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 electricity to an organic electroluminescent material, and generally includes an anode, a cathode, and an organic layer formed between the 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-emitting 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-emitting 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 an 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. An organic light-emitting compound emits light by moving energy to an excited state and by 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, the problems of high driving voltage and short lifespan of organic electroluminescent diodes are serious, which severely limits the application of organic electroluminescent diodes. Summary of the Invention

[0004] The object of the present invention is to overcome the defects of high driving voltage and short lifespan of organic electroluminescent diodes caused by reasons such as 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] Definition of substituent terms in the present invention:

[0006] As used in the present invention, the term "halogen" may include fluorine, chlorine, bromine, or iodine.

[0007] 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 its examples include but are not limited to methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl.

[0008] As used in the present invention, the term "C3-C30 cycloalkyl" refers to a monocyclic hydrocarbon or polycyclic hydrocarbon derived from a cyclic hydrocarbon having 1 to 30 ring backbone carbon atoms, and the cycloalkane may include cyclopropyl, cyclobutyl, adamantyl, etc.

[0009] 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 contain 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.

[0010] 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, pyridinylene, 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.

[0011] 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.

[0012] As used in the present invention, unless otherwise specified, a hydrogen atom includes protium, deuterium and tritium.

[0013] 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 represents that the number of carbon atoms of the aryl can be any integer within the range of 6-60, such as 6, 8, 10, 13, 15, 17, 20, 22, 25, or 30, etc.

[0014] The solution adopted in the present invention is as follows:

[0015] 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):

[0016]

[0017] Wherein, X is selected from O, S, Se, NAr, CR 6 R 7 ;

[0018] R 1 is —L 1 Ar 1 R 2 is —L 2 Ar 2 R 3 is —L 3 Ar 3 ;

[0019] 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,

[0020] R6 and R7 are each independently selected from a hydrogen atom, substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl,

[0021] L 1 -L 3 are each independently selected from a linking bond, substituted or unsubstituted C6-C30 arylene, substituted or unsubstituted C3-C30 heteroarylene;

[0022] Ar 1 -Ar 3 are each independently selected from hydrogen, deuterium, protium, tritium, halogen, cyano, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, wherein Ar 1 -Ar 3At least one of them has the structure represented by formula (II).

[0023]

[0024] R 4 is —L 4 Ar 4 R 5 is —L 5 Ar 5 ,

[0025] wherein, L 4 —L 5 are each independently selected from a linking bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C3-C30 heteroarylene group;

[0026] Ar 4 —Ar 5 are each independently selected from a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C60 heteroaryl group;

[0027] The second host material comprises a compound represented by formula (2):

[0028]

[0029] wherein, X 1 —X 10 are each independently selected from N or CR, and R is selected from hydrogen or deuterium;

[0030] L is selected from a linking bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C3-C30 heteroarylene group;

[0031] Ar 8 Ar 9 are each independently selected from a substituted or unsubstituted C6-C30 aryl group, and a substituted or unsubstituted C3-C30 heteroaryl group;

[0032] The substituents in the substituted C1-C30 alkyl group, the substituted C3-C30 cycloalkyl group, the substituted C5-C60 aryl group, the substituted C3-C60 heteroaryl group, the substituted C1-C20 alkyl group, the substituted C6-C30 aryl group, the substituted C3-C30 heteroaryl group, the substituted C6-C60 arylamino group, the substituted C3-C60 heteroarylamino group, the substituted C6-C60 aryl group, the substituted C3-C60 heteroaryl group, the substituted C6-C30 arylene group, the substituted C3-C30 heteroarylene group, and the substituted C6-C30 aryl 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.

[0033] In the present invention represents a linking bond.

[0034] The linking bond in the present invention may be a single bond.

[0035]

[0036] It can be understood that in the present invention, R 1 can be substituted on ring B, can also be substituted on ring C, R 2 can be substituted on ring D, R 3 can be substituted on ring E.

[0037] Preferably, in the second host material, L is a linking bond; Ar 8 , Ar 9 each independently selected from the following substituted or unsubstituted groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, fluorenyl, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, diphenylfluorenyl, benzo - dimethylfluorenyl, benzo - diphenylfluorenyl, benzo - spirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, phenylcarbazolyl, dipyridyl, pyrimidinyl, triazinyl.

