The Metal Is Bonded Directly To Carbon, Which Carbon Is A Ring Carbon Of The Five-membered Hetero Ring Or Which Carbon Is Attached Directly Or Indirectly To The Five-membered Hetero Ring By Nonionic Bonding Patents (Class 548/103)
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Patent number: 6803429Abstract: A catalytic method is provided for a ring-opening cross-metathesis reaction between a cycloolefinic substrate and a second olefinic reactant, wherein the catalyst used is a transition metal alkylidene complex substituted with an N-heterocyclic carbene ligand. The substrates are selected so that the rate of the cross-metathesis reaction of the second olefinic reactant, kCM, is greater than or equal to the rate of the ring-opening metathesis reaction, kRO. In this way, the predominant ROCM product is a monomer, dimer, and/or oligomer, but not a polymer. The invention additionally provides for selective production of an end-differentiated olefinic product, using trisubstituted cycloolefins as substrates and/or a subsequent cross-metathesis reaction following an initial ROCM step. The cycloolefinic substrates include low-strain olefins such as cyclohexene as well as higher strain olefins such as cyclooctene.Type: GrantFiled: April 1, 2002Date of Patent: October 12, 2004Assignee: California Institute of TechnologyInventors: John P. Morgan, Christie Morrill, Robert H. Grubbs, Tae-Lim Choi
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Publication number: 20040176608Abstract: The invention relates to novel transition metal complexes of the formula (I) and (II), 1Type: ApplicationFiled: January 26, 2004Publication date: September 9, 2004Inventors: Siegfried Blechert, Hideaki Wakamatsu
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Patent number: 6787620Abstract: The invention relates to complexes of ruthenium of the structural formula I where X is an anionic ligand, Z is a monodentate to tridentate ligand which contains a metal and is nonionically bound to the ruthenium center, R1 and R2 are identical or different and are each hydrogen or/and a hydrocarbon group, but may also form a ring, and Ligand L is an N-heterocyclic carbene, and also to a process for preparing acyclic olefins having two or more carbon atoms or/and cyclic olefins having three or more carbon atoms and the use of at least one complex of the formula I in olefin metathesis.Type: GrantFiled: February 20, 2003Date of Patent: September 7, 2004Assignee: Degussa AGInventors: Wolfgang Anton Herrmann, Florian J. Kohl, Thomas Weskamp
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Patent number: 6733905Abstract: A metal coordination compound suitable as an organic material for a luminescent device is represented by the following formula (1): wherein M denotes Ir, Pt, Rh or Pd; n is 2 or 3; Y denotes an alkylene group having 2-6 carbon atoms capable of including one or at least two non-neighboring methylene groups which can be replaced with —O—, —S—, —C(O)—, —C(O)—O— or —O—C(O)— and capable of including a hydrogen atom which can be replaced with a linear or branched alkyl group which has 1-10 carbon atoms and is capable of including a hydrogen atom which can be replaced with fluorine atom; and CyN denotes a cyclic group containing a nitrogen atom connected to M and capable of having a substituent selected from the group consisting of a halogen atom; a nitro group; a phenyl group; a trialkylsilyl group having 1-8 carbon atoms; and a linear or branched alkyl group having 1-20 carbon atoms capable of including one or at least two noType: GrantFiled: November 29, 2001Date of Patent: May 11, 2004Assignee: Canon Kabushiki KaishaInventors: Takao Takiguchi, Shinjiro Okada, Akira Tsuboyama, Koji Noguchi, Takashi Moriyama, Jun Kamatani, Manabu Furugori
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Publication number: 20040048101Abstract: The present invention relates to organic light emitting devices (OLEDs), and more specifically to efficient OLEDs having electron blocking layers. The devices of the present invention comprise at least one electron blocking layer which functions to confine electrons to specific regions of the light emitting devices. The present invention also relates to materials for use as electron blockers that show increased stability when incorporated into an organic light emitting device.Type: ApplicationFiled: March 28, 2003Publication date: March 11, 2004Inventors: Mark E. Thompson, Vadim Adamovich, Xiaofan Ren, Arnold Tamayo, Peter I. Djurovich
