Organic light emission diode and display apparatus including same
By employing hole-blocking, electron-blocking, and electron-transporting layers with specific compound combinations in organic electroluminescent devices, the problem of poor matching between the electron and hole sides was solved, the exciton concentration in the light-emitting region was increased, and the device lifetime and efficiency were improved.
Patent Information
- Application Number
- PCT/CN2024/098546
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-06-04
- Filing Date
- 2024-06-12
- Publication Date
- 2025-12-11
AI Technical Summary
In existing organic electroluminescent devices, poor matching between the electron and hole sides leads to low exciton concentration in the luminescent region, affecting device performance.
By employing specific compound combinations of hole blocking layer, electron blocking layer and electron transport layer, including compounds of general formula 1, general formula 2 and general formula 3, carrier balance is optimized and exciton concentration in the luminescent region is increased.
It effectively improves the device's lifetime and efficiency, and enhances the exciton concentration in the light-emitting region by optimizing the matching between the electron and hole sides.
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Figure CN2024098546_11122025_PF_FP_ABST
Abstract
Description
An organic electroluminescence device and display device comprising the same TECHNICAL FIELD
[0001] The present application relates to the technical field of display, in particular to an organic electroluminescence device and display device comprising the same. BACKGROUND
[0002] Organic electroluminescence device (OLED) technology can be used to manufacture new display products and new lighting products, and is expected to replace existing liquid crystal display and fluorescent lamp lighting, and has a very wide application prospect. The organic electroluminescence device has a sandwich structure, including an electrode material film layer and an organic optoelectronic functional material layer sandwiched between different electrode material film layers, and the organic optoelectronic functional material layer at least includes a light-emitting layer. Various different organic optoelectronic functional materials are stacked together according to the purpose to jointly form the organic electroluminescence device. As a current device, when a voltage is applied to the electrodes of the organic electroluminescence device, and the positive and negative charges in the organic optoelectronic functional material layer are subjected to an electric field, the positive and negative charges further recombine in the light-emitting layer, that is, the organic electroluminescence is generated.
[0003] The organic electroluminescence device is a double-carrier device, the holes are injected from the anode to the light-emitting region via the hole transport region, and the electrons are injected from the cathode to the light-emitting region via the electron transport region; the electrons and holes meet in the light-emitting region to form excitons, and the excitons recombine to emit light. The carriers recombine in the light-emitting region to form excitons until the organic electroluminescence is generated. In this process, there are various energy competitions, among which the collision and interaction of triplet excitons have the greatest impact on the efficiency of TTA blue light, that is, the generation of TTA→S and the proportion of TTA→S from T1 to S1. The traditional theory believes that the maximum proportion of TTA→S is 15%, that is, five triplet excitons generate one singlet exciton. Combined with the existing 25% of the fluorescence singlet internal efficiency, that is, the maximum internal quantum efficiency of the TTA blue light device is about 40%. How to maximize the internal quantum efficiency of TTA→S requires good carrier balance, appropriate T1 and S1 energy level characteristics of the blue light host BH material, and high exciton concentration of the light-emitting layer.
[0004] In order to ensure high exciton concentration of the light-emitting layer, it is required that the hole transport region and the electron transport region have appropriate transmission and injection performance. When the material collocation of the electron transport region and the hole transport region is unreasonable, it will cause poor matching of the electron side and the hole side, resulting in low exciton concentration of the light-emitting region, and thus poor device performance.
[0005] SUMMARY
[0006] In view of the above problems existing in the prior art, the present application provides an organic light-emitting device, which effectively solves the problem of poor matching of the electron side and the hole side, improves the exciton concentration of the light-emitting area, and can effectively improve the service life and efficiency of the device.
[0007] The present application provides the technical solutions as follows: an organic electroluminescence device, comprising: an anode, a hole transport region, a light-emitting region, an electron transport region, and a cathode,
[0008] The hole transport region is located above the anode;
[0009] The light-emitting region is located above the hole transport region;
[0010] The electron transport region is located above the light-emitting region;
[0011] The cathode is located above the electron transport region;
[0012] The hole transport region comprises an electron blocking layer;
[0013] The electron transport region comprises an electron transport layer and a hole blocking layer;
[0014] The hole blocking layer is located between the light-emitting region and the electron transport layer, and the electron transport layer is located between the hole blocking layer and the cathode;
[0015] The hole blocking layer comprises a compound represented by the following general formula 1:
[0016] G1, G2 are the same or different, and each independently represents a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group;
[0017] L1, L2 are the same or different, and each independently represents a direct bond, a substituted or unsubstituted C6-C 30 arylene group, a substituted or unsubstituted 5-30 membered heteroarylene group;
[0018] L 11 , L 12 , L 13 are the same or different, and each independently represents a direct bond, a substituted or unsubstituted C6-C 30 arylene group, a substituted or unsubstituted 5-30 membered heteroarylene group;
[0019] R1, R2 are the same or different, and each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group;
[0020] Z1-Z3 are independently represented by a nitrogen atom or C-H, and at least one of Z1-Z3 is represented by a nitrogen atom;
[0021] A is represented by the structure of general formula a-1;
[0022] Ring M1, Ring M2, Ring M3, Ring M4 are the same or different, and each is independently represented by a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group;
[0023] X1, X2 are the same or different, and each is independently represented by a direct bond, an oxygen atom or a sulfur atom;
[0024] The electron blocking layer comprises a compound represented by the following general formula 2:
[0025] L3, L4 are the same or different, and each is independently represented by a direct bond, a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group;
[0026] L 21 , L 22 are the same or different, and each is independently represented by a direct bond, a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group;
[0027] R3, R4 are the same or different, and each is independently represented by a hydrogen atom, a deuterium atom, a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group;
[0028] G3, G4 are the same or different, and each is independently represented by a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group;
[0029] Y1-Y8 are the same or different, and each is independently represented by a hydrogen atom, a deuterium atom, a substituted or unsubstituted C6-C 30 aromatic group, a substituted or unsubstituted 5-30 membered heteroaromatic group, and two adjacent groups of Y1-Y8 can be bonded to form a ring;
[0030] The electron transport layer comprises a compound represented by the following general formula 3:
[0031] Z4-Z6 are independently represented by a nitrogen atom or C-H, and at least one of Z4-Z6 is represented by a nitrogen atom;
[0032] Z7to Z9independently represent a nitrogen atom or C-H, and at least one of Z7to Z9represents a nitrogen atom;
[0033] G5, G6, G7, G8are the same or different and each independently represents a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group;
[0034] L5, L6, L7, L8are the same or different and each independently represents a direct bond, a substituted or unsubstituted C6-C 30 arylene group, a substituted or unsubstituted 5- to 30-membered heteroarylene group;
[0035] L 31 , L 32 , L 33 are the same or different and each independently represents a direct bond, a substituted or unsubstituted C6-C 30 arylene group, a substituted or unsubstituted 5- to 30-membered heteroarylene group;
[0036] L 32 and L 33 do not simultaneously represent a direct bond;
[0037] R5, R6are the same or different and each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group;
[0038] at least one of R5and R6is present and does not represent a hydrogen atom;
[0039] the substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group, a substituted or unsubstituted C6-C 30 arylene group, and a substituted or unsubstituted 5- to 30-membered heteroarylene group, is optionally selected from one or more of a deuterium atom, a cyano group, a straight-chain alkyl group having 1 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a cyclic alkyl group having 3 to 10 carbon atoms, a C6-C 30 aryl group, a 5- to 30-membered heteroaryl group;
[0040] the heteroatom in the heteroaryl group and the heteroarylene group is optionally selected from one or more of an oxygen atom, a sulfur atom, or a nitrogen atom.
