Carbon Bonded Directly To The Metal Patents (Class 556/87)
  • Patent number: 5359105
    Abstract: Cyclopentadienyl derivatives are deprotonated by a process whereby the cyclopentadienyl derivatives are reacted with a Grignard reagent in an inert solvent which contains from about 0.5 to 1.5 equivalents per equivalent of cyclopentadienyl derivative of a cyclic ether or an acyclic polyether, so as to form a dianionic salt of said cyclopentadienyl derivative.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: October 25, 1994
    Assignee: Albemarle Corporation
    Inventors: Jamie R. Strickler, John M. Power
  • Patent number: 5354784
    Abstract: A keto arene-cyclopentadienyl iron complex salt of the formula:[(R.sup.2 CO)(R.sup.1).sub.m C.sub.6 H.sub.5--m Fe.sup.II Cp].sup.+1 A.sup.-1wherein R.sup.1 is an alkyl group, R.sup.2 is an alkyl group or phenyl group, m is an integer of 1 to 5, Cp is an .eta..sup.5 -cyclopentadienyl group and A.sup.-1 is a non-nucleophilic anion, e.g. pentamethylacetophenone-Fe(II)-Cp.sup.+ PF.sub.6.sup.-1 salt or pentamethylbenzophenone-Fe(II)-Cp.sup.+ PF.sub.6.sup.-1 salt, which is useful as a photoinitiator for cationically polymerizable compounds, especially for epoxy resins, and has an improved environmental safety and a high absorptivity, and which can be easily produced by a direct replacement reaction between dicarbonyl-.eta..sup.5 -(2,4-cyclopentadien-1-yl)iron(II) halide and an alkyl substituted keto arene to be replaced for the carbonyl ligands.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: October 11, 1994
    Assignee: Arakawa Kagaku Kogyo Kabushiki Kaisha
    Inventors: Scott F. Timmons, Hiroshi Sawada, Stephen T. Willinghoff, Robert E. Lyle, Jr., Belinda K. Taylor
  • Patent number: 5347026
    Abstract: A Process is disclosed comprising reacting an alkali metal salt of Z with MX.sub.4 to form a trihalo compound; reacting the trihalo compound with an alkali metal salt of Z' to form a dihalo compound; and reacting the dihalo compound with at least one alkali metal organic compound to form Z-MR.sub.2 -Z', where Z is a substituted or unsubstituted fluorenyl radical, M is Ge, Si, or Sn, X is Cl, Br, F, or I, each R is a hydrocarbyl radical containing 1 to 20 carbon atoms, and Z' is an unsubstituted cyclopentadienyl, substituted cyclopentadienyl, unsubstituted indenyl, substituted indenyl, unsubstituted fluorenyl, or a substituted fluorenyl. Also new fluorene compounds are disclosed.
    Type: Grant
    Filed: June 11, 1993
    Date of Patent: September 13, 1994
    Assignee: Phillips Petroleum Company
    Inventors: Konstantinos Patsidis, H. G. Alt, Syriac J. Palackal
  • Patent number: 5298641
    Abstract: The present invention relates to a method of preparing hexaalkyl distannanes by converting bis-[trialkyltin]oxide with a stabilized solution of sodium borohydride in alcohol, preferably methanol, in the presence of an inert solvent.
    Type: Grant
    Filed: June 30, 1993
    Date of Patent: March 29, 1994
    Assignee: Witco GmbH
    Inventor: Ulrich Stewen
  • Patent number: 5288886
    Abstract: The invention concerns a method of preparing trialkyl-tin hydrides by a process that ensures outstanding long-term stability.Bis-[trialkyl-tin]oxides are dissolved in a solvent that mixes only to some extent, if at all, with water and converted with an aqueous solution of sodium borohydride stabilized with a base. The product is obtained by phase separation and optionally by distillation. The trialkyl-tin hydride is obtained almost quantitatively with a yield of more than 95%.
