JP5490983B2 - 赤色有機発光素子 - Google Patents
赤色有機発光素子 Download PDFInfo
- Publication number
- JP5490983B2 JP5490983B2 JP2007212014A JP2007212014A JP5490983B2 JP 5490983 B2 JP5490983 B2 JP 5490983B2 JP 2007212014 A JP2007212014 A JP 2007212014A JP 2007212014 A JP2007212014 A JP 2007212014A JP 5490983 B2 JP5490983 B2 JP 5490983B2
- Authority
- JP
- Japan
- Prior art keywords
- region
- layer
- organic light
- emitting device
- transport region
- 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
- 230000005525 hole transport Effects 0.000 claims description 87
- 229910052751 metal Inorganic materials 0.000 claims description 56
- 239000002184 metal Substances 0.000 claims description 56
- 229910052757 nitrogen Inorganic materials 0.000 claims description 50
- 239000000463 material Substances 0.000 claims description 37
- 239000000872 buffer Substances 0.000 claims description 31
- 150000003513 tertiary aromatic amines Chemical class 0.000 claims description 27
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 claims description 25
- MBPCKEZNJVJYTC-UHFFFAOYSA-N 4-[4-(n-phenylanilino)phenyl]aniline Chemical compound C1=CC(N)=CC=C1C1=CC=C(N(C=2C=CC=CC=2)C=2C=CC=CC=2)C=C1 MBPCKEZNJVJYTC-UHFFFAOYSA-N 0.000 claims description 22
- -1 aromatic tertiary amine Chemical class 0.000 claims description 21
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 21
- 239000000203 mixture Substances 0.000 claims description 21
- 150000001875 compounds Chemical class 0.000 claims description 17
- 238000002347 injection Methods 0.000 claims description 16
- 239000007924 injection Substances 0.000 claims description 16
- IBHBKWKFFTZAHE-UHFFFAOYSA-N n-[4-[4-(n-naphthalen-1-ylanilino)phenyl]phenyl]-n-phenylnaphthalen-1-amine Chemical group C1=CC=CC=C1N(C=1C2=CC=CC=C2C=CC=1)C1=CC=C(C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C3=CC=CC=C3C=CC=2)C=C1 IBHBKWKFFTZAHE-UHFFFAOYSA-N 0.000 claims description 16
- 239000007983 Tris buffer Substances 0.000 claims description 12
- 229910052782 aluminium Inorganic materials 0.000 claims description 12
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 claims description 12
- 239000004305 biphenyl Substances 0.000 claims description 11
- RBTKNAXYKSUFRK-UHFFFAOYSA-N heliogen blue Chemical compound [Cu].[N-]1C2=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=NC([N-]1)=C(C=CC=C3)C3=C1N=C([N-]1)C3=CC=CC=C3C1=N2 RBTKNAXYKSUFRK-UHFFFAOYSA-N 0.000 claims description 10
- VVVPGLRKXQSQSZ-UHFFFAOYSA-N indolo[3,2-c]carbazole Chemical compound C1=CC=CC2=NC3=C4C5=CC=CC=C5N=C4C=CC3=C21 VVVPGLRKXQSQSZ-UHFFFAOYSA-N 0.000 claims description 10
- 229960005544 indolocarbazole Drugs 0.000 claims description 10
- 235000010290 biphenyl Nutrition 0.000 claims description 9
- 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 claims description 9
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 8
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 150000004032 porphyrins Chemical class 0.000 claims description 7
- 229910004298 SiO 2 Inorganic materials 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 239000001301 oxygen Substances 0.000 claims description 4
- 230000001681 protective effect Effects 0.000 claims description 4
- 229910052717 sulfur Chemical group 0.000 claims description 4
- 239000011593 sulfur Chemical group 0.000 claims description 4
- 150000003918 triazines Chemical class 0.000 claims description 4
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 3
- DISZOYLMLQLMFJ-UHFFFAOYSA-N 5,11-dinaphthalen-1-ylindolo[3,2-b]carbazole Chemical compound C=1C=CC2=CC=CC=C2C=1N1C2=CC=CC=C2C(C=C23)=C1C=C2C1=CC=CC=C1N3C1=CC=CC2=CC=CC=C12 DISZOYLMLQLMFJ-UHFFFAOYSA-N 0.000 claims description 3
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052744 lithium Inorganic materials 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 235000012239 silicon dioxide Nutrition 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- NFFQNURCKDTKTK-UHFFFAOYSA-K [Al+3].C1(=CC=CC=C1)C1=CC=C(C=C1)[O-].OC=1C=CC=C2C=CC(=NC12)C(=O)[O-].OC=1C=CC=C2C=CC(=NC12)C(=O)[O-] Chemical compound [Al+3].C1(=CC=CC=C1)C1=CC=C(C=C1)[O-].OC=1C=CC=C2C=CC(=NC12)C(=O)[O-].OC=1C=CC=C2C=CC(=NC12)C(=O)[O-] NFFQNURCKDTKTK-UHFFFAOYSA-K 0.000 claims 2
- 229910052709 silver Inorganic materials 0.000 claims 2
