DOCSLIB.ORG

(12) United States Patent (10) Patent No.: US 9.472,762 B2 Murer Et Al

Total Page：16

File Type：pdf, Size：1020Kb

Download full-text PDF Read full-text
(12) United States Patent (10) Patent No.: US 9.472,762 B2 Murer Et Al US009472762B2 (12) United States Patent (10) Patent No.: US 9.472,762 B2 Murer et al. (45) Date of Patent: Oct. 18, 2016 (54) IRIDIUM ORGANOMETALLIC COMPLEX (56) References Cited CONTAINING ASUBSTITUTED DIBENZOFHQUINOXALINE AND AN U.S. PATENT DOCUMENTS ELECTRONIC DEVICE HAVING AN 7,166.368 B2 1/2007 Lecloux et al. EMITTING LAYER CONTAINING THE 8,471,248 B2 6, 2013 Schmidhalter et al. IRIDIUM COMPLEX 2003. O138662 A1 7/2003 Li et al. 2004/0001970 A1 1/2004 Qiu et al. (71) Applicant: BASF SE, Ludwigshafen (DE) 2008.0160345 A1 7/2008 Inoue et al. 2009,0283757 A1 11/2009 Seo et al. (72) Inventors: Peter Murer, Oberwil (CH); Stephan 2009/03222 17 A1 12/2009 Inoue et al. Allenbach, Sisseln (CH); Gerhard 2010, 0001638 A1 1/2010 Kawakami et al. Wagenblast, Wachenheim (DE); 2010 OO60154 A1 3/2010 Nomura et al. Christian Schildknecht, Fremont, CA 2010 OO6O155 A1 3/2010 Seo et al. 2010/0076201 A1 3/2010 Suzuki et al. (US); Christian Lennartz, Schifferstadt 2010, 0096.981 A1 4/2010 Seo et al. (DE) 2010.0156957 A1 6/2010 Ogita et al. 2011 OO894.07 A1 4/2011 Schmidhalter et al. (73) Assignee: UDC Ireland Limited, Dublin (IE) 2011 0186825 A1 8/2011 Egawa et al. 2011 01985.74 A1 8/2011 Egawa et al. (*) Notice: Subject to any disclaimer, the term of this 2011/021031.6 A1 9/2011 Kadoma et al. patent is extended or adjusted under 35 2011/0215714 A1 9, 2011 Seo et al. U.S.C. 154(b) by 0 days. 2011/0284835 A1 11/2011 Osaka et al. (21) Appl. No.: 14/371,064 FOREIGN PATENT DOCUMENTS (22) PCT Fed: Jan. 9, 2013 EP 1939 208 A1 T 2008 EP 2 363 398 A1 9, 2011 (86) PCT No.: PCT/EP2013/050267 (Continued) S 371 (c)(1), (2) Date: Jul. 8, 2014 OTHER PUBLICATIONS (87) PCT Pub. No.: WO2O13A104649 International Search Report issued Mar. 7, 2013 in PCT/EP2013/ PCT Pub. Date: Jul. 18, 2013 OSO267. (Continued) (65) Prior Publication Data US 2015/OOO5497 A1 Jan. 1, 2015 Primary Examiner — Douglas M. Willis Related U.S. Application Data (74) Attorney, Agent, or Firm — Riverside Law LLP (60) Provisional application No. 61/585,676, filed on Jan. 12, 2012. (57) ABSTRACT (30) Foreign Application Priority Data Iridium organometallic complexes containing a Substituted dibenzof,hquinoxaline of formula (I) are provided. These Jan. 12, 2012 (EP) ..................................... 1215.0969 compounds are useful as orange or red emitting components of a light emitting layer in an electronic device. (51) Int. C. CO7D 24I/36 (2006.01) COIG 55/00 (2006.01) (I) HOIL 5L/00 (2006.01) C07F 15/00 (2006.01) HOIL 5L/05 (2006.01) HOIL 5/42 (2006.01) HOIL 5L/50 (2006.01) (52) U.S. C. CPC ........... HOIL 51/0035 (2013.01); C07F 15/00 M-L) (2013.01); C07F 15/0033 (2013.01); HOIL 51/0036 (2013.01); HOIL 51/0083 (2013.01); HOIL 51/05 (2013.01); HOIL 51/42 (2013.01); HOIL 51/5012 (2013.01) (58) Field of Classification Search CPC ............................. C01G 55700; C07D 241/36 USPC ............................................. 423/22:544/343 See application file for complete search history. 13 Claims, 1 Drawing Sheet US 9,472,762 B2 Page 2 (56) References Cited WO WO 2008.034758 A3 3.2008 WO WO 2008/065975 A1 6, 2008 WO WO 2009/003898 A1 1, 2009 FOREIGN PATENT DOCUMENTS WO WO 2009/OO3919 A1 1, 2009 WO WO 2009/069535 A1 6, 2009 JP 2005-298483. A 10/2005 WO WO 2009/100991 A1 8, 2009 JP 2006-241.124 A 9, 2006 WO WO 2009,157498 A1 12/2009 KR 10-2006-0036670 A 5, 2006 WO WO 2010/002850 A1 1, 2010 KR 10-2006-0079625 A T 2006 WO WO 2010/047707 A1 4/2010 WO WO O3,058667 A1 T 2003 WO WO 2010, 145991 A1 12/2010 WO WO 2005/O19373 A2 3, 2005 WO WO 2012/04571.0 A1 4/2012 WO WO 2005/049762 A1 6, 2005 WO WO 2005/113704 A3 12/2005 WO WO 2006.000544 A2 1/2006 OTHER PUBLICATIONS W. W. 2.95: A. g: Zhiwei Liu, et al, "Red phosphorescent iridium complex containing WO WO 2006,100298 A1 9, 2006 