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Patent number: 6632954Abstract: Compounds of formulae I and Ia, wherein X1 is secondary phosphino; R3 is hydrogen, a hydrocarbon radical having from 1 to 20 carbon atoms, a heterohydrocarbon radical, bonded via a carbon atom, having from 2 to 20 atoms and at least one hetero atom selected from the group O, S and NR, or ferrocenyl; R is H or C1-C4alkyl; each R4 individually or both R4 together are a hydrocarbon radical having from 1 to 20 carbon atoms; and R01 and R02 are each independently of the other a hydrogen atom or a hydrocarbon radical having from 1 to 20 carbon atoms, are chiral ligands for metal complexes with metals of sub-groups I and VIII, which are catalysts for asymmetric addition reactions, for example of hydrogen, to prochiral unsaturated organic compounds.Type: GrantFiled: February 26, 2002Date of Patent: October 14, 2003Assignee: Solvias AGInventors: Andreas Pfaltz, Joerg R. Blankenstein, Frederik Menges
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Patent number: 6624265Abstract: The invention discloses ruthenium alkylidene complexes of the type (PCy3)(L)Cl2Ru(CHPh), where L is a triazolylidene ligand of the general formula: These catalysts have been found to be considerably more active for olefin metathesis at elevated temperatures than the parent catalyst (PCy3)2Cl2Ru(CHPh)(2). For example, complex 14 (L=1,3,4-triphenyl-4.5-dihydro-1H-triazol-5-ylidene) is able to catalyze the ring-closing metathesis of substituted dienes to give tetra-substituted cyclic olefins in good yield. In addition, this complex demonstrates the analogous stability towards oxygen and moisture exhibited by ruthenium alkylidene 2.Type: GrantFiled: January 25, 2001Date of Patent: September 23, 2003Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, Tina M. Trnka
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Patent number: 6613910Abstract: The invention provides a novel method for synthesizing transition metal carbene complexes useful as olefin metathesis catalysts. The method is a convenient one-pot synthesis in which transition metal carbenes are prepared in high yield from readily available starting materials via a dihydrogen complex containing two different anionic ligands, preferably a phosphine and a heteroatom-stabilized carbene. The invention additionally provides a method for synthesizing precursors to carbene ligands useful, inter alia, in the aforementioned one-pot synthesis. The precursors are in the form of trichloromethyl adducts of the formula L1-CCl3, where L1 is a heteroatom-stabilized carbene ligand, and are prepared by contacting an unsaturated, ionized analog of L-CCl3 with a non-nucleophilic base in the presence of chloroform.Type: GrantFiled: April 2, 2002Date of Patent: September 2, 2003Assignee: California Institute of TechnologyInventors: Robert H. Grubbs, John P. Morgan, Diego Benitez, Janis Louie
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Patent number: 6610626Abstract: The invention provides a process for the in-situ generation of a metathesis active catalyst of the formula: comprising contacting an NHC carbene with a dimer of the formula [(arene)MX1X]2 and an alkyne of the formula RC≡CR1 or wherein M is ruthenium or osmium; X and X1 are the same or different and are each independently an anionic ligand; NHC is any N-heterocyclic carbene ligand; R, R1 and R2 are each independently hydrogen or a substituted or unsubstituted substituent selected from the group consisting of C1-C20 alkyl, C2-C20 alkenyl, C2-C20 alkynyl, aryl, C1-C20 carboxylate, C1-C20 alkoxy, C2-C20 alkenyloxy, C2-C20 alkynyloxy, aryloxy, C2-C20 alkoxycarbonyl, C1-C20 alkylthio, C1-C20 alkylsulfonyl and C1-C20 alkylsulfinyl; and R3 is OH. Preferably, the NHC is an s-IMES or IMES carbene ligand; the arene is preferably p-cymene and the alkyne is preferably acetylene.Type: GrantFiled: September 5, 2001Date of Patent: August 26, 2003Assignees: Cymetech, LLP, California Institute of TechnologyInventors: Robert H. Grubbs, Janis Louie, John P. Morgan, Jason L. Moore
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Publication number: 20030156244Abstract: Complexes of organic ligands with a metal ion exhibit unique conformation and spectroscopic properties upon changes in oxidation state of the metal ion. The metal is a redox-active metal ion and may possess additional ligands bonded to it. The organic ligand has three “arms” that are linked together at a central atom; each arm contains atoms that may also coordinate to the metal ion. At least two of the arms possess chromophoric properties. At least one arm contains two different groups that may coordinate to the metal ion. In one oxidation state, a first atom binds to the metal. In a second oxidation state, a second atom binds to the metal. This change in coordination of the metal ion results in a rotation of one of the arms, which changes the orientation of another group, which inverses the orientation of the two chromophoric species with respect to one another.Type: ApplicationFiled: April 16, 2003Publication date: August 21, 2003Inventors: James W. Canary, Suffen Zahn
