A heterocyclic compound containing a benzocarbazole structure and use thereof

Abstract

The application provides a heterocyclic compound containing a benzocarbazole structure, which has a structure shown in formula (1). The heterocyclic compound containing the benzocarbazole structure can reduce the driving voltage of an organic electroluminescent element and improve the efficiency of the organic electroluminescent element.

Description

Technical Field

[0001] This invention relates to the field of organic electroluminescence technology, and more specifically, to a heterocyclic compound containing a benzocarbazole structure, an organic electroluminescent element, and an electronic device. Background Technology

[0002] Organic light-emitting diodes (OLEDs) are self-emissive display elements based on organic electroluminescent materials. Unlike existing liquid crystal display elements, they do not require a backlight and are thin, making them a suitable technology for flexible element devices (flexible light-emitting display devices).

[0003] Organic electroluminescent devices have an anode and a cathode, and an organic material layer between the two electrodes. They can be simple elements with a single light-emitting unit or series-connected elements with multiple light-emitting units. The organic material layer is typically composed of a multilayer structure made of various materials, such as a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. This allows charge carriers of holes and electrons to recombine in the light-emitting layer, generating excitons. These excitons then transition from the excited state to the ground state to produce light.

[0004] Because excitons generated in the emissive layer migrate towards the first hole transport layer, they eventually cause luminescence at the interface between the first hole transport layer and the organic emissive layer, resulting in reduced luminous efficiency. Therefore, to improve the efficiency of the organic emissive layer, a second hole transport layer needs to be added between the first hole transport layer and the emissive layer to prevent efficiency roll-off and improve device stability. Thus, developing a compound suitable for the second hole transport layer has significant practical application value. Summary of the Invention

[0005] The purpose of this invention is to develop a heterocyclic compound containing a benzocarbazole structure that can be used as an organic electroluminescent material, thereby improving the performance of organic electroluminescent elements.

[0006] The technical solution of the present invention is as follows:

[0007] In a first aspect, a heterocyclic compound containing a benzo[a]carbazole structure, said heterocyclic compound having the structure shown in formula (1)

[0008]

[0009] in,

[0010] X is selected from O or S;

[0011] L1 is selected from substituted or unsubstituted dibenzofuranyl and substituted or unsubstituted naphthyl;

[0012] L2 is selected from substituted or unsubstituted C6-C. 30 arylene, substituted or unsubstituted C3-C 30 heteroaryl;

[0013] Ar1 is selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C3-C 20 cycloalkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl groups;

[0014] R1 is selected from hydrogen or deuterium, and a is selected from integers from 0 to 6; when a is 2 or greater, multiple R1s may be the same or different from each other;

[0015] R2 is selected from hydrogen or deuterium, and b is selected from integers from 0 to 4; when b is 2 or greater, multiple R2s may be the same or different from each other;

[0016] R3 is selected from hydrogen or deuterium, and c is selected from integers from 0 to 4; when c is 2 or greater, multiple R3s may be the same or different from each other;

[0017] R6 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s are the same or different from each other, the R6s are not bonded to each other or at least two R6s are connected to each other to form a ring structure;

[0018] R7 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s are the same or different from each other, the R7s are not bonded to each other or at least two R7s are connected to each other to form a ring structure;

[0019] R8 is selected from hydrogen or deuterium, and h is selected from integers from 0 to 7; when h is 2 or greater, multiple R8s may be the same or different from each other;

[0020] The substituents in the "substituted or unsubstituted" group are each independently selected from deuterium, halogen, cyano, C1-C. 20 Alkyl, C1-C 20 alkoxy groups, amino groups, C3-C 20 cycloalkyl, C3-C 10Cycloalkoxy, C6-C 30 aryl, C6-C 30 aryloxy groups, C3-C 30 One or a combination of heteroaryl groups;

[0021] The heteroatom in the heteroaryl group is selected from one or more of N, O, S, Si, P, and B.

[0022] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structure shown in formulas (2)-(4).

[0023]

[0024]

[0025]

[0026] The definitions of X, L1, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above;

[0027] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structure shown in formula (2).

[0028] ,

[0029] The definitions of X, L1, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above.

[0030] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structure shown in formulas (2-1)-(2-3).

[0031]

[0032]

[0033]

[0034] The definitions of X, L1, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above;

[0035] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structure shown in formula (2-1).

[0036] ,

[0037] The definitions of X, L1, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above.

[0038] Preferably, L1 in the heterocyclic compound containing the benzo[a]carbazole structure is selected from substituted or unsubstituted groups of the following: , , , “ "Indicates the connection position between L1 and the phenyl group, " " indicates the connection position between L1 and N;

[0039] Preferably, L1 in the heterocyclic compound containing the benzocarbazole structure is selected from substituted or unsubstituted groups of the following: , “ "Indicates the connection position between L1 and the phenyl group, " " indicates the connection position between L1 and N;

[0040] More preferably, L1 in the heterocyclic compound containing the benzocarbazole structure is selected from substituted or unsubstituted groups of the following: , “ "Indicates the connection position between L1 and the phenyl group, " " indicates the connection position between L1 and N;

[0041] Most preferably, L1 in the heterocyclic compound containing the benzo[a]carbazole structure is selected from substituted or unsubstituted groups of the following: , “ "Indicates the connection position between L1 and the phenyl group, " " indicates the connection position between L1 and N.

[0042] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structures shown in formulas (2-4) and (2-5).

[0043]

[0044]

[0045] The definitions of X, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above;

[0046] R4 is selected from hydrogen or deuterium, and d is selected from integers from 0 to 6; when d is 2 or greater, multiple R4s may be the same or different from each other.

[0047] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0048] R1 is selected from hydrogen or deuterium.

[0049] The preferred values ​​of a are 0, 1, 2, 3, 4, and 6; the more preferred values ​​of a are 0, 1, 2, 3, and 6; the more preferred values ​​of a are 0, 1, 2, and 6; the most preferred values ​​of a are 0, 1, and 6; the most preferred values ​​of a are 0; when a is 2 or greater, the multiple R1s may be the same or different from each other.

[0050] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0051] The R2 is selected from hydrogen or deuterium.

[0052] The preferred values ​​of b are 0, 1, 2, and 4; the more preferred values ​​of b are 0, 1, and 4; the more preferred values ​​of b are 0 and 4; and the most preferred value of b is 0. When b is 2 or greater, the multiple R2 values ​​may be the same or different from each other.

[0053] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0054] The R3 is selected from hydrogen or deuterium.

[0055] The preferred value of c is 0, 1, 2, or 4; the more preferred value of c is 0, 1, or 4; the more preferred value of c is 0 or 4; and the most preferred value of c is 0. When c is 2 or greater, the multiple R3s may be the same or different from each other.

[0056] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0057] The R4 is selected from hydrogen or deuterium.

[0058] The preferred values ​​of d are 0, 1, 2, 3, 4, and 6; the more preferred values ​​of d are 0, 1, 2, 3, and 6; the more preferred values ​​of d are 0, 1, 2, and 6; the most preferred values ​​of d are 0, 1, and 6; the most preferred values ​​of d are 0; when d is 2 or greater, the multiple R4s may be the same or different from each other.

[0059] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0060] The R6 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s are the same or different from each other, and the R6s do not bond to each other;

[0061] Preferably, R6 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 The aryl group, f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s may be the same or different from each other, and the R6s are not bonded to each other;

[0062] Preferably, R6 is selected from hydrogen, deuterium, substituted or unsubstituted C6-C. 30 The aryl group, f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s may be the same or different from each other, and the R6s are not bonded to each other;

[0063] More preferably, R6 is selected from hydrogen, deuterium, substituted or unsubstituted phenyl, and f is selected from integers from 0 to 4; when f is 2 or greater, the plurality of R6 are the same or different from each other, and the R6 do not bond to each other.

[0064] More preferably, R6 is selected from hydrogen, deuterium, unsubstituted phenyl, phenyl with one hydrogen substituted by deuterium, phenyl with two hydrogen substituted by deuterium, phenyl with three hydrogen substituted by deuterium, phenyl with four hydrogen substituted by deuterium, and phenyl with all hydrogen substituted by deuterium, and f is selected from an integer from 0 to 4; when f is 2 or greater, the multiple R6s are the same or different from each other, and the R6s do not bond to each other;

[0065] Particularly preferred, the R6 is selected from hydrogen, deuterium, unsubstituted phenyl, or phenyl in which all hydrogens are substituted by deuterium, and f is selected from an integer from 0 to 4; when f is 2 or greater, the plurality of R6s may be the same or different from each other, and the R6s do not bond to each other.

