Novel anthracene derivative and application thereof

Abstract

The invention relates to a novel anthracene derivative and application thereof, and belongs to the technical field of photoelectric materials. The structure of the anthracene derivative is a compound as shown in a formula 1: # imgabs0 #, and the organic electroluminescent device containing the organic electroluminescent compound disclosed by the invention shows lower operating voltage, higher luminous efficiency and longer service life. In addition, the organic electroluminescent device can generate high-purity light, which helps to improve color presentation and visual experience of a display or a lighting fixture.

Description

Technical Field

[0001] The invention belongs to the technical field of optoelectronic materials, and specifically relates to a novel anthracene derivative and application thereof. Background Art

[0002] Organic light-emitting diode (OLED) is a technology that uses organic materials to spontaneously generate light when current passes through it. Its structure mainly includes an anode, a cathode, and an organic material layer. The advantages of OLED are that it is thin and light, has a fast response, supports flexible design, and has a wide viewing angle and high contrast. In OLED, the organic layer usually adopts a multi-layer structure, including a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. When voltage is applied, electrons and holes move from the cathode and anode to the organic layer respectively, and combine in the light-emitting layer to form excitons. The excitons release energy and appear in the form of light, thereby generating light. OLED has attracted widespread attention due to its self-luminous characteristics, high efficiency, low voltage requirements, and fast response speed.

[0003] Currently, the research on organic electroluminescent materials is very active in academia and industry, especially in the field of blue light host materials. This type of material is one of the core parts of organic electroluminescent devices, but their stability and luminous efficiency still have a lot of room for improvement, which is one of the main obstacles limiting the large-scale commercialization of OLED devices. Therefore, the development of new compounds to improve the performance of OLED materials in practical applications, such as improving the stability of materials, increasing luminous efficiency and extending service life, has become a key area and development trend in OLED material research. In view of this, the present invention provides a new anthracene derivative and its application. Summary of the invention

[0004] The technical problem to be solved by the present invention is to solve the problems of insufficient stability and low luminous efficiency faced by organic electroluminescent materials, and the purpose is to provide a new anthracene derivative and its application.

[0005] The technical solution of the present invention to solve the above technical problems is as follows:

[0006] In the first aspect, a novel anthracene derivative is provided, wherein the structure of the anthracene derivative is a compound of Formula 1:

[0007]

[0008] In formula 1, R1-R 10 Any two of them are connected to L1 and / or L2 through a single bond; the remaining R1-R 10 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, C1-C 10 Alkyl, C6-C 25 Aryl, C1-C 10The remaining R1-R 10 Preferred are: hydrogen, C1-C 10 Alkyl, C6-C 25 The aromatic group;

[0009] Further preferred R1-R 10 Preferred are: hydrogen, methyl, ethyl, tert-butyl, phenyl, biphenyl;

[0010] In formula 1, R 11 The structure is shown in formula 2:

[0011]

[0012] In formula 2, R 13 -R 16 The same or different are independently selected from: C1-C 10 The alkyl group;

[0013] In formula 2, R 17 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, C6-C 25 The aromatic group;

[0014] In formula 2 Represents: empty or single key;

[0015] In formula 1, R 12 Any one selected from the following groups: hydrogen, deuterium, N(R 18 , R 19 )、C6-C 25 Aryl, C4-C 25 Heteroaryl, deuterated C6-C 25 Aryl, deuterated C4-C 25 Heteroaryl; R 18 -R 19 The same or different groups are independently selected from any one of the following groups: C6-C 25 Aryl, C4-C 25 Specifically, the N(R 18 , R 19 ) is connected to N, R 18 and R 19 Not connected or connected by a single bond, C4-C 25 The attachment point of the heteroaryl group is a carbon atom;

[0016] In formula 1, L1-L2 are the same or different and are independently selected from any one of the following: a single bond, a C6-C 20 Aryl, C4-C 15 The heteroaryl group.

[0017] Furthermore, when L1-L2 is C6-C 20 When the aromatic group is L1-L2, the structure is shown in Formula 3:

[0018]

[0019] or R 20 -R 24 The two adjacent substituents in

[0020] —C(R 25 )=C(R 26 )—C(R 27 )=C(R 28 )—connected to form a condensed ring structure;

[0021] R 25 -R 28 The same or different are independently selected from any one of the following: hydrogen, deuterium, cyano, C1-C 10 Alkyl, deuterated C1-C 10 The alkyl group;

[0022] When L1-L2 is C4-C 15 When the heteroaryl group is a C4-C 15 The heteroaryl group.

