CN105541747A - OLED material and application thereof - Google Patents
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
- C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
- C07D265/38—[b, e]-condensed with two six-membered rings
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- C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
- C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
- C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
- C07D279/18—[b, e]-condensed with two six-membered rings
- C07D279/20—[b, e]-condensed with two six-membered rings with hydrogen atoms directly attached to the ring nitrogen atom
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- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
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- H10K50/00—Organic light-emitting devices
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- H—ELECTRICITY
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/14—Carrier transporting layers
- H10K50/15—Hole transporting layers
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- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
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- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1033—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with oxygen
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- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
- C09K2211/1037—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom with sulfur
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Abstract
The invention relates to an OLED material and an application thereof. The OLED material comprises a molecular structure represented by a formula (I) (shown in the specification), wherein R represents C1-C12 alkyl or a C6-C20 aromatic group, Ar represents substituted or unsubstituted aryl or substituted or unsubstituted heteroaryl, an X represents an O atom or an S atom. The OLED material provided by the invention is stable in performance, has good hole transporting capacity, can be used as a hole transporting material and can be applied to the field of organic electroluminescence, and the preparation process is simple.
Description
Technical field
The present invention relates to a kind of New O LED material and the application in technical field of organic electroluminescence thereof, belong to organic photoelectrical material technical field.
Background technology
Since people's invention electroluminescent device of organic thin film such as doctor Deng Qingyun, in nearly 30 years subsequently, organic electroluminescence device (OLED) all achieves in all respects such as theoretical investigation, developing material, device preparation technology and develops rapidly.Due to OLED there is initiatively display, flexible strong, fast response time, the technical superiority such as visual angle is wide, driving voltage is low, therefore have broad application prospects and huge market potential in the field such as flat pannel display and solid-state illumination.Industry experts is that OLED technology has made very high evaluation, thinks " appearance of OLED technology has subversive, and its influence power is not second to the dramatic change from monochrome television to color TV ".Scientific worker continuous effort and realize industrialization great demand under, electroluminescent organic material obtains in the past few decades and greatly develops.
Most of high performance organic electroluminescence device all tends to multilayer device structure, comprises hole transmission layer, electron transfer layer and luminescent layer, and some also has the input horizon of hole and electronics.
The basic role of hole transmission layer improves hole transfer rate in the devices, and effective by electronic blocking in luminescent layer, realize the maximum compound of current carrier, reduce the potential barrier of hole in injection process simultaneously, improve hole injection efficiency.The hole mobile material selected should have following features: 1, have higher thermostability; 2, less ionization energy, easily provides electronics; 3, larger hole transport speed; 4, good film-forming properties.
At present, traditional hole mobile material mainly contains TPD, NPB, TAPC, TCTA etc., wherein NPB is widely used a kind of hole mobile material, these hole mobile materials of current application have its scope of application and inherent defect, therefore, further exploitation stable, efficiently hole mobile material also seem necessary.
Summary of the invention
The present invention is to provide a kind of OLED material and application thereof to solve above-mentioned technical problem, is specifically related to a kind of containing two fluorenyl phenoxazine or phenothiazines organic micromolecule compound, and relates to the application of this material in field of organic electroluminescence.The Heat stability is good of this material, the cavity transmission ability that tool is good and film stability, as small molecule hole transport material, can be applied to field of organic electroluminescence.
The technical scheme that the present invention solves the problems of the technologies described above is as follows: a kind of OLED material, has and meets the molecular structure shown in formula (1),
Wherein, R is independently selected from the alkyl of carbonatoms 1-12 or aromatic base, the substituted aromatic base group of carbonatoms 6-20; Ar is for replacing or not substituent aryl, replacement or not substituent heteroaryl; X is O atom or S atom.
On the basis of technique scheme, the present invention can also do following improvement.
Further, described R is identical or not identical.
Further, described R be independently selected from methyl, ethyl, propyl group, sec.-propyl, normal-butyl, n-pentyl, cyclopentyl, n-hexyl, cyclohexyl, heptyl, octyl group, nonyl, certain herbaceous plants with big flowers base, undecyl, dodecyl any one; Or aryl is selected from containing substituting group or not containing any one in substituent phenyl ring, biphenyl, naphthalene nucleus.
