Organometallic compound and organic light-emitting element

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] The present invention relates to an organometallic compound and an organic light-emitting device.

Background Art

[0002] As display devices are applied in various fields, their popularity has been increasing. As one of these display elements, the technology of organic light-emitting display devices including organic light-emitting diodes (OLEDs) has been rapidly developing.

[0003] An organic light-emitting device is a device that injects charges into a light-emitting layer formed between a positive electrode and a negative electrode, forms excitons by pairing electrons and holes, and then emits the energy of the excitons as light. Compared with existing display technologies, organic light-emitting devices can be driven at a low voltage, consume relatively less power, have excellent color perception, and can be applied to flexible substrates, so they can be used in various ways and have the advantage of being able to freely adjust the size of the display device.

[0004] Organic light-emitting devices are superior to liquid crystal displays (LCDs) in terms of viewing angle, contrast ratio, etc., do not require a backlight, and can be lightweight and ultra-thin. An organic light-emitting device is formed by arranging a plurality of organic layers, such as 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, between a negative electrode (electron injection electrode; cathode) and a positive electrode (hole injection electrode; anode).

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

[0006] The organic materials used in organic light-emitting devices can be broadly classified into light-emitting materials and charge transport materials. Light-emitting materials are an important factor in determining the luminous efficiency of organic light-emitting devices. They need to have high quantum efficiency, excellent electron and hole mobilities, and must be uniformly and stably present in the light-emitting layer. Light-emitting materials are classified into light-emitting materials such as blue, red, and green according to the emitted light color. As coloring materials, they are used as hosts and dopants to increase color purity and luminous efficiency through energy transfer.

[0007] In the case of fluorescent substances, only about 25% of the singlet excitons formed in the light-emitting layer are used to generate light, and 75% of the triplets mostly disappear as heat. On the other hand, phosphorescent substances have a light-emitting mechanism that converts both singlets and triplets into light.

[0008] To date, organometallic compounds have been used as phosphorescent light-emitting materials in organic light-emitting devices. In order to improve the efficiency and lifespan of existing organic light-emitting devices, there is still a technical requirement to improve the performance of organic light-emitting devices by deriving highly efficient phosphorescent dopant materials and applying hosts with optimal photophysical properties.

Summary of the Invention

Problems to be Solved by the Invention

[0009] Therefore, an object of the present invention is to provide an organic light-emitting device in which an organometallic compound and a plurality of host materials are applied to an organic light-emitting layer, which can achieve improved driving voltage characteristics, efficiency, and lifespan.

[0010] The object of the present invention is not limited to the objects mentioned above. Other objects and advantages of the present invention that have not been mentioned can be understood from the following description and can be more clearly understood from the embodiments of the present invention. Also, it can be easily understood that the objects and advantages of the present invention can be realized by the means shown in the claims and their combinations.

Means for Solving the Problem

[0011] According to an embodiment of the present invention, to solve the above problems, there is provided an organic light-emitting device including 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 material and a host material, the dopant material includes an organometallic compound represented by the following Chemical Formula 1, and the host material 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 Chemical Formula 1 above, M is a central coordinating metal and is one 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 is a ligand represented by Chemical Formula 2, and L B is a bidentate ligand. m is 1, 2, or 3, n is 0, 1, or 2, and m + n is the oxidation number of metal M.

Chem.

[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 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 a plurality of substituents of R1 to R9, each substituent can be the same as or different from each other. 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 the 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 the Rs 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 the Rs 10 to R 12 is substituted10 ~R 12 The substituents of ~R are each independently at least one selected from the group consisting of deuterium, halogen, and combinations thereof, and the said R 10 ~R 12 When there are a plurality of substituents of ~R, each substituent is the same as or different from one another. p is 2, and the dotted line indicates the connection position to the central coordinating metal M.

Chemical formula

[0014] In the above Chemical formula 4, Ar is each 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 each independently a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C2-C60 heteroaryl group. R 21-1 ~R 21-4 are each 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, 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 are at least one selected from the group consisting thereof. o is a constant from 0 to 3, and when o is a constant of 2 or 3, R 21-1 are the same as or different from one another, and optionally R 21-1can be partially or fully deuterated. s is a constant of 0 to 4 independently, and when s is a constant of 2 to 4, R 21-2 are the same or different, and optionally R 21-2 can be partially or fully deuterated. t is a constant of 0 to 4 independently, and when t is a constant of 2 to 4, R 21-3 are the same or different, and optionally R 21-3 can be partially or fully deuterated. u is a constant of 0 to 4 independently, and when u is a constant of 2 to 4, R 21-4 are the same or different, and optionally R 21-4 can be partially or fully 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 a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C7-C20 arylalkylene group. [Chemical formula]

[0015] In the above chemical formula 5, the B ring is a substituted or unsubstituted C6-C30 single-ring or polycyclic aromatic fused ring, and X 11 and X 12 are each independently N or CR'. L1 is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene 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 is one selected from the group consisting of, where L 24is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group, and R k 、R l and R m are each independently hydrogen, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. One or more of the hydrogens of the alkyl group, aryl group, heteroarylene group or -L 24 -SiR k R l R m are unsubstituted or substituted with one or more of deuterium and halogen atoms, and Z is one selected from the group consisting of the following structures.

Chemical formula

[0016] According to an embodiment of the present invention, there is provided an organic light-emitting device including 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, at least one of the light-emitting parts including a red phosphorescent layer, the red phosphorescent layer including a dopant substance and a host substance, the dopant substance including an organometallic compound represented by the above Chemical Formula 1, and the host substance including a compound represented by the above Chemical Formula 4 and a compound represented by the above Chemical Formula 5, where the definitions of Chemical Formula 1 to Chemical Formula 5 are as defined in the embodiment of the present invention.

Effects of the Invention

[0017] The organic light-emitting device according to the present invention applies the organometallic compound represented by the above Chemical Formula 1 as a phosphorescent dopant, mixes the compound represented by the above Chemical Formula 4 and the compound represented by the above Chemical Formula 5, and applies them as a phosphorescent host, thereby not only improving the efficiency and lifetime characteristics of the organic light-emitting device, but also ensuring low power characteristics due to a decrease in driving voltage.

[0018] The effects of this specification are not limited to the effects mentioned above, and other effects not mentioned can be clearly understood by those having ordinary knowledge in the technical field to which the present invention pertains from the following description.

Brief Description of the Drawings

[0019]

Figure 1

Figure 2

Figure 3

Figure 4

Modes for Carrying Out the Invention

[0020] The above-mentioned objects, features, and advantages will be described in detail below with reference to the accompanying drawings, whereby those having ordinary knowledge in the technical field to which the present invention pertains can easily implement the technical idea of the present invention. In describing the present invention, when a specific description of a known technology related to the present invention is determined to obscure the gist of the present invention, a detailed description will be omitted. Hereinafter, preferred embodiments according to the present invention will be described in detail with reference to the accompanying drawings. The same reference numerals in the drawings are used to indicate the same or similar components.

