CN115181133A - Organometallic complex, composition, organic photoelectric device and display or lighting device - Google Patents

Organometallic complex, composition, organic photoelectric device and display or lighting device Download PDF

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CN115181133A
CN115181133A CN202210802141.XA CN202210802141A CN115181133A CN 115181133 A CN115181133 A CN 115181133A CN 202210802141 A CN202210802141 A CN 202210802141A CN 115181133 A CN115181133 A CN 115181133A
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申屠晓波
吴空物
张磊
高春吉
赵晓宇
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Uiv Chem Yurui Shanghai Chemical Co ltd
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    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K50/00Organic light-emitting devices
    • H10K50/10OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/11OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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    • H10K85/341Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/346Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising platinum
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Abstract

The invention discloses an organic metal complex, a composition, an organic photoelectric device and a display or lighting device, wherein the structure of the organic metal complex is shown as the formula (I):
Figure DDA0003734309200000011
the organic metal complex disclosed by the invention has good thermal stability, and the electron transmission performance is improved by introducing a structure containing pyridine, so that the efficiency of a device is improved.

Description

Organometallic complex, composition, organic photoelectric device and display or lighting device
Technical Field
The invention belongs to the field of organic photoelectricity, and particularly relates to an organic metal complex, a composition, an organic photoelectric device and a display or lighting device, in particular to an organic light-emitting diode.
Background
As a novel display technology, the organic light-emitting diode (OLED) has the unique advantages of self luminescence, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, high response speed, wide applicable temperature range, low driving voltage, capability of manufacturing flexible, bendable and transparent display panels, environmental friendliness and the like, can be applied to flat panel displays and new generation illumination, and can also be used as a backlight source of an LCD.
Since the invention of the 20 th century and the 80 th century, organic photoelectric devices have been applied industrially, OLED luminescence is divided into two modes of fluorescence luminescence and phosphorescence luminescence, and it is theorized that the ratio of a singlet excited state to a triplet excited state generated by carrier recombination is 1:3, so that when a small-molecule fluorescent material is used, only 25% of the total energy can be used for luminescence, and the remaining 75% of the energy is lost due to a non-luminescence mechanism of the triplet excited state, so that the internal quantum efficiency limit of the fluorescent material is generally considered to be 25%. Professor Forrest et al in 1998 found that triplet phosphorescence can be utilized at room temperature, and the upper limit of the original internal quantum efficiency is raised to 100%, and triplet phosphorescence materials are often complex compounds composed of heavy metal atoms, and by utilizing the heavy atom effect, the intense spin-orbit domain coupling effect enables the originally forbidden triplet energy to emit light in the form of phosphorescence, and the quantum efficiency is also greatly raised.
At present, almost all light emitting layers in an organic OLED module use a host-guest light emitting system mechanism, that is, a guest light emitting material is doped in a host material, and generally, 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 to emit light. Conventional phosphorescent organic host materials have a high triplet energy level, which can be efficiently transferred from the organic host material to the guest phosphorescent material when the host material is excited by an electric field. Common organic guest materials are iridium and platinum metal compounds. At present, iridium metal compounds are mainly applied to commercial OLED materials, but the development of platinum complex materials and devices still has some technical difficulties, such as high OLED requirement efficiency, long service life and lower operating voltage.
Disclosure of Invention
The invention aims to provide an organic metal complex, a composition, an organic photoelectric device and a display or lighting device, in particular an organic electroluminescent diode. The organometallic complex of the invention can effectively improve the luminous efficiency of the device by introducing a rigid tetradentate ligand unit. The platinum metal compound is applied to an organic photoelectric device, particularly an organic electroluminescent device, and can improve the current efficiency, reduce the operating voltage of the device and obtain the organic photoelectric device with long service life.
In order to realize the purpose of the invention, the technical scheme of the invention is as follows:
