An anthracene compound, an organic electroluminescence device, and a display device

Abstract

The application provides an anthracene compound, an organic electroluminescent device and a display device. The anthracene compound has a structure as shown in formula BH-A or formula BH-B. When the anthracene compound provided by the application is used as a light-emitting layer material of an organic electroluminescent device, the prepared organic electroluminescent device has a lower driving voltage, a higher current efficiency and a longer service life.

Description

TECHNICAL FIELD

[0001] The present application belongs to the technical field of organic electroluminescent materials, and particularly relates to an anthracene compound, an organic electroluminescent device and a display device. BACKGROUND

[0002] Organic electroluminescence (EL) refers to a phenomenon that organic materials directly convert electric energy into light energy under the action of an electric field. An organic electroluminescent device is a self-luminous device using the above principle, which has the characteristics of self-luminous, bright and brilliant color, thin thickness, light weight, fast response speed, wide viewing angle, low driving voltage, resistance to harsh natural conditions, and can be made into a flexible panel, and gradually develops into a new generation of flat panel display technology with the most advantages.

[0003] The structure of the organic electroluminescent device is specifically: an anode, a cathode and an organic layer between the two. In order to improve the efficiency and stability of the organic electroluminescent element, the organic material layer includes multiple layers with different materials, such as a hole injection layer (HIL), a hole transport layer (HTL), a light-emitting layer, an electron transport layer (ETL) and an electron injection layer (EIL).

[0004] At present, organic electroluminescence has become a mainstream display technology, and various new materials have been developed for preparing organic layers, but as society and technology develop, people have higher requirements for various properties of organic electroluminescent devices, especially in terms of efficiency, service life, voltage and the like. Therefore, more types of materials with higher performance are urgently needed in the art to meet people's higher requirements for OLED devices. SUMMARY

[0005] In view of the deficiencies of the prior art, the purpose of the present application is to provide an anthracene compound, an organic electroluminescent device and a display device. In the present application, the structure of the anthracene compound is designed, and the anthracene compound is used as the light-emitting layer material of the organic electroluminescent device. The prepared organic electroluminescent device has a lower driving voltage, a higher current efficiency and a longer service life.

[0006] To achieve this purpose, the technical scheme adopted by the present application is as follows:

[0007] In a first aspect, the present application provides an anthracene compound, characterized in that the anthracene compound has a structure as shown in formula BH-A or formula BH-B:

[0008]

[0009] In the anthracene compounds shown in formula BH-A and formula BH-B, Ar 101 and Ar 102each independently selected from any one of a substituted or unsubstituted C6-C40 aryl group, a substituted or unsubstituted C12-C20 heteroaryl group;

[0010] each of X in the anthracene compound represented by Formula BH-A and Formula BH-B is independently selected from O or S;

[0011] each of m in the anthracene compound represented by Formula BH-A and Formula BH-B is independently selected from 0 or 1;

[0012] Ar 101 and Ar 102 each of the substituents in the substituted group described in Ar

[0013] each of the hydrogen atoms in the anthracene compound represented by Formula BH-A and Formula BH-B can be substituted by at least one of a deuterium atom, -F, -CN, a C1-C6 alkoxy group or a C6-C15 aryl group.

[0014] In the present application, through the design of the structure of the anthracene compound, further through the design of the connection position of the Ar 101 substituent or the anthracene substituent and the heteroatom-containing substituent (wherein the dotted line represents the connection site of the group, the same below), specifically through the ortho-position connection (i.e. the heteroatom-containing substituent is ) or the para-position connection (i.e. the heteroatom-containing substituent is ) of the heteroatom in the Ar 101 substituent or the anthracene substituent and the heteroatom-containing substituent, an anthracene compound with excellent performance is prepared. With the anthracene compound as the light-emitting layer host material of the organic electroluminescent device, the organic electroluminescent device prepared has higher current efficiency and longer service life.

[0015] It can be known from the structure represented by Formula BH-A or Formula BH-B that if m is 0, in the anthracene compound claimed in the present application, the anthracene group is directly connected with the heteroatom-containing substituent ; if m is 1, in the anthracene compound claimed in the present application, the Ar 101 substituent is connected with the heteroatom-containing substituent .

