Composition containing carbazole compounds and organic electroluminescent device

Abstract

The present invention provides a composition containing carbazole compounds and an organic electroluminescent device, belonging to the technical field of organic electroluminescent materials. In the present invention, the composition containing carbazole compounds is designed to be suitable for being used as a main material of a phosphorescent light-emitting layer of an organic electroluminescent device, so that the organic electroluminescent device has higher current efficiency and longer life.

Description

Technical Field

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

[0002] The structure of an organic electroluminescent device is specifically: an anode, a cathode, and an organic layer between the two. In order to improve the efficiency and stability of an organic electroluminescent element, the organic material layer includes multiple 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 electroluminescence has become a mainstream display technology, and accordingly, various new OLED materials have also been developed.

[0003] In order to meet people's higher requirements for OLED devices, the field is in urgent need of developing more types of materials to improve the performance of OLED devices in terms of current efficiency, life span, etc. Summary of the invention

[0004] In view of the shortcomings of the prior art, the present invention aims to provide a composition containing carbazole compounds and an organic electroluminescent device. In the present invention, the composition containing carbazole compounds is designed to be suitable for use 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.

[0005] To achieve this object, the present invention adopts the following technical solutions:

[0006] In a first aspect, the present invention provides a composition containing a carbazole compound, wherein the composition containing a carbazole compound comprises a first component and a second component;

[0007] The first component is a carbazole compound, and the carbazole compound has a structure shown in the following formula I:

[0008] Formula I;

[0009] Wherein, Ar1 and Ar2 are each independently selected from any one of H, C6-C40 aryl or C6-C30 heteroaryl, and at least one of Ar1 and Ar2 is not selected from H; when Ar1 and Ar2 are each independently selected from C6-C40 aryl or C6-C30 heteroaryl, 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; R1 is selected from any one of C6-C20 aryl or C1-C12 alkyl;

[0010] Ar3 and Ar4 are each independently selected from any one of a C6-C40 aryl group or a C6-C30 heteroaryl group;

[0011] A1, A2, A3 are each independently selected from N or CR, and at least one is selected from N; R is selected from any one of H, -CN, C6-C20 aryl or C1-C12 alkyl;

[0012] The hydrogen atoms in the compound of formula I may be independently substituted by at least one of -D (deuterium atom), -F, -CN, C6-C20 aryl, triphenylmethyl, triphenylsilyl, C1-C12 alkyl or C1-C12 alkoxy.

[0013] When the material is applied to an organic electroluminescent device, the material may be in an excited state. Therefore, the stability of the material in the excited state and in the ground state is very important. In the compound of formula I of the present invention, Ar1 and Ar2 on the triazine ring are not H at the same time. Compared with the case where Ar1 and Ar2 on the triazine ring are H at the same time, the compound of formula I of the present invention reduces the degree of electron deficiency on the triazine ring, making the ground state of the material stable. In addition, the LUMO (the lowest energy level orbital without occupied electrons) of the structure of formula I is mainly distributed on the triazine ring. In the excited state, when Ar1 and Ar2 on the triazine ring are not H at the same time, the electrons on the triazine ring can be better dispersed, thereby improving the stability of the excited state of the material. 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.

[0014] At the same time, the triazine ring and the carbazole ring in the carbazole compound provided by the present invention are substituted at 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 improves the efficiency of the device.

[0015] In the present invention, C6-C40 can be C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40, etc.

[0016] C6-C30 can be C6, C8, C10, C12, C16, C20, C24, C28 or C30, etc.

[0017] C6-C20 can be C6, C8, C10, C12, C16 or C20, etc.

[0018] C1-C12 can be C1, C2, C3, C4, C5, C6, C7, C8, C9, C10, C11 or C12.

[0019] It should be noted that, in the present invention, "D" represents a deuterium atom, and the same applies hereinafter.

[0020] 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.

[0021] As a preferred technical solution of the present invention, the C6-C40 aromatic group is selected from any one or a combination of at least two of phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthryl, fluorenyl, benzofluorenyl, dibenzofluorenyl, naphthfluoroenyl, pyrene, peryl, spirofluorenyl, triphenylene, fluoranthenyl, hydrogenated benzanthryl, indenofluorenyl, benzoindenofluorenyl, dibenzoindenofluorenyl, naphthfluoroenyl, tetraphenylmethane or benzonaphthofluorenyl.

