Organic electroluminescent compound with triazinyl and organic electroluminescent device

Abstract

The invention relates to an organic electroluminescent compound with triazinyl, which is shown in the following formula I: # imgabs0 #, in the formula I, R1-R5 are respectively and independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C5-C30 heteroaryl, a and b are respectively and independently selected from integers of 0-5, c is selected from integers of 0-4, d is selected from integers of 0-8, e is selected from integers of 1-6, at least one R5 is deuterium, and at least one R5 is hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C5-C30 heteroaryl. The substituent group is selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuterium methyl, dideuterium methyl, trideuterium methyl, C1-C4 linear chain or branched chain alkyl, C6-C18 aryl and C5-C24 heteroaryl. The dibenzofuran directly connected with the triazine group is completely deuterated, so that the chemical stability, the photoelectric stability and the thermal stability of the material structure are greatly improved, the stability of a device is improved, and the service life is further prolonged.

Description

Technical Field

[0001] The present invention relates to the technical field of organic electroluminescence, and in particular to an organic electroluminescent compound with a triazine group and an organic electroluminescent device. Background Art

[0002] Organic light-emitting diodes (OLEDs) are a display technology that uses an electric field to stimulate the emission of fluorescent materials. Their operating principle is that, under the influence of an electric field, holes injected from the positive electrode recombine with electrons injected from the negative electrode in the light-emitting layer, generating light. OLEDs, with their advantages such as low startup voltage, high brightness, wide viewing angle, fast response, and good temperature adaptability, are widely used in mobile phones, tablet computers, TV displays, and lighting.

[0003] The structure of an organic electroluminescent device includes a cathode, an anode, and an organic layer disposed between them. The organic layer structure of OLED devices currently used in the industry is typically multilayered, including, for example, 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. For an OLED device containing these layers, when a voltage is applied between the two electrodes, holes are injected from the anode into the organic layer, and electrons are injected from the cathode into the organic layer. When the holes and electrons meet, excitons are formed. When the excitons transfer energy to the dopant material, light is emitted through radiative transitions in the dopant material.

[0004] In order to develop stable and efficient organic electroluminescent materials, our company's invention patent "CN112028882A" discloses the following compounds The compound is used as one of the two-component main materials of organic electroluminescent devices; Tongshi’s invention patent "CN111808087A" also discloses the following compound This compound is used as one of the two-component host materials in organic electroluminescent devices. In today's fierce competition in OLED panels, it is necessary to develop organic electroluminescent materials with better performance. Summary of the Invention

[0005] The purpose of the present invention is to solve the above technical problems. The present invention provides an organic electroluminescent compound with a triazine group, which is characterized by being shown in the following formula I:

[0006] In Formula I, R1-R5 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers of 0-5, c is selected from integers of 0-4, d is selected from integers of 0-8, and e is selected from integers of 1-6, and at least one R5 is deuterium, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, or C5-C24 heteroaryl.

[0007] As a preferred embodiment of the present invention, the organic electroluminescent compound having a triazine group is represented by the following formula II: In formula II, D is deuterium, m is an integer of 1-6, R1-R4 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers of 0-5, c is selected from integers of 0-4, d is selected from integers of 0-8, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, C5-C24 heteroaryl.

[0008] As a preferred embodiment of the present invention, the organic electroluminescent compound having a triazine group is selected from the compounds represented by Formula III or Formula IV:

[0009]

[0010] In formula III and formula IV, D is deuterium, R1-R4 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers 0-5, c is selected from integers 0-4, d is selected from integers 0-8, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, or C5-C24 heteroaryl.

[0011] As a preferred embodiment of the present invention, it is characterized in that the organic electroluminescent compound having a triazine group is selected from the compounds represented by formula V-1 to V-6:

[0012]

[0013] , in formulas V-1 to V-6, D is deuterium, R1-R4 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers 0-5, c is selected from integers 0-4, d is selected from integers 0-8, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, C5-C24 heteroaryl.