[0023] Furthermore, when L1-L2 is C6-C 20 When the aryl group is an aryl group, L1-L2 is the structure shown below:

[0024]

[0025] represents the linking site;

[0026] In formula 3-1 to formula 3-3, R 20a Any one selected from the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, deuterated C1-C 10 The alkyl group;

[0027] When L1-L2 is C4-C 15 When the heteroaryl group is L1-L2, the structure is shown in Formula 4:

[0028]

[0029] When X1 is CH, two adjacent carbon atoms can share a chemical bond with the phenyl group to form a condensed ring structure.

[0030] Furthermore, when R 12 Selected from C4-C25 When the heteroaryl group is 12 The structure is shown in Formula 5:

[0031]

[0032] In formula 5, R 29 -R 33 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl;

[0033] In formula 5, X3 is selected from any one of the following groups: O, S, CH2, CH;

[0034] In formula 5, X4 is selected from any one of the following groups: N, CH;

[0035] In formula 5 Represents: empty or single key;

[0036] When X3 is CH2, X4 cannot be CH; when X3 is CH, X4 cannot be CH2; when X4 is selected from CH, R 33 and R 34 Connected with —CH=CH—CH=CH— through a shared chemical bond to form a condensed ring structure;

[0037] When R 33 Not with R 34 When a fused ring structure is formed, R 34 is H; when in formula 5 When it is empty, the structure of Formula 5 is N(R 18 , R 19 ).

[0038] Furthermore, R 33 Selected from: hydrogen, deuterium, C1-C 10 Alkyl, phenyl; R 29 -R 32 The same or different are independently selected from: hydrogen, deuterium, cyano, phenyl.

[0039] Furthermore, when R 12 Selected from N(R 18 , R 19 ), R 12 The structure is shown in Formula 6:

[0040]

[0041] In formula 6, R 35 -R 42 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl, C1-C10 phenyl substituted by alkyl, phenyl substituted by cyano; or R 35 -R 42 The two adjacent substituents are connected to the six-membered cycloalkyl group through a shared chemical bond to form a condensed ring structure;

[0042] In formula 6 represents the linking site;

[0043] When R 12 Selected from C6-C 25 When the aryl group is 12 The structure is shown in Formula 7:

[0044]

[0045] In formula 7, R 43 -R 47 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl, or two adjacent substituents are bonded to each other through a common chemical bond

[0046] —CH=CH—CH=CH—connect to form a condensed ring structure;

[0047] When R 12 Selected from C4-C 25 When the heteroaryl group is 12 Select one of the following structures:

[0048]

[0049] In formula 5-1, R 33 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, phenyl;

[0050] In formula 5-1 and formula 5-2, R 48a Any one of the following groups: hydrogen, deuterium, cyano, phenyl, C1-C 10 The alkyl group;

[0051] In formula 5-1, X3-X4 is selected from any one of the following groups: O, N, S, CH;

[0052] In formula 5-2, X5 is selected from any one of the following groups: O, N, S, CH2, C(CH3, CH3), N(R 49 );

[0053] R 49 Selected from phenyl.

[0054] Furthermore, R 12 Selected from C6-C 25The aryl group is preferably: phenyl, deuterated phenyl, tolyl, ethylphenyl, tert-butylphenyl, phenyl substituted by cyano, naphthyl, anthracenyl.

[0055] Further, R 11 Select from any of the following structures:

[0056]

[0057] In formula 2-1 and formula 2-2, R 49 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, phenyl;

[0058] In formula 2-1 and formula 2-2, R 50 Selected from the following groups: hydrogen, C1-C 10 of alkyl.

[0059] Among them, R 50 Preferred are: hydrogen; R 49 Preferred are: hydrogen, methyl, ethyl, propyl, tert-butyl, phenyl;

[0060] Going further, C1-C 10 The alkyl group is selected from: C1-C5, C1-C3, C1-C2, C1 alkyl; 10 The alkyl group is preferably methyl, ethyl, propyl, or tert-butyl; all hydrogen atoms on the alkyl group are unsubstituted or substituted with deuterium;

[0061] Furthermore, when R1-R 10 C6-C 25 When the aromatic group is C6-C 25 The aryl group is selected from: phenyl; all hydrogen atoms in the phenyl group are unsubstituted or substituted by deuterium, C1-C3 alkyl, or cyano.