carbazole-functionalized b-Diketonate for highly efficient nondoped WO WO 2007.11597O A1 10, 2007 organic light-emitting diodes'. Advanced Functional Materials, vol. WO WO 2007.115981 A1 10, 2007 16, 2006, pp. 1441-1448. WO WO 2008/OOO727 A1 1, 2008 Jiun-Pey Duan, et al., “New iridium complexes as highly efficient WO WO 2008/031743 A1 3, 2008 orange-red emitters in organic light-emitting diodes'. Advanced WO WO 2008.034758 A2 3, 2008 Materials, vol. 15, No. 3, Feb. 5, 2003, pp. 224-228. U.S. Patent Oct. 18, 2016 US 9.472,762 B2 Fig. 1 i 550 600 650 700 750 800 Wavelength (nm) Fig. 2 i 550 600 650 700 750 800 Wavelength (nm) US 9,472,762 B2 1. 2 IRIDIUM ORGANOMETALLC COMPLEX -continued CONTAINING ASUBSTITUTED DIBENZOFHQUINOXALINE AND AN ELECTRONIC DEVICE HAVING AN EMITTING LAYER CONTAINING THE 5 IRIDIUM COMPLEX CROSS REFERENCE TO RELATED APPLICATIONS 10 This application is the National Stage of PCT/EP13/ 050267, filed Jan. 9, 2013, the disclosure of which is which can be used for the luminous element and is also incorporated herein by reference in its entirety. The parent Suitable for an organic electroluminescent element material, Application claims priority to U.S. Provisional Application 15 an electrochemiluminescent (ECL) element material, a lumi No. 61/585676 and to European Application No. nescence sensor, a photosensitizer, a display, etc., its prepa 1215.0969.9, both filed Jan. 12, 2012, the disclosures of ration method and a luminous material. which are incorporated herein by reference in their entire KR20060079625 relates to phosphorescent red-emitting ties. iridium complexes, such as, for example, BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to electroluminescent metal com 25 plexes with dibenzofhquinoxalines, a process for their preparation, electronic devices comprising the metal com plexes and their use in electronic devices, especially organic light emitting diodes (OLEDs). The metal complexes with dibenzofhquinoxalines show high emission efficiency, 30 excellent vaporizability, thermal stability, processing stabil ity, high charge carrier mobilities, low turn-on Voltage and and organic electroluminescent device comprising same. high temperature stability of the emission color. Z. Liu et al, Adv. Funct. Mat. 2006, 16, 1441, describe the 2. Description of Related Art use of the complexes 35 JP2005298483 describes an iridium complex, such as, for example, 40 45 wherein R' is t-butyl and R is 50 O. SC) N 55 - or R' is t-butyl and R is 60 QC) 65 for highly efficient non-doped organic light emitting diodes. US 9,472,762 B2 3 4 J.-P. Duanet al., Adv. Mat. 2003, 15, 224, describe the use KR20060079625 relates to iridium complexes repre of the complexes sented by the formula (1) 1. N-N 10 Ir(acac) and 15 wherein R. R. R. R. R., and Rs are independently H, a halogen atom, a carboxy group, an amino group, a cyano group, a nitro group, a C-C alkyl group, a C-Clsaryl S group, a C-Calkoxy group or a Ca-Chetero ring contain Ir(acac) ing a hetero atom such as S or N, or R and R can be fused 25 to form an aromatic ring; R and Rs are independently H, a C-C alkyl group, a C-Chaloalkyl group, a C-Clsaryl group, a C-Chetero ring, an amino group Substituted with an alkyl or aryl group, a C-Calkoxy group, a cyano group or a nitro group; and X is CH or N (claim 1), and an OLED as orange-red emitters in an OLED. 30 device containing the metal complex of formula (1). EP1939208A1 is directed to an organometallic complex KR20060036670 relates to phosphorescent iridium com having a structure represented by the general formula plexes and organic electroluminescent devices comprising the same. The following phosphorescent iridium complexes are explicitly disclosed 35 (G1) 40 Mo-Lo. 45 50 wherein Ar represents an aryl group having 6 to 25 carbon atoms; A represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms; 55 A to Aeach represent any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, and a halogen group; Mo represents a metal of Group 9 elements and Group 10 