Piperidine Containing Patents (Class 546/11)
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Patent number: 10964543Abstract: Embodiments disclosed herein relate to formation of a gate structure of a device, such as in a replacement gate process, and the device formed thereby. In an embodiment, a method includes conformally forming a gate dielectric layer on a fin extending from a substrate and along sidewalls of gate spacers over the fin, conformally depositing a dummy layer over the gate dielectric layer during a deposition process using a silicon-containing precursor and a dopant gas containing fluorine, deuterium, or a combination thereof, the dummy layer as deposited comprising a dopant of fluorine, deuterium, or a combination thereof, performing a thermal process to drive the dopant from the dummy layer into the gate dielectric layer, removing the dummy layer, and forming one or more metal-containing layers over the gate dielectric layer.Type: GrantFiled: November 4, 2019Date of Patent: March 30, 2021Assignee: Taiwan Semiconductor Manufacturing Company, Ltd.Inventors: Tsung-Da Lin, Che-Hao Chang, Cheng-Hao Hou, Xiong-Fei Yu
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Patent number: 10468258Abstract: Embodiments disclosed herein relate to formation of a gate structure of a device, such as in a replacement gate process, and the device formed thereby. In an embodiment, a method includes conformally forming a gate dielectric layer on a fin extending from a substrate and along sidewalls of gate spacers over the fin, conformally depositing a dummy layer over the gate dielectric layer during a deposition process using a silicon-containing precursor and a dopant gas containing fluorine, deuterium, or a combination thereof, the dummy layer as deposited comprising a dopant of fluorine, deuterium, or a combination thereof, performing a thermal process to drive the dopant from the dummy layer into the gate dielectric layer, removing the dummy layer, and forming one or more metal-containing layers over the gate dielectric layer.Type: GrantFiled: June 12, 2018Date of Patent: November 5, 2019Assignee: Taiwan Semiconductor Manufacturing Company, Ltd.Inventors: Tsung-Da Lin, Che-Hao Chang, Cheng-Hao Hou, Xiong-Fei Yu
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Patent number: 9334237Abstract: A reagent of the formula R1R2N—ZnY LiY??(I) wherein R1 and R2 are independently, selected from H, aryl or heteroaryl, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or silyl derivatives thereof; and R1 and R2 together form part of a cyclic or polymeric structure; R1 and/or R2 is not H; Y is F, Cl, Br, I, CN, SCN, NCO or HalOn, wherein n=3 or 4 and Hal is Cl, Br or I; NO3; BF4; PF6; H; a carboxylate of formula R5CO2; an alcoholate of formula OR5; a thiolate of formula SR5; R5P(O)O2; or SCOR5; or SCSR5; OnSR5; wherein n=2 or 3; or NOn, wherein n=2 or 3; and a derivative thereof; wherein R5 is an aryl or heteroaryl, linear, branched or cyclic, alkyl, alkenyl, alkynyl, or derivatives thereof, or H; or as adduct with a solvent; and preparation and use thereof.Type: GrantFiled: February 11, 2010Date of Patent: May 10, 2016Assignee: Ludwig-Maximilians-Universitat MunchenInventors: Paul Knochel, Marc Mosrin
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Patent number: 9334292Abstract: The present invention relates to alkaline earth metal-complexed metal bisamides of the formula (I), to a process for preparation thereof and to the use thereof for metallation of aromatics, heteroaromatics, alkenes, alkynes and other organic compounds having activated C—H bonds.Type: GrantFiled: February 13, 2013Date of Patent: May 10, 2016Assignees: Bayer Cropscience AG, Bayer Intellectual Property GmbHInventors: Mark James Ford, Marc Mosrin
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Patent number: 9227987Abstract: The invention relates to a method for producing amido-zinc halides as adducts with alkali-metal halides (R1R2N—ZnY*LiY) in aprotic organic solvents, in which a) a primary or secondary amine dissolved in an aprotic organic solvent is provided, b) a lithium base (RxLi) is added in a metered manner, and c) a ZnY2 is subsequently added.Type: GrantFiled: August 30, 2012Date of Patent: January 5, 2016Assignee: Rockwood Lithium GmbHInventors: Ulrich Wietelmann, Peter Rittmeyer, Uwe Lischka, Alexander Murso, Florian Kiefer
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Patent number: 9079925Abstract: The present invention relates to metal amides of the formula (I), to a process for preparation thereof and to the use thereof as bases for aromatics, heteroaromatics, alkenes, alkynes and other organic compounds having activated C—H bonds.Type: GrantFiled: February 13, 2013Date of Patent: July 14, 2015Assignees: BAYER INTELLECTUAL PROPERTY GMBH, BAYER CROPSCIENCE AGInventors: Mark James Ford, Marc Mosrin