[0038] Preferably, in the second host material, X 1 -X 10 in which X 2 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium;

[0039] or, X 1 -X 10 in which X 3 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium;

[0040] or, X 1 -X 10 in which X 5 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium;

[0041] or, X 1 -X 10 in which X 7 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium.

[0042] Preferably, in the second host material, the compound represented by formula (2) has any of the following structures:

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049] Preferably, in the first host material, L 1 -L 3 is a linking bond, a C6-C30 arylene group, and one of Ar 1 -Ar 3 is a structure represented by formula (II), and the remaining two are selected from hydrogen and C6-C30 aryl groups;

[0050] Optionally, L 1 -L 3 is selected from a linking bond, a C6-C30 arylene group, and two of Ar 1 -Ar 3 are structures represented by formula (II), and the remaining one is selected from hydrogen and C6-C30 aryl groups.

[0051] Preferably, in the first host material, Ar is selected from C6-C30 aryl groups and C3-C30 heteroaryl groups;

[0052] Preferably, Ar is selected from phenyl, naphthyl, biphenyl, terphenyl, triphenylene, anthryl, dibenzofuranyl, dibenzothiophenyl;

[0053] R 6 and R 7 are each independently selected from C1-C5 alkyl groups and C6-C30 aryl groups;

[0054] L 4 -L 5 are each independently selected from a linking bond and a C6-C30 arylene group;

[0055] Optionally, L 4 -L 5 are each independently selected from a linking bond, a phenylene group, and a naphthylene group. Further optionally, L 4 -L 5 are each independently selected from a linking bond;

[0056] Ar 4 -Ar 5 are each independently selected from C6-C30 aryl groups and C3-C30 heteroaryl groups;

[0057] Optionally, Ar 4 -Ar 5Each independently selected from substituted or unsubstituted groups as follows: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, group, dibenzofuranyl, benzonaphthofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzodiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

[0058] Preferably, Ar 4 and Ar 5 each independently selected from the structures shown in the following formula (III) and formula (IV):

[0059]

[0060] 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 to each other are fused to form ring A, and the ring A is selected from C6-C30 aryl;

[0061] Preferably, the ring A is selected from substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthryl;

[0062] When there are multiple R T1 -R T6 , R T1 -R T6 are each independent of each other and may be the same or different;

[0063] Y is selected from O, S, NAr, CR 6 R 7 ;

[0064] wherein the definitions of Ar, R 6 , and R 7 are as defined above.

[0065]

[0066] It can be understood that in the present invention, the La bond can be substituted on ring F or on ring H, and R T6 can be substituted on ring F or on ring H.

[0067] 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:

[0068]

[0069]

[0070] wherein R 1 -R 7 、L 1 -L 3 、Ar are as defined above.

[0071] Preferably, R 1 -R 3 are each independently selected from hydrogen; R 6 、R 7 are each independently selected from C1-C5 alkyl, 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 linking bond, C6-C30 arylene;

[0072] Optionally, L 4 -L 5 are each independently selected from a linking bond, phenylene, naphthylene, and further optionally, L 4 -L 5 are each independently selected from a linking bond;

[0073] Ar 4 -Ar 5 are each independently selected from C6-C30 aryl, C3-C30 heteroaryl;

[0074] Optionally, Ar 4 -Ar 5 are each independently selected from the following substituted or unsubstituted groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, anthracenyl, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzyldiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

[0075] Preferably, L 1 -L 3Each is independently selected from a linking bond, an arylene group having 6 to 30 carbon atoms. Preferably, L 1 -L 3 Each is independently selected from a linking bond, a phenylene group, a naphthylene group, a terphenylenyl group, a biphenylylene group; Further optionally, L 1 is selected from a linking bond, L 2 is selected from a phenylene group, a naphthylene group, a terphenylenyl group, a biphenylylene group, L 3 is a linking bond;

[0076] Ar is selected from aryl groups having 6 to 30 carbon atoms;

[0077] The aryl group having 6 to 30 carbon atoms is selected from a phenyl group, a naphthyl group, a biphenyl group.

[0078] Preferably, in the first host material, the compound represented by formula (I) has any of the following structures:

[0079]

[0080]

[0081]

[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] 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;

[0117] 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;

[0118] 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;

[0119] Further 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.

[0120] The present invention also provides an application of the organic electroluminescent material in the preparation of an optical device.

