Metal complex and application thereof

Abstract

The invention relates to a metal complex and application thereof. The metal complex has a structure as shown in a formula (I). The metal complex is good in electroluminescent stability and excellent in luminous efficiency. # 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] OLED (organic light-emitting diode) utilizes an organic thin film, which emits light when a voltage is applied to the device. OLED is becoming an increasingly concerned technology for applications such as flat panel displays, lighting, and backlighting.

[0003] 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. Currently, red and green phosphorescent materials with a luminous efficiency of 100% are used in OLEDs of various sizes. So far, no blue phosphorescent material has been commercialized, but the luminous efficiency of blue fluorescent materials is only 25%. Although various blue light materials have been widely researched and developed, such as inorganic fluorescent powders, metal complexes, and thermally activated delayed fluorescence materials, etc. However, there are many dissipation pathways for triplet excitons in phosphorescent materials, such as non-radiative transitions, delayed fluorescence, triplet-triplet annihilation, quenching by oxygen and water vapor, etc., which seriously affect the improvement of phosphorescent performance. As people have discovered that crystal engineering can utilize strong intermolecular interactions to effectively inhibit non-radiative transitions of triplet excitons, and because of its dense molecular packing, it can reduce the quenching of triplet excitons by oxygen, water vapor, etc., which is an effective way to achieve high-efficiency room-temperature phosphorescence. However, in the crystal aggregate state, intermolecular π-π stacking easily leads to triplet-triplet annihilation, dissipating a large amount of triplet excitons and affecting the improvement of phosphorescent efficiency; and π-π stacking will increase the intermolecular conjugation degree, resulting in a red shift of the emission, making it difficult to achieve blue phosphorescence. How to construct long-lived and high-efficiency blue phosphorescence is one of the challenges in the field of organic phosphorescent materials.

[0004] In view of the above reasons, the present invention is specifically proposed. Summary of the Invention

[0005] In order to solve the above problems existing in the prior art, the present invention provides a metal complex and its application, which solves the problem that it is difficult to achieve blue phosphorescence in the prior art for organic phosphorescent materials.

[0006] In the first aspect of the present invention, a metal complex is provided, and the metal complex has the structure shown in formula (I):

[0007]

[0008] Wherein, ring A, ring B, and ring C are each independently selected from a 5-membered carbon ring, a 5-membered heterocyclic ring, a 6-membered carbon ring, a 6-membered heterocyclic ring, and combinations thereof;

[0009] The metal M represents a metal element with an atomic weight greater than 40;

[0010] X 1 、X 2 、X 3 、X 4 、X 5 are each independently selected from C or N;

[0011] R 1 、R 2 、R 4 、R 5 each represents mono-substituted or multi-substituted to saturated substitution, or unsubstituted;

[0012] R 3 represents mono-substituted or di-substituted;

[0013] L 1 、L 2 are each independently selected from a single bond, O, S, S=O, SO 2 、Se, NR 6 、PR 6 、R 6 P=O, CR 6 R 7 、C=O, SiR 6 R 7 、GeR 6 R 7 or BR 6 ;

[0014] R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 are each independently selected from hydrogen, or a group selected from the group consisting of: deuterium, a halogen atom, a nitrile group having 0 to 10 carbon atoms, an acyl group, a carboxyl group, an ether group, an ester group, an isonitrile group, a thio group, a selenoalkyl group, a sulfinyl group, a sulfonyl group, a phosphino group, a straight-chain alkyl group having C 1 ~C 40 、a straight-chain heteroalkyl group having C 1 ~C 40 、a branched or cyclic alkyl group having C 3 ~C 40 、an alkoxy group having C 1 ~C 40 、an arylalkyl group having C 6 ~C 60 、an aryloxy group having C 6 ~C 60 、having C 6~C 60 arylamino group having C 3 ~C 40 silyl group having C 2 ~C 40 alkenyl group having C 4 ~C 40 cycloalkenyl group having C 2 ~C 40 heteroalkenyl group having C 2 ~C 40 alkynyl group having C 6 ~C 60 aryl group having C 2 ~C 60 heteroaryl group and combinations thereof, and any two or more adjacent R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 may optionally be joined or fused to form a substituted or unsubstituted ring.

[0015] The above metal complex has good electroluminescence stability and excellent luminescence efficiency. By adjusting the structure of the ligands around the metal center and controlling the structure of the substituents on the ligands, its photophysical properties can be regulated, and it has the advantages of narrow emission spectrum, high stability and high efficiency, and has broad application prospects in many fields such as OLED displays and lighting lamps.

[0016] In some embodiments, the straight-chain alkyl, straight-chain heteroalkyl, branched or cyclic alkyl, alkoxy, arylalkyl, aryloxy, arylamino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl in R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 are optionally substituted by one or more selected from hydrogen, deuterium, halogen atoms, hydroxyl groups, nitrile groups, nitro groups, amino groups, amidino groups, hydrazino groups, hydrazone groups, carboxyl groups or their carboxylates, sulfonic acid groups or their sulfonates, phosphoric acid groups or their phosphates, C 1 ~C 40 alkyl, silyl group having C 3 ~C 40 、C 2 ~C 40 alkenyl, C 2 ~C 40 alkynyl, C 1 ~C 40 alkoxy, C 3 ~C40 Cycloalkyl, C 3 ~C 40 Cycloalkenyl, C 6 ~C 60 Aryl, C 6 ~C 60 Aryloxy, C 6 ~C 60 Arylthioether group and C 2 ~C 60 Substituted by substituents in heteroaryl.

[0017] In some embodiments, ring A, ring B, and ring C are each independently selected from a 5-membered heteroaryl ring, a 6-membered aryl ring, a 6-membered heteroaryl ring, and combinations thereof, such as pyrazole, imidazole, oxazole, thiazole, triazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, benzimidazole, pyridinylbenzimidazole, benzoxazole, benzotriazole, pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, etc.

[0018] In some embodiments, ring A and ring C are each independently selected from the group consisting of:

[0019]

[0020] Wherein, Y 1 is selected from O, S, NR 9 ;

[0021] R and R 9 are each independently selected from hydrogen, deuterium, a halogen atom, a nitrile group having 0 to 10 carbon atoms, an acyl group, a carboxyl group, an ether group, an ester group, an isonitrile group, a sulfur group, a selenoalkyl group, a sulfinyl group, a sulfonyl group, a phosphino group, a straight-chain alkyl group having C 1 ~C 40 a branched-chain heteroalkyl group having C 3 ~C 40 a straight-chain heteroalkyl group having C 1 ~C 40 a branched-chain or cyclic alkyl group having C 3 ~C 40 a heterocyclic group having C 3 ~C 40 an alkoxy group having C 1 ~C 40 an arylalkyl group having C 6 ~C 60 an aryloxy group having C 6 ~C 60 an arylamino group having C 6 ~C 60 an arylamino group having C 3 ~C40 silyl groups having C 2 ~C 40 alkenyl groups having C 4 ~C 40 cycloalkenyl groups having C 2 ~C 40 heteroalkenyl groups having C 2 ~C 40 alkynyl groups having C 6 ~C 60 aryl groups having C 2 ~C 60 heteroaryl groups and combinations thereof.

[0022] In some embodiments, R and R 9 linear alkyl, linear heteroalkyl, branched heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy, arylalkyl, aryloxy, arylamino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl are optionally substituted by one or more substituents selected from hydrogen, deuterium, halogen atoms, hydroxyl groups, nitrile groups, nitro groups, amino groups, amidino groups, hydrazino groups, hydrazone groups, carboxyl groups or carboxylates thereof, sulfonic acid groups or sulfonates thereof, phosphoric acid groups or phosphates thereof, C 1 ~C 40 alkyl, silyl having C 3 ~C 40 alkenyl, C 2 ~C 40 alkynyl, C 2 ~C 40 alkoxy, C 1 ~C 40 cycloalkyl, C 3 ~C 40 cycloalkenyl, C 3 ~C 40 aryl, C 6 ~C 60 aryloxy, C 6 ~C 60 arylsulfide group and C 6 ~C 60 heteroaryl and C 2 ~C 60 substituted or unsubstituted by substituents in the above examples, or substituted or unsubstituted by substituents formed by linking two or more of the substituents in the above examples.

[0023] In some embodiments, R and R 9 each independently selected from hydrogen, deuterium, halogen atoms, nitrile groups having 0 to 5 carbon atoms, acyl groups, carboxyl groups, ether groups, ester groups, isonitrile groups, thio groups, selenoalkyl groups, sulfinyl groups, sulfonyl groups, phosphino groups, having C 1 ~C 10linear alkyl groups (such as methyl, ethyl, propyl, butyl, pentyl, hexyl, etc.), branched heteroalkyl groups having C 3 ~C 10 (such as C 3 , C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 ), linear heteroalkyl groups having C 1 ~C 10 (such as C 1 , C 2 , C 3 , C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 ), branched or cyclic alkyl groups having C 3 ~C 15 (such as C 3 , C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 ), heterocyclic groups having C 3 ~C 15 (such as C 3 , C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 ), alkoxy groups having C 1 ~C 10 (such as C 1 , C 2 , C 3 , C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 ), and having C 6 ~C 20 (such as C 6 , C 8 , C 10, C 12 , C 14 , C 16 , C 18 , C 20 ) arylalkyl having C 6 ~C 20 (e.g., C 6 , C 8 , C 10 , C 12 , C 14 , C 16 , C 18 , C 20 ) aryloxy having C 6 ~C 20 (e.g., C 6 , C 8 , C 10 , C 12 , C 14 , C 16 , C 18 , C 20 ) arylamino having C 3 ~C 20 (e.g., C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 , C 12 , C 14 , C 16 , C 18 , C 20 ) silyl having C 6 ~C 20 (e.g., C 6 , C 8 , C 10 , C 12 , C 14 , C 16 , C 18 , C 20 ) aryl having C 2 ~C 20 (e.g., C 4 , C 5 , C 6 , C 7 , C 8 , C 9 , C 10 , C 12 , C 14 , C 16 , C 18 , C 20The heteroaryl and its combinations thereof.