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Publication number: 20150148505Abstract: The present invention is concerned with a catalyst composition comprising titanium-, zirconium- and/or hafnium amidinate complexes and/or titanium-, zirconium- and/or hafnium guanidinate complexes and organo aluminium and/or organic zinc compounds, a coordinative chain transfer polymerization (CCTP) process employing the catalyst composition as well as long chain aluminium alkyls and subsequent alcohols obtained by such process.Type: ApplicationFiled: June 3, 2013Publication date: May 28, 2015Inventors: Thoralf Gross, Holger Ziehe, Rhett Kempe, Winfried Kretschmer, Christian Hubner
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Publication number: 20150093890Abstract: A metal precursor and a method comprising decomposing a metal precursor on an integrated circuit device; and forming a metal from the metal precursor, wherein the metal precursor is selected from the group consisting of (i) a Co2(CO)6(R1C?CR2), wherein R1 and R2 are individually selected from a straight or branched monovalent hydrocarbon group have one to six carbon atoms that may be interrupted and substituted; (ii) a mononuclear cobalt carbonyl nitrosyl; (iii) a cobalt carbonyl bonded to one of a boron, indium, germanium and tin moiety; (iv) a cobalt carbonyl bonded to a mononuclear or binuclear allyl; and (v) a cobalt (II) complex comprising nitrogen-based supporting ligands.Type: ApplicationFiled: September 27, 2013Publication date: April 2, 2015Inventors: James M. Blackwell, Scott B. Clendenning, John J. Plombon, Patricio E. Romero
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Publication number: 20150031886Abstract: The present invention relates to metal amides of the formula (I), to a process for preparation thereof and to the use thereof as bases for aromatics, heteroaromatics, alkenes, alkynes and other organic compounds having activated C—H bonds.Type: ApplicationFiled: February 13, 2013Publication date: January 29, 2015Inventors: Mark James Ford, Marc Mosrin
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Publication number: 20140371056Abstract: A composition is capable of curing via condensation reaction. The composition uses a new condensation reaction catalyst. The new condensation reaction catalyst is used to replace conventional tin catalysts. The composition can react to form a gum, gel, rubber, or resin.Type: ApplicationFiled: October 4, 2012Publication date: December 18, 2014Applicant: Dow Coming CorporationInventors: Kurt Brandstadt, Simon Cook, Gary Diamond, Keith Hall, Loren Lower, Avril Surgenor, Richard Taylor, James Tonge, Ming-Shin Tzou, Thomas Galbraith, James Shoemaker
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Publication number: 20140231702Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: August 21, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140196629Abstract: Hydrophilic coating compositions and methods to make and use the compositions are disclosed. The compositions include a photocatalytic pigment material made up of an inorganic pigment and a monomeric anti-oxidants and free radical scavenger that is contacted to the surface of the inorganic pigment.Type: ApplicationFiled: July 26, 2012Publication date: July 17, 2014Applicant: EMPIRE TECHNOLOGY DEVELOPMENT LLCInventors: William Brenden Carlson, Angele Sjong, Feng Wan, Timothy Londergan
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Publication number: 20140200348Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 17, 2014Applicant: Dow Corning CorporationInventors: Kurt Brandstadt, Simon Cook, Avril Surgenor, Richard Taylor, Ming-Shin Tzou, Binh Nguyen
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Publication number: 20140194626Abstract: The invention relates to a method for producing amido-zinc halides as adducts with alkali-metal halides (R1R2N—ZnY*LiY) in aprotic organic solvents, in which a) a primary or secondary amine dissolved in an aprotic organic solvent is provided, b) a lithium base (RxLi) is added in a metered manner, and c) a ZnY2 is subsequently added.Type: ApplicationFiled: August 30, 2012Publication date: July 10, 2014Applicant: ROCKWOOD LITHIUM GMBHInventors: Ulrich Wietelmann, Peter Rittmeyer, Uwe Lischka, Alexander Murso, Florian Kiefer
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Publication number: 20140183398Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin.Type: ApplicationFiled: September 20, 2012Publication date: July 3, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Thanh Nguyen, Ming-Shin Tzou