[0041] Further, the hole transport region comprises a hole injection layer, a hole transport layer, and an electron blocking layer, the hole injection layer is positioned on the anode, the hole transport layer is positioned on the hole injection layer, and the electron blocking layer is positioned on the hole transport layer;
[0042] the light emitting region comprises a light emitting layer;
[0043] the electron transporting region comprises an electron injecting layer, an electron transporting layer and a hole blocking layer; the electron injecting layer is located between the electron transporting layer and the cathode.
[0044] Further, one pair of adjacent groups among Y1-Y8 is bonded to form the following structure:
[0045] wherein the asterisk indicates a site of annelation.
[0046] Further, the hole blocking layer comprises a compound represented by the following general formula 1A:
[0047] G1, G2, L1, L2, Z1-Z3, A are defined as in general formula 1 above;
[0048] L 12 , L 13 are the same or different, each independently represents a direct bond, a substituted or unsubstituted C6-C 30 arylene group, a substituted or unsubstituted 5-30 membered heteroarylene group;
[0049] L 12 and L 13 are not simultaneously a direct bond;
[0050] R1, R2 are the same or different, each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group;
[0051] at least one of R1 and R2 exists and is not a hydrogen atom;
[0052] the substituents in the substituted or unsubstituted C6-C 30 aryl group, the substituted or unsubstituted 5-30 membered heteroaryl group, the substituted or unsubstituted C6-C 30 arylene group and the substituted or unsubstituted 5-30 membered heteroarylene group are optionally selected from one or more of a deuterium atom, a cyano group, a straight chain alkyl group having 1 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a cyclic alkyl group having 3 to 10 carbon atoms, a C6-C 30 aryl group, a 5-30 membered heteroaryl group;
[0053] the heteroatoms in the heteroaryl group and the heteroarylene group are optionally selected from one or more of an oxygen atom, a sulfur atom or a nitrogen atom.
[0054] Further, the electron blocking layer comprises a compound represented by the following general formula 2A or general formula 2B:
[0055] The L3, L4, L 22 , R3, R4, G3, G4, Y1-Y8 are defined as in general formula 2 above.
[0056] Further, the electron transport layer comprises a compound represented by the following general formula 3A:
[0057] The Z4-Z6, Z7-Z9, G5, G6, G7, G8, L5, L6, L7, L8, L 32 , L 33 , R5, R6 are defined as in general formula 3 above.
[0058] Further, the general formula 1 is selected from the following general formula 1-1 to general formula 1-3:
[0059] The G1, G2 are independently a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group;
[0060] The R1 is a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group;
[0061] The Z1-Z3 are independently a nitrogen atom or a C-H, and at least one of the Z1-Z3 is a nitrogen atom.
[0062] The A is selected from the following groups:
[0063] The X1, X2 are independently an oxygen atom or a sulfur atom.
[0064] Further, the general formula 1 is selected from the following structures:
[0065] The G1, G2, G 11respectively and independently represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothiophenyl group;
[0066] Z1, Z2, Z3respectively and independently represent a nitrogen atom or C-H, and at least one of them represents a nitrogen atom;
[0067] A is selected from the following structures:
[0068] The substituents of the substituents of the above-mentioned substituents are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a furanyl group, a thiophenyl group, a benzofuranyl group, a benzothiophenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group.
[0069] Further, the general formula 3 is selected from the following structures:
[0070] Z4-Z6, Z7-Z9, G5, G6, G7, G8are defined as above in the general formula 3;
[0071] R5, R6respectively and independently represent a deuterium atom, a cyano group, a substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30-membered heteroaryl group;
[0072] The substituents of the substituted or unsubstituted C6-C 30 aryl group, a substituted or unsubstituted 5-30-membered heteroaryl group are optionally selected from one or more of a deuterium atom, a cyano group, a linear alkyl group having 1 to 10 carbon atoms, a branched alkyl group having 3 to 10 carbon atoms, a cyclic alkyl group having 3 to 10 carbon atoms, a C6-C 30 aryl group, a 5-30-membered heteroaryl group;
[0073] The heteroatoms in the heteroaryl group are optionally selected from one or more of an oxygen atom, a sulfur atom, or a nitrogen atom.
[0074] Further, the general formula 3 is selected from the following structures:
[0075] G5, G6, G7, G8, R5, R6, respectively, represent independently substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted pyridyl, substituted or unsubstituted pyrimidyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted furanyl, substituted or unsubstituted thiophenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzothiophenyl;
[0076] Z4, Z5, Z6, respectively, represent independently nitrogen atom or C-H, and at least one represents nitrogen atom;
[0077] Z7, Z8, Z9, respectively, represent independently nitrogen atom or C-H, and at least one represents nitrogen atom;
[0078] The substituents of the substituents of the above-mentioned substituents are optionally selected from one or more of deuterium atom, cyano group, phenyl group, naphthyl group, biphenyl group, terphenyl group, furanyl group, thiophenyl group, benzofuranyl group, benzothiophenyl group, dibenzofuranyl group, dibenzothiophenyl group, carbazolyl group, pyridyl group or pyrimidyl group.
