Luminescent materials and luminescent devices
By introducing N-type materials and doped materials of specific structures into the luminescent material, the LUMO energy level difference is reduced, and the problem of high illumination voltage of existing luminescent devices is solved, thereby achieving lower operating voltage and higher electron mobility.
Patent Information
- Application Number
- CN202280001302.3
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2022-05-19
- Publication Date
- 2025-03-18
- Estimated Expiration
- 2042-05-19
AI Technical Summary
The existing light emitting devices have a large light-on voltage, which is difficult to meet the needs of low power consumption and efficient display.
A luminescent material containing an N-type material and a doped material is used. At least one of the substituents of the N-type material is an M1 group or an M2 group, which reduces the LUMO energy level difference between the N-type material and the doped material and improves the electron mobility. At the same time, in the light emitting device, by reducing the LUMO energy level difference between the N-type material and the hole barrier layer, the transfer of electrons is promoted, and the working voltage or the illumination voltage is reduced.
It effectively reduces the working voltage or illumination voltage of the light emitting device, improves the mobility of electrons, and improves the performance of the light emitting material.
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Figure CN117425715B_ABST
Abstract
Description
Technical Field
[0001] The present disclosure relates to the field of display technology, and in particular to a light-emitting material and a light-emitting device. Background Art
[0002] With the improvement of living standards, OLED light-emitting devices have attracted more and more attention. OLED light-emitting devices have a series of advantages such as all-solid-state structure, self-luminescence, fast response speed, high brightness, full viewing angle, and flexible display. QLED light-emitting devices have the advantages of narrow emission spectrum and adjustable emission wavelength. However, the current light-emitting devices have a large start-up voltage. Summary of the invention
[0003] The purpose of the present disclosure is to provide a light-emitting material and a light-emitting device, which can reduce the start-up voltage of the light-emitting device.
[0004] According to one aspect of the present disclosure, a light-emitting material is provided, the light-emitting material comprising a main material and a doping material, the main material comprising an N-type material and a P-type material, the N-type material comprising a compound having a structural formula as shown in Formula 1 or Formula 2:
[0005]
[0006] wherein X1 is selected from nitrogen and carbon;
[0007] Y1 is selected from hydrogen, deuterium and tritium;
[0008] L1 and L2 are each independently selected from a single bond and a C6 to C30 aryl or heteroaryl group;
[0009] R1, R2, and R3 are each independently selected from and a C6 to C30 aryl or heteroaryl group, and at least one of R1, R2, and R3 is X2 is selected from sulfur, oxygen and R4 and R5 are each independently selected from hydrogen and C6 to C30 aryl or heteroaryl; Y2 is selected from C6 to C30 aryl or heteroaryl.
[0010] Furthermore, the for and / or, for
[0011] Furthermore, R4 and R5 are each independently selected from hydrogen and phenyl.
[0012] Furthermore, the structural formula shown in Formula 1 is:
[0013] and / or
[0014] The structural formula shown in Formula 2 is:
[0015]
[0016] Furthermore, the structural formula shown in Formula 1 is:
[0017]
[0018] Furthermore, the doping material is a phosphorescent material.
[0019] Furthermore, the doping material is a green phosphorescent material.
[0020] Furthermore, the P-type material includes a compound having a structural formula as shown in Formula 3:
[0021]
[0022] Wherein, R6 and R7 are each independently a C6 to C30 aryl or heteroaryl group.
[0023] Furthermore, R6 and R7 are each independently selected from the following structural formula:
[0024]
[0025] Furthermore, the structural formula shown in Formula 3 is:
[0026]
[0027] According to one aspect of the present disclosure, there is provided a light emitting device, comprising:
[0028] An anode and a cathode arranged opposite to each other;
[0029] The light-emitting layer is disposed between the anode and the cathode, and the light-emitting layer contains the light-emitting material.
[0030] Furthermore, the light emitting device further comprises:
[0031] An electron transport layer, disposed between the light-emitting layer and the cathode;
[0032] The hole blocking layer is disposed between the electron transport layer and the light emitting layer, and the hole blocking layer includes a compound having a structural formula as shown in Formula 4:
[0033]
[0034] Wherein, n is a positive integer greater than or equal to 1 and less than or equal to 5;
[0035] X3, X4, and X5 are each independently selected from carbon and nitrogen;
[0036] L3 and L4 are each independently selected from a single bond and a C6 to C30 aryl or heteroaryl group;
[0037] R8 is selected from hydrogen, C6 to C30 aryl or heteroaryl;
[0038] R9, R 10 Each independently selected from and a C6 to C30 aryl or heteroaryl group.