[0021] In this specification, when terms such as "comprising", "having", "forming", "disposing", "including" are used for components, other parts can be added unless "only" is used. When a component is indicated in the singular, it includes the case of including a plurality unless there are specific descriptions.

[0022] When interpreting components in this specification, even if there is no specific description otherwise, it is interpreted to include an error range.

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

[0024] The term "halo" or "halogen" used in this specification includes fluorine, chlorine, bromine, and iodine.

[0025] The term "alkyl group" used in this specification means both a linear alkyl radical and a branched alkyl radical. Unless otherwise mentioned, a linear alkyl group contains 1 to 20 carbon atoms, and a branched alkyl group contains 3 to 20 carbon atoms, including methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, etc., and furthermore, the alkyl group may be optionally substituted.

[0026] The term "cycloalkyl group" used in this specification means a cyclic alkyl radical. Unless specifically limited, a cycloalkyl group contains 3 to 20 carbon atoms, including cyclopropyl, cyclopentyl, cyclohexyl, etc., and furthermore, the cycloalkyl group may be optionally substituted.

[0027] As used herein, the term "alkenyl group" means both straight-chain and branched-chain alkene radicals. Unless otherwise limited, an alkenyl group contains 2 to 20 carbon atoms, and the alkenyl group may optionally be substituted.

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

[0029] As used herein, the term "alkynyl group" means both straight-chain and branched-chain alkyne radicals. Unless otherwise limited, an alkynyl group contains 2 to 20 carbon atoms. The alkynyl group may optionally be substituted.

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

[0031] As used herein, the terms "aralkyl group" or "arylalkyl group" are used interchangeably and mean an alkyl group having an aromatic group as a substituent. Unless otherwise limited, an aralkyl group contains 7 to 60 carbon atoms, and the aralkyl group may optionally be substituted.

[0032] As used herein, the terms "aryl group", "aromatic group", "aromatic ring", "aromatic carbocyclic ring", and "aromatic heterocyclic ring" include a conjugated structure and may include single rings and polycyclic rings. The polycyclic rings may include "fused rings" which are two or more rings in which two carbons are common to two adjacent rings. Unless otherwise limited, an aryl group contains 5 to 60 carbon atoms, and the aryl group may optionally be substituted.

[0033] As used herein, the term "carbocyclic ring group" can be used as a term that includes any of the "cycloalkyl group", "cycloalkenyl group", "cycloalkynyl group" of the alicyclic ring group and the "aryl group" of the aromatic ring group, unless otherwise particularly limited.

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

[0035] As used herein, the terms "heteroalkyl group", "heteroalkenyl group", "heteroalkynyl group", "heteroaralkyl group (heteroarylalkyl group)" mean that one or more of the carbon atoms constituting them are substituted with heteroatoms such as oxygen (O), nitrogen (N), sulfur (S), etc. Furthermore, the heteroalkyl group, heteroalkenyl group, heteroalkynyl group, heteroaralkyl group (heteroarylalkyl group) may be optionally substituted.

[0036] As used herein, the terms "alkylamino group", "aralkylamino group", "arylamino group", "heteroarylamino group" mean that the amine group is substituted with an alkyl group, aralkyl group, aryl group, or heteroaryl group which is a heterocyclic ring, and include any of primary, secondary, and tertiary amines. Furthermore, the alkylamino group, aralkylamino group, arylamino group, heteroarylamino group may be optionally substituted.

[0037] As used herein, the terms "alkylsilyl group", "arylsilyl group", "alkoxy group", "aryloxy group", "alkylthio group", and "arylthio group" mean that the respective silyl group, oxy group, or thio group is substituted with an alkyl group and an aryl group, and furthermore, the alkylsilyl group, arylsilyl group, alkoxy group, aryloxy group, alkylthio group, and arylthio group 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 the carbon atom, and in the case of "substituted", it may be by one substituent or a plurality of substituents, and when there are a plurality of substituents, each substituent may be the same as or different from each other.

[0039] Unless otherwise specified herein, the substituent in the case of "substituted" is deuterium, halogen, C1-C20 alkyl, C3-C30 cycloalkyl, C1-C20 heteroalkyl, C2-C30 heterocycloalkyl, C7-C30 arylalkyl, C1-C20 alkoxy, C6-C30 aryloxy, amino, silyl, C1-C20 alkylsilyl, C6-C20 arylsilyl, C7-C20 alkylarylsilyl, C2-C20 alkenyl, C3-C20 cycloalkenyl, C2-C20 heteroalkenyl, C2-C20 alkynyl, C6-C30 aryl, C2-C30 heteroaryl, C2-C20 acyl, carboxyl group, nitrile, isonitrile, sulfanyl, phosphinoo, phenyl, dibenzofuran, and at least one selected from the group consisting of combinations thereof, including the case where at least one hydrogen of the substituent is substituted with deuterium, for example, a part or all of the substituent can be deuterated.

[0040] Among the definitions of the substituents in this specification, the term "these combinations" used indicates that when there are multiple substituents, they can be defined as combinations in a list arranged by the multiple substituents.

[0041] As substituents referred to in this specification, substituents other than those defined as above follow the definitions of known substituents.

[0042] In this specification, when a ring is formed by connecting two of the defined substituents including hydrogen, it includes the case where one of the two is hydrogen and the other is not hydrogen, and the case where the hydrogen is connected while dropping off.

[0043] "Deuteration" in this specification means being substituted with deuterium instead of light hydrogen in a compound.

[0044] The term "bidentate" used in this specification means a ligand having two coordination sites that simultaneously bind to a metal atom such as iridium. In one embodiment, the bidentate ligand includes bidentate carboxylate, bidentate amine, bidentate thiocarboxylate, bidentate diphosphine, bidentate mercaptopyrimidine or bidentate dithiocarboxylate.

[0045] Unless otherwise referred to in this specification, the position to be substituted is not limited as long as it is the position where a hydrogen atom is substituted, that is, the position where a substituent can be substituted. When there are two or more substituents, the substituents may be the same or different from each other.

[0046] Each object and substituent defined in this specification may be the same or different unless otherwise referred to.

[0047] Hereinafter, the structure of the organometallic compound according to the present invention and the organic light-emitting device including the same will be described in detail.

[0048] Conventionally, organometallic compounds have been used as dopants in the phosphorescent emitting layer. For example, as the main ligand structure of the organometallic compound, structures such as 2-phenylpyridine are known. However, these conventional emitting dopants have limitations in improving the efficiency and lifespan of the organic light-emitting device, and it has been necessary to develop a novel emitting dopant material. By mixing a hole transport type host and an electron transport type host as host materials together with the dopant material, it has been experimentally confirmed that the efficiency and lifespan of the organic light-emitting device can be further increased, the driving voltage can be decreased, and the characteristics of the organic light-emitting device can be improved, thus completing the present invention.

