Of Compound Which Contains Carbon To Carbon Unsaturation Patents (Class 564/485)
  • Patent number: 5886226
    Abstract: A process for preparing amines of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.1 and R.sup.2 are together a saturated or unsaturated C.sub.3 -C.sub.9 -alkylene dichain, andR.sup.3 or R.sup.5 are each C.sub.21 -C.sub.200 -alkyl or C.sub.21 -C.sub.200 -alkenyl or together a C.sub.2 -C.sub.12 -alkylene dichain by reacting olefins of the general formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each as defined above, with ammonia or primary or secondary amines of the general formula III ##STR3## where R.sup.1 and R.sup.2 are each as defined above, at temperatures from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: January 29, 1998
    Date of Patent: March 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Peter Stops
  • Patent number: 5877352
    Abstract: A process for preparing amines of the formula I ##STR1## where R.sup.1,R.sup.2,R.sup.3,R.sup.4,R.sup.5,R.sup.6 are hydrogen, C.sub.1 - to C.sub.20 -alkyl, C.sub.2 - to C.sub.20 -alkenyl, C.sub.2 - to C.sub.20 -alkynyl, C.sub.3 - to C.sub.20 -cycloalkyl, C.sub.4 - to C.sub.20 -alkyl-cycloalkyl, C.sub.4 - to C.sub.20 -cycloalkyl-alkyl, aryl, C.sub.7 - to C.sub.20 -alkylaryl or C.sub.7 - to C.sub.20 -aralkyl,R.sup.1 and R.sup.2 jointly are a saturated or unsaturated C.sub.3 - to C.sub.9 -alkylene divalent chain andR.sup.3 or R.sup.5 are C.sub.21 - to C.sub.200 -alkyl, C.sub.21 - to C.sub.200 -alkenyl or jointly are a C.sub.2 - to C.sub.12 -alkylene divalent chain,by reacting olefins of the formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the abovementioned meanings, with ammonia or primary or secondary amines of the formula III ##STR3## where R.sup.1 and R.sup.2 have the abovementioned meanings, at from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: March 2, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer
  • Patent number: 5874621
    Abstract: Amines of the general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 : are each hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sub.1 and R.sup.2 together are a saturated or unsaturated C.sub.3 -C.sub.9 -alkylene chain andR.sup.3 or R.sup.5 is C.sub.21 -C.sub.200 -alkyl or C.sub.21 -C.sub.200 -alkenyl or R.sup.3 and R.sup.5 together are a C.sub.2 -C.sub.12 -alkylene chain,are prepared by reacting an olefin of the general formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the abovementioned meanings, with ammonia or a primary or secondary amine of the general formula III ##STR3## where R.sup.1 and R.sup.2 have the abovementioned meanings, at from 200.degree.0 to 350.degree. C.
    Type: Grant
    Filed: February 12, 1998
    Date of Patent: February 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Matthias Dernbach, Hans-Jurgen Lutzel
  • Patent number: 5840988
    Abstract: A process for preparing amines of the formula I ##STR1## where R.sup.1,R.sup.2,R.sup.3,R.sup.4,R.sup.5,R.sup.6 are hydrogen, C.sub.1 - to C.sub.20 -alkyl, C.sub.2 - to C.sub.20 -alkenyl, C.sub.2 - to C.sub.20 -alkynyl, C.sub.3 - to C.sub.20 -cycloalknyl, C.sub.4 - to C.sub.20 -alkyl-cycloalkyl, C.sub.4 - to C.sub.20 -cycloalkyl-alkyl, aryl, C.sub.7 - to C.sub.20 -alkylaryl or C.sub.7 - to C.sub.20 -aralkyl,R.sup.1 and R.sup.2 jointly are a saturated or unsaturated C.sub.3 - to C.sub.9 -alkylene divalent chain andR.sup.3 or R.sup.5 are C.sub.21 - to C.sub.200 -alkyl, C.sub.21 - to C.sub.200 -alkenyl or jointly are a C.sub.2 - to C.sub.12 -alkylene divalent chain,by reacting olefins of the formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the abovementioned meanings, with ammonia or primary or secondary amines of the formula III ##STR3## where R.sup.1 and R.sup.2 have abovementioned meanings, at from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: November 25, 1997
    Date of Patent: November 24, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer
  • Patent number: 5834611
    Abstract: In a process for the telomerization of dienes with nucleophiles in a liquid two-phase system, use is made as catalysts of complexes comprising a transition metal as central atom and at least one tris-(hydroxyalkyl)-phosphine or -phosphine oxide as ligand. The use as catalysts of compounds comprising a transition metal as central atom and at least one tris-(hydroxy-C.sub.2 -C.sub.5 -alkyl)-phosphine or -phosphine oxide as ligand, new compounds of this type and aqueous solutions of such compounds are likewise described.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: November 10, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Birgit Driessen-Holscher, Wilhelm Keim, Thomas Prinz, Hans-Joachim Traenckner, Jorg-Dietrich Jentsch
  • Patent number: 5831129
    Abstract: N-Hydroxyalkyl-substituted aminoalkynes of the formula I ##STR1## are prepared by reacting an alkyne with a 1-oxa-3-azaheterocyclo-alkane in a reaction with heterogeneous catalysis by a catalyst which comprises a compound of a metal of the first or second sub-group.