[0066] Particularly preferred, R6 is selected from hydrogen, deuterium, or unsubstituted phenyl, and f is selected from integers from 0 to 4; when f is 2 or greater, the plurality of R6s may be the same or different from each other, and the R6s do not bond to each other.

[0067] Preferably, R6 is selected from hydrogen or deuterium, and f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s may be the same or different from each other, and R6s do not bond to each other;

[0068] Preferably, R6 is selected from deuterium, and f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s may be the same or different from each other, and R6s are not bonded to each other;

[0069] The definition of substituents in "substituted or unsubstituted" is the same as above.

[0070] Preferably, f is 0, 1, 2, or 4; more preferably, f is 0, 1, or 4; more preferably, f is 0 or 4; and most preferably, f is 0. When f is 2 or greater, the multiple R6s may be the same or different from each other.

[0071] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0072] The R7 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s are the same or different from each other, and the R7s do not bond to each other;

[0073] Preferably, R7 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 The aryl group, g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s may be the same or different from each other, and the R7s are not bonded to each other;

[0074] Preferably, R7 is selected from hydrogen, deuterium, substituted or unsubstituted C6-C. 30 The aryl group, g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s may be the same or different from each other, and the R7s are not bonded to each other;

[0075] More preferably, the R7 is selected from hydrogen, deuterium, substituted or unsubstituted phenyl, and g is selected from integers from 0 to 4; when g is 2 or greater, the plurality of R7s may be the same or different from each other, and the R7s do not bond to each other.

[0076] More preferably, the R7 is selected from hydrogen, deuterium, unsubstituted phenyl, phenyl with one hydrogen substituted by deuterium, phenyl with two hydrogen substituted by deuterium, phenyl with three hydrogen substituted by deuterium, phenyl with four hydrogen substituted by deuterium, and phenyl with all hydrogen substituted by deuterium, and g is selected from integers from 0 to 4; when g is 2 or greater, the multiple R7s may be the same or different from each other, and the R7s do not bond to each other;

[0077] Particularly preferred, the R7 is selected from hydrogen, deuterium, unsubstituted phenyl, or phenyl in which all hydrogen atoms are substituted by deuterium, and g is selected from integers from 0 to 4; when g is 2 or greater, the plurality of R7s may be the same or different from each other, and the R7s do not bond to each other.

[0078] Particularly preferred, the R7 is selected from hydrogen, deuterium, or unsubstituted phenyl, and g is selected from integers from 0 to 4; when g is 2 or greater, the plurality of R7s may be the same or different from each other, and the R7s do not bond to each other.

[0079] Preferably, R7 is selected from hydrogen or deuterium, and g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s may be the same or different from each other, and R7s do not bond to each other;

[0080] Preferably, R7 is selected from deuterium, and g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s may be the same or different from each other, and R7s are not bonded to each other;

[0081] The definition of substituents in "substituted or unsubstituted" is the same as above.

[0082] Preferably, g is 0, 1, 2, or 4; more preferably, g is 0, 1, or 4; more preferably, g is 0 or 4; and most preferably, g is 0. When g is 2 or greater, the multiple R7s may be the same or different from each other.

[0083] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0084] The R8 is selected from hydrogen or deuterium.

[0085] The preferred values ​​of h are 0, 1, 2, 3, 4, 5, and 7; the more preferred values ​​of h are 0, 1, 2, 3, 4, and 7; the more preferred values ​​of h are 0, 1, 2, 3, and 7; the most preferred values ​​of h are 0, 1, and 7; the most preferred values ​​of h are 0; when h is 2 or greater, the multiple R8s may be the same or different from each other.

[0086] Preferably, the X structure attached to the heterocyclic compound containing the benzo[a]carbazole structure is...

[0087]

[0088] Selected from equations X1-X9 as shown below,

[0089]

[0090]

[0091] ,

[0092] The definitions of X, R6, R7, R8, and f, g, h are the same as above. " indicates the connection position;

[0093] Preferably, the X structure attached to the heterocyclic compound containing the benzo[a]carbazole structure is...

[0094]

[0095] Selected from equations X1-X6 as shown below,

[0096]

[0097] ,

[0098] The definitions of X, R6, R7, R8, and f, g, h are the same as above. " indicates the connection position;

[0099] More preferably, the X structure attached to the heterocyclic compound containing the benzo[a]carbazole structure

[0100]

[0101] Selected from equations X1-X3 as shown below,

[0102] ,

[0103] The definitions of X, R6, R7, R8, and f, g, h are the same as above. " indicates the connection position;

[0104] Most preferably, the X structure attached to the heterocyclic compound containing the benzo[a]carbazole structure is...

[0105]

[0106] Selected from equations X1-X2 as shown below,

[0107] ,

[0108] The definitions of X, R6, R7, R8, and f, g, h are the same as above. " indicates the connection position.

[0109] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structures shown in formula (2-4A) and (2-5A).

[0110]

[0111]

[0112] The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above.

[0113] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structures shown in formulas (2-4B), (2-4C), (2-5B), and (2-5C).

[0114]

[0115]

[0116]

[0117]

[0118] The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above.

[0119] Preferably, the A structure attached to the heterocyclic compound containing the benzo[a]carbazole structure is...

[0120]

[0121] Selected from equations A1-A4 as shown below,

[0122] ,

[0123] The definitions of X, R8, and h are the same as above. " indicates the connection position;

[0124] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure is linked to structure A.

[0125]

[0126] Selected from equations A1, A2, and A4 shown below.

[0127] ,

[0128] The definitions of X, R8, and h are the same as above. " indicates the connection position;

[0129] More preferably, the A structure attached to the heterocyclic compound containing the benzo[a]carbazole structure

[0130]

[0131] Selected from equations A1 and A4 as shown below,

[0132] ,

[0133] The definitions of X, R8, and h are the same as above. " indicates the connection position;

[0134] Most preferably, the heterocyclic compound containing the benzo[a]carbazole structure has a structure of formula A attached to it.

[0135]

[0136] Selected from formula A1 as shown below,

[0137] ,

[0138] The definitions of X, R8, and h are the same as above. " indicates the connection position.

[0139] As the preferred solution

[0140] The A structure attached to the heterocyclic compound containing the benzo[a]carbazole structure

[0141]

[0142] Selected from the following groups: , , , , , , , , , , , , , , , “ " indicates the connection position;

[0143] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure is linked to structure A.

[0144]

[0145] Selected from the following groups: , , , , , , , “ " indicates the connection position;

[0146] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has a structure of formula A attached to it.

[0147]

[0148] Selected from the following groups: , , , , , “ " indicates the connection position;

[0149] More preferably, the A structure attached to the heterocyclic compound containing the benzo[a]carbazole structure

[0150]

[0151] Selected from the following groups: , , , “ " indicates the connection position;

[0152] Particularly preferred is the A structure attached to the heterocyclic compound containing the benzo[a]carbazole structure.

[0153]

[0154] Selected from the following groups: , “ " indicates the connection position;

[0155] Most preferably, the heterocyclic compound containing the benzo[a]carbazole structure has a structure of formula A attached to it.

[0156]

[0157] Selected from the following groups: “ " indicates the connection position.

[0158] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure has the structures shown in formulas (2-4D), (2-4E), (2-4F), (2-4G), (2-5D), (2-5E), (2-5F), and (2-5G).

[0159]

[0160]

[0161]

[0162]

[0163] The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above.

[0164] Preferably, the heterocyclic compound containing the benzocarbazole structure has the structures shown in formulas (2-4D), (2-4F), (2-5D), (2-5F), and (2-5G).

[0165]

[0166] The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above.

[0167] Preferably, X in the heterocyclic compound containing the benzo[a]carbazole structure is O.

