Organic compounds, composition comprising same, and organic electroluminescent device

Abstract

Provided in the present invention are organic compounds, a composition comprising same, and an organic electroluminescent device. The structural general formula of the organic compounds is shown as a formula (I). The organic compounds have good electron donating capability and large steric hindrance and thus can effectively avoid molecule aggregation of doping materials, thereby preventing reduction of efficiency of organic electroluminescent devices due to concentration quenching. In addition, by means of interaction, the composition containing the organic compounds can regulate and control the carrier transport balance and reduce the energy difference between a singlet state and a triplet state of doping materials, and furthermore, can enable the energy transfer in light-emitting materials to be more sufficient. When the composition of the present invention is used in light-emitting layers of blue organic electroluminescent devices, the light-emitting layer material can improve the light-emitting efficiency of the blue organic electroluminescent devices and prolong the service life of the blue organic electroluminescent devices, thereby overcoming the defects in the prior art.

Description

An organic compound, a composition containing the same, and an organic electroluminescent device Technical Field

[0001] The present invention belongs to the technical field of OLED, and in particular relates to an organic compound, a composition containing the same, and an organic electroluminescent device. Background Art

[0002] Organic Light-Emitting Diode (OLED) is a display lighting technology that has gradually developed in recent years. Especially in the display industry, OLED displays have attracted widespread attention due to their advantages such as high response, high contrast, and flexibility. The pixel units of full-color OLED display screens currently on the market are composed of three primary colors: red, green, and blue. According to the principle of three primary colors, various colors can be produced by controlling the monochrome grayscale levels of red, green, and blue in the sub-pixel units, thereby displaying a color picture. Compared with red and green light materials in three-color light-emitting devices, blue light materials have higher energy and can be transferred to low-energy green, yellow, and red organic light-emitting materials. According to the principle of three primary colors, blue light emission is the basis for achieving white and color displays. Therefore, blue light materials are the focus of research in the field of organic optoelectronic materials.

[0003] Currently, the light-emitting layers in blue organic electroluminescent devices almost all utilize a host-guest doping system, whereby electroluminescence is achieved by doping a host material with a guest dopant. Generally speaking, the host material's luminescence energy must be greater than that of the guest dopant. The light-emitting layer where the host material resides is the primary region for carrier recombination, where carriers recombine to form excitons. The host material absorbs the exciton energy and then transfers it to the guest dopant through Forster and Dexter energy transfer, causing the guest dopant to be excited and emit light.

[0004] However, the light-emitting layers of existing blue organic electroluminescent devices primarily utilize a single host material, which cannot effectively regulate the transport of holes and electrons. Holes typically transport faster than electrons, which can easily lead to carrier recombination imbalances. In severe cases, this can affect the exciton recombination zone, further reducing the luminous efficiency of the device. Furthermore, the commonly used blue boron-nitrogen dopant materials, due to their planar core structure, often aggregate during film formation, resulting in concentration quenching. This severely impacts the efficiency and lifespan of the device. Therefore, there is an urgent need to develop new light-emitting layer materials for organic electroluminescent devices.

[0005] Summary of the Invention

[0006] In view of this, the present invention provides an organic compound, a composition comprising the same, and an organic electroluminescent device. The organic compound has good electron-donating ability and large steric hindrance, which can effectively prevent aggregation between dopant material molecules and avoid the problem of reduced efficiency of organic electroluminescent devices caused by concentration quenching. In addition, the composition comprising the organic compound can not only regulate the carrier transport balance through interaction, reducing the energy difference between the singlet and triplet states of the dopant material, but also make the energy transfer in the luminescent material more sufficient. When the composition provided by the present invention is applied to the light-emitting layer of a blue organic electroluminescent device, the light-emitting layer material can improve the luminous efficiency of the blue organic electroluminescent device and extend the life of the blue organic electroluminescent device, thereby overcoming the shortcomings of the prior art.

[0007] In order to achieve the above-mentioned object of the invention, the present invention adopts the following technical solution: In the first aspect of the present invention, an organic compound is provided, and the general structural formula of the organic compound is shown in Formula I:

[0008] Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms;

[0009] The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0010] When any one of Ar1, L1, and L2 has a substituent, the substituent of Ar1, L1, and L2 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms.

[0011] According to the first aspect of the present invention, the compound containing a 5,5-spirosilicon dioxide structure provided by the present invention has better electron donating ability than the compound containing only carbon or containing aromatic silane, and the 5,5-spirosilicon dioxide structure has a larger steric hindrance, which can effectively avoid aggregation between the molecules of the doping material and avoid the problem of decreased efficiency of the organic electroluminescent device caused by concentration quenching.

[0012] In combination with the first aspect, Ar1 is selected from any one or a combination of any two of phenyl, naphthyl, phenanthrenyl, pyrenyl, dimethylfluorenyl, and dimethylbenzofluorenyl.

[0013] In combination with the first aspect, the compound represented by formula I is selected from any one of the following compounds:

[0014] The second aspect of the present invention provides a composition, comprising one or more organic compounds according to the first aspect, and further comprising one or more compounds represented by formula II and one or more compounds represented by formula III:

[0015] The Ar2 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, or a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms; further preferably, the Ar2 is selected from a phenyl group or a naphthyl group;

[0016] The R0 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form a benzene ring or a condensed ring;

[0017] The L3 and L4 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms;

[0018] When any one of Ar2, R0, L3, and L4 has a substituent, the substituent of Ar2, R0, L3, and L4 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms;

[0019] R1, R2, R3, and R4 independently represent a single substituent to the maximum permissible substituent, and are independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted arylamine group having 12 to 30 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring, or a condensed heterocyclic ring.

[0020] The R5 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring or a condensed heterocyclic ring;

[0021] When any one of R1, R2, R3, R4, and R5 has a substituent, the substituent of R1, R2, R3, R4, and R5 may be one or more substituents, and are independently selected from any one of deuterium, an alkyl group having 1 to 10 carbon atoms, and a cycloalkyl group having 3 to 30 carbon atoms.