[0079] Further, the general formula 2 is selected from any one of the structures represented by general formula 2-1 to general formula 2-3:
[0080] G3, G4, R3, R4, respectively, represent independently substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted furanyl, substituted or unsubstituted thiophenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzothiophenyl;
[0081] Y1-Y8, respectively, represent independently hydrogen atom, deuterium atom, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted biphenyl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted terphenyl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted furanyl, substituted or unsubstituted thiophenyl, substituted or unsubstituted benzofuranyl, substituted or unsubstituted benzothiophenyl;
[0082] L3, L4, respectively, represent independently direct bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted biphenylene, substituted or unsubstituted dibenzofuranylene, substituted or unsubstituted dibenzothiophenylene;
[0083] The substituents of the substitutable groups are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group.
[0084] Further, the general formula 2 is selected from any one of the following structures:
[0085] G3, G4, R3, respectively, represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group;
[0086] Y1-Y8, respectively, represent a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group;
[0087] L1, L2, L3, L4, respectively, represent a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothienylene group; 22
[0088] The substituents of the substitutable groups are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group.
[0089] Further, the general formula 1 is selected from any one of the following structures:
[0090] Further, the general formula 2 is selected from any one of the following structures:
[0091] Further, the general formula 3 is selected from the following structures:
[0092] Further, the light-emitting region comprises a blue light-emitting region, and the blue light-emitting region comprises a blue light host material and a blue light dopant material.
[0093] The material in the hole blocking layer and the blue light dopant material in the blue light-emitting region satisfy the following mathematical expression: E HOMO-HB > E HOMO-BD , Formula 1
[0094] E HOMO-HB is the absolute value of the HOMO level of the material of the hole blocking layer, and
[0095] E HOMO-BD is the absolute value of the HOMO level of the blue light dopant material in the blue light-emitting region,
[0096] The material in the electron transport layer and the blue light dopant material in the blue light-emitting region satisfy the following mathematical expression 2: E LUMO-ET -E LUMO-BD ≥ 0 eV, Formula 2
[0097] E LUMO-ET is the absolute value of the LUMO level of the material in the electron transport layer, and
[0098] E LUMO-BD is the absolute value of the LUMO level of the blue light dopant material in the blue light-emitting region.
[0099] The application also provides a display device comprising the organic electroluminescent device.
[0100] The application has the beneficial technical effects that the application provides an organic electroluminescent device, the compound represented by general formula 1 is selected for the hole blocking layer, the compound represented by general formula 2 is selected for the electron blocking layer, and the compound represented by general formula 3 is selected for the electron transport layer. This kind of combination and collocation can effectively solve the problem of poor matching of the electron side and the hole side, improve the exciton concentration of the light-emitting region, and effectively improve the device life and efficiency. BRIEF DESCRIPTION OF DRAWINGS
[0101] FIG. 1 is a structural schematic diagram of the organic electroluminescent device of the application. In the figure, 1 is a transparent substrate layer, 2 is an anode layer; 3 is a hole injection layer, 4 is a hole transport layer, 5 is an electron blocking layer, 6 is a light-emitting layer, 7 is a hole blocking layer, 8 is an electron transport layer, 9 is an electron injection layer, 10 is a cathode layer, and 11 is a light extraction layer. Detailed Implementation
[0102] The technical solution of this application will be described in detail below with reference to the implementation plan.
[0103] In this application, unless otherwise stated, HOMO refers to the highest occupied orbital of a molecule, and LUMO refers to the lowest empty orbital of a molecule. Furthermore, in this application, HOMO and LUMO energy levels are expressed in absolute values, and comparisons between energy levels are made by comparing their absolute values. Those skilled in the art know that the larger the absolute value of an energy level, the lower its energy.
[0104] In the accompanying drawings, the dimensions of layers and regions may be exaggerated for clarity. It will also be understood that when a layer or element is referred to as being "above" another layer or substrate, the layer or element may be located directly above that other layer or substrate, or there may be intermediate layers. Furthermore, it will be understood that when a layer is referred to as being "between" two layers, the layer may be the only layer between the two layers, or there may be one or more intermediate layers.
[0105] In this application, the terms "upper" and "lower," used to indicate orientation when describing electrodes, organic electroluminescent devices, and other structures, only indicate orientation in a specific state and do not imply that the related structures can only exist in the stated orientation. Conversely, if a structure can be repositioned, such as by inverting it, the orientation of the structure will change accordingly. Specifically, in this application, the "lower" side of an electrode refers to the side of the electrode closer to the substrate during fabrication, while the opposite side farther from the substrate is the "upper" side.
[0106] The substituted or unsubstituted C6-C described in this application 30 The aryl group refers to an aryl group with 6 to 30 carbon atoms, preferably an aryl group with 6 to 20 carbon atoms, and even more preferably an aryl group with 6 to 10 carbon atoms.
[0107] The substituted or unsubstituted C6-C described in this application 30 The aryl group is preferably substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted anthraquinone, substituted or unsubstituted fluorenyl, substituted or unsubstituted dimethylfluorenyl, substituted or unsubstituted diphenylfluorenyl, substituted or unsubstituted spirofluorenyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted tetraphenyl, substituted or unsubstituted pyrene, substituted or unsubstituted diphenyl, substituted or unsubstituted triphenyl, substituted or unsubstituted para-triphenyl, substituted or unsubstituted meta-triphenyl, substituted or unsubstituted The group may contain, but is not limited to, substituted or unsubstituted triphenyl, substituted or unsubstituted peryl, substituted or unsubstituted indole, and combinations thereof or combinations of the foregoing groups forming a fused ring.
[0108] The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms. 30 The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms.
[0109] The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms. 30 The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms. The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms.
[0110] The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms.
[0111] The substituted or unsubstituted C6-C30 arylene group in the present application means an arylene group having 6 to 30 carbon atoms, preferably an arylene group having 6 to 20 carbon atoms, and more preferably an arylene group having 6 to 10 carbon atoms.
[0112] The substituted or unsubstituted 5-30-membered heteroaryl group described in the present application means a heteroaryl group having 5 to 30 ring-forming atoms, preferably a heteroaryl group having 5 to 20 ring-forming atoms, and more preferably a heteroaryl group having 5 to 10 ring-forming atoms.