[0022] 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, or a combination of at least two thereof.

[0023] Preferably, the C6-C20 aryl group is selected from any one of phenyl, naphthyl, biphenyl, anthracenyl, phenanthryl, fluorenyl, triphenylene or fluoranthene.

[0024] Preferably, the C1-C12 alkyl group is selected from any one of methyl, ethyl, propyl, n-butyl, tert-butyl, cyclopentyl, cyclohexyl, octyl and adamantyl.

[0025] Preferably, the C1-C12 alkoxy group is selected from any one of methoxy, ethoxy, propoxy, butoxy, pentyloxy, hexyloxy and octyloxy.

[0026] As a preferred technical solution of the present invention, Ar1 and Ar2 are each independently selected from at least one of H, phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthenyl, and more preferably phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl and carbazolyl;

[0027] At least one of Ar1 and Ar2 is not selected from H; and when Ar1 and Ar2 are not selected from H, Ar1 and Ar2 can each independently connect to the adjacent benzene ring through a single bond, -O-, -S-, or -NR1- to form a ring;

[0028] The R1 has the same meaning as defined above.

[0029] Preferably, the Ar1 is selected from any one of phenyl, naphthyl or biphenyl, and the Ar1 is selected from the group that can be connected to the adjacent benzene ring through -O-, -S-, or -NR1- to form a ring;

[0030] The R1 is selected from phenyl or naphthyl.

[0031] Preferably, Ar2 is selected from any one of H, phenyl or biphenyl, and more preferably phenyl or biphenyl.

[0032] As a preferred technical solution of the present invention, Ar3 and Ar4 are each independently selected from at least one of phenyl, carbazolyl, naphthyl, 9,9-dimethylfluorenyl, dibenzothiophenyl, biphenyl, dibenzofuranyl, triphenylene or fluoranthene, and are further preferably selected from at least one of phenyl, naphthyl, biphenyl, dibenzofuranyl, dibenzothiophenyl, 9,9-dimethylfluorenyl and carbazolyl.

[0033] Preferably, Ar3 and Ar4 are each independently selected from any one of phenyl, naphthyl or biphenyl.

[0034] As a preferred technical solution of the present invention, one of A1, A2, and A3 is selected from N, the other two are selected from CR, and R is selected from H.

[0035] As a preferred technical solution of the present invention, two of A1, A2, and A3 are selected from N, the other one is selected from CR, and R is selected from H.

[0036] As a preferred technical solution of the present invention, A1, A2, and A3 are all selected from N.

[0037] As a preferred technical solution of the present invention, the hydrogen atoms in the compound of formula I can be independently replaced by at least one of -D, -F, -CN, phenyl, naphthyl, biphenyl, triphenylmethyl, triphenylsilyl, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy or butoxy.

[0038] Preferably, the hydrogen atoms in the compound of formula I can be independently substituted by at least one of -D, -F, -CN, phenyl, naphthyl, methyl, ethyl, tert-butyl, methoxy, ethoxy and propoxy.

[0039] As a preferred technical solution of the present invention, the carbazole compound is selected from any one of the following substituted or unsubstituted compounds:

[0040] ;

[0041] The substitution means that the hydrogen atoms in the above carbazole compounds can be independently replaced by deuterium atoms.

[0042] Preferably, the carbazole compound is selected from any one of the following compounds:

[0043] , , , , , , , , , , , , , .

[0044] It should be noted that the present invention has no special restrictions on the preparation method of the above-mentioned carbazole compounds, and the commonly used preparation methods in the art are applicable.

[0045] The second component includes a compound having a structure shown in the following formula III:

[0046] Formula III;

[0047] Among them, Ar 21 ,Ar 22 Each is independently selected from C6-C30 aryl or C6-C20 heteroaryl;

[0048] Ar 23 Any one selected from a single bond, a phenylene group or a biphenylene group;

[0049] The hydrogen atoms in the compound of formula III may each independently be substituted by at least one of -F, -CN, C6-C20 aryl, C1-C6 alkyl or C1-C6 alkoxy.

[0050] As a preferred technical solution of the present invention, the Ar 21 ,Ar 22 Each is independently selected from any one of a phenyl group, a terphenyl group, a naphthyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a 9,9-dimethylfluorenyl group, a triphenylene group, and a carbazolyl group.

