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HK1200865B - Organic electronic material - Google Patents

Organic electronic material Download PDF

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Publication number
HK1200865B
HK1200865B HK15101316.8A HK15101316A HK1200865B HK 1200865 B HK1200865 B HK 1200865B HK 15101316 A HK15101316 A HK 15101316A HK 1200865 B HK1200865 B HK 1200865B
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Hong Kong
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unsubstituted
substituents
groups
substituted
phenyl
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HK15101316.8A
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Chinese (zh)
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HK1200865A1 (en
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黄锦海
蔡丽菲
戴雷
鲁锦鸿
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广东阿格蕾雅光电材料有限公司
北京阿格蕾雅科技发展有限公司
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Publication of HK1200865A1 publication Critical patent/HK1200865A1/en
Publication of HK1200865B publication Critical patent/HK1200865B/en

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Abstract

The present invention relates to an organic electronic material with a structure shown in formula (I), which is a hole transport and injection material with good thermal stability, high hole mobility, and good solubility. The organic electroluminescent device prepared from it has the advantages of good electroluminescent efficiency, excellent color purity, and long lifespan.

Description

Organic electronic material
Technical Field
The invention relates to a novel organic electronic material which can be formed into a film through vacuum evaporation deposition or spin coating, is applied to an organic electroluminescent diode, and belongs to the field of organic electroluminescent materials.
Background
The organic electroluminescent device as a novel display technology has the unique advantages of self luminescence, wide viewing angle, low energy consumption, high efficiency, thinness, rich colors, high response speed, wide applicable temperature range, low driving voltage, capability of manufacturing flexible, bendable and transparent display panels, environmental friendliness and the like, so the organic electroluminescent device technology can be applied to flat panel displays and new generation illumination and can also be used as a backlight source of LCDs.
The organic electroluminescent device is prepared by depositing a layer of organic material between two metal electrodes through spin coating or vacuum evaporation, and a classic three-layer organic electroluminescent device comprises a hole transport layer, a light emitting layer and an electron transport layer. Holes generated by the anode are combined with electrons generated by the cathode through the hole transport layer and the electron transport layer to form excitons in the light emitting layer, and then the excitons emit light. The organic electroluminescent device can emit red, green and blue light by changing the material of the light emitting layer. The device can also emit white light by matching materials in the luminescent layer.
However, the current OLED devices are limited in their applications by factors such as low efficiency and short lifetime, and therefore, the limitations of these conditions are to be improved. Among other things, lowering the energy barrier between the hole injection/transport material and the light emitting material and mentioning the thermal stability of the hole transport material helps to improve the efficiency and lifetime of the OLED device. In addition, because the solubility of small-molecule hole injection/transport materials is poor, devices can be prepared only through evaporation, and the devices are not beneficial to commercial use, so that the materials with high hole mobility and good solubility are developed to realize spin coating or ink-jet printing, and large-area application is facilitated.
The hole injection material (cupc) used in the past is slow in degradation, high in preparation energy consumption and not beneficial to environmental protection. Common hole transport materials are TPD and NPB, which, although having very good hole mobility, are 1.0 x 10, respectively-3And 5.1 x 10-4cm2V-1S-1However, the glass transition temperatures of these two materials are 65 ℃ and 98 ℃, respectively, and the stability of these two materials is still far from meeting the requirements of oled application. Thus, development of an organic electroluminescent material having high efficiency and stability is required.
Disclosure of Invention
The invention aims to overcome the defects of the compounds and provide a series of hole transport and injection materials with better thermal stability, high hole mobility and good solubility, and the organic electroluminescent device prepared from the hole transport and injection materials has the advantages of good electroluminescent efficiency, excellent color purity and long service life.
