Host material, organic electroluminescent material containing double hosts and organic electroluminescent device

By dispersing triplet excitons on both bodies using a dual-host material, the problem of organic electroluminescent materials being susceptible to oxidation and humidity is solved, low driving voltage and high luminescence efficiency are achieved, and the service life of the device is extended.

CN120365224AActive Publication Date: 2025-07-25JILIN OPTICAL & ELECTRONICS MATERIALS CO LTD

Patent Information

Application Number
CN202510838621.5
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-06-23
Publication Date
2025-07-25
Estimated Expiration
2045-06-23

AI Technical Summary

Technical Problem

Existing organic electroluminescent materials are susceptible to oxidation and humidity, have short lifespans, high driving voltage, low luminescence efficiency, and are difficult to achieve high performance and long life of devices.

Method used

Using a dual-host material, triplet excitons are dispersed on both bodies, and triplet annihilation is reduced, driving voltage is reduced, and luminescence efficiency and lifetime is improved by using a first host compound with faster electron mobility.

Benefits of technology

It reduces the driving voltage of organic electroluminescent devices, improves the luminous efficiency and service life, and has good application effects and industrial prospects.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention belongs to the field of organic electroluminescent materials, and discloses a host material, an organic electroluminescent material containing double hosts and an organic electroluminescent device. In the organic light-emitting device containing the double hosts, the first host compound has higher electron mobility and is stable in structure. According to the organic electroluminescent device, triplet excitons are dispersed on two main bodies by using a double-main-body material, triplet-triplet annihilation is reduced, the driving voltage of the organic electroluminescent device is reduced, the luminous efficiency of the device can be improved, and the service life of the device can be prolonged.
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Description

Technical Field

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

[0002] As early as in 1936, Destrian made the earliest organic light-emitting diode (OLED) by dispersing an organic fluorescent compound in a polymer to form a thin film. Subsequently, when researchers applied a voltage to this type of material, the generation of excited light could be observed. From then on, the research on OLEDs has gradually increased. Its practicability of being able to be used to manufacture new display products and new lighting products has made its application prospect in the market very broad. Currently, OLEDs have been applied in display technology fields such as smartphones and tablet computers. However, the organic light-emitting materials with OLED as the core are vulnerable to oxidation and humidity, resulting in a significantly shorter lifespan than inorganic materials. Moreover, there are also challenges in light decay for the materials of each pixel point itself, so further research on OLEDs in terms of luminous efficiency and service life is still needed.

[0003] An OLED device mainly consists of several parts: an anode, a cathode, an organic semiconductor layer, and a charge transport layer. When a voltage is applied to the OLED device, electrons are injected from the cathode into the organic semiconductor layer, while holes are injected from the anode. These electrons and holes meet in the organic semiconductor layer and combine into electron-hole pairs, that is, excitons. The excitons migrate in the organic semiconductor layer. When they encounter a luminescent center, photons will be released, thus generating visible light. And by doping 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, improving the efficiency of the organic light-emitting device. However, for realizing the large-scale industrialization of organic electroluminescent devices, the most crucial issues are high device performance and long lifespan.

[0004] Therefore, how to provide an organic electroluminescent material containing a dual host and an organic electroluminescent device with a long lifespan and a low driving voltage is a technical problem that those skilled in the art urgently need to solve. Summary of the Invention

[0005] In view of this, the present invention provides a host material, an organic electroluminescent material containing a dual host, and an organic electroluminescent device. By using a dual host material to disperse triplet excitons on two hosts, triplet-triplet annihilation (TTA) is reduced. While reducing the driving voltage of the organic electroluminescent device, the luminous efficiency and service life of the device can be improved.

[0006] It should be noted that the present invention provides an organic electroluminescent device containing a dual host, wherein the first host compound has faster electron mobility and a stable structure. By using a dual host material, triplet excitons can be dispersed on two hosts, which can reduce triplet-triplet annihilation (TTA). When the two are used as the host of the light-emitting layer, while reducing the driving voltage of the organic electroluminescent device, the efficiency and lifetime of the device can be improved.