[0016] In the present application, the anthracene and The connection is respectively connected in the adjacent position of the carbon atom connected with X or the opposite position of the carbon atom connected with X. When connected in the adjacent position, the overall molecular structure has large torsion, better film forming performance, and the device increases the service life while keeping the voltage, efficiency performance unchanged or slightly improved. When connected in the opposite position, while keeping the structure neat, the structure also has a certain degree of torsion, and the charge mobility of the material and the film forming property of the material are considered, so that the voltage, efficiency and service life of the device are greatly improved.

[0017] In the present application, the anthracene compound represented by formula BH-A and formula BH-B is 101 and Ar 102 Each is independently selected from any one of substituted or unsubstituted C6-C40 aryl (for example, it can be C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40, etc.), substituted or unsubstituted C12-C20 (for example, it can be C12, C14, C16, C18 or C20, etc.) heteroaryl.

[0018] It should be noted that according to the structure represented by formula BH-A and formula BH-B in the present application, the substituent of Ar 101 is a disubstituent.

[0019] Ar 101 and Ar 102 The substituents in the above-mentioned substituents are each independently selected from -D (deuterium atom), -F, -CN, C1-C10 (for example, it can be methyl, ethyl, propyl, tert-butyl, cyclopentyl, cyclohexyl or adamantyl, etc.) alkyl, C1-C6 alkoxy (for example, it can be methoxy, ethoxy or propoxy, etc.), C6-C15 aryl (for example, it can be phenyl, naphthyl, etc.).

[0020] The hydrogen atoms in the anthracene compound represented by formula BH-A and formula BH-B can each independently be substituted by at least one of -D, -F, -CN, C1-C6 alkoxy (for example, it can be methoxy, ethoxy, propoxy, etc.) or C6-C15 (for example, it can be C6, C7, C8, C10, C12 or C15, etc.) aryl.

[0021] The following is a preferred technical solution of the present application, but not as a limitation on the technical solutions provided by the present application. Through the following preferred technical solution, the purpose and beneficial effects of the present application can be better achieved and realized.

[0022] As a preferred technical solution of the present application, the C6-C40 aryl is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, fluorenyl, benzofluorenyl, dibenzofluorenyl, naphthofluorenyl, pyrenyl, perylenyl, spirofluorenyl, triphenylenyl, fluoranthenyl, hydrobenzanthryl, indenofluorenyl, benzindenofluorenyl, dibenzindenofluorenyl, naphthofluorenyl, or benzonaphthofluorenyl.

[0023] Preferably, the C12-C20 heteroaryl is selected from any one of dibenzofuranyl, dibenzothiophenyl, benzo-dibenzofuranyl, benzo-dibenzothiophenyl, dinaphthofuranyl, or dinaphthothiophenyl.

[0024] As a preferred technical solution of the present application, the Ar 101 is selected from any one of phenylene, biphenylene, naphthylene, 9,9-dimethylfluorenylene, dibenzothiophenylene, or dibenzofuranylene.

[0025] Preferably, the Ar 102 is selected from any one of naphthyl, phenyl, biphenyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, dibenzofuranyl, benzofluorenyl, benzo-dibenzothiophenyl, benzo-dibenzofuranyl, naphthofluorenyl, terphenyl, triphenylenyl, fluoranthenyl, anthryl;

[0026] The substituted substituent is selected from at least one of -D, -F, -CN, C1-C10 alkyl (which can be, for example, methyl, ethyl, propyl, t-butyl, cyclopentyl, cyclohexyl, or adamantyl, etc.), C1-C6 alkoxy (which can be, for example, methoxy, ethoxy, or propoxy, etc.), or C6-C15 aryl (which can be, for example, phenyl, naphthyl, etc.).

[0027] In the present application, the hydrogen atoms in the anthracene compound represented by BH-A and BH-B can each independently be substituted with C1-C6 alkoxy (which can be, for example, methoxy, ethoxy, isopropoxy, t-butoxy, cyclohexyloxy) or C6-C15 aryl (which can be, for example, phenyl, naphthyl, biphenyl, 9,9-dimethylfluorenyl).