- CENPSTJGQOQKKW-UHFFFAOYSA-N 2,4,6-tris(4-phenylphenyl)-1,3,5-triazine Chemical compound C1=CC=CC=C1C1=CC=C(C=2N=C(N=C(N=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC=CC=2)C=C1 CENPSTJGQOQKKW-UHFFFAOYSA-N 0.000 claims 1
- CLMFFMFAXJSDRR-UHFFFAOYSA-N 2,8-dimethyl-5,11-dinaphthalen-1-ylindolo[3,2-b]carbazole Chemical compound C=1C=CC2=CC=CC=C2C=1N1C2=CC=C(C)C=C2C2=C1C=C(C=1C(=CC=C(C=1)C)N1C=3C4=CC=CC=C4C=CC=3)C1=C2 CLMFFMFAXJSDRR-UHFFFAOYSA-N 0.000 claims 1
- 229910052792 caesium Inorganic materials 0.000 claims 1
- XCJYREBRNVKWGJ-UHFFFAOYSA-N copper(II) phthalocyanine Chemical compound [Cu+2].C12=CC=CC=C2C(N=C2[N-]C(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2[N-]1 XCJYREBRNVKWGJ-UHFFFAOYSA-N 0.000 claims 1
- 239000011148 porous material Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 150000003336 secondary aromatic amines Chemical class 0.000 claims 1
- 229910052814 silicon oxide Inorganic materials 0.000 claims 1
- 239000010410 layer Substances 0.000 description 82
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 11
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical group [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 10
- 229910052725 zinc Inorganic materials 0.000 description 10
- 239000011701 zinc Chemical group 0.000 description 10
- 150000002739 metals Chemical class 0.000 description 9
- MCRGQDZFUKDPSS-UHFFFAOYSA-N 4-(4-anilinophenyl)-N-phenylaniline 1,1'-biphenyl Chemical compound C1(=CC=CC=C1)NC1=CC=C(C=C1)C1=CC=C(NC2=CC=CC=C2)C=C1.C1(=CC=CC=C1)C1=CC=CC=C1 MCRGQDZFUKDPSS-UHFFFAOYSA-N 0.000 description 7
- 239000011368 organic material Substances 0.000 description 7
- 239000011777 magnesium Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000000758 substrate Substances 0.000 description 6
- GYHNNYVSQQEPJS-UHFFFAOYSA-N Gallium Chemical group [Ga] GYHNNYVSQQEPJS-UHFFFAOYSA-N 0.000 description 5
- 229910052733 gallium Inorganic materials 0.000 description 5
- HRGDZIGMBDGFTC-UHFFFAOYSA-N platinum(2+) Chemical compound [Pt+2] HRGDZIGMBDGFTC-UHFFFAOYSA-N 0.000 description 5
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 4
- GBKYFASVJPZWLI-UHFFFAOYSA-N [Pt+2].N1C(C=C2C(=C(CC)C(C=C3C(=C(CC)C(=C4)N3)CC)=N2)CC)=C(CC)C(CC)=C1C=C1C(CC)=C(CC)C4=N1 Chemical compound [Pt+2].N1C(C=C2C(=C(CC)C(C=C3C(=C(CC)C(=C4)N3)CC)=N2)CC)=C(CC)C(CC)=C1C=C1C(CC)=C(CC)C4=N1 GBKYFASVJPZWLI-UHFFFAOYSA-N 0.000 description 4
- 229910045601 alloy Inorganic materials 0.000 description 4
- 239000000956 alloy Substances 0.000 description 4
- 125000003118 aryl group Chemical group 0.000 description 4
- HFACYLZERDEVSX-UHFFFAOYSA-N benzidine Chemical class C1=CC(N)=CC=C1C1=CC=C(N)C=C1 HFACYLZERDEVSX-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 229910052738 indium Inorganic materials 0.000 description 4
- APFVFJFRJDLVQX-UHFFFAOYSA-N indium atom Chemical group [In] APFVFJFRJDLVQX-UHFFFAOYSA-N 0.000 description 4
- VFUDMQLBKNMONU-UHFFFAOYSA-N 9-[4-(4-carbazol-9-ylphenyl)phenyl]carbazole Chemical group C12=CC=CC=C2C2=CC=CC=C2N1C1=CC=C(C=2C=CC(=CC=2)N2C3=CC=CC=C3C3=CC=CC=C32)C=C1 VFUDMQLBKNMONU-UHFFFAOYSA-N 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 238000000151 deposition Methods 0.000 description 3
- 229920000767 polyaniline Polymers 0.000 description 3
- 229920000128 polypyrrole Polymers 0.000 description 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 2
- VFMUXPQZKOKPOF-UHFFFAOYSA-N 2,3,7,8,12,13,17,18-octaethyl-21,23-dihydroporphyrin platinum Chemical compound [Pt].CCc1c(CC)c2cc3[nH]c(cc4nc(cc5[nH]c(cc1n2)c(CC)c5CC)c(CC)c4CC)c(CC)c3CC VFMUXPQZKOKPOF-UHFFFAOYSA-N 0.000 description 2
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 2
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 description 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- XEPMXWGXLQIFJN-UHFFFAOYSA-K aluminum;2-carboxyquinolin-8-olate Chemical compound [Al+3].C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1 XEPMXWGXLQIFJN-UHFFFAOYSA-K 0.000 description 2
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 2
- 229940111121 antirheumatic drug quinolines Drugs 0.000 description 2
- 125000005605 benzo group Chemical group 0.000 description 2
- 229910052790 beryllium Inorganic materials 0.000 description 2
