Carbon To Carbon Unsaturation Containing Patents (Class 564/509)
  • Patent number: 5696294
    Abstract: N,N-Dimethyl-N-alkylamine or -alkenylamine is prepared by reacting a higher alcohol and dimethylamine by passing hydrogen gas and dimethylamine into a reactor containing a catalyst for the reaction at a pressure of atmospheric pressure to 100 atm. at 150.degree. C. to 250.degree. C. and removing water produced in the reaction as a component of the mixed hydrogen and unreacted dimethylamine gas which is discharged from the reactor, wherein at the point in the reaction at which from 90 to 99% of the higher alcohol has reacted with dimethylamine, one of the following procedures is followed: i) the introduction of only dimethylamine gas into the reactor is stopped, and the reaction is allowed to continue at a temperature 20.degree. to 150.degree. C. lower than the reaction temperature recited above; ii) the introduction of only dimethylamine gas into the reactor is stopped while the temperature is decreased to a level of 20.degree. to 150.degree. C.
    Type: Grant
    Filed: September 19, 1996
    Date of Patent: December 9, 1997
    Assignee: Kao Corporation
    Inventors: Hiroshi Abe, Hideki Taniguchi, Tetsuaki Fukushima
  • Patent number: 5689017
    Abstract: Preparation of a monolithium acetylide/ammonia complex by the reaction of lithium amide and acetylene in ammonia, by carrying out the reaction at a temperature of from -10.degree. to 30.degree. C.
    Type: Grant
    Filed: October 12, 1995
    Date of Patent: November 18, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Rolf Muller, Jochem Henkelmann, Marc Heider
  • Patent number: 5639895
    Abstract: Disclosed is a process for producing .beta.-nitroenamine represented by the formula I: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and independently indicate a hydrogen atom or a C.sub.1 -C.sub.10 alkyl group which may be optionally substituted with at least one group selected from the group consisting of a halogen atom, a lower alkoxy group, an aryloxy group, a hydroxyl group or an aryl group, or an aryl group which may be optionally substituted with a halogen atom, a lower alkyl group, a lower alkoxy group, an aryl group, an aryloxy group, a nitro group, a cyano group, an acylamino group, a di-lower alkylamino group, an arylamino group, a hydroxyl group, an arylsulfonyl group, a mercapto group, a lower alkylthio group or an arylthio group, R.sub.1 and R.sub.2 may bond together to form a cycloalkyl or bicycloalkyl and R.sub.3 is a hydrogen atom, a lower alkyl group, a cycloalkyl group or an aralkyl group; and an intermediate for producing the .beta.-nitroenamine.
    Type: Grant
    Filed: September 13, 1996
    Date of Patent: June 17, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Shinzo Seko
  • Patent number: 5597940
    Abstract: Disclosed is a process for producing .beta.-nitroenamine represented by the formula I: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different and independently indicate a hydrogen atom or a C.sub.1 -C.sub.10 alkyl group which may be optionally substituted with at least one group selected from the group consisting of a halogen atom, a lower alkoxy group, an aryloxy group, a hydroxyl group or an aryl group, or an aryl group which may be optionally substituted with a halogen atom, a lower alkyl group, a lower alkoxy group, an aryl group, an aryloxy group, a nitro group, a cyano group, an acylamino group, a di-lower alkylamino group, an arylamino group, a hydroxyl group, an arylsulfonyl group, a mercapto group, a lower alkylthio group or an arylthio group, R.sub.1 and R.sub.2 may bond together to form a cycloalkyl or bicycloalkyl and R.sub.3 is a hydrogen atom, a lower alkyl group, a cycloalkyl group or an aralkyl group; and an intermediate for producing the .beta.-nitroenamine.
    Type: Grant
    Filed: March 9, 1995
    Date of Patent: January 28, 1997
    Assignee: Sumitomo Chemical Company, Limited
    Inventor: Shinzo Seko
  • Patent number: 5583020
    Abstract: This invention features permeability enhancer molecules, and methods, to increase membrane permeability of negatively charged polymers thereby facilitating cellular uptake of such polymers.
    Type: Grant
    Filed: November 19, 1993
    Date of Patent: December 10, 1996
    Assignee: Ribozyme Pharmaceuticals, Inc.