[0022] In combination with the second aspect, in the composition, the mass ratio of the compound represented by formula I, the compound represented by formula II and the compound represented by formula III is 49:49:2.

[0023] According to the second aspect of the present invention, a composition is provided, which includes the organic compound represented by formula I described in the first aspect, and also includes a compound represented by formula II containing a furan structure and a compound represented by formula III containing a large steric hindrance and a thiophene structure. The compound represented by formula I provided by the present invention contains a 5,5-spirosilylfluorene structure with electron-pushing properties, which can adjust the electron cloud density on the anthracene ring and facilitate hole transport; the compound represented by formula II provided by the present invention contains a furan structure with electron-pulling properties, which can adjust the electron cloud density on the anthracene ring and facilitate electron transport. The present invention can regulate the carrier transport balance through the interaction between the compound represented by formula I and the compound represented by formula II; the compound represented by formula III provided by the present invention contains a large steric hindrance and a thiophene fragment, forming an asymmetric structure with a large dipole moment. There is a strong dipole-dipole interaction between the compound represented by formula II provided by the present invention and the compound represented by formula III, which can enhance the FORSTER energy transfer process and facilitate reverse intersystem crossing.

[0024] In conjunction with the second aspect, the compound represented by formula II is selected from any one of the structures represented by formula II-1 to formula II-2 below:

[0025] In conjunction with the second aspect, the structures represented by formula II-1 to II-2 are selected from any one of the structures represented by formula II-11 to formula II-24 below:

[0026] In conjunction with the second aspect, the compound represented by formula II is selected from any one of the following compounds:

[0027] In conjunction with the second aspect, the compound represented by formula III is selected from any one of the structures represented by formula III-1 to formula III-2 below:

[0028] In conjunction with the second aspect, the structure represented by formula III-1 is selected from any one of the structures represented by formula III-11 to formula III-23 below:

[0029] In conjunction with the second aspect, the compound represented by formula III is selected from any one of the following compounds:

[0030] The third aspect of the present invention provides a use of the composition as described above as a light-emitting layer material.

[0031] A fourth aspect of the present invention provides an organic electroluminescent device, comprising a first electrode sequentially arranged on a base substrate;

[0032] a second electrode disposed opposite to the first electrode; and one or more organic functional layers disposed between the first electrode and the second electrode;

[0033] Wherein, the organic functional layer includes a light-emitting layer; and the light-emitting layer includes the composition as described above.

[0034] In combination with the fourth aspect, the light-emitting layer includes a main material and a doping material, the main material includes one or more compounds represented by chemical formula I and one or more compounds represented by chemical formula II, specifically: the main material includes a first main material and a second main material, the first main material includes one or more compounds represented by formula I, and the second main material includes one or more compounds represented by formula II.

[0035] In combination with the fourth aspect, the doping material includes one or more compounds represented by Chemical Formula III.

[0036] The beneficial effects of the present invention are as follows:

[0037] The first aspect of the present invention provides a compound represented by formula I containing a 5,5-spirosilicon dioxide structure. Compared with compounds containing only carbon or aromatic silanes, the compound represented by formula I containing a 5,5-spirosilicon dioxide structure provided by the present invention has better electron donating ability, and the 5,5-spirosilicon dioxide structure has a large steric hindrance, which can effectively avoid aggregation between doping material molecules and avoid the problem of decreased efficiency of organic electroluminescent devices caused by concentration quenching.

[0038] The second aspect of the present invention provides a composition, which includes the compound represented by formula I described in the first aspect, and also includes a compound represented by formula II containing a furan structure and a compound represented by formula III containing a large steric hindrance and a thiophene structure. The compound represented by formula I provided by the present invention contains a 5,5-spirosilylfluorene structure with electron-pushing properties, which can adjust the electron cloud density on the anthracene ring and facilitate hole transport; the compound represented by formula II provided by the present invention contains a furan structure with electron-pulling properties, which can adjust the electron cloud density on the anthracene ring and facilitate electron transport; the present invention can regulate the carrier transport balance through the interaction between the compound represented by formula I and the compound represented by formula II; the compound represented by formula III provided by the present invention contains a large steric hindrance and a thiophene fragment, forming an asymmetric structure with a large dipole moment. There is a strong dipole-dipole interaction between the compound represented by formula II provided by the present invention and the compound represented by formula III, which can enhance the FORSTER energy transfer process and facilitate reverse intersystem crossing.

[0039] The third aspect of the present invention provides a new use of the composition described in the second aspect as a light-emitting layer material, which utilizes the interaction between the compositions to improve the comprehensive performance of the light-emitting layer material, thereby facilitating the improvement of the comprehensive performance of the organic electroluminescent device prepared using the light-emitting layer material as raw material.

[0040] The fourth aspect of the present invention provides an organic electroluminescent device, wherein the compound shown in formula I is used as the first main compound, the compound shown in formula II is used as the second main compound, and the compound shown in formula III is used as the doping material in the light-emitting layer of the organic electroluminescent device. The present invention applies the compound shown in formula I and the compound shown in formula II as dual main materials in the light-emitting layer of the organic electroluminescent device, which can make the transmission of holes and electrons in the light-emitting layer more balanced, so that the light-emitting recombination zone is in the light-emitting layer, while reducing the driving voltage of the organic electroluminescent device, and can further improve the efficiency of the organic electroluminescent device. Moreover, the compound shown in formula I and the compound shown in formula II provided by the present invention are both anthracene-based structures, and the degree of conjugation of the introduced organic fragments such as furan and spirosilane is less than that of the anthracene fragment, which has little effect on the light-emitting range of the main material; the present invention uses the dipole-dipole reaction between the compound shown in formula II and the compound shown in formula III. The present invention has the following advantages: the energy difference between the singlet state and the triplet state of the dopant material can be reduced, the FORSTER energy transfer of the light-emitting layer can be enhanced, and the reverse intersystem crossing process of the dopant material can be promoted, thereby improving the efficiency of the organic electroluminescent device; the present invention can make the energy transfer more sufficient through the interaction of the compound represented by formula I, the compound represented by formula II and the compound represented by formula III, thereby effectively improving the efficiency of the organic electroluminescent device; the present invention reasonably matches the dual host material and the dopant material, and through the interaction of the first host compound, the second host compound and the compound used as the dopant material, the organic electroluminescent device exhibits the significant advantages of high efficiency and long life. Using the compound represented by formula I, the compound represented by formula II and the compound represented by formula III provided by the present invention as the light-emitting layer material can improve the luminous efficiency of the blue organic electroluminescent device and extend the life of the blue organic electroluminescent device, thereby overcoming the defects of the prior art. Description of the drawings:

[0041] The specific embodiments of the present invention will be further described in detail below with reference to the accompanying drawings.

