CN110272421A - A kind of general formula compound and its application - Google Patents

A kind of general formula compound and its application Download PDF

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Publication number
CN110272421A
CN110272421A CN201810218245.XA CN201810218245A CN110272421A CN 110272421 A CN110272421 A CN 110272421A CN 201810218245 A CN201810218245 A CN 201810218245A CN 110272421 A CN110272421 A CN 110272421A
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base
unsubstituted
substituted
arlydene
general formula
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邢其锋
李之洋
杜倩
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Beijing Eternal Material Technology Co Ltd
Guan Eternal Material Technology Co Ltd
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Beijing Eternal Material Technology Co Ltd
Guan Eternal Material Technology Co Ltd
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Abstract

The invention discloses the general formula compounds of following formula (I):Wherein: at least one in A and B is selected from lower formula (II), another is selected from arlydene or sub- fused ring aryl, heteroarylene or condensed hetero ring arlydene；X1‑X8It is independently selected from CR2Or N, and X1‑X8In at least one be selected from N.In formula (II): Ar1Selected from arlydene or sub- fused ring aryl, heteroarylene or condensed hetero ring arlydene；L1And L2It is respectively and independently selected from arlydene, heteroarylene, L2It is also selected from singly-bound；Y is selected from CR3R4, O or S；R1、R2、R3And R4It is respectively and independently selected from hydrogen, alkyl, aryl or fused ring aryl, heteroaryl or condensed hetero ring aryl.When the compound of the present invention is as material of main part in OLED luminescent layer, excellent device performance and stability are shown.The present invention protects the organic electroluminescence device using above-mentioned general formula compound simultaneously.

Description

A kind of general formula compound and its application
Technical field
The present invention relates to field of organic electroluminescent materials, a kind of novel general formula compound is in particulard relate to and using should The organic electroluminescence device of class general formula compound.
Background technique
Display of organic electroluminescence (hereinafter referred to as OLED) has from main light emission, low-voltage direct-current driving, all solidstate, view The a series of advantages such as angular width, light-weight, composition and simple process, compared with liquid crystal display, display of organic electroluminescence Backlight is not needed, visual angle is big, and power is low, and up to 1000 times of liquid crystal display, manufacturing cost is but lower than response speed The liquid crystal display of same resolution ratio, therefore, organic electroluminescence device has broad application prospects.
As OLED technology is in the continuous propulsion for illuminating and showing two big fields, people are for influencing OLED device performance The research of efficient organic material focuses more on, an excellent in efficiency service life long organic electroluminescence device be usually device architecture with The result of the optimization collocation of various organic materials.In the most common OLED device structure, the organic of following type is generally included Material: hole-injecting material, hole mobile material, electron transport material, and assorted luminescent material (dyestuff or doping visitor Body material) and corresponding material of main part etc..The phosphorescent light body material applied at present is all often to transmit energy with single carrier Power, such as hole class transmit main body and electrical type transmits main body.Single carrier transport ability will cause electric in luminescent layer The mismatch of son and hole, to cause serious efficiency roll-off and the lost of life.At present in the use process of main body, adopt Solve the problems, such as that single material of main part carrier is unbalanced with the form of the either double material of main part collocation of bipolar materials.It is bipolar Property material contains the segment of electron-transport and hole transport in single structure system, and structure is more complex；Double main bodys are to use Two kinds of materials are respectively acting on electron-transport and hole transport, and double material of main part sources are more extensive, can take different materials Combination realize better device performance.
Summary of the invention
The shortcomings that in order to overcome the above material of convention body in the prior art, the present invention provide a kind of novel for Organic Electricity The compound of electroluminescence device.
