A metal complex, an organic electroluminescence element, and a consumer product

Abstract

The present application relates to a kind of metal complex, organic electroluminescent element and consumer product, the metal complex described in the present application is used as luminescent material can obtain the green phosphor material with high luminous efficiency, and the thermal stability of the prepared luminescent material is good, the organic electroluminescent element prepared in the present application has high luminous efficiency, and thermal stability is good;The electronic equipment of the present application contains the organic electroluminescent element of the present application, so that the consumer product with green electroluminescence and improved luminous efficiency can be obtained.

Description

TECHNICAL FIELD

[0001] The present application belongs to the technical field of light-emitting materials, and particularly relates to a metal complex, an organic electroluminescent element and a consumer product. BACKGROUND

[0002] Currently, photoelectric devices utilizing organic materials are becoming increasingly popular, and many of the materials used to make such devices are relatively inexpensive, thus providing a cost advantage of organic photoelectric devices over inorganic devices. Additionally, the inherent properties of organic materials, such as their flexibility, can make them well suited for particular applications, such as fabrication on flexible substrates. Examples of organic photoelectric devices include organic light emitting diodes / devices (OLEDs), organic phototransistors, organic photovoltaic cells, and organic photodetectors. For OLEDs, organic materials can have performance advantages over conventional materials.

[0003] OLEDs make use of thin organic films that emit light when voltage is applied across the device. OLEDs are becoming an increasingly popular technology for use in the display, lighting, and back-lighting applications.

[0004] One application for phosphorescent emission molecules is full color displays. Industry standards for such displays require pixels that are adapted to emit specific colors. Specifically, these standards require saturated red, green, and blue pixels. Alternatively, an OLED can be designed to emit white light. In conventional liquid crystal displays, color filters are used to filter emissions from a white backlight to produce red, green, and blue emissions. The same technology can also be used for OLEDs. White OLEDs can be single emissive layer (EML) devices or stacked structures. Color can be measured using CIE coordinates, which are well known in the art, the light-emitting material in the prior art has poor light-emitting stability and low light-emitting efficiency.

[0005] In view of the above reasons, the present application is proposed. SUMMARY

[0006] In order to solve the above problems existing in the prior art, the present application provides a metal complex, an organic electroluminescent element containing the metal complex and a consumer product, the metal complex of the present application exhibits enhanced phosphorescent quantum yield when used in OLEDs, especially in green emission regions.

[0007] The first object of the present application is to provide a metal complex with stable electroluminescence and high light-emitting efficiency.

[0008] The second object of the present application is to provide an organic electroluminescent element containing the metal complex.

[0009] The third object of the present application is to provide a consumer product made of the organic electroluminescent element.

[0010] To achieve the above object, the present application adopts the following technical solutions:

[0011] A metal complex, said metal complex comprising a ligand represented by formula LA:

[0012]

[0013] wherein X 1 , X 2 are each independently selected from O, S, S=O, SO2, Se, CR 10 R 11 , SiR 10 R 11 , C=O, or NR 10 ;

[0014] Y is selected from B, P, P=O, P=S, N or no Y;

[0015] R 1 ~R 11 are at each occurrence the same or different selected from hydrogen or selected from the group consisting of deuterium, a halogen atom, a nitrile group, an acyl group, a carboxylic acid, an ether, 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-C 40 linear alkyl group, a substituted or unsubstituted C1-C 40 linear heteroalkyl group, a substituted or unsubstituted C3-C 40 branched or cyclic alkyl group, a substituted or unsubstituted C3-C 40 branched or cyclic heteroalkyl group, a substituted or unsubstituted C1-C 40 linear alkoxy group, a substituted or unsubstituted C3-C 40 branched or cyclic alkoxy group, a substituted or unsubstituted C6-C 60 arylalkyl group, a substituted or unsubstituted C6-C 60 aryloxy group, a substituted or unsubstituted C6-C 60 aromatic amine group, a substituted or unsubstituted C3-C 40 silyl group, a substituted or unsubstituted C2-C 40 alkenyl group, a substituted or unsubstituted C4-C 40 cycloalkenyl group, a substituted or unsubstituted C2-C 40 heteroalkenyl group, a substituted or unsubstituted C2-C 40 alkynyl group, a substituted or unsubstituted C6-C 60 aryl group, a substituted or unsubstituted C2-C 60 heteroaryl group, any adjacent two or more R 1 ~R 9optionally joined or fused to form a substituted or unsubstituted ring;

[0016] R 3 , R 4 each is 1, 2, or 3; R 5 is 1 or 2; said ligand LA coordinates to the metal M to form a five-membered chelate ring;

[0017] M is capable of coordinating to other ligands; and said ligand LA is capable of connecting to other ligands to constitute a tridentate, tetradentate, pentadentate, or hexadentate ligand;

[0018] said M is selected from one of Os, Ir, Pd, Pt, Cu, Ag, and Au.

[0019] Further, said LA is mainly selected from one of the following structures:

[0020]

[0021] wherein X 1 , X 2 each is independently selected from O, S, or NR 10 ; Y is selected from B;

[0022] R 1 ~ R 10 at each occurrence is the same or different selected from hydrogen or selected from the group consisting of deuterium, fluorine, nitrile, substituted or unsubstituted C1~C 40 linear alkyl, substituted or unsubstituted C1~C 40 linear heteroalkyl, substituted or unsubstituted C3~C 40 branched or cyclic alkyl, substituted or unsubstituted C3~C 40 branched or cyclic heteroalkyl, substituted or unsubstituted C3~C 40 silyl, substituted or unsubstituted C6~C 60 aryl, substituted or unsubstituted C2~C 60 heteroaryl;

[0023] said M is selected from Ir or Pt; further, said M is Ir.