Further, described Ar is containing substituting group or containing any one in substituent phenyl ring, biphenyl, naphthalene nucleus, diphenylene-oxide, 9,9-dimethyl fluorenes, triphenylamine, 9-phenyl carbazole.
The above-mentioned OLED material of the present invention is as the purposes of organic electroluminescent LED material.
The present invention also provides a kind of OLED material preparing the application in organic electroluminescence device, and the hole transmission layer of described organic electroluminescence device contains above-mentioned OLED material.
The invention has the beneficial effects as follows:
The invention provides the organic materials that a class contains two fluorenyl phenoxazine or thiodiphenylamine, and provide the preparation method of such material, the cavity transmission ability that such material tool is good, higher second-order transition temperature, be suitable as hole mobile material, be applied in field of organic electroluminescence.Using material provided by the invention as functional layer, the organic electroluminescence device of making, illustrates good usefulness, and its feature is:
1, this material adopts containing two substituent phenoxazine of fluorenes or thiodiphenylamine is parent nucleus, is a kind of novel OLED material.Effectively can improve its three-dimensional space stereoeffect by carrying out modification to the 9-position of fluorenes, larger space steric effect can make material have stable unformed shape and thermostability.Phenoxazine or thiodiphenylamine molecule contain S, O and the atom N of electron rich, and show good cavity transmission ability.Simultaneously, the existence of S, O and atom N makes phenoxazine or thiodiphenylamine molecule be not the large two dimensional structure of conjugation, but with S, O and atom N for the angled butterfly structure of axle, such geometric configuration had both ensured that this group had certain rigidity, also give its certain flexibility, the nonplanarity of this molecular structure effectively can stop the formation of π key gathering and the intermolecular exciplex causing organic electroluminescence device quantum yield to reduce simultaneously.The present invention for raw material is through grignard reaction, Friedel-Crafts reaction, has succinctly prepared series of new organic small molecule material with Fluorenone, phenoxazine or thiodiphenylamine efficiently.
2, this material has good thermostability, and wherein C01 decomposition temperature is higher than 400 DEG C, and second-order transition temperature is up to 170 DEG C, and such material has good thin film stability;
3, the HOMO energy level of this material is at about 6.1eV, has the function of hole barrier;
4, prepare normal component prepared by hole transmission layer with this material, compared with the OLED made as hole transmission layer with NPB, device open bright loss of voltage 0.4-0.9v, the high-high brightness of device adds 15%-25%.
The preparation method of OLED material provided by the invention is as follows:
For C01, its synthetic route is as follows, the synthetic method of other target compound in the present invention, and similar with the synthetic method of C01, concrete synthetic method refers to following Example.
Following compounds C01 ~ C41, being the representative structure meeting the present invention's spirit and principle, should be appreciated that following compound structure, just in order to explain the present invention better, is not limitation of the present invention.
Prepared organic electroluminescence device generally comprise superpose successively ITO Conducting Glass (anode), hole transmission layer (material provided by the invention or NPB as a comparison case), simultaneously as the Alq of luminescent layer and electron transfer layer
3, electron injecting layer (LiF) and cathode layer (Al).All functions layer all adopts vacuum evaporation process to make.The molecular structural formula of some organic compound used in such device is as follows.
Should be appreciated that in the present invention the object making OLED, just in order to illustrate better, the cavity transmission ability that material described in the present invention has, and be not the restriction to materials application scope of the present invention.
Accompanying drawing explanation
The structural representation of the organic electroluminescence device of Fig. 1 prepared by the present invention, by lower floor to upper strata, be followed successively by ITO Conducting Glass (101), hole transmission layer (102), luminescent layer and electron transfer layer (103), electron injecting layer (104) and cathode layer (105), wherein, hole transmission layer (102) relates to OLED material of the present invention.
Fig. 2 is in embodiment 5, the hole transmission layer using Compound C 01 as organic electroluminescence device one, the voltage-current density curve of device one;
Fig. 3 is in embodiment 5, the hole transmission layer using Compound C 01 as organic electroluminescence device one, the voltage-brightness curve of device one;
Fig. 4 is in embodiment 5, the hole transmission layer using Compound C 01 as organic electroluminescence device one, the current density-current efficiency curve of device one;
Fig. 5 is in embodiment 5, the hole transmission layer using Compound C 01 as organic electroluminescence device one, and device one is 100cd/m in brightness
2time electroluminescent spectrum figure;
Embodiment
Be described principle of the present invention and feature below, example, only for explaining the present invention, is not intended to limit scope of the present invention.
