Compound having anthracene core skeleton, organic electroluminescent device and display device

Abstract

The invention provides an anthracene core skeleton compound with a structure formed by combining a formula I and a formula II. The invention further provides a blue-light organic electroluminescent device and a display device comprising the compound with the anthracene core skeleton of the structure. # imgabs0 #

Description

Technical Field

[0001] The present disclosure relates to the field of display technologies, and particularly to compounds having an anthracene core skeleton, organic electroluminescent devices, and display devices. Background Art

[0002] Organic Light Emitting Diode (OLED) is a new generation of display technology that has developed rapidly in recent years. It has the advantages of self-luminescence, fast response, high luminous efficiency and brightness, ultrathin, wide viewing angle, wide operating temperature range, simple production process, low power consumption, and flexibility, and is widely used in multiple fields such as flat panel display, flexible display, vehicle-mounted display, and solid-state lighting.

[0003] An OLED typically consists of a cathode, an anode, and an organic light-emitting layer located between the cathode and the anode. After power is applied to the OLED, holes from the anode and electrons from the cathode are respectively transported to the organic light-emitting layer, and recombine there to emit light. Compared with red and green light devices, the performance of blue light devices is a difficult problem and focus in OLED research. In particular, the lifespan of blue light devices is far from that of red and green light devices. There is still a need for development of materials suitable for these blue organic light-emitting layers.

[0004] The above information disclosed in this section is only for understanding the background of the inventive concept of the present disclosure. Therefore, the above information may include information that does not constitute prior art. Summary of the Invention

[0005] To solve at least one aspect of the above problems, embodiments of the present disclosure provide a compound having an anthracene core skeleton, an organic electroluminescent device, and a display device.

[0006] One aspect of embodiments of the present disclosure provides a compound having an anthracene core skeleton, and the compound having an anthracene core skeleton has a structure formed by combining Formula I and Formula II:

[0007]

[0008] Wherein, two #-labeled sites in the benzo five-membered ring of Formula II are fused with any two adjacent #-labeled sites on the naphthalene ring of Formula I to form the compound having an anthracene core skeleton;

[0009] R0 is selected from a substituted or unsubstituted phenyl group, or a substituted or unsubstituted C6-C12 polycyclic alkane, and one of m and n is 0 and the other is 1;

[0010] When m is 0 and n is 1, one of the two #-labeled sites on the naphthalene ring of Formula I that are not fused with Formula II is CR0, and the other is CH;

[0011] When m is 1 and n is 0, both of the #-labeled sites on the naphthalene ring of formula I that are not fused to formula II are CH;

[0012] X is selected from one of CR3R4, NR3, O, S, Se, SiR3R4;

[0013] R3 and R4 are each independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30-membered heteroaryl, substituted or unsubstituted 3-30-membered heterocyclic group, or bonded to an adjacent substituent to form a substituted or unsubstituted 3-30-membered ring;

[0014] R5 is selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30-membered heteroaryl, substituted or unsubstituted 3-30-membered heterocyclic group, or bonded to an adjacent substituent to form a substituted or unsubstituted 3-30-membered ring.

[0015] According to some exemplary embodiments, the C6-C12 polycyclic alkane has a structure shown in any one of formula a to formula d:

[0016]

[0017] Wherein, represents a bond connected to a carbon atom.

[0018] According to some exemplary embodiments, R0 is selected from phenyl; and

[0019] X is selected from O or S; and

[0020] R5 is selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30-membered heteroaryl.

[0021] According to some exemplary embodiments, R0 is selected from a polycyclic alkane having a structure shown in any one of formula a to formula d; and

[0022] X is selected from one of CR3R4, O or S; and

[0023] R5 is selected from substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted 5-30 membered heteroaryl.

[0024] According to some exemplary embodiments, a part of the hydrogen elements are in the form of isotope deuterium.

[0025] According to some exemplary embodiments, the compounds having an anthracene nuclear skeleton are selected from Compound 1 - Compound 697, and the compounds having an anthracene nuclear skeleton are selected from the structures shown below:

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[0068] Another aspect of the embodiments of the present disclosure provides a blue organic electroluminescent device, comprising:

[0069] a first electrode;

[0070] a second electrode;

[0071] A light-emitting layer located between the first electrode and the second electrode, the light-emitting layer including a host material and a blue-light guest material;

[0072] Wherein, the host material is selected from at least one of the compounds having an anthracene-core skeleton described above.

[0073] According to some exemplary embodiments, the mass ratio of the host material to the total mass of the host material and the blue-light guest material is 95% to 99.5%.

[0074] Another aspect of the embodiments of the present disclosure provides a display device, the display device including the blue-light organic electroluminescent device according to any one of the above. Brief Description of the Drawings

[0075] Through the description of the present disclosure with reference to the drawings hereinafter, other objects and advantages of the present disclosure will be apparent, and can help to have a comprehensive understanding of the present disclosure.

[0076] Figure 1 Schematically shows a cross-sectional view of an organic electroluminescent device according to some exemplary embodiments of the present disclosure;

[0077] Figure 2 Schematically shows a cross-sectional view of an organic electroluminescent device according to some other exemplary embodiments of the present disclosure.

[0078] It should be noted that, for clarity, in the drawings used to describe the embodiments of the present disclosure, the dimensions of layers, structures or regions may be enlarged or reduced, that is, these drawings are not drawn according to the actual scale. Detailed Description of the Embodiments

[0079] The technical solutions of the present disclosure will be further specifically described below through embodiments and in combination with the drawings. In the specification, the same or similar reference numerals indicate the same or similar components. The description of the embodiments of the present disclosure with reference to the drawings hereinafter is intended to explain the general inventive concept of the present disclosure, and should not be construed as a limitation to the present disclosure.

[0080] In addition, in the following detailed description, for the sake of explanation, many specific details are set forth to provide a comprehensive understanding of the embodiments of the present disclosure. However, obviously, one or more embodiments can also be implemented without these specific details.

