Hole transport material, organic light-emitting device and display or lighting device

Abstract

The present invention relates to the technical field of organic photoelectric material preparation, in particular to a hole transport material, an OLED and an organic light-emitting device having the compound. The hole transport material of the present invention uses triarylamine as a parent core, and aromatic groups, alkyl-substituted fluorenyl groups and heteroaryl groups, ortho-substituted aryl groups are combined as three side chains, so that the compound can maintain a high stability. At the same time, it is used to make an organic EL element, effectively improving the luminous efficiency and working life of the organic light-emitting device, and has a good application prospect.

Description

Technical Field

[0001] The present invention relates to the technical field of preparation of organic photoelectric materials, and in particular to a hole transport material, an organic light-emitting device and a display or lighting device. Background Art

[0002] Organic light-emitting diodes (OLEDs), also known as organic electroluminescent devices, are a technology that applies voltage to organic electroluminescent elements to inject holes from the anode and electrons from the cathode into the light-emitting layer respectively. The injected holes and electrons recombine to form excitons, resulting in luminescence. It can convert electrical energy into light energy through organic light-emitting materials.

[0003] Generally, the organic material layer has a multilayer structure composed of different materials to improve the efficiency and stability of the organic light-emitting device. For example, the organic material layer may include a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. At present, hole transport materials generally have the problems of poor thermal stability, low HOMO value and triplet energy level. When applied to organic light-emitting devices, there are still problems that need to be improved in terms of the driving voltage, luminous efficiency and service life of the device.

[0004] Therefore, it is necessary to develop organic optoelectronic materials with good stability and excellent luminescence performance, and to find suitable OLED optoelectronic functional materials for OLED devices to solve the above problems. Summary of the invention

[0005] The purpose of the present invention is to provide one or more hole transport materials for organic electroluminescent devices. In order to solve the above technical problems, the present invention provides a triarylamine hole transport material obtained by combining an ortho-substituted aryl group with a substituted fluorenyl group, an OLED having the compound, and a display or lighting device. The provided hole transport material uses triarylamine as a parent core, and heteroaryl, aromatic and alkyl-substituted fluorenyl groups are combined with ortho-substituted aryl groups as three side chains, so that the compound can maintain a high stability and the device can have a high efficiency.

[0006] The hole transport material provided by the present invention is realized by the following technical solution:

[0007] A hole transport material, a compound having a structure shown in the following formula I:

[0008] ;

[0009] In Formula I, X1 is independently represented by CR a R b NR c or O, S atoms, R a , R b , Rc Each is independently selected from C1-C24 alkyl, C6-C30 aryl, C5-C30 heteroaryl;

[0010] L1 is selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, the substitution may be a single substitution, a disubstituted or the maximum possible number of substitutions, and when containing a substituent, the substituent may be hydrogen, deuterium, a C1-C24 alkyl group, or a C3-C20 cycloalkyl group; R1 is selected from a C6-C30 aryl group substituted or unsubstituted by a C1-C24 alkyl group or a C3-C20 cycloalkyl group, or a C4-C36 heteroaryl group substituted or unsubstituted by a C6-C30 aryl group;

[0011] L2 and L3 are each independently selected from a single bond, a C1-C24 alkyl group, a C3-C20 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group. When substituted, the substituent is selected from a C3-C6 cycloalkyl group; R2 and R3 are each independently selected from a C1-C10 alkyl group, a C6-C30 aryl group; the compound described in Formula I may be partially or fully deuterated.

[0012] Preferably, in Formula I, L2 and L3 are each independently selected from a single bond, n-propyl, isopropyl, C3-C6 cycloalkyl, C1-C6 alkyl substituted phenyl; R2 and R3 are each independently selected from methyl or phenyl.

[0013] Preferably, the structure shown in Formula I can be represented by any one of Formula I-1 to Formula I-2:

[0014] ;

[0015] Wherein X1, L1, and R1 are as defined above.

