CN111662187A - Amino-containing organic compound and application thereof - Google Patents

Amino-containing organic compound and application thereof Download PDF

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CN111662187A
CN111662187A CN201910176737.1A CN201910176737A CN111662187A CN 111662187 A CN111662187 A CN 111662187A CN 201910176737 A CN201910176737 A CN 201910176737A CN 111662187 A CN111662187 A CN 111662187A
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王芳
张兆超
李崇
谢丹丹
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Jiangsu Sunera Technology Co Ltd
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Abstract

The invention relates to an amino-containing organic compound and application thereof, belonging to the technical field of semiconductors, and the structure of the compound provided by the invention is shown as a general formula (1):
Figure DDA0001989856280000011
the compound provided by the invention has stronger hole transmission capability, and under the appropriate HOMO energy level, the hole injection and transmission performance is improved; under a proper LUMO energy level, the organic electroluminescent material plays a role in blocking electrons and improves the recombination efficiency of excitons in the light-emitting layer. When the compound is applied to an OLED device, high film stability can be kept through device structure optimization, and the photoelectric performance of the OLED device and the service life of the OLED device can be effectively improved.

Description

Amino-containing organic compound and application thereof
Technical Field
The invention relates to the technical field of semiconductors, in particular to an amino-containing organic compound and application thereof.
Background
The Organic Light Emission Diodes (OLED) device technology can be used for manufacturing novel display products and novel lighting products, is expected to replace the existing liquid crystal display and fluorescent lamp lighting, and has wide application prospect. The OLED light-emitting device is of a sandwich structure and comprises electrode material film layers and organic functional materials clamped between different electrode film layers, and the various different functional materials are mutually overlapped together according to the application to form the OLED light-emitting device. When voltage is applied to two end electrodes of the OLED light-emitting device as a current device, positive and negative charges in the organic layer functional material film layer are acted through an electric field, and the positive and negative charges are further compounded in the light-emitting layer, namely OLED electroluminescence is generated.
The OLED photoelectric functional material film layer for forming the OLED device at least comprises more than two layers of structures, and the OLED device structure applied in industry 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 and other various film layers, namely the photoelectric functional material applied to the OLED device at least comprises a hole injection material, a hole transport material, a light emitting material, an electron transport material and the like, and the material type and the matching form have the characteristics of richness and diversity. In addition, for the collocation of OLED devices with different structures, the used photoelectric functional materials have stronger selectivity, and the performance of the same materials in the devices with different structures can also be completely different.
Therefore, aiming at the industrial application requirements of the current OLED device, different functional film layers of the OLED device and the photoelectric characteristic requirements of the device, a more suitable OLED functional material or material combination with high performance needs to be selected to realize the comprehensive characteristics of high efficiency, long service life and low voltage of the device.
Disclosure of Invention
In view of the above problems in the prior art, the present invention provides an organic compound containing an amine group and its application in an organic electroluminescent device. The organic compound provided by the invention has good thermal stability, higher glass transition temperature and proper HOMO energy level, and the device adopting the organic compound provided by the invention can effectively improve the photoelectric property of an OLED device and the service life of the OLED device through structure optimization.
The specific technical scheme is as follows: an organic compound containing an amine group, the structure of the compound is shown as a general formula (1):
Figure BDA0001989856260000021
z represents a nitrogen atom or C-R;
r represents hydrogen atom, protium, deuterium, tritium, cyano, methoxy, halogen, C1-20Alkyl of (C)3-20Cycloalkyl, substituted or unsubstituted C6-30Aryl, 5 to 30 membered heteroaryl containing one or more heteroatoms substituted or unsubstituted;
the R is1Represented by a structure represented by the general formula (2);
Figure BDA0001989856260000022
the position marked by X in the general formula (2)Is arranged through L1-L2、L2-L3、L3-L4A bond is cyclonically linked to the general formula (1);
z is1Represented by a nitrogen atom or C-R3；
The R is2、R3Each independently represents a hydrogen atom, a deuterium atom, a methoxy group, or C1-10Alkyl radical, C3-20Cycloalkyl, substituted or unsubstituted C6-30Aryl, substituted or unsubstituted 5-to 30-membered heteroaryl containing one or more heteroatoms, or a structure of formula (3), and R2、R3At least one of them is represented by the general formula (3); when the general formula (2) passes through L2-L3Is connected with a parallel ring of the general formula (1), R2When it is represented by the general formula (3), R2The site of attachment to formula (1) does not include L4；
Figure BDA0001989856260000023
Ar and Ar1、Ar2Each independently represents a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted anthracenylene group, or a substituted or unsubstituted pyridinylene group;
said Q1、Q2Each independently represents substituted or unsubstituted C6-30Aryl, substituted or unsubstituted 5 to 30 membered heteroaryl containing one or more heteroatoms;
the substituent of the substitutable group is selected from deuterium atom, methoxy group, cyano group, halogen atom, C1-20Alkyl of (C)3-20Cycloalkyl of, C6-30One or more of aryl, 5-to 30-membered heteroaryl containing one or more heteroatoms;
the heteroatom is one or more selected from oxygen atom, sulfur atom or nitrogen atom.
