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

By developing an organometallic complex with a cyclic structure and substituent, the cost of iridium metal compounds in existing OLED components is solved, achieving efficient luminescence performance and low operating voltage.

CN112920226BActive Publication Date: 2025-05-16SHANGHAI FUTURE OPTOETECH CO LTD
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Patent Information

Application Number
CN202110122679.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2021-01-29
Publication Date
2025-05-16
Estimated Expiration
2041-01-29

AI Technical Summary

Technical Problem

The iridium metal compounds used in existing OLED components are expensive and insufficient in the crust, requiring an alternative to organometallic complexes to expand the OLED luminescent materials.

Method used

An organic metal complex is developed, with specific ring structures and substituents introduced into the structure to improve luminescence efficiency and to be applied to the luminescent layer of organic photoelectric elements.

Benefits of technology

By using the organometallic complex, the current efficiency of the OLED device can be improved, the operating voltage is reduced, and excellent luminescence performance can be provided.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention provides an organic metal complex and an organic photoelectric element containing the same, in particular an organic electroluminescent diode, wherein the structure of the organic metal complex is as shown in formula (I): M is selected from one of nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb); the detailed information of the organic metal complex and the organic photoelectric element can be understood through the specific description provided herein. The organic metal compound of the present invention can obtain a high-efficiency, long-life OLED device, and the luminescence spectrum is between 490 nanometers and 750 nanometers, showing the potential application of such organic metal complexes in green to red OLEDs. At the same time, metals such as nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb) are low in price and abundant in the earth's crust, and have the potential to replace precious metal organic metal complexes such as platinum, iridium, palladium, etc., and have good commercial application prospects.
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Description

Technical Field

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

[0002] As a new type of display technology, organic light-emitting diodes (OLEDs) have the unique advantages of 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 LCD backlight sources.

[0003] At present, the light-emitting layers in OLED components almost all use the host-guest light-emitting system, that is, the guest light-emitting material is doped in the host material. Generally speaking, the energy system of the organic host material is larger than that of the guest material, that is, the energy is transferred from the host to the guest, so that the guest material is excited and emits light. Commonly used phosphorescent organic host materials such as CBP (4,4'-bis(carbazole-9-yl)biphenyl) have high efficiency and high triplet energy levels. When it is used as an organic material, the triplet energy can be effectively transferred from the light-emitting organic material to the guest phosphorescent light-emitting material. Commonly used organic guest materials are iridium metal compounds. At present, iridium metal compounds have become the mainstream in commercial OLED materials, but iridium metal is very expensive and its content in the earth's crust is insufficient. An organic metal complex is needed to replace the expensive iridium metal complex and expand the alternative options for OLED light-emitting materials.

[0004] The present invention discovers an organic metal compound (nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb)), and the introduction of a specific ring structure, substituent, etc. can improve the luminescence efficiency of the organic metal compound, ensure that the organic metal compound has efficient luminescence characteristics, and apply it to organic photoelectric elements, especially in organic electroluminescent devices, to obtain high current efficiency and reduce the operating voltage of the components. Summary of the invention

[0005] The object of the present invention is to provide an organic metal complex and an optoelectronic device comprising the same, in particular an organic light emitting diode.

[0006] The present invention provides an organometallic complex having a structure as shown in formula (I):

[0007]