[0014] As a preferred embodiment of the present invention, R1, R2, R3, and R4 are independently selected from the group consisting of hydrogen, deuterium, phenyl, and deuterated phenyl.

[0015] As a preferred embodiment of the present invention, the organic electroluminescent compound having a triazine group is one of the following compounds:

[0016]

[0017]

[0018]

[0019]

[0020]

[0021]

[0022]

[0023]

[0024]

[0025]

[0026]

[0027]

[0028]

[0029]

[0030] As a preferred solution of the present invention, it comprises a first electrode, a second electrode and an organic layer formed between the first electrode and the second electrode, wherein the organic layer contains the organic electroluminescent compound according to any one of claims 1 to 6.

[0031] As a preferred embodiment of the present invention, 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 the organic electroluminescent compound according to any one of claims 1 to 6.

[0032] As a preferred embodiment of the present invention, the light-emitting layer further contains at least one of the following formulas B or C: wherein Y1 and Y2 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group; Y3 and Y4 are each independently a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C2 to C24 heteroaryl group; Ar3 to Ar 16 Each is independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C2 to C24 heteroaryl group, a cyano group, or a combination thereof, wherein the substituent is a C6 to C20 aryl group.

[0033] As a preferred embodiment of the present invention, the light-emitting layer contains a light-emitting host material, and the light-emitting host material is a mixture of the compound according to any one of claims 1 to 6 and one or more compounds P1 to P79, and the compounds P1 to P79 are as follows:

[0034]

[0035]

[0036]

[0037]

[0038]

[0039] Beneficial effects of the present invention:

[0040] 1. The present invention fully deuterates the dibenzofuran directly connected to the triazine group, which greatly improves the chemical stability, photoelectric stability and thermal stability of the material structure, improves the stability of the device, and thus increases the lifespan.

[0041] 2. It can form a good Premix material with the P-type compound of the present invention, has good P / N stability and mass production stability during the evaporation process, and the formed Premix material has a more balanced carrier mobility, thereby greatly improving the efficiency and life of the device. BRIEF DESCRIPTION OF THE DRAWINGS

[0042] Figure 1 A schematic structural diagram of an organic electroluminescent device provided by the present invention;

[0043] The numbers in the figure represent: 1-anode, 2-hole injection layer, 3-hole transport layer, 4-second hole transport layer, 5-light-emitting layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer, 9-cathode.

[0044] Figure 1 Schematic diagram of the structure of the organic electroluminescent device of the present invention.

[0045] Figure 2 is the HPLC spectrum of compound 10 of the present invention.

[0046] Figure 3 is the TGA spectrum of compound 10 of the present invention, Figure 2 It can be seen that the thermal gravimetric loss temperature Td value of compound 10 is 439.57°C.

[0047] Figure 4 is the TGA spectrum of compound 106 of the present invention, Figure 3 It can be seen that the thermal gravimetric loss temperature Td value of compound 106 is 452.00°C.

[0048] Figure 5 is the DSC spectrum of compound 10 of the present invention, Figure 4 It can be seen that the Tm value of compound 10 is 316.76°C.

[0049] Figure 6 is the DSC spectrum of compound 106 of the present invention, Figure 5 It can be seen that the Tm value of compound 106 is 265.94°C. DETAILED DESCRIPTION

[0050] The following further illustrates and describes embodiments of various aspects. It should be understood that the description herein is not intended to limit the claims to the specific aspects described. On the contrary, it is intended to cover alternatives, modifications, and equivalents that may be included within the spirit and scope of the present disclosure as defined by the appended claims.

[0051] As used herein, in "deuterated" or "undeuterated," the term "deuterated" means that at least one hydrogen in the group is re-coordinated with deuterium. The term "undeuterated" means that none of the hydrogens in the group are re-coordinated with deuterium.