The compound of the present invention is by shown in following general formula (I):
In formula (I): at least one in A and B is selected from lower formula (II), another is selected from substituted or unsubstituted C6-C30Asia Aryl or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene；
X1-X8It is independently selected from CR2Or N, and X1-X8In at least one be selected from N；
In formula (II):
Ar1Selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30It is miscellaneous Ring arlydene or condensed hetero ring arlydene；
L1And L2It is respectively and independently selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene, L2It is also selected from singly-bound；
Y is selected from CR3R4, O or S；
R1、R2、R3And R4It is respectively and independently selected from hydrogen, substituted or unsubstituted C1-C10Alkyl, substituted or unsubstituted C6- C30Aryl or fused ring aryl, substituted or unsubstituted C3-C30Heteroaryl or condensed hetero ring aryl；
Above-mentioned substituent group is respectively and independently selected from halogen, C1~C10Alkyl or cycloalkyl, C2~C10Alkenyl, C1~C6 Alkoxy or thio alkoxy group, C6~C30Mononuclear aromatics or condensed-nuclei aromatics group, C3~C30Monocycle heteroaryl hydrocarbon or Condensed ring heteroaryl hydrocarbyl group.
Specifically, as definition above-mentioned A, B, Ar1、L1To L2、R1To R4When being respectively and independently selected from aryl or arlydene, refer to choosing It also include altogether from aromatics ring system with certain amount ring skeleton carbon atom, including single ring architecture substituent group such as phenyl etc. The aromatic ring substituents of valence connection structure are rolled into a ball such as xenyl, terphenyl.
Specifically, as definition above-mentioned A, B, Ar1、L1To L2、R1To R4It is respectively and independently selected from fused ring aryl or sub- fused ring aryl When, refer to selected from the aromatics ring system with certain amount ring skeleton carbon atom, including condensed cyclic structure substituent group such as naphthalene, anthracene Base etc. also includes building stone such as benzene binaphthyl, naphthalene biphenyl that condensed cyclic structure substituent group is connected with single ring architecture aryl Base, biphenyl dianthranide base etc. further include being covalently attached the thick aromatic ring substituents group of structure such as binaphthyl.
Specifically, as definition above-mentioned A, B, Ar1、L1To L2、R1To R4It is respectively and independently selected from inferior heteroaryl or condensed hetero ring aromatic hydrocarbons Refer to include that one or more is selected from B, N, O, S, P (=O), the hetero atom of Si and P and the monocycle with ring carbon atom when group Or fused ring aryl.
Further, above-mentioned general formula (II) can be preferably following formula (II -1), (II -2) or formula (II -3):
Ar in above-mentioned general formula1、L1、L2, Y and R1Define it is identical as definition in the general formula (II).
Further, in general formula (I), X1-X8Among preferably X1With X5In at least one be N.
Further, Ar1It is preferred that are as follows: phenyl, 2- xenyl, 3- xenyl, 4- xenyl, p- terphenyl -4- base, P- terphenyl -3- base, p- terphenyl -2- base, m- terphenyl -4- base, m- terphenyl -3- base, m- terphenyl Base -2- base, 1- naphthalene, 2- naphthalene, 1- anthryl, 2- anthryl, 9- anthryl, phenanthryl, indenyl, 1- fluorenyl, 2- fluorenyl, 3- fluorenyl, 4- Fluorenyl, 9- fluorenyl, 9,9 '-dialkyl fluorenes, 9,9 '-spiral shell, two fluorenes, indenofluorene, fluoranthene base, triphenylene, 1- pyrenyl, 2- pyrenyl, 4- Pyrenyl, base,Base, 1- aphthacene base, 2- aphthacene base and 9- aphthacene base, dibenzo thiophene cough up base, dibenzothiophene, two Benzofuranyl, dibenzo selenophen base, carbazyl, phenyl carbazole base.
