CN111662306B - OLED organic electroluminescent compound and main material of light-emitting layer - Google Patents
OLED organic electroluminescent compound and main material of light-emitting layer Download PDFInfo
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Abstract
An OLED organic electroluminescent compound and a host material of a luminescent layer, wherein the compound has the following general formula (I):
wherein L is1～L5Same or different, each independently selected from single bond, substituted or unsubstituted C6～C30Arylene hydrocarbon group, or substituted or unsubstituted C2～C30A heteroarylene group; r1～R2Same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30An aromatic hydrocarbon group, or a substituted or unsubstituted C2～C30A heteroaryl group; r3～R5Same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30An aromatic hydrocarbon group, or a substituted or unsubstituted C2～C30A heteroaryl group. The material has high-performance OLED functional materials or material combinations, and realizes the comprehensive characteristics of high efficiency, long service life and low voltage of devices.
Description
Technical Field
The invention relates to a novel organic compound and a material thereof, and application thereof in the technical field of organic electroluminescent display.
Background
In recent years, with the continuous advance of the OLED technology in two fields of lighting and display, the competitiveness of the organic electroluminescent technology is improved with the gradual expansion of market share, and especially, the material development and the device structure research for improving the efficiency and the service life of the organic electroluminescent device and reducing the driving voltage and other properties have more important significance.
The new material with excellent performance can improve the efficiency and the service life, further reduce the cost of the screen body, search for the material with better performance and is also a key factor for the technical development in the field of organic electroluminescence. An efficient and long-lived organic electroluminescent device is generally the result of an optimized match of the device structure with various organic materials. The photoelectric functional material film layer for forming the OLED device at least comprises more than two layers, and the OLED device structure applied in industry generally comprises a hole injection layer, a hole transport layer, an electron blocking layer, a luminescent 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 luminescent material, an electron injection 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.
Currently, for the actual needs of the OLED display illumination industry, the development of the OLED material is far from enough, and lags behind the requirements of panel manufacturing enterprises, and the development of the OLED material as a material enterprise for developing organic functional materials with higher performance is very important.
Disclosure of Invention
In order to solve the above problems, the present invention provides a novel host material for a light emitting layer in an organic electroluminescent device.
The invention aims to provide an OLED organic electroluminescent compound, which has the following general formula (I):
wherein L is1～L5Same or different, each independently selected from single bond, substituted or unsubstituted C6～C30Arylene radicals (preferably substituted or unsubstituted C)6-C20Arylene group of) or substituted or unsubstituted C2～C30Heteroarylene (preferably substituted or unsubstituted C)2～C12Heteroarylene group of (1).
R1～R2Same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30Aryl (preferably substituted or unsubstituted C)6-C20Aryl) or substituted or unsubstituted C2～C30Heteroaryl (preferably substituted or unsubstituted C)2～C12Heteroaryl).
n1 and n2 are integers selected from 0 to 3.
R3～R5Same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30Aryl (preferably substituted or unsubstituted C)6-C20Aryl) or substituted or unsubstituted C2～C30Heteroaryl (preferably substituted or unsubstituted C)2～C12A heteroaryl group.
n3 and n4 are integers from 0 to 4, and n5 is an integer from 0 to 2.
As the above-mentioned C6～C30Arylene radicals, preferably substituted or unsubstituted C6-C20Preferably, the arylene group is a group selected from the group consisting of phenylene, biphenylene, naphthylene, phenanthrylene and triphenylene.
As the above-mentioned C2～C30Heteroarylene, preferably substituted or unsubstituted C2～C12Preferably, the arylene group is a group selected from the group consisting of pyridylene, pyridazylene, pyrimidylene, pyrazinylene, quinolylene, isoquinolylene, quinazolinylene and triazinylene.
The halogen may be fluorine, chlorine or bromine.
As the above-mentioned C1～C10The alkyl group is more preferably a C1-C6 alkyl group, and examples thereof include: methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl, tert-butyl and the like.
