoms, at least one of N, O, P, S, Si, and Se. The number of carbon atoms in the heterocyclic group is not particularly limited, but may range from 2 to 60.

[0038] In the present invention, a heteroaryl group means a monovalent aromatic heterocycle. Here, an aromatic heterocycle means a monovalent group of an aromatic ring or a derivative of an aromatic ring that contains at least one heteroatom selected from the group consisting of N, O, P, S, Si, and Se. The derivative of the aromatic ring includes all structures in which an aromatic ring or an aliphatic ring is fused to an aromatic ring. Furthermore, in the present invention, a heteroaryl group includes a monovalent group in which two or more aromatic rings or derivatives of aromatic rings containing heteroatoms are linked together. Preferably, the heteroaryl group has 2 to 60 carbon atoms; 2 to 50 carbon atoms; 2 to 30 carbon atoms; 2 to 20 carbon atoms; 2 to 18 carbon atoms; or 2 to 13 carbon atoms. 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, phenanthlorinyl, and dibenzofuran.

[0039] In this invention, a heteroarylene group refers to a group with two bonding positions to a heteroaryl group, i.e., a divalent group. The description of heteroaryl groups described above can be applied to these groups, except that they are each divalent.

[0040] In the present invention, the aromatic ring can be described in the above-mentioned explanation regarding the aryl group.

[0041] In the present invention, the aliphatic ring is a non-aromatic hydrocarbon ring, and examples include the aforementioned cycloalkyl groups and the adamantyl group.

[0042] In the present invention, the curable group can carry out polymerization or crosslinking reactions, thereby enabling high molecular weight formation reactions, and may include thermosetting groups that harden with heat or photocurable groups that harden with light.

[0043] In one embodiment of the present invention, the curable group has any of the following structures. [ka]

[0044] In the above structure, R32 and R34 are either identical or different from each other, and independently of each other, are hydrogen; deuterium; or a substituted or unsubstituted alkyl group. L31~L38 are either identical or different from each other, and each is independently directly bonded; -O-; a substituted or unsubstituted alkylene group; or a substituted or unsubstituted arylene group. l34 to l38 are integers from 1 to 10, and if l34 to l38 are each 2 or greater, then two or more substituents in parentheses are either identical or different from each other. [ka] This is the site that is bonded to the chemical formula 1.

[0045] The following section will provide a detailed explanation of the compounds represented by chemical formula 1.

[0046] The ink composition of the present invention contains a compound represented by chemical formula 1.

[0047] In one embodiment of the present invention, the chemical formula 1 is represented by the following chemical formula 1-A. [ka] In the aforementioned chemical formula 1-A, The definitions of Lc, L1, L2, L11, L12, Ar1~Ar4, R1, R2, X1, X2, r1, r2, l11, l12, and f1~f4 are the same as those in Chemical Formula 1.

[0048] In one embodiment of the present invention, the chemical formula 1 is represented by the following chemical formula 1-1. [ka] In the above chemical formula 1-1, Cy1 and Cy2 are either identical or different from each other, and each is independently a substituted or unsubstituted aromatic ring having 6 to 20 carbon atoms. Y is O, S, or SiRy1Ry2. Ry1 and Ry2 are either identical or different from each other, and independently of each other, are hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted aryl group. L1, L2, L11, L12, Ar1~Ar4, R1, R2, X1, X2, r1, r2, l11, l12, and f1~f4 are defined similarly to those in Chemical Formula 1.

[0049] In one embodiment of the present invention, Cy1 and Cy2 are identical or different from each other, and each is independently a substituted or unsubstituted aromatic ring having 6 to 18 carbon atoms.

[0050] In one embodiment of the present invention, Cy1 and Cy2 are identical or different from each other, and each is independently a substituted or unsubstituted aromatic ring having 6 to 10 carbon atoms.

[0051] In one embodiment of the present invention, Cy1 and Cy2 are identical or different from each other, and are independently a substituted or unsubstituted benzene ring; or a substituted or unsubstituted naphthalene ring.

[0052] In one embodiment of the present invention, Cy1 and Cy2 are identical or different from each other and are independently a benzene ring; or a naphthalene ring.

[0053] In one embodiment of the present invention, Lc is a substituted or unsubstituted 3-10 ring heteroarylene group containing O, S, or Si.

[0054] In one embodiment of the present invention, Lc is a substituted or unsubstituted 3-8 ring heteroarylene group containing O, S, or Si.

[0055] In one embodiment of the present invention, Lc is a substituted or unsubstituted 3-6 ring heteroarylene group containing O, S, or Si.

[0056] In one embodiment of the present invention, Lc is a substituted or unsubstituted divalent dibenzofuran group; a substituted or unsubstituted divalent naphthobenzofuran group; a substituted or unsubstituted divalent dinaphthofuran group; a substituted or unsubstituted divalent dibenzothiophene group; a substituted or unsubstituted divalent naphthobenzothiophene group; a substituted or unsubstituted divalent dinaphthothiophene group; or a substituted or unsubstituted divalent dibenzosilole group.

[0057] In one embodiment of the present invention, Lc is a divalent dibenzofuran group substituted or unsubstituted with a halogen group, alkyl group or aryl group; a divalent naphthobenzofuran group substituted or unsubstituted with a halogen group, alkyl group or aryl group; a divalent dinaphthofuran group substituted or unsubstituted with a halogen group, alkyl group or aryl group; a divalent dibenzothiophene group substituted or unsubstituted with a halogen group, alkyl group or aryl group; a divalent naphthothiophene group substituted or unsubstituted with a halogen group, alkyl group or aryl group; or a divalent dibenzosilole group substituted or unsubstituted with a halogen group, alkyl group or aryl group.

[0058] In one embodiment of the present invention, Lc is a divalent dibenzofuran group; a divalent naphthobenzofuran group; a divalent dinaphthofuran group; a divalent dibenzothiophene group; a divalent naphthobenzothiophene group; a divalent dinaphthothiophene group; or a divalent dibenzosilole group substituted with or unsubstituted with an alkyl or aryl group.

[0059] In one embodiment of the present invention, Lc is one of the following structures, which may be substituted or unsubstituted with additional substituents. [ka] In the above structure, Ry1 and Ry2 are either identical or different from each other, and independently are substituted or unsubstituted alkyl groups; or substituted or unsubstituted aryl groups. [ka] This is the site that is bonded to chemical formula 1.

[0060] In one embodiment of the present invention, the additional substituent substituted for the structure is at least one selected from the group consisting of deuterium; halogen groups; alkyl groups; alkoxy groups; aryl groups; and heterocyclic groups.

[0061] In one embodiment of the present invention, the structure is substituted or unsubstituted with deuterium; halogen groups; alkyl groups; alkoxy groups; aryl groups; or heterocyclic groups.

[0062] In one embodiment of the present invention, Lc is any of the above structures, and the above structures are not substituted.

[0063] In one embodiment of the present invention, Ry1 and Ry2 are identical or different from each other, and are independently substituted or unsubstituted C1-C30 alkyl groups; or substituted or unsubstituted C6-C30 aryl groups.

[0064] In one embodiment of the present invention, Ry1 and Ry2 are identical or different from each other and are independently alkyl groups; or aryl groups.

[0065] In one embodiment of the present invention, Ry1 and Ry2 are identical or different from each other and are independently an alkyl group having 1 to 30 carbon atoms; or an aryl group having 6 to 30 carbon atoms.

[0066] In one embodiment of the present invention, Ry1 and Ry2 are identical or different from each other and are independently a methyl group; an ethyl group; a butyl group; or a phenyl group.

[0067] In one embodiment of the present invention, R1 and R2 are the same or different from each other and are independently hydrogen; deuterium; a halogen group; or a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

[0068] In one embodiment of the present invention, R1 and R2 are the same or different from each other and are independently hydrogen; deuterium; a halogen group; or an alkyl group having 1 to 30 carbon atoms.

[0069] In one embodiment of the present invention, R1 and R2 are either the same or different from each other, and are independently hydrogen or deuterium.

[0070] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or substituted or unsubstituted arylene groups having 6 to 30 carbon atoms.

[0071] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or substituted or unsubstituted, carbon-6 to carbon-20 arylene groups.

[0072] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or substituted or unsubstituted arylene groups having 6 to 12 carbon atoms.

[0073] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or alkyl-substituted or unsubstituted arylene groups.

[0074] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or substituted or unsubstituted phenylene groups.

[0075] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or alkyl-substituted or unsubstituted phenylene groups.

[0076] In one embodiment of the present invention, L1 and L2 are identical or different from each other, and independently, directly bonded; or phenylene groups substituted or unsubstituted with an alkyl group having 1 to 10 carbon atoms.

[0077] In one embodiment of the present invention, L1 and L2 are directly coupled.

[0078] In one embodiment of the present invention, L11 and L12 are identical or different from each other and are independently directly bonded; -O-; substituted or unsubstituted alkylene groups having 1 to 30 carbon atoms; or substituted or unsubstituted arylene groups having 6 to 30 carbon atoms.

[0079] In one embodiment of the present invention, L11 and L12 are identical or different from each other and are independently directly bonded; -O-; methylene group; ethylene group; propylene group; substituted or unsubstituted phenylene group; or substituted or unsubstituted biphenylene group.

[0080] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently 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.

[0081] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently a substituted or unsubstituted aryl group having 6 to 20 carbon atoms; or a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.

[0082] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently an aryl group having 6 to 30 carbon atoms that is substituted or unsubstituted with an alkyl group or a heteroaryl group; or a heteroaryl group having 2 to 30 carbon atoms that is substituted or unsubstituted with an alkyl group.

[0083] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and are independently a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted naphthyl group; a substituted or unsubstituted fluorenyl group; a substituted or unsubstituted dibenzofuran group; or a substituted or unsubstituted dibenzothiophene group.

[0084] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and are independently a substituted or unsubstituted phenyl group; a substituted or unsubstituted biphenyl group; a substituted or unsubstituted dibenzofuran group; or a substituted or unsubstituted dibenzothiophene group.

[0085] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and are independently a phenyl group substituted or unsubstituted with an alkyl group or heteroaryl group; a biphenyl group substituted or unsubstituted with an alkyl group or heteroaryl group; a dibenzofuran group substituted or unsubstituted with an alkyl group; or a dibenzothiophene group substituted or unsubstituted with an alkyl group.

[0086] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and are independently alkyl-substituted or unsubstituted phenyl groups; alkyl-substituted or unsubstituted biphenyl groups; alkyl-substituted or unsubstituted dibenzofuran groups; or alkyl-substituted or unsubstituted dibenzothiophene groups.

[0087] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is an independent group in which one or more of the following structures are linked together, and the following structures are substituted or unsubstituted with additional substituents. [ka] In the above structure, Z2~Z14 are either identical or different from each other, and each is independently S;O;CRjRk;SiRlRm; or NRn. Rj~Rn are either identical or different from each other, and each is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group. a3 and a4 are integers from 1 to 5, and if a3 and a4 are each 2 or greater, then the structures within the parentheses (2 or more) are either identical or different from each other. [ka] This is the site that is bonded to chemical formula 1.

[0088] In one embodiment of the present invention, the additional substituent substituted for the structure is at least one selected from the group consisting of deuterium; halogen groups; alkyl groups; alkoxy groups; aryl groups; and heterocyclic groups.

[0089] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is an independent group in which one or more of the following structures are linked together, and the following structures are substituted or unsubstituted with additional substituents. [ka] In the above structure, Z2, Z5~Z7, Z10~Z12, a3, a4 and [ka] This is as stated above.

[0090] In one embodiment of the present invention, the additional substituent is an alkyl group or a heteroaryl group.

[0091] In one embodiment of the present invention, Ar1 to Ar4 are any of the following structures, and these structures may be substituted or unsubstituted with additional substituents. [ka] In the above structure, Z2 and [ka] This is as stated above.

[0092] In one embodiment of the present invention, the additional substituent is an alkyl group or a heteroaryl group.

[0093] In one embodiment of the present invention, Ar1 to Ar4 are either identical or different from each other, and each is independently a substituted or unsubstituted aryl group.

[0094] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently an alkyl-substituted or unsubstituted aryl group.

[0095] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently an aryl group substituted or unsubstituted with an alkyl group having 1 to 30 carbon atoms.

