CN112028883A

CN112028883A - Compound and organic electroluminescent device

Info

Publication number: CN112028883A
Application number: CN202010911428.7A
Authority: CN
Inventors: 钱超; 许军
Original assignee: Nanjing Topto Materials Co Ltd
Current assignee: Nanjing Topto Materials Co Ltd
Priority date: 2020-09-02
Filing date: 2020-09-02
Publication date: 2020-12-04
Anticipated expiration: 2040-09-02
Also published as: WO2022047902A1; CN112028883B

Abstract

The invention discloses a compound and an organic electroluminescent device, and the structural formula of the compound is shown as the following formula 1:

Z1-Z3 are the same or different and are each independently CH or N, and Z1-Z3 are not CH at the same time; ar1 is phenyl or deuterated phenyl; y is O, Ar2 is C1-C4 straight chain or branched chain alkyl, C1-C4 deuterated straight chain or branched chain alkyl, C3-C10 cycloalkyl, C3-C10 deuterated cycloalkyl, C3-C6 cycloalkenyl, C3-C6 deuterated cycloalkenyl, phenyl, naphthyl, anthryl, phenanthryl, deuterated phenyl, deuterated naphthyl, deuterated anthryl or deuterated phenanthryl, and the compound of the present invention is used as a light-emitting layerThe main body material is used and applied to the organic electroluminescent device, and the service life of the prepared organic electroluminescent device is greatly prolonged, so that the organic electroluminescent device has a very wide application prospect.

Description

Compound and organic electroluminescent device

Technical Field

The invention relates to the technical field of organic electroluminescence, in particular to a compound and an organic electroluminescent device.

Background

The main features of OLEDs, as a device for generating electroluminescence using a multilayer organic thin film structure, which is easy to fabricate and requires only low driving voltages, make OLEDs very prominent for applications satisfying flat panel displays. Compared with an LCD, the OLED display screen is thinner and lighter, has high brightness, low power consumption, quick response, high definition, good flexibility and high luminous efficiency, and can meet the new requirements of consumers on display technology. More and more display manufacturers worldwide are invested in research and development, and the industrialization process of the OLED is greatly promoted.

At present, an OLED device is composed of a substrate, a cathode, an anode, a Hole Injection Layer (HIL), an Electron Injection Layer (EIL), a Hole Transport Layer (HTL), an Electron Transport Layer (ETL), an Electron Blocking Layer (EBL), a Hole Blocking Layer (HBL), an emission layer (EML), and the like, and when a voltage is applied to electrodes at two ends of the OLED device, positive and negative charges are generated in an organic layer functional material film layer through the action of an electric field, and the positive and negative charges are further combined in the emission layer, so that light can be generated.

Currently, research into improving the performance of OLED devices includes: the driving voltage of the device is reduced, the luminous efficiency of the device is improved, the service life of the device is prolonged, and the like. In order to realize the continuous improvement of the performance of the organic electroluminescent device, not only the innovation of the structure and the manufacturing process of the organic electroluminescent device is required, but also the continuous research and innovation of the organic electro-photoelectric functional material are required, and the organic electroluminescent functional material with higher performance is created.

In terms of the actual demand of the current organic electroluminescent industry, the development of the current organic electroluminescent materials is far from enough and lags behind the requirements of panel manufacturing enterprises.

Disclosure of Invention

The purpose of the invention is as follows: in order to solve the technical problems, the invention provides a compound and an organic electroluminescent device.

In order to achieve the purpose of the invention, the technical scheme adopted by the invention is as follows:

a compound having the formula 1:

Z1-Z3 are the same or different and are each independently CH or N, and Z1-Z3 are not CH at the same time;

ar1 is phenyl or deuterated phenyl;

y is O;

ar2 is C1-C4 straight chain or branched chain alkyl, C1-C4 deuterated straight chain or branched chain alkyl, C3-C10 cycloalkyl, C3-C10 deuterated cycloalkyl, C3-C6 cycloalkenyl, C3-C6 deuterated cycloalkenyl, phenyl, naphthyl, anthryl, phenanthryl, deuterated phenyl, deuterated naphthyl, deuterated anthryl, deuterated phenanthryl;

said phenyl, naphthyl, anthracenyl, phenanthrenyl, deuterated phenyl, deuterated naphthyl, deuterated anthracenyl, deuterated phenanthrenyl are unsubstituted or are obtained by substitution of at least one hydrogen or deuterium by a linear or branched alkyl group from C1 to C4, a deuterated linear or branched alkyl group from C1 to C4, a cycloalkyl group from C3 to C10, a deuterated cycloalkyl group from C3 to C10, a cycloalkenyl group from C3 to C6, a deuterated cycloalkenyl group from C3 to C6, a phenyl or deuterated phenyl group;

ar3 is a group represented by formula 2:

X1-X8 are the same or different and are each independently N, CH or CD;

at least one of Ar1, Ar2, Ar3 is a group substituted with deuterium.