As the above-mentioned C6～C30Aromatic hydrocarbon group, more preferably C6-C20Preferably, the aryl group is a group selected from the group consisting of phenyl, biphenyl, naphthyl, phenanthryl, triphenylene. The biphenyl group is selected from the group consisting of 2-biphenyl group and 3-biphenyl group, the naphthyl group is selected from the group consisting of 1-naphthyl group and 2-naphthyl group, the phenanthryl group is selected from the group consisting of 1-phenanthryl group, 2-phenanthryl group, 3-phenanthryl group, 4-phenanthryl group and 9-phenanthryl group, and the triphenylene group is selected from the group consisting of 1-triphenylene group and 2-triphenylene group.
As the above-mentioned C2～C30Heteroaryl, preferably substituted or unsubstituted C2～C12Heteroaryl, including pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, triazinyl, carbazolyl, dibenzothienyl, dibenzofuranyl.
L1～L5The same or different, each is independently selected from the group consisting of a single bond, phenylene, biphenylene, naphthylene, phenanthrylene, triphenylene, pyridyl, pyridazinylene, pyrimidylene, pyrazinylene, quinolinylene, isoquinolinylene, quinazolinylene, triazinylene.
R1And R2The same or different, each is independently selected from the group consisting of hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl, tert-butyl, biphenyl, terphenyl, naphthyl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl and 9-phenanthryl, 1-triphenylyl, 2-triphenylyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, triazinyl, carbazolyl, dibenzothienyl, dibenzofuranyl.
n1 and n2 are preferably 0 and 1.
R3～R5The same or different, are independently selected from hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl, tert-butyl, biphenyl, terphenyl, naphthyl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl and 9-phenanthryl, 1-triphenylenyl, 2-triphenylenyl and pyridinePyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, triazinyl, carbazolyl, dibenzothienyl, dibenzofuranyl.
n3 and n4 are integers selected from 0, 1 and 2, and n5 is an integer selected from 0 and 1.
The number of the substituents is 1,2, 3, 4, 5, 6 or more.
The substituents on the alkyl, aryl and heteroaryl groups, which may be the same or different, are independently selected from the group consisting of halogen and C1-C6 alkyl, and examples thereof include fluorine, chlorine, bromine, methyl, ethyl, isopropyl and tert-butyl;
in the present invention, Ca-CbThe expression (b) represents that the group has the number of carbon atoms of a to b, and generally the number of carbon atoms does not include the number of carbon atoms of the substituent unless otherwise specified.
In the present invention, the expression of chemical elements includes the concept of chemically identical isotopes, such as the expression of "hydrogen", and also includes the concept of chemically identical "deuterium" and "tritium".
The invention also discloses application of the organic electroluminescent compound in preparing an organic electroluminescent device.
The organic electroluminescent compounds can be used as, but not limited to, hole transport materials and/or electron blocking materials for functional layers.
The invention also discloses an organic electroluminescent device, which comprises a substrate, and an anode layer, a light-emitting layer, a functional layer and a cathode layer which are sequentially formed on the substrate;
the functional layer comprises a hole transport material and/or an electron blocking material;
the hole transport material or the electron blocking material of the functional layer comprises at least one of the organic electroluminescent compounds.
Detailed Description
The organic electroluminescent compounds according to the present invention, the preparation method thereof, and the preparation method and light emitting properties of a light emitting device comprising the same are described in detail below with reference to the following examples.
