Organic light-emitting devices containing organometallic compounds and multiple types of host materials
The integration of organometallic compounds and specific host materials in the organic light-emitting element addresses efficiency and lifespan limitations, enhancing device performance and reducing power consumption.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- LG DISPLAY CO LTD
- Filing Date
- 2023-12-28
- Publication Date
- 2026-05-15
AI Technical Summary
Existing organic light-emitting devices face limitations in improving efficiency and lifespan due to the performance of phosphorescent dopant materials and host materials, necessitating the development of highly efficient organometallic compounds and optimal host materials to enhance driving voltage, efficiency, and lifespan.
An organic light-emitting element comprising a first and second electrode with an organic layer containing a light-emitting layer, where the dopant substance is an organometallic compound and the host substance includes specific compounds represented by Chemical Formulas 2 and 3, enhancing the efficiency and lifespan by mixing hole-transport and electron-transport host materials.
The combination of organometallic compounds and host materials improves the driving voltage, efficiency, and lifespan of organic light-emitting devices, reducing power consumption and stabilizing the devices.
Smart Images

Figure 0007860064000063 
Figure 0007860064000064 
Figure 0007860064000065
Abstract
Description
[Technical Field]
[0001] The present invention relates to an organic light-emitting device comprising an organometallic compound and a plurality of host materials. [Background technology]
[0002] Display devices are attracting increasing attention as they are applied to various fields. Among these display elements, organic light-emitting diode (OLED) technology, including OLEDs, is developing rapidly.
[0003] An organic light-emitting element is a device that, when an electric charge is injected into a light-emitting layer formed between a positive electrode and a negative electrode, combines electrons and holes to form excitons, and then releases the energy of these excitons as light. Compared to existing display technologies, organic light-emitting diodes have the advantages of being able to be driven at low voltage, consuming relatively little power, having excellent color reproduction, and being able to be used with flexible substrates, thus enabling a wide range of applications and allowing for flexible adjustment of the size of the display device.
[0004] Organic light-emitting diodes (OLEDs) offer superior viewing angles and brightness ratios compared to liquid crystal displays (LCDs), eliminate the need for backlights, and enable lightweight and ultra-thin designs. An organic light-emitting diode is formed by arranging multiple organic layers, such as a hole injection layer, hole transport layer, hole transport auxiliary layer, electron blocking layer, light-emitting layer, and electron transfer layer, between a negative electrode (electron injection electrode; cathode) and a positive electrode (hole injection electrode; anode).
[0005] In these organic light-emitting devices, when a voltage is applied between the two electrodes, electrons and holes are injected from the negative and positive electrodes, respectively, and the excitons generated in the light-emitting layer glow as they fall back to the ground state.
[0006] Organic materials used in organic light-emitting devices can be broadly classified into light-emitting materials and charge-transporting materials. Light-emitting materials are a crucial factor in determining the luminescence efficiency of organic light-emitting devices. They must have high quantum efficiency, excellent electron and hole mobility, and be uniformly and stably present in the light-emitting layer. Light-emitting materials are classified into blue, red, and green light-emitting materials based on the color they emit. As color-emitting materials, they are used as hosts and dopants to increase color purity and luminescence efficiency through energy transfer.
[0007] In fluorescent materials, only about 25% of the excitons formed in the light-emitting layer, known as singlets, are used to produce light, while the remaining 75% of triplets are almost entirely lost as heat. In contrast, phosphorescent materials have a light-emitting mechanism that converts both singlets and triplets into light.
[0008] To date, organometallic compounds have been used as phosphorescent materials in organic light-emitting devices. However, there is still a technical need to improve the performance of organic light-emitting devices by developing highly efficient phosphorescent dopant materials and applying hosts with optimal photochemical properties, in order to improve the efficiency and lifespan of existing organic light-emitting devices. [Overview of the project] [Problems that the invention aims to solve]
[0009] Therefore, the object of the present invention is to provide an organic light-emitting element in which an organometallic compound and multiple types of host materials are applied to an organic light-emitting layer, which can improve the driving voltage, efficiency, and lifespan.
[0010] The objectives of the present invention are not limited to those mentioned above. Other objectives and advantages of the present invention not mentioned can be understood from the following description and will be more clearly understood from the embodiments of the present invention. Furthermore, it is clear that the objectives and advantages of the present invention can be achieved by the means and combinations thereof described in the claims. [Means for solving the problem]
[0011] To solve the above problems, the present invention provides an organic light-emitting element comprising: a first electrode; a second electrode facing the first electrode; and an organic layer disposed between the first electrode and the second electrode; wherein the organic layer comprises a light-emitting layer, the light-emitting layer comprises a dopant substance and a host substance, the dopant substance comprises an organometallic compound represented by the following chemical formula 1, and the host substance comprises a compound represented by the following chemical formula 2 and a compound represented by the following chemical formula 3.
[0012] [ka]
[0013] In the above formula 1, X may be one selected from the group consisting of oxygen (O), sulfur (S), and selenium (Se). X1, X2, and X3 may each be nitrogen (N) or CR' independently. R1, R2, R3, R4, R7, R8, and R' may each be independently selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof. In this case, one or more of the hydrogens in R1, R2, R3, R4, R7, R8, and R' may be unsubstituted or substituted with deuterium. R5 and R6 may each independently be one selected from the group consisting of halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, and at this time, one or more of the hydrogens of R5 and R6 may be unsubstituted or substituted with deuterium. n may be a constant from 0 to 2. p, q, and w are independently constants from 1 to 4.
[0014] [Chemical formula]
[0015] In Chemical formula 2 above, R a and R b may be one selected from the group consisting of a C3-C40 monocyclic aryl group, polycyclic aryl group, monocyclic heteroaryl group, and polycyclic heteroaryl group, and R a and R b may each independently be substituted with one or more substituents selected from the group consisting of an alkyl group, aryl group, heteroaryl group, cyano group, alkylsilyl group, and arylsilyl group such as triphenylsilyl. R c and R d may each independently be one selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, r and s are each independently constants from 0 to 7, and when r is 2 or more, R c may be the same as or different from each other, and when s is 2 or more, R d may be the same as or different from each other.
[0016] [Chemical formula]
[0017] In the above Chemical Formula 3, Z may each independently be nitrogen (N) or CR 0 and two or more of the Z may be nitrogen (N), R 0 may be one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group, Y may be one of oxygen (O) or sulfur (S), L1 and L2 may each independently be one selected from the group consisting of a single bond, amino group, nitrile group, nitro group, alkylene group, alkenylene group, alkynylene group, oxyalkylene group, oxyarylene group, and arylene group, l and m may each independently be a constant from 0 to 2, Ar1 and Ar2 may each independently be one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group, Ar3 may be an aryl group of C6-C60.
