Metal complex and application thereof

Abstract

The invention discloses a metal complex and application thereof. The metal complex comprises a ligand as shown in a formula (LA). When the metal complex is used as a luminescent material, a green phosphorescent material with high luminous efficiency can be obtained, and the prepared luminescent material is good in thermal stability; the organic electroluminescent element emits green phosphorescence, and has the advantages of narrow emission spectrum, high stability and high efficiency; the electronic device comprises the organic electroluminescent element, so that a consumer product which is green in electroluminescence and high in luminous efficiency can be obtained. # imgabs0 #

Description

Technical Field

[0001] The present invention belongs to the technical field of luminescent materials, and particularly relates to a metal complex and its application. Background Art

[0002] Currently, optoelectronic devices using organic materials have become increasingly popular, and many of the materials used to fabricate such devices are relatively inexpensive. Therefore, organic optoelectronic devices have the potential for a cost advantage over inorganic devices. Additionally, the inherent properties of organic materials (such as their flexibility) can make them more suitable for specific applications, such as fabrication on flexible substrates. Examples of organic optoelectronic devices include organic light-emitting diodes / devices (OLEDs), organic optoelectronic transistors, organic photovoltaic cells, and organic photodetectors. For OLEDs, organic materials can have performance advantages over conventional materials.

[0003] OLEDs utilize an organic thin film that emits light when a voltage is applied to the device. OLEDs are becoming an increasingly attractive technology for applications such as flat panel displays, lighting, and backlighting.

[0004] One application of phosphorescent emission molecules is full-color displays. Industry standards for such displays require pixels suitable for emitting specific colors. Specifically, these standards require saturated red, green, and blue pixels. Alternatively, OLEDs can be designed to emit white light. In conventional liquid crystal displays, absorption filters are used to filter the emission from a white backlight to produce red, green, and blue emissions. The same technology can also be used for OLEDs. The emission color of OLEDs can be achieved through the structural design of the luminescent material. An OLED can include one or more stacked luminescent layers to achieve the desired spectrum. Green, yellow, and red phosphorescent materials have been successfully commercialized, but blue phosphorescent devices still have problems such as color unsaturation, short device lifetime, and high operating voltage. Commercial full-color OLED displays typically employ a hybrid strategy, using blue fluorescence and phosphorescent green, yellow, or red. Currently, the rapid decline in the efficiency of phosphorescent OLEDs at high brightness is still a problem. In addition, there is a desire for a more saturated emission spectrum, higher efficiency, and longer device lifetime.

[0005] A metal complex with the following general formula structure is disclosed in CN115710290A:

[0006] Wherein X 3 ~X 8 At least one of them is selected from CR x1 And R x1 Has the following general formula structure:

[0007] Among them, ring A and ring B are the same or different and are each independently selected from a carbocyclic ring having 3 to 30 carbon atoms, a heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; n is 0 or 1, and only R is disclosed in this application. x1 A metal complex of a substituted or unsubstituted carbazole or carboline and its application in a device.

[0008] In view of the above reasons, the present invention is specifically proposed. Summary of the Invention

[0009] In order to solve the above problems existing in the prior art, the present invention provides a metal complex and its application. When the metal complex of the present invention is used in an OLED, especially in the green emission region, it exhibits an enhanced phosphorescence quantum yield.

[0010] The first object of the present invention is to provide a metal complex with stable electroluminescence and high luminous efficiency.

[0011] The second object of the present invention is to provide an organic electroluminescent element made of the metal complex.

[0012] The third object of the present invention is to provide a consumer product made of the organic electroluminescent element.

[0013] In order to achieve the above objects, the present invention adopts the following technical solutions:

[0014] In a first aspect, the present invention provides a metal complex, and the metal complex comprises a ligand represented by formula (LA):

[0015]

[0016] Among them,

[0017] X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 、X 8 are each independently selected from C, CR 1 、N or CR 2 , and at least one of X 1 、X 2 、X 3 、X 4 is C and is connected to the ring Cy;

[0018] The ring Cy is selected from a substituted or unsubstituted aromatic ring having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic ring having 2 to 24 carbon atoms, or a combination thereof; and at least 2 carbon atoms are included in the Cy.

[0019] X is selected from the group consisting of O, S, Se, NR 3 , SiR 4 R 5 , GeR 4 R 5 ; R 4 and R 5 are the same or different;

[0020] In X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 at least one is selected from CR 1 , and R 1 has the structure shown in Formula 2:

[0021]

[0022] R 6 represents, each time it appears, the same or differently, mono-substituted, multi-substituted or unsubstituted;

[0023] Ring A is selected from a carbocyclic ring having 3 to 30 carbon atoms, a heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0024] E is selected from CR 7 , N, B, P, P(=O), SiR 7 or GeR 7 ;

[0025] X 9 , X 10 each independently is selected from CR 8 or N;

[0026] R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 each time it appears, the same or differently, is selected from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 ~C 40 alkyl, a substituted or unsubstituted C 3 ~C 40 cycloalkyl, a substituted or unsubstituted C 1 ~C 40 heteroalkyl, a substituted or unsubstituted C 2 ~C 40heterocycloalkyl, substituted or unsubstituted C 7 ~C 60 aralkyl, substituted or unsubstituted C 1 ~C 40 alkoxy, substituted or unsubstituted C 6 ~C 60 aryloxy, substituted or unsubstituted C 3 ~C 40 silyl, substituted or unsubstituted C 2 ~C 40 alkenyl, substituted or unsubstituted C 3 ~C 40 cycloalkenyl, substituted or unsubstituted C 3 ~C 40 heteroalkenyl, substituted or unsubstituted C 2 ~C 40 alkynyl, substituted or unsubstituted C 6 ~C 60 aryl, substituted or unsubstituted C 2 ~C 60 heteroaryl, substituted or unsubstituted C 1 ~C 40 a group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino;

[0027] the substituents of the substitution are selected from deuterium, halogen, hydroxyl, C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo 1 -C 10 alkyl, C 1 -C 10 alkoxy, amino, C 1 -C 10 alkylamino, carboxyl, C 1 -C 10 alkylcarboxyl, C 2 -C 10 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, C substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy 2 -C 10A heterocyclic group, substituted by one or more selected from the group consisting of a hydroxyl group, a halogen atom, a cyano group, an amino group, a carboxyl group, an amide group, an oxo group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group; a C 6 -C 10 aryl group, substituted by one or more selected from the group consisting of a hydroxyl group, a halogen atom, a cyano group, an amino group, a carboxyl group, an amide group, an oxo group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group; a C 1 -C 10 heteroaryl group, and an oxo group;

[0028] The metal complex is formed by coordinating a ligand represented by formula (LA) with a metal M via a dotted line to form a five-membered chelate ring;

[0029] The metal complex further comprises other ligands, and the ligand represented by formula (LA) is connected to the other ligands to form a tridentate, tetradentate, pentadentate or hexadentate ligand;

[0030] The metal M is selected from one of Os, Ir, Pd, Pt, Cu, Ag and Au, and preferably, the metal M is selected from one of Ir, Pd or Pt;

[0031] Represents the position connected to X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 or X 8 ;

[0032] Furthermore, the ring Cy is the same or different and is optionally selected from any structure in the group consisting of:

[0033]

[0034]

[0035] R is the same or different at each occurrence and represents mono-substituted, multi-substituted, or unsubstituted; when there are multiple Rs in any structure, the Rs are the same or different;

[0036] R is the same or different at each occurrence and is optionally selected from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 ~C 40 linear alkyl group, a substituted or unsubstituted C 3 ~C 40Cycloalkyl, substituted or unsubstituted C 1 -C 40 Heteroalkyl, substituted or unsubstituted C 2 -C 40 Heterocycloalkyl, substituted or unsubstituted C 7 -C 60 Arylalkyl, substituted or unsubstituted C 1 -C 40 Alkoxy, substituted or unsubstituted C 6 -C 60 Aryloxy, substituted or unsubstituted C 3 -C 40 Silyl, substituted or unsubstituted C 2 -C 40 Alkenyl, substituted or unsubstituted C 3 -C 40 Cycloalkenyl, substituted or unsubstituted C 3 -C 40 Heteroalkenyl, substituted or unsubstituted C 2 -C 40 Alkynyl, substituted or unsubstituted C 6 -C 60 Aryl, substituted or unsubstituted C 2 -C 60 Heteroaryl, substituted or unsubstituted C 1 -C 40 A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino; adjacent Rs may optionally be joined to form a ring;

[0037] The substituted substituents are selected from deuterium, halogen, hydroxy, C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C substituted with one or more selected from deuterium, hydroxy, halogen, cyano, amino, carboxyl, amido, oxo; 1 -C 10 alkyl, C 1 -C 10 alkoxy, amino, C 1 -C 10 alkylamino, carboxyl, C 1 -C 10 alkylcarboxyl, C 2 -C 10 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C10 alkyl, C 1 -C 10 -C substituted with one or more of alkoxy 2 -C 10 heterocyclic group, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 -C substituted with one or more of alkoxy 6 -C 10 aryl, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 -C substituted with one or more of alkoxy 1 -C 10 heteroaryl and oxo;

[0038] The dotted line indicates the position connected to metal M, indicating the position connected to X 1 , X 2 , X 3 or X 4 connection position.

[0039] Furthermore, each occurrence of R is the same or different and is selected from hydrogen, deuterium, halogen atom, substituted or unsubstituted C 1 ~C 10 linear alkyl, substituted or unsubstituted C 3 ~C 10 cycloalkyl, substituted or unsubstituted C 1 ~C 10 heteroalkyl, substituted or unsubstituted C 3 ~C 10 heterocycloalkyl, substituted or unsubstituted C 7 ~C 10 aralkyl, substituted or unsubstituted C 1 ~C 10 alkoxy, substituted or unsubstituted C 6 ~C 10 aryloxy, substituted or unsubstituted C 3 ~C 10 silyl, substituted or unsubstituted C 2 ~C 10 alkenyl, substituted or unsubstituted C 5 ~C 10 cycloalkenyl, substituted or unsubstituted C 3 ~C 40 heteroalkenyl, substituted or unsubstituted C 2 ~C10 Alkynyl, substituted or unsubstituted C 6 ~C 10 Aryl, substituted or unsubstituted C 2 ~C 10 Heteroaryl, substituted or unsubstituted C 1 ~C 10 A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino; adjacent Rs can optionally be connected to form a ring;

[0040] The substituted substituents are selected from deuterium, halogen, hydroxyl, C 1 -C 5 Alkyl, C 3 -C 6 Cycloalkyl, C substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, amino, C 1 -C 10 Alkylamino, carboxyl, C 1 -C 10 Alkyl carboxyl.

[0041] Further, each occurrence of R is the same or different and is selected from hydrogen, deuterium, halogen atom, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, isobutyl, pentyl, trifluoromethyl, CD 3 .

[0042] Further, the ring Cy is the same or different and is selected from any structure in the group consisting of:

[0043]

[0044] Further, the R 1 Has the structure shown in Formula 4, Formula 5 or Formula 6:

[0045]

[0046] B 1 、B 2 、B 3 、B 4 Each independently is selected from CR 6 Or N;

[0047] W is selected from O, S, CR 7 R 9 、NR 7 Or SiR 7 R 9 ;

[0048] E is selected from N or B;

[0049] X 9 and X 10 are each independently selected from CR 8 or N;

[0050] Two adjacent Rs 6 may optionally be joined to form a ring;

[0051] R 7 and R 9 may optionally be joined to form a ring;

[0052] R 6 and R 7 and R 8 and R 9 are the same or different each time they appear and are selected from the group consisting of hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 -C 40 alkyl chain, a substituted or unsubstituted C 3 -C 40 cycloalkyl, a substituted or unsubstituted C 1 -C 40 heteroalkyl, a substituted or unsubstituted C 2 -C 40 heterocycloalkyl, a substituted or unsubstituted C 7 -C 60 arylalkyl, a substituted or unsubstituted C 1 -C 40 alkoxy, a substituted or unsubstituted C 6 -C 60 aryloxy, a substituted or unsubstituted C 3 -C 40 silyl, a substituted or unsubstituted C 2 -C 40 alkenyl, a substituted or unsubstituted C 3 -C 40 cycloalkenyl, a substituted or unsubstituted C 3 -C 40 heteroalkenyl, a substituted or unsubstituted C 2 -C 40 alkynyl, a substituted or unsubstituted C 6 -C 60 aryl, a substituted or unsubstituted C 2 -C 60 heteroaryl, a substituted or unsubstituted C 1 -C 40 acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino groups.

[0053] According to an embodiment of the present invention, the substituted substituent is selected from deuterium, halogen, hydroxyl, C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C 1 -C 10 alkyl substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkoxy, amino, C 1 -C 10 alkylamino, carboxyl, C 1 -C 10 alkylcarboxyl, C 2 -C 10 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 2 -C 10 heterocyclic group substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 6 -C 10 aryl substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, C 1 -C 10 heteroaryl and oxo.

