An organic metal complex and an organic photoelectric element containing the same

Abstract

The present invention provides an organometallic complex and an organic optoelectronic element containing the same, particularly an organic electroluminescent diode, wherein the structure of the organometallic complex is shown in Formula I: M is selected from one of nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn), or lead (Pb); detailed information can be understood through the specific description provided herein. The organometallic compound of the present invention can obtain high-efficiency, long-life blue or blue-green OLED devices, demonstrating the potential application of such organometallic complexes in blue or blue-green OLEDs. At the same time, metals such as nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn), or lead (Pb) are inexpensive and abundant in the earth's crust, and have the potential to replace precious metal organometallic complexes such as platinum, iridium, and palladium, and have good commercial application prospects.

Description

Technical Field

[0001] The present invention belongs to the field of organic photoelectricity, and specifically relates to an organic metal complex and an organic photoelectric element containing the same, in particular an organic electroluminescent diode. Background Art

[0002] As a new display technology, organic light-emitting diodes (OLEDs) have unique advantages such as self-luminescence, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, fast response speed, wide applicable temperature range, low driving voltage, flexible, bendable and transparent display panels, and environmental friendliness. They can be used in flat-panel displays and new generation lighting, and can also be used as backlight sources for LCDs.

[0003] OLED luminescence occurs in two ways: fluorescence and phosphorescence. Theoretically, the ratio of singlet excited states to triplet excited states, caused by charge re-binding, is 1:3. In 1998, Professors Baldo and Forrest discovered that triplet phosphorescence can be exploited at room temperature, raising the upper limit of the internal quantum efficiency to 100%. Triplet phosphors are often complexes composed of heavy metal atoms. By leveraging the heavy atom effect and strong spin-orbit coupling, they cause the energy levels of the singlet and triplet excited states to intermix, releasing the previously prohibited triplet energy into phosphorescence, significantly improving quantum efficiency.

[0004] Currently, the light-emitting layers in OLED components almost all use a host-guest luminescence system, that is, a guest luminescent material is doped into the host material. Generally speaking, the energy system of the organic host material is larger than that of the guest material, that is, energy is transferred from the host to the guest, causing the guest material to be excited and emit light. Commonly used phosphorescent organic host materials such as CBP (4,4'-bis(carbazol-9-yl)biphenyl) have high efficiency and high triplet energy levels. When used as an organic material, the triplet energy can be effectively transferred from the luminescent organic material to the guest phosphorescent luminescent material. Commonly used organic guest materials are iridium metal compounds. Iridium metal compounds have become the mainstream in commercial OLED materials. However, iridium metal is very expensive and rare in the earth's crust. It is necessary to develop an organic metal complex to replace the expensive iridium metal complex, expand the alternative options for OLED light-emitting materials, and provide possibilities for sustainable development.

[0005] The present invention has discovered an organometallic compound (nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb)) that introduces specific ring structures, substituents, etc., which can improve the luminescence efficiency of the organometallic compound and ensure that the organometallic compound has efficient luminescence properties. When applied to organic photoelectric elements, especially organic electroluminescent devices, it can achieve high current efficiency and reduce the operating voltage of the components. Summary of the Invention

[0006] The object of the present invention is to provide an organometallic complex and an optoelectronic device comprising the same, in particular an organic electroluminescent diode.

[0007] The present invention provides an organometallic complex structure as shown in Formula I:

[0008]

[0009] wherein M is selected from one of nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb); X1 to X13 are CR5 or N; Y is N, CR5, SiR5 or B; L2 is independently selected from one of O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1; L1 and L3 are absent or independently selected from one of a single bond, O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1; R1 to R5 are independently selected from hydrogen, deuterium, CN, halogen, C1-C60 alkyl, C1-C60 alkoxy, C1-C60 alkylsilyl, C1-C60 alkoxysilyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1 any one of a C to C60 heteroaryl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted arylether group, a substituted or unsubstituted heteroarylether group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted heteroarylamine group, a substituted or unsubstituted arylsiliky group, a substituted or unsubstituted heteroarylsiliky group, a substituted or unsubstituted aryloxysilyl group, a substituted or unsubstituted arylacyl group, a substituted or unsubstituted heteroarylacyl group, or a substituted or unsubstituted phosphinyl group; a heteroaryl group refers to a group containing at least one heteroatom selected from the group consisting of B, N, O, S, P(═O), Si, and P; wherein X1 to X14 may form a ring with adjacent groups; when R1 to R5 are 2 or more, they may be the same or different, and all of the groups may be partially deuterated or perdeuterated, and may be partially fluorinated or perfluorinated.