[0016] More preferably, when X1 is represented by CR a R b , R a , R b Each independently selected from methyl, phenyl or R a , R b Connected to form C3-C6 cycloalkyl; when X1 is NR c , R c It is phenyl.

[0017] Preferably, in the formula I, L1 is selected from a single bond or a C6-C30 aryl substituted with a C1-C10 alkyl group; R1 is independently selected from a C6-C30 aryl substituted or unsubstituted with a C1-C5 alkyl group, a C3-C10 cycloalkyl group, or a C4-C36 heteroaryl group substituted or unsubstituted with a C6-C30 aryl group.

[0018] More preferably, L1 is independently selected from a single bond, phenyl, biphenyl, methylbenzene, dimethylbenzene, and phenyl substituted with adamantyl; R1 is independently selected from phenyl, methylbenzene, dimethylbenzene, phenylcarbazolyl, dibenzofuranyl, and adamantyl.

[0019] According to one or more embodiments, the present invention provides a hole transport material selected from any one of the chemical structures shown below, wherein Ad represents "adamantyl":

[0020] .

[0021] The present invention also provides a use of the hole transport material as described above in an organic electroluminescent device.

[0022] The present invention also provides an organic electroluminescent device, the organic electroluminescent device comprising:

[0023] substrate layer;

[0024] a first electrode, the first electrode being on the substrate;

[0025] An organic light-emitting functional layer, the organic light-emitting functional layer is on the first electrode;

[0026] A second electrode, the second electrode being on the organic light-emitting functional layer;

[0027] The organic light-emitting functional layer includes a hole transport layer; the hole transport layer includes the hole transport material as described above.

[0028] The present invention also provides a composition, which contains the hole transport material as described above.

[0029] The present invention also provides a preparation, the preparation comprising the hole transport material as described above or the composition as described above and at least one solvent. The solvent is not particularly limited, and can be used, for example, unsaturated hydrocarbon solvents such as toluene, xylene, mesitylene, tetralin, decalin, bicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, carbon tetrachloride, chloroform, methylene chloride, ethylene dichloride, butyl chloride, butyl bromide, pentyl chloride, pentyl bromide, hexyl chloride, hexyl bromide, chlorocyclohexane, bromocyclohexane, halogenated unsaturated hydrocarbon solvents such as chlorobenzene, dichlorobenzene, trichlorobenzene, ether solvents such as tetrahydrofuran, tetrahydropyran, ester solvents such as alkyl benzoate, etc., which are well known to those skilled in the art.

[0030] The organic electroluminescent device of the present invention can be used in an OLED lighting or display device.

[0031] The present invention also provides a display or lighting device, which comprises one or more of the organic electroluminescent devices described above.

[0032] In summary, compared with the prior art, the present invention has the following beneficial effects:

[0033] The hole transport material provided by the present invention uses triarylamine as a parent core, and is substituted by aromatic groups and alkyl groups on the fluorene group, and is matched with heteroaromatic groups and aromatic groups on other side chain substitution positions, so that the compound structure has excellent luminous efficiency and good evaporation stability; at the same time, the hole transport material provided by the present invention is used in a device, which is convenient for improving the hole transport efficiency in the device, thereby effectively improving the luminous efficiency and working life of the organic light-emitting device. DETAILED DESCRIPTION

[0034] The following will be described clearly and completely in conjunction with the technical solutions of the embodiments of the present invention. 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 those skilled in the art without creative work are within the scope of protection of the present invention.