Further, R1、R2、R3And R4Independently preferred are as follows: hydrogen, methyl, ethyl, phenyl, 2- xenyl, 3- connection Phenyl, 4- xenyl, p- terphenyl -4- base, p- terphenyl -3- base, p- terphenyl -2- base, m- terphenyl - 4- base, m- terphenyl -3- base, m- terphenyl -2- base, 1- naphthalene, 2- naphthalene, 1- anthryl, 2- anthryl, 9- anthryl, phenanthrene Base, indenyl, 1- fluorenyl, 2- fluorenyl, 3- fluorenyl, 4- fluorenyl, 9- fluorenyl, 9,9 '-dialkyl fluorenes, 9,9 '-spiral shell, two fluorenes, indenofluorene, Fluoranthene base, triphenylene, 1- pyrenyl, 2- pyrenyl, 4- pyrenyl, base,Base, 1- aphthacene base, 2- aphthacene base and 9- and four Phenyl, dibenzo thiophene cough up base, dibenzothiophene, dibenzofuran group, dibenzo selenophen base, carbazyl, phenyl carbazole base.
Further, L1Preferably phenylene or naphthylene, L2It preferably is selected from singly-bound, phenylene or naphthylene.
Further, it is following specific can to enumerate selection for the preferred example as novel logical formula (I) compound of the invention Structural compounds A1-A30, these compounds are only representative:
The compound that logical formula (I) of the invention indicates can be, but not limited to be used as luminescent layer in organic electroluminescence device Material.
The present invention also provides a kind of organic electroluminescence device, including first electrode, second electrode and it is located at described the One or more layers organic layer between one electrode and second electrode includes at least luminescent layer, the luminescent layer in the organic layer In comprising at least one by shown in following general formula (I):
In formula (I): at least one in A and B is selected from lower formula (II), another is selected from substituted or unsubstituted C6-C30Asia Aryl or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene；
X1-X8It is independently selected from CR2Or N, and X1-X8In at least one be selected from N；.
In formula (II):
Ar1Selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30It is miscellaneous Ring arlydene or condensed hetero ring arlydene；
L1And L2It is respectively and independently selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene, L2It is also selected from singly-bound；
Y is selected from CR3R4, O or S；
R1、R2、R3And R4It is respectively and independently selected from hydrogen, substituted or unsubstituted C1-C10Alkyl, substituted or unsubstituted C6- C30Aryl or fused ring aryl, substituted or unsubstituted C3-C30Heteroaryl or condensed hetero ring aryl；
Above-mentioned substituent group is respectively and independently selected from halogen, C1~C10Alkyl or cycloalkyl, C2~C10Alkenyl, C1~C6 Alkoxy or thio alkoxy group, C6~C30Mononuclear aromatics or condensed-nuclei aromatics group, C3~C30Monocycle heteroaryl hydrocarbon or Condensed ring heteroaryl hydrocarbyl group.
Further, above-mentioned general formula (II) can be preferably following formula (II -1), (II -2) or formula (II -3):
Ar in above-mentioned general formula1、L1、L2, Y and R1Define it is identical as definition in the general formula (II).
Further, in general formula (I), X1-X8Among preferably X1With X5In at least one be N.
The present invention design use indoles simultaneously (3,2-A) carbazole for the general formula compound of mother nucleus structure.Indoles simultaneously (3,2-A) click The structure of azoles parent nucleus itself has good thermodynamic stability, at the same it is intermolecular can have very strong intermolecular force, point Son is easy accumulation, and the stability for being eventually exhibited as material improves, and the service life is extended.
By introducing the arylamine of dibenzo condensed ring in general formula compound structure of the invention, the transmission speed of exciton is improved Rate can improve exciton utilization rate in the application of luminous layer main body；Simultaneously when the substituent group on parent nucleus is aromatic group, As the P-type material application in double material of main parts, answered when substituent group becomes inhaling the heterocyclic group of electricity as single material of main part It is used with or with P-type material collocation, is able to maintain the balance of exciton transfer in this way, very high luminous efficiency can be obtained, The compounds of this invention can obtain the mobility of very high exciton in luminescent material, improve luminous efficiency.
Specific embodiment
The specific preparation method of above-mentioned noval chemical compound of the invention will be described in detail by taking multiple synthetic examples as an example below, but Preparation method of the invention is not limited to this multiple synthetic example, and those skilled in the art can not depart from its basis Any modification, equivalent substitution, improvement and etc. are carried out under the premise of principle of the present invention, and this method is expanded into right of the invention and is wanted Within the scope of seeking the claimed technical solution of book.
