An organic electroluminescent material and its application

Abstract

The present invention relates to the field of display technologies, and particularly relates to an organic electroluminescent material and its application. The organic electroluminescent material provided by the present invention comprises a first host material and a second host material. The first host material comprises a compound represented by formula (I): The second host material is a compound represented by formula (2): It can enable the organic electroluminescent device containing this material to have more excellent lifespan, and at the same time also has a lower driving voltage and higher efficiency.

Description

Technical Field

[0001] The present invention relates to the field of display technologies, and particularly relates to an organic electroluminescent material and its application. Background Art

[0002] An organic electroluminescent device (OLED) converts electrical energy into light by applying electric power to an organic electroluminescent material, and generally includes an anode, a cathode, and an organic layer formed between these two electrodes. The organic layer of the organic EL device may include a hole injection layer, a hole transport layer, a hole auxiliary layer, a light emission auxiliary layer, an electron blocking layer, a light emitting layer (containing a host material and a dopant material), an electron buffer layer, a hole blocking layer, an electron transport layer, an electron injection layer, etc. The materials used in the organic layer can be classified into hole injection materials, hole transport materials, hole auxiliary materials, light emission auxiliary materials, electron blocking materials, light emitting materials, electron buffer materials, hole blocking materials, electron transport materials, electron injection materials, etc. depending on their functions. In the organic EL device, holes from the anode and electrons from the cathode are injected into the light emitting layer by applying a voltage, and excitons with high energy are generated by the recombination of holes and electrons. The organic light emitting compound emits light by the energy moving to the excited state and the energy when the organic light emitting compound returns from the excited state to the ground state.

[0003] Currently, due to reasons such as the low stability of organic functional materials and the imbalance of carrier mobilities, problems such as the short lifespan of organic electroluminescent diodes severely limit the application of organic electroluminescent diodes. Summary of the Invention

[0004] The object of the present invention is to overcome the defects of the short lifespan of organic electroluminescent diodes caused by the low stability of existing organic electroluminescent materials and the imbalance of carrier mobilities, and to provide an organic electroluminescent material and its application.

[0005] The term "organic electroluminescent material" in the present disclosure means a material that can be used in an organic electroluminescent device and can include at least one first host material and a second host material. If necessary, the organic electroluminescent material can be included in any layer constituting the organic electroluminescent device. For example, the organic electroluminescent material can be a hole injection material, a hole transport material, a hole auxiliary material, a light emission auxiliary material, an electron blocking material, a light emitting material (containing a host material and a dopant material), an electron buffer material, a hole blocking material, an electron transport material, an electron injection material, etc. Preferably, the organic electroluminescent material is used as the host material of the light emitting layer.

[0006] Definition of substituent terms in the present invention:

[0007] As used in the present invention, the term "halogen" may include fluorine, chlorine, bromine, or iodine.

[0008] As used in the present invention, the term "C1-C30 alkyl" refers to a monovalent substituent derived from a straight-chain or branched-chain saturated hydrocarbon having 1 to 30 carbon atoms, and examples thereof include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl.

[0009] As used in the present invention, the term "C3-C30 cycloalkyl" refers to a monocyclic hydrocarbon or polycyclic hydrocarbon derived from a cyclic main chain having 1 to 30 carbon atoms, and the cycloalkanes may include cyclopropyl, cyclobutyl, adamantyl, etc.

[0010] In the present invention, aryl and arylene include monocyclic, polycyclic or fused-ring aryl, the rings of which may be interrupted by short non-aromatic units and may include a spiro structure. Aryl includes, but is not limited to, phenyl, biphenyl, terphenyl, naphthyl, phenanthryl, anthryl, fluorenyl, spirobifluorenyl, etc. Arylene includes, but is not limited to, phenylene, biphenylene, terphenylene, naphthylene, phenanthrylene, anthrylene, fluorenylene, spirobifluorenylene, etc.

[0011] In the present invention, heteroaryl and heteroarylene include monocyclic, polycyclic or fused-ring heteroaryl, the rings of which may be interrupted by short non-aromatic units, and the heteroatoms include nitrogen, oxygen, and sulfur. Heteroaryl includes, but is not limited to, furyl, phenylthio, pyrrolyl, imidazolyl, pyrazolyl, thiazolyl, thiadiazolyl, isothiazolyl, isoxazolyl, oxazolyl, oxadiazolyl, triazinyl, tetrazinyl, triazolyl, tetrazolyl, furazanyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, benzofuryl, benzothienyl, isobenzofuryl, dibenzofuryl, dibenzothienyl, benzimidazolyl, benzothiazolyl, benzoisothiazolyl, benzoisoxazolyl, benzoxazolyl, isoindolyl, indolyl, indazolyl, benzothiadiazolyl, quinolinyl, isoquinolinyl, cinnolinyl, quinazolinyl, quinoxalinyl, carbazolyl, phenoxazinyl, phenothiazinyl, phenanthridinyl, benzodioxolyl, dihydroacridinyl, and their derivatives, etc.; heteroarylene includes, but is not limited to, furylene, phenylthioylene, pyrrolylene, imidazolylene, pyrazolylene, thiazolylene, thiadiazolylene, isothiazolylene, isoxazolylene, oxazolylene, oxadiazolylene, triazinylene, tetrazinylene, triazolylene, tetrazolylene, furazanylene, pyridylene, pyrazinylene, pyrimidinylene, pyridazinylene, benzofurylene, benzothienylene, isobenzofurylene, dibenzofurylene, dibenzothienylene, benzimidazolylene, benzothiazolylene, benzoisothiazolylene, benzoisoxazolylene, benzoxazolylene, isoindolylene, indolylene, indazolylene, benzothiadiazolylene, quinolinylene, isoquinolinylene, cinnolinylene, quinazolinylene, quinoxalinylene, carbazolylene, phenoxazinylene, phenothiazinylene, phenanthridinylene, benzodioxolylene, dihydroacridinylene, and their derivatives, etc.

[0012] As used in the present invention, the term "substituted" means that a hydrogen atom in a compound is replaced by another substituent. The position is not limited to a specific position as long as the hydrogen at that position can be replaced by a substituent. When there are two or more substituents, the two or more substituents may be the same or different.

[0013] As used in the present invention, unless otherwise specified, a hydrogen atom includes protium, deuterium and tritium.