[0121] 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.

[0122] 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.

[0123] 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;

[0124] Preferably, the material of the light emitting layer includes a host material and a guest material, and the host material includes the multi-host material as described above.

[0125] Preferably, the guest material includes a phosphorescent dopant, and the phosphorescent dopant includes a complex containing a transition metal.

[0126] The present invention also provides an organic electroluminescent device, which includes the above-mentioned organic electroluminescent device.

[0127] Advantages of the present invention:

[0128] For the organic electroluminescent material of the present invention, the first host material includes the compound represented by the formula (I), and the second host material includes the compound represented by the formula (2). The cooperation of the compound represented by the formula (I) and the compound represented by the formula (2) is beneficial to the matching of the HOMO and LUMO energy levels with the adjacent energy levels, so that the organic electroluminescent compound has higher stability and more balanced carrier mobilities. Furthermore, the organic electroluminescent device containing this material has more excellent lifespan, as well as lower driving voltage and higher efficiency. Description of the Drawings

[0129] 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 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.

[0130] Figure 1 It is the structural diagram of the organic electroluminescent device in the device embodiment of the present invention;

[0131] 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. Specific Embodiments

[0132] The following embodiments are provided to better further understand the present invention. They are not limited to the best - mode embodiments, and do not limit 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.

[0133] 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 reagents or instruments whose manufacturers are not indicated, they are all conventional reagent products that can be obtained through commercial purchase.

[0134] Example 1

[0135] This example provides a preparation method of a compound with an N - 4 structure in an organic electroluminescent material, including the following steps:

[0136]

[0137] 1.1 Synthesis of Intermediate N - 4B’

[0138] Under nitrogen purge, add 20 g (1.0 eq) of 4a, 9.87 g (1.0 eq) of 4b, 1.7 g (2% eq) of Pd(PPh3)4, 8.37 g (2.0 eq) of NaHCO3, 180 mL of tetrahydrofuran (4a:tetrahydrofuran = 1 g:9 mL), and 60 mL of ultrapure water (4a:ultrapure water = 1 g:3 mL) into a 500 - mL three - necked flask equipped with a magnetic stirrer. React completely at 65 °C for 2 h. Purify by column chromatography to obtain 10 g of the product.

[0139] 1.2 Synthesis of Intermediate N-4B Add 10 g (1.0 eq) of Intermediate N-4B', 20.5 g (6.0 eq) of anhydrous FeCl3, and 100 mL of anhydrous dichloromethane (Intermediate 1:dichloromethane = 1 g:10 mL) to a 250 mL three-necked flask equipped with a magnetic stirrer. React completely at -10 °C for 1 h. Purify by column chromatography to obtain 7 g of the product.

[0140] 1.3 Synthesis of Compound N-4

[0141] Under nitrogen purge, add 7 g (1.0 eq) of N-4B, 4.0 g (1.1 eq) of N-4A, 0.27 g (2% eq) of Pd2(dba)3, 2.85 g (2.0 eq) of t-BuONa, and 70 mL of anhydrous toluene (N-4B:anhydrous toluene = 1 g:10 mL) to a 250 mL three-necked flask equipped with a magnetic stirrer. React completely at 100 °C for 2 h. Purify by column chromatography to obtain 5 g of the product.

[0142] Elemental analysis: C 48 H 32 Theoretical values for N2: C, 90.54; H, 5.07; N, 4.40; Measured values: C, 90.53; H, 5.08; N, 4.41; HRMS(ESI) m / z(M+): Theoretical value: 636.26; Measured value: 637.55.

[0143] Example 2

[0144] This example provides a preparation method for a compound with an N-5 structure in an organic electroluminescent material, including the following steps:

[0145]

[0146] Synthesis of Compound N-5

[0147] Under nitrogen purge, add 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 (Intermediate 2:anhydrous toluene = 1 g:10 mL) to a 250 mL three-necked flask equipped with a magnetic stirrer. React completely at 100 °C for 2 h. Purify by column chromatography to obtain 5 g of the product.

[0148] 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.

[0149] Example 3

[0150] This example provides a preparation method of a compound with an N-14 structure in an organic electroluminescent material, including the following steps:

[0151]

[0152] Synthesis of Compound N-14

[0153] Under nitrogen purge, add 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 (intermediate 2:anhydrous toluene = 1 g:10 mL) into a 250 mL three-necked flask equipped with a magnetic stirrer. React completely at 100 °C for 2 h. Purify by column chromatography to obtain 5 g of the product.