[0096] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other, and each is independently an aryl group substituted or unsubstituted with an alkyl group having 1 to 10 carbon atoms.

[0097] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and are independently alkyl-substituted or unsubstituted phenyl groups; alkyl-substituted or unsubstituted biphenyl groups; alkyl-substituted or unsubstituted terphenyl groups; or alkyl-substituted or unsubstituted naphthyl groups.

[0098] In one embodiment of the present invention, Ar1 to Ar4 are identical or different from each other and independently have one of the following structures, which may be substituted or unsubstituted with additional substituents. [ka] In the above structure, [ka] This is as stated above.

[0099] In one embodiment of the present invention, the additional substituent is an alkyl group or a heteroaryl group.

[0100] In one embodiment of the present invention, the structure is substituted or unsubstituted with an alkyl group.

[0101] In one embodiment of the present invention, the structure is substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group.

[0102] In one embodiment of the present invention, Ar1 and Ar2 are identical or different from each other and are independently a phenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; a biphenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; a terphenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; or a naphthyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group.

[0103] In one embodiment of the present invention, Ar1 and Ar2 are identical or different from each other and are independently a phenyl group; a phenyl group substituted with a methyl group; a phenyl group substituted with a dimethyl group; a phenyl group substituted with a tert-butyl group; or a biphenyl group.

[0104] In one embodiment of the present invention, Ar3 and Ar4 are identical or different from each other and are independently a phenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; a biphenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; a terphenyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group; or a naphthyl group substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group.

[0105] In one embodiment of the present invention, Ar3 and Ar4 are identical or different from each other and are independently a phenyl group; a phenyl group substituted with a methyl group; a phenyl group substituted with a dimethyl group; a phenyl group substituted with a tert-butyl group; a biphenyl group; a biphenyl group substituted with a methyl group; a biphenyl group substituted with a dimethyl group; a biphenyl group substituted with a tert-butyl group; a biphenyl group substituted with both a dimethyl group and a tert-butyl group; or a terphenyl group.

[0106] In one embodiment of the present invention, f1 is the maximum number of substituents that can be attached to 0 to Ar1, f2 is the maximum number of substituents that can be attached to 0 to Ar2, f3 is the maximum number of substituents that can be attached to 0 to Ar3, and f4 is the maximum number of substituents that can be attached to 0 to Ar4. In this case, the maximum number of substituents that can be attached is the number of hydrogen atoms attached to Ar1 to Ar4. For example, if Ar1 is a phenyl group, f1 is an integer from 0 to 5, and if Ar1 is a biphenyl group, f1 is an integer from 0 to 9.

[0107] In one embodiment of the present invention, f1 to f4 are integers from 0 to 11.

[0108] In one embodiment of the present invention, f1 to f4 are each integers from 0 to 9.

[0109] In one embodiment of the present invention, f1 to f4 are integers from 0 to 7.

[0110] In one embodiment of the present invention, f1 is an integer between 0 and 5. In another embodiment of the present invention, f1 is an integer between 0 and 3.

[0111] In one embodiment of the present invention, f2 is an integer between 0 and 5. In another embodiment of the present invention, f2 is an integer between 0 and 5.

[0112] In one embodiment of the present invention, f3 is an integer between 0 and 5. In another embodiment of the present invention, f3 is an integer between 0 and 3.

[0113] In one embodiment of the present invention, f4 is an integer between 0 and 5. In another embodiment of the present invention, f4 is an integer between 0 and 3.

[0114] In one embodiment of the present invention, f1+f2+f3+f4 is an integer of 1 or more. Specifically, f1+f2+f3+f4 is an integer from 1 to 36. More specifically, f1+f2+f3+f4 is an integer from 1 to 20. That is, at least one of f1 to f4 is 1 or more. In other words, the compound represented by chemical formula 1 contains at least one F.

[0115] In one embodiment of the present invention, the -Ar1-(F) f1 -Ar2-(F) f2、 -Ar3-(F) f3 and -Ar4-(F) f4 Each of these can be represented by one of the following structures, which may or may not be substituted with additional substituents. [ka] In the above structure, Z2 is S;O;CRjRk;SiRlRm; or NRN, Rj~Rn are either identical or different from each other, and each is independently a hydrogen atom, a deuterium atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group. ma, mb, and md are integers from 0 to 5, mc, me, mf, and mj are integers from 0 to 4, and mg, mh, and mi are integers from 0 to 7. [ka] This is the site that is bonded to chemical formula 1.

[0116] In one embodiment of the present invention, Z2 is O or S.

[0117] In one embodiment of the present invention, the -Ar1-(F) f1 -Ar2-(F) f2、 -Ar3-(F) f3 and -Ar4-(F) f4 Each of these has one of the following structures, which may be substituted or unsubstituted with additional substituents. [ka] In the above structure, ma~mg and [ka] This is the same as described above.

[0118] In one embodiment of the present invention, the additional substituent substituted for the structure is at least one substituent selected from the group consisting of deuterium; halogen groups; alkyl groups; alkoxy groups; aryl groups; and heteroaryl groups.

[0119] In one embodiment of the present invention, the structure is substituted or unsubstituted with at least one substituent selected from the group consisting of deuterium; halogen groups; C1-C30 alkyl groups; C1-C30 alkoxy groups; C6-C30 aryl groups; and C2-C30 heteroaryl groups.

[0120] In one embodiment of the present invention, the structure is substituted or unsubstituted with an alkyl group.

[0121] In one embodiment of the present invention, the structure is substituted or unsubstituted with at least one substituent selected from the group consisting of a methyl group, a dimethyl group, and a tert-butyl group.

[0122] In one embodiment of the present invention, X1 and X2 are either identical or different from each other and are independently selected from the aforementioned curable substrate structures.

[0123] In one embodiment of the present invention, X1 and X2 are identical or different from each other and independently have one of the following structures. [ka] In the above structure, L32 and L34-L38 are directly bonded; -O-; substituted or unsubstituted alkylene groups; or substituted or unsubstituted arylene groups. l34 to l38 are integers from 1 to 10, and if l34 to l38 are each 2 or greater, then two or more substituents in parentheses are either identical or different from each other. [ka] This is the site that is bonded to the chemical formula 1.

[0124] In one embodiment of the present invention, X1 and X2 are identical or different from each other and independently have one of the following structures. [ka]

[0125] In one embodiment of the present invention, the compound represented by chemical formula 1 has any of the following structures.

[0126] [ka]

[0127] [ka]

[0128] [ka]

[0129]

change

[0130]

change

[0131]

change

[0132]

change

[0133]

change

[0134]

change

[0135]

change

[0136]

change

[0137]

change

[0138]

change

[0139]

change

[0140] [ka]

[0141] [ka]

[0142] [ka]

[0143] [ka]

[0144] [ka]

[0145] [ka]

[0146] [ka]

[0147] [ka]

[0148] [ka]

[0149] The first solvent, represented by chemical formula A, will be described in detail below.

[0150] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; hydroxyl group; ether group; carbonyl group; ester group; substituted or unsubstituted alkyl group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted cycloalkenyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted aryl group; or substituted or unsubstituted amine group.

[0151] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a hydroxyl group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted cycloalkenyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted amine group.

[0152] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a substituted or unsubstituted alkyl group; or a substituted or unsubstituted alkoxy group.

[0153] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a substituted or unsubstituted C1-C10 alkyl group; or a substituted or unsubstituted C1-C10 alkoxy group.

[0154] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a substituted or unsubstituted C1-C8 alkyl group; or a substituted or unsubstituted C1-C8 alkoxy group.

[0155] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a substituted or unsubstituted C1-C6 alkyl group; or a substituted or unsubstituted C1-C6 alkoxy group.

[0156] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; alkyl group; or alkoxy group.

[0157] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; a substituted or unsubstituted methyl group; a substituted or unsubstituted ethyl group; a substituted or unsubstituted propyl group; a substituted or unsubstituted butyl group; a substituted or unsubstituted pentyl group; a substituted or unsubstituted hexyl group; a substituted or unsubstituted isopropyl group; a substituted or unsubstituted isobutyl group; a substituted or unsubstituted tert-butyl group; a substituted or unsubstituted methoxy group; a substituted or unsubstituted ethoxy group; a substituted or unsubstituted propoxy group; or a substituted or unsubstituted butoxy group.

[0158] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; methyl group; ethyl group; propyl group; butyl group; pentyl group; hexyl group; isopropyl group; isobutyl group; tert-butyl group; methoxy group; ethoxy group; propoxy group; or butoxy group.

[0159] According to one embodiment of the present invention, Y1 to Y10 are identical or different from each other and are independently hydrogen; deuterium; ethyl group; propyl group; butyl group; pentyl group; isopropyl group; or methoxy group.

[0160] In one embodiment of the present invention, the first solvent represented by chemical formula A has one of the following structures. [ka] In the above structure, Y1 to Y10 are identical or different from each other, and each is independently a substituted or unsubstituted alkyl group; or a substituted or unsubstituted alkoxy group.

[0161] In one embodiment of the present invention, the first solvent represented by chemical formula A is one or more mixtures selected from the group consisting of the following structures. [ka]

[0162] In one embodiment of the present invention, the first solvent represented by chemical formula A is any one of the structures described above.

[0163] In one embodiment of the present invention, the surface tension of the first solvent represented by chemical formula A is 32 mN / m to 38 mN / m. Specifically, it is 33 mN / m to 37 mN / m; or 33.5 mN / m to 36.5 mN / m.

[0164] In one embodiment of the present invention, by ensuring that the surface tension of the first solvent represented by chemical formula A satisfies the aforementioned range, the range of surface tensions between substances other than the first solvent represented by chemical formula A can be easily adjusted. Specifically, the substances contained in the ink composition used in the solution process (e.g., additional solvents, other organic solvents, etc.) generally consist of substances that cause the ink composition to have a surface tension in the range of 25 mN / m to 45 mN / m, and it is preferable that the difference in surface tension between the substances is small. A surface tension in the range of 32 mN / m to 38 mN / m is close to the midpoint of the preferred surface tension range, thereby allowing the difference in surface tension between substances other than the first solvent represented by chemical formula A to be adjusted to be small when the first solvent represented by chemical formula A has a surface tension in the range of 32 mN / m to 38 mN / m. A small difference in surface tension between substances other than the first solvent represented by chemical formula A has the advantage of superior flatness of the organic layer and pixel thickness uniformity of the organic light-emitting element produced in the solution process.

[0165] In one embodiment of the present invention, the boiling point of the first solvent represented by chemical formula A is 250°C to 350°C; 270°C to 350°C; or 280°C to 330°C.

[0166] By including the first solvent represented by chemical formula A, which has a boiling point within the aforementioned range, it is expected that the flatness of the organic layer and / or the uniformity of the pixel thickness will be excellent when manufacturing the organic layer of an organic light-emitting device through a solution process. Specifically, the first solvent represented by chemical formula A has the lowest vapor pressure among the constituent solvents and is not removed in the initial drying stage, which has the advantage of being able to adjust the difference in surface tension between the materials remaining after the initial drying stage. As a result, there is an advantage of excellent flatness of the organic layer and / or the uniformity of the pixel thickness of the organic light-emitting device.

[0167] In one embodiment of the present invention, the ink composition further comprises a second solvent, the second solvent comprising at least one of a solvent represented by any of the following chemical formulas B to D, methoxytoluene, and tetralin. [ka]

[0168] In the above chemical formulas B to D, L50 is a direct bond; or an alkylene group. L51 and L53-L55 are identical or different from each other, and each is independently a directly bonded (-O-) or substituted or unsubstituted alkylene group. L52 is the COO, R50, R51, and R54-R56 are either identical or different from each other, and each is independently a substituted or unsubstituted alkyl group. R53 is hydrogen; deuterium; alkoxy group; or substituted or unsubstituted alkyl group. a1 is either 0 or 1. r53 is an integer from 1 to 5, and if r53 is 2 or greater, then r53 values ​​of 2 or greater are either identical or different from each other. l50, l51, and l53-l55 are integers from 1 to 10, and if l50, l51, and l53-l55 are each 2 or greater, then the structures within the parentheses (2 or more) are either identical or different from one another.