[0028] As a preferred technical solution of the present application, the anthracene compound is selected from any one of the following compounds:

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036] wherein X is selected from O or S.

[0037] Preferably, the anthracene compound is any one of the following compounds:

[0038]

[0039]

[0040] It should be noted that the preparation method of the anthracene compound represented by the formula BH-A or the formula BH-B is not specifically limited in the present application, and is exemplarily but not limited to a method of forming a new carbon-carbon bond by a coupling reaction.

[0041] In a second aspect, the present application provides an organic electroluminescent device, which comprises an anode, a cathode and an organic thin film layer disposed between the anode and the cathode.

[0042] The material of the organic thin film layer comprises the anthracene compound according to the first aspect.

[0043] As a preferred technical solution of the present application, the organic thin film layer comprises a light-emitting layer, and the material of the light-emitting layer comprises the anthracene compound according to the first aspect.

[0044] As a preferred technical solution of the present application, the material of the light-emitting layer further comprises a compound having a structure represented by the formula II and / or a compound having a structure represented by the formula III:

[0045]

[0046] wherein Ar 21 , Ar 22 are each independently selected from any one of a substituted or unsubstituted C6-C20 (for example, it can be C6, C8, C10, C12, C16 or C20, etc.) aryl group, a substituted or unsubstituted C3-C20 (for example, it can be C3, C6, C8, C10, C12, C16 or C20, etc.) heteroaryl group;

[0047] R 21 , R 22 and R 23each independently selected from any one of hydrogen, C1-C12 (e.g., can be C1, C2, C4, C6, C8, C10, or C12, etc.) straight chain or branched chain alkyl, C6-C12 (e.g., can be C6, C8, C10, or C12, etc.) cycloalkyl;

[0048] Ar 21 , Ar 22 each independently selected from any one of C1-C5 straight chain or branched chain alkyl (e.g., can be methyl, ethyl, propyl, n-butyl, isobutyl, t-butyl, etc.) or C6-C12 (e.g., can be phenyl, biphenyl, naphthyl, etc.) aryl;

[0049] Ar 31 , Ar 32 , Ar 33 , and Ar 34 each independently selected from any one of substituted or unsubstituted C6-C22 (e.g., can be C6, C8, C10, C16, C18, or C22, etc.) aryl, substituted or unsubstituted C12-C40 (e.g., can be C12, C18, C20, C24, C30, C36, or C40, etc.) heteroaryl;

[0050] R 31 selected from any one of phenyl, naphthyl, or biphenyl;

[0051] a is selected from 0 or 1;

[0052] Ar 31 , Ar 32 , Ar 33 , Ar 34 each independently selected from any one of C1-C5 straight chain or branched chain alkyl (e.g., can be methyl, ethyl, propyl, n-butyl, isobutyl, t-butyl, etc.) or C6-C12 (e.g., can be C6, C8, C10, or C12, etc.) aryl.

[0053] As a preferred technical solution of the present application, the Ar 21 , Ar 22 each independently selected from any one of .

[0054] Preferably, the R 21 , R 22 , and R 23 each independently selected from any one of hydrogen, methyl, ethyl, propyl, n-butyl, isobutyl, sec-butyl, t-butyl, cyclohexyl, or adamantyl.

[0055] Preferably, the Ar 31 , Ar32 Ar 33 and Ar 34 Each independently selected Any one or at least two of them.

[0056] As a preferred embodiment of the present invention, the compound having the structure shown in Formula II is selected from any one of the following compounds:

[0057]

[0058]

[0059] Preferably, the compound having the structure shown in Formula III is selected from any one of the following compounds:

[0060]

[0061] Thirdly, the present invention provides a display device comprising the organic electroluminescent device as described in the second aspect.