[0024] Further, said metal complex has a chemical formula of Ir(LA) p (LB) q wherein LB is a bidentate ligand, p is 1, 2, or 3, q is 0, 1, or 2, and p+q=3; said LB is selected from one of the following structures:

[0025]

[0026] wherein Y 1~Y 11 each independently selected from N or CR 12 , T 1 is selected from one of BR 13 , NR 13 , PR 13 , O, S, Se, C=0, S=0, S02, CR 14 R 15 , SiR 14 R 15 , and GeR 14 R 15 , R 14 and R 15 may be arbitrarily joined or fused to form a ring;

[0027] R 12 , R 13 , R 14 , R 15 each independently selected from hydrogen or selected from the group consisting of deuterium, fluorine, nitrile, substituted or unsubstituted Ci-C 40 linear alkyl, substituted or unsubstituted Ci-C 40 linear heteroalkyl, substituted or unsubstituted C3-C 40 branched or cyclic alkyl, substituted or unsubstituted C3-C 40 branched or cyclic heteroalkyl, substituted or unsubstituted C3-C 40 silyl, substituted or unsubstituted C6-C 60 aryl, substituted or unsubstituted C2-C 60 heteroaryl.

[0028] “halo”, “halogen”, “halogen atom”, “halo group” are used interchangeably in the context of the present invention and refer to fluorine, chlorine, bromine, or iodine.

[0029] “acyl” in the context of the present invention refers to a substituted carbonyl group (COR).

[0030] “ester” in the context of the present invention refers to a substituted oxycarbonyl group (-OCOR or CO2R).

[0031] “ether” in the context of the present invention refers to a -OR group.

[0032] “sulfanyl” or “sulfide” are used interchangeably in the context of the present invention and refer to a -SR group.

[0033] “sulfinyl” in the context of the present invention refers to a -SOR group.

[0034] “sulfonyl” in the context of the present invention refers to a -SO2R group.

[0035] "Phosphino" in the sense of the present application means a -PR3 group, wherein each R can be the same or different.

[0036] "Silano" in the sense of the present application means a -SiR3 group, wherein each R can be the same or different.

[0037] Each R as described above is preferably selected from the group consisting of alkyl, cycloalkyl, aryl, heteroaryl.

[0038] "Alkyl", "alkenyl" or "alkynyl" in the sense of the present application are preferably understood to mean methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, 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.

[0039] "Alkoxy" in the sense of the present application is preferably an alkoxy group having 1 to 40 carbon atoms and is understood to mean methoxy, trifluoromethoxy, ethoxy, n-propoxy, iso-propoxy, n-butoxy, iso-butoxy, sec-butoxy, tert-butoxy, n-pentoxy, sec-pentoxy, 2-methylbutoxy, n-hexyloxy, cyclohexyloxy, n-heptyloxy, cycloheptyloxy, n-octyloxy, cyclooctyloxy, 2-ethylhexyloxy, pentafluoroethoxy and 2,2,2-trifluoroethoxy.

[0040] Generally, "cycloalkyl" and "cycloalkenyl" according to the present application are understood to mean monocyclic, polycyclic and spiroalkyl groups. Preferred cycloalkyl groups are cycloalkyl groups having 3 to 15 ring carbon atoms, which can be cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptyl, cycloheptenyl, bicyclo[3.1.1]heptyl, spiro[4.5]decyl, spiro[5.5]undecyl, adamantyl and the like, in which one or more -CH2- groups can be replaced by the above-mentioned groups; furthermore, one or more hydrogen atoms can also be replaced by deuterium atoms, halogen atoms or nitrile groups.

[0041] "Heteroalkyl" and "heterocycloalkyl" in the sense of the present application mean alkyl or cycloalkyl groups, respectively, preferably having 1 to 40 carbon atoms, and mean groups in which an individual hydrogen atom or -CH2- group can be replaced by an oxygen, sulfur, halogen atom, nitrogen, phosphorus, boron, silicon or selenium atom, preferably by an oxygen, sulfur or nitrogen atom. In addition, the heteroalkyl or heterocycloalkyl groups can optionally be substituted.

[0042] "Heteroalkenyl" or "heterocycloalkenyl" in the sense of the present application means an alkenyl or cycloalkenyl group in which at least one carbon atom is replaced with 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, cycloalkenyl groups are those containing 3 to 15 carbon atoms. Additionally, the heteroalkenyl, heterocycloalkenyl groups can be optionally substituted.

[0043] "Arylalkyl" or "arylalkyl" in the sense of the present application are used interchangeably and mean an alkyl group substituted with an aryl group. Additionally, the arylalkyl group can be optionally substituted.

[0044] "Aryl" in the sense of the present application means a monocyclic aromatic hydrocarbon group and polycyclic aromatic ring systems. The polycyclic 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 those containing 6 to 30 carbon atoms, preferably 6 to 20 carbon atoms, more preferably 6 to 12 carbon atoms. Especially preferred are aryl groups having six carbons, ten carbons, or twelve carbons. Suitable aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthyl, anthracenyl, azulenyl, phenalenyl, fluorenyl, pyrenyl, perylenyl, and azulene, preferably phenyl, biphenyl, terphenyl, triphenylene, fluorenyl, and naphthyl. Additionally, the aryl group can be optionally substituted.

