Boron-nitrogen compound and OLED containing same, and organic light-emitting apparatus

Abstract

The present invention relates to the technical field of preparation of organic optoelectronic materials, and in particular to a boron-nitrogen compound and an OLED containing same, and an organic light-emitting apparatus. By combining a fluorenyl group, a substituted amino group, and a group defined below a parent core, the boron-nitrogen compound of the present invention exhibits enhanced thermal stability and has excellent light-emitting characteristics. As a light-emitting layer material, the boron-nitrogen compound provided by the present invention can effectively enable organic light-emitting devices to operate at a low driving voltage while maintaining voltage stability and to achieve high light-emitting efficiency.

Description

A boron-nitrogen compound, an OLED having the compound, and an organic light-emitting device. Technical Field

[0001] This invention relates to the field of organic optoelectronic material preparation technology, specifically to a boron-nitrogen compound, an OLED having the compound, and an organic light-emitting device. Background Technology

[0002] With the development of multimedia technology and the increasing demands for information technology, the requirements for panel display performance are becoming increasingly stringent. Organic light-emitting diodes (OLEDs), also known as organic electroluminescent devices, are a technology that converts electrical energy into light energy through organic light-emitting materials. This technology involves applying voltage to organic electroluminescent elements to inject holes from the anode and electrons from the cathode into the light-emitting layer. The injected holes and electrons then recombine to form excitons, causing light to be emitted.

[0003] Most OLED devices use a host-guest light-emitting system for their emissive layers, which involves doping a guest material into the host material. In the field of OLED materials, scholars and researchers have actively studied organic materials with light-emitting properties such as blue (one of the three primary colors of light) and organic materials with charge transport capabilities such as holes and electrons (potentially becoming semiconductors or superconductors). Using composite materials to prepare organic functional layers is a common method for improving device performance.

[0004] However, even with the combination of multiple materials, display technology still suffers from high driving voltage and short display lifespan, severely hindering its further practical application. Therefore, continuous efforts are needed to develop organic light-emitting devices with low-voltage driving, high brightness, and long lifespan, and to find suitable OLED optoelectronic functional materials for OLED devices to address these issues—a long-term need in this field. Summary of the Invention

[0005] To address the aforementioned technical problems, this invention provides a boron-nitrogen compound, an OLED having the compound, and a display or lighting device. This boron-nitrogen compound has a fluorene group structure, which improves luminous efficiency and thermal stability; its molecular structure is easily modified. As a light-emitting layer material, the boron-nitrogen compound provided by this invention can effectively enable organic light-emitting devices to have lower driving voltages while maintaining voltage stability, and also improves luminous efficiency.

[0006] The boron-nitrogen compound provided by this invention is achieved through the following technical solution:

[0007] A boron nitrogen compound having a fluorenyl structure, the compound having the structure shown in formula (I):

[0008] In formula (I), R1-R5 are each independently selected from C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl. When R1-R5 contains a substituent, the substituent is selected from C1-C10 alkyl or C6-C30 aryl. Ar is selected from substituted or unsubstituted C1-C20 alkyl, C6-C30 aryl, substituted or unsubstituted C7-C30 aralkyl, substituted or unsubstituted C1-C30 silyl. When Ar contains a substituent, the substituent is selected from C6-C30 aryl.

[0009] Preferably, in formula (I), R2-R3 are each independently selected from C1-C10 alkyl and methyl-substituted C3-C6 cycloalkyl; preferably, R2-R3 are each independently selected from tert-butyl or tetramethylcyclohexane.

[0010] Preferably, in formula (I), R1 is selected from tert-butyl or phenyl; R4 and R5 are each selected independently or simultaneously from methyl or phenyl; when both R4 and R5 are selected from phenyl, R4 and R5 can be connected to each other to form a ring.

[0011] Preferably, in formula (I), Ar is selected from any of the following structures, and * represents the connection position:

[0012] According to one or more embodiments, the present invention provides a boron-nitrogen compound, said compound being selected from any of the following chemical structures:

[0013] The present invention also provides the application of the boron nitrogen compound as described above in organic electroluminescent devices.