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Publication number: 20030144437Abstract: The invention provides a method for converting a less active or slower to initiate system to a higher activity system so that at the end of a polymerization the most active species is present in the system. The invention generally relates to a process for converting a less active or slower to initiate catalyst system to a higher activity catalyst system wherein the process comprises contacting a protected N-heterocyclic carbene with a metathesis catalyst and an olefin in the presence of energy. One of the benefits of the invention is that the amount of catalyst required is less than or lowered in the presence of the protected N-heterocyclic carbene as compared to the amount of catalyst required in the absence of the protected N-heterocyclic carbene. The protected N-heterocyclic carbene can be unsaturated or saturated. In addition, the invention describes novel ruthenium initiators and methods of making the same.Type: ApplicationFiled: March 25, 2002Publication date: July 31, 2003Inventors: Andrew Bell, Robert H. Grubbs, John P. Morgan, Jason L. Moore
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Patent number: 6552139Abstract: The invention relates to complexes of ruthenium of the structural formula I where X is an anionic ligand, Z is a monodentate to tridentate ligand which contains a metal and is nonionically bound to the ruthenium center, R1 and R2 are identical or different and are each hydrogen or/and a hydrocarbon group, but may also form a ring, and Ligand L is an N-heterocyclic carbene, and also to a process for preparing acyclic olefins having two or more carbon atoms or/and cyclic olefins having three or more carbon atoms and the use of at least one complex of the formula I in olefin metathesis.Type: GrantFiled: January 20, 2000Date of Patent: April 22, 2003Assignee: Degussa AGInventors: Wolfgang Anton Herrmann, Florian J. Kohl, Thomas Weskamp
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Publication number: 20030055262Abstract: The invention pertains to the use of Group 8 transition metal carbene complexes as catalysts for olefin cross-metathesis reactions, and for enantioselective reactions in particular. The synthesis of these complexes and details of their use as catalysts is also provided.Type: ApplicationFiled: April 16, 2002Publication date: March 20, 2003Inventors: Robert H. Grubbs, Donald W. Ward, Thomas J. Seiders, Steven D. Goldberg
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Patent number: 6531607Abstract: The invention relates to immobilized palladium complexes, to a process for their preparation, to their use as catalysts and to a process for the preparation of arylamines using immobilized palladium complexes.Type: GrantFiled: May 21, 2001Date of Patent: March 11, 2003Assignee: Bayer AktiengesellschaftInventors: Lukas Goossen, Martin Hendrix
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Patent number: 6500949Abstract: An improved process for forming bridged Group 4 transition metal complexes using boron trihalide and a magnesium dicyclopentadienyl compound to form a dicyclopentadienyl boron halide intermediate for subsequent metallation or other synthetic use and novel metal complexes.Type: GrantFiled: April 10, 2001Date of Patent: December 31, 2002Assignee: Dow Global Technologies Inc.Inventors: Richard E. Campbell, Jr., Kevin A. Frazier, David D. Devore, Paul C. Vosejpka
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Publication number: 20020128486Abstract: Compounds of formulae I and Ia, 1Type: ApplicationFiled: February 26, 2002Publication date: September 12, 2002Inventors: Andreas Pfaltz, Joerg R. Blankenstein, Frederik Menges
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Patent number: 6417369Abstract: Copper pyrazolate precursor compositions useful for the formation of copper in semiconductor integrated circuits, e.g., interconnect metallization in semiconductor device structures, as an adhesive seed layer for plating, for the deposition of a thin-film recording head and for circuitization of packaging components. The copper pyrazolate precursor compositions include fluorinated and non-fluorinated pyrazolate copper (I) complexes and their Lewis base adducts. Such precursors are usefully employed for liquid delivery chemical vapor deposition of copper or copper-containing material on a substrate.Type: GrantFiled: March 13, 2000Date of Patent: July 9, 2002Assignee: Advanced Technology Materials, Inc.Inventors: Chongying Xu, Thomas H. Baum, Ziyun Wang