[0168] Preferably, L2 in the heterocyclic compound containing the benzo[a]carbazole structure is selected from substituted or unsubstituted C6-C[a]carbazole[b]carbazole[b]. 30 The L2 is selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted phenylenenaphthylene, substituted or unsubstituted phenanthylene, substituted or unsubstituted 9,9-dimethylfluorene, substituted or unsubstituted 9,9-diphenylfluorene; more preferably, the L2 is selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted phenanthylene, substituted or unsubstituted 9,9-dimethylfluorene; more preferably, the L2 is selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted ter ... The L2 is selected from substituted terphenylene, substituted or unsubstituted naphthylene, and substituted or unsubstituted phenanthrene; more preferably, the L2 is selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, and substituted or unsubstituted naphthylene; even more preferably, the L2 is selected from substituted or unsubstituted phenylene; particularly preferably, the L2 is selected from unsubstituted phenylene, phenylene with one hydrogen substituted by deuterium, phenylene with two hydrogen substituted by deuterium, phenylene with three hydrogen substituted by deuterium, and phenylene with all hydrogen substituted by deuterium; particularly preferably, the L2 is selected from unsubstituted phenylene and phenylene with all hydrogen substituted by deuterium; most preferably, the L2 is selected from unsubstituted phenylene; the definition of substituents in "substituted or unsubstituted" is the same as above.

[0169] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure described in this invention is selected from the structure shown in formula (5) or formula (6).

[0170]

[0171] The definitions of Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above;

[0172] R5 is selected from hydrogen or deuterium, and e is selected from integers from 0 to 4; when e is 2 or greater, multiple R5s may be the same or different from each other.

[0173] Preferably, e is 0, 1, 2, or 4; more preferably, e is 0, 1, or 4; more preferably, e is 0 or 4; and most preferably, e is 0. When e is 2 or greater, the multiple R5s may be the same or different from each other.

[0174] Preferably, equation (5) has the structure shown in equation (5-1).

[0175]

[0176] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0177] Preferably, formula (5) has the structure shown in formulas (5-2) and (5-3).

[0178]

[0179] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0180] More preferably, equation (5) has the structure shown in equations (5-4) to (5-7).

[0181]

[0182]

[0183] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0184] Most preferably, equation (5) has the structure shown in equations (5-4) and (5-6).

[0185]

[0186] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above.

[0187] Preferably, equation (6) has the structure shown in equation (6-1).

[0188]

[0189] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0190] Preferably, formula (6) has the structure shown in formulas (6-2) and (6-3).

[0191]

[0192] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0193] More preferably, equation (6) has the structure shown in equations (6-4) to (6-7).

[0194]

[0195]

[0196] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above;

[0197] Most preferably, equation (6) has the structure shown in equations (6-4) and (6-6).

[0198]

[0199] The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above.

[0200] Preferably, the Ar1 in the heterocyclic compound containing the benzo[a]carbazole structure is selected from hydrogen, deuterium, substituted or unsubstituted C6-C atoms. 30The Ar1 is selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, substituted or unsubstituted spirodifluorenyl; more preferably, the Ar1 is selected from hydrogen, deuterium, substituted or unsubstituted phenyl; more preferably, the Ar1 is selected from hydrogen, deuterium, unsubstituted phenyl, or benzene in which any one hydrogen atom is substituted with deuterium. The substituents in "substituted or unsubstituted" are defined as follows: phenyl groups, phenyl groups with any two hydrogens substituted by deuterium, phenyl groups with any three hydrogens substituted by deuterium, phenyl groups with any four hydrogens substituted by deuterium, and phenyl groups with all hydrogens substituted by deuterium; particularly preferred, Ar1 is selected from hydrogen, deuterium, unsubstituted phenyl groups; especially preferred, Ar1 is selected from hydrogen and deuterium; most preferred, Ar1 is selected from hydrogen; the definition of substituents in "substituted or unsubstituted" is the same as above.

[0201] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure Selected from the following groups: , , , , , , , , , , , , , “ " indicates the connection position;

[0202] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure Selected from the following groups: , , , , “ " indicates the connection position;

[0203] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure Selected from the following groups: , , , “ " indicates the connection position;

[0204] More preferably, in the heterocyclic compound containing the benzo[a]carbazole structure Selected from the following groups: , , “ " indicates the connection position;

[0205] More preferably, in the heterocyclic compound containing the benzo[a]carbazole structure Selected from the following groups: , “ " indicates the connection position;

[0206] Most preferably, the heterocyclic compound containing the benzo[a]carbazole structure... Selected from the following groups: “ " indicates the connection position.

[0207] Preferably, in the heterocyclic compound containing the benzocarbazole structure, the substituents in the "substituted or unsubstituted" state are each independently selected from one or more combinations of deuterium, fluoro, cyano, methyl, ethyl, tert-butyl, cyclohexyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, fluoranyl, triphenylene, phenylene, dibenzofuranyl, and dibenzothiophene; more preferably, the substituents in the "substituted or unsubstituted" state are each independently selected from one or more combinations of deuterium, fluoro, tert-butyl, phenyl, biphenyl, dibenzofuranyl, and dibenzothiophene; particularly preferably, the substituents in the "substituted or unsubstituted" state are each independently selected from one or more combinations of deuterium and phenyl; most preferably, the substituents in the "substituted or unsubstituted" state are each independently selected from deuterium.

[0208] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure,

[0209] The C1-C 20 The preferred alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, neopentyl, isopentyl, n-hexyl, n-heptyl, n-octyl, n-decyl, isooctyl, nonyl, and 2-ethylhexyl.

[0210] And / or, the C3-C 20 The cycloalkyl group is preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, or adamantane;

[0211] And / or, the C6-C 30 The preferred aryl groups are phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthryl, fluorenyl, indene, pyrene, perylene, fluoranyl, benzophenanthryl, triphenylene, and phenylene;

[0212] And / or, the C3-C 30 The preferred heteroaryl groups are thienyl, furanyl, pyrroleyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indolyl, isoindolyl, benzothiazolyl, benzooxazolyl, benzoimidazolyl, benzotriazolyl, purinyl, carbazoleyl, dibenzothienyl, dibenzofuranyl, pyridyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphridinyl, acridineyl, phenanthrolinel, and carbolinyl.

[0213] And / or, the C6-C 30 The preferred arylene groups are phenylene, biphenylene, terphenylene, naphthylene, anthracene, phenanthrene, fluorene, indene, pyrene, perylene, fluorene-anthrene, benzophenanthrene, trimethyleneene, and phenoxide;

[0214] And / or, the C3-C 30 The preferred heteroaryl groups are thienyl, furanyl, pyrrolyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indoleyl, isoyindoleyl, benzothiazolyl, benzoxazolyl, benzoimidazolyl, benzotriazolyl, purineyl, carbazolyl, dibenzothienyl, dibenzofuranyl, pyridinyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphridinyl, acridineyl, phenanthrolineyl, and carbazolyl.

[0215] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C1-C 20 The alkyl group is preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, neopentyl, isopentyl, n-hexyl, n-heptyl, n-octyl, n-decyl, isooctyl, nonyl, 2-ethylhexyl, more preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, neopentyl, isopentyl, n-hexyl, n-octyl, n-heptane, and even more preferably methyl, ethyl, n-propyl, isopropyl, n-... Butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, neopentyl, isopentyl, n-hexyl, more preferably methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, particularly preferably methyl, ethyl, n-propyl, isopropyl, tert-butyl, n-pentyl, especially preferably methyl, ethyl, n-propyl, isopropyl, tert-butyl, particularly preferably methyl, ethyl, tert-butyl, particularly preferably methyl, ethyl, most preferably methyl.

[0216] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C3-C 20The cycloalkyl group is preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, or adamantane; more preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, or adamantane; more preferably cyclopropyl, cyclopentyl, cyclohexyl, or adamantane; particularly preferably cyclopropyl, cyclopentyl, or cyclohexyl; especially preferably cyclohexyl or cyclopropyl; and most preferably cyclohexyl.

[0217] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C6-C 30 The aryl group is preferably a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted anthraquinone, a substituted or unsubstituted phenanthyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted indole, a substituted or unsubstituted pyrene, a substituted or unsubstituted perylene, a substituted or unsubstituted fluoranthyl, a substituted or unsubstituted benzo[a]phenanthryl, a substituted or unsubstituted triphenylene, or a substituted or unsubstituted hydroxyl group. More preferably, it is phenyl, biphenyl, terphenyl, naphthyl, anthraquinone, phenanthryl, fluorenyl, indolepyrene, perylene, fluoranthyl, benzo[a]phenanthryl, triphenylene, hydroxyl group, 9,9-dimethylfluorene, or 9,9-dimethylfluorene. -Diphenylfluorene, spirodifluorene, phenylnaphthyl, naphthylnaphthyl, phenylphenanthrene, naphthylphenanthrene, phenylanthrene, naphthylanthrene, benzo[a]pyrene, benzo[a]pyrene, more preferably phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, fluoranthyl, triphenylene, perylene, pyrene, benzo[a]pyrene, phenanthrene, benzo[a]pyrene, particularly preferably phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, fluoranthyl, triphenylene, phenanthrene, more preferably phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, especially preferably phenyl, biphenyl, terphenyl, naphthyl, phenanthrene, most preferably phenyl.