[0014] In the present invention, in the definition of a group, the range of the number of carbon atoms is defined, and the number of carbon atoms is any integer within the defined range. For example, C6-C30 aryl means that the number of carbon atoms of the aryl can be any integer within the range included in 6-60, such as 6, 8, 10, 13, 15, 17, 20, 22, 25 or 30, etc.

[0015] The solution adopted in the present invention is as follows:

[0016] An organic electroluminescent material, the organic electroluminescent material comprising a first host material and a second host material, the first host material comprising a compound represented by formula (I):

[0017]

[0018] Wherein, X is selected from O, S, Se, NAr, CR 6 R 7 ;

[0019] R 1 is -L 1 Ar 1 R 2 is -L 2 Ar 2 R 3 is -L 3 Ar 3 ;

[0020] Ar is selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C5-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl,

[0021] R 6 R 7 each independently is selected from a hydrogen atom, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl,

[0022] L 1 -L 3Each independently selected from a linking bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group;

[0023] Ar 1 -Ar 3 Each independently selected from hydrogen, deuterium, protium, tritium, halogen, cyano, a substituted or unsubstituted C6-C60 arylamino group, a substituted or unsubstituted C3-C60 heteroarylamino group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group, wherein at least one of Ar 1 -Ar 3 has the structure shown in formula (II).

[0024]

[0025] R 4 is —L 4 Ar 4 R 5 is —L 5 Ar 5 ,

[0026] wherein L 4 -L 5 Each independently selected from a linking bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group;

[0027] Ar 4 -Ar 5 Each independently selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C60 heteroaryl group;

[0028] The second host material is a compound represented by formula (2):

[0029]

[0030] wherein X1-X 12 Each independently selected from N or CR, and R is selected from hydrogen or deuterium;

[0031] L is selected from a linking bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C3-C30 heteroarylene group;

[0032] R 8 R 9 Each independently selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heteroaryl group;

[0033] The substituents in the substituted C1-C30 alkyl group, substituted C3-C30 cycloalkyl group, substituted C5-C60 aryl group, substituted C3-C60 heteroaryl group, substituted C1-C20 alkyl group, substituted C6-C30 aryl group, substituted C3-C30 heteroaryl group, substituted C6-C60 arylamino group, substituted C3-C60 heteroarylamino group, substituted C6-C60 aryl group, substituted C3-C60 heteroaryl group, substituted C6-C30 arylene group, and substituted C3-C30 heteroarylene group are selected from one or a combination of two of deuterium, halogen, cyano, C1-C6 alkyl group, C3-C30 cycloalkyl group, C6-C30 aryl group, and C3-C30 heteroaryl group.

[0034] In the present invention represents a linking bond.

[0035] The linking bond described in the present invention can be a single bond.

[0036]

[0037] It can be understood that in the present invention, R 1 can be substituted on ring B or on ring C, and R 2 can be substituted on ring D, and R 3 can be substituted on ring E.

[0038] Preferably, in the second host material, L is a single bond; R 8 , R 9 are each independently selected from a substituted or unsubstituted C6-C30 aryl group and a substituted or unsubstituted C3-C30 heteroaryl group;

[0039] The C6-C30 aryl group is selected from phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, fluorenyl, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzylbiphenylfluorenyl, benzospirobifluorenyl;

[0040] The C3-C30 heteroaryl group is selected from dibenzofuranyl, dibenzothiophenyl, carbazolyl, phenylcarbazolyl, dipyridyl, pyrimidinyl, and triazinyl.

[0041] Preferably, in the second host material, X1-X 12 are each independently selected from CR;

[0042] Or, in X1-X 12 , X2 is selected from N, and the others are each independently selected from CR;

[0043] Or, in X1-X 12 , X5 is selected from N, and the others are each independently selected from CR;

[0044] or, X1 - X 12 in which X8 is selected from N, and the others are each independently selected from CR;

[0045] or, X1 - X 12 in which X9 is selected from N, and the others are each independently selected from CR.

[0046] Preferably, in the second host material, the compound represented by formula (2) has any one of the following structures:

[0047]

[0048]

[0049]

[0050]

[0051]

[0052] Preferably, in the first host material, L 1 -L 3 is selected from a single bond, an arylene group of C6 - C30, and one of Ar 1 -Ar 3 has the structure shown in formula (II), and the remaining two are selected from hydrogen and an aryl group of C6 - C30;

[0053] Optionally, L 1 -L 3 is selected from a single bond, an arylene group of C6 - C30, and two of Ar 1 -Ar 3 have the structure shown in formula (II), and the remaining one is selected from hydrogen and an aryl group of C6 - C30.

[0054] Preferably, in the first host material, Ar is selected from an aryl group of C6 - C30 and a heteroaryl group of C3 - C30;

[0055] Preferably, Ar is selected from phenyl, naphthyl, biphenyl, terphenyl, triphenylene, anthryl, dibenzofuranyl, dibenzothiophenyl;

[0056] R6 and R7 are each independently selected from an alkyl group of C1 - C5 and an aryl group of C6 - C30;

[0057] L 4 -L 5 are each independently selected from a single bond and an arylene group of C6 - C30;

[0058] Optionally, L 4 -L 5 Each independently selected from a single bond, phenylene, naphthylene, and further optionally, L 4 -L 5 Each independently selected from a single bond;

[0059] Ar 4 -Ar 5 Each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl;

[0060] Optionally, Ar 4 -Ar 5 Each independently selected from substituted or unsubstituted groups as follows: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, anthryl, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzyldiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

[0061] Preferably, Ar 4 、Ar 5 Each independently selected from the structures shown in formula (III) or formula (IV) as follows:

[0062]

[0063] R T1 -R T6 Each independently selected from hydrogen, deuterium, halogen, cyano, C1-C30 alkyl, C7-C30 aralkyl, C6-C30 aryl, C3-C30 heteroaryl, C4-C30 heteroaralkyl, C3-C30 cycloalkyl, C3-C30 heterocycloalkyl, C3-C30 cycloalkenyl, C1-C30 alkoxy, C6-C30 aryloxy; or, R T1 -R T5 Adjacent ones of them are fused to form ring A with each other, and the ring A is selected from C6-C30 aryl;

[0064] Preferably, the ring A is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl;

[0065] When there are multiple R T1 -R T6 , R T1 -R T6 Each is independent of one another and may be the same or different;

[0066] Y is selected from O, S, NAr, CR6 R 7 ;

[0067] wherein Ar, R 6 , R 7 are defined as described above.

