EP0946995A2 - Elektrolumineszenzvorrichtung aus organischem material - Google Patents
Elektrolumineszenzvorrichtung aus organischem materialInfo
- Publication number
- EP0946995A2 EP0946995A2 EP97950052A EP97950052A EP0946995A2 EP 0946995 A2 EP0946995 A2 EP 0946995A2 EP 97950052 A EP97950052 A EP 97950052A EP 97950052 A EP97950052 A EP 97950052A EP 0946995 A2 EP0946995 A2 EP 0946995A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- electroluminescent device
- max
- organic
- materials
- organic layers
- 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.)
- Withdrawn
Links
Classifications
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
-
- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K99/00—Subject matter not provided for in other groups of this subclass
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/14—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of the electroluminescent material, or by the simultaneous addition of the electroluminescent material in or onto the light source
-
- H—ELECTRICITY
- H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
- H05B—ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H05B33/00—Electroluminescent light sources
- H05B33/12—Light sources with substantially two-dimensional radiating surfaces
- H05B33/22—Light sources with substantially two-dimensional radiating surfaces characterised by the chemical or physical composition or the arrangement of auxiliary dielectric or reflective layers
-
- 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
Definitions
- the task was therefore to develop EL devices with an improved property profile. Particular attention should be paid to improving long-term stability under operating conditions, i.e. especially the presence of daylight.
- the emission band can be shifted to lower energy, ie to longer wavelengths, by excimer formation in the solid (see, for example, BJ Huber et al., Acta Polymer., 1994, 45, 244).
- the main disadvantage of this method is the low efficiency; Excimer luminescence takes place in the generally only with low quantum yields.
- Another method is to provide a special geometrical arrangement in the device with the aid of half mirrors (so-called “microresonators”), which causes reinforcement of individual segments of the total emission band while suppressing the other emission areas.
- the color of the electroluminescence can be easily adjusted over wide areas, even if organic materials are used which are not or only slightly visible Absorb wavelength range.
- the device according to the invention makes it possible to eliminate a disadvantage of all substances used to date, which consists in the fact that they degrade when irradiated with light in the absorption wavelength range in the presence of air.
- a disadvantage of all substances used to date which consists in the fact that they degrade when irradiated with light in the absorption wavelength range in the presence of air.
- polymers for typically used polymers, this is described, for example, by M. Yan et al., Phys. Rev. Lett. 1,994, 73, 744 and T. Zyung et al., Appl. Phys. Lett. 1 995, 67, 3420.
- the effect is also documented for low molecular dyes, e.g. in textbooks on organic photochemistry (e.g. M. Kiessinger, J.
- Non-overlapping of the absorption and electroluminescence spectrum in the sense of the invention means that at the intersection of the normalized absorption and electroluminescence spectrum and in the entire overlap area the intensity is ⁇ 0.05, preferably ⁇ 0.02, particularly preferably ⁇ 0.01.
- Normalized means that the longest-wave absorption maximum and the electroluminescence maximum are each assigned the value 1.
- the device according to the invention thus contains a hetero-p-n transition.
- the optical band gap is preferably in the range from approximately 2.5 eV to approximately 4.0 eV.
- Suitable electron transport layers are a) oxadiazole derivatives (see, for example, Bässler et al., Adv. Mater. 1 995, 7, 551), b) cyano-substituted PPV polymers (see, for example, WO 94/29 883).
- oxadiazole derivatives see, for example, Bässler et al., Adv. Mater. 1 995, 7, 551
- cyano-substituted PPV polymers see, for example, WO 94/29 883.
- one of the two electrodes e.g. applied by physical vapor deposition, atomization, chemical deposition processes, spray pyrolysis, sol-gel processes, whereby in the case of organic electrodes typical organic coating techniques, such as spin coating, are also suitable.
- two or more organic layers are preferably applied using one of the methods mentioned below, and finally the second electrode is applied.
- metals or metallic alloys such as Ca, Sm, Yb, Mg, Al, In, Mg / Al can serve as the cathode.
- Suitable anodes are, for example, metals, such as Au, other metallically conductive substances, such as ITO, tin dioxide, or conductive polymers, such as polyaniline. At least one of the electrodes must be transparent or translucent.
- the device according to the invention can also contain further charge injection and / or charge transport layers.
- the device is expediently sealed against environmental influences, such as water and air, for example by the evaporation of a final aluminum layer over the metal cathode.
- the device according to the invention also contains means for applying an external voltage to generate the electrical field, for example by means of a battery.
- the device according to the invention contains a filter which filters out radiation in the region of the absorption of the organic materials used.
- Standard UV / Vis filters (foils) are suitable.