elements; 60 Lo represents a monoanionic ligand; and u is 2 when the metal is a Group 9 element, and u is 1 when the metal is a Group 10 element. WO2009069535 relates to a light-emitting element com prising a light-emitting layer between a first electrode and a 65 second electrode, wherein the light-emitting layer comprises a first organic compound having a hole-transporting prop erty, a second organic compound having an electron-trans US 9,472,762 B2 5 6 porting property, and an organometallic complex, wherein a -continued ligand of the organometallic complex has a dibenzofh (II) quinoxaline skeleton, especially a 2-aryldibenzofhqui noxaline derivative, and wherein a central metal of the organometallic complex is a Group 9 or Group 10 element. WO2009157498 relates to metal complexes of the for mula M-L) 10 R11 15 and their use in OLEDS. Among others compounds of formula 25 30 wherein R' to R' represent any of hydrogen, an alkyl group 35 having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms; M represents a central metal selected from a Group 9 or Group 10 elements; 40 are preferred.
Load more

Recommended publications
  • 61Ni Synchrotron-Radiation-Based Mössbauer Absorption
    Hyperfine Interact (2018) 239:11 https://doi.org/10.1007/s10751-018-1488-0 61Ni synchrotron-radiation-based Mossbauer¨ absorption spectroscopy of Ni nanoparticle composites Ryo Masuda1 · Hirokazu Kobayashi2,3 · Yoshimasa Aoyama2 · Makina Saito1 · Shinji Kitao1 · Hiroki Ishibashi1 · Shuichi Hosokawa1 · Takaya Mitsui4 · Yoshitaka Yoda5 · Hiroshi Kitagawa2 · Makoto Seto1,4 © Springer International Publishing AG, part of Springer Nature 2018 Abstract We obtained energy-domain 61Ni synchrotron-radiation-based Mossbauer¨ absorption spectra of three materials that relate to nanoparticles: Ni2(C8O6H2) metal- organic frameworks (MOFs), Ni nanoparticles synthesized by complete heat decomposition of the MOFs, and the composites of Ni nanoparticles and the MOFs synthesized by par- tial decomposition of the MOFs. The 61Ni abundance of all the samples was not enriched but we were successfully able to obtain their spectra in 1 day or less, by using a highly efficient measurement system where the internal conversion electrons from energy standard 61 Ni86V14 foil were detected. Although both nanoparticle constituent and MOF constituent in the composites included Ni atoms, the Mossbauer¨ parameters of the Ni nanoparticle con- stituent could be evaluated; the magnetic hyperfine field of the Ni nanoparticle constituent in the composites was different from that of the Ni nanoparticles obtained by the complete heat decomposition. This difference implied that the 3d and/or 4s electron configuration of the nanoparticle constituent were affected by the MOF constituent
    [Show full text]
  • And Tipt-Based High-Temperature Shape Memory Alloys: a Review on Recent Advances
    metals Review TiPd- and TiPt-Based High-Temperature Shape Memory Alloys: A Review on Recent Advances Yoko Yamabe-Mitarai 1,2 1 Department of Advanced Materials Science, Graduate School of Frontier Sciences, The University of Tokyo, 5-1-5 Kashiwanoha, Kashiwa-shi, Chiba 277-8561, Japan; [email protected] 2 National Institute for Materials Science, 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047, Japan Received: 30 September 2020; Accepted: 12 November 2020; Published: 18 November 2020 Abstract: In this paper high-temperature shape memory alloys based on TiPd and TiPt are reviewed. The effect of the alloying elements in ternary TiPd and TiPt alloys on phase transformation and strain recovery is also discussed. Generally, the addition of alloying elements decreases the martensitic transformation temperature and improves the strength of the martensite and austenite phases. Additionally, it also decreases irrecoverable strain, but without perfect recovery due to plastic deformation. With the aim to improve the strength of high-temperature shape memory alloys, multi-component alloys, including medium- and high-entropy alloys, have