    Inventor: Sean Sullivan
  • Patent number: 5576432
    Abstract: A process of preparing a dihydropyrimidine compound of the structure (I): ##STR1## wherein R.sup.1 and R.sup.2 are bonded together to form an aromatic or heterocyclic ring, which may be substituted or unsubstituted, or are individually selected from the group consisting of hydrogen, or a substituted or unsubstituted aliphatic, carbocyclic, or heterocyclic group;R.sup.3, R.sup.4 and R.sup.5 are individually selected from the group consisting of hydrogen or a substituted or unsubstituted aliphatic, carbocyclic or heterocyclic group; andX represents the atoms necessary to form a 5 or 6 membered heterocyclic ring, and is selected from the group consisting of oxygen, sulfur, selenium, ##STR2## wherein R.sup.6, R.sup.7, and R.sup.8 are individually selected from the group consisting of a substituted or unsubstituted aliphatic, carbocyclic or heterocyclic group; comprising combining a compound (A) of the structure: ##STR3## wherein X, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: November 19, 1996
    Assignee: Eastman Kodak Company
    Inventors: Roger Lok, Antony J. Williams
  • Patent number: 5559270
    Abstract: An improved process of synthesizing gasoline soluble polyolefinic amines or polyether amines comprising the steps of reacting polyolefinic halides or polyether halides with polyamines in a specific sequence of reactions; distilling off non-reactive polyamine; neutralizing the reaction mixture; recovering polyamine(s) and water; and separating polyolefinic amines from the solids with simple filtration or centrifuge or decanting.
    Type: Grant
    Filed: December 15, 1994
    Date of Patent: September 24, 1996
    Assignee: Petrokleen, Ltd.
    Inventors: Donald E. Koehler, William J. Claffey
  • Patent number: 5521309
    Abstract: An anionic polymerization initiator includes the C-lithio reaction product of an organolithium compound and a tertiary-amino allyllithium or a tertiary-amino xylyllithium. When used in an anionic polymerization, a functional group from the initiator is incorporated onto the head of the growing polymer and a lithium atom is incorporated at the "living" end of the polymer chain prior to quenching. The initiator may be used to polymerize a monomer(s) including diolefin monomers, monovinyl aromatic monomers and trienes, and the living ends of the polymers are effectively maintained even at temperatures of up to 300.degree. F. and higher. Such polymers exhibit an increased efficiency in coupling termination reactions, and products prepared from such polymers exhibit improved hysteresis characteristics. Products such as tires and the like can be prepared from such polymers and from vulcanizable elastomer compositions employing the polymers.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: May 28, 1996
    Assignee: Bridgestone Corporation
    Inventors: Thomas A. Antkowiak, James E. Hall, David F. Lawson, John R. Schreffler, Mark L. Stayer, Jr.
  • Patent number: 5508311
    Abstract: The invention relates to a series of propargylamines, their salts and pharmaceutical compositions containing a compound of formula (III) wherein R.sub.1, R.sub.3 and R.sub.4 are the same or different and represent hydrogen or a straight chain or branched lower alkyl; y is an integer ranging from 0 to 5; z is an integer ranging from 0 to 5; and R.sub.2 is a straight chain or branched alkyl, alkenyl, alkynyl, alkoxy, alkylthio or alkyl sulphinyl group having from 3 to 11 carbon atoms, said group being unsubstituted or substituted with at least one of the substituents selected from hydroxy, aldehyde, oxo, loweracyloxy, halogen, thio, sulfoxide, sulfone, phenyl, halogen-substituted phenyl, hydroxy-substituted phenyl, cycloalkyl having from 3 to 6 carbon atoms and heterocyclic substituents having between 3 and 6 atoms, of which form 1 to 3 are heteroatoms selected from O, S and/or N, and pharmaceutically acceptable salts thereof, in admixture with a pharmaceutically acceptable carrier, excipient or adjuvant.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: April 16, 1996
    Assignee: University of Saskatchewan
    Inventors: Peter H. Yu, Bruce A. Davis, Alan A. Boulton
  • Patent number: 5475119
    Abstract: Ionic monomeric diallylammonium compounds having a targeted combination of diallylammonium cations with selected anions have particularly high and constant charge control properties and very good heat stabilities and dispersibilities.The compounds according to the invention are outstandingly suitable for use as colorless charge control agents in toners and developers for electrophotographic recording processes and for use as charge-improving agents in powders and paints for surface coating, in particular in triboelectrically or electrokinetically sprayed powder paints.