[0045] "Heteroaryl" in the sense of the present invention means a monocyclic aromatic group and a polycyclic aromatic ring system comprising 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. A monocyclic heteroaromatic system is preferably a monocycle having 5 or 6 ring atoms, and the ring can have one to six heteroatoms. A heteropolycyclic system can have two or more rings of 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, heterocycle, and / or heteroaryl. A heteropolycyclic 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 dibenzothiophene, dibenzofuran, dibenzoselenophene, furan, thiophene, benzofuran, benzothiophene, benzoselenophene, carbazole, indolocarbazole, pyridylindole, pyrrolo-dipyridine, pyrazole, imidazole, triazole, oxazole, thiazole, oxadiazole, oxatriazole, dioxazole, thiadiazole, pyridine, pyridazine, pyrimidine, pyrazine, oxazine, oxathiazine, oxadiazine, indole, benzimidazole, indazole, indooxazine, benzoxazole, benzisoxazole, benzothiazole, quinoline, isoquinoline, cinnoline, quinazoline, quinoxaline, naphthridine, phtalazine, pteridine, xanthene, acridine, phenoxazine, phenothiazine, phenoxazine, benzofuro-pyridine, furanodipyridine, benzothiopheno-pyridine, thienodipyridine, benzoseleno-pyridine, and selenodipyridine, preferably dibenzothiophene, dibenzofuran, dibenzoselenophene, carbazole, indolocarbazole, imidazole, pyridine, triazine, benzimidazole, 1,2-azaborine, 1,3-azaborine, 1,4-azaborine, borazylene, and nitrogen analogs thereof. Additionally, the heteroaryl can be optionally substituted.

[0046] In the present invention, "substituted or unsubstituted" means substituted with a group selected from hydrogen, deuterium, a halogen atom, a hydroxyl group, a nitrile group, a nitro group, an amino group, an amidine group, a hydrazine group, a hydrazone group, a carboxyl group or a carboxylate thereof, a sulfonic acid group or a sulfonate thereof, a phosphoric acid group or a phosphate thereof, a C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 40 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 60 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 60 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 60 C1-C20 alkyl group, a C2-C20 alkenyl group, a C2-C20 alkynyl group, a C1-C20 alkoxy group, a C3-C20 cycloalkyl group, a C3-C20 cycloalkenyl group, a C6-C20 aryl group, a C6-C20 aryloxy group, a C6-C20 arylthio ether group, and a C2-C20 heteroaryl group. 60one or more substituents in the heteroaryl group are substituted or unsubstituted, or are substituted with two or more substituents from the above-listed substituents that are linked together.

[0047] As used herein, "combination" or "group" means that one or more members of the applicable list are combined to form a known or chemically stable arrangement that one of ordinary skill in the art would envision from the applicable list. For example, alkyl and deuterium can be combined to form a partially or fully deuterated alkyl group; halogen and alkyl can be combined to form a haloalkyl substituent, such as trifluoromethyl, and the like; and halogen, alkyl, and aryl can be combined to form a haloaralkyl group.

[0048] In one example, the term substituted includes combinations of two to four listed groups.

[0049] 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 other than hydrogen or deuterium, or combinations containing up to forty atoms other than hydrogen or deuterium, or combinations containing up to thirty atoms other than hydrogen or deuterium. In many cases, preferred combinations of substituents will include up to twenty atoms other than hydrogen or deuterium.

[0050] Further, the R 1 ~R 15 are each independently selected from the group consisting of hydrogen, deuterium, fluorine, nitrile, R A1 ~R A55 , R B1 ~R B45 , R C1 ~R C295 ;

[0051] wherein the R A1 ~R A55 have the following structural formula:

[0052]

[0053]

[0054] R B1 ~R B45 have the following structural formula:

[0055]

[0056] R C1 ~R C295 have the following structural formula:

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063] Some or all hydrogen atoms in the above groups can be replaced by deuterium atoms.

[0064] Further, the metal complex has a chemical formula of Ir(LA)(LB)2, Ir(LA)2(LB), or Ir(LA)3, wherein LB is mainly selected from the group consisting of LB1-LB432, and the specific structures of LB1-LB432 are shown as follows:

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076]

[0077] Further, the R 1 15 are each independently selected from the group consisting of hydrogen, deuterium, fluorine, nitrile, R A1 A5 , R B1 B43 , R C12 , R C111 . ​​​

[0078] Further, the R 1 ~R 15 each independently selected from hydrogen or deuterium.

[0079] Further, the formula (LA) is mainly selected from one of LA1 to LA152, and the specific structures of LA1 to LA152 are shown as follows:

[0080]

[0081]

[0082]

[0083]

[0084]

[0085] Further, the metal complex has a chemical formula of Ir(LAi)2(LBj), Ir(LAi)(LBj)2, or Ir(LAi)3.

[0086] wherein i is an integer of 1 to 152, j is an integer of 1 to 432, and LA1 to LA152 and LB1 to LB432 have the same meanings as described above.

[0087] The organic electroluminescent material of the present application includes one or more of the metal complexes of the present application. The organic electroluminescent material of the present application can be formed only of one or more of the metal complexes of the present application, or can contain other materials in addition to the metal complexes of the present application.

[0088] By containing the aforementioned metal complexes of the present application in the organic electroluminescent material of the present application, an organic electroluminescent material having a green, yellow or red electroluminescence and a high luminous efficiency can be obtained. In addition, the organic electroluminescent material of the present application is an organic electroluminescent material having a good thermal stability.