been investigated and proposed as new structural materials. Notably, it was discovered that the martensitic transformation temperature could be controlled through a combination of the constituent elements and alloys with high austenite finish temperatures above 500 ◦C. The irrecoverable strain decreased in the multi-component alloys compared with the ternary alloys. The repeated thermal cyclic test was effective toward obtaining perfect strain recoveries in multi-component alloys, which could be good candidates for high-temperature shape memory alloys. Keywords: high-temperature shape memory alloys; titanium palladium; titanium platinum; multi-component alloys; medium-entropy alloys; high-entropy alloys 1.
    [Show full text]
  • Zerohack Zer0pwn Youranonnews Yevgeniy Anikin Yes Men
    Zerohack Zer0Pwn YourAnonNews Yevgeniy Anikin Yes Men YamaTough Xtreme x-Leader xenu xen0nymous www.oem.com.mx www.nytimes.com/pages/world/asia/index.html www.informador.com.mx www.futuregov.asia www.cronica.com.mx www.asiapacificsecuritymagazine.com Worm Wolfy Withdrawal* WillyFoReal Wikileaks IRC 88.80.16.13/9999 IRC Channel WikiLeaks WiiSpellWhy whitekidney Wells Fargo weed WallRoad w0rmware Vulnerability Vladislav Khorokhorin Visa Inc. Virus Virgin Islands "Viewpointe Archive Services, LLC" Versability Verizon Venezuela Vegas Vatican City USB US Trust US Bankcorp Uruguay Uran0n unusedcrayon United Kingdom UnicormCr3w unfittoprint unelected.org UndisclosedAnon Ukraine UGNazi ua_musti_1905 U.S. Bankcorp TYLER Turkey trosec113 Trojan Horse Trojan Trivette TriCk Tribalzer0 Transnistria transaction Traitor traffic court Tradecraft Trade Secrets "Total System Services, Inc." Topiary Top Secret Tom Stracener TibitXimer Thumb Drive Thomson Reuters TheWikiBoat thepeoplescause the_infecti0n The Unknowns The UnderTaker The Syrian electronic army The Jokerhack Thailand ThaCosmo th3j35t3r testeux1 TEST Telecomix TehWongZ Teddy Bigglesworth TeaMp0isoN TeamHav0k Team Ghost Shell Team Digi7al tdl4 taxes TARP tango down Tampa Tammy Shapiro Taiwan Tabu T0x1c t0wN T.A.R.P. Syrian Electronic Army syndiv Symantec Corporation Switzerland Swingers Club SWIFT Sweden Swan SwaggSec Swagg Security "SunGard Data Systems, Inc." Stuxnet Stringer Streamroller Stole* Sterlok SteelAnne st0rm SQLi Spyware Spying Spydevilz Spy Camera Sposed Spook Spoofing Splendide
    [Show full text]
  • Q3D(R1) Elemental Impurities
    Q3D(R1) Elemental Impurities Guidance for Industry U. S. Department of Health and Human Services Food and Drug Administration Center for Drug Evaluation and Research (CDER) Center for Biologics Evaluation and Research (CBER) March 2020 ICH Revision 1 Q3D(R1) Elemental Impurities Guidance for Industry Additional copies are available from: Office of Communications, Division of Drug Information Center for Drug Evaluation and Research Food and Drug Administration 10001 New Hampshire Ave., Hillandale Bldg., 4th Floor Silver Spring, MD 20993-0002 Phone: 855-543-3784 or 301-796-3400; Fax: 301-431-6353 Email: [email protected] https://www.fda.gov/drugs/guidance-compliance-regulatory-information/guidances-drugs and/or Office of Communication, Outreach and Development Center for Biologics Evaluation and Research Food and Drug Administration 10903 New Hampshire Ave., Bldg. 71, Room 3128 Silver Spring, MD 20993-0002 Phone: 800-835-4709 or 240-402-8010 Email : [email protected] https://www.fda.gov/vaccines-blood-biologics/guidance-compliance-regulatory-information-biologics/biologics-guidances U.S. Department of Health and Human Services Food and Drug Administration Center for Drug Evaluation and Research (CDER) Center for Biologics Evaluation and Research (CBER) March 2020 ICH Revision 1 Contains Nonbinding Recommendations TABLE OF CONTENTS I. INTRODUCTION (1) ....................................................................................................... 1 II. SCOPE (2).........................................................................................................................