[0042] FIG1 is a schematic structural diagram of an organic electroluminescent device containing the compound and composition of the present invention;

[0043] Description of the drawings: 1-substrate, 2-anode, 3-hole injection layer, 4-hole transport layer, 5-luminescence auxiliary layer, 6-luminescent layer, 7-electron transport layer, 8-electron injection layer, 9-cathode. DETAILED DESCRIPTION

[0044] In order to more clearly illustrate the present invention, the present invention is further described below in conjunction with preferred embodiments and accompanying drawings. It should be understood by those skilled in the art that the content specifically described below is illustrative and non-restrictive, and should not be used to limit the scope of protection of the present invention. The embodiments and comparative examples of this specification are provided to more completely explain this specification to those skilled in the art. According to the embodiments and comparative examples of this specification, various different forms can be deformed, and the scope of protection of the present invention should not be limited only to the embodiments and comparative examples described in detail below.

[0045] The organic compounds and compositions of the present invention are suitable for use in light-emitting elements, display panels, and electronic devices, and are particularly suitable for use in organic electroluminescent devices. The electronic device of the present invention is a device comprising a layer of at least one organic compound, which may also comprise an inorganic material or a layer formed entirely of an inorganic material. The electronic device is preferably an organic electroluminescent device (OLED), an organic integrated circuit (O-IC), an organic field effect transistor (O-FET), an organic thin film transistor (O-TFT), an organic light-emitting transistor (O-LET), an organic solar cell (O-SC), an organic dye-sensitized solar cell (O-DSSC), an organic optical detector, an organic photoreceptor, an organic field quenching device (O-FQD), a light-emitting electrochemical cell (LEC), an organic laser diode (O-laser), and an organic plasma emission device. The electronic device is preferably an organic electroluminescent device (OLED).

[0046] In order to understand the content of the present invention more clearly, the luminescent characteristics of the organic compound, the preparation method of the compound and the device will be explained in detail in conjunction with the examples. Various chemical reactions can be applied to the synthetic method of the compound of one embodiment of the present invention. However, it should be noted that the synthetic method of the compound of one embodiment of the present invention is not limited to the synthetic method described below. Unless otherwise stated, subsequent synthesis is carried out in an anhydrous solvent under a protective gas atmosphere. Solvents and reagents can be purchased from conventional reagent suppliers.

[0047] Compound Synthesis Examples

[0048] Intermediate synthesis of the first main compound

[0049] At room temperature, K-1 (10.00 g, 30 mmol) and copper nitrate trihydrate (7.90 g, 32.5 mmol) were added to 200 mL of acetic anhydride, stirred for 10 min, heated to 40°C, stirred for 4 h, cooled to room temperature, quenched with 1 L of water, extracted three times with 500 mL of dichloromethane, separated to obtain an organic phase, dried over anhydrous magnesium sulfate, and the solvent was removed to obtain a crude product. The crude product was recrystallized and purified using dichloromethane or n-heptane to obtain product L-1: 8.48 g, yield: 75%, MS (m / z) (M+): 377.

[0050] At room temperature, L-1 (10.00 g, 27 mmol) and iron powder (10.0 g, 0.18 mol) were added to 250 mL of ethanol, heated to 80°C and refluxed, 40 mL of concentrated hydrochloric acid (1 mol / L) was slowly added dropwise, and the reflux reaction was continued for 40 min. The temperature was cooled to room temperature, excess iron filings were filtered out, and the ethanol solvent was removed to obtain a crude product. The crude product was dissolved in 500 mL of water, and ammonia water was added to adjust the pH to neutral (pH = 7). The white precipitate was filtered out and purified by recrystallization from ethanol to obtain product M-1: 7.31 g, yield: 78%, MS (m / z) (M+): 347.

[0051] At room temperature, M-1 (20.00 g, 58 mmol) and 50 mL of concentrated hydrobromic acid (1.28 mol / L) were dissolved in 200 mL of water, cooled to 0°C, and 50 mL of sodium nitrite aqueous solution (0.16 g / mL) was slowly added dropwise below 0°C. The mixture was stirred at 0°C for 30 min, and a concentrated hydrobromic acid solution (100 mL, 1.28 mol / L) of cuprous bromide (10 g, 0.07 mol) at 0°C was added. The temperature was raised to 100°C and stirred for 30 min. The mixture was cooled to room temperature and filtered to obtain a white precipitate. The white precipitate was washed with saturated sodium bicarbonate solution and water to obtain a crude product. The crude product was purified by recrystallization using dichloromethane or n-heptane to obtain product N-1: 11.92 g, yield: 50%, MS (m / z) (M+): 411.

[0052] Under nitrogen protection, N-1 (10.00 g, 25 mmol) was dissolved in tetrahydrofuran (100 mL), cooled to -78 ° C, and 48 mL of n-butyllithium hexane solution (1.6 mol / L) was slowly added dropwise at -78 ° C, followed by the addition of triisopropyl borate (7.05 g, 37.5 mmol). The reaction system was warmed to -30 ° C, 30 mL of water was added, and the temperature was raised to 0 ° C. After adjusting the pH to 1-2 by adding concentrated hydrochloric acid (1 mol / L), the temperature was raised to 20 ° C and stirred for 2 h. The temperature was then lowered to room temperature. The reaction solution was separated and extracted with ethyl acetate to obtain an organic phase. The organic phase was washed with saturated brine until neutral, and the solvent was removed by rotation to obtain a crude product. The crude product was purified by recrystallization from ethyl acetate or n-heptane to obtain product B-11: 6.11 g, yield: 65%, MS (m / z) (M+): 376.