[0068]

[0069] It is understandable that in the present invention, the La group can be substituted on ring F or on ring H; R T6 can be substituted on ring F or on ring H.

[0070] Preferably, in the first host material, the compound represented by formula (I) has a structure shown in any one of Chemical Formula 1-1 to Chemical Formula 1-17:

[0071]

[0072]

[0073] wherein R 1 -R 7 , L 1 -L 3 , Ar are defined as described above.

[0074] Preferably, R 1 -R 3 are each independently selected from hydrogen; R 6 , R 7 are each independently selected from C1-C5 alkyl groups. Preferably, R 6 , R 7 are each independently selected from methyl, ethyl; R 4 is —L 4 Ar 4 , R 5 is —L 5 Ar 5 , L 4 -L 5 are each independently selected from a single bond, an arylene group having 6 to 30 carbon atoms;

[0075] Optionally, L 4 -L 5 are each independently selected from a single bond, a phenylene group, a naphthylene group. Further optionally, L 4 -L 5 are each independently selected from a single bond;

[0076] Ar 4 -Ar 5 are each independently selected from a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms;

[0077] Optionally, Ar 4 -Ar 5 are each independently selected from a substituted or unsubstituted group consisting of: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, anthracenyl, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzodiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

[0078] Preferably, L 1 -L 3 are each independently selected from a single bond, an arylene group having 6 to 30 carbon atoms. Preferably, L 1 -L 3 are each independently selected from a single bond, phenylene, naphthylene, triphenylene, biphenylene; Further optionally, L 1 is selected from a single bond, and L 2 is selected from phenylene, naphthylene, triphenylene, biphenylene, and L 3 is a single bond;

[0079] Ar is an aryl group having 6 to 30 carbon atoms;

[0080] The aryl group having 6 to 30 carbon atoms is selected from phenyl, naphthyl, biphenyl.

[0081] Preferably, in the first host material, the compound represented by formula (I) has any of the following structures:

[0082]

[0083]

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091]

[0092]

[0093]

[0094]

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101]

[0102]

[0103]

[0104]

[0105]

[0106]

[0107]

[0108]

[0109]

[0110]

[0111]

[0112]

[0113]

[0114]

[0115]

[0116]

[0117] Preferably, the mass ratio of the compound represented by the formula (1) to the compound represented by the formula (2) is 1:9 - 9:1;

[0118] Preferably, the mass ratio of the compound represented by the formula (1) to the compound represented by the formula (2) is 2:8 - 8:2;

[0119] More preferably, the mass ratio of the compound represented by the formula (1) to the compound represented by the formula (2) is 3:7 - 7:3;

[0120] Even more preferably, the mass ratio of the compound represented by the formula (1) to the compound represented by the formula (2) is 4:6 - 6:4.

[0121] The present invention also provides an application of the above-mentioned organic electroluminescent material in the preparation of an optical device.

[0122] Preferably, the optical device includes any one of an organic electroluminescent device, an organic field effect transistor, an organic thin film transistor, an organic light emitting transistor, an organic integrated circuit, an organic solar cell, an organic field quenching device, a light emitting electrochemical cell, an organic laser diode or an organic photoreceptor.

[0123] The present invention also provides an organic electroluminescent device, which includes an anode and a cathode, and an organic layer disposed between the anode and the cathode. The organic layer includes the above-mentioned organic electroluminescent material. Preferably, the light emitting layer in the organic layer includes the above-mentioned organic electroluminescent material.

[0124] Preferably, the organic layer includes a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer which are sequentially stacked from the anode side to the cathode side;

[0125] Preferably, the material of the light emitting layer includes a host material and a guest material, and the host material includes the above-mentioned multi-host material.

[0126] Preferably, the guest material includes a phosphorescent dopant, and the phosphorescent dopant includes a complex containing a transition metal.

[0127] The present invention also provides an organic electroluminescent device, which includes the above-mentioned organic electroluminescent device.

[0128] The beneficial effects of the present invention:

[0129] 1. The organic electroluminescent material provided by the present invention comprises a first host material and a second host material. The first host material comprises a compound represented by formula (I), and the second host material is a compound represented by formula (2). By bonding the structure of formula (II) to the main ring structure of formula (I) and cooperating with the compound represented by formula (2), and using their combination as the host material of the light-emitting layer, the organic electroluminescent compound can obtain high stability and relatively balanced carrier mobility, thereby enabling the organic electroluminescent device containing this material to have more excellent lifespan, and also having a lower driving voltage and higher efficiency.

[0130] 2. Further, the compound represented by formula (I) in the organic electroluminescent material provided by the present invention has a structure shown in any one of formula 1-1 to chemical formula 1-17. By cooperating with the compound represented by formula (2) and using their combination as the host material of the light-emitting layer, the organic electroluminescent device can have more excellent lifespan, and also has a lower driving voltage and higher efficiency. Brief Description of the Drawings

[0131] In order to more clearly illustrate the specific embodiments of the present invention or the technical solutions in the prior art, the following will briefly introduce the drawings required for use in the description of the specific embodiments or the prior art. Obviously, the drawings in the following description are some embodiments of the present invention. For those of ordinary skill in the art, without creative efforts, other drawings can also be obtained based on these drawings.

[0132] Figure 1 It is a structural diagram of the organic electroluminescent device in the device embodiment of the present invention;

[0133] Among them, 1 - substrate; 2 - anode; 3 - hole injection layer; 4 - hole transport layer; 5 - light-emitting layer; 6 - electron transport layer; 7 - electron injection layer; 8 - cathode. Detailed Description of the Embodiments

[0134] The following embodiments are provided to better further understand the present invention. They are not limited to the best embodiments, and do not constitute a limitation to the content and protection scope of the present invention. Any product that is the same as or similar to the present invention obtained by anyone under the inspiration of the present invention or by combining the features of the present invention with other prior art features falls within the protection scope of the present invention.

[0135] For those embodiments where specific experimental steps or conditions are not indicated, the operations or conditions of the conventional experimental steps described in the literature in this field can be followed. For the reagents or instruments whose manufacturers are not indicated, they are all conventional reagent products that can be obtained through commercial purchase.