    Type: Grant
    Filed: December 17, 1992
    Date of Patent: December 12, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Rudiger Baur, Hans-Tobias Macholdt
  • Patent number: 5434309
    Abstract: A process for preparing a controlled functional density poly(secondary amine) comprising:(a) contacting a polymer containing olefinic unsaturation with carbon monoxide in hydrogen under hydroformylation conditions in the presence of a hydroformylation catalyst to produce a controlled functional density polyaldehyde containing reactive carbon-carbon double bonds, and (b) contacting the polyaldehyde with hydrogen and a primary amine under reductive amination conditions in the presence of a ruthenium-containing imine hydrogenation catalyst or (b.sup.1) contacting the polyaldehyde with a sterically hindered aliphatic or cycloaliphatic primary amine or an aromatic primary amine under reductive amination conditions in the presence of an alkali metal borohydride to produce poly(secondary amine) having a substantially equivalent ratio of secondary amine groups to reactive carbon-carbon double bonds as the ratio of aldehyde groups to reactive carbon-carbon double bonds in the polyaldehyde.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: July 18, 1995
    Assignee: Monsanto Company
    Inventors: Martin P. McGrath, Samuel J. Tremont
  • Patent number: 5395971
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X--Y).
    Type: Grant
    Filed: March 11, 1994
    Date of Patent: March 7, 1995
    Assignee: The Board of Regents of The University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5359091
    Abstract: A compound of the formula: ##STR1## wherein R.sup.11 is hydrogen, lower alkyl, haloloweralkyl, lower alkenyl, lower alkynyl or cycloalkyl; R.sup.21 is a group of the formula: ##STR2## wherein each of R.sup.3, R.sup.31, and R.sup.32 which may be the same or different, is hydrogen or lower alkyl, each of R.sup.4, R.sup.5, R.sup.41 and R.sup.51, which may be the same or different, is hydrogen, halogen, hydroxyl, lower alkyl or lower alkoxy, R.sup.42 is hydroxyl, halogen, R.sup.8 --O--, or R.sup.6 --X--Y-- wherein R.sup.6 is phenyl or thienyl which may have one or two substituents each of X and Y, which may be the same or different, is oxygen, sulfur, carbonyl, --CHR.sup.8 -- or --NR.sup.b, or X and Y together form a vinylene group or an ethynylene group, provided that when either one of X and Y is oxygen, sulfur or --NR.sup.b, the other is carbonyl or --CHR.sup.a, and R.sup.
    Type: Grant
    Filed: November 18, 1993
    Date of Patent: October 25, 1994
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
  • Patent number: 5349109
    Abstract: A process for making unsaturated .alpha.-amines from olefins wherein the process includes adding an aminating agent, an olefin and a molybdenum based catalyst to a reaction vessel having a nitrogen atmosphere. The catalyst may be described by the general formula LL'MoO.sub.2, L.sub.2 L'MoO.sub.2, or LL'MoO(X-Y).
    Type: Grant
    Filed: August 26, 1993
    Date of Patent: September 20, 1994
    Assignee: The Board of Regents of the University of Oklahoma
    Inventors: Kenneth M. Nicholas, Anurag S. Srivastava
  • Patent number: 5332810
    Abstract: The present invention is directed toward anionic polymerization initiators which are soluble in acyclic alkane solvents. The initiators include a solubilized lithio amine having the general formula (A)Li(SOL).sub.y. SOL is a solubilizing component and A is an alkyl, dialkyl or cycloalkyl amine radical or a cyclic amine and y is from about 1 to 4. The invention is also directed toward polymers and other products made using the initiator, and methods therefore. Further, the invention contemplates a polymer, a polymer composition and products therefrom, which include a functional group from the reaction product of an amine and an organolithium compound. The resulting polymers may be terminated with a terminating, coupling or linking agent, which may provide the polymer with a multifunctionality.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: July 26, 1994
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Mark L. Stayer, Jr., H. James Harwood
  • Patent number: 5296631
    Abstract: A process for producing an N-alkyl-N-methylamine or an N-alkenyl-N-methylamine in a high yield from a higher alcohol and methylamine comprising the step of reacting a higher alcohol with methylamine in the presence of a catalyst comprising copper and a fourth period transition metal of the Periodic Table, except for chromium, or a catalyst comprising copper, a fourth period transition metal of the Periodic Table, except for chromium, and an element of the platinum group VIII of the Periodic Table, at a pressure ranging from atmospheric pressure to 100 atm. G., at a reaction temperature ranging from 100.degree. to 250.degree. C., with hydrogen gas being introduced into the reaction system while water produced in the reaction is removed from the reaction system and the amount of methylamine in the gaseous mixture which contains no matter formed through the reaction and is exhausted from the reaction system is regulated from 5 to 50% by volume.