[0154] 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.

[0155] Examples 4-15

[0156] The preparations of Examples 4-15 are similar to that of Example 1. Specifically, the raw materials used and the products obtained in Examples 4-15 are shown in the following table:

[0157]

[0158]

[0159]

[0160] The product characterization data are as follows:

[0161]

[0162]

[0163] Example 16

[0164] This example provides a preparation method of a compound with an N-423 structure in an organic electroluminescent material, including the following steps:

[0165]

[0166] Synthesis of Intermediate N-423B’

[0167] 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 air with nitrogen three times, and react at 85 °C under nitrogen protection. 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.

[0168] Synthesis of Intermediate N-423B

[0169] 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-423.

[0170]

[0171] Synthesis of Compound N-423

[0172] 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 product N-423.

[0173] Elemental Analysis: C 42 H 27NO; 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.

[0174] Example 17

[0175] This example provides a preparation method of a compound with N-425 structure in an organic electroluminescent material, including the following steps:

[0176]

[0177] Synthesis of Compound N-425

[0178] 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 to 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, spin dry, slurry with ethanol, and then desolvate and crystallize with toluene to obtain 16 g of crude N-425.

[0179] 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.

[0180] Examples 18 - 35

[0181] The preparations of Examples 18 - 35 are similar to that of Example 1. Specifically, the raw materials used and the products obtained in Examples 18 - 35 are shown in the following table:

[0182]

[0183]

[0184]

[0185]

[0186] The product characterization data are shown as follows:

[0187]

[0188]

[0189] Example 36

[0190] This example provides a method for preparing a compound with an N-912 structure in an organic electroluminescent material, comprising the following steps:

[0191]

[0192] A mixture of 35.2 g (100 mmol) of 2,7-dibromo-9,9-dimethyl-9H-fluorene, 21.8 g (110 mmol) of 2-biphenylylboronic 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 give the product as a white solid (26.8 g, 63.0 mmol, 63%).

[0193] 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), and 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 on a silica gel-packed column (hexane-dichloromethane) to give a white solid (the final structure as shown above) (10.7 g, 25.3 mmol, 40%).

[0194]

[0195] 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, it was then 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 (hexane-dichloromethane) to give 26.3 g (yield 43%) of the product as a white solid.

[0196] A mixture of 10 g (15.6 mmol) of N-(biphenyl-4-yl)-N-(4-bromophenyl)-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 pale yellow product (yield 82%).

[0197]

[0198] 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 2 M Na2CO3, 100 ml of EtOH and 200 ml of toluene was degassed and placed under nitrogen, and then heated at 100 °C for 8 hours. 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 (yield 55%) of the product as a yellow solid.

[0199] Elemental analysis: C 70 H 47 Theoretical values: C, 93.20; H, 5.25; N, 1.55; Found: C, 93.16; H, 5.27; N, 1.57; HRMS (ESI) m / z (M+): Theoretical value: 901.37; Found: 902.21.

[0200] Example 37

[0201] This example provides a method for preparing a compound having an N-895 structure in an organic electroluminescent material, comprising the following steps:

[0202]

[0203] 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 completion of the reaction, 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 give 5.8 g (yield 60%) of the product as a yellow solid.

[0204] Elemental analysis: C 64 H 43 Theoretical values for C, H, N: C, 93.06; H, 5.25; N, 1.70; Found: C, 93.02; H, 5.25; N, 1.73; HRMS (ESI) m / z (M+): Theoretical value: 825.34; Found: 826.19.

[0205] Examples 38 - 41

[0206] The preparation of Examples 38 - 41 was similar to that of Example 1. Specifically, the starting materials used and the products obtained in Examples 38 - 41 are shown in the following table:

[0207]

[0208]

[0209]

[0210] The product characterization data are as follows:

[0211]

[0212] Example 42

[0213] This example provides a method for preparing a compound having the M-17 structure in an organic electroluminescent material, comprising the following steps:

[0214]

[0215] Synthesis of M-17: Take a 50 mL two-necked round-bottom flask, place a magnetic stir bar in it and connect a reflux condenser above. After drying, fill it with nitrogen. Add compound M17-A (14.1 mmol, CAS: 890042-11-2), 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%).