    Type: Grant
    Filed: July 1, 1993
    Date of Patent: February 22, 1994
    Assignee: Witco GmbH
    Inventors: Ralf-Jurgen Becker, Ulrich Stewen, Udo Weinberg
  • Patent number: 5268495
    Abstract: The invention relates to a process for the preparation of a compound of the formula XI ##STR1## wherein preferably M.sup.1 is zirconium, the radicals R.sup.1 are alkyl, the radicals R.sup.2 are halogen or alkyl, R.sup.3 is dimethylsilyl or ethylene and n is 2-18, wherein a compound of the formula II ##STR2## is reacted with an alkali metal or alkaline earth metal salt of a malonic ester and then with an alkyl halide, the reaction product is converted by decarboxylation into the corresponding lactone, which is further reacted by known methods to give the compound XI.The compounds of the formula XI, some of which are novel, can advantageously be used as catalysts for olefin polymerization.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: December 7, 1993
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Herbert Riepl, Wolfgang A. Herrmann, Jurgen Rohrmann
  • Patent number: 5258531
    Abstract: The invention relates to a process for the direct synthesis of organotin compounds of the formulaR.sub.n SnCl.sub.4-nwhereinn=1-4, and,R=a linear or branched or cycloaliphatic alkyl having 4-18 C atoms,by reacting metallic tin with alkyl chlorides, characterized in that the reaction is carried out in the presence of amines of the general formulaA) R.sup.1.sub.a N [(CH.sub.2 CH.sub.2 O).sub.m CH.sub.2 CH.sub.2 OR.sup.2 ].sub.3-aand/or ammonium chlorides of the formulaB) R.sup.1.sub.b N [(CH.sub.2 CH.sub.2 O).sub.m CH.sub.2 CH.sub.2 OR.sup.2 ].sub.4-b.sup.Clwhereina=0, 1 or 2;b=0, 1, 2 or 3;R.sup.1 =linear or branched or cycloaliphatic alkyl having 2 to 24 C atoms, aryl, alkyl aryl or substituted aryl and, if a=2, or b=2 or 3, the R.sup.1 groups may be the same or different;R.sup.2 =H, linear or branched alkyl having 1 to 20 C. atoms, aryl, substituted aryl or alkyl aryl; andm=1-20.
    Type: Grant
    Filed: June 17, 1992
    Date of Patent: November 2, 1993
    Assignee: Baerlocher GmbH
    Inventors: Romualdo Malguzzi, Maurizio Sandri, Michael Rosenthal, Albert W. Puerzer
  • Patent number: 5254707
    Abstract: The process for preparing a compound of the formula:Cp'YNHRwherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C.sub.1 to C.sub.20 hydrocarbyl or substituted hydrocarbyl group, the process comprising reacting a ligand of the formula Cp'YX, wherein Cp' and Y are as defined above and X is halogen, with a substantially equimolar amount of a primary amine of the formula NH.sub.2 R, wherein R is as defined above, in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35.degree. C., so as to form said compound.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: October 19, 1993
    Assignee: Ethyl Corporation
    Inventors: Jamie R. Strickler, John M. Power, Meng-Sheng Ao
  • Patent number: 5200540
    Abstract: It is possible to eliminate organic tin(IV) monohalide from organic tin(IV) polyhalide containing the monohalide so that it can not be detected in sensitivity of ordinary gas chromatography by treating with hydrochloric acid, hydrogen chloride or chlorine.
    Type: Grant
    Filed: August 2, 1991
    Date of Patent: April 6, 1993
    Assignee: Koriyama Kasei Co., Ltd.
    Inventors: Yasuyuki Suzuki, Yuji Watanabe, Toshinao Fujita, Naruo Den
  • Patent number: 5154912
    Abstract: The peroxides which include the O.sup.17 isotope, especially the hydrogen peroxides and peroxides and hydroperoxides prepared therefrom, are well adapted as nonradioactive labeled compounds for use in the medicinal and biological arts.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: October 13, 1992
    Assignee: Atochem
    Inventors: Jean-Pierre Schirmann, Jean-Jacques Barieux
  • Patent number: 5155248
    Abstract: Reaction products of dibutyl tin oxide with selected aromatic aminocarboxylic acids, a process for their preparation and their use as catalysts for the preparation of polyurethanes.