[0052] As used herein, "aromatic group," "aryl," or "aromatic radical" refers to a group containing one or more aromatic rings, including but not limited to benzene, naphthalene, phenanthrene, fluorene, acenaphthene, pyridine, pyrimidine, pyrrole, furan, thiophene, and the like. The C5-C40 in a C5-C40 aromatic group means that the group contains 5-40 carbon atoms. Aromatic groups can be divided into monocyclic aromatic groups and polycyclic aromatic groups. Specific aromatic groups in the present invention include but are not limited to phenyl, biphenyl, terphenyl, anthracenyl, naphthyl, phenanthrenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-spirobifluorenyl, 9,9-dimethylfluorenyl, or 9,9-diphenylfluorenyl. Aromatic groups can be substituted or unsubstituted.

[0053] As used herein, "cycloalkyl" refers to a monocyclic or fused ring group ("fused" ring means that each ring in the system shares a pair of adjacent carbon atoms with the other rings in the system) that is entirely carbon, wherein one or more rings are saturated alicyclic rings, generally having 3-20 carbon atoms, preferably 3-12 carbon atoms, and more preferably 3-10 carbon atoms. Cycloalkyl groups can be divided into monocyclic alkyl groups having only one ring and fused cycloalkyl groups having multiple rings. Examples of monocyclic alkyl groups include, but are not limited to, cyclopropane, cyclobutane, cyclopentane, cyclohexane, and cycloheptane. Cycloalkyl groups can be substituted or unsubstituted.

[0054] "Cycloalkenyl" herein refers to a monocyclic or fused ring group ("fused" ring means that each ring in the system shares a pair of adjacent carbon atoms with the other rings in the system) of all carbon, wherein one or more rings do not have a completely connected π electron system and contain at least one alkenyl group, which generally has 3-20 carbon atoms, preferably 3-12 carbon atoms, more preferably 3-10 carbon atoms, and examples of cycloalkenyl groups include but are not limited to cyclopentene, cyclohexene, cyclohexadiene, and cycloheptatriene. Cycloalkenyl groups can be substituted or unsubstituted.

[0055] The "deuterated aromatic group" herein refers to an aromatic group in which one or more hydrogen atoms are replaced by deuterium.

[0056] The "deuterated phenyl group" herein refers to a group in which one or more hydrogen atoms in a phenyl group are replaced by deuterium.

[0057] The "heteroaryl" herein refers to a heteroaryl group obtained by replacing one or more carbon atoms in the structure of "aryl" with one or more heteroatoms (such as N, O or S).

[0058] If the specific conditions are not specified in the examples, the experiments were carried out under conventional conditions or those recommended by the manufacturer. All reagents or instruments used, if the manufacturer is not specified, are commercially available conventional products.

[0059] Example 1

[0060] Compound 10

[0061]

[0062] Compound 10 was prepared as follows:

[0063] Step S1:

[0064] Process and post-treatment: Under nitrogen protection, perdeuterated 1-chloro-8-bromodibenzofuran (28.5 g, 0.1 mol) was added to the reaction flask, and diboric acid pinacol ester (25.4 g, 0.1 mol) was added. Then, 300 ml of dioxane was added, and potassium acetate (24.5 g, 0.25 mol) was added. The catalyst Pd(dppf)Cl2 (0.73 g, 0.001 mol) was added. After the addition was completed, the temperature was raised and refluxed for 6 hours. After cooling, the reaction solution was washed with water, separated, and the organic phase was concentrated to dryness and purified by column chromatography to obtain approximately 30.4 g of intermediate 10-ZJ1 with a yield of 91%.

[0065] Step S2:

[0066] Process and post-treatment: Under nitrogen protection, the reaction flask was added with intermediate 10-ZJ1 (30.4 g, 0.091 mol), 2-chloro-4,6-diphenyl-1,3,5-triazine (24.3 g, 0.091 mol), 300 ml of toluene, 90 ml of ethanol, potassium carbonate (25.1 g, 0.182 mol), 90 ml of water, and tetrakistriphenylphosphine palladium (1.05 g, 0.00091 mol). After the addition was completed, the reaction solution was heated and refluxed for 5 hours. The reaction was completed by HPLC sampling. The reaction solution was added with water and filtered, and the filter cake was washed with water and ethanol. It was air-dried to obtain about 30 g of intermediate 10-ZJ2 with a yield of 75.2%.