[0053] After obtaining B-11 through the above process, other first main compound intermediates can be prepared using a method similar to B-11.

[0054] Example 1

[0055] This embodiment provides a first main compound C-11, the synthesis route of which is as follows:

[0056] A-11 (3.33 g, 10 mmol) and B-11 (3.76 g, 10 mmol) were added to a mixture of toluene and water (wherein the volume of toluene was 80 ml and the volume of water was 20 mL). Under nitrogen protection, potassium carbonate (1.65 g, 10 mmol) and 1,1'-bis(diphenylphosphinoferrocene)palladium dichloride (73 mg, 0.1 mmol) were added to the system. The reaction system was heated to 85°C and refluxed for 16 hours. After cooling to room temperature, ice water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous magnesium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified to finally obtain product C-11: 4.50 g (yield: 77%), MS (m / z) (M+): 585.

[0057] Example 2

[0058] This embodiment provides a first main compound C-12, the synthesis route of which is as follows:

[0059] Using the same method as Example 1, A-12 (3.83 g, 10 mmol) was replaced by A-11, and B-12 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain the product C-12: 4.76 g (yield: 75%), MS (m / z) (M+): 635.

[0060] Example 3

[0061] This embodiment provides a first main compound C-13, the synthesis route of which is as follows:

[0062] Using the same method as Example 1, A-13 (3.83 g, 10 mmol) was replaced by A-11, and B-13 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain the product C-13: 4.70 g (yield: 74%), MS (m / z) (M+): 635.

[0063] Example 4

[0064] This embodiment provides a first main compound C-14, the synthesis route of which is as follows:

[0065] Using the same method as Example 1, replacing A-11 with A-14 (4.09 g, 10 mmol) and B-11 with B-14 (3.76 g, 10 mmol), the product C-14 was finally obtained: 5.35 g (yield: 81%), MS (m / z) (M+): 661.

[0066] Example 5

[0067] This embodiment provides a first main compound C-15, the synthesis route of which is as follows:

[0068] Using the same method as Example 1, A-15 (4.59 g, 10 mmol) was replaced by A-11, and B-15 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain the product C-15: 5.19 g (yield: 73%), MS (m / z) (M+): 711.

[0069] Example 6

[0070] This embodiment provides a first main compound C-16, the synthesis route of which is as follows:

[0071] Using the same method as Example 1, A-16 (4.09 g, 10 mmol) was replaced by A-11, and B-16 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain product C-16: 5.35 g (yield: 81%), MS (m / z) (M+): 661.

[0072] Example 7

[0073] This embodiment provides a first main compound C-17, the synthesis route of which is as follows:

[0074] Using the same method as Example 1, A-17 (4.59 g, 10 mmol) was replaced by A-11, and B-17 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain the product C-17: 5.55 g (yield: 78%), MS (m / z) (M+): 711.

[0075] Example 8

[0076] This embodiment provides a first main compound C-18, the synthesis route of which is as follows:

[0077] Using the same method as Example 1, A-18 (4.49 g, 10 mmol) was replaced by A-11, and B-18 (3.76 g, 10 mmol) was replaced by B-11 to finally obtain the product C-18: 5.54 g (yield: 79%), MS (m / z) (M+): 701.

[0078] Example 9

[0079] This embodiment provides a first main compound C-19, the synthesis route of which is as follows:

[0080] Using the same method as Example 1, A-19 (5.25 g, 10 mmol) was replaced with A-11, and B-19 (3.76 g, 10 mmol) was replaced with B-11 to finally obtain product C-19: 6.29 g (yield: 81%), MS (m / z) (M+): 777.

[0081] Example 10

[0082] This embodiment provides a second main compound C-2, the synthesis route of which is as follows:

[0083] A-2 (4.99 g, 10 mmol) and B-2 (1.72 g, 10 mmol) were added to a mixture of toluene and water (the volumes of toluene and water were 80 mL and 20 mL, respectively). Under nitrogen protection, potassium carbonate (1.65 g, 10 mmol) was added to the system to introduce 1,1'-bis(diphenylphosphinoferrocene)palladium dichloride (73 mg, 0.1 mmol). The reaction system was then heated to reflux and maintained for 16 hours. After cooling to room temperature, ice water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous magnesium sulfate. The solvent was removed by vortexing to obtain a crude product, which was purified by column chromatography to finally obtain product C-2: 4.21 g (yield: 77%), MS (m / z) (M+): 547.

[0084] Example 11

[0085] This embodiment provides a second main compound C-3, the synthesis route of which is as follows:

[0086] The same method as Example 10 was used, except that A-3 (4.99 g, 10 mmol) was replaced by A-2, and B-3 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain product C-3: 4.10 g (yield: 75%), MS (m / z) (M+): 547.

[0087] Example 12

[0088] This embodiment provides a second main compound C-4, the synthesis route of which is as follows:

[0089] The same method as Example 10 was used, except that A-4 (4.99 g, 10 mmol) was replaced by A-2, and B-4 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain product C-4: 4.10 g (yield: 75%), MS (m / z) (M+): 547.

[0090] Example 13

[0091] This embodiment provides a second main compound C-5, the synthesis route of which is as follows:

[0092] The same method as Example 10 was used, except that A-5 (4.99 g, 10 mmol) was replaced by A-2, and B-5 (1.22 g, 10 mmol) was replaced by B-2, to finally obtain the product C-5: 3.63 g (yield: 73%), MS (m / z) (M+): 497.