[0113] The substituted or unsubstituted 5-30-membered heteroaryl group described in the present application preferably means a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted quinolinyl group, a substituted or unsubstituted isoquinolinyl group, a substituted or unsubstituted quinazolinyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted naphthylidene group, a substituted or unsubstituted benzoxazinyl group, a substituted or unsubstituted benzothiazinyl group, a substituted or unsubstituted azacyclinyl group, a substituted or unsubstituted phthalazinyl group, a substituted or unsubstituted phenoxazinyl group, a substituted or unsubstituted phenothiazinyl group, a substituted or unsubstituted phenoxathiinyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted N-phenylcarbazolyl group, and combinations thereof or fused rings of the foregoing, but is not limited thereto.
[0114] The straight-chain alkyl group having 1 to 10 carbon atoms described in the present application means a methyl group, an ethyl group, a propyl group, a n-butyl group, a n-pentyl group, an octyl group, a heptyl group, a n-decyl group, and the like, but is not limited thereto.
[0115] The branched alkyl group having 3 to 10 carbon atoms described in the present application means an isopropyl group, a t-butyl group, an isobutyl group, a sec-butyl group, a neopentyl group, an iso-pentyl group, a 1-methylpentyl group, a 2-methylpentyl group, a 3-methylpentyl group, a 1-butylpentyl group, and the like, but is not limited thereto.
[0116] The cyclic alkyl group having 3 to 10 carbon atoms described in the present application means a saturated hydrocarbon group including 3 to 10 carbon atoms as ring-forming atoms. In the present context, C4-C9 cycloalkyl groups are preferably used, more preferably C5-C8 cycloalkyl groups, and particularly preferably C5-C7 cycloalkyl groups. Non-limiting examples thereof can include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a 4-methylcyclohexyl group, a 4,4-dimethylcyclohexyl group, an adamantyl group, and a cycloheptyl group, and the like, but are not limited thereto.
[0117] The organic electroluminescent device of the present application can be a bottom emission organic electroluminescent device, a top emission organic electroluminescent device or a stacked organic electroluminescent device, and is not particularly limited.
[0118] The organic electroluminescent device of the present application comprises, in order, a substrate, an anode, a hole transport region, a light emitting region, an electron transport region and a cathode. The hole transport region comprises an electron blocking layer, and the electron transport region comprises a hole blocking layer and an electron transport layer.
[0119] The organic electroluminescent device of the present application comprises, in order, a substrate, an anode, a hole transport region, a light emitting region, an electron transport region and a cathode. The hole transport region comprises a hole injection layer, a hole transport layer and an electron blocking layer, the light emitting region comprises a light emitting layer, the electron transport region comprises a hole blocking layer, an electron transport layer and an electron injection layer, and a light extraction layer can be further provided on the cathode.
[0120] The organic electroluminescent device of the present application can comprise the following layers and the positional relationship of each layer: a substrate, an anode, 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, a cathode and a light extraction layer, if the above layers exist. The anode is on the substrate, the hole injection layer is on the anode, the hole transport layer is on the hole injection layer, the electron blocking layer is on the hole transport layer, the light emitting layer is on the electron blocking layer, the hole blocking layer is on the light emitting layer, the electron transport layer is on the hole blocking layer, the electron injection layer is on the electron transport layer, the cathode is on the electron injection layer, and the light extraction layer is on the cathode.
[0121] As the substrate of the organic electroluminescent device of the present application, any substrate commonly used in organic electroluminescent devices can be used. Examples are transparent substrates such as glass or transparent plastic substrates; non-transparent substrates such as silicon substrates; flexible PI film substrates. Different substrates have different mechanical strength, thermal stability, transparency, surface smoothness, water resistance. Depending on the properties of the substrate, its use direction is different. In the present application, a transparent glass substrate is preferably used, and the thickness of the substrate is not particularly limited.
[0122] An anode is formed on the substrate, and the anode material is preferably a material having a high work function so that holes are easily injected into the organic functional material layer. Non-limiting examples of the anode material include, but are not limited to, indium tin oxide (ITO), indium zinc oxide (IZO), tin oxide (Sn02), zinc oxide (ZnO), magnesium (Mg), aluminum (Al), silver (Ag), aluminum-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag). The first electrode can have a single layer structure or a multi-layer structure including two or more layers. In addition, the thickness of the anode depends on the material used, and is generally 50-500 nm, preferably 70-300 nm, and more preferably 100-200 nm.
[0123] A hole injection layer, a hole transport layer, and an electron blocking layer can be provided between the anode and the light-emitting layer.
[0124] The hole injection layer can include a host material and a P-type dopant material, the host material can be selected from conventional hole transport materials in the art, preferably the same organic material as the hole transport layer, and the P-type dopant material is a compound having charge conductivity disclosed in the art, which can be selected from the compounds disclosed in the following patent documents: WO2011073149A, EP1968131A1, EP2276085A1, EP2213662A1, EP1722602A1, EP2045848A1, DE102007031220A1, US20100181555A1, US20100102709A1, WO2009003455A1, WO2010094378A1, WO2011120709A1, US20100096600A1, DE102012209523A1, CN101728485A, and WO2012095143A1, but is not limited thereto.
[0125] The thickness of the hole injection layer of the present application can be 1-100 nm, preferably 2-50 nm, and more preferably 5-20 nm.
[0126] The material of the hole transport layer is preferably a material having a high hole mobility, which enables the transfer of holes from the anode or the hole injection layer to the light-emitting layer.
[0127] Preferably, as the hole transport layer material of the present application, it can be optionally selected from the compounds disclosed in the following prior art documents:
[0128] JP1996048656A, CN1702065A, CN101535256A, CN103108859A, US20120112176A1, JP1989142657A, DE102010045405 A1.
[0129] The thickness of the hole transport layer of the present application can be 5-200 nm, preferably 10-180 nm, and more preferably 20-150 nm.