[0081] The terms used herein are for the purpose of describing particular embodiments only and are not intended to limit the example embodiments. As used herein, unless the context clearly indicates otherwise, the singular forms are also intended to include the plural forms. It will also be understood that when the terms "comprises" and / or "comprising" are used herein, it specifies the presence of the stated features, integers, steps, operations, elements, and / or components, but does not preclude the presence or addition of one or more other features, integers, steps, operations, elements, components, and / or combinations thereof.

[0082] It should be noted that, unless otherwise defined, the technical terms used in the following embodiments have the same meanings as commonly understood by those skilled in the art to which this disclosure pertains. The test reagents used in the following embodiments are all conventional biochemical reagents unless otherwise specified; the experimental methods are all conventional methods unless otherwise specified.

[0083] Note that in this disclosure, the S1 energy level refers to the energy level of the lowest singlet excited state, and the T1 energy level refers to the excitation energy of the lowest triplet excited state.

[0084] In this disclosure, a fluorescent material refers to a material in which electrons directly fall back to the ground state from the excited state to emit light. A phosphorescent material refers to a material in which electrons indirectly fall back to the ground state from the excited state to emit light.

[0085] Organic Light-Emitting Diode (OLED) displays have become the new generation of mainstream displays, highly favored by electronic device enthusiasts because of their self-luminescence, low power consumption, high resolution, large color gamut, no need for a backlight, and flexibility and bendability.

[0086] The part in an organic light-emitting diode display that can be excited to emit light is called a light-emitting device. Usually, an organic light-emitting diode display includes multiple light-emitting devices that can emit different colors of light, such as a red light-emitting device that can emit red light, a green light-emitting device that can emit green light, and a blue light-emitting device that can emit blue light. It can also include a white light-emitting device that can emit white light, etc. A typical light-emitting device at least includes an anode, an emission layer (EML), and a cathode stacked in sequence, and can also include one or more intermediate layers such as a hole injection layer (HIL), a hole transport layer (HTL), a hole blocking layer (HBL), an electron blocking layer (EBL or B-prime), an electron transport layer (ETL), and an electron injection layer (EIL).

[0087] When an OLED light-emitting device operates, a voltage is applied between the cathode and the anode, electrons and holes are injected from the cathode and the anode respectively, and after passing through the optional intermediate layer, excitons are formed by recombination in the emission layer, and the excitons emit photons to achieve the light emission of the light-emitting device. Therefore, the selection of the emission layer material directly affects the efficiency of carrier recombination to form excitons, and thus affects the performance of the light-emitting device.

[0088] In the light-emitting devices of the related art, the common blue light-emitting layer material is a combination of a host material and a guest material (also called a doping material). Electrons and holes recombine on the host material to form excitons. The excitons transfer energy from the host material to the guest material (Dopant), and then emit light through the radiative transition of the guest material. Therefore, the selection of the host material is crucial for improving the performance of the light-emitting device, especially in terms of reducing the device voltage, enhancing the device efficiency and device lifetime.

[0089] Among the light-emitting devices of various colors, the device lifetime of the blue light-emitting device is much shorter than that of the red light-emitting device and the green light-emitting device. This is because the driving voltage of the blue light-emitting device is relatively high, which makes the host material easily affected by thermal effects. At the same time, due to the high energy of blue light, the thermal stability of the host material is poor, and the host material is prone to decomposition, ultimately resulting in a lower device lifetime and poorer stability of the blue light-emitting device.

[0090] The host materials of blue light-emitting devices are mainly divided into two types: fluorescent materials and phosphorescent materials. Although the blue phosphorescent device has relatively high efficiency, its material cost is high and its lifetime is poor. Therefore, the mainstream blue light devices still use fluorescent materials. For traditional fluorescent materials, since triplet excitons cannot emit light, the theoretical internal quantum efficiency is only 25%. The anthracene-core-based blue host material can utilize its TTA (triplet exciton) effect to improve the efficiency of the light-emitting device. Therefore, the anthracene-core-based blue host material is the commonly used blue fluorescent host material at present.

[0091] For the existing common anthracene-core-based blue host materials, the substituents on the anthracene core mainly include some aryl groups, such as benzene ring, biphenyl, naphthalene ring, terphenyl, phenanthrene ring, triphenylene, benzophenanthrene, etc. However, when the anthracene-core host materials with these substituents are used as the blue host material, the driving voltage of the device is relatively high, and the efficiency and lifetime also need to be further improved.

[0092] Based on this, the present disclosure provides a compound having an anthracene-core skeleton, an organic electroluminescent device and a display device. Applying the organic light-emitting material to the organic electroluminescent device can reduce the working voltage, enhance the luminous efficiency, service life and stability of the organic electroluminescent device; at the same time, it will not cause the problems of evaporation source hole blockage caused by easy crystallization of the material and performance degradation caused by red shift of the emission spectrum.

[0093] Specifically, the present disclosure provides a compound having an anthracene-core skeleton, and the compound having an anthracene-core skeleton has a structure formed by combining Formula I and Formula II:

[0094]

[0095] Among them, two #-labeled sites in the benzo five-membered ring of Formula II are fused with any two adjacent #-labeled sites on the naphthalene ring of Formula I to form the compound having an anthracene nucleus skeleton;

[0096] R0 is selected from a substituted or unsubstituted phenyl group, or a substituted or unsubstituted C6-C12 polycyclic alkane, and one of m and n is 0 and the other is 1;

[0097] When m is 0 and n is 1, one of the two #-labeled sites on the naphthalene ring of Formula I that are not fused with Formula II is CR0 and the other is CH;

[0098] When m is 1 and n is 0, the two #-labeled sites on the naphthalene ring of Formula I that are not fused with Formula II are both CH;

[0099] X is selected from one of CR3R4, NR3, O, S, Se, SiR3R4;

[0100] R3 and R4 are each independently selected from hydrogen, a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C2-C30 alkenyl group, a substituted or unsubstituted C2-C30 alkynyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group, a substituted or unsubstituted 3-30 membered heterocyclic group, or bonded to an adjacent substituent to form a substituted or unsubstituted 3-30 membered ring;

[0101] R5 is selected from a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C2-C30 alkenyl group, a substituted or unsubstituted C2-C30 alkynyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group, a substituted or unsubstituted 3-30 membered heterocyclic group, or bonded to an adjacent substituent to form a substituted or unsubstituted 3-30 membered ring.