    [Show full text]
  • Silanes As Ligands in Transition Metal Coordination Chemistry
    inorganics Article (2-Pyridyloxy)silanes as Ligands in Transition Metal Coordination Chemistry Lisa Ehrlich 1, Robert Gericke 1 , Erica Brendler 2 and Jörg Wagler 1,* 1 Institut für Anorganische Chemie, TU Bergakademie Freiberg, D-09596 Freiberg, Germany; [email protected] (L.E.); [email protected] (R.G.) 2 Institut für Analytische Chemie, TU Bergakademie Freiberg, D-09596 Freiberg, Germany; [email protected] * Correspondence: [email protected]; Tel.: +49-3731-39-4343 Received: 29 September 2018; Accepted: 26 October 2018; Published: 31 October 2018 Abstract: Proceeding our initial studies of compounds with formally dative TM!Si bonds (TM = Ni, Pd, Pt), which feature a paddlewheel arrangement of four (N,S) or (N,N) bridging ligands around the TM–Si axis, the current study shows that the (N,O)-bidentate ligand 2-pyridyloxy (pyO) is also capable of bridging systems with TM!Si bonds (shown for TM = Pd, Cu). Reactions of MeSi(pyO)3 with [PdCl2(NCMe)2] and CuCl afforded the compounds MeSi(µ-pyO)4PdCl (1) and MeSi(µ-pyO)3CuCl (2), respectively. In the latter case, some crystals of the Cu(II) compound MeSi(µ-pyO)4CuCl (3) were obtained as a byproduct. Analogous reactions of Si(pyO)4, in the presence of HpyO, with [PdCl2(NCMe)2] and CuCl2, afforded the compounds [(HpyO)Si(µ-pyO)4PdCl]Cl (4), (HpyO)2Si[(µ-pyO)2PdCl2]2 (5), and (HpyO)2Si[(µ-pyO)2CuCl2]2 (6), respectively. Compounds 1–6 and the starting silanes MeSi(pyO)3 and Si(pyO)4 were characterized by single-crystal X-ray diffraction analyses and, with exception of the paramagnetic compounds 3 and 6, with NMR spectroscopy.
    [Show full text]
  • (12) Patent Application Publication (10) Pub. No.: US 2011/0313220 A1 Mamedov Et Al
    US 2011 0313220A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2011/0313220 A1 MamedOV et al. (43) Pub. Date: Dec. 22, 2011 (54) SELECTIVE CATALYTIC HYDROGENATION (30) Foreign Application Priority Data OFALKYNES TO CORRESPONDING ALKENES Dec. 18, 2008 (EP) .................................. O8021964.5 (75) Inventors: Aggadin Kh Mamedov, Sugar Publication Classification Land, TX (US); Saeed Mohammed (51) Int. Cl. Al-Wahabi, Riyadh (SA) C07C 5/05 (2006.01) BOI 2L/02 (2006.01) (73) Assignee: SAUD BASIC INDUSTRIES (52) U.S. Cl. .......... 585/274; 585/271; 502/207: 502/204 CORPORATION, Riyadh (SA) (57) ABSTRACT (21) Appl. No.: 13/140,881 The invention relates to a process for selectively hydrogenat ing an alkyne to the corresponding alkene comprising a step (22) PCT Filed: Dec. 15, 2009 of contacting a gaseous feed comprising hydrogen and 0.1 to 20 mass % of alkyne with a catalyst comprising at least one (86). PCT No.: PCT/EP2009/008962 Group 10 element on a boron-modified support. The process shows high conversion and good selectivity, and can be stably S371 (c)(1), operated also if the feed comprises more than 2 mass % of (2), (4) Date: Sep. 12, 2011 alkyne. US 2011/0313220 A1 Dec. 22, 2011 SELECTIVE CATALYTIC HYDROGENATION presence of hydrogen over a Supported catalyst that have been OFALKYNES TO CORRESPONDING surface modified with Pd and another metal from group IB, ALKENES Such as Ag, and optionally an alkaline or alkaline earth metal. Selective hydrogenation of acetylene is typically carried out CROSS REFERENCE TO RELATED on a feed containing 98% ethylene and 2% acetylene at a APPLICATIONS space velocity of 3300 h".