As a further improvement of the invention, said Q1、Q2Each independently represents a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted terphenylyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted azapyrenyl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted azabenzophenanthryl group, a general formula (4), a general formula (5) or a general formula (6);
Figure BDA0001989856260000031
said X1、X2、X3Independently represent-O-, -S-, -C (R)4)(R5) -or-N (R)6)-；X2、X3May also represent a single bond;
the Y, Y1、Y2Each independently represents a nitrogen atom or C-R7And Y is1And Y2Can also be connected into a ring;
wherein Y, Y at the site of attachment to another group1、Y2Represented as a carbon atom;
the R is4～R6Are each independently represented by C1-20Alkyl, substituted or unsubstituted C6-30One of an aryl group, a 5-to 30-membered heteroaryl group substituted or unsubstituted with one or more heteroatoms; r3And R4Can be connected with each other to form a ring;
the R is7Represented by hydrogen atom, deuterium atom, methoxy group, cyano group, halogen, C1-20Alkyl of (C)3-20Cycloalkyl of, C2-20Alkenyl of (a), substituted or unsubstituted C6-30Aryl, 5 to 30 membered heteroaryl containing one or more heteroatoms substituted or unsubstituted; two or more adjacent R7Can be connected with each other to form a ring;
the substituent of the substitutable group is selected from deuterium atom, methoxy group, cyano group, halogen atom, C1-20Alkyl of (C)3-20Cycloalkyl of, C6-30One or more of aryl, 5-to 30-membered heteroaryl containing one or more heteroatoms;
the heteroatom is one or more selected from oxygen atom, sulfur atom or nitrogen atom.
As a further improvement of the invention, the general formula (1) can be represented by a structure shown in a general formula (7), a general formula (8) or a general formula (9);
Figure BDA0001989856260000032
as a further improvement of the invention, at least one of Q1 and Q2 is represented by a structure shown in a general formula (4), a general formula (5) or a general formula (6).
As a further improvement of the invention, Ar is1、Ar2At least one of them is represented by phenyl.
As a further improvement of the invention, R is2Represented by the general formula (3).
As a further improvement of the invention, R is3Represented by the general formula (3).
As a further improvement of the invention, the R, R7Each independently represents one of a hydrogen atom, deuterium, a fluorine atom, a cyano group, a methoxy group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group, a pentyl group, an adamantyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted dibenzofuryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted naphthyridinyl group;
the R is4～R6Each independently represents one of methyl, ethyl, propyl, isopropyl, tert-butyl, amyl, phenyl, naphthyl, biphenyl, naphthyridinyl or pyridyl;
the substituent of the substitutable group is one or more selected from fluorine atom, methoxy group, cyano group, methyl group, ethyl group, propyl group, adamantyl group, isopropyl group, tertiary butyl group, amyl group, phenyl group, naphthyl group, biphenyl group, naphthyridinyl group or pyridyl group.
As a further improvement of the invention, the compound has a specific structure as follows:
Figure BDA0001989856260000041
Figure BDA0001989856260000051
Figure BDA0001989856260000061
Figure BDA0001989856260000071
Figure BDA0001989856260000081
Figure BDA0001989856260000091
Figure BDA0001989856260000101
Figure BDA0001989856260000102
any one of the above.
A second aspect of the present invention provides the use of an organic compound containing an amine group as defined above for the preparation of an organic electroluminescent device.
A third aspect of the present invention is to provide an organic electroluminescent device characterized by comprising at least one functional layer containing the above-mentioned amine group-containing organic compound.
