CN108912064A - A kind of triphenylene compound and its organic electroluminescence device - Google Patents

A kind of triphenylene compound and its organic electroluminescence device Download PDF

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CN108912064A
CN108912064A CN201810884483.4A CN201810884483A CN108912064A CN 108912064 A CN108912064 A CN 108912064A CN 201810884483 A CN201810884483 A CN 201810884483A CN 108912064 A CN108912064 A CN 108912064A
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compound
unsubstituted
substituted
triphenylene
electroluminescence device
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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 a kind of triphenylene compound and its organic electroluminescence device, belongs to organic photoelectrical material technical field.The compound has structure shown in formula (I), triphenylene compound 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 pyridine, pyrimidine and the acceptant electronics of triazines in specific position, increases the transporting of carrier.Using the compound as the material of main part or hole blocking layer materials'use in luminescent layer manufactured organic electroluminescence device, show the advantage that driving voltage is low, luminous efficiency is high, be the luminous organic material of function admirable.

Description

A kind of triphenylene compound and its organic electroluminescence device
Technical field
The present invention relates to organic photoelectrical material technical fields, and in particular to a kind of triphenylene compound and its organic electroluminescence hair Optical 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 (liquid crystal Display, LCD) brightness is low, narrow viewing angle, operating temperature range are small；Plasma display (plasma display 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
A kind of Sanya the object of the present invention is to provide triphenylene compound and its organic electroluminescence device, in the present invention Benzene compound can effectively receive hole, and introduce bridged linkage, increase compound molecular weight, and the material made has height Glass transition temperature and the effect that crystallization can be prevented；Triazine class formation is introduced beside overseas Chinese federation's structure, increases carrier Transmittability, increases triplet, and energy gap difference becomes larger.Using the compound as in luminescent layer material of main part or hole resistance Barrier uses and manufactured organic electroluminescence device, shows the advantage that driving voltage is low, luminous efficiency is high, is function admirable Luminous organic material.
Present invention firstly provides a kind of triphenylene compounds, have structure shown in following general formula (I)：
Wherein R be selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, replace or not One of substituted heteroaryl of C3~C30, X1Same or different is selected from CH or N；
A is indicated by general formula (II)：
Wherein R1、R2Virtue independently 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.
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 triphenylene 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 the Sanya Benzene compound any one or at least two combination.
Preferably, the organic function layer includes hair hole blocking layer, and the hole blocking layer includes Claims 1 to 4 Described in any item triphenylene compounds any one or at least two combination.
Preferably, the organic function layer includes luminescent layer, and the luminescent layer includes appointing for the triphenylene compound It anticipates a kind of or at least two combinations.
Preferably, the triphenylene compound is used as material of main part in luminescent layer.
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 compound containing triphenylene and triazine class formation is provided, which has structure shown in formula (I).Three in the present invention Sub- benzene compound has the ability in acceptant hole, introduces bridged linkage, on the one hand can increase compound molecular weight, so that To material have the function of high glass-transition temperature and can prevent crystallization, on the other hand make this kind of compound in sky Between have certain distortion in stereochemical structure, improve its film forming.The other end, which introduces pyridine, pyrimidine and triazines in specific position, to be held It is easily accepted by the structure of electronics, increases the transporting of carrier.In addition, this compound makes both parts about localization, and control The flowing of conjugated system, so that compound has bipolarity, L interrupted two parts interaction again, so that exciton is to adjacent The minimum of other organic matter layers diffusion, using the compound as in luminescent layer hole blocking layer or material of main part use and make At organic electroluminescence device, show the advantage that driving voltage is low, luminous efficiency is high, be the organic light emission material 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 a kind of triphenylene compounds, have the structural formula as shown in formula (I)：
Wherein R be selected from substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, replace or not One of substituted heteroaryl of C3~C30, X1Same or different is selected from CH or N；
A is indicated by general formula (II)：
Wherein R1、R2Virtue independently 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.
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 triphenylene compound in structure as follows：
。
Some specific structure types of triphenylene compound of the present invention are enumerated above, but the present invention does not limit to It is all based on structure shown in formula (I) in these listed chemical structures, various substituent groups be group as defined above all It should be included.
Triphenylene compound of the present invention, preparation method are as follows：
Dibromide containing A and the coupling of the boric acid ester compound containing L, by the bromide of gained compound and triphenylene Coupling obtains the triphenylene 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 that the triphenylene compound is appointed in the organic function layer It anticipates a kind of or at least two combinations.The organic function layer may include hole injection layer, hole transmission layer, electronic blocking At least one layer in layer, luminescent layer, hole blocking layer, electron transfer layer and electron injecting layer, the preferably described organic function layer packet Include hole blocking layer, the hole blocking layer include the triphenylene compound any one or at least two combination, It is preferred that the organic function layer includes luminescent layer, the luminescent layer include the triphenylene compound any one or at least Two kinds of combination, the more preferable triphenylene compound are used as material of main part in luminescent layer.
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 the protection of nitrogen, 1-1 (35.92g, 100.08mmol) is added into 2L reaction kettle, 1-2 (28.19g, 100.08mmol), potassium carbonate (1.24g, 9.00mmol), toluene 200mL stirring.Reactor temperature is raised to 70 DEG C, and Pd is added (PPh3)4(1.04g, 0.90mmol), distilled water 100mL stirring, is stirred at reflux 11h, sufficiently reacts.It is whole that 70mL distilled water is added It after only reacting, is filtered under diminished pressure, is washed with distilled water solid, then use acetone, toluene, THF is recrystallized, risen again after obtaining solid China, re crystallization from toluene obtain intermediate 1-3 31.13g, yield 80.44%.