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Patent number: 6403802Abstract: This invention provides a process for conducting amination reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in aminations of aryl halides and aryl pseudohalides. An amination can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than amino groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one primary amine and/or at least one secondary amine; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene.Type: GrantFiled: February 22, 2000Date of Patent: June 11, 2002Assignee: University of New Orleans Research & Technology FoundationInventors: Steven P. Nolan, Jinkun Huang, Mark L. Trudell, Chunming Zhang
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Patent number: 6403801Abstract: This invention provides a process for conducting Suzuki coupling reactions. The processes of the present invention make use of N-heterocyclic carbenes as ancillary ligands in Suzuki couplings of aryl halides and aryl pseudohalides. A Suzuki coupling can be carried out by mixing, in a liquid medium, at least one strong base; at least one aryl halide or aryl pseudohalide in which all substituents are other than boronic acid groups, wherein the aryl halide has, directly bonded to the aromatic ring(s), at least one halogen atom selected from the group consisting of a chlorine atom, a bromine atom, and an iodine atom; at least one arylboronic acid in which all substituents are other than chlorine atoms, bromine atoms, iodine atoms, or pseudohalide groups; at least one metal compound comprising at least one metal atom selected from nickel, palladium, and platinum, wherein the formal oxidation state of the metal is zero or two; and at least one N-heterocyclic carbene.Type: GrantFiled: February 22, 2000Date of Patent: June 11, 2002Assignee: University of New Orleans Research & Technology FoundationInventors: Steven P. Nolan, Jinkun Huang, Mark L. Trudell, Chunming Zhang
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Patent number: 6339081Abstract: A composition comprising (a) a metal complex of a cyclic thiohydroxamic acid such as the 2:1 zinc complex of 3-hydroxy-4-methylthiazol-2(3H)-thione and (b) a salt of the metal such as zinc chloride, acetate or oxide. The presence of component (b) gives enhanced microbiological activity.Type: GrantFiled: August 9, 1999Date of Patent: January 15, 2002Assignee: Avecia LimitedInventor: John David Payne
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Patent number: 6326493Abstract: A metallocene compound is provided wherein to a transition metal compound is bonded a multidentate compound wherein a substituted cycloalkadienyl ring CA1 having therein a heteroaromatic group Ra containing an oxygen, sulfur or nitrogen atom on a cycloalkadienyl ring, preferably the five-membered ring thereof, and an unsubstituted or substituted cycloalkadienyl group CA2 or —(R1)N—, —O—, —S— or —(R1)P—, preferably CA2, more preferably a substituted cycloalkadienyl group identical with CA1 are bonded through a divalent linking group. The metallocene compound is suitable as a principal ingredient of a catalyst for the polymerization of olefins, particularly achieving a very high effect in making the molecular weight of a polypropylene higher.Type: GrantFiled: November 30, 1999Date of Patent: December 4, 2001Assignee: Chisso CorporationInventors: Seiki Mitani, Masato Nakano, Jun Saito, Hiroshi Yamazaki, Keisuke Kimura
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Patent number: 6310056Abstract: The carbapenem derivatives represented by the following formula (I) is disclosed.Type: GrantFiled: July 28, 1999Date of Patent: October 30, 2001Assignee: Meiji Seika Kaisha, Ltd.Inventors: Yuko Kano, Kazuhiro Aihara, Yumiko Toyooka, Toshiro Sasaki, Hiromasa Takizawa, Kenichi Fushihara, Kazuko Kobayashi, Kunio Atsumi, Katsuyoshi Iwamatsu, Takashi Ida
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Publication number: 20010019782Abstract: A light-emitting material comprises a compound having a partial structure represented by the following formula (1) or tautomer thereof: 1Type: ApplicationFiled: December 27, 2000Publication date: September 6, 2001Inventors: Tatsuya Igarashi, Keizo Kimura, Kazumi Nii
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Patent number: 6248894Abstract: A method of controlling Take-all disease of plants by applying, preferably to the seed prior to planting, a fungicide of the formulaType: GrantFiled: September 28, 1998Date of Patent: June 19, 2001Assignee: Monsanto CompanyInventors: Dennis Paul Phillion, Diane Susan Braccolino, Matthew James Graneto, Wendell Gary Phillips, Karey Alan Van Sant, Daniel Mark Walker, Sai Chi Wong