- Electroluminescent devices are used e.g. as self-illuminating display elements, such as control lamps, alphanumeric displays, information signs, and in optoelectronic couplers.
- the invention therefore also relates to the use of an EL device according to the invention in self-illuminating display elements or optoelectronic couplers.
- the invention furthermore relates to a method for producing an electroluminescent device in which the absorption spectrum and electroluminescent spectrum do not overlap, characterized in that a) two or more organic layers and a counterelectrode are applied to one electrode, b) materials are used for two adjacent organic layers used, which have a band gap of at least 2.5 eV, c) by combining suitable materials and layer thicknesses that interfacial luminescence occurs when a voltage is applied, d) selecting the two materials so that the maximum of the interfacial luminescence is at a wavelength ⁇ max , whose corresponding energy E max ⁇ 2.5 eV, and e) the device is optionally provided with a filter in the region of the absorption of the organic layers.
- ITO // compound 1 (layer thickness 38 nm) // compound 2 (layer thickness 45 nm) // Sm.
- Connection 1 Connection 2 The compounds were synthesized as described in EP-A-0 676 461.
- ITO // compound 1 (layer thickness 38 nm) // compound 3 (layer thickness 39 nm) // Mg-Al alloy (3/97).
- the device from Example 1 was coated with a UV / VIS absorption film, which
- the comparison device on the other hand, the efficiency was significantly reduced after 7 days.
Landscapes
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19646119A DE19646119A1 (de) | 1996-11-08 | 1996-11-08 | Elektrolumineszenzvorrichtung |
DE19646119 | 1996-11-08 | ||
PCT/EP1997/006004 WO1998021758A2 (de) | 1996-11-08 | 1997-10-30 | Elektrolumineszenzvorrichtung aus organischem material |
Publications (1)
Publication Number | Publication Date |
---|---|
EP0946995A2 true EP0946995A2 (de) | 1999-10-06 |
Family
ID=7811054
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP97950052A Withdrawn EP0946995A2 (de) | 1996-11-08 | 1997-10-30 | Elektrolumineszenzvorrichtung aus organischem material |
Country Status (6)
Country | Link |
---|---|
EP (1) | EP0946995A2 (de) |
JP (1) | JP4414490B2 (de) |
KR (1) | KR100573183B1 (de) |
CN (1) | CN1155114C (de) |
DE (1) | DE19646119A1 (de) |
WO (1) | WO1998021758A2 (de) |
Families Citing this family (67)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6444333B1 (en) | 1998-10-12 | 2002-09-03 | Fuji Photo Film Co., Ltd. | Organic luminescent device material, organic luminescent device using the same, and tetraarylmethane compound |
DE69841627D1 (de) * | 1998-12-15 | 2010-06-02 | Max Planck Inst Fuer Polymerfo | Funktionelles Material enthaltende Polyimid-Schicht, Vorrichtung die sie verwendet und Verfahren zur Herstellung dieser Vorrichtung |
JP3998903B2 (ja) | 2000-09-05 | 2007-10-31 | 出光興産株式会社 | 新規アリールアミン化合物及び有機エレクトロルミネッセンス素子 |
KR20020027106A (ko) * | 2000-10-06 | 2002-04-13 | 유승렬 | 스피로바이플로레닐기가 치환된 폴리(페닐렌비닐렌)유도체 및 이를 이용한 전기발광소자 |
JP4826027B2 (ja) * | 2001-05-23 | 2011-11-30 | 凸版印刷株式会社 | 有機エレクトロルミネッセンス表示素子の製造方法 |
JP4798138B2 (ja) * | 2001-07-25 | 2011-10-19 | 東レ株式会社 | 発光素子 |
US6723445B2 (en) * | 2001-12-31 | 2004-04-20 | Canon Kabushiki Kaisha | Organic light-emitting devices |
DE10203328A1 (de) * | 2002-01-28 | 2003-08-07 | Syntec Ges Fuer Chemie Und Tec | Neue Triarylamin-Derivate mit raumfüllenden Flügelgruppen und ihre Einsatz in elektro-fotografischen und organischen elektrolumineszenten Vorrichtungen |