[0051] Preferably, the hydrogen atoms in the compound of formula III may be substituted by at least one of -F, -CN, phenyl, biphenyl, naphthyl, triphenylene, methyl and ethyl.

[0052] As a preferred technical solution of the present invention, the compound of formula III is selected from any one of the following substituted or unsubstituted compounds:

[0053] ;

[0054] The substitution means that the hydrogen atoms in the above compounds can each be independently replaced by a deuterium atom.

[0055] Preferably, the compound represented by formula III is selected from any one of the following substituted or unsubstituted compounds:

[0056] ;

[0057] The substitution means that the hydrogen atoms in the above compounds can each be independently replaced by a deuterium atom.

[0058] As a preferred technical solution of the present invention, the second component is selected from , , At least one of .

[0059] It should be noted that there is no special limitation on the preparation method of the above-mentioned compounds in the present invention, and the commonly used preparation methods in the art are applicable.

[0060] 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;

[0061] The organic thin film layer material comprises the composition as described in the first aspect.

[0062] 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.

[0063] Preferably, the light-emitting layer is a phosphorescent light-emitting layer.

[0064] As a preferred technical solution of the present invention, the organic electroluminescent device is a green organic electroluminescent device.

[0065] The luminescent layer in the present invention 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.

[0066] 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.

[0067] The volume percentage of the host material in the phosphorescent light-emitting layer is 60% to 99.9% (for example, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 98% or 99.9%), preferably 70% to 99.5%, and more preferably 85% to 95%.

[0068] In the present invention, the doping material of the light-emitting layer may be a phosphorescent material, which is also called a triplet light-emitting material, and refers to the light emitted by a substance from a triplet excited state. The specific selection of the phosphorescent material in the present invention is not particularly limited, and the doping materials of the light-emitting layer commonly used in the art are applicable, including but not limited to: a compound having a structure shown in the following formula PD:

[0069] Type PD;

[0070] Wherein, M is selected from any one of Ir, Pt, Pd, Os, Ti, Zr, Hf, Eu, Tb, Tm, Cu or Au;

[0071] Y1-Y4 are each independently selected from carbon or nitrogen;

[0072] Y1 and Y2 can be connected by a single bond or a double bond, and Y3 and Y4 can be connected by a single bond or a double bond;

[0073] Cy1 and Cy2 are each 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, triazine, dibenzothienyl, N-heterocarbazolyl, wherein Cy1 and Cy2 may be optionally linked to each other via a single bond or an organic linking group;

[0074] 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;

[0075] R 91 and R 92 Each is independently selected from -H, -D, -F, -Cl, -Br, -I, hydroxyl, cyano, nitro, amino, amidino, hydrazine, hydrazone, carboxylic acid, carboxylate, sulfonic acid, sulfonate, phosphoric acid, phosphate, -SF5, substituted or unsubstituted C1-C60 (for example, C1, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60, etc.) alkyl, substituted or unsubstituted C2-C6 C0 (for example, C2, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60, etc.) alkenyl, substituted or unsubstituted C2-C60 (for example, C2, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60, etc.) alkynyl, substituted or unsubstituted C1-C60 (for example, C1, C5, C10, C15, C20, C25, C30, C35, C40, C45, C50, C55 or C60, etc.) C2-C10 (for example, C2, C3, C4, C5, C6, C7, C8, C9 or C10) heterocycloalkyl, substituted or unsubstituted C6-C60 (for example, C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60) aryl, substituted or unsubstituted C6-C60 (for example, C2, C3, C4, C5, C6, C7, C8, C9 or C10) For example, it may be any one of C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60 (etc.) aryloxy, substituted or unsubstituted C6-C60 (for example, it may be C6, C12, C15, C18, C24, C30, C32, C36, C40, C42, C54 or C60) arylthio, substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

[0076] a1 and a2 are each independently an integer selected from 1-5, for example, 1, 2, 3, 4 or 5;

[0077] b is an integer selected from 0-4, for example, 0, 1, 2, 3 or 4;

[0078] a is selected from 1, 2 or 3;

[0079] L1 is a monovalent organic ligand, a divalent organic ligand or a trivalent organic ligand.

[0080] Preferably, the compound of formula PD is selected from any one of the following compounds:

[0081] .

[0082] In the present invention, the organic thin film layer includes a hole layer, and the hole layer includes a hole injection layer, a hole transport layer and an electron blocking layer.