[0014] The present invention also provides an organic electroluminescent device, the organic electroluminescent device comprising:

[0015] Substrate layer;

[0016] A first electrode is located on the substrate;

[0017] An organic light-emitting functional layer is disposed on the first electrode;

[0018] The second electrode is located on the organic light-emitting functional layer;

[0019] The organic light-emitting functional layer includes a light-emitting layer; the light-emitting layer contains boron-nitrogen compounds as described above.

[0020] The present invention also provides a formulation comprising a boron-nitrogen compound with the structure shown in formula (I) above, or a composition as described above, and at least one solvent. The solvent is not particularly limited and may be any solvent well known to those skilled in the art, such as unsaturated hydrocarbon solvents like toluene, xylene, mesitylene, tetrahydronaphthalene, decahydronaphthalene, dicyclohexane, n-butylbenzene, sec-butylbenzene, tert-butylbenzene, carbon tetrachloride, chloroform, dichloromethane, dichloroethane, chlorobutane, bromobutane, chloropentane, bromopentane, chlorohexane, bromohexane, chlorocyclohexane, bromocyclohexane, etc.; halogenated unsaturated hydrocarbon solvents like chlorobenzene, dichlorobenzene, trichlorobenzene, etc.; ether solvents like tetrahydrofuran, tetrahydropyran, etc.; and ester solvents like alkyl benzoates.

[0021] The present invention also provides a composition comprising a boron nitrogen compound as described in formula (I).

[0022] The organic electroluminescent device of the present invention can be used in OLED lighting or display devices. Preferably, the organic electroluminescent device prepared by the present invention is used in smartphones, tablets, smart wearable devices, televisions, VR, microdisplays, and automotive center console screens or taillights.

[0023] The present invention also provides a display or lighting device comprising one or more of the organic electroluminescent devices described above.

[0024] In summary, compared with the prior art, the present invention has the following beneficial effects:

[0025] The boron-nitrogen compound of the present invention, through the coordination of the fluorenyl group, the silane aromatic group and other groups in the parent core at defined positions, gives the boron-nitrogen compound a good structural stability and film-forming properties. When the boron-nitrogen compound provided by the present invention is used to prepare organic light-emitting devices, it can effectively enable the organic light-emitting devices to have lower driving voltage and maintain voltage stability, while improving luminous efficiency and achieving better device lifespan. Detailed Implementation

[0026] The technical solutions of the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the protection scope of the present invention.

[0027] The term "silyl" refers to the -Si(Rs)3 group, where each Rs may be the same or different. Rs may be hydrogen or substituents selected from the group consisting of: deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, heterocycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof. Preferred Rs are selected from the group consisting of: alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof.

[0028] The term "alkyl" refers to and includes both straight-chain and branched alkyl groups. Preferred alkyl groups are those containing 1-20 carbon atoms and include 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. Additionally, the alkyl group may optionally be substituted.

[0029] The term "cycloalkyl" refers to and includes monocyclic, polycyclic, and spiroalkyl groups. Preferred cycloalkyl groups are those containing 3 to 20 ring carbon atoms, more preferably those containing 3 to 12 ring carbon atoms, and particularly preferably those containing 3 to 6 ring carbon atoms, including cyclopropyl, cyclopentyl, cyclohexyl, bicyclo[3.1.1]heptyl, spiro[4.5]decyl, spiro[5.5]undecyl, adamantyl, etc. Additionally, the cycloalkyl group may optionally be substituted.

[0030] The terms "aralkyl" or "arylalkyl" are used interchangeably and refer to an alkyl group that has been substituted with an aryl group. Additionally, aralkyl groups may optionally be substituted.

[0031] The term "aryl" refers to and includes monocyclic aromatic hydrocarbon groups and polycyclic aromatic ring systems. A polycyclic system may have two or more rings in which two carbons are shared by two adjacent rings (the rings are "fused"), wherein at least one of the rings is an aromatic hydrocarbon group; for example, the other rings may be cycloalkyl, cycloalkenyl, aryl, heterocyclic, and / or heteroaryl. Preferred aryl groups are those containing six to thirty carbon atoms, more preferably six to twelve carbon atoms. Particularly preferred are aryl groups having six, ten, or twelve carbon atoms. Suitable aryl groups include phenyl, biphenyl, terphenyl, triphenylene, tetraphenylene, naphthalene, anthracene, phenanthrene, fluorene, pyrene, perylene, and azulene, with phenyl, biphenyl, terphenyl, triphenylene, fluorene, and naphthalene being preferred. Additionally, the aryl group may optionally be substituted.