the invention provides an organic metal complex, the structure of which is shown as the formula (I)
Figure BDA0003734309180000011
In the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylsilyl, C1-C18 alkoxysilyl, C6-C40 substituted or unsubstituted aryl, C1-C40 heteroaryl, C1-C60 substituted or unsubstituted heterospirocyclo, C1-C60 substituted or unsubstituted spirocyclo, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silicon group, C1-C60 substituted or unsubstituted heteroaryl silicon group, or C1-C60 substituted or unsubstituted aryloxy silicon group;
X 1 independently selected from C, N or O;
X 2 independently selected from S or O;
R 4 and R 5 Can combine with adjacent carbon atoms to form carbonyl;
all groups may be partially deuterated or fully deuterated.
Preferably, there are two atoms attached to the metal that form a covalent bond and two that form a coordinate bond.
Preferably, the organometallic complex is selected from any of the following structures:
Figure BDA0003734309180000021
Figure BDA0003734309180000031
Figure BDA0003734309180000041
Figure BDA0003734309180000051
Figure BDA0003734309180000061
Figure BDA0003734309180000071
Figure BDA0003734309180000081
preferably, R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from methyl, phenyl, tert-butyl, methylphenyl, triphenylsilyl or biphenyl tert-butyl.
The invention also provides a composition which comprises an organic metal complex and a host material, wherein the structure of the organic metal complex is shown as the formula (I)
Figure BDA0003734309180000091
In the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, silicon alkyl containing C1-C18 alkyl, silicon alkyl containing C1-C18 alkoxy,Contains C1-C18 alkoxy silicon group, C6-C40 substituted or unsubstituted aryl group, C1-C40 heteroaryl group, C1-C60 substituted or unsubstituted heterocyclic ring, C1-C60 substituted or unsubstituted spiro ring, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silicon group, C1-C60 substituted or unsubstituted heteroaryl silicon group and C1-C60 substituted or unsubstituted aryl oxygen silicon group. X 1 Independently selected from C or N or O;
X 2 independently selected from S or O;
R 4 and R 5 Can combine with adjacent carbon atoms to form carbonyl;
all groups may be partially or fully deuterated;
the host material is selected from one of the following representative structures:
Figure BDA0003734309180000101
the present invention also provides an organic optoelectronic device comprising:
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.
The invention also provides an organic photoelectric device, which comprises 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 or an electron transport layer, and any layer of the device contains the compound.
Preferably, the light-emitting layer contains the organic metal complex and a corresponding host material, wherein the mass percent of the organic metal complex is 1-50%, and the host material is selected from any one of the following structures:
Figure BDA0003734309180000111
preferably, the organic photoelectric device is an organic photovoltaic device, an organic light emitting device, an organic solar cell, electronic paper, an organic photoreceptor, an organic thin film transistor, an organic memory device, a lighting and display device.
The invention further provides an organic photoelectric device which comprises at least one layer of a hole injection layer, a hole transport layer, a light emitting layer or an active layer, an electron injection layer or an electron transport layer, wherein the light emitting layer comprises an organic metal complex, and the structural formula of the organic metal complex is shown as the formula (I)
Figure BDA0003734309180000121
In the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylsilyl, C1-C18 alkoxy-containing silyl, C6-C40 substituted or unsubstituted aryl, C1-C40 heteroaryl, C1-C60 substituted or unsubstituted heterospirocyclo, C1-C60 substituted or unsubstituted spirocyclo, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silyl, C1-C60 substituted or unsubstituted heteroaryl silyl, and C1-C60 substituted or unsubstituted aryloxy silyl.
X 1 Independently selected from C, N or O;
X 2 independently selected from S or O;
R 4 and R 5 Can combine with adjacent carbon atoms to form carbonyl;
all groups may be partially or fully deuterated.
The invention further provides a display or lighting device comprising the above organic opto-electronic device.
Drawings
Fig. 1 is a structural view of an organic photoelectric device of the present invention, in which 110 denotes a substrate, 120 denotes an anode, 130 denotes a hole injection layer, 140 denotes a hole transport layer, 150 denotes an emission layer, 160 denotes a hole blocking layer, 170 denotes an electron transport layer, 180 denotes an electron injection layer, and 190 denotes a cathode.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below with reference to specific embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