[0007] To achieve the above object, the present invention adopts the following technical solutions:

[0008] The first technical object of the present invention is to provide a host material, and the structure of the host material is shown in General Formula 1:

[0009] ;

[0010] Wherein,

[0011] X is selected from -N=, -O-, or -S-;

[0012] Y is selected from -N=, -O-, or -S-;

[0013] When X is selected from -N=, Y is selected from -O- or -S-;

[0014] Ar is selected from a substituted or unsubstituted C6 aryl group, a substituted or unsubstituted C6 deuterated aryl group;

[0015] R1, R2, and R3 are each independently selected from any one of a substituted or unsubstituted C6-C42 aryl group, a substituted or unsubstituted C6-C30 heteroaryl group, a substituted or unsubstituted C6-C18 deuterated aryl group, and a substituted or unsubstituted C12-C24 phenylamino group;

[0016] L1, L2, and L3 are each independently selected from any one of a single bond, a substituted or unsubstituted C6-C30 arylene group, and a substituted or unsubstituted C6-C30 heteroarylene group.

[0017] Furthermore, the hydrogen not described in the above General Formula 1 can be independently deuterated or not substituted.

[0018] In the formula, R1, R2, and R3 are each independently selected from the following structures and any combination thereof:

[0019] ;

[0020] L1, L2, and L3 are independently selected from a connecting bond, a phenyl group, or a naphthyl group.

[0021] In the above technical solution, the "substituted or unsubstituted" means that the group may be unsubstituted or substituted by one or more substituents. The "substitution" means that a hydrogen atom bonded to a carbon atom of the compound becomes another substituent, and there is no restriction on the substitution position as long as it is the position where the hydrogen atom is substituted, that is, the position where the substituent can substitute. And when two or more substituents are substituted, the two or more substituents may be the same or different from each other.

[0022] Further, the heteroaryl includes a monocyclic aromatic group and a polycyclic aromatic ring system containing at least one heteroatom, and the heteroatom includes but is not limited to O, S, N, and P.

[0023] The substituted group in the "substituted or unsubstituted" is selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, deuterium-substituted C3-C10 heterocycloalkyl, and the heteroatom thereof is selected from oxygen, nitrogen, and sulfur; and the substituted group in the "substituted or unsubstituted" may also be selected from the following structures: 。

[0024] In the technical solution of the present invention, the general formula 1 specifically has the following structure, but is not limited thereto:

[0025]

[0026]

[0027]

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035] 。

[0036] The above are some specific structural forms of the host material, but not limited to these chemical structures listed. All compounds with simple transformations of groups within the defined scope based on the general structural formula 1 should be included.

[0037] The second technical object of the present invention is to provide an organic electroluminescent material containing a double host. The organic electroluminescent material containing a double host includes the above-mentioned host material (the 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 has the structure shown in general formula 1, and the second host material has the structure shown in general formula 2:

[0038] ;

[0039] Among them, D1, D2, and D3 are each independently selected from any one of substituted or unsubstituted C6 - C42 aryl groups and substituted or unsubstituted C6 - C42 heteroaryl groups;

[0040] L4, L5, and L6 are each independently selected from a linking bond, substituted or unsubstituted (C6 - C18) aryl groups.

[0041] Further, D1 and D2 are selected from (C6 - C18) substituted or unsubstituted aryl groups;

[0042] D3 is selected from substituted or unsubstituted (C6 - C36) aryl groups and substituted or unsubstituted (C6 - C30) heteroaryl groups.

[0043] Furthermore, D1 is selected from substituted or unsubstituted phenyl, biphenyl, and terphenyl;

[0044] D2 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl, and benzophenanthryl;

[0045] D3 is selected from substituted or unsubstituted (C6 - C30) aryl groups and substituted or unsubstituted (C6 - C24) heteroaryl groups;

[0046] L4, L5, and L6 are each independently selected from a linking bond, phenyl, or naphthyl.

[0047] In the above technical solution, the "substituted or unsubstituted" means that the group may not be substituted or may be substituted by one or more substituents. The "substitution" means that a hydrogen atom bonded to a carbon atom of the compound becomes another substituent, and the substitution position is not limited as long as it 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 or different from each other.

[0048] Heteroaryl includes monocyclic aromatic groups and polycyclic aromatic ring systems having at least one heteroatom, and the heteroatoms include, but are not limited to, O, S, N, and P.