[0032] Throughout this specification, unless explicitly stated otherwise, the term "including" any component will be understood to imply the inclusion of other components, not to exclude any other components. Furthermore, it should be understood that throughout this specification, when an element such as a layer, film, region, or substrate is referred to as being "on" or "above" another element, it may be "directly on" the other element, or there may be intermediate elements present. Additionally, "on" or "above" means located above the target portion, and not necessarily above it in the direction of gravity.

[0033] One object of the present invention is to provide an electroluminescent device, the organic electroluminescent device comprising: a substrate layer; a first electrode on the substrate; an organic light-emitting functional layer on the first electrode; a second electrode on the organic light-emitting functional layer; the organic light-emitting functional layer comprising a light-emitting layer comprising a boron nitrogen compound having a fluorene group structure.

[0034] In one embodiment of the present invention, the light-emitting layer of the organic electroluminescent (OLED) device comprises one or more compounds as light-emitting dopant materials as shown in the above general formula (I).

[0035] In a preferred embodiment of the present invention, an OLED is provided, comprising a substrate, an anode, a cathode, and an organic light-emitting functional 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 light-emitting layer comprises a light-emitting dopant material composed of one or more compounds represented by the above general formula (I). Optionally, a capping layer, a protective layer, and / or an encapsulation layer are further provided above the organic light-emitting functional layer.

[0036] The substrate described in this invention can be any substrate typically used in organic light-emitting devices. It can be a glass or transparent plastic substrate, 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 water resistance, and their applications vary depending on their properties.

[0037] As for the materials used in the hole injection layer, hole transport layer, and electron injection layer, any material can be selected from known materials used in OLED devices.

[0038] As a host material capable of producing blue, green, and blue-green fluorescence, it not only needs to have extremely high fluorescence quantum luminescence efficiency, but also needs to have an appropriate energy level that can effectively cooperate with the excitation energy of the guest material to emit light.

[0039] The present invention will now be described in detail with reference to specific embodiments. Unless otherwise specified, all raw materials and solvents used in the synthesis embodiments are commercially available, and the solvents were used directly without further processing.

[0040] Example

[0041] Example 1: Synthesis of Compound 1-001

[0042] Synthesis route:

[0043] 1) Compounds 1-001-1 (1 mmol) and 1-001-2 (1 mmol) were dissolved in 50 mL of toluene solution. Under a nitrogen atmosphere, sodium tert-butoxide (2 mmol), palladium acetate (0.05 mmol), and tri-tert-butylphosphine tetrafluoroborate (0.5 mmol) were added. The reaction system was refluxed for 72 hours and then cooled to room temperature. The solvent was removed by rotary evaporation, and the residue was extracted with dichloromethane (3 × 100 mL). The organic phase was washed with water and dried over sodium sulfate. The solvent was removed by vacuum distillation, and the crude product was purified by silica gel column chromatography with an eluent (dichloromethane: petroleum ether) of 1:4. The intermediate product was 1-001-3.

[0044] 2) Dissolve intermediate 1-001-3 (1 mmol) and compound 1-001-4 (1 mmol) in 50 mL of toluene solution. Under a nitrogen atmosphere, add sodium tert-butoxide (2 mmol), palladium acetate (0.05 mmol), and tri-tert-butylphosphine tetrafluoroborate (0.5 mmol). Reflux the reaction system for 72 hours and then cool to room temperature. Remove the solvent by rotary evaporation, and extract the residue with dichloromethane (3 × 100 mL). Wash the organic phase with water and dry with sodium sulfate. Remove the solvent by vacuum distillation, and purify the crude product by silica gel column chromatography with eluent (dichloromethane: petroleum ether) = 1:4. Intermediate product 1-001-5.

