A compound containing a triazine group and an organic electroluminescent device

Abstract

The application discloses a compound containing a triazine group and an organic electroluminescent device. The organic electroluminescent device prepared from the compound can be used in the field of manufacturing electronic display equipment or OLED lighting equipment, and has a good application prospect. The organic electroluminescent material designed in the application introduces a specific number of heavy hydrogen (deuterium) at a special position. Since the stability of a C-D bond is greater than that of a C-H bond, the chemical stability and the thermal stability of the material are significantly improved, and the stability and the service life of the device are effectively improved.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescence technology, specifically to a compound containing a triazine group and an organic electroluminescent device. Background Technology

[0002] Organic light emission generally refers to the phenomenon of converting electrical energy into light energy using organic materials. Organic light-emitting devices (OLEDs) utilizing organic light emission exhibit characteristics such as wide viewing angle, excellent contrast ratio, fast response time, excellent brightness, driving voltage, and response speed, and have therefore been the subject of much research.

[0003] Organic light-emitting devices (OLEDs) typically have a structure comprising an anode, a cathode, and an organic material layer between the anode and cathode. The organic material layer often has a multilayer structure containing different materials to improve the efficiency and stability of the OLED. For example, the organic material layer can be formed from a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. In the structure of an OLED, if a voltage is applied between the two electrodes, holes are injected from the anode into the organic material layer, and electrons are injected from the cathode into the organic material layer. When the injected holes and electrons meet, excitons are formed, and light is emitted when the excitons return to the ground state.

[0004] In terms of the actual needs of the current organic electroluminescent industry, the development of organic electroluminescent materials is far from sufficient and falls far short of the requirements of panel manufacturers. Moreover, the research progress of domestic companies is also far behind that of American, Japanese and Korean companies. Therefore, developing more alternative organic electroluminescent materials is the top priority for domestic panel manufacturers. Summary of the Invention

[0005] The purpose of this invention is to address the above-mentioned technical problems by providing a compound containing a triazine group and an organic electroluminescent device.

[0006] The objective of this invention can be achieved through the following measures:

[0007] A compound containing a triazine group has the following structural formula:

[0008]

[0009] Wherein, R is selected from the following groups: The dashed line indicates the position where it is attached to the triazine group.

[0010] L is a single bond or a C6-C20 aryl group, either deuterated or undeuterated;

[0011] Ar is a substituted or unsubstituted group of the following: a deuterated phenyl or a deuterated or undeuterated naphthyl group, wherein the substituent is selected from one or more of deuterium, cyano, C1-C10 alkyl, C1-C10 deuterated alkyl, C6-C18 aryl, C6-C18 deuterated aryl, C5-C24 heteroaryl or C5-C24 deuterated heteroaryl;

[0012] R1 and R2 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C18 aryl or C5-C24 heteroaryl, and their substituents are selected from one or more of deuterium, C1-C6 alkyl or phenyl;

[0013] A 1- A 18 Each group is independently selected from hydrogen, deuterium, or deuterated or undeuterated groups of one or more of the following: C1-C10 alkyl, C3-C10 cycloalkyl, C6-C18 aryl or C5-C24 heteroaryl;

[0014] Y is either O or S;

[0015] o and m are integers between 0 and 3.

[0016] In a preferred embodiment, L is a single bond or a C6-C12 aryl group that is deuterated or undeuterated; preferably, L is a single bond, a deuterated or undeuterated phenyl, biphenyl, or terphenyl; more preferably, L is a single bond, a phenyl, or a deuterated phenyl.

[0017] In a preferred embodiment, Ar is a deuterated or undeuterated group of the following: a deuterated phenyl or a deuterated or undeuterated naphthyl group, wherein the substituent is selected from one or more of deuterium, C1-C6 alkyl, C6-C12 aryl, C6-C12 deuterated aryl or C3-C18 heteroaryl.

[0018] Preferably, Ar is a deuterated or undeuterated group of the following: a deuterated phenyl group or a deuterated or undeuterated naphthyl group, wherein the substituent is selected from one or more of deuterium, C6-C12 aryl, or C6-C12 deuterated aryl.

[0019] More preferably, Ar is a substituted or unsubstituted group of the following: deuterated phenyl or naphthyl, wherein the substituent is deuterated, phenyl or deuterated phenyl.