[0008] Wherein, in formula (I), M is one of nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb); at least one of X1 to X5 is independently selected from one of chemical bond, O, S, N-R6, B-R6, P-R6, O=P-R6, C-R6R7, C=O, S=O, S(=O)2 or Si-R6R7; X6 and X7 do not exist, or are independently selected from one of chemical bond, O, S, N-R6, B-R6, P-R6, O=P-R6, C-R6R7, C= O, S=O, S(=O)2 or Si-R6R7; T is independently selected from one of N-R6, B-R6, P-R6, O=P-R6, C-R6R7 or Si-R6R7; Y1 to Y13 are independently selected from C or N; L1 is independently selected from one of chemical bond, or C=O, S=O, S(=O)2, L2 is independently selected from one of chemical bond, or O, N-R6, S, and when L1 and L2 are both chemical bonds, Y1 or Y7 is directly bonded to the metal M; Ring CY1 to ring CY5 are each independently form a C6-C40 cyclic group and a C1-C40 heterocyclic group with corresponding Y1 to Y13, CY6 is a five-membered ring; R1 to R7 are each independently selected from hydrogen, deuterium, CN, halogen, hydroxyl, nitro, carboxylic acid group or its salt, sulfonic acid group or its salt, phosphoric acid group or its salt, hydrazine, amidine, amide, substituted or unsubstituted C1-C60 alkyl, substituted or unsubstituted C2-C60 alkenyl, substituted or unsubstituted C1-C60 alkoxy, substituted or unsubstituted C1-C60 cycloalkyl, substituted or unsubstituted C1-C60 heteroalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C1-C60 heteroaryl, substituted or unsubstituted C1-C60 amine, substituted or unsubstituted C1-C60 silicon, substituted or unsubstituted C6-C60 aromatic condensed ring, substituted or unsubstituted C1-C60 heteroaromatic condensed ring; R1 to R7 may each independently be partially or fully deuterated, and each independently be partially or fully fluorinated; R1 to R7 may be unsubstituted or polysubstituted according to the valence bond principle.

[0009] 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.

[0010] Preferably, the organometallic complex of the present invention, wherein The moieties are independently selected from one of the following representative groups, but are not limited thereto:

[0011]

[0012] Wherein, X8 is independently selected from one of O, S, N-R6, B-R6, P-R6, O=P-R6, C-R6R7, C=O, S=O, S(=O)2 or Si-R6R7; Y is N or C-R8, R6, R7, R8 are the same as R1 in claim 1, when R8 is 2 or more, they are the same or different from each other, and adjacent C-R8 can form a ring.

[0013] Preferably, the organometallic complex of the present invention, wherein The moieties are independently selected from one of the following representative groups, but are not limited thereto:

[0014]

[0015] Wherein, T, Y3, and Y4 are the same as those described in claim 1, Y is N or C-R8, R6, R7, and R8 are the same as R1 in claim 1, and when R8 is 2 or more, they are the same or different from each other, and adjacent R8s can form a ring.

[0016] Preferably, the organometallic complex of the present invention, wherein Some are representatively selected from one of the following groups, but are not limited thereto:

[0017]

[0018] Wherein, Y11 is the same as that described in claim 1; X9 and X10 are independently selected from one of O, S, N-R6, B-R6, P-R6, O=P-R6, C-R6R7, C=O, S=O, S(=O)2 or Si-R6R7; Y is N or C-R8, R6, R7, R8 are the same as that described in R1 in claim 1, when R8 is 2 or more, they are the same or different from each other, and adjacent R8 can form a ring.

[0019] Preferably, the organometallic complex of the present invention, wherein The moieties are independently selected from one of the following representative groups, but are not limited thereto:

[0020]

[0021] Among them, Y8 is the same as that described in claim 1; X11 is independently selected from one of O, S, N-R6, B-R6, P-R6, O=P-R6, C-R6R7, C=O, S=O, S(=O)2 or Si-R6R7; Y is N or C-R8, R6, R7, R8 are the same as R1 in claim 1, when R8 is 2 or more, they are the same or different from each other, and adjacent R8 can form a ring.

[0022] Preferably, the organometallic complex formula (I) of the present invention is selected from one of the following representative structures, but is not limited thereto:

[0023]

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[0067]

[0068] The present invention relates to an organic metal complex comprising a compound of formula (I) and one or more solvents. The solvent used is not particularly limited. The solvents well known to those skilled in the art include 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, chlorobenzene, dichlorobenzene, trichlorobenzene and other halogenated unsaturated hydrocarbon solvents, tetrahydrofuran, tetrahydropyran and other ether solvents, and ester solvents such as alkyl benzoate.

[0069] The present invention claims an organic optoelectronic element,

[0070] The invention comprises: a first electrode; a second electrode facing the first electrode; and an organic functional layer sandwiched between the first electrode and the second electrode;

[0071] Wherein, the organic functional layer comprises the organic metal complex.

[0072] The organic photoelectric 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) and an organic memory device (Organic Memory Element), a lighting and a display device.

[0073] 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.

[0074] The organic electroluminescent device light-emitting layer of the present invention contains the organic metal complex and corresponding host material, wherein the mass percentage of the organic metal complex is 0.1%-50%.