[0039] Furthermore, when X3, X4, and X5 are all carbon, R9, R 10 At least one of or
[0040] Further, R8 is selected from and
[0041] Furthermore, the structural formula shown in Formula 4 is:
[0042]
[0043] The light-emitting material and light-emitting device disclosed in the present invention, since at least one of the substituents R1, R2, and R3 is an M1 group or an M2 group, the LUMO (lowest unoccupied molecular orbital) energy level difference between the N-type material and the doped material is reduced, the mobility of electrons in the light-emitting material can be improved, and the operating voltage or the turn-on voltage can be reduced; on the other hand, when the light-emitting material is applied to the light-emitting device, the LUMO energy level difference between the N-type material and the hole blocking layer can also be reduced, so that electrons can easily migrate from the hole blocking layer to the N-type material, thereby reducing the operating voltage or the turn-on voltage. BRIEF DESCRIPTION OF THE DRAWINGS
[0044] Figure 1 is a schematic diagram of a light emitting device according to an embodiment of the present disclosure.
[0045] Figure 2 is a light emitting principle diagram of a light emitting device according to an embodiment of the present disclosure.
[0046] Explanation of the accompanying drawings: 1. anode; 2. hole injection layer; 3. hole transport layer; 4. electron blocking layer; 5. light-emitting layer; 51. P-type material; 52. N-type material; 53. doped material; 6. hole blocking layer; 7. electron transport layer; 8. electron injection layer; 9. cathode. DETAILED DESCRIPTION
[0047] Exemplary embodiments will be described in detail herein, examples of which are shown in the accompanying drawings. When the following description refers to the drawings, the same numbers in different drawings represent the same or similar elements unless otherwise indicated. The embodiments described in the following exemplary embodiments do not represent all embodiments consistent with the present disclosure. Instead, they are merely examples of devices consistent with some aspects of the present disclosure as detailed in the appended claims.
[0048] The terms used in the present disclosure are only for the purpose of describing specific embodiments and are not intended to limit the present disclosure. Unless otherwise defined, the technical terms or scientific terms used in the present disclosure should be understood by people with ordinary skills in the field to which the present disclosure belongs. The words "first", "second" and similar words used in the present disclosure and the claims do not indicate any order, quantity or importance, but are only used to distinguish different components. Similarly, words such as "one" or "one" do not indicate a quantitative limitation, but indicate that there is at least one. "Multiple" or "several" means two and more than two. Unless otherwise specified, words such as "front", "rear", "lower" and / or "upper" are only for the convenience of explanation and are not limited to one position or one spatial orientation. Words such as "include" or "include" mean that the elements or objects appearing in front of "include" or "include" include the elements or objects listed after "include" or "include" and their equivalents, and do not exclude other elements or objects. The singular forms of "one", "said" and "the" used in the present disclosure and the attached claims are also intended to include plural forms unless the context clearly indicates other meanings. It should also be understood that the term "and / or" used herein refers to and encompasses any and all possible combinations of one or more of the associated listed items.
[0049] The present disclosure discloses a luminescent material. The luminescent material may include a main material and a doping material. The main material may include an N-type material and a P-type material. The N-type material may include a compound having a structural formula as shown in Formula 1 or Formula 2:
[0050]
[0051] Wherein, X1 is selected from nitrogen and carbon; Y1 is selected from hydrogen, deuterium and tritium; L1 and L2 are each independently selected from a single bond and a C6 to C30 aryl or heteroaryl group; R1, R2 and R3 are each independently selected from an M1 group, an M2 group and a C6 to C30 aryl or heteroaryl group, and at least one of R1, R2 and R3 is an M1 group or an M2 group; the M1 group is The M2 group is X2 is selected from sulfur, oxygen and R4 and R5 are each independently selected from hydrogen and C6 to C30 aryl or heteroaryl; Y2 is selected from C6 to C30 aryl or heteroaryl. Represents a chemical bond.