[0062] Furthermore, the structure of the anthracene derivative is any one of the following:

[0063]

[0064]

[0065]

[0066]

[0067]

[0068] In a second aspect, a new type of anthracene derivative is used, and the new type of anthracene derivative is used in a display panel.

[0069] In a third aspect, an electroluminescent device comprises a substrate, a first electrode layer, a second electrode layer and an organic functional layer: the first electrode layer is arranged on one side of the substrate; the second electrode layer is arranged on a side of the first electrode layer away from the substrate; the organic functional layer is arranged between the first electrode layer and the second electrode layer; the material of the organic functional layer comprises the novel anthracene derivative as described above.

[0070] Furthermore, the organic functional layer includes a light-emitting layer, the light-emitting layer includes a host material and a guest material, and the host material includes the novel anthracene derivative.

[0071] The beneficial effects of the present invention are:

[0072] (1) The compounds provided by the present invention have deep HOMO and shallow LUMO energy levels, which can significantly improve the performance of organic electroluminescent devices (OLEDs); although the deep HOMO energy level increases the difficulty of hole injection, combined with the shallow LUMO energy level, it can effectively balance the injection of electrons and holes, reduce the space charge effect, and improve the luminescence efficiency; at the same time, the moderate HOMO-LUMO energy level difference helps to promote the formation of excitons and stabilize energy transfer, thereby enhancing the luminescence effect.

[0073] (2) The energy level configuration of the present invention also helps to improve the chemical stability of the material, extend the life of the device, and can accurately control the emission wavelength and optimize the emission color, which is particularly important in applications that pursue specific wavelengths such as deep blue light.

[0074] (3) The compounds provided by the present invention can promote effective energy transfer between different materials in a multi-layer or multi-component OLED structure, further improving the overall luminous efficiency and performance of the device.

[0075] (4) Compared with traditional devices, the display device using the compound of the present invention significantly reduces the operating voltage of the device, improves the energy efficiency and stability of the overall system, reduces the demand for high-power power supply, and thus reduces system complexity and cost. At the same time, the light absorption capacity and charge separation efficiency of the material are enhanced, the current efficiency and LT95 value are improved, and the device can maintain high output power and low failure rate after long-term operation, which is suitable for application scenarios with high energy density and high stability requirements.

[0076] (5) The materials involved in the present invention have a high glass transition temperature, which effectively improves their thermal stability, so that the device can maintain structural integrity and performance stability even in high temperature environments. This feature has important application value for electronic devices that need to operate under high temperature conditions, ensuring the reliability and durability of the device in extreme environments. BRIEF DESCRIPTION OF THE DRAWINGS

[0077] Figure 1 This is the NMR image of the compound shown in Example 1 of the present invention. DETAILED DESCRIPTION

[0078] The embodiments of the present invention will be clearly and completely described below in conjunction with the examples, and the described examples are only some examples of the present invention, rather than all examples. The following description of at least one exemplary embodiment is actually only illustrative and is by no means intended to limit the present invention and its application or use. Based on the examples in the present invention, all other examples obtained by ordinary technicians in the field without creative work are within the scope of protection of the present invention.

[0079] The reagents or instruments used in the present invention, if the manufacturer is not specified, are all conventional products that can be purchased from the market. For process parameters not specifically specified, conventional techniques can be used.

[0080] The following is a description of the preparation of the intermediates employed in Examples 1 to 22:

[0081] (1) Intermediate 1-5

[0082] The synthesis of intermediate 1 comprises the following steps:

[0083]

[0084] 1-1 (20 g), 1-2 (14.37 g), sodium tert-butoxide (10.32 g), Pd2(dba)3 (0.6 g), tri-tert-butylphosphine (0.28 g) were added to 200 ml of toluene, and heated under reflux and stirred for 12 hours under nitrogen protection. Extracted with dichloromethane and distilled water, the organic phase was retained, and the organic phase was washed with brine 1-2 times, and the organic phase was retained and spin-dried. After the solid was spin-dried, ethanol was added, and the heat was refluxed for 1 hour. It was passed through a silica gel cake while hot and spin-dried to obtain 1-3 22.67 g;

[0085] 22.67 g of 1-3 was dissolved in 200 mL of anhydrous THF, 3.68 g of n-butyl lithium was injected at -78°C, and after reacting for 1 hour, 8.13 g of anhydrous trimethyl borate was injected, and the reaction was continued for 12 hours. Water was added to quench the reaction, and the mixture was extracted with dichloromethane, dried, and recrystallized from n-hexane to obtain 16.24 g of intermediate 1-4.