Synthetic example
Representative synthesis path 1:
It is different by replacingAnd Ar2- X can obtain different target compounds.It needs It is noted that being coupled in above-mentioned synthetic method using Suzuki, but be not restricted to that the coupling method, those skilled in the art Method known to other methods, such as Stille coupling method, Grignard Reagent method, Kumada-Tamao etc. can also be chosen, but not These methods are defined in, can be selected as needed.
More specifically, the synthetic method of representative compound of the invention is given below.
Synthesis example 1: the synthesis of compound A1
In reaction flask, it is added raw material N127.5g (100mmol), to bromo-iodobenzene 30.6g (110mmol), cuprous iodide (5%), ethylenediamine (5%), potassium carbonate 43.3g (314mmol), toluene 500mL, heating reflux reaction 5h.End of reaction is stopped anti- It answers.It is cooled to room temperature, filters, washing, obtained solid obtains white powder M1 by recrystallization purifying in toluene.
Under nitrogen protection, in reaction flask, it is added M150.2g (110mmol), N225.7g (10mmol), Pd2(dba)30.9g (0.785mmol, 0.5%), dimethylbenzene 1000mL, heating reflux reaction 12h.End of reaction stops reacting.It is cooled to room temperature, adds Enter water, liquid separation is washed, and organic phase concentration, obtained solid obtains M2 by recrystallization purifying in toluene.
Under nitrogen protection, in reaction flask, it is added M2 12.3g (20mmol), the bromo- 3- of 1-, 5- diphenyl benzene 10g (23mmol), Pd2(dba)30.9g (0.785mmol, 0.5%), dimethylbenzene 1000mL, heating reflux reaction 12h.It has reacted Finish, stops reacting.It is cooled to room temperature, water is added, liquid separation, washing, organic phase concentration, obtained solid in toluene by recrystallizing Purifying, obtains A1.
Synthesis example 2: the synthesis of compound A18
In reaction flask, it is added raw material N1 33.5g (100mmol), bromo-iodobenzene 30.6g (110mmol), cuprous iodide (5%), ethylenediamine (5%), potassium carbonate 43.3g (314mmol), toluene 500mL, heating reflux reaction 5h.End of reaction is stopped anti- It answers.It is cooled to room temperature, filters, washing, obtained solid obtains white powder M1 by recrystallization purifying in toluene.
Under nitrogen protection, in reaction flask, it is added bromobenzene 16.2g (110mmol), N2 25.7g (100mmol), Pd2(dba)3 0.9g (0.785mmol, 0.5%), dimethylbenzene 1000mL, heating reflux reaction 12h.End of reaction stops reacting.It is cooled to room Water is added in temperature, and liquid separation is washed, and organic phase concentration, obtained solid obtains M2 by recrystallization purifying in toluene.
Under nitrogen protection, in reaction flask, it is added M2 6.7g (20mmol), M1 9.6g (23mmol), Pd (dba) 0.9g (0.785mmol, 0.5%), dimethylbenzene 1000mL, heating reflux reaction 12h.End of reaction stops reacting.It is cooled to room temperature, adds Enter water, liquid separation is washed, and organic phase concentration, obtained solid obtains A18 by recrystallization purifying in toluene.
Device embodiments
Embodiment
Organic Light Emitting Diode includes the first electrode and second electrode on substrate, and having between electrode Machine material includes hole transmission layer, luminescent layer, electron transfer layer between first electrode and second electrode.
Substrate using substrate used in organic light emitting display, such as: glass, polymer material and have TFT member device Glass and polymer material of part etc..
Anode material can be using indium tin oxygen (ITO), indium zinc oxygen (IZO), stannic oxide (SnO2), zinc oxide (ZnO) etc. Transparent conductive material is also possible to the metal materials such as silver and its alloy, aluminium and its alloy, is also possible to the organic conductives such as PEDOT The multilayered structure of material and above-mentioned material.