[0102] Based on the traditional anthracene nucleus, a substituent with a substituted naphthalene-fused and benzopentacyclic ring structure is introduced into the compound having an anthracene nucleus skeleton. First, the substituent includes a planar rigid fragment of naphthalene-fused and benzopentacyclic ring. This planar rigid fragment can improve the carrier mobility of the host material, increase the exciton recombination rate, reduce the splitting energy level, and reduce non-radiative transitions, thereby improving the efficiency of the device and reducing the operating voltage of the device. Second, the more rigid structure endows the compound with better thermal stability, further improving the luminescence lifetime and operating stability of the device. However, the inventors also found that if only the planar structure is introduced, there will be more π-π stacking of the host molecules, making the material prone to crystallization, which greatly increases the risk of evaporation source hole blockage in the process flow. At the same time, this planar structure will also cause the emission spectrum of the host to redshift, reduce the overlap between the host emission spectrum and the guest absorption spectrum, and insufficient energy transfer from the host to the guest, resulting in a decrease in the efficiency of the device. To solve the problems of easy crystallization of the material and redshift of the emission spectrum, the present disclosure further introduces a substituent R0 on the naphthalene ring, where R0 includes a phenyl group and a polycyclic alkane with C6-C12. The inventors surprisingly found that the introduction of R0 can increase the steric hindrance and reduce π-π stacking, thereby solving the problems of evaporation source hole blockage caused by easy crystallization of the material and performance degradation caused by redshift of the emission spectrum. If R0 is substituted on the other side of the anthracene nucleus or one side of the benzopentacyclic ring structure, the same technical effects cannot be achieved. In addition, the compound has energy levels similar to those of current blue light hosts, can perform better energy transfer with current blue light guests, and can also make better use of its TTA effect to improve the efficiency of the device. In this way, by introducing a substituent with a naphthalene-fused and benzopentacyclic ring structure containing the R0 substituent, the beneficial effects of improving the carrier mobility of the host material, increasing the exciton recombination rate, reducing the splitting energy level, reducing non-radiative transitions, thereby improving the efficiency of the device and reducing the operating voltage of the device obtained by introducing the rigid planar structure can be obtained, and the problems of evaporation source crystallization hole blockage caused by π-π stacking in this structure and performance degradation caused by redshift can be avoided.

[0103] In some embodiments of the present disclosure, the polycyclic alkane with C6-C12 has a structure shown in any one of Formula a to Formula d:

[0104]

[0105] Wherein, represents a bond connected to a carbon atom.

[0106] It should be noted that the "polycyclic alkane" in the present disclosure can be a polycyclic alkane containing two or more carbon rings in the molecule, such as cubane, as shown in Formula b; it can also be a bridged cycloalkane in which two or more rings in the molecule share two or more carbon atoms, such as bicyclo[2.2.2]octane, as shown in Formula d.

[0107] In some embodiments of the present disclosure, R0 is selected from phenyl; and X is selected from O or S; and R5 is selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30 membered heteroaryl.

[0108] When R0 is phenyl and X is O, the compound has good planarity and rigidity, and heteroatoms are introduced, which can improve the carrier mobility of the host material, increase the exciton recombination rate, thereby improving the efficiency of the light-emitting device, reducing the driving voltage of the light-emitting device, and improving the efficiency and service life of the device; phenyl groups are also introduced on the naphthalene ring, which can increase the steric hindrance and reduce π-π stacking, thereby avoiding the problems of evaporation source pore blockage caused by easy crystallization of the material and performance degradation caused by red-shift of the emission spectrum.

[0109] In some embodiments of the present disclosure, R0 is selected from polycyclic alkanes having any one of the structures shown in Formula a to Formula d; and X is selected from one of CR3R4, O or S; and R5 is selected from substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30 membered heteroaryl.

[0110] The polycyclic alkane can play a role in increasing the steric hindrance, mainly due to factors such as its complex three-dimensional structure, the interaction between rings, the rigidity of the rings, the size and number of rings, and the substituents on the rings. These factors work together to make the space inside the polycyclic alkane very crowded, thereby significantly increasing the steric hindrance of the molecule. Introducing polycyclic alkanes on the naphthalene ring is beneficial to increasing the steric hindrance and reducing π-π stacking, thereby solving the problems of evaporation source pore blockage caused by easy crystallization of the material and performance degradation caused by red-shift of the emission spectrum. When R1 and R2 are hydrogen, it is beneficial to the introduction of large-volume polycyclic alkanes.

[0111] In some embodiments of the present disclosure, in the structure formed by combining Formula I and Formula II, a part of the hydrogen elements are in the form of isotope deuterium.

[0112] In some embodiments of the present disclosure, the compounds having an anthracene core skeleton are selected from Compound 1 - Compound 697. The difference between these compounds lies in the type and substitution position of the substituents. They have similar preparation parameters and exhibit similar excellent properties.

[0113] The embodiments of the present disclosure also provide a blue organic electroluminescent device, as Figure 1 shown, the blue organic electroluminescent device includes: a first electrode 001; a second electrode 009; a light-emitting layer 005 located between the first electrode 001 and the second electrode 009, and the light-emitting layer 005 includes a host material and a blue light guest material; wherein, the host material is selected from at least one of the above-mentioned compounds having an anthracene core skeleton.

[0114] In some embodiments, the host material is a blue host material, and the light-emitting layer further includes a blue guest material, i.e., a doping material, and the doping material is a commonly used fluorescent material, phosphorescent material, or thermally activated delayed fluorescence material. Exemplarily, the doping material may be BD, and the chemical formula of BD is detailed in the following embodiments.