[0218] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C3-C 30The heteroaryl group is preferably thienyl, furanyl, pyrroleyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indolyl, isoindolyl, benzothiazolyl, benzooxazolyl, benzoimidazolyl, benzotriazolyl, purinyl, carbazoleyl, dibenzothienyl, dibenzofuranyl, pyridyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphridinyl, acridineyl, phenanthrolinel, carbolinyl, and more preferably thienyl, furanyl, pyrroleyl, etc. The following groups are preferred: pyrrolyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothiophene, benzofuranyl, indole, isoindole, benzothiazolyl, benzooxazolyl, benzoimidazolyl, benzotriazolyl, carbazole, dibenzothiaphene, dibenzofuranyl, pyridyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, phenanthrolinel, and more preferably thiaphene, furanyl, pyrrolyl, pyrazolyl, benzothiaphene, benzofuranyl, indole, isoindole, and benzothiazolyl. Benzooxazolyl, benzimidazolyl, benzotriazolyl, carbazole, dibenzothiophene, dibenzofuranyl, pyridyl, pyrimidinyl, triazine, phenazinyl, quinolinyl, isoquinolinyl, phenantholinyl, particularly preferably thiophene, furanyl, benzothiophene, benzofuranyl, dibenzothiophene, dibenzofuranyl, pyridyl, pyrimidinyl, triazine, phenazinyl, quinolinyl, isoquinolinyl, phenantholinyl, particularly preferably benzothiophene, benzofuranyl, dibenzothiophene ... Benzofuranyl, pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, phenantholinyl, particularly preferably dibenzothiopheneyl, dibenzofuranyl, pyridyl, pyrimidinyl, triazine, quinolinyl, isoquinolinyl, phenantholinyl, particularly preferably dibenzothiopheneyl, dibenzofuranyl, pyridyl, quinolinyl, isoquinolinyl, phenantholinyl, particularly preferably dibenzothiopheneyl, dibenzofuranyl, pyridyl, phenantholinyl, most preferably dibenzothiopheneyl, dibenzofuranyl.

[0219] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C6-C 30The arylene group is preferably a substituted or unsubstituted phenylene, a substituted or unsubstituted biphenylene, a substituted or unsubstituted terphenylene, a substituted or unsubstituted naphthylene, a substituted or unsubstituted anthracene, a substituted or unsubstituted phenanthylene, a substituted or unsubstituted fluorene, a substituted or unsubstituted indene, a substituted or unsubstituted pyrene, a substituted or unsubstituted perylene, a substituted or unsubstituted fluoranthylene, a substituted or unsubstituted benzophenone, a substituted or unsubstituted triphenylene, or a substituted or unsubstituted hydroxyl group. More preferably, it is a phenylene, a biphenylene, a terphenylene, a naphthylene, anthracene, a phenanthylene, a fluorene, an indylpyrene, a perylene, a fluoranthylene, a benzophenone, a triphenylene, a hydroxyl group, a 9,9-dimethylfluorene, a 9,9-diphenylfluorene, or a spiroylene. Difluorene, phenylenenaphthyl, naphthylnaphthyl, phenylenephenanthrene, naphthylphenanthrene, phenylene anthracene, naphthyl anthracene, benzo[a]pyrene, benzo[a]pyrene, more preferably phenylene, biphenylene, terphenylene, naphthyl, anthracene, phenanthrene, fluorene anthracene, triphenylene, perylene, pyrene, benzo[a] ...

[0220] Preferably, in the heterocyclic compound containing the benzo[a]carbazole structure, the C3-C 30The heteroaryl group is preferably thienyl, furanyl, pyrrolyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indoleyl, isoyindoleyl, benzothiazolyl, benzoxazolyl, benzimidazolyl, benzotriazolyl, purineyl, carbazolyl, dibenzothienyl, dibenzofuranyl, pyridinyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphthinyl, acridineyl, phenanthrolinel, carbazolyl, and more preferably thienyl or furanyl. The following groups are listed: pyridine, thiazolyl, oxazolyl, imidazolyl, pyridine, triazolyl, benzothiophene, benzofuranyl, indoleyl, isoindoleyl, benzothiazolyl, benzoxazolyl, benzimidazolyl, benzotriazolyl, carbazolyl, dibenzothiazolyl, dibenzofuranyl, pyridinyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, phenanthrolinel, more preferably thiazolyl, furanyl, pyridine, pyridine, benzothiazolyl, benzofuranyl, indoleyl, isoindoleyl, phenanthrolinel, etc. The compounds are thiazolyl, benzoxazolyl, benzoimidazolyl, benzotriazolyl, carbazolyl, dibenzothiophene, dibenzofuranyl, pyridyl, pyrimidinyl, triazine, phenazine, quinoline, isoquinoline, and phenanthroline, particularly preferably thiazolyl, furanyl, benzothiophene, benzofuranyl, dibenzothiophene, dibenzofuranyl, pyridyl, pyrimidinyl, triazine, phenazine, quinoline, isoquinoline, and phenanthroline, particularly preferably benzothiophene, benzofuranyl, and dibenzothiophene. The compounds are: dibenzofuranyl, dibenzopyridyl, pyrimidinyl, triazineyl, quinolineyl, isoquinolineyl, and phenanthrolineyl, particularly preferably dibenzothiopheneyl, dibenzofuranyl, dibenzopyridyl, pyrimidinyl, triazineyl, quinolineyl, isoquinolineyl, and phenanthrolineyl, especially preferably dibenzothiopheneyl, dibenzofuranyl, dibenzopyridyl, quinolineyl, isoquinolineyl, and phenanthrolineyl, most preferably dibenzothiopheneyl and dibenzofuranyl.

[0221] Preferably, the heterocyclic compound containing the benzo[a]carbazole structure is selected from the structures shown in compounds 1-79 below.

[0222]

[0223]

[0224]

[0225]

[0226]

[0227]

[0228]

[0229]

[0230]

[0231]

[0232]

[0233]

[0234]

[0235]

[0236]

[0237]

[0238]

[0239]

[0240]

[0241]

[0242]

[0243]

[0244]

[0245]

[0246] .

[0247] Secondly, a material for organic components comprises the aforementioned heterocyclic compound containing a benzo[carbazole] structure.

[0248] Preferably, the material is a material for a light-emitting auxiliary layer, an electron blocking layer, a hole transport layer, or a hole injection layer; more preferably, the material is a material for a light-emitting auxiliary layer, an electron blocking layer, or a hole transport layer; more preferably, the material is a material for a light-emitting auxiliary layer, an electron blocking layer, or a second hole transport layer; even more preferably, the material is a material for a light-emitting auxiliary layer or a second hole transport layer; most preferably, the material is a material for a second hole transport layer.

[0249] Thirdly, an organic electroluminescent element, characterized in that the organic electroluminescent element comprises: a cathode, an anode, and one or more organic material layers disposed between the cathode and the anode and including a light-emitting layer, wherein one or more layers of the organic material layer contain the aforementioned heterocyclic compound containing a benzocarbazole structure, and when two or more layers contain the aforementioned heterocyclic compound containing a benzocarbazole structure, the heterocyclic compounds containing the benzocarbazole structure are the same or different.

[0250] Preferably, the organic electroluminescent element can be a single-layer device or a multilayer device.

[0251] Preferably, the organic electroluminescent element comprises a substrate, an anode, a hole transport region, an emissive layer, an electron transport region, and a cathode. The emissive layer is located between the anode and the cathode, the hole transport region is located between the anode and the emissive layer, and the electron transport region is located between the emissive layer and the cathode. The hole transport region comprises the aforementioned heterocyclic compound containing a benzo[carbazole] structure.

[0252] Preferably, in the organic electroluminescent element, the hole transport region comprises one or more of a hole injection layer, a first hole transport layer, and a second hole transport layer. The hole injection layer is close to the anode, the first hole transport layer is located between the hole injection layer and the second hole transport layer, and the second hole transport layer is located between the first hole transport layer and the light-emitting layer. The second hole transport layer comprises the heterocyclic compound containing the benzo[a]carbazole structure.

