JPH0520424B2 - - Google Patents
Info
- Publication number
- JPH0520424B2 JPH0520424B2 JP59029607A JP2960784A JPH0520424B2 JP H0520424 B2 JPH0520424 B2 JP H0520424B2 JP 59029607 A JP59029607 A JP 59029607A JP 2960784 A JP2960784 A JP 2960784A JP H0520424 B2 JPH0520424 B2 JP H0520424B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- represented
- styryl compound
- photoconductive
- materials
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- -1 1,1-diphenylmethylphosphonic acid ester Chemical class 0.000 claims description 12
- DOUAFMIJGIUWJX-UHFFFAOYSA-N 4-(n-(4-formylphenyl)anilino)benzaldehyde Chemical compound C1=CC(C=O)=CC=C1N(C=1C=CC(C=O)=CC=1)C1=CC=CC=C1 DOUAFMIJGIUWJX-UHFFFAOYSA-N 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 229940125782 compound 2 Drugs 0.000 claims 1
- 125000005504 styryl group Chemical group 0.000 claims 1
- 239000000463 material Substances 0.000 description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 9
- 108091008695 photoreceptors Proteins 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 239000000049 pigment Substances 0.000 description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 4
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 4
- 229910052711 selenium Inorganic materials 0.000 description 4
- 239000011669 selenium Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
- 238000000862 absorption spectrum Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000007599 discharging Methods 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- 239000012860 organic pigment Substances 0.000 description 2
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 description 2
- 239000002798 polar solvent Substances 0.000 description 2
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 2
- 230000009257 reactivity Effects 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- VHQGURIJMFPBKS-UHFFFAOYSA-N 2,4,7-trinitrofluoren-9-one Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=C2C3=CC=C([N+](=O)[O-])C=C3C(=O)C2=C1 VHQGURIJMFPBKS-UHFFFAOYSA-N 0.000 description 1
- HUNDKIPOXXHMOS-UHFFFAOYSA-N 2,4-dinitrofluoren-9-one Chemical compound O=C1C2=CC=CC=C2C2=C1C=C([N+](=O)[O-])C=C2[N+]([O-])=O HUNDKIPOXXHMOS-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- RBTBFTRPCNLSDE-UHFFFAOYSA-N 3,7-bis(dimethylamino)phenothiazin-5-ium Chemical compound C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 RBTBFTRPCNLSDE-UHFFFAOYSA-N 0.000 description 1
- WUPHOULIZUERAE-UHFFFAOYSA-N 3-(oxolan-2-yl)propanoic acid Chemical compound OC(=O)CCC1CCCO1 WUPHOULIZUERAE-UHFFFAOYSA-N 0.000 description 1
- IICCLYANAQEHCI-UHFFFAOYSA-N 4,5,6,7-tetrachloro-3',6'-dihydroxy-2',4',5',7'-tetraiodospiro[2-benzofuran-3,9'-xanthene]-1-one Chemical compound O1C(=O)C(C(=C(Cl)C(Cl)=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 IICCLYANAQEHCI-UHFFFAOYSA-N 0.000 description 1
- XURABDHWIADCPO-UHFFFAOYSA-N 4-prop-2-enylhepta-1,6-diene Chemical compound C=CCC(CC=C)CC=C XURABDHWIADCPO-UHFFFAOYSA-N 0.000 description 1
- CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- SVSCLSTYANOQQX-UHFFFAOYSA-N [diethoxyphosphoryl(phenyl)methyl]benzene Chemical compound C=1C=CC=CC=1C(P(=O)(OCC)OCC)C1=CC=CC=C1 SVSCLSTYANOQQX-UHFFFAOYSA-N 0.000 description 1
- 229910052980 cadmium sulfide Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- MRQIXHXHHPWVIL-UHFFFAOYSA-N chembl1397023 Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC1=CC=CC=C1 MRQIXHXHHPWVIL-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007810 chemical reaction solvent Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- ZXJXZNDDNMQXFV-UHFFFAOYSA-M crystal violet Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1[C+](C=1C=CC(=CC=1)N(C)C)C1=CC=C(N(C)C)C=C1 ZXJXZNDDNMQXFV-UHFFFAOYSA-M 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- IINNWAYUJNWZRM-UHFFFAOYSA-L erythrosin B Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 IINNWAYUJNWZRM-UHFFFAOYSA-L 0.000 description 1
- 229940011411 erythrosine Drugs 0.000 description 1
- 235000012732 erythrosine Nutrition 0.000 description 1
- 239000004174 erythrosine Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000005457 ice water Substances 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 239000001023 inorganic pigment Substances 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229920003227 poly(N-vinyl carbazole) Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- 229940081623 rose bengal Drugs 0.000 description 1
- 229930187593 rose bengal Natural products 0.000 description 1
- STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- 229910052714 tellurium Inorganic materials 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
Classifications
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Landscapes
- Light Receiving Elements (AREA)
- Photoreceptors In Electrophotography (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59029607A JPS60174749A (ja) | 1984-02-21 | 1984-02-21 | スチリル化合物及びその製造法 |
| US06/702,072 US4606988A (en) | 1984-02-21 | 1985-02-15 | Styryl derivatives and electrophotographic photoconductor comprising one styryl derivative |
| US06/857,180 US4777296A (en) | 1984-02-21 | 1986-04-29 | Styryl derivatives and electrophotographic photoconductor comprising one styryl derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP59029607A JPS60174749A (ja) | 1984-02-21 | 1984-02-21 | スチリル化合物及びその製造法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60174749A JPS60174749A (ja) | 1985-09-09 |
| JPH0520424B2 true JPH0520424B2 (https=) | 1993-03-19 |
Family
ID=12280747
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP59029607A Granted JPS60174749A (ja) | 1984-02-21 | 1984-02-21 | スチリル化合物及びその製造法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60174749A (https=) |
Families Citing this family (68)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5130603A (en) | 1989-03-20 | 1992-07-14 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
| JP3165931B2 (ja) * | 1991-07-03 | 2001-05-14 | コニカ株式会社 | 電子写真感光体 |
| US5573878A (en) * | 1993-11-02 | 1996-11-12 | Takasago International Corporation | Triphenylamine derivative, charge-transporting material comprising the same, and electrophotographic photoreceptor |