[0075] In the present invention, the organic photoelectric device can be prepared by evaporating metal or conductive oxides and their alloys on a substrate to form an anode by using a method such as sputtering coating, electron beam evaporation, vacuum evaporation, etc.; a hole injection layer, a hole transport layer, a light-emitting layer, a hole blocking layer and an electron transport layer are sequentially evaporated on the surface of the prepared anode, and then a cathode is evaporated. In addition to the above method, an organic electroluminescent device is prepared by evaporating a cathode, an organic layer, and an anode on a substrate in sequence. The organic layer may 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 by using a polymer material 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.

[0076] The materials used in the organic electroluminescent device according to the present invention can be divided into top emission, low emission or double-sided emission. The compound of the organic electroluminescent device according to the embodiment of the present invention can be applied to organic solar cells, OLED for lighting, flexible OLED, organic photoreceptor, organic thin film transistor and other electroluminescent devices based on the principle similar to that of organic light-emitting devices.

[0077] Beneficial effects of the present invention:

[0078] The organic metal complex of the present invention has high luminous efficiency, and a suitable ligand structure can enhance the energy transfer between the host and the guest, which is specifically manifested in that the organic electroluminescent device made by using the organic metal complex of the present invention as a functional layer, especially as a light-emitting layer, has high current efficiency and low lighting voltage. This indicates that after most electrons and holes recombine, the energy is effectively transferred to the organic metal complex for luminescence, and a new organic metal complex with excellent luminescent performance is provided. BRIEF DESCRIPTION OF THE DRAWINGS

[0079] Figure 1 This is a diagram of the structure layer of the organic electroluminescent diode device of the present invention.

[0080] 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

[0081] In order to make the purpose, technical solution 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 used to limit the present invention.

[0082] 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, and is particularly preferably selected from the following structures, but it does not mean that the present invention is limited to the following structures:

[0083]

[0084] 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 is the following structure, but it does not mean that the present invention is limited to the following structure:

[0085]

[0086] 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 this does not mean that the present invention is limited to the following structure:

[0087]

[0088] The electron transport layer may be formed of an organic material and one or more n-type dopants (eg, LiQ).

[0089] The present invention also provides a preparation comprising the organic metal complex and a solvent. The solvent used is not particularly limited. Unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, carbon tetrachloride, chloroform, dichloromethane, dichloroethane, butyl chloride, butyl bromide, pentyl chloride, pentyl bromide, hexyl chloride, hexyl bromide, cyclohexyl chloride, cyclohexyl bromide, halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene, ether solvents such as tetrahydrofuran, tetrahydropyran, and ester solvents such as alkyl benzoate can be used. The preparation is directly used to prepare optoelectronic devices.

[0090] According to the existing literature and the inventor's related technical reserves, the synthesis example of the organometallic complex involved in formula (I) is as follows:

[0091] Example 1: Synthesis of Compound 1

[0092]

[0093] (1) Under nitrogen atmosphere, S-1 (10 mmol) and S-2 (11 mmol) were completely dissolved in tetrahydrofuran / water (2:1, 80 ml) in a round-bottom flask, potassium carbonate (5 g) and tetrakis(triphenylphosphine)palladium acetate (0.1 g) were added, and the mixture was heated to reflux for 10-12 hours. After cooling to room temperature, acetic acid (2 ml) was added and stirred for 1 hour. The upper tetrahydrofuran layer was separated and filtered through diatomaceous earth. After the solvent was concentrated in vacuo, it was purified and separated on a silica gel column using petroleum ether:ethyl acetate (20:1-2:1) as the eluent to obtain S-3 (yield 82%), LC-MS, 692.4.

[0094] (2) In a nitrogen atmosphere, S-1 (10 mmol), nickel chloride (10 mmol), and acetic acid (8 ml) were heated to reflux in a round-bottom flask for 3 days. After cooling to room temperature, a yellow solid was obtained by filtration. The compound 1 was purified and separated on a silica gel column using petroleum ether: dichloromethane (20:1-2:1) as an eluent to obtain compound 1 (yield 78%), which was further purified by vacuum sublimation. LC-MS: theoretical 748.28, found: 748.3; elemental analysis C: 76.93; H: 5.78; N: 3.74; found: C: 76.82; H: 5.88; N: 3.71.