[0062] Compared with the prior art, the present invention has the following beneficial effects:

[0063] In this invention, the structure of anthracene compounds is designed, and further, the Ar content in the anthracene compounds is analyzed. 101 By designing the connection positions of substituents or anthracene substituents with heteroatom-containing substituents, and enabling them to connect via ortho or para positions, a high-performance anthracene compound was prepared. Using this anthracene compound as the light-emitting layer material in organic electroluminescent devices, the resulting devices exhibited low driving voltage, high current efficiency, and long lifetime. Detailed Implementation

[0064] To facilitate understanding of the present invention, the following embodiments are provided. Those skilled in the art should understand that these embodiments are merely illustrative and should not be construed as limiting the scope of the invention.

[0065] Synthesis Example 1

[0066] This synthetic example provides compound 1, which is prepared by the following method:

[0067]

[0068] In a 500 mL three-necked flask, 100 mL of toluene, 60 mL of ethanol and 30 mL of water were added successively under nitrogen protection, followed by 3.83 g (0.01 mol) of 9-bromo-10-(2-naphthyl)anthracene, 2.86 g (0.01 mol) of triphenyleno[1,12-bcd]furan-3-boronic acid, 2.12 g (0.02 mol) of sodium carbonate and 0.23 g (0.0002 mol) of tetrakis(triphenylphosphine)palladium, and the mixture was slowly heated to 100°C and reacted for 12 h. After cooling to room temperature, water was added for liquid separation. The organic layer was washed with water and dried over magnesium sulfate. After removal of the drying agent, the mixture was concentrated to dryness and subjected to silica gel column chromatography for separation. Elution was performed with petroleum ether: ethyl acetate = 20:1 (volume ratio) to obtain 4.3 g of compound 1.

[0069] Mass spectrometric detection of the obtained compound 1 showed a mass-to-charge ratio (m / z) of 544.18.

[0070] Nuclear magnetic detection of the obtained compound 1 showed the following results: 1H-NMR (Swiss Bruker Company, Avance Ⅱ 400 MHz nuclear magnetic resonance spectrometer, CDCl3) δ 9.00 (m, 1H), δ 8.27 (d, 1H), δ 8.25 (m, 1H), δ 8.23-8.13 (m, 6H), δ 8.11-8.02 (m, 2H), δ 7.91 (m, 1H), δ 7.81 (m, 1H), δ 7.74-7.54 (m, 6H), δ 7.47-7.35 (m, 5H).

[0071] Synthesis Example 2

[0072] This synthesis example provides compound 1S, the preparation method of which is as follows:

[0073]

[0074] The preparation method of compound 1S refers to that of compound 1 in synthesis example 1, except that triphenyleno[1,12-bcd]furan-3-boronic acid is replaced by an equivalent amount of Other conditions are the same as those in synthesis example 1.

[0075] Mass spectrometric detection of the obtained compound 1S showed a mass-to-charge ratio (m / z) of 560.16.

[0076] Synthesis Example 3

[0077] This synthesis example provides compound 19S, the preparation method of which is as follows:

[0078]

[0079] The preparation method of compound 19S refers to that of compound 1S in Synthetic Example 2, except that 9-bromo-10-(2-naphthyl)anthracene is replaced by an equivalent amount of another bromide (see Table 1 for details), and other conditions are the same as in Synthetic Example 2. Other conditions are the same as in Synthetic Example 2.

[0080] The obtained compound 1S is subjected to mass spectrometry, and the mass-to-charge ratio (m / z) is 586.18.

[0081] Synthetic Examples 4-24

[0082] Synthetic Examples 4-24 respectively provide compounds 2-22, and the preparation method thereof refers to that of compound 1 in Synthetic Example 1, except that 9-bromo-10-(2-naphthyl)anthracene is replaced by an equivalent amount of another bromide (see Table 1 for details), and other conditions are the same as in Synthetic Example 1.

[0083] The obtained compounds 2-22 are subjected to mass spectrometry, and the mass-to-charge ratios (m / z) are shown in Table 1.

[0084] Table 1

[0085]

[0086]

[0087]

[0088]

[0089]

[0090]

[0091] Synthetic Example 25

[0092] This synthetic example provides compound 23, and the preparation method thereof is as follows:

[0093]

[0094] The preparation method of compound 23 refers to that of compound 1 in Synthetic Example 1, except that triphenyleno[1,12-bcd]furan-3-boronic acid is replaced by an equivalent amount of triphenyleno[1,12-bcd]furan-1-boronic acid, and other conditions are the same as in Synthetic Example 1.

