Organometallic compounds and organic light-emitting elements

Abstract

To realize improvement in the driving voltage characteristics, efficiency and the life span of an organic light-emitting element.SOLUTION: An organic light-emitting element according to one embodiment includes a first electrode, a second electrode facing the first electrode, and an intermediate layer disposed between the first electrode and the second electrode, the intermediate layer includes an emitting layer, the emitting layer includes an organometallic compound and a plurality of host materials.SELECTED DRAWING: Figure 1

Description

[Technical Field]

[0001] This invention relates to organometallic compounds and organic light-emitting devices. [Background technology]

[0002] Display devices are attracting increasing attention as they are applied to various fields. Among these display elements, organic light-emitting diode (OLED) technology, including OLEDs, is rapidly developing.

[0003] An organic light-emitting element is a device in which, when an electric charge is injected into a light-emitting layer formed between a positive electrode and a negative electrode, electrons and holes combine to form excitons, and the energy of these excitons is then released as light. Compared to existing display technologies, organic light-emitting elements have the advantages of being able to be driven at low voltage, consuming relatively little power, having excellent color reproduction, and being able to be used with flexible substrates, thus enabling a wide range of applications and allowing for flexible adjustment of the size of the display device.

[0004] Organic light-emitting diodes (OLEDs) offer superior viewing angles and brightness ratios compared to liquid crystal displays (LCDs), eliminate the need for backlights, and enable lightweight and ultra-thin designs. An organic light-emitting diode is formed by arranging multiple organic layers, such as a hole injection layer, hole transport layer, hole transport auxiliary layer, electron blocking layer, electron transport layer, and electron injection layer, between a negative electrode (electron injection electrode; cathode) and a positive electrode (hole injection electrode; anode).

[0005] In these organic light-emitting devices, when a voltage is applied between the two electrodes, electrons and holes are injected from the negative and positive electrodes, respectively, and excitons generated in the light-emitting layer emit light while falling back to the ground state.

[0006] Organic materials used in organic light-emitting devices can be broadly classified into light-emitting materials and charge-transporting materials. Light-emitting materials are a crucial factor in determining the luminescence efficiency of organic light-emitting devices. They must have high quantum efficiency, excellent electron and hole mobility, and be uniformly and stably present in the light-emitting layer. Light-emitting materials are classified into blue, red, and green light-emitting materials based on the color they emit. As color-emitting materials, they are used as hosts and dopants to increase color purity and enhance luminescence efficiency through energy transfer.

[0007] In fluorescent materials, only about 25% of the excitons formed in the light-emitting layer, known as singlets, are used to produce light, while the remaining 75% of triplets are almost entirely lost as heat. In contrast, phosphorescent materials have a light-emitting mechanism that converts both singlets and triplets into light.

[0008] To date, organometallic compounds have been used as phosphorescent materials in organic light-emitting devices. However, there is still a technical need to improve the performance of organic light-emitting devices by developing highly efficient phosphorescent dopant materials and applying hosts with optimal photophysical properties, thereby increasing the efficiency and lifespan of existing devices. [Overview of the Initiative] [Problems that the invention aims to solve]

[0009] Therefore, the object of the present invention is to provide an organic light-emitting element in which an organometallic compound and multiple types of host materials are applied to an organic light-emitting layer, which can improve the characteristics of the driving voltage, efficiency, and lifespan.

[0010] The objectives of the present invention are not limited to those mentioned above. Other objectives and advantages of the present invention not mentioned can be understood from the following description and more clearly from the embodiments of the present invention. Furthermore, it is readily apparent that the objectives and advantages of the present invention can be achieved by the means and combinations thereof described in the claims. [Means for solving the problem]

[0011] To solve the aforementioned problems, according to one embodiment of the present invention, an organic light-emitting element is provided which includes a first electrode, a second electrode facing the first electrode, and an intermediate layer disposed between the first electrode and the second electrode, wherein the intermediate layer includes a light-emitting layer, the light-emitting layer includes a dopant substance and a host substance, the dopant substance includes an organometallic compound represented by the following chemical formula 1, and the host substance includes a compound represented by the following chemical formula 4 and a compound represented by the following chemical formula 5. [Chemical formula 1] M (L A ) m (L B ) n

[0012] In the above chemical formula 1, M is the central coordination metal, selected from the group consisting of molybdenum (Mo), tungsten (W), rhenium (Re), ruthenium (Ru), osmium (Os), rhodium (Rh), iridium (Ir), palladium (Pd), platinum (Pt), and gold (Au). A L is a ligand represented by chemical formula 2. B This is a bidentate ligand. m is 1, 2, or 3, n is 0, 1, or 2, and m+n is the oxidation state of the metal M. [ka]

[0013] In the above Chemical Formula 2, A is one ring structure selected from substituted or unsubstituted pyridine and substituted or unsubstituted pyrimidine. R1 to R8 are each independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl groups, substituted or unsubstituted C3-C20 branched alkyl groups, and substituted or unsubstituted C4-C20 bicycloalkyl groups, and optionally R1 to R8 can be partially or wholly deuterated. R9 is each independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl groups, substituted or unsubstituted C3-C20 branched alkyl groups, C3-C20 cycloalkyl groups, halogen, nitrile groups, substituted or unsubstituted C1-C20 alkoxy groups, and combinations thereof, and optionally R9 can be partially or wholly deuterated. When any of the above R1 to R9 is substituted, the substituents of R1 to R9 can each independently be at least one selected from the group consisting of deuterium, halogen, C3-C10 cycloalkyl groups, and combinations thereof, and when there are multiple substituents of R1 to R9, each substituent can be the same as or different from one another. Y is BR 10 、CR 10 R 11 、C=O、CNR 10 、SiR 10 R 11 、NR 10 、PR 10 、AsR 10 、SbR 10 、P(O)R 10 、P(S)R 10 、P(Se)R 10 、As(O)R 10 、As(S)R 10 、As(Se)R 10 、Sb(O)R 10 、Sb(S)R 10 、Sb(Se)R 10X1 to X4 are each independently CR 12 It is at least one selected from nitrogen (N). Two adjacent cells among X1 to X4 are CR. 12 If so, the two R 12 They are either not connected or connected to form a 5-membered or 6-membered, substituted or unsubstituted aromatic ring or substituted or unsubstituted aromatic heterocyclic structure; one of two adjacent X1-X4 is CR 12 And if the other one is nitrogen (N), then of the aforementioned one R 12 The nitrogen atom is either not connected to or connected to the other nitrogen atom, forming a 5-membered or 6-membered aromatic heterocyclic structure; the R 12 The aromatic ring or substituted or unsubstituted aromatic heterocyclic structure formed by the interaction of these atoms is either substituted or unsubstituted with at least one deuterium atom. 10 ~R 12 Each of these independently represents hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted R is at least one selected from the group consisting of a C3-C20 cycloalkenyl group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. 10 ~R 12 R when any of the following are replaced10 ~R 12 Each substituent is independently selected from the group consisting of deuterium, halogens, and combinations thereof, and R 10 ~R 12 If there are multiple substituents, each substituent is either identical or different from the others. p is 2, and the dotted line indicates the linkage position to the central coordination metal M. [ka]

[0014] In the above chemical formula 4, Ar is independently a divalent group of an aromatic ring or aromatic heterocycle selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene. Ar1 and Ar2 are independently a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C2-C60 heteroaryl group. 21-1 ~R 21-4 These are, independently, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, and substituted or unsubstituted C3-C20 cycloalkenyl groups. It is at least one selected from the group consisting of a group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. o is a constant between 0 and 3, and when o is a constant of 2 or 3, R 21-1 They are either identical or different, and selectively R 21-1It can be partially or completely deuterated. s are each independently a constant between 0 and 4, and when s is a constant between 2 and 4, R 21-2 They are either identical or different, and selectively R 21-2 It can be partially or completely deuterated. t is a constant between 0 and 4, and when t is a constant between 2 and 4, R 21-3 They are either identical or different, and selectively R 21-3 It can be partially or completely deuterated. u is a constant between 0 and 4, and when u is a constant between 2 and 4, R 21-4 They are either identical or different, and selectively R 21-4 It can be partially or completely deuterated. q is a constant of 0, 1, or 2. r is a constant of 0 or 1, and the linker L is at least one selected from the group consisting of substituted or unsubstituted C6-C30 allylene groups, substituted or unsubstituted C2-C30 heteroalylene groups, and substituted or unsubstituted C7-C20 arylalkylene groups. [ka]

[0015] In the above chemical formula 5, the B ring is a substituted or unsubstituted C6-C30 single ring or polycyclic aromatic fusion ring, and X 11 and X 12 Each is independently N or CR'. L1 is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 allylene group, a substituted or unsubstituted C2-C30 heteroalylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group. Ar3 is hydrogen, deuterium, halogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, and -L 24 -SiR k R l R m It is one selected from the group consisting of, where L 24R is a single bond, substituted or unsubstituted C6-C30 allylene group, or a substituted or unsubstituted C2-C30 heteroalylene group, k , R l and R m Each is independently a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. The Ar3 alkyl group, aryl group, heteroaryl group or -L 24 -SiR k R l R m One or more of the hydrogen atoms are either unsubstituted or substituted with one or more deuterium and halogen atoms, and Z is one selected from the group consisting of the following structures. [ka] W is O, S, NR 31 , CR 31 R 32 , and SiR 31 R 32 It is one selected from the group consisting of R. 22 ~R 32And R' are independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted C3-C20 cycloalkyl group It is one selected from the group consisting of chloralkenyl groups, substituted or unsubstituted C2-C20 heteroalkenyl groups, C2-C20 alkynyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C1-C20 alkoxy groups, amino groups, silyl groups, C2-C30 acyl groups, carboxyl groups, nitrile groups, isonitrile groups, sulfanyl groups, and phosphino groups. a, c, e, and i are each independently constants of 1, 2, 3, or 4; b, d, and g are each independently constants of 1, 2, or 3; f is a constant of 1, 2, 3, 4, 5, or 6; and h is a constant of 1, 2, 3, 4, or 5.

