Host material, double-host organic electroluminescent material containing host material and organic electroluminescent device

Abstract

The invention belongs to the field of organic electroluminescent materials, and provides a host material, a double-host organic electroluminescent material containing the host material and an organic electroluminescent device. The double-host organic electroluminescent material comprises a first host material and a second host material, the mass ratio of the first host material to the second host material is 1: 99-99: 1, and the specific structure is shown in the specification. The dual-host organic electroluminescent material provided by the invention is applied to a specific luminescent device, and has the advantages of low driving voltage, high luminous efficiency and long service life.

Description

Technical Field

[0001] The invention belongs to the field of organic electroluminescent materials, and in particular relates to a host material, a dual-host organic electroluminescent material containing the host material, and an organic electroluminescent device. Background Art

[0002] Organic Light Emission Device (OLED) can be used to manufacture new display products and new lighting products. It is slowly replacing the existing liquid crystal display and fluorescent lighting, and has a very broad market application prospect. The structure of OLED is like a sandwich, which includes electrode material film layers and organic functional materials sandwiched between different electrode film layers. These functional materials are superimposed on each other to form OLED according to different uses.

[0003] At present, OLED display technology has been applied in smart phones, tablet computers and other fields. The next goal is to continue to expand to large-size application areas such as TVs. However, compared with actual product application requirements, OLED's luminous efficiency and service life and other performance still need to be further improved.

[0004] Improving the efficiency of OLEDs is achieved through host-guest doping in the light-emitting layer. This is because the radiative transition of triplet excitons of most organic molecules is forbidden and contributes little to electroluminescence. By doping with organic metal complexes such as platinum, iridium, and osmium, the triplet excitons of organic molecules can be transferred to the triplet state of the metal complex, thereby greatly improving the efficiency of organic light-emitting devices. However, triplet excitons will produce triplet-triplet annihilation (TTA) during the transfer process, resulting in energy loss, causing the efficiency of organic light-emitting devices to roll off.

[0005] At present, the poor performance of organic electroluminescent devices is still a technical problem that needs to be urgently solved during their use, such as excessively high driving voltage, low luminous efficiency or short life, all of which affect the application areas of organic electroluminescent devices.

[0006] Therefore, how to develop a dual-host organic electroluminescent material and an organic electroluminescent device with a long life and low driving voltage is a technical problem that those skilled in the art need to solve urgently. Summary of the invention

[0007] In view of this, the present invention provides a host material, a dual-host organic electroluminescent material containing the host material, and an organic electroluminescent device. The dual-host organic electroluminescent material described in the present invention is applied to a specific light-emitting device, which has low driving voltage, high luminous efficiency and long service life.

[0008] It should be noted that the dual-host structure organic electroluminescent device provided by the present invention can disperse triplet excitons on two hosts by using the dual-host material, thereby reducing triplet-triplet annihilation (TTA). When the two are used as the hosts of the light-emitting layer, the driving voltage of the organic electroluminescent device can be reduced while improving the efficiency and life of the device.

[0009] In order to achieve the above object, the present invention adopts the following technical solution:

[0010] The first technical purpose of the present invention is to provide a main material, wherein the main material has a structure shown in general formula 1-1, 1-2:

[0011]

[0012] in:

[0013] R1, R2, and R3 are each independently selected from substituted or unsubstituted C6-C42 aryl, substituted or unsubstituted C6-C30 heteroaryl, and substituted or unsubstituted C6-C18 deuterated aryl, wherein the heteroatom is selected from oxygen, nitrogen, or sulfur;

[0014] L1 is selected from C6-C24 substituted or unsubstituted aryl groups.

[0015] Further,

[0016] L1 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl;

[0017] R1, R2, and R3 are each independently selected from the following structures and any combination thereof:

[0018]

[0019] In the technical solution of the present invention, the main material specifically has the following structure, but is not limited to the following structure:

[0020]

[0021]

[0022]

[0023]

[0024]

[0025]

[0026]

[0027]

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038]

[0039] The second technical purpose of the present invention is to provide a dual-host organic electroluminescent material, wherein the dual-host organic electroluminescent material comprises a first host material and a second host material, and the mass ratio of the first host material to the second host material is 1:99-99:1; the first host material is the host material as described above, having the structure shown in general formulas 1-1 and 1-2; the second host material has the structure shown in general formula 2:

[0040]

[0041] in:

[0042] D1 and D2 are each independently selected from substituted or unsubstituted C6-C42 aryl, substituted or unsubstituted C6-C30 heteroaryl, substituted or unsubstituted C6-C18 deuterated aryl, wherein the heteroatom is selected from oxygen, nitrogen or sulfur;

[0043] D3 is selected from substituted or unsubstituted (C6-C36)aryl, substituted or unsubstituted (C6-C36)deuterated aryl, substituted or unsubstituted (C3-C30)heteroaryl, wherein the heteroatom is selected from oxygen, nitrogen or sulfur;

[0044] L2 and L3 are selected from a connecting bond, a (C6-C18) substituted or unsubstituted aryl group.

[0045] Further,

[0046] D1 and D2 are each independently selected from (C6-C18) substituted or unsubstituted aryl groups.

[0047] Furthermore,

[0048] D1 is selected from substituted or unsubstituted phenyl, biphenyl, terphenyl;

[0049] D2 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl, triphenylene;

[0050] D3 is selected from substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (C3-C30)heteroaryl;

[0051] L2 is a connecting bond, and L3 is a connecting bond or a phenyl group or a naphthyl group.

[0052] In the above technical scheme, the "substituted or unsubstituted" means that the group may not be substituted, or may be substituted by one or more substituents, and the "substituted" means that the hydrogen atom bonded to the carbon atom of the compound is changed into another substituent, and the position of the substitution is not limited, as long as the position is the position where the hydrogen atom is substituted, that is, the position where the substituent can be substituted, and when two or more substituents are substituted, the two or more substituents may be the same as or different from each other.

[0053] Optionally, the heteroaryl group includes monocyclic aromatic groups and polycyclic aromatic ring systems having at least one heteroatom, including but not limited to O, S, and N.

[0054] Furthermore, the substituted groups in the “substituted or unsubstituted” are selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C20 cycloalkyl, 3-membered to 20-membered heterocycloalkyl, and the heteroatoms are selected from oxygen, nitrogen, and sulfur; the substituted groups in the “substituted or unsubstituted” mentioned above include but are not limited to the following structures:

[0055]

[0056] In the technical solution of the present invention, the second host material is selected from any one of the following compounds:

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067]

[0068]

[0069]

[0070]

[0071]

[0072]

[0073]

[0074]

[0075]

[0076] The third technical purpose of the present invention is to provide a method for preparing the above dual-host organic electroluminescent material.

[0077] The preparation method of the general formula 1-1 specifically comprises the following steps:

[0078] (1) Under nitrogen protection, reactant 1 (1 eq), reactant 2 (1-1.2 eq), and potassium carbonate (2-3 eq) were weighed and placed in a reaction system, THF, water, and catalyst tetrakis(triphenylphosphine)palladium (0.02-0.03 eq) were added, and the mixture was refluxed at 70° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-1;

[0079] (2) Under nitrogen protection, weigh R-1 (1 eq), add dichloromethane and FeCl3 (5 eq), stir and react for 0.5 h, then add methanol to separate the organic layer, spin dry, and column chromatography to obtain compound R-2;

[0080] (3) Under nitrogen protection, compound R-2 (1 eq), reactant 3 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone) palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-3;

[0081] (4) Under nitrogen protection, compound R-3 (1 eq), reactant 4 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone)palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-4;

[0082] (5) Under nitrogen protection, compound R-4 (1 eq), reactant 5 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone) palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain general formula 1-1;

[0083] The specific synthetic route is as follows:

[0084]

[0085]

[0086] Furthermore, the preparation method of the general formula 1-2 specifically comprises the following steps:

[0087] (1) Under nitrogen protection, reactant 1 (1 eq), reactant 2 (1-1.2 eq), and potassium carbonate (2-3 eq) were weighed and placed in a reaction system, THF, water, and catalyst tetrakis(triphenylphosphine)palladium (0.02-0.03 eq) were added, and the mixture was refluxed at 70° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-1;

[0088] (2) Under nitrogen protection, weigh R-1 (1 eq), add dichloromethane and FeCl3 (5 eq), stir and react for 0.5 h, then add methanol to separate the organic layer, spin dry, and column chromatography to obtain compound R-2;

[0089] (3) Under nitrogen protection, compound R-2 (1 eq), reactant 3 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone) palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-3;

