WO2022161453A1 - Organic metal complex and organic optoelectronic component comprising the complex - Google Patents

Abstract

The present invention provides an organic metal complex and an organic optoelectronic component comprising same, specifically, an organic electroluminescent diode, where the structure of the organic metal complex is as represented by formula I: M being selected from platinum (Pt) or palladium (Pd); detailed information on the organic metal complex and on the organic optoelectronic component can be learned by means of the specific descriptions provided in the present text. The organic metal complex provided in the present invention allows the acquisition of a highly efficient blue or blue-green light OLED component having an extended service life, thus demonstrating potential applications of the metal complex in blue or blue-green light OLEDs. Metal platinum and palladium are abundant in the Earth's crust, replace rare metal iridium in forming the organic metal complex for sustainable use, and provide excellent commercial application prospects.

Description

An organometallic complex and an organic photoelectric element containing the same technical field

The invention belongs to the field of organic optoelectronics, and in particular relates to an organic metal complex and an organic optoelectronic component comprising the same, in particular to an organic electroluminescent diode.

Background technique

As a new type of display technology, organic electroluminescent diodes (OLEDs) have the advantages of self-luminescence, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, fast response speed, wide application temperature range, low driving voltage, and flexible fabrication. The unique advantages of flexible and transparent display panels and environmental friendliness can be applied to flat panel displays and next-generation lighting, and can also be used as LCD backlights.

OLED light emission is divided into two modes: fluorescent light emission and phosphorescent light emission. According to theoretical speculation, the ratio of singlet excited state to triplet excited state caused by the combination of charges is 1:3. In 1998, Professors Baldo and Forrest discovered the triplet state. The state phosphorescence can be used at room temperature, and the upper limit of the original internal quantum efficiency is raised to 100%. The triplet state phosphor is often composed of heavy metal atoms, and the complex is formed by using the heavy atom effect and the strong spin-orbit coupling effect. The energy levels of the singlet excited state and the triplet excited state are mixed with each other, so that the originally forbidden triplet state energy is relieved to emit light in the form of phosphorescence, and the quantum efficiency is also greatly improved.

At present, almost all light-emitting layers in OLED components use host-guest light-emitting systems, that is, doping guest light-emitting materials in host materials. Generally speaking, the energy system of organic host materials is larger than that of guest materials, that is, energy is transferred from the host to the guest. , so that the guest material is excited to 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, which, when used as organic materials, can be efficiently converted from luminescence. The organic material is transferred to the guest phosphorescent light-emitting material. The commonly used organic guest materials are iridium metal compounds. At present, iridium metal compounds have become mainstream in commercial OLED materials. However, iridium metal is very expensive and is scarce in the earth's crust. It is necessary to study an organometallic complex to replace the expensive iridium metal complex. , to expand the options for OLED light-emitting materials and provide the possibility for sustainable development.

The present invention finds that an organometallic compound (Pt or Pd), introducing specific cyclic structures, substituents, etc., can improve the luminous efficiency of the organometallic compound, ensure that the organometallic compound has efficient luminescence properties, and apply it to organic optoelectronic components , especially in organic electroluminescent devices, high current efficiency and lower operating voltage of components can be obtained.

SUMMARY OF THE INVENTION

The object of the present invention is to provide an organometallic complex and an optoelectronic device comprising the same, especially an organic electroluminescent diode.

A kind of organometallic complex structure provided by the invention is shown in formula (I):

Wherein, M is Pt or Pd, X1 to X13 are CR5 or N; Y is N, CR5, SiR5 or B; L2 is independently selected from O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1 a kind of; L1, L3 do not exist, or independently selected from a single bond, O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1 in a kind of; 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-C60 heteroaryl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl ether, substituted or unsubstituted heteroaryl ether, substituted or unsubstituted arylamine, substituted or unsubstituted Substituted heteroarylamine, substituted or unsubstituted arylsilyl, substituted or unsubstituted heteroarylsilyl, substituted or unsubstituted aryloxysilyl, substituted or unsubstituted arylacyl, substituted Or any one of unsubstituted heteroaryl acyl, substituted or unsubstituted phosphinyl; heteroaryl refers to containing at least one heteroatom in B, N, O, S, P(=O), Si, P ; Wherein X1 to X14 can form a ring with adjacent groups; when R1 to R5 are 2 or more, they can be the same or different, and all groups can be partially deuterated or fully deuterated, and can be partially fluorinated or perfluorinated.