[0083] The hole injection layer material includes a P-type dopant. The P-type dopant refers to a dopant that coexists with the hole injection layer material in the OLED device and can oxidize the hole injection layer material, thereby acting as an electron acceptor and promoting the movement of holes in the hole injection layer 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 layer 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.

[0084] The P-type dopant is present in the hole injection layer in a volume percentage of 1% to 10% (for example, 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 illustratively, the compounds D-1 to D-13 disclosed in CN113728453A or the compounds HI-1 to HI-9 described below can be selected:

[0085] .

[0086] In the present invention, the hole layer material (including the hole injection layer, the hole transport layer and the electron blocking layer) has a structure shown in the following formula HT-GH4:

[0087] ;

[0088] 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, etc.) aryl, or a C6-C20 (e.g., C6, C8, C10, C12, C16, or C20, etc.) heteroaryl;

[0089] Ar 41 ,Ar 42 Each is independently selected from C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40, etc.) aryl, C6-C20 (e.g., C6, C8, C10, C12, C16 or C20, etc.) heteroaryl;

[0090] X is selected from CR 41 R 42 or NR 43 , where R 41 , R 42 , R 43 Each independently selected from 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, fluoranthene, 9,9-dimethylfluorenyl, biphenyl, substituted or unsubstituted group (the substituted substituent is phenyl), substituted or unsubstituted dibenzothienyl (the substituted substituent is phenyl), substituted thienyl, C1-C6 (for example, C1, C2, C3, C4, C5 or C6) alkyl, any one of R41 , R 42 They can be linked to form rings via single bonds.

[0091] The compound of formula HT-GH4 is selected from any one of the following compounds:

[0092] .

[0093] In the present invention, the hole layer material (including the hole injection layer, the hole transport layer and the electron blocking layer) further includes a compound having a structure as shown in the following formula IA or a compound having a structure as shown in the following formula IB:

[0094] Formula IA;

[0095] Formula IB;

[0096] Wherein, L is selected from any one of C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40, etc.) arylene, dibenzofuranyl or dibenzothiophenylene;

[0097] m is selected from an integer between 0 and 4 (for example, it can be 0, 1, 2, 3 or 4), and n is selected from 0 or 1;

[0098] Ar is selected from any one of triphenylene, fluoranthenylene, dibenzofuranylene or dibenzothiophenylene;

[0099] Ar1 and Ar2 are each independently selected from any one of a C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36 or C40, etc.) aryl group, dibenzofuran or dibenzothiophenyl group;

[0100] Ar1 and Ar, Ar2 and Ar, and Ar1 and Ar2 can each independently be connected or bridged by a single bond, O, S, CR1R2, or NR.

[0101] R, R1, and R2 are each independently selected from any one of C1-C20 (e.g., C1, C2, C4, C6, C8, C10, C12, C14, C16, C18, or C20, etc.) alkyl, C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40, etc.) aryl, dibenzofuranyl, or dibenzothiophenyl;

[0102] H in the compound of formula IB and the compound of formula IA can each independently be replaced by at least one of -F, -CN, -D (deuterium atom), C1-C6 alkyl, C1-C6 alkoxy, phenyl, biphenyl, naphthyl, phenanthryl, anthracenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, triphenylene, fluoranthenyl, pyrenyl, perylenyl, spirofluorenyl, indenofluorenyl or hydrogenated benzanthryl.

[0103] Preferably, Ar is a fluoranthenyl group, and m+n>1.

[0104] Preferably, H in the compound of formula IB and the compound of formula IA can be replaced by at least 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.

[0105] Preferably, L, Ar1, Ar2 are each independently selected from at least one of phenyl, biphenyl, naphthyl, phenanthryl, anthracenyl, fluorenyl, benzofluorenyl, dibenzofluorenyl, triphenylene, fluoranthenyl, pyrene, perylenyl, spirofluorenyl, indenofluorenyl or hydrogenated benzanthryl.

[0106] Preferably, the compound of formula IB is selected from any one of the following compounds 1-40:

[0107] .

[0108] In the OLED device provided by the present invention, the hole layer material may include conventional hole materials in the art in addition to the compound described in formula HT-GH4, the compound of formula IB, and the compound of formula IA, 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 is more suitable for use as hole injection layer materials. Triarylamine compounds or carbazole compounds containing 2 or 1 N atoms can be used as hole transport layer materials. Some compounds or carbazole compounds containing 1 N atom, if they have a higher LUMO, can also be used as electron blocking layer materials.