[0095] Compound 23 is subjected to mass spectrometry, and the mass-to-charge ratio (m / z) is 544.18.

[0096] Synthetic Examples 26-32

[0097] Synthesis Examples 26-32 provide compounds 24-30, respectively, which are prepared according to the procedure described in Synthesis Example 25 for compound 23, except that 9-bromo-10-(2-naphthyl)anthracene is replaced by an equivalent amount of another bromide (see Table 2), and the other conditions are the same as in Synthesis Example 1.

[0098] The compounds 24-30 are subjected to mass spectrometry, and the mass-to-charge ratios (m / z) are shown in Table 2.

[0099] Table 2

[0100]

[0101]

[0102]

[0103] Other compounds not listed in the synthesis examples can be synthesized according to the above examples and common knowledge in the art, and the present application does not list them one by one.

[0104] The specific structures of several materials used in the following device examples are as follows:

[0105]

[0106] Device Example 1

[0107] This device example provides an organic electroluminescent device using compound 1 provided in Synthesis Example 1 as the host material of the light-emitting layer.

[0108] The structure of the organic electroluminescent device is as follows: ITO / HIL02 (100 nm) / HT (40 nm) light-emitting layer (30 nm): BD-13% / TPBI (30 nm) / LiF (0.5 nm) / Al (150 nm)

[0109] The preparation method of the above organic electroluminescent device is as follows:

[0110] A glass substrate coated with an ITO transparent conductive layer (as an anode) is subjected to ultrasonic treatment in a cleaning agent, then rinsed in deionized water, then subjected to ultrasonic oil removal in a mixed solvent of acetone and ethanol, then baked to complete water removal in a clean environment, washed with ultraviolet light and ozone, and the surface is bombarded with a low-energy cation beam to improve the surface properties and improve the binding ability with the hole injection layer.

[0111] The above glass substrate is placed in a vacuum chamber, vacuumed to 1 x 10 -5 ~ 9 x 10 -4Pa, HIL02 is vacuum evaporated on the anode as a hole injection layer, the evaporation rate is 0.01 nm / s, and the evaporation film thickness is 100 nm;

[0112] HT is vacuum evaporated on the hole injection layer as a hole transport layer, the evaporation rate is 0.01 nm / s, and the evaporation film thickness is 40 nm;

[0113] The light-emitting layer is vacuum evaporated on the hole transport layer, the evaporation rate is 0.01 nm / s, the total evaporation film thickness is 30 nm, the light-emitting layer host material is the compound 1 provided in the synthesis example 1 of the present application, and the doping material is BD-1, 3% refers to the doping ratio of the doping material, that is, the volume ratio of the light-emitting layer host material to the doping material is 97:3;

[0114] TPBI is vacuum evaporated on the organic light-emitting layer as an electron transport layer of the organic electroluminescent device, the evaporation rate is 0.01 nm / s, and the total evaporation film thickness is 30 nm;

[0115] 0.5 nm of LiF and 150 nm of Al are vacuum evaporated on the electron transport layer as an electron injection layer and a cathode to obtain the organic electroluminescent device.

[0116] Device examples 2-13

[0117] The device examples provide an organic electroluminescent device, which is different from the device example 1 only in that the light-emitting layer host material is different (see Table 3 below for details), and other conditions are the same as those of the device example 1.

[0118] Device comparative examples 1-3

[0119] The device comparative examples provide an organic electroluminescent device, which is different from the device example 1 only in that the light-emitting layer host is different (see Table 3 below for details), and other conditions are the same as those of the device example 1.

[0120] Performance test

[0121] Test method: OLED-1000 multi-channel accelerated aging life and light color performance analysis system produced by Hangzhou Yuanfang is used for testing, and the test items include the driving voltage, current efficiency and life LT90 of the organic electroluminescent device; wherein, LT90 refers to the time required for the luminance to decrease to 90% of the original luminance while keeping the current density unchanged at the initial luminance of 2000 nit.

