Composition and organic electroluminescent device

By using a specific composition with a triazine ring and a carbazole ring as the main material of the phosphorescent luminescent layer in an organic electroluminescent device, the problem of insufficient current efficiency and lifetime in the prior art is solved, and a higher current efficiency and a longer service life are achieved.

CN120025813APending Publication Date: 2025-05-23FUYANG SINEVA MATERIAL TECHNOLOGY CO LTD
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Patent Information

Application Number
CN202510120076.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-01-25
Publication Date
2025-05-23

AI Technical Summary

Technical Problem

Existing organic electroluminescent devices have shortcomings in current efficiency and life, and it is difficult to meet higher performance requirements.

Method used

A composition with a specific structure is used as the main material of the phosphorescent luminescent layer, including a compound having a triazine ring and a carbazole ring, through its unique electron distribution and structural design, improves the ground state and excited state stability of the material, reduces the driving voltage, and improves device efficiency and lifetime.

Benefits of technology

It significantly improves the current efficiency and service life of organic electroluminescent devices, reduces the driving voltage, and meets higher performance requirements.

✦ Generated by Eureka AI based on patent content.

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Abstract

The invention provides a composition and an organic electroluminescent device, and belongs to the technical field of organic electroluminescent materials. The composition provided by the invention is suitable for being used as a main body material of a phosphorescent light-emitting layer of the organic electroluminescent device, so that the organic electroluminescent device has relatively high current efficiency and relatively long service life.
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Description

Technical Field

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

[0002] The structure of an organic electroluminescent device specifically includes an anode, a cathode, and an organic layer therebetween. In order to improve the efficiency and stability of an organic electroluminescent element, the organic layer includes multiple functional layers with different materials, such as a hole injection layer (HIL), a hole transport layer (HTL), a hole blocking layer, a light-emitting layer, an electron transport layer (ETL), and an electron injection layer (EIL). Currently, organic electroluminescent display (OLED) technology has become the mainstream display technology, and various new OLED materials have been developed accordingly. In order to meet people's higher requirements for OLED devices, it is urgent to develop more types of materials to improve the performance of OLED devices in terms of current efficiency, lifespan, etc. Summary of the invention

[0003] In view of the shortcomings of the prior art, the present invention aims to provide a composition and an organic electroluminescent device. The composition provided by the present invention is suitable for being used as a host material of a phosphorescent light-emitting layer of an organic electroluminescent device, so that the organic electroluminescent device has a higher current efficiency and a longer life.

[0004] To achieve this object, the present invention adopts the following technical solutions:

[0005] In a first aspect, the present invention provides a composition comprising a first component and a second component;

[0006] The first component is selected from at least one of the compounds shown in the following formula I:

[0007]

[0008] In Formula I, Ar 1 ,Ar 2 are each independently selected from any one of H, C6-C40 aryl, and C6-C30 heteroaryl, and Ar 1 ,Ar 2 At least one of them is not H; if Ar 1 ,Ar 2 Not H, Ar 1 ,Ar 2 Each independently can be connected to the adjacent benzene ring through a single bond, -O-, -S-, -NR 1 - any one of which is connected to form a ring, wherein R 1 Any one selected from C6-C20 aryl and C1-C12 alkyl;

[0009] Ar3 ,Ar 4 Each is independently selected from any one of C6-C40 aryl and C6-C30 heteroaryl;

[0010] A 1 , A 2 , A 3 are each independently selected from N or CR, and A 1 , A 2 , A 3 At least one of them is N; R is selected from any one of H, -CN, C6-C20 aryl, and C1-C12 alkyl;

[0011] The hydrogen atoms in the compound represented by formula I can be independently substituted by any one of -D (deuterium atom), -F, -CN, C6-C20 aryl, triphenylmethyl, triphenylsilyl, C1-C12 alkyl or C1-C12 alkoxy;

[0012] The second component is selected from at least one of the compounds shown in the following formula II:

[0013]

[0014] In formula II, Ar21 is a carbazole group;

[0015] Ar 22 Any one selected from C6-C30 aryl and C6-C20 heteroaryl;

[0016] Ar 23 Any one selected from a single bond, a phenylene group or a biphenylene group;

[0017] The hydrogen atoms in the compound represented by formula II may be independently substituted by any one of -F, -CN, C6-C20 aryl, C1-C6 alkyl or C1-C6 alkoxy.