Various chemicals used in the present invention, such as petroleum ether, ethyl acetate, tetrahydrofuran, n-hexane, toluene, acetic acid, methylene chloride, DMF, tetratriphenylphosphine palladium, 11, 12-indolo 2,3-a ] carbazole, 5-dibromophthalic acid dimethyl ester, biphenyl-3-boronic acid, (diphenyl-1, 3, 5-triazine) -boronic acid, phenylpyridine-3-boronic acid, 1, 2-cyclohexanedione, phenylhydrazine hydrochloride, 4-bromophenylhydrazine hydrochloride, isoamyl nitrite, zinc powder, sodium sulfate, etc., are commercially available in domestic chemical products, and 2,2 '-dibromo-6, 6' -diiodo-1 ',1' biphenyl is prepared according to literature methods (org. Lett.,2015,17,4296)
Synthetic preparation route
And (3) synthesis of an intermediate SI-1: indolocarbazole (25.6g, 0.1mol), 2,2 '-dibromo-6, 6' -diiodo-1 ',1' biphenyl (56.4g, 0.1mol), activated copper powder (19.2g, 0.3mol), 18-crown-6 (5.4g, 10mmol), potassium carbonate (65g, 0.5mol), and 500mL of o-dichlorobenzene were added to a 2L three-necked flask equipped with a mechanical stirrer and thermometer under the protection of N2. The stirring was turned on and the reaction mixture was kept under reflux. The reaction was monitored by TLC until the starting material disappeared. The reaction solution was cooled to room temperature, 500ml of toluene was added, and filtration was carried out to obtain a brown solid. And (3) performing column chromatography by using petroleum ether/ethyl acetate as an eluent, and performing spin drying to obtain 29.9 g of off-white solid SI-1 with the yield of about 53%.
Under the protection of N2, S1-1(11.3g, 0.02mol) and 300mL of THF are added into a 1L three-necked flask, the mixture is cooled to-78 ℃, 2.5M N-butyllithium (20mL, 0.05mol) is slowly added dropwise under stirring, the dropwise addition time is about 30mins, 5mL of THF is used for flushing a dropping funnel, and the temperature is kept for 1.5 hours. Slowly dropwise adding sulfur dichloride (3.2mL, 0.05mol) in a low-temperature system at-78 ℃, then flushing a dropping funnel with a small amount of THF, preserving the temperature for 1 hour after the addition is finished, slowly heating to room temperature, stirring at room temperature for reacting for 4 hours, and finishing the reaction. Adjusting to neutrality, separating an organic phase, extracting, drying, performing column chromatography, and spin-drying the solvent to obtain 4.3g of a white solid intermediate S1 with the yield of 49%.
Product MS (m/e): 436; elemental analysis (C30H16N 2S): theoretical value C: 82.54%, H: 3.68%, N: 6.42 percent; found value C: 82.39%, H: 3.81%, N: 6.32 percent.
Synthesis example 1 preparation of Compound M1
After intermediate S1(22.0g, 0.05mol), 300ml of anhydrous THF was added to a 500ml three-necked flask equipped with a stirrer to replace N2, the reaction was cooled to 0 ℃ with an ice-water bath. Then, a 2.5M n-butyllithium hexane solution (22ml, 0.055mol) was added dropwise thereto, and after completion of the addition, the mixture was kept warm for 3 hours and then heated under reflux for 1.5 hours. The reaction was cooled to-30 ℃ and solid NBS (10.8g, 0.06mol) was added in portions, stirred at this temperature for 30 minutes, then warmed to room temperature and the reaction was stirred for a further 3 hours. The reaction was quenched by the addition of aqueous sodium bisulfite. 100ml of ethyl acetate was added to the reaction system, liquid separation was performed, the aqueous phase was washed twice with 100ml of ethyl acetate, the organic phases were combined, dried over anhydrous sodium sulfate, then the solvent was drained off, and the residue was separated by column chromatography to give 21g of off-white intermediate S2 with a yield of 81%. S2, biphenyl-3-boronic acid, Pd (PPh3)4, K2CO3, 700mL of toluene were mixed, 200mL of distilled water was added to the mixture, and the reaction was stirred at 120 ℃ for 3 hours. After completion of the reaction, the reaction system was washed with distilled water, extracted with ethyl acetate to obtain an organic layer, and the organic layer was dried with MgSO4, and the solvent was removed by rotary evaporation. Finally, the residue from which the solvent was removed was subjected to column separation to obtain compound M1(21g, 86%).
Product MS (m/e): 590; elemental analysis (C)42H26N2S): theoretical value C: 85.39%, H: 4.44%, N: 4.74 percent; found value C: 85.34%, H: 4.46%, N: 4.72 percent
Synthesis example 2 preparation of Compound M4
Compound M1 was prepared according to the procedure of the synthetic preparation route except that p-biphenyl-3-boronic acid was the equivalent of (diphenyl-1, 3, 5-triazine) -boronic acid to give the off-white solid compound M4.