[0035] The aryl group of the present invention refers to a general term for a monovalent group after removing a hydrogen atom from the aromatic core carbon of an aromatic hydrocarbon molecule, which can be a monocyclic aryl group or a condensed ring aryl group. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples may include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthyl, anthracenyl, phenanthrenyl or pyrenyl, but are not limited thereto. Aryl or aromatic group-as used herein, non-condensed and condensed systems are considered. The aryl group can be an aryl group having 6 to 30 carbon atoms, preferably an aryl group having 6 to 20 carbon atoms, and more preferably an aryl group having 6 to 12 carbon atoms. Examples of the aryl group include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, phenanthrene, fluorene, pyrene, perylene and azulene, with preference given to phenyl, biphenyl, terphenyl, triphenylene, fluorene and naphthalene. Examples of non-fused aryl groups include phenyl, biphenyl-2-yl, biphenyl-3-yl, biphenyl-4-yl, p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl, m-terphenyl-2-yl, o-tolyl, m-tolyl, p-tolyl, p-(2-phenylpropyl)phenyl, 4'-methylbiphenyl, 4"-tert-butyl-p-terphenyl-4-yl, o-cumyl, m-cumyl, p-cumyl, 2,3-xylyl, 3,4-xylyl, 2,5-xylyl, mesityl and m-quaterphenyl.

[0036] The heteroaryl group of the present invention refers to a general term for a group obtained by replacing one or more aromatic carbon atoms in an aromatic group with a heteroatom, wherein the heteroatom includes but is not limited to oxygen, sulfur, silicon or nitrogen atoms, and the heteroaryl group may be a monocyclic heteroaryl group or a condensed ring heteroaryl group, and may be a heteroaryl group having 6 to 30 carbon atoms, preferably a heteroaryl group having 6 to 20 carbon atoms. Examples may include pyridyl, pyrrolyl, pyridyl, thienyl, furanyl, indolyl, quinolyl, isoquinolyl, benzothienyl, benzofuranyl, dibenzofuranyl, dibenzothienyl, carbazolyl, etc., but are not limited thereto.

[0037] The alkyl group of the present invention includes straight chain and branched chain alkyl groups. It can be an alkyl group having 1 to 24 carbon atoms, and preferably an alkyl group having 1 to 10 carbon atoms, including methyl, ethyl, propyl, 1-methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, pentyl, 1-methylbutyl, 2-methylbutyl, 3-methylbutyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, etc. In addition, the alkyl group can be optionally substituted.

[0038] The cycloalkyl group of the present invention represents any functional group or substituent derived from an alicyclic ring. A saturated cycloalkyl group having 3 or more and 20 or less ring carbon atoms. The cycloalkyl group may be a monocyclic ring, a linked ring, a bridged ring, a spirocyclic ring or a condensed ring, for example, cyclohexane, bihexane, adamantane, bicyclo[2.2.2]octane, norbornyl, etc., but is not limited thereto.

[0039] Throughout the specification, unless explicitly described to the contrary, "comprising" any component will be understood to imply the inclusion of other elements, rather than excluding any other elements. In addition, it should be understood that throughout the specification, when an element such as a layer, film, region or substrate is referred to as being "on" or "above" another element, it can be "directly on" another element, or there may be intervening elements. In addition, "on..." or "above..." means being located above the target portion, and does not necessarily mean being located above according to the direction of gravity.

[0040] An object of the present invention is to provide an organic electroluminescent device, which includes: a substrate layer; a first electrode, which is on the substrate; an organic light-emitting functional layer, which is on the first electrode; a second electrode, which is on the organic light-emitting functional layer; the organic light-emitting functional layer includes a hole transport layer; the hole transport layer includes a hole transport material as described in Formula I.

[0041] In one embodiment of the present invention, the hole transport layer in the organic electroluminescent (OLED) device comprises one or more compounds represented by the above general formula I as hole transport materials.

[0042] In a preferred embodiment of the present invention, an OLED is provided, which includes a substrate, an anode, a cathode, an organic light-emitting functional layer, and a covering layer, wherein the organic light-emitting functional layer may include a light-emitting layer, a hole transport layer, a hole injection layer, an electron transport layer, an electron injection layer, etc., or may only include a light-emitting layer and one or more other layers; wherein the hole transport layer includes one or more components of the compound shown in the above general formula I. Optionally, there is a protective layer and / or an encapsulation layer on the covering layer.