[0018] The organic light-emitting device according to the present invention applies the organometallic compound represented by Chemical Formula 1 as a phosphorescent dopant, and mixes the compound represented by Chemical Formula 2 and the compound represented by Chemical Formula 3 and applies them as a phosphorescent host, thereby improving the driving voltage, efficiency, and lifetime characteristics of the organic light-emitting device and achieving low power.
[0019] The effects of this specification are not limited to the effects mentioned above, and other effects not mentioned can be clearly understood by those with ordinary knowledge in the technical field to which the present invention pertains from the following description.
Brief Description of the Drawings
[0020] [Figure 1] This is a schematic cross-sectional view showing an organic light-emitting device according to one embodiment of the present invention. [Figure 2] This is a schematic cross-sectional view of an organic light-emitting element in a tandem structure having two light-emitting parts according to one embodiment of the present invention. [Figure 3] This is a schematic cross-sectional view showing an organic light-emitting element in a tandem structure having three light-emitting parts according to one embodiment of the present invention. [Figure 4] This is a schematic cross-sectional view showing an organic light-emitting device to which an organic light-emitting element according to an exemplary embodiment of the present invention is applied. [Modes for carrying out the invention]
[0021] The aforementioned objectives, features, and advantages will be described in detail below with reference to the accompanying drawings, so that a person with ordinary skill in the art to which the present invention pertains can easily implement the technical idea of the present invention. In describing the present invention, if a specific description of known technology according to the present invention is deemed to obscure the gist of the present invention, then such detailed description will be omitted. Hereafter, preferred embodiments of the present invention will be described in detail with reference to the accompanying drawings. The same reference numerals in the drawings are used to indicate the same or similar components.
[0022] In describing this specification, if a specific description of a known technology relating to this specification is deemed to obscure the gist of this specification, such detailed description will be omitted.
[0023] In this specification, when a component is described as "contains," "has," "becomes," "arranges," or "equipped with," other parts may be added unless "only" is used. When a component is described singularly, it includes cases where it contains multiple components unless otherwise explicitly stated.
[0024] In interpreting the components of this specification, even if not explicitly stated otherwise, they shall be interpreted as including a margin of error.
[0025] In this specification, the arrangement of any configuration on the "upper (or lower)" or "above (or below)" of a component means not only that the configuration is arranged in contact with the upper (or lower) surface of the component, but also that other configurations may be interposed between the component and any configuration arranged on (or below) it.
[0026] As used herein, the terms "halo" or "halogen" include fluorine, chlorine, bromine, and iodine.
[0027] In this specification, the hydrogen atoms in each of the organometallic compounds represented by Chemical Formula 1, the compound represented by Chemical Formula 2, and the compound represented by Chemical Formula 3 may be partially or entirely substituted with deuterium.
[0028] As used herein, the term "alkyl group" refers to both linear alkyl groups and branched alkyl groups. Unless otherwise specified, alkyl groups contain 1 to 20 carbon atoms and include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, and others, and alkyl groups can be optionally substituted.
[0029] As used herein, the term "cycloalkyl group" refers to a cyclic alkyl group. Unless otherwise specified, a cycloalkyl group contains 3 to 20 carbon atoms and includes cyclopropyl, cyclopentyl, cyclohexyl, etc., and the cycloalkyl group may be optionally substituted.
[0030] As used herein, the term "alkenyl group" refers to both linear and branched alkene groups. Unless otherwise specified, an alkenyl group contains 2 to 20 carbon atoms, and can be optionally substituted.
[0031] As used herein, the term "alkynyl group" refers to both linear and branched alkyne groups. Unless otherwise specified, an alkynyl group contains 2 to 20 carbon atoms. Furthermore, alkynyl groups can be optionally substituted.
[0032] As used herein, the terms "aralkyl group" and "arylalkyl group" are interchangeable and refer to alkyl groups having an aromatic group as a substituent, and furthermore, alkylaryl groups may be optionally substituted.
[0033] As used herein, the terms “aryl group” and “aromatic group” are used interchangeably, and aryl groups include both monocyclic and polycyclic groups. Polycyclic groups may include “fused rings,” which are two or more rings common to two adjacent rings with two carbon atoms. Unless otherwise specified, aryl groups contain 6 to 60 carbon atoms, and aryl groups can be optionally substituted. Non-restrictive examples of aryl groups include phenyl, 1-naphthyl, 2-naphthyl, biphenyl, fluorenyl, triphenylene, anthracene, phenanthrene, and phenalene.
[0034] As used herein, the term "heterocyclic group" refers to an aryl group, cycloalkyl group, or aralkyl group (arylalkyl group) in which one or more carbon atoms are substituted with heteroatoms such as oxygen (O), nitrogen (N), or sulfur (S), and the heterocyclic group can be arbitrarily substituted.
[0035] As used herein, the term "carbocyclic ring" may be used to include both "cycloalkyl groups" of ring groups and "aryl groups (aromatic groups)" of aromatic ring groups, unless otherwise specified.
[0036] As used herein, the terms "heteroalkyl group" and "heteroalkenyl group" refer to a group in which one or more of its constituent carbon atoms are substituted with heteroatoms such as oxygen (O), nitrogen (N), or sulfur (S). Furthermore, heteroalkyl groups and heteroalkenyl groups can be optionally substituted.
[0037] As used herein, the term "substituted" means that another substituent of hydrogen (H) is bonded to the carbon, and such substituent may be one selected from hydrogen, halogen, cyano, alkyl, alkoxy, fluorinated alkoxy, heteroaryl, heterocyclyl, alkylheterocyclyl, -NH2, -NH(alkyl), -N(alkyl)2, -NH(O)(alkyl), -S(alkyl), -SO2NH2, -SO2NH(alkyl), -SO2N(alkyl)2, -SO2NH(cycloalkyl), -SO2N(cycloalkyl)2, -C(O)NH2, -C(O)NH(alkyl), -C(O)N(alkyl)2, -O-(heterocyclic), -O-(heterocyclic)-alkylaryl, -SO2NH(cycloalkyl), and -CO2(alkyl).
[0038] Unless otherwise defined herein, substituents with an undefined number of carbon atoms may contain up to 60 carbon atoms, and the minimum number of carbon atoms that may be contained within each substituent is known.
[0039] Each subject and substituent defined herein may be identical or different unless otherwise specified.
[0040] The following will provide a detailed description of the structure of the organometallic compound according to the present invention, and of an organic light-emitting device containing the same.
[0041] Conventionally, organometallic compounds have been used as dopants for phosphorescent layers. For example, structures such as 2-phenylpyridine are known as the main ligand structures for organometallic compounds. However, these conventional light-emitting dopants have limitations in improving the efficiency and lifetime of organic light-emitting devices, making it necessary to develop novel light-emitting dopant materials. By mixing the aforementioned dopant material with hole-transport type and electron-transport type host materials, we have experimentally confirmed that the efficiency and lifetime of organic light-emitting devices can be further increased, the driving voltage can be reduced, and the characteristics of organic light-emitting devices can be improved, thus completing the present invention.