[0136] Example 1

[0137] This embodiment provides a method for preparing a compound having an N-4 structure in an organic electroluminescent material, comprising the following steps:

[0138]

[0139] 1.1 Synthesis of intermediate N-4B'

[0140] Under nitrogen purge, 20 g (1.0 eq) 4a, 9.87 g (1.0 eq) 4b, 1.7 g (2% eq) Pd(PPh3)4, 8.37 g (2.0 eq) NaHCO3, 180 mL tetrahydrofuran (4a: tetrahydrofuran = 1 g: 9 mL) and 60 mL ultrapure water (4a: ultrapure water = 1 g: 3 mL) were added to a 500 mL three-necked flask equipped with a magnetic stirrer, and the reaction was completed at 65°C for 2 h. 10 g of the product was obtained after column purification.

[0141] 1.2 Synthesis of intermediate N-4B

[0142] 10 g (1.0 eq) of intermediate N-4B', 20.5 g (6.0 eq) of anhydrous FeCl3, and 100 mL of anhydrous dichloromethane (N-4B': dichloromethane = 1 g: 10 mL) were added to a 250 mL three-necked flask equipped with a magnetic stirrer, and the reaction was completed in 1 h at -10°C. 7 g of the product was obtained by column purification.

[0143] 1.3 Synthesis of Compound N-4

[0144] Under nitrogen purge, 7g (1.0eq) N-4B, 4.0g (1.1eq) N-4A, 0.27g (2% eq) Pd2(dba)3, 2.85g (2.0eq) t-BuONa, and 70mL anhydrous toluene (N-4B: anhydrous toluene = 1g: 10mL) were added to a 250mL three-necked flask equipped with a magnetic stirrer, and the reaction was completed at 100°C for 2h. Column purification was performed to obtain 5g of the product (yield 53%).

[0145] Elemental analysis: C 48 H 32 N2 theoretical value: C, 90.54; H, 5.07; N, 4.40; found value: C, 90.53; H, 5.08; N, 4.41; HRMS (ESI) m / z (M+): theoretical value: 636.26; found value: 637.55.

[0146] Example 2

[0147] This embodiment provides a method for preparing a compound having an N-5 structure in an organic electroluminescent material, comprising the following steps:

[0148]

[0149] Synthesis of Compound N-5

[0150] Under nitrogen purge, 7 g (1.0 eq) of intermediate N-4B, 4.82 g (1.1 eq) of N-5A, 0.27 g (2% eq) of Pd2(dba)3, 2.85 g (2.0 eq) of t-BuONa, and 70 mL of anhydrous toluene were added to a 250 mL three-necked flask equipped with a magnetic stirrer. The reaction was carried out at 100 °C for 2 h until completion. The product was purified by column chromatography to obtain 5 g of the product (yield 49%).

[0151] Elemental analysis: C 52 H 34 Theoretical values for N2: C, 90.93; H, 4.99; N, 4.08; Measured values: C, 90.92; H, 4.98; N, 4.10; HRMS (ESI) m / z (M+): Theoretical value: 686.27; Measured value: 687.22.

[0152] Example 3

[0153] This example provides a preparation method of a compound having the N-14 structure in an organic electroluminescent material, including the following steps:

[0154]

[0155] Synthesis of Compound N-14

[0156] Under nitrogen purge, 7 g (1.0 eq) of intermediate N-4B, 4.4 g (1.1 eq) of N-14A, 0.27 g (2% eq) of Pd2(dba)3, 2.85 g (2.0 eq) of t-BuONa, and 70 mL of anhydrous toluene were added to a 250 mL three-necked flask equipped with a magnetic stirrer. The reaction was carried out at 100 °C for 2 h until completion. The product was purified by column chromatography to obtain 5 g of the product (yield 51%).

[0157] Elemental analysis: C 50 H 32 Theoretical values for N2: C, 90.88; H, 4.88; N, 4.24; Measured values: C, 90.86; H, 4.88; N, 4.26; HRMS (ESI) m / z (M+): Theoretical value: 660.25; Measured value: 661.37.

[0158] Examples 4-16

[0159] The preparations of Examples 4-16 are similar to the above examples. Specifically, the raw materials used and the products obtained in Examples 4-16 are shown in the following table:

[0160]

[0161]

[0162]

[0163] The product characterization data are as follows:

[0164]

[0165]

[0166] Example 17

[0167] This example provides a preparation method of a compound with N-423 structure in an organic electroluminescent material, including the following steps:

[0168]

[0169] Synthesis of intermediate N-423B’

[0170] Add 20 g of 423a, 29.9 g of 423b, 2.3 g of Pd[P(C6H5)3]4, 27.9 g of K2CO3, 280 mL of toluene, 120 mL of H2O, and 120 mL of ethanol into a 1000 mL three-necked flask equipped with a mechanical stirrer, a reflux condenser, and a thermometer. Replace the gas with nitrogen three times, and react at 85 °C under the protection of nitrogen. React for 150 min starting from the temperature rise. After the reaction is completed, add 120 mL of water to quench the reaction. After liquid separation, rotary evaporate to obtain an oily substance (wet weight 44 g), and obtain 25 g of N-423B’ after vacuum pumping.

[0171] Synthesis of intermediate N-423B

[0172] Add the crude product of N-423B’ (oily substance) and 750 mL of dichloromethane [N-423B’: DCM = 1 g: 30 mL] into a 2 L three-necked flask equipped with a stirrer and a thermometer. Control the temperature at -5 ± 2 °C, and add ferric chloride in two batches, adding 3 equivalents of ferric chloride every 15 min, and control the temperature at -5 ± 2 °C. After the reaction is completed, slowly add 750 mL of ethanol [N-423B’: ethanol = 1 g: 30 mL], and control the temperature below 0 °C. After adding, continue stirring for 0.5 h, and yellowish-white solid precipitates. Filter, wash the filter cake with 250 mL of ethanol [N-423B’: ethanol = 1 g: 1 mL] to obtain a yellow solid. Then dissolve it in 1.75 L of chlorobenzene, desolvate and crystallize, and when it naturally drops to 60 ± 5 °C, add 250 mL of n-hexane solution and filter to obtain 20 g of crude product N-423B.