[0016] According to one embodiment of the present invention, an organic light-emitting device can be provided that includes a first electrode, a second electrode facing the first electrode, and one or more light-emitting parts located between the first electrode and the second electrode, wherein at least one of the light-emitting parts includes a red phosphorescent layer, the red phosphorescent layer includes a dopant substance and a host substance, the dopant substance includes an organometallic compound represented by the above chemical formula 1, and the host substance includes a compound represented by the above chemical formula 4 and a compound represented by the above chemical formula 5, the definitions of chemical formulas 1 to 5 are as defined in the present embodiment of the present invention. [Effects of the Invention]

[0017] The organic light-emitting element according to the present invention can improve the efficiency and lifetime characteristics of the organic light-emitting element, as well as ensure low power characteristics by reducing the driving voltage, by applying the organometallic compound represented by chemical formula 1 as a phosphorescent dopant and mixing the compound represented by chemical formula 4 and the compound represented by chemical formula 5 as a phosphorescent host.

[0018] The effects described herein are not limited to those mentioned above, and any other effects not mentioned can be clearly understood by a person with ordinary skill in the art to which the present invention pertains from the following description. [Brief explanation of the drawing]

[0019] [Figure 1] This is a schematic cross-sectional view showing an organic light-emitting device according to one embodiment of the present invention. [Figure 2] This is a schematic cross-sectional view of an organic light-emitting element in a tandem structure having two light-emitting units according to one embodiment of the present invention. [Figure 3] This is a schematic cross-sectional view showing an organic light-emitting element in a tandem structure having three light-emitting units according to one embodiment of the present invention. [Figure 4] This is a schematic cross-sectional view showing an organic light-emitting device to which an organic light-emitting element according to an exemplary embodiment of the present invention is applied. [Modes for carrying out the invention]

[0020] The aforementioned objectives, features, and advantages will be described in detail below with reference to the attached drawings, so that a person with ordinary skill in the art to which the present invention pertains can easily implement the technical idea of ​​the present invention. In describing the present invention, if a specific description of known technology according to the present invention is deemed to obscure the gist of the present invention, then such detailed description will be omitted. Hereafter, preferred embodiments of the present invention will be described in detail with reference to the attached drawings. The same reference numerals in the drawings are used to indicate the same or similar components.

[0021] In this specification, when a component is described as "contains," "has," "becomes," "arranges," or "equipped with," other parts may be added unless "only" is used. When a component is described singularly, it includes cases where it contains multiple components unless otherwise explicitly stated.

[0022] In interpreting the components of this specification, even if not explicitly stated otherwise, they shall be interpreted as including a margin of error.

[0023] In this specification, the arrangement of any configuration on the "upper (or lower)" or "above (or below)" of a component means not only that the configuration is arranged in contact with the upper (or lower) surface of the component, but also that other configurations may be interposed between the component and any configuration arranged on (or below) it.

[0024] As used herein, the terms "halo" or "halogen" include fluorine, chlorine, bromine, and iodine.

[0025] As used herein, the term "alkyl group" refers to both linear alkyl radicals and branched alkyl radicals. Unless otherwise specified, linear alkyl groups contain 1 to 20 carbon atoms, and branched alkyl groups contain 3 to 20 carbon atoms, including methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and others, and alkyl groups may be optionally substituted.

[0026] As used herein, the term "cycloalkyl group" means a cyclic alkyl radical. Unless otherwise specified, a cycloalkyl group contains 3 to 20 carbon atoms and includes cyclopropyl, cyclopentyl, cyclohexyl, etc., and the cycloalkyl group may be optionally substituted.

[0027] As used herein, the term "alkenyl group" refers to both linear and branched alkene radicals. Unless otherwise specified, an alkenyl group contains 2 to 20 carbon atoms, and may be optionally substituted.

[0028] As used herein, the term "cycloalkenyl group" means a cyclic alkenyl radical. Unless otherwise specified, a cycloalkenyl group contains 3 to 20 carbon atoms, and may be optionally substituted.

[0029] As used herein, the term "alkynyl group" refers to both linear alkyne radicals and branched alkyne radicals. Unless otherwise specified, an alkynyl group contains 2 to 20 carbon atoms. Furthermore, the alkynyl group may be optionally substituted.

[0030] As used herein, the term "cycloalkynyl group" means a cyclic alkynyl radical. Unless otherwise specified, a cycloalkynyl group contains 3 to 20 carbon atoms, and may be optionally substituted.

[0031] As used herein, the terms "aralkyl group" and "arylalkyl group" are used interchangeably and refer to alkyl groups having aromatic groups as substituents. Unless otherwise specified, an aralkyl group contains 7 to 60 carbon atoms, and the aralkyl group may be optionally substituted.

[0032] The terms “aryl group,” “aromatic group,” “aromatic ring,” “aromatic carbocyclic ring,” and “aromatic heterocyclic ring” as used herein include conjugated structures and may include single rings and polycyclic rings. Polycyclic rings may include “fused rings,” which are two or more rings in which two carbon atoms are common to two adjacent rings. Unless otherwise specified, aryl groups contain 5 to 60 carbon atoms, and aryl groups may be optionally substituted.

[0033] As used herein, the term "carbocyclic ring group" may be used to include, unless otherwise specified, any of the following ring groups: "cycloalkyl group," "cycloalkenyl group," "cycloalkynyl group," and "aryl group," which are aromatic ring groups.

[0034] As used herein, the term "heterocyclic group" refers to a group in which one or more carbon atoms constituting an aryl group, cycloalkyl group, cycloalkenyl group, cycloalkynyl group, aralkyl group (arylalkyl group), arylamino group, etc., are substituted with a heteroatom such as oxygen (O), nitrogen (N), or sulfur (S). Referring to the above definition, this includes heteroaryl groups, heterocycloalkyl groups, heterocycloalkenyl groups, heterocycloalkynyl groups, heteroaralkyl groups (heteroarylalkyl groups), heteroarylamino groups, etc. Unless otherwise specified, a heteroaryl group may contain 2 to 60 carbon atoms, and furthermore, heterocyclic groups may be optionally substituted.

[0035] The terms "heteroalkyl group," "heteroalkenyl group," "heteroalkynyl group," and "heteroaralkyl group (heteroarylalkyl group)" used herein refer to a group in which one or more of the carbon atoms constituting it are substituted with heteroatoms such as oxygen (O), nitrogen (N), and sulfur (S). Furthermore, heteroalkyl groups, heteroalkenyl groups, heteroalkynyl groups, and heteroaralkyl groups (heteroarylalkyl groups) may be optionally substituted.

[0036] The terms "alkylamino group," "aralkylamino group," "arylamino group," and "heteroarylamino group" used herein refer to a group in which an amine group is substituted with an alkyl group, an aralkyl group, an aryl group, or a heterocyclic heteroaryl group, and which may include primary, secondary, or tertiary amines. Furthermore, the alkylamino group, aralkylamino group, arylamino group, and heteroarylamino group may be optionally substituted.

[0037] The terms "alkylsilyl group," "arylsilyl group," "alkoxy group," "aryloxy group," "alkylthio group," and "arylthio group" used herein refer to groups in which the silyl group, oxy group, or thio group is substituted with an alkyl group or an aryl group, and furthermore, alkylsilyl groups, arylsilyl groups, alkoxy groups, aryloxy groups, alkylthio groups, and arylthio groups may be optionally substituted.

[0038] As used herein, the term “substituted” means that another substituent is bonded to a carbon atom in place of a hydrogen atom (H) bonded to that carbon atom. If a substituent is “substituted,” it may be one substituent or more substituents, and if there are multiple substituents, each substituent may be identical or different from one another.

[0039] Unless otherwise specified herein, the substituents in the case of "substituted" include deuterium, halogens, C1-C20 alkyls, C3-C30 cycloalkyls, C1-C20 heteroalkyls, C2-C30 heterocycloalkyls, C7-C30 arylalkyls, C1-C20 alkoxys, C6-C30 aryloxys, aminos, silyls, C1-C20 alkylsilyls, C6-C20 arylsilyls, C7-C20 alkylarylsilyls, C2-C20 alkenyls, and C3-C20 cycloalkyls. The substituent may be at least one selected from the group consisting of roalkenyl, C2-C20 heteroalkenyl, C2-C20 alkynyl, C6-C30 aryl, C2-C30 heteroaryl, C2-C20 acyl, carboxyl group, nitrile, isonitrile, sulfanyl, phosphino, phenyl, dibenzofuran, and combinations thereof, and includes cases where at least one hydrogen of the substituent is substituted with deuterium, for example, some or all of the substituents can be deuterated.

[0040] In the definitions of substituents used herein, the term "these combinations" can be defined as a combination of multiple substituents in a list.

[0041] Substituents other than those defined above are referred to herein according to the definitions of known substituents.

[0042] In this specification, when a hydrogen atom is included and two of the defined substituents are linked to form a ring, this includes cases where one of the two substituents is hydrogen and the other is not hydrogen, and the two substituents are linked while the hydrogen atom is being removed.

[0043] In this specification, "deuteration" means that light hydrogen in a compound is replaced with deuterium.

[0044] As used herein, the term “bidentate” refers to a ligand having two coordination sites that simultaneously bond to a metal atom such as iridium. In one embodiment, a bidentate ligand includes a bidentate carboxylate, a bidentate amine, a bidentate thiocarboxylate, a bidentate diphosphine, a bidentate mercaptopyrimidine, or a bidentate dithiocarboxylate.