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

Preferably, the organometallic complex of the present invention, formula I is selected from one of the following structures:

Among them, X1 to X14, Y, M, L3, R1 to R5 are the same as above.

Preferably, the organometallic complex of the present invention, formula I is selected from one of the following structures:

Wherein, X1 to X14, Y, M, L3, R1 to R6 are the same as above, when R1 to R6 are two or more, they can be the same or different, and n is 0, 1, 2, 3, or 4.

部分独立地选自以下代表基团的一种，但不代表限于此： Preferably, the organometallic complex of the present invention, in formula (I)

Part is independently selected from one of the following representative groups, but is not limited to this:

Wherein, X15 to X18 have the same definitions as X1 in claim 1 , and R1 to R7 have the same definitions as in claim 1 .

Preferably, the organometallic complex of the present invention, in formula (I), any two in 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.

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 to this:

In the above structure, it can be partially deuterated or per-deuterated, and it can be partially fluorinated or perfluorinated.

Preferably, the organometallic complex of the present invention, formula (I) is selected from one of the following representative structures, but is not limited to this:

Preferably, in the organometallic complex of the present invention, when M is Pd in formula I, Pt in the above structure can be replaced by Pd, but it is not limited to this.

The present invention relates to an organometallic complex comprising the compound of formula (I) and one or more preparations formed with a solvent. The solvent used is not particularly limited, such as toluene, xylene, Unsaturated hydrocarbon solvents such as mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, carbon tetrachloride, chloroform, dichloromethane, dichloroethyl Halogenated saturated hydrocarbon solvents such as alkane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, chlorobenzene, dichlorobenzene, trichlorobenzene Halogenated unsaturated hydrocarbon solvents such as benzene, ether solvents such as tetrahydrofuran and tetrahydropyran, and ester solvents such as alkyl benzoate.

The present invention also relates to an organic optoelectronic element,

It comprises: 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 includes the organometallic complex.

The organic optoelectronic components described in the present invention are organic photovoltaic devices, organic light-emitting devices (OLED), organic solar cells (OSC), electronic paper (e-paper), organic photoreceptors (OPC), organic thin film transistors (OTFT) and organic Any of the memory devices (Organic Memory Element), lighting and display devices.

The present invention also relates to an organic electroluminescence device, comprising a cathode layer, an anode layer and an organic layer, the organic layer comprising a hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer, an electron injection layer, an electron transport layer, and a hole injection layer. At least one of the layers, wherein the light-emitting layer of the device contains the organometallic complex.

The light-emitting layer of the organic electroluminescence device of the present invention contains the organometallic complex and the corresponding host material, wherein the mass percentage of the organometallic complex is 0.1%-50%.

In the present invention, the organic optoelectronic device can use sputter coating, electron beam evaporation, vacuum evaporation and other methods to evaporate metals or conductive oxides and their alloys on the substrate to form an anode; A hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer and an electron transport layer are evaporated on the surface of the anode in sequence, and then the cathode is evaporated later. The organic electric device is fabricated by sequentially vapor-depositing a cathode, an organic layer and an anode on a substrate other than the above method. The organic layer may also include a multi-layer 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 made of polymer materials by solvent engineering (spin-coating, tape-casting, doctor-blading, screen-printing) , inkjet printing or thermal imaging (Thermal-Imaging, etc.) instead of evaporation method, which can reduce the number of device layers.

The materials used in the organic electroluminescent device according to the present invention can be classified as top emission, low emission or double side emission. The organic electro-device compounds according to the embodiments of the present invention can be applied to organic solar cells, lighting OLEDs, flexible OLEDs, organic photoreceptors, organic thin-film transistors and other electro-devices with similar principles of organic light-emitting devices.

Beneficial effects of the present invention:

The organometallic complex of the present invention has high luminous efficiency, and a suitable ligand structure can improve the energy transfer between the host and the guest, which is embodied by using the organometallic complex of the present invention as a functional layer, especially as a light-emitting layer The fabricated organic electroluminescent device has high current efficiency and low turn-on voltage. It shows that after most of the electrons and holes are recombined, the energy is effectively transferred to the organometallic complex for luminescence, and a brand-new organometallic complex with excellent luminescence properties is provided.