[0090] (4) Under nitrogen protection, compound R-3 (1 eq), reactant 4 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone)palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R-4;

[0091] (5) Under nitrogen protection, compound R-4 (1 eq), reactant 5 (1-1.2 eq), sodium tert-butoxide (2-3 eq) were weighed and placed in a reaction system, toluene, catalyst tris(dibenzylideneacetone) palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq) were added, refluxed at 90-120° C. for 24 h under nitrogen protection, then cooled to 25° C., purified water was added, stirred for 30 min, and then allowed to stand for stratification, separated, and subjected to column chromatography to obtain general formula 1-2;

[0092] The specific synthetic route is as follows:

[0093]

[0094]

[0095] Furthermore, the preparation method of the general formula 2 specifically comprises the following steps:

[0096] (1) Under nitrogen protection, reactant 1 (1 eq), reactant 2 (1-1.2 eq), and potassium carbonate (3-4 eq) were weighed and placed in a reaction system, and toluene, ethanol, water, and catalyst tetrakis(triphenylphosphine)palladium (0.05-0.08 eq) were added. The mixture was refluxed at 90° C. for 24 h under nitrogen protection, then cooled to 25° C., filtered, and subjected to solid column chromatography to obtain compound H-1;

[0097] (2) Under nitrogen protection, weigh H-1 (1 eq), reactant 2-1 (1-1.2 eq), and potassium carbonate (3-4 eq) into the reaction system, add toluene, ethanol, water, and catalyst tetrakis(triphenylphosphine)palladium (0.05-0.08 eq), reflux at 90-100° C. for 24 h under nitrogen protection, then cool to 25° C., filter, and perform solid column chromatography to obtain compound H-2;

[0098] (3) Under nitrogen protection, weigh H-2 (1 eq), reactant 2-2 (1-1.2 eq), and potassium carbonate (3-4 eq) into the reaction system, add toluene, ethanol, water, and catalyst tetrakis(triphenylphosphine)palladium (0.05-0.08 eq), reflux at 90-100° C. for 24 h under nitrogen protection, then cool to 25° C., filter, and perform solid column chromatography to obtain compound H (Formula 2);

[0099] The specific synthetic route is as follows:

[0100]

[0101] The fourth technical purpose of the present invention is to provide an application of a dual-host organic electroluminescent material in the preparation of an organic electroluminescent device.

[0102] Specifically, the organic electroluminescent device comprises a first electrode, a second electrode, and an organic electroluminescent material layer disposed between the first electrode and the second electrode; and the organic electroluminescent material layer comprises a light-emitting layer; the light-emitting layer comprises a doping material and the dual-host organic electroluminescent material as described above;

[0103] Wherein, the mass ratio of the dual-host organic electroluminescent material and the doping material is (1-99):(99-1).

[0104] More specifically, the organic electroluminescent device comprises an anode, a hole transport region, a light emitting layer, an electron transport region and a cathode. The light emitting layer comprises a first host material represented by general formula 1-1, general formula 1-2 and a second host material represented by general formula 2.

[0105] As the anode material, a material with a large work function is generally preferred so that holes can be smoothly injected into the organic material layer. The anode materials that can be used for the first electrode of the organic electroluminescent device of the present invention include: metals, such as vanadium, chromium, copper, zinc and gold, or alloys thereof; metal oxides, such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combinations of metals and oxides, such as ZnO:Al or SnO2:Sb; conductive polymers, such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDOT), polypyrrole and polyaniline, but are not limited thereto.

[0106] As the cathode material, a material with a small work function is generally preferred so that electrons can be smoothly injected into the organic material layer. The cathode materials that can be used for the second electrode of the organic electroluminescent device of the present invention include: metals, such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead, or alloys thereof; multilayer structure materials, such as LiF / Al or LiO2 / Al; etc., but are not limited thereto.

[0107] The hole injection layer material is a material that receives holes from the anode at a low voltage, and the highest occupied molecular orbital (HOMO) of the hole injection material is preferably between the work function of the anode material and the HOMO of the surrounding organic material layer. The hole injection material includes metal porphyrins, oligothiophenes, organic materials based on arylamines, organic materials based on hexanitrile hexaazatriphenylene, organic materials based on quinacridone, organic materials based on perylene, anthraquinone, and conductive polymers based on polyaniline and polythiophene, etc.