2. The compound of claim 1, wherein Z1-Z3 are both N.

Further, Ar2 is the following group:

methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, bicyclo [1.1.1] pentyl, cyclopropenyl, cyclobutenyl, cyclobutadienyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl;

deuterated methyl, deuterated ethyl, deuterated n-propyl, deuterated isopropyl, deuterated n-butyl, deuterated isobutyl, deuterated sec-butyl, deuterated tert-butyl, deuterated cyclopropyl, deuterated cyclobutyl, deuterated cyclopentyl, deuterated cyclohexyl, deuterated adamantyl, deuterated bicyclo [1.1.1] pentyl, deuterated cyclopropenyl, deuterated cyclobutenyl, deuterated cyclobutadienyl, deuterated cyclopentenyl, deuterated cyclopentadienyl, deuterated cyclohexenyl, deuterated cyclohexadienyl;

phenyl, naphthyl, anthracenyl, phenanthrenyl, deuterated phenyl, deuterated naphthyl, deuterated anthracenyl, deuterated phenanthrenyl;

the phenyl, naphthyl, anthryl, phenanthryl, deuterated phenyl, deuterated naphthyl, deuterated anthryl, deuterated phenanthryl are unsubstituted or substituted by methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, bicyclo [1.1.1] pentyl, cyclopropenyl, cyclobutenyl, cyclobutadienyl, cyclopentenyl, cyclopentadienyl, cyclohexenyl, cyclohexadienyl;

phenyl, naphthyl, anthryl, phenanthryl, deuterated phenyl, deuterated naphthyl, deuterated anthryl, deuterated phenanthryl.

Further, Ar2 is the following group:

further, X1-X8 are both CH or both CD.

Further, any one of the following compounds:

an organic electroluminescent device comprising a first electrode, a second electrode and an organic layer formed between the first electrode and the second electrode, the organic layer containing the above compound.

Further, the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer and an electron injection layer; at least one of the hole injection layer, the hole transport layer, the electron blocking layer, the light emitting layer, the hole blocking layer, the electron transport layer, and the electron injection layer contains the above compound.

Further, the light-emitting layer contains the above compound.

Further, the light-emitting layer contains a light-emitting host material formed by mixing the compound and any one or more of compounds G1 to G28, wherein the compounds G1 to G28 are as follows:

the room temperature of the invention is 25 +/-5 ℃.

The invention has the beneficial effects that:

the compound provided by the invention can be widely applied as an organic electroluminescent material, heavy hydrogen (deuterium) is introduced into the structure of the traditional compound, deuterium is introduced, the deuterium and carbazole which is rich in electrons are taken as groups, and triazine groups which absorb electrons are combined with each other, so that the compound has a bipolar characteristic and has the characteristic of transmitting electrons and holes, the transmission of the electrons and the holes is balanced, and the compound can be better matched with a doped material, the efficiency and the stability of a device are greatly improved, the service life of the device is prolonged, and the service life and the luminous efficiency of the device are further improved.

Drawings

Fig. 1 is a schematic structural diagram of an organic electroluminescent device provided by the present invention;

the reference numbers in the figures represent respectively:

1-anode, 2-hole injection layer, 3-hole transport layer, 4-electron blocking layer, 5-luminescent layer, 6-hole blocking layer, 7-electron transport layer, 8-electron injection layer and 9-cathode.

FIG. 2 is an HPLC chart of Compound 1 prepared in example 1 of the present invention;

FIG. 3 is a nuclear magnetic hydrogen spectrum of Compound 1 prepared in example 1 of the present invention;

FIG. 4 is a DSC chart of Compound 1 prepared in example 1 of the present invention, and it can be seen from FIG. 4 that Tm of Compound 1 is 263.67 ℃.

Fig. 5 is a TGA spectrum of compound 1 prepared in example 1 of the present invention, and it can be seen from fig. 5 that the thermal weight loss temperature Td of compound 1 is 461.92 ℃.

FIG. 6 is a graph showing the life of organic electroluminescent devices in application example 1 and comparative example 1 of the present invention;

as can be seen from fig. 6, T97% lifetimes of the organic electroluminescent devices prepared in application example 1 and comparative example 1 of the present invention were 475h and 424h, respectively.