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Publication number: 20140182483Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 3, 2014Inventors: Kurt Brandstadt, Simon Cook, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140187783Abstract: A composition contains (A) a hydrosilylation reaction catalyst and (B) an aliphatically unsaturated compound having an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. The composition is capable of reacting via hydrosilylation reaction to form a reaction product, such as a silane, a gum, a gel, a rubber, or a resin. Ingredient (A) contains a metal-ligand complex that can be prepared by a method including reacting a metal precursor and a ligand.Type: ApplicationFiled: September 20, 2012Publication date: July 3, 2014Inventors: Kurt Brandstadt, Simon Cook, Aswini Dash, Matthew Olsen, Avril Surgenor, Richard Taylor, Binh Nguyen, Ming-Shin Tzou
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Publication number: 20140050793Abstract: The present invention includes a composition comprising a gold nanoparticle complexed with a cysteine-containing peptide. The invention also includes the method of preparing a composition comprising a gold nanoparticle complexed with a cysteine-containing peptide. The invention further includes a method of causing virolysis of a virus using the compositions described therein.Type: ApplicationFiled: October 5, 2011Publication date: February 20, 2014Applicant: Drexel UniversityInventors: Irwin Chaiken, Arangassery Rosemary Bastian, Kantharaju
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Publication number: 20140046021Abstract: The molecular structures of metal-salen complexes which exerts pharmacological effects are clarified and the metal-salen complexes having such molecular structures and their derivatives are provided. A metal-salen complex compound is characterized in that a metal atom part in each of multiple molecules of the metal-salen complex or its derivative is multimerized via water.Type: ApplicationFiled: January 19, 2012Publication date: February 13, 2014Applicants: IHI CORPORATIONInventors: Yoshihiro Ishikawa, Haruki Eguchi
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Patent number: 8513416Abstract: The present invention relates to zinc amide bases of the general formula (I) (R1R2N)2—Zn.aMgX12.bLiX2??(I) wherein R1 and R2 are each independently selected from substituted or unsubstituted, linear or branched alkyl, alkenyl, alkynyl or silyl derivatives thereof, and substituted or unsubstituted aryl or heteroaryl, and wherein R1 and R2 can form together a ring structure, or R1 and/or R2 can be part of a polymer structure; X12 is a divalent anion or two monovalent anions that are independent from each other; X2 is a monovalent anion; a is >0; and b is >0. The zinc amide bases can be used, amongst other things, for deprotonation and metallization of aromatics.Type: GrantFiled: May 14, 2008Date of Patent: August 20, 2013Assignee: Ludwig-Maximilians-Universitat MuenchenInventors: Paul Knochel, Stefan Wunderlich
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Patent number: 8399108Abstract: The present invention relates to a material for an organic electro-optical device and an organic electro-optical device including the same. More particularly, the present invention relates to a material having thermal stability of a glass transition temperature of 120° C. or more and a thermal decomposition temperature of 450° C. or more, and being capable of providing an organic electro-optical device having high efficiency and a long life-span due to less crystallization and improved amorphous properties in a material for an organic electro-optical device. The material for an organic electro-optical device can be used singularly or as a host material in combination with a dopant, and includes an asymmetric fluorene derivative compound. An organic electro-optical device including the material for an organic electro-optical device is also provided.Type: GrantFiled: May 28, 2008Date of Patent: March 19, 2013Assignee: Cheil Industries, Inc.Inventors: Eun-Sun Yu, Nam-Soo Kim, Young-Hoon Kim, Mi-Young Chae
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Patent number: 8361427Abstract: A crystalline solid designated IZM-3 is described which has the X ray diffraction diagram given below. Said solid has a chemical composition expressed as the anhydrous base in terms of moles of oxides by the formula aSiO2: bYO2: cR: dF, in which Y represents at least one tetravalent element other than silicon, R represents at least one organic nitrogen-containing species, particularly 1,5-bis(methylpiperidinium)pentane, and F is fluorine, a, b, c and d respectively representing the number of moles of SiO2, YO2, R and F and a is in the range 0.1 to 1, b is in the range 0 to 0.9, c is in the range 0.01 to 0.5 and d is in the range 0 to 0.5.Type: GrantFiled: October 17, 2008Date of Patent: January 29, 2013Assignee: IFP Energies NouvellesInventors: Antoine Fecant, Nicolas Bats