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Patent number: 6180788Abstract: The invention is directed towards a metal complex having the formula LMX1X2. L is a bidentate nitrogen-containing ligand with more than 2 nitrogens. M is copper, silver, or gold. X1 and X2 are independently selected from the group consisting of halogens, hydride, triflate, acetate, trifluoroacetate, perfluorotetraphenylborate, tetrafluoroborate, C1 through C12 alkyl, C1 through C12 alkoxy, C3 through C12 cycloalkyl, C3 through C12 cycloalkoxy, aryl, and any other moiety into which a monomer can insert. Such metal complexes have a tetrahedral or pseudo-tetrahedral structure.Type: GrantFiled: October 29, 1999Date of Patent: January 30, 2001Assignee: Exxon Research and Engineering CompanyInventor: Robert T Stibrany
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Patent number: 6169051Abstract: A metallocene compound is provided wherein to a transition metal compound is bonded a multidentate compound wherein a substituted cycloalkadienyl ring CA1 having therein a heteroaromatic group Ra containing an oxygen, sulfur or nitrogen atom on a cycloalkadienyl ring, preferably the five-membered ring thereof, and an unsubstituted or substituted cycloalkadienyl group CA2 or —(R1)N—, —O—, —S— or —(R1)P—, preferably CA2, more preferably a substituted cycloalkadienyl group identical with CA1 are bonded through a divalent linking group. The metallocene compound is suitable as a principal ingredient of a catalyst for the polymerization of olefins, particularly achieving a very high effect in making the molecular weight of a polypropylene higher.Type: GrantFiled: January 25, 1999Date of Patent: January 2, 2001Assignee: Chisso CorporationInventors: Seiki Mitani, Masato Nakano, Jun Saito, Hiroshi Yamazaki, Keisuke Kimura
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Patent number: 6133252Abstract: A method of controlling Take-all disease of plants by applying, preferably to the seed prior to planting, a fungicide of the formula ##STR1## wherein Z.sub.1 and Z.sub.2 are C or N and are part of an aromatic ring selected from benzene, pyridine, thiophene, furan, pyrrole, pyrazole, thiazole, and isothiazole;A is selected from --C(X)-amine, --C(O)--SR.sub.3, --NH--C(X)R.sub.4, and --C(.dbd.NR.sub.3)--XR.sub.7 ;B is --W.sub.m --Q(R.sub.2).sub.3 or selected from o-tolyl, 1-naphthyl, 2-naphthyl, and 9-phenanthryl, each optionally substituted with halogen or R.sub.4 ;Q is C, Si, Ge, or Sn;W is --C(R.sub.3).sub.p H.sub.(2-p) --; or when Q is C, W is selected from --C(R.sub.3).sub.p H.sub.(2-p) --, --N(R.sub.3).sub.m H.sub.(1-m) --, --S(O).sub.p --, and --O--;X is O or S;n is 0, 1, 2, or 3;m is 0 or 1;p is 0, 1, or 2;each R is independently selected from functional groups disclosed the specification.Type: GrantFiled: November 4, 1998Date of Patent: October 17, 2000Assignee: Monsanto CompanyInventors: Dennis Paul Phillion, Diane Susan Braccolino, Matthew James Graneto, Wendell Gary Phillips, Karey Alan Van Sant, Daniel Mark Walker, Sai Chi Wong
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Patent number: 5977372Abstract: This application discloses a process for producing 8-[2'-(2(1)-tert-butyl-2H-tetrazol-5-yl) -biphenyl-4-yl-methyl]-2,4-dimethyl-5,8-dihydro-6H-pyrido[2,3-d]pyrimidin- 7-one (or such a compound wherein a benzyl or p-methoxybenzyl group is present in place of the tert-butyl group) or a salt thereof, said process characterized in(B) transmetallizing bromo[2-[2-(tert-butyl)-2H-tetrazol-5-yl]phenyl]magnesium Grignard reagent with zinc chloride or bromide; and(C) reacting the transmetallized product with 8-[(4-bromophenyl)-methyl]5,8-dihydro-2,4-dimethyl-pyrido[2,3-d]pyrimidin- 7(6H-one in the presence of a palladium catalyst to yield the product;wherein throughout the process a benzyl or p-methoxybenzyl group may be present in place of the tert-butyl group.Type: GrantFiled: February 27, 1998Date of Patent: November 2, 1999Assignee: American Home Products CorporationInventors: Pierre Giguere, Silvio Iera, Michel Bernatchez
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Patent number: 5932363Abstract: A luminescent composition containing a mixture of a fluorescent material and a metal chelate compound of the formulaL.sub.n --M.sup.+n (I)wherein M represents a metal; n is a number of from 1 to 3, and L is a ligand of the formula ##STR1## wherein Ar is an aryl; X is selected from the group consisting of oxygen, sulfur, and selenium; N is nitrogen; O is oxygen, and Z is a suitable aromatic component.Type: GrantFiled: October 2, 1997Date of Patent: August 3, 1999Assignee: Xerox CorporationInventors: Nan-Xing Hu, Shuang Xie, Zoran D. Popovic, Beng S. Ong, Ah-Mee Hor