    Type: Grant
    Filed: October 7, 1997
    Date of Patent: November 3, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Preiss, Jochem Henkelmann, Joachim Wulff-Doring, Susanne Stutz, Thomas Ruhl
  • Patent number: 5817871
    Abstract: A process for preparing an amine by catalytic reaction of an olefin with ammonia or a primary or secondary amine by contacting a mixture of the reactants in a reactor at 200.degree. to 400.degree. C. and an elevated pressure up to 700 bar in the presence of a catalyst consisting essentially of an X-ray amorphous (non-crystalline) mesoporous catalyst, some of which may have a microporous non-crystalline content. The catalyst has the compositiona MO.sub.2 * b Q.sub.2 O.sub.3 * c P.sub.2 O.sub.5where Q is at least one of the trivalent elements aluminum, boron, chromium, iron or gallium, and M is at least one of the tetravalent elements silicon, titanium or germanium. The molar ratio of a:b is from 0.5:1 to 1000:1 and the molar ratio of c:b is from 0 to 2:1. As prepared and used in the process, this non-crystalline catalyst has a specific BET surface area of from 200 to 1000 m.sup.2 /g.
    Type: Grant
    Filed: August 15, 1997
    Date of Patent: October 6, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe Dingerdissen, Gunter Lauth, Andreas Henne, Peter Stops, Karsten Eller, Eugen Gehrer
  • Patent number: 5808160
    Abstract: Hydroxyalkyl-substituted aminoalkynes of the general formula I ##STR1## where at least one of the substituents R.sup.1, R.sup.4 or R.sup.5 is hydroxyalkyl are prepared in a reaction with heterogeneous catalysis.
    Type: Grant
    Filed: April 25, 1997
    Date of Patent: September 15, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Thomas Preiss, Jochem Henkelmann
  • Patent number: 5783736
    Abstract: The process of this invention comprises a two step sequence wherein an alcohol is converted to an organic chloride through reaction with a chlorinating agent in a first step followed by amination of the organic chloride to the corresponding amine in a second step. In the second step, a surfactant is employed in order to facilitate the reaction.
    Type: Grant
    Filed: September 26, 1997
    Date of Patent: July 21, 1998
    Assignee: Rohm and Haas Company
    Inventors: Randall Wayne Stephens, Renee Caroline Roemmele
  • Patent number: 5780680
    Abstract: In a process for preparing amines of the formula I ##STR1## where R.sup.1,R.sup.2,R.sup.3,R.sup.4,R.sup.5,R.sup.6 are hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkyl-cycloalkyl, C.sub.4 -C.sub.20 -cycloalkyl-alkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.1 and R.sup.2 together form a saturated or unsaturated, divalent C.sub.3 -C.sub.9 -alkylene chain andR.sup.3 and R.sup.5 are C.sub.21 -C.sub.200 -alkyl, C.sub.21 -C.sub.200 -alkenyl or together form a divalent C.sub.2 -C.sub.12 -alkylene chain,by reating olefins of the formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as defined above, with ammonia or primary or secondary amines of the formula III ##STR3## where R.sup.1 and R.sup.2 are as defined above, at from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: April 18, 1997
    Date of Patent: July 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Ulrich Muller
  • Patent number: 5780681
    Abstract: Amines of general formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.1 and R.sup.2 together form a saturated or unsaturated C.sub.3 -C.sub.9 -alkylene chain andR.sup.3 or R.sup.5 is C.sub.21 -C.sub.200 -alkyl or C.sub.21 -C.sub.200 -alkenyl, or R.sup.3 and R.sup.5 together form a C.sub.2 -C.sub.12 -alkylene chain,are prepared by reacting an olefin of the general formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the above-mentioned meanings, with ammonia or primary or secondary amines of the general formula III ##STR3## where R.sup.1 and R.sup.2 have the abovementioned meanings, at from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: June 5, 1997
    Date of Patent: July 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Michael Hesse