[0054] According to an embodiment of the present invention, R 6 、R 7 、R 8 、R 9 are each independently selected from the group consisting of hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 ~C 10 straight-chain alkyl, a substituted or unsubstituted C 3 ~C 10 cycloalkyl, a substituted or unsubstituted C 1 ~C 10Heteroalkyl, substituted or unsubstituted C 3 -C 10 Heterocycloalkyl, substituted or unsubstituted C 7 -C 10 Arylalkyl, substituted or unsubstituted C 1 -C 5 Alkoxy, substituted or unsubstituted C 6 -C 10 Aryloxy, substituted or unsubstituted C 3 -C 10 Silyl, substituted or unsubstituted C 2 -C 10 Alkenyl, substituted or unsubstituted C 3 -C 10 Cycloalkenyl, substituted or unsubstituted C 3 -C 10 Heteroalkenyl, substituted or unsubstituted C 2 -C 10 Alkynyl, substituted or unsubstituted C 6 -C 10 Aryl, substituted or unsubstituted C 2 -C 10 Heteroaryl, substituted or unsubstituted C 1 -C 10 A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino groups.

[0055] According to an embodiment of the present invention, the substituent of the substitution is selected from deuterium, halogen, hydroxyl, C 1 -C 5 alkyl, C 3 -C 5 cycloalkyl, C 1 -C 5 alkyl substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 alkoxy, amino, C 1 -C 5 alkylamino, carboxyl, C 1 -C 5 alkylcarboxyl, C 2 -C 6 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, C 1 -C 5 alkyl, C 1 -C 5One or more substituted C in the alkoxy group 2 -C 6 heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 alkyl, C 1 -C 5 One or more substituted C in the alkoxy group 6 -C 10 aryl, selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 alkyl, C 1 -C 5 One or more substituted C in the alkoxy group 1 -C 6 heteroaryl and oxo group.

[0056] According to an embodiment of the present invention, R 6 , R 7 , R 8 , R 9 are the same or different each time they appear and are selected from hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, phenyl, pyridyl, cyano, cyclopentyl, cyclohexyl, trifluoromethyl.

[0057] According to an embodiment of the present invention, preferably, each of the R 1 is the same or different and is selected from any one of the structures consisting of the following:

[0058]

[0059]

[0060] According to an embodiment of the present invention, R 6 represents mono-substituted, multi-substituted, or unsubstituted the same or different each time it appears; when there are multiple R 6 in any one structure, the R 6 are the same or different.

[0061] According to an embodiment of the present invention, W is selected from O, S, CR 7 R 9 or NR 7 .

[0062] According to an embodiment of the present invention, R 6 , R 7 , R 9 are the same or different each time they appear and are selected from hydrogen, deuterium, halogen atom, substituted or unsubstituted C 1 ~C 40Alkyl, substituted or unsubstituted C 3 ~C 40 Cycloalkyl, substituted or unsubstituted C 1 ~C 40 Heteroalkyl, substituted or unsubstituted C 2 ~C 40 Heterocycloalkyl, substituted or unsubstituted C 7 ~C 60 Arylalkyl, substituted or unsubstituted C 1 ~C 40 Alkoxy, substituted or unsubstituted C 6 ~C 60 Aryloxy, substituted or unsubstituted C 3 ~C 40 Silyl, substituted or unsubstituted C 2 ~C 40 Alkenyl, substituted or unsubstituted C 3 ~C 40 Cycloalkenyl, substituted or unsubstituted C 3 ~C 40 Heteroalkenyl, substituted or unsubstituted C 2 ~C 40 Alkynyl, substituted or unsubstituted C 6 ~C 60 Aryl, substituted or unsubstituted C 2 ~C 60 Heteroaryl, substituted or unsubstituted C 1 ~C 40 A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino;

[0063] Indicates the position connected to X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 、or X 8 The position of connection.

[0064] According to one embodiment of the present invention, R 6 、R 7 、R 9 Each occurrence is the same or different and is selected from the group consisting of hydrogen, deuterium, halogen atoms, substituted or unsubstituted C 1 ~C 10 Alkyl, substituted or unsubstituted C 3 ~C 10 Cycloalkyl, substituted or unsubstituted C 1 ~C 10 Heteroalkyl, substituted or unsubstituted C3 ~C 10 Heterocycloalkyl, substituted or unsubstituted C 7 ~C 10 Arylalkyl, substituted or unsubstituted C 1 ~C 5 Alkoxy, substituted or unsubstituted C 6 ~C 10 Aryloxy, substituted or unsubstituted C 3 ~C 10 Silyl, substituted or unsubstituted C 2 ~C 10 Alkenyl, substituted or unsubstituted C 3 ~C 10 Cycloalkenyl, substituted or unsubstituted C 3 ~C 10 Heteroalkenyl, substituted or unsubstituted C 2 ~C 10 Alkynyl, substituted or unsubstituted C 6 ~C 10 Aryl, substituted or unsubstituted C 2 ~C 10 Heteroaryl, substituted or unsubstituted C 1 ~C 10 A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino groups.

[0065] According to one embodiment of the present invention, the substituents of the substitution are selected from deuterium, halogen, hydroxyl, C 1 -C 10 Alkyl, C 3 -C 10 Cycloalkyl, C substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo 1 -C 10 Alkyl, C 1 -C 10 Alkoxy, amino, C 1 -C 10 Alkylamino, carboxyl, C 1 -C 10 Alkylcarboxyl, C 2 -C 10 Heterocyclic group, C 6 -C 10 Aryl, C 1 -C 10 Heteroaryl, C substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy2 -C 10 heterocyclic group, C substituted with one or more selected from the group consisting of hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy; C 6 -C 10 aryl, C substituted with one or more selected from the group consisting of hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy; C 1 -C 10 heteroaryl and oxo.

[0066] According to an embodiment of the present invention, the substituted substituent is selected from deuterium, halogen, hydroxyl, C 1 -C 5 alkyl, C 3 -C 6 cycloalkyl, C substituted with one or more selected from the group consisting of deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo 1 -C 5 alkyl, C 1 -C 5 alkoxy, amino, C 1 -C 5 alkylamino, carboxyl, C 1 -C 5 alkylcarboxyl, C 2 -C 6 heterocyclic group, C 6 -C 10 aryl, C 1 -C 6 heteroaryl, C substituted with one or more selected from the group consisting of hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 alkyl, C 1 -C 5 alkoxy; C 2 -C 6 heterocyclic group, C substituted with one or more selected from the group consisting of hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 50 alkyl, C 1 -C 5 alkoxy; C 6 -C 10 aryl, C substituted with one or more selected from the group consisting of hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C5 alkyl, C 1 -C 5 a C substituted with one or more of alkoxy 1 -C 6 heteroaryl and oxo group.

[0067] According to one embodiment of the present invention, the substituted substituents are selected from deuterium, halogen, hydroxyl, cyano, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, trifluoromethyl, CD 3 , phenyl, cyclopentyl, cyclohexyl, pyridyl.

[0068] According to one embodiment of the present invention, R 6 , R 7 , R 9 are the same or different each time they appear and are selected from the group consisting of hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, phenyl, pyridyl, cyano, cyclopentyl, cyclohexyl, trifluoromethyl.

[0069] According to one embodiment of the present invention, the chemical formula of the metal complex is M(LA) p (LB) q (LC) j , where LA, LB, and LC are the first, second, and third ligands coordinated to the metal M, respectively, and LC and the LA or LB are the same or different; LA, LB, and LC can optionally be connected to form a polydentate ligand; p is 1, 2, or 3, q is 0, 1, or 2, j is 0, 1, or 2, and p + q + j is equal to the oxidation state of the metal M. When p is greater than or equal to 2, the multiple LAs are the same or different; when q is equal to 2, the two LBs are the same or different; when j is equal to 2, the two LCs are the same or different.

[0070] According to one embodiment of the present invention, the formula (LA) is selected from the group consisting of:

[0071]

[0072]

[0073]

[0074]

[0075]

[0076] wherein the meanings of R, R 1 , R 2 , and X are the same as those defined in formula (LA).

[0077] According to one embodiment of the present invention, the LB is selected from one of the group consisting of the following structures:

[0078]

[0079]

[0080] wherein, Y 1 ~Y 16 are each independently selected from N or CR 10 , T 1 is selected from BR 12 , NR 13 , PR 14 , O, S, Se, C═O, S═O, SO 2 , CR 12 R 13 , SiR 12 R 13 and GeR 12 R 13 ; one of R 12 and R 13 can be joined or fused arbitrarily to form a ring; T 2 is selected from N, B, SiR 12 , P or P═O; T 3 is selected from O, S, Se, NR 12 , CR 12 R 13 ;

[0081] R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 are each independently selected from the group consisting of hydrogen, deuterium, halogen atoms, substituted or unsubstituted C 1 ~C 40 alkyl, substituted or unsubstituted C 3 ~C 40 cycloalkyl, substituted or unsubstituted C 1 ~C 40 heteroalkyl, substituted or unsubstituted C 3 ~C 40 heterocycloalkyl, substituted or unsubstituted C 6 ~C 60 aralkyl, substituted or unsubstituted C 1 ~C 40 alkoxy, substituted or unsubstituted C 6 ~C 60 aryloxy, substituted or unsubstituted C 3 ~C 40Silanyl, substituted or unsubstituted C 2 ~C 40 alkenyl, substituted or unsubstituted C 5 ~C 40 cycloalkenyl, substituted or unsubstituted C 3 ~C 40 heteroalkenyl, substituted or unsubstituted C 2 ~C 40 alkynyl, substituted or unsubstituted C 6 ~C 60 aryl, substituted or unsubstituted C 2 ~C 60 heteroaryl, substituted or unsubstituted C 1 ~C 40 a group consisting of acyl, carboxyl, ether, ester, nitrile, isonitrile, amine, thio, sulfinyl, sulfonyl and phosphino; and optionally any two or more adjacent substituents are joined or fused together to form a substituted or unsubstituted five-membered ring, six-membered ring or polycyclic ring;

[0082] The substituted substituents are selected from deuterium, halogen, hydroxyl, C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C 1 -C 10 alkyl substituted with one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, 1 -C 10 alkoxy, amino, C 1 -C 10 alkylamino, carboxyl, C 1 -C 10 alkylcarboxyl, C 2 -C 10 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, C 1 -C 10 alkyl substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkoxy, 2 -C 10 heterocyclic group substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, 6 -C10 An aryl group, a C 1 -C 10 alkyl group, a C 1 -C 10 alkoxy group, or a C 1 -C 10 heteroaryl group, each of which is substituted with one or more substituents selected from a hydroxyl group, a halogen atom, a cyano group, an amino group, a carboxyl group, an amide group, an oxo group, a C

[0083] According to one embodiment of the present invention, the structure of the LC is as follows:

[0084]

[0085] wherein R 0 , R a , R b , R c , R d , R e , R f are each independently selected from hydrogen, deuterium, fluorine, a nitrile group, a substituted or unsubstituted C 1 - to C 40 linear alkyl group, a substituted or unsubstituted C 3 - to C 40 cycloalkyl group, a substituted or unsubstituted C 1 - to C 40 heteroalkyl group, a substituted or unsubstituted C 3 - to C 40 heterocycloalkyl group, a substituted or unsubstituted C 3 - to C 40 silyl group, a substituted or unsubstituted C 6 - to C 60 aryl group, a substituted or unsubstituted C 2 - to C 60 heteroaryl group, or a group consisting of the above groups; and optionally, any two or more adjacent substituents are joined or fused to form a substituted or unsubstituted five-membered ring, six-membered ring, or polycyclic ring;

[0086] The substituted substituents are selected from deuterium, a halogen atom, a hydroxyl group, a C 1 -C 10 alkyl group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 alkyl group substituted with one or more substituents selected from deuterium, a hydroxyl group, a halogen atom, a cyano group, an amino group, a carboxyl group, an amide group, and an oxo group, a C 1 -C 10 alkoxy group, an amino group, a C 1 -C 10 alkylamino group, a carboxyl group, a C 1 -C 10Alkyl carboxyl, C 2 -C 10 Heterocyclic group, C 6 -C 10 Aryl, C 1 -C 10 Heteroaryl, substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy-substituted C 2 -C 10 Heterocyclic group, substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy-substituted C 6 -C 10 Aryl, substituted with one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 Alkyl, C 1 -C 10 Alkoxy-substituted C 1 -C 10 Heteroaryl and oxo.

[0087] Regarding the oxidation state of metal M, when M is Ir, the oxidation state of Ir can be 3, and when M is Pt, the oxidation state of Pt can be 2.

[0088] In this embodiment, the LA ligand is a bidentate ligand, that is, LA coordinates with the metal only through the virtual bond shown in formula LA. There are no other coordination modes or sites with the metal in formula LA, for example, R, R 1 , R 2 do not coordinate with metal M.

[0089] According to an embodiment of the present invention, the metal M is selected from one of Ir, Pd or Pt.

[0090] According to an embodiment of the present invention, M is Ir.