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Patent number: 5929238Abstract: The present invention is drawn to complexes of dibenzyl-organotin compounds having nitrogen or sulfur containing heterocyclic ligands. Said complexes are useful as cytotoxic agents.Type: GrantFiled: November 25, 1997Date of Patent: July 27, 1999Assignee: Council of Scientific & Industrial ResearchInventors: Sujit Roy, Purnima M. Samuel, Prakash V. Diwan, P. Kanta Rao, U. T. Bhalerao
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Patent number: 5760220Abstract: A process is described for preparing a compound of the formula I: ##STR1## or a salt thereof; wherein X is a protecting group and R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen, C.sub.1-6 alkyl or C.sub.1-6 perfluoroalkyl, R.sub.5 is hydrogen or when n is 1 R.sub.5 taken together with R.sub.3 comprises a double bond; m is 1, 2 or 3; n is 0 or 1, and p is 0, 1 or 2.Type: GrantFiled: June 4, 1996Date of Patent: June 2, 1998Assignee: American Home Products CorporationInventors: Pierre Giguere, Silvio Iera, Michel Bernatchez, Giuseppe Barreca, Graziano Castaldi, Vincenzo Cannata
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Patent number: 5728839Abstract: A complex of the formula?L.sub.a M.sub.b X.sub.c !.sup.n (A).sub.n Ias described in the application useful as homogenous catalysts.Type: GrantFiled: December 29, 1995Date of Patent: March 17, 1998Assignee: Hoechst AktiengesellschaftInventors: Wolfgang A. Herrmann, Martina Elison, Jakob Fischer, Christian Kocher, Karl Ofele
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Patent number: 5591855Abstract: Disclosed herein are compounds referred to as "fused pyrrolocarbazoles" which possess a variety of functional activities. The disclosed compounds are represented by the following general formula: ##STR1## Methodologies for the synthetic production of fused pyrrolocarbazoles are also disclosed, as well as exemplary uses of the compounds.Type: GrantFiled: April 24, 1995Date of Patent: January 7, 1997Assignee: Cephalon, Inc.Inventors: Robert L. Hudkins, Ernest Knight, Jr.
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Patent number: 5532373Abstract: An aluminate complex represented by formula (I): ##STR1## with the groups in the aluminate complex as defined in the specification, and which is capable of radical generation upon photoexcitation; a photopolymerizable composition comprising an ethylenically unsaturated polymerizable compound and the aluminate complex; and an image-forming material comprising a support, an organoaluminum compound anion represented by formula (I'): ##STR2## with the groups in the organoaluminum compound anion as defined in the specification, and a photobleachable dye; are disclosed.Type: GrantFiled: September 22, 1994Date of Patent: July 2, 1996Assignee: Fuji Photo Film Co., Ltd.Inventors: Hirotaka Matsumoto, Jun Yamaguchi, Naoto Yanagihara, Hisashi Yamamoto
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Patent number: 5298624Abstract: Stable, organometallic complexes of 5,5-diphenyl-2,4 imidazolidenedione (diphenyl hydantoin) are versatile biocides, effective when applied topically or parenterally to animal tissue, and when applied topically to plants. The diphenyl Hydantoin complexes are seen to prevent animal and plant tissue infections, and may be combined with other materials to inhibit infection.Type: GrantFiled: November 12, 1992Date of Patent: March 29, 1994Inventor: Sigmund E. Lasker
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Patent number: 5149853Abstract: In a process for the production of thin films and epitaxial layers by gas-phase deposition, intramolecularly stabilized organometallic compounds are employed as a source of metal.Type: GrantFiled: November 8, 1991Date of Patent: September 22, 1992Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Dietrich Erdmann, Max E. Van Ghemen, Ludwig Pohl, Herbert Schumann, Uwe Hartmann, Wilfried Wassermann, Meino Heyen, Holger Jurgensen
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Patent number: 5002941Abstract: Compounds comprising pyridyl and phenyl substituted pyrrolo[1,2-a]imidazole derivatives and pyridyl and phenyl substituted imidazo[1,2-a]pyridine derivatives, pharmaceutical compositions containing said compounds, and their use as 5-lipoxygenase pathway inhibitors.Type: GrantFiled: October 11, 1988Date of Patent: March 26, 1991Assignee: SmithKline Beecham CorporationInventors: Jerry L. Adams, Paul E. Bender, John G. Gleason, Nabil Hanna, John F. Newton, Jr., Carl D. Perchonock, Kazys Razgaitis