Intermediate Preparation embodiment:
The preparation of intermediate a
Bromobenzene (37.7g, 0.24mol) is mixed with 200mLTHF (tetrahydrofuran (THF)) and is placed in constant pressure funnel.Under nitrogen protection; magnesium sheet (6.1g is added in 1L there-necked flask; 0.25mol); be warming up to 55-60 DEG C; drip the above-mentioned mixed solution of 20mL, after grignard reaction causes, temperature control 55 ~ 65 DEG C evenly drips bromobenzene and THF mixed solution; within 0.5 hour, finish, reaction system was in 55 ~ 60 DEG C of insulated and stirred 2 hours.9-Fluorenone (36.0,0.20mol) is mixed rear instillation reaction system with 100mLTHF, within 0.5 hour, finishes, reaction system, in 55 ~ 60 DEG C of insulated and stirred 2 hours, adds the aqueous solution (200mL, 2.5mol/L) of ammonium chloride after completion of the reaction in reaction system, cancellation is reacted, leave standstill separatory, after deionization washing, desolventizing, crystallization is carried out with toluene or dehydrated alcohol, obtain faint yellow solid, be 9-phenyl-9-fluorenol, yield 88%.MS (m/z): [M
+]=259.11, molecular formula C
19h
14o, theoretical value 258.10.
In 2L there-necked flask, adding 9-phenyl-9 fluorenol, (41.3g, 0.16mol) ， phenoxazine (14.7g, 0.08mol), 500mL methylene dichloride, temperature control 25 ~ 30 DEG C drips boron trifluoride diethyl etherate (BF
3et
2o, 56.8g, 0.4mol), reaction system was in 25 ~ 30 DEG C of insulated and stirred 2 hours, add 200mL dehydrated alcohol cancellation reaction, after deionization washing, cross silicagel column, desolventizing, carry out crystallization with toluene, obtain pink solid, be intermediate a, yield 56%.MS (m/z): [M
+]=664.26, molecular formula C
50h
33nO, theoretical value 663.26.
The preparation of intermediate b
The preparation process of preparation process reference intermediate a, intermediate b yield 59%.MS (m/z): [M
+]=831.30, molecular formula C
62h
41nS, theoretical value 832.28.
The preparation of intermediate c
The preparation process of preparation process reference intermediate a, intermediate c yield 46%.MS (m/z): [M
+]=675.35, molecular formula C
50h
45nO, theoretical value 674.43.
The preparation of intermediate d
The preparation process of preparation process reference intermediate a, intermediate d yield 48%.MS (m/z): [M
+]=640.30, molecular formula C
46h
41nS, theoretical value 639.30.
The preparation of embodiment 1 Compound C 01
Under nitrogen protection; by the intermediate a (3.32g obtained in Intermediate Preparation embodiment; 5mmol) with bromobenzene (0.94g; 6mmol) be dissolved in 50mL toluene; then catalyst acetic acid palladium (0.022g, 0.1mmol) and catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g, 0.2mmol) is dropped into; acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 265 DEG C, obtain Compound C 01, yield 58%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
56h
37nO, theoretical value 739.2937, test value 739.2883.Ultimate analysis (C
56h
37nO), theoretical value C:90.90, H:5.04, N:1.89, O:2.16, measured value C:90.91, H:5.02, N:1.90, O:2.16.
The preparation of embodiment 2 Compound C 07
Under nitrogen protection; by the intermediate a (3.32g obtained in Intermediate Preparation embodiment; 5mmol) He 9; 9-dimethyl-2-bromine fluorenes (1.63g, 6mmol) is dissolved in 50mL toluene, then drops into catalyst acetic acid palladium (0.022g; 0.1mmol) with catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g; 0.2mmol), acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 310 DEG C, obtain Compound C 07, yield 56%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
65h
45nO, theoretical value 885.3526, test value 885.3534.Ultimate analysis (C
65h
45nO), theoretical value C:91.20, H:5.30, N:1.64, O:1.87, measured value C:91.21, H:5.29, N:1.62, O:1.88.