Product MS (m/e): 669 elemental analysis (C)45H27N5S): theoretical value C: 80.69%, H: 4.06%, N: 10.46 percent; found value C: 80.65%, H: 4.08%, N: 10.45 percent.
Synthesis example 3 preparation of Compound M10
Product MS (m/e): 591 elemental analysis (C)41H25N3S): theoretical calculation value C: 83.22%, H: 4.26%, N: 7.10 percent; found value C: 83.18%, H: 4.25%, N: 7.12 percent.
Synthesis example 4 preparation of Compound M12
Compound M10 was prepared according to the procedure of the synthetic preparation route except that p-phenylpyridine-3-boronic acid was used as the equivalent of diphenyltriazine-2-boronic acid to give compound M12 as a off-white solid.
Product MS (m/e): 745, elemental analysis (C)51H31N5S): theoretical value C: 82.12%, H: 4.19%, N: 9.39 percent; found value C: 82.14%, H: 4.16%, N: 9.37 percent.
Synthesis example 5 preparation of Compound M14
Compound M1 was prepared according to the procedure of the synthetic preparative route except that p-biphenyl-3-boronic acid was the equivalent amount of quinoxalin-2-yl boronic acid to give compound M4 as a white-like solid.
Product MS (m/e): 566 elemental analysis (C)38H22N4S): theoretical value C: 80.54%, H: 3.91%, N: 9.89 percent; found value C: 80.49%, H: 3.93%, N: 9.91 percent.
Device application example
In order to further illustrate the application of the material of the invention as a main body material in an OLED device and compare the performance of the material with the performance of a common main body material, the invention adopts the following simple electroluminescent device, and the specific structure of the organic electroluminescent device in the application example of the device of the invention is as follows:
ITO/2-TNATA/NPB/HOST:(piq)2Ir(acac)(1:5％)/Bphen/LiF/Al。
the hole injection material adopts 2-TNATA; the hole transport material used was commonly used NPB; the material of the luminescent layer uses red phosphorescent dye (piq)2Ir (acac), the electron transport layer using Bphen; the red host was selected for comparison with the common CBP. The structural formula of the material used for each functional layer is as follows:
the substrate may be a substrate used in a conventional organic light emitting device, for example: glass or plastic. In the invention, the glass substrate and the ITO are used as anode materials in the manufacture of the organic electroluminescent device.
Various triarylamine materials can be used for the hole transport layer, and the hole transport material selected for use in the fabrication of the organic electroluminescent device of the present invention is NPB.
The cathode can adopt metal and a mixture structure thereof, such as Mg: Ag, Ca: Ag and the like, and can also be an electron injection layer/metal layer structure, such as common cathode structures of LiF/Al, Li2O/Al and the like. The cathode material selected in the preparation of the organic electroluminescent device is LiF/Al.
Device example 1 compound M1 of the invention was used as host material:
the ITO (150nm) transparent conductive layer coated glass plate was sonicated in a commercial detergent, rinsed in deionized water, washed in acetone: ultrasonically removing oil in an ethanol mixed solvent (volume ratio is 1: 1), baking in a clean environment until water is completely removed, cleaning by using ultraviolet light and ozone, and bombarding the surface by using low-energy cationic beams;
placing the glass substrate with the anode in a vacuum chamber, and vacuumizing to 1 × 10-5-9×10-3Pa, evaporating a compound 2-TNATA on the anode layer film in vacuum to form a hole injection layer with the thickness of 55 nm; evaporating a compound NPB on the hole injection layer in vacuum to form a hole transport layer with the thickness of 35nm, wherein the evaporation rate is 0.1 nm/s;
forming an electroluminescent layer on the hole transport layer, and specifically operating as follows: the host material M1 of the compound of the present invention as a light-emitting layer was placed in a cell of a vacuum vapor deposition apparatus to be (piq) as a dopant2Ir (acac) [ bis- (1-phenylisoquinolinyl) acetylacetonatoiridium (III)]Placing in another chamber of the vacuum vapor deposition apparatus, simultaneously evaporating two materials at different rates, (piq)2The concentration of Ir (acac) is 6 percent, and the total film thickness of evaporation plating is 40 nm;
evaporating Bphen on the luminescent layer in vacuum to form an electron transport layer with a thick film of 20nm, wherein the evaporation rate is 0.1 nm/s;
LiF with the thickness of 0.5nm is vacuum-evaporated on the Electron Transport Layer (ETL) to be used as an electron injection layer, and an Al layer with the thickness of 150nm is used as a cathode of the device.