[0091] According to an embodiment of the present invention, the metal complex has the structure of Ir(LA) p (LB) 3-p and is represented by formula 3-1:

[0092]

[0093] According to an embodiment of the present invention, the metal complex has Ir(LA)p (LB) 3-p has a structure and is represented by Formula 3-2:

[0094]

[0095] According to an embodiment of the present invention, in Formula 3-1 and Formula 3-2,

[0096] p is selected from 1, 2, or 3; when p is 1, the two LBs are the same or different; when p is selected from 2 or 3, the multiple LAs are the same or different;

[0097] Ring Cy is selected from a substituted or unsubstituted aromatic ring having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic ring having 3 to 24 carbon atoms, or a combination thereof; and at least 2 carbon atoms are included in the Cy;

[0098] X is selected from the group consisting of O, S, Se, NR 3 , SiR 4 R 5 , GeR 4 R 5 ; R 4 and R 5 are the same or different;

[0099] A 1 , A 2 , A 3 , A 4 are each independently selected from N or CR;

[0100] X 3 , X 4 , X 5 , X 6 , X 7 , X 8 are each independently selected from CR 1 , N or CR 2 ;

[0101] Among X 3 , X 4 , X 5 , X 6 , X 7 , X 8 at least one is selected from CR 1 , and R 1 has the structure shown in Formula 2:

[0102]

[0103] R 6 , R 10 each occurrence represents a single substitution, multiple substitutions, or no substitution, the same or different;

[0104] Ring A is selected from a carbocyclic ring having 3 to 30 carbon atoms, a heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof;

[0105] E is selected from CR 7 , N, B, P, PO, SiR 7 or GeR 7 ;

[0106] X 9 , X 10 are each independently selected from CR 8 or N;

[0107] R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 are the same or different each time they appear and are selected from the group consisting of hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 -C 40 alkyl, a substituted or unsubstituted C 3 -C 40 cycloalkyl, a substituted or unsubstituted C 1 -C 40 heteroalkyl, a substituted or unsubstituted C 2 -C 40 heterocycloalkyl, a substituted or unsubstituted C 7 -C 60 arylalkyl, a substituted or unsubstituted C 1 -C 40 alkoxy, a substituted or unsubstituted C 6 -C 60 aryloxy, a substituted or unsubstituted C 3 -C 40 silyl, a substituted or unsubstituted C 2 -C 40 alkenyl, a substituted or unsubstituted C 3 -C 40 cycloalkenyl, a substituted or unsubstituted C 3 -C 40 heteroalkenyl, a substituted or unsubstituted C 2 -C 40 alkynyl, a substituted or unsubstituted C 6 -C 60 aryl, a substituted or unsubstituted C 2 -C 60 heteroaryl, a substituted or unsubstituted C 1 -C 40A group consisting of acyl, carboxyl, amino, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl and phosphino groups; the substituted substituent is selected from deuterium, halogen, hydroxy, C 1 -C 10 alkyl, C 3 -C 10 cycloalkyl, C 1 -C 10 alkyl, C 1 -C 10 alkoxy, amino, C 1 -C 10 alkylamino, carboxyl, C 1 -C 10 alkylcarboxyl, C 2 -C 10 heterocyclic group, C 6 -C 10 aryl, C 1 -C 10 heteroaryl, selected from one or more of hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy; C 2 -C 10 heterocyclic group, selected from one or more of hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy; C 6 -C 10 aryl, selected from one or more of hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 10 alkyl, C 1 -C 10 alkoxy; C 1 -C 10 heteroaryl and oxo.

[0108] According to one embodiment of the present invention, R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 are each independently selected from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C 1 to C10 Alkyl group, substituted or unsubstituted C 3 ~C 10 Cycloalkyl group, substituted or unsubstituted C 1 ~C 10 Heteroalkyl group, substituted or unsubstituted C 3 ~C 10 Heterocycloalkyl group, substituted or unsubstituted C 7 ~C 10 Arylalkyl group, substituted or unsubstituted C 1 ~C 10 Alkoxy group, substituted or unsubstituted C 6 ~C 10 Aryloxy group, substituted or unsubstituted C 3 ~C 10 Silyl group, substituted or unsubstituted C 2 ~C 10 Alkenyl group, substituted or unsubstituted C 5 ~C 10 Cycloalkenyl group, substituted or unsubstituted C 3 ~C 10 Heteroalkenyl group, substituted or unsubstituted C 2 ~C 10 Alkynyl group, substituted or unsubstituted C 6 ~C 10 Aryl group, substituted or unsubstituted C 2 ~C 10 Heteroaryl group, substituted or unsubstituted C 1 ~C 10 A group consisting of acyl group, carboxyl group, amino group, nitrile group, isonitrile group, sulfide group, sulfinyl group, sulfonyl group and phosphino group.

[0109] According to one embodiment of the present invention, the substituted substituent is selected from deuterium, halogen, hydroxyl group, C 1 -C 5 alkyl group, C 3 -C 6 cycloalkyl group, C substituted with one or more selected from deuterium, hydroxyl group, halogen, cyano group, amino group, carboxyl group, amide group, oxo group 1 -C 5 alkyl group, C 1 -C 5 alkoxy group, amino group, C 1 -C 5 alkylamino group, carboxyl group, C 1 -C 5 alkylcarboxyl group, C 2 -C 6 heterocyclic group, C 6 -C 10 aryl group, C 1 -C 6Heteroaryl, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 -alkyl, C 1 -C 5 -alkoxy, of C 2 -C 6 -heterocyclyl, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 50 -alkyl, C 1 -C 5 -alkoxy, of C 6 -C 10 -aryl, substituted with one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amido, oxo, C 1 -C 5 -alkyl, C 1 -C 5 -alkoxy, of C 1 -C 6 -heteroaryl and oxo.

[0110] According to one embodiment of the present invention, the substituents of the substitution are selected from deuterium, halogen, hydroxy, cyano, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, trifluoromethyl, CD 3 , phenyl, cyclopentyl, cyclohexyl, pyridyl.

[0111] According to one embodiment of the present invention, R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 are each independently selected from hydrogen, deuterium, halogen atom, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, trifluoromethyl, CD 3 ;

[0112] According to one embodiment of the present invention, two or more adjacent Rs may optionally be linked to form a ring.

[0113] According to one embodiment of the present invention, two or more adjacent Rs 2 may optionally be linked to form a ring.

[0114] According to one embodiment of the present invention, two or more adjacent Rs 6 may optionally be linked to form a ring.

[0115] According to an embodiment of the present invention, two or more adjacent Rs 10 may optionally be connected to form a ring.

[0116] According to an embodiment of the present invention, adjacent Rs 4 and Rs 5 may optionally be connected to form a ring.

[0117] According to an embodiment of the present invention, the Xs 3 、Xs 4 、Xs 5 、Xs 6 、Xs 7 、Xs 8 are each independently selected from CR 1 or CR 2 .

[0118] According to an embodiment of the present invention, As 1 、As 2 、As 3 、As 4 are each independently selected from CR.

[0119] According to an embodiment of the present invention, X is selected from O or S.

[0120] According to an embodiment of the present invention, at least one of the Xs 3 、Xs 4 、Xs 5 、Xs 6 、Xs 7 、Xs 8 is N.

[0121] According to an embodiment of the present invention, at least one of the As 1 、As 2 、As 3 、As 4 is N.

[0122] Furthermore, the chemical formula of the metal complex is Ir(LA)(LB) 2 、Ir(LA) 2 (LB)、Ir(LA) 3 or Ir(LA) 2 (LC); wherein, the LA is selected from the group consisting of the following LA1 to LA248:

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131] Among them, the hydrogen atoms in the structure can be partially or completely replaced by deuterium atoms;

[0132] Furthermore, the LB is selected from the group consisting of LB1 to LB292, and the specific structures of LB1 to LB292 are shown as follows:

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141] Furthermore, the LC is selected from the group consisting of the structures shown by LC1 to LC60, and the specific structures of LC1 to LC60 are shown as follows:

[0142]

[0143]

[0144] Furthermore, the chemical formula of the metal complex is Ir(LAi)(LBj) 2 、Ir(LAi) 2 (LBj), Ir(LAi) 3 or Ir(LAi) 2 (LCt).

[0145] According to an embodiment of the present invention, the chemical formula of the metal complex is Ir(LAi)(LBj) 2 、Ir(LAi) 2(LBj) or Ir(LAi) 3 Further, the chemical formula of the metal complex is Ir(LAi)(LBj) 2 , where i is an integer from 1 to 248, j is an integer from 1 to 292, and t is an integer from 1 to 60;

[0146] The structures of LA1-LA248, LB1-LB292, and LC1-LC60 are as shown above.

[0147] According to an embodiment of the present invention, the metal complex has the metal complex Ir(LAi)(LBj) 2 , Ir(LAi) 2 (LBj), Ir(LAi) 3 or Ir(LAi) 2 (LCt), and the hydrogen therein can be partially or completely replaced by deuterium.

[0148] The organic electroluminescent material of the present invention includes one or more of the metal complexes of the present invention. The organic electroluminescent material of the present invention can be formed only by one or more of the metal complexes of the present invention, or can contain other materials outside the metal complexes of the present invention.

[0149] By containing the aforementioned metal complex of the present invention in the organic electroluminescent material of the present invention, an organic electroluminescent material with green electroluminescence and high luminous efficiency can be obtained. In addition, the organic electroluminescent material of the present invention is an organic electroluminescent material with good thermal stability.

[0150] In a second aspect, the present invention provides an organic electroluminescent element, including a first electrode, a second electrode, and an organic layer disposed between the first electrode and the second electrode, and the organic layer includes the aforementioned metal complex.

[0151] Further, the organic layer includes a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer;

[0152] According to an embodiment of the present invention, the organic layer containing the metal complex in the organic electroluminescent element is the light emitting layer.

[0153] The light emitting layer further includes a host material and a doping material, and the host material includes the following chemical groups: triphenylene, carbazolyl, dibenzothiophenyl, dibenzofuranyl, dibenzoselenophenyl, azatriphenylene, azacarbazolyl, azadibenzothiophenyl, azadibenzofuranyl, and azadibenzoselenophenyl, or a group composed of the above groups.

[0154] Any substituent in the main body material is independently a non-fused substituent selected from the group consisting of: C n H 2n+1 、OC n H 2n+1 、OAr 1 、N(C n H 2n+1 ) 2 、N(Ar 1 )(Ar 2 )、CH=CH-C n H 2n+1 、C≡CC n H 2n+1 、Ar 1 、Ar 1 -Ar 2 、C n H 2n -Ar 1 or unsubstituted, where n is an integer from 1 to 10; and where Ar 1 and Ar 2 are independently selected from the group consisting of phenyl, biphenyl, naphthyl, triphenylene, carbazolyl, and their heteroaromatic analogs.

[0155] Furthermore, the doping material contains the metal complex of the present invention.

[0156] In the organic electroluminescent device of the present invention, one layer may be a layer containing the metal complex of the present invention, or two or more layers may contain the metal complex of the present invention.

[0157] The organic layer may be a light-emitting layer, and the metal complex as described herein may be an emissive doping material or a non-emissive doping material.

[0158] The doping material is 1% to 100% of the mass of the main body material.

[0159] Furthermore, when the metal complex of the present invention is used as the doping material, the doping material is 1% to 50% of the mass of the main body material.

[0160] Even further, when the metal complex of the present invention is used as the doping material, the doping material is 1% to 10% of the mass of the main body material.

[0161] A consumer product made from the organic electroluminescent device described above.

[0162] The consumer products described in the present invention can be one of the following products: flat panel displays, computer monitors, medical monitors, televisions, billboards, lights for internal or external lighting and / or signaling, head-up displays, fully transparent or partially transparent displays, flexible displays, laser printers, telephones, cellular phones, tablet computers, phablets, personal digital assistants (PDAs), wearable devices, laptop computers, digital cameras, video cameras, viewfinders, micro-displays with a diagonal less than 2 inches, 3-D displays, virtual reality or augmented reality displays, transportation vehicles, video walls comprising multiple tiled-together displays, theater or stadium screens, light therapy devices, and signs.

[0163] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0164] In the metal complex described in the present invention, by introducing indole, indazole or imidazole substituents, the energy loss caused by the free rotation of the ligand is effectively blocked, the rate of exciton internal conversion is enhanced, and the quantum efficiency is improved. It not only has good thermal stability, but also has an increased conjugated area, improved molecular film-forming and exciton transport properties, and a reduced sublimation temperature of the material. When used as a luminescent material, a green phosphorescent material with high luminescence efficiency can be obtained; an electronic device containing the organic electroluminescent element of the present invention can obtain a consumer product with a narrow emission spectrum, high stability and high efficiency. BRIEF DESCRIPTION OF THE DRAWINGS

[0165] In order to more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the following will briefly introduce the drawings required for use in the description of the embodiments or the prior art. Obviously, the drawings in the following description are only some embodiments of the present invention. For those of ordinary skill in the art, other drawings can be obtained based on these drawings without creative efforts.

[0166] Figure 1 is a schematic diagram of an organic electroluminescent element of the present invention;

[0167] Figure 2 is a schematic diagram of an inverted organic electroluminescent element of the present invention;

[0168] REFERENCE SIGNS

[0169] 110 - Substrate, 115 - Anode layer, 120 - Hole injection layer, 125 - Hole transport layer, 130 - Electron blocking layer, 135 - Organic light-emitting layer, 140 - Hole blocking layer, 145 - Electron transport layer, 150 - Electron injection layer, 155 - Protective layer, 160 - Cathode layer, 162 - First conductive layer, 164 - Second conductive layer, 170 - Capping layer. DETAILED DESCRIPTION OF THE EMBODIMENTS

[0170] To make the objectives, technical solutions, and advantages of the present invention clearer, the technical solutions of the present invention will be described in detail below. Apparently, the described embodiments are only a part of the embodiments of the present invention, rather than all of the embodiments. All other implementation manners obtained by those of ordinary skill in the art based on the embodiments of the present invention without creative efforts belong to the scope protected by the present invention.

