JP4588637B2 - 共役分子、電界発光素子、及び電子機器 - Google Patents
共役分子、電界発光素子、及び電子機器 Download PDFInfo
- Publication number
- JP4588637B2 JP4588637B2 JP2005510975A JP2005510975A JP4588637B2 JP 4588637 B2 JP4588637 B2 JP 4588637B2 JP 2005510975 A JP2005510975 A JP 2005510975A JP 2005510975 A JP2005510975 A JP 2005510975A JP 4588637 B2 JP4588637 B2 JP 4588637B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- chemical formula
- formula
- light emitting
- layer
- 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 - Fee Related
Links
- 0 *Oc1c[s]c(-c(cc2)ccc2-c([s]cc2O*)c2O*)c1O* Chemical compound *Oc1c[s]c(-c(cc2)ccc2-c([s]cc2O*)c2O*)c1O* 0.000 description 3
- GCVBEYHMKSATBG-UHFFFAOYSA-N C1Oc2c(-c3ccccc3)[s]c(-c(cc3)ccc3-c(cc3)ccc3-c3c4OCCOc4c(-c4ccccc4)[s]3)c2OC1 Chemical compound C1Oc2c(-c3ccccc3)[s]c(-c(cc3)ccc3-c(cc3)ccc3-c3c4OCCOc4c(-c4ccccc4)[s]3)c2OC1 GCVBEYHMKSATBG-UHFFFAOYSA-N 0.000 description 1
- VXRUAPLNAQFWMI-UHFFFAOYSA-N C1Oc2c(-c3ccccc3)[s]c(-c(cc3)ccc3-c3c4OCCOc4c(-c4ccccc4)[s]3)c2OC1 Chemical compound C1Oc2c(-c3ccccc3)[s]c(-c(cc3)ccc3-c3c4OCCOc4c(-c4ccccc4)[s]3)c2OC1 VXRUAPLNAQFWMI-UHFFFAOYSA-N 0.000 description 1
Images
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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D333/30—Hetero atoms other than halogen
- C07D333/32—Oxygen atoms
-
- 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
-
- 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
- C09K2211/1088—Heterocyclic compounds characterised by ligands containing oxygen as the only 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
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1092—Heterocyclic compounds characterised by ligands containing sulfur as the only heteroatom
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Electroluminescent Light Sources (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Description
S. Tokito, et al., J. Phys. D 1996,29,2750−2753 黒坂剛孝ら、信学技報、1998,98,63−68 Y. Shirota, et al., Appl. Phys. Lett. 1994,65,807−809
本実施の形態では、本発明を実施するに適した化合物の構造を示す。一般式[化5]で示される化合物において、XならびにZは同一、あるいは異なっていても良く、硫黄原子、酸素原子、もしくはアルキル基あるいはアリール基を有する窒素原子、あるいは珪素原子である。ここで窒素、あるいは珪素原子上のアルキル基とは、炭素数1から4までの脂肪族炭化水素基(メチル基、エチル基、プロピル基、イソプロピル基、sec−ブチル基、tert−ブチル基など)、あるいは炭素数4から6までの脂環式炭化水素基(シクロブチル基、シクロペンチル基、シクロヘキシル基など)を指す。窒素、あるいは珪素原子上のアリール基とは、フェニル基、ナフチル基、アントラニル基、ピレニル基などの芳香族基であり、これらの芳香族基は水素原子が炭化水素基やアルコキシ基などによって置換されていても良い。
本実施の形態では、上記一般式[化5]から[化8]で示される化合物を用いた電界発光素子の基本構造を、図1を用いて説明する。なお、本発明の実施で示す素子構造は、陰極と陽極間に正孔注入層、正孔輸送層、発光層、電子輸送層を設けたものであるが、本発明はこれに限定するものではなく、種々の電界発光素子構造、例えば、陽極/正孔注入層/発光層/電子輸送層/陰極、陽極/正孔注入層/正孔輸送層/発光層/電子輸送層/電子注入層/陰極、陽極/正孔注入層/正孔輸送層/発光層/正孔ブロッキング層/電子輸送層/陰極、陽極/正孔注入層/正孔輸送層/発光層/正孔ブロッキング層/電子輸送層/電子注入層/陰極等の構造でも構わない。これらの電界発光素子において、正孔注入層、正孔輸送層、または発光層に前記化合物を用いることができる。
本実施の形態では、あらかじめTFTが搭載された基板上に作製する電界発光素子について図2を用いて説明する。
本実施の形態では、あらかじめTFTが搭載された基板上に作製する電界発光素子の一例を、図3を用いて説明する。
本実施の形態では、本発明で提唱する材料、すなわち一般式[化5]から[化8]に示す材料を用いる電界発光素子において、蛍光材料(以下、ドーパントともいう)をドープすることによって白色の発光を得るために使用する素子の基本構造を示す。なおこの素子構造は、実施の形態2および3で示したような、あらかじめTFTが搭載された基板上に適用することも可能である。