| JP3525198B2 (ja) * | 1995-03-01 | 2004-05-10 | 高砂香料工業株式会社 | トリフェニルアミン誘導体、それを用いた電荷輸送材料及び電子写真感光体 |
| DE69611602T2 (de) * | 1995-03-01 | 2001-06-13 | Takasago International Corp., Tokio/Tokyo | Triphenylaminderivate und daraus hergestelltes ladungstransportmaterial sowie elektrophotographischer photorezeptor |
| JP3577853B2 (ja) * | 1996-10-23 | 2004-10-20 | 三菱化学株式会社 | 電子写真感光体 |
| US6617051B1 (en) | 1998-12-28 | 2003-09-09 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
| TW463528B (en) | 1999-04-05 | 2001-11-11 | Idemitsu Kosan Co | Organic electroluminescence element and their preparation |
| EP2229039B1 (en) | 2003-07-02 | 2012-02-29 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent device and display using same |
| KR101156241B1 (ko) | 2003-12-01 | 2012-06-13 | 이데미쓰 고산 가부시키가이샤 | 비대칭 모노 안트라센 유도체, 유기 전기 발광 소자용 재료및 이를 이용한 유기 전기 발광 소자 |
| CN1914293B (zh) | 2003-12-19 | 2010-12-01 | 出光兴产株式会社 | 有机电致发光器件用发光材料、使用该材料的有机电致发光器件以及有机电致发光器件用材料 |
| KR101239462B1 (ko) | 2005-01-05 | 2013-03-06 | 이데미쓰 고산 가부시키가이샤 | 방향족 아민 유도체 및 이를 이용한 유기 전기발광 소자 |
| KR101296029B1 (ko) | 2005-07-14 | 2013-08-12 | 이데미쓰 고산 가부시키가이샤 | 바이페닐 유도체, 유기 전기발광 소자용 재료, 및 그것을이용한 유기 전기발광 소자 |
| JP4848152B2 (ja) | 2005-08-08 | 2011-12-28 | 出光興産株式会社 | 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| JP2007073814A (ja) | 2005-09-08 | 2007-03-22 | Idemitsu Kosan Co Ltd | ポリアリールアミンを用いた有機エレクトロルミネッセンス素子 |
| JPWO2007032161A1 (ja) | 2005-09-15 | 2009-03-19 | 出光興産株式会社 | 非対称フルオレン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子 |
| KR20080052594A (ko) | 2005-09-16 | 2008-06-11 | 이데미쓰 고산 가부시키가이샤 | 피렌계 유도체 및 그것을 이용한 유기 전기발광 소자 |
| US20070104977A1 (en) | 2005-11-07 | 2007-05-10 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent device |
| JP2007137784A (ja) | 2005-11-15 | 2007-06-07 | Idemitsu Kosan Co Ltd | 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| EP1950194A1 (en) | 2005-11-16 | 2008-07-30 | Idemitsu Kosan Co., Ltd. | Aromatic amine derivative and organic electroluminescent element using the same |
| KR20080069190A (ko) | 2005-11-17 | 2008-07-25 | 이데미쓰 고산 가부시키가이샤 | 유기 일렉트로루미네센스 소자 |
| WO2007060795A1 (ja) | 2005-11-28 | 2007-05-31 | Idemitsu Kosan Co., Ltd. | アミン系化合物及びそれを利用した有機エレクトロルミネッセンス素子 |
| JP2007149941A (ja) | 2005-11-28 | 2007-06-14 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
| JP2007153778A (ja) | 2005-12-02 | 2007-06-21 | Idemitsu Kosan Co Ltd | 含窒素複素環誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| US20090021160A1 (en) | 2006-02-23 | 2009-01-22 | Idemitsu Kosan Co., Ltd. | Material for organic electroluminescent device, method for producing same and organic electroluminescent device |
| TW200740290A (en) | 2006-02-28 | 2007-10-16 | Idemitsu Kosan Co | Organic electroluminescent device using fluoranthene derivative and indenoperylene derivative |
| US9214636B2 (en) | 2006-02-28 | 2015-12-15 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
| CN101395107A (zh) | 2006-02-28 | 2009-03-25 | 出光兴产株式会社 | 并四苯衍生物以及应用该衍生物的有机电致发光元件 |