[0010] Preferably, in the organometallic complex of the present invention, two atoms connected to the metal M form covalent bonds and two atoms form coordination bonds, so that the organometallic complex is in a neutral state.

[0011] Preferably, the organometallic complex of the present invention, Formula I is selected from one of the following structures:

[0012]

[0013]

[0014] Among them, X1 to X14 and R1 to R5 are the same as above, and adjacent R1 to R5 may form a ring.

[0015] Preferably, the organometallic complex of the present invention, Formula I is selected from one of the following structures:

[0016]

[0017] Wherein, R1 to R6 are the same as those described above for R1. When there are 2 or more R1 to R6, they may be the same or different. n is 0, 1, 2, 3, or 4. Adjacent R1 to R6 may form a ring.

[0018] Preferably, the organometallic complex of the present invention, wherein The moiety is independently selected from one of the following representative groups, but is not limited thereto:

[0019]

[0020] Wherein, X15 to X18 have the same definitions as those of X1 above, and R1 to R7 have the same definitions as those of R1 above.

[0021] Preferably, in the organometallic complex of the present invention, any two of Formula I are combined (bonded) together to form a fused ring system, and the fused ring system is benzimidazole, benzoxazole, benzothiazole, indazole, quinoline, isoquinoline, imidazo[1,5-a]pyridine, etc.

[0022] Preferably, in the organometallic complex of the present invention, R1 to R7 in Formula I are selected from one of the following structures, but are not limited thereto:

[0023]

[0024] The above structures may be partially deuterated or fully deuterated, and may be partially fluorinated or fully fluorinated.

[0025] Preferably, the organometallic complex of the present invention, Formula I is selected from one of the following representative structures, but is not limited thereto:

[0026]

[0027]

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[0032]

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[0060]

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[0064]

[0065]

[0066] Preferably, in the organometallic complex of the present invention, Ni in Formula I can be replaced by Cu, Mn, Pb, etc., but is not limited thereto.

[0067] The present invention relates to an organometallic complex comprising a compound of formula (I) and one or more solvents. The solvent used is not particularly limited, and can include solvents well known to those skilled in the art, such as toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene and other unsaturated hydrocarbon solvents; carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, hexyl chloride, bromohexane, chlorocyclohexane, bromocyclohexane and other halogenated saturated hydrocarbon solvents; halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene; ether solvents such as tetrahydrofuran and tetrahydropyran; and ester solvents such as alkyl benzoate.

[0068] The present invention also relates to an organic photoelectric element,

[0069] comprising: a first electrode;

[0070] a second electrode facing the first electrode;

[0071] an organic functional layer, sandwiched between the first electrode and the second electrode;

[0072] Wherein, the organic functional layer comprises the organic metal complex.

[0073] The organic optoelectronic element described in the present invention is any one of an organic photovoltaic device, an organic light-emitting device (OLED), an organic solar cell (OSC), an electronic paper (e-paper), an organic photoreceptor (OPC), an organic thin-film transistor (OTFT), an organic memory device (Organic Memory Element), a lighting device, and a display device.

[0074] The present invention also relates to an organic electroluminescent device comprising a cathode layer, an anode layer and an organic layer, wherein the organic layer comprises at least one of a hole injection layer, a hole transport layer, a light-emitting layer, a hole blocking layer, an electron injection layer and an electron transport layer, wherein the light-emitting layer of the device contains the organic metal complex.

[0075] The organic electroluminescent device light-emitting layer of the present invention contains the organic metal complex and corresponding host materials, wherein the mass percentage of the organic metal complex is 0.1%-50%.

[0076] In the present invention, the organic photoelectric device can be prepared by depositing metal or conductive oxides and their alloys on a substrate using methods such as sputtering, electron beam evaporation, and vacuum evaporation to form an anode; depositing a hole injection layer, a hole transport layer, a light-emitting layer, a hole blocking layer, and an electron transport layer on the surface of the prepared anode in sequence, and then depositing a cathode. In addition to the above methods, an organic electroluminescent device is prepared by depositing a cathode, an organic layer, and an anode on a substrate in sequence. The organic layer can also include a multilayer structure such as a hole injection layer, a hole transport layer, a light-emitting layer, a hole blocking layer, and an electron transport layer. In the present invention, the organic layer is prepared using polymer materials according to solvent engineering (spin-coating, tape-casting, doctor-blading, screen-printing, inkjet printing, or thermal-imaging, etc.) instead of the evaporation method, which can reduce the number of device layers.