[0108] The hole transport layer material is a material that can receive holes from the anode or the hole injection layer and transport the holes to the light-emitting layer and has a high hole mobility; and the hole transport layer material includes organic materials based on aromatic amines, conductive polymers, block copolymers having both conjugated parts and non-conjugated parts, etc., but is not limited thereto.

[0109] The electron blocking layer may be disposed between the hole transport layer and the light emitting layer. As the electron blocking layer, a material known in the art, such as an arylamine-based organic material, may be used.

[0110] The host material of the light-emitting layer is selected from the structure of the present invention.

[0111] The hole blocking layer may be disposed between the electron transport layer and the light emitting layer, and a material known in the art, such as a triazine-based compound, may be used.

[0112] The electron transport layer can play a role in promoting electron transport. The electron transport material is a material that advantageously receives electrons from the cathode and transports the electrons to the light-emitting layer and has a high electron mobility. Including: Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic free radical compounds; hydroxyflavone-metal complexes, etc., but not limited to these. The thickness of the electron transport layer can be 1nm to 50nm. The electron transport layer with a thickness of 1nm or more has the advantage of preventing the electron transport characteristics from decreasing, and the thickness of 50nm or less has the advantage of preventing the increase in driving voltage caused by the electron transport layer being too thick.

[0113] The electron injection layer can promote electron injection, and the electron injection material preferably has the ability to transport electrons, has an effect of injecting electrons from the cathode, has an excellent electron injection effect on the light-emitting layer or the light-emitting material, prevents the excitons generated in the light-emitting layer from migrating to the hole injection layer, and in addition, has excellent film forming ability. Specific examples thereof include fluorenone, anthraquinone dimethane, diphenoquinone, thiopyran dioxide, azole, diazole, triazole, imidazole, perylene tetracarboxylic acid, fluorenyl methane, anthrone, etc. and their derivatives, metal complexes, nitrogen-containing five-membered ring derivatives, etc., but are not limited thereto.

[0114] According to the materials used, the organic electroluminescent device may be a top emission type, a bottom emission type or a double-side emission type.

[0115] Furthermore, the organic electroluminescent device of the present invention can be used in organic solar cells, electronic paper, organic photoreceptors or organic thin film transistors.

[0116] It can be seen from the above technical solution that compared with the prior art, the present invention has the following beneficial effects:

[0117] The organic electroluminescent material provided by the present invention is a dual-host organic compound, which can reduce triplet-triplet annihilation (TTA) after being used in an organic electroluminescent device, thereby reducing the driving voltage of the organic electroluminescent device and improving the efficiency and life of the device. BRIEF DESCRIPTION OF THE DRAWINGS

[0118] In order to more clearly illustrate the embodiments of the present invention or the technical solutions in the prior art, the drawings required for use in the embodiments or the description of the prior art will be briefly introduced below. Obviously, the drawings described below are only embodiments of the present invention. For ordinary technicians in this field, other drawings can be obtained based on the provided drawings without paying creative work.

[0119] Figure 1 This is the hydrogen nuclear magnetic resonance spectrum of R002 of the present invention. DETAILED DESCRIPTION

[0120] The technical solutions in the embodiments of the present invention are described clearly and completely below. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of them. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0121] The embodiment of the present invention discloses a host material and a preparation method of a dual-host organic electroluminescent material containing the host material.

[0122] In addition, it should be noted that the numerical values ​​given in the following examples are as accurate as possible, but those skilled in the art understand that due to unavoidable measurement errors and experimental operation problems, each number should be understood as an approximate number rather than an absolutely accurate value.

[0123] Example 1: Preparation of Compound R002

[0124]

[0125] Under nitrogen protection, reactant 1 (CAS No.: 2138490-84-1) (140.91 mmol), reactant 2 (CAS No.: 4688-76-0) (140.91 mmol), and potassium carbonate (422.73 mmol) were weighed and put into the reaction system, and 1000 mL of tetrahydrofuran, 500 mL of purified water, and catalyst tetrakis(triphenylphosphine)palladium (2.82 mmol) were added. The mixture was refluxed at 70°C for 24 h under nitrogen protection, and then cooled to 25°C. 500 mL of purified water was added, and the mixture was allowed to stand for 30 min to separate the layers. The mixture was separated and subjected to column chromatography to obtain compound R002-1 (test value: 355.76, 36.6 g, yield: 73.2%).

