CN108912063A - One kind containing phenanthrene compound and its organic electroluminescence device - Google Patents

One kind containing phenanthrene compound and its organic electroluminescence device Download PDF

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CN108912063A
CN108912063A CN201810884482.XA CN201810884482A CN108912063A CN 108912063 A CN108912063 A CN 108912063A CN 201810884482 A CN201810884482 A CN 201810884482A CN 108912063 A CN108912063 A CN 108912063A
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unsubstituted
substituted
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aryl
heteroaryl
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张弘
蔡辉
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Changchun Haipurunsi Technology Co Ltd
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Changchun Haipurunsi Technology Co Ltd
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Abstract

The present invention provides one kind containing phenanthrene compound and its organic electroluminescence device, belongs to organic photoelectrical material technical field.The compound has structure shown in formula (I), part A in the present invention has the ability in acceptant hole, introduce bridged linkage, on the one hand it can increase compound molecular weight, the material made has the function of high glass-transition temperature and can prevent crystallization, on the other hand make this kind of compound have certain distortion on stereoeffect, improve its film forming.The other end introduces the structure of the acceptant electronics of B class in specific position, increases the transporting of carrier.Furthermore, this compound makes both parts about localization, and control the flowing of conjugated system, so that compound has bipolarity, L has interrupted two parts interaction again so that the minimum that exciton is spread to adjacent other organic matter layers, using the compound as the material of main part or hole blocking layer materials'use in luminescent layer manufactured organic electroluminescence device, the advantage that driving voltage is low, luminous efficiency is high is shown, is the luminous organic material of function admirable.

Description

One kind containing phenanthrene compound and its organic electroluminescence device
Technical field
The present invention relates to organic photoelectrical material technical fields, and in particular to one kind contains phenanthrene compound and its organic electroluminescent Device.
Background technique
With the progress of information industry, traditional display has been unable to meet the requirement of people, such as：Cathode-ray tube (cathode ray tube, CRT) display volume is big, driving voltage is high；Liquid crystal display (liquidcrystal Display, LCD) brightness is low, narrow viewing angle, operating temperature range are small；Plasma display (plasmadisplay panel, PDP it) involves great expense, resolution ratio is not high, power consumption is big.
Organic electroluminescent LED (organic light-emitting diodes, OLEDs) is with organic matter for hair The novel electroluminescent device of luminescent material, as a kind of completely new display technology possess in various performances existing display technology without With the advantage of rival, it is simple by feat of its preparation process, have it is all solid state, wide from main light emission, brightness height, high-resolution, visual angle (170 degree or more), fast response time, thin, small in size, light-weight, the usable flexible base board of thickness, low-voltage direct-current drive (3- 10V), low in energy consumption, operating temperature range is wide etc. so that its application market is very extensive, such as lighting system, communication system, vehicle Load display, portable electronic device, fine definition show even military field.
Electroluminescent organic material is constantly realized in recent years to be broken through, and the progress to attract people's attention is achieved, to traditional Display material constitutes strong challenge.After flexible OLED commercialization, associated scientific research and business in the world at present Strength is all in the work for the development this respect done one's utmost.Although electroluminescent organic material research have been achieved with it is huge at Fruit, but there are also some urgent problems to be solved during commercialized by OLED.
OLED material is a kind of electroluminescent material, its structure is to be put into organic matter layer between a cathode and an anode, is had Machine nitride layer includes luminescent layer and optional auxiliary layer, and auxiliary layer includes：Hole injection layer, hole transmission layer, hole blocking layer, electricity Sub- barrier layer, electron transfer layer, electron injecting layer, wherein hole blocking layer can improve the efficiency and stability of OLED device, Therefore cause the very big concern of those skilled in the art.
Summary of the invention
The object of the present invention is to provide one kind to contain phenanthrene compound and its organic electroluminescence device, contains phenanthreneization in the present invention Hole can effectively be received by closing object, and introduce bridged linkage, increase compound molecular weight, the material made has high glass Change transition temperature and the effect of crystallization can be prevented；Triazine class formation is introduced beside overseas Chinese federation's structure, increases carrier transport Ability, increases triplet, and energy gap difference becomes larger.Using the compound as the material of main part or hole blocking layer in luminescent layer Using and manufactured organic electroluminescence device, show the advantage that driving voltage is low, luminous efficiency is high, be having for function admirable Machine luminescent material.