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Publication number: 20120323008Abstract: The present application provides precursor compounds useful for deposition of a group 11 metal on a substrate, for example, a microelectronic device substrate, as well as methods of synthesizing such precursor compounds. The precursor compounds provided are mono-metallic compounds comprising a diaminocarbene (DAC) having the general formula: “DAC-M-X”, where the diaminocarbene is an optionally substituted, saturated N-heterocyclic diaminocarbene (sNHC) or an optionally substituted acyclic diaminocarbene, M is a group 11 metal, such as copper, silver or gold; and X is an anionic ligand. Also provided are methods of synthesizing the precursor compounds, metal deposition methods utilizing such precursor compounds, and to composite materials, such as, e.g., microelectronic device structures, and products formed by use of such precursors and deposition methods.Type: ApplicationFiled: May 10, 2012Publication date: December 20, 2012Inventors: Sean BARRY, Jason Coyle, Timothy James Clark, Jeffrey J.M. Hastie
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Publication number: 20110288296Abstract: The application relates to a reagent of the general formula R1R2N—ZnY LiY??(I) wherein R1, R2 are, independently, selected from H, substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or silyl derivatives thereof; and R1 and R2 together can be part of a cyclic or polymeric structure; and wherein at least one of R1 and R2 is other than H; Y is selected from the group consisting of F; Cl; Br; I; CN; SCN; NCO; Halon, wherein n=3 or 4 and Hal is selected from Cl, Br and I; NO3; BF4; PF6; H; a carboxylate of the general formula RXCO2; an alcoholate of the general formula ORX; a thiolate of the general formula SRX; RXP(O)O2; or SCORX; or SCSRX; OnSRx; wherein n=2 or 3; or NOn, wherein n=2 or 3; and a derivative thereof; wherein Rx is a substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, orType: ApplicationFiled: February 11, 2010Publication date: November 24, 2011Inventors: Paul Knochel, Marc Mosrin
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Publication number: 20110172199Abstract: The invention relates to the platinum N-heterocycle derivatives of general formula (I) in which—R1 and/or R2 are, independently of one another, an aryl or aralkyl group, each optionally substituted, a linear or branched C1-C6 alkyl group, a monocyclic C3-C7 cycloalkyl group or a linear or branched C2-C6 alkenyl group, or else R? is a hydrogen atom and R is a group selected from the following groups: cycloalkyl or heterocycloalkyl, which is monocyclic or bicyclic and has from 3 to 8 carbon atoms, or benzyl, which is optionally substituted, or else R and R? form, together with NH, a C3-C8 monocyclic or bicyclic heterocycloalkyl, V is a nitrogen atom or a C—R4 radical, R3 and/or R4 are hydrogen or a phenyl group or R3 and R4 may also together form a C3-C6 alkylene radical or a C3-C6 heteroalkylene radical with one or more nitrogenous heteroatoms, it being possible for the carbon atoms of the heteroalkylene radical to be modified in the form of a carbonyl radical, and X is iodine, bromine, chlorine or a nitraType: ApplicationFiled: September 2, 2010Publication date: July 14, 2011Applicants: SANOFI-AVENTIS, CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUEInventors: Patrick MAILLIET, Angela MARINETTI, Myriem SKANDER
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Publication number: 20110144079Abstract: The present invention relates to the use of ionic liquids as antimicrobial agents, and to the use of antimicrobial compositions comprising an ionic liquid, a film-enhancing composition and a viscosity controlling agent. The invention further relates to methods of disinfecting substrate surfaces, to substrates produced by such methods, and to novel ionic liquid compositions.Type: ApplicationFiled: April 8, 2009Publication date: June 16, 2011Inventors: Martyn Earle, Ken Seddon, Manuela Gilea, Gabor Boberly, Brendan Gilmore, Sean Gorman, Martin McLaughlin
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Publication number: 20100160632Abstract: The present invention relates to zinc amide bases of the general formula (I) (R1R2N)2—Zn.aMgX12.bLiX2??(I) wherein R1 and R2 are each independently selected from substituted or unsubstituted, linear or branched alkyl, alkenyl, alkynyl or silyl derivatives thereof, and substituted or unsubstituted aryl or heteroaryl, and wherein R1 and R2 can form together a ring structure, or R1 and/or R2 can be part of a polymer structure; X12 is a divalent anion or two monovalent anions that are independent from each other; X2 is a monovalent anion; a is >0; and b is >0. The zinc amide bases can be used, amongst other things, for deprotonation and metallization of aromatics.Type: ApplicationFiled: May 14, 2008Publication date: June 24, 2010Inventors: Paul Knochel, Stefan Wunderlich