    Type: Grant
    Filed: April 21, 1992
    Date of Patent: March 22, 1994
    Assignee: Kao Corporation
    Inventors: Hiroshi Abe, Hideki Taniguchi, Yoshifumi Nishimoto, Kohshiro Sotoya
  • Patent number: 5284976
    Abstract: A novel process for producing hindered and unhindered primary amines represented by the formula RNH.sub.2 and R*NH.sub.2 in high yields from novel intermediates RBMe.sub.2 or R*BMe.sub.2 wherein R is an organo group, R* is a chiral organo group. attached to boron, B is boron and Me is methyl.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: February 8, 1994
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5283367
    Abstract: N,N,N',N'-Tetrasubstituted 1,4-diamino-2-butenes where the substituents are alkyl, cycloalkyl, aralkyl, aryl or mixtures thereof provide effective antioxidant protection to lubricants and/or synthetic polymers.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: February 1, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Joseph E. Babiarz, Glen T. Cunkle, Werner Rutsch
  • Patent number: 5276195
    Abstract: A process for preparing a dimethylorganoborane represented by the formula R*BMe.sub.2 wherein R* is a chiral organyl group attached to the boron, B is boron and Me is methyl comprising treating a chiral boronic ester R*B(OR').sub.2 with a methyl magnesium salt or trimethylaluminum wherein R* is the same chiral organyl group and R' is alkyl.
    Type: Grant
    Filed: July 14, 1993
    Date of Patent: January 4, 1994
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5273686
    Abstract: Organic-solvent soluble magnesium hydrides or formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine, ##STR2## is a chelating ligand, E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: August 28, 1991
    Date of Patent: December 28, 1993
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5248748
    Abstract: Disclosed is a diacetylene compound comprising, as structural units, (a) at least one member selected from diacetylene group-containing organic groups of the formulae (I) and (II):R.sup.I --C.tbd.C--C.tbd.C--R.sup.II -- (I)and--R.sup.III --C.tbd.C--C.tbd.C--R.sup.IV -- (II)wherein R.sup.I is hydrogen or a (C1-16) monovalent organic group, and R.sup.II, R.sup.III and R.sup.IV are a (C1-13) divalent organic group,(b) at least one organic group having at least one carbon-to-carbon double bond, and (c) at least one connecting group connecting the units (a) and (b) , which connecting group is selected from amide, imide, ester, ether, amino, imino, urethane, sulfonyl and carbonyl bonds. A cured shaped article made of this compound exhibits isotropically a high elastic modulus and has excellent mechanical properties.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: September 28, 1993
    Assignee: Dir. General of Agency of Industrial Science and Technology
    Inventors: Katsuyuki Nakamura, Satoru Yamazaki, Jinichiro Kato, Kensaku Tokushige
  • Patent number: 5214209
    Abstract: A novel process for producing hindered and unhindered primary amines represented by the formula RNH.sub.2 and R*NH.sub.2 in high yields from novel intermediates RBMe.sub.2 or R*BMe.sub.2 wherein R is an organo group, R* is a chiral organo group,attached to boron, B is boron and Me is methyl.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: May 25, 1993
    Assignee: Aldrich Chemical Company, Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5210310
    Abstract: A novel process for producing hindered and unhindered primary amines represented by the formula RNH.sub.2 and R*NH.sub.2 in high yields from novel intermediates RBMe.sub.2 or R*BMe.sub.2 wherein R is an organo group, R* is a chiral organo group, attached to boron, B is boron and Me is methyl.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: May 11, 1993
    Assignee: Aldrich Chemical Co., Inc.
