CN114249741A - Organic electroluminescent compound and application thereof - Google Patents
Organic electroluminescent compound and application thereof Download PDFInfo
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 31
- 239000000463 material Substances 0.000 claims abstract description 41
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 6
- 238000002347 injection Methods 0.000 claims description 15
- 239000007924 injection Substances 0.000 claims description 15
- 230000005525 hole transport Effects 0.000 claims description 13
- 230000000903 blocking effect Effects 0.000 claims description 6
- 238000001704 evaporation Methods 0.000 abstract description 7
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 abstract description 6
- 230000009477 glass transition Effects 0.000 abstract description 4
- 125000005259 triarylamine group Chemical group 0.000 abstract description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Divinylene sulfide Natural products C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract description 3
- 230000008020 evaporation Effects 0.000 abstract description 3
- 229930192474 thiophene Natural products 0.000 abstract description 3
- -1 benzo heterocyclic pyrazine derivative Chemical class 0.000 abstract description 2
- 125000006575 electron-withdrawing group Chemical group 0.000 abstract 1
- 239000010410 layer Substances 0.000 description 64
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 9
- 238000012360 testing method Methods 0.000 description 6
- 238000000034 method Methods 0.000 description 5
- 239000000758 substrate Substances 0.000 description 5
- GHYOCDFICYLMRF-UTIIJYGPSA-N (2S,3R)-N-[(2S)-3-(cyclopenten-1-yl)-1-[(2R)-2-methyloxiran-2-yl]-1-oxopropan-2-yl]-3-hydroxy-3-(4-methoxyphenyl)-2-[[(2S)-2-[(2-morpholin-4-ylacetyl)amino]propanoyl]amino]propanamide Chemical compound C1(=CCCC1)C[C@@H](C(=O)[C@@]1(OC1)C)NC([C@H]([C@@H](C1=CC=C(C=C1)OC)O)NC([C@H](C)NC(CN1CCOCC1)=O)=O)=O GHYOCDFICYLMRF-UTIIJYGPSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 4
- 229940125797 compound 12 Drugs 0.000 description 4
- 229940126214 compound 3 Drugs 0.000 description 4
- 238000004770 highest occupied molecular orbital Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 4
- 239000002019 doping agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 239000002356 single layer Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- RNEOFIVNTNLSEH-UHFFFAOYSA-N 2-bromo-1-benzofuran Chemical compound C1=CC=C2OC(Br)=CC2=C1 RNEOFIVNTNLSEH-UHFFFAOYSA-N 0.000 description 2
- OGGKVJMNFFSDEV-UHFFFAOYSA-N 3-methyl-n-[4-[4-(n-(3-methylphenyl)anilino)phenyl]phenyl]-n-phenylaniline Chemical compound CC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(C)C=CC=2)=C1 OGGKVJMNFFSDEV-UHFFFAOYSA-N 0.000 description 2
- BHHMPZQRVWVAAR-UHFFFAOYSA-N 7-bromo-8-methylpyrido[2,3-b]pyrazine Chemical compound C1=CN=C2C(C)=C(Br)C=NC2=N1 BHHMPZQRVWVAAR-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 238000005401 electroluminescence Methods 0.000 description 2
- 238000001819 mass spectrum Methods 0.000 description 2
- 239000011259 mixed solution Substances 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000001308 synthesis method Methods 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- 101100072645 Arabidopsis thaliana IPS3 gene Proteins 0.000 description 1
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- DKHNGUNXLDCATP-UHFFFAOYSA-N dipyrazino[2,3-f:2',3'-h]quinoxaline-2,3,6,7,10,11-hexacarbonitrile Chemical compound C12=NC(C#N)=C(C#N)N=C2C2=NC(C#N)=C(C#N)N=C2C2=C1N=C(C#N)C(C#N)=N2 DKHNGUNXLDCATP-UHFFFAOYSA-N 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical compound C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 238000004506 ultrasonic cleaning Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/626—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
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- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
- H10K85/633—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
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- C09K2211/1018—Heterocyclic compounds
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- C09K2211/1044—Heterocyclic compounds characterised by ligands containing two nitrogen atoms as heteroatoms
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- Electroluminescent Light Sources (AREA)
Abstract
The first aspect of the invention provides an organic electroluminescent compound, the structure of which is shown in formula (I); wherein X is selected from O or S; a. the1‑A2Each independently selected from substituted or unsubstituted C6‑C60Aryl or substituted or unsubstituted C3‑C60The heteroaryl group of (a); ar (Ar)1And Ar2Each independently selected from substituted or unsubstituted C6‑C60Aryl or substituted or unsubstituted C3‑C60The heteroaryl group of (a). The organic electroluminescent compounds according to the inventionIs a benzo heterocyclic pyrazine derivative, such as a benzofuran/thiophene pyrazine structure, which has good electron withdrawing ability, and forms a structure with electron donating groups and electron withdrawing groups by combining with a triarylamine structure with electron donating ability. In addition, the organic electroluminescent compound contains a stable multi-ring structure, so that the stability of the material is greatly improved, the glass transition temperature of the material is improved due to the larger molecular weight, and the material is prevented from being decomposed after long-time evaporation.