[0173]

[0174] Synthesis of Compound N-423

[0175] Add 25 g of N-423A, 40.48 g of N-423B, 1.86 g of Pd2(dba)3, 1.67 g of sphos, 24.4 g of t-BuONa, and 500 mL of toluene into a 1000 mL three-necked flask equipped with a mechanical stirrer, a reflux condenser, and a thermometer. Replace the air with nitrogen three times and react at 110 °C under nitrogen protection. React for 120 min starting from the temperature rise. After the reaction is completed, add 120 mL of water to quench the reaction. After liquid separation, rotary evaporate, pass through a column, and dry to obtain 35 g of crude N-423 (yield 61%).

[0176] Elemental analysis: C 42 H 27 NO; Theoretical values: C, 89.81; H, 4.85; N, 2.49; O, 2.85; Measured values: C, 89.78; H, 4.86; N, 2.51; HRMS(ESI) m / z(M+): Theoretical value: 561.21; Measured value: 562.29.

[0177] Example 18

[0178] This example provides a preparation method of a compound with an N-425 structure in an organic electroluminescent material, including the following steps:

[0179]

[0180] Synthesis of Compound N-425

[0181] Add 14 g of N-425A, 18.8 g of N-423B, 0.86 g of Pd2(dba)3, 1.9 g of sphos, 9.1 g of t-BuONa, and 150 mL of toluene into a 500 mL three-necked flask equipped with a mechanical stirrer, a reflux condenser, and a thermometer. Replace the air with nitrogen three times and react at 110 °C under nitrogen protection. React for 120 min starting from the temperature rise. After the reaction is completed, add 150 mL of water to quench the reaction. After liquid separation, rotary evaporate, slurry with ethanol, and desolvate and crystallize with toluene to obtain 16 g of crude N-425 (yield 55%).

[0182] Elemental analysis: C 46 H 29 NO Theoretical values: C, 90.32; H, 4.78; N, 2.29; O, 2.62; Measured values: C, 90.30; H, 4.77; N, 2.32; HRMS(ESI) m / z(M+): Theoretical value: 611.22; Measured value: 612.45.

[0183] Examples 19 - 36

[0184] The preparation of Examples 19 - 36 is similar to that of Example 1. Specifically, the raw materials used in Examples 19 - 36 and the obtained products are shown in the following table:

[0185]

[0186]

[0187]

[0188]

[0189] The product characterization data is as follows:

[0190]

[0191]

[0192] Example 37

[0193] This example provides a method for preparing a compound with an N - 912 structure in an organic electroluminescent material, including the following steps:

[0194]

[0195] A mixture of 35.2 g (100 mmol) of 2,7 - dibromo - 9,9 - dimethyl - 9H - fluorene, 21.8 g (110 mmol) of biphenyl - 2 - ylboronic acid, 2.31 g (2 mmol) of Pd(PPh3)4, 75 ml of 2M Na2CO3, 150 ml of EtOH, and 300 ml of toluene was degassed and placed under nitrogen, and then heated at 100 °C for 12 hours. After completion of the reaction, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate and water, dried over anhydrous magnesium sulfate, the solvent was removed, and the residue was purified by column chromatography on a silica gel - packed column to obtain a product as a white solid (26.8 g, 63.0 mmol, 63%).

[0196] In a 3000 ml three - necked flask that was degassed and filled with nitrogen, 26.8 g (60 mmol) of 2 - (biphenyl - 2 - yl) - 7 - bromo - 9,9 - dimethyl - 9H - fluorene was dissolved in anhydrous dichloromethane (1500 ml), then 97.5 g (600 mmol) of iron(III) chloride was added and the mixture was stirred for one hour. 500 ml of methanol was added to the mixture, the organic layer was separated, and the solvent was removed in vacuo. The residue was purified by column chromatography (hexane - dichloromethane) on a silica gel - packed column to obtain a white solid (as shown in the final structure above) (10.7 g, 25.3 mmol, 40%).

[0197]

[0198] A mixture of 20 g (41.3 mmol) of N-(biphenyl-4-yl)-9,9'-spirobifluorene-2-amine, 14 g (49.5 mmol) of 1-bromo-4-iodobenzene, 2.4 g (12.4 mmol) of copper(I) iodide, 17.1 g (123.9 mmol) of potassium carbonate and 300 ml of DMF was refluxed overnight under nitrogen. After completion of the reaction, the mixture was subsequently cooled to room temperature. The organic layer was extracted with ethyl acetate and water, dried over anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica gel (hexane-dichloromethane) to give 26.3 g (43% yield) of the product as a white solid.

[0199] A mixture of 10 g (15.6 mmol) of N-(biphenyl-4-yl)-N-(4-bromo-phenyl)-9,9'-spirobi[fluorene]-2-amine, 4.75 g (18.72 mmol) of bis(pinacolato)diboron, 0.18 g (0.156 mmol) of tetrakis(triphenylphosphine)palladium, 2 g (20.28 mmol) of potassium acetate and 300 ml of 1,4-dioxane was degassed and placed under nitrogen, and then heated at 90 °C for 16 h. After completion of the reaction, the mixture was cooled to room temperature. The organic layer was extracted with ethyl acetate and water, dried over anhydrous magnesium sulfate, the solvent was removed and the product was purified by column using a mixture of hexane and ethyl as the eluent to give 8.77 g of a light yellow product (82% yield).

[0200]

[0201] A mixture of 15 g (35.43 mmol) of 12-bromo-10,10-dimethyl-10H-indeno[1,2-b]triphenylene, 29.1 g (42.51 mmol) of N-(biphenyl-4-yl)-N-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9,9'-spirobifluorene-2-amine, 0.41 g (0.35 mmol) of tetrakis(triphenylphosphine)palladium, 23 ml of 2M Na2CO3, 100 ml of EtOH and 200 ml of toluene was degassed and placed under nitrogen, and then heated at 100 °C for 8 h. After completion of the reaction, the mixture was cooled to room temperature. The organic layer was extracted with dichloromethane and water, dried over anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography on silica gel (hexane-dichloromethane) to give 17.5 g (55% yield) of the product as a yellow solid.

[0202] Elemental analysis: C 70 H 47Theoretical values of N: C, 93.20; H, 5.25; N, 1.55; Measured values: C, 93.16; H, 5.27; N, 1.57; HRMS(ESI) m / z (M+): Theoretical value: 901.37; Measured value: 902.21.