  • Patent number: 5773660
    Abstract: A process for preparing amines of the formula I ##STR1## where R.sup.1,R.sup.2,R.sup.3,R.sup.4,R.sup.5 and R.sup.6 are each hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 -alkylaryl or C.sub.7 -C.sub.20 -aralkyl,R.sup.1 and R.sup.2 are together a saturated or unsaturated C.sub.3 -C.sub.9 -alkylene dichain, andR.sup.3 or R.sup.5 is C.sub.21 -C.sub.200 -alkyl or C.sub.21 -C.sub.200 -alkenyl or together they are a C.sub.2 -C.sub.12 -alkylene dichain,by reacting olefins of the formula II ##STR2## where R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each as defined above, with ammonia or primary or secondary amines of the formula III ##STR3## where R.sup.1 and R.sup.2 are each as defined above, at temperatures from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: June 30, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Eugen Gehrer
  • Patent number: 5763668
    Abstract: Amines are prepared by reacting a mixture obtained in the cracking of mineral oil fractions with ammonia or a primary or secondary amine of the general formula I ##STR1## where R.sup.1 and R.sup.2 are each hydrogen, C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.2 -C.sub.20 -alkynyl, C.sub.3 -C.sub.20 -cycloalkyl, C.sub.4 -C.sub.20 -alkylcycloalkyl, C.sub.4 -C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 --C.sub.20 -alkylaryl or C.sub.7 --C.sub.20 -aralkyl or together are a saturated or unsaturated C.sub.2 -C.sub.12 -alkylene ene chain,at from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: June 9, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Uwe Dingerdissen, Jurgen Herrmann, Karsten Eller
  • Patent number: 5756846
    Abstract: Octa-2,7-dienyl-1-amine and octa-1,7-dienyl-3-amine, from which octyl-1-amine can be prepared, are prepared selectively by telomerizing butadiene and ammonia in a two-phase system, the catalyst being used in an aqueous phase and an organic medium which is immiscible or only slightly miscible with water being employed as the second phase.
    Type: Grant
    Filed: November 4, 1996
    Date of Patent: May 26, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Birgit Driessen-Holscher, Wilhelm Keim, Thomas Prinz, Hans-Joachim Traenckner, Jorg-Dietrich Jentsch
  • Patent number: 5739405
    Abstract: A process for the preparation of amines of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 denote hydrogen, C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.3 -C.sub.20 cycloalkyl, C.sub.4 -C.sub.20 alkylcycloalkyl, C.sub.4 -C.sub.20 cycloalkylalkyl, aryl, C.sub.7 -C.sub.20 alkylaryl, or C.sub.7 -C.sub.20 aralkyl,R.sup.1 and R.sup.2 together denote a saturated or unsaturated C.sub.3 -C.sub.9 alkylene dichain andR.sup.3 or R.sup.5 denotes C.sub.21 -C.sub.200 alkyl, C.sub.21 -C.sub.200 alkenyl or they together form a C.sub.2 -C.sub.12 alkylene dichain,by the reaction of olefins of the general formula II ##STR2## in which R.sup.3, R.sup.4, R.sup.5, and R.sup.6 have the above meanings, with ammonia or primary or secondary amines of the general formula III ##STR3## in which R.sup.1 and R.sup.2 have the above meanings, at temperatures ranging from 200.degree. to 350.degree. C.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Karsten Eller, Rudolf Kummer, Peter Stops
  • Patent number: 5731383
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: March 24, 1998
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5648546
    Abstract: The invention relates to a method for manufacturing tert-butylamine from isobutene and ammonia in the presence of a silica alumina catalyst. The catalyst is in acid form, has an Si/Al ratio that has been adjusted by steam dealumination, has a crystallinity of at least 95%, and has an Na.sub.2 O content of less than 0.2 wt. %. The reaction is preferably conducted in the gas phase, with unreacted ammonia and unreacted isobutene being recycled into the reaction process. The selectivity of the catalyst for the formation of tert-butylamine is at least 99.5%.