[0024] In some embodiments, R and R 9 The straight-chain alkyl, straight-chain heteroalkyl, branched-chain heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy group, arylalkyl, aryloxy group, arylamino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group are optionally substituted by one or more substituents selected from hydrogen, deuterium, halogen atom, hydroxyl group, nitrile group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its carboxylate, sulfonic acid group or its sulfonate, phosphoric acid group or its phosphate, C 1 ~C 10 alkyl, C 1 ~C 10 deuterated alkyl, C 1 ~C 10 haloalkyl, having C 3 ~C 20 silyl group, C 1 ~C 10 alkoxy group, C 3 ~C 10 cycloalkyl, C 3 ~C 10 cycloalkenyl, C 6 ~C 20 aryl, C 6 ~C 20 aryloxy group, C 6 ~C 20 arylthioether group and C 2 ~C 20 heteroaryl are substituted or unsubstituted, or substituted or unsubstituted by substituents formed by linking two or more of the substituents in the above examples.

[0025] In some embodiments, ring B is selected from substituted or unsubstituted C 6 ~C 60 aryl.

[0026] In some embodiments, the substituents in C 6 ~C 60 aryl are selected from hydrogen, deuterium, halogen atom, hydroxyl group, nitrile group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its carboxylate, sulfonic acid group or its sulfonate, phosphoric acid group or its phosphate, C 1 ~C 40 alkyl, having C 3 ~C 40 silyl group, C 2 ~C 40 alkenyl, C 2 ~C 40 alkynyl, C 1 ~C 40 alkoxy group, C 3 ~C40 Naphthenyl, C 3 ~C 40 Naphthenylenyl, C 6 ~C 60 Aryl, C 6 ~C 60 Aryloxy, C 6 ~C 60 Arylthioether group and C 2 ~C 60 one or more of heteroaryl.

[0027] In some embodiments, the substituent in the C 6 ~C 60 aryl is selected from hydrogen, deuterium, halogen atom, hydroxyl group, nitrile group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its carboxylate, sulfonic acid group or its sulfonate, phosphoric acid group or its phosphate, C 1 ~C 10 alkyl, C 2 ~C 10 alkenyl, C 2 ~C 10 alkynyl, C 1 ~C 10 alkoxy, C 3 ~C 10 naphthenyl, C 3 ~C 10 naphthenylenyl, C 6 ~C 20 aryl, C 6 ~C 20 aryloxy, C 6 ~C 20 arylthioether group and C 2 ~C 20 one or more of heteroaryl.

[0028] In some embodiments, the ring A is a 5-membered heteroaryl ring.

[0029] In some embodiments, the ring B is a 6-membered aryl ring or heteroaryl ring.

[0030] In some embodiments, the ring C is a 5-membered heteroaryl ring, 6-membered aryl ring or heteroaryl ring.

[0031] In some embodiments, the metal complex is selected from the group consisting of:

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038] Wherein, Y independently represents O, S, or NR 8 ;

[0039] R 1 、R 2 、R 3 、R 4 、R 5 、R 6 、R 7 、L 1 are defined the same as those in formula (I);

[0040] R 8 is selected from hydrogen, deuterium, a halogen atom, a linear alkyl having C 1 ~C 40 a linear heteroalkyl having C 1 ~C 40 a branched or cyclic alkyl having C 3 ~C 40 an alkoxy having C 1 ~C 40 an arylalkyl having C 6 ~C 60 an aryloxy having C 6 ~C 60 an arylamino having C 6 ~C 60 a silyl having C 3 ~C 40 an alkenyl having C 2 ~C 40 a cycloalkenyl having C 4 ~C 40 a heteroalkenyl having C 2 ~C 40 an alkynyl having C 2 ~C 40 an aryl having C 6 ~C 60 a heteroaryl having C 2 ~C 60 and combinations thereof.

[0041] In some embodiments, R 8 is selected from hydrogen, deuterium, a halogen atom, a linear alkyl having C 1 ~C 40 a linear heteroalkyl having C 1 ~C 40linear heteroalkyl groups having C 3 to C 40 branched heteroalkyl groups having C 3 to C 40 branched or cyclic alkyl groups having C 3 to C 40 heterocyclic groups having C 1 to C 40 alkoxy groups having C 6 to C 60 arylalkyl groups having C 6 to C 60 aryloxy groups having C 6 to C 60 arylamino groups having C 3 to C 40 silyl groups having C 2 to C 40 alkenyl groups having C 4 to C 40 cycloalkenyl groups having C 2 to C 40 heteroalkenyl groups having C 2 to C 40 alkynyl groups having C 6 to C 60 aryl groups having C 2 to C 60 heteroaryl groups and combinations thereof.

[0042] In some embodiments, the linear alkyl, linear heteroalkyl, branched heteroalkyl, branched or cyclic alkyl, heterocyclic, alkoxy, arylalkyl, aryloxy, arylamino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl in R 8 are optionally substituted with one or more selected from hydrogen, deuterium, halogen atoms, hydroxyl groups, nitrile groups, nitro groups, amino groups, amidino groups, hydrazino groups, hydrazone groups, carboxyl groups or carboxylates thereof, sulfonic acid groups or sulfonates thereof, phosphoric acid groups or phosphates thereof, C 1 to C 40 alkyl, C 2 to C 40 alkenyl, C 2 to C 40 alkynyl, C 1 to C 40 alkoxy, C 3 to C 40 cycloalkyl, C 3 to C 40 cycloalkenyl, C 6 to C 60 aryl, C 6 to C 60 aryloxy, C 6 to C 60Arylthio group and C 2 ~C 60 substituted by substituents in the heteroaryl group.

[0043] In some embodiments, the R 8 is selected from a straight-chain alkyl group having C 1 ~C 5 , a branched-chain heteroalkyl group having C 3 ~C 10 , a straight-chain heteroalkyl group having C 1 ~C 5 , a branched-chain or cyclic alkyl group having C 3 ~C 15 , a heterocyclic group having C 3 ~C 15 , an aryl group having C 6 ~C 20 , a heteroaryl group having C 2 ~C 20 and combinations thereof.

[0044] In some embodiments, the M is selected from Ir, Pt, Pd, Ru, Rh, Os, Au, Cu, Ni, Co, Ga or Ge.

[0045] In some embodiments, the M is selected from Pt or Pd.

[0046] In some embodiments, the M is Pt.

[0047] In some embodiments, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are each independently selected from hydrogen, deuterium, a halogen atom, a nitrile group having 0 to 5 carbon atoms, an isonitrile group, a straight-chain alkyl group having C 1 ~C 5 , a straight-chain heteroalkyl group having C 1 ~C 5 , a branched-chain heteroalkyl group having C 3 ~C 10 , a branched-chain or cyclic alkyl group having C 3 ~C 15 , a heterocyclic group having C 3 ~C 15 , an alkoxy group having C 1 ~C 10 , an arylalkyl group having C 6 ~C 20 , an aryloxy group having C 6 ~C 20 of the aryl group and C6 ~C 20 arylamino group having C 3 ~C 15 silyl group having C 2 ~C 10 alkenyl group having C 4 ~C 20 cycloalkenyl group having C 2 ~C 10 heteroalkenyl group having C 2 ~C 10 alkynyl group having C 6 ~C 20 aryl group having C 2 ~C 20 heteroaryl group and combinations thereof, any two or more adjacent R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 may optionally be joined or fused to form a substituted or unsubstituted ring.

[0048] In some embodiments, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 In straight-chain alkyl, straight-chain heteroalkyl, branched-chain heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy group, arylalkyl group, aryloxy group, arylamino group, silyl group, alkenyl group, cycloalkenyl group, heteroalkenyl group, alkynyl group, aryl group, heteroaryl group are optionally substituted with one or more selected from hydrogen, deuterium, halogen atom, hydroxyl group, nitrile group, nitro group, amino group, amidino group, hydrazino group, hydrazone group, carboxyl group or its carboxylate, sulfonic acid group or its sulfonate, phosphoric acid group or its phosphate, C 1 ~C 10 alkyl, C 2 ~C 10 alkenyl, C 2 ~C 10 alkynyl, C 1 ~C 10 alkoxy, C 3 ~C 10 cycloalkyl, C 3 ~C 10 cycloalkenyl, C 6 ~C 20 aryl, C 6 ~C 20 aryloxy, C 6 ~C 20 arylthio group and C2 ~C 20 Substituted by a substituent in the heteroaryl group.

[0049] In some embodiments, said R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are each independently selected from the group consisting of a hydrogen atom, a deuterium atom, fluorine, a nitrile group, an isonitrile group, R A1 ~R A30 , R B1 ~R B195 , R C1 ~R C80 ; R 8 is selected from the group consisting of R A1 ~R A30 , R B1 ~R B195 , R C1 ~R C80 ;

[0050] Wherein, the structural formulas of R A1 ~R A30 are shown as follows:

[0051]

[0052] The structures of R B1 ~R B195 are shown as follows:

[0053]

[0054]

[0055]

[0056]

[0057]

[0058] The structures of R C1 ~R C80 are shown as follows:

[0059]

[0060]

[0061] Each hydrogen atom in each substituent can be replaced by a deuterium atom.