Present invention firstly provides one kind to contain phenanthrene compound, has structure shown in following general formula (I)：
A is indicated by general formula (II)：
Wherein R1、R2The independent virtue selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 One of base, heteroaryl of substituted or unsubstituted C3~C30；X it is same or different be selected from CR3Or N, wherein R3Choosing From hydrogen, substituted or unsubstituted C1-C30 alkyl, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~ One of heteroaryl of C30, and at least one is N.
L is selected from the divalent of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30 One of heteroaryl.
B is indicated by general formula (III)：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Alkane selected from hydrogen, substituted or unsubstituted C1-C30 One of base, the aryl of substituted or unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30；Wherein R7Choosing From hydrogen, the alkyl of substituted or unsubstituted C1-C30, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~ One of heteroaryl of C30.
Preferably, any one of the A in general formula as follows：
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C6-C15 Aryl, one of the heteroaryl of substituted or unsubstituted C3~C15.
Preferably, any one of the L in singly-bound or structure as follows：
Preferably, any one of the B in general formula as follows：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Alkane selected from hydrogen, substituted or unsubstituted C1-C30 One of base, the aryl of substituted or unsubstituted C6-C15, heteroaryl of substituted or unsubstituted C3~C15；Wherein R7Choosing From hydrogen, the alkyl of substituted or unsubstituted C1-C15, the aryl of substituted or unsubstituted C6-C15, substituted or unsubstituted C3~ One of heteroaryl of C15.
Preferably, any one containing phenanthrene compound in structure as follows：
。
The present invention also provides a kind of organic electroluminescence device, the organic electroluminescence device include anode, cathode with And several organic function layers between the anode and the cathode, the organic function layer contain described containing phenanthrene Compound any one or at least two combination.
Preferably, the organic function layer includes hair hole blocking layer, and the hole blocking layer includes appointing in claim Described in one containing phenanthrene compound any one or at least two combination.
Preferably, the organic function layer includes luminescent layer, and the luminescent layer includes described containing any of phenanthrene compound It is a kind of or at least two combination.
Preferably, described to be used as material of main part in luminescent layer containing phenanthrene compound.
Beneficial effects of the present invention：
In order to improve the efficiency and stability of OLED device in the prior art, the problems such as service life is short, the present invention is first A kind of simple compounds is provided, which has structure shown in formula (I).Having in the present invention containing phenanthrene compound is acceptant The ability in hole introduces bridged linkage, on the one hand can increase compound molecular weight in specific position, the material tool made There is high glass-transition temperature and crystallization can be prevented, on the other hand makes this kind of compound in stereoeffect On have certain distortion, improve its film forming.It is acceptant in introducing pyridine, pyrimidine and triazines in the other end of overseas Chinese federation's structure The structure of electronics increases the transporting of carrier.In addition, overseas Chinese federation's structure has interrupted two parts interaction, make two electrophilics With draw electronic section localization, and the flowing of conjugated system is controlled, so that compound has bipolarity, so that exciton is to adjacent Other organic matter layers diffusion minimum, using the compound as in luminescent layer hole blocking layer or material of main part use and Manufactured organic electroluminescence device shows the advantage that driving voltage is low, luminous efficiency is high, is the organic light emission of function admirable Material.
Specific embodiment
For a further understanding of the present invention, the preferred embodiment of the invention is described below with reference to embodiment, still It should be appreciated that these descriptions are only further explanation the features and advantages of the present invention, rather than to the claims in the present invention Limitation.
It should be noted that unless otherwise prescribed, the meaning of scientific and technical terminology used in the present invention and those skilled in the art The meaning that member is generally understood is identical.
Alkyl of the present invention refers to alkyl made of minusing a hydrogen atom in alkane molecule, can be straight chain alkane Base, branched alkyl or naphthenic base, example may include methyl, ethyl, propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, tertiary fourth Base, amyl, isopentyl, cyclopenta, cyclohexyl etc., but not limited to this.
Aryl of the present invention refers to remove a hydrogen atom on the aromatic core carbon of aromatic hydrocarbon molecule after, be left the total of univalent perssad Claiming, can be monocyclic aryl or fused ring aryl, example may include phenyl, xenyl, naphthalene, anthryl, phenanthryl or pyrenyl etc., but It is without being limited thereto.
Heteroaryl of the present invention refers to the total of the group that one or more aromatic core carbon are substituted by hetero atom in aryl Claim, the hetero atom includes but is not limited to oxygen, sulphur, nitrogen or silicon atom, and the heteroaryl can be monocycle or condensed ring, and example can wrap Include pyridyl group, phenothiazinyl, phenoxazine base, pyrimidine radicals, benzo pyrimidine radicals, carbazyl, triazine radical, benzothiazolyl, benzo miaow Oxazolyl, acridinyl etc., but not limited to this.