[0045] Unless otherwise specified herein, the substitution site is not limited to a site where a hydrogen atom is substituted, i.e., any site where a substituent can be substituted, and if there are two or more substituents, the substituents may be identical or different from each other.

[0046] Each subject and substituent defined herein may be identical or different unless otherwise specified.

[0047] The following will provide a detailed description of the structure of the organometallic compound according to the present invention, and of an organic light-emitting device containing the same.

[0048] Conventionally, organometallic compounds have been used as dopants for phosphorescent layers. For example, structures such as 2-phenylpyridine are known as the main ligand structures of organometallic compounds. However, these conventional light-emitting dopants have limitations in improving the efficiency and lifetime of organic light-emitting devices, making it necessary to develop novel light-emitting dopant materials. By mixing the aforementioned dopant material with hole-transport type and electron-transport type host materials, it has been confirmed through experiments that the efficiency and lifetime of organic light-emitting devices can be further increased, the driving voltage can be reduced, and the characteristics of organic light-emitting devices can be improved, thus completing the present invention.

[0049] According to one embodiment of the present invention, an organic light-emitting element is provided, comprising a first electrode, a second electrode facing the first electrode, and an intermediate layer disposed between the first electrode and the second electrode, wherein the intermediate layer includes a light-emitting layer, the light-emitting layer includes a dopant substance and a host substance, the dopant substance includes an organometallic compound represented by the following chemical formula 1, and the host substance includes a mixture of a compound represented by the following chemical formula 4 and a compound represented by the following chemical formula 5.

[0050] [Chemical formula 1] M (L A ) m (L B ) n In the above chemical formula 1, M is the central coordinating metal, selected from the group consisting of molybdenum (Mo), tungsten (W), rhenium (Re), ruthenium (Ru), osmium (Os), rhodium (Rh), iridium (Ir), palladium (Pd), platinum (Pt), and gold (Au), L A L is a ligand represented by chemical formula 2. B A is a bidentate ligand, where m is 1, 2, or 3, n is 0, 1, or 2, and m+n is the oxidation state of the metal M. [ka]

[0051] In the above Chemical Formula 2, A is one ring structure selected from substituted or unsubstituted pyridine and substituted or unsubstituted pyrimidine; R1 to R8 are each independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, and substituted or unsubstituted C4-C20 bicycloalkyl group, and optionally R1 to R8 can be partially or wholly deuterated. R9 is each independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, C3-C20 cycloalkyl group, halogen, nitrile group, substituted or unsubstituted C1-C20 alkoxy group, and combinations thereof, and optionally R9 can be partially or wholly deuterated. When any of the above R1 to R9 is substituted, the substituents of R1 to R9 can each independently be at least one selected from the group consisting of deuterium, halogen, C3-C10 cycloalkyl group, and combinations thereof, and when there are multiple substituents of R1 to R9, each substituent can be the same as or different from one another. Y is BR 10 , CR 10 R 11 , C=O, CNR 10 , SiR 10 R 11 , NR 10 , PR 10 , AsR 10 , SbR 10 , P(O)R 10 , P(S)R 10 , P(Se)R 10 , As(O)R 10 , As(S)R 10 , As(Se)R 10 , Sb(O)R 10 , Sb(S)R 10 , Sb(Se)R 10is at least one selected from the group consisting of O, S, Se, Te, SO, SO2, SeO, SeO2, TeO, and TeO2. X1 to X4 are each independently CR 12 and at least one selected from nitrogen (N). When two adjacent ones of X1 to X4 are CR 12 , the two Rs 12 are not connected, or are connected to form a 5-membered or 6-membered substituted or unsubstituted aromatic ring or substituted or unsubstituted aromatic heterocyclic structure; when one of two adjacent ones of X1 to X4 is CR 12 and the other one is nitrogen (N), the R 12 in said one is not connected to the nitrogen atom which is the other one, or is connected to form a 5-membered or 6-membered aromatic heterocyclic structure; the aromatic ring or substituted or unsubstituted aromatic heterocyclic structure formed by the connection of said R 12 is either substituted with at least one deuterium or not substituted. R 10 to R 12 are each independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted C3-C20 cycloalkenyl group, substituted or unsubstituted C2-C20 heteroalkenyl group, C2-C20 alkynyl group, substituted or unsubstituted C6-C30 aryl group, substituted or unsubstituted C2-C30 heteroaryl group, substituted or unsubstituted C1-C20 alkoxy group, amino group, silyl group, C2-C30 acyl group, carboxyl group, nitrile group, isonitrile group, sulfanyl group, and phosphino group, and is at least one selected from the group consisting of. When any of said R 10 to R 12 is substituted, R10 ~R 12 Each substituent is independently selected from the group consisting of deuterium, halogens, and combinations thereof, and R 10 ~R 12 If there are multiple substituents, each substituent is either identical or different from the others. p is 2, and the dotted line indicates the linkage position to the central coordination metal M. [ka]

[0052] In the above chemical formula 4, Ar is independently a divalent group of an aromatic ring or aromatic heterocycle selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene, and Ar1 and Ar2 are independently a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C2-C60 heteroaryl group. 21-1 ~R 21-4 These are, independently, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, and substituted or unsubstituted C3-C20 cycloalkenyl group. It is at least one selected from the group consisting of a aryl group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. o is a constant between 0 and 3, and when o is a constant of 2 or 3, R 21-1 They are either identical or different, and selectively R 21-1It can be partially or completely deuterated. s are each independently a constant between 0 and 4, and when s is a constant between 2 and 4, R 21-2 They are either identical or different, and selectively R 21-2 It can be partially or completely deuterated. t is a constant between 0 and 4, and when t is a constant between 2 and 4, R 21-3 They are either identical or different, and selectively R 21-3 It can be partially or completely deuterated. u is a constant between 0 and 4, and when u is a constant between 2 and 4, R 21-4 They are either identical or different, and selectively R 21-4 It can be partially or completely deuterated. q is a constant of 0, 1, or 2, r is a constant of 0 or 1, and linker L is at least one selected from the group consisting of substituted or unsubstituted C6-C30 allylene groups, substituted or unsubstituted C2-C30 heteroalylene groups, and substituted or unsubstituted C7-C20 arylalkylene groups. [ka]

[0053] In the above chemical formula 5, the B ring is a substituted or unsubstituted C6-C30 single ring or polycyclic aromatic fusion ring, and X 11 and X 12 Each is independently N or CR'. L1 is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 allylene group, a substituted or unsubstituted C2-C30 heteroalylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group. Ar3 is hydrogen, deuterium, halogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, and -L 24 -SiR k R l R m It is one selected from the group consisting of, where L 24R is a single bond, substituted or unsubstituted C6-C30 allylene group, or a substituted or unsubstituted C2-C30 heteroalylene group, k , R l and R m Each is independently a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. The Ar3 alkyl group, aryl group, heteroaryl group or -L 24 -SiR k R l R m One or more of the hydrogen atoms are either unsubstituted or substituted with one or more deuterium and halogen atoms, and Z is one selected from the group consisting of the following structures. [ka] W is O, S, NR 31 , CR 31 R 32 , and SiR 31 R 32 It is one selected from the group consisting of R 22 ~R 32And R' are independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted C3-C20 cycloalkyl group It is one selected from the group consisting of chloralkenyl groups, substituted or unsubstituted C2-C20 heteroalkenyl groups, C2-C20 alkynyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C1-C20 alkoxy groups, amino groups, silyl groups, C2-C30 acyl groups, carboxyl groups, nitrile groups, isonitrile groups, sulfanyl groups, and phosphino groups. a, c, e, and i are each independently constants of 1, 2, 3, or 4; b, d, and g are each independently constants of 1, 2, or 3; f is a constant of 1, 2, 3, 4, 5, or 6; and h is a constant of 1, 2, 3, 4, or 5.

[0054] In one embodiment, the compound represented by chemical formula 1, the compound represented by chemical formula 4, or the compound represented by chemical formula 5 can be partially or completely deuterated.

[0055] In one embodiment, the organometallic compound represented by chemical formula 1 may have a homoleptic or heteroleptic structure. For example, n in chemical formula 1 may be 0 for a homoleptic structure; n may be 1 for a heteroleptic structure; or n may be 2 for a heteroleptic structure. For example, n may be 2.

[0056] In one embodiment, n in the above chemical formula 1 may be one of the constants from 0 to 2, for example, n may be 2.

[0057] In one embodiment, m in the above chemical formula 1 may be 1 or more, for example, a constant between 1 and 3, or for example, a constant of 1 or 2.

[0058] In the above chemical formula 1, the substituents represented by the same symbol, which exist in multiple instances, may be identical or different from one another, depending on whether m is 2 or 3, or whether n is 2.

[0059] In one embodiment, L of chemical formula 1 B It may include an electron donor portion that acts as an electron donor auxiliary ligand. B This increases the electron density of the intermediate metal M in chemical formula 1, decreases the energy of MLCT (metal-to-ligand charge transfer), and leads to the T1 state. 3 This increases the proportion of the MLCT's contribution. As a result, the organic light-emitting device containing the organometallic compound represented by the above chemical formula 1 can exhibit improved luminescence characteristics, such as high luminescence efficiency and high external quantum efficiency.

[0060] In one embodiment, the organometallic compound represented by chemical formula 1 may be a compound represented by one structure selected from the group consisting of chemical formulas 3-1 and 3-2 below. [ka] [ka]

[0061] In the above chemical formulas 3-1 and 3-2, Z3 to Z5 are each independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, Z6 and Z7 are each independently selected from oxygen (O) and nitrogen (NRz), respectively, and Rz is each independently selected from the group consisting of hydrogen, a C1-C20 linear alkyl group, and a substituted or unsubstituted C3-C20 branched alkyl group, with the dotted line indicating the linkage position to the central coordinating metal M.