[0253] More preferably, in the single-layer device, the second hole transport layer comprises the aforementioned heterocyclic compound containing a benzo[a]carbazole structure.

[0254] More preferably, in the stacked device, the at least one second hole transport layer comprises the aforementioned heterocyclic compound containing a benzo[carbazole] structure.

[0255] Fourthly, an electronic device includes one or more of a display, a monitor, and a lighting device, wherein the device comprises the heterocyclic compound containing the benzocarbazole structure, the material for the organic element, or the organic electroluminescent element.

[0256] The beneficial effects of this invention are:

[0257] Compared to existing technologies, this invention reduces the voltage and improves the luminous efficiency of organic electroluminescent devices by introducing benzo[a]carbazole groups with a more rigid planar structure, thereby enhancing intermolecular π-π stacking and increasing hole mobility. Simultaneously, this invention improves hole mobility by... Introducing two substituted or unsubstituted phenylene groups increases the conjugation length of the molecule, regulates molecular stacking, avoids excessive disorder, and further improves carrier transport efficiency. This results in the heterocyclic compound containing the benzo[a]carbazole structure of the present invention having superior exciton blocking ability and hole mobility at high current density. When the heterocyclic compound containing the benzo[a]carbazole structure is applied to organic electroluminescent devices, it can reduce the voltage of organic electroluminescent devices while exhibiting excellent efficiency. Attached Figure Description

[0258] Figure 1 Figure 1 is a schematic diagram of the structure of the organic electroluminescent element described in Example 1; wherein the numbers in Figure 1 represent: 1, substrate, 2, anode, 3, hole injection layer, 4, first hole transport layer, 5, second hole transport layer, 6, light-emitting layer, 7, hole blocking layer, 8, electron transport layer, and 9, cathode.

[0259] Figure 2 This is the mass spectrum (LC-MS) of compound 2 prepared in synthesis example 1 in the compound preparation examples.

[0260] Figure 3 The NMR (nuclear magnetic resonance) of compound 2, prepared in synthesis example 1, is shown in the compound preparation examples. 1 1H NMR spectrum. Detailed Implementation

[0261] Exemplary embodiments will now be described in detail, examples of which are illustrated in the accompanying drawings, wherein the same reference numerals always refer to the same elements. In this respect, these exemplary embodiments may take different forms and should not be construed as limited to the description set forth herein. Therefore, the exemplary embodiments are described below only by reference to the accompanying drawings to illustrate aspects. As used herein, the term “and / or” includes any and all combinations of one or more of the associated enumerated items. Expressions such as “at least one” modify the entire list of elements when preceding or following the list of elements, but do not modify individual elements of the list.

[0262] It will be further understood that the terms “comprising” or “including” as used in this specification indicate the presence of the stated features, regions, integrals, steps, operations, elements, and / or components, but do not preclude the presence or addition of one or more additional features, regions, integrals, steps, operations, elements, components, and / or sets thereof.

[0263] Unless otherwise defined, all terms used herein (including technical and scientific terms) have the same meaning as commonly understood by one of ordinary skill in the art to which this general inventive concept pertains. It will be further understood that terms, such as those defined in commonly used dictionaries, should be interpreted as having meanings consistent with their meanings in the relevant field and in the context of this disclosure, and will not be interpreted in an idealized or overly formal sense unless clearly defined herein.

[0264] The present invention will be further illustrated below with reference to specific embodiments. It should be understood that these embodiments are for illustrative purposes only and are not intended to limit the scope of protection of the present invention. Furthermore, it should be understood that after reading the disclosure of this invention, those skilled in the art can make various modifications or alterations to the present invention, and these equivalent forms also fall within the scope of protection defined by this invention.

[0265] In this invention, unless otherwise specified, all parts and percentages are by weight, and the equipment and raw materials used are commercially available or commonly used in the art. Unless otherwise specified, the methods in the following embodiments are conventional methods in the art.

[0266] Unless otherwise specified, the experimental methods used in the following examples are conventional methods; the starting materials, reaction materials, intermediates, reagents, and materials used in the following examples are all commercially available unless otherwise specified.

[0267] Terminology Explanation

[0268] As used in this invention, the term "halogen" may include fluorine, chlorine, bromine, or iodine.

[0269] As used in this invention, the term "C1-C" 20 "Alkyl" refers to a monovalent substituent derived from a straight-chain or branched saturated hydrocarbon having 1 to 10 carbon atoms, examples of which include, but are not limited to, methyl, ethyl, propyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, and hexyl.

[0270] As used in this invention, the term "C1-C" 20"Alkoxy" refers to a monovalent substituent represented by RO- having 1 to 10 carbon atoms, where R refers to an alkyl group having 1 to 10 carbon atoms. Specific examples include, but are not limited to, methoxy, ethoxy, n-propoxy, isopropoxy, isopropoxy, n-butoxy, isobutoxy, tert-butoxy, sec-butoxy, n-pentoxy, neopentoxy, isopentoxy, n-hexyloxy, etc.

[0271] As used in this invention, the term "C3-C" 20 "Cycloalkyl" refers to a monovalent substituent derived from a monocyclic or polycyclic nonaromatic hydrocarbon having 3 to 10 carbon atoms. Examples of such cycloalkyl groups include, but are not limited to, cyclopropane, cyclobutane, cyclopentane, cyclohexane, norbornyl, and adamantane.

[0272] As used in this invention, the term "C3-C" 10 "Cycloalkoxy" refers to a monovalent substituent represented by RO-, having 3 to 10 carbon atoms, where R refers to a cycloalkyl group with 3 to 10 carbon atoms. Specific examples include, but are not limited to, cyclopropoxy, cyclobutoxy, cyclopentoxy, and cyclohexoxy.

[0273] As used in this invention, the term "C6-C" 30 "Aryl" refers to a monovalent substituent derived from an aromatic hydrocarbon having a single ring or a combination of two or more rings and having 6 to 30 carbon atoms. Further, such an aryl group can have two or more rings simply side-attached to or fused together with each other. Examples of such aryl groups include, but are not limited to, phenyl, biphenyl, naphthyl, phenanthryl, anthracene, pyrene, triphenylene, fluoranthyl, 9,9-dimethylfluorene, 9,9-diphenylfluorene, spirodifluorene, etc.

[0274] As used in this invention, the term "arylene" refers to a divalent aryl group derived by removing one hydrogen atom from an "aryl" group, for example, a phenyl group by removing one hydrogen atom to form a phenylene group, and a naphthyl group by removing one hydrogen atom to form a naphthylene group.

[0275] As used in this invention, the term "C3-C" 30"Heteroaryl" refers to a monovalent substituent derived from a mono- or poly-heterocyclic aromatic hydrocarbon having 3 to 30 carbon atoms. In this connection, at least one carbon atom, preferably 1 to 3 carbons, in the ring is substituted by a heteroatom, such as N, O, S, P, B, or Si. Furthermore, such heteroaryl can have two or more rings simply side-attached to each other, fused together, or fused with an aryl group. Examples of such heteroaryl include pyridyl, pyrazinyl, pyrimidinyl, pyridazinyl, triazinyl, indoleazinyl, indoleyl, indole-pyridinyl, purinyl, phenanthrolinel, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, thiazolyl, imidazolyl, oxazolyl, furanyl, thiopheneyl, benzofuranyl, benzothiopheneyl, benzothiazolyl, benzoimidazolyl, benzooxazolyl, carbazoleyl, dibenzofuranyl, dibenzothiopheneyl, etc., but the invention is not limited thereto.

[0276] As used in this invention, the term "hybrid aryl" refers to a divalent heteroaryl group derived by removing a hydrogen atom from an "aryl" group, for example, a pyridyl group by removing a hydrogen atom to form a pyridyl group, or a pyrazinyl group by removing a hydrogen atom to form a pyrazinyl group.

[0277] As used in this invention, the term "amine" refers to a functional group composed of nitrogen and hydrogen, which differs from an amino group in that it can be attached to an organic group (such as methyl, ethyl, etc.), and is usually represented by R-NH2. R represents an organic group, examples of which include, but are not limited to, methyl, ethyl, n-propyl, isopropyl, phenyl, naphthyl, acetyl, etc.

[0278] As used in this invention, " "" indicates that the benzene ring in the group is fused with the benzene ring on the carbazole, and the fused position is not adjacent to the pyrrole ring. The fused group is represented as , , “ "Indicates the connection position.