[0042] Specifically, referring to Figure 1, which embodies one embodiment of the present invention, an organic light-emitting element 100 can be provided, comprising a first electrode 110; a second electrode 120 facing the first electrode 110; and an organic layer 130 disposed between the first electrode 110 and the second electrode 120. The organic layer 130 may include a light-emitting layer 160, the light-emitting layer 160 may include a dopant substance 160' and a host substance 160'',160'''', the dopant substance may include an organometallic compound 160' represented by the following chemical formula 1, and the host substance may include a mixture of two hosts: a hole-transporting host compound 160'', represented by the following chemical formula 2, and an electron-transporting host compound 160'''' represented by the following chemical formula 3.
[0043] [ka]
[0044] In the above formula 1, X may be one selected from the group consisting of oxygen (O), sulfur (S), and selenium (Se). X1, X2, and X3 may each be nitrogen (N) or CR' independently. R1, R2, R3, R4, R7, R8, and R' may each be independently selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof. In this case, one or more of the hydrogens in R1, R2, R3, R4, R7, R8, and R' may be unsubstituted or substituted with deuterium. R5 and R6 may each be independently selected from the group consisting of halogens, halides, alkyl groups, cycloalkyl groups, heteroalkyl groups, arylalkyl groups, alkoxy groups, aryloxy groups, amino groups, silyl groups, alkenyl groups, cycloalkenyl groups, heteroalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, nitrile groups, isonitrile groups, sulfanyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, and combinations thereof, in which case one or more of the hydrogen atoms in R5 and R6 may be unsubstituted or substituted with deuterium. n can be a constant between 0 and 2. p, q, and w are independent constants between 1 and 4.
[0045] [ka]
[0046] In the above formula 2, R a and R b This may be one selected from the group consisting of C3-C40 monocyclic aryl groups, polycyclic aryl groups, monocyclic heteroaryl groups, and polycyclic heteroaryl groups, and the R a and R bEach of these can be independently substituted with one or more substituents selected from the group consisting of alkyl groups, aryl groups, heteroaryl groups, cyano groups, alkylsilyl groups, and arylsilyl groups such as triphenylsilyl. R c and R d Each of these may be selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, and r and s are each independently constants from 0 to 7, and when r is 2 or more, R c They may be identical or different from each other, and if s is 2 or greater, R d They may be identical or different from one another.
[0047] [ka]
[0048] In the above formula 3, Z is either nitrogen (N) or CR, each independently. 0 It may be so, and two or more of the aforementioned Z may be nitrogen (N). R 0 This may be one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Y may be either oxygen (O) or sulfur (S). L1 and L2 may each be independently selected from the group consisting of a single bond, an amino group, a nitrile group, a nitro group, an alkylene group, an alkenylene group, an alkylylene group, an oxyalkylene group, an oxyalylene group, and an allylene group. l and m may each be independent constants between 0 and 2. Ar1 and Ar2 may each be independently selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, and heteroaryl group. Ar3 may be a C6-C60 aryl group.
[0049] According to one embodiment of the present invention, the organometallic compound represented by the above formula 1 may be a homoleptic or heteroleptic structure, for example, in the above formula 1, n may be a homoleptic structure where n is 0; a heteroleptic structure where n is 1; or a heteroleptic structure where n is 2; for example, n may be 2.
[0050] According to one embodiment of the present invention, X in the above formula 1 may be, for example, oxygen (O).
[0051] According to one embodiment of the present invention, the organometallic compound represented by Chemical Formula 1 above may be one selected from the group consisting of compounds GD-1 to GD-10 below, but is not limited to that as long as it belongs to the definition of Chemical Formula 1 above.
[0052] TIFF0007860064000007.tif162170
[0053] According to one embodiment of the present invention, R in the above formula 2 a and R b R may be a C3-C40 monocyclic or polycyclic aryl group or a heteroaryl group, a and R b Each of the C3-C40 aryl groups can be independently substituted with one or more substituents selected from the group consisting of alkyl groups, aryl groups, cyano groups, alkylsilyl groups, and arylsilyl groups.
[0054] According to one embodiment of the present invention, R a and R bIt is preferably a monocyclic or polycyclic aryl group, and the R a and R b Each of the aryl groups may be independently selected from the group consisting of a phenyl group, a naphthyl group, anthracene group, a chrysene group, a pyrene group, a phenanthrene group, a triphenylene group, a fluorene group, and a 9,9'-spirofluorene group.
[0055] According to one embodiment of the present invention, R in the above formula 2 c and R d Each of these may be selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, and these may be the same or different from each other, preferably R c and R d Both may be hydrogen.
[0056] According to one embodiment of the present invention, the organometallic compound represented by the above-mentioned Chemical Formula 2 may be one selected from the group consisting of the following compounds GHH-1 to GHH-20, but is not limited to this as long as it belongs to the definition of the above-mentioned Chemical Formula 2.
[0057] TIFF0007860064000008.tif204170TIFF0007860064000009.tif196170TIFF0007860064000010.tif65170
[0058] According to one embodiment of the present invention, l and m in the above formula 3 may each be independently 0 or 1.
[0059] According to one embodiment of the present invention, Ar1 and Ar2 in the above formula 3 may each be independently hydrogen or a C6-C50 aryl group.
[0060] According to one embodiment of the present invention, Ar3 in the above formula 3 may be one selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, an anthracenyl group, a phenanthryl group, a pyrenyl group, a perilenyl group, a chrysenyl group, and a substituted or unsubstituted fluorenyl group.
[0061] According to one embodiment of the present invention, the organometallic compound represented by the above-mentioned chemical formula 3 may be one selected from the group consisting of the following compounds GEH-1 to GEH-20, but is not limited to this as long as it belongs to the definition of the above-mentioned chemical formula 3.
[0062] TIFF0007860064000011.tif247170TIFF0007860064000012.tif160170
[0063] Furthermore, in the organic light-emitting element 100, the organic layer 130 disposed between the first electrode 110 and the second electrode 120 may have a structure that includes, in order from the first electrode 110, a hole injection layer 140 (HIL), a hole transfer layer 150 (HTL), an emission material layer 160 (EML), an electron transfer layer 170 (ETL), and an electron injection layer 180 (EIL). The second electrode 120 can be formed on the electron injection layer 180, and a protective film (not shown) can be formed thereon.
[0064] Furthermore, although not shown in Figure 1, a hole transport auxiliary layer can be added between the hole transport layer 150 and the light-emitting layer 160. The hole transport auxiliary layer contains a compound with good hole transport properties and reduces the HOMO energy level difference between the hole transport layer 150 and the light-emitting layer 160, thereby adjusting the hole injection characteristics and reducing the accumulation of holes at the interface between the hole transport auxiliary layer and the light-emitting layer 160. This reduces the quenching phenomenon where excitons are extinguished by polarons at the interface. As a result, device degradation is reduced, the device is stabilized, and efficiency and lifespan can be improved.