Description
Technical Field
The invention relates to the technical field of semiconductors, in particular to an organic electroluminescent compound and application thereof.
Background
Organic Electroluminescence (EL) is self-luminous, and by applying an electric field, holes injected from an anode and electrons injected from a cathode are recombined to emit light. Organic Light Emitting Diodes (OLEDs) have excellent display characteristics and qualities such as self-luminescence, wide viewing angle, high efficiency, wide color gamut, flexible display, etc., compared to conventional LCDs, and thus the OLEDs have become a new generation of mainstream flat panel displays.
OLED device structures generally include an anode, a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, and a cathode. Therefore, the OLED functional material with high performance is selected and reasonably matched, and the material system is continuously subjected to iterative upgrade, so that the comprehensive characteristics of high efficiency, long service life and low voltage of the device are exerted. The organic light-emitting material should have the following characteristics: the fluorescent material has high-efficiency fluorescence in a visible light region, high conductivity and good semiconductor characteristics; has good film forming property, and the formed film has better uniformity and the like.
Disclosure of Invention
The invention aims to provide an organic electroluminescent compound and application thereof aiming at the defects in the prior art.
In order to achieve the purpose, the invention adopts the technical scheme that:
the first aspect of the present invention provides an organic electroluminescent compound, wherein the structure of the organic electroluminescent compound is represented by formula (I):
wherein X is selected from O or S; a. the1-A2Each independently selected from substituted or unsubstituted C6-C60Aryl or substituted or unsubstituted C3-C60The heteroaryl group of (a); ar (Ar)1And Ar2Each independently selected from substituted or unsubstituted C6-C60Aryl or substituted or unsubstituted C3-C60The heteroaryl group of (a).
Preferably, the organic electroluminescent compound is selected from:
a second aspect of the present invention provides an organic electroluminescent material comprising: the organic electroluminescent compounds as described above.
A third aspect of the present invention provides an organic electroluminescent layer, the host material comprising: an organic electroluminescent material as described above.
A fourth aspect of the present invention provides an organic electroluminescent device comprising: an organic electroluminescent layer as described above.
Preferably, the method further comprises the following steps: an anode layer, a hole injection layer, a hole transport layer, a hole blocking layer, an electron injection layer, an electron transport layer and an anode layer; the organic electroluminescent layer is located between the hole transport layer and the electron transport layer.
By adopting the technical scheme, compared with the prior art, the invention has the following technical effects:
the organic electroluminescent compound is benzo heterocyclic pyrazine derivative, such as benzofuran/thiophene pyrazine structure, which has good electron withdrawing capability, and is combined with triarylamine structure with electron donating capability to form a structure with electron donating group-electron withdrawing group. In addition, the organic electroluminescent compound contains a stable multi-ring structure, so that the stability of the material is greatly improved, the glass transition temperature of the material is improved due to the larger molecular weight, and the material is prevented from being decomposed after long-time evaporation. Meanwhile, the organic electroluminescent compound has simple synthesis method and fewer process steps. The organic electroluminescent compound has good application effect in OLED devices and good industrialization prospect.
