CN1583691A - Anthracene compound and organic electroluminescent apparatus containing it - Google Patents
Anthracene compound and organic electroluminescent apparatus containing it Download PDFInfo
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- CN1583691A CN1583691A CN 200410045241 CN200410045241A CN1583691A CN 1583691 A CN1583691 A CN 1583691A CN 200410045241 CN200410045241 CN 200410045241 CN 200410045241 A CN200410045241 A CN 200410045241A CN 1583691 A CN1583691 A CN 1583691A
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- -1 Anthracene compound Chemical class 0.000 title claims abstract description 35
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Natural products C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 title claims abstract description 34
- 239000000126 substance Substances 0.000 claims description 19
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 17
- 229910052799 carbon Inorganic materials 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 16
- 230000005540 biological transmission Effects 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 150000002367 halogens Chemical class 0.000 claims description 5
- 230000005525 hole transport Effects 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 description 30
- 239000010410 layer Substances 0.000 description 20
- 125000003368 amide group Chemical group 0.000 description 17
- 239000000203 mixture Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000003282 alkyl amino group Chemical group 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000012074 organic phase Substances 0.000 description 6
- 238000005424 photoluminescence Methods 0.000 description 6
- 125000005577 anthracene group Chemical group 0.000 description 5
- 238000004587 chromatography analysis Methods 0.000 description 5
- 238000001816 cooling Methods 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 238000003810 ethyl acetate extraction Methods 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 150000001454 anthracenes Chemical class 0.000 description 4
- 125000004986 diarylamino group Chemical group 0.000 description 4
- 238000004770 highest occupied molecular orbital Methods 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- KOUDKOMXLMXFKX-UHFFFAOYSA-N sodium oxido(oxo)phosphanium hydrate Chemical compound O.[Na+].[O-][PH+]=O KOUDKOMXLMXFKX-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 239000012043 crude product Substances 0.000 description 3
- 125000004663 dialkyl amino group Chemical group 0.000 description 3
- 125000005240 diheteroarylamino group Chemical group 0.000 description 3
- MZRVEZGGRBJDDB-UHFFFAOYSA-N n-Butyllithium Substances [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- ZSAUZZXFIZPTAU-UHFFFAOYSA-N 2-bromonaphthalene Chemical compound BrC1=CC2=CC=CC=C2C=C1.BrC1=CC2=CC=CC=C2C=C1 ZSAUZZXFIZPTAU-UHFFFAOYSA-N 0.000 description 2
- ZZLCFHIKESPLTH-UHFFFAOYSA-N 4-Methylbiphenyl Chemical group C1=CC(C)=CC=C1C1=CC=CC=C1 ZZLCFHIKESPLTH-UHFFFAOYSA-N 0.000 description 2
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 2
- VJGHWMBHJMWHMF-UHFFFAOYSA-N bromobenzene Chemical compound BrC1=CC=CC=C1.BrC1=CC=CC=C1 VJGHWMBHJMWHMF-UHFFFAOYSA-N 0.000 description 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 2
- 125000002541 furyl group Chemical group 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- XOKSLPVRUOBDEW-UHFFFAOYSA-N pinane Chemical compound CC1CCC2C(C)(C)C1C2 XOKSLPVRUOBDEW-UHFFFAOYSA-N 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 2
- 125000004076 pyridyl group Chemical group 0.000 description 2
- 125000000714 pyrimidinyl group Chemical group 0.000 description 2
- 125000005493 quinolyl group Chemical group 0.000 description 2
- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 2
- 125000000335 thiazolyl group Chemical group 0.000 description 2
- 125000001544 thienyl group Chemical group 0.000 description 2
- 125000004306 triazinyl group Chemical group 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- BSHSCWRTJSBWLY-UHFFFAOYSA-N 1-cyclohexyl-4-phenylbenzene Chemical group C1CCCCC1C1=CC=C(C=2C=CC=CC=2)C=C1 BSHSCWRTJSBWLY-UHFFFAOYSA-N 0.000 description 1
- SRQOBNUBCLPPPH-UHFFFAOYSA-N 1-ethyl-4-phenylbenzene Chemical group C1=CC(CC)=CC=C1C1=CC=CC=C1 SRQOBNUBCLPPPH-UHFFFAOYSA-N 0.000 description 1
- 125000004860 4-ethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])C([H])([H])[H] 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-N Phosphine Natural products P XYFCBTPGUUZFHI-UHFFFAOYSA-N 0.000 description 1
- KDCGOANMDULRCW-UHFFFAOYSA-N Purine Natural products N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 1
- XAIKOVRFTSBNNU-UHFFFAOYSA-N anthracene-9,10-dione Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1.C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 XAIKOVRFTSBNNU-UHFFFAOYSA-N 0.000 description 1
- 235000010290 biphenyl Nutrition 0.000 description 1
- 239000004305 biphenyl Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000005684 electric field Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001041 indolyl group Chemical group 0.000 description 1
- DLEDOFVPSDKWEF-UHFFFAOYSA-N lithium butane Chemical compound [Li+].CCC[CH2-] DLEDOFVPSDKWEF-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229910000073 phosphorus hydride Inorganic materials 0.000 description 1
- 229930006728 pinane Natural products 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000001725 pyrenyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
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Abstract
An anthracene compound and the organic electroluminescent device containing it are disclosed.