[0065] The first electrode 110 may be a positive electrode and may be made of a conductive material with a relatively large work function value, such as ITO, IZO, tin oxide, or zinc oxide, but is not limited to these.
[0066] The second electrode 120 may be a negative electrode and may include, but is not limited to, conductive materials with relatively small work function values such as Al, Mg, Ca, Ag, or alloys or combinations thereof.
[0067] The hole injection layer 140 may be located between the first electrode 110 and the hole transport layer 150. The hole injection layer 140 has the function of improving the interfacial properties between the first electrode 110 and the hole transport layer 150, and can be selected from a material having appropriate conductivity. The hole injection layer 140 may be made of MTDATA (m-MTDATA: 4,4',4''-tris[phenyl(m-tolyl)amino]trisphenylamine), CuPc (copper(II) phthalocyanine), or TCTA (tris(4-carbazolyl-9-ylphenyl)amine). The compounds may include, but are not limited to, HATCN (1,4,5,8,9,11-hexaazatriphenylenehexacarbonnitrile), TDAPB (1,3,5-tris[4-[bis(4-methoxyphenyl)amino]phenyl]benzene), PEDOT / PSS (poly(3,4-ethylenedioxythiophene)polystyrene sulfonate), and N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N1,N4,N4-triphenylbenzene-1,4-diamine). Preferably, the compounds may include, but are not limited to, N1,N1'-([1,1'-biphenyl]-4,4'-diyl)bis(N1,N4,N4-triphenylbenzene-1,4-diamine).
[0068] 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 (N,N'-bis(3-methylphenyl)-N,N'-diphenylbenzidine), NPB (N,N'-di(1-naphthyl)-N,N'-diphenyl-(1,1'-biphenyl)-4,4'-diamine), CBP (4,4'-bis(N-carbazolyl)1,1'-biphenyl), N-(biphenyl-4-yl)-9,9-dimethyl-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)-9H-fluoren-2-amine, and N-(biphenyl-4-yl)-N-(4-(9-phenyl-9H-carbazol-3-yl)phenyl)biphenyl)-4-amine, and preferably contains NPB, but is not limited thereto.
[0069] According to one embodiment of the present invention, the light-emitting layer 160 may be formed by doping the host 160'',160'''' with an organometallic compound represented by Chemical Formula 1 as a dopant 160' in order to improve the light-emitting efficiency of the element, and the dopant 160' can be a substance that emits green or red light, and preferably a green phosphorescent substance.
[0070] According to one embodiment of the present invention, the dope concentration of dopant 160' can be adjusted within the range of 1 to 30% by weight based on the total weight of the two hosts 160'',160'''', but is not limited thereto. For example, the dope concentration may be 2 to 20% by weight, for example 3 to 15% by weight, for example 5 to 10% by weight, for example 3 to 8% by weight, for example 2 to 7% by weight, for example 5 to 7% by weight, or for example 5 to 6% by weight.
[0071] According to one embodiment of the present invention, the mixing ratio of the two types of hosts 160'',160''' is not particularly limited. Host 160'', represented by the compound in Chemical Formula 2, has hole transport properties, and host 160'', represented by the compound in Chemical Formula 3, has electron transport properties. Mixing the two types of hosts offers the advantage of increased lifetime characteristics, and the mixing ratio of the two types of hosts can be adjusted as appropriate. Therefore, the mixing ratio of the two types of hosts, which are a mixture of the compound in Chemical Formula 2 and the compound in Chemical Formula 3, is not particularly limited. The ratio (by weight) of the compound in Chemical Formula 2 to the compound in Chemical Formula 3 may be, for example, 1:9 to 9:1, for example, 2:8, for example, 3:7, for example, 4:6, for example, 5:5, for example, 6:4, for example, 7:3, or for example, 8:2.
[0072] Furthermore, an electron transport layer 170 and an electron injection layer 180 may be sequentially stacked between the light-emitting layer 160 and the second electrode 120. The material of the electron transport layer 170 requires high electron mobility, but smooth electron transport allows for a stable supply of electrons to the light-emitting layer.
[0073] For example, the material of the electron transport layer 170 is one used in the present art, such as Alq3(tris(8-hydroxyquinolino)aluminum), Liq(8-hydroxyquinolinolatolithium), PBD(2-(4-biphenylyl)-5-(4-tert-butylphenyl)-1,3,4oxadiazole), TAZ(3-(4-biphenyl)4-phenyl-5-tert-butylphenyl-1,2,4-triazole), spiro-PBD, BAlq(bis(2-methyl-8-quinolinolate)-4-(phenylphenolato)aluminium), SAlq, TPBi(2,2',2-(1,3,5-benzinetriyl)-tr The compound may contain compounds such as is(1-phenyl-1-H-benzimidazole), oxadiazole, triazole, phenanthroline, benzoxazole, benzthiazole, and 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, and preferably 2-(4-(9,10-di(naphthalen-2-yl)anthracen-2-yl)phenyl)-1-phenyl-1H-benzo[d]imidazole, but is not limited thereto.
[0074] The electron injection layer 180 plays a role in facilitating electron injection, and the material of the electron injection layer is one used in the present art, and may include, but is not limited to, compounds such as Alq3 (tris(8-hydroxyquinolino)aluminum), PBD, TAZ, spiro-PBD, BAlq, and SAlq. Alternatively, the electron injection layer 180 may consist of a metal compound, which may include, but is not limited to, Liq, LiF, NaF, KF, RbF, CsF, FrF, BeF2, MgF2, CaF2, SrF2, BaF2, RaF2, etc.
[0075] The organic light-emitting element of the present invention may be a white organic light-emitting element having a tandem structure. In the case of a tandem organic light-emitting element according to one embodiment of the present invention, a single light-emitting stack (or light-emitting part) can be formed from a structure in which two or more are connected by a charge generation layer (CGL). The organic light-emitting element may include two or more light-emitting stacks (stacks; light-emitting parts) having a first electrode and a second electrode facing each other on a substrate, and a light-emitting layer laminated between the first and second electrodes that emits light in a specific wavelength band. The multiple light-emitting stacks (light-emitting parts) can be configured to emit the same color or different colors. Furthermore, one light-emitting stack (light-emitting part) may also include one or more light-emitting layers, and the multiple light-emitting layers may be the same color or different colored light-emitting layers.
[0076] In this case, one or more of the light-emitting layers in the multiple light-emitting units may contain an organometallic compound represented by Chemical Formula 1 according to the present invention as a dopant material. The multiple light-emitting units in the tandem structure may be connected to a charge generation layer (CGL) consisting of an N-type charge generation layer and a P-type charge generation layer.
[0077] Figures 2 and 3, which are exemplary embodiments of the present invention, are schematic cross-sectional views showing organic light-emitting devices in a tandem structure having two and three light-emitting units, respectively.