Divalent aryl of the present invention refers to respectively remove a hydrogen atom on two aromatic core carbon of aromatic hydrocarbon molecule after, be left Bivalent group general name, can be valentbivalent monocyclic aryl or divalent fused ring aryl, such as can be selected from phenylene, sub- biphenyl Base, sub- terphenyl, naphthylene, anthrylene, phenanthrylene, sub- pyrenyl, fluorenylidene or sub- benzo phenanthryl etc., but not limited to this.
Divalent heteroaryl radical of the present invention refers to that one or more aromatic core carbon in divalent aryl are replaced to obtain by hetero atom Group general name, the hetero atom includes but is not limited to oxygen, sulphur or nitrogen-atoms, and the divalent heteroaryl radical can be valentbivalent monocyclic Heteroaryl or divalent fused ring heteroaryl, such as can be selected from sub-pyridyl group, sub- quinolyl, sub- carbazyl, sub- thienyl, sub- benzo Thienyl, furylidene, sub- benzofuranyl, sub- pyrimidine radicals, sub- benzo pyrimidine radicals, sub- imidazole radicals or sub- benzimidazolyl etc., But not limited to this.
In substituted alkyl of the present invention, substituted aryl, substituted heteroaryl etc., the substituent group can be independent Selected from D-atom, cyano, nitro, halogen atom, the alkyl of C1-C10, the alkoxy of C1-C10, the alkylthio group of C1-C10, C1- The aryl of C30, the aryloxy group of C1-C30, the arylthio of C1-C30, C3-C30 heteroaryl, the silylation of C1~C30, C2~ Alkylamino radical, aryl amine of C6~C30 of C10 etc., such as D-atom, cyano, nitro, halogen, methyl, ethyl, propyl, isopropyl Base, tert-butyl, methoxyl group, methyl mercapto, phenyl, xenyl, terphenyl, naphthalene, anthryl, phenanthryl, benzo phenanthryl, base, pyrene Base, fluorenyl, 9,9- dimethyl fluorenyl, benzyl, phenoxy group, thiophenyl, hexichol amido, dimethylamino, carbazyl, 9- phenyl click Oxazolyl, furyl, thienyl, triphenyl silicon substrate, trimethyl silicon substrate, trifluoromethyl, phenothiazinyl, phenoxazine group, acridinyl, piperazine Piperidinyl, pyridyl group, pyrazinyl, triazine radical, pyrimidine radicals etc., but not limited to this.
Present invention firstly provides one kind to contain phenanthrene compound, has the structural formula as shown in formula (I)：
A is indicated by general formula (II)：
Wherein R1、R2The independent virtue selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 One of base, heteroaryl of substituted or unsubstituted C3~C30；X it is same or different be selected from CR3Or N, wherein R3Choosing From hydrogen, substituted or unsubstituted C1-C30 alkyl, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~ One of heteroaryl of C30, and at least one is N.
L is selected from the divalent of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30 One of heteroaryl；
B is indicated by general formula (III)：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Alkane selected from hydrogen, substituted or unsubstituted C1-C30 One of base, the aryl of substituted or unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30；Wherein R7Choosing From hydrogen, the alkyl of substituted or unsubstituted C1-C30, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~ One of heteroaryl of C30.
Preferably, any one of the A in general formula as follows：
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 Aryl, one of the heteroaryl of substituted or unsubstituted C3~C30.
Preferably, any one of the L in singly-bound or structure as follows：
Preferably, any one of the B in general formula as follows：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Alkane selected from hydrogen, substituted or unsubstituted C1-C30 One of base, the aryl of substituted or unsubstituted C6-C15, heteroaryl of substituted or unsubstituted C3~C15；Wherein R7Choosing From hydrogen, the alkyl of substituted or unsubstituted C1-C15, the aryl of substituted or unsubstituted C6-C15, substituted or unsubstituted C3~ One of heteroaryl of C15.
Preferably, any one containing phenanthrene compound in structure as follows：
。
It is enumerated above some specific structure types of the present invention containing phenanthrene compound, but the invention is not limited to These listed chemical structures, all based on structure shown in formula (I), various substituent groups are that group as defined above is all answered This is included.
Of the present invention to contain phenanthrene compound, preparation method is as follows：
Dibromide containing A and the coupling of the boric acid ester compound containing L, the bromide of gained compound and B are coupled It obtains described containing phenanthrene compound.