Description
Technical field
The present invention relates to a kind of anthracene (anthracene) compound that is used for Organnic electroluminescent device, be particularly to a kind of anthracene compound, it can be used as the luminescent layer or the hole transmission layer of Organnic electroluminescent device.
Background technology
Organnic electroluminescent device (organic electroluminescent device) also is called Organic Light Emitting Diode (organic light-emitting diode; OLED), be with a kind of photodiode (LED) of organic layer as active layers.Because Organnic electroluminescent device has advantages such as low voltage operating, high brightness, in light weight, wide viewing angle and high correlative value, is used in gradually in recent years on the flat panel display (flatpanel display).
Generally speaking, OLED comprises counter electrode, and the luminescent layer between electrode.Luminous is to lead because of in following phenomenon, and when electric field put on two electrodes, negative electrode penetrated electronics to luminescent layer, and anode penetrates the hole to luminescent layer.When electronics combined in luminescent layer with the hole, the energy rank were transferred to valence link and can be with (valence bond band), they are released send energy, and send fluorescence (fluorescent light).
Anthracene compound (anthracene) has been used as the material of hole transmission layer and luminescent layer.For example, United States Patent (USP) the 6th, 465 discloses a kind of organic anthracene material as hole transmission layer in No. 115, has following chemical formula:
Wherein Ar is the aromatic base that replaces or do not have replacement that has of carbon number 5 to 20 independently.
At United States Patent (USP) the 5th, 759, disclose a kind of luminous anthracene compound in 444, have following chemical formula:
A wherein
1To A
4The aromatic base that replaces or do not have replacement that has for carbon number 6 to 16.In this anthracene compound, two fragrant amidos (diarylamino group) on 9 on anthracene nucleus and 10 positions, have been introduced.Can be found to the adding of two fragrant amidos, can make this anthracene luminescent material have the characteristic of hole transport.And the substituting group of the two fragrant amidos of adding be it is generally acknowledged the stability that can increase luminescent layer and hole transport layer interface, can increase assembly life-span.
Summary of the invention
In view of this, purpose of the present invention is the anthracene compound (anthracene) that a kind of novelty is provided, it contains two fragrant amidos (diarylamino group), two assorted fragrant amidos (diheteroarylaminogroup), or two alkylamino (dialkylamino group).
Another object of the present invention is for providing a kind of Organnic electroluminescent device, and it comprises anthracene compound of the present invention.Anthracene compound of the present invention can be used as luminescent layer or the hole transmission layer in the Organnic electroluminescent device.
For reaching purpose of the present invention, anthracene compound of the present invention has chemical formula (I) or (II)
Each R wherein
1, R
2, R
3, R
4, R
5And R
6Replace or have the aromatic base of replacement independently for the nothing of carbon number 6 to 20, the nothing of carbon number 2 to 20 replaces or has the assorted aromatic base of replacement, or the nothing of carbon number 1 to 12 replaces or have the alkyl of replacement, and wherein substituting group is C
1-10Alkyl, C
1-10Alkoxyl group, or halogen.
Organnic electroluminescent device of the present invention comprises pair of electrodes, and the organic light emitting medium layer between this counter electrode.This organic light emitting medium layer comprises above-mentioned have chemical formula (I) or anthracene compound (II).