[0078] As shown in Figure 2, the organic light-emitting element 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an organic layer 230 located between the first electrode 110 and the second electrode 120. The organic layer 230 includes a first light-emitting section (ST1) located between the first electrode 110 and the second electrode 120 and including a first light-emitting layer 261, a second light-emitting section (ST2) located between the first light-emitting section (ST1) and the second electrode 120 and including a second light-emitting layer 262, and a charge generation layer (CGL) located between the first and second light-emitting sections (ST1 and ST2). The charge generation layer (CGL) may include an N-type charge generation layer 291 and a P-type charge generation layer 292. One or more of the first light-emitting layer 261 and the second light-emitting layer 262 may contain an organometallic compound represented by chemical formula 1 according to the present invention as a dopant 262'. For example, as shown in Figure 2, the second light-emitting layer 262 of the second light-emitting unit (ST2) may include compound 262' represented by chemical formula 1 as a dopant, compound 262'' represented by chemical formula 2 as a hole-transporting host, and compound 262''' represented by chemical formula 3 as an electron-transporting host. Although not shown in Figure 2, each of the first and second light-emitting units (ST1 and ST2) may further include additional light-emitting layers in addition to the first light-emitting layer 261 and the second light-emitting layer 262. The first hole-transporting layer 251 and the second hole-transporting layer 252 in Figure 2 can be applied in the same or similar manner as described above for the hole-transporting layer 150 in Figure 1. Also, the first electron-transporting layer 271 and the second electron-transporting layer 272 in Figure 2 can be applied in the same or similar manner as described above for the electron-transporting layer 170 in Figure 1.
[0079] As shown in Figure 3, the organic light-emitting element 100 of the present invention includes a first electrode 110 and a second electrode 120 facing each other, and an organic layer 330 located between the first electrode 110 and the second electrode 120. The organic layer 330 is located between the first electrode 110 and the second electrode 120 and includes a first light-emitting section (ST1) including a first light-emitting layer 261; a second light-emitting section (ST2) including a second light-emitting layer 262; a third light-emitting section (ST3) including a third light-emitting layer 263; a first charge-generating layer (CGL1) located between the first and second light-emitting sections (ST1 and ST2); and a second charge-generating layer (CGL2) located between the second and third light-emitting sections (ST2 and ST3). The first and second charge-generating layers (CGL1 and CGL2) may include N-type charge-generating layers 291, 293 and P-type charge-generating layers 292, 294, respectively. One or more of the first light-emitting layer 261, the second light-emitting layer 262, and the third light-emitting layer 263 may contain an organometallic compound represented by chemical formula 1 according to the present invention as a dopant. For example, as shown in Figure 3, the second light-emitting layer 262 of the second light-emitting section (ST2) may contain compound 262' represented by chemical formula 1 as a dopant, compound 262'' represented by chemical formula 2 as a hole transport type host, and compound 262''' represented by chemical formula 3 as an electron transport type host. Although not shown in Figure 3, each of the first, second, and third light-emitting sections (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 with multiple light-emitting layers. The first hole transport layer 251, the second hole transport layer 252, and the third hole transport layer 253 in Figure 3 can be applied in the same or similar manner as described above for the hole transport layer 150 in Figure 1. Furthermore, the first electron transport layer 271, the second electron transport layer 272, and the third electron transport layer 273 in Figure 3 can be applied in the same or similar manner as described above for the electron transport layer 170 in Figure 1.
[0080] Furthermore, an organic light-emitting element according to one embodiment of the present invention may include a tandem structure in which four or more light-emitting elements and three or more charge-generating layers are arranged between a first electrode and a second electrode.
[0081] The organic light-emitting element according to the present invention can be used in organic light-emitting display devices and lighting devices to which the organic light-emitting element is applied. As one example, Figure 4 is a schematic cross-sectional view showing an organic light-emitting display device to which an exemplary embodiment of the present invention is applied.
[0082] As shown in Figure 4, the organic light-emitting device 3000 may include a substrate 3010, an organic light-emitting element 4000, and an encapsulation film 3900 covering the organic light-emitting element 4000. A driving thin-film transistor (Td), which is a driving element, and the organic light-emitting element 4000 connected to the driving thin-film transistor (Td) are located on the substrate 3010.
[0083] Although not explicitly shown in Figure 4, the substrate 3010 further includes gate wiring and data wiring that intersect each other and define pixel regions, power wiring that extends parallel to and spaced apart from either the gate wiring or the data wiring, switching thin-film transistors connected to the gate wiring and the data wiring, and storage capacitors connected to one electrode of the power wiring and the switching thin-film transistor.
[0084] 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.
[0085] The semiconductor layer 3100 is formed on the substrate 3010 and may be made of an oxide semiconductor material or polycrystalline silicon. If the semiconductor layer 3100 is made of an oxide semiconductor material, a light-shielding pattern (not shown) may be formed on the lower part of the semiconductor layer 3100. The light-shielding pattern prevents light from entering the semiconductor layer 3100 and prevents the semiconductor layer 3100 from degrading due to light. In contrast, the semiconductor layer 3100 may be made of polycrystalline silicon, in which case impurities may be doped into both edges of the semiconductor layer 3100.
[0086] A gate insulating film 3200 made of an insulating material is formed on the front surface of the substrate 3010 above the semiconductor layer 3100. The gate insulating film 3200 may be made of an inorganic insulating material such as silicon oxide or silicon nitride.
[0087] A gate electrode 3300, made of a conductive material such as metal, is formed on top of the gate insulating film 3200, corresponding to the center of the semiconductor layer 3100. The gate electrode 3300 is connected to a switching thin-film transistor.
[0088] An interlayer insulating film 3400 made of an insulating material is formed on the front surface of the substrate 3010 above the gate electrode 3300. The interlayer insulating film 3400 may be formed from an inorganic insulating material such as silicon oxide or silicon nitride, or from an organic insulating material such as benzocyclobutene or photo-acrylic.
[0089] The interlayer insulating film 3400 has first and second semiconductor layer contact holes 3420 and 3440 that expose both sides of the semiconductor layer 3100. The first and second semiconductor layer contact holes 3420 and 3440 are located on both sides of the gate electrode 3300, spaced apart from the gate electrode 3300.
[0090] A source electrode 3520 and a drain electrode 3540, made of a conductive material such as metal, are formed on the interlayer insulating film 3400. The source electrode 3520 and the drain electrode 3540 are positioned spaced apart from the gate electrode 3300 and contact both sides of the semiconductor layer 3100 via first and second semiconductor layer contact holes 3420 and 3440, respectively. The source electrode 3520 is connected to power wiring (not shown).
[0091] The semiconductor layer 3100, gate electrode 3300, source electrode 3520, and drain electrode 3540 constitute a driving thin-film transistor (Td), and the driving thin-film transistor (Td) has a coplanar structure in which the gate electrode 3300, source electrode 3520, and drain electrode 3540 are located on top of the semiconductor layer 3100.