- ATBAMAFKBVZNFJ-UHFFFAOYSA-N beryllium atom Chemical compound [Be] ATBAMAFKBVZNFJ-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- AIYUHDOJVYHVIT-UHFFFAOYSA-M caesium chloride Chemical compound [Cl-].[Cs+] AIYUHDOJVYHVIT-UHFFFAOYSA-M 0.000 description 2
- 229910052791 calcium Inorganic materials 0.000 description 2
- 239000011575 calcium Substances 0.000 description 2
- 239000004020 conductor Substances 0.000 description 2
- 229920000547 conjugated polymer Polymers 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 230000008021 deposition Effects 0.000 description 2
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 2
- 229910052737 gold Inorganic materials 0.000 description 2
- 239000010931 gold Substances 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000011147 inorganic material Substances 0.000 description 2
- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 2
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 2
- LBAIJNRSTQHDMR-UHFFFAOYSA-N magnesium phthalocyanine Chemical compound [Mg].C12=CC=CC=C2C(N=C2NC(C3=CC=CC=C32)=N2)=NC1=NC([C]1C=CC=CC1=1)=NC=1N=C1[C]3C=CC=CC3=C2N1 LBAIJNRSTQHDMR-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000012299 nitrogen atmosphere Substances 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 2
- JZRYQZJSTWVBBD-UHFFFAOYSA-N pentaporphyrin i Chemical compound N1C(C=C2NC(=CC3=NC(=C4)C=C3)C=C2)=CC=C1C=C1C=CC4=N1 JZRYQZJSTWVBBD-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000123 polythiophene Polymers 0.000 description 2
- 150000004033 porphyrin derivatives Chemical class 0.000 description 2
- 239000011241 protective layer Substances 0.000 description 2
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 2
- 150000003248 quinolines Chemical class 0.000 description 2
- 239000004065 semiconductor Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 125000000547 substituted alkyl group Chemical group 0.000 description 2
- 125000003107 substituted aryl group Chemical group 0.000 description 2
- 125000003698 tetramethyl group Chemical group [H]C([H])([H])* 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- 229910001887 tin oxide Inorganic materials 0.000 description 2
- 238000001771 vacuum deposition Methods 0.000 description 2
- UHXOHPVVEHBKKT-UHFFFAOYSA-N 1-(2,2-diphenylethenyl)-4-[4-(2,2-diphenylethenyl)phenyl]benzene Chemical group C=1C=C(C=2C=CC(C=C(C=3C=CC=CC=3)C=3C=CC=CC=3)=CC=2)C=CC=1C=C(C=1C=CC=CC=1)C1=CC=CC=C1 UHXOHPVVEHBKKT-UHFFFAOYSA-N 0.000 description 1
- BELZNVWOTRMVFA-UHFFFAOYSA-N 3-methoxy-n-[4-[4-(n-(3-methoxyphenyl)anilino)phenyl]phenyl]-n-phenylaniline Chemical compound COC1=CC=CC(N(C=2C=CC=CC=2)C=2C=CC(=CC=2)C=2C=CC(=CC=2)N(C=2C=CC=CC=2)C=2C=C(OC)C=CC=2)=C1 BELZNVWOTRMVFA-UHFFFAOYSA-N 0.000 description 1
- PCXZQANGNVBJFB-UHFFFAOYSA-N 3-methyl-9-(2-phenylphenyl)carbazole Chemical group C12=CC=CC=C2C2=CC(C)=CC=C2N1C1=CC=CC=C1C1=CC=CC=C1 PCXZQANGNVBJFB-UHFFFAOYSA-N 0.000 description 1
- QKZFBFSFZILINR-UHFFFAOYSA-N 3-methyl-N-[4-[4-(N-(3-methylphenyl)anilino)phenyl]phenyl]-N-phenylaniline Chemical compound CC=1C=C(C=CC1)N(C1=CC=C(C=C1)C1=CC=C(N(C2=CC=CC=C2)C2=CC(=CC=C2)C)C=C1)C1=CC=CC=C1.CC=1C=C(C=CC1)N(C1=CC=C(C=C1)C1=CC=C(N(C2=CC=CC=C2)C2=CC(=CC=C2)C)C=C1)C1=CC=CC=C1 QKZFBFSFZILINR-UHFFFAOYSA-N 0.000 description 1
- AHDTYXOIJHCGKH-UHFFFAOYSA-N 4-[[4-(dimethylamino)-2-methylphenyl]-phenylmethyl]-n,n,3-trimethylaniline Chemical compound CC1=CC(N(C)C)=CC=C1C(C=1C(=CC(=CC=1)N(C)C)C)C1=CC=CC=C1 AHDTYXOIJHCGKH-UHFFFAOYSA-N 0.000 description 1
- MEIBOBDKQKIBJH-UHFFFAOYSA-N 4-methyl-n-[4-[1-[4-(4-methyl-n-(4-methylphenyl)anilino)phenyl]-4-phenylcyclohexyl]phenyl]-n-(4-methylphenyl)aniline Chemical compound C1=CC(C)=CC=C1N(C=1C=CC(=CC=1)C1(CCC(CC1)C=1C=CC=CC=1)C=1C=CC(=CC=1)N(C=1C=CC(C)=CC=1)C=1C=CC(C)=CC=1)C1=CC=C(C)C=C1 MEIBOBDKQKIBJH-UHFFFAOYSA-N 0.000 description 1
- VCYTWWJYSRLYGZ-UHFFFAOYSA-N 4-phenyl-2-[4-[4-(4-phenylquinolin-2-yl)phenyl]phenyl]quinoline Chemical group C1=CC=CC=C1C1=CC(C=2C=CC(=CC=2)C=2C=CC(=CC=2)C=2N=C3C=CC=CC3=C(C=3C=CC=CC=3)C=2)=NC2=CC=CC=C12 VCYTWWJYSRLYGZ-UHFFFAOYSA-N 0.000 description 1
- 239000005725 8-Hydroxyquinoline Substances 0.000 description 1
- UHBIKXOBLZWFKM-UHFFFAOYSA-N 8-hydroxy-2-quinolinecarboxylic acid Chemical compound C1=CC=C(O)C2=NC(C(=O)O)=CC=C21 UHBIKXOBLZWFKM-UHFFFAOYSA-N 0.000 description 1
- FJNCXZZQNBKEJT-UHFFFAOYSA-N 8beta-hydroxymarrubiin Natural products O1C(=O)C2(C)CCCC3(C)C2C1CC(C)(O)C3(O)CCC=1C=COC=1 FJNCXZZQNBKEJT-UHFFFAOYSA-N 0.000 description 1