[0093] Example 14

[0094] This embodiment provides a second main compound C-6, the synthesis route of which is as follows:

[0095] The same method as Example 10 was used, except that A-6 (4.99 g, 10 mmol) was replaced by A-2, and B-6 (1.22 g, 10 mmol) was replaced by B-2, to finally obtain the product C-6: 3.68 g (yield: 74%), MS (m / z) (M+): 497.

[0096] Example 15

[0097] This embodiment provides a second main compound C-7, the synthesis route of which is as follows:

[0098] The same method as Example 10 was used, except that A-7 (4.99 g, 10 mmol) was replaced by A-2, and B-7 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain the product C-7: 4.27 g (yield: 78%), MS (m / z) (M+): 547.

[0099] Example 16

[0100] This embodiment provides a second main compound C-8, the synthesis route of which is as follows:

[0101] The same method as Example 10 was used, except that A-8 (4.23 g, 10 mmol) was replaced by A-2, and B-8 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain the product C-8: 3.96 g (yield: 84%), MS (m / z) (M+): 471.

[0102] Example 17

[0103] This embodiment provides a second main compound C-9, the synthesis route of which is as follows:

[0104] The same method as Example 10 was used, except that A-9 (4.73 g, 10 mmol) was replaced by A-2, and B-9 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain the product C-9: 4.32 g (yield: 83%), MS (m / z) (M+): 521.

[0105] Example 18

[0106] This embodiment provides a second main compound C-10, the synthesis route of which is as follows:

[0107] The same method as Example 10 was used, except that A-10 (4.23 g, 10 mmol) was replaced by A-2, and B-10 (1.72 g, 10 mmol) was replaced by B-2, to finally obtain the product C-10: 4.00 g (yield: 85%), MS (m / z) (M+): 471.

[0108] Synthesis of doping material intermediates

[0109] The general reaction formula for the intermediate synthesis is as shown above, and the target intermediate can be obtained through a two-step common Buchwald-Hartwig coupling synthesis method.

[0110] The specific cases are as follows:

[0111] F-1 (8.75 g, 0.05 mol), G-1 (12.11 g, 0.045 mol) and sodium tert-butoxide (5.28 g, 0.055 mol) were added to toluene (200 mL), and then bisdibenzylideneacetone palladium (0.46 g, 0.5 mmol) and SPhos (0.41 g, 1 mmol) were introduced under nitrogen protection. The reaction system was then heated to 110°C, refluxed and maintained for 8 hours, cooled to room temperature, and water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous magnesium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified by column chromatography to obtain product Sub1: 11.47 g, yield: 70%, MS (m / z) (M+): 364.

[0112] H-1 (16.9 g, 0.05 mol), J-1 (15.26 g, 0.045 mol) and sodium tert-butoxide (5.28 g, 0.055 mol) were added to toluene (500 mL). Under nitrogen protection, bisdibenzylideneacetone palladium (0.46 g, 0.5 mmol) and SPhos (0.41 g, 1 mmol) were introduced. The reaction system was then heated to 110°C, refluxed and maintained for 8 hours. After cooling to room temperature, water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product. The crude product was purified by column chromatography to obtain product Sub4: 20.01 g, yield: 81%, MS (m / z) (M+): 549.

[0113] Sub1 (3.64 g; 10 mmol), Sub2 (2.63; 9 mmol) and sodium tert-butoxide (1.05 g, 11 mmol) were added to toluene (50 ml). Under nitrogen protection, bisdibenzylideneacetone palladium (274.28 mg, 0.30 mmol) and tri-tert-butyl phosphine (121.2 mg, 0.6 mmol) were introduced. The reaction system was then heated to reflux and maintained for 10 hours. After cooling to room temperature, water was added to quench the reaction and the layers were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product, which was purified by column chromatography to obtain the product Sub3: 4.14 g (yield: 80%), MS (m / z) (M+): 575.

[0114] Sub3 (5.75 g; 10 mmol), Sub4 (5.49 g; 10 mmol) and sodium tert-butoxide (1.05 g, 11 mmol) were added to toluene (100 ml). Under nitrogen protection, bisdibenzylideneacetone palladium (274.28 mg, 0.30 mmol) and tri-tert-butylphosphine (121.2 mg, 0.6 mmol) were introduced. The reaction system was then heated to reflux and maintained for 10 hours. After cooling to room temperature, water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dried over anhydrous sodium sulfate. The solvent was removed by vortexing to obtain a crude product, which was purified by column chromatography to finally obtain product D-1: 6.77 g (yield: 65%), MS (m / z) (M+): 1042.

[0115] After D-1 is obtained through the above process, other doping material intermediates can be prepared using a method similar to D-1.

[0116] Example 19

[0117] This embodiment provides a compound E-1 as a doping material. The synthesis route of the compound is as follows:

[0118] D-1 (10.42 g; 10 mmol) was added to tert-butylbenzene (125 ml), and then cooled to 0°C under nitrogen protection. 12.4 ml (21 mmol) of 1.7 M tert-butyllithium pentane solution was added, and the temperature was raised to 60°C and stirred for 2 hours. The temperature was then lowered to 0°C, and 2.0 ml (21 mmol) of boron tribromide was added and stirred for 0.5 h. 3.65 ml (21 mmol) of N,N-diisopropylethylamine was added at 0°C, and the temperature was raised to 60°C and stirred for 2 h. After cooling to room temperature, ice water was added to quench the reaction and the liquids were separated to obtain an organic phase. The organic phase was filtered and dehydrated with anhydrous magnesium sulfate. After removing the organic solvent, a crude product was obtained. The crude product was purified by recrystallization from dichloromethane and n-heptane to finally obtain product E-1: 1.46 g (yield: 15%), MS (m / z) (M+): 971.

[0119] Example 20

[0120] This embodiment provides a compound E-2 as a doping material. The synthesis route of the compound is as follows:

[0121] The same method as Example 19 was used, except that D-2 (10.52 g; 10 mmol) replaced D-1, and the product E-2 was finally obtained: 1.18 g (yield: 12%), MS (m / z) (M+): 981.

[0122] Example 21

[0123] This embodiment provides a compound E-3 as a doping material. The synthesis route of the compound is as follows:

[0124] The same method as Example 19 was used, except that D-3 (10.7 g; 10 mmol) was used to replace D-1, and the product E-3 was finally obtained: 1 g (yield: 10%), MS (m / z) (M+): 999.

[0125] Example 22

[0126] This embodiment provides a compound E-4 as a doping material. The synthesis route of the compound is as follows:

[0127] The same method as Example 19 was used, except that D-4 (10.7 g; 10 mmol) was used to replace D-1, and the product E-4 was finally obtained: 1.4 g (yield: 14%), MS (m / z) (M+): 999.

[0128] Example 23

[0129] This embodiment provides a compound E-5 as a doping material. The synthesis route of the compound is as follows:

[0130] The same method as Example 19 was used, except that D-5 (11.09 g; 10 mmol) was used instead of D-1 to finally obtain the product E-5: 1.35 g (yield: 13%), MS (m / z) (M+): 1037.

[0131] Example 24

[0132] This embodiment provides a compound E-6 as a doping material. The synthesis route of the compound is as follows:

[0133] The same method as Example 19 was used, except that D-6 (10.82 g; 10 mmol) was used instead of D-1 to finally obtain the product E-6: 0.81 g (yield: 8%), MS (m / z) (M+): 1011.

[0134] Example 25

[0135] This embodiment provides a compound E-7 as a doping material. The synthesis route of the compound is as follows:

[0136] The same method as Example 19 was used, except that D-7 (10.3 g; 10 mmol) was used instead of D-1 to finally obtain the product E-7: 1.25 g (yield: 13%), MS (m / z) (M+): 959.

[0137] Example 26

[0138] This embodiment provides a compound E-8 as a doping material. The synthesis route of the compound is as follows:

[0139] The same method as Example 19 was used, except that D-8 (9.6 g; 10 mmol) was used instead of D-1 to finally obtain the product E-8: 0.71 g (yield: 8%), MS (m / z) (M+): 889.

[0140] Example 27

[0141] This embodiment provides a compound E-9 as a doping material. The synthesis route of the compound is as follows:

[0142] The same method as Example 19 was used, except that D-9 (11.33 g; 10 mmol) was used instead of D-1 to finally obtain the product E-9: 0.95 g (yield: 9%), MS (m / z) (M+): 1061.

[0143] Example 28

[0144] This embodiment provides a compound E-10 as a doping material. The synthesis route of the compound is as follows:

[0145] The same method as Example 19 was used, except that D-1 was replaced by D-10 (12.03 g; 10 mmol), to finally obtain the product E-10: 1.25 g (yield: 11%), MS (m / z) (M+): 1132.

[0146] Composition Examples

[0147] Example 29 to Example 168

[0148] This embodiment provides compositions Z1 to Z140, wherein the first host compound, the second host compound, and the dopant material are combined according to Table 1 and mixed uniformly to obtain compositions Z1 to Z140, wherein the mass ratio of the first host compound, the second host compound, and the dopant material is 49:49:2.

[0149] Table 1

[0150] Comparative Example 1

[0151] This comparative example provides a compound BH-1 that was tested during the research process, and its specific structural formula is:

[0152] Comparative Example 2

[0153] This comparative example provides a compound BH-2 that was tested during the research process, and its specific structural formula is:

[0154] Comparative Example 3

[0155] This comparative example provides a compound BD-1 that was tested during the research process, and its specific structural formula is:

[0156] Comparative Example 4

[0157] This comparative example provides a compound BD-2 that was tested during the research process, and its specific structural formula is:

[0158] Comparative Example of Composition

[0159] Comparative Examples 5 to 10

[0160] This comparative example provides compositions DB1 to DB6 that were experimented during the research process. The first host compound, the second host compound, and the dopant material were combined according to Table 2 and mixed evenly to obtain compositions DB1 to DB6. Among them, the mass ratio of the first host compound, the second host compound, and the dopant material in DB1 to DB4 was 49:49:2, and the mass ratio of the host compound to the dopant material in DB5 to DB6 was 98:2.

[0161] Table 2

[0162] Composition performance evaluation

[0163] In order to illustrate that the composition provided by the present invention has unique advantages, the following tests are performed:

[0164] 1. In order to illustrate that the composition material provided by the present invention has unique advantages in the interaction between the main material and the dopant material, the molecular structure characteristics of the first main compound, the second main compound and the dopant material in the compositions provided in Examples 29 to 168 and Comparative Examples 5 to 10 were calculated respectively. The molecular structure was geometrically optimized (Optimization) using Gaussian 09W software based on the density functional theory (DFT) calculation method (the basis set level was set to: b3lyp / 6-31g(d), and the charge number was 0) to obtain the dipole moments of the first main compound, the second main compound and the dopant material in the ground state. Since the dipole moment of the second main compound is much larger than that of the first main compound, the second main compound is mainly responsible for inducing the compound structure of the dopant material in the ground state. Therefore, the ratio of the dipole moments of the two is X=D BD / D BH2 , as a parameter to measure the strength of the interaction between the host material and the dopant material in the ground state. The larger the value, the smaller the dipole moment of the host compound and the weaker the interaction when the dipole moment of the dopant material is constant. On this basis, the reorganization energies of the first host compound and the second host compound in the compositions provided in Examples 29 to 168 and Comparative Examples 5 to 10 under positive and negative charges were further calculated. Generally, the smaller the reorganization energy, the faster the mobility. The ratio of the hole reorganization energy of the first host compound to the electron reorganization energy of the second host compound obtained by calculation, i.e., the Y value, was used as a parameter to measure the equilibrium carrier of the host material, Y=λh BH1 / λe BH2 If the Y value is less than 1, it is biased towards holes, and if the Y value is greater than 1, it is biased towards electrons. The closer the Y value is to 1, the more balanced the carrier transport is.

[0165] 2. The energy transfer between the main material and the dopant material is related to the degree of overlap between the luminescence spectrum of the main material and the absorption spectrum of the dopant material. The larger the overlap integral, the greater the energy transfer between the main material and the dopant material. In order to illustrate that the main material and the dopant material of the composition material provided by the present invention have a higher energy transfer, the fluorescence luminescence spectrum of the main material and the ultraviolet-visible absorption spectrum of the dopant material in the compositions provided by Examples 29 to 168 and Comparative Examples 5 to 10 were tested, and the overlap integral was calculated after normalizing the spectra. Among them, the ultraviolet-visible absorption spectrum of the dopant material was measured by a LAMBDA35 ultraviolet-visible spectrophotometer of PerkinELmer, and the fluorescence spectrum of the main material was measured by a Fluoro Max (HORIBA) fluorescence photometer. The specific method is to configure the first main compound, the second main compound and the dopant material in the compositions provided by Examples 29 to 168 and Comparative Examples 5 to 10 to have a molar concentration of 5*10 -5The above spectral measurements were performed using a 1.5 mol / L toluene solution. The test results were processed using Origin software. The integrated area of ​​overlap between the dopant compound and the second host compound was recorded as S1, and the integrated area of ​​overlap between the dopant compound and the first host compound was recorded as S2. The calculated X values, Y values, S1, and S2 are shown in Table 3.

[0166] Table 3 Composition performance test results

[0167] As can be seen from the data in Table 3, the X value of the composition provided by the present invention is low. When any one of the dopant, the first host compound or the second host compound in the composition Z15 provided by the present invention is replaced with other commonly used compounds of the same type or removed, the X value will be significantly increased, indicating that there is a strong interaction between the first host compound, the second host compound and the dopant material in the composition provided by the present invention. The second host compound provided by the present invention contains a benzofuran structure, and the compound used as the dopant material contains a thiophene structure. The composition provided by the present invention can enhance the dipole-dipole interaction between the host material and the dopant material through the interaction of the above two structures, thereby enhancing the light-emitting material. FORSTER energy transfer of the material; it can be seen from the data in Table 3 that the Y value of the composition provided by the present invention is closer to 1. When any one of the first host compound or the second host compound in the composition Z15 provided by the present invention is replaced by other commonly used compounds of the same type or removed, the Y value will significantly deviate from 1, indicating that the transmission of holes and electrons between the first host compound and the second host compound in the composition provided by the present invention is more balanced; it can be seen from the data in Table 3 that compared with the comparative example composition, the overlapping integrated area of ​​the luminescence spectrum of the host material and the absorption spectrum of the dopant material in the composition provided by the present invention is larger, indicating that the energy transmission between the host material and the dopant material in the composition provided by the present invention is more sufficient.

[0168] Device Example 1

[0169] This embodiment provides a blue organic electroluminescent device, and its preparation method is as follows: first, on the ITO layer (anode) formed on the substrate, HTL and p-dopant are vacuum deposited with a thickness of 10 nm (the mass ratio of HTL to p-dopant is 97:3) to form a hole injection layer; secondly, on the hole injection layer, HTL is vacuum deposited with a thickness of 120 nm to form a hole transport layer; thirdly, B is vacuum deposited with a thickness of 5 nm on the hole transport layer. prime to form a light-emitting auxiliary layer; again on the above-mentioned light-emitting auxiliary layer, a mixture of a main material and a doping material is vacuum deposited with a thickness of 20 nm to form a light-emitting layer, wherein C-11 is used as the first main compound, C-2 is used as the second main compound, and E-1 is used as the doping material, and the mass ratio of the first main compound, the second main compound and the doping material is 49:49:2; then on the above-mentioned light-emitting layer, HBL is vacuum deposited with a thickness of 5 nm to form a hole blocking layer; a mixture of ET and Liq (the mass ratio of ET to Liq is 1:1) is vacuum deposited with a thickness of 30 nm to form an electron transport layer; then on the above-mentioned electron transport layer, LiF is deposited with a thickness of 0.2 nm to form an electron injection layer, and finally on the above-mentioned electron injection layer, aluminum (Al) is deposited with a thickness of 150 nm to form a cathode, thereby preparing a blue light-emitting organic electroluminescent device.

[0170] Except for the main material and doping material of the light-emitting layer, the molecular structures of the materials in the remaining layers are as follows:

[0171] The electrode preparation method and the deposition method of each functional layer in this embodiment are conventional methods in the art, such as vacuum thermal evaporation or inkjet printing, etc., and will not be described in detail here.

[0172] Device Example 2-140

[0173] The method is the same as that of device embodiment 1, except that the light-emitting layer materials are replaced with the compositions of embodiments 30 to 168, respectively. The main materials and doping materials in the device embodiments are shown in Table 4.

[0174] Table 4 Comparison of main materials and doping materials in device examples

[0175] Device Comparative Examples 1-6

[0176] The method is the same as that of device embodiment 1, except that the light-emitting layer material is replaced with the composition of comparative examples 5 to 10. The main material and doping material in the device embodiment are shown in Table 5.

[0177] Table 5 Comparison of main materials and doping materials in device comparative examples

[0178] Device performance effect example

[0179] The organic electroluminescent devices provided in device examples 1-140 and device comparative examples 1-6 were tested using a standard method. 2 The driving voltage, brightness, electroluminescent current efficiency (measured in cd / A) and external quantum efficiency (EQE, measured in percentage) of the organic electroluminescent device are determined at a current density of 50 mA / cm2. The luminescence spectrum is calculated from the current / voltage / luminous density characteristic line (IVL characteristic line) exhibiting Lambertian emission characteristics as a function of luminous density. The lifetime LT is defined as the time after which the brightness decreases from the initial luminous brightness L0 to a specific proportion L1 when operating at a constant current J; J = 50 mA / cm2. 2 The expression of L1=90% means that at 50mA / cm 2 When working under 100mA / cm2, the luminance drops to 90% of its initial value L0 after time LT. Similarly, J = 20mA / cm2 2 , L1 = 80% means that at 20mA / cm 2 When working under , the luminous brightness drops to 80% of its initial value L0 after time LT.

[0180] The test instruments and methods for the performance test of the above-mentioned OLED devices are as follows:

[0181] Brightness was tested using a spectral scanner, PhotoResearch PR-635;

[0182] Current density and turn-on voltage: tested using a Keithley 2400 digital source meter;

[0183] Life test: Use LT-96ch life test device.

[0184] The performance test results of the above devices are listed in Table 6.

[0185] Table 6 Blue light device performance test results

[0186] From the device performance test results in Table 6 above, it can be seen that compared with the comparative example device, the efficiency and life of the organic electroluminescent device provided by the present invention are significantly improved. When any one of the dopant, the first host compound or the second host compound in the device embodiment 15 provided by the present invention is replaced with other commonly used compounds of the same type or removed, its efficiency and life will be significantly reduced. This is because there is a large steric hindrance between the first host compound in the composition provided by the present invention and the compound used as the dopant material, which can effectively avoid the aggregation of the compound used as the dopant material and avoid the problem of efficiency reduction caused by concentration quenching, thereby extending the life of the organic electroluminescent device; there is a strong dipole-dipole interaction between the second host compound in the composition provided by the present invention and the compound used as the dopant material. It is beneficial to reduce the energy difference between the singlet and triplet states of the doping material, enhance the FORSTER energy transfer of the light-emitting layer, and facilitate the reverse intersystem crossing process of the doping material, thereby improving the efficiency of the organic electroluminescent device; the transmission of holes and electrons of the first host compound and the second host compound in the composition provided by the present invention is more balanced, so that the luminescent recombination zone is in the light-emitting layer, while reducing the driving voltage of the organic electroluminescent device, it can also further improve the efficiency of the organic electroluminescent device; the first host compound provided by the present invention and the compound used as the doping material overlap integral area, and the second host compound and the compound used as the doping material overlap integral area are both large, and the energy transfer between the host material and the doping material is sufficient, which can effectively improve the efficiency of the organic electroluminescent device. The present invention reasonably matches the dual host material and the doping material, and through the interaction of the first host compound, the second host compound and the compound used as the doping material, the organic electroluminescent device exhibits the significant advantages of high efficiency and long life. Using the composition provided by the present invention as the light-emitting layer material can improve the luminous efficiency of the blue organic electroluminescent device, extend the life of the blue organic electroluminescent device, and overcome the defects of the prior art.

[0187] Obviously, the above embodiments of the present invention are merely examples for clearly illustrating the present invention, and are not limitations on the implementation methods of the present invention. For ordinary technicians in the relevant field, other different forms of changes or modifications can be made based on the above description. It is impossible to list all the implementation methods here. All obvious changes or modifications derived from the technical solution of the present invention are still within the scope of protection of the present invention.

Claims

1. An organic compound, characterized in that The general structural formula of the organic compound is shown in Formula I: Ar1 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms; The L1 and L2 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; When any one of Ar1, L1, and L2 has a substituent, the substituent of Ar1, L1, and L2 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms.

2. The organic compound according to claim 1, characterized in that The Ar1 is selected from any one or a combination of any two of phenyl, naphthyl, phenanthrenyl, pyrenyl, dimethylfluorenyl, and dimethylbenzofluorenyl.

3. The organic compound according to claim 1, characterized in that The organic compound is selected from any one of the following compounds:

4. A composition, characterized in that The composition comprises one or more organic compounds as described in any one of claims 1 to 3, and the composition further comprises one or more compounds of formula II and one or more compounds of formula III: Ar2 is selected from a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted condensed ring aryl group having 10 to 60 carbon atoms; The R0 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, and two or more substituents may be bonded to each other via a linking group or a single bond to form a benzene ring or a condensed ring; The L3 and L4 are independently selected from a single bond, a substituted or unsubstituted arylene group having 6 to 30 carbon atoms; When any one of Ar2, R0, L3, and L4 has a substituent, the substituent of Ar2, R0, L3, and L4 may be one or more, and each is independently selected from any one of deuterium, an aryl group having 6 to 30 carbon atoms, and a condensed ring aryl group having 10 to 30 carbon atoms; The R1, R2, R3, and R4 independently represent a single substituent to the maximum permissible substituent, and are independently selected from any one or a combination of hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, and a substituted or unsubstituted arylamine group having 12 to 30 carbon atoms. Two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring, or a condensed heterocyclic ring; The R5 represents a single substituent to the maximum permissible substituent, each independently selected from hydrogen, deuterium, a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and two or more substituents may be bonded to each other through a linking group or a single bond to form an aliphatic ring, an aromatic ring, a heteroaromatic ring, a condensed ring or a condensed heterocyclic ring; When any one of R1, R2, R3, R4, and R5 has a substituent, the substituent of R1, R2, R3, R4, and R5 may be one or more and independently selected from any one of deuterium, an alkyl group having 1 to 10 carbon atoms, and a cycloalkyl group having 3 to 30 carbon atoms.

5. The composition according to claim 4, characterized in that The compound represented by formula II is selected from any one of the structures represented by formula II-1 to formula II-2 below: Preferably, the compound represented by formula II is selected from any one of the following compounds:

6. The composition according to claim 4, characterized in that The compound represented by formula III is selected from any one of the structures represented by formula III-1 to formula III-2 below:

7. The composition according to claim 4, characterized in that The compound represented by formula III is selected from any one of the following compounds:

8. Use of the composition according to any one of claims 4 to 7 as a light-emitting layer material.

9. An organic electroluminescent device, characterized in that: The method comprises a first electrode sequentially arranged on a substrate; a second electrode arranged opposite to the first electrode; and one or more organic functional layers arranged between the first electrode and the second electrode; Wherein, the organic functional layer comprises a light-emitting layer, and the light-emitting layer comprises the composition according to any one of claims 4 to 7.

10. The organic electroluminescent device according to claim 9, characterized in that: The light-emitting layer includes a main material and a doping material, wherein the main material includes one or more compounds represented by chemical formula I and one or more compounds represented by chemical formula II; and the doping material includes one or more compounds represented by chemical formula III.

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