    Type: Grant
    Filed: November 29, 1991
    Date of Patent: October 13, 1992
    Assignee: Rhein Chemie Rheinau GmbH
    Inventors: Volker Ullrich, Clemens Schudok
  • Patent number: 5145976
    Abstract: Useful as catalysts for the reaction of a polyisocyanate or a partially blocked polyisocyanate with a hydroxy-containing compound are organotin compositions obtained by reacting a diorganotin oxide of the formula R.sub.2 SnO of a diorganotin dichloride of the formula R.sub.2 SnCl.sub.2 with a compound of the formula HS--CH.sub.2 CH(OH)CH.sub.2 XH where R is a C.sub.1 -C.sub.8 alkyl or an aryl group and X is --O-- or --S--.Also disclosed are cationic electrodepositable (CED) compositions containing such catalysts.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: September 8, 1992
    Assignee: Air Products and Chemicals, Inc.
    Inventors: James D. Nichols, John B. Dickenson
  • Patent number: 5126473
    Abstract: A process is described for the hydrided of halogen-substituted compounds of the second to fourth period of Groups III to V of the periodic system, with the exception of gallium, aluminum, carbon, or nitrogen. A finely-granulated aluminum is added to a molten salt melt that consists of 50-67 molar % AlCl.sub.3 (anhydrous) and 50 to 33 molar % of sodium chloride. Then to the stirred, or by some other means dispersed suspension, hydrogen is introduced to hydrided the finely-dispersed aluminum. Thereafter the mixture is reacted with the halogen-substituted compound and the resulting hydrided compound is renewed.
    Type: Grant
    Filed: August 10, 1990
    Date of Patent: June 30, 1992
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hans-Juergen Klockner, Ralf Schmoll, Peter Panster, Peter Kleinschmit
  • Patent number: 5110347
    Abstract: The invention relates to certain substituted fused compounds of Formula I ##STR1## which are useful as herbicides, and their agriculturally suitable compositions, as well as methods for their use as general or selective preemergent or postemergent herbicides or as plant growth regulants.
    Type: Grant
    Filed: November 26, 1990
    Date of Patent: May 5, 1992
    Assignee: E. I Du Pont de Nemours and Company
    Inventor: Thomas Selby
  • Patent number: 5087716
    Abstract: Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.
    Type: Grant
    Filed: December 24, 1990
    Date of Patent: February 11, 1992
    Assignee: Dow Corning Corporation
    Inventors: Antony P. Wright, Padmakumari J. Varaprath
  • Patent number: 5082958
    Abstract: Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.
    Type: Grant
    Filed: January 22, 1990
    Date of Patent: January 21, 1992
    Assignee: Dow Corning Corporation
    Inventors: Antony P. Wright, Padmakumari J. Varaprath
  • Patent number: 5081271
    Abstract: Benzoic acid derivatives represented by the formula (I): ##STR1## wherein R.sub.1 represents hydrogen or lower-alkyl, R.sub.2 and R.sub.4 represent hydrogen, trimethylsilyl, or trimethylgermyl, R.sub.3 represents hydrogen, lower-alkyl, trimethylsilyl, or trimethylgermyl, R.sub.5 represents hydrogen, lower-alkyl, acetyl, or hydroxy, at least one of R.sub.2 and R.sub.3 being trimethylsilyl or trimethylgermyl, and R.sub.6 means hydroxy, lower-alkoxy, or a group of the formula --NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 mean hydrogen or lower-alkyl, and X represents a group of the formula --COHN--, --NHCO--, --COO--, --OCO--, --COCH.dbd.CH--, --COCH.dbd.C(OH)--, or --CH.dbd.CH--, which exhibit excellent effect as differentiation-inducing agents for neoplastic cells, especially leukemia cells, or a therapeutic agent for psoriasis or immune and inflammatory diseases, and a process for the preparation thereof, are disclosed.