本発明を実施して得た発光素子を表示部に組み込むことによって電子機器を作製することができる。電子機器としては、ビデオカメラ、デジタルカメラ、ゴーグル型ディスプレイ(ヘッドマウントディスプレイ)、ナビゲーションシステム、音響再生装置(カーオーディオ、オーディオコンポ等)、ノート型パーソナルコンピュータ、ゲーム機器、携帯情報端末(モバイルコンピュータ、携帯電話、携帯型ゲーム機または電子書籍等)、記録媒体を備えた画像再生装置(具体的にはDigital Versatile Disc(DVD)等の記録媒体を再生し、その画像を表示しうるディスプレイを備えた装置)などが挙げられる。それらの電子機器の具体例を図5に示す。
Claims (9)
- 請求項1乃至6のいずれか一において、25℃、1気圧におけるクロロホルムへの溶解度が1wt%以上20wt%以下であることを特徴とする共役分子。
- 請求項1乃至7のいずれか一に記載の共役分子を正孔注入層、正孔輸送層、または発光層に用いることを特徴とする電界発光素子。
- 請求項8に記載の電界発光素子を有することを特徴とする電子機器。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2003070806 | 2003-03-14 | ||
JP2003070780 | 2003-03-14 | ||
JP2003070806 | 2003-03-14 | ||
JP2003070780 | 2003-03-14 | ||
PCT/JP2004/003101 WO2005002288A1 (ja) | 2003-03-14 | 2004-03-10 | 共役分子及びそれを用いた電界発光素子、並びに電界発光素子を用いた電子機器 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPWO2005002288A1 JPWO2005002288A1 (ja) | 2006-08-10 |
JP4588637B2 true JP4588637B2 (ja) | 2010-12-01 |
Family
ID=33518553
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2005510975A Expired - Fee Related JP4588637B2 (ja) | 2003-03-14 | 2004-03-10 | 共役分子、電界発光素子、及び電子機器 |
Country Status (4)
Country | Link |
---|---|
US (1) | US7192535B2 (ja) |
EP (1) | EP1605733A4 (ja) |
JP (1) | JP4588637B2 (ja) |
WO (1) | WO2005002288A1 (ja) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR100543003B1 (ko) * | 2003-09-15 | 2006-01-20 | 삼성에스디아이 주식회사 | 풀칼라 유기 전계 발광 소자 및 그의 제조 방법 |
KR20050050487A (ko) * | 2003-11-25 | 2005-05-31 | 삼성에스디아이 주식회사 | 풀칼라 유기 전계 발광 소자 |
KR100659530B1 (ko) * | 2003-11-26 | 2006-12-19 | 삼성에스디아이 주식회사 | 풀칼라 유기전계발광소자 |
JP2005243549A (ja) * | 2004-02-27 | 2005-09-08 | Sony Corp | 表示素子および表示装置並びに撮像装置 |
WO2006059665A1 (en) * | 2004-11-30 | 2006-06-08 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting element and electronic device using the same |
JP2008112904A (ja) * | 2006-10-31 | 2008-05-15 | Idemitsu Kosan Co Ltd | 有機エレクトロルミネッセンス素子 |
KR100858824B1 (ko) * | 2007-05-31 | 2008-09-17 | 삼성에스디아이 주식회사 | 유기 발광 소자 및 이의 제조 방법 |
EP2214222A4 (en) * | 2007-11-13 | 2013-01-02 | Japan Adv Inst Science & Tech | ORGANIC ELECTROLUMINESCENT ELEMENT |
JP5278686B2 (ja) * | 2008-09-29 | 2013-09-04 | 凸版印刷株式会社 | 有機elディスプレイパネルおよびその製造方法 |
EP2350042B1 (en) * | 2008-10-17 | 2015-07-29 | Cpl Bcx Pharma Ab | Novel thiophene compounds for use in theraphy |
TWI396687B (zh) * | 2009-03-23 | 2013-05-21 | Eternal Chemical Co Ltd | 噻吩衍生物及其應用 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1092576A (ja) * | 1989-04-20 | 1998-04-10 | Cambridge Display Technol Ltd | 電界発光素子およびその製造方法 |
JP2000098919A (ja) * | 1998-07-24 | 2000-04-07 | Seiko Epson Corp | 表示装置 |
WO2001057140A1 (en) * | 2000-02-04 | 2001-08-09 | Massachusetts Institute Of Technology | Insulated nanoscopic pathways, compositions and devices of the same |
US6291621B1 (en) * | 1999-02-23 | 2001-09-18 | The United States Of America As Represented By The Secretary Of The Air Force | Bithienylnaphthalene-based monomers and polymers |