[0049] In the "substituted or unsubstituted", the substituted groups are selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, deuterium-substituted C3-C10 heterocycloalkyl, and the heteroatoms thereof are selected from oxygen, nitrogen, and sulfur; and the substituted groups in the "substituted or unsubstituted" may also be selected from the following structures:

[0050] 。

[0051] In the technical solution of the present invention, the second host material (general formula 2) is selected from any one of the following compounds:

[0052]

[0053]

[0054]

[0055]

[0056]

[0057]

[0058]

[0059]

[0060]

[0061]

[0062]

[0063]

[0064]

[0065]

[0066]

[0067] 。

[0068] The present invention also provides a method for preparing the organic electroluminescent material containing double hosts.

[0069] The preparation method of the general formula 1 specifically comprises the following steps:

[0070] (1) Under nitrogen protection, reactant 1 (1 eq) and reactant 2 (1-1.2 eq) were weighed, reactant 1 was completely dissolved in the reaction system, then one tenth of reactant 2 was added, carbon tetrachloride and catalyst benzoyl peroxide (0.02-0.03 eq) were added, and the remaining reactant 2 was added at 40°C under nitrogen protection, refluxed for 4 h, 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 the compound R-1 shown;

[0071] (2) Under nitrogen protection, weigh R-1 (1 eq), reactant 3 (1-1.2 eq), sodium tert-butoxide (2-3 eq) and put into the reaction system, add toluene, catalyst tris(dibenzylideneacetone) palladium (0.02-0.03 eq) and tri-tert-butylphosphine (0.04-0.06 eq), reflux at 90-120°C for 24 h under nitrogen protection, then cool to 25°C, add purified water, stir for 30 min, stand for stratification, separate the layers, and perform column chromatography to obtain the compound R-2 shown;

[0072] (3) Under nitrogen protection, compound R-2 (1 eq), reactant 4 (1-1.2 eq), potassium carbonate (2-3 eq) were weighed and put into the reaction system, THF, water, catalyst tetrakis(triphenylphosphine)palladium (0.02-0.03 eq) were added, refluxed at 70°C for 24 h under nitrogen protection, then cooled to 25°C, purified water was added, stirred for 30 min, allowed to stand for stratification, separated, and subjected to column chromatography to obtain compound (General Formula 1);

[0073] The specific synthetic route is as follows:

[0074] .

[0075] Furthermore, the preparation method of the general formula 2 specifically comprises the following steps:

[0076] (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 the compound H-1 shown;

[0077] (2) Under a nitrogen protection system, weigh H-1 (1 eq), reactant 2-1 (1 - 1.2 eq), and potassium carbonate (3 - 4 eq) and put them into the reaction system. Add toluene, ethanol, water, and the 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 by suction, and perform solid column chromatography to obtain the shown compound H-2;

[0078] (3) Under a nitrogen protection system, weigh H-2 (1 eq), reactant 2-2 (1 - 1.2 eq), and potassium carbonate (3 - 4 eq) and put them into the reaction system. Add toluene, ethanol, water, and the 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 by suction, and perform solid column chromatography to obtain the compound (general formula 2);

[0079] The specific synthesis route is as follows:

[0080] 。

[0081] Moreover, the present invention also claims the application of the above-mentioned organic electroluminescent material containing a dual host in the preparation of an organic electroluminescent device.

[0082] Specifically, the organic electroluminescent device includes 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 includes a light-emitting layer; the light-emitting layer includes a doping material and the above-mentioned organic electroluminescent material containing a dual host; the mass ratio of the organic electroluminescent material containing a dual host to the doping material is (1~99):(99~1).

[0083] More specifically, the organic electroluminescent device includes an anode, a hole transport region, a light-emitting layer, an electron transport region, and a cathode. The light-emitting layer includes a host material (the first host material) shown in general formula 1 and a second host material shown in general formula 2.

[0084] As the anode material, a material with a large work function is usually preferably used to enable smooth hole injection 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 their alloys; 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 not limited thereto.

[0085] As a 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; multi-layer structure materials such as LiF / Al or LiO2 / Al; but not limited thereto.