[0052] The light-emitting material of the embodiment of the present disclosure, since at least one of the substituents R1, R2, and R3 is an M1 group or an M2 group, reduces the LUMO (lowest unoccupied molecular orbital) energy level difference between the N-type material and the doped material, can improve the mobility of electrons in the light-emitting material, and reduce the operating voltage or the turn-on voltage; on the other hand, when the light-emitting material is applied to a light-emitting device, it can also reduce the LUMO energy level difference between the N-type material and the hole blocking layer, so that electrons can easily migrate from the hole blocking layer to the N-type material, thereby reducing the operating voltage or the turn-on voltage.
[0053] X1 is selected from nitrogen and carbon, that is, X1 can be nitrogen or carbon. For example, X1 is nitrogen. Y1 is selected from hydrogen, deuterium and tritium. Among them, hydrogen can also be called "protium". L1 is selected from a single bond and an aryl or heteroaryl group of C6 to C30, wherein the aryl group of C6 to C30 can be phenyl, biphenyl, naphthyl, etc. Of course, L1 can also be selected from an alkyl group of C1-C10, and the alkyl group of C1-C10 can be a straight-chain alkyl group, but is not limited to this, and can also be a cycloalkyl group, etc. L2 is selected from a single bond and an aryl or heteroaryl group of C6 to C30, wherein the aryl group of C6 to C30 can be phenyl, biphenyl, naphthyl, etc. Of course, L2 can also be selected from an alkyl group of C1-C10, and the alkyl group of C1-C10 can be a straight-chain alkyl group, but is not limited to this, and can also be a cycloalkyl group, etc. The L1 and L2 can be the same, and of course, they can also be different. For example, the L1 and L2 are the same and both are single bonds.
[0054] R1, R2, and R3 are each independently selected from the group M1, the group M2, and the aryl or heteroaryl group of C6 to C30, wherein the aryl group of C6 to C30 may be phenyl, biphenyl, naphthyl, etc. R1, R2, and R3 may be the same as each other, or may be different from each other. In addition, at least one of R1, R2, and R3 is the group M1 or the group M2. For example, only R1 among R1, R2, and R3 is the group M1 or the group M2; for another example, only R3 among R1, R2, and R3 is the group M1 or the group M2.
[0055] The M1 group can be The M2 group can be X2 is selected from sulfur, oxygen and Y2 is selected from C6 to C30 aryl or heteroaryl, wherein the C6 to C30 aryl or heteroaryl may be benzene, biphenyl, triphenylene, fluorene, dimethylfluorene, diphenylfluorene, spirofluorene, diphenylfuran, dibenzothiophene, etc. R4 and R5 are each independently selected from hydrogen and C6 to C30 aryl or heteroaryl, wherein the C6 to C30 aryl may be phenyl, biphenyl, naphthyl, etc. Further, the M1 group may be The M2 group can be
[0056] The structural formula shown in Formula 1 can be The structural formula shown in Formula 2 can be
[0057] Furthermore, the structural formula shown in Formula 1 can be:
[0058]
[0059] Specifically, the compound having the structural formula shown in Formula 1 may be:
[0060]
[0061] Synthesis method of compound N1:
[0062]
[0063] Nitrogen (0.1L / min) was introduced into a three-necked flask equipped with a thermometer, mechanical stirring, and a spherical condenser for replacement for 18 minutes, and compound N1-1 (26.3g, 114.5mmol), indole [2,3-A] carbazole (35.3g, 137.6mmol), Pd2 (dba) 3 (2.1g, 2.3mmol), tri-tert-butylphosphine (0.92g, 4.6mmol), sodium tert-butoxide (27.5g, 286.2mmol), and xylene (500mL) were added. Heat and stir until the temperature rises to 138°C-142°C, and reflux for 12h. After the reaction is completed, cool to room temperature. After washing the reaction solution with water, separate the organic phase, dry the organic phase with anhydrous magnesium sulfate, filter and remove the solvent, and recrystallize the crude product using a dichloromethane / ethanol system to obtain a white solid intermediate compound N1-2 (40.0g, 78%).