[0049] According to an embodiment of the present invention, there is provided an organic light-emitting device including 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 an emitting layer, the emitting layer includes a dopant material and a host material, the dopant material includes an organometallic compound represented by the following Chemical Formula 1, and the host material 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 Chemical Formula 1 above, M is a central coordination metal and is one 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 is a ligand represented by Chemical Formula 2, L B is a bidentate ligand, m is 1, 2, or 3, n is 0, 1, or 2, and m + n is the oxidation number of the metal M.

Chemical Structure

[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 fully 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 fully 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 each other. 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), R 12 of the 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 the Rs 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 the Rs 10 to R 12 is substituted10 ~R 12 The substituents of ~R are each independently at least one selected from the group consisting of deuterium, halogen, and combinations thereof, and the substituents of the aforementioned R 10 ~R 12 When there are a plurality of substituents of ~R, each substituent is the same as or different from each other. p is 2, and the dotted line indicates the connection position to the central coordination metal M.

Chemical formula

[0052] In the above chemical formula 4, Ar is each independently a divalent group of an aromatic ring or an aromatic heterocycle selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene, and Ar1 and Ar2 are each independently a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C2-C60 heteroaryl group. R 21-1 ~R 21-4 are each 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, 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 are at least one selected from the group consisting thereof. o is a constant from 0 to 3, and when o is a constant of 2 or 3, R 21-1 are the same as or different from each other, and optionally R 21-1can be partially or fully deuterated. s is a constant of 0 to 4 independently, and when s is a constant of 2 to 4, R 21-2 are the same or different, and optionally R 21-2 can be partially or fully deuterated. t is a constant of 0 to 4 independently, and when t is a constant of 2 to 4, R 21-3 are the same or different, and optionally R 21-3 can be partially or fully deuterated. u is a constant of 0 to 4 independently, and when u is a constant of 2 to 4, R 21-4 are the same or different, and optionally R 21-4 can be partially or fully 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 a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C7-C20 arylalkylene group. [Chemical formula]

[0053] In the above chemical formula 5, the B ring is a substituted or unsubstituted C6-C30 single-ring or polycyclic aromatic fused ring, and X 11 and X 12 are each independently N or CR'. L1 is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene 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 is one selected from the group consisting of, where L 24is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group, and R k 、R l and R m are each independently hydrogen, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group. One or more of the hydrogens of the alkyl group, aryl group, heteroarylene group or -L 24 -SiR k R l R m is unsubstituted or substituted with one or more of deuterium and halogen atoms, and Z is one selected from the group consisting of the following structures.

Chemical formula

[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 fully 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 a homoleptic structure where n is 0; a heteroleptic structure where n is 1; or a heteroleptic structure where n is 2; and for example, n may be 2.

[0056] In one embodiment, n in Chemical Formula 1 may be one of the constants from 0 to 2, and for example, n may be 2.

[0057] In one embodiment, m in Chemical Formula 1 may be 1 or more, for example, a constant of 1 to 3, or for example, a constant of 1 or 2.

[0058] In Chemical Formula 1, when m is 2 or 3, or when n is 2, substituents represented by the same symbol and present in plurality may be the same as or different from each other.

[0059] In one embodiment, L in Chemical Formula 1 B may include an electron donor moiety that acts as an electron donor auxiliary ligand. As the electron donor auxiliary ligand, L B increases the electron density of the central coordination metal M in Chemical Formula 1, decreases the energy of MLCT (metal to ligand charge transfer), and acts to increase the contribution ratio of MLCT to the T1 state. As a result, an organic light-emitting device including the organometallic compound represented by Chemical Formula 1 can exhibit improved light-emitting characteristics such as high luminous efficiency and high external quantum efficiency. 3

[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 the following Chemical Formula 3-1 and Chemical Formula 3-2.

Chemical formula

Chemical formula

[0061] In Chemical Formula 3-1 and Chemical Formula 3-2, Z3 to Z5 are each independently selected from the group consisting 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, 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, acyl group, carboxyl group, nitrile group, isonitrile group, sulfanyl group, and phosphino group. Z6 and Z7 are each independently selected from oxygen (O) and nitrogen (NRz), and each Rz is independently selected from the group consisting of hydrogen, C1-C20 linear alkyl group, and substituted or unsubstituted C3-C20 branched alkyl group. The dotted line indicates the connection 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 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 above may be shown in 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 Chemical Formula 1-2 may be shown in 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), and the compound represented by Chemical Formula 1-3 may be a compound shown in 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).

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chemical Structure

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

Chem.

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

[0069] In one embodiment, among the above Chemical Formula 2, A may be a ring structure of pyridine.

[0070] In one embodiment, among the above Chemical Formula 1, M may be iridium (Ir).

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

[0072] In one embodiment, at least one of R9 in the above chemical formula 2 may not be hydrogen.

[0073] In one embodiment, R in the above chemical formula 2 10 ~R 12 may each independently be at least one selected 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 the above chemical formula 1 may be one of the following compounds RD-1 to compound RD-20, but is not limited thereto as long as it belongs to the definition of the above chemical formula 1.

Chemical formula

Chemical formula

Chemical formula

Chemical formula

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

[0076] In one embodiment, the compound represented by Chemical Formula 4 may be one selected from the group consisting of the following Compound RHH-1 to Compound RHH-20, and is not limited thereto as long as it belongs to the definition of Chemical Formula 4.

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0077] In one embodiment, X in Chemical Formula 5 11 and X 12 may be N.

[0078] In one embodiment, the compound represented by Chemical Formula 5 may be one selected from the group consisting of the following Compound REH-1 to Compound REH-20, and is not limited thereto as long as it belongs to the definition of Chemical Formula 5.

Chemical formula

Chem.

Chem.

Chem.

[0079] Specifically, referring to FIG. 1 according to an embodiment of the present invention, an organic light-emitting device 100 including 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 can be provided. The intermediate layer 130 may include a light-emitting layer 160. The light-emitting layer 160 may include a dopant material 160' and host materials 160'', 160'''. As the dopant material, it may include an organometallic compound 160' represented by the following Chemical Formula 1. The host material may include a two-host mixture of 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] Also, in the organic light-emitting device 100, the intermediate layer 130 disposed between the first electrode 110 and the second electrode 120 may have a structure including a hole injection layer 140 (hole injection layer; HIL), a hole transport layer 150 (hole transfer layer; HTL), a light-emitting layer 160 (emission material layer; EML), an electron transport layer 170 (electron transfer layer; ETL), and an electron injection layer 180 (electron injection layer; EIL) in sequence from the first electrode 110. The second electrode 120 can be formed on the electron injection layer 180, and a protective film (not shown) can be formed thereon.