[0115] When the host material prepared using the general formula in the embodiments of the present disclosure is used as the blue host material, the efficiency and lifetime of the blue light-emitting device can be significantly improved, such that the device lifetime of the blue light-emitting device is as close as possible to that of the existing red light-emitting device and green light-emitting device, narrowing the gap between the device lifetimes of the light-emitting devices of the three colors.

[0116] In some embodiments of the present disclosure, the ratio of the mass of the host material to the total mass of the host material and the blue guest material is 95% to 99.5%.

[0117] Exemplarily, the ratio of the mass of the host material to the total mass of the host material and the blue guest material is 95%, 95.5%, 96%, 96.5%, 97%, 97.5%, 98%, 98.5%, 99%, 99.5%, etc.

[0118] In some embodiments, the light-emitting layer 005 is one or more layers, the light emitted by the multiple light-emitting layers 005 has the same color, and at least one light-emitting layer 005 includes at least one compound having an anthracene core skeleton described in any of the above embodiments.

[0119] Exemplarily, the first electrode 001 may be an anode, the second electrode 009 may be a cathode, and there is a light-emitting layer 005 between the first electrode 001 and the second electrode 009. When the organic electroluminescent device operates, a voltage is applied between the cathode and the anode, electrons and holes are respectively injected from the cathode and the anode, and then excitons are formed by recombination in the light-emitting layer 005, and the excitons emit photons to achieve the light emission of the light-emitting device.

[0120] In some embodiments, as Figure 2 shown, the organic electroluminescent device further includes an organic layer between the first electrode 001 and the second electrode 009, and the organic layer includes at least one of a hole injection layer 002, a hole transport layer 003, an electron blocking layer 004, a hole blocking layer 006, an electron transport layer 007, and an electron injection layer 008.

[0121] Specifically, the hole injection layer 002, the hole transport layer 003, and the electron blocking layer 004 are sequentially stacked between the first electrode 001 and the light-emitting layer 005, and the electron blocking layer 004 is disposed close to the light-emitting layer 005. The hole blocking layer 006, the electron transport layer 007, and the electron injection layer 008 are sequentially stacked between the light-emitting layer 005 and the second electrode 009, and the hole blocking layer 006 is disposed close to the light-emitting layer 005.

[0122] When the organic electroluminescent device is operating, a voltage is applied between the cathode and the anode. Electrons and holes are injected from the cathode and the anode respectively. After passing through each layer, they recombine in the light-emitting layer 005 to form excitons, and the excitons emit photons to achieve the luminescence of the light-emitting device.

[0123] Among them, the first electrode 001 can be a transparent oxide such as ITO or IZO, or can be a composite electrode formed by ITO / Ag / ITO, Ag / IZO, CNT / ITO, CNT / IZO, etc.; the second electrode 009 can be a silver-magnesium composite electrode or an Al electrode. The electroluminescent device further includes a substrate 000 disposed on the side of the first electrode 001 away from the second electrode 009. The substrate 000 can be a transparent rigid or flexible material, such as glass, polyimide, etc., and can achieve rigid substrate display and flexible display.

[0124] The hole injection layer 002 can be an inorganic oxide, such as oxides of metals such as molybdenum, titanium, vanadium, rhenium, ruthenium, chromium, zirconium, hafnium, tantalum, silver, tungsten, manganese, etc., or can also be a dopant of a strong electron-withdrawing system, such as F4TCNQ, HAT-CN, etc., or can also be P-type doped in the hole transport material. The thickness of the hole injection layer 002 can be 3 nm to 30 nm.

[0125] The material of the hole transport layer 003 has good hole transport characteristics and can be an aromatic amine or carbazole material, such as NPB, TPD, BAFLP, DFLDPBi, etc. The thickness of the hole transport layer 003 can be 30 nm to 300 nm.

[0126] The electron blocking layer 004, that is, the light-emitting auxiliary layer, has hole transport characteristics. The material of the electron blocking layer 004 can be an aromatic amine or carbazole material, such as TCTA, CBP, PCzPA, etc. The thickness of the electron blocking layer 004 can be 5 nm to 150 nm.

[0127] The hole blocking layer 006 includes aromatic heterocyclic compounds, such as imidazole derivatives such as benzimidazole derivatives, imidazopyridine derivatives, benzimidazole phenanthridine derivatives, etc., and oxazine derivatives such as pyrimidine derivatives, triazine derivatives, etc., and compounds containing a nitrogen-containing six-membered ring structure such as quinoline derivatives, isoquinoline derivatives, phenanthroline derivatives, etc., and can also include compounds having a phosphine oxide-based substituent on the heterocycle, such as: TPBi, BCP, OXD-7, TAZ, p-EtTAZ), BPhen, etc. The thickness of the hole blocking layer 006 can be 3 nm to 100 nm.

[0128] The electron transport layer 007 also includes aromatic heterocyclic compounds, such as imidazole derivatives like benzimidazole derivatives, imidazopyridine derivatives, benzimidazophenanthridine derivatives, etc., as well as oxazine derivatives like pyrimidine derivatives, triazine derivatives, and compounds containing a nitrogen-containing six-membered ring structure such as quinoline derivatives, isoquinoline derivatives, phenanthroline derivatives. Compounds having a phosphine oxide-based substituent on the heterocycle can also be included, such as: TPBi, BCP, OXD-7, TAZ, p-EtTAZ), BPhen, etc. At the same time, the electron transport layer 007 can also contain another doping material, such as Liq, Yb, etc., to enhance electron injection and transport characteristics. The thickness of the electron transport layer 007 can be 15 nm to 120 nm.

[0129] The material of the electron injection layer 008 includes alkali metals or metals, such as LiF, Yb, Mg, Ca, or their compounds, etc. The thickness of the electron injection layer 008 can be 0.5 nm to 15 nm.