And carrying out packaging test on the prepared device.
Device example 2 compound M4 of the invention was used as host material:
referring to the preparation method of device example 1, the compound M4 of the present invention was used instead of the compound M1 as a host material of a light-emitting layer.
Device example 3 compound M10 of the invention was used as host material:
referring to the preparation method of device example 1, the compound M10 of the present invention was used instead of the compound M1 as a host material of a light-emitting layer.
Device example 4 compound M12 of the invention was used as host material:
referring to the preparation method of device example 1, the compound M12 of the present invention was used instead of the compound M1 as a host material of a light-emitting layer.
Device example 5 compound M14 of the invention was used as host material:
referring to the preparation method of device example 1, the compound M14 of the present invention was used instead of the compound M1 as a host material of a light-emitting layer.
Device example 6 compound M18 of the invention was used as host material:
referring to the preparation method of device example 1, the compound M18 of the present invention was used instead of the compound M1 as a host material of a light-emitting layer.
Comparative device example 1 CBP was used as host material
Referring to the preparation method of device example 1, compound CBP was used as a host material of the light emitting layer instead of compound M1.
The voltage and current efficiencies of the organic electroluminescent devices prepared in the respective application examples were measured at the same luminance, and the measurement results are shown in table 1 below.
TABLE 1 results of measurements of devices using the compounds of the invention as host materials
| Device numbering | HOST material | Required luminance cd/m2 | Voltage V | Current efficiency cd/A |
| Device example 1 | M1 | 2000 | 4.7 | 18.6 |
| Device example 2 | M4 | 2000 | 4.6 | 20.1 |
| Device example 3 | M10 | 2000 | 4.5 | 19.8 |
| Device example 4 | M12 | 2000 | 4.4 | 20.7 |
| Device example 5 | M14 | 2000 | 4.4 | 19.3 |
| Device example 6 | M18 | 2000 | 4.7 | 19.1 |
| Comparative device example 1 | CBP | 2000 | 5.1 | 16.3 |
From the experimental data in table 1, compared with comparative device example 1, the novel organic material of the present invention is used as the host material in the organic electroluminescent device, and compared with CBP, the novel organic material can effectively reduce the threshold voltage and improve the current efficiency, and is a host material with good performance. This is related to the excellent carrier transport balance and energy level matching of the material of the present invention.
The above examples only list the effect data of M1, M4, M10, M12, M14 and M18, which are representative sampling tests, and the overall data are not very different from each other by experimental data, and can directly represent the effects of other non-listed M2-M3, M5-M9, M11, M13 and M15-M17.
It should be understood that the above examples are only for clarity of illustration and are not intended to limit the embodiments. Other variations and modifications will be apparent to persons skilled in the art in light of the above description. And are neither required nor exhaustive of all embodiments. And obvious variations or modifications therefrom are within the scope of the invention.