An organic electronic material having a formula of formula I:
structural formula I
Wherein R is1-R3Independently represent hydrogen, deuterium atoms, halogens, cyano groups, nitro groups, amine groups, C1-C8 alkyl groups, C1-C8 alkoxy groups, aryl groups containing one or more substituents R or unsubstituted aryl groups of C6-C30, alkynyl groups containing one or more substituents R or unsubstituted aryl groups of C3-C30, arylalkyl groups containing one or more substituents R or unsubstituted aryl groups of C2-C8, diarylethenyl groups containing one or more substituents R or unsubstituted alkenylalkyl groups of C2-C8, diarylethenyl groups containing one or more substituents R or unsubstituted ethynyl groups of C8-C30, trialkylsilyl groups containing one or more substituents R or unsubstituted alkynyls of C8-C30, triarylsilyl groups of C6-C30 containing one or unsubstituted triarylsilyl groups, C6-C30 containing one or more substituents R or unsubstituted diaryl oxyphosphoryl, C6-C30 containing one or more substituents R or unsubstituted aromatic carbonyl, C6-C30 containing one or more substituents R or unsubstituted arylthio, C6-C30 containing one or more substituents R or unsubstituted aromatic condensed ring, C6-C30 containing heteroatom substituted or unsubstituted aromatic condensed ring, C6-C30 containing one or more substituents R or unsubstituted carbazolyl, C6-C30 containing one or more substituents R or unsubstituted diarylamine, or two R2A spiro structure is formed among the groups, and the heteroatoms are B, O, S, N and Se;
Ar1-Ar2independently represented by C6-C30, aryl containing one or more substituents R, aromatic condensed ring containing one or more substituents R or unsubstituted, carbazolyl containing one or more substituents R or unsubstituted of C6-C30, triarylamine containing one or more substituents R or unsubstituted of C6-C30,
wherein R independently represents alkyl, aryl of five-membered or six-membered ring, alkoxy, deuterium, halogen, cyano, nitro, amino.
Preferably: wherein R is1-R3Independently selected from hydrogen, halogen, C1-C8 alkyl, C6-C30 phenyl containing one or more substituents R or unsubstituted phenyl, diarylamine containing one or more substituents R or unsubstituted diarylamine, C6-C30 aromatic fused ring containing one or more substituents R or unsubstituted aromatic fused ring, C6-C30 carbazolyl containing one or more substituents R or unsubstituted carbazolyl, or two R2Forming a spirofluorene structure; ar (Ar)1-Ar2Independently represent aryl containing one or more substituents R, aromatic condensed ring containing one or more substituents R or unsubstituted of C6-C30, carbazolyl containing one or more substituents R or unsubstituted of C6-C30, triarylamine containing one or more substituents R or unsubstituted of C6-C30, wherein R independently represents alkyl, aryl of five-membered or six-membered ring, alkoxy, halogen.
Further preferably: wherein R is1-R3Independently selected from hydrogen, C1-C8 alkyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted phenyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted naphthyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted diarylamine groups, carbazolyl groups containing one or more C1-C3 alkyl groups, C1-C3 alkoxy groups, aryl substituted or unsubstituted carbazolyl groups, or two R groups2Spiro structure is formed among the groups.
Further preferably: wherein R is1,R2Independently selected from hydrogen, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, cyclohexyl, n-octyl, isooctyl, C1-C3 alkyl substituted or unsubstituted phenyl, C1-C3 alkoxy substituted or unsubstituted phenyl, naphthyl, or two R2A spiro structure is formed among the groups, one or more methyl and phenyl substituted or unsubstituted diarylamine groups,one or more methyl, phenyl-substituted or unsubstituted carbazolyl groups, R3Independently selected from hydrogen, C1-C8 alkyl, C1-C3 substituted or unsubstituted phenyl.
More preferably: wherein R is1,R2Independently selected from hydrogen, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, cyclohexyl, n-octyl, isooctyl, phenyl, tolyl, wherein R is3Independently selected from hydrogen, C1-C3 alkyl, C1-C3 alkyl substituted or unsubstituted phenyl.
More preferably: wherein R is3Preferably hydrogen, methyl, phenyl, R1、R2Independently selected from hydrogen, methyl, tert-butyl, phenyl or two R2Between radicals forming a spiro structure, Ar1-Ar2Independently represented by any of the groups in the following list.
Most preferably: wherein R is1、R2、R3Independently selected from hydrogen, methyl, phenyl, Ar1-Ar2Independently represents phenyl, naphthyl or biphenyl.