[0092] In contrast, the driving thin-film transistor (Td) may have an inverted staggered structure in which the gate electrode is located at the bottom of the semiconductor layer and the source and drain electrodes are located at the top of the semiconductor layer. In this case, the semiconductor layer may be made of amorphous silicon. On the other hand, the switching thin-film transistor (not shown) may have substantially the same structure as the driving thin-film transistor (Td).
[0093] On the other hand, the organic light-emitting display device 3000 may include a color filter 3600 that absorbs light generated by the organic light-emitting element 4000. For example, the color filter 3600 can absorb red (R), green (G), blue (B), and white (W) light. In this case, the red, green, and blue color filter patterns that absorb light may be formed separately for each pixel region, and each of these color filter patterns may be arranged superimposed on the organic layer 4300 of the organic light-emitting element 4000 that emits light in the wavelength band to be absorbed. By employing the color filter 3600, the organic light-emitting display device 3000 can realize full color.
[0094] For example, if the organic light-emitting device 3000 is of the bottom-emission type, the light-absorbing color filter 3600 may be located on top of the interlayer insulating film 3400 corresponding to the organic light-emitting element 4000. In an exemplary embodiment, if the organic light-emitting device 3000 is of the top-emission type, the color filter may be located on top of the organic light-emitting element 4000, that is, on top of the second electrode 4200. As an example, the color filter 3600 can be formed to a thickness of 2 to 5 μm.
[0095] On the other hand, the planarization layer 3700, which has a drain contact hole 3720 that exposes the drain electrode 3540 of the driving thin-film transistor (Td), is formed to cover the driving thin-film transistor (Td).
[0096] On the planarization layer 3700, a first electrode 4100 is formed separately for each pixel region, connected to the drain electrode 3540 of the driving thin-film transistor (Td) via a drain contact hole 3720.
[0097] The first electrode 4100 may be a positive electrode (anode) and may be made of a conductive material with a relatively large work function value. For example, the first electrode 4100 may be made of a transparent conductive material such as ITO, IZO, or ZnO.
[0098] On the other hand, if the organic light-emitting device 3000 is of the top-emission type, a reflective electrode or reflective layer may be further formed below the first electrode 4100. For example, the reflective electrode or reflective layer may be made of aluminum (Al), silver (Ag), nickel (Ni), or an aluminum-paladium-copper (APC) alloy.
[0099] A bank layer 3800 is formed on the planarization layer 3700, covering the edge of the first electrode 4100. The bank layer 3800 exposes the center of the first electrode 4100, corresponding to the pixel region.
[0100] An organic layer 4300 is formed on the first electrode 4100, and the organic light-emitting element 4000 may have a tandem structure as needed. For the tandem structure, refer to Figures 2 to 4, which show exemplary embodiments of the present invention, and the above description relating thereto.
[0101] A second electrode 4200 is formed on the upper part of the substrate 3010 on which the organic layer 4300 is formed. The second electrode 4200 is located in front of the display area and is made of a conductive material with a relatively small work function value and can be used as a negative electrode (cathode). For example, the second electrode 4200 may be made of aluminum (Al), magnesium (Mg), or aluminum-magnesium alloy (Al-Mg).
[0102] The first electrode 4100, the organic layer 4300, and the second electrode 4200 form an organic light-emitting element 4000.
[0103] An encapsulation film 3900 is formed on the second electrode 4200 to prevent external moisture from penetrating the organic light-emitting element 4000. Although not explicitly shown in Figure 4, the encapsulation film 3900 may have, but is not limited to, a triple-layer structure in which a first inorganic layer, an organic layer, and another inorganic layer are sequentially laminated.
[0104] The following describes embodiments of the present invention. However, the following embodiments are merely examples of the present invention and are not limited thereto.
[0105] Example 1 After cleaning a glass substrate coated with a thin film of ITO (indium tin oxide) to a thickness of 1,000 Å, it was ultrasonically cleaned with solvents such as isopropyl alcohol, acetone, and methanol, and then dried.
[0106] On a prepared ITO transparent electrode, HI-1 was thermally vacuum-deposited to a thickness of 100 nm as the hole injection material, followed by thermally vacuum-depositing HT-1 to a thickness of 350 nm as the hole transport material. Subsequently, GD-1 was used as the dopant in the light-emitting layer, and a mixed material of GHH-1 and GEH-1 (GHH-1:GEH-1 = 7:3, by weight) was used as the host. The doping concentration of the dopant was 10%, and the thickness of the light-emitting layer was 400 nm. Next, ET-1 and a Liq compound were thermally vacuum-deposited as the materials for the electron transport layer and electron injection layer, respectively, and then a 100 nm thick layer of aluminum was deposited to form the negative electrode, thereby fabricating an organic light-emitting device.
[0107] The materials used in Example 1 above are as follows:
[0108] TIFF0007860064000013.tif123170
[0109] In the above material, HI-1 is NPNPB, and ET-1 is ZADN.
[0110] Comparative Examples 1-5 and Examples 2-200 Except for using the dopant material and host material described in Tables 1 to 15 below in Example 1, the organic light-emitting devices of Comparative Examples 1 to 5 and Examples 2 to 200 were fabricated in the same manner as in Example 1. Comparative Examples 1 to 5 used one type of "CBP" with the following structure as the host.
[0111] TIFF0007860064000014.tif35170
[0112] Experimental example The organic light-emitting elements manufactured in Examples 1-200 and Comparative Examples 1-5 were connected to an external power source, and their characteristics were evaluated at room temperature using a current source and a photometer.
[0113] Specifically, 10 mA / cm 2The drive voltage (V), external quantum efficiency (EQE;%), and lifetime characteristics (LT95;%) were measured using the specified current. These values were calculated as relative values to one of Comparative Examples 1 to 5, and the results are shown in Tables 1 to 15 below.
[0114] LT95 lifespan refers to the time it takes for a display element to lose 5% of its initial brightness. LT95 is the most difficult customer specification to meet and determines whether or not display burn-in occurs.
[0115] [Table 1]
[0116] [Table 2]
[0117] [Table 3]
[0118] [Table 4]
[0119] [Table 5]
[0120] [Table 6]
[0121] [Table 7]
[0122] [Table 8]
[0123] [Table 9]
[0124] [Table 10]
[0125] [Table 11]
[0126] [Table 12]
[0127] [Table 13]
[0128] [Table 14]
[0129] [Table 15]
[0130] As can be seen from the results in Tables 1 to 15 above, when an organometallic compound satisfying the structure represented by Chemical Formula 1 of the present invention, used in Examples 1 to 200, was applied as a dopant for the light-emitting layer, and when a mixed material of the compound represented by Chemical Formula 2 and the compound represented by Chemical Formula 3 was applied as a host, the driving voltage was lower, and the external quantum efficiency (EQE) and lifetime (LT95) were improved compared to the organic light-emitting devices of Comparative Examples 1 to 5, which used a single material as a host.