A fourth aspect of the present invention provides an organic electroluminescent device comprising a hole transport layer or an electron blocking layer, characterized in that the hole transport layer or the electron blocking layer contains the above-mentioned amine group-containing organic compound.
A fifth aspect of the present invention is to provide an organic electroluminescent device comprising a light-emitting layer having such a feature that the light-emitting layer contains the above-mentioned amine group-containing organic compound.
A sixth aspect of the present invention is to provide an organic electroluminescent device having such features, comprising a hole injection layer, a hole transport auxiliary layer, a light-emitting layer, and an electron transport region, the hole transport auxiliary layer being adjacent to the light-emitting layer, the hole injection layer comprising a P-doped material and the structure of the general formula (1), and the hole transport layer comprising the same organic material as the hole injection layer.
A seventh aspect of the present invention is to provide an organic electroluminescent device having such features, comprising a hole injection layer, a hole transport auxiliary layer, a light-emitting layer, and an electron transport region, the hole transport auxiliary layer being adjacent to the light-emitting layer, the hole injection layer comprising a P-doped material and an organic material, the hole transport layer comprising the same organic material as the hole injection layer, the hole transport auxiliary layer comprising a structure represented by general formula (1).
An eighth aspect of the present invention is to provide a lighting or display element having such a feature, including the organic electroluminescent device described above.
The beneficial effect of above-mentioned scheme is:
the pi conjugation effect in the compound provided by the invention enables the compound to have strong hole transmission capability, the high hole transmission rate can reduce the initial voltage of the device, and the efficiency of the organic electroluminescent device is improved; the asymmetric triarylamine structure can reduce the crystallinity of molecules, reduce the planarity of the molecules and prevent the molecules from moving on the plane, thereby improving the thermal stability of the molecules; meanwhile, the structure of the compound provided by the invention enables the distribution of electrons and holes in the luminescent layer to be more balanced, and under the appropriate HOMO energy level, the hole injection and transmission performance is improved; under a proper LUMO energy level, the organic electroluminescent device also plays a role in blocking electrons, improves the recombination efficiency of excitons in a light-emitting layer, can reduce the efficiency roll-off of the device under high current density, reduces the voltage of the device, improves the current efficiency of the device and prolongs the service life of the device.
The structure of the compound contains a dimethylfluorenylacene structure, so that the compound has higher mobility and wider band gap, and the compound is ensured not to be absorbed in the field of visible light; in addition, the distance between molecules is increased, the interaction force between molecules is weakened, so that the evaporation temperature is low, and the industrial processing window of the material is widened.
When the compound is applied to an OLED device, high film stability can be kept through device structure optimization, and the photoelectric performance of the OLED device and the service life of the OLED device can be effectively improved. The compound has good application effect and industrialization prospect in OLED luminescent devices.
Drawings
FIG. 1 is a schematic structural diagram of an OLED device using the materials listed in the present invention;
FIG. 2 is a graph of efficiency measured at different temperatures for a device made according to the present invention and a comparative device.
In the drawings: 1 is a transparent substrate layer, 2 is an ITO anode layer, 3 is a hole injection layer, 4 is hole transport, 5 is an electron blocking layer, 6 is a light emitting layer, 7 is an electron transport or hole blocking layer, 8 is an electron injection layer, 9 is a cathode reflective electrode layer, and 10 is a light extraction layer.
Detailed Description
Example 1: synthesis of compound 7:
Figure BDA0001989856260000121
adding 0.01mol of raw material 1-1, 0.012mol of raw material 2-1, 150ml of toluene into a 250ml three-neck flask under the protection of nitrogen, stirring and mixing, and then adding 5 × 10-5molPd2(dba)3，5×10-5mol P(t-Bu)30.03mol of sodium tert-butoxide, heating to 105 ℃, refluxing for 24 hours, and samplingPoint board, show no bromide remains, reaction is complete; naturally cooling to room temperature, filtering, rotatably steaming the filtrate until no fraction is obtained, and passing through a neutral silica gel column to obtain a target product compound 7; HPLC purity 99.51%, yield 68.7%; elemental analysis Structure (molecular formula C)43H33N): theoretical value C, 91.61; h, 5.90; n, 2.48; test values are: c, 91.63; h, 5.89; and N, 2.47. ESI-MS (M/z) (M +): theoretical value is 563.74, found 563.78.