[0126]

[0127] Under nitrogen protection, R002-1 (21.5 mmol) was weighed, dichloromethane (860 mL) and FeCl3 (107.5 mmol) were added, and the reaction was stirred for 0.5 h. Then methanol (430 mL) was added to separate the organic layer, which was spin-dried and subjected to column chromatography to obtain compound R002-2 (test value: 353.91, 6.52 g, yield: 86%).

[0128]

[0129] Under nitrogen protection, compound R002-2 (18.4 mmol), reactant 3 (18.4 mmol), sodium tert-butoxide (36.8 mmol) were weighed and put into the reaction system, and toluene (100 mL) and catalyst tri(dibenzylideneacetone) palladium (0.368 mmol) and tri-tert-butylphosphine (0.736 mmol) were added. The mixture was refluxed at 120°C for 24 h under nitrogen protection, and then cooled to 25°C. Pure water (100 mL) was added, and the mixture was stirred for 30 min, then allowed to stand to separate the layers, separated the layers, and subjected to column chromatography to obtain compound R002-3 (test value: 410.2, 5.6 g, yield: 74.3%).

[0130]

[0131] Under nitrogen protection, compound R002-3 (17.6 mmol), reactant 4 (17.6 mmol), sodium tert-butoxide (35.2 mmol) were weighed and put into the reaction system, and toluene (100 mL) and catalyst tri(dibenzylideneacetone) palladium (0.352 mmol) and tri-tert-butylphosphine (0.704 mmol) were added. The mixture was refluxed at 100 ° C for 24 h under nitrogen protection, and then cooled to 25 ° C. Pure water (100 mL) was added. After stirring for 30 min, the mixture was allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R002-4 (test value: 565.51, 7.57 g, yield: 76.2%).

[0132]

[0133] Under nitrogen protection, compound R002-4 (13.3 mmol), reactant 5 (13.3 mmol), sodium tert-butoxide (26.6 mmol) were weighed and put into the reaction system, and toluene (80 mL) and catalyst tri(dibenzylideneacetone) palladium (0.266 mmol) and tri-tert-butylphosphine (0.532 mmol) were added. The mixture was refluxed at 100° C. for 24 h under nitrogen protection, and then cooled to 25° C., purified water (80 mL) was added, and the mixture was stirred for 30 min, allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound R002 (test value: 652.80, 6.57 g, yield: 75.77%) with an HPLC purity greater than 99%.

[0134] R002 H NMR spectrum Figure 1 .

[0135] Example 2: Preparation of Compound H004

[0136]

[0137] Under nitrogen protection, reactant 1 (CAS No.: 108-77-0) (271.14 mmol), reactant 2 (CAS No.: 98-80-6) (271.14 mmol), potassium carbonate (813.43 mol) were weighed and put into the reaction system, 500 mL of toluene, 250 mL of ethanol, 250 mL of water, catalyst tetrakis(triphenylphosphine)palladium (13.56 mmol) were added, refluxed at 90 ° C for 24 h under nitrogen protection, then cooled to 25 ° C, filtered, solid column chromatography, to obtain compound H001-1 (test value: 225.49, 39.4 g, yield 64.7)

[0138]

[0139] Under nitrogen protection, H001-1 (132.71 mmol), reactant 2-1 (CAS No.: 98-80-6) (132.71 mmol), and potassium carbonate (398.12 mol) were weighed and put into the reaction system. 500 mL of toluene, 250 mL of ethanol, 250 mL of water, and catalyst tetrakis(triphenylphosphine)palladium (13.56 mmol) were added. The mixture was refluxed at 90°C for 24 h under nitrogen protection, and then cooled to 25°C, filtered, and subjected to solid column chromatography to obtain compound H001-2 (test value: 267.56, 23 g, yield 64.5%).

[0140]

[0141] Under nitrogen protection, H001-2 (74.71 mmol), reactant 2-2 (CAS No.: 374538-04-2) (74.71 mmol), and potassium carbonate (224.12 mol) were weighed and put into the reaction system. 200 mL of toluene, 100 mL of ethanol, 100 mL of water, and catalyst tetrakis(triphenylphosphine)palladium (3.74 mmol) were added. The mixture was refluxed at 90°C for 24 h under nitrogen protection, and then cooled to 25°C, filtered, and subjected to solid column chromatography to obtain compound H004 (test value: 391.50, 15.3 g, and a yield of 52.3%).