[0130] The electron blocking layer requires that the triplet (T1) energy level of the material is higher than the T1 energy level of the host material in the light-emitting layer, which can block the energy loss of the light-emitting layer material; the HOMO energy level of the electron blocking layer material is between the HOMO energy level of the hole transport layer material and the HOMO energy level of the light-emitting layer host material, which is conducive to the injection of holes from the positive electrode into the light-emitting layer, while the electron blocking layer material requires high hole mobility, which is conducive to hole transport and reduces the power consumption of the device; the LUMO energy level of the electron blocking layer material is higher than the LUMO energy level of the light-emitting layer host material, which plays a role in blocking electrons, that is, the electron blocking layer material requires a wide band gap (Eg). The electron blocking layer material that meets the above conditions is a compound represented by the general formula 2 described above.
[0131] According to the present application, the thickness of the electron blocking layer can be 1-200 nm, preferably 5-150 nm, and more preferably 5-50 nm.
[0132] According to the present application, the light-emitting layer is located between the electron blocking layer and the hole blocking layer, and the material of the light-emitting layer is a material that can emit visible light by receiving holes from the hole transport region and electrons from the electron transport region, respectively, and combining the received holes and electrons. The light-emitting layer can include a host material and a dopant material. The host material can be divided into red light host material, green light host material, blue light host material, etc., and the dopant material can be divided into red light dopant material, green light dopant material, blue light dopant material, etc. The present application takes a blue device as an example, as the host material and the guest material of the light-emitting layer of the organic electroluminescent device of the present application, wherein the host material can be one or a combination of two of anthracene derivatives, quinoxaline derivatives, triazine derivatives, xanthone derivatives, benzophenone derivatives, carbazole derivatives, pyridine derivatives, or pyrimidine derivatives. The guest material can be a pyrene derivative, a boron derivative, a fluorene derivative, a spirofluorene derivative, an iridium complex, or a platinum complex.
[0133] The thickness of the light-emitting layer of the present application can be 5-60 nm, preferably 10-50 nm, and more preferably 20-45 nm.
[0134] A hole blocking layer can be disposed on the light emitting layer. The hole blocking layer material has a triplet (T1) energy level higher than the T1 energy level of the host material of the light emitting layer, which can function to block energy loss of the light emitting layer material; the material has a HOMO energy level lower than the HOMO energy level of the host material of the light emitting layer, which functions to block holes, and at the same time requires the hole blocking layer material to have a suitable electron mobility, which is beneficial for electron transport and reduces the power consumption of the device; the hole blocking layer material satisfying the above conditions is a compound represented by the general formula 1 described above.
[0135] The hole blocking layer of the present application can have a thickness of 2 to 200 nm, preferably 5 to 150 nm, and more preferably 5 to 50 nm, but the thickness is not limited to this range.
[0136] An electron transport layer can be disposed on the hole blocking layer. The electron transport layer material is a material that easily receives electrons from the cathode and transfers the received electrons to the light emitting layer. A material having a high electron mobility is preferred. The electron transport material satisfying the above conditions is a compound represented by the general formula 3 described above.
[0137] In a preferred embodiment of the present application, the electron transport layer further includes other compounds conventionally used for the electron transport layer, for example, Alq3, Liq, and preferably Liq.
[0138] The electron transport layer of the present application can have a thickness of 10 to 80 nm, preferably 20 to 60 nm, and more preferably 25 to 45 nm.
[0139] According to the present application, an electron injection layer can be disposed between the electron transport layer and the cathode. The electron injection layer material is generally a material having a low work function, which allows easy injection of electrons into the organic functional material layer. Preferably, the electron injection layer material is an N-type metal material. As the electron injection layer material of the organic electroluminescent device of the present application, the electron injection layer materials for organic electroluminescent devices disclosed in the prior art, such as LiF, Cs2CO3, CsF, Csq, NaF, MgF2, CaF2, Al2O3, and Yb, can be used.
[0140] The electron injection layer of the present application can have a thickness of 0.1 to 5 nm, preferably 0.5 to 3 nm, and more preferably 0.8 to 1.5 nm, but the thickness is not limited to this range.
[0141] According to the present application, as previously described, the material for forming the cathode can be a material having a low work function, such as a metal, an alloy, a conductive compound, or a mixture thereof, in the present application. Non-limiting examples of the cathode material can include lithium (Li), ytterbium (Yb), magnesium (Mg), aluminum (Al), calcium (Ca), and aluminum-lithium (Al-Li), magnesium-indium (Mg-In), and magnesium-silver (Mg-Ag). The thickness of the cathode depends on the material used, and is typically 5-100 nm, preferably 7-50 nm, and more preferably 10-25 nm.
[0142] Optionally, in order to improve the light extraction efficiency of the organic electroluminescent device, a light extraction layer (i.e., a CPL layer) can also be added on the cathode of the device. The following compounds disclosed in the art in the prior art can be used as the light extraction layer material.
[0143] CN103828485A, CN106946859A, KR1020170116927A, CN109206420A, CN112310292A, CN110229145A, KR1020210052171A, CN111869326A, TW201920606A, CN110256358A.
[0144] The thickness of the light extraction layer is typically 5-300 nm, preferably 20-100 nm, and more preferably 40-80 nm.
[0145] The organic electroluminescent device can further include an encapsulation structure. The encapsulation structure can be a protective structure that prevents external substances such as moisture and oxygen from entering the organic layer of the organic electroluminescent device. The encapsulation structure can be, for example, a can such as a glass can or a metal can, or a thin film covering the entire surface of the organic layer.
[0146] A method for manufacturing the above-described organic electroluminescent device according to the present application includes sequentially laminating an anode, a hole transport region thin film layer, a light emitting region thin film layer, and an electron transport region thin film layer, and a cathode on a substrate. The hole transport region thin film layer is formed by sequentially laminating a hole injection layer, a hole transport layer, and an electron blocking layer from bottom to top on the anode, the light emitting region thin film layer is formed by laminating a light emitting layer on the electron blocking layer, and the electron transport region thin film layer is formed by sequentially laminating a hole blocking layer, an electron transport layer, and an electron injection layer from bottom to top on the light emitting layer. In addition, optionally, a light extraction layer can also be laminated on the second electrode to improve the light extraction efficiency of the organic electroluminescent device.
[0147] As for the lamination, a method such as vacuum deposition, vacuum evaporation, spin coating, casting, LB method, inkjet printing, laser printing, or LITI can be used, but is not limited thereto. Among them, vacuum evaporation means heating and plating a material onto a substrate in a vacuum environment.