[0279] As used in this invention, "at least two R6s are interconnected to form a ring structure" means that when f is an integer of 2 or more, two or more adjacent R6s are interconnected to form a saturated or unsaturated ring structure, examples of which include, but are not limited to, , , "At least two R7s connected to each other to form a ring structure" means that when g is an integer of 2 or more, two or more adjacent R7s are connected to each other to form a saturated or unsaturated ring structure. Examples include, but are not limited to, those that form a ring structure. , , .

[0280] As used in this invention, compound 25" In the compound D40, it means that all 40 hydrogen atoms in the original compound have been replaced by deuterium; in compounds 26, 63, and 64, D40 means that all 40 hydrogen atoms in the original compound have been replaced by deuterium.

[0281] As used in this invention, the expression "AA-BB number of carbon atoms" or "C(AA-BB) Z group" means the number of carbon atoms in the Z group when it is unsubstituted, excluding the number of carbon atoms in the substituents when substituted. For example, an aryl group with C6-C30 means that when it is unsubstituted, the number of carbon atoms in the aryl group is any integer from 6 to 30. That is, when it is unsubstituted, the number of carbon atoms can be 6, 7, 8, 9, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20...30.

[0282] In this invention, the term "substituted or unsubstituted" means that the hydrogen atoms in a compound are substituted by non-hydrogen groups or are not substituted by non-hydrogen groups. The number of substituents is not limited, as long as it can be obtained through a chemical reaction. It is not limited to a specific position, as long as the hydrogen at that position can be substituted by a substituent. For example, a carbazolyl group, unless otherwise specified in this specification, includes any of the following groups, but is not limited thereto.

[0283] “ "" indicates the substitution position. "Unsubstituted" means that the hydrogen atom is retained.

[0284] When two or more substituents are present, the two or more substituents can be the same or different.

[0285] As used in this invention, terms such as 1, 2, A, B, etc. are used. These terms are only used to distinguish constituent elements and do not limit the nature or order of the constituent elements corresponding to the terms.

[0286] Compound preparation examples

[0287] LC-MS Brand: Waters, Model: SQ Detector 2

[0288] MRI brand: Bruker, model: AVANCE NEO 400

[0289] Those skilled in the art can synthesize the compounds of the present invention by referring to the following compounds and known synthetic methods.

[0290] Synthesis of intermediates 2-4:

[0291] Step 1: Synthesis of intermediate 2-A

[0292]

[0293] Under a nitrogen atmosphere, 7H-benzo[c]carbazole (15.0 g, 69.04 mmol), 1-bromo-2-fluorobenzene (48.3 g, 276.15 mmol), and cesium carbonate (22.5 g, 207.12 mmol) were added to a 500 mL four-necked flask, followed by 200 mL of N,N-dimethylformamide. The mixture was stirred at 140 °C for 6 h. Heating was stopped after the reaction was complete. The mixture was extracted with dichloromethane and water, and the organic phase was stirred by rotary vortexing. The sample was purified by column chromatography (hexane:dichloromethane = 30:1, v / v) to give intermediate 2-A 10.0 g, yield 40%.

[0294] LC-MS (APCI): 372.11 [M+H] +

[0295] Step 2: Synthesis of intermediates 2-4

[0296]

[0297] Under a nitrogen atmosphere, intermediate 2-A (5.0 g, 13.43 mmol), 2-(1-chlorodibenzo[b,d]furan-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxoborane (4.4 g, 13.43 mmol), tetra(triphenylphosphine)palladium (310 mg, 0.27 mmol), and potassium carbonate (5.6 g, 40.29 mmol) were added to a 250 mL four-necked flask, along with 90 mL of tetrahydrofuran (THF) and 30 mL of deionized water. The mixture was heated to reflux and then stirred for 6 h. Extraction was performed with ethyl acetate and water, and the organic phase was stirred dry. The sample was purified by column chromatography (hexane:dichloromethane = 10:1, v / v) to give 4.2 g of intermediate 2-4, with a yield of 63%.

[0298] LC-MS (APCI): 494.26 [M+H] +

[0299] Synthesis Example 1: Preparation of Compound 2

[0300] Step 1: Synthesis of intermediates 2-3

[0301]

[0302] Under a nitrogen atmosphere, intermediates 2-1 (6.0 g, 16.9 mmol), 2-2 (1.7 g, 17.8 mmol), tris(benzylacetone)palladium (464 mg, 0.51 mmol), 2-dicyclohexylphosphine-2,6-dimethoxybiphenyl (694 mg, 1.69 mmol), and sodium tert-butoxide (2.48 g, 38.82 mmol) were added to a 250 mL four-necked flask, followed by the addition of 120 mL of toluene. The mixture was heated to reflux and then stirred for 4 h. Heating was stopped after the reaction was complete, and the reaction mixture was cooled to room temperature. The mixture was extracted with ethyl acetate and water, and the organic phases were combined and evaporated to dryness. The solution was purified by column chromatography (n-hexane:dichloromethane = 5:1) to give 6.54 g of intermediate 2-3, in 94.0% yield.

[0303] LC-MS (APCI): 412.32 [M+H] + .

[0304] Step 2: Synthesis of Compound 2

[0305]

[0306] Under a nitrogen atmosphere, intermediates 2-3 (5.5 g, 13.54 mmol), 2-4 (6.4 g, 12.89 mmol), tris(benzylacetone)palladium (354 mg, 0.386 mmol), 2-dicyclohexylphosphine-2,6-dimethoxybiphenyl (530 mg, 1.20 mmol), and sodium tert-butoxide (2.48 g, 25.78 mmol) were added to a 250 mL four-necked flask, along with 100 mL of toluene. The mixture was heated to reflux and stirred for 4 h. Heating was stopped after the reaction was complete, and the reaction solution was cooled to room temperature. The mixture was extracted with ethyl acetate and water, and the organic phases were combined, stirred, and purified by column chromatography (n-hexane:dichloromethane = 5:1) to give 7.0 g of compound 2, in 62.5% yield.

[0307] LC-MS (APCI): 869.60 [M+H] + The corresponding mass spectrum is shown in Figure 2 of the instruction manual.

[0308] 1H NMR (400 MHz, Methylene Chloride-d2) δ 8.64 (dd, J = 8.5, 1.1 Hz,1H), 8.45 – 8.40 (m, 1H), 8.11 – 8.01 (m, 4H), 7.93 (dt, J = 8.1, 0.9 Hz,1H), 7.90 – 7.80 (m, 4H), 7.72 (dd, J = 7.6, 1.3 Hz, 1H), 7.67 (dt, J = 8.3,0.9 Hz, 1H), 7.65 – 7.48 (m, 7H), 7.46 – 7.33 (m, 5H), 7.30 – 7.25 (m, 2H),7.19 (ddd, J = 8.5, 7.3, 1.3 Hz, 1H), 7.13 (ddd, J = 7.9, 1.4, 0.6 Hz, 1H), 7.10 – 7.05 (m, 2H), 7.01 – 6.91 (m, 4H), 6.82 – 6.76 (m, 2H), 6.69 – 6.63 (m, 2H), 6.60 (d, J = 8.2 Hz, 1H); the corresponding NMR spectra are shown in Figure 3 of the specification.

[0309] Synthesis Example 2: Preparation of Compound 1

[0310]

[0311] The synthesis method of compound 1 is the same as that of compound 2, except that intermediate 2-3 is replaced by intermediate 1-1.

[0312] LC-MS (APCI): 869.52 [M+H] + .Calcd for: C 64 H 40 N2O2.

[0313] Synthesis Example 3: Preparation of Compound 9

[0314]

[0315] The synthesis method of compound 9 is the same as that of compound 2, except that intermediate 2-3 is replaced by intermediate 9-1.

[0316] LC-MS (APCI): 945.62 [M+H] + .Calcd for: C 70 H 44 N2O2.

[0317] Synthesis Example 4: Preparation of Compound 24

[0318]

[0319] Step 1: Synthesis of intermediate 24-4

[0320] Under a nitrogen atmosphere, starting materials 24-1 (6.53 g, 26.86 mmol), 24-2 (5.21 g, 26.86 mmol), tetrakis(triphenylphosphine)palladium (620 mg, 0.54 mmol), and potassium carbonate (11.2 g, 80.58 mmol) were added to a 500 mL four-necked flask, along with 180 mL of tetrahydrofuran (THF) and 60 mL of deionized water. The mixture was heated to reflux and then stirred for 5 h. Extraction was performed with ethyl acetate and water, and the organic phase was stirred by rotary evaporation. The sample was purified by column chromatography (hexane:dichloromethane = 10:1, v / v) to yield 6.92 g of intermediate 25-4, with a yield of 72%.