[0086] 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 materials include metal porphyrins, oligothiophenes, arylamine-based organic materials, hexanitrile hexaazatriphenylene-based organic materials, quinacridone-based organic materials, perylene-based organic materials, anthraquinone, and conductive polymers based on polyaniline and polythiophene, etc.

[0087] 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 materials include arylamine-based organic materials, conductive polymers, block copolymers having both a conjugated part and a non-conjugated part, etc., but not limited thereto.

[0088] An electron blocking layer can be provided between the hole transport layer and the light-emitting layer. As the electron blocking layer, materials known in the art can be used, such as arylamine-based organic materials.

[0089] The host material of the light-emitting layer is selected from the structure of the present invention.

[0090] A hole blocking layer can be provided between the electron transport layer and the light-emitting layer, and materials known in the art can be used, such as triazine-based compounds.

[0091] The electron transport layer can play a role in promoting electron transport. The electron transport material is advantageously a material that receives electrons from the cathode and transports the electrons to the light-emitting layer, and has a high electron mobility. It includes: Al complexes of 8-hydroxyquinoline; complexes containing Alq3; organic radical compounds; hydroxyflavone-metal complexes, etc., but not limited thereto. The thickness of the electron transport layer can be 1 nm to 50 nm. The electron transport layer with a thickness of 1 nm or more has the advantage of preventing the decline of electron transport characteristics, and the thickness of 50 nm or less has the advantage of preventing the increase of the driving voltage caused by the too thick electron transport layer.

[0092] The electron injection layer can play a role in promoting electron injection. Preferably, the electron injection material has the ability to transport electrons, has an electron injection effect from the cathode, has an excellent electron injection effect on the light-emitting layer or light-emitting material, prevents excitons generated in the light-emitting layer from migrating to the hole injection layer, and in addition, has excellent thin-film forming ability. Specific examples thereof include fluorenone, anthraquinodimethane, biphenylquinone, thiopyran dioxide, oxazole, dioxazole, triazole, imidazole, perylene tetracarboxylic acid, fluoreneylidene methane, anthrone, and their derivatives, metal complexes, nitrogen-containing five-membered ring derivatives, etc., but are not limited thereto.

[0093] According to the materials used, the above-mentioned organic electroluminescent device can be a top-emission type, a bottom-emission type, or a double-sided emission type.

[0094] In addition, the organic electroluminescent device described in the present invention can be used in organic solar cells, electronic papers, organic photoreceptors, or organic thin-film transistors.

[0095] From the above technical solutions, the present invention has the following beneficial effects:

[0096] 1) When the fusion position of naphthalene and oxazole in the first host material is changed, its molecular structure changes, and further, the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO) energy levels of the material change. When matching with the second host material, the barrier of charge injection is reduced, thereby reducing the driving voltage.

[0097] 2) In the organic electroluminescent device containing a double host, the first host compound has a faster electron mobility and a stable structure. By using the double host material to disperse triplet excitons on two hosts, triplet-triplet annihilation is reduced. While reducing the driving voltage of the organic electroluminescent device, the luminous efficiency and service life of the device can be improved, and it has good application effects and industrialization prospects. BRIEF DESCRIPTION OF THE DRAWINGS

[0098] In order to more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the following will briefly introduce the drawings required for the description of the embodiments or the prior art. Obviously, the drawings in the following description are only the embodiments of the present invention. For those of ordinary skill in the art, without creative efforts, other drawings can also be obtained according to the provided drawings.

[0099] Figure 1 It is the nuclear magnetic resonance hydrogen spectrum diagram corresponding to compound R003 in Example 1 of the present invention. DETAILED DESCRIPTION OF THE EMBODIMENTS

[0100] The technical solution of the present invention will be clearly and completely described below in conjunction with the embodiments of the present invention and the related drawings. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. 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.

[0101] The embodiment of the present invention discloses a method for preparing a dual-host organic electroluminescent material.

[0102] In addition, it should be noted that the numerical values given in the following embodiments 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.