[0130] The emission color is blue. The light-emitting layer 005 can include either a fluorescent light-emitting material or a phosphorescent light-emitting material, preferably a fluorescent light-emitting material. The host material of the light-emitting layer 005 can include one material or a mixture of two or more materials, preferably one material. The blue light-emitting guest materials are selected from pyrene derivatives, anthracene derivatives, fluorene derivatives, perylene derivatives, styrylamine derivatives, metal complexes, etc. Such as: N1,N6-bis([1,1'-biphenyl]-2-yl)-N1,N6-bis([1,1'-biphenyl]-4-yl)pyrene-1,6-diamine, 9,10-di-(2-naphthyl)anthracene (ADN), 2-methyl-9,10-di-2-naphthylanthracene (MADN), 2,5,8,11-tetra-tert-butylperylene (TBPe), 4,4'-bis[4-(diphenylamino)styryl]biphenyl (BDAVBi), 4,4'-bis[4-(di-p-tolylamino)styryl]biphenyl (DPAVBi), bis(4,6-difluorophenylpyridine-C2,N)picolyliridium(III) (FIrpic), etc. The thickness of the light-emitting layer 005 can be 10 nm to 100 nm.

[0131] In some embodiments, the present disclosure also provides an organic electroluminescent device, including: a first electrode 001, a second electrode 009, and a light-emitting layer 005 located between the first electrode 001 and the second electrode 009. The light-emitting layer 005 is multilayered, and the lights emitted by the multilayered light-emitting layer 005 have different colors. The multilayered light-emitting layer 005 at least includes a first light-emitting sub-stack for presenting light of a first color and a second light-emitting sub-stack stacked on the first light-emitting sub-stack, wherein the second light-emitting sub-stack presents light of a second color, and at least one of the first light-emitting sub-stack and the second light-emitting sub-stack includes at least one organic light-emitting material according to any one of the above first aspects.

[0132] Specifically, by stacking light-emitting sub-layers for presenting different color lights, a light-emitting device for emitting other color lights can be formed. Exemplarily, the first color light is red light, the second color light is blue light, and the second light-emitting sub-stack includes the compound material having an anthracene core skeleton described in any of the above embodiments. By stacking a light-emitting sub-layer for presenting red and a light-emitting sub-layer for presenting blue, a light-emitting device for emitting purple or magenta can be formed.

[0133] Embodiments of the present disclosure also provide a display device, which includes the aforementioned blue organic electroluminescent device. The display device can include any device or product having a display function. For example, the display device can be a smart phone, a mobile phone, an e-book reader, a desktop computer (PC), a laptop PC, a netbook PC, a personal digital assistant (PDA), a portable multimedia player (PMP), a digital audio player, a mobile medical device, a camera, a wearable device (such as a head-mounted device, electronic clothing, an electronic bracelet, an electronic necklace, electronic accessories, an electronic tattoo, or a smart watch), a television, etc.

[0134] It should be understood that the display device according to some exemplary embodiments of the present disclosure has all the characteristics and advantages of the above compound having an anthracene core skeleton, and these characteristics and advantages can be referred to the description of the compound having an anthracene core skeleton above, and will not be repeated here.

[0135] Next, specific preparation methods of the compounds of the present disclosure will be introduced with multiple preparation examples, but the preparation methods of the present disclosure are not limited to these preparation examples. Subsequently, the prepared compounds are applied through examples and analyzed and compared with comparative examples. In the following specific examples of the present disclosure, the molecular weights of intermediates and target products are tested using a liquid chromatography-mass spectrometer, the ionization source uses an atmospheric pressure chemical ionization source (APCI source), and the ionization method is [M+H]+.

[0136] The compounds used in the examples and comparative examples are all commercially available products, and the specific structures are as follows:

[0137]

[0138]

[0139] Preparation Example 1 Synthesis of Compound M1 (i.e., Compound 1 in the present disclosure):

[0140]

[0141] Under a nitrogen atmosphere, intermediate 1-1 and intermediate 1-2 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 1-3, and 20.78 mmol of intermediate 1-3 was obtained (yield: 41.56%).

[0142] Under a nitrogen atmosphere, intermediate 1-3 and intermediate 1-4 were mixed in a ratio of 1:1.2 (20.78 mmol; 24.94 mmol), and together with potassium carbonate (62.34 mmol) and Pd(PPh3)4 (2.08 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M1, and 18.25 mmol, 9.98 g of compound M1 was obtained (yield: 87.8%).

[0143] Theoretical value of m / z: 546.67; Measured value of m / z: 547.78.

[0144] Synthesis of compound M2 (i.e., compound 242 in the present disclosure) in Preparation Example 2:

[0145]

[0146] Under a nitrogen atmosphere, intermediate 1-1 and intermediate 2-1 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 2-2, and 20.34 mmol of intermediate 2-2 was obtained (yield: 40.68%).

[0147] Under a nitrogen atmosphere, intermediate 2-2 and intermediate 1-4 were mixed in a ratio of 1:1.2 (20.34 mmol; 24.41 mmol), and together with potassium carbonate (61.02 mmol) and Pd(PPh3)4 (2.03 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M2, yielding 17.94 mmol, 10.85 g of compound M2 (yield: 88.20%).

[0148] Theoretical m / z value: 604.79; Measured m / z value: 605.91.

[0149] Synthesis of compound M3 in Preparation Example 3 (i.e., compound 509 in the present disclosure):

[0150]

[0151] Under a nitrogen atmosphere, intermediate 3-1 and intermediate 3-2 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 3-3, yielding 21.63 mmol of intermediate 3-3 (yield: 43.26%).

[0152] Under a nitrogen atmosphere, intermediate 3-3 and intermediate 3-4 were mixed in a ratio of 1:1.2 (21.63 mmol; 25.96 mmol), and together with potassium carbonate (64.89 mmol) and Pd(PPh3)4 (2.16 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M3, yielding 18.71 mmol, 11.80 g of compound M3 (yield: 86.50%).

[0153] Theoretical m / z value: 630.85; Measured m / z value: 631.95.