    Type: Grant
    Filed: November 13, 1995
    Date of Patent: July 15, 1997
    Assignee: Akzo Nobel, N.V.
    Inventors: Manfred Bergfeld, Martin Nywlt
  • 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: 5559190
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 24, 1996
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5475162
    Abstract: A process of effecting an acid catalyzed reaction wherein a reactant capable of undergoing an acid catalyzed reaction is contacted with an acid functionalized organically-bridged polysilsesquioxane catalyst where all of the acid functionality is covalently bonded to the organic portion of an organically-bridged polysilsesquioxane framework has been developed. The acid functionalized organically-bridged polysilsesquioxane is formed by polymerizing a monomer through sol-gel processing to form an organically-bridged polysilsesquioxane, reacting an acid group onto the organic portion of the organically-bridged polysilsesquioxane, and recovering the acid functionalized product. An embodiment of the invention is where the acid catalyzed reaction is the hydration of olefins, alkylation, acylation, isomerization, or aldol condensation/elimination.
    Type: Grant
    Filed: July 19, 1994
    Date of Patent: December 12, 1995
    Assignee: UOP
    Inventors: Timothy A. Brandvold, Jennifer S. Holmgren, Thomas P. Malloy
  • Patent number: 5440049
    Abstract: A compound of the formula: ##STR1## wherein R.sup.11 is hydrogen, lower alkyl, haloloweralkyl, lower alkenyl, lower alkynyl or cycloalkyl and R.sup.21 is a group selected from the group consisting of: ##STR2## wherein R.sup.3 -R.sup.5, R.sup.31, R.sup.32, R.sup.41, R.sup.42 and R.sup.51 are as defined herein, and W is chlorine or bromine, is prepared by reacting a compound of the formula:Z--CH.sub.2 --CH.dbd.CH--W (I)wherein W is as defined above and Z is a leaving group, with an amine of the formula: ##STR3## wherein R.sup.11 and R.sup.21 are as defined above.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: August 8, 1995
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Susumu Nakagawa, Akira Asai, Satoru Kuroyanagi, Makoto Ishihara, Yoshiharu Tanaka
  • 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: 5371247
    Abstract: A potassium salt useful in the production of certain N-substituted alkyl or arylalkyl thionitroethenamines is produced by the reaction of the dipotassium salt of a 2-nitrodithio aliphatic acid such as 2-nitrodithio acetic acid with branched chain primary alkylamines, secondary alkylamines, arylalkylamines or heterocyclic alkylamines such as dimethylamine, pinacolylamine, benzylamine or piperonylamine, thereby converting one only of the KS-groups to an alkylamine group. The resulting monopotassium salt may be alkylated or arylalkylated to produce an N-substituted alkyl or arylalkyl thionitroethenamine. This compound may be reacted with a suitable amine to produce compounds containing the pharmaceutically active grouping --NHC(.dbd.CHNO.sub.2)NHX, wherein X represents an alkyl, arylalkyl or heterocyclic alkyl group.
    Type: Grant
    Filed: July 18, 1991
    Date of Patent: December 6, 1994
    Assignee: Fine Organics Limited
    Inventors: Arthur Jackson, Graham Heyes, James I. Grayson, Paul E. Rowney
  • 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: 5304681
    Abstract: Disclosed is a method for preparation of alkylamines which comprises reacting ammonia and a monounsaturated olefin in the presence of a catalyst selected from the group consisting of:a. Acid modified montmorillonite clays;b. Heterogeneous catalysts comprising a fluorine-containing compound on an inert support; andc. Heteropoly acids on an inert support.
    Type: Grant
    Filed: November 22, 1991
    Date of Patent: April 19, 1994
    Assignee: Texaco Chemical Company
    Inventors: John F. Knifton, Neal J. Grice
  • 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: 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: 5243099
    Abstract: Organic polymer additive containing polar functional groups enhances the stability of palladium-containing catalysts for the telomerization of conjugated diolefins in the presence of active hydrogen-containing telomerization agent to produce alpha-substituted alkadienes.
    Type: Grant
    Filed: September 9, 1992
    Date of Patent: September 7, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Diane L. Packett
  • Patent number: 5216181
    Abstract: Liquid telechelic polymers are made from dienes and are produced via anionic polymerization. While having low molecular weight, for example less than 15,000, the telechelic polymers are generally gel-free, have high amounts of trans-1,4 structure, low vinyl unsaturation and low bulk viscosities. The liquid telechelic polymers are made utilizing a trimetallic initiator comprised of (1) an organopolylithium compound and (2) a complex of a trialiphatic substituted aluminum compound or derivative thereof and a barium salt of an organic alcohol.