[0103] Example 1: Preparation of Compound R003

[0104]

[0105] Under nitrogen protection, reactant 1 (CAS No.: 439607-91-7) (1eq) and reactant 2 (CAS No.: 3493-39-8) (1.2eq) were weighed, reactant 1 was completely dissolved in the reaction system, then one tenth of reactant 2 was added, carbon tetrachloride and catalyst benzoyl peroxide (0.03eq) were added, and the remaining reactant 2 was added at 40°C under nitrogen protection, refluxed for 4h, then cooled to 25°C, purified water was added, stirred for 30min, then allowed to stand for stratification, separated, and subjected to column chromatography to obtain the compound R003-1 (test value: 282.52, yield: 75.8%).

[0106]

[0107] Under nitrogen protection, R003-1 (1 eq), reactant 3 (CAS No.: 620-84-8) (1 eq), sodium tert-butoxide (3 eq) were weighed and put into the reaction system, and toluene, catalyst tris(dibenzylideneacetone) palladium (0.03 eq) and tri-tert-butylphosphine (0.06 eq) were added. The mixture was refluxed at 120°C for 24 h under nitrogen protection, and 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 the compound R003-2 (test value: 370.84, yield: 82.3%).

[0108]

[0109] Under a nitrogen protection system, weigh compound R003-2 (1 eq), reactant 4 (CAS No.: 98-80-6) (1.2 eq), and potassium carbonate (3 eq) into the reaction system. Add THF, water, and the catalyst tetrakis(triphenylphosphine)palladium (0.03 eq). Reflux at 70 °C for 24 h under nitrogen protection, then cool to 25 °C. Add pure water, stir for 30 min, then let it stand for liquid separation. Separate the layers and perform column chromatography to obtain the shown compound R003 (measured value: 472.49, yield: 72.3%).

[0110] Example 2: Preparation of compound H020

[0111]

[0112] Under a nitrogen protection system, weigh reactant 1 (CAS: 108-77-0) (1 eq), reactant 2 (CAS: 98-80-6) (1.2 eq), and potassium carbonate (4 eq) into the reaction system. Add toluene, ethanol, water, and the catalyst tetrakis(triphenylphosphine)palladium (0.08 eq). Reflux at 90 °C for 24 h under nitrogen protection, then cool to 25 °C. Perform suction filtration and column chromatography on the solid to obtain the shown compound H020-1 (measured value: 225.49, yield: 66.7%).

[0113]

[0114] Under a nitrogen protection system, weigh H020-1 (1 eq), reactant 2-1 (CAS: 98-80-6) (1 eq), and potassium carbonate (4 eq) into the reaction system. Add toluene, ethanol, water, and the catalyst tetrakis(triphenylphosphine)palladium (0.08 eq). Reflux at 90 °C for 24 h under nitrogen protection, then cool to 25 °C. Perform suction filtration and column chromatography on the solid to obtain the shown compound H020-2 (measured value: 267.56, yield: 68.2%).

[0115]

[0116] Under a nitrogen protection system, weigh H020-2 (1 eq), reactant 2-2 (CAS: 128388-54-5) (1 eq), and potassium carbonate (4 eq) into the reaction system. Add toluene, ethanol, water, and the catalyst tetrakis(triphenylphosphine)palladium (0.08 eq). Reflux at 90 °C for 24 h under nitrogen protection, then cool to 25 °C. Perform suction filtration and column chromatography on the solid to obtain the shown compound H020 (measured value: 416.54, yield: 48.7%).

[0117] It should be noted that other compounds of the present invention can be obtained by referring to the synthesis methods of Examples 1 and 2 listed above, so they will not be elaborated here.

[0118] Device Example 1:

[0119] An organic electroluminescent device was prepared using the compound R003 prepared in Preparation Example 1 and the compound H020 prepared in Preparation Example 2. Specifically, the preparation method of the organic electroluminescent device is as follows:

[0120] ITO Anode: The ITO (indium tin oxide) glass substrate with a coating thickness of 1500 Å was washed twice in distilled water, ultrasonically washed for 30 min, then repeatedly washed twice with distilled water, ultrasonically washed for 10 min. After the washing, it was ultrasonically washed with methanol, acetone, and isopropyl alcohol in sequence (each washing for 5 min), dried, and then transferred to a plasma cleaner for washing for 5 min to obtain the ITO anode.