[0018] When the material is used in an organic electroluminescent device, the material may be in an excited state. Therefore, the stability of the material in both the excited state and the ground state is very important. 1 , A 2 , A 3 Take N as an example to illustrate as follows:

[0019] At this time, Ar on the triazine ring 1 and Ar 2 Different from H, Ar on the triazine ring 1 and Ar 2Compared with the case where both are H, the electron deficiency degree on the triazine ring of the structure shown in Formula I of the present invention is reduced, so that the ground state of the material is stable; in addition, the LUMO (the lowest energy orbital without electrons) of the structure shown in Formula I is mainly distributed on the triazine ring. In the excited state, Ar on the triazine ring 1 and Ar 2 When they are not H at the same time, the electrons on the triazine ring can be better dispersed, and the stability of the excited state of the material is improved. Therefore, the use of the compound of the present invention to prepare an organic electroluminescent device reduces the driving voltage and increases the life of the organic electroluminescent device. At the same time, the triazine ring and the carbazole ring in the compound of the structural formula shown in Formula I provided by the present invention are substituted in the ortho position on the benzene ring, and the triazine ring and the carbazole ring are in an approximately parallel position, which improves the charge transfer performance of the material and further improves the efficiency of the device.

[0020] The present invention combines the compound represented by formula I with the compound represented by formula II with a specific structure as the main material of the light-emitting layer. The two have a synergistic effect and can significantly reduce the driving voltage of the organic electroluminescent device, improve the efficiency of the device, and extend the service life of the device.

[0021] In the present invention, C6 to C40 may be, for example, C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40.

[0022] C6~C30 can be, for example, C6, C8, C10, C12, C16, C20, C24, C28, and C30.

[0023] C6 to C20 may be, for example, C6, C8, C10, C12, C16, and C20.

[0024] C1~C12 can be, for example, C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11, C12.

[0025] It should be noted that, in the present invention, "D" represents a deuterium atom, and the same applies hereinafter.

[0026] The following are preferred technical solutions of the present invention, but are not intended to limit the technical solutions provided by the present invention. Through the following preferred technical solutions, the objectives and beneficial effects of the present invention can be better achieved and realized.

[0027] As a preferred technical solution of the present invention, the C6-C40 aromatic group is selected from any one of phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, fluorenyl, benzofluorenyl, dibenzofluorenyl, naphthacenyl, pyrene, peryl, spirofluorenyl, triphenylene, fluoranthenyl, hydrogenated benzanthryl, indenofluorenyl, benzoindenofluorenyl, dibenzoindenofluorenyl, naphthacenyl, tetraphenylmethane or benzonaphthofluorenyl.

[0028] As a preferred technical solution of the present invention, the C6-C30 heteroaryl group is selected from any one of carbazolyl, dibenzothiophenyl, dibenzofuranyl, naphthiobenzofuranyl, naphthiobenzothiophenyl, dinaphthofuranyl and dinaphthothiophenyl.

[0029] Preferably, the C6-C20 aryl group is selected from any one of phenyl, naphthyl, biphenyl, anthracenyl, phenanthryl, fluorenyl, triphenylene or fluoranthene.

[0030] Preferably, the C1-C12 alkyl group is selected from any one of methyl, ethyl, propyl, n-butyl, tert-butyl, cyclopentyl, cyclohexyl, octyl and adamantyl.

[0031] Preferably, the C1-C12 alkoxy group is selected from any one of methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy and octyloxy.

[0032] As a preferred technical solution of the present invention, the Ar 1 ,Ar 2 Each is independently selected from at least one of H, phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthenyl, more preferably phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, carbazolyl;

[0033] The Ar 1 ,Ar 2 At least one of them is not H; and if Ar 1 ,Ar 2 Not H, Ar 1 ,Ar 2 Each independently can be connected to the adjacent benzene ring through a single bond, -O-, -S-, -NR 1 - connected into a ring;

[0034] The R 1 Has the same definition as above.