[0067] Step S3:

[0068] Process and post-treatment: Under nitrogen protection, the intermediate 10-ZJ2 (30 g, 0.068 mol), boronic acid compound (20 g, 0.068 mol), 300 ml of toluene, 85 ml of ethanol, potassium carbonate (23.46 g, 0.17 mol), 85 ml of water, palladium acetate (0.15 g, 0.68 mmol), and X-phos (0.64 g, 1.36 mmol) were added to the reaction flask. After the addition was completed, the reaction solution was heated and refluxed for 6 hours. The reaction was completed by HPLC sampling. After cooling, 100 ml of water was added to the reaction solution, filtered, and the filter cake was dried and recrystallized from toluene to obtain approximately 25.8 g of compound 10, with a yield of 58%.

[0069] Compounds 1, 2, 9, 17, 23, 28, 31, 39, 42, 49, 50, 56, 70, 71, 73, 74, 81, 85, 87, and 95 were obtained in a similar manner. See Table 1 below for details:

[0070] Table 1

[0071]

[0072]

[0073]

[0074]

[0075] Example 22

[0076] Compound 106

[0077]

[0078] Compound 106 was prepared as follows:

[0079] Step S1: For the process and post-processing, see 10-S1.

[0080] Step S2: For the process and post-processing, see 10-S2.

[0081] Step S3:

[0082] For the process and post-processing, see 10-S3.

[0083] Compounds 97, 98, 105, 114, 119, 128, 129, 135, 142, 146, 151, 166, 167, 169, 170, 179, 181, 183, 187, and 191 were obtained in a similar manner. See Table 2 below for details:

[0084] Table 2

[0085]

[0086]

[0087]

[0088]

[0089]

[0090] The above-prepared compounds were synthesized and identified, and the results are shown in Table 3 below:

[0091] Table 3

[0092]

[0093]

[0094] The above materials were subjected to basic performance tests, including thermal weight loss temperature Td and melting point Tm. The test results are shown in Table 4 below.

[0095] Note: Thermogravimetric temperature (Td) is the temperature at which the weight loss ratio is 5% in a nitrogen atmosphere, and is measured on a TGA N-1000 thermogravimetric analyzer with a nitrogen flow rate of 10 mL / min. The melting point (Tm) is determined by differential scanning calorimetry (DSC, Xinke DSCN-650) with a heating rate of 10°C / min.

[0096] Table 4

[0097] Synthesis example Td / ℃ Tm / ℃ Example Td / ℃ Tm / ℃ 01 439.57 316.76 22 452.00 265.94 02 432.16 302.52 23 459.03 272.16 03 435.61 317.49 24 443.21 286.45 04 423.44 327.16 25 439.16 297.43 05 435.67 320.63 26 455.37 289.47 06 421.28 325.05 27 442.52 293.70 07 419.76 318.43 28 437.16 304.76 08 442.19 301.13 29 459.73 315.05 09 446.11 329.41 30 440.88 293.55 10 433.98 310.29 31 435.96 306.34 11 445.16 316.86 32 447.03 284.03 12 430.29 326.53 33 455.30 315.69 13 421.59 321.42 34 459.43 299.74 14 449.31 310.75 35 467.24 303.52 15 453.17 305.86 36 455.92 328.66 16 422.75 314.23 37 461.16 306.52 17 438.05 326.79 38 457.31 296.37 18 446.19 336.10 39 449.81 279.85 19 439.45 326.58 40 451.76 309.82 20 453.12 324.91 41 459.14 325.68 21 425.10 316.76 42 458.07 289.46

[0098] According to the above data, the compounds synthesized in the present invention have excellent thermal stability, which means that the compounds conforming to the general structural formula of the present invention all have excellent thermal stability and can meet the requirements for use as organic electroluminescent materials.