The invention discloses an organic metal complex comprising a compound shown as a formula (I) and one or more preparation formed by the compound and a solvent, wherein the solvent used is not particularly limited, and unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetrahydronaphthalene, decahydronaphthalene, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene and the like, halogenated saturated hydrocarbon solvents such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane and the like, halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene and the like, ether solvents such as tetrahydrofuran, tetrahydropyran and the like, ester solvents such as alkyl benzoate and the like which are well known by a person skilled in the art can be used.
The OLED device of the invention comprises a hole transport layer, which may be preferably selected from known or unknown materials, particularly preferably from the following structures, without representing a limitation of the invention to the following structures:
Figure BDA0003734309180000131
the hole transport layer contained in the OLED device of the present invention includes one or more p-type dopants. Preferred p-type dopants of the present invention are, but do not represent a limitation of the present invention to:
Figure BDA0003734309180000132
the electron transport layer of the present invention may be selected from at least one of the following compounds, but does not represent that the present invention is limited to the following structures:
Figure BDA0003734309180000141
the host material of the present invention may be selected from at least one of the following compounds, but does not represent that the present invention is limited to the following structures:
Figure BDA0003734309180000151
the present invention also provides a formulation comprising the composition and a solvent, and the solvent used is not particularly limited, and there may be used unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetrahydronaphthalene, decahydronaphthalene, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, etc., halogenated saturated hydrocarbon solvents such as carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, etc., halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene, etc., ether solvents such as tetrahydrofuran, tetrahydropyran, etc., ester solvents such as alkyl benzoate, etc., which are well known to those skilled in the art. The preparation is directly used for preparing photoelectric devices.
In the present invention, the organic photoelectric device is an anode which can be formed by depositing a metal or an oxide having conductivity and an alloy thereof on a substrate by a sputtering method, electron beam evaporation, vacuum evaporation, or the like; and sequentially evaporating a hole injection layer, a hole transport layer, a luminescent layer, a hole blocking layer and an electron transport layer on the surface of the prepared anode, and then evaporating a cathode. The organic electroluminescent device is prepared by vapor deposition of the cathode, the organic layer and the anode on the substrate except the above method. The organic layer may have a multilayer structure including a hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer, and an electron transport layer. In the invention, the organic layer is prepared by adopting a high polymer material according to a solvent engineering (spin-coating), tape-casting (tape-casting), doctor-blading (sector-Printing), screen-Printing (Screen-Printing), ink-jet Printing or Thermal-Imaging (Thermal-Imaging) method instead of an evaporation method, so that the number of the layers of the device can be reduced.
The materials used for the organic electroluminescent device according to the present invention may be classified into top emission, bottom emission, or double-sided emission. The compounds of the organic electroluminescent device according to the embodiment of the present invention can be applied to the aspects of organic solar cells, illuminating OLEDs, flexible OLEDs, organic photoreceptors, organic thin film transistors and other electroluminescent devices by a similar principle of the organic light emitting device.
The Organic photoelectric devices of the present invention are Organic photovoltaic devices, organic Light Emitting Devices (OLEDs), organic Solar Cells (OSCs), electronic paper (e-paper), organic Photoreceptors (OPCs), organic Thin Film Transistors (OTFTs), and Organic Memory devices (Organic Memory elements), lighting, and display devices.
The organic metal complex disclosed by the invention has good thermal stability, and the electron transmission performance is improved by introducing a structure containing pyridine, so that the efficiency of a device is improved. The organic metal complex disclosed by the invention has better electron and hole receiving capacity, can improve the energy transmission between a host and an object, and is particularly characterized in that the organic metal complex is used as a functional layer, especially used as an organic photoelectric device manufactured by a light-emitting layer, the current efficiency is improved, the lighting voltage is reduced, and the service life of the device is greatly prolonged, so that after most of electrons and holes are compounded, the energy is effectively transferred to the organic metal complex for emitting light rather than emitting heat.
Examples
Hereinafter, the general synthesis procedure of the organometallic complex represented by the formula (I) is as follows:
Figure BDA0003734309180000161