[0216] Elemental analysis: C 35 H 21 For C, H, N3O theoretical values: C, 84.15; H, 4.24; N, 8.41; O, 3.20; found values: C, 84.16; H, 4.25; N, 8.39; HRMS(ESI) m / z (M+): theoretical value: 499.17; found value: 500.47.

[0217] Example 43

[0218] This example provides a method for preparing a compound with the M-170 structure in an organic electroluminescent material, which includes the following steps:

[0219]

[0220] Synthesis of M-170: Take a 50 mL two-necked round-bottom flask, place a magnetic stir bar in it and connect a reflux condenser above. After drying, fill it with nitrogen. Add compound M170-A (14.1 mmol, CAS: 890042-11-2), M170-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-170 (5.8 g, yield: 75%).

[0221] Elemental analysis: C 35 H 23 For C, H, N3 theoretical values: C, 86.57; H, 4.77; N, 8.65; found values: C, 86.59; H, 4.77; N, 8.64; HRMS(ESI) m / z (M+): theoretical value: 485.18; found value: 486.11.

[0222] Example 44

[0223] This embodiment provides a method for preparing a compound with an M-321 structure in an organic electroluminescent material, comprising the following steps:

[0224]

[0225] Synthesis of intermediate M321-A

[0226] Add intermediate M321-1 (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 dropwise add triisopropyl borate (19.52 g) while controlling the temperature at -78 °C. 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 and 25 mL of water to the reaction solution for extraction and liquid separation. Rotate and dry the organic phase, add 50 mL of n-hexane, reflux and slurry for 1 h, filter at room temperature, and dry to obtain 15 g of intermediate M321-2.

[0227] Add intermediate M321-2 (15 g), intermediate 3-bromopyridine-4-carbaldehyde (11.2 g), potassium carbonate (16.6 g), and tetrakis(triphenylphosphine)palladium (2.0 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirrer. Add toluene (80 mL), ethanol (35 mL), and water (35 mL). Under nitrogen protection, heat the temperature to 85 °C and react for 6 h. Add 50 mL of ethyl acetate and 25 mL of water to the reaction solution for extraction and liquid separation. Stir and sample the organic phase and pass it through a column to obtain 15.2 g of intermediate M321-3.

[0228] Add intermediate M321-3 (15.2 g) and (methoxymethyl)triphenylphosphonium chloride (23.5 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirrer. Add 75 mL of anhydrous tetrahydrofuran. Under nitrogen protection, control the temperature to -5 °C, and dropwise 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 and 25 mL of water to the reaction solution for extraction and liquid separation. Stir and sample the organic phase and pass it through a column to obtain 14 g of intermediate M321-4.

[0229] Add intermediate M321-4 (14 g) and 70 mL of hexafluoroisopropanol to a 250 mL three-necked flask equipped with a thermometer and magnetic stirrer. Under nitrogen protection, control the temperature to 0 °C, and dropwise add trifluoromethanesulfonic acid (11 mL). After the addition, react for 1 h. Add 30 mL of dichloromethane and 25 mL of water to the reaction solution for extraction and liquid separation. Stir and sample the organic phase and pass it through a column to obtain 5 g of intermediate M321-5.

[0230] Add intermediate 6 (5 g), bis(pinacolato)diboron (5 g), potassium acetate (4 g) and Pd(dppf)Cl2 (0.25 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add 1,4-dioxane (60 mL). Under nitrogen protection, heat to 110 °C and react for 4 h. Add 60 mL of ethyl acetate to the reaction solution, extract with 100 mL of water and separate the layers. Stir the organic phase and purify by column chromatography to obtain 5 g of intermediate M321-A.

[0231]

[0232] Synthesis of Compound M-321

[0233] Add intermediate M321-A (5 g), intermediate M337-B (4.5 g), potassium carbonate (4.5 g) and tetrakis(triphenylphosphine)palladium (0.54 g) to a 250 mL three-necked flask equipped with a thermometer and magnetic stirring. Add toluene (50 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 5 g of product M-321 (yield 50%).

[0234] Elemental analysis: C 40 H 24 Theoretical values for C, H, N4S: C, 81.06; H, 4.08; N, 9.45; S, 5.415; Measured values: C, 81.04; H, 4.10; N, 9.46; S, 5.42; HRMS(ESI) m / z (M+): Theoretical value: 592.71; Measured value: 593.00.