Description of drawings

FIG. 1 is a structural layer diagram of an organic optoelectronic element of the present invention.

Among them, 110 represents the substrate, 120 represents the anode, 130 represents the hole injection layer, 140 represents the hole transport layer, 150 represents the light-emitting layer or active layer, 160 represents the hole blocking layer, 170 represents the electron transport layer, 180 represents the electron injection layer , 190 represents the cathode.

Detailed ways

In order to make the objectives, technical solutions and advantages of the present invention clearer, the present invention will be further described in detail below with reference to specific embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention, but not to limit the present invention.

In a preferred embodiment of the present invention, the OLED device of the present invention contains a hole transport layer, and the hole transport material can be preferably selected from known or unknown materials, particularly preferably selected from the following structures, but does not represent the present invention Limited to the following structures:

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 it does not mean that the present invention is limited to the following structure:

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

The electron transport layer may be formed of an organic material together with one or more n-type dopants such as LiQ.

The present invention also provides a preparation including the organometallic complex and a solvent, the solvent used is not particularly limited, and can be used such as toluene, xylene, mesitylene, tetralin, decalin that are well known to those skilled in the art , Bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene and other unsaturated hydrocarbon solvents, carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chlorine Halogenated saturated hydrocarbon solvents such as pentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, etc., halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene, tetrahydrofuran, tetrahydrofuran, etc. Ether solvents such as hydropyran, ester solvents such as alkyl benzoate. The formulations described are directly used in the preparation of optoelectronic devices.

Hereinafter, according to the relevant technical reserves of existing documents and inventors, the synthetic steps of the organometallic complex involved in formula (I) are as follows:

Example 1: Synthesis of Compound 1

(1) After completely dissolving S-1 (10 mmol) and S-2 (11 mmol) in xylene (80 mL) in a round-bottomed flask under nitrogen atmosphere, potassium tert-butoxide was added thereto (5 g), palladium acetate (0.1 g), tri-tert-butylphosphine (0.2 g), and the mixture was heated to reflux for 5-10 hours. After cooling to room temperature, the salt was removed by filtration with celite, the solvent was concentrated in vacuo, and purified and separated on a silica gel column with petroleum ether:dichloromethane (20:1～2:1) as an eluent to obtain S- 3 (5.8 g, 85% yield), LC-MS, 684.3, 686.3.

(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 fully mixed in a round bottom flask After mixing and bubbling to remove oxygen, the reaction was refluxed under nitrogen atmosphere for 48 hours. After the reaction was completed, it was cooled to room temperature, and the inorganic salts were removed by filtration through celite, and washed with dichloromethane. After adding water to the filtrate, extract with dichloromethane, combine the dichloromethane layers, dry and use petroleum ether:ethyl acetate (20:1～2:1) as eluent to carry out purification and separation on silica gel column to obtain S-4 , the yield is 73%. LC-MS, 672.3.

(3) S-4 (10 mmol) was dissolved in toluene (60 mL) in a round-bottomed flask under nitrogen atmosphere, iodomethane (30 mmol) was added, and the mixture was stirred at room temperature for 48 hours. After filtration, the solid was washed successively with cold toluene (20 mL) and ether (20 mL), and dried to obtain a pale yellow solid S-5 with a yield of 88%. LC-MS, 687.4.

(4) Under a nitrogen atmosphere, S-5 (5 mmol) and silver oxide (2.52 mmol) were reacted in dichloromethane (50 mL) in a round-bottomed flask for 24 hours, and after the dichloromethane was removed under reduced pressure, Pt(COD)Cl ₂ (5.1 mmol) and o-dichlorobenzene (80 mL) were added, heated to reflux for 72 hours, cooled to room temperature, concentrated and dried to obtain a pale yellow solid, which was prepared with petroleum ether: dichloromethane (20:1 ~2:1) as an eluent on a silica gel column for purification and isolation to obtain compound 1 (87% yield), which was further purified by vacuum sublimation. LC-MS: Theory 879.35, found: 879.4; elemental analysis C: 64.15; H: 5.50; N: 6.37; found: C: 64.20; H: 5.60; N: 6.30.