[0062] In one embodiment, Z3 to Z5 may have the same structure.

[0063] In one embodiment, at least one of Z3 to Z5 may be an unsubstituted C4 branched alkyl group, an unsubstituted C5 branched alkyl group, or an unsubstituted C6 branched alkyl group.

[0064] In one embodiment, Z6 and Z7 may have the same structure.

[0065] In one embodiment, at least one of Z6 and Z7 may be an NRz, and Rz may be an isopropyl group.

[0066] In one embodiment, Z4 may be an isopropyl group.

[0067] In one embodiment, the compound represented by chemical formula 1 may be a compound selected from the group consisting of the following chemical formulas 1-1-(1), 1-1-(2), 1-1-(3), 1-1-(4), 1-1-(5), and 1-1-(6); the compound represented by chemical formula 1-2 may be a compound selected from the group consisting of the following chemical formulas 1-2-(1), 1-2-(2), 1-2-(3), 1-2-(4), 1-2-(5), and 1-2-(6); and the compound represented by chemical formula 1-3 may be a compound selected from the group consisting of the following chemical formulas 1-3-(1), 1-3-(2), 1-3-(3), 1-3-(4), 1-3-(5), and 1-3-(6). [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka] [ka]

[0068] In the above chemical formulas 1-1-(1), 1-1-(2), 1-1-(3), 1-1-(4), 1-1-(5), 1-1-(6), 1-2-(1), 1-2-(2), 1-2-(3), 1-2-(4), 1-2-(5), 1-2-(6), 1-3-(1), 1-3-(2), 1-3-(3), 1-3-(4), 1-3-(5), and 1-3-(6), M, X1-X4, Y, R1-R9, p, m, and n are defined the same as in chemical formula 1, and Z3-Z7 are defined the same as in chemical formulas 3-1 and 3-2.

[0069] In one embodiment, A in the above chemical formula 2 may be a pyridine ring structure.

[0070] In one embodiment, M in the above chemical formula 1 may be iridium (Ir).

[0071] In one embodiment, Y in the above chemical formula 2 may be any of O (oxygen), sulfur (S), and selenium (Se).

[0072] In one embodiment, at least one of the R9s in the above chemical formula 2 may not be hydrogen.

[0073] In one embodiment, R of the above chemical formula 2 10 ~R 12 This may be at least one selected independently from the group consisting of hydrogen, deuterium, halogen, nitrile group, nitro group, substituted or unsubstituted C1-C20 alkoxy group, amino group, substituted or unsubstituted C1-C10 linear alkyl group, substituted or unsubstituted C3-C10 branched alkyl group, and substituted or unsubstituted C3-C10 cycloalkyl group.

[0074] According to one embodiment of the present invention, the organometallic compound represented by chemical formula 1 may be any one of the following compounds RD-1 to RD-20, but is not limited to those compounds as long as they belong to the definition of chemical formula 1. [ka] [ka] [ka] [ka]

[0075] In one embodiment, Ar1 and Ar2 in the above chemical formula 4 are each independently a monovalent group selected from the group consisting of substituted or unsubstituted benzene; substituted or unsubstituted biphenyl; substituted or unsubstituted naphthalene; substituted or unsubstituted phenanthrene; substituted or unsubstituted fluorene; substituted or unsubstituted dibenzofuran; substituted or unsubstituted dibenzothiophene; and substituted or unsubstituted spirobifluorene; and selectively, at least one hydrogen in either Ar1 or Ar2 may be substituted with at least one selected from the group consisting of deuterium, halogen atoms, C1-C10 alkyl groups, C6-C20 aryl groups, C2-C20 heteroaryl groups, nitrile groups, silyl groups, and combinations thereof.

[0076] In one embodiment, the compound represented by chemical formula 4 may be one selected from the group consisting of compounds RHH-1 to RHH-20, and is not limited to this as long as it falls under the definition of chemical formula 4. [ka] [ka] [ka] [ka]

[0077] In one embodiment, X in the above chemical formula 5 11 and X 12 It may also be N.

[0078] In one embodiment, the compound represented by chemical formula 5 may be one selected from the group consisting of compounds REH-1 to REH-20, and is not limited to this, as long as it belongs to the definition of chemical formula 5. [ka] [ka] [ka] [ka]

[0079] Specifically, referring to Figure 1 of one embodiment of the present invention, an organic light-emitting element 100 can be provided, which includes a first electrode 110, a second electrode 120 facing the first electrode 110, and an intermediate layer 130 disposed between the first electrode 110 and the second electrode 120. The intermediate layer 130 may include a light-emitting layer 160, and the light-emitting layer 160 may include a dopant substance 160' and a host substance 160'',160'''', and the dopant substance may include an organometallic compound 160' represented by the following chemical formula 1, and the host substance may include a mixture of two hosts: a compound 160'' represented by the following chemical formula 4 as a hole-transporting host and a compound 160''' represented by chemical formula 5 as an electron-transporting host.

[0080] Furthermore, in the organic light-emitting element 100, the intermediate layer 130 disposed between the first electrode 110 and the second electrode 120 may have a structure that includes, in order from the first electrode 110, a hole injection layer 140 (HIL), a hole transfer layer 150 (HTL), an emission material layer 160 (EML), an electron transfer layer 170 (ETL), and an electron injection layer 180 (EIL). The second electrode 120 can be formed on the electron injection layer 180, and a protective film (not shown) can be formed thereon.

[0081] Furthermore, although not shown in Figure 1, one or more of the following can be added between the hole transport layer 150 and the light-emitting layer 160: a hole transport auxiliary layer and an electron blocking layer.

[0082] The hole transport auxiliary layer contains a compound with good hole transport properties, and by reducing the HOMO energy level difference between the hole transport layer 150 and the light-emitting layer 160, the hole injection characteristics can be adjusted, reducing the accumulation of holes at the interface between the hole transport auxiliary layer and the light-emitting layer 160, and reducing the quenching phenomenon caused by the exciton disappearance by polarons at the interface. As a result, device degradation phenomena are reduced, the device is stabilized, and efficiency and lifespan can be improved.

[0083] The electron-barrier layer regulates electron movement and bonding with holes, preventing electrons from flowing into the hole transport layer and improving the efficiency and lifespan of the organic light-emitting element. The material forming the electron-barrier layer can be selected from TCTA, tris[4-(diethylamino)phenyl]amine, N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine, TAPC, MTDATA, mCP, mCBP, CuPC, DNTPD, TDAPB, DCDPA, 2,8-bis(9-phenyl-9H-carbazol-3-yl)dibenzo[b,d]thiophene, etc. The electron-barrier layer may also contain an inorganic compound. The inorganic compound can be selected from, but is not limited to, halide compounds such as LiF, NaF, KF, RbF, CsF, FrF, MgF2, CaF2, SrF2, BaF2, LiCl, NaCl, KCl, RbCl, CsCl, and FrCl, and oxides such as Li2O, Li2O2, Na2O, K2O, Rb2O, Rb2O2, Cs2O, Cs2O2, LiAlO2, LiBO2, LiTaO3, LiNbO3, LiWO4, Li2CO, NaWO4, KAlO2, K2SiO3, B2O5, Al2O3, and SiO2.

[0084] The first electrode 110 may be a positive electrode and may be made of a conductive material with a relatively large work function value, such as ITO, IZO, tin oxide, or zinc oxide, but is not limited to these.

[0085] The second electrode 120 may be a negative electrode and may contain, but is not limited to, conductive materials with relatively small work function values ​​such as Al, Mg, Ca, Ag, or alloys or combinations thereof.

[0086] The hole injection layer 140 may be located between the first electrode 110 and the hole transport layer 150. The hole injection layer 140 has the function of improving the interfacial properties between the first electrode 110 and the hole transport layer 150, and can be selected from a material having appropriate conductivity. The hole injection layer 140 may contain compounds such as MTDATA, CuPc, TCTA, HATCN, TDAPB, PEDOT / PSS, and N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N1,N4,N4-triphenylbenzene-1,4-diamine), and preferably contains N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N1,N4,N4-triphenylbenzene-1,4-diamine), but is not limited thereto.

[0087] The hole transport layer 150 is located adjacent to the light-emitting layer between the first electrode 110 and the light-emitting layer 160. The hole transport layer 150 may contain compounds such as TPD, NPB, CBP, N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazole-3-yl)phenyl)-9H-fluoren-2-amine, and N-(biphenyl-4-yl)-N-(4-(9-phenyl-9H-carbazole-3-yl)phenyl)biphenyl)-4-amine, and preferably contains NPB, but is not limited thereto.

[0088] According to one embodiment of the present invention, the light-emitting layer 160 may be formed by doping the host 160'',160'''' with an organometallic compound represented by chemical formula 1 as a dopant 160' in order to improve the light-emitting efficiency of the element, and the dopant 160' can be used as a substance that emits green or red light, and preferably as a green phosphorescent substance.

[0089] According to one embodiment of the present invention, the doping concentration of dopant 160' can be adjusted within the range of 1 to 30% by weight based on the total weight of the two hosts 160'',160'''', but is not limited thereto. For example, the doping concentration may be 2 to 20% by weight, for example 3 to 15% by weight, for example 5 to 10% by weight, for example 3 to 8% by weight, for example 2 to 7% by weight, for example 5 to 7% by weight, or for example 5 to 6% by weight.