[0321] Step 2: Synthesis of intermediate 24-5

[0322] The synthesis method of intermediate 24-5 is the same as that of intermediate 2-3, except that intermediate 2-2 is replaced by intermediate 24-4 and intermediate 2-2 is replaced by raw material 24-3.

[0323] Step 3: Preparation of Compound 24

[0324] The synthesis method of compound 24 is the same as that of compound 2, except that intermediate 2-3 is replaced by intermediate 24-5.

[0325] LC-MS (APCI): 928.64 [M+H] + .Calcd for: C 67 H 45 D9N2O2.

[0326] Synthesis Example 5: Preparation of Compound 40

[0327]

[0328] The synthesis method of intermediate 40-2 is the same as that of intermediate 2-4, except that 2-(1-chlorodibenzo[b,d]furan-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxorane is replaced by starting material 40-1.

[0329] The synthesis method of compound 40 is the same as that of compound 2, except that intermediate 2-4 is replaced by intermediate 40-2.

[0330] LC-MS (APCI): 829.48 [M+H] + .Calcd for: C 62 H 40 N2O.

[0331] Device fabrication examples

[0332] Device Comparison Example 1

[0333] This embodiment provides an organic electroluminescent element, such as... Figure 1 As shown, the structure includes, from bottom to top, a substrate 1, an anode 2, a hole injection layer 3, a first hole transport layer 4, a second hole transport layer 5, a light-emitting layer 6, a hole blocking layer 7, an electron transport layer 8, and a cathode 9. The hole injection layer 3, the first hole transport layer 4, and the second hole transport layer 5 are hole transport regions, while the hole blocking layer 7 and the electron transport layer 8 are electron transport regions.

[0334] The specific device structure is as follows:

[0335] ITO / HT1-PD3%(10nm) / HT1(60nm) / HT2(5nm) / BH-BD3%(20nm) / HB(5nm) / ET-LiQ50%(30nm) / Mg:Ag 1:9(100nm)

[0336] Device fabrication process:

[0337] The bottom-emitting glass substrate 1 used in this embodiment was purchased from Guangdong Xinli Display Technology Co., Ltd., and ITO was used as the anode 2. First, the bottom-emitting glass substrate was cleaned sequentially with ITO cleaning agent, deionized water, and isopropanol. Then, the bottom-emitting glass substrate was baked at 180 degrees Celsius for 30 minutes to dry it.

[0338] Then, the bottom-emitting glass substrate is placed in the evaporation chamber, under a vacuum of approximately 10... -8Under the condition of Turbo evaporation, organic layers were sequentially deposited on the ITO anode by thermal vacuum evaporation at a rate of 0.2-2 Å / s. Specifically, 3% PD was doped onto HT1 to form a 10 nm thick hole injection layer 3; HT1 was formed to a 60 nm thick first hole transport layer 4; HT2 was deposited onto HT1 to a 5 nm thick second hole transport layer 5; 3% BD was doped onto the anthracene substrate BH to form a 20 nm thick blue emitting layer 6; HB was formed to a 5 nm thick hole blocking layer 7; ET was doped with 50% Liq to form a 30 nm thick electron transport layer 8; and Mg:Ag (1:9) was formed to a 100 nm thick cathode 9. Finally, the device was transferred back to the glove box and encapsulated with a glass cover and desiccant to complete the device, denoted as Organic Electronic Component 1. In this embodiment of the device, the same layer is deposited using different materials in a certain volume ratio, such as 50% Liq, which is a volume ratio of ET50% and Liq50%.

[0339] The specific structures of the compounds involved are as follows:

[0340]

[0341] PD HT1 HT2 BH

[0342]

[0343] BD HB

[0344]

[0345] ET LiQ REF-1

[0346] HT2 is a publicly disclosed compound, Reaxys ID: 56024625, which is compound 259 disclosed in prior art CN117043155A; the synthesis of HT2 can refer to the synthesis methods of intermediates 2-4 and synthesis example 1, only the initial starting material 7H-benzo[c]carbazole is replaced with carbazole in the intermediate 2-4 steps, LC-MS (APCI): 744.59 (M+H + ).

[0347] REF-1 is a published compound, CAS number: 3067345-41-6, which is compound 297 disclosed in prior art CN119192154A; the synthesis of REF-1 can refer to the synthesis method of intermediates 2-4 and synthesis example 1, only needing to replace intermediates 2-3 with [4-(dibenzo[1,2-d:1',2'-b]furan-4-yl)phenyl](4-phenylphenyl)amine.

[0348] Device Example 1

[0349] The second hole transport layer was prepared by replacing HT2 with compound 2 from the synthesis example 1 of the present invention, and the organic electronic component 2 was fabricated using the same method as in device comparison example 1. This is referred to as Example 1.

[0350] Device Comparison Example 2

[0351] The second hole transport layer was prepared by replacing HT2 with compound REF-1, and the organic electronic component 3 was fabricated using the same method as in Comparative Example 1. This is referred to as Comparative Example 2.

[0352] Device Example 2

[0353] The second hole transport layer was prepared by replacing HT2 with compound 1 from the synthesis example 2 of the present invention, and the organic electronic component 4 was fabricated using the same method as in device comparison example 1. This is referred to as Example 2.

[0354] Device Example 3

[0355] The second hole transport layer was prepared by replacing HT2 with compound 9 from the synthesis example 3 of the present invention, and the organic electronic component 5 was fabricated using the same method as in device comparison example 1. This is referred to as Example 3.

[0356] Device Example 4

[0357] The second hole transport layer was prepared by replacing HT2 with compound 24 from the synthesis example 4 of the present invention, and the organic electronic component 6 was fabricated using the same method as in device comparison example 1. This is referred to as Example 4.

[0358] Device Example 5

[0359] The second hole transport layer was prepared by replacing HT2 with compound 40 from the synthesis example 5 of the present invention, and the organic electronic component 7 was fabricated using the same method as in device comparison example 1. This is referred to as Example 5.

[0360] Test Results

[0361] Current efficiency at a current density of 15 mA / cm 2 Next test.

[0362] Drive voltage at current density of 15mA / cm 2 Next test.

[0363] Second hole transport layer Drive voltage, V Current efficiency, cd / A Organic electronic components 1 HT2 3.76 5.71 Organic electronic components 2 Compound 2 3.66 6.01 Organic electronic components 3 REF-1 3.70 5.74 Organic electronic components 4 Compound 1 3.65 5.98 Organic electronic components 5 Compound 9 3.62 5.95 Organic electronic components 6 Compound 24 3.66 6.04 Organic electronic components 7 Compound 40 3.61 5.96

[0364] The organic electronic components 2, 4-7 prepared by the compounds of this application have lower driving voltages and higher current efficiency compared with organic electronic components 1, 3. Therefore, the compounds of this invention are suitable for preparing high-performance organic electroluminescent devices. It will be readily understood by those skilled in the art that the above description is merely a preferred embodiment of the present invention and is not intended to limit the invention. Any modifications, equivalent substitutions, and improvements made within the spirit and principles of the present invention should be included within the scope of protection of the present invention.

Claims

1. A heterocyclic compound containing a benzocarbazole structure, characterized in that, The heterocyclic compound containing the benzocarbazole structure has the structure shown in formula (1); in, X is selected from O or S; L1 is selected from substituted or unsubstituted dibenzofuranyl or substituted or unsubstituted naphthyl; L2 is selected from substituted or unsubstituted C6-C. 30 arylene, substituted or unsubstituted C3-C 30 heteroaryl; Ar1 is selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C3-C 20 cycloalkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 heteroaryl groups; R1 is selected from hydrogen or deuterium, and a is selected from integers from 0 to 6; when a is 2 or greater, multiple R1s may be the same or different from each other; R2 is selected from hydrogen or deuterium, and b is selected from integers from 0 to 4; when b is 2 or greater, multiple R2s may be the same or different from each other; R3 is selected from hydrogen or deuterium, and c is selected from integers from 0 to 4; when c is 2 or greater, multiple R3s may be the same or different from each other; R6 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, f is selected from integers from 0 to 4; when f is 2 or greater, multiple R6s are the same or different from each other, the R6s are not bonded to each other or at least two R6s are connected to each other to form a ring structure; R7 is selected from hydrogen, deuterium, substituted or unsubstituted C1-C. 20 Alkyl, substituted or unsubstituted C6-C 30 aryl, substituted or unsubstituted C3-C 30 The heteroaryl group, g is selected from integers from 0 to 4; when g is 2 or greater, multiple R7s are the same or different from each other, the R7s are not bonded to each other or at least two R7s are connected to each other to form a ring structure; R8 is selected from hydrogen or deuterium, and h is selected from integers from 0 to 7; when h is 2 or greater, multiple R8s may be the same or different from each other; In the context of "substituted or unsubstituted", the substituents in the substituted group are independently selected from deuterium, halogen, cyano, C1-C. 20 Alkyl, C1-C 20 alkoxy groups, amino groups, C3-C 20 cycloalkyl, C3-C 10 Cycloalkoxy, C6-C 30 aryl, C6-C 30 aryloxy groups, C3-C 30 One or a combination of heteroaryl groups; The heteroatom in the heteroaryl group is selected from one or more of N, O, S, Si, P, and B.