[0099] Device performance test:

[0100] Application Example 1:

[0101] ITO was used as the reflective layer anode substrate material and its surface was treated with water, acetone, and N2 plasma in sequence. A 10nm layer of HT-1 doped with 5% NDP-9 was deposited on top of the ITO anode substrate to form a hole injection layer (HIL).

[0102] A hole transport layer (HTL) was formed by evaporating 100 nm of HT-1 on the hole injection layer (HIL);

[0103] GP-1 was vacuum evaporated on the hole transport layer (HTL) to form a second hole transport layer (GPL) with a thickness of 10 nm;

[0104] Compound 10 prepared in Example 1 of the present invention and compound P-79 were co-evaporated at a ratio of 5:5 as the luminescent host material, and GD-1 was evaporated as a doping material (the amount of GD-1 was 8% of the total weight of compound 10 and P-79) on the second hole transport layer (GPL) to form a 20 nm thick luminescent layer;

[0105] HB-1 was evaporated onto the light-emitting layer to obtain a hole blocking layer (HBL) with a thickness of 20 nm;

[0106] ET-1 and LiQ were co-evaporated onto the hole blocking layer (HBL) in a ratio of 5:5 to obtain an electron transport layer (ETL) with a thickness of 30 nm;

[0107] Magnesium (Mg) and silver (Ag) were mixed in a ratio of 9:1 and evaporated onto the electron transport layer (ETL) to form an electron injection layer (EIL) with a thickness of 50 nm.

[0108] Silver (Ag) is then evaporated onto the electron injection layer to form a 100nm-thick cathode. A 50nm-thick layer of DNTPD is deposited on the cathode sealing layer. Furthermore, the cathode surface is sealed with a UV-curable adhesive and a seal cap containing a desiccant to protect the organic electroluminescent device from atmospheric oxygen or moisture. Thus, an organic electroluminescent device is prepared.

[0109]

[0110]

[0111] Application Example 2-42:

[0112] Compounds 1, 2, 9, 17, 23, 28, 31, 39, 42, 49, 50, 56, 70, 71, 73, 74, 81, 85, 87, 95, 97, 98, 105, 106, 114, 119, 128, 129, 135, 142, 146, 151, 166, 167, 169, 170, 179, 181, 187, and 191 in Synthesis Examples 2-42 of the present invention were used to replace compound 10 in Application Example 1 as green light host materials for co-evaporation. The other parts were consistent with those in Application Example 1, and the organic electroluminescent devices of Application Examples 2-42 were prepared accordingly.

[0113] Comparative Examples 1-5:

[0114] The difference from Application Example 1 is that D1-1 in "CN112028882A" is used instead of Compound 10 in Application Example 1 as the green light host material for co-evaporation, and the rest is the same as Application Example 1. Based on this, the organic electroluminescent device of Control Example 1 is produced.

[0115] The difference from Application Example 1 is that D2-1 of "CN111808087A" is used instead of Compound 10 in Application Example 1 as the green light host material for co-evaporation, and the rest is the same as Application Example 1. Based on this, the organic electroluminescent device of Control Example 2 is produced.

[0116] The characteristics of the organic electroluminescent device manufactured in the above application example and the organic electroluminescent device manufactured in the control example were measured under the condition of a current density of 10 mA / cm2. The results are shown in Table 5 below.

[0117] Table 5

[0118]

[0119]

[0120] As shown in Table 5 above, when the compound of the present invention is applied to an organic electroluminescent device, the luminous efficiency is greatly improved at the same current density, the starting voltage of the device is reduced, and the power consumption of the device is relatively reduced.