The organic electronic material is applied to the fields of organic electroluminescent devices, organic solar cells, organic thin film transistors or organic photoreceptors.
As mentioned above, specific embodiments of the present invention are as follows, but are not limited to these:
the organic electroluminescent device prepared by the material comprises an anode, a cathode and one or more organic layers, wherein at least one of the organic layers contains the organic material shown in the structural formula I. The organic layer may include a hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer, an electron transport layer, and an electron injection layer. It is to be specifically noted that the above organic layers may be used as desired, and that these organic layers are not necessarily present in every layer.
The organic electroluminescent device of the invention comprises at least one layer containing the organic material shown in the structural formula I between the anode and the luminescent layer, and the organic material can exist as a layer alone or one of the mixed components.
The organic electroluminescent device comprises at least one layer of organic material as shown in a structural formula I as a hole transport layer or a hole injection layer. Can be singly present in a layer form, and can also be mixed with other chemical components for use.
The organic electroluminescent device according to the invention may comprise a light-emitting layer comprising at least one compound of formula I. The light emitting region of the light emitting layer is in the range of 380-740nm and covers the whole white light region. Preferably, the invention is in the range of 380-550nm, more preferably, the invention emits blue light, and the range is in the range of 440-490 nm.
When the compound of the structural formula I is used as a light-emitting layer, the compound can be used as an undoped single light-emitting layer or a doped light-emitting layer.
The doped light-emitting layer comprises a host material and a guest material, and the compound in the structural formula I can be the host material or the guest material according to the requirement. Comprising simultaneously using two compounds of formula I as host material and guest material, respectively.
When the compound of formula I is used as the host material, its concentration is 20-99.9%, preferably 80-99%, more preferably 90-99% by weight of the entire light-emitting layer. When the compound of formula I is used as the guest material, its concentration is 0.01-80%, preferably 1-20%, more preferably 1-10% by weight of the light-emitting layer.
The hole transport layer and the hole injection layer in the invention have good hole transport performance of the required materials, and can effectively transport holes from the anode to the organic light-emitting layer. In addition to the materials described above with structural formula 1, small molecule and high molecular organic materials may be included, which may include, but are not limited to, triarylamine compounds, biphenyldiamine compounds, thiazole compounds, oxazole compounds, imidazole compounds, fluorene compounds, phthalocyanine compounds, hexacyanohexatriphenylene (hexanitrile hexaazatriphenylene), 2,3,5, 6-tetrafluoro-7, 7',8,8' -tetracyanodimethyl-p-benzoquinone (F4-TCNQ), polyvinylcarbazole, polythiophene, polyethylene, polyphenylsulfonic acid.
The organic electroluminescent layer of the present invention may contain, in addition to the compound of the present invention, but is not limited thereto, naphthalene compounds, pyrene compounds, fluorene compounds, phenanthrene compounds, anthracene compounds, fluoranthene compounds, anthracene compounds, pentacene compounds, perylene compounds, diarylethene compounds, triphenylamine ethene compounds, amine compounds, benzimidazole compounds, furan compounds, and organic metal chelate compounds.
The organic electron transport material used in the organic electronic device of the present invention is required to have excellent electron transport performance, and to be capable of efficiently transporting electrons from the cathode to the light-emitting layer, and the following compounds may be selected, but not limited thereto, oxazaoles, thiazole compounds, triazole compounds, triazine compounds, quinoxaline compounds, diazananthracene compounds, silicon-containing heterocyclic compounds, quinoline compounds, phenanthroline compounds, metal chelates, and fluorine-substituted benzene compounds.
The organic electronic device of the present invention may be incorporated with an electron injection layer which can efficiently inject electrons from the cathode into the organic layer, and is selected from compounds mainly of alkali metals or compounds of alkaline earth metals or alkaline earth metals, and the following compounds may be selected, but not limited thereto, lithium fluoride, lithium oxide, lithium nitride, 8-hydroxyquinoline lithium, cesium carbonate, 8-hydroxyquinoline cesium, calcium fluoride, calcium oxide, magnesium fluoride, magnesium carbonate, magnesium oxide.