Cathode is metals, metal mixture, the oxide such as magnesium silver mixture, LiF/Al, ITO
Hole transmission layer can be, but not limited to one or more combinations of following enumerated HT1-HT31.
Phosphorescent light body material includes but is not limited to one of GPH1-GPH80 or a variety of combinations.
Green phosphorescent dopant can be, but not limited to one or more combinations of following enumerated GPD1-GPD57.
Red phosphorescent dopant can be, but not limited to one or more compositions of following enumerated RPD1-RPD29.
Electron transfer layer can be, but not limited to one or more combinations of following enumerated ET1-ET57.
It can also include the electron injecting layer between electron transfer layer and cathode, electron injecting layer material packet in device It includes but is not limited to the following one or more combinations enumerated.
LiQ,LiF,NaCl,CsF,Li2O,Cs2CO3,BaO,Na,Li,Ca。
Embodiment 1:
Organic electroluminescence device preparation process is as follows:
The glass plate for being coated with transparent conductive layer is ultrasonically treated in commercial detergent, is rinsed in deionized water, In acetone: ultrasonic oil removing in alcohol mixed solvent is baked under clean environment and completely removes moisture content, clear with ultraviolet light and ozone It washes, and with low energy cation beam bombarded surface；
The above-mentioned glass substrate with anode is placed in vacuum chamber, is evacuated to 1 × 10-5~9 × 10-3Pa, above-mentioned Vacuum evaporation HT-11 is as hole injection layer on anode tunic, and evaporation rate 0.1nm/s, vapor deposition film thickness is 10nm；
Hole transmission layer of the vacuum evaporation HT-5 as device on hole injection layer, evaporation rate 0.1nm/s steam Plating total film thickness is 80nm；
The luminescent layer of vacuum evaporation device on hole transmission layer, luminescent layer include material of main part and dye materials, benefit The method steamed altogether with multi-source, adjusting material of main part A1 evaporation rate are 0.1nm/s, and 3% ratio of dyestuff RPD-1 evaporation rate is set Fixed, vapor deposition total film thickness is 30nm；
The electron transport layer materials ET42 of vacuum evaporation device, evaporation rate 0.1nm/s on luminescent layer, vapor deposition Total film thickness is 30nm；
On electron transfer layer (ETL) vacuum evaporation with a thickness of the LiF of 0.5nm as electron injecting layer, with a thickness of 150nm Cathode of the Al layer as device.
Device comparative example 1 and the manufacturing process of embodiment 2-4 embodiment 1 same as above, only by material of main part A1 replaces with the material R1 of the prior art, the compound of the present invention A19, A24 and A26.
Preparation comparative example 2 and device embodiments 5-10, material of main part select compound R -1 in the prior art respectively And the compound of the present invention A5, A9, A12, A16, A19 and A26 are respectively with GPH59 or GPH54 collocation as double main structures Scheme uses.
Following performance measurement is carried out to the organic electroluminescence device prepared by the above process:
Under same brightness, is measured in Examples 1 to 10 and comparative example 1 and be prepared using digital sourcemeter and luminance meter Organic electroluminescence device driving voltage and current efficiency and device service life.Specifically, with the speed of 0.1V per second Rate promotes voltage, and measurement reaches 5000cd/m when the brightness of organic electroluminescence device2When voltage, that is, driving voltage, survey simultaneously Current density at this time out；The ratio of brightness and current density is current efficiency；The life test of LT95 is as follows: using brightness Meter is in 5000cd/m2Under brightness, the electric current kept constant, the brightness for measuring organic electroluminescence device is reduced to 4750cd/m2When Between, unit is hour.
Organic electroluminescence device performance prepared by the present invention see the table below 1:
Table 1:
The above result shows that in organic electroluminescence device structure in the identical situation of other materials, using the present invention This kind of general formula compound replace the compound in the prior art in comparative device embodiment as light emitting host material, can be with The landing voltage of device is effectively reduced, current efficiency is improved, extends device lifetime.