[0142] The test data of other embodiments are shown in Table 1

[0143] Table 1

[0144]

[0145]

[0146] Device Example 1 Preparation of organic electroluminescent device:

[0147] An organic electroluminescent device was prepared using the compound R002 prepared in Example 1 and the compound H004 prepared in Example 2. Specifically, the preparation method of the organic electroluminescent device is as follows:

[0148] ITO anode: The coating thickness is The ITO (indium tin oxide) glass substrate was cleaned twice in distilled water and ultrasonically cleaned for 30 minutes, and then repeatedly cleaned twice with distilled water and ultrasonically cleaned for 10 minutes. After washing, it was ultrasonically cleaned with methanol, acetone, and isopropanol in sequence (5 minutes each time), dried, and then transferred to a plasma cleaning machine for washing for 5 minutes to obtain an ITO anode.

[0149] HIL (hole injection layer): vacuum evaporation 4,4 on the ITO anode in an evaporator ， ,4 ， ,4-Tris(N-3-methylphenyl-N-phenylamino)triphenylamine(m-MTDATA) A hole injection layer is formed.

[0150] HTL (hole transport layer): vacuum evaporation of NPB (i.e. N, N'-diphenyl-N, N'-(1-naphthyl)-1, 1'-biphenyl-4, 4'-diamine) on the hole injection layer A hole transport layer is formed.

[0151] Light-emitting layer: The light-emitting layer includes a first host material, a second host material and a guest dopant. After a hole injection layer and a hole transport layer are formed, a light-emitting layer is formed on the HTL: the first host compound and the second host compound are introduced as hosts into two small chambers of a vacuum vapor deposition device respectively, and compound Z1 is introduced as a dopant into another small chamber; the two host materials are evaporated at a rate of 1:1, and the dopant material is evaporated at different rates at the same time, and deposited with a doping amount of 3wt% based on the total amount of the host and the dopant to form a light-emitting layer with a thickness of 40nm.

[0152] HBL (hole blocking layer): vacuum deposited on the light-emitting layer Thickness of bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-hydroxy)aluminum (BAlq) is used to form a hole blocking layer.

[0153] ETL (Electron Transport Layer): Vacuum evaporation on the hole blocking layer A thickness of 8-hydroxyquinoline aluminum (Alq3) is used to form an electron transport layer.

[0154] EIL (Electron Injection Layer): Vacuum deposition on the electron transport layer Thickness of LiF2 forms an electron injection layer.

[0155] Cathode: Evaporation on the electron injection layer A cathode is formed by coating Al with a thickness of 1000 nm to obtain an organic electroluminescent device.

[0156] Device Example 2 - Device Example 30:

[0157] Referring to the organic electroluminescent device and preparation method thereof provided in Device Example 1, the organic electroluminescent compounds in Table 2 are selected to replace the first host compound and the second host compound for evaporation of host materials to prepare organic electroluminescent devices of the corresponding compounds.

[0158] The structure of the red light doping material (Z1) is as follows:

[0159]

[0160] Device Example 1-31, Comparative Example 1-7 and Parallel Example 1-6

[0161] The device manufacturing processes of device examples 1-31, comparison examples 1-7 and parallel examples 1-6 are exactly the same, and the same substrate materials and electrode materials are used. The film thickness of the electrode materials is also consistent. The difference is that the two main materials are different, and the corresponding first main compound and second main compound in Table 2 are selected respectively. The specific parameters are shown in the table below.

[0162] Table 2 shows the parameters used in device examples 1-31 and comparative examples 1-7 and parallel examples 1-6

[0163]

[0164]

[0165] The comparative example structure is as follows:

[0166]

[0167] Performance testing: The driving voltage, luminous efficiency and life of the organic electroluminescent devices obtained in the above-mentioned comparative examples 1-7, parallel examples 1-6 and device examples 1-31 were characterized at a brightness of 5000 (nits). The test results are shown in Table 3 below.

[0168] Table 3

[0169]

[0170] It can be seen from Table 3 that the driving voltage of the organic electroluminescent device provided by the device example 1-31 of the present invention is 2.89V~3.28V, which is significantly lower than the driving voltage of the comparative example 1-7 and the parallel example 1-6. At the same time, the luminous efficiency is higher than that of the comparative example 1-7, and the lifespan is significantly improved compared with that of the comparative example 1-7.