[0090] According to one embodiment of the present invention, the mixing ratio of the two types of hosts 160'',160'''' is not particularly limited. Host 160'', which is a compound represented by chemical formula 4, has hole transport properties, and host 160'''', which is a compound represented by chemical formula 5, has electron transport properties. Mixing the two types of hosts has the advantage of increasing lifetime properties, and the mixing ratio of the two types of hosts can be adjusted as appropriate. Therefore, the mixing ratio of the two types of hosts, which are a mixture of the compound represented by chemical formula 4 and the compound represented by chemical formula 5, is not particularly limited. The ratio (by weight) of the compound represented by chemical formula 4 to the compound represented by chemical formula 5 may be, for example, 1:9 to 9:1, for example, 2:8, for example, 3:7, for example, 4:6, for example, 5:5, for example, 6:4, for example, 7:3, or for example, 8:2.

[0091] Furthermore, an electron transport layer 170 and an electron injection layer 180 may be sequentially stacked between the light-emitting layer 160 and the second electrode 120. The material of the electron transport layer 170 requires high electron mobility, but smooth electron transport allows for a stable supply of electrons to the light-emitting layer.

[0092] For example, the material of the electron transport layer 170 is one used in the present art, such as Alq3(tris(8-hydroxyquinolino)aluminum), Liq(8-hydroxyquinolinolatolithium), PBD(2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4oxadiazole), TAZ(3-(4-biphenyl)4-phenyl-5-tert-butylphenyl-1,2,4-triazole), spiro-PBD, BAlq(bis(2-methyl-8-quinolinolate)-4-(phenylphenolato)aluminium), SAlq, TPBi(2,2',2-(1,3,5-benzinetriyl)-tris The product may contain compounds such as (1-phenyl-1-H-benzimidazole), oxadiazole, triazole, phenanthroline, benzoxazole, benzthiazole, and 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, and is preferably, but is not limited to, a product containing 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole.

[0093] The electron injection layer 180 plays a role in facilitating electron injection, and the material of the electron injection layer is one used in the present art, and may, but is not limited to, compounds such as Alq3 (tris(8-hydroxyquinolino)aluminum), PBD, TAZ, spiro-PBD, BAlq, and SAlq. Alternatively, the electron injection layer 180 may be made of a metal compound, and the metal compound may, but is not limited to, Liq, LiF, NaF, KF, RbF, CsF, FrF, BeF2, MgF2, CaF2, SrF2, BaF2, RaF2, etc.

[0094] The organic light-emitting element of the present invention may be a white organic light-emitting element having a tandem structure. In the case of a tandem organic light-emitting element according to one embodiment of the present invention, a single light-emitting stack (or light-emitting part) can be formed in a structure in which two or more are connected by a charge generation layer (CGL). The organic light-emitting element may include two or more light-emitting stacks (stacks; light-emitting parts) having a first electrode and a second electrode facing each other on a substrate, and a light-emitting layer laminated between the first and second electrodes that emits light in a specific wavelength band. The multiple light-emitting stacks (light-emitting parts) can be configured to emit the same color or different colors. Furthermore, one light-emitting stack (light-emitting part) may also include one or more light-emitting layers, and the multiple light-emitting layers may be the same color or different colored light-emitting layers.

[0095] In this case, one or more of the light-emitting layers included in the multiple light-emitting units may contain an organometallic compound represented by chemical formula 1 according to the present invention as a dopant material. The multiple light-emitting units in the tandem structure may be connected to a charge generation layer (CGL) consisting of an N-type charge generation layer and a P-type charge generation layer.

[0096] According to one embodiment of the present invention, an organic light-emitting device is provided, comprising a first electrode, a second electrode facing the first electrode, and at least one light-emitting portion located between the first electrode and the second electrode, wherein at least one of the light-emitting portions includes a red phosphorescent layer, the red phosphorescent layer includes a dopant substance and a host substance, the dopant substance includes an organometallic compound represented by the above chemical formula 1, and the host substance includes a compound represented by the above chemical formula 4 and a compound represented by the above chemical formula 5.

[0097] Detailed descriptions of the first electrode, the second electrode, the organometallic compound represented by chemical formula 1, the compound represented by chemical formula 4, and the compound represented by chemical formula 5 are as described above.

[0098] The organic light-emitting element may have a structure in which a plurality of light-emitting parts are present between the first electrode and the second electrode, and these parts are connected by a charge generation layer arranged between them.

[0099] Figures 2 and 3, which are exemplary embodiments of the present invention, are schematic cross-sectional views showing organic light-emitting devices in a tandem structure having two light-emitting units and three light-emitting units, respectively.

[0100] As shown in Figure 2, the organic light-emitting element 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an intermediate layer 230 located between the first electrode 110 and the second electrode 120. The intermediate layer 230 includes a first light-emitting section (ST1) located between the first electrode 110 and the second electrode 120 and including a first light-emitting layer 261, a second light-emitting section (ST2) located between the first light-emitting section (ST1) and the second electrode 120 and including a second light-emitting layer 262, and a charge generation layer (CGL) located between the first and second light-emitting sections (ST1 and ST2). The charge generation layer (CGL) may include an N-type charge generation layer 291 and a P-type charge generation layer 292. One or more of the first light-emitting layer 261 and the second light-emitting layer 262 may contain an organometallic compound represented by chemical formula 1 according to the present invention as a dopant 262'. For example, as shown in Figure 2, the second light-emitting layer 262 of the second light-emitting unit (ST2) may contain a compound 262' represented by chemical formula 1 as a dopant, a compound 262'' represented by chemical formula 4 as a hole-transporting host, and a compound 262''' represented by chemical formula 5 as an electron-transporting host. Although not shown in Figure 2, each of the first and second light-emitting units (ST1 and ST2) may further include an additional light-emitting layer in addition to the first light-emitting layer 261 and the second light-emitting layer 262. The first hole-transporting layer 251 and the second hole-transporting layer 252 in Figure 2 can be applied in the same or similar manner as described above for the hole-transporting layer 150 in Figure 1. Furthermore, the first electron-transporting layer 271 and the second electron-transporting layer 272 in Figure 2 can be applied in the same or similar manner as described above for the electron-transporting layer 170 in Figure 1.

[0101] As shown in Figure 3, the organic light-emitting element 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an intermediate layer 330 located between the first electrode 110 and the second electrode 120. The intermediate layer 330 is located between the first electrode 110 and the second electrode 120 and includes a first light-emitting section (ST1) including a first light-emitting layer 261, a second light-emitting section (ST2) including a second light-emitting layer 262, a third light-emitting section (ST3) including a third light-emitting layer 263, a first charge-generating layer (CGL1) located between the first and second light-emitting sections (ST1 and ST2), and a second charge-generating layer (CGL2) located between the second and third light-emitting sections (ST2 and ST3). The first and second charge-generating layers (CGL1 and CGL2) may each include an N-type charge-generating layer 291, 293 and a P-type charge-generating layer 292, 294, respectively. One or more of the first light-emitting layer 261, the second light-emitting layer 262, and the third light-emitting layer 263 may contain an organometallic compound represented by chemical formula 1 according to the present invention as a dopant. For example, as shown in Figure 3, the second light-emitting layer 262 of the second light-emitting unit (ST2) may contain compound 262' represented by chemical formula 1 as a dopant, compound 262'' represented by chemical formula 4 as a hole-transporting host, and compound 262''' represented by chemical formula 5 as an electron-transporting host. Although not shown in Figure 3, each of the first, second, and third light-emitting units (ST1, ST2, and ST3) may further include additional light-emitting layers in addition to the first light-emitting layer 261, the second light-emitting layer 262, and the third light-emitting layer 263, and may be formed into a plurality of light-emitting layers. The first hole-transporting layer 251, the second hole-transporting layer 252, and the third hole-transporting layer 253 in Figure 3 can be applied in the same or similar manner as described above for the hole-transporting layer 150 in Figure 1. Furthermore, the first electron transport layer 271, the second electron transport layer 272, and the third electron transport layer 273 in Figure 3 can be applied in the same or similar manner as described above to the electron transport layer 170 in Figure 1.

[0102] Furthermore, an organic light-emitting element according to one embodiment of the present invention may include a tandem structure in which four or more light-emitting elements and three or more charge-generating layers are arranged between a first electrode and a second electrode.

[0103] The organic light-emitting element according to the present invention can be used in organic light-emitting display devices and lighting devices to which the organic light-emitting element is applied.

[0104] According to one embodiment of the present invention, an organic light-emitting device is provided, comprising a substrate, a driving element located on the substrate, and an organic light-emitting element located on the substrate and in contact with the driving element.

[0105] In one embodiment, Figure 4 is a schematic cross-sectional view showing an organic light-emitting device to which an exemplary embodiment of the present invention is applied.

[0106] As shown in Figure 4, the organic light-emitting display device 3000 may include a substrate 3010, an organic light-emitting element 4000, and an encapsulation film 3900 covering the organic light-emitting element 4000. A driving thin-film transistor (Td), which is a driving element, and the organic light-emitting element 4000 connected to the driving thin-film transistor (Td) are located on the substrate 3010.

[0107] Although not explicitly shown in Figure 4, the substrate 3010 is further formed with gate wiring and data wiring that intersect each other and define pixel regions, power wiring that extends parallel to and spaced apart from either the gate wiring or the data wiring, switching thin-film transistors connected to the gate wiring and the data wiring, and storage capacitors connected to one electrode of the power wiring and the switching thin-film transistor.

[0108] The driving thin-film transistor (Td) is connected to the switching thin-film transistor and includes a semiconductor layer 3100, a gate electrode 3300, a source electrode 3520, and a drain electrode 3540.

[0109] The semiconductor layer 3100 is formed on the substrate 3010 and may be made of an oxide semiconductor material or polycrystalline silicon. If the semiconductor layer 3100 is made of an oxide semiconductor material, a light-shielding pattern (not shown) may be formed on the lower part of the semiconductor layer 3100. The light-shielding pattern prevents light from entering the semiconductor layer 3100 and prevents the semiconductor layer 3100 from degrading due to light. Alternatively, the semiconductor layer 3100 may be made of polycrystalline silicon, in which case impurities may be doped into both edges of the semiconductor layer 3100.