[0020] In a preferred embodiment, R1 and R2 are each independently hydrogen, deuterium, or substituted or unsubstituted C6-C12 aryl or C5-C18 heteroaryl, wherein the substituent is selected from one or more of deuterium, C1-C6 alkyl, or phenyl; preferably, R1 and R2 are each independently hydrogen, deuterium, or substituted or unsubstituted benzene or biphenyl, wherein the substituent is selected from one or more of deuterium or phenyl; more preferably, R1 and R2 are hydrogen or deuterium.

[0021] In one preferred embodiment, A 1- A 18 Each group is independently selected from hydrogen, deuterium, or deuterated or undeuterated groups of one or more of the following: C6-C18 aryl or C5-C24 heteroaryl; preferably, A1-A 18 Each of the following is independently hydrogen, deuterium, deuterated or undeuterated phenyl, biphenyl, or terphenyl. More preferably, A1-A8 are each independently hydrogen, deuterium, or deuterated or undeuterated phenyl, and A9-A... 18 They are, independently, hydrogen, deuterium, or deuterated or undeuterated phenyl or biphenyl.

[0022] In a preferred embodiment, a compound containing a triazine group is characterized by having a structural formula shown in one of Formulas 2, 3, and 4:

[0023]

[0024] In a preferred embodiment, the present invention This means that D can be substituted arbitrarily on the naphthalene ring, and is not limited to one of the benzene rings.

[0025] In a preferred embodiment, the compound of the present invention is any one of the following compounds:

[0026]

[0027]

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034] In a preferred embodiment, the organic electroluminescent device containing the compound includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode. The organic layer includes a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer.

[0035] Preferably, the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer; wherein at least one of the hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, and electron injection layer contains the compound of the present invention.

[0036] More preferably, the light-emitting layer contains the compound of the present invention.

[0037] More preferably, the light-emitting layer further contains at least one of formula (5) or formula (6):

[0038]

[0039] In a preferred embodiment, Y1 and Y2 are each independently a single bond or a substituted or unsubstituted C6 to C20 aryl group.

[0040] In a preferred embodiment, Ar1 and Ar2 are each independently a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C2 to C24 heteroaryl group, and Ar3 to Ar4. 16 Each of the following is independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, substituted or unsubstituted C2 to C24 heteroaryl, cyano or a combination thereof, wherein the substituent is a C6 to C20 aryl.

[0041] In a preferred embodiment, Y1 and Y2 are each independently a single bond or a substituted or unsubstituted C6 to C12 aryl group, and Ar1 and Ar2 are each independently a substituted or unsubstituted C6 to C18 aryl group or a substituted or unsubstituted C5 to C24 heteroaryl group, wherein the substituent is a C6 to C18 aryl group.

[0042] In a preferred embodiment, Ar3 to Ar 16 Each can be independently hydrogen, deuterium, or phenyl.

[0043] Furthermore, the light-emitting layer also contains at least one of the following compounds G1-G100:

[0044]

[0045]

[0046]

[0047]

[0048]

[0049] In a preferred embodiment, the organic electroluminescent device according to claim 7 is characterized in that, when the compound of the present invention is applied to the organic electroluminescent device, it can improve the luminous efficiency and the lifespan of the device under the same current density, and can be used in the manufacturing fields of electronic display devices or OLED lighting devices, with broad application prospects.

[0050] In a preferred embodiment, the room temperature described in this invention is 25±5℃.

[0051] Unless otherwise stated, the following terms used in the claims and description shall have the following meanings:

[0052] "Hydrogen" refers to protium (1H), which is the main stable isotope of hydrogen.

[0053] "Deuterium" is a stable isotope of hydrogen, also known as heavy hydrogen, and its element symbol is D.

[0054] "Deuterated phenyl" refers to a group in which the hydrogen atom bonded to the C ring atom on the benzene ring is replaced by deuterium. It can be monosubstituted.

[0055] It can also be multi-substituted, such as monodeuterated phenyl, pentadeuterated phenyl, etc.

[0056] "Alkyl" refers to a saturated aliphatic hydrocarbon group with 1-10 carbon atoms, including straight-chain and branched groups (the numerical range mentioned in this application, such as "1-10", refers to the group, which is an alkyl group and can contain 1, 2, 3, etc., up to 10 carbon atoms). The alkyl group can be C10 or C20. 1-6 Alkyl, C 1-5 Alkyl, C 1-4 Alkyl, C 1-3 Alkyl, C 1-2 Alkyl, C 2-3 Alkyl, C 2-4 Alkyl groups, etc. Specific alkyl groups include, but are not limited to, methyl, ethyl, propyl, 2-propyl, n-butyl, isobutyl, or tert-butyl.