[0089] The present application also 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, wherein the organic layer contains the metal complex.

[0090] Further, the organic layer further comprises a host material, the host material comprising a group consisting of triphenylene, carbazole, dithiophene, difuran, diselenophene, aza-triphenylene, aza-carbazole, aza-dithiophene, aza-difuran, and aza-diselenophene, indolocarbazole, 5,9-dioxa-13b-boron naphtho[3,2,1-de]anthracene, aza-indolocarbazole, and aza-(5,9-dioxa-13b-boron naphtho[3,2,1-de]anthracene).

[0091] wherein any substituents in the host are independently selected non-fused substituents 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 no substituents, wherein n is an integer from 1 to 10; and wherein Ar 1 and Ar 2 are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof.

[0092] In the organic electroluminescent element of the present application, it can be a layer containing the metal complex of the present application, or the metal complex of the present application can be contained in a plurality of layers of two or more layers.

[0093] The organic layer can be an emissive layer and the metal complex as described herein can be an emissive dopant or a non-emissive dopant.

[0094] The present application also provides a consumer product made from the organic electroluminescent element described.

[0095] The consumer product described in the present invention can be one of the following: flat panel display, computer monitor, medical monitor, television, billboard, lamp for interior or exterior lighting and / or signaling, head-up display, fully transparent or partially transparent display, flexible display, laser printer, telephone, cellular phone, tablet, phablet, personal digital assistant (PDA), wearable device, laptop, digital camera, camcorder, viewfinder, microdisplay with a diagonal less than 2 inches, 3-D display, virtual reality or augmented reality display, vehicle, video wall comprising a plurality of displays tiled together, theater or stadium screen, phototherapy device, and sign.

[0096] Compared with the prior art, the present invention has the following beneficial effects:

[0097] The metal complex described in the present invention can be used as a light-emitting material to obtain a green phosphorescent material with high light-emitting efficiency, and the prepared light-emitting material has good thermal stability. The organic electroluminescent element prepared in the present invention emits green phosphorescence and has high light-emitting efficiency and good thermal stability. The electronic device of the present invention contains the organic electroluminescent element of the present invention, thereby obtaining a consumer product with green electroluminescence and improved light-emitting efficiency. BRIEF DESCRIPTION OF DRAWINGS

[0098] In order to more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the drawings needed in the following embodiment or prior art description will be briefly introduced. Obviously, the drawings in the following description are only some embodiments of the present invention, and other drawings can also be obtained by those skilled in the art without creative labor.

[0099] Figure 1 A schematic diagram of an organic light-emitting device 100 is shown. The illustration is not necessarily drawn to scale. The device 100 can 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, 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.

[0100] Figure 2 A schematic diagram of an organic light-emitting device 200 is shown. The illustration is not necessarily drawn to scale. The device 200 can 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 200 is an example of the device 100 with the addition of a hole blocking layer 107, and can be fabricated by the fabrication method of the device 100.

[0101] Figure 3 An organic light emitting device 300 showing two light emitting layers is schematically illustrated. The device includes a substrate 101, an anode 102, a hole injection layer 103, a hole transport layer 104, a first light emitting layer 1061, an electron transport layer 108, a charge generation layer 1022, a hole injection layer 103, a hole transport layer 104, a second light emitting layer 1063, an electron transport layer 108, an electron injection layer 109, a cathode 110, and a capping layer 111. The device 300 can be prepared by sequentially depositing the described layers. Because the most common OLED device has one light emitting layer, while the device 300 has a first light emitting layer and a second light emitting layer, the light emission peaks of the first light emitting layer and the second light emitting layer can be overlapping or cross-overlapping or non-overlapping. In the corresponding layers of the device 300, similar materials to those described with respect to the device 100 can be used. Figure 3 One example of how to add some layers from the structure of the device 100 is provided. DETAILED DESCRIPTION

[0102] In order to make the objects, technical solutions and advantages of the present application clearer, the technical solutions of the present application will be described in detail below. Obviously, the described embodiments are only some of the embodiments of the present application, but not all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by a person of ordinary skill in the art without creative work fall within the scope of protection of the present application.

[0103] In the organic electroluminescent element of the present application, there is no limitation on the constitution of the layer other than the layer containing the metal complex of the present application, and a person skilled in the art can determine the constitution of the other layers of the organic electroluminescent element as needed based on common technical knowledge in the art.

[0104] Figure 1 、 Figure 2 and Figure 3 The simple layered structure illustrated in FIGS. 1-3 is provided as a non-limiting example, and it should be understood that embodiments of the present application can be used in connection with a wide variety of other structures. The particular 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, or layers can be omitted altogether, based on design, performance, and cost factors. Other layers not specifically described can also be included. Materials other than those specifically described can be employed. Although many of the examples provided herein describe various layers as having a single material, it should be understood that combinations of materials, such as a mixture of host and dopant, or more generally a mixture or composition, can be used. Furthermore, the layers can have various sub-layers. The names given to the various layers herein are not intended to be strictly limiting. For example, in some embodiments, a hole injection layer can also serve as a hole transport layer, and / or an electron transport layer can also serve as an electron injection layer. Figure 3In particular embodiments, the hole transport layer 104 transports holes and injects holes into the first organic light emitting layer 1061 and can be described as a hole transport layer, a hole injection layer, an electron blocking layer, or an enhancement layer. In one embodiment, an OLED can be described as having a single organic layer positioned between a cathode and an anode. This organic layer can include a single layer, or can further include multiple layers of different organic materials as described, for example, in Figure 1 , Figure 2 or Figure 3 .