[0043] The substrate of the present invention can be any substrate used in a typical organic light-emitting device. It can be a glass or transparent plastic substrate, or a substrate of an opaque material such as silicon or stainless steel, or a flexible PI film. Different substrates have different mechanical strengths, thermal stability, transparency, surface smoothness, and waterproofness. Depending on the properties of the substrate, the use direction is different.

[0044] As materials for the hole injection layer, the electron injection layer, and the light-emitting layer, any material can be selected from known related materials used for OLED devices.

[0045] As host-guest materials capable of producing blue fluorescence, green fluorescence and blue-green fluorescence, they not only need to have extremely high fluorescence quantum luminescence efficiency, but also need to have appropriate energy levels.

[0046] The present invention is described in detail below in conjunction with specific examples. Synthesis Examples All raw materials and solvents are commercially available unless otherwise specified, and the solvents are used directly without further treatment.

[0047] Example

[0048] Example 1: Synthesis of Compound H001

[0049] Synthesis route:

[0050] ;

[0051] Synthesis method:

[0052] 1) H001-1 (18.3 g), H001-2 (27.3 g), PD2(DBA)3 (1.2 g), X-Phos (1.5 g), sodium tert-butoxide (10 g) were added to 500 ml of toluene solution in sequence, stirred at room temperature to fully replace nitrogen five times, and then reacted at 80°C for 8 hours. After the reaction was complete, the temperature was lowered to room temperature, washed with water, separated, the organic phase was concentrated, and the intermediate product H001-S1 (30 g) was obtained by column chromatography;

[0053] 2) The intermediate product H001-S1 (30 g), H001-3 (48 g), PD2 (DBA) 3 (1 g), X-Phos (1.3 g), and sodium tert-butoxide (9 g) were added to 400 ml of xylene solution in sequence, stirred at room temperature to fully replace nitrogen five times, and then refluxed for 12 hours. After the reaction was complete, the temperature was lowered to room temperature, washed with water, and the liquid was separated. The organic phase was concentrated and separated by column chromatography to obtain the target product 1-001 (55 g). The LC-MS (m / z) (Μ+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 899.45, and the test value was 900.15.

[0054] Example 2: Synthesis of Compound H005

[0055] Compound H005 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 699.39 and the test value was 699.95.

[0056] Example 3: Synthesis of Compound H016

[0057] Compound H016 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (Μ+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 985.43 and the test value was 986.17.

[0058] Example 4: Synthesis of Compound H027

[0059] Compound H027 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 951.48 and the test value was 952.08.

[0060] Example 5: Synthesis of Compound H038

[0061] Compound H038 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 847.42 and the test value was 848.06.

[0062] Example 6: Synthesis of Compound H047

[0063] Compound H047 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 964.48 and the test value was 965.10.

[0064] Example 7: Synthesis of Compound H052

[0065] Compound H052 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 901.43 and the test value was 902.09.

[0066] Example 8: Synthesis of Compound H057

[0067] Compound H057 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (Μ+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 976.48 and the test value was 977.12.

[0068] Example 9: Synthesis of Compound H058

[0069] Compound H058 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was obtained by liquid chromatography-mass spectrometry analysis: the theoretical value was 915.44 and the test value was 916.12.

[0070] Example 10: Synthesis of Compound H065

[0071] Compound H065 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 851.45 and the test value was 852.11.

[0072] Example 11: Synthesis of Compound H068

[0073] Compound H068 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 912.54 and the test value was 913.26.

[0074] Example 12: Synthesis of Compound H070

[0075] Compound H070 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 845.41 and the test value was 846.11.

[0076] Example 13: Synthesis of Compound H080

[0077] Compound H080 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 793.46 and the test value was 794.10.

[0078] Example 14: Synthesis of Compound H085

[0079] Compound H085 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 687.39 and the test value was 687.95.

[0080] Example 15: Synthesis of Compound H086

[0081] Compound H086 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 735.39 and the test value was 736.07.