2. The heterocyclic compound containing a benzo[a]carbazole structure according to claim 1, characterized in that, The heterocyclic compound containing the benzocarbazole structure has the structure shown in formula (2-1). , The definitions of X, L1, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above; Preferably, the heterocyclic compound containing the benzocarbazole structure has the structures shown in formulas (2-4) and (2-5). The definitions of X, L2, Ar1, R1, R2, R3, R6, R7, R8 and a, b, c, f, g, h are the same as above; R4 is selected from hydrogen or deuterium, and d is selected from integers from 0 to 6; when d is 2 or greater, multiple R4s may be the same or different from each other; Preferably, the X structure attached to the heterocyclic compound containing the benzo[a]carbazole structure is... Selected from equations X1-X9 as shown below, ， The definitions of X, R6, R7, R8, and f, g, h are the same as above. " indicates the connection position.

3. The heterocyclic compound containing a benzo[a]carbazole structure according to claim 1, characterized in that, The heterocyclic compound containing the benzocarbazole structure has the structures shown in formulas (2-4B), (2-4C), (2-5B), and (2-5C). The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above; Preferably, the heterocyclic compound containing the benzo[a]carbazole structure is linked to structure A. Selected from equations A1-A4 as shown below, ， The definitions of X, R8, and h are the same as above. " indicates the connection position.

4. The heterocyclic compound containing a benzo[a]carbazole structure according to claim 1, characterized in that, The heterocyclic compounds containing the benzocarbazole structure have the structures shown in formulas (2-4D), (2-4E), (2-4F), (2-4G), (2-5D), (2-5E), (2-5F), and (2-5G). The definitions of X, L2, Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above; Preferably, X in the heterocyclic compound containing the benzocarbazole structure is O; Preferably, L2 in the heterocyclic compound containing the benzocarbazole structure is selected from substituted or unsubstituted C6-C. 30 The arylene group is most preferably selected from substituted or unsubstituted phenylene, substituted or unsubstituted biphenylene, substituted or unsubstituted terphenylene, substituted or unsubstituted naphthylene, substituted or unsubstituted phenylnaphthylene, substituted or unsubstituted phenanthrene, substituted or unsubstituted 9,9-dimethylfluorene, and substituted or unsubstituted 9,9-diphenylfluorene, wherein the substituent in "substituted or unsubstituted" is defined as above.

5. The heterocyclic compound containing a benzocarbazole structure according to claim 1, characterized in that, The heterocyclic compound containing the benzocarbazole structure is selected from the structure shown in formula (5) or formula (6). The definitions of Ar1, R1, R2, R3, R4, R6, R7, R8 and a, b, c, d, f, g, h are the same as above; R5 is selected from hydrogen or deuterium, and e is selected from integers from 0 to 4; when e is 2 or greater, multiple R5s may be the same or different from each other; Preferably, formula (5) has the structure shown in formulas (5-4) to (5-7). The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above; Preferably, formula (6) has the structure shown in formulas (6-4) to (6-7). The definitions of Ar1, R1, R2, R3, R4, R5, R6, R7, R8 and a, b, c, d, e, f, g, h are the same as above.

6. The heterocyclic compound containing a benzo[a]carbazole structure according to claims 1-5, characterized in that, Preferably, the Ar1 in the heterocyclic compound containing the benzocarbazole structure is selected from hydrogen, deuterium, substituted or unsubstituted C6-C. 30 The aryl group is most preferably selected from hydrogen, deuterium, substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted naphthyl, substituted or unsubstituted phenanthyl, substituted or unsubstituted 9,9-dimethylfluorenyl, substituted or unsubstituted 9,9-diphenylfluorenyl, and substituted or unsubstituted spirodifluorenyl. Preferably, in the heterocyclic compound containing the benzocarbazole structure, the substituents in the "substituted or unsubstituted" state are each independently selected from one or more combinations of deuterium, fluoro, cyano, methyl, ethyl, tert-butyl, cyclohexyl, phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthrene, pyrene, fluoranyl, triphenylene, phenylene, dibenzofuranyl, and dibenzothiophene. Preferably, the C1-C 20 The alkyl groups are methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, tert-butyl, sec-butyl, n-pentyl, neopentyl, isopentyl, n-hexyl, n-heptyl, n-octyl, n-decyl, isooctyl, nonyl, and 2-ethylhexyl. And / or, the C6-C 30 The aryl groups are phenyl, biphenyl, terphenyl, naphthyl, anthracene, phenanthryl, fluorenyl, indene, pyrene, perylene, fluoranyl, benzophenanthryl, triphenylene, and phenylyl. And / or, the C3-C 20 The cycloalkyl group is preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cyclooctyl, cyclononyl, cyclodecyl, norbornyl, or adamantane; And / or, the C3-C 30 The heteroaryl groups are thienyl, furanyl, pyrroleyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indolyl, isoindolyl, benzothiazolyl, benzooxazolyl, benzoimidazolyl, benzotriazolyl, purinyl, carbazoleyl, dibenzothienyl, dibenzofuranyl, pyridyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphridinyl, acridineyl, phenanthrolinel, and carbolinyl. And / or, the C6-C 30 The arylene groups are phenylene, biphenylene, terphenylene, naphthylene, anthracene, phenanthrene, fluorene, indene, pyrene, perylene, fluorene-anthrene, benzophenanthrene, trimethyleneene, and phenoxide; And / or, the C3-C 30 The heteroaryl groups are thienyl, furanyl, pyrrolyl, thiazolyl, oxazolyl, imidazolyl, pyrazolyl, triazolyl, benzothienyl, benzofuranyl, indoleyl, isoindoleyl, benzothiazolyl, benzoxazolyl, benzoimidazolyl, benzotriazolyl, purineyl, carbazolyl, dibenzothienyl, dibenzofuranyl, pyridinyl, pyrimidinyl, triazinyl, phenazinyl, quinolinyl, isoquinolinyl, naphridinyl, acridineyl, phenanthrolineyl, and carbazolyl.

7. The heterocyclic compound containing a benzo[a]carbazole structure according to claim 1, characterized in that, The heterocyclic compound containing the benzocarbazole structure is selected from the structures shown in compounds 1-79 below. 。 8. A material for organic components, characterized in that, The material comprises a heterocyclic compound containing a benzocarbazole structure as described in any one of claims 1-7; preferably, the material is a material for a light-emitting auxiliary layer, an electron blocking layer, a hole transport layer, or a hole injection layer.

9. An organic electroluminescent element, characterized in that, The organic electroluminescent element includes: a cathode, an anode, and one or more organic material layers disposed between the cathode and the anode and including a light-emitting layer, wherein one or more layers of the organic material layer contain a heterocyclic compound containing a benzocarbazole structure as described in any one of claims 1-7; Preferably, the organic electroluminescent element includes a substrate, an anode, a hole transport region, a light-emitting layer, an electron transport region, and a cathode. The light-emitting layer is located between the anode and the cathode, the hole transport region is located between the anode and the light-emitting layer, the electron transport region is located between the light-emitting layer and the cathode, and the hole transport region comprises a heterocyclic compound containing a benzocarbazole structure as described in any one of claims 1-7.

10. An electronic device, comprising: One or more of the following: displays, monitors, and lighting devices, comprising the heterocyclic compound containing a benzocarbazole structure as described in any one of claims 1-7, or the organic element material as described in claim 8, or the organic electroluminescent element as described in any one of claims 9.

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