    Type: Grant
    Filed: March 28, 1989
    Date of Patent: January 14, 1992
    Inventor: Koichi Shudo
  • Patent number: 5081091
    Abstract: A catalyst for addition polymerization comprising(a) an (initiator) first component comprising a plurality of atoms M as hereinafter defined, each in a moiety of formula (I):MX(Y.sub.n)Z.sub.p (I)whereinM is Si, Ge or Snn is 0 or an integer, and p is an integer such that (n+p)=3;X is a diradical ##STR1## bound via Q to M whereQ is N, P, As or P(=T)G.D where T is O or S and G and D are each independently a bond, O or S,R.sup.1 is optionally substituted hydrocarbyl, or, when Q is P, M(Y.sub.n)Z.sub.p as herein defined,R.sup.2 is optionally substituted hydrocarbadiyl, orR.sup.1 and R.sup.2 together are hydrocarbatriyl,all such R.sup.1 and R.sup.2 being inert in the conditions of the process of the present invention; andR.sup.2 being linked directly or indirectly to any group as defined for X, or an organic radical comprising further moieties of formula (I), or one or more M(Y.sub.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: January 14, 1992
    Assignee: Imperial Chemical Industries PLC
    Inventors: Denis G. H. Ballard, Anthony Pickering, Peter J. I. Runciman, Rowena J. Sellens, Nicholas J. Walton
  • Patent number: 5079206
    Abstract: A catalyst for addition polymerization comprising:(a) an (initiator) first component of Formula (I):MX(Y.sub.n)Z.sub.p (I)whereinM is Si, Ge or Sn;n is O or an integer, and p is an integer such that (n+p)=3;X is a radical ##STR1## where Q and Q.sup.1 are each independently N, P or As;Q.sup.2 is O, S, NR or PR where R is C.sub.1-4 alkyl;R.sup.1 is H or optionally substituted hydrocarbyl; andR.sup.2 and R.sup.3 are each independently optionally substituted hydrocarbyl, or R.sup.2 and R.sup.3 together are optionally substituted aliphatic hydrocarbadiyl;all such R.sup.1, R.sup.2 and R.sup.3 being inert in the process conditions of the present invention;Y is A or OA where A is optionally substituted hydrocarbyl inert in the process conditions of the present invention, or trialkylsilylalkyl; andZ is independently any group as definedd for Y, or an organic polymer radical comprising further MXY.sub.n moieties; orp is 2 andZ.sub.2 is a group Z.sup.1 .sub.2 of the formula --OSiR.sup.5 R.sup.8 O-- where R.sup.5, R.sup.
    Type: Grant
    Filed: June 25, 1990
    Date of Patent: January 7, 1992
    Assignee: Imperial Chemical Industries plc
    Inventors: Denis G. H. Ballard, Anthony Pickering, Peter J. I. Runciman, Rowena J. Sellens, Nicholas J. Walton
  • Patent number: 5075468
    Abstract: Optionally chelated tetracoordinated or pentacoordinated tin(IV) compounds having the general formula: ##STR1## are useful latent catalysts in compositions for the preparation of polyurethanes, or for the crosslinking of organopolysiloxanes, by increasing the temperature of appropriate reaction mixtures to a level above the decomposition temperature of such tin(IV) compound.
    Type: Grant
    Filed: October 2, 1990
    Date of Patent: December 24, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Marc Frances, Veronique Gouron, Bernard Jousseaume, Michel Pereyre
  • Patent number: 5055592
    Abstract: This invention relates to the novel processes for the preparation of a 16-methoxy-16-methyl prostaglandin E.sub.1 derivative and to the novel intermediates useful therefor.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: October 8, 1991
    Assignee: Merrell Dow Pharmaceuticals
    Inventors: Michael Kolb, Luc Van Hijfte
  • Patent number: 5051521
    Abstract: Novel tetracoordinated tin (IV) compounds, well suited as latent catalysts for the preparation of polyurethanes or for the crosslinking of curable diorganopolysiloxanes (upon thermal decomposition thereof into diorganotin dicarboxylates or dialcoholates), have the general formula (1): ##STR1## in which the radicals R, which may be the same or different, are each a linear or branched chain C.sub.1 -C.sub.20 alkyl radical, a mononuclear aryl radical, or an aralkyl or alkaryl radical, the alkyl moieties of which having from 1 to 6 carbon atoms; the radicals R.sub.1 and R.sub.2, which may be the same or different, are each a hydrogen atom, a cyano radical, a C.sub.1 -C.sub.6 alkyl radical, or an alkoxycarbonyl radical, the alkyl moiety of which having from 1 to 6 carbon atoms, with the proviso that R.sub.1 and R.sub.2 may together form a saturated hydrocarbon ring member having from 5 to 8 carbon atoms; the radical R.sub.3 is a hydrogen atom, a linear or branched chain C.sub.1 -C.sub.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: September 24, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Marie Frances, Veronique Gouron, Bernard Jousseaume, Michel Pereyre
  • Patent number: 5049681
    Abstract: A novel optically active allyl alcohol derivative represented by the following general formulae (I), (II), (III) and (IV): ##STR1## The novel optically active allyl alcohol can be used effectively for producing leucotrienes B.sub.4 by the process of reacting an optically active halogen substituted allyl alcohol and a novel optically active acetylene-substituted allyl alcohol.