    [Show full text]
  • WO 2016/094843 A2 16 June 2016 (16.06.2016) P O P C T
    (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2016/094843 A2 16 June 2016 (16.06.2016) P O P C T (51) International Patent Classification: (74) Agents: BELL, Catherine, L. et al.; Exxonmobil Chemic C08F 4/02 (2006.01) al Company, Law Department, P.O. Box 2149, Baytown, TX 77522-2149 (US). (21) International Application Number: PCT/US2015/065344 (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, (22) International Filing Date: AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, 11 December 2015 ( 11.12.2015) BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, (25) Filing Language: English DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, (26) Publication Language: English KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, MG, (30) Priority Data: MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, OM, 62/091,077 12 December 2014 (12. 12.2014) US PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, SC, 62/091,071 12 December 2014 (12. 12.2014) US SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. (71) Applicant: EXXONMOBIL CHEMICAL PATENTS INC. [US/US]; 5200 Bayway Drive, Baytown, TX 77520 (84) Designated States (unless otherwise indicated, for every (US).
    [Show full text]
  • (12) United States Patent (10) Patent No.: US 8.247,086 B2 Inoue Et Al
    USOO8247086B2 (12) United States Patent (10) Patent No.: US 8.247,086 B2 Inoue et al. (45) Date of Patent: Aug. 21, 2012 (54) ORGANOMETALLIC COMPLEX AND 2009 OO15143 A1 1/2009 Inoue et al. LIGHT-EMITTING ELEMENT, 2009, O174324 A1 7, 2009 Nii et al. LIGHT-EMITTING DEVICE AND 2009, O184634 A1 7/2009 Kamatani et al. ELECTRONIC DEVICE USING THE SAME FOREIGN PATENT DOCUMENTS CN 1478.372 A 2, 2004 (75) Inventors: Hideko Inoue, Kanagawa (JP); Satoshi CN 1678617 A 10/2005 Seo, Kanagawa (JP); Nobuharu EP 1 191 612 3, 2002 EP 1 191 614 A2 3, 2002 Ohsawa, Kanagawa (JP) EP 1348711 A1 10, 2003 EP 1349 435 A1 10, 2003 (73) Assignee: Semiconductor Energy Laboratory EP 1722 602 A1 11, 2006 Co., Ltd. (JP) EP 1722 605 A1 11, 2006 EP 1881 050 A2 1, 2008 EP 1889 891 A2 2, 2008 (*) Notice: Subject to any disclaimer, the term of this JP 48-8788 A 2, 1973 patent is extended or adjusted under 35 JP 2002-105055 A 4/2002 U.S.C. 154(b) by 1183 days. JP 2002-175884. A 6, 2002 JP 2003-081988 3, 2003 JP 2005-251639 9, 2005 (21) Appl. No.: 11/607,649 JP 2005-314414 11, 2005 WO WO O2/45466 A1 6, 2002 (22) Filed: Dec. 1, 2006 WO WO 2004/O3783.6 A1 5, 2004 WO WO 2004f108857 A1 12/2004 (65) Prior Publication Data (Continued) US 2007/O129545A1 Jun. 7, 2007 OTHER PUBLICATIONS Zhang, Guo-Lin etal, Gaodeng Xuexiao Huaxue Xuebao (2004), vol. (30) Foreign Application Priority Data 25, No.