The following compounds (all starting materials are available in the medium energy range) were prepared in the same manner as in example 1, and the synthetic starting materials used are shown in table 1 below:
TABLE 1
Figure BDA0001989856260000122
Figure BDA0001989856260000131
Figure BDA0001989856260000141
The compound of the invention can be used in a light-emitting device, can be used as an electron blocking layer material, and can also be used as a host-guest material of a light-emitting layer. The compounds prepared in the above examples of the present invention were tested for thermal performance, Eg, T1 energy level, HOMO energy level and hole mobility, respectively, and the test results are shown in table 2:
TABLE 2
Figure BDA0001989856260000151
Note: the glass transition temperature Tg is determined by differential scanning calorimetry (DSC, DSC204F1 DSC, Germany Chi corporation), the heating rate is 10 ℃/min; the thermogravimetric temperature Td is a temperature at which 1% of the weight loss is observed in a nitrogen atmosphere, and is measured on a TGA-50H thermogravimetric analyzer of Shimadzu corporation, Japan, and the nitrogen flow rate is 20 mL/min; the triplet state energy level T1 is measured by Hitachi F4600 fluorescence spectrometer, and the material is measuredTest conditions were 2 x 10-5A toluene solution of (4); the highest occupied molecular orbital HOMO energy level is tested by photoelectron spectroscopy (IPS3) under the atmospheric environment, the hole mobility is tested, the material is made into a single-charge device, and the single-charge device is tested by an SCLC method; eg was tested by uv spectroscopy.
The data in the table show that the organic compound has high glass transition temperature, can improve the phase stability of the material film, and further improves the service life of the device; the high T1 energy level can block the energy loss of the light-emitting layer, thereby improving the light-emitting efficiency of the device; a wider band gap (Eg) ensuring that the compounds of the invention do not absorb in the visible region; the appropriate HOMO energy level can solve the problem of carrier injection and can reduce the voltage of the device. Therefore, after the pyrene-containing compound is applied to different functional layers of an OLED device, the luminous efficiency of the device can be effectively improved, and the service life of the device can be effectively prolonged.
The application effect of the synthesized OLED material of the present invention in the device is detailed below by device examples 1-50 and comparative example 1 and device comparative example 2. Compared with the device embodiment 1 and the device comparative example 2, the device embodiments 2 to 50 and the device comparative example 1 of the present invention have the same manufacturing process, and the same substrate material and electrode material are used, and the film thickness of the electrode material is also kept consistent, except that the hole transport layer or the electron blocking layer material in the device is replaced. The structural composition of the devices obtained in the respective examples is shown in table 3, and the results of the performance tests of the devices obtained in the respective examples are shown in table 4.
Device example 1
Transparent substrate layer 1/ITO anode layer 2/hole injection layer 3(HAT-CN, thickness 10 nm)/hole transport layer 4 (compound 1, thickness 60 nm)/electron blocking layer 5(EB-1, thickness 20 nm)/light emitting layer 6(GH1, GH2 and GD-1) doped at a weight ratio of 45:45:10, thickness 40 nm)/hole blocking/electron transport layer 7(ET-1 and Liq doped at a weight ratio of 1:1, thickness 40 nm)/electron injection layer 8(LiF, thickness 1 nm)/cathode layer 9(Mg and Ag doped at a weight ratio of 9:1, thickness 15nm)/CPL layer 10 (compound CP-1, thickness 70 nm).
The preparation process comprises the following steps:
as shown in fig. 1, the transparent substrate layer 1 is a transparent PI film, and the ITO anode layer 2 (film thickness of 150nm) is washed, i.e., washed with alkali, washed with pure water, dried, and then washed with ultraviolet rays and ozone to remove organic residues on the surface of the transparent ITO. On the ITO anode layer 2 after the above washing, HAT-CN having a film thickness of 10nm was deposited by a vacuum deposition apparatus to be used as the hole injection layer 3. Then, compound HT-1 was evaporated to a thickness of 130nm as a hole transport layer 4. Followed by evaporation of compound 7 as electron blocking layer 5 to a thickness of 40 nm. After the evaporation of the hole transport material is finished, a light emitting layer 6 of the OLED light emitting device is manufactured, and the structure of the light emitting layer 6 comprises GH-1 and GH-2 used by the OLED light emitting layer 6 as main materials, GD-1 used as a doping material, the doping proportion of the doping material is 10% by weight, and the thickness of the light emitting layer is 40 nm. After the light-emitting layer 6, the electron transport layer materials ET-1 and Liq are continuously vacuum-evaporated. The vacuum-deposited film thickness of this material was 35nm, and this layer was a hole-blocking/electron-transporting layer 7. On the hole-blocking/electron-transporting layer 7, a lithium fluoride (LiF) layer having a film thickness of 1nm was formed by a vacuum evaporation apparatus, and this layer was an electron-injecting layer 8. On the electron injection layer 8, a vacuum deposition apparatus was used to produce a 15 nm-thick Mg: an Ag electrode layer, which is used as the cathode layer 9. On the cathode layer 9, 70nm of CP-1 was vacuum-deposited as a CPL layer 10. After the OLED light emitting device was completed as described above, the anode and the cathode were connected by a known driving circuit, and the current efficiency of the device and the lifetime of the device were measured, and the results are shown in table 4.