[0077] The materials used in the organic electroluminescent device according to the present invention can be classified as top-emitting, low-emitting, or dual-emitting. The compounds of the organic electroluminescent device according to the embodiments of the present invention can be applied to organic solar cells, OLED lighting, flexible OLED, organic photoreceptors, organic thin-film transistors, and other electroluminescent devices based on similar principles to organic light-emitting devices.

[0078] Beneficial effects of the present invention:

[0079] The present invention relates to a novel organometallic complex with high luminescence efficiency. A suitable ligand structure can enhance energy transfer between the host and guest. Specifically, organic electroluminescent devices fabricated using the organometallic complex as a functional layer, particularly as a light-emitting layer, exhibit high current efficiency and a long operating life. This indicates that after the majority of electrons and holes recombine, the energy is effectively transferred to the organometallic complex for emission. This provides a novel organometallic complex with excellent luminescence performance and its application. BRIEF DESCRIPTION OF THE DRAWINGS

[0080] Figure 1This is a diagram of the structural layers of the organic photoelectric element of the present invention.

[0081] Among them, 110 represents a substrate, 120 represents an anode, 130 represents a hole injection layer, 140 represents a hole transport layer, 150 represents a light-emitting layer or an active layer, 160 represents a hole blocking layer, 170 represents an electron transport layer, 180 represents an electron injection layer, and 190 represents a cathode. DETAILED DESCRIPTION

[0082] In order to make the purpose, technical solutions and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with specific embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not intended to limit the present invention.

[0083] In a preferred embodiment of the present invention, the OLED device of the present invention comprises a hole transport layer. The hole transport material may be preferably selected from known or unknown materials, and is particularly preferably selected from the following structures, but this does not mean that the present invention is limited to the following structures:

[0084]

[0085] In a preferred embodiment of the present invention, the hole transport layer contained in the OLED device of the present invention comprises one or more p-type dopants. The preferred p-type dopant of the present invention has the following structure, but does not mean that the present invention is limited to the following structure:

[0086]

[0087] In a preferred embodiment of the present invention, the electron transport layer may be selected from at least one of compounds ET-1 to ET-13, but this does not mean that the present invention is limited to the following structures:

[0088]

[0089] The electron transport layer may be formed of an organic material and one or more n-type dopants (eg, LiQ).

[0090] The present invention also provides a preparation comprising the organometallic complex and a solvent. The solvent used is not particularly limited and can include solvents well known to those skilled in the art, such as unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, and tert-butylbenzene; halogenated saturated hydrocarbon solvents such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, hexyl chloride, bromohexane, chlorocyclohexane, and bromocyclohexane; halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, and trichlorobenzene; ether solvents such as tetrahydrofuran and tetrahydropyran; and ester solvents such as alkyl benzoates. The preparation can be directly used to prepare optoelectronic devices.

[0091] In the following, based on existing literature and the inventor's relevant technical reserves, the synthesis steps of the organometallic complex involved in Formula I are as follows:

[0092] Example 1: Synthesis of Compound 1

[0093]

[0094] (1) Under a nitrogen atmosphere, S-1 (10 mmol) and S-2 (11 mmol) were completely dissolved in xylene (80 ml) in a round-bottom flask. Potassium tert-butoxide (5 g), palladium acetate (0.1 g), and tri-tert-butylphosphine (0.2 g) were added, and the mixture was heated under reflux for 5-10 hours. After cooling to room temperature, the salt was removed by filtration through celite. The solvent was concentrated in vacuo and purified on a silica gel column using petroleum ether:dichloromethane (20:1 to 2:1) as the eluent to obtain S-3 (5.8 g, 85% yield). LC-MS: 684.3, 686.3.