[0057] An "aromatic group," or aryl group for short, refers to a monocyclic, cyclic, or fused polycyclic group containing multiple carbon atoms, all or part of which possess a fully conjugated π-electron system. The number of carbon ring atoms in an aromatic group can be expressed using C6-20 or similar notations. For example, a C6-C20 aromatic group means that the number of carbon ring atoms in the aromatic group can be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, etc., up to 20. Based on the number of carbon ring atoms, aromatic groups can be designated as C6-C20, C6-C16, C6-12, C6-10, C6-C9, C6-C8, C6-C7, C8-C16, etc. Non-limiting examples of aromatic groups include, but are not limited to, phenyl, biphenyl, terphenyl, anthracene, naphthyl, phenanthrene, fluorenyl, 9,9-dimethylfluorenyl, etc.

[0058] A "heteroaryl" is a structural unit consisting of at least one aromatic ring and at least one heteroatom (usually nitrogen, oxygen, sulfur, or silicon). It can exist alone or in combination with other heteroaryl structures or organic groups. The aromatic ring in a heteroaryl structure is typically a benzene ring, thiophene ring, or pyrrole ring, while the non-aromatic group includes elements such as oxygen, nitrogen, and sulfur. All or part of a heteroaryl group has a fully conjugated π-electron system. The number of carbon ring atoms in a heteroaryl group can be expressed in C6-20 or similar ways. For example, a C5-C24 heteroaryl group means that the number of carbon ring atoms in the heteroaryl group can be 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, etc., up to 24. Based on the number of carbon ring atoms, heteroaryl groups can be C5-C24, C5-C16, C5-12, C5-10, C5-C9, C5-C8, C5-C7, C8-C16, etc. Non-limiting examples of heteroaryl groups include, but are not limited to, furanyl, imidazolyl, pyridyl, pteridinyl, dibenzofuranyl, dibenzothiophenyl, benzimidazolyl, quinolinyl, isoquinolinyl, etc.

[0059] The beneficial effects of this invention are as follows:

[0060] 1. The organic electroluminescent material designed in this invention introduces a specific amount of deuterium at special positions. Since the stability of CD bonds is greater than that of CH bonds, the chemical and thermal stability of this type of material is significantly improved, thereby effectively improving the stability and lifespan of the device.

[0061] 2. Compared to similar compounds currently available, the compounds of this invention possess suitable melting points and good film-forming properties, significantly improving the interfacial stability of devices, thereby enhancing device lifetime and efficiency. Simultaneously, the material molecules of this invention exhibit greater torque, resulting in high triplet energy levels that effectively prevent energy transfer from the guest to the host. Furthermore, these materials possess excellent electron transport capabilities; when combined with materials exhibiting good hole transport capabilities, they further improve exciton balance in the emissive layer, enhancing device luminous efficiency and lifetime. Device verification has revealed that the compounds of this invention demonstrate superior performance in reducing capacitance and charge, resolving the issue of excessively high client-side capacitance. Attached Figure Description

[0062] Figure 1 This is a schematic diagram of the structure of the organic electroluminescent device of the present invention;

[0063] The numbers in the diagram represent: 1-anode, 2-hole injection layer, 3-first hole transport layer, 4-second hole transport layer, 5-light-emitting layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer, and 9-cathode.

[0064] Figure 2 This is an HPLC chromatogram of compound 10 prepared in Example 1 of the present invention.

[0065] Figure 3 This is the DSC spectrum of compound 10 prepared in Example 1 of this invention, by... Figure 3 It can be seen that the Tg value of compound 10 is 151.33℃.

[0066] Figure 4 This is the TGA spectrum of compound 10 prepared in Example 1 of this invention, by... Figure 4 It can be seen that the thermogravimetric temperature Td is 458.00℃. Detailed Implementation

[0067] Embodiments of various aspects are further illustrated and described below. It should be understood that the description herein is not intended to limit the claims to the specific aspects described. Rather, it is intended to cover substitutions, modifications, and equivalents that may be included within the spirit and scope of this disclosure as defined by the appended claims.