Example 2: Synthesis of Compound 2

The synthesis steps of compound 2 are similar to those of compound 1, and the final yield of compound 2 is 82%. LC-MS: theoretical 1060.47, found: 1060.5; elemental analysis C: 69.04; H: 5.98; N: 6.60; found: C: 69.10; H: 6.03; N: 6.51.

Example 3: Synthesis of Compound 3

The synthesis steps of compound 3 are similar to those of compound 1, and the final yield of compound 3 is 78%. LC-MS: theoretical 1027.45, found: 1027.4; elemental analysis C: 66.58; H: 6.27; N: 5.45; found: C: 66.62; H: 6.33; N: 5.46.

Example 4: Synthesis of Compound 4

The synthesis steps of compound 4 are similar to those of compound 1, and the final yield of compound 4 is 80%. LC-MS: theoretical 1011.48, found: 1011.5; elemental analysis C: 68.82; H: 6.37; N: 5.53; found: C: 68.78; H: 6.43; N: 5.55.

Example 5: Synthesis of Compound 5

The synthesis steps of compound 5 are similar to those of compound 1, and the final yield of nickel complex is 81%. LC-MS: theoretical 998.45, found: 998.4; elemental analysis C: 67.31; H: 6.15; N: 7.01; found: C : 67.36; H: 6.21; N: 6.94.

Example 6: Synthesis of Compound 6

The synthesis steps of compound 6 are similar to those of compound 1, and the final yield of compound 6 is 73%. LC-MS: theoretical 879.35, found: 879.3; elemental analysis C: 64.15; H: 5.50; N: 6.37; found: C: 64.20; H: 5.60; N: 6.33.

Example 7: Synthesis of Compound 7

(1) Under nitrogen atmosphere, compound S-1 (10 mmol) was dissolved in tetrahydrofuran (60 mL) in round-bottom flask 1, and cooled to -77 degrees with an acetone-dry ice bath; S-2 (10 mmol) was dissolved in tetrahydrofuran (20 mL), cooled to -77°C with an acetone-dry ice bath, n-butyllithium (2.5M solution) (4 mL) was added dropwise, and the reaction was carried out for 5 hours. The mixture in the round-bottom flask 2 was added dropwise to the round-bottom flask 1, and the reaction temperature was maintained at -77 degrees for 1 hour. After the mixture in the round-bottom flask 1 was slowly warmed to room temperature, the reaction was continued for 6 hours. After quenching the reaction with saturated aqueous ammonium chloride, the organic phase was separated. The aqueous phase was extracted with ethyl acetate, the organic phases were combined, and after concentration, petroleum ether:ethyl acetate (20:1～2:1) was used as an eluent to purify and separate on a silica gel column to obtain compound S-2A (yield 76%); LC-MS: 715.3, 717.3.

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

(3) The rest of the synthesis steps are similar to compound 1, and the final yield of compound 7 is 76%. LC-MS: theoretical 998.45, found: 998.4; elemental analysis C: 68.52; H: 6.15; N: 4.21; found: C : 68.58; H: 6.20; N: 4.24.

Example 8: Synthesis of Compound 8

The synthesis steps of compound 8 are similar to those of compound 7, and the final yield of compound 8 is 75%. LC-MS: theoretical 1027.45, found: 1027.5; elemental analysis C: 66.58; H: 6.27; N: 5.45; found: C: 66.67; H: 6.37; N: 5.51.

Example 9: Synthesis of Compound 9

The synthesis steps of compound 9 are similar to those of compound 1, and the final yield of compound 9 is 84%. LC-MS: theoretical 790.29, found: 790.3; elemental analysis C: 71.34; H: 6.11; N: 7.08; found: C: 71.30; H: 6.23; N: 7.00.

Example 10: Synthesis of Compound 10

The synthesis steps of compound 10 are similar to those of compound 1, and the final yield of compound 10 is 79%. LC-MS: theoretical 971.41, found: 971.41; elemental analysis C: 75.33; H: 6.53; N: 7.20; found: C: 75.38; H: 6.65; N: 7.10.