The total thickness of the organic layers of the electronic device of the present invention is 1 to 1000nm, preferably 1 to 500nm, more preferably 50 to 300 nm.
Each layer in the organic electroluminescent device of the present invention can be prepared by evaporation or spin coating, or by ink-jet printing. The preparation method of the invention adopts a steam plating mode that vacuum steam plating is carried out, and the vacuum degree is less than 10-5bar, preferably less than 10-6bar。
Device experiments show that the organic luminescent material disclosed by the formula (I) has the advantages of good thermal stability, high hole mobility, high luminescent efficiency and high luminescent purity. The organic electroluminescent device made of the organic luminescent material has the advantages of good electroluminescent efficiency, excellent color purity and long service life.
Drawings
Fig. 1 is a view showing the structure of a device of the present invention, where 10 is a glass substrate, 20 is an anode, 30 is a hole injection layer, 40 is a hole transport layer, 50 is a light emitting layer, 60 is an electron transport layer, 70 is an electron injection layer, 80 is a cathode,
FIG. 2 is a graph of current density versus voltage for devices of example 3, example 5, comparative example 1,
FIG. 3 is a graph of luminous efficiency versus current density for the devices of example 3, example 5, comparative example 1 of the present invention,
FIG. 4 is an electrospray ionization mass spectrum of Compound 2 of example 1 of the present invention.
Detailed Description
In order to describe the present invention in more detail, the following examples are given, but not limited thereto.
Example 1
Synthesis of Compound 2
Synthesis of intermediate 1-1
Adding methyl anthranilate, p-bromoiodobenzene, cuprous iodide, potassium carbonate and o-dichlorobenzene as compounds into a 1L three-neck flask, heating to 180 ℃ for 24 hours under the protection of nitrogen, cooling to 100 ℃, filtering, removing the solvent from the filtrate under reduced pressure, and separating by using column chromatography and a column to obtain the compound 1-1. Yield 92% and HPLC purity 96%
Synthesis of intermediate 1-2
Adding the compound 1-1 and tetrahydrofuran into a 1L three-neck flask, cooling to 0 ℃ under the protection of nitrogen, then dropwise adding a methyl magnesium bromide reagent, slowly heating to room temperature, reacting overnight, then adding 1N hydrochloric acid aqueous solution, extracting with ethyl acetate, drying, concentrating, and then carrying out column chromatography and column separation to obtain the compound 1-2. Yield 83% and HPLC purity 93%. Synthesis of intermediates 1 to 3
Adding the compound 1-2 and phosphoric acid into a 1L three-neck flask, stirring, completely reacting, adding water, filtering, and washing a filter cake for 2 times by using methanol to obtain an intermediate 1-3. Yield 80% HPLC content 90%
Synthesis of intermediates 1 to 4
Adding compound 1-3 and iodobenzene, potassium tert-butoxide, tri-tert-butylphosphine, xylene into a 1L three-neck flask, heating to 120 deg.C for 24 hr under nitrogen protection, cooling to room temperature, filtering, removing solvent from the filtrate under reduced pressure, and separating by column chromatography to obtain compound 1-4.
Synthesis of Compound 2
Adding the compound 1-4 and biphenyldiamine, potassium tert-butoxide, tri-tert-butylphosphine, xylene into a 1L three-neck flask, heating to 120 ℃ for 24 hours under the protection of nitrogen, cooling to 100 ℃, filtering, removing the solvent from the filtrate under reduced pressure, and separating by column chromatography to obtain the compound 2. ESI-MSm/z902.4.
Example 2
Preparation of organic electroluminescent device
Preparation of OLED Using the organic electroluminescent Material of the present invention
First, a transparent conductive ITO glass substrate 10 (with an anode 20 thereon) is sequentially passed through: washing with detergent solution, deionized water, ethanol, acetone and deionized water, and treating with oxygen plasma for 30 s.
Then, compound 2 was evaporated to a thickness of 10nm on the ITO to form a hole injection layer 30.
Then, the compound NPB was evaporated to form a hole transport layer 40 having a thickness of 60 nm.
Then, a 50nm thick compound Alq was deposited on the hole transport layer3As the light emitting layer 50.
Then, Alq was deposited on the light-emitting layer to a thickness of 10nm3As an electron transport layer 60.
Finally, a deposition of 1nmLiq for the electron injection layer 70 and 100nmAl as the device cathode 80.
Example 3