The present invention limitation not special to above-mentioned reaction be using popular response well-known to those skilled in the art Can, the preparation method is easy to operate, is readily produced.
The present invention also provides a kind of organic electroluminescence device, the organic electroluminescence device is those skilled in the art Known organic electroluminescence device, organic electroluminescence device of the present invention include anode, cathode and are located at Several organic function layers between the anode and cathode include described any containing phenanthrene compound in the organic function layer It is a kind of or at least two combination.The organic function layer may include hole injection layer, hole transmission layer, electronic barrier layer, At least one layer in luminescent layer, hole blocking layer, electron transfer layer and electron injecting layer, the preferably described organic function layer include sky Cave barrier layer, the hole blocking layer include the combination of any one described containing phenanthrene compound or at least two, preferably institute Stating organic function layer includes luminescent layer, and the luminescent layer includes the group of any one described containing phenanthrene compound or at least two It closes, it is more preferably described to be used as material of main part in luminescent layer containing phenanthrene compound.
The present invention is not particularly limited the source of raw material employed in following embodiment, can for commercial product or It is prepared using preparation method well-known to those skilled in the art.
Embodiment 1：
The preparation of compound 1
The preparation of compound 1-3
Under argon atmospher, by compound 1-1 (5.39g, 15mmol), to bromo-iodobenzene (4.05g, 14.3mmol), four (triphenyls Phosphine) palladium (0.35g, 0.3mmol), toluene (43ml), aqueous sodium carbonate (2M, 21ml) be added flask in, back flow reaction 8 is small When, it being cooled to room temperature, is extracted with toluene, organic phase saturated common salt water washing is purified after organic phase is dry with column chromatography, Obtain bromide 1-3 4.76g, yield 82%.
The preparation of compound 1
By gained bromide 1-3 (7.74g, 20mmol), connection boric acid pinacol ester (6.22g, 24mmol), 1,1 '-bis- (two Phenylphosphine)-ferrocene-palladium chloride (II) dichloromethane complex (0.49g, 0.6mmol), potassium acetate (5.90g, 60mmol) It is reacted under reflux 16 hours with 79ml toluene, it is cooling, 26ml water is added, stirs 30 minutes, isolates organic phase, pass through short silicon The filtering of diatomaceous earth bed, then evaporates organic solvent, gained crude product recrystallizes in heptane/toluene；Under argon atmospher, by obtained solid 1-4 (10.22g, 15mmol), compound 1-5 (4.23g, 14.3mmol), tetrakis triphenylphosphine palladium (0.35g, 0.3mmol), first Benzene (43ml), aqueous sodium carbonate (2M, 21ml) are added in flask, back flow reaction 8 hours, are cooled to room temperature, are extracted with toluene, Organic phase saturated common salt water washing is purified with column chromatography after organic phase is dry, obtains 1 5.91g of compound, yield 75%.Mass spectrum m/z：525.22 (calculated values：525.23).Theoretical elemental content (%) C38H27N3：C, 86.83；H, 5.18；N, 7.99 actual measurements constituent content (%)：C, 86.82；H, 5.17；N, it is target product 1 that 7.98 above-mentioned confirmations, which obtain product,.
Embodiment 2:
The preparation of compound 20
The preparation of compound 20
1-4 in embodiment 1 is replaced with into 20-4 as shown above, obtains compound 20.Mass spectrum m/z：757.35 (calculate Value：757.36).Theoretical elemental content (%) C56H43N3：C, 88.74；H, 5.72；N, 5.54 actual measurements constituent content (%)：C, 88.75；H, 5.73；N, it is target product 20 that 5.55 above-mentioned confirmations, which obtain product,.
Embodiment 3:
The preparation of compound 36
The preparation of compound 36
1-4 in embodiment 1 is replaced with into 36-4 as shown above, obtains compound 36.Mass spectrum m/z：703.30 (calculate Value：703.31).Theoretical elemental content (%) C52H37N3：C, 88.73；H, 5.30；N, 5.97 actual measurements constituent content (%)：C, 88.72；H, 5.31；N, 5.98.It is target product 36 that above-mentioned confirmation, which obtains product,.
Embodiment 4:
The preparation of compound 51
The preparation of compound 51
1-4 in embodiment 1 is replaced with into 51-4 as shown above, obtains compound 51.Mass spectrum m/z：669.31 (calculate Value：669.32).Theoretical elemental content (%) C49H39N3：C, 87.86；H, 5.87；N, 6.27 actual measurements constituent content (%)：C, 87.85；H, 5.86；N, 6.28.It is target product 51 that above-mentioned confirmation, which obtains product,.