Detailed Description

Embodiments of the various aspects are further illustrated and described below. It should be understood that the description herein is not intended to limit the claims to the particular aspects described. On the contrary, it is intended to cover alternatives, modifications, and equivalents as may be included within the spirit and scope of the disclosure as defined by the appended claims.

As used herein, a "Ca to Cb" hydrocarbyl group is defined as a hydrocarbyl group having a carbon number of "a" (inclusive) to "b" (inclusive). As used herein, "a and/or b" means "a" or "b" or "a and b".

As used herein, in "substituted" or "unsubstituted," the term "substituted" means that at least one hydrogen in the group is re-coordinated to deuterium, a hydrocarbon group, a hydrocarbon derivative group, a halogen, or a cyano (-CN). The term "unsubstituted" means that at least one hydrogen in the group does not re-coordinate with deuterium, a hydrocarbon group, a hydrocarbon derivative group, a halogen, or a cyano (-CN) group. Examples of the hydrocarbon group or hydrocarbon derivative group may include C1 to C30 alkyl groups, C2 to C30 alkenyl groups, C2 to C30 alkynyl groups, C6 to C30 aryl groups, C5 to C30 heteroaryl groups, C1 to C30 alkylamino groups, C6 to C30 arylamino groups, C6 to C30 heteroarylamino groups, C6 to C30 arylheteroarylamino groups, and the like, but are not limited thereto.

The alkyl of C1-C4 in the invention refers to methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl and tert-butyl; deuterated alkyl of C1-C4 is a group obtained by replacing any number of hydrogens in methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, isobutyl, and tert-butyl with deuterium.

The examples, in which specific conditions are not specified, were conducted under conventional conditions or conditions recommended by the manufacturer. The reagents or instruments used are not indicated by the manufacturer, and are all conventional products available commercially.

Example 1:

the preparation of compound 1 is shown below:

under the protection of nitrogen, adding compound 1-a (10g, 356.81g/mol, 28.03mmol), compound 1-b (1.1eq, 9.04g, 293.14g/mol, 30.83mmol) and sodium carbonate (2eq, 5.94g, 105.99g/mol, 56.06mmol) into toluene (200ml), ethanol (100ml) and water (100ml), stirring and mixing uniformly, adding tetrakistriphenylphosphine palladium (0.05eq, 1.62g, 1155.58g/mol, 1.4mmol), heating to reflux reaction for 10h, cooling to room temperature, adding water (100ml), stirring to separate the aqueous phase, extracting the aqueous phase with dichloromethane, mixing the organic phase, drying with anhydrous sodium sulfate, stirring and purifying with silica gel to obtain compound 1(12.79g, yield 80.1%), ESI-MS (M/z) (M +): theoretical 569.66, found 570.19, elemental analysis result (molecular formula C39H19D5N 4O): theoretical value C, 82.23; h, 5.13; n, 9.84; o, 2.81; found C, 82.23; h, 5.13; n, 9.84; o, 2.81.

The HPLC profile of compound 1 prepared in example 1 is as follows:

TABLE 1

Example 2:

the preparation of compound 2 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 2-a and the compound 2-b were used instead of the compound 1-a and the compound 1-b, respectively, and the reaction gave compound 2 (yield 79.7%), ESI-MS (M/z) (M +): theoretical 569.66, found 570.44, elemental analysis result (molecular formula C39H19D5N 4O): theoretical value C, 82.23; h, 5.13; n, 9.84; o, 2.81; found C, 82.23; h, 5.13; n, 9.84; o, 2.81.

Example 3:

the preparation of compound 3 is shown below:

the preparation method was substantially the same as in example 2 except that the compound 3-a was used instead of the compound 2-a to obtain the compound 3 (yield 80.5%), ESI-MS (M/z) (M +): theoretical 572.68, found 572.81, elemental analysis result (molecular formula C39H16D8N 4O): theoretical value C, 81.79; h, 5.63; n, 9.78; o, 2.79; found C, 81.79; h, 5.63; n, 9.78; o, 2.79.

Example 4:

the preparation of compound 9 is shown below:

the preparation method was substantially the same as in example 2 except that the compound 4-b was used instead of the compound 2-b, and the reaction gave compound 9 (yield 77.3%), ESI-MS (M/z) (M +): theoretical 619.72, found 620.18, elemental analysis result (molecular formula C43H21D5N 4O): theoretical value C, 83.34; h, 5.04; n, 9.04; o, 2.58; found C, 83.33; h, 5.04; n, 9.04; o, 2.58.