[0035] Preferably, the Ar 1 Any one selected from phenyl, naphthyl or biphenyl, wherein Ar 1 It can interact with adjacent benzene rings through -O-, -S-, -NR 1 - connected into a ring;

[0036] The R 1 Selected from phenyl or naphthyl.

[0037] Preferably, the Ar 2Any one selected from H, phenyl or biphenyl, more preferably phenyl or biphenyl.

[0038] As a preferred technical solution of the present invention, the Ar 3 ,Ar 4 Each is independently selected from at least one of phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthenyl, and is more preferably any one of phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl and carbazolyl.

[0039] Preferably, the Ar 3 ,Ar 4 Each is independently selected from any one of phenyl, naphthyl and biphenyl.

[0040] As the preferred technical solution of the present invention, A 1 , A 2 , A 3 One of them is N, the other two are CR, and R is H.

[0041] As the preferred technical solution of the present invention, A 1 , A 2 , A 3 Two of them are N, and the other one is CR, where R is H.

[0042] As the preferred technical solution of the present invention, A 1 , A 2 , A 3 Both are N.

[0043] As a preferred technical solution of the present invention, the hydrogen atoms in the compound represented by formula I can be independently replaced by any one of -D, -F, -CN, phenyl, naphthyl, biphenyl, triphenylmethyl, triphenylsilyl, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy or butoxy.

[0044] Preferably, the hydrogen atoms in the compound of formula I can be independently substituted by any one of -D, -F, -CN, phenyl, naphthyl, methyl, ethyl, tert-butyl, methoxy, ethoxy and propoxy.

[0045] As a preferred technical solution of the present invention, the compound represented by formula I is selected from any one of the following compounds or deuterated derivatives of the following compounds:

[0046]

[0047]

[0048]

[0049]

[0050] Preferably, the compound represented by formula I is selected from any one of the following compounds or deuterated derivatives of the following compounds:

[0051]

[0052]

[0053] It should be noted that the present invention has no special restrictions on the preparation method of the compound represented by formula I, and the commonly used preparation methods in the art are applicable.

[0054] As a preferred technical solution of the present invention, in Formula II, Ar 22 Any one selected from the group consisting of phenyl, terphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, triphenylene, and carbazolyl.

[0055] Preferably, the hydrogen atoms in formula II can be independently substituted by any one of -F, -CN, phenyl, biphenyl, naphthyl, triphenylene, methyl and ethyl.

[0056] As a preferred technical solution of the present invention, the compound represented by formula II is selected from the following compounds or any one of the deuterated derivatives of the following compounds:

[0057]

[0058] Preferably, the compound represented by formula II is selected from the following compounds or any one of the deuterated derivatives of the following compounds:

[0059]

[0060] It should be noted that there is no special limitation on the preparation method of the compound represented by the above formula II in the present invention, and the commonly used preparation methods in the art are applicable.

[0061] In the composition, the volume percentage of the first component is preferably 1-99%, for example, it can be 1%, 2%, 5%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 95%, 99%;

[0062] The volume percentage of the second component is preferably 1-99%, for example, it can be 1%, 2%, 5%, 10%, 20%, 30%, 40%, 50%, 60%, 70%, 80%, 90%, 95%, or 99%.

[0063] In a second aspect, the present invention provides an organic electroluminescent device, the organic electroluminescent device comprising an anode, a cathode and an organic thin film layer disposed between the anode and the cathode;

[0064] The organic thin film layer comprises the composition as described in the first aspect.

[0065] As a preferred technical solution of the present invention, the organic thin film layer includes a light-emitting layer, and the main material of the light-emitting layer includes the composition as described in the first aspect.

[0066] Preferably, the light-emitting layer is a phosphorescent light-emitting layer.

[0067] As a preferred technical solution of the present invention, the organic electroluminescent device is a green organic electroluminescent device.

[0068] In the present invention, the luminescent layer includes a luminescent layer main material and a doping material, wherein the doping material is also called a dye or a phosphorescent luminescent material. The luminescent layer main material can be a single compound or a mixture of two or more compounds.

