Carbamic Acid Patents (Class 560/157)
  • Patent number: 5906998
    Abstract: In the decomposition of a polymer containing a urethane linkage and/or urea linkage in the presence of a decomposing agent, the amount of evolved carbon dioxide is measured and the decomposition reaction is conducted until a total amount of evolved carbon dioxide reaches a specified value to obtain a liquid decomposition product. According to the present invention, a decomposition product having constant quality can be obtained in a simple manner.
    Type: Grant
    Filed: August 20, 1996
    Date of Patent: May 25, 1999
    Assignees: Sumitomo Bayer Urethane Co., Inc., Toyota Jidosha Kabushiki Kaisha
    Inventors: Yuji Hoshino, Takaaki Masuda, Hiroshi Ikuta, Hisao Mitobe
  • Patent number: 5892100
    Abstract: The present invention provides a method for producing N-acyl carbamate in high yield. The method of the present invention comprises the step of reacting an unsaturated acid halide with a carbamate in the presence of a hindered amine. Another method of the present invention comprises the step of reacting a N,N-diacyl carbamate with an active hydrogen compound.
    Type: Grant
    Filed: September 9, 1997
    Date of Patent: April 6, 1999
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Eiji Yamanaka, Masami Yabuta, Satoshi Urano
  • Patent number: 5889059
    Abstract: Phenylacetic acid derivatives of the formula I ##STR1## where the substituents and the index have the following meanings: X is oxygen or sulfur;R is hydrogen or alkyl;R.sup.1 is hydrogen or alkyl;R.sup.2 is cyano, nitro, trifluoromethyl, halogen, alkyl or alkoxy;m is 0, 1 or 2, it being possible for the R.sup.2 radicals to be different if m is 2;R.sup.3 is hydrogen, cyano, nitro, hydroxyl, amino, halogen, alkyl, haloalkyl, alkoxy, haloalkoxy, alkylthio, alkylamino or dialkylamino;R.sub.
    Type: Grant
    Filed: August 5, 1996
    Date of Patent: March 30, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Bayer, Hubert Sauter, Ruth Muller, Wassilios Grammenos, Albrecht Harreus, Reinhard Kirstgen, Franz Rohl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5883216
    Abstract: The present invention relates to polyisocyanates containingi) 0.5 to 10 wt. % of amide and/or imide structural units (calculated as --CO--N.dbd., MW=42),ii) 5 to 20 wt. % of isocyanate groups (calculated as --NCO, MW=42) blocked with blocking agents which are monofunctional in the context of the isocyanate addition reaction andiii) 0 to 30 wt. % of chemically incorporated urethane groups (calculated as --NH--CO--O--, MW=59) obtained from the reaction of isocyanate groups with the hydroxyl groups of organic polyhydroxyl compounds.The present invention also relates to a process for the production of these lacquer polyisocyanates, their use as a binder for stoving lacquers optionally in combination with organic polyhydroxyl compounds and to their use as a binder component containing free hydroxyl groups and optionally blocked isocyanate groups by reacting and/or blending the polyisocyanates with organic polyhydroxyl compounds having a molecular weight of 62 to 350.
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: March 16, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Halpaap, Hans Schlegel, Jan Mazanek, Hans-Ulrich Meier-Westhues
  • Patent number: 5859285
    Abstract: Disclosed is a carbamate adduct prepared by contacting carbon dioxide with an alkanolamine, preferably in a polar medium. The alkanolamine is characterized in that it consists of 1 or 2 ether linkages per molecule. The adduct finds value as a thermally decomposable blowing agent when preparing polyurethane foam and elastomeric products. Integral-skinned polyurethane products prepared in the presence of the carbamate adducts disclosed herein exhibit an enhanced abrasion resistance.