[0081] Although not shown in FIG. 1, one or more of a hole transport auxiliary layer and an electron blocking layer can be further added between the hole transport layer 150 and the light emitting layer 160.

[0082] The hole transport auxiliary layer contains a compound having good hole transport characteristics, and by reducing the HOMO energy level difference between the hole transport layer 150 and the light emitting layer 160, the injection characteristics of holes can be adjusted, and the accumulation of holes at the interface between the hole transport auxiliary layer and the light emitting layer 160 can be reduced. The quenching phenomenon in which excitons due to polarons at the interface disappear can be reduced. As a result, the degradation phenomenon of the device is reduced, the device is stabilized, and the efficiency and lifespan can be improved.

[0083] The electron blocking layer can adjust the movement of electrons and their combination with holes, prevent electrons from flowing into the hole transport layer, and improve the efficiency and lifespan of the organic light-emitting device. The material for forming the electron blocking 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-fluorene-2-amine, TAPC, MTDATA, mCP, mCBP, CuPC, DNTPD, TDAPB, DCDPA, 2,8-bis(9-phenyl-9H-carbazol-3-yl)dibenzo[b,d]thiophene, etc. Further, the electron blocking layer may contain an inorganic compound. The inorganic compound can be selected from halide compounds such as LiF, NaF, KF, RbF, CsF, FrF, MgF2, CaF2, SrF2, BaF2, LiCl, NaCl, KCl, RbCl, CsCl, FrCl, and oxides such as Li2O, Li2O2, Na2O, K2O, Rb2O, Rb2O2, Cs2O, Cs2O2, LiAlO2, LiBO2, LiTaO3, LiNbO3, LiWO4, Li2CO, NaWO4, KAlO2, K2SiO3, B2O5, Al2O3, SiO2, etc., but is not necessarily limited thereto.

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

[0085] The second electrode 120 may be a negative electrode and may be made of Al, Mg, Ca, Ag, or those containing alloys or combinations thereof, which are conductive materials with a relatively small work function value, but is not limited thereto.

[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 a function of improving the interfacial characteristics between the first electrode 110 and the hole transport layer 150, and can be selected from substances having appropriate conductivity. The hole injection layer 140 may contain compounds such as MTDATA, CuPc, TCTA, HATCN, TDAPB, PEDOT / PSS, N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N1,N4,N4-triphenylbenzene-1,4-diamine), and preferably may contain 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-carbazol-3-yl)phenyl)-9H-fluorene-2-amine, N-(biphenyl-4-yl)-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)biphenyl)-4-amine, and preferably may contain NPB, but is not limited thereto.

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

[0089] According to an embodiment of the present invention, the doping concentration of the 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''', and although 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, for example, 5 to 6% by weight.

[0090] According to an embodiment of the present invention, the mixing ratio of the two hosts 160'', 160''' is not particularly limited. The host 160'' which is a compound represented by Chemical Formula 4 has hole transport characteristics, and the host 160''' which is a compound represented by Chemical Formula 5 has electron transport characteristics. Therefore, when the two hosts are mixed, the advantage of increasing the lifetime characteristics can be achieved, and the mixing ratio of the two hosts can be adjusted as appropriate. Thus, the mixing ratio of the two hosts in which the compound represented by Chemical Formula 4 and the compound represented by Chemical Formula 5 are mixed is not particularly limited, and the ratio (by weight) of the compound represented by Chemical Formula 4: 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, for example, 8:2.

[0091] Also, an electron transport layer 170 and an electron injection layer 180 may be sequentially laminated between the light-emitting layer 160 and the second electrode 120. The material of the electron transport layer 170 is required to have high electron mobility, but can stably supply electrons to the light-emitting layer by smooth electron transport.

[0092] For example, the material of the electron transport layer 170 is one used in the art, and includes, for example, compounds 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(1-phenyl-1-H-benzimidazole), oxadiazole, triazole, phenanthroline, benzoxazole, benzthiazole, 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, etc., and preferably may include 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, but is not limited thereto.

[0093] The electron injection layer 180 serves to facilitate the smooth injection of electrons. The material of the electron injection layer is one used in the relevant technical field. For example, it may include compounds such as Alq3 (tris(8-hydroxyquinolino)aluminum), PBD, TAZ, spiro-PBD, BAlq, SAlq, etc., but is not limited thereto. Alternatively, the electron injection layer 180 may be made of a metal compound. The metal compound may include, for example, Liq, LiF, NaF, KF, RbF, CsF, FrF, BeF2, MgF2, CaF2, SrF2, BaF2, RaF2, etc., but is not limited thereto.

[0094] The organic light-emitting device of the present invention may be a white organic light-emitting device having a tandem structure. In the case of the tandem organic light-emitting device according to an embodiment of the present invention, a single light-emitting stack (or light-emitting unit) can be formed in a structure where two or more are connected by a charge generation layer (CGL, Charge Generation Layer). The organic light-emitting device may include a first electrode and a second electrode facing each other on a substrate, and two or more light-emitting stacks (stacks; light-emitting units) laminated between the first and second electrodes and having a light-emitting layer that emits light in a specific wavelength band. The plurality of light-emitting stacks (light-emitting units) can be applied to emit the same color or different colors from each other. Also, one light-emitting stack (light-emitting unit) may also include one or more light-emitting layers, and the plurality of light-emitting layers may be the same or different color light-emitting layers from each other.

[0095] At this time, one or more of the light-emitting layers included in the plurality of light-emitting units may include an organometallic compound represented by Chemical Formula 1 according to the present invention as a dopant material. The plurality of light-emitting units in the tandem structure may be connected to a charge generation layer (CGL) composed of an N-type (N-type) charge generation layer and a P-type (P-type) charge generation layer.

[0096] According to an embodiment of the present invention, there is provided an organic light-emitting device including a first electrode, a second electrode facing the first electrode, and at least one light-emitting part located between the first electrode and the second electrode, wherein at least one of the light-emitting parts includes a red phosphorescent light-emitting layer, the red phosphorescent light-emitting layer includes a dopant material and a host material, the dopant material includes an organometallic compound represented by Chemical Formula 1 above, and the host material includes a compound represented by Chemical Formula 4 above and a compound represented by Chemical Formula 5 above.

[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 device may have a structure in which a plurality of light-emitting parts are present between the first electrode and the second electrode and are connected by a charge generation layer disposed between the plurality of light-emitting parts.

[0099] FIG. 2 and FIG. 3, which are exemplary embodiments of the present invention, are cross-sectional views schematically showing tandem-structured organic light-emitting devices having two light-emitting parts and three light-emitting parts, respectively.