It can be seen that when such general formula compound of the invention is applied in organic electroluminescence device, it is prepared From the point of view of OLED device is relative to device prepared by material in the prior art is used, the property of two aspects of service life and luminous efficiency Extraordinary promotion effect can be all achieved, thus organic electroluminescence device has more excellent performance.
The preferred embodiment of the present invention has been described above in detail, still, during present invention is not limited to the embodiments described above Detail within the scope of the technical concept of the present invention can be with various simple variants of the technical solution of the present invention are made, this A little simple variants all belong to the scope of protection of the present invention.
It is further to note that specific technical features described in the above specific embodiments, in not lance In the case where shield, can be combined in any appropriate way, in order to avoid unnecessary repetition, the present invention to it is various can No further explanation will be given for the combination of energy.
In addition, various embodiments of the present invention can be combined randomly, as long as it is without prejudice to originally The thought of invention, it should also be regarded as the disclosure of the present invention.

Claims (10)

1. a kind of general formula compound, as shown in following formula (I):
In formula (I):
At least one in A and B is selected from lower formula (II), another is selected from substituted or unsubstituted C6-C30Arlydene or sub- condensed ring Aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene；
X1-X8It is independently selected from CR2Or N, and X1-X8In at least one be selected from N；
In formula (II):
Ar1Selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30The sub- virtue of heterocycle Base or condensed hetero ring arlydene；
L1And L2It is respectively and independently selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene, L2It is also selected from singly-bound；
Y is selected from CR3R4, O or S；
R1、R2、R3And R4It is respectively and independently selected from hydrogen, substituted or unsubstituted C1-C10Alkyl, substituted or unsubstituted C6-C30's Aryl or fused ring aryl, substituted or unsubstituted C3-C30Heteroaryl or condensed hetero ring aryl；
Above-mentioned substituent group is respectively and independently selected from halogen, C1~C10Alkyl or cycloalkyl, C2~C10Alkenyl, C1~C6Alkane Oxygroup or thio alkoxy group, C6~C30Mononuclear aromatics or condensed-nuclei aromatics group, C3~C30Monocycle heteroaryl hydrocarbon or condensed ring Heteroaryl hydrocarbyl group.
2. general formula compound according to claim 1, formula (II) therein such as following formula (II -1), (II -2) or formula (II -3) It is shown:
Ar in above-mentioned general formula1、L1、L2, Y and R1Define it is identical as definition in the general formula (II).
3. general formula compound according to claim 1, in the formula (I), X1-X8Among X1With X5In at least one For N.
4. general formula compound according to any one of claims 1 to 3, wherein in the general formula:
Ar1Be selected from: phenyl, 2- xenyl, 3- xenyl, 4- xenyl, p- terphenyl -4- base, p- terphenyl -3- base, P- terphenyl -2- base, m- terphenyl -4- base, m- terphenyl -3- base, m- terphenyl -2- base, 1- naphthalene, 2- Naphthalene, 1- anthryl, 2- anthryl, 9- anthryl, phenanthryl, indenyl, 1- fluorenyl, 2- fluorenyl, 3- fluorenyl, 4- fluorenyl, 9- fluorenyl, 9,9 '- Dialkyl fluorene, 9,9 '-spiral shell, two fluorenes, indenofluorene, fluoranthene base, triphenylene, 1- pyrenyl, 2- pyrenyl, 4- pyrenyl, base,Base, 1- Aphthacene base, 2- aphthacene base and 9- aphthacene base, dibenzo thiophene cough up base, dibenzothiophene, dibenzofuran group, dibenzo Selenophen base, carbazyl, phenyl carbazole base；
R1、R2、R3And R4It is independently selected from: hydrogen, methyl, ethyl, phenyl, 2- xenyl, 3- xenyl, 4- xenyl, p- Terphenyl -4- base, p- terphenyl -3- base, p- terphenyl -2- base, m- terphenyl -4- base, m- terphenyl - 3- base, m- terphenyl -2- base, 1- naphthalene, 2- naphthalene, 1- anthryl, 2- anthryl, 9- anthryl, phenanthryl, indenyl, 1- fluorenyl, 2- Fluorenyl, 3- fluorenyl, 4- fluorenyl, 9- fluorenyl, 9,9 '-dialkyl fluorenes, 9,9 '-spiral shell, two fluorenes, indenofluorene, fluoranthene base, triphenylene, 1- Pyrenyl, 2- pyrenyl, 4- pyrenyl, base,Base, 1- aphthacene base, 2- aphthacene base and 9- aphthacene base, dibenzo thiophene cough up base, Dibenzothiophene, dibenzofuran group, dibenzo selenophen base, carbazyl, phenyl carbazole base；
L1Selected from phenylene or naphthylene, L2Selected from singly-bound, phenylene or naphthylene.