[0154] Synthesis of Compound M4 (i.e., Compound 510) in Preparation Example 4:

[0155]

[0156] Under a nitrogen atmosphere, Intermediate 3-1 and Intermediate 1-2 were dissolved in a mixed solution of THF and water with a ratio of 3:1 (50 mmol; 60 mmol), potassium carbonate (150 mmol), and Pd(PPh3)4 (5 mmol). The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain Intermediate 4-1, and 21.82 mmol of Intermediate 4-1 was obtained (yield: 43.64%).

[0157] Under a nitrogen atmosphere, Intermediate 4-1 and Intermediate 3-4 were dissolved in a mixed solution of THF and water with a ratio of 3:1 (21.82 mmol; 26.18 mmol), potassium carbonate (65.46 mmol), and Pd(PPh3)4 (2.18 mmol). The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain Compound M4, and 18.96 mmol, 11.62 g of Compound M4 was obtained (yield: 86.89%).

[0158] Theoretical value of m / z: 612.79; Measured value of m / z: 613.88.

[0159] Synthesis of Compound M5 (i.e., Compound 34) in Preparation Example 5:

[0160]

[0161] Under a nitrogen atmosphere, intermediate 5-1 and intermediate 1-2 were dissolved in a mixed solution of THF and water with a ratio of 3:1 (300 ml) at a ratio of 1:1.2 (50 mmol; 60 mmol), potassium carbonate (150 mmol), and Pd(PPh3)4 (5 mmol). After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 5-2, and 34.30 mmol of intermediate 5-2 was obtained (yield: 68.60%).

[0162] Under a nitrogen atmosphere, intermediate 5-2 and intermediate 1-4 were dissolved in a mixed solution of THF and water with a ratio of 3:1 (210 ml) at a ratio of 1:1.2 (34.30 mmol; 41.16 mmol), potassium carbonate (102.90 mmol), and Pd(PPh3)4 (3.43 mmol). After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M5, and 30.06 mmol, 16.44 g of compound M5 was obtained (yield: 87.65%).

[0163] Theoretical value of m / z: 546.67; Measured value of m / z: 547.76.

[0164] Synthesis of compound M6 (i.e., compound 511) in Preparation Example 6:

[0165]

[0166] Under a nitrogen atmosphere, intermediate 6-1 and intermediate 6-2 were dissolved in a mixed solution of THF and water with a ratio of 3:1 (300 ml) at a ratio of 1:1.2 (50 mmol; 60 mmol), potassium carbonate (150 mmol), and Pd(PPh3)4 (5 mmol). After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 6-3, and 20.16 mmol of intermediate 6-3 was obtained (yield: 40.32%).

[0167] Under a nitrogen atmosphere, intermediate 6-3 and intermediate 6-4 were dissolved in a mixed solution of THF and water with a ratio of 3:1 at a ratio of 1:1.2 (20.16 mmol; 24.19 mmol), potassium carbonate (60.48 mmol), and Pd(PPh3)4 (2.02 mmol). The mixed solution was 120 ml. After reacting at 100 °C for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M6, yielding 17.65 mmol, 11.13 g of compound M6 (yield: 87.54%).

[0168] Theoretical m / z value: 630.88; Measured m / z value: 631.96.

[0169] Synthesis of Preparation Example 7 Compound M7 (i.e., Compound 512):

[0170]

[0171] Under a nitrogen atmosphere, intermediate 1-1 and intermediate 2-1 were mixed at a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The mixed solution was 300 ml. After reacting at 100 °C for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 2-2, yielding 20.34 mmol of intermediate 2-2 (yield: 40.68%).

[0172] Under a nitrogen atmosphere, intermediate 2-2 and intermediate 7-1 were mixed at a ratio of 1:1.2 (20 mmol; 24 mmol), and together with potassium carbonate (60 mmol) and Pd(PPh3)4 (2 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The mixed solution was 120 ml. After reacting at 100 °C for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M7, yielding 17.52 mmol, 11.30 g of compound M7 (yield: 87.60%).

[0173] Theoretical m / z value: 644.93; Measured m / z value: 645.91.

[0174] Synthesis of Preparation Example 8 Compound M8 (i.e., Compound 513):

[0175]

[0176] Under a nitrogen atmosphere, Intermediate 1-1 and Intermediate 2-1 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain Intermediate 2-2, and 20.34 mmol of Intermediate 2-2 was obtained (yield: 40.68%).

[0177] Under a nitrogen atmosphere, Intermediate 2-2 and Intermediate 8-1 were mixed in a ratio of 1:1.2 (20 mmol; 24 mmol), and together with potassium carbonate (60 mmol) and Pd(PPh3)4 (2 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain Compound M7, and 17.71 mmol, 11.35 g of Compound M8 was obtained (yield: 88.57%).

[0178] Theoretical value of m / z: 640.90; Measured value of m / z: 641.96

[0179] Synthesis of Preparation Example 9 Compound M9 (i.e., Compound 514):

[0180]

[0181] Under a nitrogen atmosphere, Intermediate 9-1 and Intermediate 1-2 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain Intermediate 9-2, and 21.07 mmol of Intermediate 9-2 was obtained (yield: 42.13%).

[0182] Under a nitrogen atmosphere, intermediate 9-2 and intermediate 3-4 were mixed in a ratio of 1:1.2 (20 mmol; 24 mmol), and together with potassium carbonate (60 mmol) and Pd(PPh3)4 (2 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M9, yielding 17.53 mmol, 12.06 g of compound M9 (yield: 87.66%).

[0183] Theoretical value of m / z: 687.87; Measured value of m / z: 688.92.

[0184] Synthesis of compound M10 (i.e., compound 515) in Preparation Example 10:

[0185]

[0186] Under a nitrogen atmosphere, intermediate 10-1 and intermediate 10-2 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 10-3, yielding 22.77 mmol of intermediate 10-3 (yield: 41.54%).

[0187] Under a nitrogen atmosphere, intermediate 10-3 and intermediate 10-4 were mixed in a ratio of 1:1.2 (20 mmol; 24 mmol), and together with potassium carbonate (60 mmol) and Pd(PPh3)4 (2 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M10, yielding 17.45 mmol, 11.29 g of compound M10 (yield: 87.23%).