[0171] In the context of the present invention, "halogen", "halogen atom", "halo group", and "halo radical" are used interchangeably and refer to fluorine, chlorine, bromine, or iodine.

[0172] "Acyl group" in the context of the present invention refers to a substituted carbonyl group (COR x ).

[0173] "Ester or ester group" in the context of the present invention refers to a substituted oxycarbonyl group (-OCOR x or CO 2 R x ).

[0174] "Ether or ether group" in the context of the present invention refers to the -OR x group.

[0175] As used herein, "sulfur group" or "sulfide" are used interchangeably and refer to the -SR x group.

[0176] "Sulfinyl group" in the context of the present invention refers to the -SOR x group.

[0177] "Sulfonyl group" in the context of the present invention refers to the -SO 2 R x group.

[0178] "Phosphino group" in the context of the present invention refers to the -PR x 3 group, where each R x can be the same or different.

[0179] Each of the above R x , preferably, is selected from the group consisting of alkyl, cycloalkyl, aryl, and heteroaryl.

[0180] As used herein, "carbocyclic ring" means that the carbon atoms constituting the cyclic group contain only carbon atoms and no heteroatoms. The cyclic group includes monocyclic, polycyclic (including spiro rings, bridged rings, fused rings, etc.). "Carbocyclic ring" includes saturated carbocyclic rings or unsaturated carbocyclic rings. For example, alicyclic rings (such as cycloalkyl, cycloalkenyl, cycloalkynyl, etc.) and aromatic rings are all carbocyclic rings.

[0181] In this text, "heterocycle" means that the carbon atoms constituting the cyclic group contain one or more heteroatoms, which can be selected from oxygen, sulfur, nitrogen, selenium, phosphorus, silicon, boron atoms, etc. The cyclic group includes monocyclic, polycyclic (including spirocyclic, bridged cyclic, fused cyclic, etc.). "Heterocycle" includes saturated carbon rings or unsaturated carbon rings. For example, heterocycloalkyls (such as tetrahydrofuranyl, pyrrolidinyl, etc.) and heteroaryl rings are both heterocycles.

[0182] "Alkyl" in the sense of the present invention includes straight-chain and branched-chain alkyls. The alkyl can be an alkyl having 1 to 40 carbon atoms, preferably an alkyl having 1 to 20 carbon atoms, and more preferably an alkyl having 1 to 12 carbon atoms. Examples of alkyls include methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, n-hexyl, n-heptyl, n-octyl, n-nonyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, n-heptadecyl, n-octadecyl, neopentyl, 1-methylpentyl, 2-methylpentyl, 1-pentylhexyl, 1-butylpentyl, 1-heptyloctyl, 3-methylpentyl. Among the above, methyl, ethyl, propyl, isopropyl, n-butyl, sec-butyl, isobutyl, tert-butyl, n-pentyl, neopentyl and n-hexyl are preferred. Additionally, the alkyl can be optionally substituted.

[0183] "Cycloalkyl" means a cyclic alkyl. The cycloalkyl can be a cycloalkyl having 3 to 40 ring carbon atoms, preferably a cycloalkyl having 4 to 20 carbon atoms. Examples of cycloalkyls include cyclobutyl, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl, 1-adamantyl, 2-adamantyl, 1-norbornyl, 2-norbornyl, etc. Among the above, cyclopentyl, cyclohexyl, 4-methylcyclohexyl, 4,4-dimethylcyclohexyl are preferred. Additionally, the cycloalkyl can be optionally substituted.

[0184] "Heteroalkyl" means that one or more carbons in the alkyl chain are substituted by heteroatoms selected from the group consisting of nitrogen atom, oxygen atom, sulfur atom, selenium atom, phosphorus atom, silicon atom, germanium atom and boron atom. The heteroalkyl can be a heteroalkyl having 1 to 40 carbon atoms, preferably a heteroalkyl having 1 to 20 carbon atoms, more preferably a heteroalkyl having 1 to 12 carbon atoms. Examples of heteroalkyl include methoxymethyl, ethoxymethyl, ethoxyethyl, methylthiomethyl, ethylthiomethyl, ethylthioethyl, methoxymethoxymethyl, ethoxymethoxymethyl, ethoxyethoxyethyl, hydroxymethyl, hydroxyethyl, hydroxypropyl, mercaptomethyl, mercaptoethyl, mercaptopropyl, aminomethyl, aminoethyl, aminopropyl, dimethylaminomethyl, trimethylgermylmethyl, trimethylgermylethyl, trimethylgermylisopropyl, dimethylethylgermylmethyl, dimethylisopropylgermylmethyl, tert-butyldimethylgermylmethyl, triethylgermylmethyl, triethylgermylethyl, triisopropylgermylmethyl, triisopropylgermylethyl, trimethylsilylmethyl, trimethylsilylethyl, trimethylsilylisopropyl, triisopropylsilylmethyl, triisopropylsilylethyl. In addition, the heteroalkyl can be optionally substituted.

[0185] "Alkenyl" encompasses straight-chain, branched-chain and cyclic olefin groups. The alkenyl can be an alkenyl containing 2 to 40 carbon atoms, preferably an alkenyl having 2 to 20 carbon atoms. Examples of alkenyl include vinyl, propenyl, 1-butenyl, 2-butenyl, 3-butenyl, 1,3-butadienyl, 1-methylethenyl, styryl, 2,2-diphenylethenyl, 1,2-diphenylethenyl, 1-methylallyl, 1,1-dimethylallyl, 2-methylallyl, 1-phenylallyl, 2-phenylallyl, 3-phenylallyl, 3,3-diphenylallyl, 1,2-dimethylallyl, 1-phenyl-1-butenyl, 3-phenyl-1-butenyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cycloheptenyl, cycloheptatrienyl, cyclooctenyl, cyclooctatetraenyl and norbornenyl. In addition, the alkenyl can be optionally substituted.

[0186] "Alkynyl" encompasses straight-chain alkynyl groups. The alkynyl can be an alkynyl containing 2 to 40 carbon atoms, preferably an alkynyl having 2 to 20 carbon atoms. Examples of alkynyl include ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, 2-pentynyl, 3,3-dimethyl-1-butynyl, 3-ethyl-3-methyl-1-pentynyl, 3,3-diisopropyl-1-pentynyl, phenylacetylenyl, phenylpropynyl, etc. Among the above, ethynyl, propynyl, propargyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-pentynyl, phenylacetylenyl are preferred. In addition, the alkynyl can be optionally substituted.

[0187] "Alkoxy" in the sense of the present invention is represented by -O-alkyl, -O-cycloalkyl, -O-heteroalkyl or -O-heteroalkenyl. Examples and preferred examples of alkyl, cycloalkyl, heteroalkyl and heteroalkenyl are the same as those described above. The alkoxy may be an alkoxy having 1 to 40 carbon atoms, preferably an alkoxy having 1 to 20 carbon atoms. Examples of alkoxy include methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy, cyclopropyloxy, cyclobutyloxy, cyclopentyloxy, cyclohexyloxy, tetrahydrofuryloxy, tetrahydropyranyloxy, methoxypropyloxy, ethoxyethyloxy, methoxymethyloxy and ethoxymethyloxy. Additionally, the alkoxy may be optionally substituted.

[0188] Generally, "cycloalkyl" and "cycloalkenyl" according to the present invention refer to and include monocyclic, polycyclic and spiroalkyl groups. Preferred cycloalkyl groups are cycloalkyl groups containing 3 to 15 ring carbon atoms, which may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptyl, cycloheptenyl, bicyclo[3.1.1]heptyl, spiro[4.5]decyl, spiro[5.5]undecyl, adamantyl, etc., where one or more -CH 2 - groups may be replaced by O, S or N; in addition, one or more hydrogen atoms may also be replaced by deuterium atoms, halogen atoms or nitrile groups.

[0189] "Heterocycloalkyl" in the sense of the present invention refers to a group in which a single hydrogen atom or -CH 2 - group may be substituted by oxygen, sulfur, halogen atoms, nitrogen, phosphorus, boron, silicon or selenium, preferably a group substituted by oxygen, sulfur or nitrogen. Additionally, the heteroalkyl or heterocycloalkyl may be optionally substituted.

[0190] "Heteroalkenyl" or "heterocycloalkenyl" in the sense of the present invention refers to an alkenyl or cycloalkenyl in which at least one carbon atom is replaced by a heteroatom. Optionally, the at least one heteroatom is selected from oxygen, sulfur, nitrogen, phosphorus, boron, silicon or selenium, preferably oxygen, sulfur or nitrogen. Preferred alkenyl and cycloalkenyl groups are those containing 3 to 15 carbon atoms. Additionally, the heteroalkenyl and heterocycloalkenyl may be optionally substituted.

[0191] "Aryl" or "aromatic ring" according to the present invention means and includes monocyclic aromatic hydrocarbon groups and polycyclic aromatic ring systems. The polycycle may have two or more rings in which two carbons are shared by two adjacent rings (the rings are "fused"), where at least one of the rings is an aromatic hydrocarbon group, for example, the other rings may be cycloalkyl, cycloalkenyl, aryl, heterocyclic, and / or heteroaryl. Preferred aryl or aromatic rings are aryl groups containing 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. Particularly preferred are aryl groups having six, ten, or twelve carbon atoms. Suitable aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthyl, anthracenyl, phenalenyl, phenanthrenyl, fluorenyl, pyrenyl, perylenyl, indenyl, and azulyl, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorenyl, and naphthyl. Additionally, the aryl group may optionally be substituted.

[0192] "Heteroaryl" or "heteroaromatic ring" in the sense of the present invention refers to a monocyclic aromatic group and a polycyclic aromatic ring system including at least one heteroatom. Heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, phosphorus, boron, silicon or selenium. In many cases, oxygen, sulfur or nitrogen are preferred heteroatoms. The monocyclic heteroaromatic system is preferably a monocyclic ring having 5 or 6 carbon atoms, and the ring can have one to six heteroatoms. The hetero polycyclic system can have two or more rings where two atoms are shared by two adjacent rings (the rings are "fused"), where at least one of the rings is heteroaryl, for example, the other rings can be cycloalkyl, cycloalkenyl, aryl, heterocyclic and / or heteroaryl. The hetero polycyclic aromatic ring system can have one to six heteroatoms on each ring of the polycyclic aromatic ring system. Preferred heteroaryl is heteroaryl containing three to thirty carbon atoms, preferably three to twenty carbon atoms, more preferably three to twelve carbon atoms. Suitable heteroaryl includes dibenzothienyl, dibenzofuranyl, dibenzoselenophenyl, furyl, thienyl, benzofuranyl, benzothienyl, benzoselenophenyl, carbazolyl, indolocarbazolyl, pyridylindolyl, pyrrolodipyridyl, pyrazolyl, imidazolyl, triazolyl, oxazolyl, thiazolyl, oxadiazolyl, oxatriazolyl, dioxazolyl, thiadiazolyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, triazinyl, oxazinyl, oxathiazinyl, oxadiazinyl, indolyl, benzimidazolyl, indazolyl, indoxazinyl, benzoxazolyl, benzisoxazolyl, benzothiazolyl, quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, phthalazinyl, pteridinyl, xanthenyl, acridinyl, phenazinyl, phenothiazinyl, phenoxazinyl, benzofuranopyridyl, furanodipyridyl, benzothiophenopyridyl, thiophenodipyridyl, benzoselenophenopyridyl, selenophenodipyridyl, 1,2-azaborolyl, 1,3-azaborolyl, 1,4-azaborolyl, borazynyl and their nitrogen analogs, preferably dibenzothienyl, dibenzofuranyl, dibenzoselenophenyl, carbazolyl, indolocarbazolyl, imidazolyl, pyridyl, triazinyl, benzimidazolyl, 1,2-azaborolyl, 1,3-azaborolyl, 1,4-azaborolyl, borazynyl and their nitrogen analogs. Additionally, the heteroaryl can be optionally substituted.

[0193] Aryloxy is represented by -O-aryl or -O-heteroaryl. Examples and preferred examples of aryl and heteroaryl are the same as those above. Aryloxy can be aryloxy having 6 to 60 carbon atoms, preferably aryloxy having 6 to 20 carbon atoms. Examples of aryloxy include phenoxy and biphenyloxy. Additionally, the aryloxy can be optionally substituted.