    Inventor: Herbert C. Brown
  • Patent number: 5208380
    Abstract: A process for preparing monoallylamine represented by the formula (II):CH.sub.2 .dbd.CHCH.sub.2 NH.sub.2 (II)which comprises: catalytically reacting isopropanolamine represented by the formula (I): ##STR1## in a gaseous phase in the presence of a catalyst having dehydrating property. According to the preparation process of the present invention, monoallylamine can be easily obtained in high selectivity and high yield.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: May 4, 1993
    Assignee: Koei Chemical Co., Ltd.
    Inventors: Shinkichi Shimizu, Takayuki Shoji, Hideki Nakao
  • Patent number: 5196583
    Abstract: The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof.These compounds are useful as coating material or sealer or rim-injection molding material.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5177102
    Abstract: There are given disclosures on a polyisoprene compound of the formula ##STR1## wherein Y is S, O, NH or ##STR2## .sub.l is an integer of 2-10, Z is a group of ##STR3## R.sup.1 and R.sup.2 are same or different and each means a hydrogen atom or an alkyl group having C.sub.1-4, m is an integer of 0 or 1, and .sub.n is an integer of 0, 1 or 2,a salt thereof, a process for the preparation of same, and use thereof.
    Type: Grant
    Filed: May 3, 1991
    Date of Patent: January 5, 1993
    Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.
    Inventors: Masayasu Kurono, Yasuaki Kondo, Takuji Yamaguchi, Ryoichi Unno, Hiromoto Kimura, Noboru Kuboyama, Takashi Ito, Mitsuru Oka, Akira Tashita, Kazumasa Nakano, Kiichi Sawai
  • Patent number: 5169868
    Abstract: A component having the following formula I: ##STR1## wherein X represents an integer ranging from 1 to 2 or 7 to 13;Y represents an integer ranging from 0 to 5;Z represents an integer ranging from 0 to 5;R.sub.1, R.sub.2 and R.sub.3 are the same or different and represent H or a straight chain or branched lower alkyl; andR' and R" are the same or different and represent H or halogen,and pharmaceutically acceptable salts thereof. Preferably, the lower alkyl has between 1 and 4 carbon atoms and the halogen is selected from the group consisting of fluorine, chlorine, bromine and iodine. The compound is useful as a MAO-B inhibitor. Also within the scope of the present invention is a composition for the inhibition of MAO-B activity and a method for alleviating Parkinsonism, Alzheimer's disease, depression, attention deficit hyperactive disorders, aging and other neuropsychiatric disorders and for improving the quality of life.
    Type: Grant
    Filed: March 1, 1991
    Date of Patent: December 8, 1992
    Assignee: University of Saskatchewan
    Inventors: Peter H. Yu, Bruce A. Davis, Alan A. Boulton
  • Patent number: 5155274
    Abstract: New complexes of the elements of Groups VIIA, VIIIA, and IB of the Periodic Table* with the trisodium salt of tris(m-sulfophenyl)phosphane as a complex ligand. The complexes are used as catalysts for hydrogenations for the water gas reactions, hydrocarbonyls, hydroformylations, oxidations, carbon-carbon cross-linking reactions (e.g. allene/alkine coupling), and additions of secondary amines to carbon-carbon double bonds.
    Type: Grant
    Filed: January 21, 1992
    Date of Patent: October 13, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang A. Herrmann, Jurgen Kulpe, Jurgen Kellner, Herbert Riepl
  • Patent number: 5141676
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas(MgH.sub.2).sub.n. MgQ.sub.2 (II)(MgH.sub.2).sub.n. RMgX (III) ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamino, aralkyl, aryl or diarylamino group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamino, diarylamino or alkoxy group, each with up to 19 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: April 17, 1991
    Date of Patent: August 25, 1992
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5093536
    Abstract: Functional internal alkynes are conveniently and economically prepared by dehydrohalogenating a dibromide with an alkali metal hydroxide in the presence of a phase transfer catalyst.