[0069] The light-emitting layer includes a phosphorescent light-emitting layer, and the phosphorescent light-emitting layer includes a green phosphorescent light-emitting layer, a red phosphorescent light-emitting layer, a yellow phosphorescent light-emitting layer, and a blue phosphorescent light-emitting layer.

[0070] The phosphorescent light-emitting layer includes a main material and a doping material, wherein the volume percentage of the main material is 60% to 99.9% (for example, it can be 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 98% or 99.9%), preferably 70% to 99.5%, and more preferably 85% to 95%.

[0071] The doping material may be a phosphorescent material, which is also called a triplet luminescent material, and refers to the light emitted from a substance in a triplet excited state. The present invention does not specifically limit the specific selection of phosphorescent materials, and all commonly used doping materials for the light-emitting layer in the art are applicable, including but not limited to compounds having a structure shown in the following formula PD:

[0072]

[0073] Wherein, M is selected from any one of Ir, Pt, Pd, Os, Ti, Zr, Hf, Eu, Tb, Tm, Cu or Au;

[0074] Y 1 ~Y 4 are each independently selected from carbon or nitrogen;

[0075] Y 1 and Y 2They can be connected by single or double bonds. 3 and Y 4 They can be connected by single or double bonds;

[0076] Cy 1 and Cy 2 Each is independently selected from phenyl, naphthyl, fluorenyl, spirofluorenyl, indenyl, pyrrolyl, thienyl, furanyl, imidazolyl, pyrazolyl, thiazolyl, isothiazolyl, pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, quinolyl, isoquinolyl, benzoquinolyl, quinoxalinyl, quinazolinyl, carbazolyl, benzimidazolyl, benzofuranyl, benzothienyl, isobenzothienyl, benzimidazolyl, benzoxazolyl, triazolyl, tetrazolyl, oxadiazolyl, triazinyl, dibenzothienyl, N-heterocarbazolyl, wherein Cy 1 and Cy 2 may optionally be linked to each other via a single bond or an organic linking group;

[0077] Any two ligands of M, or more than two ligands, may be connected by a single bond or a double bond, or may be bridged by O or S, or may be connected by any chemical group or chemical structure to form a structural form that conforms to chemical principles;

[0078] R 91 and R 92 Each is independently selected from -H, -D, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidine, hydrazine, hydrazone, carboxylic acid, carboxylate, sulfonic acid, sulfonate, phosphoric acid, phosphate, -SF 5, substituted or unsubstituted C1-C60 (for example, C1, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60) alkyl, substituted or unsubstituted C2-C60 (for example, C2, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60) alkenyl, substituted or unsubstituted C2-C60 (for example, C2, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60) alkynyl, substituted or unsubstituted C1-C60 (for example, C1, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60) alkoxy, substituted or unsubstituted C2-C10 (e.g., C2, C3, C4, C5, C6, C7, C8, C9 or C10) heterocycloalkyl, substituted or unsubstituted C6-C60 (e.g., C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60) aryl, substituted or unsubstituted C6-C60 (e.g., C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60) , C36, C40, C42, C54 or C60) aryloxy, substituted or unsubstituted C6-C60 (for example, it can be C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60) arylthio, substituted or unsubstituted monovalent non-aromatic fused polycyclic group, substituted or unsubstituted monovalent non-aromatic fused heteropolycyclic group; the substituted substituent is phenyl.

[0079] a 1 and a 2 Each is independently an integer selected from 1 to 5, for example, 1, 2, 3, 4 or 5;

[0080] b is an integer selected from 0 to 4, for example, 0, 1, 2, 3 or 4;

[0081] a is selected from 1, 2 or 3;

[0082] L 1 It is a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand.

[0083] Preferably, the compound of formula PD is selected from any one of the following compounds:

[0084]

[0085]

[0086]

[0087]

[0088]

[0089]

[0090] In the present invention, the organic thin film layer includes a hole layer, and the hole layer includes at least one of a hole injection layer, a hole transport layer, and an electron blocking layer.