[0169] In one embodiment of the present invention, the L50 is a direct bond; or an alkylene group having 1 to 10 carbon atoms.

[0170] In one embodiment of the present invention, the L50 is a direct bond; or an alkylene group having 1 to 6 carbon atoms.

[0171] In one embodiment of the present invention, the L50 is a direct bond; a methylene group; an ethylene group; a propylene group; or a butylene group.

[0172] In one embodiment of the present invention, the l50 is an integer of 1 to 5.

[0173] In one embodiment of the present invention, the L51 and L53 to L55 are the same as or different from each other, and each independently is a direct bond; -O-; or an alkylene group having 1 to 10 carbon atoms.

[0174] In one embodiment of the present invention, the L51 and L53 are the same as or different from each other, and each independently is a direct bond; -O-; or an alkylene group having 1 to 10 carbon atoms.

[0175] In one embodiment of the present invention, the L51 and L53 are the same as or different from each other, and each independently is a direct bond; -O-; or an alkylene group having 1 to 5 carbon atoms.

[0176] In one embodiment of the present invention, the L51 and L53 are the same as or different from each other, and each independently is a direct bond; -O-; a methylene group; an ethylene group; or a propylene group.

[0177] In one embodiment of the present invention, the l51 and l53 are each an integer of 1 to 5.

[0178] In one embodiment of the present invention, the L54 and L55 are the same as or different from each other, and each independently is -O-; or an alkylene group.

[0179] In one embodiment of the present invention, L54 and L55 are identical or different from each other and are independently -O- or linear or branched alkylene groups.

[0180] In one embodiment of the present invention, l54 and l55 are integers from 1 to 10, respectively.

[0181] In one embodiment of the present invention, a1 is 0.

[0182] In one embodiment of the present invention, a1 is 1.

[0183] In one embodiment of the present invention, R50, R51, and R54-R56 are identical or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms.

[0184] In one embodiment of the present invention, R50, R51, and R54-R56 are identical or different from each other, and each is independently a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0185] In one embodiment of the present invention, R50 and R51 are either the same as or different from each other, and are each independently an alkyl group having 1 to 10 carbon atoms.

[0186] In one embodiment of the present invention, R50 and R51 are identical or different from each other and are independently linear or branched alkyl groups having 1 to 10 carbon atoms.

[0187] In one embodiment of the present invention, R50 and R51 are identical or different from each other and are independently a linear alkyl group having 1 to 10 carbon atoms; or a branched alkyl group having 3 to 10 carbon atoms.

[0188] In one embodiment of the present invention, R53 is hydrogen; or an alkoxy group.

[0189] In one embodiment of the present invention, R53 is hydrogen; or an alkoxy group having 1 to 10 carbon atoms.

[0190] In one embodiment of the present invention, R54 is an alkyl group having 1 to 30 carbon atoms.

[0191] In one embodiment of the present invention, R54 is a linear or branched alkyl group having 1 to 30 carbon atoms.

[0192] In one embodiment of the present invention, R54 is a linear alkyl group having 1 to 30 carbon atoms; or a branched alkyl group having 4 to 30 carbon atoms.

[0193] In one embodiment of the present invention, R54 is a linear alkyl group having 1 to 10 carbon atoms; or a branched alkyl group having 4 to 10 carbon atoms.

[0194] In one embodiment of the present invention, R55 and R56 are the same as or different from each other, and each independently is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

[0195] In one embodiment of the present invention, R55 and R56 are the same as or different from each other, and each independently is a substituted or unsubstituted linear or branched alkyl group having 1 to 10 carbon atoms.

[0196] In one embodiment of the present invention, R55 and R56 are the same as or different from each other, and each independently is an alkyl group substituted or unsubstituted with a hydroxy group.

[0197] In one embodiment of the present invention, R55 and R56 are the same as or different from each other, and each independently is a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms with a hydroxy group.

[0198] In one embodiment of the present invention, the second solvent contains one or two of the solvents represented by any of the chemical formulas B to D, methoxytoluene, and tetralin.

[0199] In one embodiment of the present invention, the second solvent is at least one selected from the group consisting of dibutyl oxalate, ethyl benzoate, tripropylene glycol methyl ether, diethyl adipate, butyl carbitol acetate, benzyl butyrate, methyl methoxybenzoate, butyl benzoate, dibutyl succinate, isoamyl benzoate, 2-phenoxyethyl isobutyrate, diisopropyl malonate, tetralin, methoxytoluene, and dipropylene glycol monomethyl ether.

[0200] In one embodiment of the present invention, the ink composition comprises a second solvent represented by any of the chemical formulas B to D, and further comprises a third solvent different from the first and second solvents.

[0201] In one embodiment of the present invention, the third solvent is a solvent represented by any of chemical formulas B to D, methoxytoluene, and tetralin, and is different from the second solvent.

[0202] In one embodiment of the present invention, the boiling point of the second solvent is 180°C to 280°C.

[0203] In one embodiment of the present invention, the boiling point of the first solvent is 250°C to 350°C, and the boiling point of the second solvent is 180°C to 280°C, with the boiling point of the first solvent being higher than that of the second solvent. In this way, because the boiling point of the second solvent is lower than that of the first solvent, the second solvent evaporates first during the drying of the ink composition, increasing the proportion of the first solvent, thereby allowing adjustment of the solvent drying rate and the flatness of the ink.

[0204] In one embodiment of the present invention, by using the first solvent and the second solvent simultaneously, the drying time is shortened and the uniformity of the thin film is improved.

[0205] In one embodiment of the present invention, the first solvent is present in an amount of 4 wt% to 60 wt% and the second solvent in an amount of 40 wt% to 96 wt% relative to the total solvent. Specifically, the first solvent is present in an amount of 5 wt% to 35 wt% and the second solvent in an amount of 65 wt% to 95 wt%. The aforementioned ink composition must remain in a liquid state within the pixel after printing until it enters the vacuum chamber. However, if the first solvent is present in an amount of less than 4 wt%, there is a problem that a large amount or all of the ink composition dries out during the printing process. On the other hand, if the first solvent is present in an amount exceeding 60 wt% in the ink composition, there is a possibility that the solvent will remain in the thin film.

[0206] In one embodiment of the present invention, "the entire solvent" means the first solvent and the second solvent combined.

[0207] The following section provides a detailed explanation of ionic compounds containing an anionic group represented by chemical formula 2.

[0208] In one embodiment of the present invention, the ink composition further comprises an ionic compound containing an anionic group represented by the following chemical formula 2. [ka] In the aforementioned 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-R220 is a curable group. The remaining R201~R220 are either identical or different from each other, and each is independently hydrogen; deuterium; halogen group; nitro group; cyano group; amino group; -OR221; -SR222; -SO3R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; substituted or unsubstituted alkyl group; substituted or unsubstituted alkenyl group; substituted or unsubstituted alkynyl group; substituted or unsubstituted amine group; substituted or unsubstituted aryl group; or substituted or unsubstituted heterocyclic group. R221 to R228 are either identical or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group.

[0209] An ionic compound containing an anionic group represented by chemical formula 2 according to one embodiment of the present invention (hereinafter referred to as the anionic compound) has a curable group introduced into it. In contrast, if a curable group is not introduced, the ionic compound will not harden, and the properties of the device will decrease due to the movement of the ionic compound between electrodes or layers. On the other hand, as the number of curable groups increases, the hardening rate of the ionic compound or the composition containing it increases, and the film retention rate improves.

[0210] In one embodiment of the present invention, the number of curable groups in the anionic compound represented by chemical formula 2 is one.

[0211] In one embodiment of the present invention, the number of curable groups in the anionic compound represented by chemical formula 2 is two.

[0212] In one embodiment of the present invention, the number of curable groups in the anionic compound represented by chemical formula 2 is four.

[0213] In one embodiment of the present invention, the number of F, cyano groups, or substituted or unsubstituted fluoroalkyl groups in the anionic compound represented by chemical formula 2 is 16 to 19.

[0214] In one embodiment of the present invention, the amount of F in the anionic compound is 15 to 50 parts by weight or less, relative to 100 parts by weight of the anionic compound.

[0215] In one embodiment of the present invention, the amount of F in the anionic compound is 10 to 45 parts by weight or less, relative to 100 parts by weight of the anionic compound.

[0216] In one embodiment of the present invention, the number of F atoms in the anionic compound is 8 to 20 per 100 parts by weight of the anionic compound.

[0217] As described above, increasing the proportion of F, cyano groups, or fluoroalkyl groups in the molecule improves the film retention rate during heat treatment.

[0218] According to one embodiment of the present invention, the ionic compound may be used in the hole injection layer of an organic light-emitting element, and when used in the hole injection layer, it can be used as a dopant. In this case, as the F content of the ionic compound increases, the force that attracts electrons from other compounds (host compounds) increases, holes are generated more effectively in the host, and the performance in the hole injection layer is improved.

[0219] In one embodiment of the present invention, the fluorine content can be determined by analyzing it using a COSA AQF-100 combustion furnace coupled to a Dionex ICS 2000 ion-chromatograph, or by 19F NMR using a method commonly used for fluorine analysis.

[0220] In one embodiment of the present invention, at least one benzene ring from among the benzene rings containing R201 to R205 of chemical formula 2, the benzene rings containing R206 to R210, the benzene rings containing R211 to R215, and the benzene rings containing R216 to R220 is selected from the following structural formulas. [ka]

[0221] In one embodiment of the present invention, the chemical formula 2 is one of the following structures. [ka] [ka]

[0222] In the above structure, n1 is an integer between 1 and 3, m1 is an integer between 1 and 3, and n1 + m1 = 4. n2 is an integer between 0 and 3, m2 is an integer between 1 and 4, and n2 + m2 = 4. M1 is a deuterium group; 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~R228 are either identical or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group. i is an integer between 1 and 4. If i is 2 or greater, then M1 values ​​greater than or equal to 2 are either identical or different from each other.

[0223] In one embodiment of the present invention, the ionic compound further comprises a cationic group. Specifically, the ink composition described above further comprises an ionic compound comprising an anionic group and a cationic group represented by the chemical formula 2 described above.

[0224] In one embodiment of the present invention, the ionic compound further comprises a cationic group, wherein the cationic group is a monovalent cationic group, an onium compound, or one of the following structures. [ka]

[0225] In the above structure, Q30~Q105 are either identical or different from each other, and each is independently hydrogen; deuterium; cyano group; nitro group; halogen group; hydroxyl group; -COOR250; substituted or unsubstituted alkyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted aryloxy group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted aryl group; or 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.

[0226] In one embodiment of the present invention, the monovalent cation group may be an alkali metal cation, and the alkali metal cation may be Na + , Li + , K + and the like, but not limited thereto.

[0227] In one embodiment of the present invention, the cation group is any one selected from an onium compound; or the foregoing structural formula.

[0228] In one embodiment of the present invention, the cation group is any one of the following structures.

Chemical formula

[0229] <​​​​​​​​​​​

[0231] [ka]

[0232] [ka]

[0233] [ka]

[0234] [ka]

[0235] [ka]

[0236] In one embodiment of the present invention, the anionic group and cationic group represented by chemical formula 2 in the ionic compound are present in an equivalent ratio of 1:5 to 5:1. Specifically, the anionic group and cationic group represented by chemical formula 2 are present in an equivalent ratio of 1:1.

[0237] The ink composition will be explained in detail below.

[0238] One embodiment of the present invention provides an ink composition comprising a compound represented by the aforementioned chemical formula 1 and a first solvent represented by the aforementioned chemical formula A.

[0239] According to one embodiment of the present invention, the ink composition further comprises an ionic compound containing an anionic group represented by the above-mentioned chemical formula 2.

[0240] According to one embodiment of the present invention, the ionic compound further comprises the aforementioned cationic group. That is, the ink composition further comprises an ionic compound comprising the anionic group represented by the aforementioned chemical formula 2 and the aforementioned cationic group.

[0241] One embodiment of the present invention provides an ink composition comprising a compound represented by the aforementioned chemical formula 1 and a first solvent represented by the aforementioned chemical formula A, further comprising one or more of the aforementioned anionic group compound; the aforementioned cationic group; and the aforementioned second solvent.