[0062] According to an embodiment of the present invention, the metal complex is selected from the group consisting of:

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077]

[0078]

[0079] Some or all of the hydrogen atoms in the above structure may be replaced by deuterium atoms.

[0080] The present invention provides an application of the metal complex in an organic electroluminescent device.

[0081] A second aspect of the present invention provides an organic electroluminescent device, which includes an anode, a cathode, and at least one organic layer disposed between the anode and the cathode, and the organic layer includes the metal complex described in the first aspect. The organic electroluminescent device of the present invention can obtain blue light with high luminous efficiency.

[0082] The organic layer of the present invention may be an emission layer, and the metal complex as described herein may be an emission doping material or a non-emission doping material.

[0083] In some embodiments, the organic layer may further comprise a host material and a dopant material, wherein the dopant material comprises a metal complex of formula (I).

[0084] In some embodiments, the organic electroluminescent material may be a sensitizer; wherein the device may further comprise an acceptor, a fluorescent emitter, a delayed fluorescent emitter, and combinations thereof.

[0085] In some embodiments, the organic electroluminescent device of the present invention may further comprise an emission region containing a compound as disclosed in the above compound portion of the present disclosure.

[0086] In some embodiments, the host material is selected from the group consisting of triphenylene, carbazole, indolocarbazole, dibenzothiophene, dibenzofuran, fluorene, dibenzoselenophene, 5,9-dioxa-13b-boranaphtho[3,2,1-de]anthracene, aza-triphenylene, aza-carbazole, aza-indolocarbazole, aza-dibenzothiophene, aza-dibenzofuran, aza-dibenzoselenophene, and aza-(5,9-diaza-13b-boranaphtho[3,2,1-de]anthracene) or a combination derived from these systems.

[0087] In some embodiments, the host material is selected from the group consisting of the following structures:

[0088]

[0089]

[0090] Materials described herein as suitable for a particular layer in an organic light emitting device may be used in combination with a variety of other materials present in the device. For example, the emission dopants disclosed herein may be used in combination with a wide variety of hosts, transport layers, blocking layers, injection layers, electrodes, and other layers that may be present. The materials described or mentioned below are non-limiting examples of materials that may be used in combination with the compounds disclosed herein, and those skilled in the art can readily consult the literature to identify other materials that may be used in combination.

[0091] In some embodiments, the mass ratio of the host material to the dopant material is from 99:1 to 1:99.

[0092] In some embodiments, the mass ratio of the host material to the dopant material is from 98:2 to 50:50.

[0093] In some embodiments, the mass ratio of the host material to the doping material is from 98:2 to 90:10, such as 98:(2 - 10), 97:(2 - 10), 96:(2 - 10), 95:(2 - 10), 94:(2 - 10), 93:(2 - 10), 92:(2 - 10), 91:(2 - 10), 90:(2 - 10), (98 - 90):2, (98 - 90):3, (98 - 90):4, (98 - 90):5, (98 - 90):6, (98 - 90):7, (98 - 90):8, (98 - 90):9, (98 - 90):10 or any value therebetween.

[0094] These methods are generally known to those of ordinary skill in the art, and they can apply them to organic electroluminescent devices containing the compounds according to the present invention without creative efforts.

[0095] 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 luminescence efficiency of the device.

[0096] As a method for preparing the organic electroluminescent device 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 foregoing preparation method includes the following steps:

[0097] Cleaning step: cleaning the glass substrate with ITO using a cleaning agent, deionized water, an organic solvent, etc.;

[0098] Step of forming a hole injection layer: depositing a hole injection layer forming material containing the organic electroluminescent material of the present invention on the foregoing anode layer by vacuum evaporation, thereby forming a hole injection layer containing the organic electroluminescent material of the present invention on the foregoing substrate;

[0099] Step of forming a hole transport layer: forming a hole transport layer on the foregoing hole injection layer by vacuum evaporation;

[0100] Step of forming an organic light emitting layer: depositing an organic light emitting layer forming material containing the material of the present invention on the foregoing hole transport layer by vacuum evaporation, thereby forming an organic light emitting layer containing the organic electroluminescent material of the present invention on the foregoing hole transport layer;

[0101] Step of forming an electron transport layer: depositing an electron transport layer forming material containing the organic electroluminescent material of the present invention on the foregoing organic light emitting layer by vacuum evaporation, thereby forming an electron transport layer containing the organic electroluminescent material of the present invention on the foregoing organic light emitting layer;

[0102] Process for forming a cathode layer: A cathode forming material is vapor-deposited, sputtered, or spin-coated on the aforementioned electron transport layer to form a cathode layer.

[0103] A third aspect of the present invention provides a consumer product including the organic electroluminescent device described above.

[0104] The consumer product of the present invention can be one of the following products: flat panel display, computer monitor, medical monitor, television, billboard, lamp for internal or external lighting and / or signaling, head-up display, fully transparent or partially transparent display, flexible display, laser printer, telephone, cellular phone, tablet computer, phablet, personal digital assistant (PDA), wearable device, laptop computer, digital camera, video camera, viewfinder, micro display with a diagonal less than 2 inches, 3-D display, virtual reality or augmented reality display, vehicle, video wall comprising a plurality of tiled together displays, theater or stadium screen, light therapy device, and signpost.

[0105] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0106] (1) The metal complex of the present invention has good electroluminescence stability and excellent luminous efficiency. When used in an organic light-emitting device (such as an OLED), especially when used in the blue light emission region, it exhibits enhanced phosphorescence quantum yield, good luminous stability, high luminous efficiency, and is suitable as an emission dopant in OLED applications. The metal complex of the present invention can obtain an organic electroluminescent device with blue phosphorescent electroluminescence and improved luminous efficiency, and the luminous device has good thermal stability. The consumer product of the organic light-emitting device of the present invention can obtain an electronic device with blue phosphorescent electroluminescence and improved luminous efficiency by containing the organic electroluminescent device of the present invention;

[0107] (2) Further, by adjusting the structure of the ligand around the metal center and regulating the structure of the substituents on the ligand to regulate its photophysical properties, it has the advantages of narrow emission spectrum, high stability, and high efficiency, and has broad application prospects in many fields such as OLED displays and lighting lamps. Description of the Drawings

[0108] 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 the description of the embodiments or the prior art. Obviously, the following drawings 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.

[0109] Figure 1Schematic diagram showing an organic light-emitting device 100. Among them, 101 is a substrate, 102 is an anode, 103 is a hole injection layer, 104 is a hole transport layer, 105 is an electron blocking layer, 106 is a light-emitting layer, 107 is a hole blocking layer, 108 is an electron transport layer, 109 is an electron injection layer, 110 is a cathode, and 111 is a capping layer.

[0110] Figure 2 Schematic diagram showing an organic light-emitting device 200 with two light-emitting layers. 201 is a substrate, 202 is an anode, 203 is a hole injection layer, 204 is a hole transport layer, 205 is a first light-emitting layer, 206 is an electron transport layer, 207 is a charge generation layer, 208 is a hole injection layer, 209 is a hole transport layer, 210 is a second light-emitting layer, 211 is an electron transport layer, 212 is an electron injection layer, and 213 is a cathode. Detailed implementation manners

[0111] 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. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all of the embodiments. Based on the embodiments of the present invention, all other implementation manners obtained by those of ordinary skill in the art without creative efforts fall within the scope protected by the present invention.

[0112] In the substituted or unsubstituted ring formed by the adjacent groups binding to each other in the present invention, the "ring" refers to a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocyclic ring. A condensed ring refers to a condensed aliphatic ring, a condensed aromatic ring, a condensed aliphatic heterocyclic ring, a condensed aromatic heterocyclic ring, or a form composed of their combinations.

[0113] The 5-membered carbon ring in the present invention is a monocyclic and polycyclic system having 5 carbon atoms. The polycyclic ring is two or more rings in which two of the carbons are shared by two adjacent rings. For example, the 5-membered carbon ring can be cyclopentane, cyclopentene, 2,3-dihydroindene, indene, etc. The 5-membered heterocyclic ring refers to a 5-membered carbon ring containing at least one heteroatom, and the total number of heteroatoms and carbon atoms constituting the ring is 5. The heteroatoms include, but are not limited to, oxygen, sulfur, nitrogen, phosphorus, boron, silicon, or selenium. In many cases, oxygen, sulfur, or nitrogen is a preferred heteroatom. Non-limiting examples of the 5-membered heterocyclic ring include: pyrazole, imidazole, oxazole, thiazole, triazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, benzimidazole, pyridinobenzimidazole, benzoxazole, benzotriazole, etc.

[0114] The 6-membered carbon ring described in the present invention is a monocyclic and polycyclic system having 6 carbon atoms. Preferably, the 6-membered carbon ring refers to the substituted or unsubstituted aryl group and the substituted or unsubstituted cyclohexyl group described in the present invention. The 6-membered heterocyclic ring refers to a ring system in which the total number of heteroatoms and carbon atoms is 6. Preferably, the 6-membered heterocyclic ring refers to a 6-membered heteroaryl group, such as pyridine, pyridazine, pyrimidine, pyrazine, triazine, oxazine, oxathiazine, oxadiazine, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthyridine, phthalazine, pteridine, etc.

[0115] "Aryl" according to the present invention means and includes monocyclic aromatic hydrocarbon groups and polycyclic aromatic ring systems. The polycycle can 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 can be cycloalkyl, cycloalkenyl, aryl, heterocyclic, and / or heteroaryl. Preferred aryl groups 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, anthryl, phenanthryl, fluoranthenyl, pyrenyl, perylenyl, indenyl, and azulyl, preferably phenyl, biphenyl, terphenyl, triphenylene, fluoranthenyl, and naphthyl. Additionally, the aryl group can be optionally substituted.