    Type: Grant
    Filed: November 8, 1989
    Date of Patent: March 3, 1992
    Assignee: Kenkel Research Corporation
    Inventors: James M. Renga, Alan G. Olivero, Mark Bosse
  • Patent number: 5091536
    Abstract: Organic-solvent soluble magnesium hydrides of the formulas ##STR1## are prepared by catalytically hydrogenating finely powdered magnesium, optionally in the presence of a magnesium halide, in an organic solvent in the presence of their MgH.sub.2 -free counterparts in whichQ is an alkyl, alkenyl, alkoxy, dialkylamide, aralkyl, aryl or diarylamide group, each with up to 18 carbon atoms,R is an alkenyl, aralkyl or aryl group, each with up to 18 carbon atoms,X is chlorine, bromine, or iodine,--E D.fwdarw. is a chelating ligand,E is --CH.sub.2, --N(R)-- or --O--,is an alkylene radical of the formula --(CH.sub.2).sub.p,D is a dialkylamide, diarylamide or alkoxy group, each with up to 18 carbon atoms,M is aluminum or boron,m is 1, 2, or 3, and1<n.ltoreq.50.
    Type: Grant
    Filed: February 9, 1988
    Date of Patent: February 25, 1992
    Assignee: Studiengesellschaft Kohle mbh
    Inventors: Borislav Bogdanovic, Manfred Schwickardi
  • Patent number: 5059714
    Abstract: This invention relates to certain inhibitors of lysyl oxidase and their use in the treatment of diseases and conditions associated with the abnormal deposition of collagen.
    Type: Grant
    Filed: January 9, 1991
    Date of Patent: October 22, 1991
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Michael G. Palfreyman, Philippe Bey, Ian A. McDonald
  • Patent number: 5057623
    Abstract: An organic fluorine compound represented by the general formulaR.sub.f -(X).sub.h -R-Mwherein R.sub.f is a group selected from the following (a) and (b); ##STR1## X denotes a linking group selected from --O--, --S--, and --COO--, h denotes 0 or 1, R is a hydrocarbon chain comprising a phenylene group having an alkylene group with a total carbon number of 10 or more, or the derivative thereof, or an aliphatic alkylene group of a carbon number of 10 or more, and M is a group selected from --OH, --COOH, --SH, and --CONH.sub.2.The organic fluorine compound of the present invention greatly improves the dispersibility of magnetic powders in magnetic coating materials, has also an excellent rust prevention effect on metallic magnetic powders, and exhibits a marked dispersing effect even on fluorocarbon resin fine powders, which can be difficultly dispersed with conventional dispersing agents.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: October 15, 1991
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Takashi Suzuki
  • Patent number: 5023380
    Abstract: Compounds have a structure represented by Formula I:CF.sub.2 =CF-X-R-(X-CF=CF.sub.2).sub.mwherein R represents an unsubstituted or inertly substituted hydrocarbyl group; each X is independently selected from the group consisting of groups having at least one non-carbon atom between R and --CF=CF.sub.2 ; and m is an integer of from 1 to about 3. Polymers formed from such compounds are also prepared. The compounds are preferably prepared by a method by a process comprising the steps of:(a) forming a salt having anion corresponding to a compound of Formula II:HX--R--(XH).sub.m ;wherein X, R and m are as defined for Formula I;(b) reacting the salt with a 1,2-dihalo-1,1,2, 2-tetrafluoroethane wherein the halo groups are iodine, bromine, chlorine or mixtures thereof, at least one halo group being bromine or iodine, to form a compound of Formula III:Z-CF.sub.2 CF.sub.2 -X-R-(X-CF.sub.2 CF.sub.2 - Z).sub.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: June 11, 1991
    Assignee: The Dow Chemical Company
    Inventors: David A. Babb, Bobby R. Ezzell, Katherine S. Clement
  • Patent number: 5017718
    Abstract: A process for preparing a perfluoroalkyl-substituted compound is disclosed. The process comprises reacting a halopolyfluoroalkane having 1 to 20 carbon atoms with a compound selected from the group consisting of (1) a substituted or unsubstituted ethylene, (2) a substituted or unsubstituted acetylene and (3) a substituted or unsubstituted allylsilane, in the presence of a metal-carbonyl complex of the metal of the Group VIII of the Periodic Table. Alternatively, the reaction between the halopolyfluoroalkane and the substituted or unsubstituted allylsilane is effected under radical generating condition.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: May 21, 1991
    Assignee: Sagami Chemical Research Center
    Inventors: Iwao Ojima, Takamasa Fuchikami
  • Patent number: 4990633
    Abstract: New fluorinated bisaryloxy-substituted alkenes are prepared by reaction of substituted phenols with perhaloalkenes and can be used as electrical insulating agents.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Negele, Dietmar Beilefeldt, Thomas Himmler, Albrecht Marhold
  • Patent number: 4985556
    Abstract: Perfluorocarboxylic acid fluorides represented by the formula A-B, wherein A is either ##STR1## and B stands for a perfluoro-di-substituted amino group, and perfluoro(dialkylaminopropenes) represented by the formula A"-B", wherein A" stands for ##STR2## and B" has the same meaning as B defined above, are novel compounds. Methods for the production of these novel compounds are also disclosed.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: January 15, 1991
    Assignees: Agency of Industrial Science & Technology, Ministry of International Trade & Industry
    Inventors: Takashi Abe, Eiji Hayashi
  • Patent number: 4973733
    Abstract: Polymers, such as polyisobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: November 27, 1990
    Assignee: Texaco Inc.