[0095] Example 2: Synthesis of Compound 2

[0096]

[0097] The synthesis steps of compound 2 are similar to those of compound 1, and the final yield of the metal complex is 68%, LC-MS: theoretical 804.34, measured: 804.3; elemental analysis C: 77.54; H: 6.38; N: 3.48; measured: C: 77.57; H: 6.48; N: 3.42.

[0098] Example 3: Synthesis of Compound 3

[0099]

[0100] The synthesis steps of compound 3 are similar to those of compound 1. The final yield of the metal complex is 71%, LC-MS: theoretical 954.38, measured: 954.4; elemental analysis C: 65.47; H: 5.39; N: 2.94; measured: C: 65.43; H: 5.43; N: 2.91.

[0101] Example 4: Synthesis of Compound 4

[0102]

[0103] The synthesis steps of compound 4 are similar to those of compound 1, and the final yield of the metal complex is 75%, LC-MS: theoretical 835.40, measured: 835.4; elemental analysis C78.95; H:7.11; N:5.02; measured: C:78.97; H:7.22; N:4.91.

[0104] Example 5: Synthesis of Compound 5

[0105]

[0106] The synthesis steps of compound 5 are similar to those of compound 1, and the final yield of the metal complex is 73%, LC-MS: theoretical 829.35, measured: 829.3; elemental analysis C: 79.52; H: 6.43; N: 5.06; measured: C: 79.57; H: 6.47; N: 5.10.

[0107] Example 6: Synthesis of Compound 6

[0108]

[0109] The synthesis steps of compound 6 are similar to those of compound 1, and the final yield of the metal complex is 77%, LC-MS: theoretical 771.33, measured: 771.3; elemental analysis C: 76.17; H: 6.65; N: 5.44; measured: C: 76.18; H: 6.71; N: 5.48.

[0110] Example 7: Synthesis of Compound 7

[0111]

[0112] The synthesis steps of compound 7 are similar to those of compound 1, and the final yield of the metal complex is 75%, LC-MS: theoretical 799.40, measured: 799.4; elemental analysis C: 78.00; H: 7.43; N: 5.25; measured: C: 77.91; H: 7.50; N: 5.33.

[0113] Example 8: Synthesis of Compound 8

[0114]

[0115] The synthesis steps of compound 8 are similar to those of compound 1, and the final yield of the metal complex is 73%, LC-MS: theoretical 831.41, measured: 831.4; elemental analysis C: 74.99; H: 7.62; N: 5.05; measured: C: 74.92; H: 7.70; N: 5.01.

[0116] Example 9: Synthesis of Compound 9

[0117]

[0118] The synthesis of S-3 in the synthesis steps of compound 9 is similar to that of S-3 in compound 1;

[0119] The synthesis steps of S-4 are as follows: Compound S-3 (10 mmol) is dissolved in acetic acid (100 ml), 2 ml of concentrated sulfuric acid is added dropwise, and the mixture is heated to reflux for 12 hours. After concentration and cooling, it is poured into ice water and extracted with dichloromethane (50 ml x 2). The dichloromethane layer is washed with saturated saline and saturated ammonium chloride aqueous solution and concentrated to dryness. The crude product is purified and separated on a silica gel column using petroleum ether: ethyl acetate (20:1-2:1) as an eluent to obtain compound S-4 (yield 87%); LC-MS: 619.3; the final yield of the metal complex compound 9 is 77%, LC-MS: theoretical 675.24, measured: 675.2; elemental analysis C: 74.57; H: 5.81; N: 6.21; measured: C: 74.50; H: 5.88; N: 6.22.

[0120] Example 10: Synthesis of Compound 10

[0121]

[0122] The synthesis steps of compound 10 are similar to those of compound 9, and the final yield of the metal complex is 73%, LC-MS: theoretical 767.30, measured: 767.3; elemental analysis C: 76.57; H: 6.16; N: 5.47; measured: C: 76.50; H: 6.23; N: 5.41.