[0110] A gate insulating film 3200 made of an insulating material is formed over the entire surface of the substrate 3010 above the semiconductor layer 3100. The gate insulating film 3200 may be made of an inorganic insulating material such as silicon oxide or silicon nitride.

[0111] A gate electrode 3300, made of a conductive material such as metal, is formed on top of the gate insulating film 3200, corresponding to the center of the semiconductor layer 3100. The gate electrode 3300 is connected to a switching thin-film transistor.

[0112] An interlayer insulating film 3400 made of an insulating material is formed over the entire surface of the substrate 3010 above the gate electrode 3300. The interlayer insulating film 3400 may be formed from an inorganic insulating material such as silicon oxide or silicon nitride, or from an organic insulating material such as benzocyclobutene or photo-acrylic.

[0113] The interlayer insulating film 3400 has first and second semiconductor layer contact holes 3420 and 3440 that expose both sides of the semiconductor layer 3100. The first and second semiconductor layer contact holes 3420 and 3440 are located on both sides of the gate electrode 3300, spaced apart from the gate electrode 3300.

[0114] A source electrode 3520 and a drain electrode 3540, made of a conductive material such as metal, are formed on the interlayer insulating film 3400. The source electrode 3520 and the drain electrode 3540 are positioned spaced apart from the gate electrode 3300 and contact both sides of the semiconductor layer 3100 via first and second semiconductor layer contact holes 3420 and 3440, respectively. The source electrode 3520 is connected to a power wiring (not shown).

[0115] The semiconductor layer 3100, gate electrode 3300, source electrode 3520, and drain electrode 3540 constitute a driving thin-film transistor (Td), and the driving thin-film transistor (Td) has a coplanar structure in which the gate electrode 3300, source electrode 3520, and drain electrode 3540 are located on top of the semiconductor layer 3100.

[0116] In contrast, the driving thin-film transistor (Td) may have an inverted staggered structure in which the gate electrode is located at the bottom of the semiconductor layer and the source electrode and drain electrode are located at the top of the semiconductor layer. In this case, the semiconductor layer may be made of amorphous silicon. On the other hand, the switching thin-film transistor (not shown) may have substantially the same structure as the driving thin-film transistor (Td).

[0117] On the other hand, the organic light-emitting display device 3000 may include a color filter 3600 that absorbs light generated by the organic light-emitting element 4000. For example, the color filter 3600 can absorb red (R), green (G), blue (B), and white (W) light. In this case, the red, green, and blue color filter patterns that absorb light may be formed separately for each pixel region, and each of these color filter patterns may be superimposed on the intermediate layer 4300 of the organic light-emitting element 4000 that emits light in the wavelength band to be absorbed. By employing the color filter 3600, the organic light-emitting display device 3000 can realize full color.

[0118] For example, if the organic light-emitting device 3000 is of the bottom-emission type, the light-absorbing color filter 3600 may be located on top of the interlayer insulating film 3400 corresponding to the organic light-emitting element 4000. In an exemplary embodiment, if the organic light-emitting device 3000 is of the top-emission type, the color filter may be located on top of the organic light-emitting element 4000, that is, on top of the second electrode 4200. As an example, the color filter 3600 can be formed with a thickness of 2 to 5 μm.

[0119] On the other hand, the planarization layer 3700, which has a drain contact hole 3720 that exposes the drain electrode 3540 of the driving thin-film transistor (Td), is formed to cover the driving thin-film transistor (Td).

[0120] On the planarization layer 3700, a first electrode 4100 is formed separately for each pixel region, and is connected to the drain electrode 3540 of the driving thin-film transistor (Td) through a drain contact hole 3720.

[0121] The first electrode 4100 may be a positive electrode (anode) and may be made of a conductive material with a relatively large work function value. For example, the first electrode 4100 may be made of a transparent conductive material such as ITO, IZO, or ZnO.

[0122] On the other hand, if the organic light-emitting device 3000 is of the top-emission type, a reflective electrode or reflective layer may be further formed below the first electrode 4100. For example, the reflective electrode or reflective layer may be made of aluminum (Al), silver (Ag), nickel (Ni), or a silver-palladium-copper (Ag-Pd-Cu:APC) alloy.

[0123] A bank layer 3800 is formed on the planarization layer 3700, covering the edge of the first electrode 4100. The bank layer 3800 exposes the center of the first electrode 4100, corresponding to the pixel region.

[0124] An intermediate layer 4300 is formed on the first electrode 4100, and if necessary, the organic light-emitting element 4000 may have a tandem structure. For the tandem structure, refer to Figures 2 to 4 showing exemplary embodiments of the present invention and the above description relating thereto.

[0125] A second electrode 4200 is formed on the upper part of the substrate 3010 on which the intermediate layer 4300 is formed. The second electrode 4200 is located across the entire display area, is made of a conductive material with a relatively small work function value, and can be used as a negative electrode (cathode). For example, the second electrode 4200 may be made of aluminum (Al), magnesium (Mg), or aluminum-magnesium alloy (Al-Mg).

[0126] The first electrode 4100, the intermediate layer 4300, and the second electrode 4200 form an organic light-emitting element 4000.

[0127] A sealing film 3900 is formed on the second electrode 4200 to prevent external moisture from penetrating the organic light-emitting element 4000. Although not explicitly shown in Figure 4, the sealing film 3900 may have a triple-layer structure in which a first inorganic layer, an intermediate layer, and an inorganic layer are sequentially laminated, and is not limited to this.

[0128] The following describes embodiments of the present invention. However, the following embodiments are merely examples of the present invention and are not limited thereto. [Examples]

[0129] Example 1 The ITO substrate was cleaned with UV ozone before use and then loaded into the evaporation system. The substrate was then transferred into a vacuum deposition chamber for depositing any other layers on top of it. Approximately 10 -7 Under Torr vacuum, the following layers were deposited by evaporation from a heated boat in the following order:

[0130] A 100 Å thick hole injection layer was formed on a prepared ITO transparent electrode by thermal vacuum deposition of HATCN (see structure below) as a hole injection material. Then, a 700 Å thick hole transport layer was formed by thermal vacuum deposition of HTL (see structure below) as a hole transport material. Next, a 300 Å thick luminescent layer was formed using RD6 as the dopant and a mixed material of RHH1 and REH1 (RHH1:REH1=1:1, by weight) as the host. The doping concentration of the dopant in the luminescent layer was 10% by weight. Next, Alq3 (see structure below) was sequentially deposited as an electron transport material and LiF as an electron injection material using thermal vacuum deposition to form a 300 Å thick electron transport layer and a 10 Å thick electron injection layer. Then, a 1000 Å thick layer of aluminum was deposited to form the negative electrode, thereby fabricating an organic light-emitting element with an ITO / hole injection layer / hole transport layer / light-emitting layer / electron transport layer / electron injection layer / negative electrode structure. After depositing each layer, the material was transferred from the deposition chamber to a drying box to form a coating, and subsequently sealed using UV-curable epoxy and a moisture getter.

[0131] Examples 2-144 and Comparative Examples 1-4 Except for using the dopant and host materials listed in Tables 1 to 8 below in Example 1, the organic light-emitting devices of Comparative Examples 1 to 4 and Examples 2 to 144 were fabricated in the same manner as in Example 1. The mixing ratio of the host materials in Examples 2 to 144 was 1:1 (by weight). Comparative Examples 1 to 4 each used one type of "CBP" with the following structure as the host for the light-emitting layer.

[0132] The materials used in Examples 1-144 and Comparative Example 1-4 are as follows: [ka] [ka] [ka] [ka]

[0133] Experimental example The organic light-emitting devices produced in Examples 1-144 and Comparative Examples 1-4 were 9 mm 2 It has an emission region. Each organic light-emitting element was connected to an external power supply, and the element characteristics were evaluated at room temperature using a current supply (KEITHLEY) and a photometer PR650. The results are shown in Tables 1 to 8 below. When a DC voltage was applied, light emission with the characteristics shown in Tables 1 to 8 below was confirmed.

[0134] Specifically, the current density is 10 mA / cm². 2 The reference drive voltage (V), external quantum efficiency (EQE), and lifetime characteristics (LT95) were measured. These measurements for Examples 1 to 144 were then converted to a relative value (percentage, %) for one of Comparative Examples 1 to 4, and the results are shown in Tables 1 to 8 below.

[0135] LT95 lifespan refers to 40°C and 40mA / cm². 2 This refers to the time it takes for an organic light-emitting element to initially lose 5% of its brightness (lifetime from 100% to 95%). LT95 is the most difficult element characteristic specification to meet and determines whether or not image burn-in occurs in the organic light-emitting element.

[0136] [Table 1]

[0137] [Table 2]

[0138] [Table 3]

[0139] [Table 4]

[0140] [Table 5]

[0141] [Table 6]

[0142] [Table 7]

[0143] [Table 8]

[0144] From the results in Tables 1 to 8 above, it was found that Examples 1 to 144 are organic light-emitting devices in which an organometallic compound satisfying the structure represented by Chemical Formula 1 is applied as a dopant to the light-emitting layer, and applied to a host material of a mixed material of the compound represented by Chemical Formula 4 and the compound represented by Chemical Formula 5. Compared to the organic light-emitting devices of Comparative Examples 1 to 4, which used a single material host, the driving voltage was lower, and the external quantum efficiency (EQE) and lifetime (LT95) were improved.