    Inventors: Phillip B. Valkovich, Kechia J. Chou
  • Patent number: 4973732
    Abstract: Polymers, such as polysiobutylene or ethylene-propylene copolymers, are functionalized by reaction with an activated imine to yield novel polymers.
    Type: Grant
    Filed: February 9, 1987
    Date of Patent: November 27, 1990
    Assignee: Texaco Inc.
    Inventors: Phillip B. Valkovich, Kechia J. Chou
  • Patent number: 4935449
    Abstract: The importance of polyamines in biological systems is discussed as well as the implications of polyamines in the treatment of various diseases. Novel N-substituted-2,3-butadienyl tri- and tetra-aminoalkanes are disclosed as well as their use inthe treatment of diseases and the pharmaceutical compositions.
    Type: Grant
    Filed: August 4, 1988
    Date of Patent: June 19, 1990
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Philippe Bey, David M. Stemerick, Michael L. Edwards, Alan J. Bitonti
  • Patent number: 4912216
    Abstract: A perfluoro-(N-vinylamine) compound containing a >NCF.dbd.CF.sub.2 group is produced from a perfluoro-compound containing a group of the general formula: ##STR1## (wherein X stands for a fluorine atom or a --OM group having an alkali or alkaline earth metal ion for M) and having connected to the group of the general formula a perfluoro-alkyl group having a total of 2 to 6 carbon atoms contained in the main carbon chain thereof by heating the perfluoro-compound at a temperature in the range of 100.degree. C. to 500.degree. C. thereby effecting conversion of the group of the foregoing general formula into the aforementioned >NCF.dbd.CF.sub.2 group.
    Type: Grant
    Filed: July 10, 1987
    Date of Patent: March 27, 1990
    Assignees: Agency of Industrial Science & Technology, Ministry of International Trade & Industry
    Inventor: Takashi Abe
  • Patent number: 4910343
    Abstract: The present invention is directed to certain novel nitroamine compounds, specifically, 1-diethylamino-4-nitropentene-1 and 1-diethylamino-4-nitropentane. The present invention is further directed to the use of the above-mentioned compounds in the formation of novoldiamine.
    Type: Grant
    Filed: September 20, 1988
    Date of Patent: March 20, 1990
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Sheldon B. Markofsky, Agneta M. Ahlkvist
  • Patent number: 4782148
    Abstract: A perfluoro compound containing a group of the general formula: ##STR1## wherein X stands for a fluorine atom, perfluoro-alkoxy groups, or --OM where M stands for an alkali metal ion or an alkaline earth earth ion and having connected to the aforementioned group a perfluoro-alkyl group possessing a total of 2 to 6 carbon atoms in the trunk carbon chain thereof is subjected to a temperature in the range of 100.degree. to 500.degree. C. to produce a perfluoro-(N-vinylamine) compound now containing the aforementioned group as converted into the formula:>NCF.dbd.CF.sub.