    Type: Grant
    Filed: August 26, 1991
    Date of Patent: June 1, 1993
    Assignee: GenCorp Inc.
    Inventors: I. Glen Hargis, Hubert J. Fabris, John A. Wilson, Russell A. Livigni
  • 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: 5198592
    Abstract: The invention concerns a method of performing a chemical reaction in which hydrogenation and/or dehydrogenation occurs, in the presence of a supported catalyst comprising a carrier material with copper as active component and iron as a promotor. According to the invention, the proporation of iron, calculated on the amount of copper and iron jointly, on an atomic basis, is no more than 25%. The invention also relates to a catalyst for carrying out the reaction, and to a process for preparing a supported catalyst.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: March 30, 1993
    Assignee: Engelhard De Meern B.V.
    Inventors: Johannes van Beijnum, Adrianus J. van Dillen, John W. Geus
  • Patent number: 5169981
    Abstract: Organic polymer additive containing polar functional groups enhances the stability of palladium-containing catalysts for the telomerization of conjugated diolefins in the presence of active hydrogen-containing telomerization agent to produce alpha-substituted alkadienes.
    Type: Grant
    Filed: December 6, 1991
    Date of Patent: December 8, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Diane L. Packett
  • 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: 5149876
    Abstract: A process for the preparation of amines by reaction of olefins with carbon monoxide, hydrogen, and a primary and/or secondary amine in the presence of rhodium and arylphosphines dissolved in water. Alkali metal salts, ammonium salts, and/or quaternary ammonium salts of sulfonated arylphosphines are used as the water-soluble arylphosphines.
    Type: Grant
    Filed: February 7, 1991
    Date of Patent: September 22, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Detlef Kampmann, Jurgen Weber, Helmut Bahrmann, Claus Kniep
  • Patent number: 5112995
    Abstract: A potassium salt useful in the production of N-substituted-1-alkylthio-2-nitroethenamines is produced by the reaction of the dipotassium salt of nitrodithioacetic acid with certain straight chain alkylamines, thereby converting only one of the KS-groups to an alkylamine group. The resulting monopotassium salt may be alkylated to produce the required N-substituted-1-alkylthio compound which may be reacted with a suitable amine to produce the histamine H.sub.2 -antagonist ranitidine.
    Type: Grant
    Filed: April 4, 1990
    Date of Patent: May 12, 1992
    Assignee: Glaxo Group Limited
    Inventors: James I. Grayson, Graham Heyes, Arthur Jackson, Paul E. Rowney
  • Patent number: 5110948
    Abstract: The reaction of a samarium catalyst [.eta..sup.5 --(CH.sub.3).sub.5 C.sub.5 ].sub.2 Sm(THF).sub.2 with amino-olefins provides a straightforward route to a heterocyclic compound. Alternatively, the reaction of olefins with the samarium catalyst in the presence of an amine results in an aminoalkane.
    Type: Grant
    Filed: March 13, 1990
    Date of Patent: May 5, 1992
    Assignee: Northwestern University
    Inventors: Tobin J. Marks, Steven P. Nolan, Michel R. Gagne
  • Patent number: 5107027
    Abstract: Disclosed is a method for preparation of alkylamines which comprises reacting ammonia and a monounsaturated olefin in the presence of a catalyst selected from the group consisting of:a. Acid modified montmorillonite clays;b. Heterogenous catalyst comprising a fluorine-containing compound on an inert support; andc. Heteropoly acids on an inert support.
    Type: Grant
    Filed: August 1, 1990
    Date of Patent: April 21, 1992
    Assignee: Texaco Chemical Company
    Inventors: John F. Knifton, Neal J. Grice
  • Patent number: 4992150
    Abstract: A process for preparing oil-soluble nitrogen-containing compounds which comprises subjecting nitrogen-containing telogens and alpha-olefin taxogens to radical telomerization reaction. The nitrogen-containing compounds are mixtures of telomers having an average molecular weight not less than 300 and a nitrogen content of from 0.1 to 10 wt %. The compound may be further reacted with boron-bearing compounds or boron compounds to obtain oil-soluble nitrogen and boron-containing compounds. These compounds are useful as additives for fuel oils and lubricating oils.
    Type: Grant
    Filed: April 13, 1989
    Date of Patent: February 12, 1991
    Assignee: Nippon Oil Co, Ltd.