The preparation of embodiment 3 Compound C 25
Under nitrogen protection; by the intermediate b (4.16g obtained in Intermediate Preparation embodiment; 5mmol) with 2-bromonaphthalene (1.24g; 6mmol) be dissolved in 50mL toluene; then catalyst acetic acid palladium (0.022g, 0.1mmol) and catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g, 0.2mmol) is dropped into; acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 335 DEG C, obtain Compound C 25, yield 49%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
72h
47nS, theoretical value 957.3418, test value 957.3413.Ultimate analysis (C
72h
47nS), theoretical value C:90.25, H:4.94, N:1.46, S:3.35, measured value C:90.28, H:4.93, N:1.45, O:3.34.
The preparation of embodiment 4 Compound C 26
Under nitrogen protection; by the intermediate b (3.90g obtained in Intermediate Preparation embodiment; 5mmol) with N-phenyl-2-bromine carbazole (1.92g; 6mmol) be dissolved in 50mL toluene; then catalyst acetic acid palladium (0.022g, 0.1mmol) and catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g, 0.2mmol) is dropped into; acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 360 DEG C, obtain Compound C 26, yield 41%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
80h
52n
2s, theoretical value 1072.3941, test value 1072.3935.Ultimate analysis (C
80h
52n
2s), theoretical value C:89.52, H:4.88, N:2.61, S:2.99, measured value C:89.48, H:4.87, N:2.58, S:3.01.
The preparation of embodiment 5 Compound C 30
Under nitrogen protection; by the intermediate c (3.38g obtained in Intermediate Preparation embodiment; 5mmol) with 4-bromine triphenylamine (1.94g; 6mmol) be dissolved in 50mL toluene; then catalyst acetic acid palladium (0.022g, 0.1mmol) and catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g, 0.2mmol) is dropped into; acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 338 DEG C, obtain Compound C 39, yield 53%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
68h
58n
2o, theoretical value 918.4527, test value 918.4521.Ultimate analysis (C
68h
58n
2o), theoretical value C:88.85, H:6.36, N:3.05, O:1.74, measured value C:88.81, H:6.36, N:3.08, O:1.72.
The preparation of embodiment 6 Compound C 41
Under nitrogen protection; by the intermediate e (3.20g obtained in Intermediate Preparation embodiment; 5mmol) with 4-bromine triphenylamine (1.94g; 6mmol) be dissolved in 50mL toluene; then catalyst acetic acid palladium (0.022g, 0.1mmol) and catalyst ligand tri-butyl phosphine a tetrafluoro borate (0.058g, 0.2mmol) is dropped into; acid binding agent cesium carbonate (3.26g, 10mmol).System is warming up to return stirring 20 hours, add 50mL shrend behind Temperature fall to 20 ~ 25 DEG C to go out reaction, separatory, except desolventizing, by crude product silica gel column chromatography, eluent is methylene dichloride: normal hexane=1:6 (V/V), obtain off-white powder, gained powder is adopted the further sublimation purification of chemical gas-phase deposition system, sublimation temperature 325 DEG C, obtain Compound C 41, yield 44%.
High resolution mass spectrum, ESI source, positive ion mode, molecular formula C
64h
54n
2s, theoretical value 882.4021, test value 882.3996.Ultimate analysis (C
64h
54n
2s), theoretical value C:87.03, H:6.16, N:3.17, S:3.67, measured value C:87.06, H:6.17, N:3.15, S:3.68.
Organic electroluminescence device embodiment:
The present invention chooses Compound C 01, Compound C 07, Compound C 25, Compound C 26, Compound C 30, Compound C 41 are manufactured with organic electroluminescence devices, and select commercial hole mobile material NPB as a comparison case, describe below in conjunction with Fig. 1, organic electroluminescence device is followed successively by ITO Conducting Glass 101, hole transmission layer 102, luminescent layer and electron transfer layer 103, electron injecting layer 104 and cathode layer 105 from bottom to up.Should be appreciated that device implementation process and result, just in order to explain the present invention better, not limitation of the present invention.