[0086] Test data: MS(MS+1):400.3641.

[0087] According to the preparation method of intermediate 1, intermediates 2 to intermediate 5 can be prepared; the feed equivalent ratio and post-treatment method of intermediates 2 to intermediate 5 are the same as those of the preparation method of intermediate 1, as shown in Table 1:

[0088] Table 1

[0089]

[0090]

[0091] (2) Intermediate 6-10

[0092] The synthesis of intermediate 6 comprises the following steps:

[0093]

[0094] Step 1: Add 6-1 (20.00 g), 6-2 (15.84 g), tetrakis(triphenylphosphine)palladium (0.6 g) and sodium carbonate (9.46 g) to 200 ml of a mixed solution of toluene (2V) / ethanol (1V) / water (1V). Under nitrogen protection, stir the reaction system at 100 degrees Celsius for 4 hours, and then cool to room temperature. Dilute the reaction system with water (50 ml), extract with ethyl acetate, retain the organic phase, dry the organic phase with anhydrous magnesium sulfate, concentrate the organic phase to a muddy state, add 50 ml of toluene, stir under hot reflux for 2 hours, filter while hot, retain the organic phase, and spin dry the organic phase to obtain 23.68 g of (6-3);

[0095] Step 2: Add 6-3 (23.68 g) to 200 ml THF, stir to dissolve, add 1,3-dibromo-5,5-dimethylhydantoin (9.34 g), stir at 60°C for 6-8 h, and after the reaction is complete, add water to the reaction system for extraction, retain the organic phase, dry the organic phase with anhydrous magnesium sulfate, spin dry, pass through a silica gel column, and elute with petroleum ether: ethyl acetate = 10:1, spin dry to obtain 22.61 g of intermediate 6 (6-4).

[0096] Test data: MS(MS+1):477.5410.

[0097] According to the preparation method of intermediate 6, intermediates 7 to 10 can be prepared. The feed equivalent ratio and post-treatment method of intermediates 7 to 10 are the same as those of intermediate 6, as shown in Table 2:

[0098] Table 2

[0099]

[0100] Embodiment 1-8:

[0101]

[0102] A1-1 (20.00 g), A1-2 (16.69 g), tetrakis(triphenylphosphine)palladium (0.5 g) and sodium carbonate (7.96 g) were added to 200 ml of a mixed solution of toluene (2 V) / ethanol (1 V) / water (1 V). The reaction system was stirred at 85 degrees Celsius for 4 hours under nitrogen protection, and then cooled to room temperature. The reaction system was diluted with water, extracted with ethyl acetate, the organic phase was retained, the organic phase was dried over anhydrous magnesium sulfate, the organic phase was concentrated to a muddy state, 50 ml of toluene was added, and the mixture was stirred under hot reflux for 2 h, filtered while hot, the organic phase was retained, and the organic phase was spin-dried to obtain A1-3, 24.60 g ( Figure 1 ).

[0103] Mass spectrum data: MS (MS+1): 608.3127.

[0104] NMR data: 1 H NMR (deuterated chloroform): δ8.25-8.15 (m, 4H), 7.62-7.51 (m, 6H), 7.51-7.46 (m, 4H), 7.37-7.35 (m, 1H), 7.25 (m, 2H), 7.20-6.96 (m, 3H), 7.11-6.98 (m, 3H), 6.96 (d, 1H), 6.90 (dd, 1H), 1.97-1.84 (m, 12H), 1.31 (d, 4H).