[0082] Example 16: Synthesis of Compound H089

[0083] Compound H089 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 925.46 and the test value was 926.20.

[0084] Example 17: Synthesis of Compound H091

[0085] Compound H091 was synthesized by referring to the synthesis steps and reaction conditions of Example 1. The LC-MS (m / z) (M+) was analyzed by liquid chromatography-mass spectrometry: the theoretical value was 801.43 and the test value was 802.05.

[0086] Example 18: Synthesis of Compound H095

[0087] Compound H095 was synthesized by referring to the synthesis steps and reaction conditions of Example 1, and analyzed by liquid chromatography-mass spectrometry to obtain LC-MS (m / z) (Μ+): the theoretical value was 739.42 and the test value was 740.04.

[0088] Several examples of the hole transport materials of the present invention being applied to OLED devices are listed below to further illustrate the beneficial effects of the compounds of the present invention. The materials used in the examples are purchased commercially or synthesized by themselves.

[0089] Fabrication of OLED devices:

[0090] As a reference preparation method for a device embodiment, the present invention deposits 50-500nm ITO / Ag / ITO on an alkali-free glass substrate as an anode, deposits a hole injection layer (5-20nm), a hole transport layer (50-150nm), a light-emitting auxiliary layer (5-120nm), a light-emitting layer (20-50nm), a hole blocking layer (5-20nm), an electron transport layer (20-80nm), and an electron injection layer (0.5-10nm) on the anode in sequence, and then co-deposit Mg and Ag (weight ratio 1:9, 10-50nm) to make a semi-transparent cathode, and then deposits a cover layer compound. Finally, the light-emitting device is encapsulated using an epoxy resin adhesive in a nitrogen atmosphere.

[0091] In a preferred embodiment, the structure of the OLED device provided by the present invention is as follows: first, an alkali-free glass substrate is washed with isopropyl alcohol using an ultrasonic cleaner for 15 minutes, and then a UV ozone cleaning treatment is performed in air for 30 minutes. The treated substrate is firstly evaporated with ITO / Ag / ITO 100nm as an anode by vacuum evaporation, and then a hole injection layer (HT:PD=97:3, 10nm), a hole transport layer (compound H001, 135nm), a light-emitting auxiliary layer (BP, 5nm), a blue light-emitting layer (main material: doping material = compound BH: compound BD (weight ratio 98:2, 20nm)), a hole blocking layer (HBL, 5nm), an electron transport layer (compound ET: Liq=1:1, 30nm), and an electron injection layer (Yb, 10nm) are sequentially stacked and evaporated, and then Mg and Ag (weight ratio 1:9, 14nm) are co-evaporated to make a semi-transparent cathode, and then compound CPL (70nm) is evaporated as a covering layer. This is recorded as Application Example 1, and the molecular structure formula of the relevant material is as follows (particularly preferably selected from the following structures, but it does not mean that the present invention is limited to the following structures):

[0092] .

[0093] The method provided in the above-mentioned application example 1 was used to prepare application examples 2 to 15 and comparative example 1, the only difference being that the compounds listed in Table 1 were used as hole transport materials to replace compound 001 in application example 1. The structure of Ref-1 used in comparative example 1 is as follows: .

[0094] Performance evaluation of OLED devices:

[0095] The current of the OLED device at different voltages was tested using a Keithley 2365A digital nanovoltmeter, and the current was then divided by the luminous area to obtain the current density of the OLED device at different voltages. The brightness and radiant energy flux density of the OLED device at different voltages were tested using a Konicaminolta CS-2000 spectroradiometer. Based on the current density and brightness of the OLED device at different voltages, the current density (10 mA / cm 2 ) working voltage Volt and current efficiency (cd / A), BI=E / CIEy, refers to the Blue Index in blue light, and is also a parameter for measuring the luminous efficiency of blue light. E refers to the current efficiency, and CIEy refers to the vertical coordinate color point obtained by bringing the wavelength of the device's luminous half-peak width into the CIE1930 software. The test data is shown in Table 1.