[0242] One embodiment of the present invention provides an ink composition comprising a compound represented by the aforementioned chemical formula 1; a first solvent represented by the aforementioned chemical formula A; an ionic compound comprising an anionic group represented by the aforementioned chemical formula 2 and the aforementioned cationic group; and the aforementioned second solvent.

[0243] According to one embodiment of the present invention, the compound represented by chemical formula 1 is present in an amount of 0.1 wt% to 15 wt%; 0.1 wt% to 10 wt%; or 0.1 wt% to 5 wt% per 100 wt% of the ink composition.

[0244] According to one embodiment of the present invention, the first solvent represented by chemical formula A is present in an amount of 4 wt% to 70 wt%; 4 wt% to 50 wt%; or 4 wt% to 35 wt% per 100 wt% of the ink composition.

[0245] According to one embodiment of the present invention, the second solvent is present in an amount of 20 wt% to 95 wt%; 40 wt% to 95 wt%; or 65 wt% to 95 wt% with respect to 100 wt% of the ink composition.

[0246] According to one embodiment of the present invention, the ionic compound containing the anionic group represented by chemical formula 2 is present in an amount of 0.1 wt% to 15 wt%; 0.1 wt% to 10 wt%; or 0.1 wt% to 5 wt% per 100 wt% of the ink composition.

[0247] According to one embodiment of the present invention, the ink composition contains, per 100 wt%, the compound represented by chemical formula 1 in an amount of 0.1 wt% to 15 wt%; the first solvent represented by chemical formula A in an amount of 4 wt% to 50 wt%; the second solvent in an amount of 40 wt% to 95 wt%; and the ionic compound containing an anionic group represented by chemical formula 2 in an amount of 0.1 wt% to 15 wt%.

[0248] According to one embodiment of the present invention, the ink composition contains, per 100 wt%, the compound represented by chemical formula 1 in an amount of 0.1 wt% to 15 wt%; the first solvent represented by chemical formula A in an amount of 4 wt% to 35 wt%; the second solvent in an amount of 65 wt% to 95 wt%; and the ionic compound containing an anionic group represented by chemical formula 2 in an amount of 0.1 wt% to 15 wt%.

[0249] In one embodiment of the present invention, the viscosity of the ink composition is 2 cP to 15 cP at room temperature. When this viscosity is met, the manufacturing of the device is easy. Specifically, a uniform film can be formed when forming an organic layer within the organic light-emitting element.

[0250] The viscosity is measured at room temperature using a Brookfield viscometer after dissolving the substance to be measured in a first solvent or a mixture of the first and second solvents at a concentration of 1 wt% to 3 wt% in any proportion. In this case, the substance to be measured is the compound represented by chemical formula 1; or a mixture of the compound represented by chemical formula 1 and the aforementioned ionic compound.

[0251] According to one embodiment of the present invention, the ink composition is liquid. The term "liquid" means being in a liquid state at room temperature and atmospheric pressure.

[0252] In one embodiment of this specification, the ink composition is curable by heat treatment or light treatment. When the ink composition is cured, it can be referred to as a cured product of the ink composition.

[0253] In one embodiment of the present invention, the ink composition further comprises a monomolecule containing a photocurable group and / or a thermosetting group; or a monomolecule containing a terminal group capable of polymer formation by heat. The molecular weight of the monomolecule containing a photocurable group and / or a thermosetting group; or a monomolecule containing a terminal group capable of polymer formation by heat, as described above, may be a compound with a molecular weight of 3,000 g / mol or less, but is not limited to the molecular weight exemplified above.

[0254] The monomolecule containing the photocurable group and / or thermosetting group; or the monomolecule containing a terminal group capable of polymer formation by heat, may mean a monomolecule in which an aryl;arylamine; or fluorene such as phenyl, biphenyl, fluorene, naphthalene is substituted with a photocurable group and / or a thermosetting group or a terminal group capable of polymer formation by heat.

[0255] In one embodiment of the present invention, the ink composition is for forming at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer.

[0256] The following section will specifically describe the pixels containing the aforementioned ink composition.

[0257] One embodiment of the present invention provides a pixel comprising the aforementioned ink composition or a cured product thereof. The pixel may be included in an organic layer, an organic light-emitting diode, or an organic light-emitting display device. Specific details regarding the organic layer will be described later.

[0258] In one embodiment of the present invention, the organic light-emitting display device comprises a plurality of pixels consisting of red (R), green (G), and blue (B) subpixels, with an organic light-emitting diode and a pixel circuit located for each subpixel. The organic light-emitting diode includes two electrodes (anode and cathode) and an organic light-emitting layer located between them, and the pixel circuit includes at least two thin-film transistors and at least one capacitor.

[0259] In one embodiment of the present invention, the organic layer, organic light-emitting diode and / or organic light-emitting display device includes banks that can be separated and coated with ink to each subpixel, or banks in which ink droplets are linked within two or more subpixels.

[0260] In one embodiment of the present invention, the configuration of the bank is not limited. For example, the organic layer, organic light-emitting diode, or organic light-emitting display device may include a linear bank. The linear bank can define linear pixel regions and / or sub-pixel regions. In another example, the organic layer, organic light-emitting diode, or organic light-emitting display device may include a non-linear, separated bank. Typically, the light-emitting layer of the organic layer consists of a red light-emitting layer, a green light-emitting layer, and a blue light-emitting layer located at the red sub-pixel, green sub-pixel, and blue sub-pixel, respectively. In this case, the aforementioned pixels can correspond to the pixels or sub-pixels. In a preferred example, the pixels correspond to the sub-pixels.

[0261] In one embodiment of the present invention, at least one of the pixels may be included in the aforementioned organic layer, organic light-emitting diode, or organic light-emitting display device.

[0262] The following section will provide a detailed explanation of the organic layer containing the aforementioned pixels.

[0263] One embodiment of the present invention provides an organic layer containing the aforementioned pixels. Since the pixels contain the aforementioned ink composition or its cured product, one embodiment of the present invention can be said to provide an organic layer containing the aforementioned ink composition or its cured product.

[0264] In one embodiment of the present invention, the organic layer includes a plurality of the aforementioned pixels. For example, the organic layer includes an x-axis with na pixels arranged therein and a y-axis perpendicular to the x-axis with nb pixels arranged therein, where na and nb are 2 to 10 4 integers, 10 to 10 3an integer, or 20 to 10 2 It is an integer.

[0265] In one embodiment of the present invention, na and nb are 2 or more, 5 or more, 10 or more, or 20 or more, respectively. 4 The following 10 3 The following, or 10 2 The following applies:

[0266] In one embodiment of the present invention, the organic layer contains 2 or more, 4 or more, 10 or more, 20 or more, 40 or more, 80 or more, or 100 or more pixels. 8 Less than or equal to 10 6 10 or fewer, or 10 4 Includes items less than or equal to one.

[0267] In one embodiment of the present invention, the pixels contained in the organic layer are arranged in a line. For example, as shown in Figures 4 and 7, a plurality of pixels 1' are arranged in a line to form a line.

[0268] In one embodiment of the present invention, the organic layer includes multiple lines in which multiple pixels are arranged in a row. For example, as shown in Figures 4 and 7, multiple lines may be formed at regular intervals. For example, one line may be the y-axis with nb pixels arranged as described above, and the x-axis may contain as many lines as there are pixels (na).

[0269] In one embodiment of the present invention, the pixels contained in the organic layer are arranged in a separated form, not in a line. For example, as shown in Figure 8, multiple pixels may be formed in a separated form.

[0270] In one embodiment of the present invention, the organic layer contains na × nb pixels.

[0271] In one embodiment of the present invention, the plurality of pixels contained in the organic layer have a uniform thickness.

[0272] In one embodiment of the present invention, the organic layer includes an x-axis with nc pixels and a y-axis perpendicular to the x-axis with nd pixels, wherein nc and nd are 20 to 10 4 It is an integer that satisfies equation 1 below. [Formula 1] |X(i')-X(5)|≦5nm In the above formula 1, X(i') is the average thickness of the [(nd / 2)-4th]th to [(nd / 2)+5th]th pixels, X(5) is the thickness of the 5th pixel from the edge, If nd is an odd number, (nd / 2) is the value rounded to the nearest tenth of a decimal place. For the case where nd is an odd number, for example, if we measure with 25 pixels (i.e., nd is 25), then X(i') is the average thickness of the 13th to 18th pixels.

[0273] In one embodiment of the present invention, the [(nd / 2)-4th]th to [(nd / 2)+5th]th pixels refer to pixels located in the center of a larger group of pixels.

[0274] In one embodiment of the present invention, nd is 20-10 4 integers between 20 and 10 3 It is an integer between 20 and 100.

[0275] In one embodiment of the present invention, the thickness of the pixel can be measured by an optical thickness measuring device. While such a device may be an optical profiler from Bruker, it is not limited to this.

[0276] In one embodiment of the present invention, satisfying formula 1 means that the difference between the average thickness of the pixels located in the center of a plurality of pixels and the thickness of the pixel located 5th from the edge is 5 nm or less. In other words, it means that there is almost no difference in thickness between the center and the edge of the pixel. Therefore, satisfying formula 1 means that the thickness uniformity between pixels has improved.

[0277] In one embodiment of the present invention, the organic layer satisfies the following formula 2. [Formula 2] |X(i')-X(4)|≦5nm In the above formula 2, X(i') is the same as defined in Equation 1, X(4) is the thickness of the fourth pixel from the edge.

[0278] In one embodiment of the present invention, the organic layer satisfies the following formula 3. [Formula 3] |X(i')-X(3)|≦5nm In the above formula 3, X(i') is the same as defined in Equation 1, X(3) is the thickness of the third pixel from the edge.

[0279] In one embodiment of the present invention, the organic layer contains pixels that satisfy the following formula 11 within two positions from the edge. [Formula 11] |Y(20)-Y(80)|≦5nm

[0280] In the above formula 11, Y(20) is the thin film height in the section that accounts for 20% of the pixel length, and Y(80) is the thin film height in the section that accounts for 80% of the pixel length.

[0281] Satisfying equation 11 means that in a single pixel having length Lx, the difference between the thin film height of the section that is 20% of the length (0.2Lx) and the thin film height of the section that is 80% of the length (0.8Lx) is 5 nm or less. In other words, satisfying equation 11 means that the thin film within the pixel is formed symmetrically without tilting to one side.

[0282] The fact that the pixels satisfying equation 11 are within two pixels of the edge means that the shape and thickness of the edge-side pixels among the formed pixels are maintained. Therefore, it can be confirmed that the deviation in shape and thickness between the edge pixels and the central pixels was small during generation.

[0283] In one embodiment of the present invention, the pixels contained in the organic layer exhibit excellent thickness uniformity both between multiple pixels and within a single pixel.

[0284] In one embodiment of the present invention, the length (Lx) of the pixel is 10 μm to 300 μm.

[0285] In this invention, the term "edge" refers to the portions at both ends where the ink composition is printed. For example, in Figures 7 and 8, when the ink is printed in the direction from (a) to (b) (arrow direction), portions (a) or (b) are referred to as the edge. Figure 7 illustrates the application of the ink composition in the longitudinal direction, but the application direction of the ink composition is not limited to this. For example, the ink may be applied in the transverse direction.

[0286] In one embodiment of the present invention, the organic layer is included in an organic light-emitting element.

[0287] In one embodiment of the present invention, the organic layer is formed via a solution process.

[0288] In one embodiment of the present invention, the organic layer is at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron barrier layer, an emitting layer, a hole barrier layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer.

[0289] In one embodiment of the present invention, the organic layer is at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron barrier layer, and a light-emitting layer.

[0290] In one embodiment of the present invention, the organic layer is at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer.

[0291] In a preferred embodiment of the present invention, the organic layer is a hole injection layer, a hole transport layer, or an electron barrier layer.

[0292] The following will provide a detailed explanation of organic light-emitting devices.

[0293] One embodiment of the present invention provides an organic light-emitting device comprising a first electrode; a second electrode; and at least one organic layer provided between the first electrode and the second electrode, wherein at least one of the organic layers is the aforementioned organic layer.

[0294] In other words, one embodiment of the present invention provides an organic light-emitting element comprising a first electrode; a second electrode; and at least one organic layer provided between the first electrode and the second electrode, wherein at least one of the organic layers comprises the aforementioned ink composition or a cured product thereof.