[0235] Examples 45 - 49

[0236] The preparation of Examples 45 - 49 is similar to that of Example 42. Specifically, the raw materials used and the products obtained in Examples 45 - 49 are as shown in the following table:

[0237]

[0238]

[0239] The product characterization data is as follows:

[0240]

[0241]

[0242] Device Example

[0243] This example provides an organic electroluminescent device, as Figure 1As shown in the figure, it includes 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).

[0244] The materials for manufacturing the organic electroluminescent device are as follows:

[0245]

[0246] The preparation of the above-mentioned organic electroluminescent device includes the following steps:

[0247] 1) Substrate cleaning:

[0248] 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 solvent ≤ 10 wt%, triethanolamine ≤ 1 wt%), then rinsed in deionized water, ultrasonically degreased in a mixed solvent of acetone and ethanol (the 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.

[0249] 2) Organic layer preparation:

[0250] Transfer the ITO transparent substrate to an evaporation device and evacuate to 1×10 -6 to 2×10 -4 Pa, and sequentially evaporate 10 nm of hole injection layer (HIL) / 80 nm of hole transport layer (HTL) / 38 nm of light-emitting layer (EML) / 30 nm of electron transport layer (ETL) / 1 nm of electron injection layer (EIL) / 80 nm thick cathode (Al) on the anode film.

[0251] Among them:

[0252] 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;

[0253] The material of the hole transport layer (HTL) is HT;

[0254] The material of the light-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;

[0255]

[0256] The materials of the electron transport layer (ETL) are shown in Table 1;

[0257] The material of the electron injection layer (EIL) is LiQ;

[0258] The cathode is aluminum;

[0259] Some layers of the organic electroluminescent device, their materials and thicknesses are shown in Table 1.

[0260] Table 1

[0261]

[0262]

[0263]

[0264] Test examples

[0265] The organic electroluminescent devices obtained from Device Examples 1-14 and Comparative Examples 1-10 in the device examples were tested.

[0266] Instrument: The characteristics such as current, voltage, brightness, and emission spectrum of the device were synchronously tested using a PR650 spectral scanning luminance meter and a Keithley K2400 digital source meter system;

[0267] Test conditions: The test conditions for optoelectronic properties: The current density was 10 mA / cm2.

[0268] Lifetime test: The current density was 50 mA / cm2, and the time (in hours) was recorded when the device brightness decreased to 95% of the original brightness.

[0269] The test results of the device performance are shown in Table 2:

[0270] Table 2

[0271]

[0272]

[0273] Obviously, the above examples are only for illustration purposes and are not intended to limit the implementation. For those of ordinary skill in the art, other different forms of changes or modifications can be made based on the above description. It is not necessary and impossible to list all the implementation manners here. And the obvious changes or modifications 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): Among them, X is selected from O, S, Se, NAr, CR 6 R 7 ; 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, C6-C30 aryl; R6 and R7 are each independently selected from a hydrogen atom, an alkyl group having 1 to 5 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 formula (II), and the others are hydrogen, deuterium, or 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 comprises a compound represented by formula (2): Wherein, X 1 -X 10 are each independently selected from N or CR, and R is selected from hydrogen or deuterium; L is selected from a linking bond; Ar 8 ,Ar 9 each independently selected from substituted or unsubstituted C6-C30 aryl, C3-C30 heteroaryl; The described Ar 4 、Ar 5 、Ar 8 、Ar 9 The substituents in the substituted C6-C30 aryl and substituted C3-C30 heteroaryl involved therein are selected from one or a combination of two of deuterium, C1-C6 alkyl, C6-C30 aryl, and C3-C30 heteroaryl; In the organic electroluminescent material, 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, characterized in that, Ar 8 and Ar 9 each independently selected from the following groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, fluorenyl, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzyl diphenylfluorenyl, benzospirobifluorenyl, dibenzofuranyl, dibenzothiophenyl, carbazolyl, phenylcarbazolyl, dipyridyl, pyrimidinyl, triazinyl.