[0121] HIL (Hole Injection Layer): In an evaporation coater, 4,4',4''-tris(N-3-methylphenyl-N-phenylamino)triphenylamine

[0122] m-MTDATA) 200 Å was vacuum-evaporated on the ITO anode to form a hole injection layer.

[0123] HTL (Hole Transport Layer): On the hole injection layer, NPB (i.e., N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine) 400 Å was vacuum-evaporated to form a hole transport layer.

[0124] Emitting Layer: The emitting layer includes the compound R003, the compound H020, and a dopant. After forming the hole injection layer and the hole transport layer, an emitting layer was formed on the HTL: The first host compound and the second host compound were introduced into two small chambers of a vacuum vapor deposition device as hosts respectively, and the compound Z1 was introduced into another small chamber as a dopant. The two host materials were evaporated at a rate of 1:1, and the dopant material was evaporated simultaneously at different rates for deposition at a doping amount of 3 wt% based on the total amount of the host and the dopant to form an emitting layer with a thickness of 40 nm on the hole transport layer.

[0125] HBL (Hole Blocking Layer): On the emitting layer, bis(2-methyl-8-hydroxyquinoline-N1,O8)-(1,1'-biphenyl-4-olato)aluminum (BAlq) 100 Å was vacuum-evaporated to form a hole blocking layer.

[0126] ETL (Electron Transport Layer): On the hole blocking layer, aluminum tris(8-hydroxyquinoline) (Alq3) 400 Å was vacuum-evaporated to form an electron transport layer.

[0127] EIL (Electron Injection Layer): On the electron transport layer, LiF 210 Å was vacuum-evaporated to form an electron injection layer.

[0128] Cathode: Al with a thickness of 1500 Å was evaporated on the electron injection layer to form the cathode, i.e., an organic electroluminescent device was obtained.

[0129] Referring to the preparation method of the organic electroluminescent device provided in Device Example 1, another 58 organic electroluminescent compounds were respectively selected to replace Compound R003 and Compound H020 for the evaporation of the host material, so as to prepare the organic electroluminescent devices of the corresponding compounds.

[0130] Red light doping material (Z1):

[0131] 。

[0132] The device manufacturing processes of Device Examples 1 - 30, Comparative Examples 1 - 7 and Parallel Examples 1 - 6 were exactly the same, and the same substrate materials and electrode materials were used, and the film thicknesses of the electrode materials were also kept consistent. The differences were that: the two host materials were different, and the specific parameters are shown in Table 1.

[0133] Table 1

[0134]

[0135] The structure of the comparative example is as follows:

[0136]

[0137] Performance detection: At a brightness of 5000 (nits), the driving voltages, luminous efficiencies, and lifetimes of the organic electroluminescent devices obtained from the above Comparative Examples 1 - 7, Parallel Examples 1 - 6 and Device Examples 1 - 30 were characterized, and the test results are shown in Table 2 below.

[0138] Table 2

[0139]

[0140] As can be seen from Table 2, the driving voltages of the organic electroluminescent devices provided by Device Examples 1 - 30 and Parallel Examples 1 - 6 of the present invention were 2.77 - 4.95 V, which were significantly less than those of Comparative Examples 1 - 7. At the same time, the luminous efficiency was higher than that of Comparative Examples 1 - 7, and the lifetime was significantly improved compared with that of Comparative Examples 1 - 7.

[0141] It can be seen therefrom that, compared with the organic electroluminescent devices prepared by using comparative compounds E-1, E-2, E-3, F-1, F-2, and F-3 as the host materials of the emitting layer, for the organic electroluminescent devices prepared by using the organic electroluminescent compound provided by the present invention as the emitting layer material, the structure of the first host material provided by the present invention is naphthalene 2,3-position fused oxazole, which is more prone to electrophilic substitution reaction under certain conditions, can form a smooth transition with the energy levels of other functional layers, reduce the charge accumulation at the interface, and at the same time inhibit the exciton quenching caused by molecular aggregation, so that the driving voltage is significantly reduced, the luminous efficiency is significantly improved, and under high temperature and light, compared with the naphthalene 1,2-position fused oxazole of E-1, E-2, and E-3, the structure of naphthalene 2,3-position fused oxazole is more stable, so that the prepared organic electroluminescent device is not easily inactivated during operation and the service life is prolonged.