[0068] As used herein, in the context of “substituted” or “unsubstituted”, the term “substituted” means that at least one hydrogen in the group is recoordinated with deuterium, a hydrocarbon group, a hydrocarbon derivative group, a halogen, or a cyano group (-CN); the term “unsubstituted” means that at least one hydrogen in the group is not recoordinated with deuterium, a hydrocarbon group, a hydrocarbon derivative group, a halogen, or a cyano group (-CN); examples of hydrocarbon groups or hydrocarbon derivative groups may include, but are not limited to, C1 to C30 alkyl, C2 to C30 alkenyl, C2 to C30 alkynyl, C6 to C30 aryl, C5 to C30 heteroaryl, C1 to C30 alkylamino, C6 to C30 aromaticamino, C6 to C30 heteroarylamino, and C6 to C30 aryl heteroarylamino; in this invention, deuterium refers to a stable isotope of hydrogen, also known as heavy hydrogen, with the element symbol D.

[0069] Unless otherwise specified in the examples, the procedures should be performed under standard conditions or conditions recommended by the manufacturer. Reagents or instruments whose manufacturers are not specified are all commercially available products.

[0070] Example 1:

[0071]

[0072] The synthesis method of compound 10 is as follows:

[0073]

[0074] Under nitrogen protection, compounds 1-a (500.0 g, 1.8 mol, 1 eq), 1-b (248.0 g, 1.9 mol, 1.1 eq), and sodium carbonate (375.0 g, 3.6 mmol, 2 eq) were added to toluene (10 L), ethanol (2.5 L), and water (2.5 L) and stirred. Tetra(triphenylphosphine)palladium (102.5 g, 89.0 mmol, 0.05 eq) was then added, and the mixture was heated under reflux for 10 h. After cooling to room temperature, water (7.5 L) was added, and the aqueous phase was separated by stirring. The aqueous phase was extracted with dichloromethane, and the organic phases were combined, dried over anhydrous sodium sulfate, mixed with silica gel, and purified by column chromatography to give 472.0 g of compound 1-c (yield 95.3%).

[0075] Intermediate 1-c (225.0 g, 800 mmol, 1 eq), pinacol diborate (246.0 g, 970 mmol, 1.2 eq), bis(diphenylphosphine)diberberine palladium dichloride (20.0 g, 24 mmol, 0.03 eq), tricyclohexylphosphine (39 g, 160 mmol, 0.2 eq), and potassium acetate (160 g, 1.61 mol, 2.0 eq) were added to a round-bottom flask and dissolved in DMF (3.2 L). The mixture was refluxed at 120 °C for 10 hours. After the reaction was complete, the mixture was poured into excess distilled water and stirred for 1 hour. The solid was filtered and dissolved in dichloromethane. After removing water with MgSO4, the organic solvent was filtered through a silica gel pad and then removed under reduced pressure. The solid was recrystallized from ethyl acetate and hexane to give 269.0 g of intermediate 1-d (yield 90.1%).

[0076] In a 4L three-necked flask, 1-d (200.0 g, 544.34 mmol, 1 eq), 1-e (343.2 g, 1.1 mol, 2 eq), potassium carbonate (97.8 g, 707.64 mmol, 1.3 eq), tetrakis(triphenylphosphine)palladium (8.2 g, 10.8 mmol, 0.02 eq), and toluene / ethanol / water (2 L / 1 ​​L / 600 mL) were added. Under nitrogen protection, the mixture was heated to 85 °C and refluxed for 4 h. HPLC monitoring was maintained until 1-d disappeared. Crystallization was achieved by cooling for 2 h, followed by filtration. The filter cake was recrystallized twice with 2 L of o-dichlorobenzene and dried to give 224.6 g of white solid 1-f (yield 78.1%).

[0077] Add 1-f (140.0 g, 270.3 mmol, 1 eq), 1-g (56.2 g, 283.81 mmol, 1.05 eq), potassium carbonate (56.0 g, 405.44 mmol, 1.5 eq), tetrakis(triphenylphosphine)palladium (6.2 g, 5.4 mmol, 0.02 eq), and toluene / ethanol / water (1 L / 500 ml / 300 ml) to a 2 L three-necked flask. Under nitrogen protection, heat to 85 °C and reflux for 12 h. LC monitoring showed that when 1-f < 0.5%, 500 ml of ethanol and 500 ml of water were added, and the mixture was cooled to allow crystallization for 5 hours. The mixture was then filtered. The filter cake was dissolved in 1 L of o-dichlorobenzene by heating to 180 °C, filtered through silica gel / activated carbon, and allowed to cool to allow crystallization for 12 hours. The mixture was then filtered again, and the filter cake was dissolved in 1 L of toluene by heating to 130 °C. The solvent was evaporated to 200 ml, and the mixture was cooled to allow crystallization. The mixture was then filtered again. The above operation was repeated four times for the filter cake. The mixture was then dried in an oven to obtain 34.79 g of off-white solid. Yield: 20.3%, Purity: 99.9876%.