[0122] Table 3

[0123]

[0124]

[0125] From the content of Table 3, it can be seen that, by designing the structure of the anthracene compound, the anthracene substituent and the heteroatom in the heteroatom-containing substituent are in ortho position or para position, and the anthracene compound prepared has excellent performance. The organic electroluminescent device prepared by using the anthracene compound as the light-emitting layer host material has lower driving voltage, higher current efficiency and longer service life.

[0126] Compared with device comparative examples 1-3, the organic electroluminescent device provided by device example 1 has no obvious lower driving voltage, but the device has obvious increased service life.

[0127] Compared with device comparative examples 1-3, the compounds 1S and 19S used in device examples 2 and 3 contain S atoms in the structure, and compared with oxygen atoms, the outermost electrons of S are easy to migrate, and more importantly, the reasonable design of the overall molecular structure makes the collocation of the compounds 1S and 19S and other materials in the device more reasonable, so that the voltage and efficiency performance of the device are obviously improved.

[0128] In device example 4, compound 10 is used as the light-emitting layer host material, the structure thereof contains 2 O atoms, the molecular polarity is increased, the conductivity is increased, the voltage of the device is reduced, and the efficiency is increased.

[0129] In device examples 8 and 14, compounds 15 and 28 are used as the light-emitting layer host material, the structures thereof both contain 2 anthracene groups, so that the efficiency of the device is obviously increased.

[0130] In device examples 11-13, compounds 25, 26 and 27 are used respectively, the anthracene group is connected in para position to O, the structure is kept in order while having a certain degree of twist, so that the voltage, efficiency and service life of device application example 11 and device comparative example 2 (application BH-2) are all greatly improved. The performance of device application examples 12-13 (using compounds 26 and 27, which are structures containing D atoms) is further improved.

[0131] If the anthracene substituent and the heteroatom in the heteroatom-containing substituent are in meta position (device comparative examples 1-3), the voltage of the organic electroluminescent device prepared is higher, the current efficiency is lower, and the service life is shorter.

[0132] Device example 16

[0133] The device example provides an organic electroluminescent device, which uses the compound provided in synthetic example 1 as the light-emitting layer host material.

[0134] The structure of the organic electroluminescent device is: ITO / HIL02(100 nm) / HT(40 nm) light-emitting layer(30 nm):BD-3 3% / TPBI(30 nm) / LiF(0.5 nm) / Al(150 nm).

[0135] The organic electroluminescent device is prepared as follows:

[0136] The glass substrate coated with the ITO transparent conductive layer (as an anode) is subjected to ultrasonic treatment in a cleaning agent, then washed in deionized water, then subjected to ultrasonic oil removal in a mixed solvent of acetone and ethanol, then baked in a clean environment until completely dehydrated, washed with ultraviolet light and ozone, and the surface is bombarded with a low-energy cation beam to improve the surface properties and improve the binding capacity with the hole injection layer.

[0137] The above glass substrate is placed in a vacuum chamber, vacuumed to 1×10 -5 ~ 9×10 -4 Pa, and HIL02 is vacuum evaporated on the anode as a hole injection layer, with an evaporation rate of 0.01 nm / s and a film thickness of 100 nm.

[0138] HT is vacuum evaporated on the hole injection layer as a hole transport layer, with an evaporation rate of 0.01 nm / s and a film thickness of 40 nm.

[0139] The light-emitting layer is vacuum evaporated on the hole transport layer, with an evaporation rate of 0.01 nm / s and a total film thickness of 30 nm, and the main material of the light-emitting layer is a compound of the present application, and the doping material is BD-3, and 3% refers to the doping ratio of the doping material, i.e. the volume ratio of the main material of the light-emitting layer to the doping material is 97:3.

[0140] TPBI is vacuum evaporated on the organic light-emitting layer as an electron transport layer of the organic electroluminescent device, with an evaporation rate of 0.01 m / s and a total film thickness of 30 nm.

[0141] 0.5 m of LiF and 150 nm of Al are vacuum evaporated on the electron transport layer as an electron injection layer and a cathode, to obtain the organic electroluminescent device.