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Patent number: 4977288Abstract: m-Radiohalo-aniline is a stable intermediate for preparing biotin-m-radiohalo-anilide to be used as an imaging agent or therapeutic agent. The invention also contemplates m-aminophenyltrialkylstannane which can be radiohalogenated and linked to biotin.Type: GrantFiled: January 29, 1988Date of Patent: December 11, 1990Assignee: President and Fellows of Harvard CollegeInventors: Amin I. Kassis, Leslie A. Khawli
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Patent number: 4935408Abstract: A compound of the formula: ##STR1## in which R.sup.1 represents alkyl, cycloalkyl or aralkyl, R* represents fluorophenyl or trifluoromethylphenyl when R.sup.1 is alkyl; R* represents dichlorophenyl, neopentyl, trimethylsilylmethyl, dimethylphenylsilylmethyl or a group of the formula: ##STR2## wherein R.sup.2 represents halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is cycloalkyl; or R* represents 2-thienyl, 3-thienyl, neopentyl, trimethylsilylmethyl, dimethylphenylsilylmethyl or a group of the formula: ##STR3## wherein R.sup.3, R.sup.4 and R.sup.5 independently represent halogen, trifluoromethyl, lower alkyl or lower alkoxy when R.sup.1 is aralkyl, m represents 1 or 2, and X represents halogen, imidazolyl, triazolyl, phenylthio or a radical selected from the group consisting of: ##STR4## wherein R.sup.6 represents alkyl, R.sup.7 and R.sup.8 independently represent lower alkyl and R.sup.9 and R.sup.Type: GrantFiled: May 6, 1988Date of Patent: June 19, 1990Assignees: Shionogi & Co., Ltd., Nitto Kasei Co., Ltd.Inventors: Hideyuki Imazaki, Masazumi Fujikawa, Katsuaki Oba, Fusaharu Kumayama, Toshio Takahashi
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Patent number: 4911747Abstract: This invention relates to novel thioxo-2-imidazolinyl benzoic acids, esters and salts, a process for the preparation thereof and a method for the control of undesirable monocotyledonous and dicotyledonous plant species therewith.Type: GrantFiled: July 9, 1984Date of Patent: March 27, 1990Assignee: American Cyanamid Co.Inventor: Marinus Los
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Patent number: 4898878Abstract: Therapeutic antioxidant compounds, useful for relieving the pathogenesis of oxidative stress, of formula ##STR1## wherein substituents R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are individually selected from among hydrogen, methyl, or other atoms and groups that do not adversely affect the overall spectrum of redox activity of the 4-thiohistidine. N-3 is unsubstituted or is substituted as described for R.sub.1 to R.sub.4. R.sub.6 is preferably hydrogen or --SR.Type: GrantFiled: October 2, 1987Date of Patent: February 6, 1990Assignee: The Board of Regents of the University of WashingtonInventors: Bennett M. Shapiro, Eric E. Turner, Paul B. Hopkins, Rachel E. Klevit, Tod P. Holler, Andreas Spaltenstein
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Patent number: 4855468Abstract: Titanocenes with .pi.-cyclopentadienyl ligands, in which one or two carbocyclic or heterocyclic aromatic rings are bonded to the metal, the aromatic rings being substituted in at least one of the two ortho-positions relative to the metal-carbon bonds by CF.sub.2 Z (Z=F or substituted or unsubstituted alkyl), are suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds. They are distinguished by a high radiation sensitivity, stability to air and thermal effects, and high effectiveness in the range from UV light to visible light.Type: GrantFiled: September 11, 1987Date of Patent: August 8, 1989Assignee: Ciba-Geigy CorporationInventors: Martin Riediker, Kurt Meier, Hans Zweifel
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Patent number: 4843069Abstract: A compound of the general formula I(BH.sub.n).sub.m [RuX.sub.3+nm-q-r.sup.(OH).sub.r (BH.sub.p).sub.3-nm+q ].sub.1+p+q IwhereinB denotes a mononuclear or polynuclear basic heterocyclic radical containing one or more nitrogen atoms,X denotes chlorine or bromine,m denotes 1 or 2,n denotes 1 or 2, the sum of n and m being not greater than 3,p denotes 0 or 1, but not 1 if n is 1,q denotes 0 or 1, but not 1 if p is 1 andr denotes 0 or 1,show an antitumoral activity and are therefore suitable as a chemotherapeutic for the treatment of cancers.Type: GrantFiled: April 25, 1986Date of Patent: June 27, 1989Assignee: Asta Pharma AGInventors: Heimo Keller, Bernhard Keppler