Preparation of organic electroluminescent device
Preparation of OLED Using the organic electroluminescent Material of the present invention
First, a transparent conductive ITO glass substrate 10 (with an anode 20 thereon) is sequentially passed through: washing with detergent solution, deionized water, ethanol, acetone and deionized water, and treating with oxygen plasma for 30 s.
Then, compound 2 was evaporated on ITO to a thickness of 20nm as a hole injection layer 30.
Then, the compound NPB was evaporated to form a hole transport layer 40 having a thickness of 60 nm.
Then, a 50nm thick compound Alq was deposited on the hole transport layer3As the light emitting layer 50.
Then, Alq was deposited on the light-emitting layer to a thickness of 10nm3As an electron transport layer 60.
Finally, a deposition of 1nmLiq for the electron injection layer 70 and 100nmAl as the device cathode 80.
Example 4
Preparation of organic electroluminescent device
Preparation of OLED Using the organic electroluminescent Material of the present invention
First, a transparent conductive ITO glass substrate 10 (with an anode 20 thereon) is sequentially passed through: washing with detergent solution, deionized water, ethanol, acetone and deionized water, and treating with oxygen plasma for 30 s.
Then, compound 2 was evaporated on ITO to a thickness of 30nm as a hole injection layer 30.
Then, the compound NPB was evaporated to form a hole transport layer 40 having a thickness of 60 nm.
Then, a 50nm thick compound Alq was deposited on the hole transport layer3As the light emitting layer 50.
Then, Alq was deposited on the light-emitting layer to a thickness of 10nm3As an electron transport layer 60.
Finally, a deposition of 1nmLiq for the electron injection layer 70 and 100nmAl as the device cathode 80.
Example 5
Preparation of organic electroluminescent device
Preparation of OLED Using the organic electroluminescent Material of the present invention
First, a transparent conductive ITO glass substrate 10 (with an anode 20 thereon) is sequentially passed through: washing with detergent solution, deionized water, ethanol, acetone and deionized water, and treating with oxygen plasma for 30 s.
Then, compound 2 was deposited on the ITO layer to a thickness of 40nm as a hole injection layer 30.
Then, the compound NPB was evaporated to form a hole transport layer 40 having a thickness of 60 nm.
Then, a 50nm thick compound Alq was deposited on the hole transport layer3As the light emitting layer 50.
Then, Alq was deposited on the light-emitting layer to a thickness of 10nm3As an electron transport layer 60.
Finally, a deposition of 1nmLiq for the electron injection layer 70 and 100nmAl as the device cathode 80.
Comparative example 1
Preparation of organic electroluminescent device
Preparation of OLED Using the organic electroluminescent Material of the present invention
First, a transparent conductive ITO glass substrate 10 (with an anode 20 thereon) is sequentially passed through: washing with detergent solution, deionized water, ethanol, acetone and deionized water, and treating with oxygen plasma for 30 s.
Then, a compound NPB was evaporated on the ITO to form a hole transport layer 40 having a thickness of 60 nm.
Then, a 50nm thick compound Alq was deposited on the hole transport layer3As the light emitting layer 50.
Then, Alq was deposited on the light-emitting layer to a thickness of 10nm3As an electron transport layer 60.
Finally, a deposition of 1nmLiq for the electron injection layer 70 and 100nmAl as the device cathode 80.
Structural formula in device
The device lighting data is shown in fig. 2 and 3.
Table 1 shows the CIE coordinates of the devices of examples 2 to 5 of the present invention
CIEx,CIEy
Compound 2,0nm Comparative example 1 0.35,0.53
Compound 2,10nm Example 2 0.35,0.53
Compound 2,20nm Example 3 0.33,0.53
Compound 2,30nm Example 4 0.33,0.53
Compound 2,40nm Example 5 0.32,0.54
Comparative example 1 in the absence of the organic light-emitting material of the present invention as the hole injection material, the light-emitting efficiency was only 2.7cd/A, but the effect was significantly improved when the organic light-emitting material was added as the hole injection material. In example 5, when the organic light-emitting material of the present invention represented by formula (I) was used as a 40nm thick hole injection material, the light-emitting efficiency increased by more than 37% to 3.7cd/a as compared with comparative example 1.
Device experiments show that the organic luminescent material disclosed by the formula (I) has the advantages of good thermal stability, high hole mobility, high luminescent efficiency and high luminescent purity. The organic electroluminescent device made of the organic luminescent material has the advantages of good electroluminescent efficiency, excellent color purity and long service life.