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Publication number: 20100137557Abstract: Compositions and methods for decreasing the viability of cells, particularly aberrant non-healthy cells, and most particularly cancer cells, are disclosed. The primary agent that causes cell death is a toxic metal atom or ion. Embodiments of the invention provide compositions and methods to ensure that the toxic metal is directed to the desired cell or tissue. In one embodiment, the metal is bound to a sulfur-rich peptide or protein carrier containing a targeting moiety. Such metal-protein complex is targeted to the selected cells or tissues to enrich the cell or tissue site with the metal-containing peptide or protein molecules followed by administering a dithiocarbonyl which carries the metal from the protein inside the cells to induce cell death.Type: ApplicationFiled: October 22, 2009Publication date: June 3, 2010Applicant: CanCure Laboratories LLCInventor: Zoltan KISS
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Patent number: 7692004Abstract: Use of metal complex compounds of formula [LnMemXp]zYq??(1), wherein Me is manganese, titanium, iron, cobalt, nickel or copper, X is a coordinating or bridging radical, n and m are each independently of the other an integer having a value of from 1 to 8, p is an integer having a value of from 0 to 32, z is the charge of the metal complex, Y is a counter-ion, q=z/(charge Y), and L is a ligand of formula wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, R10 and R11 are each independently of the others hydrogen; unsubstituted or substituted C1-C18alkyl or aryl; cyano; halogen; nitro; —COOR12 or —SO3R12 wherein R12 is in each case hydrogen, a cation or unsubstituted or substituted C1-C18alkyl or aryl; —SR13, —SO2R13 or —OR13 wherein R13 is in each case hydrogen or unsubstituted or substituted C1-C18alkyl or aryl; —N(R13)—NR?13R?13 wherein R13, R?13 and R?13 are as defined above for R13; —NR14R15 or —N?R14R15R16 wherein R14, R15 and R16 are each independently of the other(s) hydrogen or unsubstituted or substitType: GrantFiled: June 19, 2008Date of Patent: April 6, 2010Assignee: Ciba Specialty Chemicals CorporationInventors: Gunther Schlingloff, Torsten Wieprecht, Frank Bachmann, Josef Dannacher, Marie-Josée Dubs, Menno Hazenkamp, Grit Hänsler (-Richter), Brigitte Schmidt, Albert Schneider, Peter Weingartner
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Publication number: 20090124039Abstract: A system and method for forming a phase change memory material on a substrate, in which the substrate is contacted with precursors for a phase change memory chalcogenide alloy under conditions producing deposition of the chalcogenide alloy on the substrate, at temperature below 350° C. with the contacting being carried out via chemical vapor deposition or atomic layer deposition. Various tellurium, germanium and germanium-tellurium precursors are described, which are useful for forming GST phase change memory films on substrates.Type: ApplicationFiled: March 12, 2007Publication date: May 14, 2009Applicant: ADVANCED TECHNOLOGY MATERIALS, INC.Inventors: Jeffrey F. Roeder, Thomas H. Baum, Bryan C. Hendrix, Gregory T. Stauf, Chongying Xu, William Hunks, Tianniu Chen, Matthias Stender
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Patent number: 7482451Abstract: Emissive phosphorescent organometallic compounds that produce electroluminescence and organic light emitting devices employing such emissive phosphorescent organometallic compounds are provided. More specifically the present invention is directed to novel primarily non-emitting ligands which produce a blue shift in emitted light when associated with a cyclometallated ligand.Type: GrantFiled: August 18, 2003Date of Patent: January 27, 2009Assignee: The University of Southern CaliforniaInventors: Mark E. Thompson, Peter Djurovich, Jian Li
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Publication number: 20090012246Abstract: The invention relates to a process for the preparation of a polymer comprising at least one aliphatic or aromatic hydrocarbyl C2-20 olefin in the presence of an ionic catalyst comprising an organometallic compound and an activator, and optionally a scavenger, characterized in that the organometallic compound is a compound according to formula (1): where: M is a metal of group 3, 4, 5, 6 or 7, or the lanthanide series, and p is the valency of the metal M, A represents a neutral or anionic spectator ligand whose valency v is 0, 1 or 2, and q is an integer denoting the number of spectator ligands A, Z is an optional bridging moiety, n is the integer number of parallel bridging moieties Z, Y is an amidine-containing spectator ligand represented by formula (2): wherein the amidine-containing ligand is covalently bonded to the metal M via the imine nitrogen atom, Sub1 is a substituent, which comprises a group 14 atom through which Sub1 is bonded to the imine carbon atom.Type: ApplicationFiled: March 14, 2005Publication date: January 8, 2009Applicant: DMS IP ASSETS B.V.Inventors: Edwin Ijpeij, Henricus Arts, Gerardus van Doremaele, Peter Windmuller, Francis Van der Burgt, Martin Alexander Zuideveld