    Type: Grant
    Filed: July 18, 1986
    Date of Patent: November 1, 1988
    Assignees: Agency of Industrial Science & Technology, Ministry of International Trade & Industry
    Inventor: Takashi Abe
  • Patent number: 4760377
    Abstract: Disclosed is a decompaction system for reading compacted paralled data from a memory and providing in real time uncompacted serial data therefrom. The decompaction system is especially suited to be utilized in pin electronics automatic test equipment for real time testing of units such as integrated circuits, circuit boards, etc. The decompaction system includes a separate channel for each pin of the unit under test (UUT) and is capable of decoding a number of types of compacted parallel data and providing serail data to each pin of the UUT in the most prevalently used test patterns. The data is compacted by software algorithms according to these patterns, stored in a memory and retrieved and decoded by the decompaction system during real-time testing of the UUT. In a specific embodiment, compacted parallel data is stored in 16-bit words in a separate memory for each channel, and is decompacted into serial data sequences of from 8 to 4096 bits per channel for each access of the respective memory.
    Type: Grant
    Filed: March 29, 1985
    Date of Patent: July 26, 1988
    Assignee: Giordano Associates, Inc.
    Inventor: Philip C. Jackson
  • Patent number: 4715975
    Abstract: A VII olefin copolymer, prepared by grafting allyl amine onto EPM or EPT, permits attainment of improved dispersancy and viscosity index in oils.
    Type: Grant
    Filed: August 20, 1984
    Date of Patent: December 29, 1987
    Assignee: Texaco Inc.
    Inventors: Maria M. Kapusciniski, Benjamin J. Kaufman, Christopher S. Liu
  • Patent number: 4707498
    Abstract: Novel fluorinated diaminoalkyne derivatives are inhibitors of ornithine decarboxylase enzyme and have the following general Formula I: ##STR1## wherein R represents C.sub.1 -C.sub.4 alkyl, or preferably, hydrogen.
    Type: Grant
    Filed: January 14, 1986
    Date of Patent: November 17, 1987
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Michael Kolb, David A. Kendrick
  • Patent number: 4698428
    Abstract: It has been surprisingly discovered in accordance with the present invention that N-methylethanolamine may be converted to N,N'-dimethylpiperazine when using a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorus has been thermally chemically bonded in the form of phosphate linkages.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 6, 1987
    Assignee: Texaco Inc.
    Inventors: Robert L. Zimmerman, Steven H. Vanderpool
  • Patent number: 4698427
    Abstract: Ethylenediamine and diethanolamine and/or hydroxyethyldiethylenetriamine can be converted to N-aminoethylpiperazine and tetraethylenepenetamine when using a catalyst composed of titania to which from about 0.5 to about 7 wt. % of phosphorus has been thermally chemically bonded in the form of phosphate linkages.
    Type: Grant
    Filed: June 9, 1986
    Date of Patent: October 6, 1987
    Assignee: Texaco Inc.
    Inventor: Steven H. Vanderpool
  • Patent number: 4695631
    Abstract: A process for the preparation of enamines or imines by isomerization of allylamine derivatives is described. Allylamine derivatives represented by formula (I): ##STR1## are isomerized using as a catalyst a rhodium complex represented by formula (IV):[Rh(olefin)L].sup.+ X.sup.- (IV)to form enamines or imines represented by, respectively, formula (II) or formula (III): ##STR2## All of the symbols in the above formulae are as described. These enamines or imines are useful intermediates for the preparation of a number of organic compounds.
    Type: Grant
    Filed: June 30, 1982
    Date of Patent: September 22, 1987
    Assignee: Takasago Perfumery Co., Ltd.
    Inventors: Seinosuke Otsuka, Kazuhide Tani, Tsuneaki Yamagata, Susumu Akutagawa, Hidenori Kumobayashi, Misao Yagi
  • Patent number: 4680410
    Abstract: The invention is a process for the preparation of a N- or S-1,2-ethylenically unsaturated organic compound which comprises(a) contacting a N- or S-silylated organic compound with an aldehyde, wherein the aldehyde has a hydrogen atom bonded to the carbon adjacent to the carbonyl moiety, at elevated temperatures under conditions such that a N- or S-1-siloxyalkyl-substituted organic compound is prepared; and(b) pyrolyzing the N- or S-1-siloxyalkyl-substituted organic compound under conditions such that the siloxy moiety is elminated to prepare a N- or S-1,2-ethylenically unsaturated compound.
    Type: Grant
    Filed: March 2, 1984
    Date of Patent: July 14, 1987
    Assignee: The Dow Chemical Company
    Inventor: Pen C. Wang