[0131] Although embodiments of this specification have been described in further detail above with reference to the attached drawings, this specification is not necessarily limited to these embodiments, and various modifications can be made as long as they do not deviate from the technical concept of this specification. Therefore, the embodiments disclosed herein are for illustrative purposes only, not to limit the technical concept of this specification, and the scope of the technical concept of this specification is not limited by these embodiments. Accordingly, the embodiments described above should be understood in all respects as illustrative and not limiting. The scope of protection of this specification should be interpreted as per the claims, and all technical concepts within an equivalent scope should be interpreted as being included in the scope of rights of this specification. [Explanation of Symbols]
[0132] 100,4000 Organic light-emitting diodes 110,4100 1st electrode 120,4200 2nd electrode 130,230,330,4300 organic layer 140 Hole injection layer 150 Hole transport layer 251 Hole transport layer 1 252 Second Hole Transport Layer 253 Third Hole Transport Layer 160 Emitting layer 261 First light-emitting layer 262 Second Emitting Layer 263 Third light-emitting layer 160',262' Dopant 160'',262'' Hole transport type host 160'''',262''' Electronic transport host 170 Electron transport layer 271 Hole transport layer 1 272 Second Hole Transport Layer 273 Third Hole Transport Layer 180 Electron injection layer 3000 Organic Light-Emitting Display Devices 3010 circuit board 3100 Semiconductor layer 3200 Gate Insulator 3300 postal codes 3400 Interlayer insulating film 3420 First semiconductor layer contact hole 3440 Second Semiconductor Layer Contact Hole 3520 Source Electrode 3540 Drain electrode 3600 Color Filters 3700 Planarization layer 3720 Drain Contact Hole 3800 bank layers 3900 Encapsulation Film
Claims
1. first electrode; A second electrode facing the first electrode; and, The organic layer disposed between the first electrode and the second electrode; The organic layer includes a light-emitting layer, and the light-emitting layer includes a dopant substance and a host substance. The dopant substance comprises an organometallic compound represented by the following chemical formula 1, The host material comprises a mixture of the compound represented by the following chemical formula 2 and the compound represented by the following chemical formula 3, and is an organic light-emitting element: 【Chemistry 1】 In the above formulation 1, X is one selected from the group consisting of oxygen (O), sulfur (S), and selenium (Se). X 1 , X 2 and X 3 These are, independently, nitrogen (N) or CR', R 1 、 R 3 、 R 4 、 R 7 、 R 8 、 and R' are each independently one selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, wherein the R 1 、 R 3 、 R 4 、 R 7 、 R 8 or one or more of the hydrogens of the alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group and phosphino group as R' is unsubstituted or substituted with deuterium. R 2 R is one selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, in which case R 2 One or more hydrogen atoms of alkyl groups, cycloalkyl groups, heteroalkyl groups, arylalkyl groups, alkoxy groups, aryloxy groups, amino groups, alkenyl groups, cycloalkenyl groups, heteroalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, nitrile groups, isonitrile groups, sulfanyl groups, sulfinyl groups, sulfonyl groups, and phosphino groups are either unsubstituted or substituted with deuterium. R 5 and R 6 These are each -CD 3 And, n is a constant between 0 and 2. 【Chemistry 2】 In the above formulation 2, R a and R b Each is selected from the group consisting of a C3-C40 monocyclic aryl group, a polycyclic aryl group, a monocyclic heteroaryl group, and a polycyclic heteroaryl group, and R a and R b Each of these groups is independently substituted with one or more substituents selected from the group consisting of alkyl groups, aryl groups, heteroaryl groups, cyano groups, alkylsilyl groups, arylsilyl groups, and triphenylsilyl groups, or is unsubstituted. R c and R d Each is selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, and r and s are each independently constants from 0 to 7, and when r is 2 or more, (R c ) r R c If they are either identical or different from each other, and s is 2 or greater, then (R d ) s R d They are either identical or different from one another. 【Transformation 3】 In the above formula 3, Z is independently nitrogen (N) or CR 0 And two or more of the Zs are nitrogen (N), R 0 This is one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Y is one of either oxygen (O) or sulfur (S), L 1 and L 2 Each is independently selected from the group consisting of a single bond, an amino group, an alkylene group, an alkenylene group, an alkylylene group, an oxyalkylene group, an oxyalylene group, and an allylene group. l and m are independent constants between 0 and 2. Ar 1 and Ar 2 Each is independently selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Ar 3 This is a C6-C60 aryl group.
2. In the above formula 1, n is 2. The organic light-emitting element according to claim 1.
3. In the above formula 1, X is oxygen (O). The organic light-emitting element according to claim 1.
4. The organometallic compound represented by the above formula 1 is one selected from the group consisting of the following compounds GD-1 to GD-10. Organic light-emitting element according to claim 1: 。
5. R in the above formula 2 a and R b Each of these is independently selected from the group consisting of a phenyl group, naphthyl group, anthracene group, chrysene group, pyrene group, phenanthrene group, triphenylene group, fluorene group, and 9,9'-spirofluorene group. The organic light-emitting element according to claim 1.
6. The compound represented by the above formula 2 is one selected from the group consisting of the following compounds GHH-1 to GHH-20. Organic light-emitting element according to claim 1: 。
7. In the above formula 3, l and m are independently either 0 or 1. The organic light-emitting element according to claim 1.
8. Ar of the above formula 3 1 and Ar 2 Each is independently either hydrogen or a C6-C50 aryl group. The organic light-emitting element according to claim 1.
9. Ar of the above formula 3 3 is one selected from the group consisting of a phenyl group, a biphenyl group, a terphenyl group, a naphthyl group, anthracenyl group, a phenanthryl group, a pyrenyl group, a perilenyl group, a chrysenyl group, and a substituted or unsubstituted fluorenyl group. The organic light-emitting element according to claim 1.
10. The compound represented by the above formula 3 is one selected from the group consisting of the following compounds GEH-1 to GEH-20. Organic light-emitting element according to claim 1: 。
11. The organic layer further comprises one or more selected from the group consisting of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer. The organic light-emitting element according to claim 1.