    [Show full text]
  • Inorganic Chemistry-Ii
    BSCCH- 201 B. Sc. II YEAR INORGANIC CHEMISTRY-II SCHOOL OF SCIENCES DEPARTMENT OF CHEMISTRY UTTARAKHAND OPEN UNIVERSITY BSCCH-201 INORGANIC CHEMISTRY-II SCHOOL OF SCIENCES DEPARTMENT OF CHEMISTRY UTTARAKHAND OPEN UNIVERSITY Phone No. 05946-261122, 261123 Toll free No. 18001804025 Fax No. 05946-264232, E. mail [email protected] htpp://uou.ac.in Board of Studies Prof. Govind Singh Prof. B. S. Saraswat Director, School of Sciences Professor Chemistry Uttarakhand Open University Department of Chemistry School of Sciences, IGNOU, New Delhi Prof S. P. S. Mehta Prof. D. S. Rawat Professor Chemistry Professor Chemistry Department of Chemistry Department of Chemistry DSB Campus, Kumaun University Delhi University, Delhi Nainital Dr. Charu C. Pant Programme Coordinator Department of Chemistry School of Sciences, Uttarakhand Open University Haldwani, Nainital Programme Coordinators Dr. Shalini Singh (Assistant Professor) Department of Chemistry School of Sciences, Uttarakhand Open University Haldwani, Nainital Unit Written By Unit No. 1. Dr. K. S. Dhami (Ret. Proff.) 01, 02, 03, 04 & 05 Department of Chemistry D.S.B. Campus, Kumaun University Nainital 2. Dr. Geeta Tiwari 06, 07, 08 & 09 Department of Chemistry D.S.B. Campus, Kumaun University Nainital Course Editor Prof. B.S. Saraswat Professor of Chemistry (Retd.) School of Sciences, Indira Gandhi National Open University (IGNOU), Maidan Garhi, New Delhi - 110068 Title : Inorganic Chemistry II ISBN No. : 978-93-90845-04-0 Copyright : Uttarakhand Open University Edition : 2021 Published by : Uttarakhand
    [Show full text]
  • The National Ha Ett Luciditate
    THE NATIONALUS009780386B2 HA ETT LUCIDITATE (12 ) United States Patent ( 10 ) Patent No. : US 9 ,780 , 386 B2 Kwon et al. ( 45) Date of Patent : Oct . 3 , 2017 ( 54 ) COMPOSITE FOR LITHIUM AIR BATTERY, (2013 . 01 ) ; C01P 2004/ 04 ( 2013 . 01) ; COIP METHOD OF PREPARING THE 2004 /64 ( 2013. 01 ) ; COIP 2004 /86 ( 2013 .01 ) ; COMPOSITE , AND LITHIUM AIR BATTERY COIP 2006 / 16 ( 2013 . 01 ) ; EMPLOYING POSITIVE ELECTRODE ( Continued ) INCLUDING THE COMPOSITE (58 ) Field of Classification Search @(71 ) Applicant: Samsung Electronics Co ., Ltd ., CPC .. HO1M 4 / 9091; HOTM 4 / 8605 ; HO1M 12/ 08 Suwon - si , Gyeonggi- do (KR ) See application file for complete search history . @( 72 ) Inventors : Soonchul Kwon , Hwaseong -si (KR ) ; Dongjin Ham , Hwaseong- si (KR ) ; ( 56 ) References Cited Victor Roev , Suwon - si (KR ) ; Dongmin U . S . PATENT DOCUMENTS Im , Seoul (KR ) 6 ,355 , 377 B1 3 /2002 Sheem et al. @( 73 ) Assignee : SAMSUNG ELECTRONICS CO ., 7 ,282 ,295 B2 10 / 2007 Visco et al . LTD ., Gyeonggi- Do (KR ) (Continued ) ( * ) Notice : Subject to any disclaimer, the term of this FOREIGN PATENT DOCUMENTS patent is extended or adjusted under 35 EP 1806805 A3 7 / 2007 U . S . C . 154 ( b ) by 33 days . EP 2717366 A1 4 /2014 ( 21 ) Appl. No .: 14 /818 , 665 ( Continued ) (22 ) Filed : Aug. 5 , 2015 OTHER PUBLICATIONS Korean Office Action for Korean Patent Application No . 10 - 2015 (65 ) Prior Publication Data 0067600 dated Jun . 7 , 2016 . US 2016 /0043408 A1 Feb . 11 , 2016 ( Continued ) ( 30 ) Foreign Application Priority Data Primary Examiner - Jane Rhee Aug . 8 , 2014 (KR ) .. .. .. .. 10 - 2014 -0102625 May 14 , 2015 (KR ) .. .. .. .. .. .. .. .. 10 - 2015 -0067600 ( 74 ) Attorney , Agent, or Firm — Cantor Colburn LLP (51 ) Int.