Embodiment 5:
The preparation of compound 71
The preparation of compound 71
1-4 in embodiment 1 is replaced with into 71-4 as shown above, obtains compound 71.Mass spectrum m/z：630.21 (calculate Value：630.22).Theoretical elemental content (%) C45H36N4：C, 85.41；H, 5.73；N, 8.85 actual measurements constituent content (%)：C, 85.42；H, 5.72；N, 8.86.It is target product 71 that above-mentioned confirmation, which obtains product,.
Embodiment 6:
The preparation of compound 84
The preparation of compound 84
1-4 in embodiment 1 is replaced with into 84-4 as shown above, obtains compound 84.Mass spectrum m/z：658.24 (calculate Value：658.26).Theoretical elemental content (%) C47H34N2S：C, 85.68；H, 5.20；N, 4.25；S, 4.87 actual measurement constituent contents (%)：C, 85.67；H, 5.21；N, 4.24；S, 4.88.It is target product 84 that above-mentioned confirmation, which obtains product,.
Embodiment 7:
The preparation of compound 99
The preparation of compound 99
1-4 in embodiment 1 is replaced with into 99-4 as shown above, obtains compound 99.Mass spectrum m/z：692.28 (calculate Value：638.20).Theoretical elemental content (%) C51H36N2O：C, 88.41；H, 5.24；N, 4.04；O, 2.31 actual measurement constituent contents (%)：C, 88.40；H, 5.23；N, 4.03；O, 2.32.It is target product 99 that above-mentioned confirmation, which obtains product,.
Embodiment 8:
The preparation of compound 120
The preparation of compound 120
1-4 in embodiment 1 is replaced with into 120-4 as shown above, obtains compound 120.Mass spectrum m/z：629.21 (calculate Value：629.22).Theoretical elemental content (%) C46H31NS：C, 87.72；H, 4.96；N, 2.22；S, 5.09 actual measurement constituent contents (%)：C, 87.73；H, 4.97；N, 2.21；S, 5.08.It is target product 120 that above-mentioned confirmation, which obtains product,.
Embodiment 9:
The preparation of compound 134
The preparation of compound 134
1-4 in embodiment 1 is replaced with into 134-4 as shown above, obtains compound 134.Mass spectrum m/z：729.30 (calculate Value：719.31).Theoretical elemental content (%) C55H39NO：C, 90.50；H, 5.39；N, 1.92；O, 2.19 actual measurement constituent contents (%)：C, 90.51；H, 5.38；N, 1.93；O, 2.18.It is target product 134 that above-mentioned confirmation, which obtains product,.
Embodiment 10:
The preparation of compound 144
The preparation of compound 144
1-4 in embodiment 1 is replaced with into 144-4 as shown above, obtains compound 144.Mass spectrum m/z：701.31 (calculate Value：701.32).Theoretical elemental content (%) C54H39N：C, 92.40；H, 5.60；N, 2.00 actual measurements constituent content (%)：C, 92.41；H, 5.61；N, 2.02.It is target product 144 that above-mentioned confirmation, which obtains product,.
Embodiment 11:
The preparation of compound 162
The preparation of compound 162
1-1 in embodiment 1 is replaced with into 114-1 as shown above, 1-2 replaces with 114-2 as shown above, and 1-5 is replaced with 114-5 as shown above obtains compound 162.Mass spectrum m/z：653.28 (calculated values：653.29).Theoretical elemental content (%) C48H35N3：C, 88.18；H, 5.40；N, 6.43 actual measurements constituent content (%)：C, 88.17；H, 5.41；N, 6.44.Above-mentioned confirmation obtains Obtaining product is target product 162.
Embodiment 12:
The preparation of compound 175
The preparation of compound 175
1-4 in embodiment 1 is replaced with into 175-4 as shown above, obtains compound 175.Mass spectrum m/z：705.31 (calculate Value：705.32).Theoretical elemental content (%) C52H39N3：C, 88.48；H, 5.57；N, 5.95 actual measurements constituent content (%)：C, 88.47；H, 5.56；N, 5.96.It is target product 175 that above-mentioned confirmation, which obtains product,.