[0095] (2) S-3 (10 mmol), imidazole (15 mmol), cuprous oxide (1.4 g), cis-2-pyridine oxime (2.4 g), and acetonitrile (200 ml) were thoroughly mixed in a round-bottom flask. After bubbling to remove oxygen, the mixture was refluxed under a nitrogen atmosphere for 48 hours. After the reaction was completed, the mixture was cooled to room temperature, filtered through diatomaceous earth to remove inorganic salts, and washed with dichloromethane. The filtrate was added with water and extracted with dichloromethane. The dichloromethane layers were combined, dried, and purified on a silica gel column using petroleum ether:ethyl acetate (20:1 to 2:1) as the eluent to obtain S-4 with a yield of 73%. LC-MS: 672.3.

[0096] (3) Under nitrogen, S-4 (10 mmol) was dissolved in toluene (60 mL) in a round-bottom flask. Methyl iodide (30 mmol) was added, and the mixture was stirred at room temperature for 48 hours. The mixture was filtered, and the solid was washed with cold toluene (20 mL) and ether (20 mL) in sequence. After drying, S-5 was obtained as a light yellow solid in an 88% yield. LC-MS: 687.4.

[0097] (4) Under nitrogen atmosphere, S-5 (5 mmol) and silver oxide (2.52 mmol) were reacted in dichloromethane (50 mL) in a round-bottom flask for 24 hours. After removing the dichloromethane under reduced pressure, nickel dichloride (5.1 mmol) and chlorobenzene (50 mL) were added and the mixture was heated under reflux for 72 hours. After cooling to room temperature, the mixture was concentrated and dried to obtain a light yellow solid. The solid was purified on a silica gel column using petroleum ether:dichloromethane (20:1 to 2:1) as eluent to obtain compound 1 (yield 82%), which was further purified by vacuum sublimation. LC-MS: theoretical 742.32, found: 742.3; elemental analysis: C: 75.91; H: 6.51; N: 7.53; found: C: 75.88; H: 6.55; N: 7.54.

[0098] Example 2: Synthesis of Compound 2

[0099]

[0100] The synthesis steps of compound 2 are similar to those of compound 1, and the final yield of the nickel complex is 73%, LC-MS: theoretical 923.44, found: 923.4; elemental analysis C: 79.22; H: 6.87; N: 7.57; found: C: 79.20; H: 6.90; N: 7.55.

[0101] Example 3: Synthesis of Compound 3

[0102]

[0103] The synthesis steps of compound 3 are similar to those of compound 1, and the final yield of the nickel complex is 71%, LC-MS: theoretical 890.43, found: 890.4; elemental analysis C: 76.76; H: 7.23; N: 6.28; found: C: 76.73; H: 7.25; N: 6.25.

[0104] Example 4: Synthesis of Compound 4

[0105]

[0106] The synthesis steps of compound 4 are similar to those of compound 1, and the final yield of the nickel complex is 76%, LC-MS: theoretical 874.45, found: 874.4; elemental analysis C: 79.54; H: 7.37; N: 6.40; found: C: 79.56; H: 7.34; N: 6.36.

[0107] Example 5: Synthesis of Compound 5

[0108]

[0109] The synthesis steps of compound 5 are similar to those of compound 1, and the final yield of the nickel complex is 70%, LC-MS: theoretical 861.43, found: 861.4; elemental analysis C: 77.95; H: 7.13; N: 8.12; found: C: 77.92; H: 7.15; N: 8.09.

[0110] Example 6: Synthesis of Compound 6

[0111]

[0112] The synthesis steps of compound 6 are similar to those of compound 1, and the final yield of the nickel complex is 65%, LC-MS: theoretical 771.32, found: 771.3; elemental analysis C: 74.61; H: 6.65; N: 5.44; found: C: 74.60; H: 6.70; N: 5.40.

[0113] Example 7: Synthesis of Compound 7

[0114]

[0115]

[0116] (1) Under nitrogen atmosphere, compound S-1 (10 mmol) was dissolved in tetrahydrofuran (60 ml) in round-bottom flask 1 and cooled to -77°C in an acetone-dry ice bath. Compound S-2 (10 mmol) was dissolved in tetrahydrofuran (20 ml) in round-bottom flask 2 and cooled to -77°C in an acetone-dry ice bath. n-Butyl lithium (2.5 M solution) (4 ml) was added dropwise and the reaction was allowed to proceed for 5 hours. The mixture in round-bottom flask 2 was added dropwise to round-bottom flask 1, the reaction temperature was maintained at -77°C, and the reaction was continued for 1 hour. The mixture in round-bottom flask 1 was slowly warmed to room temperature and the reaction was continued for 6 hours. The reaction was quenched with saturated aqueous ammonium chloride solution, and the organic phase was separated. The aqueous phase was extracted with ethyl acetate, and the organic phases were combined and concentrated. The product was purified and separated on a silica gel column using petroleum ether:ethyl acetate (20:1 to 2:1) as eluent to obtain compound S-2A (yield 76%); LC-MS: 715.3, 717.3.