will K 2 PtCl 4 (2.0 mmol), ligand (2.2 mmol), CHCl 3 (300 mL) and AcOH (400 mL) were added to a two-necked round-bottomed flask, and the reaction was heated under reflux for 120 hours, the heating was stopped, the temperature was lowered to room temperature, and the solvent was removed. The resulting solid was dissolved in dichloromethane and purified through a short column of silica gel. Removing the solvent under the reduced pressure, and washing the solid obtained by concentration by using methanol and petroleum ether in sequence to obtain the final target product with the yield of 22-44%.
The ligands of the invention are prepared by methods well known in the art (see, e.g., US4221799A, US5013352A, US20220112231, US2022109121A1 and WO2015087865 A1).
The preparation method of the platinum metal compound, i.e., the guest compound, and the light emitting properties of the device are explained in detail with reference to the following examples. These are merely examples illustrating embodiments of the present invention and the scope of the present invention is not limited thereto.
Example 1: synthesis of Compound 1
Figure BDA0003734309180000171
Referring to the general synthetic route, the yield of the final product was 22%. Mass spectrum m/z, theoretical value 880.33; found M + H:881.36.
example 2: synthesis of Compound 2
Figure BDA0003734309180000172
Referring to the general synthetic route, the yield of the final product was 24%. Mass spectrum m/z, theoretical value 852.30; found M + H:853.32.
example 3: synthesis of Compound 3
Figure BDA0003734309180000173
Referring to the general synthetic route, the yield of the final product was 31%. Mass spectrum m/z, theoretical value 896.31; found M + H:897.35.
example 4: synthesis of Compound 4
Figure BDA0003734309180000174
Referring to the general synthetic route, the yield of the final product was 44%. Mass spectrum m/z, theoretical value 1032.39; found M + H:1033.43.
example 5: synthesis of Compound 5
Figure BDA0003734309180000181
Referring to the general synthetic route, the yield of the final product was 36%. Mass spectrum m/z, theoretical value 1048.37; found M + H:1049.42.
example 6: synthesis of Compound 6
Figure BDA0003734309180000182
Referring to the general synthetic route, the yield of the final product was 27%. Mass Spectrum m/z, theoretical value 1234.42; found M + H:1235.44.
example 7: synthesis of Compound 7
Figure BDA0003734309180000183
Referring to the general synthetic route, the yield of the final product was 28%. Mass spectrum m/z, theoretical value 1046.37; found M + H:1047.42.
example 8: synthesis of Compound 8
Figure BDA0003734309180000184
Figure BDA0003734309180000191
Referring to the general synthetic route, the yield of the final product was 37%. Mass spectrum m/z, theoretical value 1096.33; found M + H:1097.36.
example 9: synthesis of Compound 9
Figure BDA0003734309180000192
Referring to the general synthetic route, the yield of the final product was 32%. Mass spectrum m/z, theoretical value 1096.33; found M + H:1097.35.
example 10: synthesis of Compound 10
Figure BDA0003734309180000193
Referring to the general synthetic route, the yield of the final product was 35%. Mass spectrum m/z, theoretical value 1146.30; found M + H:1147.32.
manufacturing of OLED device:
a p-doped material is evaporated on the surface or anode of ITO glass with the size of 2mm x 2mm in light emitting area or the p-doped material is co-evaporated with the compound described in the table at the concentration of 1% -50% to form a Hole Injection Layer (HIL) with the size of 5-100nm, a Hole Transport Layer (HTL) with the size of 5-200nm, a light emitting layer (EML) with the size of 10-100nm (which may contain the compound) is formed on the hole transport layer, and finally an Electron Transport Layer (ETL) with the size of 20-200nm and a cathode with the size of 50-200nm are formed by using the compound in sequence, if necessary, an Electron Blocking Layer (EBL) is added between the HTL and the EML layer, and an Electron Injection Layer (EIL) is added between the ETL and the cathode, thereby manufacturing the organic light emitting device. The OLEDs were tested by standard methods, as listed in table 1.
In the specific embodiment, the structure of the bottom-emitting OLED device is on ITO-containing glass, the HIL is HT-1:P-3 (95, v/v%), and the thickness is 10 nanometers; HTL is HT-1, and the thickness is 90 nanometers; EBL is HT-8, thickness is 10 nm, EML is main material H1: organic metal complex (90, v/v%), thickness is 35 nm, ETL is ET-12: liQ (50, v/v%) with a thickness of 35 nm, then evaporation of the cathode Al at 70 nm.
Characteristics such as current efficiency, voltage, and life are shown in table 1 below according to the above examples and comparative examples.
TABLE 1
Figure BDA0003734309180000194
Figure BDA0003734309180000201
As can be seen from table 1, device examples 1 to 10 exhibit good device performance, which indicates that the organometallic complex provided by the present invention has a certain application value.
The above description is only for the preferred embodiment of the present invention, but the scope of the present invention is not limited thereto, and any person skilled in the art should be considered to be within the technical scope of the present invention, and the technical solutions and the inventive concepts thereof according to the present invention should be equivalent or changed within the scope of the present invention.