[0100] As shown in FIG. 2, the organic light-emitting device 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an intermediate layer 230 positioned between the first electrode 110 and the second electrode 120. The intermediate layer 230 is positioned between the first electrode 110 and the second electrode 120, and includes a first light-emitting part (ST1) including a first light-emitting layer 261, a second light-emitting part (ST2) including a second light-emitting layer 262 positioned between the first light-emitting part (ST1) and the second electrode 120, and a charge generation layer (CGL) positioned between the first and second light-emitting parts (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 include an organometallic compound represented by Chemical Formula 1 according to the present invention as a dopant 262'. For example, as shown in FIG. 2, the second light-emitting layer 262 of the second light-emitting part (ST2) may include 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 FIG. 2, each of the first and second light-emitting parts (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 FIG. 2 can be applied in the same or similar manner as the content described above for the hole-transporting layer 150 in FIG. 1. Also, the first electron-transporting layer 271 and the second electron-transporting layer 272 in FIG. 2 can be applied in the same or similar manner as the content described above for the electron-transporting layer 170 in FIG. 1.

[0101] As shown in FIG. 3, the organic light-emitting device 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an intermediate layer 330 positioned between the first electrode 110 and the second electrode 120. The intermediate layer 330 is positioned between the first electrode 110 and the second electrode 120, and includes a first light-emitting part (ST1) including a first light-emitting layer 261, a second light-emitting part (ST2) including a second light-emitting layer 262, a third light-emitting part (ST3) including a third light-emitting layer 263, a first charge generation layer (CGL1) positioned between the first and second light-emitting parts (ST1 and ST2), and a second charge generation layer (CGL2) positioned between the second and third light-emitting parts (ST2 and ST3). The first and second charge generation layers (CGL1 and CGL2) may each include an N-type charge generation layer 291, 293 and a P-type charge generation layer 292, 294. One or more of the first light-emitting layer 261, the second light-emitting layer 262, and the third light-emitting layer 263 may include an organometallic compound represented by Chemical Formula 1 according to the present invention as a dopant. For example, as shown in FIG. 3, the second light-emitting layer 262 of the second light-emitting part (ST2) may include 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 FIG. 3, each of the first, second, and third light-emitting parts (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 in 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 FIG. 3 may be applied in the same or similar manner as the content described above for the hole-transporting layer 150 in FIG. 1. Also, the first electron-transporting layer 271, the second electron-transporting layer 272, and the third electron-transporting layer 273 in FIG. 3 may be applied in the same or similar manner as the content described above for the electron-transporting layer 170 in FIG. 1.

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

[0103] The organic light-emitting device according to the present invention can be used in an organic light-emitting display device, a lighting device to which the organic light-emitting device is applied, and the like.

[0104] According to an embodiment of the present invention, there is provided an organic light-emitting display device including a substrate, a driving element located on the substrate, and an organic light-emitting element located on the substrate and connected to the driving element.

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

[0106] As shown in FIG. 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. On the substrate 3010, there are located a driving thin-film transistor (Td) as a driving element and an organic light-emitting element 4000 connected to the driving thin-film transistor (Td).

[0107] Although not explicitly shown in FIG. 4, on the substrate 3010, there are further formed a gate wiring and a data wiring that intersect each other to define a pixel region, a power wiring that extends parallel and spaced apart from either the gate wiring or the data wiring, a switching thin-film transistor connected to the gate wiring and the data wiring, and a storage capacitor 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. When the semiconductor layer 3100 is made of an oxide semiconductor material, a light-shielding pattern (not shown) may be formed below the semiconductor layer 3100, and the light-shielding pattern prevents light from entering the semiconductor layer 3100 and prevents the semiconductor layer 3100 from deteriorating due to light. In contrast, the semiconductor layer 3100 may be made of polycrystalline silicon, and in this case, impurities may be doped at both edges of the semiconductor layer 3100.

[0110] On the upper part of the semiconductor layer 3100, a gate insulating film 3200 made of an insulating material is formed on the entire surface of the substrate 3010. The gate insulating film 3200 may be made of an inorganic insulating material such as silicon oxide or silicon nitride.

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

[0112] On the upper part of the gate electrode 3300, an interlayer insulating film 3400 made of an insulating material is formed on the entire surface of the substrate 3010. The interlayer insulating film 3400 may be formed of an inorganic insulating material such as silicon oxide or silicon nitride, or may be formed of an organic insulating material such as benzocyclobutene or photo-acryl.

[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 and are spaced apart from the gate electrode 3300.

[0114] On the interlayer insulating film 3400, a source electrode 3520 and a drain electrode 3540 made of a conductive material such as metal are formed. The source electrode 3520 and the drain electrode 3540 are spaced apart centering around the gate electrode 3300, and are in contact with both sides of the semiconductor layer 3100 through the 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, the gate electrode 3300, the source electrode 3520, and the 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, the source electrode 3520, and the drain electrode 3540 are located above the semiconductor layer 3100.

[0116] Differently, the driving thin-film transistor (Td) may have an inverted staggered structure in which the gate electrode is located below the semiconductor layer and the source electrode and the drain electrode are located above 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 color filter patterns of red, green, and blue that absorb light may be formed separately for each pixel region, and each of these color filter patterns may be arranged to overlap with the intermediate layer 4300 among the organic light-emitting elements 4000 that emit light in the wavelength band to be absorbed. By adopting the color filter 3600, the organic light-emitting display device 3000 can implement full-color.

[0118] For example, when the organic light-emitting display device 3000 is of the bottom-emission type, a color filter 3600 that absorbs light may be located above the interlayer insulating film 3400 corresponding to the organic light-emitting element 4000. In an exemplary embodiment, when the organic light-emitting display device 3000 is of the top-emission type, the color filter may be located above the organic light-emitting element 4000, that is, above 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, a planarization layer 3700 having 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 connected to the drain electrode 3540 of the driving thin-film transistor (Td) through the drain contact hole 3720 is formed separately for each pixel region.

[0121] The first electrode 4100 may be an anode or may be made of a conductive material having 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, when the organic light-emitting display device 3000 is of the top-emission type, a reflective electrode or a reflective layer may be further formed below the first electrode 4100. For example, the reflective electrode or the reflective layer may be made of any one of aluminum (Al), silver (Ag), nickel (Ni), and a silver-palladium-copper (Ag-Pd-Cu: APC) alloy.

[0123] On the planarization layer 3700, a bank layer 3800 that covers the edge of the first electrode 4100 is formed. 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. Optionally, the organic light-emitting device 4000 may have a tandem structure. For the tandem structure, refer to FIGS. 2 to 4 showing exemplary embodiments of the present invention and the above description related thereto.

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

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

[0127] A sealing film 3900 is formed on the second electrode 4200 to prevent external moisture from penetrating into the organic light-emitting device 4000. Although not explicitly shown in FIG. 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 stacked, and is not limited thereto.

[0128] Hereinafter, examples of the present invention will be described. However, the following examples are only illustrative of the present invention and are not limited thereto.