[0091] The hole injection layer includes a hole injection material; preferably, the hole injection layer also includes a P-type dopant. A hole injection material refers to a material that is conductive due to the presence of holes in a semiconductor. The P-type dopant and the hole injection material coexist in the OLED device, and can oxidize the hole injection material, thereby acting as an electron acceptor and promoting the holes in the hole injection layer to move to the anode. In the present invention, the difference between the absolute value of the LUMO of the P-type dopant and the absolute value of the HOMO of the hole injection material is greater than -0.2V, preferably greater than -0.1eV, more preferably greater than 0eV, more preferably greater than 0.1eV, and more preferably greater than 0.2eV.

[0092] The P-type dopant may be present in the hole injection layer at a volume percentage of 1% to 10% (e.g., 1%, 2%, 4%, 6%, 8% or 10%). In the present invention, there is no particular limitation on the type of the P-type dopant, and for example, the compounds D-1 to D-13 disclosed in CN113728453A or the compounds HI-1 to HI-9 described below may be selected:

[0093]

[0094] In the present invention, the hole injection material, the hole transport material, and the electron blocking material can be independently selected from at least one of the compounds having the structure shown in the following formula HT-GH4:

[0095]

[0096] Among them, L 41 is selected from a single bond, a C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40) aryl, or a C6-C20 (e.g., C6, C8, C10, C12, C16, or C20) heteroaryl;

[0097] Ar 41 ,Ar 42Each is independently selected from C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40) aryl, C6-C20 (e.g., C6, C8, C10, C12, C16 or C20) heteroaryl;

[0098] X is selected from CR 41 R 42 or NR 43 , where R 41 , R 42 , R 43 are each independently selected from any one of substituted or unsubstituted phenyl (the substituted substituent is selected from C1-C6 (for example, C1, C2, C3, C4, C5 or C6) alkyl, C1-C6 (for example, C1, C2, C3, C4, C5 or C6) alkoxy, naphthyl, triphenylene, fluoranthenyl, 9,9-dimethylfluorenyl, biphenyl, substituted or unsubstituted dibenzothiophene (the substituted substituent is phenyl), substituted thiophene (the substituted substituent is phenyl), R 41 , R 42 They can be linked to form rings via single bonds.

[0099] Preferably, the compound of the structure represented by formula HT-GH4 is selected from any one of the following compounds:

[0100]

[0101]

[0102] In the present invention, the hole injection material, the hole transport material, and the electron blocking material may also be independently selected from at least one of the compounds having the structure shown in the following formula III-A or the compounds having the structure shown in the following formula III-B:

[0103]

[0104] In formula III-A and formula III-B, L is selected from any one of a C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40) arylene group, a dibenzofuranyl group or a dibenzothiophenyl group;

[0105] m is selected from an integer between 0 and 4 (for example, 0, 1, 2, 3 or 4), and n is selected from 0 or 1;

[0106] Ar is selected from any one of triphenylene, fluoranthenylene, dibenzofuranylene or dibenzothiophenylene;

[0107] Ar1 and Ar 2 Each is independently selected from any one of C6-C40 (for example, C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40) aryl, dibenzofuran or dibenzothiophenyl;

[0108] Ar 1 Between Ar and Ar 2 and Ar 1 ,Ar 2 Each of them can be independently connected by a single bond, O, S, CR 1 R 2 , NR connection or bridging;

[0109] R, R 1 , R 2 Each is independently selected from any one of C1-C20 (for example, C1, C2, C4, C6, C8, C10, C12, C14, C16, C18 or C20) alkyl, C6-C40 (for example, C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40) aryl, dibenzofuranyl or dibenzothiophenyl;

[0110] H in formula III-A and formula III-B can be independently replaced by any one of -F, -CN, -D (deuterium atom), C1~C6 alkyl, C1~C6 alkoxy, phenyl, biphenyl, naphthyl, phenanthryl, anthracenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, triphenylene, fluoranthenyl, pyrene, perylenyl, spirofluorenyl, indenyl or hydrogenated benzanthryl.

[0111] Preferably, Ar is a fluoranthenyl group, and m+n>1.

[0112] Preferably, H in Formula III-A and Formula III-B can be replaced by any one of -F, -CN, -D, C1~C3 alkyl (for example, methyl, ethyl or propyl), C1~C3 alkoxy (for example, methoxy, ethoxy or propoxy), phenyl, biphenyl, triphenylene, and fluoranthene.