[0105] According to the preparation method of Example 1, Examples 2 to 8 can be prepared. The feed equivalent ratio and post-treatment method of Examples 2 to 8 are the same as those of the preparation method of Example 1, as shown in Table 3:

[0106] Table 3

[0107]

[0108]

[0109] Embodiment 9:

[0110]

[0111] A2-1 (20.00 g), A2-2 (16.65 g), tetrakis(triphenylphosphine)palladium (0.6 g) and sodium tert-butoxide (7.21 g) were added to 200 ml of a mixed solution of toluene (2 V) / ethanol (1 V) / water (1 V). The reaction system was stirred at 85 degrees Celsius for 4 hours under nitrogen protection, and then cooled to room temperature. The reaction system was diluted with water, extracted with dichloromethane, the organic phase was retained, the organic phase was dried over anhydrous magnesium sulfate, the organic phase was concentrated to a muddy state, 50 ml of ethanol was added, and the mixture was stirred under hot reflux for 2 h, filtered while hot, the organic phase was retained, and the organic phase was spin-dried to obtain A2-3, 25.91 g.

[0112] Test data: MS(MS+1):530.1279.

[0113] NMR data: 1 H NMR (deuterated chloroform): δ8.25-8.14 (m, 5H), 8.02 (m, 1H), 7.70-7.61 (m, 2H), 7.60-7.42 (m, 8H), 7.42-7.29 (m, 3H), 1.96-1.84 (m, 4H), 1.32 (s, 12H).

[0114] According to the preparation method of Example 9, Examples 10 to 20 can be prepared. The feed equivalent ratio and post-treatment method of Examples 10 to 20 are the same as those of the preparation method of Example 9, see Table 4.

[0115] Table 4

[0116]

[0117]

[0118] Embodiment 21:

[0119]

[0120] A3-1 (20.00 g), A3-2 (22.89 g), tetrakis(triphenylphosphine)palladium (0.8 g) and sodium tert-butoxide (9.84 g) were added to 200 ml of a mixed solution of toluene (2 V) / ethanol (1 V) / water (1 V). The reaction system was stirred at 85 degrees Celsius for 4 hours under nitrogen protection, and then cooled to room temperature. The reaction system was diluted with water, extracted with dichloromethane, the organic phase was retained, the organic phase was dried over anhydrous magnesium sulfate, the organic phase was concentrated to a muddy state, 50 ml of ethanol was added, and the mixture was stirred under hot reflux for 2 h, filtered while hot, the organic phase was retained, and the organic phase was spin-dried to obtain A3-3, 28.37 g.

[0121] Test data: MS(MS+1):883.4671.

[0122] NMR data: 1H NMR (deuterated chloroform): δ8.22-8.13 (s, 5H), 8.01 (s, 1H), 7.83-7.71 (m, 4H), 7.70-7.62 (m, 2H), 7.59-7.54 (m, 2H), 7.54-7.44 (m, 4H), 7.39-7.28 (m, 2H), 7.22-7.13 (m, 4H), 7.05 (s, 1H), 6.16-6.02 (m, 2H), 3.72 (m, 1H), 2.64-2.53 (m, 1H), 2.39-2.28 (m, 1H), 1.96-1.84 (m, 8H), 1.32 (s, 24H).

[0123] According to the preparation method of Example 21, Example 22 can be prepared. The feed equivalent ratio and post-treatment method of Example 22 are the same as those of the preparation method of Example 21, as shown in Table 5:

[0124] Table 5

[0125]

[0126] Example 23: Organic electroluminescent device 1-22

[0127] The preparation of an organic electroluminescent device comprises the following steps:

[0128] 1) A glass substrate with a 120 nm ITO transparent film was ultrasonically cleaned with acetone, isopropanol and deionized water for 10 min each, vacuum dried at 105° C. for 2 h, and then UV ozone cleaned for 15 min, and the ITO glass substrate was transferred to a vacuum evaporator.

[0129] 2) vacuum evaporating molybdenum trioxide (MoO3) on the surface on which the ITO film is formed to form a 10 nm thick hole injection layer;

[0130] 3) on the hole injection layer, vacuum evaporating 4,4'-cyclohexylbis[N,N-di(4-methylphenyl)aniline] (TAPC) to form a 70 nm thick hole transport layer;

[0131] 4) On the hole transport layer, the compound prepared in the above-mentioned synthesis examples 1 and 22 (as a light-emitting host material, 90 wt%) and 4,4'-bis(9-ethyl-3-carbazole vinyl)-1,1'-biphenyl (BCzVBi, as a light-emitting guest material, 10 wt%) were co-vacuum-deposited to form a light-emitting layer with a thickness of 30 nm;

[0132] 5) on the light-emitting layer, vacuum-depositing 3,3'-[5'-[3-(3-pyridyl)phenyl][1,1':3',1"-terphenyl]-3,3"-diyl]bipyridine (TmPyPB) to form an electron transport layer with a thickness of 40 nm;

[0133] 6) On the electron transport layer, lithium fluoride (LiF) is vacuum evaporated to form an electron injection layer with a thickness of 1 nm;

[0134] 7) Aluminum (Al) was vacuum-deposited on the electron injection layer to form a cathode with a thickness of 100 nm. Finally, device 1-22 was obtained.