- 229910018072 Al 2 O 3 Inorganic materials 0.000 description 1
- ARGLLROONAJEAS-UHFFFAOYSA-N C(C=C1)=CC=C1C1=CC(C(C=CC=C2)=C2C2=NC3=CC=CC=C3C(C3=CC=CC=C3)=C2)=NC2=CC=CC=C12 Chemical compound C(C=C1)=CC=C1C1=CC(C(C=CC=C2)=C2C2=NC3=CC=CC=C3C(C3=CC=CC=C3)=C2)=NC2=CC=CC=C12 ARGLLROONAJEAS-UHFFFAOYSA-N 0.000 description 1
- 0 CCCC*C(C(*1**23)=*(*C)C4=*5*6=C7C(*CCCC*8)=C8C6=*(C)C2=C(C[C@@](C)[C@@](C)CCCN)C(C)=C3*(*)=C5C2=C4INCCCCN2)=C(C)C1=*7[U]=C Chemical compound CCCC*C(C(*1**23)=*(*C)C4=*5*6=C7C(*CCCC*8)=C8C6=*(C)C2=C(C[C@@](C)[C@@](C)CCCN)C(C)=C3*(*)=C5C2=C4INCCCCN2)=C(C)C1=*7[U]=C 0.000 description 1
- 229910052684 Cerium Inorganic materials 0.000 description 1
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229910052693 Europium Inorganic materials 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229910018068 Li 2 O Inorganic materials 0.000 description 1
- 229910000733 Li alloy Inorganic materials 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 229910019015 Mg-Ag Inorganic materials 0.000 description 1
- GOZPTOHMTKTIQP-UHFFFAOYSA-N OC1=CC=CC2=CC=C3C=CC(=NC3=C21)C(=O)O Chemical compound OC1=CC=CC2=CC=C3C=CC(=NC3=C21)C(=O)O GOZPTOHMTKTIQP-UHFFFAOYSA-N 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910052771 Terbium Inorganic materials 0.000 description 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 229910052768 actinide Inorganic materials 0.000 description 1
- 229910052767 actinium Inorganic materials 0.000 description 1
- QQINRWTZWGJFDB-UHFFFAOYSA-N actinium atom Chemical compound [Ac] QQINRWTZWGJFDB-UHFFFAOYSA-N 0.000 description 1
- 150000001339 alkali metal compounds Chemical class 0.000 description 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 125000003282 alkyl amino group Chemical group 0.000 description 1
- YLKYZAQVUHCNER-UHFFFAOYSA-K aluminum;2-carboxy-5-methylquinolin-8-olate Chemical compound [Al+3].[O-]C(=O)C1=CC=C2C(C)=CC=C(O)C2=N1.[O-]C(=O)C1=CC=C2C(C)=CC=C(O)C2=N1.[O-]C(=O)C1=CC=C2C(C)=CC=C(O)C2=N1 YLKYZAQVUHCNER-UHFFFAOYSA-K 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000010405 anode material Substances 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- UFVXQDWNSAGPHN-UHFFFAOYSA-K bis[(2-methylquinolin-8-yl)oxy]-(4-phenylphenoxy)alumane Chemical compound [Al+3].C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC=C([O-])C2=NC(C)=CC=C21.C1=CC([O-])=CC=C1C1=CC=CC=C1 UFVXQDWNSAGPHN-UHFFFAOYSA-K 0.000 description 1
- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Inorganic materials [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000010406 cathode material Substances 0.000 description 1
- ZMIGMASIKSOYAM-UHFFFAOYSA-N cerium Chemical compound [Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce][Ce] ZMIGMASIKSOYAM-UHFFFAOYSA-N 0.000 description 1
- 238000010549 co-Evaporation Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000005401 electroluminescence Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- OGPBJKLSAFTDLK-UHFFFAOYSA-N europium atom Chemical compound [Eu] OGPBJKLSAFTDLK-UHFFFAOYSA-N 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000005284 excitation Effects 0.000 description 1
- 239000011810 insulating material Substances 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 229910052746 lanthanum Inorganic materials 0.000 description 1
- FZLIPJUXYLNCLC-UHFFFAOYSA-N lanthanum atom Chemical compound [La] FZLIPJUXYLNCLC-UHFFFAOYSA-N 0.000 description 1
- 239000001989 lithium alloy Substances 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- RIWUZCPNZAUGCE-UHFFFAOYSA-L magnesium;2-carboxyquinolin-8-olate Chemical compound [Mg+2].C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1 RIWUZCPNZAUGCE-UHFFFAOYSA-L 0.000 description 1
- 229910001507 metal halide Inorganic materials 0.000 description 1
- 150000005309 metal halides Chemical class 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- 229960003540 oxyquinoline Drugs 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000553 poly(phenylenevinylene) Polymers 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 229910052701 rubidium Inorganic materials 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 150000001629 stilbenes Chemical class 0.000 description 1