[0113] Preferably, the L, Ar 1 ,Ar 2 Each is independently selected from any one of phenyl, biphenyl, naphthyl, phenanthryl, anthracenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, triphenylene, fluoranthenyl, pyrenyl, perylenyl, spirofluorenyl, indenofluorenyl and hydrogenated benzanthryl.

[0114] Preferably, the compound of the structure represented by formula III-B is selected from any one of the following compounds 1 to 40:

[0115]

[0116]

[0117] In the organic electroluminescent device provided by the present invention, the hole injection material, hole transport material, and electron blocking material can be selected from the conventional materials in the field in addition to the compound shown in formula HT-GH4, the compound shown in formula III-A, and the compound shown in formula III-B, without special restrictions. Exemplary includes but is not limited to: triarylamine compounds or carbazole compounds. Triarylamine compounds or carbazole compounds containing more than 3 N atoms are preferred, because the HOMO of triarylamine compounds or carbazole compounds containing more than 3 N atoms is higher (smaller absolute value), and more suitable for use as hole injection materials. Triarylamine compounds or carbazole compounds containing 2 or 1 N atoms can be used as hole transport materials. Some compounds or carbazole compounds containing 1 N atom, if they have a higher LUMO, can also be used as electron blocking materials.

[0118] The triarylamine compound or carbazole compound includes the following structure:

[0119]

[0120] Among them, Ar 601 ~Ar 609 Each independently selected from any one of substituted or unsubstituted C6-C40 (for example, C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40) aryl, phenyl substituted or unsubstituted dibenzothienyl, substituted or unsubstituted naphthobenzofuranyl, substituted or unsubstituted naphthobenzothienyl, substituted or unsubstituted dinaphthofuranyl, substituted or unsubstituted dinaphthothienyl;

[0121] And Ar 601 ~Ar 609 The adjacent or connected N atoms in the same nitrogen atom can be connected by single bonds or by O, S, CR 701 , R 702 NR 703 Any type of bridge in

[0122] R 701 , R 702 , R 703are each independently selected from C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40) aryl, C6-C20 (e.g., C6, C8, C10, C12, C16, or C20) heteroaryl, C1-C6 (e.g., C1, C2, C3, C4, C5, or C6) alkyl, and R 701 , R 702 Can connect via one-touch.

[0123] The hole blocking layer (HBL) can confine holes and / or excitons within the light-emitting layer to improve the current efficiency and lifetime of the device. Compared with the light-emitting layer closest to the HBL interface, the hole blocking material has a lower HOMO (larger absolute value) and / or higher triplet energy.

[0124] The electron transport layer (ETL) may include a material capable of transporting electrons. The electron transport layer may be intrinsic (undoped) or doped, and doping may be used to enhance conductivity. In the present invention, there is no particular restriction on the material of the ETL, and any metal complex or organic compound may be used as long as it can transport electrons. The material of the general electron transport layer contains at least one of the following structural fragments: pyridine structure, pyrimidine structure, triazine structure, benzimidazole structure, benzoxazole structure, benzothiazole structure, N-naphthalene structure, N-coffee structure, N-carbazole structure, and N-dibenzothiophene structure.

[0125] In the present invention, there is no special restriction on the materials of the electron transport layer, and exemplary materials include but are not limited to:

[0126]

[0127]

[0128] In the present invention, the material of the cathode is a metal with a low work function (e.g., alkaline earth metal, alkali metal, main group metal or lanthanide element (e.g., Ca, Ba, Mg, Al, In, Mg, Yb, Sm), a metal alloy composed of multiple metals (alloys composed of alkali metal or alkaline earth metal and silver, such as an alloy composed of magnesium and silver) or a multilayer structure. If the cathode material is a multilayer structure, in addition to the metals mentioned above, other metals with a relatively high work function, such as Ag or Al, can also be used. In this case, a combination of the metals is usually used, such as Ca / Ag, Mg / Ag or Ba / Ag.

[0129] Alternatively, a thin intermediate layer of a material with a high dielectric constant may be introduced between the metal cathode and the organic semiconductor to form a multilayer structure; the material with a high dielectric constant may also be referred to as an electron injection material, and may be selected from fluorides of alkali metals or alkaline earth metals, and corresponding oxides or carbonates (e.g., LiF, Li 2 O, BaF 2 、MgO、NaF、CsF、Cs 2 CO 3 ) or lithium quinolate (LiQ).