3. The organic electroluminescent material according to claim 1, wherein In the second host material, X 1 -X 10 X in 2 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium; or, X 1 -X 10 wherein X 3 is selected from N, and each of the others is independently selected from CR, and R is selected from hydrogen or deuterium; Or, X 1 -X 10 wherein X 5 is selected from N, and the others are each independently selected from CR, where R is selected from hydrogen or deuterium; Or, X 1 -X 10 wherein X 7 is selected from N, and the others are each independently selected from CR, and R is selected from hydrogen or deuterium.

4. The organic electroluminescent material according to claim 3, wherein 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, wherein In the first main material, L 1 -L 3 is a linking key, an arylene group having 6 to 30 carbon atoms; Ar 1 -Ar 3 One of them is the structure shown in 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 linking bond, an arylene group having 6 to 30 carbon atoms, Ar 1 -Ar 3 Two of them are the structures represented by formula (II), and the remaining one is selected from hydrogen.

7. The organic electroluminescent material according to claim 5, characterized in that, In the first host material, Ar is selected from C6-C30 aryl, C3-C30 heteroaryl; Ar 4 -Ar 5 Each independently selected from C6-C30 aryl, C3-C30 heteroaryl; R 6 ,R 7 each independently selected from C1-C5 alkyl groups.

8. The organic electroluminescent material according to claim 1, wherein Ar is selected from phenyl, naphthyl, biphenyl, terphenyl, triphenylene, yl, dibenzofuranyl, dibenzothiophenyl.

9. The organic electroluminescent material according to claim 1, wherein L 4 -L 5 Each is independently selected from a linking group, a phenylene group, and a naphthylene group.

10. The organic electroluminescent material according to claim 1, wherein L 4 -L 5 Each is independently selected from linking keys.

11. 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, benzylbiphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

12. 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) and 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 Ar, R 6 , R 7 are as defined in claim 1.

13. 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 1-17: wherein R 1 -R 7 、L 1 -L 3 、Ar are as defined in claim 1.

14. The organic electroluminescent material according to claim 13, wherein R 1 -R 3 Each independently selected from hydrogen; R 6 、R 7 Each independently selected from C1-C5 alkyl; R 4 is —L 4 Ar 4 ,R 5 is —L 5 Ar 5 ,L 4 -L 5 Each independently selected from a linking bond, C6-C30 arylene; Ar 4 -Ar 5 Each is independently selected from C6-C30 aryl and C3-C30 heteroaryl.

15. The organic electroluminescent material according to claim 13, wherein R 6 、R 7 Each independently selected from methyl, ethyl.

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

17. The organic electroluminescent material according to claim 13, wherein L 4 -L 5 Each is independently selected from linking keys.

18. The organic electroluminescent material according to claim 13, characterized in that, Ar 4 -Ar 5 Each independently selected from the following groups: phenyl, naphthyl, biphenyl, terphenyl, phenanthryl, triphenylene, group, dibenzofuranyl, dibenzothiophenyl, dibenzoselenophenyl, triphenylene, dimethylfluorenyl, spirobifluorenyl, fluoranthenyl, carbazolyl, phenylcarbazolyl, diphenylfluorenyl, benzyldimethylfluorenyl, benzyl diphenylfluorenyl, benzospirobifluorenyl, pyridyl, pyrimidinyl, triazinyl.

19. The organic electroluminescent material according to claim 13, wherein L 1 -L 3 Each independently selected from a linking group, a C6-C30 arylene group, Ar is selected from C6-C30 aryl; The C6-C30 aryl is selected from phenyl, naphthyl, biphenyl.

20. The organic electroluminescent material according to claim 14, wherein L 1 -L 3 Each is independently selected from a linking group, a phenylene group, a naphthylene group, a terphenyl group, and a biphenylene group.

21. The organic electroluminescent material according to claim 14, wherein L 1 selected from linking keys, L 2 selected from phenylene, naphthylene, terphenylenylene, biphenylenylene, L 3 is a linking key.

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

23. Use of the organic electroluminescent material according to any one of claims 1-22 in the preparation of an optical device.

24. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises an anode and a cathode, and an organic layer disposed between the anode and the cathode, and the organic layer comprises the organic electroluminescent material according to any one of claims 1-22.

25. The organic electroluminescent device according to claim 24, characterized in that, The light-emitting layer in the organic layer comprises the organic electroluminescent material according to any one of claims 1-22.

26. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises the organic electroluminescent device according to claim 24.

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