[0116] "Heteroaryl" in the sense of the present invention means and includes monocyclic aromatic groups and polycyclic aromatic ring systems containing 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 ring atoms, and the ring can have one to six heteroatoms. The hetero-polycyclic system can have two or more rings in which two atoms are shared by two adjacent rings (the rings are "fused"), where at least one of the rings is a 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 heteroaryls are heteroaryls containing three to thirty carbon atoms, preferably three to twenty carbon atoms, more preferably three to twelve carbon atoms. Suitable heteroaryls include 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 aza analogs, preferably dibenzothienyl, dibenzofuranyl, dibenzoselenophenyl, carbazolyl, indolocarbazolyl, imidazolyl, pyridyl, triazinyl, benzimidazolyl, 1,2-azaborolyl, 1,3-azaborolyl, 1,4-azaborolyl, borazynyl and their aza analogs. Additionally, the heteroaryl can be optionally substituted.

[0117] For the alkyl in the sense of the present invention, it contains 1 to 40 carbon atoms, and where a single hydrogen atom or -CH 2The - group may also be a substituted straight-chain alkyl or a branched alkyl, and the alkenyl or alkynyl contains at least two carbon atoms. As non-limiting examples, the alkyl, alkenyl or alkynyl is preferably considered to refer to the following groups: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, cyclopentyl, n-hexyl, neohexyl, cyclohexyl, n-heptyl, cycloheptyl, n-octyl, cyclooctyl, 2-ethylhexyl, cyclohexenyl, heptenyl, cycloheptenyl, octenyl, cyclooctenyl, ethynyl, propynyl, butynyl, pentynyl, hexynyl, heptynyl or octynyl.

[0118] The alkoxy group preferably has an alkoxy group with 1 to 40 carbon atoms and is considered to be methoxy, trifluoromethoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, n-pentyloxy, sec-pentyloxy, 2-methylbutoxy, n-hexyloxy, cyclohexyloxy, n-heptyloxy, cycloheptyloxy, n-octyloxy, cyclooctyloxy, 2-ethylhexyloxy, pentafluoroethoxy and 2,2,2-trifluoroethoxy.

[0119] The heteroalkyl preferably has an alkyl group with 1 to 40 carbon atoms and refers to a group in which a single hydrogen atom or -CH 2 - group is replaced by an oxygen, sulfur or halogen atom, and is considered to be an alkoxy group, an alkylthio group, a fluorinated alkoxy group, a fluorinated alkylthio group, especially methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, isobutoxy, sec-butoxy, tert-butoxy, methylthio, ethylthio, n-propylthio, isopropylthio, n-butylthio, isobutylthio, sec-butylthio, tert-butylthio, trifluoromethylthio, trifluoromethoxy, pentafluoroethoxy, pentafluoroethylthio, 2,2,2-trifluoroethoxy, 2,2,2-trifluoroethylthio, vinyloxy, vinylthio, allyloxy, allylthio, butenylthio, butenyloxy, pentenyloxy, pentenylthio, cyclopentenoxy, cyclopentenylthio, hexenyloxy, hexenylthio, cyclohexenyloxy, cyclohexenylthio, ethynyloxy, ethynylthio, propynyloxy, propynylthio, butynyloxy, butynylthio, pentynyloxy, pentynylthio, hexynyloxy, hexynylthio.

[0120] Generally, the cycloalkyl and cycloalkenyl according to the present invention may be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptyl, cycloheptenyl, in which one or more -CH 2 - groups may be replaced by the above groups; in addition, one or more hydrogen atoms may also be replaced by deuterium atoms, halogen atoms or nitrile groups.

[0121] The alkenyl or alkynyl group according to the present invention has 2 to 40 carbon atoms, and the alkenyl or alkynyl group in which a single hydrogen atom can be substituted is preferably vinyl, propenyl, butenyl, isobutenyl, styryl, stilbenyl, ethynyl, propynyl, butynyl, phenylacetylenyl; in addition, one or more hydrogen atoms can also be replaced by deuterium atoms, halogen atoms or nitrile groups.

[0122] The aryl or heteroaryl group according to the present invention particularly refers to a group derived from the following substances: phenyl, naphthyl, anthracenyl, benzanthracenyl, phenanthryl, pyrenyl, fluorene, spirobifluorene, dihydrophenanthryl, triphenylene, dihydropyrenyl, tetrahydropyrenyl, cis- or trans-indeno[1,2-b]fluorene, cis- or trans-indeno[2,3-b]carbazole, cis- or trans-indolo[2,3-b]carbazole, truxene, isotruxene, spirotruxene, spiroisotruxene, furyl, benzofuryl, isobenzofuryl, dibenzofuryl, thienyl, benzothienyl, isobenzothienyl, dibenzothienyl, pyrrolyl, indolyl, isoindolyl, carbazolyl, pyridyl, quinolinyl, isoquinolinyl, acridinyl, phenanthridinyl, benzo[5,6]quinolinyl, benzo[6,7]quinolinyl, benzo[7,8]quinolinyl, phenothiazinyl, phenoxazinyl, pyrazolyl, indazolyl, imidazolyl, benzimidazolyl, naphthimidazolyl, phenanthrimidazolyl, pyridinimidazolyl, pyrazinimidazolyl, quinoxalinimidazolyl, oxazolyl, benzoxazolyl, naphthoxazolyl, anthroxazolyl, phenanthroxazolyl, isoxazolyl, 1,2-thiazolyl, 1,3-thiazolyl, benzothiazolyl, pyridazinyl, hexazabenzophenanthryl, benzopyridazinyl, pyrimidinyl, benzopyrimidinyl, quinoxalinyl, 1,5-diazaanthracenyl, 2,7-diazapyrenyl, 2,3-diazapyrenyl, 1,6-diazapyrenyl, 1,8-diazapyrenyl, 4,5-diazapyrenyl, 4,5,9,10-tetraazaperylenyl, pyrazinyl, phenazinyl, phenoxazinyl, phenothiazinyl, fluoranthenyl, naphthyridinyl, azacarbazolyl, benzocarbazolyl, carbazolyl, phenanthrolinyl, 1,2,3-triazolyl, 1,2,4-triazolyl, benzotriazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,5-thiadiazolyl, 1,3,4-thiadiazolyl, 1,3,5-triazinyl, 1,2,4-triazinyl, 1,2,3-triazinyl, tetrazolyl, 1,2,4,5-tetrazinyl, 1,2,3,4-tetrazinyl, 1,2,3,5-tetrazinyl, purinyl, pteridinyl, indolizinyl, quinazolinyl, benzothiadiazolyl or a group derived from a combination of these systems.

[0123] "Acyl" in the sense of the present invention refers to a substituted carbonyl group (COR).

[0124] "Ester group" in the sense of the present invention refers to a substituted oxycarbonyl group (-OCOR or CO 2 R).

[0125] "Ether group" in the sense of the present invention refers to the -OR group.

[0126] The "sulfur group" or "sulfide" described herein can be used interchangeably and refers to the -SR group.

[0127] "Sulfinyl group" in the sense of the present invention refers to the -SOR group.

[0128] "Sulfonyl group" in the sense of the present invention refers to -SO 2 R group.

[0129] "Phosphino group" in the sense of the present invention refers to -PR 3 group, where each R can be the same or different.

[0130] "Silyl group" in the sense of the present invention refers to -SiR 3 group, where each R can be the same or different.

[0131] Each of the above Rs is preferably selected from the group consisting of alkyl, cycloalkyl, aryl, and heteroaryl.

[0132] The aryloxy used in the present invention refers to the monovalent functional group represented by R'O - wherein the above R' is an aryl group having 6 to 60 carbon atoms. Non-limiting examples of such aryloxy include phenoxy, naphthoxy, biphenyloxy, etc.

[0133] The alkylsilyl used in the present invention refers to a silyl group substituted by an alkyl group having 1 to 40 carbon atoms, and the number of carbon atoms constituting the alkylsilyl is at least 3. Non-limiting examples of the alkylsilyl include trimethylsilyl, triethylsilyl, etc. The arylsilyl refers to a silyl group substituted by an aryl group having 6 to 60 carbon atoms.

[0134] The arylphosphino used in the present invention refers to a diarylphosphino group substituted by an aryl group having 6 to 60 carbon atoms. Non-limiting examples of the arylphosphino include diphenylphosphino, bis(4-trimethylsilylphenyl)phosphino, etc. The aryloxyphosphino is the arylphosphino group in which the phosphorus atom is oxidized to the highest valence state.

[0135] The arylboron group used in the present invention refers to a diarylboron group substituted by an aryl group having 6 to 60 carbon atoms. Non-limiting examples of the arylboron group include diphenylboron group, bis(2,4,6-trimethylphenyl)boron group, etc. The alkylboron group refers to a dialkylboron group substituted by an alkyl group having 1 to 40 carbon atoms. Non-limiting examples of the alkylboron group include di-tert-butylboron group, diisobutylboron group, etc.

[0136] "Halogen", "halo atom", "halo group" in the sense of the present invention are used interchangeably and refer to fluorine, chlorine, bromine or iodine.