[0105] Structures and materials not specifically described can also be used, such as PLEDs containing polymeric materials. As another example, OLEDs with a single organic layer or multiple stacks can be used. OLED structures can depart from the simple layered structure illustrated in Figure 1 , Figure 2 and Figure 3 . For example, the substrate can include an angled reflective surface to improve light coupling.

[0106] Unless otherwise specified, any of the layers of the various embodiments can be deposited by any suitable method. For organic layers, preferred methods include thermal evaporation, organic vapor phase deposition methods, or sublimation by means of a carrier gas, in which the material is applied at a pressure of 10 -5 millibar to 1 bar. A particular example of this method is the organic vapor jet printing method, in which the material is applied directly through a nozzle and is thus structured. Other suitable deposition methods include, for example, by spin coating, or by means of any desired printing method, such as screen printing, flexographic printing, offset printing, light-induced thermal imaging, thermal transfer, inkjet printing, or nozzle printing, one or more layers are produced. Soluble compounds, such as are obtained by appropriate substitution of the metal complexes provided by the present invention, are possible. These methods are also particularly suitable for oligomers, dendrimers, and polymers. It is also possible to use hybrid methods, in which, for example, one or more layers are applied from solution and one or more further layers are applied by vapor deposition.

[0107] The device fabricated according to embodiments of the present application can 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, among others. 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 portion of the device, including on 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 polymeric and non-polymeric materials. In order to be considered a mixture, the aforementioned polymeric and non-polymeric materials making up the barrier layer should be deposited under the same conditions and / or at the same time. The weight ratio of polymeric material to non-polymeric material can range from 95 / 5 to 5 / 95. In one example, the mixture of polymeric and non-polymeric materials consists essentially of polymeric silicon and inorganic silicon.

[0108] In any of the above-mentioned compounds used in each layer of the 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, and the like, 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, and the like, can also be in their non-deuterated, partially deuterated, and fully deuterated forms.

[0109] The materials and structures described herein can be applied in devices other than OLEDs. For example, other optoelectronic devices such as organic solar cells and organic photodetectors can use the materials and structures. Further, organic devices such as organic transistors can use the materials and structures.

[0110] These methods are generally known to the person of ordinary skill in the art and they can apply them, without inventive effort, to an organic electroluminescent device comprising a compound according to the present application.

[0111] According to one embodiment, novel ligands for metal complexes are disclosed. The present inventors have found that the introduction of these ligands unexpectedly narrows the emission spectrum, lowers the sublimation temperature, and increases the luminous efficiency of the device.

[0112] As the production method of the organic electroluminescence element of the present application, the following production methods can be exemplified, but are not limited thereto, and various changes can be made by those skilled in the art based on common general knowledge in the field. The aforementioned production methods include the following steps:

[0113] Cleaning process: cleaning the ITO-coated glass substrate with cleaning agents, deionized water, organic solvents, etc.

[0114] Hole injection layer forming process: forming a hole injection layer containing the metal complex of the present application on the anode layer by vacuum evaporation of a hole injection layer forming material containing the metal complex of the present application;

[0115] Hole transport layer forming process: forming a hole transport layer on the hole injection layer by vacuum evaporation;

[0116] Organic light emitting layer forming process: forming an organic light emitting layer containing the metal complex of the present application on the hole transport layer by vacuum evaporation of an organic light emitting layer forming material containing the material of the present application on the hole transport layer;

[0117] Electron transport layer forming process: forming an electron transport layer containing the metal complex of the present application on the organic light emitting layer by vacuum evaporation of an electron transport layer forming material containing the metal complex of the present application on the organic light emitting layer;

[0118] Cathode layer forming process: forming a cathode layer by evaporating, sputtering or spin-coating a cathode forming material on the electron transport layer.

[0119] In the embodiments of the present application, the performance detection conditions of the prepared electroluminescent device are as follows:

[0120] Luminance and chromaticity coordinates: tested using a spectral scanner PhotoResearch PR-715;

[0121] Current density and turn-on voltage: tested using a digital source meter Keithley 2420;

[0122] Power efficiency: tested using a NEWPORT 1931-C.

[0123] Example 1

[0124] Preparation of the metal complex Ir(LA2)(LB105)2:

[0125] First step: preparation of compound Int-1

[0126]

[0127] Sub-1 (24.5 mmol) and sub-2 (26.9 mmol) were dissolved in 300 mL of 1- methylpyrrolidin-2-one under nitrogen protection, 0.12 mol of anhydrous potassium carbonate was added, and the reaction was stirred at 120 °C for 15 hours. After cooling to room temperature, the reaction mixture was filtered, and the filtrate was concentrated under reduced pressure and dried. The compound Int-1 was obtained by silica gel column separation and purification, and was a yellow solid with a yield of 86%.

[0128] Second step: preparation of compound Int-2

[0129]

[0130] Int-1 (0.19 mol), 85% potassium hydroxide (0.67 mol), and 23 mL (0.37 mol) of hydrazine hydrate were dissolved in 700 mL of diethylene glycol, and the reaction was stirred at reflux for 3 hours. After cooling to room temperature, 300 mL of water was added, and the organic phase was collected by extraction with dichloromethane, washed with water, dried, filtered, and concentrated under reduced pressure. The compound Int-2 was obtained by silica gel column separation and purification, and was a white solid with a yield of 87%.