[0135] Comparative Example: Device Comparison 1 to Device Comparison 3

[0136] Organic electroluminescent devices were prepared in the same manner as device 1, except that the following compounds (D-1) to (D-3) were used to replace the compounds prepared in Synthesis Example 1, respectively, to obtain device comparisons 1 to 3;

[0137]

[0138] The driving voltage, current efficiency, LT95, and glass transition temperature of devices 1-22 and device comparisons 1 to 3 were tested. The testing method was based on the records of patents: CN115433180B and CN118561827B. The results are shown in Table 6:

[0139] Table 6

[0140]

[0141]

[0142] The compound provided by the present invention reduces the branched structure to avoid molecular accumulation, improves the overall conjugation of the molecule, and optimizes the energy level structure of the material by introducing the structure; the energy levels of HOMO (highest occupied molecular orbital) and LUMO (lowest unoccupied molecular orbital) are adjusted so that the gap between the energy levels (i.e., the energy gap) is more suitable for charge injection and transmission. This energy level optimization reduces the driving voltage because the charge needs a smaller potential difference to cross the energy gap and enter the conductive state. At the same time, more efficient charge transmission also improves the current efficiency because more charges can successfully participate in the light-emitting process.

[0143] The compounds provided by the present invention not only facilitate charge transport, but also significantly improve the thermal stability of the material. Under high temperature conditions, it is not easy to cause the destruction of intermolecular interactions caused by thermal vibration, thereby maintaining the stability and luminous efficiency of the material. This improvement in thermal stability is manifested as an extension of LT95 (lifetime 95%), and the material can maintain a high luminous efficiency even at higher temperatures. In addition, the increase in glass transition temperature (Tg) means that the material is more fluid in a solid state, which is beneficial for the processing and long-term stability of the device.

[0144] The compounds provided by the present invention can reduce surface defects and grain boundaries, thereby reducing the scattering of surface energy and improving the light scattering efficiency to increase the brightness of the luminescent material. They can also further improve the luminous efficiency and extend the service life of the material by reducing the non-radiative recombination caused by surface defects.

[0145] Although the embodiments of the present invention have been shown and described above, it is to be understood that the above embodiments are exemplary and are not to be construed as limitations of the present invention. A person skilled in the art may change, modify, replace and vary the above embodiments within the scope of the present invention.

Claims

1. A novel anthracene derivative, characterized in that: The structure of the anthracene derivative is a compound of Formula 1: In formula 1, R1-R 10 Any two of them are connected to L1 and / or L2 through a single bond; the remaining R1-R 10 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, C1-C 10 Alkyl, C6-C 25 Aryl, C1-C 10 Alkylsilyl; In formula 1, R 11 The structure is shown in formula 2: In formula 2, R 13 -R 16 The same or different are independently selected from: C1-C 10 The alkyl group; In formula 2, R 17 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, C6-C 25 The aromatic group; In formula 2 Represents: empty or single key; In formula 1, R 12 Any one selected from the following groups: hydrogen, deuterium, N(R 18 , R 19 )、C6-C 25 Aryl, C4-C 25 Heteroaryl, deuterated C6-C 25 Aryl, deuterated C4-C 25 Heteroaryl; R 18 -R 19 The same or different groups are independently selected from any one of the following groups: C6-C 25 Aryl, C4-C 25 heteroaryl; In formula 1, L1-L2 are the same or different and are independently selected from any one of the following: a single bond, a C6-C 20 Aryl, C4-C 15 The heteroaryl group.

2. A novel anthracene derivative according to claim 1, characterized in that: When L1-L2 is C6-C 20 When the aromatic group is L1-L2, the structure is shown in Formula 3: In formula 3, R 20 -R 24 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, deuterated C1-C 10 or R 20 -R 24 The two adjacent substituents in the 25 )=C(R 26 )—C(R 27 )=C(R 28 )—connected to form a condensed ring structure; R 25 -R 28 The same or different are independently selected from any one of the following: hydrogen, deuterium, cyano, C1-C 10 Alkyl, deuterated C1-C 10 The alkyl group; When L1-L2 is C4-C 15 When the heteroaryl group is a heteroaryl group, L1-L2 is a structure in which C in the structure shown in Formula 3 is substituted by at least one N.