[0123] Example 11: Synthesis of Compound 11

[0124]

[0125] The synthesis steps of compound 11 are similar to those of compound 1, and the final yield of the metal complex is 75%, LC-MS: theoretical 820.37, measured: 820.3; elemental analysis C: 77.49; H: 6.75; N: 3.41; measured: C: 77.44; H: 6.73; N: 3.48.

[0126] Example 12: Synthesis of Compound 12

[0127]

[0128] The synthesis steps of compound 12 are similar to those of compound 1, and the final yield of the metal complex is 71%, LC-MS: theoretical 809.39, measured: 809.4; elemental analysis C: 78.52; H: 7.09; N: 5.18; measured: C: 78.50; H: 7.21; N: 5.24.

[0129] Example 13: Synthesis of Compound 13

[0130]

[0131] The synthesis steps of compound 13 are similar to those of compound 1, and the final yield of the metal complex is 77%, LC-MS: theoretical 776.33, measured: 776.3; elemental analysis C: 75.70; H: 6.61; N: 5.40; measured: C: 75.73; H: 6.68; N: 5.43. OLED device example:

[0132] 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 GH-1:organometallic complex (95:5v / v%) with a thickness of 35 nanometers, 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.

[0133]

[0134] 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.

[0135] Table 1

[0136] Example Compound Turn on voltage (V) EQE Luminescence peak (nanometer) LT90(hours) Comparison device 1 GD-1 2.7 22.5% 527 183 Comparison device 2 RD-1 2.5 18.7% 625 240 Device Example 1 Compound 1 2.7 20.5% 525 168 Device Example 2 Compound 2 2.6 24.2% 527 245 Device Example 3 Compound 3 2.8 18.7% 522 170 Device Example 4 Compound 4 2.6 21.6% 530 180 Device Example 5 Compound 5 2.6 23.8% 530 260 Device Example 6 Compound 6 2.6 21.2% 535 200 Device Example 7 Compound 7 2.8 23.3% 530 235 Device Example 8 Compound 8 2.8 20.4 534 204 Device Example 9 Compound 9 2.7 23.1% 528 250 Device Example 10 Compound 10 2.5 20.1% 623 302 Device Example 11 Compound 11 2.4 21.6% 620 286 Device Example 12 Compound 12 2.4 23.4% 623 300 Device Example 13 Compound 13 2.8 18.4% 542 130

[0137] The present invention forms a new type of organic metal compound with nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb) metal, and finds that it has good luminescent properties. It is used as a guest material to dope into the main material GH-1 to obtain an OLED device with an external quantum efficiency of 18.4 to 24.2%. In a bottom-emitting OLED device without any light extraction means, the external quantum efficiency is close to or exceeds 20%, indicating that the organic metal complex of the present invention has an internal quantum efficiency close to 100% in the OLED device. At the same time, the device life LT90 reaches up to 260 hours, and compared with the reference green light-emitting material GD-1, both the efficiency and life are improved. Device Examples 10 to 12 are red phosphorescent OLED devices, which obtain an external quantum efficiency of more than 20%. The above description shows that the use of the organometallic compound of the present invention can obtain long-life green and red phosphorescent OLED devices. Meanwhile, nickel (Ni), copper (Cu), cobalt (Co), manganese (Mn) or lead (Pb) metals 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.

[0138] The above description is only a preferred specific implementation manner of the present invention, but the protection scope of the present invention is not limited thereto. Any technician familiar with the technical field can make equivalent replacements or changes according to the technical scheme and inventive concept of the present invention within the technical scope disclosed by the present invention, which should be covered by the protection scope of the present invention.

Claims

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

3. A preparation according to claim 2, characterized in that The organic metal complex and the solvent form a preparation, and the solvent used 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, and alkyl benzoate.

4. An organic optoelectronic 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 organic metal complex described in claim 1.

5. An organic photoelectric 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 or an active layer, an electron injection layer and an electron transport layer, characterized in that: Any layer of the device contains the organic metal complex according to claim 1.

6. The organic optoelectronic device according to claim 5, characterized in that: Organic optoelectronic devices include organic photovoltaic devices, organic light-emitting devices, organic solar cells, electronic paper, organic photoreceptors, organic thin film transistors and organic memory devices.

7. The organic optoelectronic device according to claim 5 or 6 is an organic light-emitting device, 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 between 1% and 50%, and the host material has no limitation.

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

Citation Information

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