    [Show full text]
  • Chalcogenocarboxylic Acids
    Top Curr Chem (2005) 251: 1–12 DOI 10.1007/b101005 © Springer-Verlag Berlin Heidelberg 2005 Chalcogenocarboxylic Acids Osamu Niyomura1 · Shinzi Kato2 () 1 Division of Chemistry, Center for Natural Sciences, College of Liberal Arts and Sciences, Kitasato University, Kitasato, Sagamihara, Kanagawa 228–8555, Japan [email protected] 2 Department of Applied Chemistry, School of Engineering, Chubu University, Matsumoto-Cho, Kasugai, Aichi, 487–8501, Japan [email protected] 1 Introduction . 2 2 Syntheses . 3 2.1 Monochalcogenocarboxylic Acids . 3 2.2 Dichalcogenocarboxylic Acids . 3 3 Structures and Physical Properties . 4 3.1 Spectroscopic Studies . 4 3.2 X-ray Structural Analyses . 6 3.3 Theoretical Studies . 7 4Reactions . 8 4.1 Thiocarboxylic Acids . 8 4.2 Dithiocarboxylic Acids . 10 4.3 Seleno- and Tellurocarboxylic Acids . 10 References . 11 Abstract Although thio- and dithio-carboxylic acids have been extensively studied for some time now, research into other chalcogenocarboxylic acids – containing selenium and tel- lurium – has only blossomed over the last decade. Monochalcogenocarboxylic acids exist as fast tautomeric equilibrium mixtures of chalcogenol and chalcogenoxo forms. The chal- cogenol form is the predominant species in solid state and nonpolar solvents. In contrast, in polar solvents at low temperature, the acids predominantly exist in the chalcogenoxo form. Syntheses of heavier dichalcogenocarboxylic acids have only been attempted very recently.This chapter presents the results from recent studies of chalcogenocarboxylic acids, their syntheses, structures and reactions. Keywords Chalcogenocarboxylic acids · Chalcogenol form · Chalcogenoxo form · Carboxylic acids · Chalcogens 2 O. Niyomura · S. Kato 1 Introduction Carboxylic acids are one of the most fundamental and important groups of compounds in organic chemistry.
    [Show full text]
  • Coordination Chemistry of Silicon
    Coordination Chemistry of Silicon Edited by Shigeyoshi Inoue Printed Edition of the Special Issue Published in Inorganics www.mdpi.com/journal/inorganics Coordination Chemistry of Silicon Coordination Chemistry of Silicon Special Issue Editor Shigeyoshi Inoue MDPI • Basel • Beijing • Wuhan • Barcelona • Belgrade Special Issue Editor Shigeyoshi Inoue Technische Universitat¨ Munchen¨ Germany Editorial Office MDPI St. Alban-Anlage 66 4052 Basel, Switzerland This is a reprint of articles from the Special Issue published online in the open access journal Inorganics (ISSN 2304-6740) from 2017 to 2019 (available at: https://www.mdpi.com/journal/inorganics/ special issues/coordination chemistryn) For citation purposes, cite each article independently as indicated on the article page online and as indicated below: LastName, A.A.; LastName, B.B.; LastName, C.C. Article Title. Journal Name Year, Article Number, Page Range. ISBN 978-3-03897-638-7 (Pbk) ISBN 978-3-03897-639-4 (PDF) c 2019 by the authors. Articles in this book are Open Access and distributed under the Creative Commons Attribution (CC BY) license, which allows users to download, copy and build upon published articles, as long as the author and publisher are properly credited, which ensures maximum dissemination and a wider impact of our publications. The book as a whole is distributed by MDPI under the terms and conditions of the Creative Commons license CC BY-NC-ND. Contents About the Special Issue Editor ...................................... vii Shigeyoshi Inoue Coordination Chemistry of Silicon Reprinted from: Inorganics 2019, 7, 7, doi:10.3390/inorganics7010007 ................ 1 J¨urgen Kahr, Ferdinand Belaj and Rudolf Pietschnig Preparation and Molecular Structure of a Cyclopentyl-Substituted Cage Hexasilsesquioxane T6 (T = cyclopentyl-SiO1.5) Starting from the Corresponding Silanetriol Reprinted from: Inorganics 2017, 5, 66, doi:10.3390/inorganics5040066 ...............
    [Show full text]