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Publication number: 20080226550Abstract: The present invention relates to compounds and related technetium and rhenium complexes thereof which are suitable for imaging or therapeutic treatment of tumors, e.g., carcinomas, melanomas and other tumors. In another embodiment, the invention relates to methods of imaging tumors using radiolabeled metal complexes. Preferred radiolabeled complexes for imaging tumors include technetium and rhenium complexes. The high tumor uptake and significant tumor/nontumor ratios of the technetium complexes of the invention indicate that such small technetium-99m-based molecular probes can be developed as in-vivo diagnostic agents for melanoma and its metastases. In yet another embodiment, the invention relates to methods of treatment of tumors using a radiolabeled metal complex as a radiopharmaceutical agent to treat the tumor.Type: ApplicationFiled: January 21, 2008Publication date: September 18, 2008Inventors: Ashfaq Mahmood, Matthias Friebe, Cristina Bolzati, Alun G. Jones, Alan Davison
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Patent number: 7317103Abstract: Generally, the present invention is directed to central nervous system dopamine transporter-imaging agents and methods of use thereof. In certain embodiments, the present invention relates to radiolabeled piperidine derivatives for use as imaging agents in the diagnosis of Parkinson's disease. Another aspect of the present invention relates to piperidine monoamine transporter ligands, comprising a functional group capable of chelating a radionuclide, e.g., technetium, and methods of use thereof.Type: GrantFiled: January 13, 2004Date of Patent: January 8, 2008Assignee: Molecular Insight Pharmaceuticals, Inc.Inventors: John W. Babich, Miles P. Smith
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Patent number: 7301025Abstract: Compounds of the formula wherein M is either (1) a metal ion having a positive charge of +p wherein p is an integer which is at least 2, said metal ion being capable of forming a compound with at least two chromogen moieties, or (2) a metal-containing moiety capable of forming a compound with at least two chromogen moieties, z is an integer representing the number of chromogen moieties associated with the metal and is at least 2, and R1, R2, R3, R4, R5, R6, R7, a, b, c, d, Y, Q?, A, and CA are as defined herein.Type: GrantFiled: June 1, 2005Date of Patent: November 27, 2007Assignee: Xerox CorporationInventors: Jeffery H. Banning, Bo Wu, James M. Duff, Wolfgang G. Wedler, Jule W. Thomas, Jr., Randall R. Bridgeman
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Patent number: 7271161Abstract: The present invention concerns the use of methods and compositions for the treatment of cancer and other hyperproliferative diseases. In certain embodiments, methods are described for the treatment of cancer and/or hyperproliferative diseases by administration of compositions containing at least one platinum complex alone or in combination with a modulator of glutathione. In particular, the methods may be used to treat cisplatin or carboplatin resistant tumor cells.Type: GrantFiled: September 5, 2003Date of Patent: September 18, 2007Assignee: Board of Regents, the University of Texas SystemInventors: Zahid H. Siddik, Abdul R. Khokhar
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Patent number: 7098339Abstract: This invention relates to processes for the production of organometallic compounds represented by the formula H3Al:Ln wherein L is one or more Lewis bases capable of providing an unshared electron pair to the aluminum and n is 1 or 2, which comprise (a) forming a first solution of an alkali metal aluminum hydride and a Lewis base in an ethereal solvent, (b) adding to said first solution an aluminum halide in an ethereal solvent under reaction conditions sufficient to produce a second solution comprising said organometallic compound, and (c) separating said organometallic compound from said second solution. The organometallic compounds are useful in semiconductor applications as chemical vapor or atomic layer deposition precursors for film depositions.Type: GrantFiled: January 18, 2005Date of Patent: August 29, 2006Assignee: Praxair Technology, Inc.Inventors: David Walters Peters, Michael Thomas Mosscropp, III