    Type: Grant
    Filed: July 8, 1988
    Date of Patent: September 17, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 5043463
    Abstract: The subject invention concerns novel compounds and methods for inhibiting the growth of microorganisms. Specifically, tin-containing polymers which are selectively active against Candida albicans are described. The invention further concerns a unique process for synthesizing the novel compounds.
    Type: Grant
    Filed: August 17, 1990
    Date of Patent: August 27, 1991
    Assignee: Florida Atlantic University
    Inventors: Charles E. Carraher, Jr., Cindy Butler
  • Patent number: 5041577
    Abstract: The present invention relates to (a) novel organogermanium compounds represented by the general formula (1) ##STR1## (R.sub.1 to R.sub.6 are independently a hydrogen atom or a lower alkyl group; X is a halogen atom; and Y.sub.1 and Y.sub.2 are independently a hydroxyl group or a group chemically equivalent thereto) or by the general formula (2) ##STR2## (R.sub.1 to R.sub.6 are independently a hydrogen atom or a lower alkyl group, and Z is an oxygen atom or a sulfur atom), (b) processes for producing the above organogermanium compounds, and (c) an agent for inhibiting the activity of opioid peptide-degrading enzyme, containing the above organogermanium compounds as an active ingredient.
    Type: Grant
    Filed: January 23, 1990
    Date of Patent: August 20, 1991
    Assignee: Asai Germanium Research Institute Co., Ltd.
    Inventors: Norihiro Kakimoto, Toru Yoshihara
  • Patent number: 5026887
    Abstract: A metal-containing polymer represented by the general formula: ##STR1## where M represents a group IV metal atom, X represents N(SiR.sup.1 R.sup.2 R.sup.3).sub.2 or N(R.sup.4)SiR.sup.1 R.sup.2 R.sup.3, each of R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represents an alkyl group or aryl group, Ar represents a (substituted) phenylene, (substituted) naphthylene or (substituted) anthrylene group, and n represents an integer of 2 to 5000.The polymer can be produced by the oxidation-reduction alternating copolymerization using a reductant monomer represented by MX.sub.2 as and substituted-benzoquinones, -naphthoquinones or -anthraquinones as the oxidant monomer.The polymer is solvent-soluble and can be used as functional materials such as resist materials, electronic materials, etc.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: June 25, 1991
    Inventor: Shiro Kobayashi
  • Patent number: 5026886
    Abstract: A process is disclosed for preparing biaryl, bidentate ligands comprising:(1) contacting a biaryl compound having the structural formula: ##STR1## with a proton abstracting agent under conditions suitable to form a biaryl dianion, which is then(2) contacted with a Group V compound of the formula: ##STR2## where X' is halogen or a suitable leaving group.
    Type: Grant
    Filed: January 25, 1988
    Date of Patent: June 25, 1991
    Assignee: Eastman Kodak Company
    Inventors: Jerome L. Stavinoha, Gerald W. Phillips, Thomas A. Puckette, Thomas J. Devon
  • Patent number: 5023213
    Abstract: A process for making ammonolytic precursors to nitride and carbonitride ceramics. Extreme reaction conditions are not required and the precursor is a powder-like substance that produces ceramics of improved purity and morphology upon pyrolysis.