Graphic simple declaration
Fig. 1 shows the figure of compound (2) and (3) photoluminescence (PL) intensity under different wave length.
Embodiment
Of the present invention being characterized as, in anthracene compound of the present invention, on the position in 1 to 4 position of anthracene nucleus, perhaps introduce at least one two fragrant amido (diarylamino group) on the position in 5 to 8 positions, two assorted fragrant amidos (diheteroarylamino group), or two alkylamino (dialkylamino group) is as substituting group.
Know clearly it, introduce a two fragrant amido (diarylamino group) on the position in 1 to 4 position of anthracene nucleus, two assorted fragrant amidos (diheteroarylamino group), or two alkylamino (dialkylamino group) is as substituting group.So anthracene compound of the present invention has chemical formula (I)
Each R wherein
1, R
2, R
5And R
6Replace or have the aromatic base of replacement independently for the nothing of carbon number 6 to 20, the nothing of carbon number 2 to 20 replaces or has the assorted aromatic base of replacement, or the nothing of carbon number 1 to 12 replaces or have the alkyl of replacement, and wherein substituting group is C
1-10Alkyl, C
1-10Alkoxyl group, or halogen.
Can be with two fragrant amidos, two assorted fragrant amidos and two alkylaminos any both, introduce on anthracene nucleus.For example, introduce an above-mentioned amino on the position in 1 to 4 position, introduce an above-mentioned amino on the position in 5 to 8 positions.So anthracene nucleus of the present invention has chemical formula (II)
Each R wherein
1, R
2, R
3, R
4, R
5And R
6Replace or have the aromatic base of replacement independently for the nothing of carbon number 6 to 20, the nothing of carbon number 2 to 20 replaces or has the assorted aromatic base of replacement, or the nothing of carbon number 1 to 12 replaces or have the alkyl of replacement, and wherein substituting group is C
1-10Alkyl, C
1-10Alkoxyl group, or halogen.
For chemical formula (I) and (II) each R in the compound
1To R
6, do not have replacement or have the object lesson of the aromatic base of replacement to comprise phenyl, the 2-aminomethyl phenyl, the 3-aminomethyl phenyl, 4-aminomethyl phenyl, 4-ethylphenyl, xenyl (biphenyl), 4-methyl biphenyl, 4-ethyl biphenyl base, 4-cyclohexyl biphenyl base, terphenylyl (terphenyl), 3, the 5-dichlorophenyl, naphthyl (naphthyl), 5-methyl naphthyl, anthryl (anthryl) and pinane base (pyrenyl).
Do not have replacement or have the object lesson of the assorted aromatic base of replacement to comprise furyl (furanyl), thienyl (thiophenyl), pyrryl (pyrrolyl), pyranyl (pyranyl), thiapyran base (thiopyranyl), pyridyl (pyridinyl), thiazolyl (thiazolyl), imidazolyl (imidazolyl), pyrimidyl (pyrimidinyl), triazinyl (triazinyl), indyl (indolyl), quinolyl (quinolyl), purine radicals (purinyl), and carbazyl (carbazolyl).
Do not have replacement or have the object lesson of the alkyl of replacement to comprise methyl, ethyl, propyl group, butyl, sec-butyl, the tert-butyl, amyl group, hexyl, heptyl, octyl group, stearyl (stearyl), 2-propyloxy phenyl base (2-phenylisopropyl), trichloromethyl, and trifluoromethyl.
When having only two fragrant amidos (or two assorted fragrant amido or two alkylamino) to introduce on 2 positions of anthracene nucleus, anthracene compound of the present invention has chemical formula (III)
R wherein
1, R
2, R
5, R
6Definition the same.
Work as R
1And R
2For do not have replacing or when the aromatic base of replacement was arranged, the object lesson of chemical formula (III) comprised
When two fragrant amidos (or two assorted fragrant amido or two alkylamino) are introduced on 2 positions of anthracene nucleus, and another pair fragrant amido (or two assorted fragrant amido or two alkylamino) is introduced on 6 positions of anthracene nucleus, and anthracene compound then of the present invention has chemical formula (IV)
R wherein
1, R
2, R
3, R
4, R
5, R
6Definition the same.