[0045] 3) Dissolve intermediate 1-001-5 (1 mmol) and compound 1-001-6 (1 mmol) in 50 mL of toluene solution. Under a nitrogen atmosphere, add sodium tert-butoxide (2 mmol), palladium acetate (0.05 mmol), and tri-tert-butylphosphine tetrafluoroborate (0.5 mmol). Reflux the reaction system for 72 hours and then cool to room temperature. Remove the solvent by rotary evaporation, and extract the residue with dichloromethane (3 × 100 mL). Wash the organic phase with water and dry with sodium sulfate. Remove the solvent by vacuum distillation, and purify the crude product by silica gel column chromatography with eluent (dichloromethane: petroleum ether) = 1:4. Intermediate product 1-001-7.

[0046] 4) Dissolve intermediate 1-001-7 (1 mmol) and compound 1-001-8 (1 mmol) in 50 mL of toluene solution. Under a nitrogen atmosphere, add sodium tert-butoxide (2 mmol), palladium acetate (0.05 mmol), and tri-tert-butylphosphine tetrafluoroborate (0.5 mmol). Reflux the reaction system for 72 hours and then cool to room temperature. Remove the solvent by rotary evaporation, and extract the residue with dichloromethane (3 × 100 mL). Wash the organic phase with water and dry with sodium sulfate. Remove the solvent by vacuum distillation, and purify the crude product by silica gel column chromatography with eluent (dichloromethane: petroleum ether) = 1:4. Intermediate product 1-001-9.

[0047] 5) Dissolve intermediate 1-001-9 (1 mmol) in 60 mL of anhydrous tert-butylbenzene. Cool the reaction system to -78 °C and slowly add BuLi (1 mL, 2 mmol, 2 M in hexane). After reacting at -78 °C for 4 hours, slowly add BBr (3247 mg, 1 mmol). After reacting at -50 °C for 1 hour, raise the temperature to room temperature, then add N,N-diisopropylethylamine (387 mg, 3 mmol), and then heat to 120 °C for 12 hours. After cooling to room temperature, add 5 mL of sodium acetate aqueous solution (1 M). Remove the solvent by rotary evaporation, and extract the residue with dichloromethane (3 × 100 mL). Wash the organic phase with water and dry with sodium sulfate. Remove the solvent by vacuum distillation, and purify the crude product by silica gel column chromatography with eluent (dichloromethane: petroleum ether) = 1:8 to obtain the final product 1-001. The structure of the target product 1-001 was determined by liquid chromatography-mass spectrometry (LC-MS) analysis. The theoretical value was 1055.58, and the measured value was 1055.90.

[0048] Example 2: Synthesis of Compound 1-006

[0049] Following the synthesis steps and reaction conditions of Example 1, compound 1-006 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1137.56, measured value 1137.88.

[0050] Example 3: Synthesis of Compound 1-011

[0051] Following the synthesis steps and reaction conditions of Example 1, compound 1-011 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1303.64 and a measured value of 1303.96.

[0052] Example 4: Synthesis of Compound 1-016

[0053] Following the synthesis steps and reaction conditions of Example 1, compound 1-016 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1363.64, measured value 1364.02.

[0054] Example 5: Synthesis of Compound 1-029

[0055] Following the synthesis steps and reaction conditions of Example 1, compound 1-029 was synthesized. LC-MS analysis using liquid chromatography-mass spectrometry yielded a theoretical value of 1129.59 and a measured value of 1129.97 (m / z)(M+).

[0056] Example 6: Synthesis of Compound 1-035

[0057] Following the synthesis steps and reaction conditions of Example 1, compound 1-035 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1357.69 and a measured value of 1357.95.

[0058] Example 7: Synthesis of Compound 1-054

[0059] Following the synthesis steps and reaction conditions of Example 1, compound 1-054 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1245.66 and a measured value of 1245.96.

[0060] Example 8: Synthesis of Compound 1-068

[0061] Following the synthesis steps and reaction conditions of Example 1, compound 1-068 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1493.72 and a measured value of 1494.08.

[0062] Example 9: Synthesis of Compound 1-084

[0063] Following the synthesis steps and reaction conditions of Example 1, compound 1-084 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1419.70 and a measured value of 1420.06.