[0137] The heterocyclic group used in the present invention refers to a monocyclic, bicyclic, or tricyclic system in which one or more carbon atoms on the ring are independently and optionally substituted by a heteroatom having the meaning as described in the present invention (for example, oxygen, sulfur, nitrogen, boron, etc.). The ring can be completely saturated or contain one or more unsaturations, but is never aromatic, and there is only one connection point connecting to other molecules. One or more hydrogen atoms on one or more rings are independently and optionally substituted by one or more substituents described in the present invention. Non-limiting examples of the heterocyclic group include a monocyclic ring of 3 to 7 members (1 to 6 carbon atoms and 1 to 3 heteroatoms selected from N, O, P, S, where S or P is optionally substituted by one or more oxygen atoms to obtain groups such as SO, SO 2 、PO、PO 2 groups, and when the ring is a three-membered ring, there is only one heteroatom), or a bicyclic ring of 7 to 10 members (4 to 9 carbon atoms and 1 to 3 heteroatoms selected from N, O, P, S, where S or P is optionally substituted by one or more oxygen atoms to obtain groups such as SO, SO 2 、PO、PO 2 groups).

[0138] As used herein, "a combination thereof" or "a group" means that one or more members of the applicable list are combined to form a known or chemically stable arrangement that a person of ordinary skill in the art can envision from the applicable list. For example, an alkyl group and deuterium can be combined to form a partially or fully deuterated alkyl group; a halogen and an alkyl group can be combined to form a haloalkyl substituent, such as trifluoromethyl, etc.; and a halogen, an alkyl group, and an aryl group can be combined to form a haloarylalkyl group.

[0139] In the present invention, the term "substituted or unsubstituted" means being substituted by a group selected from hydrogen, deuterium, halo atom, hydroxyl group, nitrile group, nitro group, amino group, amidino group, hydrazino group, hydrazono group, carboxyl group or its carboxylate, sulfonic acid group or its sulfonate, phosphoric acid group or its phosphate, C 1 ~C 40 alkyl group, C 2 ~C 40 alkenyl group, C 2 ~C 40 alkynyl group, C1 ~C 40 alkoxy, C 3 ~C 40 cycloalkyl, C 3 ~C 40 cycloalkenyl, C 6 ~C 60 aryl, C 6 ~C 60 aryloxy, C 6 ~C 60 arylthioether group and C 2 ~C 60 substituted or unsubstituted with one or more substituents selected from heteroaryl, or substituted or unsubstituted with a substituent formed by linking two or more of the above-exemplified substituents.

[0140] In one instance, the term "substituted" includes combinations of two to four of the listed groups.

[0141] In another instance, the term "substituted" includes combinations of two to three groups. In yet another instance, 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 including up to forty atoms that are not hydrogen or deuterium, or combinations including up to thirty atoms that are not hydrogen or deuterium. In many cases, the preferred combinations of substituents will include up to twenty atoms that are not hydrogen or deuterium.

[0142] "EQE" in the present invention refers to the external quantum efficiency of the device, which is the ratio of the number of photons emitted by the device to the number of electrons injected into the device.

[0143] The organic electroluminescent device described in the present invention includes at least one organic layer, which is disposed between the anode and the cathode and is electrically connected to the anode and the cathode. Figure 1 A schematic diagram of the organic light-emitting device 100 is shown. The illustration is not necessarily drawn to scale. The device 100 may include a substrate 101, an anode 102, a hole injection layer 103, a hole transport layer 104, an electron blocking layer 105, a light-emitting layer 106, a hole blocking layer 107, an electron transport layer 108, an electron injection layer 109, a cathode 110, and a capping layer (CPL) 111. The device 100 can be fabricated by sequentially depositing the described layers.

[0144] Figure 2Schematic diagram of an organic light-emitting device 200 including two light-emitting layers. The device includes a substrate 201, an anode 202, a hole injection layer 203, a hole transport layer 204, a first light-emitting layer 205, an electron transport layer 206, a charge generation layer 207, a hole injection layer 208, a hole transport layer 209, a second light-emitting layer 210, an electron transport layer 211, an electron injection layer 212, and a cathode 213. The device 200 can be prepared by sequentially depositing the described layers. Since the most common OLED devices have a single monochromatic light-emitting layer or have three light-emitting layers of the three primary colors, while the device 200 has two light-emitting layers of the same light color. In the corresponding layers of the device 200, materials similar to those described for the device 100 can be used. Figure 2 An example of how some layers can be added to the structure of the device 100 is provided.

[0145] Figure 1 and Figure 2 The simple layered structure illustrated in 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 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 described individual layers 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 various layers as including a single material, it will be understood that combinations of materials can be used, such as a mixture of a matrix and a dopant, or more generally, a mixture. Also, the layers can have various sub-layers. The names given to the individual layers herein are not intended to be strictly restrictive. For example, in the device 200, the hole transport layer 204 transports holes and injects holes into the light-emitting layer 205, and can be described as a hole transport layer or an electron blocking 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, Figure 1 and Figure 2 The multiple layers of different organic materials described.

[0146] Structures and materials not specifically described can also be used, such as PLEDs including 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. For example, the substrate can include an angled reflective surface to improve light coupling.

[0147] Unless otherwise specified, any one of the layers of the various embodiments can be deposited by any suitable method. For organic layers, preferred methods include thermal evaporation, organic vapor deposition methods, or sublimation by means of a carrier gas to apply one or more layers, where the material is applied at a pressure between 10 -5 mbar and 1 bar. A particular example of this method is organic vapor jet printing, where the material is applied directly through a nozzle and is thus structured. Other suitable deposition methods include, for example, spin coating, or generating one or more layers by means of any desired printing method such as screen printing, flexographic printing, lithographic printing, photo-thermal imaging, thermal transfer, inkjet printing, or nozzle printing. Soluble compounds are obtained, for example, by appropriate substitution. These methods are also particularly suitable for oligomers, dendrimers, and polymers. Additionally feasible are hybrid methods, where, for example, one or more layers are applied from a solution and one or more additional layers are applied by vapor deposition.

[0148] The device manufactured 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 can be deposited on the substrate, on the electrodes, under the substrate, under the electrodes, beside the substrate, beside the electrodes, or on any other part of the device, including the edges. The barrier layer can include a single layer or multiple layers. The barrier layer can be formed by various known chemical vapor deposition techniques and can include compositions having a single phase as well as compositions having multiple phases. Any suitable material or combination of materials can be used for the barrier layer. The barrier layer can 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 can 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.

[0149] In any of the compounds mentioned above used in each layer of the above OLED device, the hydrogen atoms can be partially or fully deuterated. Thus, any specifically listed substituents, such as (but not limited to) methyl, phenyl, pyridyl, etc., can 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.) can also be in their non-deuterated, partially deuterated, and fully deuterated forms.

[0150] The materials and structures described herein can be applied to devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors can use the materials and structures.

[0151] Furthermore, for example, organic devices such as organic transistors can use the materials and structures described above.

[0152] In the following embodiments of the present invention, unless otherwise specified, conventional preparation methods are used. Unless otherwise specified, the raw materials used can be obtained from public commercial channels, and the percentages are mass percentages unless otherwise specified.

[0153] To illustrate the present invention more clearly, the technical solutions of the present invention are described below in conjunction with some specific embodiments:

[0154] In the embodiments of the present invention, the performance detection conditions of the prepared electroluminescent device are as follows:

[0155] Chromaticity coordinates: measured using a spectral scanner PhotoResearch PR-715;

[0156] Current-voltage: measured using a digital source meter Keithley 2420;

[0157] Power efficiency: measured using a NEWPORT 1931-C;

[0158] Luminance: measured using a luminance meter Minolta Cs-1000A.

[0159] Example 1

[0160] A preparation method of a metal complex P3 includes the following steps:

[0161] The first step: Preparation of compound Int-1

[0162]

[0163] Under nitrogen protection, 8.5 mmol of 4-tert-butyl-2-bromopyridine (S2) was dissolved in 40 mL of dry THF, cooled to -78 °C, 10.2 mmol of 2.5 M n-butyllithium hexane solution was added dropwise, stirred and reacted for 30 minutes, 10.5 mmol of boron tribromide was added dropwise, and stirred and reacted for 1 hour for standby;

[0164] Under nitrogen protection, 15.0 mmol of lithium was mixed with 60 mL of dry THF, and 7.6 mmol of 5-chloro-2,2'-bipyridine (S1) was added. The mixture was stirred at room temperature for 16 hours, concentrated to dryness under reduced pressure. 50 mL of dry toluene was added to the residue, and the temperature was lowered to -78 °C. The solution of 4-tert-butyl-2-(dibromoboryl)pyridine prepared above was added dropwise, and the addition was completed in about 1 hour. The temperature was raised to room temperature, and the mixture was stirred for 16 hours. The temperature was lowered to 0 °C, and 50 mL of saturated aqueous ammonium chloride solution was added dropwise. The organic phase was separated, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, dried, filtered, and the filtrate was concentrated to dryness under reduced pressure and purified by silica gel column chromatography to obtain the intermediate Int-1, a red solid, with a yield of 54%.

[0165] Step 2: Preparation of Compound Int-2

[0166]

[0167] Under nitrogen protection, 20.0 mmol of Int-1 was dissolved in 60 mL of DMF, and then 30.0 mmol of S3 was added 60.0 mmol of anhydrous potassium carbonate, 3.0 mmol of copper(I) iodide, and 6.0 mmol of N,N-dimethylglycine were added. The temperature was raised to 120 °C, and the mixture was stirred for 12 hours. The temperature was lowered to room temperature, and the reaction solution was poured into 200 mL of ice water, filtered, and the filter cake was washed with water and dried. It was purified by silica gel column chromatography to obtain the brown solid Int-2, with a yield of 82%.

[0168] Step 3: Preparation of Compound Int-3

[0169]

[0170] Under nitrogen protection, 10.0 mmol of Int-2 was dissolved in 50 mL of DMF, 24.0 mmol of S4 [bis(2,6-diisopropylphenyl)iodonium trifluoromethanesulfonate] and 0.4 mmol of anhydrous copper(II) acetate were added. The temperature was raised to reflux and stirred for 2 hours, then cooled to room temperature and filtered. The filtrate was poured into 150 mL of ice water, filtered, and the filter cake was washed with water and ethanol to obtain the brown solid Int-3, with a yield of 65%.