[0109] The triarylamine compound or the carbazole compound is used as the hole layer material, and the hole layer material includes the following structure:

[0110] ;

[0111] 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, etc.) aryl, substituted or unsubstituted dibenzothiophenyl, substituted or unsubstituted naphthobenzofuranyl, substituted or unsubstituted naphthobenzothiophenyl, substituted or unsubstituted dinaphthofuranyl, substituted or unsubstituted dinaphthothiophenyl;

[0112] And Ar 601 ~Ar 609 Ar atoms adjacent to or connected to the same N atom 601 ~Ar 609 , can be connected by single key or through O, S, CR 701 R 702 NR 703 bridging;

[0113] R 701 , R 702 , R 703 is selected from C6-C40 (e.g., C6, C8, C10, C12, C16, C20, C24, C28, C30, C32, C36, or C40, etc.) aromatic groups, C6-C20 (e.g., C6, C8, C10, C12, C16, or C20, etc.) heteroaryl groups, C1-C6 (e.g., C1, C2, C3, C4, C5, or C6) alkyl groups, and R 701 , R 702 Can connect via one-touch.

[0114] The hole blocking layer (HBL) can confine holes and / or excitons within the range of the light-emitting layer to improve the current efficiency and lifetime of the device. Compared with the light-emitting layer material closest to the HBL interface, the HBL material has a lower HOMO (larger absolute value) and / or higher triplet energy.

[0115] 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 ETL material, and any metal complex or organic compound may be used as long as it can transport electrons. Generally, the electron transport layer material contains the following structural fragments: at least one of a pyridine structure, a pyrimidine structure, a triazine structure, a benzimidazole structure, a benzoxazole structure, a benzothiazole structure, an N-naphthalene structure, an N-coffee structure, an N-carbazole structure, and an N-dibenzothiophene structure.

[0116] In the present invention, there is no special restriction on the electron transport layer material, which exemplarily includes but is not limited to:

[0117] .

[0118] 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 (e.g., Ca, Ba, Mg, Al, In, Mg, Yb, Sm, etc.)), 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 relatively high work functions, 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.

[0119] It is also possible to introduce a thin intermediate layer of a material with a high dielectric constant between the metal cathode and the organic semiconductor to form a multilayer structure; the material with a high dielectric constant can also be called an electron injection material, and fluorides of alkali metals or alkaline earth metals, and corresponding oxides or carbonates (such as LiF, Li2O, BaF2, MgO, NaF, CsF, Cs2CO3, etc.) or lithium quinoline (LiQ) can be selected.

[0120] Compared with the prior art, the present invention has the following beneficial effects:

[0121] The present invention designs the specific composition of the composition and further designs the structure of the carbazole compound to make it suitable as the main material of the phosphorescent light-emitting layer of the organic electroluminescent device, so that the organic electroluminescent device has higher current efficiency and longer life. DETAILED DESCRIPTION

[0122] 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.

[0123] The specific structures of some compounds used in the following application examples and comparative application examples of the present invention are as follows:

[0124] , , , , , , , , , , , , , , , .

[0125] Application Example 1

[0126] This application example provides a green light organic electroluminescent device, using the composition provided by the present invention as a main material of the light-emitting layer, and the structure of the green light organic electroluminescent device is: ITO / HT-1 (60nm) / EB-1 (20nm) / main material: PGD-1 [5%] (35nm) / ETL-1 (25 nm) / LiF (0.5nm) / Al (150 nm).

[0127] The preparation method of the green organic electroluminescent device is as follows:

[0128] 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.

[0129] Among them, PGD-1[5%] refers to the doping ratio of the dye, that is, the volume ratio of the main material to the dye PGD-1 is 95:5; HT-1 is the hole transport material, and EB-1 is the electron blocking layer.

[0130] The main materials of the light-emitting layer of the green organic electroluminescent device provided in this application example are compounds P1 and H-6, and the volume ratio of the two is 6:4.

[0131] Application Examples 2-8, Comparative Application Examples 1-3

[0132] Application Examples 2-8 and Comparative Application Examples 1-3 respectively provide a green light organic electroluminescent device, which differs from Application Example 1 only in that the main material of the light-emitting layer is replaced with other compounds (see Table 1 below for details), and the other preparation steps and conditions are the same as those of Application Example 1.