[0194] The terms "aralkyl" and "arylalkyl" are used interchangeably and cover alkyl groups substituted with an aryl group. The aralkyl group can be an aralkyl group having 7 to 60 carbon atoms, preferably an aralkyl group having 7 to 40 carbon atoms, more preferably an aralkyl group having 7 to 20 carbon atoms. Examples of aralkyl groups include benzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, 2-phenylisopropyl, phenyl tert-butyl, α-naphthylmethyl, 1-α-naphthylethyl, 2-α-naphthylethyl, 1-α-naphthylisopropyl, 2-α-naphthylisopropyl, β-naphthylmethyl, 1-β-naphthylethyl, 2-β-naphthylethyl, 1-β-naphthylisopropyl, 2-β-naphthylisopropyl, p-methylbenzyl, m-methylbenzyl, o-methylbenzyl, p-chlorobenzyl, m-chlorobenzyl, o-chlorobenzyl, p-bromobenzyl, m-bromobenzyl, o-bromobenzyl, p-iodobenzyl, m-iodobenzyl, o-iodobenzyl, p-hydroxybenzyl, m-hydroxybenzyl, o-hydroxybenzyl, p-aminobenzyl, m-aminobenzyl, o-aminobenzyl, p-nitrobenzyl, m-nitrobenzyl, o-nitrobenzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-hydroxy-2-phenylisopropyl, and 1-chloro-2-phenylisopropyl. Among the above, benzyl, p-cyanobenzyl, m-cyanobenzyl, o-cyanobenzyl, 1-phenylethyl, 2-phenylethyl, 1-phenylisopropyl, and 2-phenylisopropyl are preferred. Additionally, the aralkyl group can be optionally substituted.

[0195] The terms "alkylsilyl" and "silylalkyl" cover silyl groups substituted with an alkyl group. The alkylsilyl group can be an alkylsilyl group having 3 to 40 carbon atoms, preferably an alkylsilyl group having 3 to 20 carbon atoms. Examples of alkylsilyl groups include trimethylsilyl, triethylsilyl, methyldiethylsilyl, ethyldimethylsilyl, tripropylsilyl, tributylsilyl, triisopropylsilyl, methyldiisopropylsilyl, dimethylisopropylsilyl, tri-tert-butylsilyl, triisobutylsilyl, dimethyl-tert-butylsilyl, and methyl-di-tert-butylsilyl. Additionally, the alkylsilyl group can be optionally substituted.

[0196] The terms "arylsilyl" cover silyl groups substituted with at least one aryl group. The arylsilyl group can be an arylsilyl group having 6 to 60 carbon atoms, preferably an arylsilyl group having 8 to 40 carbon atoms. Examples of arylsilyl groups include triphenylsilyl, phenyldibiphenylsilyl, diphenylbiphenylsilyl, phenyldiethylsilyl, diphenylethylsilyl, phenyldimethylsilyl, diphenylmethylsilyl, phenyldiisopropylsilyl, diphenylisopropylsilyl, diphenylbutylsilyl, diphenylisobutylsilyl, and diphenyl-tert-butylsilyl. Additionally, the arylsilyl group can be optionally substituted.

[0197] An alkylgermyl group encompasses a germyl group substituted with an alkyl group. The alkylgermyl group can be an alkylgermyl group having 3 to 40 carbon atoms, preferably an alkylgermyl group having 3 to 20 carbon atoms. Examples of the alkylgermyl group include trimethylgermyl, triethylgermyl, methyldiethylgermyl, ethyldimethylgermyl, tripropylgermyl, tributylgermyl, triisopropylgermyl, methyldiisopropylgermyl, dimethylisopropylgermyl, tritert-butylgermyl, triisobutylgermyl, dimethyltert-butylgermyl, methylditert-butylgermyl. Additionally, the alkylgermyl group can be optionally substituted.

[0198] An arylgermyl group encompasses a germyl group substituted with at least one aryl or heteroaryl group. The arylgermyl group can be an arylgermyl group having 6 to 60 carbon atoms, preferably an arylgermyl group having 8 to 40 carbon atoms. Examples of the arylgermyl group include triphenylgermyl, phenyldibiphenylgermyl, diphenylbiphenylgermyl, phenyldiethylgermyl, diphenylethylgermyl, phenyldimethylgermyl, diphenylmethylgermyl, phenyldiisopropylgermyl, diphenylisopropylgermyl, diphenylbutylgermyl, diphenylisobutylgermyl, diphenyltert-butylgermyl. Additionally, the arylgermyl group can be optionally substituted.

[0199] In the present disclosure, the term "aza" in aza-dibenzofuran, aza-dibenzothiophene, etc. means that one or at least two C-H groups in the corresponding aromatic fragment are replaced by nitrogen atoms. For example, azatriphenylene includes dibenzo[f,h]quinoxaline, dibenzo[f,h]quinoline, and other analogs having two or more nitrogens in the ring system. Those of ordinary skill in the art can readily envision other nitrogen analogs of the above-mentioned aza derivatives, and all such analogs are determined to be included in the terms described herein.

[0200] In the present disclosure, unless otherwise defined, when any one of the terms consisting of the following groups is used: substituted alkyl, substituted cycloalkyl, substituted heteroalkyl, substituted heterocyclic group, substituted aralkyl, substituted alkoxy, substituted aryloxy, substituted alkenyl, substituted alkynyl, substituted aryl, substituted heteroaryl, substituted alkylsilyl, substituted arylsilyl, substituted alkylgermyl, substituted arylgermyl, substituted amino, substituted acyl, substituted carbonyl, substituted carboxyl group, substituted ester group, substituted sulfinyl group, it means that any one of the groups of alkyl, cycloalkyl, heteroalkyl, heterocyclic group, aralkyl, alkoxy, aryloxy, alkenyl, alkynyl, aryl, heteroaryl, alkylsilyl, arylsilyl, alkylgermyl, arylgermyl, amino, acyl, carbonyl, carboxyl group, ester group, sulfinyl group, sulfonyl group and phosphino group may be substituted by one or at least two selected from deuterium, halogen, unsubstituted alkyl having 1 to 20 carbon atoms, unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, unsubstituted heteroalkyl having 1 to 20 carbon atoms, unsubstituted heterocyclic group having 3 to 20 carbon atoms, unsubstituted aralkyl having 7 to 30 carbon atoms, unsubstituted alkoxy having 1 to 20 carbon atoms, unsubstituted aryloxy having 6 to 30 carbon atoms, unsubstituted alkenyl having 2 to 20 carbon atoms, unsubstituted alkynyl having 2 to 20 carbon atoms, unsubstituted aryl having 6 to 30 carbon atoms, unsubstituted heteroaryl having 3 to 30 carbon atoms, unsubstituted alkylsilyl having 3 to 20 carbon atoms, unsubstituted arylsilyl having 6 to 20 carbon atoms, unsubstituted alkylgermyl having 3 to 20 carbon atoms, unsubstituted arylgermyl having 6 to 20 carbon atoms, unsubstituted amino having 0 to 20 carbon atoms, acyl, carbonyl, carboxyl group, ester group, cyano group, isocyano group, mercapto group, sulfinyl group, sulfonyl group, phosphino group and their combinations.

[0201] In many cases, the general substituents are selected from the group consisting of deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carboxyl group, ether group, ester group, nitrile group, isonitrile group, sulfur group, sulfinyl group, sulfonyl group and phosphino group.

[0202] As used herein, "their combinations" or "group" means that one or more members of the applicable list are combined to form a known or chemically stable arrangement that can be envisioned by those of ordinary skill in the art from the applicable list. For example, alkyl and deuterium can be combined to form a partially or fully deuterated alkyl; halogen and alkyl can be combined to form a haloalkyl substituent, such as trifluoromethyl, etc.; and halogen, alkyl and aryl can be combined to form a haloaralkyl.

[0203] In one example, the term substitution includes combinations of two to four of the listed groups.

[0204] In another example, the term "substituted" includes combinations of two to three groups. In yet another example, the term "substituted" includes combinations of two groups. Preferred combinations of substituents are combinations containing up to fifty atoms that are not hydrogen or deuterium, or combinations comprising up to forty atoms that are not hydrogen or deuterium, or combinations comprising up to thirty atoms that are not hydrogen or deuterium. In many cases, the preferred combination of substituents will include up to twenty atoms that are not hydrogen or deuterium.

[0205] In the compounds mentioned in the present disclosure, unless explicitly defined, such as adjacent substituents can optionally be linked to form a ring, adjacent substituents in the compounds cannot be linked to form a ring. In the compounds mentioned in the present disclosure, adjacent substituents can optionally be linked to form a ring, which includes both the case where adjacent substituents can be linked to form a ring and the case where adjacent substituents are not linked to form a ring. When adjacent substituents can optionally be linked to form a ring, the formed ring can be a monocyclic or polycyclic ring (including spiro rings, bridged rings, fused rings, etc.), and an alicyclic ring, heteroalicyclic ring, aromatic ring or heteroaromatic ring. In this expression, adjacent substituents can refer to substituents bonded to the same atom, substituents bonded to carbon atoms directly bonded to each other, or substituents bonded to carbon atoms further away. Preferably, adjacent substituents refer to substituents bonded to the same carbon atom and substituents bonded to carbon atoms directly bonded to each other.

[0206] In the organic electroluminescent device of the present invention, there is no limitation on the constitution of the layers other than the layer containing the metal complex of the present invention, and those skilled in the art can determine the constitution of other layers of the organic electroluminescent device according to the common general knowledge in the art as needed.

[0207] Among them, Figure 1 On the substrate 110, there are successively an anode layer 115, a hole injection layer 120, a hole transport layer 125, an electron blocking layer 130, an organic light-emitting layer 135, a hole blocking layer 140, an electron transport layer 145, an electron injection layer 150, a protective layer 155, a cathode layer 160 and a capping layer 170. The organic light-emitting layer mentioned above contains the metal complex of the present invention. When the organic electroluminescent device of the present invention is connected to an external power supply and voltage is applied, the metal complex in the organic light-emitting layer 135 electroluminesces, and the wavelength range of the emitted light is 520 - 620 nm. The cathode layer 160 is a composite cathode having a first conductive layer 162 and a second conductive layer 164. This device can be manufactured by depositing the layers in sequence.

[0208] Figure 2It includes a substrate 110, a cathode layer 160, an organic light-emitting layer 135, a hole-transporting layer 125, and an anode layer 115. This device can be fabricated by depositing each layer in sequence. Since the most common OLED configuration has a cathode disposed above the anode, while this device has a cathode layer 160 disposed under the anode layer 115, this device can be referred to as an inverted type. Materials similar to those described for this device can be used in the corresponding layers of this device. Figure 2 Provide an example of how some layers can be omitted from Figure 1 the structure of the device.

[0209] Figure 1 and Figure 2 The simple layered structure illustrated in Figure 2 is provided as a non-limiting example, and it should be understood that embodiments of the present invention can be used in combination with a wide variety of other structures. The specific materials and structures described are exemplary in nature, and other materials and structures can be used. Functional OLEDs can be achieved by combining the various layers described in different ways based on design, performance, and cost factors, or several layers can be completely omitted. Other layers not specifically described can also be included. Materials different from those specifically described can be used. Although many of the examples provided herein describe the various layers as including a single material, it can be understood that combinations of materials can be used, such as a mixture of a matrix and a doping material, or more generally, mixtures. And, the layers can have various sub-layers. The names given to the individual layers herein are not intended to be strictly restrictive. For example, Figure 2 in Figure 1 and Figure 2 the hole-transporting layer 125 transports holes and injects the holes into the organic light-emitting layer 135, and can be described as a hole-transporting layer or a hole-injecting layer. In one embodiment, an OLED can be described as having an organic layer disposed between the cathode and the anode. This organic layer can include a single layer or can further include multiple layers of different organic materials as described in, for example,

[0210] Structures and materials not specifically described can also be used, such as PLEDs containing polymer materials. As another example, an OLED with a single organic layer or multiple stacks can be used. The OLED structure can deviate from Figure 1 and Figure 2 the simple layered structure illustrated in

[0211] Unless otherwise specified, any of the layers of the various embodiments can be deposited by any suitable method. For the organic layers, preferred methods include thermal evaporation, organic vapor deposition methods, or applying one or more layers by sublimation with a carrier gas, where, at 10 -5The material is applied at a pressure between millibars and 1 bar. A particular example of the method is organic vapor jet printing, in which the material is applied directly through a nozzle and is thus structured. Other suitable deposition methods include, for example, spin coating or by means of any desired printing method such as screen printing, flexographic printing, lithographic printing, thermal imaging, thermal transfer printing, inkjet printing or nozzle printing to produce one or more layers. Soluble compounds are obtained, for example, by appropriate substitution. These methods are also particularly suitable for oligomers, dendrimers and polymers. Also feasible are hybrid methods, in which, for example, one or more layers are applied from solution and one or more additional layers are applied by vapor deposition.

[0212] The device fabricated according to an embodiment of the present invention may further optionally include a barrier layer. One use of the barrier layer is to protect the electrodes and organic layers from damage due to exposure to harmful substances in the environment, including moisture, vapors and / or gases, etc. The barrier layer may be deposited on the substrate, on the electrodes, under the substrate, under the electrodes or beside the substrate and electrodes, or on any other part of the device, including the edges. The barrier layer may include a single layer or multiple layers. The barrier layer may be formed by various known chemical vapor deposition techniques and may include compositions having a single phase as well as compositions having multiple phases. Any suitable material or combination of materials may be used for the barrier layer. The barrier layer may incorporate inorganic or organic compounds or both. Preferably, the barrier layer includes a mixture of a polymeric material and a non-polymeric material. In order to be considered a mixture, the aforementioned polymeric and non-polymeric materials constituting the barrier layer should be deposited under the same conditions and / or simultaneously. The weight ratio of the polymeric material to the non-polymeric material may be in the range of 95 / 5 to 5 / 95. In one example, the mixture of the polymeric material and the non-polymeric material consists essentially of polymeric silicon and inorganic silicon.