[0131] Third step: preparation of compound Int-3

[0132]

[0133] Int-2 (20.0 mmol) was dissolved in 80 mL of dry DMSO under nitrogen protection, and 0.1 mol of 65% sodium hydride solid was added in batches. The reaction was stirred at 0 °C for 1 hour, 60.0 mmol of iodomethane-d3 was added, the reaction was stirred at room temperature for 24 hours, and the reaction solution was poured into 250 mL of ice water. The organic phase was collected by extraction with dichloromethane, washed with water, dried, filtered, and purified by silica gel column separation to obtain the compound Int-3, which was a white solid with a yield of 90%.

[0134] Fourth step: preparation of compound Int-4

[0135]

[0136] Int-3 (20.0 mmol) was dissolved in 60 mL of DMF, 24.0 mmol of pinacol diboronic acid, 30.0 mmol of anhydrous potassium acetate, and 0.2 mmol of PdCl2(dppf) catalyst were added, and the reaction was stirred at 90 °C for 14 hours under nitrogen protection. After cooling to room temperature, 150 mL of ice water was added, and the organic phase was collected by extraction with ethyl acetate, dried, filtered, and purified by silica gel column separation to obtain the compound Int-4, which was a white solid with a yield of 89%.

[0137] Fifth step: preparation of compound LA2

[0138]

[0139] 12.0 mmol of intermediate Int-4 were dissolved in 40 mL of toluene, 20 mL of ethanol and 20 mL of water, 15.0 mmol of 2-bromopyridine, 30.0 mmol of anhydrous potassium carbonate and 0.01 mmol of Pd132 catalyst were added, the reaction was stirred under nitrogen protection, heating to reflux for 12 hours, cooled to room temperature, diluted with 100 mL of water, extracted with ethyl acetate, the organic phase was collected, dried, filtered, the filtrate was separated and purified on a silica gel column to obtain compound LA2, yellow solid, yield 82%.

[0140] Sixth step: preparation of compound Int-5

[0141]

[0142] 52.9 mmol of compound LB105 and 26.0 mmol of IrCl3.3H2O were dispersed in 150 mL of ethylene glycol ether and 50 mL of water under nitrogen protection, the reaction was heated to reflux for 24 hours, cooled to room temperature, filtered, the filter cake was washed with water, ethanol, vacuum dried to obtain a yellow solid, the obtained yellow solid was dissolved in 250 mL of dichloromethane and 25 mL of methanol, 30.0 mmol of silver trifluoromethanesulfonate was added, the reaction was stirred for 24 hours, filtered, the filtrate was concentrated and dried under reduced pressure, the solid was washed with ether to obtain compound Int-5, brown solid, yield 83%.

[0143] Seventh step: preparation of compound Ir(LA2)(LB105)2

[0144]

[0145] 4.7 mmol of compound LA2 and 2.3 mmol of intermediate Int-5 were dispersed in 50 mL of ethylene glycol ether and 50 mL of DMF under nitrogen protection, the reaction was stirred at 120°C for 7 days, cooled to room temperature, concentrated and dried under reduced pressure, purified by silica gel column separation, eluted with dichloromethane-n-hexane to obtain compound Ir(LA2)(LB105)2, yellow solid, yield 43%, MS (MALDI-TOF): 953.4121 [M + ].

[0146] Example 2

[0147] Preparation of metal complex Ir(LA56)(LB105)2:

[0148] First step: preparation of compound Int-6

[0149]

[0150] Under nitrogen protection, 12.0 mmol of intermediate Int-4’ (prepared according to the synthesis method of Reference Example 1) was dissolved in 40 mL of toluene, 20 mL of ethanol and 20 mL of water, 10.0 mmol of 2-bromo-4-methyl(d3)pyridine, 30.0 mmol of anhydrous potassium carbonate and 0.01 mmol of Pd132 catalyst were added, the reaction was stirred at reflux for 12 hours, cooled to room temperature, diluted with 100 mL of water, extracted with ethyl acetate, the organic phase was collected, dried, filtered, and the filtrate was purified by silica gel column separation to obtain compound Int-6, yellow solid, yield 74%.

[0151] Second step: preparation of compound LA56

[0152]

[0153] Under nitrogen protection, 20.0 mmol of compound Int-6 was dissolved in 100 mL of dry tert-butylbenzene, cooled to -80°C, 22.0 mmol of tert-butyllithium solution in n-pentane was added dropwise, stirred at room temperature for 1 hour, cooled to -80°C, 22.0 mmol of boron triiodide was added, stirred for 30 minutes, then 0.1 mol of diisopropylethylamine was added, stirred at reflux for 24 hours, cooled to room temperature, dried by reduced pressure concentration, and purified by silica gel column separation to obtain compound LA56, yellow solid, yield 56%.

[0154] Third step: preparation of compound Ir(LA56)(LB105)2

[0155]

[0156] Under nitrogen protection, 5.0 mmol of compound LA56 and 2.5 mmol of intermediate Int-5 prepared in the sixth step of Example 1 were dispersed in 50 mL of ethylene glycol ether and 50 mL of DMF, stirred at 120°C for 7 days, cooled to room temperature, dried by reduced pressure concentration, and purified by silica gel column separation with dichloromethane-petroleum ether elution to obtain compound Ir(LA56)(LB105)2, brown solid, yield 45%, MS (MALDI-TOF): 978.4372 [M + ].