The preparation of compound 1
It is identical as the preparation method of compound 1-3, obtain 1 40.14g of compound, yield 75%.Mass spectrum m/z：535.20 (calculated value：535.21).Theoretical elemental content (%) C39H25N3：C, 87.45；H, 4.70；N, 7.84 actual measurements constituent content (%)： C, 87.46；H, 4.71；N, it is target product 1 that 7.85 above-mentioned confirmations, which obtain product,.
Embodiment 2:
The preparation of compound 19
The preparation of compound 19
1-1 in embodiment 1 is replaced with into 16-1 as shown above, 1-12 replaces with 16-12 as shown above, obtains compound 19.Mass spectrum m/z：650.27 (calculated values：650.28).Theoretical elemental content (%) C49H34N2：C, 90.43；H, 5.27；N, 4.30 It surveys constituent content (%)：C, 90.42；H, 5.28；N, it is target product 19 that 4.31 above-mentioned confirmations, which obtain product,.
Embodiment 3:
The preparation of compound 35
The preparation of compound 35
1-1 in embodiment 1 is replaced with into 35-1 as shown above, 1-2 replaces with 35-2 as shown above, obtains compound 35.Mass spectrum m/z：661.20 (calculated values：661.21).Theoretical elemental content (%) C45H25F2N3O：C, 81.68；H, 3.81；F, 5.74；N, 6.35；O, 2.42 actual measurements constituent content (%)：C, 81.67；H, 3.82；F, 5.75；N, 6.36；O, 2.43.Above-mentioned card The real product that obtains is target product 35.
Embodiment 4:
The preparation of compound 51
The preparation of compound 51
1-1 in embodiment 1 is replaced with into 51-1 as shown above, 1-2 replaces with 51-10 as shown above, obtains compound 51.Mass spectrum m/z：686.25 (calculated values：686.26).Theoretical elemental content (%) C49H32F2N2：C, 85.69；H, 4.70；F, 5.53；N, 4.08 actual measurements constituent content (%)：C, 85.68；H, 4.71；F, 5.52；N, 4.07.It is mesh that above-mentioned confirmation, which obtains product, Mark product 51.
Embodiment 5:
The preparation of compound 77
The preparation of compound 77
1-1 in embodiment 1 is replaced with into 77-1 as shown above, 1-2 replaces with 77-2 as shown above, obtains compound 77.Mass spectrum m/z：823.32 (calculated values：823.33).Theoretical elemental content (%) C64H41N：C, 93.28；H, 5.02；N, 1.70 It surveys constituent content (%)：C, 93.27；H, 5.01；N, 1.71.It is target product 77 that above-mentioned confirmation, which obtains product,.
Embodiment 6:
The preparation of compound 92
The preparation of compound 92
1-1 in embodiment 1 is replaced with into 92-1 as shown above, 1-2 replaces with 92-2 as shown above, obtains compound 92.Mass spectrum m/z：724.25 (calculated values：724.26).Theoretical elemental content (%) C54H32N2O：C, 89.48；H, 4.45；N, 3.86；O, 2.21 actual measurements constituent content (%)：C, 89.47；H, 4.46；N, 3.87；O, 2.22.It is mesh that above-mentioned confirmation, which obtains product, Mark product 92.
Embodiment 7:
The preparation of compound 104
The preparation of compound 104
1-1 in embodiment 1 is replaced with into 104-1 as shown above, 1-2 replaces with 104-2 as shown above, obtains compound 104.Mass spectrum m/z：699.29 (calculated values：699.28).Theoretical elemental content (%) C54H37N：C, 92.07；H, 5.33；N, 2.00 actual measurements constituent content (%)：C, 92.06；H, 5.32；N, 2.01.It is target product 104 that above-mentioned confirmation, which obtains product,.
Embodiment 8:
The preparation of compound 117
The preparation of compound 117
1-1 in embodiment 1 is replaced with into 117-1 as shown above, 1-2 replaces with 117-2 as shown above, obtains compound 117.Mass spectrum m/z：700.29 (calculated values：700.28).Theoretical elemental content (%) C64H44N2：C, 87.45；H, 5.05；F, 4.32；N, 3.19 actual measurements constituent content (%)：C, 87.46；H, 5.06；F, 4.33；N, 3.18.It is mesh that above-mentioned confirmation, which obtains product, Mark product 117.
Embodiment 9:
The preparation of compound 123
The preparation of compound 123
1-1 in embodiment 1 is replaced with into 123-1 as shown above, 1-2 replaces with 123-2 as shown above, obtains compound 123.Mass spectrum m/z：431.17 (calculated values：431.18).Theoretical elemental content (%) C33H21N：C, 91.85；H, 4.91；N, 3.25 actual measurements constituent content (%)：C, 91.86；H, 4.92；N, 3.26.It is target product 123 that above-mentioned confirmation, which obtains product,.
Embodiment 10:
The preparation of compound 130
The preparation of compound 130
1-1 in embodiment 1 is replaced with into 130-1 as shown above, 1-2 replaces with 130-2 as shown above, obtains compound 130.Mass spectrum m/z：725.25 (calculated values：725.26).Theoretical elemental content (%) C53H31N3O：C, 87.70；H, 4.31；N, 5.79；O, 2.20 actual measurements constituent content (%)：C, 87.71；H, 4.32；N, 5.78；O, 2.21.It is mesh that above-mentioned confirmation, which obtains product, Mark product 130.
[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 1-10]
Application Example 1：The preparation of luminescent device 1
Change the CBP compared in Application Example into shown compound 1 in embodiment 1.
Application Example 2：The preparation of luminescent device 2
Change the CBP compared in Application Example into shown compound 19 in embodiment 2.
Application Example 3：The preparation of luminescent device 3
Change the CBP compared in Application Example into shown compound 35 in embodiment 3.
Application Example 4：The preparation of luminescent device 4
Change the CBP compared in Application Example into shown compound 51 in embodiment 4.
Application Example 5：The preparation of luminescent device 5
Change the CBP compared in Application Example into shown compound 77 in embodiment 5.
Application Example 6：The preparation of luminescent device 6
Change the CBP compared in Application Example into shown compound 92 in embodiment 6.
Application Example 7：The preparation of luminescent device 7
Change the CBP compared in Application Example into shown compound 104 in embodiment 7.
Application Example 8：The preparation of luminescent device 8
Change the CBP compared in Application Example into shown compound 117 in embodiment 8.
Application Example 9：The preparation of luminescent device 9
Change the CBP compared in Application Example into shown compound 123 in embodiment 9.
Application Example 10：The preparation of luminescent device 10
Change the CBP compared in Application Example into shown compound 130 in embodiment 10.
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 11-20]
Application Example 11：The preparation of luminescent device 11
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 1 in example 1.
Application Example 12：The preparation of luminescent device 12
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 19 in example 2.
Application Example 13：The preparation of luminescent device 13
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 35 in example 3.
Application Example 14：The preparation of luminescent device 14
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 51 in example 4.
Application Example 15：The preparation of luminescent device 15
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 77 in example 5.
Application Example 16：The preparation of luminescent device 16
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 92 in example 6.
Application Example 17：The preparation of luminescent device 17
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 104 in example 7.
Application Example 18：The preparation of luminescent device 18
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 117 in example 8.
Application Example 19：The preparation of luminescent device 19
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 123 in example 9.
Application Example 20：The preparation of luminescent device 20
Hole blocking layer will be increased in the luminescent layer and electron transfer layer that compare Application Example, the compound used is real Apply the shown compound 130 in example 10.
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 (8)