[0064]
[0065] Nitrogen (0.1L / min) was introduced into a three-necked flask equipped with a mechanical stirrer, a thermometer, and a spherical condenser for 18 minutes, and the intermediate compound N1-2 (17.0g, 38.0mmol), 2-chloro-4,6-diphenyl-1,3,5-triazine (35.3g, 137.6mmol), and DMF (200mL) were added. The temperature was lowered to 0°C, and NaH (1.0g, 41.8mmol) was added. The system changed from white to yellow. When it was warmed to room temperature, solids precipitated and the reaction was completed. The reaction solution was washed with water and filtered to obtain a solid product, which was rinsed with a small amount of ethanol. The crude product was recrystallized from toluene to obtain compound N1 (16.6g, 64%).
[0066] The P-type material in the main material includes a compound having a structural formula as shown in Formula 3:
[0067]
[0068] Wherein, R6 and R7 are each independently a C6 to C30 aryl or heteroaryl group, wherein the C6 to C30 aryl or heteroaryl group may be benzene, biphenyl, triphenylene, fluorene, dimethylfluorene, diphenylfluorene, spirofluorene, diphenylfuran, dibenzothiophene, etc. For example, R6 and R7 are each independently selected from the following structural formula:
[0069]
[0070] Specifically, the compound having the structural formula shown in Formula 3 may be:
[0071]
[0072] In the light emitting material, the ratio of the amount of the P-type material to the amount of the N-type material may be 5:5-7:3, such as 5:5, 6:4, 7:3, etc., but the present disclosure is not limited thereto.
[0073] The above-mentioned doping material can be a phosphorescent material. Further, the doping material is a green phosphorescent material. The above-mentioned phosphorescent material can be a phosphorescent electroluminescent material. The mass ratio of the doping material to the host material can be 10 / 100-15 / 100, for example, 10 / 100, 11 / 100, 12 / 100, 13 / 100, 14 / 100, 15 / 100, etc.
[0074] The present disclosure also provides a light emitting device. Figure 1 As shown, the light emitting device may include an anode 1, a cathode 9 and a light emitting layer 5, wherein:
[0075] The anode 1 and the cathode 9 are arranged opposite to each other. The light-emitting layer 5 is arranged between the anode 1 and the cathode 9. The light-emitting layer 5 comprises the light-emitting material described in any one of the above embodiments.
[0076] The light-emitting material included in the light-emitting device of the embodiment of the present disclosure is the same as the light-emitting material in the embodiment of the above-mentioned light-emitting material, therefore, it has the same beneficial effects, and the present disclosure will not repeat them here.
[0077] The anode 1 may include a material having a large work function. Specific examples of the anode 1 material include: metals such as nickel, platinum, vanadium, chromium, copper, zinc and gold or their alloys; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO) and indium zinc oxide (IZO); combined metals and oxides such as ZnO:Al or SnO2:Sb; or conductive polymers such as poly(3-methylthiophene), poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), polypyrrole and polyaniline, but are not limited thereto. Indium tin oxide (indium tin oxide) (ITO) is preferably used as the anode 1.
[0078] The cathode 9 may include a material having a small work function. Specific examples of the cathode 9 material include metals such as magnesium, calcium, sodium, potassium, titanium, indium, yttrium, lithium, gadolinium, aluminum, silver, tin and lead or alloys thereof; or multilayer materials such as LiF / Al, Liq / Al, LiO2 / Al, LiF / Ca, LiF / Al and BaF2 / Ca, but are not limited thereto. It is preferred to include a metal electrode including a Mg-Ag alloy as the cathode 9.
[0079] The light-emitting device may further include a hole injection layer 2 and a hole transport layer 3. The hole injection layer 2 may be disposed between the anode 1 and the light-emitting layer 5, and the hole transport layer 3 may be disposed between the hole injection layer 2 and the light-emitting layer 5. In addition, the light-emitting device may further include an electron blocking layer 4. The electron blocking layer 4 may be disposed between the hole transport layer 3 and the light-emitting layer 5.