12. first electrode; A second electrode facing the first electrode; and, The first electrode and the second electrode are located between the first electrode and the second electrode, and the first and second light-emitting parts are included. The first light-emitting section and the second light-emitting section each include one or more light-emitting layers. At least one of the light-emitting layers is a green phosphorescent light-emitting layer. The aforementioned green phosphorescent layer comprises a dopant substance and a host substance. The dopant substance comprises an organometallic compound represented by the following chemical formula 1, The host material comprises a mixture of the compound represented by the following chemical formula 2 and the compound represented by the following chemical formula 3, and is an organic light-emitting element: 【Chemistry 1】 In the above formulation 1, X is one selected from the group consisting of oxygen (O), sulfur (S), and selenium (Se). X 1 , X 2 and X 3 These are, independently, nitrogen (N) or CR', R 1 , R 3 , R 4 , R 7 , R 8 R' and R' are each independently selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, in which case R 1 , R 3 , R 4 , R 7 , R 8 Alternatively, one or more hydrogen atoms of an alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, and phosphino group as R' are either unsubstituted or substituted with deuterium. R 2 R is one selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, in which case R 2 One or more hydrogen atoms of alkyl groups, cycloalkyl groups, heteroalkyl groups, arylalkyl groups, alkoxy groups, aryloxy groups, amino groups, alkenyl groups, cycloalkenyl groups, heteroalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, nitrile groups, isonitrile groups, sulfanyl groups, sulfinyl groups, sulfonyl groups, and phosphino groups are either unsubstituted or substituted with deuterium. R 5 and R 6 These are each -CD 3 And, n is a constant between 0 and 2. 【Chemistry 2】 In the above formulation 2, R a and R b is one selected from the group consisting of C3-C40 monocyclic aryl groups, polycyclic aryl groups, monocyclic heteroaryl groups, and polycyclic heteroaryl groups, and the R a and R b Each of these groups is independently substituted with one or more substituents selected from the group consisting of alkyl groups, aryl groups, heteroaryl groups, cyano groups, alkylsilyl groups, and arylsilyl groups, or is unsubstituted. R c and R d Each is selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, and r and s are each independently constants from 0 to 7, and when r is 2 or more, (R c ) r R c If they are either identical or different from each other, and s is 2 or greater, then (R d ) s R d They are either identical or different from one another. 【Transformation 3】 In the above formula 3, Z is independently nitrogen (N) or CR 0 And two or more of the Zs are nitrogen (N), R 0 This is one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Y is oxygen (O) or sulfur (S), L 1 and L 2 Each is independently selected from the group consisting of a single bond, an amino group, an alkylene group, an alkenylene group, an alkylylene group, an oxyalkylene group, an oxyalylene group, and an allylene group. l and m are independent constants between 0 and 2. Ar 1 and Ar 2 Each is independently selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Ar 3 This is a C6-C60 aryl group.
13. The organometallic compound represented by the above formula 1 is one selected from the group consisting of the following compounds GD-1 to GD-10. Organic light-emitting element according to claim 12: 。
14. The compound represented by the above formula 2 is one selected from the group consisting of the following compounds GHH-1 to GHH-20. Organic light-emitting element according to claim 12: 。
15. The compound represented by the above formula 3 is one selected from the group consisting of the following compounds GEH-1 to GEH-20. Organic light-emitting element according to claim 12: 。
16. first electrode; A second electrode facing the first electrode; and, It includes a first light-emitting section, a second light-emitting section, and a third light-emitting section located between the first electrode and the second electrode, The first light-emitting section, the second light-emitting section, and the third light-emitting section each include one or more light-emitting layers. At least one of the light-emitting layers is a green phosphorescent light-emitting layer. The aforementioned green phosphorescent layer comprises a dopant substance and a host substance. The dopant substance comprises an organometallic compound represented by the following chemical formula 1, The host material comprises a mixture of the compound represented by the following chemical formula 2 and the compound represented by the following chemical formula 3, and is an organic light-emitting element: 【Chemistry 1】 In the above formulation 1, X is one selected from the group consisting of oxygen (O), sulfur (S), and selenium (Se). X 1 , X 2 and X 3 These are, independently, nitrogen (N) or CR', R 1 、 R 3 、 R 4 、 R 7 、 R 8 、 and R' are each independently one selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, and at this time, the R 1 、 R 3 、 R 4 、 R 7 、 R 8 or one or more of the hydrogens of the alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, and phosphino group as R' are unsubstituted or substituted with deuterium, R 2 R is one selected from the group consisting of hydrogen, deuterium, halogen, halide, alkyl group, cycloalkyl group, heteroalkyl group, arylalkyl group, alkoxy group, aryloxy group, amino group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group, acyl group, carbonyl group, carboxylic acid group, ester group, nitrile group, isonitrile group, sulfanyl group, sulfinyl group, sulfonyl group, phosphino group, and combinations thereof, in which case R 2 One or more hydrogen atoms of alkyl groups, cycloalkyl groups, heteroalkyl groups, arylalkyl groups, alkoxy groups, aryloxy groups, amino groups, alkenyl groups, cycloalkenyl groups, heteroalkenyl groups, alkynyl groups, aryl groups, heteroaryl groups, acyl groups, carbonyl groups, carboxylic acid groups, ester groups, nitrile groups, isonitrile groups, sulfanyl groups, sulfinyl groups, sulfonyl groups, and phosphino groups are either unsubstituted or substituted with deuterium. R 5 and R 6 are each -CD 3 and n is a constant between 0 and 2. 【Chemistry 2】 In the above formulation 2, R a and R b is one selected from the group consisting of C3-C40 monocyclic aryl groups, polycyclic aryl groups, monocyclic heteroaryl groups, and polycyclic heteroaryl groups, and the R a and R b Each of these groups is independently substituted with one or more substituents selected from the group consisting of alkyl groups, aryl groups, heteroaryl groups, cyano groups, alkylsilyl groups, and arylsilyl groups, or is unsubstituted. R c and R d Each is selected from the group consisting of hydrogen, deuterium, halogen, cyano group, and alkyl group, and r and s are each independently constants from 0 to 7, and when r is 2 or more, (R c ) r R c If they are either identical or different from each other, and s is 2 or greater, then (R d ) s R d They are either identical or different from one another. 【Transformation 3】 In the above formula 3, Z is independently nitrogen (N) or CR 0 And two or more of the Zs are nitrogen (N), R 0 This is one selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Y is oxygen (O) or sulfur (S), L 1 and L 2 Each is independently selected from the group consisting of a single bond, an amino group, an alkylene group, an alkenylene group, an alkylylene group, an oxyalkylene group, an oxyalylene group, and an allylene group. l and m are independent constants between 0 and 2. Ar 1 and Ar 2 Each is independently selected from the group consisting of hydrogen, deuterium, halogen, halide, amino group, nitrile group, nitro group, alkyl group, alkenyl group, alkynyl group, alkoxy group, aryloxy group, aryl group, and heteroaryl group. Ar 3 This is a C6-C60 aryl group.
17. The organometallic compound represented by the above formula 1 is one selected from the group consisting of the following compounds GD-1 to GD-10. Organic light-emitting element according to claim 16: 。
18. The compound represented by the above formula 2 is one selected from the group consisting of the following compounds GHH-1 to GHH-20. Organic light-emitting element according to claim 16: 。
19. The compound represented by the above formula 3 is one selected from the group consisting of the following compounds GEH-1 to GEH-20. Organic light-emitting element according to claim 16: 。
20. substrate; A driving element located on the substrate; and, An organic light-emitting device comprising 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;