JP4220305B2 (ja) * | 2003-05-22 | 2009-02-04 | 三星エスディアイ株式会社 | 有機エレクトロルミネセンス素子 |
KR100787441B1 (ko) * | 2005-12-26 | 2007-12-26 | 삼성에스디아이 주식회사 | 유기 발광 장치 |
EP2462203B1 (de) | 2009-08-04 | 2016-03-02 | Merck Patent GmbH | Elektronische vorrichtungen mit multizyklischen kohlenwasserstoffen |
WO2011032686A1 (de) | 2009-09-16 | 2011-03-24 | Merck Patent Gmbh | Formulierungen zur herstellung von elektronischen vorrichtungen |
WO2011076326A1 (en) | 2009-12-22 | 2011-06-30 | Merck Patent Gmbh | Electroluminescent functional surfactants |
EP2517275B1 (de) | 2009-12-22 | 2018-11-07 | Merck Patent GmbH | Formulierungen mit phasengetrennten funktionsmaterialien |
EP2517278B1 (de) | 2009-12-22 | 2019-07-17 | Merck Patent GmbH | Elektrolumineszenzformulierungen |
JP6246468B2 (ja) | 2010-03-11 | 2017-12-13 | メルク パテント ゲーエムベーハー | 治療および化粧品におけるファイバー |
US9373807B2 (en) | 2010-03-11 | 2016-06-21 | Merck Patent Gmbh | Radiative fibers |
US10190043B2 (en) | 2010-05-27 | 2019-01-29 | Merck Patent Gmbh | Compositions comprising quantum dots |
EP2599141B1 (de) | 2010-07-26 | 2019-12-11 | Merck Patent GmbH | Quantenpunkte und hosts |
CN106887522B (zh) | 2010-07-26 | 2018-09-18 | 默克专利有限公司 | 包含纳米晶体的器件 |
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WO2012126566A1 (en) | 2011-03-24 | 2012-09-27 | Merck Patent Gmbh | Organic ionic functional materials |
EP2707911B1 (de) | 2011-05-12 | 2017-07-05 | Merck Patent GmbH | Zusammensetzungen und elektronische geräte |
WO2012163464A1 (en) | 2011-06-01 | 2012-12-06 | Merck Patent Gmbh | Hybrid ambipolar tfts |
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DE102011117422A1 (de) | 2011-10-28 | 2013-05-02 | Merck Patent Gmbh | Hyperverzweigte Polymere, Verfahren zu deren Herstellung sowie deren Verwendung in elektronischen Vorrichtungen |
US20160163987A1 (en) | 2013-07-29 | 2016-06-09 | Merck Patent Gmbh | Electro-optical device and the use thereof |
EP3028319A1 (de) | 2013-07-29 | 2016-06-08 | Merck Patent GmbH | Elekrolumineszenzvorrichtung |
US10615343B2 (en) | 2014-09-05 | 2020-04-07 | Merck Patent Gmbh | Formulations and electronic devices |
WO2016107663A1 (de) | 2014-12-30 | 2016-07-07 | Merck Patent Gmbh | Formulierungen und elektronische vorrichtungen |
CN107431139B (zh) | 2015-03-30 | 2020-12-01 | 默克专利有限公司 | 包含硅氧烷溶剂的有机功能材料的制剂 |
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CN108368361A (zh) | 2015-12-10 | 2018-08-03 | 默克专利有限公司 | 含有包含非芳族环的酮的制剂 |
JP7051684B2 (ja) | 2015-12-15 | 2022-04-11 | メルク パテント ゲーエムベーハー | 有機電子調合物のための溶媒として芳香族基を含むエステル |
CN108431143A (zh) | 2015-12-16 | 2018-08-21 | 默克专利有限公司 | 含固体溶剂的制剂 |
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DE102016003104A1 (de) | 2016-03-15 | 2017-09-21 | Merck Patent Gmbh | Behälter umfassend eine Formulierung enthaltend mindestens einen organischen Halbleiter |
CN109153871A (zh) | 2016-06-16 | 2019-01-04 | 默克专利有限公司 | 有机功能材料的制剂 |
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TW201815998A (zh) | 2016-06-28 | 2018-05-01 | 德商麥克專利有限公司 | 有機功能材料之調配物 |
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JP7013459B2 (ja) | 2016-10-31 | 2022-01-31 | メルク パテント ゲーエムベーハー | 有機機能材料の調合物 |
CN109863223B (zh) | 2016-10-31 | 2023-06-20 | 默克专利有限公司 | 有机功能材料的制剂 |
CN110036498B (zh) | 2016-12-06 | 2023-04-18 | 默克专利有限公司 | 电子器件的制备方法 |
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JP7114596B2 (ja) | 2016-12-22 | 2022-08-08 | メルク パテント ゲーエムベーハー | 少なくとも2種の有機機能性化合物を含む混合物 |