[0213] In any of the compounds mentioned above used in each layer of the OLED device described above, the hydrogen atoms may be partially or fully deuterated. Thus, any specifically listed substituents, such as (but not limited to) methyl, phenyl, pyridyl, etc. may be in their non-deuterated, partially deuterated and fully deuterated forms. Similarly, substituent classes (such as (but not limited to) alkyl, aryl, cycloalkyl, heteroaryl, etc.) may also be in their non-deuterated, partially deuterated and fully deuterated forms.

[0214] The materials and structures described herein may be applied to devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors may use the materials and structures. Further, organic devices such as organic transistors may use the materials and structures.

[0215] These methods are generally known to those of ordinary skill in the art, and they can be applied to organic electroluminescent devices containing the compounds according to the present invention without creative effort.

[0216] According to one embodiment, novel ligands of metal complexes are disclosed. The inventors have found that the introduction of these ligands unexpectedly narrows the emission spectrum, reduces the sublimation temperature, and improves the luminous efficiency of the device.

[0217] As a method for preparing the organic electroluminescent element of the present invention, the following preparation methods can be cited, but are not limited thereto, and those skilled in the art can make various changes based on the common general knowledge in the art. The aforementioned preparation method includes the following steps:

[0218] Cleaning step: Cleaning the glass substrate with ITO using a cleaning agent, deionized water, an organic solvent, etc.;

[0219] Step of forming a hole injection layer: Evaporating a hole injection layer forming material containing the metal complex of the present invention on the aforementioned anode layer by vacuum evaporation to form a hole injection layer containing the metal complex of the present invention on the aforementioned substrate;

[0220] Step of forming a hole transport layer: Forming a hole transport layer on the aforementioned hole injection layer by vacuum evaporation;

[0221] Step of forming an organic light-emitting layer: Forming an organic light-emitting layer containing the metal complex of the present invention on the aforementioned hole transport layer by vacuum evaporating an organic light-emitting layer forming material containing the material of the present invention on the aforementioned hole transport layer;

[0222] Step of forming an electron transport layer: Forming an electron transport layer containing the metal complex of the present invention on the aforementioned organic light-emitting layer by vacuum evaporating an electron transport layer forming material containing the metal complex of the present invention on the aforementioned organic light-emitting layer;

[0223] Step of forming a cathode layer: Evaporating, sputtering, or spin-coating a cathode forming material on the aforementioned electron transport layer to form a cathode layer.

[0224] In the examples of the present invention, the performance detection conditions of the prepared electroluminescent device are as follows:

[0225] Luminance and chromaticity coordinates: Tested using a spectral scanner PhotoResearch PR-715;

[0226] Current density and turn-on voltage: Tested using a digital source meter Keithley 2420;

[0227] Power efficiency: Tested using a NEWPORT 1931-C;

[0228] Lifetime test: Use the LTS-1004AC lifetime test device.

[0229] Ir(LAi)(LBj) 2 General preparation method

[0230] Metal complex: Ir(LAi)(LBj) 2 General preparation method, where i is an integer from 1 to 248 and j is an integer from 1 to 292, including the following steps;

[0231] First step: Prepare the trifluoromethanesulfonate of the bis-LBj iridium complex:

[0232]

[0233] 10.0 mmol of the compound LBj and 4.5 mmol of IrCl 3 ·3H 2 O are dispersed in 60 mL of ethylene glycol monoethyl ether and 20 mL of water. Under nitrogen protection, the mixture is heated to reflux for 24 hours, cooled to room temperature, filtered, and the filter cake is washed with water and ethanol and dried under vacuum to obtain a yellow solid. The obtained yellow solid is dissolved in 100 mL of dichloromethane and 10 mL of methanol, 5.0 mmol of silver trifluoromethanesulfonate is added, and the mixture is stirred for 24 hours, filtered, and the filtrate is concentrated to dryness under reduced pressure to obtain the trifluoromethanesulfonate of the compound bis-LBj iridium complex.

[0234] Second step: Preparation of the metal complex Ir(LAi)(LBj) 2 Preparation

[0235]

[0236] 2.8 mmol of the compound LAi and 2.3 mmol of the trifluoromethanesulfonate of the compound bis-LBj iridium complex prepared in the first step are dispersed in 50 mL of ethylene glycol monoethyl ether and 50 mL of DMF. Under nitrogen protection, the mixture is heated to 100 °C and stirred for 7 days, cooled to room temperature, concentrated to dryness under reduced pressure, and purified by silica gel column chromatography, eluting with dichloromethane - n-hexane to obtain the metal complex Ir(LAi)(LBj) 2 , where LA1 - LA248 and LB1 - LB292 have the same definitions as described above.

[0237] Ir(LAi) 2 (LBj) General preparation method

[0238] Metal complex: Ir(LAi) 2 (LBj) General preparation method, where i is an integer from 1 to 248 and j is an integer from 1 to 432, including the following steps;

[0239] Step 1: Preparation of trifluoromethanesulfonate of bis-LAi iridium complex:

[0240]

[0241] Referring to the synthesis method of Step 1 in Example 1, only replace LBj in Step 1 of Example 1 with LAi to prepare the intermediate compound trifluoromethanesulfonate of bis-LAi iridium complex.

[0242] Step 2: Preparation of metal complex: Ir(LAi) 2 (LBj)

[0243]

[0244] Referring to the synthesis method of Step 2 in Example 1, only replace LAi in Step 2 of Example 1 with LBj, and replace the compound trifluoromethanesulfonate of bis-LBj iridium complex with the compound trifluoromethanesulfonate of bis-LAi iridium complex to prepare the metal complex Ir(LAi) 2 (LBj).

[0245] The aforementioned LA1 to LA248 and LB1 to LB292 have the same definitions as described above.

[0246] Metal complex Ir(LAi) 3 General preparation method

[0247] where i is an integer from 1 to 248, and the method includes the following steps:

[0248] Step 1: Preparation of LAi iridium chloro-bridged complex:

[0249]

[0250] 9.5 mmol of compound LAi and 4.5 mmol of IrCl 3 ·3H 2 O are dispersed in 60 mL of ethylene glycol monoethyl ether and 20 mL of water. Under nitrogen protection, the mixture is heated to reflux for 24 hours, cooled to room temperature, filtered, the filter cake is washed with water and ethanol, and dried in vacuum to obtain the LAi iridium chloro-bridged complex.

[0251] Step 2: Preparation of metal complex: Ir(LAi) 3 ,

[0252]

[0253] 5.0 mmol of the LAi iridium chloro-bridged complex prepared in the first step, 10.0 mmol of silver trifluoromethanesulfonate, and 12.0 mmol of LAi are dispersed in 20 mL of ethylene glycol monoethyl ether. Under nitrogen protection, the mixture is heated to reflux with stirring for 24 hours, cooled to room temperature, filtered, and the filter cake is dissolved in dichloromethane and purified by silica gel column chromatography to obtain the metal complex Ir(LAi). 3 .

[0254] LA1 to LA248 are the same as defined above.

[0255] Metal complex Ir(LAi) 2 (General preparation method of LCt)

[0256] Where i is an integer from 1 to 248 and t is an integer from 1 to 60, and it includes the following steps:

[0257] First step: Preparation of LAi iridium chloro-bridged complex:

[0258]

[0259] 9.5 mmol of compound LAi and 4.5 mmol of IrCl 3 ·3H 2 O are dispersed in 60 mL of ethylene glycol monoethyl ether and 20 mL of water. Under nitrogen protection, the mixture is heated to reflux for 24 hours, cooled to room temperature, filtered, and the filter cake is washed with water and ethanol and dried in vacuo to obtain the LAi iridium chloro-bridged complex.

[0260] Second step: Preparation of metal complex: Ir(LAi) 2 (LCt),

[0261]

[0262] 5.0 mmol of the LAi iridium chloro-bridged complex prepared in the first step, 20.0 mmol of LCt, and 50.0 mmol of anhydrous sodium carbonate are dispersed in 40 mL of acetonitrile and 40 mL of chloroform. Under nitrogen protection, the mixture is heated to reflux with stirring for 24 hours, cooled to room temperature, the reaction solution is poured into ice water, the organic phase is separated, the aqueous phase is extracted with dichloromethane, the organic phase is dried, filtered, the filtrate is concentrated to dryness under reduced pressure, and purified by silica gel column chromatography to obtain the metal complex Ir(LAi) 2 (LCt).

[0263] LA1 to LA248 are the same as defined above.

[0264] Example 1

[0265] Refer to the above metal complex: Ir(LAi)(LBj) 2General preparation method, using the metal complex Ir(LA88)(LB122) 2 as an example for more detailed description:

[0266] Step 1: Preparation of compound Int-1

[0267]

[0268] 14.0 g of compound LB122 and 9.5 g of IrCl 3 ·3H 2 O are dispersed in 150 mL of ethylene glycol monoethyl ether and 50 mL of water. Under nitrogen protection, the temperature is raised to reflux for 24 hours, cooled to room temperature, filtered, the filter cake is washed with water and ethanol, and dried in vacuo to obtain 19.5 g of a yellow solid. The obtained yellow solid is dissolved in 250 mL of dichloromethane and 25 mL of methanol, 6.5 g of silver trifluoromethanesulfonate is added, and the mixture is stirred for 24 hours, filtered, and the filtrate is concentrated to dryness under reduced pressure to obtain compound Int-1, a brown solid, yield: 80%.

[0269] Step 2: Preparation of metal complex Ir(LA88)(LB122) 2

[0270]

[0271] 2.8 mmol of compound LA88 and 2.3 mmol of intermediate Int-1 are dispersed in 50 mL of ethylene glycol monoethyl ether and 50 mL of DMF. Under nitrogen protection, the temperature is raised to 100 °C and stirred for 7 days, cooled to room temperature, concentrated to dryness under reduced pressure, and purified by silica gel column chromatography, eluted with dichloromethane - n-hexane to obtain metal complex Ir(LA88)(LB122) 2 , obtaining 1.1 g of a yellow solid, yield: 44.5%, HRMS(TOF): m / z = 1074.3678 [M+H] + ; 1 HNMR(δ, CDCl 3 ): 8.86(1H, s); 8.52(2H, s); 8.33 - 8.29(3H, m); 8.06 - 7.97(4H, m); 7.91 - 7.85(4H, m); 7.82 - 7.78(3H, m); 7.66 - 7.64(1H, d); 7.57 - 7.49(4H, m); 7.46 - 7.44(2H, m); 7.41 - 7.34(5H, m); 7.31 - 7.26(2H, m); 6.89 - 6.87(1H, d), 1.24(18H, s), and this product is determined to be the target product.

[0272] Example 2​

[0273] Metal complex Ir(LA97)(LB122) 2 Preparation

[0274]

[0275] 2.7 mmol of compound LA97 and 2.2 mmol of intermediate Int-1 were dispersed in 50 mL of ethylene glycol monoethyl ether and 50 mL of DMF. Under nitrogen protection, the temperature was raised to 100 °C and stirred for reaction for 5 days. After cooling to room temperature, it was concentrated to dryness under reduced pressure and purified by silica gel column chromatography, eluted with dichloromethane - n - hexane to obtain the metal complex Ir(LA97)(LB122) 2 , obtaining 1.0 g of yellow solid, yield: 43%, HRMS(TOF): m / z = 1055.3942 [M + H] + ; 1 HNMR(δ, CDCl 3 ): 8.85(1H, s); 8.51(2H, s); 8.34 - 8.32(2H, d); 8.06 - 8.00(4H, m); 7.95 - 7.93(1H, d); 7.90 - 7.86(1H, m); 7.82 - 7.78(4H, m); 7.58 - 7.56(1H, m); 7.52 - 7.44(4H, m); 7.39 - 7.35(2H, m); 7.31 - 7.25(2H, m); 7.19 - 7.14(1H, m); 6.89 - 6.87(1H, d), 1.49(9H, s), 1.26(18H, s), and this product was determined to be the target product.

[0276] Example 3

[0277] Metal complex Ir(LA183)(LB279) 2 Preparation

[0278]

[0279] 4.0 mmol of compound LA183 and 3.0 mmol of intermediate Int-1' were dispersed in 50 mL of ethylene glycol monoethyl ether and 50 mL of DMF. Under nitrogen protection, the temperature was raised to 100 °C and stirred for reaction for 7 days. After cooling to room temperature, it was concentrated to dryness under reduced pressure and purified by silica gel column chromatography, eluted with dichloromethane - n - hexane to obtain the metal complex Ir(LA183)(LB279) 2 , obtaining 1.3 g of yellow solid, yield: 37%, HRMS(TOF): m / z = 1166.5242 [M + H] + ; 1 HNMR(δ, CDCl3 ):8.88(1H, s); 8.47(2H, s); 8.36 - 8.34(2H, d); 8.12(2H, s); 8.05 - 8.01(2H, m); 7.96 - 7.94(1H, d); 7.90 - 7.86(1H, m); 7.77 - 7.75(2H, d); 7.71(1H, s); 7.65 - 7.63(1H, m); 7.51 - 7.49(2H, d); 7.31 - 7.28(1H, m); 7.16 - 7.11(2H, m); 7.05 - 7.0(1H, d); 6.98 - 6.96(2H, d); 6.89 - 6.87(1H, d), 6.84 - 6.81(1H, m), 1.40(9H, s), 1.31(18H, s), 1.27(18H, s). The product was determined to be the target product.