Work as R
1To R
4For do not have replacing or when the aromatic base of replacement was arranged, the object lesson of chemical formula (IV) comprised
Below by several embodiment illustrating further method of the present invention, feature and advantage, but be not to be used for limiting the scope of the invention, scope of the present invention should be as the criterion with appended claim.
[embodiment 1]:
Route of synthesis is as follows:
Compound(1)
Compound(2)
The method of synthetic compound (1)
With anthraquinone (anthraquinone) (1g, 4.8mmol), bromobenzene (bromobenzene) (1.66g, 10.6mmol), NaOtBu (1.1g, 11.52mmol) and Pd (OAc)
2(71mg, suspension 0.32mmol) are dissolved in the dry toluene of 50mL, via syringe add three-tert-butyl phosphine (tri-tert-butylphosphine) (257mg, 1.28mmol).The reacting by heating mixture, backflow (reflux) 36 hours.After the cooling, add 50mL water, then with ethyl acetate extraction.With MgSO
-4After the drying,, obtain compound (1) (1.04g) with tubing string chromatography (column chromatography) purifying.
The method of synthetic compound (2)
(2.3g 11mmol) is dissolved among the 100mL THF, and (11mmol 2.5M) slowly adds in the solution under-78 ℃ with the n-BuLi of 4.8mL with 2-bromonaphthalene (2-bromonaphthalene).After 30 minutes, (1.7g 4.7mmol) dropwise adds in the said mixture will to be dissolved in the interior compound (1) of 30mL THF.Make mixture get back to room temperature.Add cold water (100mL), separate organic phase.With water with ethyl acetate extraction.Organic phase is with MgSO
4Drying is removed with rotary evaporator (rotary evaporator) then and is desolvated.With KI (2.8g, 17mmol), sodium hypophosphite monohydrate (sodium hypophosphitemonohydrate) (3.8g, 32mmol) and 30mL acetate add in the crude product.Heated mixt is to reflux 2 hours.After the cooling, collect white Shen Dian,, obtain compound (2) (2.5g) then with the tubing string purification by chromatography.
Fig. 1 is presented under the different wave length, and the photoluminescence (photoluminescent) of compound (2) and (3) is the figure of intensity (PL).Its wavelength that shows the maximum strength of compound (2) is 504nm, expression compound (2) green light.
In addition, the HOMO that records compound (2) can rank be 5.40eV, and is very approaching with the HOMO energy rank (5.5eV) of NPB (a kind of common used material as hole transmission layer).Therefore, compound of the present invention (2) is suitable for as hole transmission layer.
[embodiment 2]: the method for synthetic compound (3)
Route of synthesis is as follows:
Compound(3)
With 2, (2.5g 13mmol) is dissolved among the THF of 100mL the 4-difluoro bromobenzene, and (13mmol 2.5M) slowly adds in the mixture under-78 ℃ with the nBuLi of 5.2mL then.After 30 minutes, with said mixture under-78 ℃, dropwise add the compound (1) be dissolved in the 30mL THF (2.1g, 5.8mmol) in.Make mixture reach room temperature.Add cold water (100mL), separate organic phase.With water with ethyl acetate extraction.Organic phase is with MgSO
4Drying is removed with rotary evaporator then and is desolvated.With KI (3.4g, 20.5mmol), the sodium hypophosphite monohydrate (4.9g, 41.2mmol) and 30mL acetate add in the crude product.Heated mixt is to reflux 2 hours.After the cooling, collect white Shen Dian,, obtain compound (3) (1.6g) then with the tubing string purification by chromatography.
Fig. 1 is presented under the different wave length, and the photoluminescence (photoluminescent) of compound (2) and (3) is the figure of intensity (PL).Its wavelength that shows the maximum strength of compound (3) is 513nm, expression compound (3) green light.
In addition, the HOMO that records compound (3) can rank be 5.85eV, and is very approaching with the HOMO energy rank (5.5eV) of NPB (a kind of common used material as hole transmission layer).Therefore, compound of the present invention (3) is suitable for as hole transmission layer.