Claims (11)

1. An organometallic complex having a structure represented by the formula (I)
Figure FDA0003734309170000011
In the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylsilyl, C1-C18 alkoxysilyl, C6-C40 substituted or unsubstituted aryl, C1-C40 heteroaryl, C1-C60 substituted or unsubstituted heterospirocyclo, C1-C60 substituted or unsubstituted spirocyclo, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silyl, C1-C60 substituted or unsubstituted heterospirocycloAryl silicon base, or C1-C60 substituted or unsubstituted aryl oxygen silicon base;
X 1 independently selected from C, N or O;
X 2 independently selected from S or O;
R 4 and R 5 Combine with adjacent carbon atoms to form carbonyl;
all groups are partially or fully deuterated.
2. The organometallic complex according to claim 1, wherein two of the atoms bonded to the metal form a covalent bond and two of the atoms form a coordinate bond.
3. The organometallic complex according to claim 1 or 2, wherein the organometallic complex is selected from any one of the following structures:
Figure FDA0003734309170000012
Figure FDA0003734309170000021
Figure FDA0003734309170000031
Figure FDA0003734309170000041
Figure FDA0003734309170000051
Figure FDA0003734309170000061
Figure FDA0003734309170000071
4. the organometallic complex according to claim 1 or 2, wherein R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from methyl, phenyl, tert-butyl, methylphenyl, triphenylsilyl or biphenyl tert-butyl.
5. A composition comprising an organometallic complex and a host material, wherein the organometallic complex has the structure shown in formula (I):
Figure FDA0003734309170000081
in the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylsilyl, C1-C18 alkoxy-containing silyl, C6-C40 substituted or unsubstituted aryl, C1-C40 heteroaryl, C1-C60 substituted or unsubstituted heterospirocyclo, C1-C60 substituted or unsubstituted spirocyclo, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silyl, C1-C60 substituted or unsubstituted heteroaryl silyl, and C1-C60 substituted or unsubstituted aryloxy silyl. X 1 Independently selected from C or N or O;
X 2 independently selected from S or O;
R 4 and R 5 Combine with adjacent carbon atoms to form carbonyl;
all groups are partially or fully deuterated;
the host material is selected from one of the following representative structures:
Figure FDA0003734309170000091
6. an organic opto-electronic device, comprising:
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 or 2.
7. An organic opto-electronic device comprising a cathode layer, an anode layer and an organic layer comprising at least one of a hole injection layer, a hole transport layer, a light emitting layer or active layer, an electron injection layer or an electron transport layer, wherein any one of said layers of the device comprises a compound according to claim 1 or 2.
8. The organic photoelectric device according to claim 6, wherein the light-emitting layer contains the organometallic complex and a corresponding host material, wherein the mass percentage of the organometallic complex is 1% to 50%, and the host material is selected from any one of the following structures:
Figure FDA0003734309170000101
9. the organic optoelectronic device according to claim 7, wherein the organic optoelectronic device is an organic photovoltaic device, an organic light emitting device, an organic solar cell, electronic paper, an organic photoreceptor, an organic thin film transistor and organic memory device, a lighting and display device.
10. An organic photoelectric device comprises at least one layer of a hole injection layer, a hole transport layer, a light emitting layer or an active layer, an electron injection layer or an electron transport layer, wherein the light emitting layer comprises an organic metal complex, and the structure of the organic metal complex is shown as the formula (I)
Figure FDA0003734309170000111
In the formula (I), R 1 、R 2 、R 3 、R 4 、R 5 Independently selected from hydrogen, deuterium, halogen, C1-C18 alkyl, C1-C18 alkoxy, C1-C18 alkylsilyl, C1-C18 alkoxy-containing silyl, C6-C40 substituted or unsubstituted aryl, C1-C40 heteroaryl, C1-C60 substituted or unsubstituted heterospirocyclo, C1-C60 substituted or unsubstituted spirocyclo, C1-C60 substituted or unsubstituted aryl ether group, C1-C60 substituted or unsubstituted heteroaryl ether group, C1-C60 substituted or unsubstituted aryl silicon group, C1-C60 substituted or unsubstituted heteroaryl silicon group, C1-C60 substituted or unsubstituted aryloxy silicon group; x 1 Independently selected from C or N or O;
X 2 independently selected from S or O;
R 4 and R 5 Combine with adjacent carbon atoms to form carbonyl;
all groups are partially or fully deuterated.
11. A display or lighting device comprising the organic optoelectronic device of claim 6.
CN202210802141.XA 2022-07-07 2022-07-07 Organometallic complex, composition, organic photoelectric device and display or lighting device Pending CN115181133A (en)

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CN112940041A (en) * 2021-01-29 2021-06-11 浙江华显光电科技有限公司 Organic metal complex and organic photoelectric element containing same
CN114315914A (en) * 2021-07-09 2022-04-12 浙江华显光电科技有限公司 Organometallic complex, preparation, organic photoelectric device and display or lighting device
CN114621296A (en) * 2022-03-31 2022-06-14 浙江华显光电科技有限公司 Organometallic complex, preparation, organic photoelectric device and display or lighting device
CN114644660A (en) * 2022-05-18 2022-06-21 浙江华显光电科技有限公司 Organometallic complex, preparation, organic photoelectric device and display or lighting device

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Publication number Priority date Publication date Assignee Title
CN112940041A (en) * 2021-01-29 2021-06-11 浙江华显光电科技有限公司 Organic metal complex and organic photoelectric element containing same
CN114315914A (en) * 2021-07-09 2022-04-12 浙江华显光电科技有限公司 Organometallic complex, preparation, organic photoelectric device and display or lighting device
CN114621296A (en) * 2022-03-31 2022-06-14 浙江华显光电科技有限公司 Organometallic complex, preparation, organic photoelectric device and display or lighting device
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