5. general formula compound according to any one of claims 1 to 3 is selected from following specific structure compounds:
6. the application of general formula compound of any of claims 1 or 2, the application is the luminescent layer in organic electroluminescence device It is middle to be used as material of main part.
7. the application of structural compounds according to claim 5, the application is shining in organic electroluminescence device Material of main part is used as in layer.
8. a kind of organic electroluminescence device, which includes first electrode, second electrode and the insertion first electrode and the One or more layers organic layer between two electrodes, which is characterized in that include at least one in the organic layer by general formula (I) expression Compound:
In formula (I):
At least one in A and B is selected from lower formula (II), another is selected from substituted or unsubstituted C6-C30Arlydene or sub- condensed ring Aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene；
X1-X8It is independently selected from CR2Or N, and X1-X8In at least one be selected from N；
In formula (II):
Ar1Selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30The sub- virtue of heterocycle Base or condensed hetero ring arlydene；
L1And L2It is respectively and independently selected from substituted or unsubstituted C6-C30Arlydene or sub- fused ring aryl, substituted or unsubstituted C3-C30Heteroarylene or condensed hetero ring arlydene, L2It is also selected from singly-bound；
Y is selected from CR3R4, O or S；
R1、R2、R3And R4It is respectively and independently selected from hydrogen, substituted or unsubstituted C1-C10Alkyl, substituted or unsubstituted C6-C30's Aryl or fused ring aryl, substituted or unsubstituted C3-C30Heteroaryl or condensed hetero ring aryl；
Above-mentioned substituent group is respectively and independently selected from halogen, C1~C10Alkyl or cycloalkyl, C2~C10Alkenyl, C1~C6Alkane Oxygroup or thio alkoxy group, C6~C30Mononuclear aromatics or condensed-nuclei aromatics group, C3~C30Monocycle heteroaryl hydrocarbon or condensed ring Heteroaryl hydrocarbyl group.
9. a kind of organic electroluminescence device according to claim 8, which is characterized in that include in the organic layer is logical In formula described in formula compound (I), X1-X8Among X1With X5In at least one be N.
10. a kind of organic electroluminescence device according to claim 8 or claim 9, which is characterized in that include in the organic layer The general formula compound, be selected from following specific structure compounds:
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WO2021070963A1 (en) * 2019-10-11 2021-04-15 出光興産株式会社 Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device
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KR20150116337A (en) * 2014-04-07 2015-10-15 덕산네오룩스 주식회사 Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof

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CN103189469A (en) * 2010-08-27 2013-07-03 罗门哈斯电子材料韩国有限公司 Novel organic electroluminescent compounds and organic electroluminescent device using the same
WO2014030921A1 (en) * 2012-08-21 2014-02-27 Rohm And Haas Electronic Materials Korea Ltd. Novel organic electroluminescence compounds and organic electroluminescence device containing the same
KR20150116337A (en) * 2014-04-07 2015-10-15 덕산네오룩스 주식회사 Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof

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CN110156611A (en) * 2019-05-23 2019-08-23 武汉尚赛光电科技有限公司 A kind of phenyl cladodification luminescent material and its organic electroluminescence device
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CN115073480A (en) * 2021-03-10 2022-09-20 上海和辉光电股份有限公司 Luminescent material and organic electroluminescent device
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