TWI763772B (zh) | 2017-01-30 | 2022-05-11 | 德商麥克專利有限公司 | 電子裝置之有機元件的形成方法 |
TWI791481B (zh) | 2017-01-30 | 2023-02-11 | 德商麥克專利有限公司 | 形成有機電致發光(el)元件之方法 |
WO2018178136A1 (en) | 2017-03-31 | 2018-10-04 | Merck Patent Gmbh | Printing method for an organic light emitting diode (oled) |
KR102632027B1 (ko) | 2017-04-10 | 2024-01-31 | 메르크 파텐트 게엠베하 | 유기 기능성 재료의 제형 |
WO2018202603A1 (en) | 2017-05-03 | 2018-11-08 | Merck Patent Gmbh | Formulation of an organic functional material |
KR20200030573A (ko) | 2017-07-18 | 2020-03-20 | 메르크 파텐트 게엠베하 | 유기 기능성 재료의 제형 |
WO2019115573A1 (en) | 2017-12-15 | 2019-06-20 | Merck Patent Gmbh | Formulation of an organic functional material |
KR20200125660A (ko) | 2018-02-26 | 2020-11-04 | 메르크 파텐트 게엠베하 | 유기 기능성 재료의 포뮬레이션 |
JP7379389B2 (ja) | 2018-06-15 | 2023-11-14 | メルク パテント ゲーエムベーハー | 有機機能材料の調合物 |
JP2022502829A (ja) | 2018-09-24 | 2022-01-11 | メルク パテント ゲーエムベーハー | 粒状材料を製造するための方法 |
JP2022506510A (ja) | 2018-11-06 | 2022-01-17 | メルク パテント ゲーエムベーハー | 電子デバイスの有機素子を形成する方法 |
EP4139971A1 (de) | 2020-04-21 | 2023-03-01 | Merck Patent GmbH | Emulsionen mit organischen funktionellen materialien |
KR20230028465A (ko) | 2020-06-23 | 2023-02-28 | 메르크 파텐트 게엠베하 | 혼합물의 제조 방법 |
KR20230114756A (ko) | 2020-12-08 | 2023-08-01 | 메르크 파텐트 게엠베하 | 잉크 시스템 및 잉크젯 인쇄를 위한 방법 |
KR20240012506A (ko) | 2021-05-21 | 2024-01-29 | 메르크 파텐트 게엠베하 | 적어도 하나의 기능성 물질의 연속 정제 방법 및 적어도 하나의 기능성 물질의 연속 정제를 위한 디바이스 |
WO2023012084A1 (en) | 2021-08-02 | 2023-02-09 | Merck Patent Gmbh | A printing method by combining inks |
WO2023031073A1 (en) | 2021-08-31 | 2023-03-09 | Merck Patent Gmbh | Composition |
TW202349760A (zh) | 2021-10-05 | 2023-12-16 | 德商麥克專利有限公司 | 電子裝置之有機元件的形成方法 |
WO2023237458A1 (en) | 2022-06-07 | 2023-12-14 | Merck Patent Gmbh | Method of printing a functional layer of an electronic device by combining inks |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB8909011D0 (en) * | 1989-04-20 | 1989-06-07 | Friend Richard H | Electroluminescent devices |
GB8918114D0 (en) * | 1989-08-08 | 1989-09-20 | Emi Plc Thorn | Light sources |
US5151629A (en) * | 1991-08-01 | 1992-09-29 | Eastman Kodak Company | Blue emitting internal junction organic electroluminescent device (I) |
JP2815769B2 (ja) * | 1992-12-15 | 1998-10-27 | 三菱電機株式会社 | 半導体レーザの製造方法 |
AU6729194A (en) * | 1993-06-10 | 1995-01-03 | Cambridge Display Technology Limited | Polymers for optical devices |
-
1996
- 1996-11-08 DE DE19646119A patent/DE19646119A1/de not_active Withdrawn
-
1997
- 1997-10-30 CN CNB971995486A patent/CN1155114C/zh not_active Expired - Fee Related
- 1997-10-30 JP JP52210398A patent/JP4414490B2/ja not_active Expired - Fee Related
- 1997-10-30 KR KR1019997004026A patent/KR100573183B1/ko not_active IP Right Cessation
- 1997-10-30 WO PCT/EP1997/006004 patent/WO1998021758A2/de not_active Application Discontinuation
- 1997-10-30 EP EP97950052A patent/EP0946995A2/de not_active Withdrawn
Non-Patent Citations (1)
Title |
---|
See references of WO9821758A2 * |
Also Published As
Publication number | Publication date |
---|---|
KR20000053102A (ko) | 2000-08-25 |
WO1998021758A3 (de) | 1998-07-02 |
JP2001504629A (ja) | 2001-04-03 |
WO1998021758A2 (de) | 1998-05-22 |
DE19646119A1 (de) | 1998-05-14 |
JP4414490B2 (ja) | 2010-02-10 |
CN1155114C (zh) | 2004-06-23 |
CN1236486A (zh) | 1999-11-24 |
KR100573183B1 (ko) | 2006-04-24 |
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