Example

[0129] Example 1 Before use, the ITO substrate was cleaned with UV ozone and then loaded into an evaporation system. Subsequently, the substrate was transferred into a vacuum evaporation chamber to deposit any other layers on top of the substrate. Under a vacuum of about 10 -7 Torr, the following layers were deposited by evaporation from a heating boat in the following order.

[0130] On the prepared ITO transparent electrode, HATCN (see the following structure) was thermally vacuum-deposited as a hole injection material to form a 100 Å thick hole injection layer. Then, HTL (see the following structure) was thermally vacuum-deposited as a hole transport material to form a 700 Å thick hole transport layer. Subsequently, using RD6 as a dopant and a mixed material of RHH1 and REH1 (RHH1:REH1 = 1:1, weight basis) as a host, a 300 Å thick light-emitting layer was formed. The doping concentration of the dopant in the light-emitting layer was 10 wt%. Then, Alq3 (see the following structure) as an electron transport material and LiF as an electron injection material were sequentially thermally vacuum-deposited to form a 300 Å thick electron transport layer and a 10 Å thick electron injection layer. After that, 1000 Å thick aluminum was deposited to form a negative electrode, and an organic light-emitting device having an ITO / hole injection layer / hole transport layer / light-emitting layer / electron transport layer / electron injection layer / negative electrode structure was fabricated. After depositing each layer, in order to form a film, it was transferred from the deposition chamber to a drying box, and subsequently, it was sealed using UV-curable epoxy and a moisture getter.

[0131] Examples 2 to 144 and Comparative Examples 1 to 4 Except for using the dopant materials and host materials described in Tables 1 to 8 below in Example 1, 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 (weight basis). In Comparative Examples 1 to 4, one kind of "CBP" having the following structure was used as the host of the light-emitting layer, respectively.

[0132] The materials used in the above Examples 1 - 144 and Comparative Examples 1 - 4 are as follows.

Chemical formula

Chemical formula

Chemical formula

Chemical formula

[0133] Experimental Example The organic light-emitting devices manufactured in Examples 1 to 144 and Comparative Examples 1 to 4 respectively have a light-emitting area of 9 mm 2 . Each organic light-emitting device is connected to an external power supply, and the device characteristics are evaluated at room temperature using a current supply source (KEITHLEY) and a photometer PR650, and the results are shown in Tables 1 to 8 below. When a DC voltage was applied, light emission with characteristics as shown in Tables 1 to 8 below was confirmed.

[0134] Specifically, the driving voltage (V), external quantum efficiency (EQE), and lifetime characteristics (LT95) were measured with a current density of 10 mA / cm 2 as a reference, and the measured values of Examples 1 to 144 were calculated as relative values (percentage, %) with respect to any one of Comparative Examples 1 to 4, and the results are shown in Tables 1 to 8 below.

[0135] The LT95 lifetime means the time it takes for the organic light-emitting device to lose 5% of its initial brightness at 40 °C and a reference of 40 mA / cm 2 (the lifetime time from 100% to 95%). LT95 is the most difficult device characteristic specification to meet and determines whether the burn-in phenomenon of the organic light-emitting device occurs or not.

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

[0145] As described above, the examples of this specification have been described in more detail with reference to the accompanying drawings. However, this specification is not necessarily limited to these examples, and various modifications can be made without departing from the technical idea of this specification. Therefore, the examples disclosed in this specification are for explanation, not for limiting the technical idea of this specification, and the scope of the technical idea of this specification is not limited by these examples. Therefore, it must be understood that the above-described examples are illustrative in all respects and not restrictive. The protection scope of this specification must be construed according to the scope of the claims, and it should be construed that any technical idea within the equivalent scope is included in the scope of rights of this specification.

Description of Symbols

[0146] 100, 4000 Organic light-emitting element 110, 4100 First electrode 120, 4200 Second electrode 130, 230, 330, 4300 Intermediate layer 140 Hole injection layer 150 Hole transport layer 251 First hole transport layer 252 Second hole transport layer 253 Third hole transport layer 160 Light-emitting layer 261 First light-emitting layer 262 Second light-emitting layer 263 Third light-emitting layer 160’, 262’ Dopant 160’’, 262’’ Hole-transporting host 160’’’, 262’’’ Electron-transporting 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 device 3010 Substrate 3100 Semiconductor layer 3200 Gate insulating film 3300 Gate electrode 3400 Interlayer insulating film 3420 First semiconductor layer contact hole 3440 Second semiconductor layer contact hole 3520 Source electrode 3540 Drain electrode 3600 Color filter 3700 Planarization layer 3720 Drain contact hole 3800 Bank layer 3900 Encapsulation film