| WO2007102361A1 (ja) | 2006-03-07 | 2007-09-13 | Idemitsu Kosan Co., Ltd. | 芳香族アミン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子 |
| EP2000464A4 (en) | 2006-03-27 | 2010-06-30 | Idemitsu Kosan Co | NITROGEN-CONTAINING HETEROCYCLIC DERIVATIVE AND ORGANIC ELECTROLUMINESCENCE DEVICE THEREWITH |
| JPWO2007111263A1 (ja) | 2006-03-27 | 2009-08-13 | 出光興産株式会社 | 含窒素複素環誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| JPWO2007116750A1 (ja) | 2006-03-30 | 2009-08-20 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子用材料、及びこれを用いた有機エレクトロルミネッセンス素子 |
| EP2639231B1 (en) | 2006-04-26 | 2019-02-06 | Idemitsu Kosan Co., Ltd. | Aromatic amine derivative, and organic electroluminescence element using the same |
| EP2034803A4 (en) | 2006-05-11 | 2010-09-08 | Idemitsu Kosan Co | ORGANIC ELECTROLUMINESCENCE ELEMENT |
| JP5432523B2 (ja) | 2006-05-11 | 2014-03-05 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
| EP1933397A4 (en) | 2006-05-25 | 2008-12-17 | Idemitsu Kosan Co | ORGANIC ELECTROLUMINESCENT DEVICE AND LIGHT EMITTING DEVICE OF ALL COLORS |
| TW200815446A (en) | 2006-06-05 | 2008-04-01 | Idemitsu Kosan Co | Organic electroluminescent device and material for organic electroluminescent device |
| CN101473464B (zh) | 2006-06-22 | 2014-04-23 | 出光兴产株式会社 | 应用含有杂环的芳胺衍生物的有机电致发光元件 |
| JP5258562B2 (ja) | 2006-06-27 | 2013-08-07 | 出光興産株式会社 | 芳香族アミン誘導体及びそれらを用いた有機エレクトロルミネッセンス素子 |
| JPWO2008015949A1 (ja) | 2006-08-04 | 2009-12-24 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
| US20080049413A1 (en) | 2006-08-22 | 2008-02-28 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device |
| KR20090040895A (ko) | 2006-08-23 | 2009-04-27 | 이데미쓰 고산 가부시키가이샤 | 방향족 아민 유도체 및 이들을 이용한 유기 전기발광 소자 |
| KR20090077831A (ko) | 2006-11-09 | 2009-07-15 | 이데미쓰 고산 가부시키가이샤 | 유기 ｅｌ 재료 함유 용액, 유기 ｅｌ 재료의 합성법, 이 합성법에 의해 합성된 화합물, 유기 ｅｌ 재료의 박막 형성 방법, 유기 ｅｌ 재료의 박막, 유기 ｅｌ 소자 |
| JP2008124156A (ja) | 2006-11-09 | 2008-05-29 | Idemitsu Kosan Co Ltd | 有機ｅｌ材料含有溶液、有機ｅｌ材料の薄膜形成方法、有機ｅｌ材料の薄膜、有機ｅｌ素子 |
| JP2008124157A (ja) | 2006-11-09 | 2008-05-29 | Idemitsu Kosan Co Ltd | 有機ｅｌ材料含有溶液、有機ｅｌ材料の薄膜形成方法、有機ｅｌ材料の薄膜、有機ｅｌ素子 |
| JP5305919B2 (ja) | 2006-11-15 | 2013-10-02 | 出光興産株式会社 | フルオランテン化合物及びこのフルオランテン化合物を用いた有機エレクトロルミネッセンス素子並びに有機エレクトロルミネッセンス材料含有溶液 |
| JP5133259B2 (ja) | 2006-11-24 | 2013-01-30 | 出光興産株式会社 | 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| JP2008166629A (ja) | 2006-12-29 | 2008-07-17 | Idemitsu Kosan Co Ltd | 有機ｅｌ材料含有溶液、有機ｅｌ材料の合成法、この合成法による合成された化合物、有機ｅｌ材料の薄膜形成方法、有機ｅｌ材料の薄膜、有機ｅｌ素子 |
| JPWO2008102740A1 (ja) | 2007-02-19 | 2010-05-27 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
| US8278819B2 (en) | 2007-03-09 | 2012-10-02 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device and display |
| TW200908777A (en) | 2007-03-23 | 2009-02-16 | Idemitsu Kosan Co | Organic el device |
| KR101441144B1 (ko) | 2007-04-06 | 2014-09-17 | 이데미쓰 고산 가부시키가이샤 | 유기 전기발광 소자 |
| WO2009011327A1 (ja) | 2007-07-18 | 2009-01-22 | Idemitsu Kosan Co., Ltd. | 有機エレクトロルミネッセンス素子用材料及び有機エレクトロルミネッセンス素子 |
| WO2009020095A1 (ja) | 2007-08-06 | 2009-02-12 | Idemitsu Kosan Co., Ltd. | 芳香族アミン誘導体及びそれを用いた有機エレクトロルミネッセンス素子 |