Example 11: Synthesis of Compound 11

The synthetic steps of compound 11 are similar to those of compound 8, and the final yield of compound 11 is 74%. LC-MS: theoretical 938.39, found: 938.4; elemental analysis C: 72.86; H: 6.87; N: 5.96; found: C: 73.01; H: 6.76; N: 6.00. OLED general preparation method:

Evaporate p-doping materials P-1 to P-5 on the surface or anode of ITO glass with a light-emitting area of 2mm × 2mm, or mix the p-doping materials with the compounds described in the table at a concentration of 1% to 50%. Co-evaporation forms a hole injection layer (HIL) of 5-100 nm, a hole transport layer (HTL) of 5-200 nm, and then forms an emission layer (EML) of 10-100 nm on the hole transport layer (which may contain the described compound), and finally use the compound to form an electron transport layer (ETL) of 20-200nm and a cathode of 50-200nm, if necessary, add an electron blocking layer (EBL) between the HTL and EML layers, and add electrons between the ETL and the cathode. An injection layer (EIL) was thus fabricated to manufacture an organic light-emitting element.

OLED device example:

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

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

Table 1

Example compound Turn-on Voltage (V) EQE Luminescence peak (nm) LT90 (hours) Comparing Devices Pt-1 3.6 18.1% 452 36 Device example 1 Compound 1 3.4 19.1% 463 48 Device example 2 Compound 2 3.4 19.4% 465 55 Device example 3 Compound 3 3.5 22.4% 458 90 Device Example 4 Compound 4 3.6 22.5% 455 92 Device Example 5 Compound 5 3.5 19.6% 460 45 Device example 6 Compound 6 3.5 18.7% 457 50 Device Example 7 Compound 7 3.5 23.2% 460 110 Device Example 8 Compound 8 3.5 22.4% 455 108 Device Example 9 Compound 9 3.6 18.4% 465 54 Device Example 10 Compound 10 3.5 20.1% 468 60

Device Example 11 Compound 11 3.5 22.5% 458 95

Introducing a ligand structure with a shorter conjugated chain is the main means to achieve blue light emission. The present invention obtains novel organometallic complexes by using novel carbon, silicon, boron, nitrogen and other blocking ligands. The substituted imidazolyl aryl group forms a complex with the metal, which determines the HOMO, LUMO and the lowest triplet energy level of the organometallic complex in the present invention, and further determines the spectral position of its excited state radiation. The organometallic compound of the present invention has good light-emitting properties, and is used as a guest material to be doped into the host material BH-1 to obtain an OLED device with an external quantum efficiency of 18.4 to 23.2%. In the bottom-emitting OLED device without any light extraction means, the external quantum efficiency exceeds 20%, indicating that the organometallic complex of the present invention has an internal quantum efficiency of 100% in the OLED device. At the same time, the device lifetime LT90 is up to 110 hours, which indicates that long-life blue phosphorescent OLED devices can be obtained by using the compounds of the present invention, which shows the potential application of such organometallic complexes in blue OLEDs. Compared with the comparative compound Pt-1, the new compound obtained by incorporating carbon, silicon, boron, nitrogen and other ring-mounted structures on the imidazole aryl group of the present invention has better luminous efficiency and spectral characteristics. The device has higher efficiency and operational lifetime, while the spectrum of the device is located between 455-465 nanometers, and the energy transfer to and from the host is more efficient. In particular, compound 7 used in Device Example 7 has a luminescence peak at 460 nm, which is 28% higher than that of Pt-1, and its lifetime is increased by 3.1 times, indicating that the organometallic compound of the present invention has better commercial application prospects.

The above description is only a preferred embodiment of the present invention, but the protection scope of the present invention is not limited to this. The equivalent replacement or change of the inventive concept thereof shall be included within the protection scope of the present invention.