Detailed Description
The technical solutions in the embodiments of the present invention will be clearly and completely described below, and it is obvious that the described embodiments are only a part of the embodiments of the present invention, and not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
It should be noted that the embodiments and features of the embodiments may be combined with each other without conflict.
The present invention is further illustrated by the following examples, which are not to be construed as limiting the invention.
Example 1
This example provides a method for preparing compound 3, comprising the steps of:
2.0g of 2-bromobenzofuran [2,3-b ] pyrazine, 5.4g of starting material A, 5.0g of potassium carbonate and 0.5g of palladium tetratriphenylphosphine were added in this order to a mixed solution of 300mL of toluene and 150mL of water. Refluxing under argon for 48 hours, cooling to room temperature, extracting, passing through a column, recrystallizing, sublimating, etc. to obtain 2.3g of compound 3. Mass spectrum m/z: a theoretical value of 603.23; found 603.08.
Example 2
This example provides a method of preparing compound 12, comprising the steps of:
2.0g of 2-bromobenzofuran [2,3-B ] pyrazine, 5.7g of starting material B, 5.0g of potassium carbonate and 0.5g of palladium tetratriphenylphosphine were added to a mixed solution of 300mL of toluene and 150mL of water, respectively. Refluxing under argon for 48 hours, cooling to room temperature, extracting, passing through a column, recrystallizing, sublimating, etc. to obtain 2.4g of compound 12. Mass spectrum m/z: a theoretical value of 613.22; found 613.09.
Detection examples
This test example provides test data for compound 3 and compound 12 as shown in the following table:
TABLE 1
Compound (I) | T1(eV) | Tg(℃) | Td(℃) | HOMO energy level(eV) |
Compound 3 | 2.72 | 117 | 397 | -5.73 |
Compound 12 | 2.87 | 120 | 395 | -5.64 |
Wherein the triplet state energy level T1Is tested by an F4600 fluorescence spectrometer of Hitachi, and the testing condition of the material is that the molar concentration is 2 multiplied by 10-5A toluene solution of mol/L; 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 highest occupied molecular orbital HOMO energy level was tested by the ionization energy testing system (IPS3) in an atmospheric environment.
As can be seen from table 1, the compound of the present invention has a high triplet level, a high thermal stability, and a suitable HOMO level, and is suitable for use as a light emitting layer material.
Application examples
The application embodiment provides an organic electroluminescent device, the structure of which sequentially comprises: transparent substrate layer, anode layer, hole injection layer, hole transport layer, organic electroluminescent layer, electron transport layer/hole blocking layer, electron injection layer, cathode layer.
The transparent substrate layer may use a substrate in a conventional organic electroluminescent device, for example: glass or plastic. The anode layer may be transparent and have high conductivityMaterials such as Indium Tin Oxide (ITO), Indium Zinc Oxide (IZO), tin dioxide (SnO)2) Zinc oxide (ZnO), and the like. In the fabrication of the organic electroluminescent device according to the embodiment, glass is used as the substrate, and ITO is used as the anode material.
The hole transport region may be a single layer structure formed of a single material, a single layer structure formed of a plurality of different materials, or a multilayer structure formed of a plurality of different materials, for example: the hole transport region may have a single-layer structure formed of different materials, or may have a structure of a hole injection layer/a hole transport layer, or a structure of a hole injection layer/a hole transport layer/a buffer layer, and the hole transport layer may be formed of a triarylamine-based material such as N, N ' -bis (3-tolyl) -N, N ' -diphenyl- [1, 1-biphenyl ] -4,4' -diamine (TPD) or N, N ' -diphenyl-N, N ' -bis (1-naphthyl) - (1,1' -biphenyl) -4,4' -diamine (NPB). NPB is selected as the hole transport material in the fabrication of the organic electroluminescent device according to the present application example.
The organic electroluminescent device structure can be a single light-emitting layer or a multi-light-emitting layer structure. In the present embodiment, a single light emitting layer structure is adopted. In this application embodiment, the light-emitting layer of the organic electroluminescent device includes a host material and a dopant material. The host material is composed of the compound as described above; the doping material is BD, and the mass doping concentration of the doping material is 3% -30%; among them, the mass doping concentration of the doping material in the light-emitting layer is preferably 5% to 15%. The compounds described above can also be used as doping materials for the light-emitting layer.