- 235000021286 stilbenes Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- GZCRRIHWUXGPOV-UHFFFAOYSA-N terbium atom Chemical compound [Tb] GZCRRIHWUXGPOV-UHFFFAOYSA-N 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 238000007740 vapor deposition Methods 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
- NVCBVYYESHBQKS-UHFFFAOYSA-L zinc;2-carboxyquinolin-8-olate Chemical compound [Zn+2].C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1.C1=C(C([O-])=O)N=C2C(O)=CC=CC2=C1 NVCBVYYESHBQKS-UHFFFAOYSA-L 0.000 description 1
Images
Classifications
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/311—Phthalocyanine
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/30—Coordination compounds
- H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1022—Heterocyclic compounds bridged by heteroatoms, e.g. N, P, Si or B
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- 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
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/18—Metal complexes
- C09K2211/185—Metal complexes of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
- H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
- H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/917—Electroluminescent
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24942—Structurally defined web or sheet [e.g., overall dimension, etc.] including components having same physical characteristic in differing degree
- Y10T428/2495—Thickness [relative or absolute]
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Crystallography & Structural Chemistry (AREA)
- Electroluminescent Light Sources (AREA)
Description
12,22及び32……アノード
13、及び23………正孔輸送領域
14,24及び34……混合領域
15、及び35………電子輸送領域
16、26及び36……カソード
Claims (17)
- (i)第1の電極と、
(ii)(1)第3級芳香族アミンと、前記第3級芳香族アミンはNPBであり、(2)金属オキシノイドと、前記金属オキシノイドは、トリス(8−ヒドロキシキノリンアルミニウム(Alq3)であり、(3)赤色発光材料との混合物を含む領域と、
前記赤色発光材料は、PtOEPであり、
前記領域(ii)は、前記第3級芳香族アミンの25乃至55重量%、前記金属オキシノイドの55乃至25重量%、及び、前記赤色発光材料の10乃至20重量%を、総合で100重量パーセントになるように含み、
(iii)第2の電極と、
(iv)前記第1および第2の電極の少なくとも一方の上にコーティングされる、二酸化ケイ素、酸化ケイ素、およびこれらの混合物からなる群より選択される保護要素と、を含む有機発光素子であって、前記第1および第2の電極の一方は正孔注入アノードであり、前記電極の一方は電子注入カソードであり、さらに
(v)(i)25重量%〜99重量%のポルフィリンと、(i)75重量%〜1重量%の芳香族第3級アミンまたはインドロカルバゾールとの混合物を含む層を含み、任意に緩衝層を含む、前記アノードと前記領域(ii)の間に配置される正孔輸送領域と、
(vi)前記カソードと前記領域(ii)の間に配置される電子輸送領域と、の少なくとも1つを含み、領域(ii)の成分の全重量を基準にして前記赤色発光材料が10乃至20重量%の量で存在し、
前記正孔輸送領域は、NPBを含み、
前記電子輸送領域は、Alq3を含み、
前記緩衝層は、前記正極と前記領域(ii)との間に配置され、
前記正極の一面は、前記緩衝層と接触し、前記正極の他面は、前記保護要素と接触する有機発光素子。 - 前記領域(ii)が、前記赤色発光材料の12重量%を含む請求項1に記載の有機発光素子。
- (A)前記正孔輸送領域(v)の成分と、前記第3級芳香族アミンを含む領域(ii)とが同じであること、および(B)前記電子輸送領域(vi)と、前記金属オキシノイドを含む領域(ii)とが同じ成分を含むこと、の少なくとも一方が存在する請求項1に記載の有機発光素子。
- (A)前記成分を含む前記正孔輸送領域(v)と、前記第3級芳香族アミンを含む領域(ii)とが異なること、および(B)前記成分を含む前記電子輸送領域(vi)と、前記金属オキシノイドを含む混合領域とが異なること、の少なくとも一方が存在する請求項1に記載の有機発光素子。
- 電子輸送領域が存在し、前記電子輸送領域が少なくとも2つの層を含む請求項1に記載の有機発光素子。
- 前記電子輸送領域の第1の層が前記混合領域に接し、前記第1の層が金属オキシノイドおよびキノリンからなる群より選択される成分を含み、前記電子輸送領域の第2の層がカソードに接し、前記第2の層が金属オキシノイド、フタロシアニン、およびトリアジンからなる群より選択される成分を含む請求項5に記載の有機発光素子。
- 前記第1の層がトリス(8−ヒドロキシキノリン)アルミニウム(Alq3)、ビス(8−ヒドロキシキノラート)−(4−フェニルフェノラート)アルミニウム(Balq)の金属オキシノイド、または1,4−ビス(4b−フェニルキノリン−2−イル)ベンゼン、4,4’−ビス(4−フェニルキノリン−2−イル)−1−1’−ビフェニル(TA)のキノリンを含み、前記第2の層がトリス(8−ヒドロキシキノリン)アルミニウム(Alq3)またはビス(8−ヒドロキシキノラート)−(4−フェニルフェノレート)アルミニウム(Balq)を含む金属オキシノイド、銅フタロシアニン(CuPc)のフタロシアニン、あるいは4,4’−ビス−[2−(4,6−ジフェニル−1,3,5−トリアジニル)]−1,1’−ビフェニル、4,4’−ビス−[2−(4,6−ジ−p−トリル−1,3,5−トリアジニル)]−1,1’−ビフェニル、4,4’−ビス−[2−(4,6−ジ−m−トリル−1,3,5−トリアジニル)]−1,1’−ビフェニル、4,4’−ビス−[2−(4,6−ジ−p−メトキシフェニル−1,3,5−トリアジニル)]−1,1’−ビフェニル、4,4’−ビス−[2−(4,6−ジ−m−メトキシフェニル−1,3,5−トリアジニル)]−1,1’−ビフェニル、または2,4,6−トリス(4−ビフェニリル)−1,3,5−トリアジンのトリアジンを含む請求項6に記載の有機発光素子。
- 前記正孔輸送領域(v)が存在し、前記正孔輸送領域が少なくとも2つの層を含む請求項1に記載の有機発光素子。
- 前記正孔輸送領域の第1の層がアノードに接し、前記第1の層がポルフィリンを含み、前記正孔輸送領域の第2の層が前記混合領域に接し、前記第2の層が第3級芳香族アミンおよびインドロカルバゾールの群より選択される成分を含む請求項1に記載の有機発光素子。
- 前記第1の層が銅フタロシアニンを含み、前記第2の層がN,N’−ジ(ナフタレン−1−イル)−N,N’−ジフェニル−ベンジジン(NPB)またはN,N’−ビス(p−ビフェニル)−N,N’−ジフェニル−ベンジジン(ビフェニルTPD)の第3級芳香族アミン、あるいは5,11−ジ−ナフチル−5,11−ジヒドロインドロ[3,2−b]カルバゾールまたは2,8−ジメチル−5,11−ジ−ナフチル−5,11−ジヒドロインドロ[3,2−b]カルバゾールのインドロカルバゾールを含む請求項9に記載の有機発光素子。
- (1)酸化インジウムスズを含む層を含むアノードと、(2)(i)MgおよびAgを含む層、(ii)Alを含む層、(iii)酸化インジウムスズを含む層、ならびに(iv)有機化合物、MgおよびAgの混合物を含む層からなる群より選択される層を含むカソードと、の少なくとも1つが存在する請求項1に記載の有機発光素子。
- 前記カソードがアルカリ金属またはこの化合物をさらに含む請求項11に記載の有機発光素子。
- 前記アルカリ金属がLi、Na、KおよびCsからなる群より選択される請求項12に記載の有機発光素子。
- 前記保護要素が、SiO、SiO2またはこれらの混合物を含む請求項1に記載の有機発光素子。