[0117] (2) Compound S-2A (10 mmol) was dissolved in acetic acid (100 ml), and 2 ml of concentrated sulfuric acid was added dropwise. The mixture was heated under reflux for 12 hours. After concentration and cooling, the mixture was poured into ice water and extracted with dichloromethane (50 ml x 2). The dichloromethane layer was washed with saturated brine and sodium bicarbonate aqueous solution and concentrated to dryness. The crude product was purified and separated on a silica gel column using petroleum ether:dichloromethane (20:1 to 2:1) as eluent to obtain compound S-3 (yield 73%); LC-MS: 697.3, 699.3.

[0118] (3) The remaining synthesis steps were similar to those of compound 1, and the final yield of compound 7 was 68%, LC-MS: theoretical 861.42, found: 861.4; elemental analysis C: 79.35; H: 7.13; N: 4.87; found: C: 79.31; H: 7.20; N: 4.90.

[0119] Example 8: Synthesis of Compound 8

[0120]

[0121] The synthesis steps of compound 8 were similar to those of compound 7, and the final yield of compound 8 was 63%, LC-MS: theoretical 890.43, found: 890.4; elemental analysis C: 76.76; H: 7.23; N: 6.28; found: C: 76.78; H: 7.27; N: 6.25.

[0122] Example 9: Synthesis of Compound 9

[0123]

[0124] The synthesis steps of compound 9 were similar to those of compound 7, and the final yield of compound 9 was 74%, LC-MS: theoretical 845.40, found: 845.4; elemental analysis C: 78.03; H: 6.91; N: 4.96; found: C: 78.06; H: 6.98; N: 5.00.

[0125] Example 10: Synthesis of Compound 10

[0126]

[0127] The synthesis steps of compound 10 were similar to those of compound 1, and the final yield of compound 10 was 62%, LC-MS: theoretical 892.36, found: 892.4; elemental analysis C: 63.28; H: 5.42; N: 6.28; found: C: 63.31; H: 5.46; N: 6.30.

[0128] Example 11: Synthesis of Compound 11

[0129]

[0130] The synthesis steps of compound 11 were similar to those of compound 7, and the final yield of compound 9 was 71%, LC-MS: theoretical 850.40, found: 850.4; elemental analysis C: 77.59; H: 6.87; N: 4.94; found: C: 77.64; H: 6.93; N: 5.00.

[0131] Example 12: Synthesis of Compound 12

[0132]

[0133] The synthesis steps of compound 12 are similar to those of compound 7, and the final yield of compound 9 is 65%. LC-MS: theoretical 842.41, found: 842.4; elemental analysis C: 78.38; H: 6.94; N: 4.99; found: C: 78.36; H: 6.98; N: 5.03. General preparation method for OLED:

[0134] P-doped materials P-1 to P-5 are evaporated on the surface of ITO glass or on the anode with a light-emitting area of ​​2mm×2mm, or the p-doped materials are co-evaporated with the compounds described in the table at a concentration of 1% to 50% to form a 5-100nm hole injection layer (HIL) and a 5-200nm hole transport layer (HTL). Subsequently, a 10-100nm light-emitting layer (EML) (which may contain the compounds described) is formed on the hole transport layer. Finally, an electron transport layer (ETL) of 20-200nm and a cathode of 50-200nm are formed in sequence using the compounds described. If necessary, an electron blocking layer (EBL) is added between the HTL and EML layers, and an electron injection layer (EIL) is added between the ETL and the cathode to manufacture an organic light-emitting element.

[0135] OLED device embodiment:

[0136] The specific structure of the bottom-emitting OLED device is as follows: on glass containing ITO, the HIL is HT-1:P-3 (95:5v / v%) with a thickness of 10 nanometers; the HTL is HT-1 with a thickness of 90 nanometers; the EBL is HT-10 with a thickness of 10 nanometers, the EML is BH-1:organometallic compound (95:5v / v%) with a thickness of 35 nanometers, and the ETL is ET-13:LiQ (50:50v / v%) with a thickness of 35 nanometers, and then the cathode Al is evaporated to 70 nanometers.