The electron transport region includes one or more of a hole blocking layer, an electron transport layer, and an electron injection layer, for example: the electron transport region may have a structure of an electron transport layer/an electron injection layer, a structure of a hole blocking layer/an electron transport layer/an electron injection layer, but is not limited thereto; the electron transport layer may be Alq3Or TPBi or the two are matched at the same time.
LiF/Al is selected as a cathode material in the preparation of the organic electroluminescent device of the application embodiment.
The specific structural formula of the material is as follows:
the preparation method comprises the following specific steps:
cleaning an ITO anode layer on a transparent glass substrate layer, carrying out ultrasonic cleaning for 15 minutes by sequentially adopting deionized water, acetone and ethanol, and then treating for 2 minutes in a plasma cleaner; evaporating HAT-CN with the film thickness of 10nm, wherein the layer is a hole injection layer; evaporating NPB with the film thickness of 50nm, wherein the layer is used as a hole transport layer; deposition of a light-emitting layer with a film thickness of 40 nm: the compound as described above as a host material and BD as a dopant material, with a dopant concentration of 6%; evaporating TPBi, wherein the film thickness is 35nm, and the layer is used as a hole blocking/electron transporting layer; evaporating LiF to form a film with the thickness of 1nm, wherein the layer is used as an electron injection layer; al was deposited to a film thickness of 80nm, and this layer was used as a cathode layer.
The results of the performance test of each organic electroluminescent device are shown in the following table:
TABLE 2
Wherein, the device test performance is compared with that of the comparative example, and the current efficiency is 10mA/cm2Measured under the condition; the life test system is an OLED device life tester of MODEL MODEL 58131 of Chroma.
From the above device data, it can be seen that the compounds of the present invention can be applied to the fabrication of OLED light emitting devices. Compared with the known materials, the organic electroluminescent compound can be used as a main material of a light-emitting layer to be applied to the manufacture of OLED light-emitting devices. Compared with the comparative example, the OLED material has the advantages that the efficiency and the service life are greatly improved compared with the known OLED material, and particularly the driving service life of the device is greatly prolonged.
In summary, the organic electroluminescent compounds of the present invention are benzo-heterocycle pyrazine derivatives, such as benzofuran/thiophene pyrazine structures, which have good electron withdrawing ability, and are combined with triarylamine structures having electron donating ability to form structures having electron donating group-electron withdrawing group. In addition, the organic electroluminescent compound contains a stable multi-ring structure, so that the stability of the material is greatly improved, the glass transition temperature of the material is improved due to the larger molecular weight, and the material is prevented from being decomposed after long-time evaporation. Meanwhile, the organic electroluminescent compound has simple synthesis method and fewer process steps. The organic electroluminescent compound has good application effect in OLED devices and good industrialization prospect.
While the invention has been described with reference to a preferred embodiment, it will be understood by those skilled in the art that various changes in form and detail may be made therein without departing from the spirit and scope of the invention.
Claims (6)
1. An organic electroluminescent compound, wherein the structure of the organic electroluminescent compound is represented by formula (I):
wherein X is selected from O or S; a. the1-A2Each independently selected from substituted or unsubstituted C6-C60Aryl or substituted or unsubstituted C3-C60The heteroaryl group of (a); ar (Ar)1And Ar2Each independently selected from substituted or unsubstituted C6-C60Aryl or substituted or unsubstituted C3-C60The heteroaryl group of (a).
3. an organic electroluminescent material, comprising: the organic electroluminescent compound as claimed in any one of claims 1 to 2.
4. An organic electroluminescent layer, wherein the host material comprises: the organic electroluminescent material as claimed in claim 3.
5. An organic electroluminescent device, comprising: the organic electroluminescent layer as claimed in claim 4.
6. The organic electroluminescent device according to claim 5, further comprising: an anode layer, a hole injection layer, a hole transport layer, a hole blocking layer, an electron injection layer, an electron transport layer and an anode layer; the organic electroluminescent layer is located between the hole transport layer and the electron transport layer.
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CN112514101A (en) * | 2018-08-03 | 2021-03-16 | 株式会社半导体能源研究所 | Light-emitting element, light-emitting device, electronic device, and lighting device |
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