Claims

1. A first electrode; a second electrode facing the first electrode; an intermediate layer disposed between the first electrode and the second electrode; Including, the intermediate layer includes an emitting layer, the emitting layer includes a dopant material and a host material; The dopant material includes an organometallic compound represented by the following Chemical Formula 1: The host material includes 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 devices. [Chemical formula 1] M(L Ａ ) ｍ (L Ｂ ) ｎ In the above Chemical Formula 1, M is a 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 is a ligand represented by chemical formula 2, L Ｂ is a bidentate ligand, m is 1, 2 or 3, n is 0, 1 or 2, and m+n is the oxidation number of the metal M; 【Chemistry 1】 In the above Chemical Formula 2, A is a ring structure selected from the group consisting of substituted or unsubstituted pyridine and substituted or unsubstituted pyrimidine; R １ ~R ８ are 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 are 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, a C3-C20 cycloalkyl group, a halogen, a nitrile group, a substituted or unsubstituted C1-C20 alkoxy group, and combinations thereof; and optionally R ９ can be partially or fully deuterated, The R １ ~R ９ When any of the following is substituted, R １ ~R ９ The substituents of R may each independently be at least one selected from the group consisting of deuterium, halogen, a C3-C10 cycloalkyl group, and combinations thereof; １ ~R ９ When there are a plurality of substituents, each substituent may be the same or different; Y is BR １０ , C.R. １０ R １１ , C=O, CNR １０ , SiR １０ R １１ , N.R. １０ , P.R. １０ , A.S.R. 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 １０ , O, S, Se, Te, SO, SO ２ , SeO, SeO ２ , TeO, and TeO ２ At least one selected from the group consisting of: X １ ~X ４ are each independently CR １２ and nitrogen (N), X １ ~X ４ Two adjacent ones are CR １２ If the two R 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 ring structure; X １ ~X ４ Of the two adjacent ones, one is CR. １２ and the other one is nitrogen (N), then R １２ is not connected to the nitrogen atom which is another one of the nitrogen atoms or is connected to the nitrogen atom which is another one of the nitrogen atoms to form a 5-membered or 6-membered aromatic heterocyclic structure; １２ The aromatic ring or substituted or unsubstituted aromatic heterocyclic structure formed by connecting the aromatic ring and the substituted or unsubstituted aromatic heterocyclic structure is substituted or unsubstituted with at least one deuterium atom, R １０ ~R １２ each independently represents hydrogen, deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 linear alkyl group, a substituted or unsubstituted C3-C20 branched alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a 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; The R １０ ~R １２ When any of the following is substituted, R １０ ~R １２ Each of the substituents of R is independently at least one selected from the group consisting of deuterium, halogen, and combinations thereof; １０ ~R １２ When there are a plurality of substituents, each substituent may be the same or different; p is 2; The dotted line indicates the position of connection to the central coordination metal M; 【Chemistry 2】 In the above Chemical Formula 4, Ar each independently represents a divalent aromatic ring or aromatic heterocyclic ring selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene; Ar １ and Ar ２ each independently represents a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C2-C60 heteroaryl group; R ２１－１ ~R ２１－４ each independently represents deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C3-C20 cycloalkenyl group, at least one selected from the group consisting of an alkyl 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 from 0 to 3, and when o is a constant of 2 or 3, R ２１－１ are the same or different, and optionally R ２１－１ can be partially or fully deuterated, Each s is independently a constant from 0 to 4, and when s is a constant from 2 to 4, R ２１－２ are the same or different, and optionally R ２１－２ can be partially or fully deuterated, Each t is independently a constant from 0 to 4, and when t is a constant from 2 to 4, R ２１－３ are the same or different, and optionally R ２１－３ can be partially or fully deuterated, Each u is independently a constant from 0 to 4, and when u is a constant from 2 to 4, R ２１－４ are the same or different, and optionally R ２１－４ can be partially or fully 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 a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C7-C20 arylalkylene group; 【Chemistry 3】 In the above Chemical Formula 5, Ring B is a substituted or unsubstituted C6-C30 monocyclic or polycyclic aromatic fused ring; X １１ and X １２ are each independently N or CR'; L １ is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group; Ar ３ 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 wherein L is one selected from the group consisting of ２４ is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group; R ｋ , R ｌ and R ｍ each independently represents a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group; The Ar ３ an alkyl group, an aryl group, a heteroaryl group, or -L ２４ -SiR ｋ R ｌ R ｍ one or more of the hydrogen atoms is not replaced or is replaced by one or more of a deuterium atom and a halogen atom; Z is one selected from the group consisting of the following structures: 【Chemistry 4】 W is O, S, NR ３１ , C.R. ３１ R ３２ , and SiR ３１ R ３２ is one selected from the group consisting of R ２２ ~R ３２ and R' are each independently hydrogen, deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C7-C20 cycloalkyl group, a substituted or unsubstituted C2-C20 cycloalkyl group, a substituted or unsubstituted C3 ... 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 a constant of 1, 2, 3, or 4; b, d, and g are each independently a constant 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 is represented by one structure selected from the group consisting of the following chemical formula 3-1 and chemical formula 3-2: The organic light-emitting device according to claim 1 . 【Chemistry 5】 【Chemistry 6】 In the above Chemical Formula 3-1 and Chemical Formula 3-2, Z ３ ~Z ５ each independently represents hydrogen, deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 linear alkyl group, a substituted or unsubstituted C3-C20 branched alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or one selected from the group consisting of an unsubstituted 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, an acyl group, a carboxyl group, a nitrile group, an isonitrile group, a sulfanyl group, and a phosphino group; Z ６ and Z ７ are each independently one selected from oxygen (O) and nitrogen (NRz), each Rz being independently one selected from the group consisting of hydrogen, a C1-C20 linear alkyl group, and a substituted or unsubstituted C3-C20 branched alkyl group; The dotted line indicates the point of attachment to the central coordinate 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 device according to claim 1 . 【Chemistry 7】 【Chemistry 8】 【Chemistry 9】 【Chemistry 10】 【Chemistry 11】 【Chemistry 12】 【Chemistry 13】 【Chemistry 14】 【Chemistry 15】 【Chemistry 16】 【Chemistry 17】 【Chemistry 18】 【Chemistry 19】 【Chemistry 20】 【Chemistry 21】 【Chemical 22】 【Chemistry 23】 【Chemistry 24】 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 the same as defined in Chemical Formula 1 above; Z ３ ~Z ７ is defined as above in Chemical Formula 3-1 and Chemical Formula 3-2.

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

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

6. In the above chemical formula 2, Y is any one of O (oxygen), sulfur (S) and selenium (Se); The organic light-emitting device according to claim 1 .

7. The R in the above Chemical Formula 2 ９ At least one of the groups is not hydrogen; The organic light-emitting device according to claim 1 .

8. The R in the above Chemical Formula 2 １０ ~R １２ are each independently at least one selected from the group consisting of hydrogen, deuterium, a halogen, a nitrile group, a nitro group, a substituted or unsubstituted C1-C20 alkoxy group, an amino group, a substituted or unsubstituted C1-C10 linear alkyl group, a substituted or unsubstituted C3-C10 branched alkyl group, and a substituted or unsubstituted C3-C10 cycloalkyl group; The organic light-emitting device according to claim 1 .

9. The organometallic compound represented by the above formula 1 is one selected from the group consisting of the following compounds RD-1 to RD-20: The organic light-emitting device according to claim 1 . 【Chemistry 25】 【Chemistry 26】 【Chemical 27】 【Chemistry 28】

10. Ar in the above Chemical Formula 4 １ and Ar ２ are each independently one 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; ２ at least one hydrogen atom in any one of the above is not substituted or substituted with at least one selected from the group consisting of deuterium, a halogen atom, a C1-C10 alkyl group, a C6-C20 aryl group, a C2-C20 heteroaryl group, a nitrile group, a silyl group, and combinations thereof; The organic light-emitting device according to claim 1 .

11. The compound represented by the above formula 4 is one selected from the group consisting of the following compounds RHH-1 to RHH-20: The organic light-emitting device according to claim 1 . 【Chemical 29】 【Chemistry 30】 【Chemistry 31】 【Chemistry 32】

12. X in the above formula 5 １１ and X １２ is N, The organic light-emitting device according to claim 1 .

13. The compound represented by the above formula 5 is one selected from the group consisting of the following compounds REH-1 to REH-20: The organic light-emitting device according to claim 1 . 【Chemical 33】 【Chemical 34】 【Chemistry 35】 【Chemical 36】

14. The intermediate layer further includes any one or more of 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 device according to claim 1 .