[0295] In one embodiment of the present invention, the organic layer includes at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron barrier layer, an emissive layer, a hole barrier layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer, wherein the at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, an electron barrier layer, an emissive layer, a hole barrier layer, an electron injection layer, an electron transport layer, and an electron injection and transport layer includes the aforementioned ink composition or its cured product.

[0296] In one embodiment of the present invention, the organic layer comprises at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer, wherein the at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer comprises the aforementioned ink composition or its cured product.

[0297] In one embodiment of the present invention, the organic layer includes a hole injection layer, a hole transport layer, or an electron barrier layer, and the hole injection layer, hole transport layer, or electron barrier layer includes the aforementioned ink composition or its cured product.

[0298] In one embodiment of the present invention, the organic layer includes na × nb pixels, and the na × nb pixels satisfy formula 1.

[0299] The following section will provide a detailed explanation of the manufacturing method for organic light-emitting devices.

[0300] One embodiment of the present invention involves the step of preparing a first electrode; The step of forming at least one organic layer on the first electrode; and The step includes forming a second electrode on the at least one organic layer, The present invention provides a method for manufacturing an organic light-emitting element, wherein the step of forming the organic layer includes the step of forming the organic layer using the ink composition described above.

[0301] In one embodiment of the present invention, the step of forming an organic layer using the ink composition is performed using a spin coating method.

[0302] In one embodiment of the present invention, the step of forming an organic layer using the ink composition is performed by a printing method.

[0303] 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 the printing method described above.

[0304] In one embodiment of the present invention, the step of forming an organic layer using the ink composition is performed using an inkjet printing method.

[0305] In one embodiment of the present invention, the step of forming at least one organic layer using the ink composition can be performed by applying the ink composition onto a substrate including a bank or an organic layer, and then drying or heat-treating it.

[0306] As an example, the aforementioned ink composition may be applied to a substrate containing a line-shaped bank (line bank inkjet substrate, Figure 4) (Figure 5), and then the ink composition may be dried or heat-treated to form a thin film (Figure 6).

[0307] As another example, the ink composition may be applied to a substrate that includes banks that do not form lines. In this case, the ink composition is applied to each of the banks.

[0308] The ink composition according to one embodiment of the present invention is suitable for solution processing due to its structural properties, and an organic layer can be formed by printing, thus providing economic benefits in terms of time and cost during the manufacturing of the device.

[0309] In one embodiment of the present invention, the step of forming an organic layer on the first electrode may further include a drying step after one or more depressurization steps. For example, the step of forming at least one organic layer on the first electrode further includes a drying step after two depressurization steps. In this case, the drying step after the first depressurization is performed at atmospheric pressure ~2 × 10⁻⁶ -2 The procedure was performed using Torr, starting from atmospheric pressure and exceeding 2 × 10⁻⁶. -2 The depressurization time until torr can be 30 to 600 seconds. Furthermore, the drying stage after the second depressurization is 2 × 10 -2 torr~2×10 -6 It was done in torr, 2 × 10 -2 Torr to 2x10 -6 The decompression time to reach Torr may be between 30 and 600 seconds.

[0310] In one embodiment of the present invention, the step of forming an organic layer using the ink composition includes the step of coating the ink composition; and the step of heat-treating or photo-treating the coated ink composition.

[0311] In one embodiment of the present invention, the step of forming at least one organic layer using the ink composition includes the steps of coating the first electrode or the at least one organic layer with a coating composition, and heat-treating or photo-treating the coated coating composition.

[0312] In one embodiment of the present invention, the heat treatment step can be carried out via a heat treatment, and the heat treatment temperature in the heat treatment step is 85°C to 250°C, in one embodiment it is 100°C to 250°C, and in another embodiment it may be 150°C to 250°C.

[0313] In one embodiment of the present invention, the heat treatment time in the heat treatment step may be 10 minutes to 2 hours, in one embodiment it may be 10 minutes to 1 hour, and in another embodiment it may be 20 minutes to 1 hour.

[0314] If the step of forming an organic layer using the ink composition includes the heat treatment or phototreatment step, it is possible to provide an organic layer containing a structure in which multiple compounds contained in the ink composition form crosslinks and become a thin film. In this case, when laminating other layers on the surface of the organic layer formed using the ink composition, it is possible to prevent dissolution by the solvent, morphological influence, or decomposition.

[0315] Therefore, when the organic layer is formed by heat treatment or phototreatment of the ink composition, its resistance to the solvent increases. This allows for the repeated formation of a multilayer by solution deposition and crosslinking methods, increasing stability and extending the lifespan of the device.

[0316] The following section will specifically describe the types of organic layers included in the aforementioned organic light-emitting devices.

[0317] In one embodiment of the present invention, the organic light-emitting element includes one organic layer, and at least one of the organic layers includes the ink composition or its cured product. For example, the organic layer containing the aforementioned ink composition or its cured product is a hole injection layer.

[0318] In one embodiment of the present invention, the organic light-emitting element comprises two or more organic layers, and at least one of the two or more organic layers comprises the ink composition or a cured product thereof. For example, any one of the two or more organic layers comprises the ink composition or a cured product thereof, and further comprises other organic layers. In one embodiment, the other organic layer does not comprise the ink composition or a cured product thereof. In another embodiment, the other organic layer further comprises the ink composition or a cured product thereof. However, the present invention is not limited to the above examples.

[0319] 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 barrier layer, an emitting layer, a hole barrier layer, an electron transport layer, an electron injection layer, an electron injection and transport layer, etc. Here, a hole injection and transport layer means a layer that performs hole injection and hole transport simultaneously, and an electron injection and transport layer means a layer that performs electron injection and electron transport simultaneously. However, the organic layers forming the group are merely examples and are not limited to the above examples. Furthermore, the two or more organic layers may include two or more layers that perform the same role, as needed. An example of an organic light-emitting device includes a first hole injection layer and a second hole injection layer. However, it is not limited to the above examples.

[0320] In one embodiment of the present invention, the organic layer includes a light-emitting layer. For example, the light-emitting layer includes the ink composition or a cured product thereof. In a specific example, the light-emitting layer includes the ink composition or a cured product thereof as a host for the light-emitting layer. In another specific example, the light-emitting layer includes the ink composition or a cured product thereof as a dopant for the light-emitting layer.

[0321] 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 barrier layer. For example, the hole injection and transport layer, the hole injection layer, the hole transport layer, or the electron barrier layer includes the ink composition or its cured product.

[0322] In one embodiment of the present invention, the organic layer includes a hole injection layer, a hole transport layer, and / or an electron barrier layer. For example, the hole injection layer, hole transport layer, and / or electron barrier layer include the ink composition or its cured product.

[0323] In one embodiment of the present invention, the organic layer further comprises at least one layer selected from the group consisting of a hole-blocking layer, an electron-transporting layer, an electron-injection layer, and an electron-injection and transport layer. For example, at least one layer selected from the group consisting of a hole-blocking layer, an electron-transporting layer, an electron-injection layer, and an electron-injection and transport layer comprises the ink composition or its cured product. In another example, at least one layer selected from the group consisting of a hole-blocking layer, an electron-transporting layer, an electron-injection layer, and an electron-injection and transport layer does not comprise the ink composition or its cured product.

[0324] In one embodiment of the present invention, the organic light-emitting element includes a first electrode; a second electrode; and at least one organic layer provided between the first electrode and the second electrode, wherein the organic layer includes a light-emitting layer, a hole injection layer, and an electron-blocking layer, and the hole injection layer or electron-blocking layer includes the ink composition or a cured product thereof.

[0325] The following will specifically describe the laminated structure of the organic layer and the organic light-emitting element containing it.

[0326] In one embodiment of the present invention, the organic layer of the organic light-emitting element has a single-layer structure. For example, the single-layer organic layer is provided between the first electrode and the second electrode of the organic light-emitting element, and the organic layer contains the ink composition or its cured product. In a specific embodiment, the single-layer organic layer is a light-emitting layer, and in this case, the light-emitting layer contains the ink composition or its cured product.

[0327] In one embodiment of the present invention, the organic layer of the organic light-emitting element is a multilayer structure in which two or more organic layers are stacked. For example, the multilayer organic layer is provided between the first electrode and the second electrode of the organic light-emitting element.

[0328] In one embodiment of the present invention, the multilayer organic layers include an emissive layer and an organic layer other than the emissive layer. For example, the emissive layer is provided between a first electrode and a second electrode, and the organic layer other than the emissive layer is provided between the first electrode and the emissive layer. In another example, the emissive layer is provided between a first electrode and a second electrode, and the organic layer other than the emissive layer is provided between the emissive layer and the second electrode. In yet another example, the emissive layer is provided between a first electrode and a second electrode, any organic layer other than the emissive layer is provided between the first electrode and the emissive layer, and any other organic layer other than the emissive layer is provided between the emissive layer and the second electrode. However, the above structures are merely examples and are not limited to these structures. Furthermore, the organic layer other than the emissive layer may be, but is not limited to, at least one layer selected from the group consisting of, for example, a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron barrier layer, an electron transport layer, an electron injection layer, and so on.

[0329] Generally, in organic light-emitting devices, a hole injection layer, a hole transport layer, or an electron-blocking layer is provided between the anode and the light-emitting layer. Specifically, the hole injection layer may be located above the anode, the hole transport layer above the hole injection layer, and the electron-blocking layer above the hole injection layer, but the device is not limited to these examples.

[0330] In general, the electron injection layer, electron transport layer, or hole blocking layer in an organic light-emitting device is provided between the cathode and the light-emitting layer. Specifically, the hole blocking layer is provided above the light-emitting layer, the electron transport layer is provided above the hole blocking layer, and the electron injection layer is provided above the electron transport layer, but the device is not limited to these examples.

[0331] In one embodiment of the present invention, the multilayer organic layer included in the organic light-emitting element comprises at least one layer selected from the group consisting of a hole injection and transport layer, a hole injection layer, a hole transport layer, an electron barrier layer, a hole barrier layer, an electron transport layer, an electron injection layer, and an electron injection and transport layer; and a light-emitting layer, wherein the light-emitting layer is provided between a first electrode and a second electrode, and the at least one layer is provided between the first electrode and the light-emitting layer, and the at least one layer contains the compound represented by chemical formula 1 and / or the first solvent represented by chemical formula A.

[0332] Figure 1 shows the structure of an organic light-emitting element according to one embodiment of the present invention. Figure 1 illustrates the structure of an organic light-emitting element in which a first electrode 201, a hole injection layer 301, a hole transport layer 401, a light-emitting layer 501, an electron injection and transport layer 601, and a second electrode 701 are sequentially stacked on a substrate 101. The hole injection layer 301 and / or hole transport layer 401 in Figure 1 may contain the aforementioned ink composition or its cured product, or may be formed using the aforementioned ink composition.

[0333] Figure 1 illustrates an organic light-emitting element according to one embodiment of the present invention, and the structure of the organic light-emitting element of the present invention is not limited thereto.