[0130] Compared with the prior art, the present invention has the following beneficial effects:

[0131] In the present invention, by designing the specific composition of the composition, a carbazole compound with a specific structure is compounded as a main material of the phosphorescent light-emitting layer of an organic electroluminescent device, especially a green light main material, so that the organic electroluminescent device has a higher current efficiency and a longer life. DETAILED DESCRIPTION

[0132] For the convenience of understanding the present invention, the present invention lists the following embodiments. It should be understood by those skilled in the art that the embodiments are only to help understand the present invention and should not be regarded as specific limitations of the present invention.

[0133] The specific structures of some compounds used in the following application examples and comparative application examples of the present invention are as follows:

[0134]

[0135]

[0136] Application Example 1

[0137] This application example provides a green light organic electroluminescent device, using the composition provided by the present invention as a green light main material of the light-emitting layer, and the structure of the green light organic electroluminescent device is:

[0138] ITO / HT-1(60nm) / EB-1(20nm) / host material:PGD-1[5%](35nm) / ETL-1(25nm) / LiF(0.5nm) / Al(150nm).

[0139] The preparation method of the green organic electroluminescent device is as follows:

[0140] The material was placed in a vacuum chamber and evacuated to 1×10 -5 ~1×10 -6 Pa was vacuum evaporated onto the cleaned ITO substrate in sequence to prepare an OLED device.

[0141] Among them, PGD-1[5%] refers to the doping ratio of the doping material in the light-emitting layer, that is, the volume ratio of the main material to the doping material PGD-1 is 95:5; HT-1 is a hole transport material, EB-1 is an electron blocking material, and ETL-1 is an electron transport material.

[0142] The main material of the light-emitting layer of the green organic electroluminescent device provided in this application example is composed of compound P1 and compound H7D, and the volume ratio of compound P1 to compound H7D is 5:5.

[0143] Application Examples 2 to 4, Comparative Application Examples 1 to 2

[0144] Application Examples 2 to 4 and Comparative Application Examples 1 to 2 respectively provide a green light organic electroluminescent device, which differs from Application Example 1 only in that the green light host material of the light-emitting layer is different (see Table 1 below for details). In Table 1, the volume ratio of host material 1 to host material 2 in the above application examples and comparative application examples is 5:5; other preparation steps and conditions are the same as those in Application Example 1.

[0145] Performance Testing

[0146] The voltage, brightness, current efficiency and LT95 of the organic electroluminescent device provided above are tested, wherein the voltage and current efficiency are the brightness of 1000cd / m 2 The corresponding value, LT95, refers to maintaining the initial current density of the device at 10mA / cm 2 The time required for the device efficiency to drop to 95% of the efficiency corresponding to the initial current density is constant. The driving voltage, current efficiency and LT95 are relative values ​​(based on comparative application example 1). The specific test results are shown in Table 1 below:

[0147] Table 1

[0148]

[0149]

[0150] From the above content, it can be seen that in the present invention, by designing the specific composition of the composition, the carbazole compound with a specific structure is compounded as the main material of the phosphorescent light-emitting layer of the organic electroluminescent device, especially the green light main material, so that the organic electroluminescent device can have a higher current efficiency and a longer life.

[0151] The applicant declares that the present invention illustrates the detailed process flow of the present invention through the above-mentioned embodiments, but the present invention is not limited to the above-mentioned detailed process flow, that is, it does not mean that the present invention must rely on the above-mentioned detailed process flow to be implemented. Those skilled in the art should understand that any improvement of the present invention, equivalent replacement of various raw materials of the product of the present invention, addition of auxiliary components, selection of specific methods, etc., all fall within the protection scope and disclosure scope of the present invention.