15. A first electrode; a second electrode facing the first electrode; At least one light emitting portion located between the first electrode and the second electrode; Including, At least one of the light-emitting portions includes a red phosphorescent light-emitting layer, the red phosphorescent emitting layer includes a dopant material and a host material, The dopant material includes an organometallic compound represented by the following Chemical Formula 1: The host material includes a compound represented by the following Formula 4 and a compound represented by the following Formula 5. [Chemical formula 1] M(L Ａ ) ｍ (L Ｂ ) ｎ In the above Chemical Formula 1, M is a 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 is a ligand represented by chemical formula 2, L Ｂ is a bidentate ligand, m is 1, 2 or 3, n is 0, 1 or 2, and m+n is the oxidation number of the metal M; 【Chemical 37】 In the above Chemical Formula 2, A is a ring structure selected from the group consisting of substituted or unsubstituted pyridine and substituted or unsubstituted pyrimidine; R １ ~R ８ are 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 are 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, a C3-C20 cycloalkyl group, a halogen, a nitrile group, a substituted or unsubstituted C1-C20 alkoxy group, and combinations thereof; and optionally R ９ can be partially or fully deuterated, The R １ ~R ９ When any of the following is substituted, R １ ~R ９ The substituents of R may each independently be at least one selected from the group consisting of deuterium, halogen, a C3-C10 cycloalkyl group, and combinations thereof; １ ~R ９ When there are a plurality of substituents, each substituent may be the same or different; Y is BR １０ , C.R. １０ R １１ , C=O, CNR １０ , SiR １０ R １１ , N.R. １０ , P.R. １０ , A.S.R. 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 １０ , O, S, Se, Te, SO, SO ２ , SeO, SeO ２ , TeO, and TeO ２ At least one selected from the group consisting of: X １ ~X ４ are each independently CR １２ and nitrogen (N), X １ ~X ４ Two adjacent ones are CR １２ If the two R 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 ring structure; X １ ~X ４ Of the two adjacent ones, one is CR. １２ and the other one is nitrogen (N), then R １２ is not connected to the nitrogen atom which is another one of the nitrogen atoms or is connected to the nitrogen atom which is another one of the nitrogen atoms to form a 5-membered or 6-membered aromatic heterocyclic structure; １２ The aromatic ring or substituted or unsubstituted aromatic heterocyclic structure formed by connecting the aromatic ring and the substituted or unsubstituted aromatic heterocyclic structure is substituted or unsubstituted with at least one deuterium atom, R １０ ~R １２ each independently represents hydrogen, deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 linear alkyl group, a substituted or unsubstituted C3-C20 branched alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a 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; The R １０ ~R １２ When any of the following is substituted, R １０ ~R １２ Each of the substituents of R is independently at least one selected from the group consisting of deuterium, halogen, and combinations thereof; １０ ~R １２ When there are a plurality of substituents, each substituent may be the same or different; p is 2, the dotted line indicates the position of attachment to the central coordination metal M; 【Chemical 38】 In the above Chemical Formula 4, Ar each independently represents a divalent aromatic ring or aromatic heterocyclic ring selected from the group consisting of benzene, naphthalene, phenanthrene, fluorene, spirobifluorene, dibenzofuran, and dibenzothiophene; Ar １ and Ar ２ each independently represents a substituted or unsubstituted C6-C60 aryl group or a substituted or unsubstituted C2-C60 heteroaryl group; R ２１－１ ~R ２１－４ each independently represents deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C3-C20 cycloalkenyl group, at least one selected from the group consisting of an alkyl 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 from 0 to 3, and when o is a constant of 2 or 3, R ２１－１ are the same or different, and optionally R ２１－１ can be partially or fully deuterated, Each s is independently a constant from 0 to 4, and when s is a constant from 2 to 4, R ２１－２ are the same or different, and optionally R ２１－２ can be partially or fully deuterated, Each t is independently a constant from 0 to 4, and when t is a constant from 2 to 4, R ２１－３ are the same or different, and optionally R ２１－３ can be partially or fully deuterated, Each u is independently a constant from 0 to 4, and when u is a constant from 2 to 4, R ２１－４ are the same or different, and optionally R ２１－４ can be partially or fully 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 a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C7-C20 arylalkylene group; 【Chemical 39】 In the above Chemical Formula 5, Ring B is a substituted or unsubstituted C6-C30 monocyclic or polycyclic aromatic fused ring; X １１ and X １２ are each independently N or CR'; L １ is one selected from the group consisting of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, and a substituted or unsubstituted C3-C30 cycloalkylene group; Ar ３ 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 wherein L is one selected from the group consisting of ２４ is a single bond, a substituted or unsubstituted C6-C30 arylene group, or a substituted or unsubstituted C2-C30 heteroarylene group; R ｋ , R ｌ and R ｍ each independently represents a hydrogen atom, a substituted or unsubstituted C1-C30 alkyl group, or a substituted or unsubstituted C6-C30 aryl group; The Ar ３ an alkyl group, an aryl group, a heteroaryl group, or -L ２４ -SiR ｋ R ｌ R ｍ one or more of the hydrogen atoms is not replaced or is replaced by one or more of a deuterium atom and a halogen atom; Z is one selected from the group consisting of the following structures: 【Chemistry 40】 W is O, S, NR ３１ , C.R. ３１ R ３２ , and SiR ３１ R ３２ is one selected from the group consisting of R ２２ ~R ３２ and R' are each independently hydrogen, deuterium, a halogen, a hydroxyl group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C1-C20 alkyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C1-C20 heteroalkyl group, a substituted or unsubstituted C7-C20 arylalkyl group, a substituted or unsubstituted C2-C20 alkenyl group, a substituted or unsubstituted C3-C20 cycloalkyl group, a substituted or unsubstituted C7-C20 cycloalkyl group, a substituted or unsubstituted C2-C20 cycloalkyl group, a substituted or unsubstituted C3 ... 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 a constant of 1, 2, 3, or 4; b, d, and g are each independently a constant 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.

16. The organometallic compound represented by the above formula 1 is one selected from the group consisting of the following compounds RD-1 to RD-20: The organic light-emitting device according to claim 15 . 【Chemistry 41】 【Chemistry 42】 【Chemistry 43】 【Chemistry 44】

17. The compound represented by the above formula 4 is one selected from the group consisting of the following compounds RHH-1 to RHH-20: The organic light-emitting device according to claim 15 . 【Chemistry 45】 【Chemistry 46】 【Chemistry 47】 【Chemistry 48】

18. The compound represented by the above formula 5 is one selected from the group consisting of the following compounds REH-1 to REH-20: The organic light-emitting device according to claim 15 . 【Chemistry 49】 【Chemistry 50】 【Chemistry 51】 【Chemistry 52】

19. A plurality of light emitting portions are present between the first electrode and the second electrode, The plurality of light emitting units are connected to each other by a charge generation layer disposed between the plurality of light emitting units. The organic light-emitting device according to claim 15 .

20. A substrate; A driving element located on the substrate; An organic light-emitting element according to any one of claims 1 to 19, which is located on the substrate and connected to the driving element; Including, Organic light-emitting display device.

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