[0080] Furthermore, the light emitting device may further include an electron injection layer 8, an electron transport layer 7 and a hole blocking layer 6. The electron injection layer 8 may be disposed between the cathode 9 and the light emitting layer 5, the electron transport layer 7 may be disposed between the electron injection layer 8 and the light emitting layer 5, and the hole blocking layer 6 may be disposed between the electron transport layer 7 and the light emitting layer 5. The hole blocking layer 6 may include a compound having a structural formula as shown in Formula 4:
[0081]
[0082] n is a positive integer greater than or equal to 1 and less than or equal to 5, such as 1, 2, 3, 4, 5, etc. R9, R 10Each is independently selected from the M1 group, the M2 group, and a C6 to C30 aryl or heteroaryl group, wherein the C6 to C30 aryl or heteroaryl group may be benzene, biphenyl, triphenylene, fluorene, dimethylfluorene, diphenylfluorene, spirofluorene, diphenylfuran, dibenzothiophene, etc. R9, R 10 They can be the same as each other, or, of course, different from each other.
[0083] X3, X4, and X5 are each independently selected from carbon and nitrogen. X3, X4, and X5 may be identical to each other, but the present disclosure does not specifically limit this. L3 and L4 are each independently selected from a single bond, a C6 to C30 aryl or heteroaryl group, or a C1-C10 alkyl group, wherein the C6 to C30 aryl or heteroaryl group may be benzene, biphenyl, triphenylene, fluorene, dimethylfluorene, diphenylfluorene, spirofluorene, diphenylfuran, dibenzothiophene, etc. L3 and L4 may be identical to each other, or may be different from each other.
[0084] In one embodiment, X3, X4, and X5 are all carbon, R9, R 10 In another embodiment, at least one of X3, X4, and X5 is nitrogen, R9, R 10 Each is independently selected from phenyl, biphenyl, naphthyl and phenanthryl.
[0085] R8 is selected from hydrogen, C6 to C30 aryl or heteroaryl, wherein the C6 to C30 aryl or heteroaryl can be benzene, biphenyl, triphenylene, fluorene, dimethylfluorene, diphenylfluorene, spirofluorene, diphenylfuran, dibenzothiophene, etc.
[0086] Specifically, R8 is selected from
[0087] Furthermore, the structural formula shown in Formula 4 can be:
[0088]
[0089] For example, the compound having the structural formula shown in Formula 4 may be:
[0090]
[0091] Synthesis method of compound H1:
[0092]
[0093] (1) Under N2 atmosphere, tricyclohexylphosphine (0.560 g, 2.0 mmol) and tri(dibenzylideneacetone)dipalladium (0.906 g, 1.0 mmol) were added to a mixed solution of 2-bromospiro[fluorene-9,9'-oxanthene] (compound H1-1, 24.6 g, 60 mmol), 4-chlorophenylboronic acid (7.82 g, 50 mmol), dioxane (160 ml), and sodium carbonate solution (2.50 M, 80 ml), and refluxed overnight. The reaction solution was cooled to room temperature and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by distillation. Then, the mixture was separated by a silica gel column. The eluent was dichloromethane and n-hexane (2:1). 18.17 g of compound H1-2 was obtained with a yield of 82%.
[0094] (2) Under N2 atmosphere, bis(triphenylphosphine)palladium dichloride (0.490 g, 0.70 mmol) was added to a mixture of bis(pinacolyl)diborane (6.66 g, 42.0 mmol), compound H1-2 (15.58 g, 35.0 mmol), potassium acetate (10.30 g, 105.0 mmol) and tetrahydrofuran (460 ml). The mixture was refluxed for 4 hours and then cooled to room temperature. The tetrahydrofuran was distilled off, chloroform and distilled water were added and the organic layer was separated. The aqueous layer was extracted with chloroform, and the organic layer was dried over anhydrous magnesium sulfate and filtered. The solvent was removed by distillation under reduced pressure and then separated using a silica gel column. The eluent was dichloromethane and petroleum ether (3:1). 16.08 g of compound H1-3 was obtained with a yield of 86%.
[0095] (3) Under N2 atmosphere, (0.324 g, 0.28 mmol) tetrakis(triphenylphosphine)palladium was added to a mixed solution of 1-bromo-3,5-dichlorobenzene (6.32 g, 28 mmol), compound H1-3 (14.96 g, 28 mmol), sodium carbonate solution (4M, 49.0 ml), ethanol (50 ml) and toluene (500 ml), and refluxed with stirring overnight. The reaction solution was cooled to room temperature, extracted with chloroform, the organic layer was dried over anhydrous magnesium sulfate, filtered, the solvent was removed by vacuum distillation, and then separated by silica gel column, the eluent was ethyl acetate and n-hexane (2:1), and 14.03 g of compound H1-4 was obtained, with a yield of 84%.