[0280] Example 4

[0281] Metal complex Ir(LA217)(LB29) 2 Preparation

[0282]

[0283] 0.7 mmol of compound LA217 and 0.6 mmol of intermediate Int - 1” were dispersed in 20 mL of ethylene glycol monoethyl ether and 20 mL of DMF. Under nitrogen protection, the temperature was raised to 100 °C and stirred for reaction for 7 days. After cooling to room temperature, it was concentrated to dryness under reduced pressure and purified by silica gel column chromatography, eluted with dichloromethane - n - hexane to obtain the metal complex Ir(LA217)(LB29). 2 280 mg of yellow solid was obtained, yield: 45%, HRMS(TOF): m / z = 1032.3712 [M + H] + ; 1 HNMR(δ, CDCl 3 ): 8.87(1H, s); 8.78(1H, s); 8.63(1H, s); 8.44(2H, s); 8.30 - 8.28(1H, d); 8.07 - 8.01(3H, m); 7.96 - 7.94(1H, d); 7.91 - 7.85(4H, m); 7.83 - 7.79(2H, m); 7.54 - 7.52(2H, d); 7.50 - 7.46(1H, m); 7.36 - 7.34(1H, d); 7.31 - 7.28(1H, m); 7.25 - 7.18(3H, m); 7.15 - 7.11(1H, m); 6.97(2H, s); 6.93 - 6.91(1H, d). The product was determined to be the target product.

[0284] Example 5

[0285] Metal complex Ir(LA235)(LB122) 2 Preparation

[0286]

[0287] 3.0 mmol of compound LA235 and 2.0 mmol of intermediate Int-1 were dispersed in 50 mL of ethylene glycol monoethyl ether and 50 mL of DMF. Under nitrogen protection, the temperature was raised to 100 °C and stirred for reaction for 7 days. After cooling to room temperature, it was concentrated to dryness under reduced pressure and purified by silica gel column chromatography, eluted with dichloromethane - n - hexane to obtain metal complex Ir(LA235)(LB122) 2 , obtaining 0.8 g of yellow solid, yield: 38%, HRMS(TOF): m / z = 1050.3655 [M + H] + ; 1 HNMR(δ, CDCl 3 3): 8.89(1H, s); 8.52(2H, s); 8.44(1H, s); 8.37 - 8.32(3H, m); 8.08 - 8.04(3H, m); 7.91 - 7.85(3H, m); 7.82 - 7.80(2H, d); 7.57 - 7.48(4H, m); 7.46 - 7.35(8H, m); 7.32 - 7.26(3H, m); 6.99 - 6.97(1H, d); 6.93 - 6.91(1H, d); 1.27(18H, s), and this product was determined to be the target product.

[0288] Example 6

[0289] Metal complex Ir(LA243)(LB277) 2 Preparation

[0290]

[0291] 2.6 mmol of compound LA243 and 2.2 mmol of intermediate Int-2 were dispersed in 30 mL of ethylene glycol monoethyl ether and 30 mL of DMF. Under nitrogen protection, the temperature was raised to 100 °C and stirred for reaction for 7 days. After cooling to room temperature, it was concentrated to dryness under reduced pressure and purified by silica gel column chromatography, eluted with dichloromethane - n - hexane to obtain metal complex Ir(LA243)(LB277) 2 , obtaining 0.77 g of yellow solid, yield: 34%, HRMS(TOF): m / z = 1031.3934 [M + H] + ; 1 HNMR(δ, CDCl 3δ:8.87 (1H, s); 8.63 (2H, s); 8.45 - 8.43 (1H, d); 8.17 (2H, s); 8.08 - 8.05 (1H, m); 7.91 - 7.85 (2H, m); 7.70 - 7.61 (4H, m); 7.51 - 7.44 (3H, m); 7.32 - 7.23 (6H, m); 7.01 - 6.95 (3H, m); 6.93 - 6.91 (1H, d); 1.46 (9H, s); 1.32 (18H, s). This product was confirmed to be the target product.

[0292] Application Example 1

[0293] Preparation of organic electroluminescent device:

[0294] (1) The glass substrate coated with ITO conductive layer was ultrasonically treated in a cleaning agent for 30 minutes, rinsed in deionized water, ultrasonically treated in a mixed solvent of acetone / ethanol for 30 minutes, baked in a clean environment until completely dry, irradiated with an ultraviolet cleaning machine for 10 minutes, and bombarded with a low-energy cation beam on the surface.

[0295] (2) The above-treated ITO glass substrate was placed in a vacuum chamber, and the vacuum was pumped to less than 1×10 -5 Pa. On the above anode layer film, compound HATCN was further evaporated as a hole injection layer, and the evaporation film thickness was On the above hole injection layer film, HTM was further evaporated as a hole transport layer, and the evaporation film thickness was

[0296] (3) On the above hole transport layer, EBM was evaporated as an electron blocking layer, and the evaporation film thickness was

[0297] (4) On the above electron blocking layer, an organic light-emitting layer was evaporated. The light-emitting layer contained H1 and H2 as host materials and the metal complex prepared in the present invention as a doping material. Among them, H1:H2:metal complex = 47:47:6, and the evaporation film thickness was

[0298] (5) On the above organic light-emitting layer, a layer of LiQ and ETM was further evaporated as the electron transport layer of the device. Among them, LiQ was 50% of the mass of ETM, and the evaporation film thickness was

[0299] (6) On the above light-emitting layer, a layer of LiF was further evaporated as the electron injection layer of the device, and the evaporation film thickness was

[0300] (7) On the above electron injection layer, metal aluminum was evaporated as the cathode layer of the device, and the evaporation film thickness was

[0301] Application Comparative Example 1

[0302] Use the compound shown in GD-1 to replace the metal complex in Application Example 1, and the other steps are the same as those in Application Example 1 to fabricate Comparative Element 1.

[0303] The structural formulas of the aforementioned HATCN, HTM, EBM, H1, H2, LiQ, GD-1, and ETM are as follows:

[0304]

[0305] According to the same method as in Application Example 1, use the metal complex of the present invention as the doping material for the organic light-emitting layer to fabricate an organic electroluminescent device. The structure and performance data are summarized in Table 1. Hereinafter, only the metal complex Ir(LA1~LA248)(LB122) 2 is taken as a representative example to measure the I-V-L characteristics of the device. The driving voltage (V), full width at half maximum (FWHM), and current efficiency (CE) of the device are measured under the condition of a current density of 10 mA / cm 2 , and the time for the device brightness to decay to 95%, that is, LT95% (h), is measured under the initial condition of a current density of 50 mA / cm 2 . *The data is normalized with respect to Comparative Element 1.

[0306] Table 1

[0307]

[0308]

[0309]

[0310]

[0311]

[0312]

[0313] As can be seen from Table 1, after introducing specific substituents, the metal complex of the present invention, as the doping material for the light-emitting layer, has a lower driving voltage than Comparative Element 1 under the same current density. In particular, the current efficiency and LT95% lifetime are significantly improved compared with Comparative Element 1, showing great advantages. Therefore, the metal complex of the present invention is a light-emitting layer material with excellent performance.

[0314] Only the performance of some metal complexes is listed in Table 1 above. The inventors of the present invention also conducted the above tests on other metal complexes, and the results were basically the same. Due to space limitations, they are not listed one by one.

[0315] As described above, it is only the specific implementation manner of the present invention. However, the protection scope of the present invention is not limited thereto. Any person skilled in the art within the technical scope disclosed by the present invention can easily think of changes or substitutions, which should all be covered within the protection scope of the present invention. Therefore, the protection scope of the present invention shall be subject to the protection scope of the claims described.

Claims

1. A metal complex, characterized in that The metal complex comprises a ligand represented by formula (LA): in, X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 Each independently selected from C, CR 1 , N or CR 2 , in X 1 , X 2 , X 3 , X 4 At least one of them is C and is connected to the ring Cy; The ring Cy is selected from a substituted or unsubstituted aromatic ring having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic ring having 2 to 24 carbon atoms, or a combination thereof; and the Cy contains at least 2 carbon atoms; X is selected from O, S, Se, NR 3 、SiR 4 R 5 ,GeR 4 R 5 Group composed of 4 and R 5 the same or different; In X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , X 8 At least one of them is selected from CR 1 , and R 1 It has the structure shown in formula 2: R 6 In each occurrence, the same or different means mono-, poly- or non-substituted; Ring A is selected from a carbocyclic ring having 3 to 30 carbon atoms, a heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; E is selected from CR 7 、N、B、P、P(=O)、SiR 7 or GeR 7 ; X 9 , X 10 Each independently selected from CR 8 or N; R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C2~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C3~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; The metal complex is composed of a ligand represented by formula (LA) and a metal M coordinated via a dotted line to form a five-membered chelate ring; The metal complex further comprises other ligands, and the ligand represented by formula (LA) is connected with the other ligands to form a tridentate, tetradentate, pentadentate or hexadentate ligand; The metal M is selected from one of Os, Ir, Pd, Pt, Cu, Ag and Au. Preferably, the metal M is selected from one of Ir, Pd or Pt. Indicates that X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 or X 8 The location of the connection.

2. The metal complex according to claim 1, characterized in that The rings Cy are identically or differently selected from any structure in the group consisting of: R is the same or different at each occurrence, indicating mono-substitution, poly-substitution, or no substitution; when there are multiple R in any structure, the R are the same or different; R is selected from hydrogen, deuterium, halogen atoms, substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C2~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C3~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino; adjacent R may be optionally linked to form a ring; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; Preferably, R is selected from hydrogen, deuterium, halogen atoms, substituted or unsubstituted C1-C 10 Alkyl, substituted or unsubstituted C3~C 10 Cycloalkyl, substituted or unsubstituted C1~C 10 Heteroalkyl, substituted or unsubstituted C3~C 10 Heterocycloalkyl, substituted or unsubstituted C7~C 10 Arylalkyl, substituted or unsubstituted C1~C 10 Alkoxy, substituted or unsubstituted C6~C 10 Aryloxy, substituted or unsubstituted C3~C 10 Silane, substituted or unsubstituted C2~C 10 Alkenyl, substituted or unsubstituted C5~C 10 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 10 Alkynyl, substituted or unsubstituted C6~C 10 Aryl, substituted or unsubstituted C2~C 10 Heteroaryl, substituted or unsubstituted C1~C 10 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thio, sulfinyl, sulfonyl and phosphino; adjacent R may be optionally linked to form a ring; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C6 substituted by one or more of deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, etc. 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl; Preferably, R is selected, identically or differently at each occurrence, from hydrogen, deuterium, a halogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a tert-butyl group, an isobutyl group, a pentyl group, a trifluoromethyl group, a CD3 group; Preferably, the ring Cy is identically or differently selected from any structure in the group consisting of: The dotted line indicates the location where it is connected to the metal M. Indicates that X 1 , X 2 , X 3 or X 4 The location of the connection.

3. The metal complex according to claim 1, characterized in that The chemical formula of the metal complex is M(LA) p (LB) q (LC) j , LA, LB, LC are the first, second and third ligands coordinated to the metal M, respectively, and LC and the LA or LB are the same or different; LA, LB and LC can be optionally connected to form a multidentate ligand; p is 1, 2 or 3, q ​​is 0, 1 or 2, j is 0, 1 or 2, and p+q+j is equal to the oxidation state of the metal M, when p is greater than or equal to 2, the multiple LAs are the same or different; when q is equal to 2, the two LBs are the same or different; when j is equal to 2, the two LCs are the same or different; The formula (LA) is selected from the group consisting of: Among them, R, R 1 , R 2 , X has the same meaning as that of formula (LA); and LB is selected from one of the following structures: Among them, Y 1 ~Y 16 Each independently selected from N or CR 10 , T 1 Selected from BR 12 NR 13 , PR 14 ,O,S,Se,C=O,S=O,SO2,CR 12 R 13 、SiR 12 R 13 and GeR 12 R 13 One of them, R 12 and R 13 Can be arbitrarily joined or fused to form a ring; T 2 Selected from N, B, SiR 12 , P or P=O; T 3 Selected from O, S, Se, NR 12 , CR 12 R 13 ; R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , R 16 are independently selected from hydrogen, deuterium, halogen atoms, substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C3~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C5~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, ether, ester, nitrile, isonitrile, amine, sulfide, sulfinyl, sulfonyl and phosphine; and any two or more adjacent substituents are optionally joined or fused together to form a substituted or unsubstituted five-membered ring, six-membered ring or polycyclic ring; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; LC is: Among them, R 0 , R a , R b , R c , R d , R e , R f Each independently selected from hydrogen, deuterium, fluorine, nitrile, substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C3~C 40 Heterocycloalkyl, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, or a group consisting of the above groups; and any two or more adjacent substituents are optionally joined or fused to form a substituted or unsubstituted five-membered ring, six-membered ring or polycyclic ring; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 Heteroaryl and oxo.