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Patent number: 6989449Abstract: Selected chlorohydrin and cationic compounds containing nitroxide or hydroxylamine moieties are effective in stabilizing pulp or paper, especially pulp or paper containing lignin, against yellowing and discoloration due to the adverse effects of light. These compounds are added at various points in the paper-making process, especially at the wet ends, making the need for water soluble or water dispersible materials having high affinity for pulp or paper essential. This performance is often further enhanced by the presence of one or more coadditives selected from the group consisting of the UV absorbers, the polymeric inhibitors, the nitrones, the fluorescent whitening agents and metal chelating agents. Combinations of hydroxylamines or their salts, benzotriazole or benzophenone UV absorbers and a metal chelating agent are particularly effective.Type: GrantFiled: September 11, 2000Date of Patent: January 24, 2006Assignee: Ciba Specialty Chemicals CorporationInventors: Glen T. Cunkle, David Devore, Thomas F. Thompson
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Patent number: 6806289Abstract: The present invention provides novel coordination complexes, methods for synthesizing and identifying coordination complexes using combinatorial techniques, and assaying for their activity.Type: GrantFiled: July 16, 2001Date of Patent: October 19, 2004Inventors: Stephen J. Lippard, Christopher J. Ziegler
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Patent number: 6500250Abstract: Organometallic compounds useful for forming aluminum films by chemical vapor deposition are disclosed. Also disclosed are methods of preparing the organometallic compound and methods of forming aluminum films. The compounds are selected from R′R″R′″Al:Ln wherein R′, R″, R′″ are independently selected from alkyl, perfluroalkyl or alkoxy or borate. L is one or more organic Lewis bases selected from thiophene, thriopyran and, or as defined in the instant specification.Type: GrantFiled: April 29, 2002Date of Patent: December 31, 2002Assignee: Rohn and Haas CompanyInventor: Hyun-Koock Shin
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Patent number: 6399772Abstract: Organometallic compounds useful for forming aluminum films by chemical vapor deposition are disclosed. Also disclosed are methods of preparing the organimetallic compounds and methods of forming aluminum films.Type: GrantFiled: June 16, 2000Date of Patent: June 4, 2002Assignee: Rohm and Haas CompanyInventors: Hyun-Koock Shin, Hyun-Joo Shin
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Patent number: 6380383Abstract: Organometallic precursor compounds useful for forming aluminum films by chemical vapor deposition are disclosed. Also disclosed are methods of preparing the organometallic precursor compounds and methods of forming aluminum films.Type: GrantFiled: June 16, 2000Date of Patent: April 30, 2002Assignee: Rohm and Haas CompanyInventor: Hyun-Koock Shin
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Patent number: 6375930Abstract: Compositions having a texaphyrin-lipophilic molecule conjugate loaded into a biological vesicle and methods for imaging, diagnosis and treatment using the loaded vesicle are provided. For example, liposomes or red blood cells loaded with a paramagnetic texaphyrin-lipophilic molecule conjugate have utility as a blood pool contrast agent, facilitating the enhancement of normal tissues, magnetic resonance angiography, and marking areas of damaged endothelium by their egress through fenestrations or damaged portions of the blood vascular system. Liposomes or cells loaded with a photosensitive texaphyrin-lipophilic molecule conjugate can be photolysed, allowing for a photodynamic therapy effect at the site of lysis. Availability of red blood cells loaded with a photosensitive texaphyrin-lipophilic molecule conjugate provides a method for delivering a photodynamic therapeutic agent to a desired site with a high concentration of oxygen.Type: GrantFiled: November 20, 1997Date of Patent: April 23, 2002Assignees: Board of Regents, The University of Texas System, Pharmacyclics, Inc.Inventors: Stuart W. Young, Meredith Wright, Jonathan L. Sessler, Tarak D. Mody, Darren Magda
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Patent number: 6278056Abstract: A metal complex represented by the formula: (X)nML1L2, (X)2M(L1)2 or (L1)2ML2 wherein M represents a Group VIII metal, X represents a polar group, L1 represents a phenanthroline containing at least one carboxyl group which may be neutralized, L2 represents a nitrogen-containing polycyclic compound which may contain one or more substituents, and n is an integer of 1 or 2. A dye-sensitized oxide semiconductor electrode includes an electrically conductive body, an oxide semiconductor film provided on a surface of the electrically conductive body, and the above metal complex. A solar cell may be constructed from the above dye-sensitized oxide semiconductor electrode, a counter electrode, and a redox electrolyte contacting with both electrodes.Type: GrantFiled: March 18, 1999Date of Patent: August 21, 2001Assignee: Director-General of Agency of Industrial Science and TechnologyInventors: Hideki Sugihara, Hironori Arakawa, Kazuhiro Sayama, Lok Pratap Singh, Mohammad Khaja Nazeeruddin, Michael Graetzel