Claims (9)
1. An OLED organic electroluminescent compound characterized in that: the compound has the following general formula (I):
wherein L is1～L5Same or different, each independently selected from single bond, substituted or unsubstituted C6～C30Arylene hydrocarbon group, or substituted or unsubstituted C2～C30A heteroarylene group;
R1～R2same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30An aromatic hydrocarbon group, or a substituted or unsubstituted C2～C30A heteroaryl group;
n1 and n2 are integers selected from 0 to 3;
R3～R5same or different, are respectively and independently selected from hydrogen, halogen and substituted or unsubstituted C1～C10Alkyl, substituted or unsubstituted C6～C30An aromatic hydrocarbon group, or a substituted or unsubstituted C2～C30A heteroaryl group;
n3 and n4 are selected from integers of 0-4, and n5 is selected from integers of 0-2;
said C is6～C30An arylene hydrocarbon group selected from the group consisting of phenylene, biphenylene, naphthylene, phenanthrylene, and triphenylene;
said C is6～C30The aromatic hydrocarbon group is selected from the group consisting of phenyl, biphenyl, naphthyl, phenanthryl, triphenylene.
2. The compound of claim 1, wherein: c2～C30The heteroarylene group is selected from the group consisting of pyridylene, pyridazylene, pyrimidylene, pyrazinylene, quinolinylene, isoquinolinylene, quinazolinyleneA group of a triazine group.
3. The compound of claim 1, wherein: halogen is fluorine, chlorine, bromine;
C1～C10the alkyl is one of methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl and tert-butyl.
4. The compound of claim 1, wherein: the biphenyl group is selected from the group consisting of 2-biphenyl group and 3-biphenyl group, the naphthyl group is selected from the group consisting of 1-naphthyl group and 2-naphthyl group, the phenanthryl group is selected from the group consisting of 1-phenanthryl group, 2-phenanthryl group, 3-phenanthryl group, 4-phenanthryl group and 9-phenanthryl group, and the triphenylene group is selected from the group consisting of 1-triphenylene group and 2-triphenylene group.
5. The compound of claim 1, wherein: said C is2～C30Heteroaryl is selected from pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolinyl, isoquinolinyl, quinazolinyl, triazinyl, carbazolyl, dibenzothienyl, dibenzofuranyl.
6. The compound of claim 1, wherein: l is1～L5The same or different, each is independently selected from the group consisting of a single bond, phenylene, biphenylene, naphthylene, phenanthrylene, triphenylene, pyridyl, pyridazinylene, pyrimidylene, pyrazinylene, quinolinylene, isoquinolinylene, quinazolinylene, triazinylene;
R1and R2The same or different, each is independently selected from hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl, tert-butyl, biphenyl, naphthyl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, 1-triphenylenyl, 2-triphenylenyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolyl, isoquinolyl, quinazolinyl, triazinyl, carbazolyl,Dibenzothienyl, dibenzofuranyl;
n1, n2 are preferably 0, 1;
R3～R5the same or different, each is independently selected from hydrogen, fluorine, chlorine, bromine, methyl, ethyl, n-propyl, isopropyl, n-butyl, n-hexyl, n-octyl, isobutyl, tert-butyl, biphenyl, naphthyl, 1-phenanthryl, 2-phenanthryl, 3-phenanthryl, 4-phenanthryl, 9-phenanthryl, 1-triphenylenyl, 2-triphenylenyl, pyridyl, pyridazinyl, pyrimidinyl, pyrazinyl, quinolyl, isoquinolyl, quinazolinyl, triazinyl, carbazolyl, dibenzothienyl, dibenzofuranyl;
n3 and n4 are integers selected from 0, 1 and 2, and n5 is an integer selected from 0 and 1.
7. A compound characterized by: the compound is:
8. use of a compound according to claim 1 for the preparation of an organic electroluminescent device, characterized in that: the organic electroluminescent compound may be used as a hole transport material and/or an electron blocking material of the functional layer.
9. Use according to claim 8, characterized in that: the organic electroluminescent device comprises a substrate, and an anode layer, a light-emitting layer, a functional layer and a cathode layer which are sequentially formed on the substrate;
the functional layer comprises a hole transport material and/or an electron blocking material;
the hole transport material or the electron blocking material of the functional layer comprises at least one of the organic electroluminescent compounds.
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| CN103183638A (en) * | 2011-12-31 | 2013-07-03 | 昆山维信诺显示技术有限公司 | Compounds, preparation methods thereof and organic electroluminescent device comprising same |
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