[0064] Example 10: Synthesis of Compound 1-086

[0065] Following the synthesis steps and reaction conditions of Example 1, compound 1-086 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1293.66, measured value 1293.98.

[0066] Example 11: Synthesis of Compound 1-096

[0067] Following the synthesis steps and reaction conditions of Example 1, compound 1-096 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1437.66 and a measured value of 1438.02.

[0068] Example 12: Synthesis of Compound 2-005

[0069] Synthesis route:

[0070] Following the synthesis steps and reaction conditions of Example 1, compound 2-005 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1059.57, measured value 1059.93.

[0071] Example 13: Synthesis of Compound 2-011

[0072] Following the synthesis steps and reaction conditions of Example 12, compound 2-011 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1287.66, measured value 1287.96.

[0073] Example 14: Synthesis of Compound 2-014

[0074] Following the synthesis steps and reaction conditions of Example 12, compound 2-014 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1181.59 and a measured value of 1181.97.

[0075] Example 15: Synthesis of Compound 2-024

[0076] Following the synthesis steps and reaction conditions of Example 12, compound 2-024 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1367.63, measured value 1367.97.

[0077] Example 16: Synthesis of Compound 2-030

[0078] Following the synthesis steps and reaction conditions of Example 12, compound 2-030 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1133.59 and a measured value of 1133.97.

[0079] Example 17: Synthesis of Compound 2-057

[0080] Following the synthesis steps and reaction conditions of Example 12, compound 2-057 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1271.73 and a measured value of 1271.99.

[0081] Example 18: Synthesis of Compound 2-070

[0082] Following the synthesis steps and reaction conditions of Example 12, compound 2-070 was synthesized. Analysis by liquid chromatography-mass spectrometry yielded the following LC-MS (m / z)(M+): theoretical value 1309.65, measured value 1309.99.

[0083] Example 19: Synthesis of Compound 2-077

[0084] Following the synthesis steps and reaction conditions of Example 12, compound 2-077 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1113.62 and a measured value of 1113.96.

[0085] Example 20: Synthesis of Compound 2-087

[0086] Following the synthesis steps and reaction conditions of Example 12, compound 2-087 was synthesized. LC-MS (m / z)(M+) analysis yielded a theoretical value of 1339.69 and a measured value of 1340.01.

[0087] The following are several examples of applications of the boron nitride compounds described in this invention in OLED devices to further illustrate the beneficial effects of the compounds. The materials used in the examples were either commercially available or synthesized in-house.

[0088] Manufacturing of OLED devices:

[0089] As a reference fabrication method for one embodiment of the device, the present invention involves depositing a 50-500 nm ITO / Ag / ITO layer as the anode on an alkali-free glass substrate. Then, a hole injection layer (5 nm-20 nm), a hole transport layer (50-120 nm), a light-emitting auxiliary layer (5-120 nm), a light-emitting layer (20-50 nm), an electron transport layer (20-80 nm), and an electron injection layer (1-10 nm) are deposited on the anode. Next, Mg and Ag (weight ratio 10:1, 10-50 nm) are co-deposited to form a semi-transparent cathode, followed by the deposition of a capping compound. Finally, the light-emitting device is encapsulated using epoxy resin adhesive under a nitrogen atmosphere.

[0090] In a preferred embodiment, the OLED device provided by the present invention has the following structure: First, an alkali-free glass substrate is washed with isopropanol for 15 minutes using an ultrasonic cleaner, followed by a 30-minute UV ozone cleaning treatment in air. The treated substrate is then vacuum-deposited with ITO / Ag / ITO 100nm as the anode. Next, a hole injection layer (HT:PD, 10nm, 2%), a hole transport layer (NPB, 30nm), a light-emitting auxiliary layer (BP, 5nm), a blue light-emitting layer (body material; dopant material = compound BH-1: compound 1-001 (weight ratio 97:3, 30nm)), an electron transport layer (compound ET:Liq = 1:1, 30nm), and an electron injection layer (LiF, 0.5nm) are sequentially deposited. Finally, Mg and Ag (weight ratio 10:1, 15nm) are co-deposited to form a semi-transparent cathode. Finally, compound CPL (65nm) is deposited as a capping layer. Finally, the light-emitting device was encapsulated using epoxy resin adhesive under a nitrogen atmosphere, referred to as Application Example 1. The molecular structural formulas of the relevant materials are shown below (particularly preferably selected from the following structures, but this does not mean that the invention is limited to the following structures):