Example 5:

the preparation of compound 16 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 1-b was replaced with the compound 5-b to obtain the compound 16 (yield 71.2%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.07, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 6:

the preparation of compound 17 is shown below:

the preparation method was substantially the same as in example 2 except that the compound 6-b was used instead of the compound 2-b, and the reaction gave compound 16 (yield 71.7%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.30, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 7:

the preparation of compound 22 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 7-b was used instead of the compound 1-b, and the reaction gave the compound 22 (yield 76.5%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.04, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 8:

the preparation of compound 29 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 8-b was used instead of the compound 1-b, and the reaction gave compound 29 (yield 74.2%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.27, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 9:

the preparation of compound 36 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 9-b was used instead of the compound 1-b, and the reaction gave compound 36 (yield 76.3%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.67, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 10:

the preparation of compound 43 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 10-b was used instead of the compound 1-b, and the reaction gave compound 43 (yield 68.4%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.03, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 11:

the preparation of compound 49 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 1-b was replaced with the compound 11-b to obtain the compound 49 (yield 73.9%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.11, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 12:

the preparation of compound 65 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 12-b was used instead of the compound 1-b, and the reaction gave compound 65 (yield 70.1%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.27, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 13:

the preparation of compound 86 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 1-b was replaced with the compound 13-b to obtain a compound 86 (yield 73.3%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.31, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 14:

the preparation of compound 93 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 14-b was used instead of the compound 1-b, and the reaction gave compound 93 (yield 76.6%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.62, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 15:

the preparation of compound 100 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 1-b was replaced with the compound 15-b to obtain the compound 100 (yield 75.8%), ESI-MS (M/z) (M +): theoretical 695.82, found 696.47, elemental analysis result (molecular formula C49H25D5N 4O): theoretical value C, 84.58; h, 5.07; n, 8.05; o, 2.30; found C, 84.58; h, 5.07; n, 8.05; o, 2.30.

Example 16:

the preparation of compound 121 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 1-b was replaced with the compound 16-b to obtain a compound 121 (yield 70.8%), ESI-MS (M/z) (M +): theoretical 745.88, found 746.21, elemental analysis result (molecular formula C53H27D5N 4O): theoretical value C, 85.34; h, 5.00; n, 7.51; o, 2.15; found C, 85.34; h, 5.00; n, 7.50; o, 2.15.

Example 17:

the preparation of compound 177 is shown below:

the preparation method was substantially the same as in example 1 except that the compound 17-b was used instead of the compound 1-b, and the reaction gave compound 177 (yield 81.1%), ESI-MS (M/z) (M +): theoretical 628.79, found 628.80, elemental analysis result (molecular formula C43H28D6N 4O): theoretical value C, 82.14; h, 6.41; n, 8.91; o, 2.54; found C, 82.14; h, 6.41; n, 8.91; o, 2.54.

Testing the performance of the device:

compounds

1, 2, 3, 9, 16, 17, 22, 29, 36, 43, 49, 65, 86, 93, 100, 121, 177 in examples 1-17 of the present invention were tested for their thermogravimetric loss temperature Td and melting point Tm, and the results are shown in table 2:

note: the thermogravimetric temperature Td, which is the temperature at which the weight loss is 5% in a nitrogen atmosphere, was measured on a TGA N-1000 thermogravimetric analyzer at a nitrogen flow rate of 10mL/min, a melting point Tm was determined by differential scanning calorimetry (DSC, New Zedoku DSC N-650), and a temperature rise rate of 10 ℃/min.

Table 2:

as can be seen from table 2 above, the compound of the present invention has higher Td value and Tm value, which indicates that it has excellent thermal stability, and when it is applied to an organic electroluminescent device, the compound can effectively prolong the service life of the organic electroluminescent device, and can obtain better use effect.