[0188] Theoretical m / z value: 646.86; Measured m / z value: 647.92.

[0189] Synthesis of compound M11 (i.e., compound 516) in Preparation Example 11:

[0190]

[0191] Under a nitrogen atmosphere, intermediate 10-1 and intermediate 11-1 were mixed in a ratio of 1:1.2 (50 mmol; 60 mmol), and together with potassium carbonate (150 mmol) and Pd(PPh3)4 (5 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 300 ml. After heating to 100 °C and reacting for 7 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain intermediate 11-2, and 20.34 mmol of intermediate 11-2 was obtained (yield: 40.68%).

[0192] Under a nitrogen atmosphere, intermediate 11-2 and intermediate 10-4 were mixed in a ratio of 1:1.2 (20 mmol; 24 mmol), and together with potassium carbonate (60 mmol) and Pd(PPh3)4 (2 mmol), they were dissolved in a mixed solution of THF and water with a ratio of 3:1. The volume of the mixed solution was 120 ml. After heating to 100 °C and reacting for 6 hours, the temperature of the product was lowered to room temperature and the resulting solid was filtered. After filtration, the solid was washed with 100 ml of tetrahydrofuran, 500 ml of ethyl acetate, 500 ml of water, and 300 ml of ethanol. The obtained product was dried to obtain compound M11, and 17.52 mmol, 11.44 g of compound M11 was obtained (yield: 87.58%).

[0193] Theoretical m / z value: 652.91; Measured m / z value: 652.98.

[0194] For the compounds prepared in this disclosure, some energy level parameters were simulated, such as S1, T1, LUMO, HOMO, etc. of the compounds. The basis set and functional used for the simulation were 6-31g** and b3lyp, and the mobility was the experimental calculation value under an electric field of 5000. The simulation and experimental calculation results are shown in Table 1 below:

[0195] Table 1 List of relevant parameters of the host material

[0196]

[0197] Among them, μ in Table 1 e represents the electron mobility, μ hRepresents the hole mobility.

[0198] As can be seen from the data in Table 1 above, except for Comparative Compound 1, the energy level values of Compounds M1 to M11 and Comparative Compounds 2 to 4 are not very different. It can be seen that in the examples of the present disclosure, the compounds with anthracene core skeletons have energy level values similar to those of the commonly used blue light host material compounds. Therefore, the compounds with anthracene core skeletons in the examples of the present disclosure can be used as the host material for blue light.

[0199] Next, organic light-emitting devices will be fabricated using Compounds M1 to M11 obtained from Preparation Examples 1-11 above, and their performance will be tested.

[0200] Example 1: Clean and dry the pre-prepared ITO substrate in advance; sequentially start depositing and preparing HIL, HTL, and EBL (B-Prime) on the anode; then deposit the EML layer material; and then sequentially deposit HBL, ETL, EIL (LiF), and the cathode. Among them, HIL is doped with HTL and 3% P dopant, and the EML is doped with Compound M1 and BD at a mass ratio of 95:5.

[0201] The structure of Organic Light-Emitting Device 1 is:

[0202] ITO / HIL(10nm) / HTL(100nm) / EBL(10nm) / EML(20nm) / HBL(5nm) / ETL(30nm) / LiF(1nm) / Al(150nm).

[0203] Example 2: Replace Compound M1 in Example 1 with Compound M2, and the other steps are the same, to obtain Organic Light-Emitting Device 2.

[0204] Example 3: Replace Compound M1 in Example 1 with Compound M3, and the other steps are the same, to obtain Organic Light-Emitting Device 3.

[0205] Example 4: Replace Compound M1 in Example 1 with Compound M4, and the other steps are the same, to obtain Organic Light-Emitting Device 4.

[0206] Example 5: Replace Compound M1 in Example 1 with Compound M5, and the other steps are the same, to obtain Organic Light-Emitting Device 5.

[0207] Example 6: Replace Compound M1 in Example 1 with Compound M6, and the other steps are the same, to obtain Organic Light-Emitting Device 6.

[0208] Example 7: Replace Compound M1 in Example 1 with Compound M7, and the other steps are the same, to obtain Organic Light-Emitting Device 7.

[0209] Example 8: Replace compound M1 in Example 1 with compound M8, and keep other steps the same, to obtain the fabricated organic light-emitting device 8.

[0210] Example 9: Replace compound M1 in Example 1 with compound M9, and keep other steps the same, to obtain the fabricated organic light-emitting device 9.

[0211] Example 10: Replace compound M1 in Example 1 with compound M10, and keep other steps the same, to obtain the fabricated organic light-emitting device 10.

[0212] Example 11: Replace compound M1 in Example 1 with compound M11, and keep other steps the same, to obtain the fabricated organic light-emitting device 11.

[0213] Comparative Example 1: Replace compound M1 in Example 1 with comparative compound 1, and keep other steps the same, to obtain the comparative organic light-emitting device 1.

[0214] Comparative Example 2: Replace compound M1 in Example 1 with comparative compound 2, and keep other steps the same, to obtain the comparative organic light-emitting device 2.

[0215] Comparative Example 3: Replace compound M1 in Example 1 with comparative compound 3, and keep other steps the same, to obtain the comparative organic light-emitting device 3.

[0216] Comparative Example 4: Replace compound M1 in Example 1 with comparative compound 4, and keep other steps the same, to obtain the comparative organic light-emitting device 4.

[0217] Test the performance of the organic light-emitting devices in each of the above examples and comparative examples. The test results are shown in Table 2 below.

[0218] Table 2 List of performance test data for each example and comparative example

[0219]

[0220]

[0221] Among them, each data in Table 2 uses the data of Comparative Example 1 as a reference, and sets the data of the driving voltage (V), current efficiency (Cd), and device lifetime (LT95) of Comparative Example 1 as 100%. It should be noted that LT95 refers to the time when the brightness decreases to 95% of the original brightness.