[0171] Step 4: Preparation of Compound P3

[0172]

[0173] Under nitrogen protection, 15.0 mmol of Int-3 was dissolved in 200 mL of DMF, and 15.0 mmol of Pt(COD)Cl was added 2And 45.0 mmol of anhydrous sodium acetate were added, and the mixture was stirred and heated to reflux for 48 hours. Then it was cooled to room temperature, concentrated to dryness under reduced pressure, dissolved in dichloromethane, and the organic phase was collected, washed with water, dried, filtered, the filtrate was concentrated to dryness under reduced pressure, and purified by silica gel column chromatography to obtain compound P3, a dark brown solid, with a yield of 36%. HRMS (ESI): 863.3204 [M+H]. 1 HNMR (δ, DMSO-d 6 ): 9.25 - 9.23 (1H, d); 9.14 - 9.12 (1H, m); 8.22 - 8.19 (1H, m); 7.97 (1H, s); 7.82 - 7.80 (1H, d); 7.45 - 7.40 (1H, m); 7.35 - 7.33 (1H, d); 7.28 - 7.23 (1H, m); 7.14 - 7.05 (3H, m); 6.98 - 6.89 (3H, m); 6.83 - 6.77 (4H, m); 6.75 - 6.73 (1H, d); 3.43 - 3.29 (2H, m); 1.47 (9H, s); 1.18 - 1.16 (12H, d).

[0174] Example 2

[0175] A method for preparing metal complex P132, comprising the following steps:

[0176] The first step: Preparation of compound Int-4

[0177]

[0178] Referring to the synthesis method of the first step in Example 1, only replacing the 4-tert-butyl-2-(dibromoboryl)pyridine solution in the first step of Example 1 with S5, compound Int-4 was prepared, a reddish-brown solid, with a yield of 57%.

[0179] The second step: Preparation of compound Int-5

[0180]

[0181] Under nitrogen protection, 12.0 mmol of S6, 10.0 mmol of 4-methyld3-2-chloropyridine, 24.0 mmol of anhydrous potassium carbonate, 40 mL of toluene, 20 mL of water and 20 mL of ethanol were mixed, and then 0.01 mmol of bis(di-tert-butyl-4-dimethylaminophosphine)palladium chloride (Pd132) was added. The mixture was stirred and heated to reflux for 15 hours, cooled to room temperature, 50 mL of water was added, the organic phase was separated, the aqueous phase was extracted with ethyl acetate, the organic phases were combined, dried, filtered, the filtrate was concentrated to dryness under reduced pressure, and purified by silica gel column chromatography to obtain compound Int-5, a yellow solid, with a yield of 73%.

[0182] Step 3: Preparation of Compound Int-6

[0183]

[0184] Under nitrogen protection, 10.0 mmol of Int-5 prepared in the previous step, 12.0 mmol of Int-4, 15.0 mmol of sodium tert-butoxide and 50 mL of dry xylene were mixed. Then, 1.0 mmol of copper(I) iodide, 0.1 mmol of Pd 2 (dba) 3 and 0.2 mmol of 10% tri-tert-butylphosphine toluene solution were added. The mixture was stirred and heated to 110 °C and stirred for reaction for 15 hours. After cooling to room temperature, 50 mL of water was added. The organic phase was separated, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, dried, filtered, and the filtrate was concentrated to dryness under reduced pressure and purified by silica gel column chromatography to obtain Compound Int-6, a brown solid, with a yield of 78%.

[0185] Step 4: Preparation of Compound P132

[0186]

[0187] Under nitrogen protection, 15.0 mmol of Int-6 was dissolved in 100 mL of acetic acid. 16.5 mmol of K 2 PtCl 4 and 1.5 mmol of tetrabutylammonium bromide were added. The mixture was stirred and heated to reflux for reaction for 15 hours. After cooling to room temperature, it was concentrated to dryness under reduced pressure, extracted with dichloromethane, filtered, and the filtrate was concentrated to dryness under reduced pressure and purified by silica gel column chromatography to obtain Compound P132, a dark brown solid, with a yield of 54%. HRMS(ESI): 738.1767[M+H]. 1 HNMR(δ, DMSO-d 6 ): 9.24 - 9.22(1H, d); 8.19(1H, s); 8.13 - 8.11(1H, d); 7.97 - 7.93(1H, m); 7.82 - 7.77(2H, m); 7.72 - 7.70(1H, m); 7.67 - 7.57(6H, m); 7.51 - 7.45(1H, m); 7.34 - 7.25(2H, m); 6.97 - 6.95(1H, d); 6.84 - 6.79(2H, m).

[0188] Example 3

[0189] Preparation of Metal Complex P252, including the following steps:

[0190] Step 1: Preparation of Compound Int-7

[0191]

[0192] Under nitrogen protection, 30.0 mmol of 3-methoxyphenylboronic acid, 20.0 mmol of 1,2-diphenylethylenediamine, 20.0 mmol of p-toluenesulfonic acid and 100 mL of toluene were mixed, and then 40.0 mmol of anhydrous magnesium sulfate and 20 g of molecular sieve were added. The mixture was stirred and heated to reflux for 15 hours, cooled to room temperature, filtered, and the filtrate was concentrated to dryness under reduced pressure. 50 mL of xylene and 5 g of 10% wet Pd / C were added to the residue, and the mixture was heated to reflux for 15 hours, cooled to room temperature, filtered, and the filtrate was concentrated to dryness under reduced pressure. It was separated and purified by silica gel column chromatography to obtain compound Int-7, a yellow solid, with a yield of 73%.

[0193] Step 2: Preparation of compound Int-8

[0194]

[0195] Under nitrogen protection, 20.0 mmol of Int-7 was dissolved in 100 mL of dichloromethane, cooled to 0 °C, and 30.0 mmol of boron tribromide was added dropwise. The mixture was stirred for 1 hour, warmed to room temperature, 50 mL of saturated ammonium chloride aqueous solution was added, the organic phase was separated, the aqueous phase was extracted with dichloromethane, the organic phases were combined and dried, filtered, and the filtrate was concentrated to dryness under reduced pressure. It was separated and purified by silica gel column chromatography to obtain compound Int-8, a yellow solid, with a yield of 92%.

[0196] Step 3: Preparation of compound Int-9

[0197]

[0198] Under nitrogen protection, 22.0 mmol of S8 (prepared according to the synthesis method of Example 1), 20.0 mmol of Int-8, 2.0 mmol of cuprous iodide, 4.0 mmol of 2-pyridinecarboxylic acid, 40.0 mmol of anhydrous potassium phosphate and 50 mL of DMSO were mixed, heated to 110 °C and stirred for 48 hours, cooled to room temperature, diluted with 100 mL of ethyl acetate, washed three times with saturated brine, the organic phase was dried, filtered, and the filtrate was concentrated to dryness under reduced pressure. It was separated and purified by silica gel column chromatography to obtain compound Int-9, an orange solid, with a yield of 94%.

[0199] Step 4: Preparation of compound P252

[0200]

[0201] Referring to the synthesis method in the fourth step of Example 2, only replace the compound Int-6 in the fourth step of Example 2 with Int-9 to prepare compound P252, yield: 58%, HRMS(ESI): 765.1858[M+H]. 1 HNMR(δ, DMSO-d 6 ): 9.14 - 9.12(1H, m); 8.52 - 8.49(1H, m); 8.02 - 7.92(2H, m); 7.76 - 7.71(4H, m); 7.55 - 7.49(2H, m); 7.44 - 7.30(6H, m); 7.25 - 7.21(1H, m); 6.75 - 6.70(1H, m); 6.64 - 6.62(1H, d); 2.64(3H, s); 2.42(3H, s).

[0202] Examples 4 - 315

[0203] Referring to the similar synthesis methods of the above examples, prepare the following compounds:

[0204]

[0205]

[0206]

[0207]

[0208]

[0209]

[0210]

[0211]

[0212]

[0213]

[0214]

[0215]

[0216]

[0217]

[0218]

[0219]

[0220]

[0221]

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230] Comparative Example 1

[0231] Use the compound shown in BD015 to replace the metal complex of the above organic electroluminescent device, and the other steps are the same as above to fabricate Comparative Element 1; the structure of BD015 is as follows:

[0232]

[0233] Comparative Example 2

[0234] Use the compound shown in BD018 to replace the metal complex of the above organic electroluminescent device, and the other steps are the same as above to fabricate Comparative Element 2; the structure of BD018 is as follows:

[0235]

[0236] Comparative Example 3

[0237] Use the compound shown in BD020 to replace the metal complex of the above organic electroluminescent device, and the other steps are the same as above to fabricate Comparative Element 3; the structure of BD020 is as follows:

[0238]

[0239] Comparative Example 4

[0240] Use the compound shown in BD022 to replace the metal complex of the above organic electroluminescent device, and the other steps are the same as above to fabricate Comparative Element 4; the structure of BD022 is as follows:

[0241]

[0242] Preparation of Organic Electroluminescent Device

[0243] The glass substrate with patterned ITO electrode is ultrasonically treated in a cleaning agent for 30 minutes, rinsed in deionized water, ultrasonically treated in an acetone / ethanol mixed solvent for 30 minutes, baked in a clean environment until completely dry, irradiated with an ultraviolet light cleaning machine for 10 minutes, and bombarded with a low-energy cation beam on the surface.