[0142] Device Examples 17-18

[0143] The device examples provide an organic electroluminescent device, which is different from device example 16 only in that the main material of the light-emitting layer is different (see Table 4 below for details), and other conditions are the same as those of device example 16.

[0144] Device Comparative Example 4

[0145] The device comparative example provides an organic electroluminescent device, which is different from the device example 16 only in that the main body of the light-emitting layer is different (see Table 4 below for details), and other conditions are the same as those of the device example 16.

[0146] Performance test

[0147] Test method: OLED-1000 multi-channel accelerated aging life and light color performance analysis system produced by Hangzhou Yufang is used for testing, and the test items include the driving voltage, current efficiency and life LT90 of the organic electroluminescent device; wherein the LT90 refers to the time required for the luminance to decrease to 90% of the original luminance while keeping the current density unchanged at the initial luminance of 2000 nit.

[0148] Table 4

[0149]

[0150] As can be seen from the content of Table 4, the anthracene compound provided by the present application can be used in combination with different doping materials, and the organic electroluminescent device obtained has a lower driving voltage, a higher current efficiency and a longer service life.

[0151] In summary, by designing the structure of the anthracene compound, the anthracene substituent group and the heteroatom in the heteroatom-containing substituent group are in ortho position or para position, and the anthracene compound prepared has excellent performance. The organic electroluminescent device prepared by using the anthracene compound as the main body material of the light-emitting layer has a high current efficiency and a long service life.

[0152] The applicant declares that the detailed process flow of the present application is illustrated by the above examples, but the present application is not limited to the above detailed process flow, that is, it does not mean that the present application must rely on the above detailed process flow to be implemented. It should be understood by those skilled in the art that any improvement of the present application, equivalent replacement of each raw material of the product of the present application, addition of auxiliary ingredients, selection of specific modes, etc. fall within the protection scope and disclosure scope of the present application.

Claims

1. An anthracene compound, characterized by, The anthracene compound includes the following compound:

2. An organic electroluminescent device, characterized by The organic electroluminescence device includes an anode, a cathode, and an organic thin film layer disposed between the anode and the cathode; The material of the organic thin film layer includes the anthracene compound of claim 1.

3. The organic electroluminescent device according to claim 2, characterized in that The organic thin film layer includes a light-emitting layer, and the material of the light-emitting layer includes the anthracene compound of claim 1.

4. The organic electroluminescent device according to claim 3, characterized in that The material of the light-emitting layer further includes a compound having a structure as shown in formula II and / or a compound having a structure as shown in formula III: wherein Ar 21 , Ar 22 each independently is selected from any one of substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl; R 21 , R 22 , and R 23 are each independently selected from any one of hydrogen, C1-C12straight chain or branched chain alkyl, C6-C12cycloalkyl; Ar 21 , Ar 22 each of the substituents described in Ar 21 , Ar 22 is independently selected from C1-C5 linear or branched alkyl or C6-C12 aryl; Ar 31 , Ar 32 , Ar 33 , and Ar 34 are each independently selected from any one of substituted or unsubstituted C6to C22aryl, substituted or unsubstituted C12to C40heteroaryl; R 31 is selected from any one of phenyl, naphthyl or biphenyl; a is selected from 0 or 1; Ar 31 , Ar 32 , Ar 33 , Ar 34 each of the substituents described in Ar is independently selected from C1-C5 straight chain or branched alkyl or C6-C12 aryl.

5. The organic electroluminescent device according to claim 4, characterized in that Ar 21 Ar 22 each independently is selected from any one of.

6. The organic electroluminescent device according to claim 4, wherein R 21 , R 22 , and R 23 are each independently selected from any one of hydrogen, methyl, ethyl, propyl, n-butyl, i-butyl, sec-butyl, t-butyl, cyclohexyl, or adamantyl.

7. The organic electroluminescent device according to claim 4, wherein Ar 31 , Ar 32 , Ar 33 , and Ar 34 are each independently selected from the group consisting of any one of the group consisting of 8. The organic electroluminescent device according to claim 4, characterized in that, The compound having a structure as shown in formula II is selected from any one of the following compounds:

9. A display device, characterized by comprising: The display device includes the organic electroluminescence device of any one of claims 2-8.

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