[0096] As can be seen from Table 1, compared with Comparative Example 1, Application Examples 1 to 18 have lower operating voltage and higher BI luminous efficiency. The improvement in the performance of each application example is based on the better film-forming stability and transport properties of the compound material of the present invention. The hole transport material in the present invention uses triarylamine as the parent core, and the aromatic and alkyl co-substituted fluorenyl groups are combined with heteroaryl and ortho-substituted aryl groups as three side chains, which enhances the rigid conjugation effect of the compound, so that the compound has good thermal stability, which can have a greater impact on the luminescent properties of the compound, thereby improving the luminous efficiency of the device, and can better achieve the balance of electron and hole transmission and the exciton conversion rate, and reduce the power consumption of the device.

[0097] This specific embodiment is merely an explanation of the present invention and is not a limitation of the present invention. After reading this specification, those skilled in the art may make non-creative modifications to the present embodiment as needed. However, as long as they are within the scope of the claims of the present invention, they are protected by the patent law.

Claims

1. A hole transport material, characterized in that: The hole transport material has a compound represented by Formula I-1: In formula I-1, X1 is independently represented by CR a R b NR c or O, S atoms, R a , R b , R c Each is independently selected from C1-C24 alkyl, C6-C30 aryl, C5-C30 heteroaryl; L1 is selected from a single bond, a substituted or unsubstituted C6-C30 arylene group, the substitution may be a single substitution, a disubstituted or the maximum possible number of substitutions, when containing a substituent, the substituent may be hydrogen, deuterium, a C1-C24 alkyl group, a C3-C20 cycloalkyl group; R1 is selected from a C6-C30 aryl group substituted or unsubstituted by a C1-C24 alkyl group, a C3-C20 cycloalkyl group, a C4-C36 heteroaryl group substituted or unsubstituted by a C6-C30 aryl group; the C3-C20 cycloalkyl group is a monocyclic ring, a linked ring, a bridged ring, a spiro ring or a condensed ring.

2. The hole transport material according to claim 1, characterized in that When X1 is expressed as CR a R b , R a , R b Each independently selected from methyl, phenyl; when X1 is NR c , R c It is phenyl.

3. The hole transport material according to claim 1, characterized in that In the formula I-1, L1 is selected from a single bond or a C6-C30 arylene group substituted with a C1-C10 alkyl group; R1 is independently selected from a C6-C30 aryl group substituted or unsubstituted with a C1-C5 alkyl group, a C3-C10 cycloalkyl group, or a C4-C36 heteroaryl group substituted or unsubstituted with a C6-C30 aryl group.

4. The hole transport material according to claim 1, characterized in that In the formula I-1, L1 is independently selected from a single bond, a phenylene group, a biphenylene group, a methylphenylene group, a dimethylphenylene group, and a phenylene group substituted with an adamantyl group; R1 is independently selected from a phenyl group, a methylphenyl group, a dimethylphenyl group, a phenylcarbazolyl group, and a dibenzofuranyl group.

5. A hole transport material, characterized in that: The hole transport material is selected from any one of the following chemical structures:

6. Use of the hole transport material according to any one of claims 1 to 5 in the preparation of an organic electroluminescent device.

7. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises: substrate layer; a first electrode, the first electrode being on the substrate; An organic light-emitting functional layer, the organic light-emitting functional layer is on the first electrode; A second electrode, the second electrode being on the organic light-emitting functional layer; The organic light-emitting functional layer comprises a hole transport layer; the hole transport layer comprises the hole transport material as described in any one of claims 1-5.

8. A preparation, characterized in that The preparation comprises the hole transport material according to any one of claims 1 to 5 and at least one solvent.

9. Use of the organic electroluminescent device according to claim 7 in a display or lighting device.

10. A display or lighting device, characterized in that: The device comprises the organic electroluminescent device as claimed in claim 7.

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