[0145] The embodiments of this specification have been described in more detail above with reference to the attached drawings, but this specification is not necessarily limited to these embodiments, and various modifications can be made without departing from the technical concept of this specification. Therefore, the embodiments disclosed herein are for illustrative purposes only, not to limit the technical concept of this specification, and these embodiments do not limit the scope of the technical concept of this specification. Accordingly, the embodiments described above should be understood to be illustrative and not limiting in all respects. The scope of protection of this specification should be interpreted according to the claims, and any technical concept within an equivalent scope should be interpreted as being included in the scope of rights of this specification. [Explanation of Symbols]

[0146] 100,4000 Organic light-emitting diodes 110,4100 1st electrode 120,4200 2nd electrode 130,230,330,4300 Middle class 140 Hole injection layer 150 Hole transport layer 251 Hole transport layer 1 252 Second Hole Transport Layer 253 Third Hole Transport Layer 160 Emitting layer 261 First light-emitting layer 262 Second Emitting Layer 263 Third light-emitting layer 160',262' Dopant 160'',262'' Hole transport type host 160'''',262''' Electronic transport host 170 Electron transport layer 271 First electron transport layer 272 Second electron transport layer 273 Third electron transport layer 180 Electron injection layer 3000 Organic Light-Emitting Display Devices 3010 circuit board 3100 Semiconductor layer 3200 Gate Insulator 3300 postal codes 3400 Interlayer insulating film 3420 First semiconductor layer contact hole 3440 Second Semiconductor Layer Contact Hole 3520 Source Electrode 3540 Drain electrode 3600 Color Filters 3700 Planarization layer 3720 Drain Contact Hole 3800 bank layers 3900 sealing film

Claims

1. First electrode and A second electrode facing the first electrode, An intermediate layer disposed between the first electrode and the second electrode, Includes, The intermediate layer includes a light-emitting layer, and the light-emitting layer includes a dopant substance and a host substance. The dopant substance comprises an organometallic compound represented by the following chemical formula 1, The host substance comprises a mixture of a compound represented by the following chemical formula 4 and a compound represented by the following chemical formula 5. Organic light-emitting diode. [Chemical formula 1] M(L Ａ ) ｍ (L Ｂ ) ｎ In the above chemical formula 1, M is the central coordination metal, selected from the group consisting of molybdenum (Mo), tungsten (W), rhenium (Re), ruthenium (Ru), osmium (Os), rhodium (Rh), iridium (Ir), palladium (Pd), platinum (Pt), and gold (Au). L Ａ This is a ligand represented by chemical formula 2, L Ｂ It is a bidentate ligand, m is 1, 2, or 3, n is 0, 1, or 2, and m+n is the oxidation state of the metal M. 【Chemistry 1】 In the above chemical formula 2, A is a ring structure selected from substituted or unsubstituted pyridines and substituted or unsubstituted pyrimidines. R １ ~R ８ is each independently at least one selected from the group consisting of hydrogen, deuterium, a substituted or unsubstituted C1-C20 linear alkyl group, a substituted or unsubstituted C3-C20 branched alkyl group, and a substituted or unsubstituted C4-C20 bicycloalkyl group, and optionally R １ ~R ８ can be partially or fully deuterated, R ９ Each is independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl groups, substituted or unsubstituted C3-C20 branched alkyl groups, C3-C20 cycloalkyl groups, halogens, nitrile groups, substituted or unsubstituted C1-C20 alkoxy groups, and combinations thereof, and selectively R ９ It can be partially or completely deuterated. The aforementioned R １ ~R ９ R when any of the following are substituted １ ~R ９ Each substituent may be at least one independently selected from the group consisting of deuterium, halogen, C3-C10 cycloalkyl groups, and combinations thereof, and the R １ ~R ９ If there are multiple substituents, each substituent is either identical or different from the others. Y is at least one selected from the group consisting of S and Se. X １ ~X ４ Each of these is independently CR 12, X １ ~X ４ Of these, two adjacent ones are CR １２ If so, the two R １２ They are either not connected or connected to form a 5-membered or 6-membered substituted or unsubstituted aromatic ring or substituted or unsubstituted aromatic heterocycle structure. Each R １２ Each of these independently consists of hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, and substituted... or selected from the group consisting of unsubstituted C3-C20 cycloalkenyl groups, substituted or unsubstituted C2-C20 heteroalkenyl groups, C2-C20 alkynyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C1-C20 alkoxy groups, amino groups, silyl groups, C2-C30 acyl groups, carboxyl groups, nitrile groups, isonitrile groups, sulfanyl groups, and phosphino groups. When R12 is substituted, the substituent of R12 is at least one selected from the group consisting of deuterium, halogens, and combinations thereof, and when there are multiple substituents of R12, each substituent is either identical or different from the others. p is 2, The dotted line indicates the connection position to the central coordination metal M. 【Chemistry 2】 In the above chemical formula 4, Ar is a divalent group of an aromatic ring or aromatic heterocycle independently selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene. Ar １ and Ar ２ These are, independently, substituted or unsubstituted C6-C60 aryl groups, or substituted or unsubstituted C2-C60 heteroaryl groups. R ２１－１ ~R ２１－４ Each is at least one independently selected from the group consisting of substituted or unsubstituted C1-C20 alkyl groups. o is a constant between 0 and 3, and when o is a constant of 2 or 3, R ２１－１ They are either the same or different. s are independent constants from 0 to 4, and when s is a constant from 2 to 4, R ２１－２ They are either the same or different. t are all independent constants from 0 to 4, and when t is a constant from 2 to 4, R ２１－３ They are either the same or different. u is an independent constant between 0 and 4, and when u is a constant between 2 and 4, R ２１－４ They are either the same or different. q is a constant of 0, 1, or 2. r is a constant of 0 or 1, and linker L is at least one selected from the group consisting of substituted or unsubstituted C6-C30 allylene groups, substituted or unsubstituted C2-C30 heteroalylene groups, and substituted or unsubstituted C7-C20 arylalkylene groups. 【Transformation 3】 In the above chemical formula 5, The B ring is a substituted or unsubstituted C6-C30 single-ring or polycyclic aromatic fusion ring. X １１ and X １２ N is, L １ This is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 allylene group, a substituted or unsubstituted C2-C30 heteroalylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group. Ar ３ This includes hydrogen, deuterium, halogens, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, and -L ２４ -SiR ｋ R ｌ R ｍ It is one selected from the group consisting of, where L ２４ R is a single bonded, substituted or unsubstituted C6-C30 allylene group, or a substituted or unsubstituted C2-C30 heteroalylene group, ｋ , R ｌ and R ｍ Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. The Ar ３ The alkyl group, aryl group, heteroaryl group or -L ２４ -SiR ｋ R ｌ R ｍ One or more of the hydrogen atoms are either not substituted, or are substituted with one or more deuterium and halogen atoms. Z is one selected from the group consisting of the following structures: 【Chemistry 4】 W stands for O, S, NR ３１ CR ３１ R ３２ , and SiR ３１ R ３２ It is one selected from the group consisting of, R ２２ ~R ３２ And R' are independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted C3-C20 cycloalkyl group It is one selected from the group consisting of a chloroalkenyl group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. a, c, e, and i are each independently constants of 1, 2, 3, or 4; b, d, and g are each independently constants of 1, 2, or 3; f is a constant of 1, 2, 3, 4, 5, or 6; and h is a constant of 1, 2, 3, 4, or 5.

2. L in the above chemical formula 1 Ｂ This is represented by one structure selected from the group consisting of the following chemical formulas 3-1 and 3-2. The organic light-emitting element according to claim 1. 【Transformation 5】 【Transformation 6】 In the above chemical formulas 3-1 and 3-2, Z ３ ~Z ５ Each of these independently consists of hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, and substituted Alternatively, one selected from the group consisting of unsubstituted C3-C20 cycloalkenyl groups, substituted or unsubstituted C2-C20 heteroalkenyl groups, C2-C20 alkynyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, substituted or unsubstituted C1-C20 alkoxy groups, amino groups, silyl groups, acyl groups, carboxyl groups, nitrile groups, isonitrile groups, sulfanyl groups, and phosphino groups. Z ６ and Z ７ Each is independently selected from oxygen (O) and nitrogen (NRz), and each Rz is independently selected from the group consisting of hydrogen, C1-C20 linear alkyl groups and substituted or unsubstituted C3-C20 branched alkyl groups. The dotted line indicates the connection position to the central coordination metal M.

3. The compound represented by the above chemical formula 1 is represented by one structure selected from the group consisting of the following chemical formulas 1-1-(1), 1-1-(2), 1-1-(3), 1-1-(4), 1-1-(5), and 1-1-(6); the compound represented by the above chemical formula 1-2 is represented by one structure selected from the group consisting of the following chemical formulas 1-2-(1), 1-2-(2), 1-2-(3), 1-2-(4), 1-2-(5), and 1-2-(6); the compound represented by the above chemical formula 1-3 is represented by one structure selected from the group consisting of the following chemical formulas 1-3-(1), 1-3-(2), 1-3-(3), 1-3-(4), 1-3-(5), and 1-3-(6). The organic light-emitting element according to claim 1. 【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】 In the above chemical formulas 1-1-(1), 1-1-(2), 1-1-(3), 1-1-(4), 1-1-(5), 1-1-(6), 1-2-(1), 1-2-(2), 1-2-(3), 1-2-(4), 1-2-(5), 1-2-(6), 1-3-(1), 1-3-(2), 1-3-(3), 1-3-(4), 1-3-(5), and 1-3-(6), M, X １ ~X ４ , Y, R １ ~R ９ p, m, and n are defined as in the above chemical formula 1, Z ３ ~Z ７ This is the same as the definition in chemical formulas 3-1 and 3-2 above.

4. In the above chemical formula 2, A is the ring structure of pyridine. The organic light-emitting element according to claim 1.

5. In the above chemical formula 1, M is iridium (Ir). The organic light-emitting element according to claim 1.

6. The R in the above chemical formula 2 ９ At least one of them is not hydrogen. The organic light-emitting element according to claim 1.