    Type: Grant
    Filed: December 9, 1986
    Date of Patent: June 11, 1991
    Assignee: United States Department of Energy
    Inventor: Leon Maya
  • Patent number: 5017717
    Abstract: Difunctional halo silicon amide compounds are prepared by cleaving the nitrogen-silicon bond in a nitrogen-silicon heterocycle with a reactive halide. The reaction is straight forward with no intermediates or byproducts. The halo functionality is capable of capping any SiOH group. When the other functionality is an acrylamide, the capped entity may be polymerized or crosslinked by free radical initiators of the acrylamide functionality thereby producing useful products such as paper release coatings and photoresists.
    Type: Grant
    Filed: October 30, 1990
    Date of Patent: May 21, 1991
    Assignee: Dow Corning Corporation
    Inventors: Antony P. Wright, Padmakumari J. Varaprath
  • Patent number: 5008417
    Abstract: A process for the haloalkylation of certain tin, phosphorus and germanium halides is disclosed. The process is carried out typically in a halocarbon solvent at temperatures of less than 0.degree. C. using as the haloalkylating reagent an admixture of a haloalkyl halide and tris(lower alkylamino)phosphine.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: April 16, 1991
    Assignee: Ethyl Corporation
    Inventor: G. Patrick Stahly
  • Patent number: 4987236
    Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom, R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: January 22, 1991
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 4977288
    Abstract: 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: Grant
    Filed: January 29, 1988
    Date of Patent: December 11, 1990
    Assignee: President and Fellows of Harvard College
    Inventors: Amin I. Kassis, Leslie A. Khawli
  • Patent number: 4973553
    Abstract: The present invention provides salts of organogermanium compounds expressed by the following Formual (a): ##STR1## (wherein M denotes an oxygen or sulfur atom; and R.sub.1, R.sub.2, R.sub.3, and R.sub.4 may be the same or different from each other and each denotes a hydrogen atom, a lower alkyl group, or an aryl group) with compounds having basic groups, and medicines containing the salts such as biological response modifiers and antitumor agents.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: November 27, 1990
    Assignee: Asai Germanium Research Institute
    Inventors: Kohei Miyao, Hiroshi Satoh, Norihiro Kakimoto
  • Patent number: 4956272
    Abstract: The present invention provides (1) a solution for washing and storing separated organs, characterized by containing, as an effective component, an organogermanium compound represented by the formula (I) ##STR1## wherein R.sub.1 to R.sub.3 are each a hydrogen atom, a lower alkyl group such as methyl, ethyl or the like which may be the same or different, or a substituted or unsubstituted phenyl group, and X is a hydroxyl group, an O-lower alkyl group, an amino group or O.sup.- Y.sup.+ (Y is a metal such as sodium, potassium or the like, or a basic group-containing compound such as lysozyme, basic amino acid or the like), and (2) a method for washing and storing separated organs with a solution containing, as an effective component, an organogermanium compound represented by the formula (I).
    Type: Grant
    Filed: October 24, 1988
    Date of Patent: September 11, 1990
    Assignee: Asai Germanium Research Institute Co., Ltd.
    Inventors: Norihiro Kakimoto, Kazuo Kumano, Kunie Nakamura
  • Patent number: 4916247
    Abstract: Organometal-containing styrene derivatives of the formula I ##STR1## in which, for example, M is Si, X is 0, R.sup.1 and R.sup.2 are hydrogen, R.sup.4 to R.sup.6 are each methyl, a is zero and R.sup.7 is hydrogen or methyl, and organometal-containing compounds of the formula VII ##STR2## in which M and R.sup.1 to R.sup.6 are, for example, as defined above and Y is, for example, 4-nitrophenoxy, are valuable starting materials for the preparation of organometal-containing polymers. The polymers are suitable for the preparation of photoresists which can be developed under dry conditions, such as are required in the production of structured images, particularly in microelectronics.