[0203] Example 38

[0204] This example provides a preparation method of a compound with N-895 structure in an organic electroluminescent material, including the following steps:

[0205]

[0206] A mixture of 5 g (11.8 mmol) of 12-bromo-10,10-dimethyl-10H-indeno[1,2-b]triphenylene, 6.8 g (14.1 mmol) of N-(biphenyl-4-yl)-9,9'-spirobifluorene-2-amine, 0.03 g (0.11 mmol) of palladium(II) acetate, 0.04 g (0.11 mmol) of 2-(dicyclohexylphosphino)biphenyl, 1.7 g (17.7 mmol) of sodium tert-butoxide and 100 ml of toluene was refluxed overnight under nitrogen. After the reaction was completed, it was then cooled to room temperature. The organic layer was extracted with dichloromethane and water, dried over anhydrous magnesium sulfate, the solvent was removed and the residue was purified by column chromatography (hexane-dichloromethane) packed with silica gel to obtain 5.8 g (yield 60%) of the product as a yellow solid.

[0207] Elemental analysis: C 64 H 43 Theoretical values of N: C, 93.06; H, 5.25; N, 1.70; Measured values: C, 93.02; H, 5.25; N, 1.73; HRMS(ESI) m / z (M+): Theoretical value: 825.34; Measured value: 826.19.

[0208] Examples 39 - 45

[0209] The preparations of Examples 39 - 45 are similar to the above example. Specifically, the raw materials used and the products obtained in Examples 39 - 45 are shown in the following table:

[0210]

[0211]

[0212] The product characterization data are shown as follows:

[0213]

[0214] Example 46

[0215] This embodiment provides a method for preparing a compound with M-17 structure in an organic electroluminescent material, comprising the following steps:

[0216]

[0217] Synthesis of M-17: Take a 50 mL two-necked round-bottom flask, place a magnetic stir bar and connect a reflux condenser above. After drying, fill it with nitrogen. Add compound M17-A (14.1 mmol, CAS 2095370-50-4), M17-B (18.3 mmol), tetrakis(triphenylphosphine)palladium(0) (0.7 mmol), potassium carbonate (28.2 mmol), 42 mL of toluene, 10 mL of ethanol and 14 mL of distilled water respectively, and stir the mixture at 140 °C for 8 hours. After the reaction is completed, add the mixture dropwise to methanol and filter the resulting solid. Purify the resulting solid by column chromatography to obtain compound M-17 (5.8 g, yield: 75%).

[0218] Elemental analysis: C 39 H 23 Theoretical values for C, H, N3O: C, 85.23; H, 4.22; N, 7.65; O, 2.91; Measured values: C, 85.21; H, 4.22; N, 7.66; HRMS(ESI) m / z (M+): Theoretical value: 549.18; Measured value: 550.57.

[0219] Example 47

[0220] This embodiment provides a method for preparing a compound with M-281 structure in an organic electroluminescent material, comprising the following steps:

[0221]

[0222] Synthesis of intermediate M281-A

[0223] Add intermediate M281-1 (20 g) and 200 mL of anhydrous tetrahydrofuran to a 250 mL three-necked flask equipped with a thermometer and magnetic stirrer. Under nitrogen protection, cool the temperature to -78 °C, and dropwise add n-butyllithium (1.6 M, 45.2 mL) while controlling the temperature. After the addition, stir for 1 h, then control the temperature at -78 °C and dropwise add triisopropyl borate (19.52 g). After the addition, transfer the reaction mixture to room temperature and react for 12 h. Dropwise add hydrochloric acid solution (6.5 mL of 36% concentrated hydrochloric acid + 24 mL of water). Add 50 mL of ethyl acetate to the reaction solution, extract and separate with 25 mL of water. Rotate the organic phase to dryness, add 50 mL of n-hexane, reflux and stir for 1 h, filter at room temperature, and dry to obtain intermediate M281-2, 15 g.

[0224] Add intermediate M281-2 (15 g), intermediate 3-bromopyridine-4-carbaldehyde (11.2 g), potassium carbonate (16.6 g) and tetrakis(triphenylphosphine)palladium(0) (2.0 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add toluene (80 mL), ethanol (35 mL) and water (35 mL). Under nitrogen protection, heat to 85 °C and react for 6 h. Add 50 mL of ethyl acetate to the reaction solution, extract with 25 mL of water, separate the layers, and stir and column chromatograph the organic phase to obtain intermediate M281-3, 15.2 g.

[0225] Add intermediate M281-3 (15.2 g) and (methoxymethyl)triphenylphosphonium chloride (23.5 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add 75 mL of anhydrous tetrahydrofuran. Under nitrogen protection, control the temperature to -5 °C and slowly add a tetrahydrofuran solution of potassium tert-butoxide (10.2 g, 76 mL). After the addition, react for 1 h. Add 50 mL of ethyl acetate to the reaction solution, extract with 25 mL of water, separate the layers, and stir and column chromatograph the organic phase to obtain intermediate M281-4, 14 g.

[0226] Add intermediate M281-4 (14 g) and 1,1,1,3,3,3-hexafluoroisopropanol (70 mL) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Under nitrogen protection, control the temperature to 0 °C and slowly add trifluoromethanesulfonic acid (11 mL). After the addition, react for 1 h. Add 30 mL of dichloromethane to the reaction solution, extract with 25 mL of water, separate the layers, and stir and column chromatograph the organic phase to obtain intermediate M281-5, 11 g.

[0227] Add intermediate M281-5 (11 g), bis(pinacolato)diboron (10.9 g), potassium acetate (8.8 g) and Pd(dppf)Cl2 (0.56 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add 1,4-dioxane (110 mL). Under nitrogen protection, heat to 110 °C and react for 4 h. Add 100 mL of toluene to the reaction solution, extract with 100 mL of water, separate the layers, and stir and column chromatograph the organic phase to obtain intermediate M281-A 11 g.

[0228] Synthesis of Compound M-281

[0229]

[0230] Add intermediate M281-A (11 g), intermediate M281-B (10 g), potassium carbonate (9.9 g) and tetrakis(triphenylphosphine)palladium(0) (1.2 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add toluene (60 mL), ethanol (20 mL) and water (20 mL). Under nitrogen protection, heat to 85 °C and react for 6 h. Add water and ethanol to the reaction solution at room temperature, filter, and dry to obtain product M281, 12 g (yield 86.7%).

[0231] Elemental analysis: C32 H 20 Theoretical values of N4: C, 83.46; H, 4.38; N, 12.17; Measured values: C, 83.44; H, 4.38; N, 12.18; HRMS(ESI) m / z (M+): Theoretical value: 460.17; Measured value: 461.04.