[0244] Place the above-treated ITO glass substrate in a vacuum chamber, evacuate to less than 1×10 -5 Pa, deposit metallic silver as the anode on the above ITO film, and the deposited film thickness is Continue to deposit compound HATCN as the hole injection layer respectively, and the deposited film thickness is Continue to deposit HTM as the hole transport layer on the above hole injection layer film, and the deposited film thickness is

[0245] Deposit BPrime as the electron blocking layer on the above hole transport layer, and the deposited film thickness is

[0246] Deposit the metal complex of the present invention and PH025 as the organic light-emitting layer of the device on the above electron blocking layer. Among them, PH025 is the host material and the metal complex of the present invention is the doping material, and the doping concentration is 5%, and the deposited film thickness is

[0247] Deposit a layer of compound DPO as the hole blocking layer of the device on the above organic light-emitting layer, and the deposited film thickness is

[0248] Deposit a layer of LiQ and ET318 as the electron transport layer of the device on the above hole blocking layer. Among them, LiQ is 50% of the mass of ET318, and the deposited film thickness is

[0249] Deposit a layer of LiF as the electron injection layer of the device on the above electron transport layer, and the deposited film thickness is

[0250] Deposit metallic magnesium and silver as the cathode layer of the device on the above electron injection layer. Among them, the mass ratio of magnesium to silver is 1:10, and the deposited film thickness is

[0251] Finally, deposit compound HTM as the capping layer on the cathode layer, and the deposited film thickness is Fabricate the organic electroluminescent element of the present invention, such as the device 100 shown in the appendix Figure 1 as attached.

[0252] The structural formulas of the aforementioned HATCN, HTM, BPrime, PH025, DPO, and ET318 are as follows:

[0253]

[0254] Application Example

[0255] Following the same steps as in the preparation of the above organic electroluminescent device, the metal complexes prepared in Examples 1 to 315 of the present invention were used to replace the metal complexes of the above organic electroluminescent device to fabricate organic electroluminescent elements (denoted as Element 5 to Element 319), and the metal complexes in Comparative Examples 1-4 were used to fabricate organic electroluminescent elements (denoted as Comparative Element 1 to Comparative Element 4). A digital source meter and a luminance meter were used to measure the driving voltage, current efficiency, and roll-off ratio of the light-emitting elements. Specifically, the voltage was increased at a rate of 0.1 V per second, and the voltage when the current density of the organic electroluminescent element reached 10 mA / cm 2 was measured as the driving voltage, and the luminance at this time was also measured; the ratio of luminance to current density was the current efficiency; the roll-off ratio was calculated according to the following process:

[0256] Roll-off ratio = [1 - (efficiency at a current density of 50 mA / cm 2 / maximum efficiency of the element)] × 100%;

[0257] Some of the results are summarized in Table 1, and the * data is normalized with respect to Comparative Element 1 for easy comparison.

[0258] Table 1

[0259]

[0260]

[0261]

[0262]

[0263]

[0264]

[0265]

[0266] As can be seen from Table 1, compared with Comparative Element 1, the organic electroluminescent element prepared with the metal complex of the present invention has a lower driving voltage, a higher emission efficiency, and a relatively gentle roll-off curve, and is an organic electroluminescent material with excellent performance.

[0267] Compared with the metal complex BD015 of Comparative Element 1, the metal complex of the present invention is different in that the metal-to-ligand charge transfer (MLCT) of the present invention is changed from the Pt^N-C-N-C-C^Pt hexadentate ligand of BD015 to a Pt^N-C-B-N-C^Pt hexadentate ligand after introducing boron-nitrogen-nitrogen. By making full use of the conjugation effect of boron-nitrogen-nitrogen, the TADF effect is achieved, and at the same time, the relaxation degree of the excited state is reduced. Therefore, the efficiency is high and the efficiency roll-off is more inclined to be stable.

[0268] Compared with the metal complex BD018 of Comparative Element 2, the metal complex of the present invention is different in that the metal-to-ligand charge transfer of the present invention is changed from the Pt^N-C-N-C-C^Pt hexadentate ligand of BD018 to a Pt^N-C-B-N-C^Pt hexadentate ligand after introducing boron-nitrogen-nitrogen. By making full use of the conjugation effect of boron-nitrogen-nitrogen, the TADF effect is achieved, and at the same time, the relaxation degree of the excited state is reduced. Although there is a boron-nitrogen unit in the hexadentate ligand of BD018, it only has the function of increasing planar conjugation, and the boron-nitrogen unit does not participate in the MCLT process. Therefore, the efficiency is relatively low and the efficiency roll-off phenomenon is obvious.

[0269] Compared with the metal complex BD020 of Comparative Element 3, the metal complex of the present invention is different in that the metal-to-ligand charge transfer is changed from the Pt^N-C-N-C-C^Pt hexadentate ligand of BD020 to a Pt^N-C-B-N-C^Pt hexadentate ligand after introducing boron-nitrogen-nitrogen. By making full use of the conjugation effect of boron-nitrogen-nitrogen, the TADF effect is achieved, and at the same time, the relaxation degree of the excited state is reduced. Although there is a Pt^N-B-C-C^Pt pentadentate ligand in the ligand of BD020, the weak coordination of Pt^N weakens the resonance effect of nitrogen-boron-nitrogen, and the resonance efficiency of the boron-nitrogen unit does not fully participate in the MCLT process. Therefore, the efficiency roll-off phenomenon is obvious.

[0270] The metal complex BD022 of Comparative Element 4 is similar to BD018 of Comparative Element 2 and will not be elaborated here.

[0271] As mentioned above, only representative examples of the specific embodiments of the present invention are provided, but 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 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 claimed rights.

Claims

1. A metal complex having a structure shown in formula (I): in, Ring A, Ring B, and Ring C are each independently selected from a 5-membered carbocyclic ring, a 5-membered heterocyclic ring, a 6-membered carbocyclic ring, a 6-membered heterocyclic ring, and a combination thereof; Metal M represents a metal element with an atomic weight greater than 40; X 1 , X 2 , X 3 , X 4 , X 5 Each is independently selected from C or N; R 1 , R 2 , R 4 , R 5 Each represents mono- or poly-substituted to saturated substitution, or unsubstituted; R 3 represents mono- or di-substitution; L 1 , L 2 Each independently selected from a single bond, O, S, S=O, SO2, Se, NR 6 , PR 6 , R 6 P=O、CR 6 R 7 、C=O、SiR 6 R 7 ,GeR 6 R 7 or BR 6 ; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 Each is independently selected from hydrogen, or selected from the group consisting of deuterium, halogen atoms, nitrile groups having 0 to 10 carbon atoms, acyl groups, carboxyl groups, ether groups, ester groups, isonitrile groups, sulfide groups, selenoalkyl groups, sulfinyl groups, sulfonyl groups, phosphine groups, groups having C1 to C 40 Straight chain alkyl with C1~C 40 Straight chain heteroalkyl with C3~C 40 A branched or cyclic alkyl group having C1 to C 40 Alkoxy, with C6~C 60 Arylalkyl, having C6~C 60 Aryloxy, with C6~C 60 Aromatic amino groups with C3~C 40 Silane groups with C2~C 40 Alkenyl, with C4~C 40 Cycloalkenyl, having C2~C 40 heteroalkenyl, having C2~C 40 Alkynyl, with C6~C 60 aromatic groups, having C2~C 60 heteroaryl and combinations thereof, any adjacent two or more R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 may be optionally joined or fused to form a substituted or unsubstituted ring; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 The straight-chain alkyl, straight-chain heteroalkyl, branched or cyclic alkyl, alkoxy, arylalkyl, aryloxy, arylamino, silanyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl are optionally substituted by one or more selected from hydrogen, deuterium, halogen, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphate or its phosphate, C1-C 40 Alkyl, with C3~C 40 Silane groups, C2~C 40 Alkenyl, C2~C 40 Alkynyl, C1~C 40 Alkoxy, C3~C 40 Cycloalkyl, C3~C 40 Cycloalkenyl, C6~C 60 Aryl, C6~C 60 Aryloxy, C6~C 60 Aryl sulfide group and C2~C 60 The substituents in the heteroaryl group are substituted.

