JP2008133263A - アントラセン誘導体、およびアントラセン誘導体を用いた発光素子、発光装置、電子機器 - Google Patents
アントラセン誘導体、およびアントラセン誘導体を用いた発光素子、発光装置、電子機器 Download PDFInfo
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- JP2008133263A JP2008133263A JP2007273563A JP2007273563A JP2008133263A JP 2008133263 A JP2008133263 A JP 2008133263A JP 2007273563 A JP2007273563 A JP 2007273563A JP 2007273563 A JP2007273563 A JP 2007273563A JP 2008133263 A JP2008133263 A JP 2008133263A
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- 150000001454 anthracenes Chemical class 0.000 title claims abstract description 163
- 125000004432 carbon atom Chemical group C* 0.000 claims description 242
- 150000002894 organic compounds Chemical class 0.000 claims description 241
- 125000003118 aryl group Chemical group 0.000 claims description 144
- 125000000217 alkyl group Chemical group 0.000 claims description 90
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 82
- 230000005525 hole transport Effects 0.000 claims description 59
- 125000001424 substituent group Chemical group 0.000 claims description 56
- 229910052736 halogen Inorganic materials 0.000 claims description 36
- 150000002367 halogens Chemical class 0.000 claims description 36
- 125000001188 haloalkyl group Chemical group 0.000 claims description 31
- 125000005956 isoquinolyl group Chemical group 0.000 claims description 30
- 125000002971 oxazolyl group Chemical group 0.000 claims description 30
- 125000004076 pyridyl group Chemical group 0.000 claims description 30
- 125000005493 quinolyl group Chemical group 0.000 claims description 30
- 125000002252 acyl group Chemical group 0.000 claims description 29
- 125000003545 alkoxy group Chemical group 0.000 claims description 29
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 29
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 29
- 125000004423 acyloxy group Chemical group 0.000 claims description 28
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 25
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 18
- 238000000295 emission spectrum Methods 0.000 claims description 16
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- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 12
- SVSARCCKBMZNMR-UHFFFAOYSA-N [1-[2-[methyl-[2-[4-(oxoazaniumylmethylidene)pyridin-1-yl]ethyl]amino]ethyl]pyridin-4-ylidene]methyl-oxoazanium;dichloride Chemical compound [Cl-].[Cl-].C1=CC(=C[NH+]=O)C=CN1CCN(C)CCN1C=CC(=C[NH+]=O)C=C1 SVSARCCKBMZNMR-UHFFFAOYSA-N 0.000 claims description 12
- 238000010893 electron trap Methods 0.000 claims description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 7
- YZCKVEUIGOORGS-IGMARMGPSA-N Protium Chemical compound [1H] YZCKVEUIGOORGS-IGMARMGPSA-N 0.000 claims description 6
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- 125000001624 naphthyl group Chemical group 0.000 claims description 6
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
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- 239000002184 metal Substances 0.000 description 19
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 18
- 238000006243 chemical reaction Methods 0.000 description 17
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- DHDHJYNTEFLIHY-UHFFFAOYSA-N 4,7-diphenyl-1,10-phenanthroline Chemical compound C1=CC=CC=C1C1=CC=NC2=C1C=CC1=C(C=3C=CC=CC=3)C=CN=C21 DHDHJYNTEFLIHY-UHFFFAOYSA-N 0.000 description 10
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- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 10
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- 238000010438 heat treatment Methods 0.000 description 9
- 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 description 9
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- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
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- 150000004706 metal oxides Chemical class 0.000 description 8
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical class CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 7
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 7
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- 238000004519 manufacturing process Methods 0.000 description 7
- 150000002736 metal compounds Chemical class 0.000 description 7
- DZRDATNLTUIPAY-UHFFFAOYSA-N n,9-diphenylcarbazol-3-amine Chemical compound C=1C=C2N(C=3C=CC=CC=3)C3=CC=CC=C3C2=CC=1NC1=CC=CC=C1 DZRDATNLTUIPAY-UHFFFAOYSA-N 0.000 description 7
- DWCUWADVBNTRSS-UHFFFAOYSA-N n-[9,10-bis(4-fluorophenyl)anthracen-2-yl]-n,9-diphenylcarbazol-3-amine Chemical compound C1=CC(F)=CC=C1C(C1=CC=C(C=C11)N(C=2C=CC=CC=2)C=2C=C3C4=CC=CC=C4N(C=4C=CC=CC=4)C3=CC=2)=C(C=CC=C2)C2=C1C1=CC=C(F)C=C1 DWCUWADVBNTRSS-UHFFFAOYSA-N 0.000 description 7
- QGLKJKCYBOYXKC-UHFFFAOYSA-N nonaoxidotritungsten Chemical compound O=[W]1(=O)O[W](=O)(=O)O[W](=O)(=O)O1 QGLKJKCYBOYXKC-UHFFFAOYSA-N 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- 229910001930 tungsten oxide Inorganic materials 0.000 description 7
- 238000001771 vacuum deposition Methods 0.000 description 7
- ZVFQEOPUXVPSLB-UHFFFAOYSA-N 3-(4-tert-butylphenyl)-4-phenyl-5-(4-phenylphenyl)-1,2,4-triazole Chemical compound C1=CC(C(C)(C)C)=CC=C1C(N1C=2C=CC=CC=2)=NN=C1C1=CC=C(C=2C=CC=CC=2)C=C1 ZVFQEOPUXVPSLB-UHFFFAOYSA-N 0.000 description 6
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 6
- 125000006575 electron-withdrawing group Chemical group 0.000 description 6
- AMWRITDGCCNYAT-UHFFFAOYSA-L hydroxy(oxo)manganese;manganese Chemical compound [Mn].O[Mn]=O.O[Mn]=O AMWRITDGCCNYAT-UHFFFAOYSA-L 0.000 description 6
- 229910003437 indium oxide Inorganic materials 0.000 description 6
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 6
- 150000002484 inorganic compounds Chemical class 0.000 description 6
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- PQXKHYXIUOZZFA-UHFFFAOYSA-M lithium fluoride Chemical compound [Li+].[F-] PQXKHYXIUOZZFA-UHFFFAOYSA-M 0.000 description 6
- 238000007254 oxidation reaction Methods 0.000 description 6
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- FQJQNLKWTRGIEB-UHFFFAOYSA-N 2-(4-tert-butylphenyl)-5-[3-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]phenyl]-1,3,4-oxadiazole Chemical compound C1=CC(C(C)(C)C)=CC=C1C1=NN=C(C=2C=C(C=CC=2)C=2OC(=NN=2)C=2C=CC(=CC=2)C(C)(C)C)O1 FQJQNLKWTRGIEB-UHFFFAOYSA-N 0.000 description 5
- GEQBRULPNIVQPP-UHFFFAOYSA-N 2-[3,5-bis(1-phenylbenzimidazol-2-yl)phenyl]-1-phenylbenzimidazole Chemical compound C1=CC=CC=C1N1C2=CC=CC=C2N=C1C1=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=CC(C=2N(C3=CC=CC=C3N=2)C=2C=CC=CC=2)=C1 GEQBRULPNIVQPP-UHFFFAOYSA-N 0.000 description 5
- FJVUJDVOZZUMCI-UHFFFAOYSA-N 2-bromo-9,10-bis(4-fluorophenyl)anthracene Chemical compound C1=CC(F)=CC=C1C(C1=CC=C(Br)C=C11)=C(C=CC=C2)C2=C1C1=CC=C(F)C=C1 FJVUJDVOZZUMCI-UHFFFAOYSA-N 0.000 description 5
- NRTOMJZYCJJWKI-UHFFFAOYSA-N Titanium nitride Chemical compound [Ti]#N NRTOMJZYCJJWKI-UHFFFAOYSA-N 0.000 description 5
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- 150000001491 aromatic compounds Chemical class 0.000 description 5
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- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 description 4
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- SORGEQQSQGNZFI-UHFFFAOYSA-N [azido(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(N=[N+]=[N-])OC1=CC=CC=C1 SORGEQQSQGNZFI-UHFFFAOYSA-N 0.000 description 4
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- XJHCXCQVJFPJIK-UHFFFAOYSA-M caesium fluoride Chemical compound [F-].[Cs+] XJHCXCQVJFPJIK-UHFFFAOYSA-M 0.000 description 4
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- MFRIHAYPQRLWNB-UHFFFAOYSA-N sodium tert-butoxide Chemical compound [Na+].CC(C)(C)[O-] MFRIHAYPQRLWNB-UHFFFAOYSA-N 0.000 description 4
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- AZWHFTKIBIQKCA-UHFFFAOYSA-N [Sn+2]=O.[O-2].[In+3] Chemical compound [Sn+2]=O.[O-2].[In+3] AZWHFTKIBIQKCA-UHFFFAOYSA-N 0.000 description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 3
- REDXJYDRNCIFBQ-UHFFFAOYSA-N aluminium(3+) Chemical compound [Al+3] REDXJYDRNCIFBQ-UHFFFAOYSA-N 0.000 description 3
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- HRGDZIGMBDGFTC-UHFFFAOYSA-N platinum(2+) Chemical compound [Pt+2] HRGDZIGMBDGFTC-UHFFFAOYSA-N 0.000 description 1
- 229920000078 poly(4-vinyltriphenylamine) Polymers 0.000 description 1
- 229920000172 poly(styrenesulfonic acid) Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 238000010791 quenching Methods 0.000 description 1
- 230000000171 quenching effect Effects 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 229910052761 rare earth metal Inorganic materials 0.000 description 1
- 150000002910 rare earth metals Chemical class 0.000 description 1
- 229910001925 ruthenium oxide Inorganic materials 0.000 description 1
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- KOUDKOMXLMXFKX-UHFFFAOYSA-N sodium oxido(oxo)phosphanium hydrate Chemical compound O.[Na+].[O-][PH+]=O KOUDKOMXLMXFKX-UHFFFAOYSA-N 0.000 description 1
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical class O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 1
- NASFKTWZWDYFER-UHFFFAOYSA-N sodium;hydrate Chemical compound O.[Na] NASFKTWZWDYFER-UHFFFAOYSA-N 0.000 description 1
- 238000003980 solgel method Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
- 239000003115 supporting electrolyte Substances 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- IOGXOCVLYRDXLW-UHFFFAOYSA-N tert-butyl nitrite Chemical compound CC(C)(C)ON=O IOGXOCVLYRDXLW-UHFFFAOYSA-N 0.000 description 1
- 239000012414 tert-butyl nitrite Substances 0.000 description 1
- IFLREYGFSNHWGE-UHFFFAOYSA-N tetracene Chemical compound C1=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C21 IFLREYGFSNHWGE-UHFFFAOYSA-N 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- 238000002411 thermogravimetry Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- BWHDROKFUHTORW-UHFFFAOYSA-N tritert-butylphosphane Chemical compound CC(C)(C)P(C(C)(C)C)C(C)(C)C BWHDROKFUHTORW-UHFFFAOYSA-N 0.000 description 1
- 238000000870 ultraviolet spectroscopy Methods 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- NAWDYIZEMPQZHO-UHFFFAOYSA-N ytterbium Chemical compound [Yb] NAWDYIZEMPQZHO-UHFFFAOYSA-N 0.000 description 1
- OYQCBJZGELKKPM-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O-2].[Zn+2].[O-2].[In+3] OYQCBJZGELKKPM-UHFFFAOYSA-N 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- GWDUZCIBPDVBJM-UHFFFAOYSA-L zinc;2-(2-hydroxyphenyl)-3h-1,3-benzothiazole-2-carboxylate Chemical compound [Zn+2].OC1=CC=CC=C1C1(C([O-])=O)SC2=CC=CC=C2N1.OC1=CC=CC=C1C1(C([O-])=O)SC2=CC=CC=C2N1 GWDUZCIBPDVBJM-UHFFFAOYSA-L 0.000 description 1
- QEPMORHSGFRDLW-UHFFFAOYSA-L zinc;2-(2-hydroxyphenyl)-3h-1,3-benzoxazole-2-carboxylate Chemical compound [Zn+2].OC1=CC=CC=C1C1(C([O-])=O)OC2=CC=CC=C2N1.OC1=CC=CC=C1C1(C([O-])=O)OC2=CC=CC=C2N1 QEPMORHSGFRDLW-UHFFFAOYSA-L 0.000 description 1
Images
Classifications
-
- Y02B20/181—
Landscapes
- Electroluminescent Light Sources (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Indole Compounds (AREA)
Abstract
Description
本実施の形態では、本発明のアントラセン誘導体について説明する。
本発明のアントラセン誘導体を用いた発光素子の一態様について図1(A)を用いて以下に説明する。
本実施の形態では、実施の形態2で示した構成と異なる構成の発光素子について説明する。
本実施の形態では、実施の形態2および実施の形態3で示した構成と異なる構成の発光素子について説明する。
本実施の形態では、実施の形態2〜実施の形態3で示した構成と異なる構成の発光素子について説明する。
本実施の形態では、実施の形態2〜実施の形態4で示した構成と異なる構成の発光素子について図25を用いて説明する。
本実施の形態では、実施の形態6で示した構成の発光素子の機能層115に本発明のアントラセン誘導体を用いた構成について説明する。
本実施の形態は、本発明に係る発光ユニットを複数積層した構成の発光素子(以下、積層型素子という)について、図3を参照して説明する。この発光素子は、第1の電極と第2の電極との間に、複数の発光ユニットを有する発光素子である。
本実施の形態では、本発明のアントラセン誘導体を用いて作製された発光装置について説明する。
本実施の形態では、実施の形態9に示す発光装置を含む本発明の電子機器について説明する。本発明の電子機器は、実施の形態1に示したアントラセン誘導体を含み、長寿命の表示部を有する。また、消費電力の低減された表示部を有する。
2−ブロモ−9,10−アントラキノンの合成スキームを(C−1)に示す。
2−ブロモ−9,10−ビス(4−フルオロフェニル)−9,10−ジヒドロー9,10−アントラセンジオールの合成スキームを(C−2)および(C−3)に示す。
2−ブロモ−9,10−ビス(4−フルオロフェニル)アントラセンの合成スキームを(C−4)に示す。
3−ブロモ−9−フェニルカルバゾールの合成スキームを(C−5)に示す。
N−フェニル−(9−フェニル−9H−カルバゾール−3−イル)アミン(略称:PCA)の合成スキームを(C−6)に示す。
2PCAFPAの合成スキームを(C−7)に示す。
まず、ガラス基板2101上に、酸化珪素を含むインジウム錫酸化物(ITSO)をスパッタリング法にて成膜し、第1の電極2102を形成した。なお、その膜厚は110nmとし、電極面積は2mm×2mmとした。
まず、ガラス基板2101上に、酸化珪素を含むインジウム錫酸化物(ITSO)をスパッタリング法にて成膜し、第1の電極2102を形成した。なお、その膜厚は110nmとし、電極面積は2mm×2mmとした。
まず、ガラス基板2201上に、酸化珪素を含むインジウム錫酸化物(ITSO)をスパッタリング法にて成膜し、第1の電極2202を形成した。なお、その膜厚は110nmとし、電極面積は2mm×2mmとした。
9−[4−(N−カルバゾリル)]フェニル−10−フェニルアントラセン(略称:CzPA)とN−(9,10−ジフェニル−2−アントリル)−N,9−ジフェニル−9H−カルバゾール−3−アミン(略称:2PCAPA)とを共蒸着することにより、発光層2205を40nmの膜厚で形成し、機能層2206を設けない構成とした。他の構成は発光素子3の同様である。
102 第1の電極
103 EL層
104 第2の電極
111 正孔注入層
112 正孔輸送層
113 発光層
114 電子輸送層
115 機能層
301 基板
302 第1の電極
303 EL層
304 第2の電極
311 電子輸送層
312 発光層
313 正孔輸送層
314 正孔注入層
501 第1の電極
502 第2の電極
511 第1の発光ユニット
512 第2の発光ユニット
513 電荷発生層
601 ソース側駆動回路
602 画素部
603 ゲート側駆動回路
604 封止基板
605 シール材
607 空間
608 配線
609 FPC(フレキシブルプリントサーキット)
610 素子基板
611 スイッチング用TFT
612 電流制御用TFT
613 第1の電極
614 絶縁物
616 EL層
617 第2の電極
618 発光素子
623 nチャネル型TFT
624 pチャネル型TFT
901 筐体
902 液晶層
903 バックライト
904 筐体
905 ドライバIC
906 端子
951 基板
952 電極
953 絶縁層
954 隔壁層
955 発光物質を含む層
956 電極
2001 筐体
2002 光源
2101 ガラス基板
2102 第1の電極
2103 複合材料を含む層
2104 正孔輸送層
2105 発光層
2106 電子輸送層
2107 電子注入層
2108 第2の電極
2201 ガラス基板
2202 第1の電極
2203 複合材料を含む層
2204 正孔輸送層
2205 発光層
2206 機能層
2207 電子輸送層
2208 電子注入層
2209 第2の電極
3001 照明装置
3002 テレビ装置
9101 筐体
9102 支持台
9103 表示部
9104 スピーカー部
9105 ビデオ入力端子
9201 本体
9202 筐体
9203 表示部
9204 キーボード
9205 外部接続ポート
9206 ポインティングデバイス
9401 本体
9402 筐体
9403 表示部
9404 音声入力部
9405 音声出力部
9406 操作キー
9407 外部接続ポート
9408 アンテナ
9501 本体
9502 表示部
9503 筐体
9504 外部接続ポート
9505 リモコン受信部
9506 受像部
9507 バッテリー
9508 音声入力部
9509 操作キー
9510 接眼部
Claims (24)
- 一般式(1)で表されるアントラセン誘導体。
- 一般式(2)で表されるアントラセン誘導体。
- 一般式(3)で表されるアントラセン誘導体。
- 一般式(4)で表されるアントラセン誘導体。
- 一般式(5)で表されるアントラセン誘導体。
- 一般式(6)で表されるアントラセン誘導体。
- 一般式(7)で表されるアントラセン誘導体。
- 一般式(8)で表されるアントラセン誘導体。
- 請求項1乃至請求項8のいずれか一項において、B1〜B2は、それぞれ、ハロゲンまたはハロアルキル基であることを特徴とするアントラセン誘導体。
- 請求項1乃至請求項8のいずれか一項において、B1〜B2は、それぞれ、フルオロ基またはトリフルオロメチル基であることを特徴とするアントラセン誘導体。
- 請求項1乃至請求項10のいずれか一項において、B1とB2は、同一の構造を有する置換基であるアントラセン誘導体。
- 一対の電極間に、
請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体を有することを特徴とする発光素子。 - 一対の電極間に発光層を有し、
前記発光層は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体を有することを特徴とする発光素子。 - 一対の電極間に発光層を有し、
前記発光層は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体を有し、
前記アントラセン誘導体が発光することを特徴とする発光素子。 - 第1の電極と第2の電極の間に、電子輸送層と正孔輸送層を有し、
前記電子輸送層と前記正孔輸送層との間に、第1の層と第2の層を有し、
前記第1の層は、第1の有機化合物と、第2の有機化合物とを有し、
前記第2の層は、第3の有機化合物と、第4の有機化合物とを有し、
前記第1の層は、前記第2の層の第1の電極側に設けられており、
前記第2の有機化合物は電子輸送性を有し、
前記第3の有機化合物は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体であり、
前記第4の有機化合物は電子輸送性を有し、
前記第1の有機化合物の発光色と前記第3の有機化合物の発光色は、同じ色系統であり、
前記第1の電極の方が前記第2の電極よりも電位が高くなるように、前記第1の電極と前記第2の電極とに電圧を印加することにより、前記第1の有機化合物からの発光が得られることを特徴とする発光素子。 - 第1の電極と第2の電極の間に、電子輸送層と正孔輸送層を有し、
前記電子輸送層と前記正孔輸送層との間に、第1の層と第2の層を有し、
前記第1の層は、第1の有機化合物と、第2の有機化合物とを有し、
前記第2の層は、第3の有機化合物と、第4の有機化合物とを有し、
前記第1の層は、前記第2の層の第1の電極側に設けられており、
前記第1の有機化合物は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体であり、
前記第2の有機化合物は電子輸送性を有し、
前記第3の有機化合物は電子トラップ性を有し、
前記第4の有機化合物は電子輸送性を有し、
前記第1の有機化合物の発光色と前記第3の有機化合物の発光色は、同じ色系統であり、
前記第1の電極の方が前記第2の電極よりも電位が高くなるように、前記第1の電極と前記第2の電極とに電圧を印加することにより、前記第1の有機化合物からの発光が得られることを特徴とする発光素子。 - 請求項16において、
前記第3の有機化合物は第4の有機化合物の最低空軌道準位より0.3eV以上低い最低空軌道準位を有することを特徴とする発光素子。 - 第1の電極と第2の電極の間に、電子輸送層と正孔輸送層を有し、
前記電子輸送層と前記正孔輸送層との間に、第1の層と第2の層を有し、
前記第1の層は、第1の有機化合物と、第2の有機化合物とを有し、
前記第2の層は、第3の有機化合物と、第4の有機化合物とを有し、
前記第1の層は、前記第2の層の第1の電極側に設けられており、
前記第1の有機化合物は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体であり、
前記第2の有機化合物は電子輸送性を有し、
前記第3の有機化合物は正孔輸送性を有し、
前記第4の有機化合物は電子輸送性を有し、
前記第2の層において、前記第3の有機化合物よりも第4の有機化合物が多く含まれており、
前記第1の有機化合物の発光色と前記第3の有機化合物の発光色は、同じ色系統であり、
前記第1の電極の方が前記第2の電極よりも電位が高くなるように、前記第1の電極と前記第2の電極とに電圧を印加することにより、前記第1の有機化合物からの発光が得られることを特徴とする発光素子。 - 請求項18において、
前記第3の有機化合物の最低空軌道準位と前記第4の有機化合物の最低空軌道準位との差は0.3eVより小さいことを特徴とする発光素子。 - 請求項15乃至請求項19のいずれか一項において、
前記第1の有機化合物の発光スペクトルのピーク値と、前記第3の有機化合物の発光スペクトルのピーク値の差は30nm以内であることを特徴とする発光素子。 - 第1の電極と第2の電極の間に、電子輸送層と正孔輸送層を有し、
前記電子輸送層と前記正孔輸送層との間に、第1の層と第2の層を有し、
前記第1の層は、第1の有機化合物と、第2の有機化合物とを有し、
前記第2の層は、第3の有機化合物と、第4の有機化合物とを有し、
前記第1の層は、前記第2の層の第1の電極側に設けられており、
前記第1の有機化合物は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体であり、
前記第2の有機化合物は電子輸送性を有し、
前記第3の有機化合物は請求項1乃至請求項11のいずれか一項に記載のアントラセン誘導体であり、
前記第4の有機化合物は電子輸送性を有し、
前記第1の電極の方が前記第2の電極よりも電位が高くなるように、前記第1の電極と前記第2の電極とに電圧を印加することにより、前記第1の有機化合物からの発光が得られることを特徴とする発光素子。 - 請求項15乃至請求項21のいずれか一項において、前記第1の層と前記第2の層は接して設けられていることを特徴とする発光素子。
- 請求項12乃至請求項22のいずれか一項に記載の発光素子と、前記発光素子の発光を制御する制御手段とを有する発光装置。
- 表示部を有し、
前記表示部は、請求項12乃至請求項22のいずれか一項に記載の発光素子と前記発光素子の発光を制御する制御手段とを備えたことを特徴とする電子機器。
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US11437585B2 (en) | 2019-02-13 | 2022-09-06 | Samsung Display Co., Ltd. | Organic light-emitting device |
US11581487B2 (en) | 2017-04-26 | 2023-02-14 | Oti Lumionics Inc. | Patterned conductive coating for surface of an opto-electronic device |
US11730012B2 (en) | 2019-03-07 | 2023-08-15 | Oti Lumionics Inc. | Materials for forming a nucleation-inhibiting coating and devices incorporating same |
US11751415B2 (en) | 2018-02-02 | 2023-09-05 | Oti Lumionics Inc. | Materials for forming a nucleation-inhibiting coating and devices incorporating same |
US11985841B2 (en) | 2020-12-07 | 2024-05-14 | Oti Lumionics Inc. | Patterning a conductive deposited layer using a nucleation inhibiting coating and an underlying metallic coating |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003313156A (ja) * | 2002-04-19 | 2003-11-06 | Idemitsu Kosan Co Ltd | 新規アントラセン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 |
JP2004095850A (ja) * | 2002-08-30 | 2004-03-25 | Mitsubishi Chemicals Corp | 有機トランジスタ |
JP2004091334A (ja) * | 2002-08-29 | 2004-03-25 | Mitsubishi Chemicals Corp | 2,6−アリールアミノアントラセン系化合物、電荷輸送材料及び有機電界発光素子 |
US20050260442A1 (en) * | 2004-05-24 | 2005-11-24 | Chen-Ping Yu | Anthracene compound for organic electroluminescent device |
JP2008081490A (ja) * | 2006-04-28 | 2008-04-10 | Semiconductor Energy Lab Co Ltd | アントラセン誘導体、およびアントラセン誘導体を用いた発光素子、発光装置、電子機器 |
-
2007
- 2007-10-22 JP JP2007273563A patent/JP5153292B2/ja not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003313156A (ja) * | 2002-04-19 | 2003-11-06 | Idemitsu Kosan Co Ltd | 新規アントラセン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 |
JP2004091334A (ja) * | 2002-08-29 | 2004-03-25 | Mitsubishi Chemicals Corp | 2,6−アリールアミノアントラセン系化合物、電荷輸送材料及び有機電界発光素子 |
JP2004095850A (ja) * | 2002-08-30 | 2004-03-25 | Mitsubishi Chemicals Corp | 有機トランジスタ |
US20050260442A1 (en) * | 2004-05-24 | 2005-11-24 | Chen-Ping Yu | Anthracene compound for organic electroluminescent device |
JP2008081490A (ja) * | 2006-04-28 | 2008-04-10 | Semiconductor Energy Lab Co Ltd | アントラセン誘導体、およびアントラセン誘導体を用いた発光素子、発光装置、電子機器 |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9502661B2 (en) | 2012-12-05 | 2016-11-22 | Samsung Display Co., Ltd. | Amine derivative, organic electroluminescence material having the same and organic electroluminescence device using the material |
US11581487B2 (en) | 2017-04-26 | 2023-02-14 | Oti Lumionics Inc. | Patterned conductive coating for surface of an opto-electronic device |
US11751415B2 (en) | 2018-02-02 | 2023-09-05 | Oti Lumionics Inc. | Materials for forming a nucleation-inhibiting coating and devices incorporating same |
WO2020039708A1 (ja) | 2018-08-23 | 2020-02-27 | 国立大学法人九州大学 | 有機エレクトロルミネッセンス素子 |
US11437585B2 (en) | 2019-02-13 | 2022-09-06 | Samsung Display Co., Ltd. | Organic light-emitting device |
US11730012B2 (en) | 2019-03-07 | 2023-08-15 | Oti Lumionics Inc. | Materials for forming a nucleation-inhibiting coating and devices incorporating same |
US11985841B2 (en) | 2020-12-07 | 2024-05-14 | Oti Lumionics Inc. | Patterning a conductive deposited layer using a nucleation inhibiting coating and an underlying metallic coating |
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