[0232] Examples 48 - 64

[0233] The preparation of Examples 48 - 64 is similar to the above examples. Specifically, the raw materials used in Examples 48 - 64 and the obtained products are shown in the following table:

[0234]

[0235]

[0236]

[0237] The product characterization data are as follows:

[0238]

[0239] Device Example

[0240] This example provides an organic electroluminescent device, as Figure 1 shown, including an anode 2, a hole injection layer 3, a hole transport layer 4, a light-emitting layer 5, an electron transport layer 6, an electron injection layer 7, and a cathode 8 that are sequentially stacked on a substrate 1. Its device structure is: anode (indium tin oxide (ITO) coated glass substrate) / hole injection layer (HIL) / hole transport layer (HTL) / light-emitting layer (EML) / electron transport layer (ETL) / electron injection layer (EIL) / cathode (Al).

[0241] The materials for manufacturing the above organic electroluminescent device are as follows:

[0242]

[0243]

[0244] The preparation of the above organic electroluminescent device includes the following steps:

[0245] 1) Substrate cleaning:

[0246] The glass substrate coated with transparent ITO is ultrasonically treated in an aqueous cleaning agent (the composition and concentration of the aqueous cleaning agent: glycol-based solvent ≤ 10 wt%, triethanolamine ≤ 1 wt%), then rinsed in deionized water, ultrasonically degreased in a mixed solvent of acetone and ethanol (volume ratio of acetone to ethanol is 1:1), baked in a clean environment until all moisture is removed, and then cleaned with ultraviolet light and ozone.

[0247] 2) Preparation of the organic layer:

[0248] Transfer the ITO transparent substrate to an evaporation equipment and evacuate to 1×10 -6 to 2×10 -4 Pa, and sequentially evaporate 10 nm hole injection layer (HIL) / 80 nm hole transport layer (HTL) / 38 nm emitting layer (EML) / 30 nm electron transport layer (ETL) / 1 nm electron injection layer (EIL) / 80 nm thick cathode (Al) on the anode film.

[0249] Among them:

[0250] The material of the hole injection layer (HIL) is a mixture of NDP-9 and HT, where the mass ratio of NDP-9 to HT is 3:97;

[0251] The material of the hole transport layer (HTL) is HT;

[0252] The material of the emitting layer (EML) includes a host material and a guest material, where the host material is the compound represented by formula (I) and the compound represented by formula (2) prepared in the present invention, and the guest material is (piq)2Ir(acac); the specific materials and ratios are shown in Table 1;

[0253]

[0254] The material of the electron transport layer (ETL) is shown in Table 1;

[0255] The material of the electron injection layer (EIL) is LiQ;

[0256] The cathode is aluminum;

[0257] Some layers of the organic light-emitting device, their materials and thicknesses are shown in Table 1.

[0258] Table 1

[0259]

[0260]

[0261]

[0262] Test example

[0263] The organic light-emitting devices obtained from Device Examples 1-21 and Comparative Examples 1-6 in the device examples were tested.

[0264] Instrument: The characteristics of the device such as current, voltage, brightness, and emission spectrum were synchronously tested using a PR 650 spectral scanning luminance meter and a Keithley K 2400 digital source meter system.

[0265] Test conditions: Photoelectric property test conditions: The current density was 10 mA / cm2.

[0266] Lifetime test: The current density was 50 mA / cm2, and the time (in hours) was recorded when the device brightness dropped to 95% of the original brightness.

[0267] The test results of the device performance are shown in Table 2:

[0268] Table 2

[0269] Item Driving Voltage (V) Current Efficiency (Cd / A) Lifetime T95 (hrs) Example 1 3.40 21.74 224.4 Example 2 3.47 20.11 210.3 Example 3 3.42 22.30 228.9 Example 4 3.41 22.41 230.1 Example 5 3.40 22.78 231.2 Example 6 3.40 21.87 221.7 Example 7 3.41 22.45 233.1 Example 8 3.24 24.51 244.8 Example 9 3.26 23.54 239.4 Example 10 3.14 26.41 257.8 Example 11 3.32 25.41 234.8 Example 12 3.19 23.00 231.8 Example 13 3.17 24.81 248.4 Example 14 3.11 26.54 260.8 Example 15 3.31 22.54 220.1 Example 16 3.21 23.47 229.8 Example 17 3.37 23.57 244.7 Example 18 3.21 22.78 237.4 Example 19 3.34 23.61 245.8 Example 20 3.32 21.84 240.1 Example 21 3.40 22.47 244.7 Comparative Example 1 4.80 5.00 5.0 Comparative Example 2 4.27 19.76 48.0 Comparative Example 3 3.74 23.01 186.0 Comparative Example 4 3.76 22.84 179.8 Comparative Example 5 4.00 16.31 110.8 Comparative Example 6 4.08 13.11 111.5

[0270] As can be seen from Table 2, the compound N provided by the present invention cooperates with the compound M and has a synergistic effect. Using it as the host material of the light-emitting layer can effectively reduce the energy level difference between layers, balance the electron and hole transport rates, effectively improve the lifetime of the organic light-emitting diode, and at the same time enable the device to have a lower driving voltage and a higher current efficiency.

[0271] Obviously, the above embodiments are merely examples for clear illustration and are not limitations on the implementation manners. For those of ordinary skill in the art, other different forms of changes or variations can be made based on the above description. It is not necessary and impossible to enumerate all the implementation manners here. And the obvious changes or variations derived therefrom are still within the protection scope of the present invention.