[0091] Application Examples 2-20 and Comparative Example 1 were prepared using the method described in Application Example 1 above, the only difference being that compounds listed in Table 1 were used as dopant materials to replace compound 1-001 in Application Example 1. The dopant material in Comparative Example 1 is as follows:

[0092] Performance evaluation of OLED devices:

[0093] The current of the OLED device at different voltages was measured using a Keithley 2365A digital nanovoltmeter, and then the current density of the OLED device at different voltages was obtained by dividing the current by the emitting area. The brightness and radiant energy flux density of the OLED device at different voltages were measured 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 / cm²) at the same voltage was obtained. 2 The operating voltage (Volt) and current efficiency (cd / A) are given by BI = E / CIEy, which refers to the Blue Index in blue light and is also a parameter measuring the luminous efficiency of blue light. E refers to the current efficiency, and CIEy refers to the ordinate color point obtained by substituting the wavelength of the device's emission half-width into the CIE1930 software. The test data are shown in Table 1.

[0094] Table 1 Organic Electroluminescent Devices and Electroluminescence Characteristics

[0095] As shown in Table 1, compared with Comparative Example 1, Application Examples 1 to 20 exhibit lower operating voltage, higher BI luminous efficiency, and longer lifespan. The performance improvements in each application example are based on the introduction of fluorenyl groups and diphenylamino groups, as well as the groups defined below the parent core, in this invention. This results in better luminous efficiency of the boron-nitrogen compound material. Furthermore, the doping materials in this invention have excellent compatibility, enabling the blue light-emitting layer to achieve better balance in electron and hole transport and exciton conversion efficiency, thereby reducing device power consumption and extending lifespan.

[0096] This specific embodiment is merely an explanation of the present invention and is not intended to limit the invention. After reading this specification, those skilled in the art can make modifications to this embodiment without contributing any inventive step, but such modifications are protected by patent law as long as they are within the scope of the claims of the present invention.

Claims

1. A boron-nitrogen compound, characterized in that, The compound has the structure shown in formula (I): In formula (I), R1-R5 are each independently selected from C1-C20 alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C6-C30 aryl. When R1-R5 contains a substituent, the substituent is selected from C1-C10 alkyl or C6-C30 aryl. Ar is selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C7-C30 aralkyl, substituted or unsubstituted C1-C30 silyl, or C6-C30 aryl. When Ar contains a substituent, the substituent is selected from C6-C30 aryl.

2. The boron-nitrogen compound according to claim 1, characterized in that, R2-R3 in formula (I) are each independently selected from C1-C10 alkyl and methyl-substituted C3-C6 cycloalkyl groups.

3. The boron-nitrogen compound according to claim 1, characterized in that, R1 is selected from tert-butyl or phenyl; R4 and R5 are both selected from methyl or phenyl; when R4 and R5 are selected from phenyl, R4 and R5 can be connected to each other to form a ring.

4. The boron-nitrogen compound according to claim 1, characterized in that, Ar is selected from any of the following structures, where * represents the connection position:

5. The boron-nitrogen compound according to claim 1, characterized in that, The boron-nitrogen compound is selected from any of the following chemical structures:

6. The use of the boron nitrogen compound according to any one of claims 1-5 in the preparation of organic electroluminescent devices.

7. An organic electroluminescent device, characterized in that, The organic electroluminescent device includes: Substrate layer; A first electrode is located on the substrate; An organic light-emitting functional layer is disposed on the first electrode; The second electrode is located on the organic light-emitting functional layer; The organic light-emitting functional layer includes a light-emitting layer; the light-emitting layer includes a boron-nitrogen compound as described in any one of claims 1-5.

8. A composition, characterized in that, The composition comprises a boron nitrogen compound as described in any one of claims 1-5.

9. The application of the organic electroluminescent device according to claim 7 in a display or illumination device.

10. A display or lighting device, characterized in that, The device includes the organic electroluminescent device as described in claim 7.

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