Claims (9)

1. An organic electronic material having a formula of formula I:
wherein R is1-R3Independently represent hydrogen, deuterium atom, halogen, cyano, nitro, amino, C1-C8 alkyl, C1-C8 alkoxy, C6-C30 aryl containing one or more substituents R or not, C3-C30 aryl containing one or more substituents R or notSubstituted aryl containing one or more heteroatoms, substituted or unsubstituted alkenylalkyl containing one or more substituents R of C2 to C8, substituted or unsubstituted alkynylalkyl containing one or more substituents R of C2 to C8, substituted or unsubstituted diarylethenyl containing one or more substituents R of C8 to C30, substituted or unsubstituted diarylethenyl containing one or more substituents R of C8 to C30, substituted or unsubstituted diarylethynyl containing one or more substituents R, trialkylsilyl, trisilyl containing one or more substituents R or unsubstituted triarylsilyl group of C6 to C30, arylthio containing one or more substituents R or unsubstituted arylphosphine containing one or more substituents R or unsubstituted diarylphosphine of C6 to C30, aromatic carbonyl containing one or more substituents R or unsubstituted C6 to C30, aromatic fused cyclyl containing one or more substituents R or unsubstituted arylthio of C6 to C30, substituted or unsubstituted aromatic fused cyclyl containing one or more heteroatoms of C6 to C30, C6-C30 containing one or more substituents R or unsubstituted diarylamine groups, or two R2A spiro structure is formed among the groups, and the heteroatoms are B, O, S, N and Se;
Ar1-Ar2independently represent an aryl group containing one or more substituents R from C6 to C30, a carbazole group containing one or more substituents R or unsubstituted from C6 to C30, a triarylamine group containing one or more substituents R or unsubstituted from C6 to C30,
wherein R independently represents alkyl, five-membered or six-membered ring, alkoxy, deuterium, halogen, cyano, nitro, amino.
2. The organic electronic material of claim 1, wherein R1-R3Independently selected from hydrogen, halogen, C1-C8 alkyl, phenyl containing one or more substituents R or unsubstituted phenyl, diarylamino containing one or more substituents R or unsubstituted diarylamino, aromatic fused ring containing one or more substituents R or unsubstituted C6-C30, carbazolyl containing one or more substituents R or unsubstituted C6-C30, or two R2Forming a spirofluorene structure; ar (Ar)1-Ar2Independently represent C6-C30 aromatic condensed ring group containing one or more substituents R or unsubstituted, C6-C30 aromatic condensed ring group containing one or more substituents R or unsubstitutedSubstituted carbazolyl, C6-C30 containing one or more substituents R or unsubstituted triaryl amino, wherein R independently represents alkyl, five-membered or six-membered ring aryl, alkoxy, halogen.
3. The organic electronic material of claim 2, wherein R1-R3Independently selected from hydrogen, C1-C8 alkyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted phenyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted naphthyl, one or more C1-C3 alkyl groups, C1-C3 alkoxy, aryl substituted or unsubstituted diarylamine groups, carbazolyl groups containing one or more C1-C3 alkyl groups, C1-C3 alkoxy groups, aryl substituted or unsubstituted carbazolyl groups, or two R groups2Spiro structure is formed among the groups.
4. The organic electronic material of claim 3, wherein R1,R2Independently selected from hydrogen, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, cyclohexyl, n-octyl, isooctyl, C1-C3 alkyl substituted or unsubstituted phenyl, C1-C3 alkoxy substituted or unsubstituted phenyl, naphthyl, or two R2A spiro structure is formed among the groups, one or more methyl and phenyl substituted or unsubstituted diarylamine groups, one or more methyl and phenyl substituted or unsubstituted carbazolyl groups, R3Independently selected from hydrogen, C1-C8 alkyl, C1-C3 substituted or unsubstituted phenyl.
5. The organic electronic material of claim 4, wherein R1,R2Independently selected from hydrogen, methyl, ethyl, propyl, isopropyl, butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, cyclohexyl, n-octyl, isooctyl, phenyl, tolyl, wherein R is3Independently selected from hydrogen, C1-C3 alkyl, C1-C3 alkyl substituted or unsubstituted phenyl.
6. The organic electronic material of claim 1, wherein R3Preferably hydrogen, methyl, phenyl, R1、R2Independently selected from hydrogen, methyl, tert-butyl, phenyl or two R2Between radicals forming a spiro structure, Ar1-Ar2Independently represented by any of the groups in the following list.
7. The organic electronic material of claim 1, the compound of formula 1 being:
8. the organic electronic material of claim 7, wherein R1、R2、R3Independently selected from hydrogen, methyl, phenyl, Ar1-Ar2Independently represents phenyl, naphthyl or biphenyl.
9. Use of the organic electronic material of any one of claims 1 to 8 in the field of organic electroluminescent devices, organic solar cells, organic thin film transistors or organic photoreceptors.
HK15101316.8A 2013-04-27 2015-02-05 Organic electronic material HK1200865B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CN201310154057.2 2013-04-27
CN201310154057 2013-04-27

Publications (2)

Publication Number Publication Date
HK1200865A1 HK1200865A1 (en) 2015-08-14
HK1200865B true HK1200865B (en) 2016-10-07

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