[0096] (4) Under N2 atmosphere, tri(dibenzylideneacetone)dipalladium (0.732 g, 0.8 mmol) and tricyclohexylphosphine (0.448 g, 1.6 mmol) were added to a mixed solution of compound H1-4 (11.08 g, 20 mmol), bis-pinacol diborane (10.16 g, 40 mmol), sodium carbonate solution (2.50 M, 64 ml), and dioxane (130 ml), and refluxed overnight. The reaction solution was cooled to room temperature and extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. After separation on a silica gel column, the eluent was dichloromethane and n-hexane (5:2), to obtain 11.50 g of compound H1-5, with a yield of 78%.
[0097] (5) Under N2 atmosphere, 1,1'-bis(diphenylphosphino)ferrocenepalladium dichloride (1.464 g, 0.2 mmol) was added to a mixed solution of compound H1-5 (7.36 g, 10 mmol), 2-chlorobenzoxazole (3.68 g, 24 mmol), potassium phosphate solution (4 M, 20 ml), and toluene (100 ml), and refluxed for one day. The reaction solution was cooled to room temperature and extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate, filtered, and the solvent was removed by vacuum distillation. After separation using a silica gel column, the eluent was dichloromethane and ethanol (3:1), to obtain 6.04 g of compound H1 with a yield of 84%.
[0098] The light emitting device disclosed herein, such as Figure 2 As shown, since at least one of the substituents R1, R2, and R3 is an M1 group or an M2 group, the LUMO (lowest unoccupied molecular orbital) energy level difference Z1 between the N-type material 52 and the doping material 53 is reduced, the mobility of electrons in the luminescent material can be improved, and the operating voltage or the turn-on voltage can be reduced; on the other hand, when the luminescent material is applied to a light-emitting device, the LUMO energy level difference Z2 between the N-type material 52 and the hole blocking layer 6 can also be reduced, so that electrons can easily migrate from the hole blocking layer 6 to the N-type material 52, thereby reducing the operating voltage or the turn-on voltage.
[0099] An example of preparing the light-emitting device of this embodiment is given below to specifically illustrate its structure.
[0100] Embodiment 1
[0101] The glass plate with ITO is ultrasonically treated in a cleaning agent, rinsed in deionized water, ultrasonically degreased in an acetone-ethanol mixed solvent, and baked in a clean environment until the water is completely removed. The glass plate with ITO is used as the anode of the light-emitting device; a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode are sequentially evaporated on one side of the anode. The thickness of the electron blocking layer is 30nm, the thickness of the light-emitting layer is 30nm, and the thickness of the hole blocking layer is 5nm. In the light-emitting layer, the mass ratio of the main material to the doping material can be 100:12; in the main material, the mass ratio of the P-type material to the N-type material is 6:4.
[0102] Among them, the N-type material in the main material is formed by the above-mentioned compound N1, the P-type material in the main material is formed by the above-mentioned compound P1, and the hole blocking layer is formed by the above-mentioned compound H1.
[0103] Embodiment 2
[0104] The light-emitting device is prepared by the same preparation method as in Example 1, except that the N-type material in the main material is formed by the above-mentioned compound N2, the P-type material in the main material is formed by the above-mentioned compound P2, and the hole blocking layer is formed by the above-mentioned compound H2.
[0105] Embodiment 3
[0106] The light-emitting device is prepared by the same preparation method as in Example 1, except that the N-type material in the main material is formed by the above-mentioned compound N3, the P-type material in the main material is formed by the above-mentioned compound P3, and the hole blocking layer is formed by the above-mentioned compound H3.
[0107] Embodiment 4
[0108] The light emitting device was prepared by the same preparation method as in Example 1, except that the amount ratio of the P-type material to the N-type material was 5:5.
[0109] Embodiment 5
[0110] The light emitting device was prepared by the same preparation method as in Example 1, except that the amount ratio of the P-type material to the N-type material was 7:3.
[0111] Comparative Example 1
[0112] The light emitting device is prepared by the same preparation method as in Example 1, except that the N-type material in the main material is formed by compound N4, the P-type material in the main material is formed by compound P4, and the hole blocking layer is formed by the above compound H4. The structural formulas of compound N4 and compound P4 are as follows:
[0113]
[0114] The physical property data of the compounds used to prepare the above light-emitting device are shown in Table 1.