4. The metal complex according to claim 1, characterized in that The metal complex has Ir(LA) p (LB) 3-p structure, and It is expressed by formula 3-1: Preferably, the metal complex has Ir(LA) p (LB) 3-p The structure is represented by formula 3-2: In Formula 3-1 and Formula 3-2, p is selected from 1, 2 or 3; when p is 1, the two LBs are the same or different; when p is selected from 2 or 3, the multiple LAs are the same or different; The ring Cy is selected from a substituted or unsubstituted aromatic ring having 6 to 24 carbon atoms, a substituted or unsubstituted heteroaromatic ring having 3 to 24 carbon atoms, or a combination thereof; and the Cy contains at least 2 carbon atoms; X is selected from O, S, Se, NR 3 、SiR 4 R 5 ,GeR 4 R 5 Group composed of 4 and R 5 the same or different; A 1 , A 2 , A 3 , A 4 are each independently selected from N or CR; X 3 , X 4 , X 5 , X 6 , X 7 , X 8 Each independently selected from CR 1 , N or CR 2 ; In X 3 , X 4 , X 5 , X 6 , X 7 , X 8 At least one of them is selected from CR 1 , and R 1 It has the structure shown in formula 2: R 6 , R 10 In each occurrence, the same or different means mono-, poly- or non-substituted; Ring A is selected from a carbocyclic ring having 3 to 30 carbon atoms, a heterocyclic ring having 3 to 30 carbon atoms, or a combination thereof; E is selected from CR 7 、N、B、P、PO、SiR 7 or GeR 7 ; X 9 , X 10 Each independently selected from CR 8 or N; R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C2~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C3~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; Preferably, R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 10 Alkyl, substituted or unsubstituted C3~C 10 Cycloalkyl, substituted or unsubstituted C1~C 10 Heteroalkyl, substituted or unsubstituted C3~C 10 Heterocycloalkyl, substituted or unsubstituted C7~C 10 Arylalkyl, substituted or unsubstituted C1~C 10 Alkoxy, substituted or unsubstituted C6~C 10 Aryloxy, substituted or unsubstituted C3~C 10 Silane, substituted or unsubstituted C2~C 10 Alkenyl, substituted or unsubstituted C5~C 10 Cycloalkenyl, substituted or unsubstituted C3~C 10 Heteroalkenyl, substituted or unsubstituted C2~C 10 Alkynyl, substituted or unsubstituted C6~C 10 Aryl, substituted or unsubstituted C2~C 10 Heteroaryl, substituted or unsubstituted C1~C 10 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituents are selected from deuterium, halogen, hydroxyl, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C5 alkyl, C1-C5 alkoxy, amino, C1-C5 alkylamino, carboxyl, C1-C5 alkylcarboxyl, C2-C6 heterocyclyl, C6-C 10 Aryl, C1-C6 heteroaryl, C2-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy, C2-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy 50 C6-C 10 Aryl, C1-C6 heteroaryl and oxo substituted by one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy; Preferably, the substituted substituent is selected from deuterium, halogen, hydroxyl, cyano, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, trifluoromethyl, CD3, phenyl, cyclopentyl, cyclohexyl, pyridyl; Preferably, R, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 10 is selected, identically or differently at each occurrence, from hydrogen, deuterium, a halogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a tert-butyl group, a trifluoromethyl group, and CD3; Two or more adjacent R's may be optionally connected to form a ring; Two or more adjacent R 2 may be optionally connected to form a ring; Two or more adjacent R 6 may be optionally connected to form a ring; Two or more adjacent R 10 may be optionally connected to form a ring; Adjacent R 4 and R 5 They may be optionally linked to form a ring.

5. The metal complex according to claim 4, characterized in that The X 3 , X 4 , X 5 , X 6 , X 7 , X 8 Each independently selected from CR 1 or CR 2 and / or, A 1 , A 2 , A 3 , A 4 are each independently selected from CR; and / or, X is selected from O or S.

6. The metal complex according to claim 4, characterized in that The X 3 , X 4 , X 5 , X 6 , X 7 , X 8 At least one of them is N; and / or, A 1 , A 2 , A 3 , A 4 At least one of them is N.

7. The metal complex according to any one of claims 1 to 4, characterized in that The R 1 It has a structure shown in Formula 4, Formula 5 or Formula 6: B 1 , B 2 , B 3 , B 4 Each independently selected from CR 6 or N; W is selected from O, S, CR 7 R 9 NR 7 or SiR 7 R 9 ; E is selected from N or B; X 9 , X 10 Each independently selected from CR 8 or N; Two adjacent R 6 Can be connected arbitrarily to form a ring; R 7 and R 9 Can be connected arbitrarily to form a ring; R 6 , R 7 , R 8 , R 9 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C2~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C3~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; Preferably, R 6 , R 7 , R 8 , R 9 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 10 Alkyl, substituted or unsubstituted C3~C 10 Cycloalkyl, substituted or unsubstituted C1~C 10 Heteroalkyl, substituted or unsubstituted C3~C 10 Heterocycloalkyl, substituted or unsubstituted C7~C 10 Aralkyl, substituted or unsubstituted C1-C5 alkoxy, substituted or unsubstituted C6-C 10 Aryloxy, substituted or unsubstituted C3~C 10 Silane, substituted or unsubstituted C2~C 10 Alkenyl, substituted or unsubstituted C3~C 10 Cycloalkenyl, substituted or unsubstituted C3~C 10 Heteroalkenyl, substituted or unsubstituted C2~C 10 Alkynyl, substituted or unsubstituted C6~C 10 Aryl, substituted or unsubstituted C2~C 10 Heteroaryl, substituted or unsubstituted C1~C 10 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituents are selected from deuterium, halogen, hydroxyl, C1-C5 alkyl, C3-C5 cycloalkyl, C1-C5 alkyl, C1-C5 alkoxy, amino, C1-C5 alkylamino, carboxyl, C1-C5 alkylcarboxyl, C2-C6 heterocyclyl, C6-C 10 Aryl, C1-C 10 heteroaryl, a C2-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy, a C6-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy 10 Aryl, C1-C6 heteroaryl and oxo substituted by one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy; Preferably, R 6 , R 7 , R 8 , R 9 and, identically or differently at each occurrence, are selected from the group consisting of hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, phenyl, pyridyl, cyano, cyclopentyl, cyclohexyl, trifluoromethyl.

8. The metal complex according to claim 7, characterized in that The R 1 Any structure selected from the group consisting of the following: R 6 Each occurrence is the same or different, indicating mono-, poly-, or unsubstituted; when multiple R 6 When the R 6 the same or different; W is selected from O, S, CR 7 R 9 or NR 7 ; R 6 , R 7 , R 9 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 40 Alkyl, substituted or unsubstituted C3~C 40 Cycloalkyl, substituted or unsubstituted C1~C 40 Heteroalkyl, substituted or unsubstituted C2~C 40 Heterocycloalkyl, substituted or unsubstituted C7~C 60 Arylalkyl, substituted or unsubstituted C1~C 40 Alkoxy, substituted or unsubstituted C6~C 60 Aryloxy, substituted or unsubstituted C3~C 40 Silane, substituted or unsubstituted C2~C 40 Alkenyl, substituted or unsubstituted C3~C 40 Cycloalkenyl, substituted or unsubstituted C3~C 40 Heteroalkenyl, substituted or unsubstituted C2~C 40 Alkynyl, substituted or unsubstituted C6~C 60 Aryl, substituted or unsubstituted C2~C 60 Heteroaryl, substituted or unsubstituted C1~C 40 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; Indicates that X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 or X 8 The location of the connection; Preferably, R 6 , R 7 , R 9 is selected, at each occurrence, identically or differently, from hydrogen, deuterium, a halogen atom, a substituted or unsubstituted C1-C 10 Alkyl, substituted or unsubstituted C3~C 10 Cycloalkyl, substituted or unsubstituted C1~C 10 Heteroalkyl, substituted or unsubstituted C3~C 10 Heterocycloalkyl, substituted or unsubstituted C7~C 10 Aralkyl, substituted or unsubstituted C1-C5 alkoxy, substituted or unsubstituted C6-C 10 Aryloxy, substituted or unsubstituted C3~C 10 Silane, substituted or unsubstituted C2~C 10 Alkenyl, substituted or unsubstituted C3~C 10 Cycloalkenyl, substituted or unsubstituted C3~C 10 Heteroalkenyl, substituted or unsubstituted C2~C 10 Alkynyl, substituted or unsubstituted C6~C 10 Aryl, substituted or unsubstituted C2~C 10 Heteroaryl, substituted or unsubstituted C1~C 10 The group consisting of acyl, carboxylic acid, amino, nitrile, isonitrile, thiol, sulfinyl, sulfonyl and phosphino; The substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C 10 Alkyl, C3-C 10 Cycloalkyl, C1-C2-substituted by one or more selected from deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo 10 Alkyl, C1-C 10 Alkoxy, amino, C1-C 10 Alkylamino, carboxyl, C1-C 10 Alkyl carboxyl, C2-C 10 Heterocyclic group, C6-C 10 Aryl, C1-C 10 heteroaryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C2-C 10 Heterocyclic group, selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C6-C 10 Aryl, selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C 10 Alkyl, C1-C 10 One or more substituted C1-C 10 heteroaryl and oxo; Preferably, the substituted substituent is selected from deuterium, halogen, hydroxyl, C1-C5 alkyl, C3-C6 cycloalkyl, C1-C5 alkyl substituted by one or more of deuterium, hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, amino, C1-C5 alkylamino, carboxyl, C1-C5 alkylcarboxyl, C2-C6 heterocyclyl, C6-C 10 Aryl, C1-C6 heteroaryl, C2-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy, C2-C6 heterocyclic group substituted by one or more selected from hydroxyl, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy 50 C6-C 10 Aryl, C1-C6 heteroaryl and oxo substituted by one or more selected from hydroxy, halogen, cyano, amino, carboxyl, amide, oxo, C1-C5 alkyl, C1-C5 alkoxy; Preferably, the substituted substituent is selected from deuterium, halogen, hydroxyl, cyano, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, trifluoromethyl, CD3, phenyl, cyclopentyl, cyclohexyl, pyridyl; Preferably, R 6 , R 7 , R 9 and, identically or differently at each occurrence, are selected from the group consisting of hydrogen, deuterium, fluorine, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, tert-butyl, pentyl, phenyl, pyridyl, cyano, cyclopentyl, cyclohexyl, trifluoromethyl.

9. The metal complex according to any one of claims 1 to 8, characterized in that The formula (LA) includes one of LA1 to LA248, and the specific structures of LA1 to LA248 are shown below: Among them, the hydrogen atoms in the structure can be partially or completely replaced by deuterium atoms; The LB is selected from the group consisting of LB1 to LB292, and the specific structures of LB1 to LB292 are as follows: The LC is selected from the group consisting of structures shown by LC1 to LC60, and the specific structures of LC1 to LC60 are as follows:

10. The metal complex according to any one of claims 1 to 9, characterized in that The chemical formula of the metal complex is Ir(LAi)(LBj)2, Ir(LAi)2(LBj), Ir(LAi)3, or Ir(LAi)2(LCt), wherein i is an integer of 1 to 248, j is an integer of 1 to 292, and t is an integer of 1 to 60; The LA1-LA248, LB1-LB292 and LC1-LC60 are the structures shown in claim 9.

11. An organic electroluminescent element, comprising a first electrode, a second electrode and an organic layer disposed between the first electrode and the second electrode, characterized in that: The organic layer comprises the metal complex according to any one of claims 1 to 10.

12. The organic electroluminescent element according to claim 11, characterized in that: The organic layer includes a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer; wherein the light-emitting layer also includes a host material and a doping material, and the host material includes the following chemical groups: triphenylene, carbazolyl, dibenzothiophenyl, dibenzofuranyl, dibenzoselenophene, azatriphenylene, azacarbazolyl, azadibenzothiophenyl, azadibenzofuranyl and azadibenzoselenophene, or a group consisting of the above groups; The doping material comprises the metal complex according to any one of claims 1 to 10; The doping material accounts for 1% to 100% of the mass of the main material, preferably 1% to 50%, and more preferably 1% to 10%.

13. A consumer product made from the organic electroluminescent element according to claim 11 or 12; Preferably, the consumer product is selected from one of the following: a flat panel display, a computer monitor, a medical monitor, a television, a billboard, a lamp for interior or exterior lighting and / or signaling, a head-up display, a fully or partially transparent display, a flexible display, a laser printer, a telephone, a cellular telephone, a tablet computer, a phablet, a personal digital assistant, a wearable device, a laptop computer, a digital camera, a camcorder, a viewfinder, a microdisplay having a diagonal of less than 2 inches, a 3-D display, a virtual reality or augmented reality display, a vehicle, a video wall comprising multiple displays tiled together, a theater or stadium screen, a light therapy device, and a sign.

Images