[0222] As can be seen from Table 2, in the embodiments of the present disclosure, when a compound having an anthracene core skeleton is used as the BH, it has a reduced voltage, higher efficiency, and longer lifetime compared to the comparative examples; this is because, on the basis of the traditional anthracene core, a substituent with a substituted naphthalene-fused and benzopentacyclic structure is introduced. First, this substituent contains a planar rigid fragment of naphthalene-fused and benzopentacyclic rings. This planar rigid fragment can improve the carrier mobility of the host material, increase the exciton recombination rate, reduce the splitting energy level, and reduce non-radiative transitions, thereby improving the efficiency of the device and reducing the operating voltage of the device. In addition, the more rigid structure makes the compound have better thermal stability, further improving the luminescence lifetime and operating stability of the device. At the same time, to solve the problems of easy crystallization of the material and red shift of the emission spectrum, a substituent R0 is introduced on the naphthalene ring in the embodiments of the present disclosure, where R0 includes phenyl and polycyclic alkanes with C6-C12. The introduction of R0 can increase the steric hindrance and reduce π-π stacking, thereby solving the problems of evaporation source hole blocking and performance degradation caused by easy crystallization of the material and red shift of the emission spectrum. In addition, the compound has energy levels similar to those of current blue-light hosts, can perform better energy transfer with current blue-light guests, and can also make good use of its TTA effect to improve the efficiency of the device.

[0223] By comparing Example 1 and Example 2 with Comparative Example 3 and Comparative Example 4, it can be seen that Example 1 and Example 2 have higher efficiency and longer lifetime. This is because when benzene or a three-dimensional structure is substituted on the naphthalene ring, the steric hindrance can be increased and π-π stacking can be reduced, thereby avoiding the problems of evaporation source hole blocking and performance degradation caused by easy crystallization of the material and red shift of the emission spectrum. However, when substituted on the other side of the anthracene core or one side of the benzopentacyclic structure, the steric hindrance effect is greatly reduced, and the performance is not improved compared to Comparative Example 2, and the same effects as Example 1 and Example 2 cannot be achieved.

[0224] As used herein, the terms "substantially", "about", "approximate" and other similar terms are used as approximate terms rather than terms of degree, and they are intended to explain the inherent deviations of measured or calculated values that would be recognized by a person of ordinary skill in the art. Considering factors such as process fluctuations, measurement problems, and errors associated with the measurement of a particular quantity (i.e., limitations of the measurement system), "about" or "approximate" as used herein includes the stated value and represents an acceptable deviation range for a particular value determined by a person of ordinary skill in the art. For example, "about" can mean within one or more standard deviations, or within ±10% or ±5% of the stated value.

[0225] While some embodiments in accordance with the general inventive concept of the present disclosure have been illustrated and described, those of ordinary skill in the art will understand that changes may be made to these embodiments without departing from the principles and spirit of the general inventive concept of the present disclosure, and the scope of the present disclosure is defined by the claims and their equivalents.

Claims

1. A compound having an anthracene core skeleton, characterized in that: The compound having an anthracene core skeleton has a structure formed by combining Formula I and Formula II: Wherein, two sites marked with # in the benzo five-membered ring of formula II are fused with any two adjacent sites marked with # on the naphthalene ring of formula I to form the compound having an anthracene core skeleton; R0 is selected from substituted or unsubstituted phenyl, or substituted or unsubstituted C6-C12 polycycloalkane, and one of m and n is 0, and the other is 1; When m is 0 and n is 1, one of the two #-marked sites on the naphthalene ring of Formula I that are not fused to Formula II is CR0 and the other is CH; When m is 1 and n is 0, the two #-marked sites on the naphthalene ring of Formula I that are not fused to Formula II are both CH; X is selected from one of CR3R4, NR3, O, S, Se, and SiR3R4; R3 and R4 are each independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C2-C30 alkenyl, substituted or unsubstituted C2-C30 alkynyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted 5-30 membered heteroaryl, substituted or unsubstituted 3-30 membered heterocyclyl, or bonded to an adjacent substituent to form a substituted or unsubstituted 3-30 membered ring; R5 is selected from a substituted or unsubstituted C1-C30 alkyl group, a substituted or unsubstituted C2-C30 alkenyl group, a substituted or unsubstituted C2-C30 alkynyl group, a substituted or unsubstituted C3-C30 cycloalkyl group, a substituted or unsubstituted C1-C30 alkoxy group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group, a substituted or unsubstituted 3-30 membered heterocyclyl group, or is bonded to an adjacent substituent to form a substituted or unsubstituted 3-30 membered ring.

2. The compound having an anthracene core skeleton according to claim 1, characterized in that The C6-C12 polycycloalkane has a structure as shown in any one of formulas a to d: in, Represents the bond to the carbon atom.

3. The compound having an anthracene core skeleton according to claim 1, characterized in that Said R0 is selected from phenyl; and X is selected from O or S; and R5 is selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group.

4. The compound having an anthracene core skeleton according to claim 2, characterized in that The R0 is selected from a polycyclic alkane having a structure as shown in any one of formulas a to d; and X is selected from one of CR3R4, O or S; and R5 is selected from a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group.

5. The compound having an anthracene core skeleton according to claim 4, characterized in that Some of this hydrogen is in the form of the isotope deuterium.

6. The compound having an anthracene core skeleton according to claim 1, characterized in that The compound having an anthracene core skeleton is selected from the following structures:

7. A blue light organic electroluminescent device, characterized in that: include: a first electrode; a second electrode; a light-emitting layer located between the first electrode and the second electrode, the light-emitting layer comprising a host material and a blue light guest material; Wherein, the host material is at least one selected from the compounds having an anthracene core skeleton as described in any one of claims 1 to 6.

8. The blue organic electroluminescent device according to claim 7, characterized in that: The ratio of the mass of the host material to the total mass of the host material and the blue light guest material is 95% to 99.5%.

9. A display device, characterized in that: It comprises the blue organic electroluminescent device according to any one of claims 7 to 8.

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