    Inventors: Jinichi Igarashi, Harumichi Watanabe
  • Patent number: 4937383
    Abstract: A process for the manufacture of amines by reacting at an elevated temperature an olefin selected from a monoolefin, the alcohol corresponding to its hydration, or a mixture of the monoolefin and the alcohol with ammonia or a primary or secondary amine in the presence of a catalyst and a solvent, said catalyst being ammonium sulfate of a double sulfate of ammonium and a transition metal.
    Type: Grant
    Filed: September 20, 1988
    Date of Patent: June 26, 1990
    Assignee: Atochem
    Inventors: Yves Brigandat, Jacques Kervennal
  • Patent number: 4929758
    Abstract: Amines are prepared from an olefin and ammonia or a primary and/or secondary amine in the presence of a zeolite catalyst of the pentasil type. Iron silicate zeolites of the pentasil type having an SiO.sub.2 /Fe.sub.2 O.sub.3 ratio greater than or equal to 10 are preferably used.
    Type: Grant
    Filed: June 13, 1988
    Date of Patent: May 29, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Taglieber, Wolfgang Hoelderich, Rudolf Kummer, Wolf D. Mross, Guenter Saladin
  • Patent number: 4929759
    Abstract: Amines are prepared from an olefin and ammonia or a primary or secondary amine, or a mixture of these, in the presence of a borosilicate or borogermanate zeolite of the pentasil type as a catalyst, by a process in which the amine obtained is isolated from the reaction mixture, and unreacted starting materials are recycled.
    Type: Grant
    Filed: October 6, 1989
    Date of Patent: May 29, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Taglieber, Wolfgang Hoelderich, Rudolf Kummer, Wolf D. Mross, Guenter Saladin
  • Patent number: 4914241
    Abstract: Diamines of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, alkyl, aryl, alkoxy, aralkyl or cycloalkyl and X is a group of the formula(CR.sup.4 R.sup.5).sub.m (II)where R.sup.4 and R.sup.5 have the meanings given above for R.sup.1 and m is from 1 to 12, are prepared by a process in which a diamine of the formula ##STR2## where R.sup.1, R.sup.2 and X are the groups described above, is reacted with an olefin of the formula ##STR3## where R.sup.6 and R.sup.9 are each hydrogen or alkyl which is straight-chain in the .alpha.-position, in the presence of a zeolite as a catalyst.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: April 3, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Michael Hesse, Wolfgang Hoelderich, Matthias Schwarzmann
  • Patent number: 4827031
    Abstract: The process for preparing aliphatic and aromatic amines by reacting an olefin with either ammonia, a primary amine, or a secondary amine at elevated temperature in the presence of an ammonium halide catalyst, preferably a catalyst-promoter combination, is disclosed herein.
    Type: Grant
    Filed: May 19, 1987
    Date of Patent: May 2, 1989
    Assignee: Pennwalt Corporation
    Inventors: David M. Gardner, Paul J. McElligott, Roger T. Clark
  • Patent number: 4794199
    Abstract: This invention concerns the synthesis of primary amines from olefins, synthesis gas and ammonia via an amination process in the presence of a cobalt catalyst, an ether solvent and a tertiary group VB donor ligand.
    Type: Grant
    Filed: October 1, 1987
    Date of Patent: December 27, 1988
    Assignee: Texaco Inc.
    Inventors: Jiang-Jen Lin, John F. Knifton
  • 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: 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: 4680360
    Abstract: Poly(allylamine salts) of high polymerization degree is obtained in high yield by the polymerization of monoallylamine salt with a specified radical-polymerization initiator having in the molecule an azo group. Various poly(allylamine) derivatives are obtained by reacting said poly(allylamine salt) with acrylic compounds, or formic acid and formaldehyde.
    Type: Grant
    Filed: November 13, 1984
    Date of Patent: July 14, 1987
    Assignee: Nitto Boseki Co., Ltd
    Inventors: Toshio Ueda, Yoshinori Sato, Susumu Harada
  • Patent number: 4612397
    Abstract: This invention is directed to thermally activated pelletted catalyst compositions comprising titania having phosphorous derived from a diaminohydrogen phosphate deposited thereon and to their preparation and their use in the production of predominantly linear polyethylenepolyamines from ethylenediamine and monoethanolamine.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: September 16, 1986
    Assignee: Texaco, Inc.
    Inventor: Terry L. Renken