[0078] The following product compounds were obtained in a similar manner:

[0079] Table 1

[0080]

[0081]

[0082]

[0083]

[0084]

[0085]

[0086]

[0087] Example 28:

[0088]

[0089] The synthesis method of compound 19 is as follows:

[0090]

[0091] In a 250 mL reaction flask, carbazole 2-a (300.0 g, 1.8 mol), cyclohexane 300 mL, trifluoroacetic anhydride 200 g, and heavy water 800 g were added, and the mixture was stirred at 240 °C for 24 hours. After the reaction was completed, the reaction was repeated four times, and the solid was filtered to obtain 243.1 g of deuterated carbazole 2-b, with a yield of 81.0%.

[0092] Under a nitrogen atmosphere, deuterated carbazole 2-b (70 g, 399.4 mmol, 1.05 eq) and 2-c (199.4 g, 380.4 mmol, 1 eq) were dissolved in a 1 L tetrahydrofuran (THF) flask. Disodium tert-butyl (44.3 g, 461 mmol, 1.2 eq) was slowly added. The mixture was stirred at 0 °C for 12 hours, then water was added to the reaction solution, and the mixture was filtered. The resulting residue was purified by column chromatography to give 212.3 g of product 25, with a yield of 84.2%.

[0093] The following product compounds were obtained in a similar manner:

[0094] Table 2

[0095]

[0096]

[0097]

[0098]

[0099]

[0100]

[0101] The results of the synthesis and identification of the compounds prepared above are shown in Table 3 below:

[0102] Table 3

[0103]

[0104]

[0105] Material property testing:

[0106] The thermogravimetric temperature Td and glass transition temperature Tg of compounds 1, 4, 5, 6, 10, 17, 19, 20, 23, 27, 29, 31, 34, 35, 37, 41, 46, 48, 49, 50, 59, 60, 65, 70, 72, 75, 77, 80, 86, 94, 102, 107, 111, 112, 115, 117, 119, 123, 128, 129, 141, 153, 155, 158, 160, 170, 171, 177, 186, and 194 of this invention were tested, and the test results are shown in Table 4 below.

[0107] Note: The thermogravimetric temperature Td is the temperature at which 5% weight is lost in a nitrogen atmosphere. It was measured on a TGAN-1000 thermogravimetric analyzer with a nitrogen flow rate of 10 mL / min. Tg (glass transition temperature) was measured by differential scanning calorimetry (DSC, Shinco DSC N-650) at a heating rate of 10 °C / min.

[0108] Table 4:

[0109]

[0110]

[0111] The data above show that the compounds synthesized in this invention have excellent thermal stability, indicating that compounds conforming to the general structural formula of this invention all have excellent thermal stability and can meet the requirements for use in organic electroluminescent materials.

[0112] Device performance testing:

[0113] Application Example 1:

[0114] ITO was used as the anode substrate material for the reflective layer, and its surface was treated sequentially with water, acetone, and N2.

[0115] A 10 nm thick HT-1 layer containing 3 wt% NDP-9 is deposited on top of the ITO anode substrate to form a hole injection layer (HIL).

[0116] A first hole transport layer (HTL) is formed by depositing 100 nm of HT-1 above the hole injection layer (HIL);

[0117] GP was vacuum-deposited over the first hole transport layer (HTL) to form a second hole transport layer (GPL) with a thickness of 30 nm.

[0118] Compound 10 and G1 designed in this invention are co-deposited as green host materials in a mass ratio of 5:5. GD-1 is used as a dopant material (the amount of GD-1 is 8% of the total mass of compound 1 and G1) and deposited on the second hole transport layer (GPL) to form a light-emitting layer with a thickness of 30 nm.

[0119] HB-1 was deposited onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 20 nm;

[0120] ET-1 and LiQ were co-deposited onto the hole blocking layer (HBL) at a mass ratio of 5:5 to obtain an electron transport layer (ETL) with a thickness of 30 nm.

[0121] Magnesium (Mg) and silver (Ag) are mixed in a mass ratio of 9:1 and vapor-deposited onto the electron transport layer (ETL) to form an electron injection layer (EIL) with a thickness of 50 nm.

[0122] Subsequently, silver (Ag) is vapor-deposited onto the electron injection layer to form a cathode with a thickness of 100 nm. A 50 nm thick DNTPD is deposited on the cathode sealing layer. In addition, the cathode surface is sealed with a UV-curable adhesive and a sealing film containing a desiccant to protect the organic electroluminescent device from the influence of oxygen or moisture in the atmosphere. Thus, an organic electroluminescent device is prepared.