    Type: Grant
    Filed: August 29, 1988
    Date of Patent: April 10, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Alfred Steinmann
  • Patent number: 4902812
    Abstract: Provided herein is an optically active alcohol having a silyl group, stannyl group, or halogen atom at the .gamma.-position, selected from compounds represented by the general formula [I], ##STR1## the general formula [II], ##STR2## the general formula [III], ##STR3## and the general formula [IV], ##STR4## (where, R denotes a C.sub.1 -C.sub.10 substituted or unsubstituted alkyl group or substituted or unsubstituted phenyl group; A denotes a silyl group represented by ##STR5## a stannyl group represented by ##STR6## or a halogen atom. R.sup.1, R.sup.2, and R.sup.3 are substituted or unsubstituted C.sub.1 -C.sub.10 alkyl groups or substituted or unsubstituted phenyl group, which may be the same or different, provided that this does not apply in the case where A represents a stannyl group or halogen atom in the general formulas [III] and [IV].); a process for producing the same, and a process for resolving the optically active alcohol into isomers of high optical purity.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: February 20, 1990
    Assignee: Nissan Chemical Industries, Ltd.
    Inventor: Fumie Sato
  • Patent number: 4868288
    Abstract: The invention relates to a process for the preparation of compounds of formula Ia[R.sup.1 FeR.sup.2' ].sup..sym..sub.q [LQ.sub.m ].sup.q.crclbar.(Ia),wherein R.sup.1 is a .pi.-arene, R.sup.2' is an anion of a .pi.-arene, L is a divalent to heptavalent metal or non-metal, Q is a halogen atom, q is an integer from 1 to 3 and m is an integer corresponding to the valency of L+q, said process comprises reacting an uncharged .pi.-complex of the formula IIIa[(R.sup.2').sub.2 Fe] (IIIa)with a .pi.arene R.sup.1 is in the presence of Al and a Lewis-acid followed by treatment with an acid or a salt of an acid of the anion [LQ.sub.m ].sup.q-, the improvement consisting essentially of using TiCl.sub.4 as a Lewis-acid.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: September 19, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Kurt Meier
  • Patent number: 4841043
    Abstract: There is disclosed a process for producing carbapenam diazo intermediates of the formula ##STR1## wherein R.sup.1 is hydrogen or a hydroxy-protecting group,R.sup.2 is a lower alkyl having from 1-6 carbon atoms, andR.sup.3 represents a conventional carboxyl-protecting group.The processs comprises alkylating a 4-substituted azetidinone with the tin enolate of an .alpha.-bromoketone, in the presence of a silver salt, iodine, or iodine salt as a catalyst, and a strongly polar solvent. The .beta./.alpha. yield of the product diazo intermediate is approximately 3/1.
    Type: Grant
    Filed: August 3, 1987
    Date of Patent: June 20, 1989
    Assignee: Bristol-Myers Company
    Inventors: Robert Deziel, Masaki Endo
  • Patent number: 4826672
    Abstract: Methods and kits for incorporating a radioactive astatine isotope (particularly .sup.211 At) into an organic compound by electrophilic astatodestannylation of organostannanes.
    Type: Grant
    Filed: June 7, 1985
    Date of Patent: May 2, 1989
    Assignee: President and Fellows of Harvard College
    Inventors: Richard A. Milius, Richard M. Lambrecht, William D. Bloomer
  • Patent number: 4820829
    Abstract: There are disclosed novel substituted o-phthalaldehydes of formula I ##STR1## wherein at least one of the substituents R.sub.1, R.sub.2, R.sub.3, R.sub.4 is Q(alkyl).sub.3, --CH.sub.2 --Q(alkyl).sub.3, --O--Q(alkyl).sub.3, --Q(aryl).sub.3 or --Q(alkylenearyl).sub.3, wherein Q is Si, Sn or Ge, the alkyl moieties contain 1 to 12 carbon atoms, the aryl groups contain 6 or 12 ring carbon atoms and the alkylene radicals contain 1 to 4 carbon atoms, and each of the remaining substituents R.sub.1 to R.sub.4 is a hydrogen or halogen atom or a cyano, nitro, carboxyl or hydroxyl group, a C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio or an alkoxycarbonyl group containing 1 to 4 carbon atoms in the alkoxy moiety.The novel o-phthalaldehydes can be polymerized to give polymers that can be used as photoresists.