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Patent number: 6245988Abstract: A photosensitizer complex of formulae (Ia) MX3Lt or (Ib) MXYLt in which M is a transition metal selected from ruthenium, osmium, iron, rhenium and technetium, preferably ruthenium or osmium; each X is a co-ligand independently selected from NCS—, Cl—, Br—, I—, CN—, NCO—, H2O, NCN2−; pyridine unsubstituted or substituted by at least one group selected from vinyl, primary, secondary or tertiary amine, OH and C1-30 alkyl, preferably NCS—; and Lt is a tridentate ligand comprising heterocycles such as pyridine, thiophene, imidazole, pyrazole, triazole, carrying at least one carboxylic, phosphoric, hydoxamic acid or a chelating group. A photovoltaic cell comprising an electrically conductive layer deposited on a support to which at least one titanium dioxide layer has been applied and, as a photosensitizer applied to the titanium dioxide layer, a photosensitizer complex of formula (Ia) or Ib) as specified above.Type: GrantFiled: November 2, 1999Date of Patent: June 12, 2001Assignee: Ecole Polytechnique Federale de LausanneInventors: Michael Grätzel, Mohammad Khaja Nazeeruddin, Péter Péchy
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Patent number: 6143357Abstract: Organometallic compounds useful for forming aluminum films by chemical vapor deposition are disclosed. Also disclosed are methods of preparing the organimetallic compounds and methods of forming aluminum films.Type: GrantFiled: March 22, 1999Date of Patent: November 7, 2000Assignee: Rohm and Haas CompanyInventors: Hyun-Koock Shin, Hyun-Joo Shin
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Patent number: 6121443Abstract: Organometallic precursor compounds useful for forming aluminum films by chemical vapor deposition are disclosed. Also disclosed are methods of preparing the organometallic precursor compounds and methods of forming aluminum films.Type: GrantFiled: March 31, 1999Date of Patent: September 19, 2000Assignee: Rohm and Haas CompanyInventor: Hyun-Koock Shin
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Patent number: 6072054Abstract: Cyclic aryl ethers, thioethers or amines, and methods for synthesis are disclosed. These cyclic aryl compounds are synthesized by combining a first dinucleophile with a substituted benzene metallized electron-withdrawing complex, having halo or nitro substituen groups, to form a linear bimetallized aryl compound. The linear bimetallized aryl compound is then reacted with a second dinucleophile to form a cyclic bimetallized aryl compound. The metallized electron-withdrawing moieties are then removed from said cyclic bimetallized aryl compound by photolytic demetallation to form a cyclic aryl compound having the formula: ##STR1## wherein: X.sub.1 and X.sub.3 are the same or different and each is a alkyl, heteroalkyl, heterocyclic or aromatic group having up to 6 conjugated rings, optionally substituted;X.sub.2 is benzenen.sub.1 and n.sub.3 are the same or different and each is O, S or N; andn.sub.4 is H or lower alkyl.Type: GrantFiled: January 20, 1999Date of Patent: June 6, 2000Assignee: University of WinnipegInventors: Alaa S. Abd-El-Aziz, Christine R. de Denus, Leslie J. May
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Patent number: 5912207Abstract: Metal chelates of herbicidal dione compounds of the formula ##STR1## are chemically stable for long periods of time under normal as well as extreme temperature conditions. Chemically stable liquid herbicidal formulations containing metal chelates of the herbicidal compounds of formula (I) and water, an organic solvent or a liquid co-herbicide and processes for producing chemically stable herbicidal compositions containing such metal chelates are also described.Type: GrantFiled: January 31, 1997Date of Patent: June 15, 1999Assignee: Zeneca LimitedInventors: Herbert B. Scher, Jinling Chen
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Patent number: 5863911Abstract: Diarylethylene metallocene derivatives, processes for preparing the same and pharmaceutical compositions which contain the derivatives are disclosed. The compounds of the invention can exhibit anti-tumor activity, and can be particularly useful in the treatment of estrogen-dependent cancers.Type: GrantFiled: August 11, 1997Date of Patent: January 26, 1999Assignee: Modelisation et Mise au Point de Molecules MedicinalesInventors: Gerard Jaouen, Siden Top