[0334] As described above, an organic light-emitting element having a single-layer or multi-layer organic material layer may have, for example, the following stacked structure, but is not limited thereto. (1) Anode / Hole transport layer / Emitting layer / Cathode (2) Anode / Hole injection layer / Hole transport layer / Emitting layer / Cathode (3) Anode / Hole injection layer / Hole buffer layer / Hole transport layer / Emission layer / Cathode (4) Anode / Hole transport layer / Emitting layer / Electron transport layer / Cathode (5) Anode / Hole transport layer / Emitting layer / Electron transport layer / Electron injection layer / Cathode (6) Anode / Hole injection layer / Hole transport layer / Emitting layer / Electron transport layer / Cathode (7) Anode / Hole injection layer / Hole transport layer / Emitting layer / Electron transport layer / Electron injection layer / Cathode (8) Anode / Hole injection layer / Hole buffer layer / Hole transport layer / Emitting layer / Electron transport layer / Cathode (9) Anode / Hole injection layer / Hole buffer layer / Hole transport layer / Emitting layer / Electron transport layer / Electron injection layer / Cathode (10) Anode / Hole transport layer / Electron barrier layer / Emitting layer / Electron transport layer / Cathode (11) Anode / Hole transport layer / Electron barrier layer / Emitting layer / Electron transport layer / Electron injection layer / Cathode (12) Anode / Hole injection layer / Hole transport layer / Electron barrier layer / Emitting layer / Electron transport layer / Cathode (13) Anode / Hole injection layer / Hole transport layer / Electron barrier layer / Emitting layer / Electron transport layer / Electron injection layer / Cathode (14) Anode / Hole transport layer / Emitting layer / Hole blocking layer / Electron transport layer / Cathode (15) Anode / Hole transport layer / Emitting layer / Hole blocking layer / Electron transport layer / Electron injection layer / Cathode (16) Anode / Hole injection layer / Hole transport layer / Emitting layer / Hole blocking layer / Electron transport layer / Cathode (17) Anode / Hole injection layer / Hole transport layer / Emitting layer / Hole blocking layer / Electron transport layer / Electron injection layer / Cathode (18) Anode / Hole injection layer / Hole transport layer / 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 / Emitting Layer / Hole Blocking Layer / Electron Transport Layer / Electron Injection Layer / Cathode / Capsule In the above structure, the "electron transport layer / electron injection layer" can be replaced with an "electron injection and transport layer" or a "layer that performs electron injection and electron transport simultaneously." Furthermore, in the above structure, the "hole injection layer / hole transport layer" can be replaced with a "hole injection and transport layer" or a "layer that performs hole injection and hole transport simultaneously."

[0335] In one embodiment of the present invention, the first electrode is an anode and the second electrode is a cathode.

[0336] In one embodiment of the present invention, the first electrode is a cathode and the second electrode is an anode.

[0337] In one embodiment of the present invention, the organic light-emitting element may be a normal-type organic light-emitting element in which an anode, at least one organic layer, and a cathode are sequentially stacked on a substrate.

[0338] In one embodiment of the present invention, the organic light-emitting element may be an inverted type organic light-emitting element in which a cathode, at least one organic layer, and an anode are sequentially stacked on a substrate.

[0339] In one embodiment of the present invention, the organic light-emitting element is formed in which at least one organic layer is made using the aforementioned ink composition. Otherwise, it may be manufactured using materials and methods known in the art.

[0340] For example, the organic light-emitting device of the present invention can be manufactured by sequentially stacking an anode, an organic layer, and a cathode on a substrate. In this case, the anode can be formed by depositing a metal or a conductive metal oxide or an alloy thereof onto the substrate using a PVD (physical vapor deposition) method such as sputtering or electron beam evaporation. An organic layer solution process and a deposition process are then performed on top of the anode, which includes at least one of the following layers: a hole injection layer, a hole transport layer, an emissive layer, an electron injection layer, an electron transport layer, a hole transport and injection layer, and an electron transport and injection layer. Finally, a material that can be used as a cathode is deposited on top of the anode. In addition to this method, the organic light-emitting device can also be manufactured by sequentially depositing the cathode material, organic layer, and anode material onto the substrate.

[0341] As the anode material, a material with a large work function is generally preferred to facilitate hole injection into the organic layer. Examples include, but are not limited to, metals or alloys thereof such as vanadium, chromium, copper, zinc, and gold; 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.

[0342] The cathode material is usually preferably a material with a small work function so that electron injection into the organic layer is easy. Examples include, but are not limited to, metals or alloys thereof such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin, and lead; and multilayer materials such as LiF / Al or LiO2 / Al.

[0343] The light-emitting layer may include a host material and / or a dopant material.

[0344] Examples of the host material include condensed aromatic ring derivatives or heterocycle-containing compounds. Specifically, examples of condensed aromatic ring derivatives include anthracene derivatives, pyrene derivatives, naphthalene derivatives, pentacene derivatives, phenanthrene compounds, and fluorantene compounds, while examples of heterocycle-containing compounds include, but are not limited to, dibenzofuran derivatives, ladder-type furan compounds, and pyrimidine derivatives.

[0345] Examples of the dopant materials include aromatic amine derivatives, strylamine compounds, boron complexes, fluorantene compounds, and metal complexes. Specifically, aromatic amine derivatives are condensed aromatic ring derivatives having substituted or unsubstituted arylamine groups, such as pyrene, anthracene, chrysene, and perifurantene, which have arylamine groups. Styrylamine compounds are compounds in which at least one aryl vinyl group is substituted on a substituted or unsubstituted arylamine, and one or more substituents selected from the group consisting of aryl groups, silyl groups, alkyl groups, cycloalkyl groups, and arylamine groups are substituted or unsubstituted. Specifically, examples include, but are not limited to, styrylamine, styryldiamine, styryltriamine, and styryltetraamine. Examples of metal complexes include, but are not limited to, iridium complexes and platinum complexes.

[0346] The hole injection layer is a layer that receives holes from the electrode. The hole injection material is preferably one that has the ability to transport holes and has an excellent hole injection effect on the anode and on the light-emitting layer or light-emitting material. It is also preferably a material that has an excellent ability to prevent the movement of excitons generated in the light-emitting layer to the electron injection layer or electron injection material. Furthermore, it is preferably a material with excellent thin-film formation ability. 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 hole injection materials include, but are not limited to, metal porphyrins, oligothiophenes, arylamine-based organic compounds; hexanitrile hexaazatriphenylene-based organic compounds; quinacridone-based organic compounds; perylene-based organic compounds; polythiophene-based conductive polymers such as anthraquinone and polyaniline; and the compound of chemical formula 1 mentioned above.

[0347] In one embodiment of the present invention, the hole injection layer is formed from the aforementioned ink composition or its cured product.

[0348] In one embodiment of the present invention, the compound of chemical formula 1 is included as a host in the hole injection layer.

[0349] In one embodiment of the present invention, the ionic compound is included as a dopant in the hole implantation layer.

[0350] 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 be a single layer or a multilayer structure of two or more layers. The hole transport material is a material that can receive holes from the anode or hole injection layer and transfer them to the light-emitting layer, and a material with high mobility for holes is preferred. Specific examples of hole transport materials include, but are not limited to, arylamine-based organic compounds, carbazole-based compounds, conductive polymers, and block copolymers in which conjugated and unconjugated parts are present together.

[0351] 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 preferably a material that can successfully inject electrons from the cathode and transfer them to the light-emitting layer, and which has high electron mobility. Specific examples include, but are not limited to, Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic radical compounds; and hydroxyflavone-metal complexes. The electron transport layer can be used with any desired cathode material, as used according to the prior art. In particular, suitable cathode materials are ordinary materials with a low work function followed by an aluminum or silver layer. Specifically, these include cesium, barium, calcium, ytterbium, samarium, etc., each followed by an aluminum or silver layer.

[0352] The electron injection layer is a layer that receives electrons from the electrode. Preferably, the electron injection material has excellent electron transport capabilities and exhibits excellent electron injection effects on the cathode, the light-emitting layer, or the light-emitting material. Furthermore, a material that prevents excitons generated in the light-emitting layer from moving to the hole injection layer and exhibits excellent thin-film formation capabilities is preferred. Specifically, examples include, but are not limited to, fluorenone, anthraquinodimethane, diphenoquinone, thiopyrandioxide, oxazole, oxadiazole, triazole, imidazole, perylenetetracarboxylic acid, preolenylidenemethane, anthrone and its derivatives, metal complex compounds, and nitrogen-containing five-membered ring derivatives. Examples of the aforementioned metal complex compounds include, but are not limited to, lithium 8-hydroxyquinolinate, bis(8-hydroxyquinolinate)zinc, bis(8-hydroxyquinolinate)copper, bis(8-hydroxyquinolinate)manganese, tris(8-hydroxyquinolinate)aluminum, tris(2-methyl-8-hydroxyquinolinate)aluminum, tris(8-hydroxyquinolinate)gallium, bis(10-hydroxybenzo[h]quinolinate)beryllium, bis(10-hydroxybenzo[h]quinolinate)zinc, bis(2-methyl-8-quinolinate)chlorogallium, bis(2-methyl-8-quinolinate)(o-crezolate)gallium, bis(2-methyl-8-quinolinate)(1-naphtholate)aluminum, and bis(2-methyl-8-quinolinate)(2-naphtholate)gallium.

[0353] The electron-blocking layer is a layer that prevents electrons injected from the electron injection layer from entering the hole injection layer via the light-emitting layer, thereby improving the lifespan and efficiency of the device. The electron-blocking layer can be formed between the light-emitting layer and the hole injection layer, or between the light-emitting layer and a layer that simultaneously performs hole injection and hole transport, using the compound of chemical formula 2 described above.

[0354] The hole-blocking layer is a layer that prevents holes from reaching the cathode and can generally be 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.

[0355] The hole injection and transport layer may include the materials described above for the hole injection layer and hole transport layer.

[0356] The electron injection and transport layer may include the materials described above for the electron injection layer and hole transport layer.

[0357] If the organic light-emitting element includes multiple organic layers, the organic layers may be formed from the same material or different materials.

[0358] The organic light-emitting element according to the present invention may be a front-emitting type, a rear-emitting type, or a double-sided emitting type, depending on the material used.

[0359] One embodiment of the present invention provides an electronic device that includes an organic light-emitting element which includes the aforementioned ink composition or a cured product thereof, or an organic layer formed using the ink composition.

[0360] The aforementioned electronic device may include, but is not limited to, all of the following: interlayer insulating films for semiconductor elements, color filters, black matrices, overcoats, column spacers, passivation films, buffer coat films, insulating films for multilayer printed circuit boards, cover coats for flexible copper-clad boards, buffer coat films, insulating solder resist films for multilayer printed circuit boards, insulating films for OLEDs, protective films for thin-film transistors of liquid crystal display elements, electrode protective films and semiconductor protective films for organic EL elements, OLED insulating films, LCD insulating films, semiconductor insulating films, solar modules, touch panels, display panels, and other display devices. [Examples]

[0361] The present invention will be described in detail below with reference to examples. However, the examples of the present invention can be modified into various different forms, and the scope of the present invention should not be construed as being limited to the examples described below. The examples of the present invention are provided to give a more complete explanation of the present invention to a person of average skill in the art.

[0362] <Synthesis Example A. Compound Preparation> Synthesis Example A-1. Synthesis of Compound H-1

[0363] (1) Synthesis of intermediate 1-1 [ka] Compound a-1 (1.0 eq), compound a-2 (2.1 eq), sodium tert-butoxide (NaOtBu) (4.0 eq), and toluene (0.1 M) were added and stirred at 40°C to 50°C. Then, bis(tri-tert-butylphosphine)palladium (0)(Pd(PtBu3)2) (0.08 eq) was added and stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate (EA) was added and the layers were separated, and the aqueous layer was separated again with ethyl acetate. Magnesium sulfate (MgSO4) was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain intermediate 1-1. This was confirmed by LC-MS. MS:[M+H]+=438.4

[0364] (2) Synthesis of compound H-1 [ka] Intermediate 1-1 (1.0 eq), compound a-3 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. After separating the layers with ethyl acetate, the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain compound H-1. This was then subjected to LC-MS. 1 Confirmed by 1H-NMR. MS:[M+H]+=1179.4 1 H NMR (500MHz): δ=8.2-6.85(m,64H), 6.8-6.7(m,2H), 5.8-5.7(d,2H), 5.3-5.2(d,2H), 2.4-2.2(d,12H)

[0365] Synthesis Example A-2. Synthesis of Compound H-2

[0366] (1) Synthesis of intermediates 1-2 [ka] Compound b-1 (1.0 eq), compound b-2 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate was added and the layers were separated, and the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain intermediates 1-2. These were confirmed by LC-MS. MS:[M+H]+=386.4

[0367] (2) Synthesis of compound H-2 [ka] Intermediate 1-2 (1.0 eq), compound b-3 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate was added and the layers were separated, and then the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, and then filtered. This was purified by column chromatography to obtain compound H-2. This was then subjected to LC-MS. 1 Confirmed by 1H-NMR. MS:[M+H]+=1291.4 1 H NMR (500MHz): δ=8.3-6.9(m,84H), 6.8-6.7(m,2H), 5.8-5.7(d,2H), 5.3-5.2(d,2H)

[0368] Synthesis Example A-3. Synthesis of Compound H-3

[0369] (1) Synthesis of intermediates 1-3 [ka] Compound c-1 (1.0 eq), compound c-2 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate was added and the layers were separated, and the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain intermediates 1-3. These were confirmed by LC-MS. MS:[M+H]+=690.7