[0148] In the present application, it is preferred to form the respective layers using a vacuum evaporation method, in which vacuum evaporation can be performed at a temperature of about 100 to 500°C at a rate of about 0.1 to 10 A / sec. -8 -10 -2 Torr and about A / sec. The vacuum degree is preferably 10 -6 -10 -2 Torr, and more preferably 10 -5 -10 -3 Torr. The rate is about more preferably about
[0149] In addition, it should be noted that the materials described in the present application for forming the respective layers can be used as a single layer by being deposited as a single film, can be used as a single layer by being deposited after being mixed with other materials, and can be a stacked structure between layers deposited as a single film, a stacked structure between layers deposited after being mixed, or a stacked structure of layers deposited as a single film and layers deposited after being mixed.
[0150] The present application also relates to a display device including the above-described organic electroluminescent device, particularly a flat panel display device. In a preferred embodiment, the display device can include one or more of the above-described organic electroluminescent devices, and in the case of including a plurality of devices, the devices are combined in a lateral or longitudinal stack. The display device can also include at least one thin film transistor. The thin film transistor can include a gate electrode, a source electrode and a drain electrode, a gate insulating layer, and an active layer, wherein one of the source electrode and the drain electrode can be electrically connected to the first electrode of the organic electroluminescent device. The active layer can include crystalline silicon, amorphous silicon, an organic semiconductor, or an oxide semiconductor, but is not limited thereto.
[0151] The following examples are intended to better explain the present application, but the scope of the present application is not limited thereto.
[0152] I. Compound preparation examples
[0153] The synthesis of the compound is described in patent CN2022117041592;
[0154] The synthesis of the compound is described in patent CN2023107326769;
[0155] The synthesis of the compound is described in patent CN2019104900219;
[0156] The synthesis of the compound is described in patent CN2021103115628;
[0157] Compound The synthesis of the compound is described in patent CN2020111642731;
[0158] Compound The synthesis of the compound is described in patent CN2022105029195.
[0159] II. Device preparation examples
[0160] The application effects of the compound according to the present application in the device in the following device examples 1-24 and device comparison examples 1-21 are described in detail. The device preparation processes of the device examples 1-24 and the device comparison examples 1-21 are completely the same, and the same substrate material and electrode material are used, and the film thickness of the electrode material is also consistent. The difference is that the electron blocking layer material, the hole blocking layer material or the electron transport layer material in the device is changed. The specific device layer structures of the device examples 1-24 and the device comparison examples 1-21 are shown in Table 1, and the performance test results of each device are shown in Table 2.
[0161] The molecular structure of the related material is shown as follows:
[0162] Device comparison example 1
[0163] The specific preparation process is as follows:
[0164] As shown in Fig. 1, the transparent substrate layer 1 is transparent glass, Ag (100 nm) is evaporated as an anode layer 2, on the anode layer 2, HT-1 and P-1 with a film thickness of 10 nm are evaporated as a hole injection layer 3 by using a vacuum evaporation device, the mass ratio of HT-1 and P-1 is 97:3. Then, HT-1 with a thickness of 130 nm is evaporated as a hole transport layer 4. Subsequently, EB-1 with a thickness of 5 nm is evaporated as an electron blocking layer 5. After the evaporation of the above-mentioned electron blocking material is completed, a light-emitting layer 6 of the organic electroluminescent device is prepared, BH-1 is used as a host material, and BD-1 is used as a dopant material, the doping ratio of the dopant material is 3% by weight, and the film thickness of the light-emitting layer is 20 nm. After the light-emitting layer 6, HB-1 is continuously evaporated with a film thickness of 5 nm as a hole blocking layer 7. On the hole blocking layer 7, ET-1 and Liq are continuously evaporated with a mass ratio of 1:1. The film thickness of the material evaporated in vacuum is 30 nm, which is an electron transport layer 8. On the electron transport layer 8, a LiF layer with a film thickness of 1 nm is prepared by a vacuum evaporation device, which is an electron injection layer 9. On the electron injection layer 9, an Mg:Ag electrode layer with a film thickness of 16 nm is prepared by a vacuum evaporation device, the mass ratio of Mg and Ag is 1:9, which is a cathode layer 10. On the cathode layer 10, CP-1 with a thickness of 65 nm is vacuum evaporated as a light extraction layer 11.
[0165] Device examples 1-24 and device comparison examples 2-21 are prepared in the same way as device comparison example 1, except that the electron blocking layer material, the hole blocking layer material or the electron transport layer material in Table 1 below is used.
[0166] Table 1
[0167] The devices prepared in II are tested for current efficiency (Index = current efficiency / CIEy), CIEy and LT95 lifetime. The current efficiency and CIEy are tested using an IVL (current-voltage-luminance) test system (Suzhou Fudashan Scientific Instrument Co., Ltd.), and the current density during testing is 10 mA / cm 2 . LT95 refers to the time taken for the luminance of the device to decay to 95% of the initial luminance, and the current density during testing is 30 mA / cm 2 ; the lifetime test system is an EAS-62C type OLED device lifetime tester from Japan System Technique Co., Ltd.; and the test results are shown in Table 2 below.
[0168] Table 2
[0169] As can be seen from the device test data results of Table 2 above, the organic electroluminescent device of the present application, by selecting the compound represented by general formula 1 for the hole blocking layer, the compound represented by general formula 2 for the electron blocking layer, and the compound represented by general formula 3 for the electron transport layer, can effectively improve the device efficiency and prolong the device life.
[0170] The above description is merely the preferred embodiment of the present application, and is not intended to limit the present application. Any modification, equivalent replacement, improvement, etc. made within the spirit and principle of the present application shall be included in the protection scope of the present application.
Claims
1. An organic electroluminescent device comprising: an anode, a hole transport region, a light emitting region, an electron transport region, and a cathode, wherein the hole transport region is on the anode; the light emitting region is on the hole transport region; the electron transport region is on the light emitting region; the cathode is on the electron transport region; the hole transport region comprises an electron blocking layer; the electron transport region comprises an electron transport layer and a hole blocking layer; the hole blocking layer is between the light emitting region and the electron transport layer, and the electron transport layer is between the hole blocking layer and the cathode; wherein Z1-Z3 are independently a nitrogen atom or C-H, and at least one of Z1-Z3 is a nitrogen atom; wherein X1 and X2 are the same or different, and each is independently a direct bond, an oxygen atom, or a sulfur atom; wherein Z4-Z6 are independently a nitrogen atom or C-H, and at least one of Z4-Z6 is a nitrogen atom; wherein Z7-Z9 are independently a nitrogen atom or C-H, and at least one of Z7-Z9 is a nitrogen atom; wherein at least one of R5 and R6 is present and is not a hydrogen atom; and wherein the heteroatom in the heteroaryl and heteroarylene groups is optionally one or more of an oxygen atom, a sulfur atom, or a nitrogen atom.