[0133] Performance Testing

[0134] 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. The specific test results are shown in Table 1 below:

[0135] Table 1

[0136]

[0137] The “ / ” indicates that this data does not exist.

[0138] From the above content, it can be seen that the present invention designs the specific composition of the composition and further designs the structure of the carbazole compound to make it suitable as the main material of the phosphorescent light-emitting layer of the organic electroluminescent device, so that the organic electroluminescent device has higher current efficiency and longer life.

[0139] From the comparison between Application Example 1 and Application Example 3, it can be seen that the life of the organic electroluminescent device can be further improved by designing that Ar1 and Ar2 in the compound of Formula I are not selected from H.

[0140] From the comparison between Application Example 1 and Application Example 4, it can be seen that the driving voltage of the organic electroluminescent device can be further reduced by replacing the hydrogen atom in the compound of Formula I with -CN.

[0141] From the comparison between Application Example 1 and Application Example 6, it can be seen that the present invention can further improve the comprehensive performance of the organic electroluminescent device, reduce the driving voltage of the organic electroluminescent device, and improve the current efficiency of the organic electroluminescent device by designing the second component to be the compound GHH-1.

[0142] From the comparison between Application Example 1 and Application Example 8, it can be seen that the present invention can further reduce the driving voltage of the organic electroluminescent device and improve the current efficiency of the organic electroluminescent device by designing the structure of the compound of Formula III in the second component.

[0143] From the comparison between Application Examples 1-5 and Comparative Application Examples 1 and 3, it can be seen that the present invention reduces the driving voltage of the organic electroluminescent device and improves the current efficiency of the organic electroluminescent device by designing that at least one of Ar1 and Ar2 in the compound of Formula I is not selected from H.

[0144] From the comparison between Application Examples 1-5 and Comparative Application Example 2, it can be seen that the present invention further reduces the driving voltage of the organic electroluminescent device and improves the current efficiency of the organic electroluminescent device by designing the substitution of the triazine ring and the carbazole ring in the compound of Formula I at the ortho position on the benzene ring.

[0145] 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 containing a carbazole compound, characterized in that: The composition containing carbazole compounds comprises a first component and a second component; The first component is a carbazole compound, and the carbazole compound has a structure shown in the following formula I: Formula I; wherein Ar1 and Ar2 are each independently selected from any one of H, phenyl, naphthyl, and biphenyl, and at least one of Ar1 and Ar2 is not selected from H; Ar3 and Ar4 are each independently selected from any one of phenyl, naphthyl and biphenyl; Two of A1, A2 and A3 are selected from N, and the other one is selected from CR, and R is selected from H; or, A1, A2 and A3 are all selected from N; The hydrogen atoms in the compound of formula I may each independently be substituted by at least one of -D, -F, -CN, methyl, ethyl, propyl, butyl, methoxy, ethoxy, propoxy or butoxy; The second component includes a compound having a structure shown in the following formula III: Formula III; Among them, Ar 21 ,Ar 22 Each is independently selected from any one of phenyl, terphenyl, naphthyl, triphenylene, and carbazole; Ar 23 Any one selected from a single bond, a phenylene group or a biphenylene group; The hydrogen atoms in the compound of formula III may each independently be substituted by at least one of -F, -CN, phenyl, biphenyl, naphthyl, C1-C6 alkyl or C1-C6 alkoxy.

2. The composition containing carbazole compounds according to claim 1, characterized in that: The carbazole compound is selected from any one of the following substituted or unsubstituted compounds: ； The substitution means that the hydrogen atoms in the above carbazole compounds can be independently replaced by deuterium atoms.

3. The composition containing carbazole compounds according to claim 1, characterized in that: The hydrogen atoms in the compound of formula III may be substituted by at least one of -F, -CN, phenyl, biphenyl, naphthyl, methyl, and ethyl.

4. The composition containing carbazole compounds according to claim 1, characterized in that: The compound of formula III is selected from any one of the following substituted or unsubstituted compounds: ； The substitution means that the hydrogen atoms in the above compounds can each be independently replaced by a deuterium atom.

5. An organic electroluminescent device, characterized in that: The organic electroluminescent device comprises an anode, a cathode and an organic thin film layer arranged between the anode and the cathode; The organic thin film layer material comprises the composition containing carbazole compounds as claimed in any one of claims 1 to 4.

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