US6359149B1 (en) * | 1999-02-23 | 2002-03-19 | The United States Of America As Represented By The Secretary Of The Air Force | Bithienylnaphthalene- and bis(3,4-ethylenedioxythienyl)naphthalene-based monomers and polymers |
Family Cites Families (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4720432A (en) | 1987-02-11 | 1988-01-19 | Eastman Kodak Company | Electroluminescent device with organic luminescent medium |
US6320200B1 (en) * | 1992-06-01 | 2001-11-20 | Yale University | Sub-nanoscale electronic devices and processes |
US6878801B2 (en) * | 1999-03-11 | 2005-04-12 | Japan Science And Technology | Optically active polythiophenes |
US6890715B1 (en) * | 1999-08-18 | 2005-05-10 | The California Institute Of Technology | Sensors of conducting and insulating composites |
US6359150B1 (en) * | 1999-08-31 | 2002-03-19 | Kyocera Corporation | Photochromic compound and optical function device using the same |
DE10002424A1 (de) * | 2000-01-20 | 2001-07-26 | Siemens Ag | Di(het)arylaminothiophen-Derivate |
KR100843819B1 (ko) * | 2000-03-29 | 2008-07-03 | 이데미쓰 고산 가부시키가이샤 | 안트라센 유도체 및 이를 사용한 유기 전기발광 소자 |
US6414164B1 (en) * | 2000-07-12 | 2002-07-02 | International Business Machines Corporation | Synthesis of soluble derivatives of sexithiophene and their use as the semiconducting channels in thin-film filed-effect transistors |
WO2002008215A1 (en) * | 2000-07-24 | 2002-01-31 | University Of Washington | Hyperpolarizable organic chromophores |
WO2002014305A2 (en) * | 2000-08-17 | 2002-02-21 | Lumera Corporation | Design and synthesis of advanced nlo materials for electro-optic applications |
JP4025920B2 (ja) * | 2001-03-05 | 2007-12-26 | 入江 正浩 | フォトクロミック材料 |
ATE409714T1 (de) * | 2001-07-25 | 2008-10-15 | Merck Patent Gmbh | Mono-, oligo and poly-3-(1,1- difluoroalkyl)thiophene und ihre verwendung als ladungstransportmaterial |
JP3963693B2 (ja) * | 2001-10-15 | 2007-08-22 | 富士通株式会社 | 導電性有機化合物及び電子素子 |
WO2003101955A2 (en) * | 2002-03-20 | 2003-12-11 | Massachusetts Institute Of Technology | Molecular actuators, and methods of use thereof |
DE10257539A1 (de) * | 2002-12-10 | 2004-07-01 | H.C. Starck Gmbh | Verfahren zur Herstellung von 2,2'-Di(3,4-ethylendioxythiophen)en |
EP1611207B1 (en) * | 2003-04-10 | 2016-02-03 | Basf Se | Fluorescent diketopyrrolopyrroles |
DE10357571A1 (de) * | 2003-12-10 | 2005-07-28 | H.C. Starck Gmbh | Multifunktionelle 3,4-Alkylendioxythiophen-Derivate und diese enthaltende elektrisch leitfähige Polymere |
-
2004
- 2004-03-10 EP EP04719122A patent/EP1605733A4/en not_active Withdrawn
- 2004-03-10 JP JP2005510975A patent/JP4588637B2/ja not_active Expired - Fee Related
- 2004-03-10 WO PCT/JP2004/003101 patent/WO2005002288A1/ja active Application Filing
- 2004-03-12 US US10/798,410 patent/US7192535B2/en not_active Expired - Fee Related