Claims

1. An organic electroluminescent material, characterized in that, The organic electroluminescent material comprises a first host material and a second host material, and the first host material comprises a compound represented by formula (I): Wherein, X is selected from O, S, Se, NAr; R 1 is —L 1 Ar 1 and R 2 is —L 2 Ar 2 and R 3 is —L 3 Ar 3 ; Ar is selected from hydrogen, deuterium, and aryl groups having 6 to 30 carbon atoms; L 1 -L 3 Each is independently selected from a linking group, an arylene group having 6 to 30 carbon atoms; Ar 1 -Ar 3 At least one of them is a structure represented by the formula (II), and the others are each independently selected from hydrogen, deuterium, and tritium; R 4 is —L 4 Ar 4 ,R 5 is —L 5 Ar 5 , wherein, L 4 -L 5 are each independently selected from a linking group, an arylene group having 6 to 30 carbon atoms; Ar 4 -Ar 5 Each independently selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; The second host material is a compound represented by formula (2): wherein, X1-X 12 are each independently selected from N or CR, and R is selected from hydrogen or deuterium; L is selected from a linking bond; R 8 ,R 9 each independently selected from substituted or unsubstituted C6-C30 aryl, C3-C30 heteroaryl; The Ar 4 , Ar 5 , R 8 , R 9 The substituents in the substituted C6-C30 aryl and substituted C3-C30 heteroaryl involved are selected from one or a combination of two of deuterium, C1-C6 alkyl, C6-C30 aryl, and C3-C30 heteroaryl; The mass ratio of the compound represented by formula (1) to the compound represented by formula (2) is 4:6 - 6:

4.

2. The organic electroluminescent material according to claim 1, wherein In the second host material, L is a single bond; R 8 , R 9 are each independently selected from unsubstituted C6-C30 aryl and C3-C30 heteroaryl; The C6-C30 aryl group is selected from phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, anthryl, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzodiphenylfluorenyl, benzospirobifluorenyl; The C3 - C30 heteroaryl group is selected from dibenzofuranyl, dibenzothiophenyl, carbazolyl, phenylcarbazolyl, dipyridyl, pyrimidinyl, triazinyl.

3. The organic electroluminescent material according to claim 1 or 2, characterized in that, In the second main material, X1-X 12 are each independently selected from CR; Or, X1-X 12 wherein X2 is selected from N, and the others are each independently selected from CR; Or, X1-X 12 in which X5 is selected from N, and the others are each independently selected from CR; Or, X1-X 12 wherein X8 is selected from N, and the others are each independently selected from CR; Or, X1 - X 12 wherein X9 is selected from N, and the others are each independently selected from CR.

4. The organic electroluminescent material according to claim 1 or 2, characterized in that, In the second host material, the compound represented by formula (2) has any one of the following structures:

5. The organic electroluminescent material according to claim 1, characterized in that, In the first main material, L 1 -L 3 is selected from a single bond, an arylene group having 6 to 30 carbon atoms, Ar 1 -Ar 3 One of them is a structure represented by the formula (II), and the remaining two are selected from hydrogen.

6. The organic electroluminescent material according to claim 1, characterized in that, L 1 -L 3 selected from a single bond, an arylene group having 6 to 30 carbon atoms, Ar 1 -Ar 3 Two of them are the structures shown in formula (II), and the remaining one is selected from hydrogen.

7. The organic electroluminescent material according to claim 5, wherein In the first host material, Ar is selected from aryl groups having 6 to 30 carbon atoms.

8. The organic electroluminescent material according to claim 1, wherein Ar is selected from phenyl, naphthyl, biphenyl, terphenyl, triphenylene, -yl, dibenzofuranyl, dibenzothiophenyl; L 4 -L 5 Each independently selected from a single bond, an arylene group having 6 to 30 carbon atoms.

9. The organic electroluminescent material according to claim 1, wherein Ar 4 -Ar 5 Each independently selected from the following groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, group, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzodiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

10. The organic electroluminescent material according to claim 1, wherein Ar 4 、Ar 5 Each independently is selected from the structures represented by the following formula (III) or formula (IV): R T1 -R T6 Each independently selected from hydrogen, deuterium, C1-C30 alkyl, C6-C30 aryl, C3-C30 heteroaryl; or, R T1 -R T5 adjacent ones of which are fused to each other to form ring A, and the ring A is selected from phenyl, naphthyl, phenanthryl; When there are multiple Rs T1 -R T6 When there are multiple Rs T1 -R T6 they are each independent of one another and may be the same or different; Y is selected from O, S, NAr, CR 6 R 7 ; Wherein the definition of Ar is the same as that in claim 1; R 6 、R 7 are each independently selected from a hydrogen atom and an unsubstituted C1-C20 alkyl group.

11. The organic electroluminescent material according to claim 1, characterized in that, In the first host material, the compound represented by formula (I) has any one of the structures shown in Chemical Formula 1-1 to Chemical Formula 1-3, Chemical Formula 1-7 to Chemical Formula 1-17: wherein R 1 -R 5 , L 1 -L 3 , the definitions of Ar are the same as those in claim 1.

12. The organic electroluminescent material according to claim 11, wherein R 1 -R 3 selected from hydrogen; R 4 is —L 4 Ar 4 and R 5 is —L 5 Ar 5 and L 4 -L 5 are each independently selected from a single bond, an arylene group having 6 to 30 carbon atoms; Ar 4 -Ar 5 Each is independently selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C30 heteroaryl group.

13. The organic electroluminescent material according to claim 11, wherein L 4 -L 5 Each is independently selected from a single bond, a phenylene group, and a naphthylene group.

14. The organic electroluminescent material according to claim 11, wherein L 4 -L 5 Each independently selected from a single bond.

15. The organic electroluminescent material according to claim 11, wherein Ar 4 -Ar 5 Each independently selected from the following groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, group, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzodiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

16. The organic electroluminescent material according to claim 11, wherein L 1 -L 3 each independently selected from a single bond, an arylene group having 6 to 30 carbon atoms, Ar is selected from aryl groups having 6 to 30 carbon atoms; The C6 - C30 aryl group is selected from phenyl, naphthyl, biphenyl.

17. The organic electroluminescent material according to claim 11, wherein L 1 -L 3 Each is independently selected from a single bond, phenylene, naphthylene, terphenylidene, biphenylidene.

18. The organic electroluminescent material according to claim 11, wherein L 1 selected from a single bond, L 2 selected from phenylene, naphthylene, terphenylenyl, biphenylenyl, L 3 is a single bond.

19. The organic electroluminescent material according to claim 1, characterized in that, In the first host material, the compound represented by formula (I) has any one of the following structures:

20. Use of the organic electroluminescent material according to any one of claims 1-19 in the preparation of an optical device.

21. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes an anode and a cathode, and an organic layer disposed between the anode and the cathode, and the organic layer includes the organic electroluminescent material according to any one of claims 1-19.

22. The organic electroluminescent device according to claim 21, wherein, The light-emitting layer in the organic layer includes the organic electroluminescent material according to any one of claims 1-19.

23. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes the organic electroluminescent device according to claim 22.

Images