7. In the above chemical formula 2, R 12 is at least one selected independently from the group consisting of hydrogen, deuterium, halogen, nitrile group, nitro group, substituted or unsubstituted C1-C20 alkoxy group, amino group, substituted or unsubstituted C1-C10 linear alkyl group, substituted or unsubstituted C3-C10 branched alkyl group, and substituted or unsubstituted C3-C10 cycloalkyl group. The organic light-emitting element according to claim 1.

8. The organometallic compound represented by the above chemical formula 1 is one selected from the group consisting of compounds RD-4 to RD-16 and compounds RD-18 to RD-20. The organic light-emitting element according to claim 1. 【Chemistry 25】 【Chemistry 26】 【Chemistry 27】 【Chemistry 28】

9. Ar in the above chemical formula 4 １ and Ar ２ Each is a monovalent group independently selected from the group consisting of substituted or unsubstituted benzene; substituted or unsubstituted biphenyl; substituted or unsubstituted naphthalene; substituted or unsubstituted phenanthrene; substituted or unsubstituted fluorene; substituted or unsubstituted dibenzofuran; substituted or unsubstituted dibenzothiophene; and substituted or unsubstituted spirobifluorene; and the Ar １ and Ar ２ At least one hydrogen atom in any of these is either substituted with or unsubstituted with at least one selected from the group consisting of deuterium, halogen atoms, C1-C10 alkyl groups, C6-C20 aryl groups, C2-C20 heteroaryl groups, nitrile groups, silyl groups, and combinations thereof. The organic light-emitting element according to claim 1.

10. The compound represented by the above chemical formula 4 is one selected from the group consisting of the following compounds RHH-1 to RHH-18. The organic light-emitting element according to claim 1. 【Chemistry 29】 【Transformation 30】 【Chemistry 31】

11. The compound represented by the above chemical formula 5 is one selected from the group consisting of the following compounds REH-1 to REH-20. The organic light-emitting element according to claim 1. 【Chemistry 32】 【Transformation 33】 【Transformation 34】 【Chemistry 35】

12. The aforementioned intermediate layer further comprises one or more of the following: a hole injection layer, a hole transport layer, a hole transport auxiliary layer, an electron blocking layer, an electron transport layer, and an electron injection layer. The organic light-emitting element according to claim 1.

13. First electrode and A second electrode facing the first electrode, At least one light-emitting portion located between the first electrode and the second electrode, Includes, At least one of the light-emitting parts includes a red phosphorescent light-emitting layer, The aforementioned red phosphorescent layer comprises a dopant substance and a host substance, The dopant substance comprises an organometallic compound represented by the following chemical formula 1, The host material is an organic light-emitting element comprising a compound represented by the following chemical formula 4 and a compound represented by the following chemical formula 5. [Chemical formula 1] M(L Ａ ) ｍ (L Ｂ ) ｎ In the above chemical formula 1, M is the central coordination metal, selected from the group consisting of molybdenum (Mo), tungsten (W), rhenium (Re), ruthenium (Ru), osmium (Os), rhodium (Rh), iridium (Ir), palladium (Pd), platinum (Pt), and gold (Au). L Ａ This is a ligand represented by chemical formula 2, L Ｂ It is a bidentate ligand, m is 1, 2, or 3, n is 0, 1, or 2, and m+n is the oxidation state of the metal M. 【Transformation 36】 In the above chemical formula 2, A is a ring structure selected from substituted or unsubstituted pyridines and substituted or unsubstituted pyrimidines. R １ ~R ８ Each is independently selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl groups, substituted or unsubstituted C3-C20 branched alkyl groups, and substituted or unsubstituted C4-C20 bicycloalkyl groups, and selectively R １ ~R ８ It can be partially or completely deuterated. R ９ Each is independently at least one selected from the group consisting of hydrogen, deuterium, substituted or unsubstituted C1-C20 linear alkyl groups, substituted or unsubstituted C3-C20 branched alkyl groups, C3-C20 cycloalkyl groups, halogens, nitrile groups, substituted or unsubstituted C1-C20 alkoxy groups, and combinations thereof, and selectively R ９ It can be partially or completely deuterated. The above-mentioned R １ to R ９ When any of them is substituted, R １ to R ９ The substituents may each independently be at least one selected from the group consisting of deuterium, halogen, a C3-C10 cycloalkyl group, and combinations thereof. The above-mentioned R １ to R ９ When there are a plurality of substituents, each substituent may be the same as or different from each other. Y is at least one selected from the group consisting of S and Se. X １ ~X ４ Each of these is independently CR 12, X １ to X ４ If two adjacent ones of them are CR １２ In this case, the two Rs １２ are not connected, or are connected to form a 5-membered or 6-membered, substituted or unsubstituted aromatic ring or substituted or unsubstituted aromatic heterocyclic structure, Each R １２ Each of these independently represents hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 linear alkyl group, substituted or unsubstituted C3-C20 branched alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted At least one selected from the group consisting of a C3-C20 cycloalkenyl group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. When R12 is substituted, the substituent of R12 is at least one selected from the group consisting of deuterium, halogens, and combinations thereof, and when there are multiple substituents of R12, each substituent is either identical or different from the others. p is 2, and the dotted line indicates the connection position to the central coordination metal M. 【Chemistry 37】 In the above chemical formula 4, Ar is a divalent group of an aromatic ring or aromatic heterocycle independently selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene. Ar １ and Ar ２ These are, independently, substituted or unsubstituted C6-C60 aryl groups, or substituted or unsubstituted C2-C60 heteroaryl groups. R ２１－１ ~R ２１－４ These are each independently substituted or unsubstituted C1-C20 alkyl groups, o is a constant between 0 and 3, and when o is a constant of 2 or 3, R ２１－１ They are either the same or different. s are independent constants from 0 to 4, and when s is a constant from 2 to 4, R ２１－２ They are either the same or different. t are all independent constants from 0 to 4, and when t is a constant from 2 to 4, R ２１－３ They are either the same or different. u is an independent constant between 0 and 4, and when u is a constant between 2 and 4, R ２１－４ They are either the same or different. q is a constant of 0, 1, or 2. r is a constant of 0 or 1, and linker L is at least one selected from the group consisting of substituted or unsubstituted C6-C30 allylene groups, substituted or unsubstituted C2-C30 heteroalylene groups, and substituted or unsubstituted C7-C20 arylalkylene groups. 【Transformation 38】 In the above chemical formula 5, The B ring is a substituted or unsubstituted C6-C30 single-ring or polycyclic aromatic fusion ring. X １１ and X １２ Each of these is independently N, L １ This is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 allylene group, a substituted or unsubstituted C2-C30 heteroalylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group. Ar ３ This includes hydrogen, deuterium, halogens, substituted or unsubstituted C1-C30 alkyl groups, substituted or unsubstituted C6-C30 aryl groups, substituted or unsubstituted C2-C30 heteroaryl groups, and -L ２４ -SiR ｋ R ｌ R ｍ It is one selected from the group consisting of, where L ２４ R is a single bonded, substituted or unsubstituted C6-C30 allylene group, or a substituted or unsubstituted C2-C30 heteroalylene group, ｋ , R ｌ and R ｍ Each of these is independently a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. The Ar ３ The alkyl group, aryl group, heteroaryl group or -L ２４ -SiR ｋ R ｌ R ｍ One or more of the hydrogen atoms are either not substituted, or are substituted with one or more deuterium and halogen atoms. Z is one selected from the group consisting of the following structures: 【Chemistry 39】 W stands for O, S, NR ３１ CR ３１ R ３２ , and SiR ３１ R ３２ It is one selected from the group consisting of, R ２２ ~R ３２ And R' are independently hydrogen, deuterium, halogen, hydroxyl group, nitro group, amidino group, hydrazine group, hydrazone group, substituted or unsubstituted C1-C20 alkyl group, substituted or unsubstituted C3-C20 cycloalkyl group, substituted or unsubstituted C1-C20 heteroalkyl group, substituted or unsubstituted C7-C20 arylalkyl group, substituted or unsubstituted C2-C20 alkenyl group, substituted or unsubstituted C3-C20 cycloalkyl group It is one selected from the group consisting of a chloroalkenyl group, a substituted or unsubstituted C2-C20 heteroalkenyl group, a C2-C20 alkynyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C2-C30 heteroaryl group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a silyl group, a C2-C30 acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group. a, c, e, and i are each independently constants of 1, 2, 3, or 4; b, d, and g are each independently constants of 1, 2, or 3; f is a constant of 1, 2, 3, 4, 5, or 6; and h is a constant of 1, 2, 3, 4, or 5.

14. The organometallic compound represented by the above chemical formula 1 is one selected from the group consisting of compounds RD-4 to RD-16 and compounds RD-18 to RD-20. The organic light-emitting element according to claim 13. 【Chemistry 40】 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】

15. The compound represented by the above chemical formula 4 is one selected from the group consisting of the following compounds RHH-1 to RHH-18. The organic light-emitting element according to claim 13. 【Chemistry 44】 【Chemistry 45】 【Chemistry 46】

16. The compound represented by the above chemical formula 5 is one selected from the group consisting of the following compounds REH-1 to REH-20. The organic light-emitting element according to claim 13. 【Chemistry 47】 【Chemistry 48】 【Chemistry 49】 [Transformation 50]

17. Multiple light-emitting parts are present between the first electrode and the second electrode. The plurality of light-emitting units are connected by a charge generation layer placed between them. The organic light-emitting element according to claim 13.

18. circuit board and A drive element located on the aforementioned substrate, An organic light-emitting element according to any one of claims 1 to 17, located on the substrate and in contact with the driving element, including, Organic light-emitting display device.

Images