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH1092576A (ja) * | 1989-04-20 | 1998-04-10 | Cambridge Display Technol Ltd | 電界発光素子およびその製造方法 |
JP2000098919A (ja) * | 1998-07-24 | 2000-04-07 | Seiko Epson Corp | 表示装置 |
US6291621B1 (en) * | 1999-02-23 | 2001-09-18 | The United States Of America As Represented By The Secretary Of The Air Force | Bithienylnaphthalene-based monomers and polymers |
US6359149B1 (en) * | 1999-02-23 | 2002-03-19 | The United States Of America As Represented By The Secretary Of The Air Force | Bithienylnaphthalene- and bis(3,4-ethylenedioxythienyl)naphthalene-based monomers and polymers |
WO2001057140A1 (en) * | 2000-02-04 | 2001-08-09 | Massachusetts Institute Of Technology | Insulated nanoscopic pathways, compositions and devices of the same |
Also Published As
Publication number | Publication date |
---|---|
US7192535B2 (en) | 2007-03-20 |
WO2005002288A1 (ja) | 2005-01-06 |
US20040258954A1 (en) | 2004-12-23 |
EP1605733A4 (en) | 2009-08-05 |
EP1605733A1 (en) | 2005-12-14 |
JPWO2005002288A1 (ja) | 2006-08-10 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP3816969B2 (ja) | 有機el素子 | |
JP4770033B2 (ja) | 有機エレクトロルミネッセンス素子 | |
JP4623223B2 (ja) | 有機el素子 | |
JP3712760B2 (ja) | 有機el素子 | |
JP3508984B2 (ja) | 有機化合物及び該有機化合物を用いた発光素子 | |
JP3838816B2 (ja) | 有機el素子用化合物および有機el素子 | |
JP4286898B2 (ja) | 有機el素子 | |
JP3965063B2 (ja) | 有機エレクトロルミネッセンス素子 | |
JP4364130B2 (ja) | 有機el素子 | |
JP5773638B2 (ja) | 縮合多環化合物及びこれを用いた有機発光素子 | |
KR101215866B1 (ko) | 발광 소자 및 그를 사용하는 전자 장치 | |
CN102245545B (zh) | 有机化合物 | |
JP4401665B2 (ja) | 電界発光素子 | |
JP4588637B2 (ja) | 共役分子、電界発光素子、及び電子機器 | |
JP2003026616A (ja) | 有機el素子用化合物、有機el素子 | |
JP3642606B2 (ja) | 有機el素子 | |
JP3871396B2 (ja) | 有機el素子 | |
JP3970495B2 (ja) | 有機el素子 | |
JPH10219242A (ja) | 有機el素子用化合物および有機el素子 | |
JP3999781B2 (ja) | 有機el素子 | |
JP4190542B2 (ja) | フェニルアントラセン誘導体 | |
JP4267670B2 (ja) | 有機el素子の製造方法 | |
JP4200152B2 (ja) | 有機el素子 | |
JP4109292B2 (ja) | 有機el素子用化合物 | |
JP5171734B2 (ja) | 電界発光素子および発光装置 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20070307 |
|
A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20070307 |
|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20100525 |
|
A521 | Written amendment |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100720 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20100907 |
|
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20100908 |
|
R150 | Certificate of patent or registration of utility model |
Ref document number: 4588637 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R150 Free format text: JAPANESE INTERMEDIATE CODE: R150 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130917 Year of fee payment: 3 |
|
FPAY | Renewal fee payment (event date is renewal date of database) |
Free format text: PAYMENT UNTIL: 20130917 Year of fee payment: 3 |
|
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 |
|
LAPS | Cancellation because of no payment of annual fees |