- 領域(ii)が5ナノメートル〜500ナノメートルの厚さを有し、前記正孔輸送領域が5ナノメートル〜250ナノメートルの厚さを有し、かつ/または前記電子輸送領域が5ナノメートル〜100ナノメートルの厚さを有する請求項2に記載の有機発光素子。
- Xが酸素、または硫黄である請求項1に記載の有機発光素子。
- 前記領域のそれぞれが1〜20層を含む請求項3に記載の有機発光素子。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US10/005,404 US6737177B2 (en) | 2001-11-08 | 2001-11-08 | Red organic light emitting devices |
US005404 | 2001-11-08 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002324604A Division JP4047700B2 (ja) | 2001-11-08 | 2002-11-08 | 赤色有機発光素子 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2008028408A JP2008028408A (ja) | 2008-02-07 |
JP5490983B2 true JP5490983B2 (ja) | 2014-05-14 |
Family
ID=21715678
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002324604A Expired - Lifetime JP4047700B2 (ja) | 2001-11-08 | 2002-11-08 | 赤色有機発光素子 |
JP2007212014A Expired - Lifetime JP5490983B2 (ja) | 2001-11-08 | 2007-08-16 | 赤色有機発光素子 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2002324604A Expired - Lifetime JP4047700B2 (ja) | 2001-11-08 | 2002-11-08 | 赤色有機発光素子 |
Country Status (6)
Country | Link |
---|---|
US (1) | US6737177B2 (ja) |
EP (1) | EP1311141B1 (ja) |
JP (2) | JP4047700B2 (ja) |
BR (1) | BRPI0204571B1 (ja) |
CA (1) | CA2411016C (ja) |
DE (1) | DE60224350T2 (ja) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SG138466A1 (en) | 2000-12-28 | 2008-01-28 | Semiconductor Energy Lab | Luminescent device |
SG118110A1 (en) | 2001-02-01 | 2006-01-27 | Semiconductor Energy Lab | Organic light emitting element and display device using the element |
US6759146B2 (en) * | 2001-11-08 | 2004-07-06 | Xerox Corporation | Organic devices |
US7629695B2 (en) * | 2004-05-20 | 2009-12-08 | Kabushiki Kaisha Toshiba | Stacked electronic component and manufacturing method thereof |
US7449831B2 (en) * | 2004-08-02 | 2008-11-11 | Lg Display Co., Ltd. | OLEDs having inorganic material containing anode capping layer |
US7449830B2 (en) | 2004-08-02 | 2008-11-11 | Lg Display Co., Ltd. | OLEDs having improved luminance stability |
GB0424294D0 (en) * | 2004-11-03 | 2004-12-01 | Elam T Ltd | Buffer layer |
US7368181B2 (en) * | 2004-12-15 | 2008-05-06 | Electronics And Telecommunications Research Institute | Organic electroluminescent elements including triazine derivative compounds |
US7597967B2 (en) * | 2004-12-17 | 2009-10-06 | Eastman Kodak Company | Phosphorescent OLEDs with exciton blocking layer |
US7777407B2 (en) * | 2005-05-04 | 2010-08-17 | Lg Display Co., Ltd. | Organic light emitting devices comprising a doped triazine electron transport layer |
US8487527B2 (en) * | 2005-05-04 | 2013-07-16 | Lg Display Co., Ltd. | Organic light emitting devices |
US20060265278A1 (en) * | 2005-05-18 | 2006-11-23 | Napster Llc | System and method for censoring randomly generated character strings |
US7811679B2 (en) * | 2005-05-20 | 2010-10-12 | Lg Display Co., Ltd. | Display devices with light absorbing metal nanoparticle layers |
US7795806B2 (en) | 2005-05-20 | 2010-09-14 | Lg Display Co., Ltd. | Reduced reflectance display devices containing a thin-layer metal-organic mixed layer (MOML) |
US7750561B2 (en) * | 2005-05-20 | 2010-07-06 | Lg Display Co., Ltd. | Stacked OLED structure |
US7943244B2 (en) * | 2005-05-20 | 2011-05-17 | Lg Display Co., Ltd. | Display device with metal-organic mixed layer anodes |
US7728517B2 (en) | 2005-05-20 | 2010-06-01 | Lg Display Co., Ltd. | Intermediate electrodes for stacked OLEDs |
US8324800B2 (en) | 2008-06-12 | 2012-12-04 | Global Oled Technology Llc | Phosphorescent OLED device with mixed hosts |
US9447107B2 (en) | 2010-09-10 | 2016-09-20 | University Of Southern California | Broadly absorbing metalloporphyrin-based multichromophoric arrays for triplet harvesting |
KR101976104B1 (ko) | 2011-11-01 | 2019-05-09 | 유니버셜 디스플레이 코포레이션 | 저휘도에서의 oled 디바이스 효율 감소 |
KR101705406B1 (ko) * | 2014-09-11 | 2017-02-10 | 경희대학교 산학협력단 | 갈륨을 포함하는 p형 산화물 반도체를 이용한 유기 발광 다이오드 및 이의 제조 방법 |
US10020458B2 (en) * | 2014-12-18 | 2018-07-10 | Lg Display Co., Ltd. | White organic light-emitting display device |
GB2575089A (en) * | 2018-06-28 | 2020-01-01 | Sumitomo Chemical Co | Phosphorescent light-emitting compound |
KR20200002053A (ko) * | 2018-06-28 | 2020-01-08 | 삼성디스플레이 주식회사 | 유기금속 화합물, 이를 포함한 유기 발광 소자 및 상기 유기 발광 소자를 포함한 장치 |
CN110108683B (zh) * | 2019-05-08 | 2022-02-15 | 哈尔滨工业大学 | 一种用于溶氧含量检测的比率氧传感膜的制备方法 |
Family Cites Families (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4356429A (en) | 1980-07-17 | 1982-10-26 | Eastman Kodak Company | Organic electroluminescent cell |
US4539507A (en) | 1983-03-25 | 1985-09-03 | Eastman Kodak Company | Organic electroluminescent devices having improved power conversion efficiencies |
US4720432A (en) | 1987-02-11 | 1988-01-19 | Eastman Kodak Company | Electroluminescent device with organic luminescent medium |
US4769292A (en) | 1987-03-02 | 1988-09-06 | Eastman Kodak Company | Electroluminescent device with modified thin film luminescent zone |
JP2815472B2 (ja) | 1990-01-22 | 1998-10-27 | パイオニア株式会社 | 電界発光素子 |
JP3069139B2 (ja) * | 1990-03-16 | 2000-07-24 | 旭化成工業株式会社 | 分散型電界発光素子 |
US5364654A (en) * | 1990-06-14 | 1994-11-15 | Idemitsu Kosan Co., Ltd. | Process for production of a thin film electrode and an electroluminescence device |
US5061569A (en) | 1990-07-26 | 1991-10-29 | Eastman Kodak Company | Electroluminescent device with organic electroluminescent medium |
US5150006A (en) | 1991-08-01 | 1992-09-22 | Eastman Kodak Company | Blue emitting internal junction organic electroluminescent device (II) |
US5151629A (en) | 1991-08-01 | 1992-09-29 | Eastman Kodak Company | Blue emitting internal junction organic electroluminescent device (I) |
US5141671A (en) | 1991-08-01 | 1992-08-25 | Eastman Kodak Company | Mixed ligand 8-quinolinolato aluminum chelate luminophors |
EP0569827A2 (en) | 1992-05-11 | 1993-11-18 | Idemitsu Kosan Company Limited | Organic electroluminescence device |
JP3332491B2 (ja) | 1993-08-27 | 2002-10-07 | 三洋電機株式会社 | 有機el素子 |
EP0650955B1 (en) * | 1993-11-01 | 1998-08-19 | Hodogaya Chemical Co., Ltd. | Amine compound and electro-luminescence device comprising same |
JPH07192866A (ja) * | 1993-12-26 | 1995-07-28 | Ricoh Co Ltd | 有機薄膜型電界発光素子 |
EP0666298A3 (en) * | 1994-02-08 | 1995-11-15 | Tdk Corp | Organic electroluminescent element and compound used therein. |
JP3427539B2 (ja) * | 1995-02-13 | 2003-07-22 | 松下電器産業株式会社 | 有機薄膜エレクトロルミネッセンス素子 |
JP3529543B2 (ja) | 1995-04-27 | 2004-05-24 | パイオニア株式会社 | 有機エレクトロルミネッセンス素子 |
JP3672127B2 (ja) * | 1996-03-08 | 2005-07-13 | ソニー株式会社 | 光学的素子の製造方法及び光学的素子 |
JPH10275682A (ja) * | 1997-02-03 | 1998-10-13 | Nec Corp | 有機el素子 |
US5846666A (en) | 1997-02-27 | 1998-12-08 | Xerox Corporation | Electroluminescent devices |
US5925472A (en) | 1997-03-31 | 1999-07-20 | Xerox Corporation | Electroluminescent devices |
US5935720A (en) | 1997-04-07 | 1999-08-10 | Eastman Kodak Company | Red organic electroluminescent devices |
US5925980A (en) | 1997-05-01 | 1999-07-20 | Motorola, Inc. | Organic electroluminescent device with graded region |
US6130001A (en) | 1997-07-15 | 2000-10-10 | Motorola, Inc. | Organic electroluminescent device with continuous organic medium |
US5853905A (en) | 1997-09-08 | 1998-12-29 | Motorola, Inc. | Efficient single layer electroluminescent device |
US5952115A (en) | 1997-10-02 | 1999-09-14 | Xerox Corporation | Electroluminescent devices |
US5942340A (en) | 1997-10-02 | 1999-08-24 | Xerox Corporation | Indolocarbazole electroluminescent devices |
US6303238B1 (en) | 1997-12-01 | 2001-10-16 | The Trustees Of Princeton University | OLEDs doped with phosphorescent compounds |
EP1044586B1 (en) * | 1997-10-09 | 2006-02-01 | The Trustees of Princeton University | Method for fabricating highly transparent non-metallic cathodes |
JP3206646B2 (ja) * | 1998-01-22 | 2001-09-10 | 日本電気株式会社 | 多色発光有機elパネルおよびその製造方法 |
US6114055A (en) | 1998-06-01 | 2000-09-05 | Motorola, Inc. | Organic electroluminescent device with continuous organic medium containing rubrene |
JP2000091084A (ja) * | 1998-09-16 | 2000-03-31 | Trustees Of Princeton Univ | ホ―ル注入性改良電極 |
US6057048A (en) | 1998-10-01 | 2000-05-02 | Xerox Corporation | Electroluminescent (EL) devices |
US6229012B1 (en) | 1998-10-01 | 2001-05-08 | Xerox Corporation | Triazine compositions |
WO2000036661A1 (en) * | 1998-12-17 | 2000-06-22 | Cambridge Display Technology Ltd. | Organic light-emitting devices |
US6114088A (en) | 1999-01-15 | 2000-09-05 | 3M Innovative Properties Company | Thermal transfer element for forming multilayer devices |
US6274978B1 (en) * | 1999-02-23 | 2001-08-14 | Sarnoff Corporation | Fiber-based flat panel display |
JP2000340364A (ja) * | 1999-05-25 | 2000-12-08 | Tdk Corp | 有機el素子 |