[0157] Example 3

[0158] Referring to the similar synthesis method of Example 1 and Example 2, the compound of formula Ir(LAi)(LBj)2is prepared, wherein i is an integer from 1 to 152, j is an integer from 1 to 432, the ligands LA1-LA152and LB1-LB432have the same structure as described above.

[0159] Example 4

[0160] Preparation of metal complex Ir(LA122)2(LB77):

[0161] First step: preparation of compound LA122

[0162]

[0163] Under nitrogen protection, 20.0 mmol of LA121is dissolved in 80 mL of ethanol-d1, 0.1 mol of sodium methoxide solid is added, and the reaction is stirred at reflux for 24 hours. The residue is dissolved in 100 mL of dichloromethane, washed with water twice, and the organic phase is collected and dried. The filtrate is concentrated under reduced pressure, and the compound LA122is obtained by silica gel column separation and purification, which is a yellow solid with a yield of 96%.

[0164] Second step: preparation of compound Int-7

[0165]

[0166] Referring to the preparation method of Example 1, Step 6, only LA122is used to replace LB105 in Example 1, Step 6, and the mass of the compound is adjusted according to the molar amount. Other experimental parameters are adjusted according to actual needs. The compound Int-7is prepared, which is a brown solid with a yield of 80%.

[0167] Second step: preparation of metal complex Ir(LA122)2(LB77)

[0168]

[0169] 6.0 mmol of compound LB77and 2.5 mmol of intermediate Int-7are dispersed in 50 mL of ethylene glycol ether and 50 mL of DMF. Under nitrogen protection, the reaction is stirred at 120°C for 7 days, cooled to room temperature, and concentrated under reduced pressure. The compound Ir(LA122)2(LB77)is obtained by silica gel column separation and purification with dichloromethane-petroleum ether elution, which is a yellow solid with a yield of 46% and MS (MALDI-TOF): 1051.2881[M + ].

[0170] Example 5

[0171] Referring to the synthetic method of Example 4, the compound of formula Ir(LAi)2(LBj) is prepared, wherein i is an integer from 1 to 152, j is an integer from 1 to 432, LA1 to LA152 and LB1 to LB432 have the same meaning as described above.

[0172] Example 6

[0173] Preparation of metal complex Ir(LA122)3:

[0174] First step: Preparation of compound Int-8

[0175]

[0176] 11.0 mmol of compound LA122 and 5.0 mmol of IrCl3.3H2O are dispersed in 90 mL of ethylene glycol ethyl ether and 30 mL of water, and the reaction is carried out under refluxing by heating for 24 hours under nitrogen protection. After cooling to room temperature, the mixture is filtered, and the filter cake is washed with water and ethanol and dried under vacuum to obtain compound Int-8, a brown solid, in a yield of 56%.

[0177] Second step: Preparation of compound Ir(LA122)3

[0178]

[0179] 5.0 mmol of Int-8 prepared in the first step, 10.0 mmol of silver trifluoromethanesulfonate, and 12.0 mmol of LA122 are dispersed in 20 mL of ethylene glycol ethyl ether, and the reaction is carried out under refluxing by heating for 48 hours under nitrogen protection. After cooling to room temperature, the mixture is filtered, and the filter cake is dissolved in dichloromethane and purified by silica gel column separation to obtain compound Ir(LA122)3, a dark yellow solid, in a yield of 42%.

[0180] Example 7

[0181] Referring to the synthetic method of Example 6, the metal complex Ir(LAi)3 is prepared by appropriately adjusting the test parameters and conditions, wherein i is an integer from 1 to 152, and LA1 to LA152 have the same meaning as described above.

[0182] Example 8 Preparation of an organic electroluminescent element

[0183] An OLED element 100 is prepared as follows: Figure 1As shown, the OLED element of the present embodiment is a top emission light element, comprising a substrate 101, an anode 102 provided on the substrate 101, a hole injection layer 103 provided on the anode 102, a hole transport layer 104 provided on the hole injection layer 103, an electron blocking layer 105 provided on the hole transport layer 104, an organic light emitting layer 106 provided on the electron blocking layer 105, an electron transport layer 108 provided on the organic light emitting layer 106, an electron injection layer 109 provided on the electron transport layer 108, and a cathode 110 provided on the electron injection layer 109 and a capping layer 111 provided on the cathode, and the OLED element is prepared by the following method:

[0184] The ITO conductive layer coated glass substrate is ultrasonically treated in a cleaning agent for 30 minutes, washed in deionized water, ultrasonically treated in a mixed solvent of acetone / ethanol for 30 minutes, baked to complete dryness in a clean environment, irradiated by a UV light washing machine for 10 minutes, and the surface is bombarded by a low-energy cation beam;

[0185] The ITO glass substrate treated as above is placed in a vacuum chamber, vacuumed to less than 1 x 10 -5 Pa, silver is evaporated on the ITO film as an anode, and the evaporation film thickness is Compound HATCN is continuously evaporated as a hole injection layer, and the evaporation film thickness is HTM is continuously evaporated on the hole injection layer film as a hole transport layer, and the evaporation film thickness is

[0186] EBM is evaporated on the hole transport layer as an electron blocking layer, and the evaporation film thickness is

[0187] Compound H1 and the metal complex of the present application are evaporated on the electron blocking layer as a light emitting layer, wherein the metal complex prepared by the present application is a doping material, and the doping mass is 3% of H1, and the evaporation film thickness is

[0188] LiQ and ETM are continuously evaporated on the organic light emitting layer as an electron transport layer of the element, wherein LiQ is 50% of the mass of ETM, and the evaporation film thickness is

[0189] LiF is continuously evaporated on the electron transport layer as an electron injection layer of the device, and the evaporation film thickness is

[0190] Magnesium and silver are evaporated on the electron injection layer as a cathode of the device, wherein the mass ratio of magnesium and silver is 1:10, and the evaporation film thickness is

[0191] Finally, HTM compound was deposited as a capping layer on top of the cathode layer, with a film thickness of [missing information]. The organic electroluminescent element of this invention is fabricated.