3. A novel anthracene derivative according to claim 2, characterized in that: When L1-L2 is C6-C 20 When the aryl group is an aryl group, L1-L2 is the structure shown below: In formula 3-1 to formula 3-3 represents the linking site; In formula 3-1 to formula 3-3, R 20a Any one selected from the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, deuterated C1-C 10 The alkyl group; When L1-L2 is C4-C 15 When the heteroaryl group is L1-L2, the structure is shown in Formula 4: In formula 4, X1 is CH or N, and at least one of X1 is N; when X1 is CH, two adjacent carbon atoms can share a chemical bond with the phenyl group to form a condensed ring structure.

4. A novel anthracene derivative according to claim 1, characterized in that: When R 12 Selected from C4-C 25 When the heteroaryl group is 12 The structure shown in Formula 5: In formula 5, R 29 -R 33 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl; In formula 5, X3 is selected from any one of the following groups: O, S, CH2, CH; In formula 5, X4 is selected from any one of the following groups: N, CH; In formula 5 Represents: empty or single key; When X3 is CH2 or CH, X4 cannot be CH; when X4 is selected from CH, R 33 and R 34 Through the shared chemical bond with -CH=CH-CH=CH- to form a condensed ring structure; when R 33 Not with R 34 When a fused ring structure is formed, R 34 is H; when in formula 5 When it is empty, the structure shown in Formula 5 is N(R 18 , R 19 ).

5. A novel anthracene derivative according to claim 4, characterized in that: When R 12 Selected from N(R 18 , R 19 ), R 12 The structure is shown in Formula 6: In formula 6, R 35 -R 42 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl, C1-C 10 phenyl substituted by alkyl, phenyl substituted by cyano; or R 35 -R 42 The two adjacent substituents are connected to the six-membered cycloalkyl group through a shared chemical bond to form a condensed ring structure; In formula 6 represents the linking site; When R 12 Selected from C6-C 25 When the aryl group is 12 The structure is shown in Formula 7: In formula 7, R 43 -R 47 The same or different groups are independently selected from any one of the following groups: hydrogen, deuterium, cyano, C1-C 10 Alkyl, phenyl, or two adjacent substituents are bonded to each other through a common chemical bond —CH=CH—CH=CH—connect to form a condensed ring structure; When R 12 Selected from C4-C 25 When the heteroaryl group is 12 Select one of the following structures: In formula 5-1, R 33 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, phenyl; In formula 5-1 and formula 5-2, R 48a Any one of the following groups: hydrogen, deuterium, cyano, phenyl, C1-C 10 The alkyl group; In formula 5-1, X3-X4 is selected from any one of the following groups: O, N, S, CH; In formula 5-2, X5 is selected from any one of the following groups: O, N, S, CH2, C(CH3, CH3), N(R 49 ); R 49 Selected from: phenyl.

6. A novel anthracene derivative according to claim 1, characterized in that: R 11 Select from any of the following structures: In formula 2-1 and formula 2-2, R 49 Any one selected from the following groups: hydrogen, deuterium, C1-C 10 Alkyl, phenyl; In formula 2-1 and formula 2-2, R 50 Selected from the following groups: hydrogen, C1-C 10 of alkyl.

7. A novel anthracene derivative according to any one of claims 1 to 6, characterized in that: The structure of the anthracene derivative is any one of the following:

8. Application of a novel anthracene derivative, characterized in that: The novel anthracene derivative according to any one of claims 1 to 7 is used in a display panel.

9. An electroluminescent device, characterized in that: It includes a substrate, a first electrode layer, a second electrode layer and an organic functional layer: the first electrode layer is arranged on one side of the substrate; the second electrode layer is arranged on the side of the first electrode layer away from the substrate; the organic functional layer is arranged between the first electrode layer and the second electrode layer; the material of the organic functional layer includes the new anthracene derivative as described in any one of claims 1 to 7.

10. An electroluminescent device according to claim 9, characterized in that: The organic functional layer comprises a light-emitting layer, the light-emitting layer comprises a host material and a guest material, and the host material comprises the novel anthracene derivative.

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