Figure BDA0001989856260000171
TABLE 3
Figure BDA0001989856260000172
Figure BDA0001989856260000181
Figure BDA0001989856260000191
Figure BDA0001989856260000201
Figure BDA0001989856260000211
The inspection data of the obtained electroluminescent device are shown in Table 4.
TABLE 4
Figure BDA0001989856260000212
Figure BDA0001989856260000221
Note: LT97 refers to a current density of 10m/cm2In the case, the time taken for the luminance of the device to decay to 97%;
the life test system is a Korean pulse science M600 type OLED device life tester.
From the results in table 4, it can be seen that the pyrene-containing compound prepared by the present invention can be applied to the fabrication of an OLED light-emitting device, and compared with the comparative device example, the efficiency and lifetime of the organic light-emitting device are greatly improved compared with the known OLED material, and especially the lifetime decay of the device is greatly improved.
Further, the efficiency of the OLED device prepared by the material is stable when the OLED device works at low temperature, the efficiency test is carried out on the device examples 3, 24 and 48, the device comparative example 1 and the device comparative example 2 at the temperature of-10-80 ℃, and the obtained results are shown in the table 5 and the figure 2.
TABLE 5
Figure BDA0001989856260000231
As can be seen from the data in table 5 and fig. 2, device examples 3, 24 and 48 are device structures in which the material of the present invention and the known material are combined, and compared with device comparative examples 1 and 2, the efficiency is high at low temperature, and the efficiency is smoothly increased in the temperature increasing process.
In summary, the present invention is only a preferred embodiment, and not intended to limit the present invention, and any modifications, equivalents, improvements, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.

Claims (10)

1. An amino-containing organic compound, characterized in that the structure of the organic compound is shown in general formula (1):
Figure FDA0001989856250000011
z represents a nitrogen atom or C-R;
r represents hydrogen atom, protium, deuterium, tritium, cyano, methoxy, halogen, C1-20Alkyl of (C)3-20Cycloalkyl, substituted or unsubstituted C6-30Aryl, 5 to 30 membered heteroaryl containing one or more heteroatoms substituted or unsubstituted;
the R is1Represented by a structure represented by the general formula (2);
Figure FDA0001989856250000012
the position marked by X in the general formula (2) is marked by L1-L2、L2-L3、L3-L4A bond is cyclonically linked to the general formula (1);
z is1Represented by a nitrogen atom or C-R3；
The R is2、R3Each independently represents a hydrogen atom, a deuterium atom, a methoxy group, or C1-10Alkyl radical, C3-20Cycloalkyl, substituted or unsubstituted C6-30Aryl, substituted or unsubstituted 5-to 30-membered heteroaryl containing one or more heteroatoms, or a structure of formula (3), and R2、R3At least one representationIs a structure shown in a general formula (3); when the general formula (2) passes through L2-L3Is connected with a parallel ring of the general formula (1), R2When it is represented by the general formula (3), R2The site of attachment to formula (1) does not include L4；
Figure FDA0001989856250000013
Ar and Ar1、Ar2Each independently represents a single bond, a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group, a substituted or unsubstituted terphenylene group, a substituted or unsubstituted phenanthrylene group, a substituted or unsubstituted anthracenylene group, or a substituted or unsubstituted pyridinylene group;
said Q1、Q2Each independently represents substituted or unsubstituted C6-30Aryl, substituted or unsubstituted 5 to 30 membered heteroaryl containing one or more heteroatoms;
the substituent of the substitutable group is selected from deuterium atom, methoxy group, cyano group, halogen atom, C1-20Alkyl of (C)3-20Cycloalkyl of, C6-30One or more of aryl, 5-to 30-membered heteroaryl containing one or more heteroatoms;
the heteroatom is one or more selected from oxygen atom, sulfur atom or nitrogen atom.