[0121] The organic electroluminescent devices prepared in Control Examples 1-2 and Application Examples 1-10 were subjected to luminescence lifetime tests to obtain luminescence lifetime T97% data (the time it takes for the luminescence brightness to drop to 97% of the initial brightness). The test equipment was a TEO light-emitting device lifetime test system. The results are shown in Table 6:

[0122] Table 6:

[0123]

[0124]

[0125] As can be seen from Table 6 above, when the compound of the present invention is applied to an organic electroluminescent device, the service life is greatly improved at the same current density, and the compound has broad application prospects.

[0126] It should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention and are not intended to limit the present invention. Although the present invention has been described in detail with reference to the preferred embodiments, those skilled in the art should understand that the technical solutions of the present invention may be modified or replaced by equivalents without departing from the spirit and scope of the technical solutions of the present invention, which should all be included in the scope of the claims of the present invention.

Claims

1. An organic electroluminescent compound having a triazine group, characterized in that: As shown in the following formula I: In Formula I, R1-R5 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, or substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers 0-5, c is selected from integers 0-4, d is selected from integers 0-8, and e is selected from integers 1-6, and at least one R5 is deuterium; the substituent is selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, or C5-C24 heteroaryl.

2. The organic electroluminescent compound having a triazine group according to claim 1, wherein The organic electroluminescent compound with a triazine group is shown in the following formula II: In formula II, D is deuterium, m is an integer of 1-6, R1-R4 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers of 0-5, c is selected from integers of 0-4, d is selected from integers of 0-8, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, C5-C24 heteroaryl.

3. The organic electroluminescent compound having a triazine group according to claim 1, wherein The organic electroluminescent compound with a triazine group is selected from the compounds represented by formula III or formula IV: In Formula III and Formula IV, D is deuterium, R1-R4 are each independently hydrogen, deuterium, a substituted or unsubstituted C6-C30 aryl, or a substituted or unsubstituted C5-C30 heteroaryl. a and b are each independently selected from integers of 0-5, c is selected from integers of 0-4, and d is selected from integers of 0-8. The substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, a C1-C4 straight or branched alkyl group, a C6-C18 aromatic group, or a C5-C24 heteroaryl group.

4. The organic electroluminescent compound having a triazine group according to claim 1, wherein: The organic electroluminescent compound with a triazine group is selected from the compounds represented by formula V-1 to V-6: , In formulas V-1 to V-6, D is deuterium, R1-R4 are each independently hydrogen, deuterium, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C5-C30 heteroaryl, a and b are each independently selected from integers 0-5, c is selected from integers 0-4, d is selected from integers 0-8, and the substituents are selected from at least one of the following atoms or groups: deuterium, hydroxyl, cyano, monodeuteriomethyl, dideuteriomethyl, trideuteriomethyl, C1-C4 straight or branched alkyl, C6-C18 aromatic, C5-C24 heteroaryl.

5. The organic electroluminescent compound having a triazine group according to claim 1, wherein R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen, deuterium, phenyl, and deuterated phenyl.

6. The organic electroluminescent compound having a triazine group according to claim 1, wherein The organic electroluminescent compound having a triazine group is one of the following structural compounds:

7. An organic electroluminescent device, characterized in that: The device comprises a first electrode, a second electrode and an organic layer formed between the first electrode and the second electrode, wherein the organic layer contains the organic electroluminescent compound according to any one of claims 1 to 6.

8. The organic electroluminescent device according to claim 7, wherein: 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 the organic electroluminescent compound according to any one of claims 1 to 6.

9. The organic electroluminescent device according to claim 8, characterized in that: The light-emitting layer further contains at least one of the following formulas B or C: wherein Y1 and Y2 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group; Y3 and Y4 are each independently a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C2 to C24 heteroaryl group; Ar3 to Ar 16 Each is independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C2 to C24 heteroaryl group, a cyano group, or a combination thereof, wherein the substituent is a C6 to C20 aryl group.

10. The organic electroluminescent device according to claim 9, wherein: The light-emitting layer contains a light-emitting host material, which is a mixture of the compound according to any one of claims 1 to 6 and one or more compounds P1 to P79. The compounds P1 to P79 are as follows:

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