[0137]

[0138] According to the above device embodiments, the external quantum efficiency (EQE), turn-on voltage, luminescence peak and other characteristics of the OLED device are shown in Table 1 below.

[0139] Table 1

[0140] Example Compound Turn-on voltage (V) EQE Luminescence peak (nanometer) LT90 (hours) Comparison Devices Ref-1 3.6 15.8％ 523 36 Device Example 1 Compound 1 3.5 17.4％ 468 35 Device Example 2 Compound 2 3.4 18.6％ 469 86 Device Example 3 Compound 3 3.6 21.5％ 465 110 Device Example 4 Compound 4 3.5 21.4％ 463 125 Device Example 5 Compound 5 3.6 16.4％ 464 76 Device Example 6 Compound 6 3.6 14.7％ 461 48 Device Example 7 Compound 7 3.5 22.1％ 456 135 Device Example 8 Compound 8 3.4 21.8％ 460 142 Device Example 9 Compound 9 3.6 17.2％ 455 95 Device Example 10 Compound 10 4.2 11.2％ 473 26 Device Example 11 Compound 11 3.8 18.2％ 473 58 Device Example 12 Compound 12 3.8 13.2％ 463 79

[0141] The present invention utilizes novel blocking ligands such as carbon, silicon, boron, and nitrogen to introduce ligand structures with relatively short conjugated chains to obtain novel organometallic complexes. The substituted imidazole aryl groups form complexes with the metal, determining the HOMO, LUMO, and lowest triplet energy levels of the organometallic complexes, and thus the spectral position of their excited-state radiation. Nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn), or lead (Pb) metals were introduced into the complexes, demonstrating their excellent luminescence properties. These metals were then doped into the host material BH-1 as guest materials to produce organic light-emitting diode (OLED) devices with external quantum efficiencies ranging from 11.2 to 22.1%. In bottom-emitting OLED devices without any light extraction methods, the external quantum efficiency approached 20%, demonstrating that the organometallic complexes of the present invention possess 100% internal quantum efficiency in OLED devices. Furthermore, the device lifetime (LT90) reached as high as 142 hours, demonstrating that long-life blue or blue-green phosphorescent OLED devices can be produced using the organometallic compounds of the present invention, highlighting the potential application of these organometallic complexes in blue or blue-green OLEDs. At the same time, metals such as nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb) are inexpensive and abundant in the earth's crust. They have the potential to replace precious metal organic metal complexes such as platinum, iridium and palladium, and have good commercial application prospects.

[0142] The above description is only a preferred specific embodiment of the present invention, but the scope of protection of the present invention is not limited thereto. Any technician familiar with the technical field, within the technical scope disclosed by the present invention, who makes equivalent replacements or changes based on the technical solution and inventive concept of the present invention, should be covered by the scope of protection of the present invention.

Claims

1. An organometallic complex, characterized in that The structure of an organometallic complex is shown in the following compound: 。 2. A preparation, characterized in that The method comprises the organometallic complex according to claim 1 and at least one solvent.

3. A preparation according to claim 2, characterized in that The organometallic complex and the solvent form a preparation, and the solvent is selected from toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, hexyl chloride, bromohexane, chlorocyclohexane, bromocyclohexane, chlorobenzene, dichlorobenzene, trichlorobenzene, tetrahydrofuran, tetrahydropyran or alkyl benzoate.

4. An organic electroluminescent device, characterized in that: include: a first electrode; a second electrode facing the first electrode; an organic functional layer, sandwiched between the first electrode and the second electrode; Wherein, the organic functional layer comprises the organometallic complex according to claim 1.

5. An organic electroluminescent device comprising a cathode layer, an anode layer, and an organic layer, wherein the organic layer comprises at least one of a hole injection layer, a hole transport layer, a light-emitting layer, an electron injection layer, and an electron transport layer, characterized in that: Any one layer of the device contains the organometallic complex according to claim 1.

6. The organic electroluminescent device according to claim 5, characterized in that: The light-emitting layer contains the organic metal complex and a corresponding host material, wherein the mass percentage of the organic metal complex is 1% to 50%.

7. A display or lighting device, characterized in that: The display or lighting device comprises the organic electroluminescent device according to any one of claims 4 to 6.

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