Claims (15)

An organometallic complex, characterized in that the structure of the organometallic complex is shown in formula I:

Wherein, M is Pt or Pd; X1 to X13 are CR5 or N; Y is N, CR5, SiR5 or B; L2 is independently selected from O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1 a kind of; L1, L3 do not exist, or independently selected from a single bond, O, S, NR1, CR1R2, SiR1R2, O=P-R1 or B-R1 in a kind of; 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-C60 heteroaryl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl ether, substituted or unsubstituted heteroaryl ether, substituted or unsubstituted arylamine, substituted or unsubstituted Substituted heteroarylamine, substituted or unsubstituted arylsilyl, substituted or unsubstituted heteroarylsilyl, substituted or unsubstituted aryloxysilyl, substituted or unsubstituted arylacyl, substituted Or any one of unsubstituted heteroaryl acyl, substituted or unsubstituted phosphinyl; heteroaryl refers to containing at least one heteroatom in B, N, O, S, P(=O), Si, P ; Wherein X1 to X14 can form a ring with adjacent groups; when R1 to R5 are 2 or more, they can be the same or different, and all groups can be partially deuterated or fully deuterated, and can be partially fluorinated or perfluorinated. The organometallic complex according to claim 1, characterized in that, two atoms connected to the metal M in formula I form covalent bonds, and two form coordination bonds, so that the organometallic complex is in a neutral state. The organometallic complex according to claim 1, wherein formula I is selected from one of the following structures:

Wherein, X1 to X14, Y, M, L3, R1 to R5 are the same as those described in claim 1. The organometallic complex according to any one of claims 1 to 3, wherein formula I is selected from one of the following structures:

Wherein, X1 to X14, Y, M, L3, R1 to R6 are the same as R1 in claim 1, when R1 to R6 are 2 or more, they can be the same or different, and n is 0, 1, 2, 3 , or 4. The organometallic complex according to any one of claims 1 to 4, wherein in formula I

Choose from one of the following structures:

Wherein, X15 to X18 have the same definitions as X1 in claim 1 , and R1 to R7 have the same definitions as in claim 1 . The organometallic complex according to any one of claims 1 to 5, wherein any two of formula I are combined (bonded) together to form a condensed ring system, and the condensed ring system is benzene Imidazole, benzoxazole, benzothiazole, indazole, quinoline, isoquinoline, imidazo[1,5-a]pyridine, etc. The organometallic complex according to any one of claims 1 to 6, wherein R1 to R7 in formula I are selected from one of the following structures:

In the above structure, it can be partially deuterated or per-deuterated, and it can be partially fluorinated or perfluorinated. The organometallic complex according to any one of claims 1 to 7, wherein formula I is selected from one of the following representative structural formulas:

A preparation, characterized in that it comprises the organometallic complex of any one of claims 1-8 and at least one solvent. A preparation according to claim 8, characterized in that the organometallic complex and the solvent form the preparation, and the solvent used is not particularly limited, such as toluene, xylene, mesitylene well-known to those skilled in the art can be used , tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene and other unsaturated hydrocarbon solvents, carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorine Halogenated saturated hydrocarbon solvents such as butane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, etc. halogenated chlorobenzene, dichlorobenzene, trichlorobenzene, etc. Unsaturated hydrocarbon solvents, ether solvents such as tetrahydrofuran and tetrahydropyran, ester solvents such as alkyl benzoate. An organic optoelectronic device, comprising: the first electrode; a second electrode facing the first electrode; an organic functional layer sandwiched between the first electrode and the second electrode; The organic functional layer contains the organometallic complex according to any one of claims 1 to 8. An organic photoelectric element, comprising a cathode layer, an anode layer and an organic layer, the organic layer comprising at least one of a hole injection layer, a hole transport layer, a light-emitting layer or an active layer, an electron injection layer, and an electron transport layer, wherein In that: any one layer of the device contains the organometallic complex described in claims 1 to 8. The organic optoelectronic element according to claim 11, wherein the organic optoelectronic element is an organic photovoltaic device, an organic light-emitting device (OLED), an organic solar cell (OSC), an electronic paper (e-paper), an organic photoreceptor (OPC) ), organic thin film transistors (OTFT) and organic memory devices (Organic Memory Element), lighting and display devices. The organic optoelectronic element according to claims 11 to 13 is an organic electroluminescent device, wherein the light-emitting layer contains the organometallic complex and a corresponding host material, wherein the mass percentage of the organometallic complex is between 1% to 50%, without any limitation on the body material. A display or lighting device, characterized in that the display or lighting device contains the organic photoelectric element according to claims 11 to 14 .

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