1. a kind of triphenylene compound, which is characterized in that have structure shown in following general formula (I)：
Wherein R is selected from the aryl, substituted or unsubstituted of substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 One of the heteroaryl of C3~C30；X1Same or different is selected from CH or N.
A is indicated by general formula (II)：
Wherein R1、R2Independently 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.
2. triphenylene compound according to claim 1, which is characterized in that the A appointing in general formula as follows It anticipates one kind：
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. triphenylene compound according to claim 1, which is characterized in that the L is selected from singly-bound or knot as follows Any one in structure：
4. triphenylene compound according to claim 1, it is characterised in that the triphenylene compound is selected from as follows Any one in structure：
5. 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 the described in any item triphenylenes of Claims 1 to 4 in the organic function layer Close object any one or at least two combination.
6. a kind of organic electroluminescence device according to claim 5, which is characterized in that the organic function layer includes hair Hole blocking layer, the hole blocking layer include the described in any item triphenylene compounds of Claims 1 to 4 any one or At least two combination.
7. 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 the described in any item triphenylene compounds of Claims 1 to 4 any one or at least two Combination.
8. a kind of organic electroluminescence device according to claim 7, which is characterized in that the triphenylene compound is being sent out It is used as material of main part in photosphere.
CN201810884483.4A 2018-08-06 2018-08-06 A kind of triphenylene compound and its organic electroluminescence device Withdrawn CN108912064A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109369669A (en) * 2018-12-04 2019-02-22 烟台九目化学制品有限公司 A kind of triazine biphenyl bithiophene miazines organic compound and its application
CN114478523A (en) * 2022-01-27 2022-05-13 西安凯翔光电科技有限公司 Organic luminescent material and preparation method and application thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN109369669A (en) * 2018-12-04 2019-02-22 烟台九目化学制品有限公司 A kind of triazine biphenyl bithiophene miazines organic compound and its application
CN114478523A (en) * 2022-01-27 2022-05-13 西安凯翔光电科技有限公司 Organic luminescent material and preparation method and application thereof

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Application publication date: 20181130