2. The device of claim 1, wherein G1, G2, L1, L2, Z1-Z3, and A are as defined in claim 1 for Formula 1.
3. The device of claim 1, wherein at least one of R1 and R2 is present and is not a hydrogen atom.
4. The device of claim 1, wherein the heteroatom in the heteroaryl and heteroarylene groups is optionally one or more of an oxygen atom, a sulfur atom, or a nitrogen atom.
5. The device of claim 1, wherein Z1-Z3 are independently a nitrogen atom or C-H, and at least one of Z1-Z3 is a nitrogen atom.
6. The device of claim 1, wherein X1 and X2 are independently an oxygen atom or a sulfur atom.
7. The device of claim 1, wherein Z1, Z2, and Z3 are independently a nitrogen atom or C-H, and at least one is a nitrogen atom.
8. The device of claim 1, wherein the substituents that can substitute the substitutable groups are optionally one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group. characterized in that the hole-blocking layer comprises a compound represented by the following general formula 1: G1, G2are the same or different and each independently represents a substituted or unsubstituted C6-Ci8aryl, a substituted or unsubstituted 5-30 membered heteroaryl; 30 G1, G2are the same or different and each independently represents a substituted or unsubstituted C6-Ci8aryl, a substituted or unsubstituted 5-30 membered heteroaryl; L1, L2are the same or different, each independently represents a direct bond, a substituted or unsubstituted C6-C30arylene, a substituted or unsubstituted 5-30 membered heteroarylene; and 30 a substituted or unsubstituted 5-30 membered heteroarylene; and L 11 L 12 L 13 Whether they are the same or different, they are independently represented as direct bonds, substituted or unsubstituted C6-C. 30 arylene, substituted or unsubstituted 5-30 ternarylene groups; R1, R2are the same or different, each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group; 30 a substituted or unsubstituted 5-30 membered heteroaryl group; 9. The device of claim 1, wherein Z4-Z6, Z7-Z9, G5, G6, G7, and G8 are as defined in claim 1 for Formula 3. A represents a structure represented by general formula a-1; Ring M1, Ring M2, Ring M3, Ring M4 are the same or different, each independently represents a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group; 30 substituted or unsubstituted 5-30 membered heteroaryl group; 10. The device of claim 1, wherein the heteroatom in the heteroaryl group is optionally one or more of an oxygen atom, a sulfur atom, or a nitrogen atom. The electron blocking layer comprises a compound represented by the following general formula 2: L3, L4are the same or different, each independently represents a direct bond, a substituted or unsubstituted C6-C30arylene, a substituted or unsubstituted 5-30 membered heteroarylene; and 30 a substituted or unsubstituted 5-30 membered heteroarylene; and L 21 , L 22 identical or different, each independently represents a direct bond, a substituted or unsubstituted C6-C30 arylene, or a substituted or unsubstituted 5-30 membered heteroarylene; and 30 identical or different, each independently represents a direct bond, a substituted or unsubstituted C6-C 30 30 arylene, or a substituted or unsubstituted 5-30 membered heteroarylene; and R3, R4are the same or different, each independently represents a hydrogen atom, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group; 30 a substituted or unsubstituted 5- to 30-membered heteroaryl group; G3, G4are the same or different and each independently represents a substituted or unsubstituted C6-Ci0aryl, a substituted or unsubstituted 5- to 30-membered heteroaryl; 30 G3, G4are the same or different and each independently represents a substituted or unsubstituted C6-Ci0aryl, a substituted or unsubstituted 5- to 30-membered heteroaryl; Y1-Y8are the same or different and each independently represents a hydrogen atom, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group, and adjacent two groups among Y1-Y8may be bonded to form a ring. 30 Y1-Y8are the same or different and each independently represents a hydrogen atom, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group, and adjacent two groups among Y1-Y8may be bonded to form a ring. The electron transport layer comprises a compound represented by the following general formula 3:
11. The device of claim 1, wherein G5, G6, G7, G8, R5, and R6 are independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, or a substituted or unsubstituted benzothienyl group.
12. The device of claim 1, wherein Z4, Z5, and Z6 are independently a nitrogen atom or C-H, and at least one is a nitrogen atom. G5, G6, G7, G8are the same or different and each independently represents a substituted or unsubstituted C6-C30aryl, a substituted or unsubstituted 5- to 30-membered heteroaryl; 30 G5, G6, G7, G8are the same or different and each independently represents a substituted or unsubstituted C6-C30aryl, a substituted or unsubstituted 5- to 30-membered heteroaryl; L5, L6, L7, L8are the same or different, each independently represents a direct bond, a substituted or unsubstituted C6-C30arylene, a substituted or unsubstituted 5-30 membered heteroarylene; and 30 a substituted or unsubstituted 5-30 membered heteroarylene; and L 31 L 32 L 33 Whether they are the same or different, they are independently represented as direct bonds, substituted or unsubstituted C6-C. 30 arylene, substituted or unsubstituted 5-30 ternarylene groups; L 32 and L 33 does not represent a direct bond; R5, R6are the same or different, each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group; 30 a substituted or unsubstituted 5-30 membered heteroaryl group; said substituted or unsubstituted C6-C30aryl, substituted or unsubstituted 5- to 30-membered heteroaryl, substituted or unsubstituted 30 said substituted or unsubstituted C6-C30aryl, substituted or unsubstituted 5- to 30-membered heteroaryl, substituted or unsubstituted C6-C 30 The substituents in the arylene group and the substituted or unsubstituted 5-30 member heteroarylene group are selected from deuterium, cyano, straight-chain alkyl with 1 to 10 carbon atoms, branched alkyl with 3 to 10 carbon atoms, cyclic alkyl with 3 to 10 carbon atoms, C6-C 30 One or more of the following: aryl, 5-30 quinone heteroaryl; 2. An organic electroluminescent device according to claim 1, characterized in that: The hole-blocking layer comprises a compound represented by the following general formula 1A: L 12 L 13 Whether they are the same or different, they are independently represented as direct bonds, substituted or unsubstituted C6-C. 30 arylene, substituted or unsubstituted 5-30 ternarylene groups; L 12 and L 13 does not represent a direct bond; R1, R2are the same or different, each independently represents a hydrogen atom, a cyano group, a deuterium atom, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5-30 membered heteroaryl group; 30 a substituted or unsubstituted 5-30 membered heteroaryl group; The substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted 5-30 ternaryl, substituted or unsubstituted C6-C 30 The substituents in the arylene group and the substituted or unsubstituted 5-30 member heteroarylene group are selected from deuterium, cyano, straight-chain alkyl with 1 to 10 carbon atoms, branched alkyl with 3 to 10 carbon atoms, cyclic alkyl with 3 to 10 carbon atoms, C6-C 30 One or more of the following: aryl, 5-30 quinone heteroaryl; 3. An organic electroluminescent device according to claim 1, characterized in that: The electron blocking layer comprises a compound represented by the following general formula 2A or general formula 2B: L3, L4, L 22 R3, R4, G3, G4, Y1-Y8 are defined as in general formula 2 of claim 1.