[0370] (2) Synthesis of compound H-3 [ka] Intermediate 1-3 (1.0 eq), compound c-3 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. After separating the layers with ethyl acetate, the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain compound H-3. This was then subjected to LC-MS. 1 Confirmed by 1H-NMR. MS:[M+H]+=1559.8 1 H NMR (500MHz): δ=8.1-6.9(m,108H), 6.8-6.7(m,2H), 5.8-5.7(d,2H), 5.3-5.2(d,2H)

[0371] Synthesis Example 4. Synthesis of Compound H-4

[0372] (1) Synthesis of intermediates 1-4 [ka] Compound d-1 (1.0 eq), compound d-2 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate was added and the layers were separated, and the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain intermediates 1-4. These were confirmed by LC-MS. MS:[M+H]+=562.7

[0373] (2) Synthesis of compound H-4 [ka] Intermediate 1-4 (1.0 eq), compound d-3 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. After separating the layers with ethyl acetate, the aqueous layer was separated again with ethyl acetate [EA]. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain compound H-4. This was then subjected to LC-MS. 1 Confirmed by 1H-NMR. MS:[M+H]+=1435.8 1 H NMR (500MHz): δ=8.0-7.8(m,4H), 7.7-6.9(m,52H), 6.8-6.7(m,2H), 5.8-5.7(d,2H), 5.3-5.2(d,2H), 1.4-1.3(s,18H)

[0374] Synthesis Example 5. Synthesis of Compound H-5

[0375] (1) Synthesis of intermediates 1-5 [ka] Compound e-1 (1.0 eq), compound e-2 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. Ethyl acetate was added and the layers were separated, and the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain intermediates 1-5. These were confirmed by LC-MS. MS:[M+H]+=532.8

[0376] (2) Synthesis of compound H-5 [ka] Intermediate 1-5 (1.0 eq), compound e-3 (2.1 eq), NaOtBu (4.0 eq), and toluene (0.1 M) were added and the mixture was stirred at 40°C to 50°C. Then, Pd(PtBu3)2 (0.08 eq) was added and the mixture was stirred at 95°C. After confirming that the reaction had proceeded completely, water was added to terminate the reaction. After separating the layers with ethyl acetate, the aqueous layer was separated again with ethyl acetate. Magnesium sulfate was added to the organic layer and stirred, then filtered. This was purified by column chromatography to obtain compound H-5. This was then subjected to LC-MS. 1 Confirmed by 1H-NMR. MS:[M+H]+=1253.7 1 H NMR (500MHz): δ=8.0-6.9(m,40H), 6.8-6.7(m,4H), 5.8-5.7(d,2H), 5.3-5.2(d,2H), 2.3(s,6H), 2.0(s,6H), 1.5-1.3(m,12H), 0.9(t,6H)

[0377] <Synthesis Example B. Preparation of Ionic Compounds>

[0378] Synthesis Example B-1. Preparation of Compound DA (1) Production of compound F-1 [ka] 1-bromo-2,3,5,6-tetrafluoro-4-vinylbenzene (2 g, 7.8428 mmol) was placed in 20 mL of 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 slowly 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 over 15 minutes at -78°C. The mixture was slowly heated to room temperature and stirred for 1 day, after which 30 mL of water was added. The synthetic substance was extracted using EA (3 × 10 mL), and all solvent was removed. Water was completely removed using Dean-stock with benzene, and the solid was filtered to prepare 800 mg of compound F-1. (Yield: 43%)

[0379] (2) Preparation of compound DA [ka] Compound F-1 (400 mg, 0.5569 mmol), diphenyl iodonium chloride (176 mg, 0.5569 mmol), 10 mL of H2O, and 10 mL of acetone were added to a 25 mL round-bottom flask and vigorously stirred for 30 minutes. The solvent was removed by extraction with dichloromethane and the mixture was dried. After removing all solvent, water was completely removed using Dean-Stock with benzene, and the solid was filtered to prepare 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) Figure 2 shows the NMR measurement results for compound DA.

[0380] Synthesis Example B-2. Preparation of Compound Database

[0381] (1) Production of compound F-2 [ka] In a 100 mL round-bottom flask under a nitrogen atmosphere, Mg (193 mg, 7.9208 mmol), I2 (4 mg), and tetrahydrofuran (THF) (10 mL) were added and stirred for 30 minutes. 4-bromostyrene (1.04 mL, 7.9208 mmol) was added, and the mixture was stirred for 1 day with a 30°C water bath placed beneath the flask. The reaction solution turned black, confirming that the 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 slowly added to the reaction solution over 30 minutes. The solution was stirred for 1 day. Na2CO3 (0.1 M, 80 mL, 8.0 mmol) was slowly added to the reaction solution. The organic solvent was extracted using EA, and the remaining water was removed with MgSO4. Further distillation with benzene using Dean-Stock was performed to remove any remaining water and impurities. When approximately 10 mL of solvent remained, the solution was cooled and filtered to produce 1.6 g of compound F-2. (Yield: 64%)

[0382] (2) Manufacturing of compound databases [ka] 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. When 15 mL of acetone was added to the reaction solution, a precipitate formed. This precipitate was filtered and dried to prepare 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) Figure 3 shows the NMR measurement results of the compound database.

[0383] <Manufacturing of ink compositions>

[0384] Manufacturing Example 1. Manufacturing of Ink Composition 1. Compound H-1 produced in Synthesis Example A-1 and compound DA produced in Synthesis Example B-1 were mixed in a weight ratio of 8:2 to produce Mixture 1. Then, Mixture 1 was added to a solvent containing 3-isopropylbiphenyl (first solvent represented by chemical formula A) and dibutyl oxalate (additional solvent) in amounts of 20 wt% and 80 wt%, respectively, to a concentration of 2 wt%, and the mixture was stirred for 24 hours to produce Ink Composition 1.

[0385] Manufacturing Examples 2-71. Manufacturing of ink compositions 2-71. Ink compositions 2 to 71 were produced in the same manner as in Production Example 1, except that compound H-1, compound DA, the first solvent, and the additional solvent were the substances listed in Table 1 below.

[0386] In this case, when two additional solvents were used, the solvent of chemical formula A, the first additional solvent, and the second additional solvent were mixed in amounts of 20 wt%, 50 wt%, and 30 wt%, respectively.

[0387] *Hole injection layer host compound (HIL host) [ka]

[0388] *Hole injection layer dopant (HIL dopant) [ka]

[0389] [Table 1-1]

[0390] [Table 1-2]

[0391] [Table 1-3]

[0392] [Table 1-4]

[0393] <Experimental Example A> Example 1-1. The ink composition 1 was printed onto a substrate on which multiple pixels were formed in a line. The printed substrate was placed in a vacuum chamber and subjected to high vacuum (1 × 10⁻¹⁰) for no more than 10 minutes. -6 The temperature was reduced to below torr. The thin film was cured by heat treatment in a glove box (N2 atmosphere, 230°C hot plate conditions) for 30 minutes.

[0394] Figure 4 shows a line bank inkjet substrate to which the ink composition is applied.

[0395] Figure 5 shows the ink composition being applied to a line bank inkjet substrate.

[0396] Figure 6 shows that the ink composition has been formed as a thin film on a line bank inkjet substrate.

[0397] Figure 7 shows a plan view of the organic layer in which a line bank is formed. In Figure 7, the ink composition is printed in the direction from (a) to (b) (arrow direction), and in this case, the part (a) or (b) is referred to as the edge.

[0398] Examples 1-2 to 1-45 and Comparative Examples 1-1 to 1-24. The organic layer was manufactured in the same manner as in Example 1-1, except that the ink composition listed in Table 2 below was used instead of ink composition 1, and the thickness of the pixels was measured.

[0399] Table 2 below shows the results of selecting one line from among multiple pixels formed by thin films of the ink compositions produced in Examples 1-1 to 1-45 and Comparative Examples 1-1 to 1-24. The average thickness of 10 pixels located at the center of the line was compared with the thickness of pixels located at the edge of the line, and the number of pixels from the edge where the thin film with a thickness deviation of 5 nm or less was located was indicated.

[0400] In this process, the thickness of the pixels contained within the cured thin film was measured using an optical thickness measuring device, the Optical Profiler (model name: ContourGT-I) from Bruker.

[0401] Specifically, in a line bank where 70 pixels are formed in a row, the average thickness of the 31st to 40th pixels was compared with the thickness of the i-th pixel from the edge. The minimum value of i for which this difference is ±5 nm is shown in Table 2 below. In this case, a smaller number for i means that the thickness is formed more uniformly closer to the edge (i.e., the thickness uniformity is improved).

[0402] [Table 2-1]

[0403] [Table 2-2]

[0404] As shown in Table 2 above, in Examples 1-1 to 1-45, pixels exhibiting a center average thickness of ±5 nm are located 5th or lower from the edge, whereas in Comparative Examples 1-1 to 1-24, they are located 6th or higher.

[0405] In this regard, Figures 9 and 10 show the pixel thickness uniformity characteristics according to embodiments of the present invention. Specifically, Figure 9 shows the pixel thickness uniformity measured in Example 1-1, and Figure 10 shows the pixel thickness uniformity measured in Comparative Example 1-1. In Figures 9 and 10, the horizontal axis represents the spacing between pixels (μm), and the vertical axis represents the pixel thickness (nm). Figures 9 and 10 show that in Example 1-1 (Figure 8), which uses the ink composition according to one embodiment of the present invention, the number of pixels with a thicker thin film is small even towards the edges, whereas in Comparative Example 1-1 (Figure 10), which does not use the ink composition according to one embodiment of the present invention, the number of pixels with a thicker thin film increases as you move towards the edges, and the thickness of the thin film also increases.

[0406] This shows that when using an ink composition according to one embodiment of the present invention, the uniformity of thickness is improved. As a result, when used in organic layers within organic light-emitting devices, factors that affect the interference conditions of light emitted according to thickness are reduced, and excellent light emission and / or color development effects can be expected. On the other hand, when using an ink composition that does not correspond to the present invention, the difference in thickness between pixels is large and the uniformity of thickness is unbalanced, so it can be predicted that the performance of the device will deteriorate when applied to organic layers within organic light-emitting devices.

[0407] Example 2-1. The ink composition 1 was printed onto a substrate on which 30 × 60 pixels were formed. The printed substrate was placed in a vacuum chamber and subjected to high vacuum (1 × 10) for no more than 10 minutes. -6 The temperature was reduced to below torr. The thin film was cured by heat treatment in a glove box (N2 atmosphere, 230°C hot plate conditions) for 30 minutes.

[0408] Figure 8 is a plan view of the organic material layer in which the separated banks are formed. In Figure 8, the ink composition is printed in the direction from (a) to (b) (arrow direction), and in this case, the part (a) or (b) is referred to as the edge.

[0409] Examples 2-2 to 2-27 and Comparative Examples 2-1 to 2-14. The organic layer was manufactured in the same manner as in Example 2-1, except that the ink composition described in Table 3 below was used instead of ink composition 1, and the step difference in the thin film height within the pixel was measured.

[0410] In this process, the step difference in thin film height within the pixel was measured using a thin film thickness measuring device, the Optical Profiler (model name: ContourGT-I) from Bruker.

[0411] The step difference in thin film height between sections where the pixel length is 20% and 80% within a single pixel was measured, and the minimum value of i for which this difference is ±5 nm is shown in Table 3 below. Here, i represents the i-th pixel from the edge. Furthermore, a smaller number for i means that the thickness of the thin film within the pixel is formed more uniformly closer to the edge (i.e., the thickness uniformity is improved).

[0412] [Table 3-1]

[0413] [Table 3-2]

[0414] A height difference of ±5 nm between the section representing 20% ​​of the pixel length and the section representing 80% of the pixel length (i.e., an absolute value of the height difference of 5 nm or less) means that the thickness of the thin film is uniformly formed in the pixel.

[0415] From Table 3 above, it can be seen that in Examples 2-1 to 2-27, the thin film within the pixels was formed symmetrically without tilting to one side, even to pixels closer to the edge, compared to Comparative Examples 2-1 to 2-14. In other words, when applying the ink composition according to one embodiment of the present invention, it can be seen that the thickness of the thin film was formed more uniformly to pixels closer to the edge than when other ink compositions were applied.