[0192] Comparative Example 1

[0193] The compound shown in Example 8 was replaced with the complex of the present invention shown in Example 8, and the other steps were the same as in Example 8 to prepare comparative element 1.

[0194] The structural formulas of the aforementioned HATCN, HTM, EBM, H1, LiQ, GD-1, and ETM are shown below:

[0195]

[0196] Example 9: Fabrication of Organic Electroluminescent Element

[0197] An OLED element 200, such as Figure 2 As shown, the OLED element in this embodiment is a top-emitting element, including a substrate 101, an anode layer 102 disposed on the substrate 101, a hole injection layer 103 disposed on the anode layer 102, a hole transport layer 104 disposed on the hole injection layer 103, an electron blocking layer 105 disposed on the hole transport layer 104, an organic light-emitting layer 106 disposed on the electron blocking layer 105, a hole blocking layer 107 disposed on the organic light-emitting layer 106, an electron transport layer 108 disposed on the hole blocking layer 107, an electron injection layer 109 disposed on the electron transport layer 108, a cathode 110 disposed on the electron injection layer 109, and a capping layer 111 above the cathode. The OLED element in this embodiment is an element with an added hole blocking layer 107. In the corresponding layer of the element 200, a material similar to the material described with respect to the element 100 can be used. The element 200 of the present invention can be manufactured with reference to the manufacturing method of the element 100 in Embodiment 8.

[0198] Example 10: Fabrication of Organic Electroluminescent Element

[0199] Figure 3An organic light emitting device 300 schematic showing two light emitting layers. The device includes a substrate 101, an anode 102, a hole injection layer 103, a hole transport layer 104, a first light emitting layer 1061, an electron transport layer 108, a charge generation layer 1022, a hole injection layer 103, a hole transport layer 104, a second light emitting layer 1063, an electron transport layer 108, an electron injection layer 109, a cathode 110, and a capping layer 111. The device 300 can be prepared by sequentially depositing the described layers. Because the most common OLED device has one light emitting layer, while the device 300 has a first light emitting layer and a second light emitting layer, the light emission peak shape of the first light emitting layer and the second light emitting layer can be overlapping or cross-overlapping or non-overlapping. In the corresponding layers of the device 300, similar materials to those described with respect to the device 100 can be used.

[0200] The organic electroluminescent element manufactured above was measured for driving voltage and current efficiency of the light emitting element and lifetime of the element using a digital source meter and a luminance meter. 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 that time was measured; the ratio of the luminance to the current density was the current efficiency; the LT95% lifetime test was as follows: using a luminance meter, the luminance decay of the organic electroluminescent element was measured at a constant current at 5000 cd / m 2 , and the time for the luminance to decay to 4750 cd / m 2 was measured in hours. The metal complex of the present application is exemplified by Ir(LAi)(LBj)2, where i is an integer from 1 to 152, the ligands LA1 to LA152 have the same meaning as described above, and the ligand LB is represented by LB105 as a representative example, and the experimental results are summarized in Table 1, and the data are normalized compared to Comparative Example 1.

[0201] Table 1

[0202]

[0203]

[0204]

[0205]

[0206] As can be seen from Table 1, the metal complex of the present application as a doping material for the light emitting layer has a lower driving voltage than Comparative Example 1, and in particular, the current efficiency has a clear advantage over Comparative Example 1, and the LT95% lifetime of the element is also very ideal.

[0207] The main difference between the comparative compound GD-1 and the metal complex of the present application is that the boron atom of the compound GD-1 is enhanced in steric hindrance by the bulky alkyl group on the benzene ring, which blocks the rotation of the ligand and protects the boron atom. The ligand LA of the present application fixes the rotation of the ligand by the closed macrocycle and protects the boron atom inside the center of the macrocycle, and the conjugated plane is increased. Therefore, the metal complex prepared by using the same LB105 ligand has good stability, improved luminescent efficiency, and greatly improved luminescent lifetime, and is an excellent luminescent material.

[0208] The above merely describes the specific embodiments of the present application, but the protection scope of the present application is not limited thereto, and any person skilled in the art can easily think of changes or replacements within the technical range disclosed by the present application, which should be covered within the protection scope of the present application. Therefore, the protection scope of the present application should be subject to the protection scope of the claims.

Claims

1. A metal complex characterized in that, The chemical formula of the metal complex is Ir(LA)(LB)2, wherein, LB is selected from the following structures: The ligand LA is selected from one of LA1-LA120, and the specific structures of LA1-LA120 are shown as follows:

2. An organic electroluminescent element comprising a first electrode, a second electrode, and an organic layer interposed between the first electrode and the second electrode, characterized by The organic layer includes the metal complex of claim 1.

3. The organic electroluminescent element according to claim 2, wherein The organic layer further includes a host material, and the host material mainly includes a group consisting of triphenylene, carbazole, dithiophene, difuran, dithiophene, diazine, diazine, diazine, diazine, and diazine.

4. A consumer product made from the organic electroluminescent element of claim 2 or 3.

Images