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Patent number: 4843068Abstract: A pyrazole oxime derivative represented by the general formula (I) which is useful as an insecticide and fungicide, ##STR1## wherein the structural elements are defined in the specification, and the method of controlling said pests. The compounds represented by the general formula (I) can be synthesized by the methods disclosed in the specification.Type: GrantFiled: December 29, 1986Date of Patent: June 27, 1989Assignee: Nihon Nohyaku Co., Ltd.Inventors: Hiroshi Hamaguchi, Hideo Takaishi, Tetsuji Ohshima, Takamichi Konno, Yukio Miyagi, Shiraiwa Yutaka, Takayuki Akita
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Patent number: 4316853Abstract: Many varieties of harmful insects which attack useful plant crops can be controlled by treating the plants with compositions containing certain novel tetraorganotin compounds wherein three of the four hydrocarbon groups bonded to the tin atom are methyl and the remaining group is phenyl containing specified substituents or heterocyclic and is either bonded directly to the tin atom or separated from the tin atom by one methylene group. The present compounds exhibit unexpectedly superior insecticidal activity relative to prior art organotin compounds containing three methyl groups and a phenyl or an alkyl- substituted phenyl group bonded to the tin atom.Type: GrantFiled: November 5, 1979Date of Patent: February 23, 1982Assignee: M&T Chemicals Inc.Inventors: Melvin H. Gitlitz, John E. Engelhart, David A. Russo
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Patent number: 4264494Abstract: Metal complex compounds which in the form of the free acids correspond to the formula I ##STR1## where A is an aliphatic, carbocyclic or heterocyclic radical,E is an aliphatic or carbocyclic radical,B is a cyano, acyl, substituted sulfonyl, carboxylic acid ester or carboxamide radical, orB and E together with the carbon atoms by which they are linked may be an alicyclic or heterocyclic radical,F is an aliphatic, carbocylic or heterocyclic radical,L is --O--, --COO--, ##STR2## n is 1, 2, 3 or 4, Y is .dbd.CH-- or .dbd.N-- andZ is ##STR3## or the radical of a coupling component, alkyl being of 1 to 4 carbon atoms, andR is hydrogen or unsubstituted or substituted alkyl, cycloalkyl, aryl or acyl and R.sup.1 and R.sup.2 are substituents conventionally present in dyes.The compounds of the formula I give fast dyeings on natural polyamides and synthetic nylons.Type: GrantFiled: August 2, 1978Date of Patent: April 28, 1981Assignee: BASF AktiengesellschaftInventors: Klaus Grychtol, Hans Baumann
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Patent number: 4208411Abstract: Compounds of the general formula ##STR1## wherein X is a same or different substituent which is halogen, lower alkyl, nitro or lower haloalkyl;n is 1 or 2;Y is alkoxyalkyl, lower alkenyloxyalkyl, phenoxyalkyl or substituted phenoxyalkyl;or metal complexes of the compounds defined herein above.The compounds are useful as fungicides.Type: GrantFiled: March 14, 1978Date of Patent: June 17, 1980Assignee: Nippon Soda Company LimitedInventors: Katsuyata Ikura, Kiyoshi Katsuura, Akira Nakada, Masami Mizuno
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Patent number: 4187254Abstract: An organometallic halide having the formula:(RMX)(MX.sub.2).sub.a (MR.sub.2).sub.b (MH.sub.2).sub.cwherein a.ltoreq.0.45, b.ltoreq.0.15, and c.ltoreq.0.30, X is a halogen, R is a hydrocarbon radical, and M is a metal selected from the group consisting of magnesium, zinc, beryllium, and calcium is prepared by a continuous dry process by reacting an organic monohalide RX and a metal M in the form of convex solid grains of a size between 1 and 15 mm. The reaction temperature is lower than the temperature at which decomposition of the organometallic halide RMX begins and at least 10.degree. C. higher than the boiling point of the organic monohalide. The reaction may also take place in the presence of an organometallic derivative comprising a hydroxy group or an enolysable ketone group. The resulting organometallic halide may be used for the synthesis of anhydrous magnesium halide or for the reduction of titanium tetrachloride.Type: GrantFiled: November 2, 1977Date of Patent: February 5, 1980Assignee: Societe Chimique des Charbonnages - CdF ChimieInventors: Karel Bujadoux, Jean-Marie Neyer, Jean-Pierre Houzeaux
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Patent number: 4170598Abstract: Mercury derivatives of 5,6-dihydroprostacyclins are disclosed, illustrated for example by ##STR1## wherein G is nitrato, iodo, chloro, bromo, acetato, trifluoroacetato, or benzoato, and wherein .about. indicates alpha or beta configuration, said products having pharmacological activity.Type: GrantFiled: June 19, 1978Date of Patent: October 9, 1979Assignee: The Upjohn CompanyInventor: Udo F. Axen