[comparison Application Example]
Transparent anode electrode ito substrate is cleaned each 15 minutes with deionized water, acetone, EtOH Sonicate respectively, is then existed It is cleaned 2 minutes in plasma cleaning device, dry and is evacuated to 5 × 10-5Pa.Then by treated, ito substrate steams Plating.Successively vapor deposition hole injection layer HAT-CN/50nm, vapor deposition hole transmission layer NPB/30nm, vapor deposition main body CBP：Adulterate Ir (ppy)310% mixing/30nm, then vapor deposition electron transfer layer TPBi/30nm, electron injecting layer LiF/0.5nm, cathode Al/ 200nm。
[Application Example 1-12]
To compare the CBP in Application Example change into shown compound 1 in embodiment 1-12,20,36,51,71,84, 99、120、134、144、162、175。
Table 1 is the compound of preparation of the embodiment of the present invention and the characteristics of luminescence test for comparing luminescent device prepared by substance As a result.
The characteristics of luminescence of [table 1] luminescent device is tested
[Application Example 13-24]
It will increase hole blocking layer in the luminescent layer and electron transfer layer that compare Application Example, evaporation thickness 10nm, The compound used be shown compound 1 in embodiment 1-12,20,36,51,71,84,99,120,134,144,162, 175。
Table 2 is the compound of preparation of the embodiment of the present invention and the characteristics of luminescence test for comparing luminescent device prepared by substance As a result.
The characteristics of luminescence of [table 2] luminescent device is tested
The above result shows that the compound of the present invention is as green light material of main part or hole barrier materials, applied to having In organic electroluminescence devices, it is luminous organic material of good performance that luminous efficiency is high.
Although the present invention has carried out special description with exemplary embodiment, but it is understood that without departing from claim Defined by the case where spirit and scope of the invention, those of ordinary skill in the art can carry out various forms and details to it On change.

Claims (9)

1. one kind contains phenanthrene compound, which is characterized in that have structure shown in following general formula (I)：
A is indicated by general formula (II)：
Wherein R1、R2It is independent selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, take One of generation or the heteroaryl of unsubstituted C3~C30；X it is same or different be selected from CR3Or N, wherein R3Selected from hydrogen, Substituted or unsubstituted C1-C30 alkyl, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30 it is miscellaneous One of aryl, and at least one is N；
L is selected from the divalent heteroaryl of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30 One of base；
B is indicated by general formula (III)：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, take One of the aryl of generation or unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30；Wherein R7Selected from hydrogen, The alkyl of substituted or unsubstituted C1-C30, the aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30 One of heteroaryl.
2. containing phenanthrene compound according to claim 1, which is characterized in that the A is any in general formula as follows It is a kind of：
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C15 alkyl, substituted or unsubstituted C6-C15 virtue One of base, heteroaryl of substituted or unsubstituted C3~C15.
3. containing phenanthrene compound according to claim 1, which is characterized in that the L is selected from singly-bound or structure as follows In any one：
4. containing phenanthrene compound according to claim 1, which is characterized in that the B is any in general formula as follows It is a kind of：
Wherein X1Selected from CR5R6、NR7, O or S, wherein R4、R5、R6Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, take One of the aryl of generation or unsubstituted C6-C15, heteroaryl of substituted or unsubstituted C3~C15；Wherein R7Selected from hydrogen, The alkyl of substituted or unsubstituted C1-C15, the aryl of substituted or unsubstituted C6-C15, substituted or unsubstituted C3~C15 One of heteroaryl.
5. containing phenanthrene compound according to claim 1, it is characterised in that described is selected from structure as follows containing phenanthrene compound In any one：
6. a kind of organic electroluminescence device, including anode, cathode and several between the anode and the cathode A organic function layer, which is characterized in that include that Claims 1 to 5 is described in any item containing luxuriant and rich with fragrance chemical combination in the organic function layer Object any one or at least two combination.
7. a kind of organic electroluminescence device according to claim 6, which is characterized in that the organic function layer includes hair Hole blocking layer, the hole blocking layer include Claims 1 to 5 it is described in any item containing phenanthrene compound any one or extremely Few two kinds of combination.
8. a kind of organic electroluminescence device according to claim 5, which is characterized in that the organic function layer includes hair Photosphere, the luminescent layer include Claims 1 to 5 it is described in any item containing phenanthrene compound any one or at least two group It closes.
9. a kind of organic electroluminescence device according to claim 7, which is characterized in that described to shine containing phenanthrene compound It is used as material of main part in layer.
CN201810884482.XA 2018-08-06 2018-08-06 One kind containing phenanthrene compound and its organic electroluminescence device Withdrawn CN108912063A (en)

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