4. An organic electroluminescent device according to claim 1, characterized in that: The electron transport layer comprises a compound represented by the following general formula 3A: The Z4-Z6, Z7-Z9, G5, G6, G7, G8, L5, L6, L7, L8, L 32 L 33 R5 and R6 are defined in general formula 3 of claim 1.
5. The organic electroluminescent device according to claim 1, wherein: The general formula 1 is selected from the structures shown in general formula 1-1 to general formula 1-3 as follows: G1 and G2 are independently represented as substituted or unsubstituted C6-C, respectively. 30 aryl, substituted or unsubstituted heteroaryl groups of 5-30 members; R1represents a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group; 30 R1represents a hydrogen atom, a deuterium atom, a cyano group, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group; A is selected from the group consisting of: 6. The organic electroluminescent device according to claim 1, wherein: The general formula 1 is selected from the structures shown below; G1, G2, G 11 each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted pyrimidyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothiophenyl group; A is selected from the structures shown below; 7. The organic electroluminescent device according to claim 1, wherein: said general formula 3 is selected from the structures shown in general formula 3-1 to general formula 3-3: R5and R6independently represent a deuterium atom, a cyano group, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group; and 30 R5and R6independently represent a deuterium atom, a cyano group, a substituted or unsubstituted C6-C30aryl group, a substituted or unsubstituted 5- to 30-membered heteroaryl group; and the substituted or unsubstituted C6-C 30 substituents in the substituted or unsubstituted C6-C 30 one or several of the following: a substituted or unsubstituted C6-C 8. The organic electroluminescent device according to claim 1, wherein: said general formula 3 is selected from the group consisting of the following structures; Z7, Z8, Z9, respectively, independently represent a nitrogen atom or C-H, and at least one represents a nitrogen atom; The substituents of the substitutable groups described above are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a bi-phenyl group, a tri-phenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group. G3, G4, R3, R4, respectively, independently represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted bi-phenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted tri-phenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group; 9. The organic electroluminescent device according to claim 1, wherein the organic electroluminescent device is a white organic electroluminescent device. The general formula 2 is selected from any one of the structures shown in general formula 2-1 to general formula 2-3: Y1 to Y8, respectively, independently represent a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted bi-phenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted tri-phenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group; L3, L4, respectively, independently represent a direct bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted bi-phenylene group, a substituted or unsubstituted dibenzofuranylene group, a substituted or unsubstituted dibenzothienylene group; The substituents of the substitutable groups described above are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a bi-phenyl group, a tri-phenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group. G3, G4, R3, R4, respectively, independently represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted bi-phenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted tri-phenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group; 10. The organic electroluminescent device according to claim 1, wherein the organic electroluminescent device is a white organic electroluminescent device. The general formula 2 is selected from any one of the structures shown in general formula 2-4 to general formula 2-5: Y1 to Y8, respectively, independently represent a hydrogen atom, a deuterium atom, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted bi-phenyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted tri-phenyl group, a substituted or unsubstituted dibenzothienyl group, a substituted or unsubstituted furanyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted benzothienyl group; The L 22 L3 and L4 are represented independently as a direct bond, substituted or unsubstituted phenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted diphenylene, substituted or unsubstituted dibenzofuranylene, and substituted or unsubstituted dibenzothiopheneylene, respectively. The substituents which can be substituted on the above-mentioned substituents are optionally selected from one or more of a deuterium atom, a cyano group, a phenyl group, a naphthyl group, a biphenyl group, a terphenyl group, a furanyl group, a thienyl group, a benzofuranyl group, a benzothienyl group, a dibenzofuranyl group, a dibenzothienyl group, a carbazolyl group, a pyridyl group, or a pyrimidyl group.
11. The organic electroluminescent device according to claim 1, wherein The general formula 1 is selected from the structures shown below:
12. An organic electroluminescent device according to claim 1, characterized in that: The general formula 2 is selected from the structures shown below:
13. The organic electroluminescent device according to claim 1, wherein: The general formula 3 is selected from the structures shown below:
14. The organic electroluminescent device according to claim 1, wherein: The light-emitting region comprises a blue light-emitting region comprising a blue light host material and a blue light dopant material; The material in the hole blocking layer and the blue light dopant material in the blue light-emitting region satisfy the following mathematical expression: E HOMO-HB E HOMO-BD , Formula 1 E HOMO-HB is the absolute value of the HOMO level of the material of the hole blocking layer, and E HOMO-BD is the absolute value of the HOMO level of the blue dopant material constituting the blue light emitting region, The material in the electron transport layer and the blue light dopant material in the blue light-emitting region satisfy the following mathematical expression 2: E LUMO-ET -E LUMO-BD ≥ 0 eV, Equation 2 E LUMO-ET is the absolute value of the LUMO level of the material in the electron transport layer, and E LUMO-BD is the absolute value of the LUMO level of the blue dopant material constituting the blue light emitting region.
15. A display device comprising: An organic electroluminescence device comprising the organic electroluminescence device according to any one of claims 1 to 14.
Citation Information
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