[0123]

[0124] Application Example 2-50

[0125] Compounds 1, 4, 5, 6, 17, 19, 20, 23, 27, 29, 31, 34, 35, 37, 41, 46, 48, 49, 50, 59, 60, 65, 70, 72, 75, 77, 80, 86, 94, 102, 107, 111, 112, 115, 117, 119, 123, 128, 129, 141, 153, 155, 158, 160, 170, 171, 177, 186, and 194 from Examples 2-50 of this invention were used as the main green light material, with the other parts being the same as in Application Example 1. Based on this, organic electroluminescent devices of Application Examples 2-50 were fabricated.

[0126] Compare with Examples 1-3:

[0127] The difference from Application Example 1 is that compound D1 in KR2044943 B1, compound D2 in US20230165021A1, and compound D3 in CN115611871A are used instead of compound 11 as the main material for green light, respectively. The rest is the same as Application Example 1.

[0128] The organic electroluminescent device manufactured in the above application example and the organic electroluminescent device manufactured in the comparative example have the characteristic of operating at a current density of 10 mA / cm². 2 The results were measured under the specified conditions and are shown in Table 5.

[0129] Table 5:

[0130]

[0131]

[0132] As shown in Table 5 above, when the compounds of the present invention are applied to organic electroluminescent devices, the luminous efficiency is significantly improved at the same current density, the device start-up voltage is reduced, the power consumption of the device is relatively reduced, and the device lifespan is correspondingly improved.

[0133] The organic electroluminescent devices prepared in Comparative Examples 1-3, Application Examples 1-15, and Application Examples 28-32 were subjected to luminescence lifetime tests to obtain the luminescence lifetime T97% data (the time for the luminous brightness to decrease to 97% of the initial brightness). The testing equipment was a TEO luminescent device lifetime testing system. The results are shown in Table 6.

[0134] Table 6:

[0135] Compare with Example 1 10 100％ Compare with Example 2 10 97％ Compare with Example 3 10 86％ Application Example 1 10 131％ Application Example 2 10 120％ Application Example 3 10 118％ Application Example 4 10 116％ Application Example 5 10 132％ Application Example 6 10 122％ Application Example 7 10 115％ Application Example 8 10 126％ Application Example 9 10 118％ Application Example 10 10 128％ Application Example 11 10 130％ Application Example 12 10 112％ Application Example 13 10 128％ Application Example 14 10 113％ Application Example 15 10 127％ Application Example 28 10 113％ Application Example 29 10 110％ Application Example 30 10 116％ Application Example 31 10 125％ Application Example 32 10 129％

[0136] As shown in Table 6 above, when the compounds of this invention are applied to organic electroluminescent devices, the service life is significantly improved at the same current density, indicating broad application prospects.

Claims

1. A compound containing a triazine group, characterized in that, The compound is any one of the following compounds: 。 2. An organic electroluminescent device comprising the compound of claim 1, characterized in that, The light-emitting device includes a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode. The organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. At least one of the hole injection layer, hole transport layer, electron blocking layer, light-emitting layer, hole blocking layer, electron transport layer, and electron injection layer contains a compound as described in any one of claims 1, and the light-emitting layer contains a compound as described in any one of claims 1.

3. An organic electroluminescent device according to claim 2, characterized in that, The light-emitting layer also contains at least one of the following formulas (5) or (6): Equation (5) Equation (6) Among them, Y1 and Y2 are each independently single-bonded, substituted or unsubstituted C6 to C20 aryl groups; Ar1 and Ar2 are each independently substituted or unsubstituted aryl groups from C6 to C20 and substituted or unsubstituted heteroaryl groups from C2 to C24; Ar3 to Ar 16 Each of the following is independently hydrogen, deuterium, substituted or unsubstituted C1 to C10 alkyl, substituted or unsubstituted C6 to C20 aryl, substituted or unsubstituted C2 to C24 heteroaryl, cyano, or a combination thereof, wherein the substituent is a C6 to C20 aryl.

4. The organic electroluminescent device according to claim 2, characterized in that, The light-emitting layer contains a light-emitting host material, which is a mixture of one or more of the compound according to any one of claims 1 and compounds G1-G100, as shown below: 。 5. The organic electroluminescent device according to claim 2, characterized in that, The compound according to any one of claims 1 is used in the organic electroluminescent device, which can be used in the manufacture of electronic display devices or OLED lighting devices.

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