[0142] The foregoing description of the disclosed embodiments enables those skilled in the art to practice or use the present invention. Various modifications to these embodiments will be readily apparent to those 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 invention. Thus, the invention is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A main material, characterized in that, The structure of the host material is shown in General Formula 1: ; Wherein, X is selected from -N=, -O-, or -S-; Y is selected from -N=, -O-, or -S-; When X is selected from -N=, Y is selected from -O- or -S-; Ar is selected from substituted or unsubstituted C6 aryl, substituted or unsubstituted C6 deuterated aryl; R1, R2, and R3 are each independently selected from any one of substituted or unsubstituted C6-C42 aryl, substituted or unsubstituted C6-C30 heteroaryl, substituted or unsubstituted C6-C18 deuterated aryl, and substituted or unsubstituted C12-C24 phenylamino; L1, L2, and L3 are each independently selected from any one of a single bond, substituted or unsubstituted C6-C30 arylene, and substituted or unsubstituted C6-C30 heteroarylene; 2. The main material according to claim 1, characterized in that, R1, R2, and R3 are each independently selected from the following structures and any combination thereof: ; L1, L2, and L3 are each independently selected from a linking bond, phenyl, or naphthyl; 3. The main material according to claim 1, characterized in that it is a heteroaryl A monocyclic aromatic group and a polycyclic aromatic ring system containing at least one heteroatom, and the heteroatom includes but is not limited to O, S, N, P; In the "substituted or unsubstituted", the substituted group is selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, deuterium-substituted C3-C10 heterocycloalkyl, and its heteroatom is selected from oxygen, nitrogen, sulfur; and in the "substituted or unsubstituted", the substituted group may also be selected from the following structures: 。 4. The main material according to claim 1, characterized in that The host material specifically has the following structure, but is not limited thereto: 。 5. An organic electroluminescent material containing a dual host, characterized in that, The organic electroluminescent material containing a double host includes the host material as described in Claim 1 and a second host material, and the mass ratio of the host material to the second host material is 1:99 - 99:1; the host material has the structure shown in General Formula 1, and the second host material has the structure shown in General Formula 2: ; Wherein, D1, D2, and D3 are each independently selected from any one of substituted or unsubstituted C6-C42 aryl and substituted or unsubstituted C6-C42 heteroaryl; L4, L5, and L6 are each independently selected from a linking bond, substituted or unsubstituted (C6-C18) aryl; 6. The organic electroluminescent material containing a dual host according to claim 5, wherein D1 and D2 are selected from (C6-C18) substituted or unsubstituted aryl; D3 is selected from substituted or unsubstituted (C6-C36) aryl and substituted or unsubstituted (C6-C30) heteroaryl; 7. The organic electroluminescent material containing a dual host according to claim 6, wherein D1 is selected from substituted or unsubstituted phenyl, biphenyl, and terphenyl; D2 is selected from substituted or unsubstituted phenyl, naphthyl, biphenyl, terphenyl, and benzophenanthryl; D3 is selected from substituted or unsubstituted (C6-C30) aryl and substituted or unsubstituted (C6-C24) heteroaryl; L4, L5, and L6 are each independently selected from a linking bond, phenyl, or naphthyl; 8. The dual-host organic electroluminescent material according to claim 5, wherein the heteroaryl group A monocyclic aromatic group and a polycyclic aromatic ring system containing at least one heteroatom, and the heteroatom includes but is not limited to O, S, N, P; The substituted group in the "substituted or unsubstituted" is selected from deuterium, fluorine, C1-C10 alkyl, deuterium-substituted C1-C10 alkyl, C3-C10 cycloalkyl, C3-C10 heterocycloalkyl, deuterium-substituted C3-C10 heterocycloalkyl, and the heteroatom thereof is selected from oxygen, nitrogen, sulfur; and the substituted group in the "substituted or unsubstituted" may also be selected from the following structures: 。 9. The organic electroluminescent material containing a dual host according to claim 5, characterized in that, The second host material specifically has the following structure, but is not limited thereto: 。 10. An organic electroluminescent device, characterized in that, The organic electroluminescent device comprises the double-host-containing organic electroluminescent material as described in claim 5.

Citation Information

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