2. The organic compound according to claim 1, wherein Q1 and Q2 each independently represent a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted terphenylyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted naphthyridinyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted azapyrenyl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted azabenzophenanthryl group, a general formula (4), a general formula (5) or a general formula (6);
Figure FDA0001989856250000021
said X1、X2、X3Independently represent-O-, -S-, -C (R)4)(R5) -or-N (R)6)-；X2、X3May also represent a single bond;
the Y, Y1、Y2Each independently represents a nitrogen atom or C-R7And Y is1And Y2Can also be connected into a ring;
wherein Y, Y at the site of attachment to another group1、Y2Represented as a carbon atom;
the R is4～R6Are each independently represented by C1-20Alkyl, substituted or unsubstituted C6-30One of an aryl group, a 5-to 30-membered heteroaryl group substituted or unsubstituted with one or more heteroatoms; r5And R4Can be connected with each other to form a ring;
the R is7Represented by hydrogen atom, deuterium atom, methoxy group, cyano group, halogen, C1-20Alkyl of (C)3-20Cycloalkyl of, C2-20Alkenyl of (a), substituted or unsubstituted C6-30Aryl, 5 to 30 membered heteroaryl containing one or more heteroatoms substituted or unsubstituted; two or more adjacent R7Can be connected with each other to form a ring;
the substituent of the substitutable group is selected from deuterium atom, methoxy group, cyano group, halogen atom, C1-20Alkyl of (C)3-20Cycloalkyl of, C6-30One or more of aryl, 5-to 30-membered heteroaryl containing one or more heteroatoms;
the heteroatom is one or more selected from oxygen atom, sulfur atom or nitrogen atom.
3. The organic compound according to claim 2, wherein the general formula (1) can be represented by a structure represented by a general formula (7), a general formula (8), or a general formula (9);
Figure FDA0001989856250000022
4. the organic compound of claim 2, wherein Q is1、Q2At least one of the compounds is represented by a general formula (4), a general formula (5) or a general formula (6).
5. The organic compound of claim 2, wherein Ar is Ar1、Ar2At least one of them is represented by phenyl.
6. The organic compound of claim 2, wherein R, R is the compound7Each independently represents one of a hydrogen atom, deuterium, a fluorine atom, a cyano group, a methoxy group, a methyl group, an ethyl group, a propyl group, an isopropyl group, a tert-butyl group, a pentyl group, an adamantyl group, a substituted or unsubstituted phenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted biphenylyl group, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted dibenzofuryl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted carbazolyl group, and a substituted or unsubstituted naphthyridinyl group;
the R is4～R6Each independently represents one of methyl, ethyl, propyl, isopropyl, tert-butyl, amyl, phenyl, naphthyl, biphenyl, naphthyridinyl or pyridyl;
the substituent of the substitutable group is one or more selected from fluorine atom, methoxy group, cyano group, methyl group, ethyl group, propyl group, adamantyl group, isopropyl group, tertiary butyl group, amyl group, phenyl group, naphthyl group, biphenyl group, naphthyridinyl group or pyridyl group.
7. The organic compound of any one of claims 1-6, wherein the compound has the specific structure:
Figure FDA0001989856250000031
Figure FDA0001989856250000032
Figure FDA0001989856250000041
Figure FDA0001989856250000051
Figure FDA0001989856250000061
Figure FDA0001989856250000071
Figure FDA0001989856250000081
Figure FDA0001989856250000091
Figure FDA0001989856250000092
any one of the above.
8. An organic electroluminescent element, characterized in that at least one functional layer of the organic electroluminescent element contains an amine group-containing organic compound according to any one of claims 1 to 7.
9. The organic electroluminescent device according to claim 8, comprising a hole transport layer or an electron blocking layer, wherein the hole transport layer or the electron blocking layer contains the amine group-containing organic compound according to any one of claims 1 to 7.
10. A lighting or display element comprising the organic electroluminescent device according to any one of claims 8 or 9.
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