[0115] Table 1
[0116]
[0117] The present invention conducts performance tests on the prepared light-emitting device, and the results are shown in Table 2.
[0118] Table 2
[0119]
[0120] In Table 2, the data of Comparative Example 1 is used as a reference, and its voltage, efficiency and life data are set to 100%. It can be seen that Example 4, Example 1, and Example 5 all use Compound P1 and Compound N1, and the molar ratio of Compound P1 to Compound N1 is 5:5, 6:4, and 7:3, respectively. As the molar ratio increases, the efficiency gradually increases, and the device voltage also gradually increases, but the device voltage is lower than the device voltage in Comparative Example 1. Therefore, Examples 1-5 of the present disclosure not only improve the efficiency, but also reduce the device voltage.
[0121] The above is only a preferred embodiment of the present disclosure and does not limit the present disclosure in any form. Although the present disclosure has been disclosed as a preferred embodiment as above, it is not used to limit the present disclosure. Any technician familiar with this profession can make some changes or modify the technical contents disclosed above into equivalent embodiments without departing from the scope of the technical solution of the present disclosure. However, any simple modification, equivalent change and modification made to the above embodiments based on the technical essence of the present disclosure without departing from the content of the technical solution of the present disclosure are still within the scope of the technical solution of the present disclosure.
Claims
1. A luminescent material, characterized in that: The light-emitting material includes a main material and a doping material, the main material includes an N-type material and a P-type material, and the N-type material includes a compound having a structural formula as shown in Formula 1 or Formula 2: wherein X1 is selected from nitrogen and carbon; Y1 is selected from hydrogen, deuterium and tritium; L1 and L2 are each independently selected from a single bond and a C6 to C30 aryl or heteroaryl group; R1, R2, and R3 are each independently selected from and a C6 to C30 aryl or heteroaryl group, and at least one of R1, R2, and R3 is X2 is selected from sulfur, oxygen and R4 and R5 are each independently selected from hydrogen and C6 to C30 aryl or heteroaryl; Y2 is selected from C6 to C30 aryl or heteroaryl; The P-type material includes a compound having a structural formula as shown in Formula 3: R6 and R7 are each independently selected from the following structural formula:
2. The luminescent material according to claim 1, characterized in that Said for and / or, for 3. The luminescent material according to claim 1 or 2, characterized in that: R4 and R5 are each independently selected from hydrogen and phenyl.
4. The luminescent material according to claim 1, characterized in that The structural formula shown in Formula 1 is: and / or The structural formula shown in Formula 2 is:
5. The luminescent material according to claim 1, characterized in that The structural formula shown in Formula 1 is:
6. The luminescent material according to claim 1, characterized in that The doping material is a phosphorescent material.
7. The luminescent material according to claim 6, characterized in that The doping material is a green phosphorescent material.
8. The luminescent material according to claim 1, characterized in that The structural formula shown in Formula 3 is:
9. A light emitting device, characterized in that: include: An anode and a cathode arranged opposite to each other; A light-emitting layer is provided between the anode and the cathode, and the light-emitting layer comprises the light-emitting material according to any one of claims 1 to 8.
10. The light emitting device according to claim 9, characterized in that: The light emitting device further comprises: An electron transport layer, disposed between the light-emitting layer and the cathode; The hole blocking layer is disposed between the electron transport layer and the light emitting layer, and the hole blocking layer includes a compound having a structural formula as shown in Formula 4: Wherein, n is a positive integer greater than or equal to 1 and less than or equal to 5; X3, X4, and X5 are each independently selected from carbon and nitrogen; L3 and L4 are each independently selected from a single bond and a C6 to C30 aryl or heteroaryl group; R8 is selected from hydrogen, C6 to C30 aryl or heteroaryl; R9, R 10 Each independently selected from and a C6 to C30 aryl or heteroaryl group.
11. The light emitting device according to claim 10, characterized in that: When X3, X4, and X5 are all carbon, R9, R 10 At least one of 12. The light emitting device according to claim 10, characterized in that: R8 is selected from 13. The light emitting device according to claim 10, characterized in that: The structural formula shown in Formula 4 is:
Citation Information
Patent Citations
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