Claims

1. A composition, characterized in that comprising a first component and a second component; The first component is selected from at least one of the compounds shown in the following formula I: In Formula I, Ar1 and Ar2 are each independently selected from any one of H, C6-C40 aryl, and C6-C30 heteroaryl, and at least one of Ar1 and Ar2 is not H; if Ar1 and Ar2 are not H, Ar1 and Ar2 can each independently be connected to the adjacent benzene ring through any one of a single bond, -O-, -S-, and -NR1- to form a ring, wherein R1 is selected from any one of C6-C20 aryl and C1-C12 alkyl; Ar3 and Ar4 are each independently selected from any one of C6-C40 aryl and C6-C30 heteroaryl; A1, A2, A3 are each independently selected from N or CR, and at least one of A1, A2, A3 is N; R is selected from any one of H, -CN, C6-C20 aryl, and C1-C12 alkyl; The hydrogen atoms in the compound represented by formula I can be independently substituted by any one of -D (deuterium atom), -F, -CN, C6-C20 aryl, triphenylmethyl, triphenylsilyl, C1-C12 alkyl or C1-C12 alkoxy; The second component is selected from at least one of the compounds shown in the following formula II: In formula II, Ar 21 is a carbazole group; Ar 22 Any one selected from C6-C30 aryl and C6-C20 heteroaryl; Ar 23 Any one selected from a single bond, a phenylene group, and a biphenylene group; The hydrogen atoms in the compound represented by formula II may be independently substituted by any one of -F, -CN, C6-C20 aryl, C1-C6 alkyl or C1-C6 alkoxy.

2. The composition according to claim 1, characterized in that The C6-C30 heteroaryl group is selected from any one of carbazolyl, dibenzothiophenyl, dibenzofuranyl, naphthobenzofuranyl, naphthobenzothiophenyl, dinaphthofuranyl and dinaphthothiophenyl; The C6-C20 aryl group is selected from any one of phenyl, naphthyl, biphenyl, anthracenyl, phenanthryl, fluorenyl, triphenylene or fluoranthenyl; The C1-C12 alkyl group is selected from any one of methyl, ethyl, propyl, n-butyl, tert-butyl, cyclopentyl, cyclohexyl, octyl and adamantyl; The C1-C12 alkoxy group is selected from any one of methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy and octyloxy.

3. The composition according to claim 1, characterized in that In Formula I, Ar1 and Ar2 are each independently selected from at least one of H, phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthene, preferably any one of phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl and carbazolyl, and at least one of Ar1 and Ar2 is not H; if Ar1 and Ar2 are not H, Ar1 and Ar2 can each independently be connected to the adjacent benzene ring through a single bond, -O-, -S-, or -NR1- to form a ring; Ar3 and Ar4 are each independently selected from at least one of phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthene, preferably any one of phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl and carbazolyl.

4. The composition according to claim 1, characterized in that In formula I, one of A1, A2, and A3 is N, and the other two are CR, wherein R is H; or two of A1, A2, and A3 are N, and the other one is CR, wherein R is H; or A1, A2, and A3 are all N.

5. The composition according to claim 1, characterized in that In Formula II, Ar 22 Any one selected from the group consisting of phenyl, terphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl, triphenylene, and carbazolyl.

6. The composition according to claim 1, characterized in that The hydrogen atoms in the compound of formula I can be independently substituted by any one of -D, -F, -CN, phenyl, naphthyl, biphenyl, triphenylmethyl, triphenylsilyl, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy or butoxy; The hydrogen atoms in the compound represented by formula II may be independently replaced by any one of -F, -CN, phenyl, biphenyl, naphthyl, triphenylene, methyl and ethyl.

7. The composition according to claim 1, characterized in that The compound represented by formula I is selected from the following compounds or any one of the deuterated derivatives of the following compounds: The compound represented by formula II is selected from the following compounds or any one of the deuterated compounds:

8. The composition according to claim 1, characterized in that The compound represented by formula I is selected from the following compounds or any one of the deuterated derivatives of the following compounds: The compound represented by formula II is selected from the following compounds or any one of the deuterated compounds:

9. An organic electroluminescent device, characterized in that: The invention comprises an anode, a cathode and an organic film layer arranged between the anode and the cathode; the organic film layer comprises the composition according to any one of claims 1 to 8.

10. The organic electroluminescent device according to claim 9, characterized in that: The organic thin film layer includes a light-emitting layer, and the main material of the light-emitting layer includes the composition.