2. The metal complex according to claim 1, characterized in that Ring A, Ring B, and Ring C are each independently selected from a 5-membered heteroaromatic ring, a 6-membered aromatic ring, a 6-membered heteroaromatic ring, and a combination thereof; Preferably, Ring A and Ring C are each independently selected from the group consisting of: Wherein, Y1 is selected from O, S, NR 9 ; R and R 9 Each is independently selected from hydrogen, deuterium, a halogen atom, a nitrile group having 0 to 10 carbon atoms, an acyl group, a carboxyl group, an ether group, an ester group, an isonitrile group, a sulfide group, a selenoalkyl group, a sulfinyl group, a sulfonyl group, a phosphine group, a substituted or unsubstituted C1 to C 40 Straight chain alkyl with C3~C 40 Branched heteroalkyl with C1~C 40 Straight chain heteroalkyl with C3~C 40 A branched or cyclic alkyl group having C3~C 40 A heterocyclic group having C1~C 40 Alkoxy, with C6~C 60 Arylalkyl, having C6~C 60 Aryloxy, with C6~C 60 Aromatic amino groups with C3~C 40 Silane groups with C2~C 40 Alkenyl, with C4~C 40 Cycloalkenyl, having C2~C 40 heteroalkenyl, having C2~C 40 Alkynyl, with C6~C 60 aromatic groups, having C2~C 60 Heteroaryl and combinations thereof; Preferably, R and R 9 The straight-chain alkyl, straight-chain heteroalkyl, branched heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy, arylalkyl, aryloxy, arylamino, silanyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl are optionally substituted by one or more selected from hydrogen, deuterium, halogen, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphate or its phosphate, C1-C 40 Alkyl, with C3~C 40 Silane groups, C2~C 40 Alkenyl, C2~C 40 Alkynyl, C1~C 40 Alkoxy, C3~C 40 Cycloalkyl, C3~C 40 Cycloalkenyl, C6~C 60 Aryl, C6~C 60 Aryloxy, C6~C 60 Aryl sulfide group and C2~C 60 Substitution of substituents in heteroaryl groups; Preferably, ring B is selected from substituted or unsubstituted C6 to C 60 Aryl, preferably C6~C 60 The substituents in the aryl group are selected from hydrogen, deuterium, halogen atoms, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphoric acid or its phosphate, C1-C 40 Alkyl, with C3~C 40 Silane groups, C2~C 40 Alkenyl, C2~C 40 Alkynyl, C1~C 40 Alkoxy, C3~C 40 Cycloalkyl, C3~C 40 Cycloalkenyl, C6~C 60 Aryl, C6~C 60 Aryloxy, C6~C 60 Aryl sulfide group and C2~C 60 one or more of heteroaryl groups; Preferably, C6~C 60 The substituents in the aryl group are selected from hydrogen, deuterium, halogen atoms, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphoric acid or its phosphate, C1-C 10 Alkyl, C2~C 10 Alkenyl, C2~C 10 Alkynyl, C1~C 10 Alkoxy, C3~C 10 Cycloalkyl, C3~C 10 Cycloalkenyl, C6~C 20 Aryl, C6~C 20 Aryloxy, C6~C 20 Aryl sulfide group and C2~C 20 One or more of the heteroaryl groups.

3. The metal complex according to claim 1 or 2, characterized in that The metal complex is selected from the group consisting of: wherein Y each independently represents O, S, or NR 8 ; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , L 1 The definition is the same as that of formula (I); R 8 Selected from hydrogen, deuterium, halogen atoms, C1~C 40 Straight chain alkyl with C1~C 40 Straight chain heteroalkyl with C3~C 40 A branched or cyclic alkyl group having C1 to C 40 Alkoxy with C6~C 60 Arylalkyl, having C6~C 60 Aryloxy, with C6~C 60 Aromatic amino groups with C3~C 40 Silane groups with C2~C 40 Alkenyl, with C4~C 40 Cycloalkenyl, having C2~C 40 heteroalkenyl, having C2~C 40 Alkynyl, with C6~C 60 aromatic groups, having C2~C 60 Heteroaryl and combinations thereof; Preferably, R 8 Selected from hydrogen, deuterium, halogen atoms, C1~C 40 Straight chain alkyl with C1~C 40 Straight chain heteroalkyl with C3~C 40 Branched heteroalkyl with C3~C 40 A branched or cyclic alkyl group having C3~C 40 A heterocyclic group having C1~C 40 Alkoxy with C6~C 60 Arylalkyl, having C6~C 60 Aryloxy, with C6~C 60 Aromatic amino groups with C3~C 40 Silane groups with C2~C 40 Alkenyl, with C4~C 40 Cycloalkenyl, having C2~C 40 heteroalkenyl, having C2~C 40 Alkynyl, with C6~C 60 aromatic groups, having C2~C 60 Heteroaryl and combinations thereof; Preferably, R 8 Selected from a straight chain alkyl group having C1 to C5, a straight chain heteroalkyl group having C1 to C5, a straight chain alkyl group having C3 to C 10 Branched heteroalkyl with C3~C 15 A branched or cyclic alkyl group having C3~C 15 A heterocyclic group having C6~C 20 aromatic groups, having C2~C 20 Heteroaryl and combinations thereof; Preferably, R 8 The straight-chain alkyl, straight-chain heteroalkyl, branched or cyclic alkyl, alkoxy, arylalkyl, silane, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl groups are optionally substituted by one or more selected from hydrogen, deuterium, halogen atoms, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphate or its phosphate, C1-C 40 Alkyl, C2~C 40 Alkenyl, C2~C 40 Alkynyl, C1~C 40 Alkoxy, C3~C 40 Cycloalkyl, C3~C 40 Cycloalkenyl, C6~C 60 Aryl, C6~C 60 Aryloxy, C6~C 60 Aryl sulfide group and C2~C 60 Substitution of substituents in heteroaryl groups; Preferably, R 8 The straight-chain alkyl, straight-chain heteroalkyl, branched heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy, arylalkyl, silane, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl groups are optionally substituted by one or more selected from hydrogen, deuterium, halogen atoms, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or carboxylate, sulfonic acid or sulfonate, phosphate or phosphate, C1-C 10 Alkyl, C2~C 10 Alkenyl, C2~C 10 Alkynyl, C1~C 10 Alkoxy, C3~C 10 Cycloalkyl, C3~C 10 Cycloalkenyl, C6~C 20 Aryl, C6~C 20 Aryloxy, C6~C 20 Aryl sulfide group and C2~C 20 The substituents in the heteroaryl group are substituted.

4. The metal complex according to any one of claims 1 to 3, characterized in that M is selected from Ir, Pt, Pd, Ru, Rh, Os, Au, Cu, Ni, Co, Ga or Ge. Preferably, M is selected from Pt or Pd, more preferably Pt.

5. The metal complex according to any one of claims 1 to 4, characterized in that R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 Each is independently selected from hydrogen, deuterium, a halogen atom, a nitrile group having 0 to 5 carbon atoms, an isonitrile group, a C1 to C5 straight-chain alkyl group, a C1 to C5 straight-chain heteroalkyl group, a C3 to C 10 Branched heteroalkyl with C3~C 15 A branched or cyclic alkyl group having C3~C 15 A heterocyclic group having C1~C 10 Alkoxy, with C6~C 20 Arylalkyl, having C6~C 20 Aryloxy, with C6~C 20 Aromatic amino groups with C3~C 15 Silane groups with C2~C 10 Alkenyl, with C4~C 20 Cycloalkenyl, having C2~C 10 heteroalkenyl, having C2~C 10 Alkynyl, with C6~C 20 aromatic groups, having C2~C 20 heteroaryl and combinations thereof, any adjacent two or more R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 may be optionally joined or fused to form a substituted or unsubstituted ring; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 The straight-chain alkyl, straight-chain heteroalkyl, branched heteroalkyl, branched or cyclic alkyl, heterocyclic group, alkoxy, arylalkyl, aryloxy, arylamine, silanyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl are optionally substituted by one or more selected from hydrogen, deuterium, halogen atoms, hydroxyl, nitrile, nitro, amino, amidine, hydrazine, hydrazone, carboxyl or its carboxylate, sulfonic acid or its sulfonate, phosphate or its phosphate, C1-C 10 Alkyl, C2~C 10 Alkenyl, C2~C 10 Alkynyl, C1~C 10 Alkoxy, C3~C 10 Cycloalkyl, C3~C 10 Cycloalkenyl, C6~C 20 Aryl, C6~C 20 Aryloxy, C6~C 20 Aryl sulfide group and C2~C 20 The substituents in the heteroaryl group are substituted.

6. The metal complex according to any one of claims 1 to 4, characterized in that The M is Pt; R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 are each independently selected from a hydrogen atom, a deuterium atom, a fluorine atom, a nitrile group, an isonitrile group, R A1 ~R A30 , R B1 ~R B195 , R C1 ~R C80 Group composed of 8 Selected from R A1 ~R A30 , R B1 ~R B195 , R C1 ~R C80 The group composed of; Among them, R A1 ~R A30 The structural formula shown is as follows: R B1 ~R B195 The structure shown is as follows: R C1 ~R C80 The structure shown is as follows: Each hydrogen atom in each substituent may be replaced by a deuterium atom.

7. The metal complex according to any one of claims 1 to 6, characterized in that The metal complex is selected from the group consisting of: Some or all of the hydrogen atoms in the above structures may be replaced by deuterium atoms.

8. An organic electroluminescent device, comprising an anode, a cathode and at least one organic layer disposed between the anode and the cathode, wherein the organic layer comprises the metal complex according to any one of claims 1 to 7; Preferably, the organic layer comprises a main material and a doping material, and the doping material comprises the metal complex according to any one of claims 1 to 7; Preferably, the host material is selected from the group consisting of triphenylene, carbazole, indolecarbazole, dibenzothiophene, dibenzofuran, fluorene, dibenzoselenophene, 5,9-dioxa-13b-boronaphtho[3,2,1-de]anthracene, aza-triphenylene, aza-carbazole, aza-indolecarbazole, aza-dibenzothiophene, aza-dibenzofuran, aza-dibenzoselenophene and aza-(5,9-diaza-13b-boronaphtho[3,2,1-de]anthracene) or a combination derived from these systems.

9. The organic electroluminescent device according to claim 8, characterized in that: The main material is selected from the group consisting of the following structures: Preferably, the mass ratio of the host material to the doping material is 99:1 to 1:99, preferably 98:2 to 50:50, and more preferably 98:2 to 90:

10.

10. A consumer product comprising the organic electroluminescent device according to claim 8 or 9, Preferably, the consumer product is selected from the group consisting of flat panel displays, computer monitors, medical monitors, televisions, billboards, lights for interior or exterior lighting and / or signaling, heads-up displays, fully or partially transparent displays, flexible displays, laser printers, telephones, cellular phones, tablet computers, phablets, personal digital assistants, wearable devices, laptop computers, digital cameras, camcorders, viewfinders, microdisplays having a diagonal of less than 2 inches, 3-D displays, virtual reality or augmented reality displays, vehicles, video walls comprising multiple displays tiled together, theater or stadium screens, light therapy devices, and signage.

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