The application of embodiment 7 Compound C 01 in organic electroluminescence device
The present embodiment prepares organic electroluminescence device one by the following method:
A) ITO (tin indium oxide) glass is cleaned: clean ito glass each 30 minutes with deionized water, acetone, EtOH Sonicate respectively, then in plasma cleaner, process 5 minutes;
B) vacuum evaporation hole transmission layer Compound C 01 (prepared by embodiment 1) on anode ito glass, thickness is 50nm;
C) on hole transmission layer C01, vacuum evaporation is simultaneously as the Alq of luminescent layer and electron transfer layer
3, thickness is 60nm;
D) at Alq
3on, vacuum evaporation electron injecting layer LiF, thickness is 1nm;
E) on electron injecting layer, vacuum evaporation negative electrode Al, thickness is 100nm;
The structure of device one is ITO/ Compound C 01 (50nm)/Alq
3(60nm)/LiF (1nm)/Al (100nm), in vacuum evaporation process, pressure <1.0X10
-3pa, the hole transmission layer using Compound C 01 as device one, the voltage-current density curve of device one is as shown in Figure 2, voltage-brightness curve as shown in Figure 3, as shown in Figure 4, the bright voltage that opens of device one is 3.4V, high-high brightness 11500cd/m to current density-current efficiency curve
2, maximum current efficiency 1.1cd/A, Fig. 5 are device one is 100cd/m in brightness
2time electroluminescent spectrum figure, CIE coordinate is positioned at (0.35,0.53).
The application of embodiment 8-embodiment 12 Compound C 07, C25, C26, C30, C41 in organic electroluminescence device
Respectively with Compound C 07 (prepared by embodiment 2), C25 (prepared by embodiment 3), C26 (prepared by embodiment 4), C30 (prepared by embodiment 5), C41 (prepared by embodiment 6) replaces Compound C 01, according to method described in embodiment 7, prepare organic electroluminescence device two to six organic electroluminescence device six, the structure of device two to device six is ITO/ Compound C 07, C25, C26, C30, C41 (50nm)/Alq
3(60nm)/LiF (1nm)/Al (100nm), the photooptical datas such as bright voltage, maximum current efficiency, purity of color that open of device one to device six are listed in hereinafter in table 1.
Comparative example 1 is with commercial hole mobile material NPB material as a comparison
Replace Compound C 01 with compound N PB, according to method described in embodiment 5, prepare organic electroluminescence device five, the structure of device five is ITO/NPB (50nm)/Alq
3(60nm)/LiF (1nm)/Al (100nm), device one to device seven to open the photooptical datas such as bright voltage, maximum current efficiency, purity of color as shown in table 1 below.
Table 1 device one to device seven photooptical data table
From table 1 data, compared with traditional material of main part NPB, use material of the present invention for hole mobile material, the organic electroluminescence device made, there is higher brightness and better current efficiency, wherein, the high-high brightness of device more than 10000cd, the maximum current efficiency 0.75-1.10cd/A of device.
The foregoing is only preferred embodiment of the present invention, not in order to limit the present invention, within the spirit and principles in the present invention all, any amendment done, equivalent replacement, similar improvement etc. all should be understood to, belong to protection category of the present invention.
Claims (6)
1. an OLED material, is characterized in that, comprises having meeting the molecular structure shown in formula (1),
Wherein, in formula, two R are independently selected from aromatic base, the substituted aromatic base group of the alkyl of carbonatoms 1-12, cycloalkyl or carbonatoms 6-20; Ar is for replacing or not substituent aryl, replacement or not substituent heteroaryl; X is O atom or S atom.
2. OLED material according to claim 1, is characterized in that, described in formula, two R are identical or not identical.
3. OLED material according to claim 2, it is characterized in that, two R described in formula be independently selected from methyl, ethyl, propyl group, sec.-propyl, normal-butyl, n-pentyl, cyclopentyl, n-hexyl, cyclohexyl, heptyl, octyl group, nonyl, certain herbaceous plants with big flowers base, undecyl, dodecyl any one; Or, two R be independently selected from phenyl ring, biphenyl, naphthalene nucleus any one.
4. OLED material according to claim 2, is characterized in that, described Ar is containing substituting group or containing any one in substituent phenyl ring, biphenyl, naphthalene nucleus, diphenylene-oxide, 9,9-dimethyl fluorenes, triphenylamine, 9-phenyl carbazole.
5. the OLED material as described in any one of claim 1-4 is as the purposes of organic electroluminescent LED material.
6. an organic electroluminescence device, is characterized in that, described organic electroluminescence device comprises hole transmission layer, and described hole transmission layer contains the OLED material described in any one of claim 1-4.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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