Testing the performance of the device:

application example 1:

adopting ITO as the anode substrate material of the reflecting layer, and sequentially using water, acetone and N₂Carrying out surface treatment on the glass substrate by plasma;

depositing 10nm HT-1 doped with 5% HAT-CN on the ITO anode substrate to form a Hole Injection Layer (HIL);

evaporating HT-1 with the thickness of 100nm above the Hole Injection Layer (HIL) to form a Hole Transport Layer (HTL);

evaporating EB-1 above the Hole Transport Layer (HTL) in vacuum to form an Electron Blocking Layer (EBL) with the thickness of 10 nm;

the compound 1 prepared in the invention example 1 and G1 are used as luminescent main materials to be co-evaporated according to the proportion of 5:5, GD-1 is used as a doping material (GD-1 is used as 8 percent of the total weight of the compound 1 and G1) to be evaporated on an Electron Blocking Layer (EBL) to form a luminescent layer with the thickness of 20 nm;

evaporating HB-1 onto the light-emitting layer to obtain a Hole Blocking Layer (HBL) with the thickness of 20 nm;

performing co-evaporation on ET-1 and LiQ to obtain an Electron Transport Layer (ETL) with the thickness of 30nm on a Hole Blocking Layer (HBL) according to the proportion of 5: 5;

mixing magnesium (Mg) and silver (Ag) at a ratio of 9:1, and evaporating to form an Electron Injection Layer (EIL) with a thickness of 50nm above the Electron Transport Layer (ETL);

thereafter, silver (Ag) was evaporated over the electron injection layer to form a cathode having a thickness of 100nm, DNTPD having a thickness of 50nm was deposited on the above-mentioned cathode sealing layer, and further, the surface of the cathode was sealed with a UV hardening adhesive and a sealing film (seal cap) containing a moisture scavenger to protect the organic electroluminescent device from oxygen or moisture in the atmosphere, thereby preparing an organic electroluminescent device.

Application examples 2 to 17

Organic electroluminescent devices of application examples 2 to 17 were produced by replacing compound 1 in application example 1 with

compounds

2, 3, 9, 16, 17, 22, 29, 36, 43, 49, 65, 86, 93, 100, 121, and 177 in examples 2 to 17 of the present invention, respectively, and the rest of the examples were identical to application example 1.

Comparative examples 1 to 3

Comparative examples 1 to 3 and application example 1 were different in that GH-1, GH-2 and GH-3 were used instead of Compound 1 in application example 1, respectively, and the rest was the same as in application example 1.

The organic electroluminescent devices prepared in application examples 1 to 17 and comparative examples 1, 2 and 3 were respectively tested, and the test results are shown in table 3.

TABLE 3

As can be seen from table 3 above, when the compound of the present invention is applied to an organic electroluminescent device and used as a host material of a light-emitting layer, the light-emitting efficiency of the organic electroluminescent device can be improved to a certain extent, and the start-up voltage is reduced and the power consumption is relatively reduced.

The organic electroluminescent devices prepared in comparative examples 1 to 3 and application examples 1 to 5 were subjected to a light emission life test to obtain data of light emission life T97% (time for which light emission luminance was reduced to 97% of initial luminance), and the test apparatus was a TEO light emitting device life test system. The results are shown in Table 4:

TABLE 4

As shown in Table 4, the compound of the present invention is used as a host material of a light-emitting layer, and is applied to an organic electroluminescent device, and the service life of the prepared organic electroluminescent device is greatly prolonged, so the compound has a wide application prospect.

Claims

1. A compound having the formula 1:

ar1 is phenyl or deuterated phenyl;

y is O;

ar3 is a group represented by formula 2:

X1-X8 are the same or different and are each independently N, CH or CD;

at least one of Ar1, Ar2, Ar3 is a group substituted with deuterium.

2. The compound of claim 1, wherein Z1-Z3 are both N.

3. The compound of claim 1, wherein Ar2 is the following group:

4. The compound of claim 1, wherein Ar2 is the following group:

5. the compound of claim 1, wherein X1-X8 are both CH or both CD.

6. The compound of any one of claims 1 to 5, which is any one of the following compounds:

7. an organic electroluminescent device comprising a first electrode, a second electrode, and an organic layer formed between the first electrode and the second electrode, wherein the organic layer contains the compound according to any one of claims 1 to 6.

8. The organic electroluminescent device according to claim 7, wherein the organic layer comprises a hole injection layer, a hole transport layer, an electron blocking layer, a light emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer; at least one of the hole injection layer, the hole transport layer, the electron blocking layer, the light emitting layer, the hole blocking layer, the electron transport layer, and the electron injection layer contains the compound according to any one of claims 1 to 6.

9. The organic electroluminescent element as claimed in claim 8, wherein the compound as claimed in any one of claims 1 to 6 is contained in the light-emitting layer.

10. The organic electroluminescent device according to claim 9, wherein the light-emitting layer contains a light-emitting host material, and the light-emitting host material is formed by mixing the compound according to any one of claims 1 to 6 with any one or more of compounds G1 to G28, and compounds G1 to G28 are as follows: