TW200538531A - Organic element for electroluminescent devices - Google Patents
Organic element for electroluminescent devices Download PDFInfo
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- TW200538531A TW200538531A TW093141796A TW93141796A TW200538531A TW 200538531 A TW200538531 A TW 200538531A TW 093141796 A TW093141796 A TW 093141796A TW 93141796 A TW93141796 A TW 93141796A TW 200538531 A TW200538531 A TW 200538531A
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- 125000001424 substituent group Chemical group 0.000 claims abstract description 53
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 31
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 19
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 7
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052796 boron Inorganic materials 0.000 claims abstract description 5
- 239000002904 solvent Substances 0.000 claims abstract description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 4
- -1 compound compound Chemical class 0.000 claims description 86
- 125000003118 aryl group Chemical group 0.000 claims description 28
- 239000002019 doping agent Substances 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 229910052751 metal Inorganic materials 0.000 claims description 19
- 239000002184 metal Substances 0.000 claims description 19
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Natural products C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 claims description 18
- 125000004122 cyclic group Chemical group 0.000 claims description 16
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- RSVHGEGGKUXRBR-UHFFFAOYSA-N methylideneboron Chemical compound C=[B] RSVHGEGGKUXRBR-UHFFFAOYSA-N 0.000 claims description 13
- 238000006467 substitution reaction Methods 0.000 claims description 11
- OBAJPWYDYFEBTF-UHFFFAOYSA-N 2-tert-butyl-9,10-dinaphthalen-2-ylanthracene Chemical compound C1=CC=CC2=CC(C3=C4C=CC=CC4=C(C=4C=C5C=CC=CC5=CC=4)C4=CC=C(C=C43)C(C)(C)C)=CC=C21 OBAJPWYDYFEBTF-UHFFFAOYSA-N 0.000 claims description 9
- 238000000034 method Methods 0.000 claims description 9
- 125000004429 atom Chemical group 0.000 claims description 8
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 7
- 239000011737 fluorine Substances 0.000 claims description 7
- 229910052731 fluorine Inorganic materials 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 239000000010 aprotic solvent Substances 0.000 claims description 6
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- 125000004104 aryloxy group Chemical group 0.000 claims description 5
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 4
- 239000013522 chelant Substances 0.000 claims description 3
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 3
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- 125000005110 aryl thio group Chemical group 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000004076 pyridyl group Chemical group 0.000 claims description 2
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 2
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- QXAIDADUIMVTPS-UHFFFAOYSA-N 9-(9h-fluoren-9-yl)-9h-fluorene Chemical group C12=CC=CC=C2C2=CC=CC=C2C1C1C2=CC=CC=C2C2=CC=CC=C21 QXAIDADUIMVTPS-UHFFFAOYSA-N 0.000 claims 1
- OQLZINXFSUDMHM-UHFFFAOYSA-N Acetamidine Chemical compound CC(N)=N OQLZINXFSUDMHM-UHFFFAOYSA-N 0.000 claims 1
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- 238000010521 absorption reaction Methods 0.000 claims 1
- 150000001639 boron compounds Chemical class 0.000 claims 1
- LNDKNSMGUSCVEE-UHFFFAOYSA-N boron;methane Chemical compound [B].C LNDKNSMGUSCVEE-UHFFFAOYSA-N 0.000 claims 1
- 239000003990 capacitor Substances 0.000 claims 1
- 230000009920 chelation Effects 0.000 claims 1
- 229940126214 compound 3 Drugs 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- PLFLRQISROSEIJ-UHFFFAOYSA-N methylborane Chemical compound CB PLFLRQISROSEIJ-UHFFFAOYSA-N 0.000 claims 1
- VMGAPWLDMVPYIA-HIDZBRGKSA-N n'-amino-n-iminomethanimidamide Chemical compound N\N=C\N=N VMGAPWLDMVPYIA-HIDZBRGKSA-N 0.000 claims 1
- BOLDJAUMGUJJKM-LSDHHAIUSA-N renifolin D Natural products CC(=C)[C@@H]1Cc2c(O)c(O)ccc2[C@H]1CC(=O)c3ccc(O)cc3O BOLDJAUMGUJJKM-LSDHHAIUSA-N 0.000 claims 1
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- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
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- 238000005401 electroluminescence Methods 0.000 description 42
- 239000000463 material Substances 0.000 description 39
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- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 15
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- 239000012044 organic layer Substances 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 8
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- 239000001301 oxygen Substances 0.000 description 8
- 125000005259 triarylamine group Chemical group 0.000 description 8
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 7
- 125000000623 heterocyclic group Chemical group 0.000 description 7
- 230000027756 respiratory electron transport chain Effects 0.000 description 7
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- 235000003140 Panax quinquefolius Nutrition 0.000 description 5
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- 238000000859 sublimation Methods 0.000 description 5
- 230000008022 sublimation Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 4
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 4
- 238000000295 emission spectrum Methods 0.000 description 4
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 4
- 239000011777 magnesium Substances 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 229910052709 silver Inorganic materials 0.000 description 4
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- 238000012360 testing method Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- KAESVJOAVNADME-UHFFFAOYSA-N 1H-pyrrole Natural products C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 3
- 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 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
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- LISFMEBWQUVKPJ-UHFFFAOYSA-N quinolin-2-ol Chemical compound C1=CC=C2NC(=O)C=CC2=C1 LISFMEBWQUVKPJ-UHFFFAOYSA-N 0.000 description 3
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- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
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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
- H10K85/321—Metal complexes comprising a group IIIA element, e.g. Tris (8-hydroxyquinoline) gallium [Gaq3]
-
- 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
- H10K2101/00—Properties of the organic materials covered by group H10K85/00
- H10K2101/90—Multiple hosts in the emissive layer
-
- 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
-
- 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
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
-
- 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
- H10K85/60—Organic compounds having low molecular weight
- H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
-
- 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
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
-
- 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
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Inorganic Chemistry (AREA)
- Organic Chemistry (AREA)
- Electroluminescent Light Sources (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/768,327 US7329466B2 (en) | 2004-01-30 | 2004-01-30 | Organic element for electroluminescent devices |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| TW200538531A true TW200538531A (en) | 2005-12-01 |
Family
ID=34807848
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093141796A TW200538531A (en) | 2004-01-30 | 2004-12-31 | Organic element for electroluminescent devices |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US7329466B2 (enExample) |
| JP (1) | JP5209208B2 (enExample) |
| KR (2) | KR101200863B1 (enExample) |
| TW (1) | TW200538531A (enExample) |
| WO (1) | WO2005076385A1 (enExample) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7300709B2 (en) * | 2004-03-31 | 2007-11-27 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US9666826B2 (en) * | 2005-11-30 | 2017-05-30 | Global Oled Technology Llc | Electroluminescent device including an anthracene derivative |
| US20070207345A1 (en) * | 2006-03-01 | 2007-09-06 | Eastman Kodak Company | Electroluminescent device including gallium complexes |
| US20100231125A1 (en) * | 2009-03-12 | 2010-09-16 | Sheng Li | Organic light emitting device to emit in near infrared |
| US8206842B2 (en) * | 2009-04-06 | 2012-06-26 | Global Oled Technology Llc | Organic element for electroluminescent devices |
| JP2013201153A (ja) * | 2010-06-08 | 2013-10-03 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
| US8715529B1 (en) | 2012-01-23 | 2014-05-06 | Arrowhead Center, Inc. | Synthesis and applications of triazaborolopyridinium compounds and substituted triazaborolopyridinium compounds and methods of use |
| KR20150131807A (ko) * | 2014-05-16 | 2015-11-25 | 에스케이케미칼주식회사 | 피로메텐 붕소 착화합물을 포함하는 염료 |
| KR20150131825A (ko) * | 2014-05-16 | 2015-11-25 | 에스케이케미칼주식회사 | 피로메텐 붕소 착화합물을 포함하는 염료 |
| EP3621970B1 (en) * | 2017-05-11 | 2021-01-13 | Merck Patent GmbH | Organoboron complexes for organic electroluminescent devices |
| JP6903169B2 (ja) | 2017-06-08 | 2021-07-14 | 日東電工株式会社 | ディスプレイデバイスで使用するためのｂｏｄｉｐｙ化合物 |
| KR102139423B1 (ko) | 2017-12-26 | 2020-07-29 | 주식회사 엘지화학 | 화합물 및 이를 포함하는 유기 발광 소자 |
| US12029055B2 (en) | 2018-01-30 | 2024-07-02 | The University Of Southern California | OLED with hybrid emissive layer |
| US11780829B2 (en) * | 2019-01-30 | 2023-10-10 | The University Of Southern California | Organic electroluminescent materials and devices |
| US11812624B2 (en) * | 2019-01-30 | 2023-11-07 | The University Of Southern California | Organic electroluminescent materials and devices |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5683823A (en) * | 1996-01-26 | 1997-11-04 | Eastman Kodak Company | White light-emitting organic electroluminescent devices |
| JPH09289081A (ja) | 1996-04-23 | 1997-11-04 | Mitsubishi Chem Corp | 有機電界発光素子 |
| JP3853038B2 (ja) | 1997-09-24 | 2006-12-06 | 三井化学株式会社 | 有機電界発光素子 |
| JP3389888B2 (ja) | 1998-11-09 | 2003-03-24 | 東レ株式会社 | 発光素子 |
| US6824893B2 (en) * | 2002-02-28 | 2004-11-30 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US6661023B2 (en) | 2002-02-28 | 2003-12-09 | Eastman Kodak Company | Organic element for electroluminescent devices |
| TWI314947B (en) * | 2002-04-24 | 2009-09-21 | Eastman Kodak Compan | Organic light emitting diode devices with improved operational stability |
| US20040058193A1 (en) * | 2002-09-16 | 2004-03-25 | Eastman Kodak Company | White organic light-emitting devices with improved performance |
| TWI282650B (en) | 2002-10-11 | 2007-06-11 | Eastman Kodak Co | Organic vertical cavity lasing devices having organic active region |
| US6885026B1 (en) * | 2004-01-30 | 2005-04-26 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US7074503B2 (en) * | 2004-01-30 | 2006-07-11 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US7208233B2 (en) * | 2004-03-16 | 2007-04-24 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US7326371B2 (en) * | 2004-03-25 | 2008-02-05 | Eastman Kodak Company | Electroluminescent device with anthracene derivative host |
| US7300709B2 (en) * | 2004-03-31 | 2007-11-27 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US7147938B2 (en) * | 2004-06-30 | 2006-12-12 | Eastman Kodak Company | Organic element for electroluminescent devices |
| US20060019116A1 (en) * | 2004-07-22 | 2006-01-26 | Eastman Kodak Company | White electroluminescent device with anthracene derivative host |
-
2004
- 2004-01-30 US US10/768,327 patent/US7329466B2/en not_active Expired - Lifetime
- 2004-12-31 TW TW093141796A patent/TW200538531A/zh unknown
-
2005
- 2005-01-18 JP JP2006551408A patent/JP5209208B2/ja not_active Expired - Lifetime
- 2005-01-18 WO PCT/US2005/002344 patent/WO2005076385A1/en not_active Ceased
- 2005-01-18 KR KR1020117029518A patent/KR101200863B1/ko not_active Expired - Lifetime
-
2006
- 2006-07-28 KR KR1020067015410A patent/KR101212582B1/ko not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005076385A1 (en) | 2005-08-18 |
| US20060210829A9 (en) | 2006-09-21 |
| US7329466B2 (en) | 2008-02-12 |
| JP5209208B2 (ja) | 2013-06-12 |
| KR101212582B1 (ko) | 2012-12-14 |
| JP2007524238A (ja) | 2007-08-23 |
| US20050170204A1 (en) | 2005-08-04 |
| KR20060133566A (ko) | 2006-12-26 |
| KR101200863B1 (ko) | 2012-11-13 |
| KR20120007552A (ko) | 2012-01-20 |
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