[embodiment 3]
Route of synthesis is as follows:
Compound(4)
Compound(5)
The method of synthetic compound (4)
With 2,6-two amido anthraquinones (2, and 6-diaminoanthraquinone) (1.2g, 5mmol), bromobenzene (bromobenzene) (3.5g, 22mmol), NaOtBu (1.2g, 12mmol) and Pd (OAc)
2(149mg, suspension 0.66mmol) are dissolved in the dry toluene of 50mL, via syringe add three-tert-butyl phosphine (533mg, 2.64mmol).The reacting by heating mixture refluxed 36 hours.After the cooling, add 50mL water, then with ethyl acetate extraction.With MgSO
-4After the drying,, obtain compound (4) (1.1g) with the tubing string purification by chromatography.
The method of synthetic compound (5)
(2.3g 11mmol) is dissolved among the THF of 100mL, and (11mmol 2.5M) slowly adds in the mixture under-78 ℃ with the nBuLi of 4.8mL then with 2-bromonaphthalene (2-bromonaphthalene).After 30 minutes, (2.7g 5mmol) dropwise adds in the said mixture will to be dissolved in the interior compound (4) of 30mL THF.Make mixture get back to room temperature.Add cold water (100mL), separate organic phase.With water with ethyl acetate extraction.Organic phase is with MgSO
4Drying is removed with rotary evaporator then and is desolvated.With KI (3.0g, 18mmol), the sodium hypophosphite monohydrate (4.1g, 34mmol) and 30mL acetate add in the crude product.Heated mixt is to reflux 2 hours.After the cooling, collect white Shen Dian,, obtain compound (5) (3.1g) then with the tubing string purification by chromatography.
Though the present invention discloses as above with preferred embodiment; right its is not in order to restriction the present invention; to those skilled in the art; in not breaking away from design of the present invention and scope; change and retouching when doing, thus protection scope of the present invention when with appending claims the person of being defined be as the criterion.
Claims (10)
1. anthracene compound has chemical formula (I) or (II)
Wherein, each R
1, R
2, R
3, R
4, R
5And R
6Replace or have the aromatic base of replacement independently for the nothing of carbon number 6 to 20, the nothing of carbon number 2 to 20 replaces or has the assorted aromatic base of replacement, or the nothing of carbon number 1 to 12 replaces or have the alkyl of replacement, and wherein, this substituting group is C
1-10Alkyl, C
1-10Alkoxyl group, or halogen.
2. anthracene compound as claimed in claim 1, it is for selecting from one of following chemical formula
3. anthracene compound as claimed in claim 1, it is for selecting from one of following chemical formula
4. anthracene compound as claimed in claim 1, it can be luminous.
5. anthracene compound as claimed in claim 1, it has hole transport character.
6. Organnic electroluminescent device, it comprises counter electrode, and the organic light emitting medium layer between this counter electrode,
Wherein, this organic light emitting medium layer comprises anthracene compound, has chemical formula (I) or (II)
Wherein, each R
1, R
2, R
3, R
4, R
5And R
6Replace or have the aromatic base of replacement independently for the nothing of carbon number 6 to 20, the nothing of carbon number 2 to 20 replaces or has the assorted aromatic base of replacement, or the nothing of carbon number 1 to 12 replaces or have the alkyl of replacement, and wherein, this substituting group is C
1-10Alkyl, C
1-10Alkoxyl group, or halogen.
7. Organnic electroluminescent device as claimed in claim 6, wherein, this anthracene compound is for selecting from one of following chemical formula
8. Organnic electroluminescent device as claimed in claim 6, wherein, this anthracene compound is for selecting from one of following chemical formula
9. Organnic electroluminescent device as claimed in claim 6, wherein, this organic light emitting medium layer comprises luminescent layer, and this luminescent layer comprises anthracene compound, it has chemical formula (I) or (II).
10. Organnic electroluminescent device as claimed in claim 6, wherein, this organic light emitting medium layer comprises luminescent layer and hole transmission layer, and this hole transmission layer comprises anthracene compound, and it has chemical formula (I) or (II).
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| CNB2004100452414A CN100368363C (en) | 2004-06-04 | 2004-06-04 | Anthracene compound and organic electroluminescent apparatus containing it |
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|---|---|---|---|
| CNB2004100452414A CN100368363C (en) | 2004-06-04 | 2004-06-04 | Anthracene compound and organic electroluminescent apparatus containing it |
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| CN100368363C CN100368363C (en) | 2008-02-13 |
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| CN (1) | CN100368363C (en) |
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