| JP5273431B2 (ja) * | 2007-11-08 | 2013-08-28 | 株式会社リコー | 新規なアクリル酸エステル化合物、その製造中間体、及びその製造方法 |
| JP5390396B2 (ja) | 2007-11-22 | 2014-01-15 | 出光興産株式会社 | 有機ｅｌ素子および有機ｅｌ材料含有溶液 |
| ATE554073T1 (de) | 2007-11-30 | 2012-05-15 | Idemitsu Kosan Co | Azaindenofluorendionderivat, material für ein organisches elektrolumineszierendes gerät und organisches lumineszierendes gerät |
| JP5355421B2 (ja) | 2007-12-21 | 2013-11-27 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子 |
| KR101379133B1 (ko) | 2008-05-29 | 2014-03-28 | 이데미쓰 고산 가부시키가이샤 | 방향족 아민 유도체 및 그들을 사용한 유기 전기발광 소자 |
| WO2010074181A1 (ja) | 2008-12-26 | 2010-07-01 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子及び化合物 |
| EP2372803A4 (en) | 2008-12-26 | 2012-07-04 | Idemitsu Kosan Co | MATERIAL FOR AN ORGANIC ELECTROLUMINESCENCE ELEMENT AND ORGANIC ELECTROLUMINESCENE ELEMENT |
| US9126887B2 (en) | 2009-01-05 | 2015-09-08 | Idemitsu Kosan Co., Ltd. | Organic electroluminescent element material and organic electroluminescent element comprising same |
| US8039127B2 (en) | 2009-04-06 | 2011-10-18 | Idemitsu Kosan Co., Ltd. | Organic electroluminescence device and material for organic electroluminescence device |
| JP2012028634A (ja) | 2010-07-26 | 2012-02-09 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
| EP2709183B1 (en) | 2011-05-13 | 2019-02-06 | Joled Inc. | Organic electroluminescent multi-color light-emitting device |
| KR102048688B1 (ko) | 2011-09-09 | 2019-11-26 | 이데미쓰 고산 가부시키가이샤 | 질소 함유 헤테로 방향족환 화합물 |
| JP6012611B2 (ja) | 2011-09-28 | 2016-10-25 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子用材料及びそれを用いた有機エレクトロルミネッセンス素子 |
| JPWO2013069242A1 (ja) | 2011-11-07 | 2015-04-02 | 出光興産株式会社 | 有機エレクトロルミネッセンス素子用材料及びそれを用いた有機エレクトロルミネッセンス素子 |
-
1984
- 1984-02-21 JP JP59029607A patent/JPS60174749A/ja active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS60174749A (ja) | 1985-09-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH0520424B2 (https=) | ||
| JPH0414712B2 (https=) | ||
| JP2552695B2 (ja) | ジオレフィン芳香族化合物 | |
| JPH0224864B2 (https=) | ||
| JPS59216853A (ja) | スチルベン誘導体及びその製造法 | |
| JPS5967251A (ja) | スチルベン誘導体及びその製造法 | |
| JP3520879B2 (ja) | ベンゾフルオレン化合物及びその製造方法 | |
| JPH037248A (ja) | スチルベン誘導体 | |
| JP2936512B2 (ja) | ジエン化合物及びその製造法 | |
| JPH0359053B2 (https=) | ||
| JPH0547533B2 (https=) | ||
| JPH0446943B2 (https=) | ||
| JPH05112509A (ja) | フルオロカーボン基を有する第三級アミン化合物 | |
| JPS5998041A (ja) | スチルベン誘導体及びその製造法 | |
| JPH0472816B2 (https=) | ||
| JP3539994B2 (ja) | フルオロアルキル基を有するジアミン化合物 | |
| JP3053269B2 (ja) | Ｎ−フェニル−ｎ−（３−アミノフェニル）−１−ピレニルアミン誘導体及びｎ−フェニル−ｎ−（３−ニトロフェニル）−１−ピレニルアミン誘導体、並びにそれらの製造方法 | |
| JP3539986B2 (ja) | 不飽和結合を有するピレニルアミン誘導体及びその製造方法 | |
| JP2534061B2 (ja) | １，３−ペンタジエン誘導体及びその製造法 | |
| JP3540008B2 (ja) | ピレニル基を有するジアミン化合物及びその製造法 | |
| JPH0513941B2 (https=) | ||
| JP2829401B2 (ja) | ７―ｔｅｒｔ―ブチル―１―ヨードピレン及び７―ｔｅｒｔ―ブチル―１―Ｎ，Ｎ―ジフェニルアミノピレン誘導体並びにそれらの製造法 | |
| JPH0345058B2 (https=) | ||
| JPS5967250A (ja) | スチリルナフタレン誘導体及びその製造法 | |
| JP3520875B2 (ja) | ピレン化合物及びその製造方法 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EXPY | Cancellation because of completion of term |