    Type: Grant
    Filed: January 8, 1987
    Date of Patent: April 11, 1989
    Assignee: Ciba-Geigy Corporation
    Inventor: Alfred Steinmann
  • Patent number: 4785124
    Abstract: This invention encompasses a process for preparing higher order cuprate complexes which contain a carbanion for the formation of carbon to carbon bonds in reactions such as epoxide addition. The complex is formed by reacting a first cuprate complex with a stannane such that the carbanion to be used to form carbon to carbon bonds is transferred from the stannane to the first cuprate complex to form a different higher order cuprate complex. This process permits the in situ preparation of a higher order cuprate complex having the carbanion desired to be used in a synthetic reaction. Higher order cuprate complexes derived from the reaction of a cuprate complex with 1,2-bis-tri-n-butylstannyl ethylene are particularly useful for the addition to epoxides to form vinyl tin intermediates useful for preparing omega side chains of prostaglandins.
    Type: Grant
    Filed: June 8, 1987
    Date of Patent: November 15, 1988
    Assignee: G. D. Searle & Co.
    Inventors: Arthur L. Campbell, James R. Behling, Sau-hoi N. John, Kevin A. Babiak
  • Patent number: 4772628
    Abstract: This invention discloses organogermanium compounds characterized in being expressed by the following formula: ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 respectively denote a hydrogen atom, a lower alkyl group, or a substituted or unsubstituted phenyl group, Y denotes an oxygen or sulfur atom, and Z denotes a hydroxyl group, an amino, or a lower alkoxy group, and antitumor agents comprising as a principal agent these compounds.
    Type: Grant
    Filed: December 24, 1986
    Date of Patent: September 20, 1988
    Assignee: Asai Germanium Research Institute
    Inventors: Norihiro Kakimoto, Nobuo Tanaka, Isao Sato, Katsuyuki Sato
  • Patent number: 4746501
    Abstract: A process for making ammonolytic precursors to nitride and carbonitride ceramics. Extreme reaction conditions are not required and the precursor is a powder-like substance that produces ceramics of improved purity and morphology upon pyrolysis.
    Type: Grant
    Filed: August 6, 1987
    Date of Patent: May 24, 1988
    Assignee: United States Department of Energy
    Inventor: Leon Maya
  • Patent number: 4730065
    Abstract: This disclosure describes novel 15-deoxy-16-hydroxy-16-substituted prostanoic acids and congeners thereof having utility as bronchodilators as hypotensive agents, and as agents for the control of excessive gastric secretion.
    Type: Grant
    Filed: July 24, 1987
    Date of Patent: March 8, 1988
    Assignee: American Cyanamid Company
    Inventors: Middleton B. Floyd, Jr., Martin J. Weiss, Charles V. Grudzinskas, Sow-Mei L. Chen
  • Patent number: 4617409
    Abstract: The invention concerns a method of preparation of aminomethyltriorganotin compounds, preferably .alpha.-mono or disubstituted, the new tin compounds obtained thereby and an application of said tin compounds to the synthesis of aminomethylorganometallic compounds and to the regiospecific preparation of .beta.-aminoalcohols. The intermediate tin and metallic compounds are new. The method for preparing the tin compounds comprises reacting an iminium salt with a corresponding stannylanion, preferably a triorganostannylanion. This method provides best yields and provides regiospecific .beta.-aminoalcohols useful by having in most cases a large spectrum of pharmacological activities.
    Type: Grant
    Filed: June 29, 1984
    Date of Patent: October 14, 1986
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Bernard Elissando, Michel Pereyre, Jean-Paul Quintard
  • Patent number: 4547320
    Abstract: Tin compounds, a process for the preparation thereof, a process for the preparation of a medicine using such a tin compound for the treatment of malignant tumors in mice as well as the shaped medicine thus obtained.This invention relates to novel tin compounds, a pharmaceutical composition using the novel compounds and methods for treating cancer using the pharmaceutical composition.
    Type: Grant
    Filed: September 13, 1982
    Date of Patent: October 15, 1985
    Assignee: Nederlandse Centrale Organisatie Voor Toegepast-Natuurwetenschappelijk Onderzoek
    Inventors: Eric J. Bulten, Hendrik A. Budding