[0171] It can be seen that the organic electroluminescent device prepared using the organic electroluminescent compound provided by the present invention as the light-emitting layer material has a significantly lower driving voltage, and the luminous efficiency and life are significantly improved compared with the organic electroluminescent device prepared using the comparison compounds E-1, E-2, E-3, F-1, F-2, and F-3 as the light-emitting layer dual-host material.

[0172] The above description of the disclosed embodiments enables one skilled in the art to implement or use the present invention. Various modifications to these embodiments will be apparent to one skilled in the art, and the general principles defined herein may be implemented in other embodiments without departing from the spirit or scope of the present invention. Therefore, the present invention will not be limited to the embodiments shown herein, but rather to the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A main material, characterized in that: The main material has the structure shown in general formula 1-1, 1-2: in: R1, R2, and R3 are each independently selected from substituted or unsubstituted C6-C42 aryl, substituted or unsubstituted C6-C30 heteroaryl, and substituted or unsubstituted C6-C18 deuterated aryl, wherein the heteroatom is selected from oxygen, nitrogen, or sulfur; L1 is selected from C6-C24 substituted or unsubstituted aryl groups.

2. The main body material according to claim 1, characterized in that L1 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl; R1, R2, and R3 are each independently selected from the following structures and any combination thereof:

3. The main body material according to claim 1, characterized in that The main material has the following structure, but is not limited thereto:

4. A dual-host organic electroluminescent material, characterized in that: The dual-host organic electroluminescent material comprises a first host material and a second host material, and the mass ratio of the first host material to the second host material is 1:99-99:1; the first host material is the host material according to claim 1, and the second host material has a structure shown in Formula 2: in: D1 and D2 are each independently selected from substituted or unsubstituted C6-C42 aryl, substituted or unsubstituted C6-C30 heteroaryl, substituted or unsubstituted C6-C18 deuterated aryl; D3 is selected from substituted or unsubstituted (C6-C36)aryl, substituted or unsubstituted (C6-C36)deuterated aryl, substituted or unsubstituted (C3-C30)heteroaryl, wherein the heteroatom is selected from oxygen, nitrogen or sulfur; L2 and L3 are selected from a connecting bond, a (C6-C18) substituted or unsubstituted aryl group.

5. The dual-host organic electroluminescent material according to claim 4, characterized in that: D1 and D2 are each independently selected from (C6-C18) substituted or unsubstituted aryl groups.

6. The dual-host organic electroluminescent material according to claim 5, characterized in that: D1 is selected from substituted or unsubstituted phenyl, biphenyl, terphenyl; D2 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl, triphenylene; D3 is selected from substituted or unsubstituted (C6-C30)aryl, substituted or unsubstituted (C3-C30)heteroaryl; L2 is a connecting bond, and L3 is a connecting bond or a phenyl group or a naphthyl group.

7. The dual-host organic electroluminescent material according to any one of claims 4 to 6, characterized in that: The "substituted or unsubstituted" means that the group is not substituted or is substituted by one or more substituents; the "substituted" means that the hydrogen atom bonded to the carbon atom of the compound is changed into another substituent, and the position of substitution is not limited as long as the position is the position where the hydrogen atom is substituted, that is, the position where the substituent replaces, and when two or more substituents are substituted, the two or more substituents are the same or different from each other; Heteroaryl includes monocyclic aromatic groups and polycyclic aromatic ring systems having at least one heteroatom, including but not limited to O, S, and N; The substituted group in the "substituted or unsubstituted" is selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C20 cycloalkyl, 3-membered to 20-membered heterocycloalkyl, and the heteroatom thereof is selected from oxygen, nitrogen, and sulfur; the substituted group in the "substituted or unsubstituted" mentioned above includes but is not limited to the following structures:

8. The dual-host organic electroluminescent material according to claim 4, characterized in that: The second main material is selected from any one of the following structures, but is not limited thereto:

9. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises the dual-host organic electroluminescent material according to claim 4.

10. The organic electroluminescent device according to claim 9, characterized in that: The organic electroluminescent device comprises a first electrode, a second electrode, and an organic electroluminescent material layer disposed between the first electrode and the second electrode; the organic electroluminescent material layer comprises a light-emitting layer, and the light-emitting layer comprises a doping material and the dual-host organic electroluminescent material; Wherein, the mass ratio of the dual-host organic electroluminescent material and the doping material is (1-99):(99-1).

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