[0416] As a result, the ink composition of the present invention can be used in organic layers within organic light-emitting devices, reducing factors that affect the interference conditions of light emitted according to its thickness, and allowing for the expectation of excellent light emission and / or color development effects. On the other hand, when using an ink composition that does not correspond to the present invention, the thin film on the edge side is not formed uniformly, so when applied to organic layers within organic light-emitting devices, a decrease in the performance of the device can be expected.

[0417] <Experimental Example B> Example 3-1. A glass substrate coated with a thin film of ITO (indium tin oxide) to a thickness of 700 Å was then hydrophobic, and a bank-patterned glass substrate was washed with distilled water for 30 minutes, followed by drying on a 230°C hot plate for 10 minutes. Ink composition 1 from Table 1 was inkjet printed onto the bank-patterned washed substrate and heat-treated at 230°C for 30 minutes to form a 30 nm thick hole injection layer. An ink containing α-NPD compound dissolved in cyclohexylbenzene at a concentration of 2 wt% was inkjet printed onto the hole injection layer to form a 40 nm thick hole transport layer. After transferring to a vacuum vapor deposition chamber, an emissive layer was formed on the hole transport layer by vacuum deposition of the ADN compound and DPAVBi compound in a weight ratio of 20:1 (ADN:DPAVBi) to a thickness of 20 nm. An electron injection and transport layer was formed on the emissive layer by vacuum deposition of the BCP compound to a thickness of 35 nm. An organic light-emitting element was fabricated by depositing LiF to a thickness of 1 nm and aluminum to a thickness of 100 nm on the aforementioned electron injection and transport layer to form a cathode.

[0418] [ka]

[0419] Examples 3-2 to 3-46. An organic light-emitting element was manufactured in the same manner as in Example 3-1, except that the ink composition shown in Table 4 below was used instead of ink composition 1.

[0420] [Table 4-1]

[0421] [Table 4-2] We confirmed that the organic light-emitting elements prepared in Examples 3-1 to 3-46 were driven. This confirmed that the ink compositions according to the embodiments of the present invention are applicable to organic light-emitting elements.

[0422] Comparative Examples 3-1 to 3-4. Ink compositions 72 to 75 were produced in the same manner as in Production Example 1, except that compound H-1, compound DA, the first solvent, and the additional solvent were the substances listed in Table 5 below.

[0423] Subsequently, an organic light-emitting element was manufactured in the same manner as in Example 3-1, except that the ink composition shown in Table 6 below was used instead of ink composition 1.

[0424] The structures of compounds X-1 to X-4 used in Table 5 below are as follows. [ka]

[0425] [Table 5]

[0426] The efficiency and lifetime values ​​of the organic light-emitting elements manufactured in Examples 3-1, 3-17, 3-29, and 3-31 and those manufactured in Comparative Examples 3-1 to 3-4 are compared and shown in Table 6 below.

[0427] The relative efficiency and relative life values ​​in Table 6 below were calculated as follows. *Relative efficiency: Efficiency of Example X / Efficiency of Example 3-29 *T95 relative value: T95 of Example X / T95 of Example 3-29 (Example X: Examples 3-1, 3-17, 3-29, 3-31, Comparative Examples 3-1, 3-2, 3-3 or 3-4) In this case, T95 indicates the lifespan, and is the value measured from the time it takes to reach 95% of the initial brightness level under a constant current condition of 1000 nits.

[0428] [Table 6]

[0429] From Tables 5 and 6, it can be seen that when the host is changed in the ink compositions of this specification, the efficiency and lifespan of the organic light-emitting element decrease. [Explanation of symbols]

[0430] 1' ··· pixels 101 ··· Circuit board 201...1st electrode 301 ···Hole injection layer 401 ···Hole transport layer 501 ···Luminous layer 601 ···Electron injection and transport layer 701...Second electrode

Claims

1. An ink composition comprising a compound represented by the following chemical formula 1-1 and a first solvent represented by the following chemical formula A: 【Chemistry 1】 【Chemistry 2】 In the above chemical formulas 1-1 and A, Y1 to Y10 are either identical or different from each other, and each is independently hydrogen; deuterium; a methyl group substituted with a methoxy group; a methyl group substituted with an n-butoxy group; an alkyl group; or an alkoxy group. In the above chemical formula 1-1, Cy1 and Cy2 are either identical or different from each other, and each is independently an aromatic ring having 6 to 20 carbon atoms. Y is O, S, or SiRy1Ry2. Ry1 and Ry2 are either identical or different from each other, and are independently hydrogen; deuterium; alkyl group; or aryl group. L1 and L2 are identical or different from each other, and independently, directly bonded; or alkyl-substituted or unsubstituted arylene groups. L11 and L12 are either identical or different from each other, and independently of each other, are directly bonded; -O-; alkylene group; or arylene group. Ar1 to Ar4 are identical or different from each other, and each is independently an alkyl-substituted or unsubstituted aryl group. R1 and R2 are either identical or different from each other, and independently of each other, hydrogen or deuterium. X1 and X2 are either identical or different from each other, and are independently curable groups. r1 and r2 are integers from 0 to 7, and if r1 and r2 are each 2 or greater, then two or more substituents in parentheses are either identical or different from each other. l11 and l12 are integers from 1 to 3, and if l11 and l12 are each 2 or greater, then two or more substituents in parentheses are distinct from each other. f1 is the maximum number of substituents that can be attached to 0 to Ar1. f2 is the maximum number of substituents that can be attached from 0 to Ar2. f3 is the maximum number of substituents that can be attached from 0 to Ar3. f4 is the maximum number of substituents that can be attached to 0 to Ar4, and, The curable group has one of the following structures: 【Transformation 3】 In the above structure, R32 and R34 are either identical or different from each other, and independently are hydrogen; deuterium; or an alkyl group. L31 to L38 are either identical or different from each other, and each is independently a directly bonded; -O-; alkylene group; or arylene group. l34 to l38 are integers from 1 to 10, and if l34 to l38 are each 2 or greater, then the two or more substituents in parentheses are distinct from each other. 【Chemistry 4】 This is the bonded site in the chemical formula 1-1.

2. The ink composition according to claim 1, wherein f1 to f4 are each integers from 0 to 9.

3. The ink composition according to claim 1, wherein f1 + f2 + f3 + f4 are integers of 1 or more.

4. The ink composition according to claim 1, wherein the solvent represented by the chemical formula A has one of the following structures: 【Transformation 5】 。

5. The ink composition according to claim 1, wherein the compound represented by the chemical formula 1-1 has any of the following structures: 【Transformation 6】 【Transformation 7】 【Transformation 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】 【Chemistry 22】 【Chemistry 23】 【Chemistry 24】 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】 。

6. The ink composition further comprises a second solvent, The ink composition according to claim 1, wherein the second solvent comprises one or more of the following: a solvent represented by any of the following chemical formulas B to D, tripropylene glycol methyl ether, butyl carbitol acetate, 2-phenoxyethyl isobutyrate, dipropylene glycol monomethyl ether, methoxytoluene, and tetralin: 【Chemistry 29】 In the above chemical formulas B to D, L50 is a direct bond; or an alkylene group. L51 and L53-L55 are identical or different from each other, and are independently directly bonded; or are substituted or unsubstituted alkylene groups. L52 is -COO-, R50, R51, and R54-R56 are either identical or different from each other, and each is independently a substituted or unsubstituted alkyl group. R53 is hydrogen; deuterium; alkoxy group; or substituted or unsubstituted alkyl group. a1 is either 0 or 1, r53 is an integer from 1 to 5, and if r53 is 2 or greater, then r53 values ​​of 2 or greater are either identical or different from each other. l50, l51, and l53-l55 are integers from 1 to 10, and if l50, l51, and l53-l55 are each 2 or greater, then the two or more parenthetical structures are either identical or different from each other.

7. 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 according to claim 6, wherein the boiling point of the first solvent is higher than the boiling point of the second solvent.

8. The ink composition according to claim 1, further comprising an ionic compound containing an anionic group represented by the following chemical formula 2: 【Transformation 30】 In the aforementioned 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 either identical or different from each other, and independently represent hydrogen; deuterium; halogen group; nitro group; cyano group; amino group; -OR221; -SR222; -SO ３ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; substituted or unsubstituted alkyl group; substituted or unsubstituted alkenyl group; substituted or unsubstituted alkynyl group; substituted or unsubstituted amine group; substituted or unsubstituted aryl group; or substituted or unsubstituted heterocyclic group, R221 to R228 are either identical or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group. The curable group has one of the following structures: 【Chemistry 31】 In the above structure, R32 and R34 are either identical or different from each other, and independently are hydrogen; deuterium; or an alkyl group. L31 to L38 are either identical or different from each other, and each is independently a directly bonded; -O-; alkylene group; or arylene group. l34 to l38 are integers from 1 to 10, and if l34 to l38 are each 2 or greater, then the two or more substituents in parentheses are distinct from each other. 【Chemistry 32】 This is the site bonded to chemical formula 2.

9. The ink composition according to claim 8, wherein the chemical formula 2 is one of the following structures: 【Transformation 33】 【Transformation 34】 In the above structure, n1 is an integer between 1 and 3, m1 is an integer between 1 and 3, and n1 + m1 = 4. n² is an integer between 0 and 3, m² is an integer between 1 and 4, and n² + m² = 4. M1 is deuterium; halogen group; nitro group; cyano group; amino group; -OR221; -SR222; -SO ３ R223; -COOR224; -OC(O)R225; -C(O)NR226R227; -C(O)R228; substituted or unsubstituted alkyl group; substituted or unsubstituted alkenyl group; substituted or unsubstituted alkynyl group; substituted or unsubstituted amine group; substituted or unsubstituted aryl group; or substituted or unsubstituted heterocyclic group, R221 to R228 are either identical or different from each other, and each is independently hydrogen; deuterium; or a substituted or unsubstituted alkyl group. i is an integer from 1 to 4, and if i is 2 or greater, then M1 values ​​of 2 or greater are either identical or different from each other.

10. The ink composition according to claim 9, wherein the ionic compound further comprises a cationic group, the cationic group being a monovalent cationic group, an onium compound, or one of the following structures: 【Chemistry 35】 In the above structure, Q30 to Q105 are either identical or different from each other, and each is independently hydrogen; deuterium; cyano group; nitro group; halogen group; hydroxyl group; -COOR250; substituted or unsubstituted alkyl group; substituted or unsubstituted alkoxy group; substituted or unsubstituted aryloxy group; substituted or unsubstituted cycloalkyl group; substituted or unsubstituted aryl group; or curable group. R250 is hydrogen; deuterium; or a substituted or unsubstituted alkyl group. x is an integer between 0 and 10. p1 is 1 or 2, q1 is 0 or 1, and p1 + q1 = 2, The curable group has one of the following structures: 【Transformation 36】 In the above structure, R32 and R34 are either identical or different from each other, and independently are hydrogen; deuterium; or an alkyl group. L31 to L38 are either identical or different from each other, and each is independently a directly bonded; -O-; alkylene group; or arylene group. l34 to l38 are integers from 1 to 10, and if l34 to l38 are each 2 or greater, then the two or more substituents in parentheses are distinct from each other. 【Chemistry 37】 This is the site where the molecule is attached to the binding site.

11. The ink composition according to claim 8, wherein the ionic compound is one of the following chemical formulas D-1 to D-36: 【Transformation 38】 【Chemistry 39】 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 。

12. The ink composition according to claim 1, wherein the ink composition is for forming at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer.

13. A pixel comprising the ink composition or cured product thereof according to any one of claims 1 to 12.

14. An organic layer comprising the pixels described in claim 13.

15. first electrode; Second electrode; and at least one organic layer provided between the first electrode and the second electrode Includes, An organic light-emitting device wherein at least one of the organic layers is the organic layer described in claim 14.

16. The organic layer includes at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron barrier layer. The organic light-emitting element according to claim 15, wherein at least one layer selected from the group consisting of a hole injection layer, a hole transport layer, a hole injection and transport layer, and an electron shielding layer comprises the ink composition or a cured product thereof.

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