US6310360B1 (en) * | 1999-07-21 | 2001-10-30 | The Trustees Of Princeton University | Intersystem crossing agents for efficient utilization of excitons in organic light emitting devices |
JP4048521B2 (ja) * | 2000-05-02 | 2008-02-20 | 富士フイルム株式会社 | 発光素子 |
JP4554047B2 (ja) * | 2000-08-29 | 2010-09-29 | 株式会社半導体エネルギー研究所 | 発光装置 |
US6803720B2 (en) * | 2000-12-15 | 2004-10-12 | Universal Display Corporation | Highly stable and efficient OLEDs with a phosphorescent-doped mixed layer architecture |
US6614175B2 (en) | 2001-01-26 | 2003-09-02 | Xerox Corporation | Organic light emitting devices |
JP4101522B2 (ja) * | 2001-02-01 | 2008-06-18 | 株式会社半導体エネルギー研究所 | 成膜装置及び成膜方法 |
JP4076773B2 (ja) * | 2001-02-01 | 2008-04-16 | 株式会社半導体エネルギー研究所 | 発光素子およびそれを用いた表示装置、電気器具 |
US6740429B2 (en) * | 2001-11-08 | 2004-05-25 | Xerox Corporation | Organic light emitting devices |
US6759146B2 (en) * | 2001-11-08 | 2004-07-06 | Xerox Corporation | Organic devices |
-
2001
- 2001-11-08 US US10/005,404 patent/US6737177B2/en not_active Expired - Lifetime
-
2002
- 2002-10-31 BR BRPI0204571A patent/BRPI0204571B1/pt active IP Right Grant
- 2002-11-01 CA CA002411016A patent/CA2411016C/en not_active Expired - Lifetime
- 2002-11-08 DE DE60224350T patent/DE60224350T2/de not_active Expired - Lifetime
- 2002-11-08 JP JP2002324604A patent/JP4047700B2/ja not_active Expired - Lifetime
- 2002-11-08 EP EP02025110A patent/EP1311141B1/en not_active Expired - Lifetime
-
2007
- 2007-08-16 JP JP2007212014A patent/JP5490983B2/ja not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
EP1311141A1 (en) | 2003-05-14 |
JP2008028408A (ja) | 2008-02-07 |
CA2411016A1 (en) | 2003-05-08 |
CA2411016C (en) | 2007-11-13 |
BRPI0204571B1 (pt) | 2016-12-06 |
US20030104242A1 (en) | 2003-06-05 |
US6737177B2 (en) | 2004-05-18 |
JP4047700B2 (ja) | 2008-02-13 |
DE60224350T2 (de) | 2009-01-22 |
EP1311141B1 (en) | 2008-01-02 |
JP2003157979A (ja) | 2003-05-30 |
DE60224350D1 (de) | 2008-02-14 |
BR0204571A (pt) | 2004-09-14 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5490983B2 (ja) | 赤色有機発光素子 | |
JP3999104B2 (ja) | 緑色有機発光素子 | |
JP4772280B2 (ja) | アントラセン誘導体及びトリアジン誘導体を含むディスプレイ装置 | |
JP4116398B2 (ja) | 有機素子 | |
JP4116399B2 (ja) | 有機発光素子 | |
JP4414981B2 (ja) | 有機発光デバイス | |
US6753098B2 (en) | Organic light emitting devices | |
US20060251920A1 (en) | Organic light emitting devices comprising a doped triazine electron transport layer | |
JP2002100478A (ja) | 有機電界発光素子及びその製造方法 | |
JP2002100482A (ja) | 有機電界発光素子 | |
US20040018380A1 (en) | Display device with anthracene and triazine derivatives | |
KR100826440B1 (ko) | 유기 전계발광 소자 | |
KR20070067610A (ko) | 유기 전계발광 소자 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20110418 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110719 |
|
A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20111116 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120316 |
|
A911 | Transfer to examiner for re-examination before appeal (zenchi) |
Free format text: JAPANESE INTERMEDIATE CODE: A911 Effective date: 20120327 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120418 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20120718 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20120807 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20121107 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20121112 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20121207 |
|
A912 | Re-examination (zenchi) completed and case transferred to appeal board |
Free format text: JAPANESE INTERMEDIATE CODE: A912 Effective date: 20121221 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20131015 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20131018 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20131115 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20131120 |
|
A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20131216 |
|
A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20131219 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20140107 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20140227 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 5490983 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
R250 | Receipt of annual fees |
Free format text: JAPANESE INTERMEDIATE CODE: R250 |
|
EXPY | Cancellation because of completion of term |