    Type: Grant
    Filed: May 8, 1998
    Date of Patent: January 12, 1999
    Assignee: The Dow Chemical Company
    Inventors: Giuliano Guidetti, Luigi Pellacani, Maurizio Bottazzi
  • Patent number: 5849855
    Abstract: Disclosed is a blocked polyisocyanate composition comprising: a blocked polyisocyanate obtained by blocking the terminal isocyanate groups of a two or more terminal isocyanate groups-containing polyisocyanate derived from at least one diisocyanate selected from an aliphatic diisocyanate and an alicyclic diisocyanate with a blocking agent comprising at least one active methylene compound selected from a malonic diester and an acetoacetic ester; and a salt of a basic compound with an acidic compound, or a mixture of the salt with the basic compound or the acidic compound, the composition having a pH value of from 1 to 8.5. The blocked polyisocyanate composition of the present invention not only exhibits high stability even under high temperature conditions, but also is capable of maintaining such high stability for a prolonged period of time.
    Type: Grant
    Filed: August 19, 1996
    Date of Patent: December 15, 1998
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Taketoshi Usui, Yoshiyuki Asahina
  • Patent number: 5849772
    Abstract: (S)-2-Aryl-1,3-propanediol monocarbamate and its intermediate, (S)-3-acetoxy-2-aryl-propanol carbamate, represented by the following formulas I and II, respectively, have pharmaceutically useful activity against for central nervous system disorders including nervous myalgia, epilepsy and cerebral apoplexy: ##STR1## wherein, R is ##STR2## wherein X is an oxygen atom or a sulfur atom; and Y represents a halogen element, trifluoromethyl, or a lower alkyl group containing one to three carbon atoms.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: December 15, 1998
    Assignee: Yukong Limited
    Inventors: Yong Moon Choi, Dong Il Han, Kwang Hyouk Lee, Hyung Cheol Kim
  • Patent number: 5782966
    Abstract: Resins and waxes made by reacting selected nucleophiles, including alcohols and/or amines, with an isocyanate are disclosed. The order of addition of the isocyanate and the different nucleophiles can tailor the distribution of di-urethane, mixed urethane/urea, and/or di-urea molecules in the final resin product. The isocyanate-derived resin and wax materials are useful as ingredients as phase change ink carrier compositions used to make phase change ink jet inks.
    Type: Grant
    Filed: June 28, 1996
    Date of Patent: July 21, 1998
    Assignee: Tektronix, Inc.
    Inventors: Loc V. Bui, Clifford R. King, Jeffery H. Banning, Donald R. Titterington
  • Patent number: 5783697
    Abstract: Vinyl carbamate compounds are prepared by reacting appropriate secondary amines with carbon dioxide and acetylenically unsaturated compounds in the presence of a compound of a metal from the platinum group, in particular a ruthenium compound, with either one of the two process steps (a) and (b) or, preferably, both being carried out:(a) the acetylene compound is reinjected during the reaction;(b) the reaction is carried out in the presence of a tertiary amine.
    Type: Grant
    Filed: January 21, 1997
    Date of Patent: July 21, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Marc Heider, Jochem Henkelmann, Michael Karcher, Thomas Ruhl
  • Patent number: 5773643
    Abstract: A diisocyanate compound substantially free from chlorine is prepared by the following consecutive steps (1), (2) and (3):(1) preparing dimethyl carbonate by a method selected from:(a) a method wherein carbon monoxide and oxygen are reacted with methanol,(b) a method wherein propylene oxide is reacted with carbon dioxide to prepare propylene carbonate, and then, the propylene carbonate is reacted with methanol, and(c) a method wherein a nitrous acid ester is catalytically reacted with carbon monoxide;(2) reacting the dimethyl carbonate with an aliphatic diamine in the presence of an alkali catalyst to prepare a corresponding urethane compound; and(3) thermally decomposing the urethane compound under a reduced pressure of 1 to 700 Torr in a high-boiling point solvent.
    Type: Grant
    Filed: December 19, 1994
    Date of Patent: June 30, 1998
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Toyokazu Yagii, Teruo Itokazu, Kiyokazu Murata
  • Patent number: 5760257
    Abstract: A pigment-dispersible polyallylamine derivative represented by formula (I), and a pigment dispersant containing the same as an active ingredient exhibit excellent compatibility with a wide variety of resins and excellent pigment dispersibility. ##STR1## In formula (I), R.sup.1 represents a residue in which a free amino group or an amino group of a polyallylamine is bound to a polyester, a polyamide or a copolycondensate of an ester and an amide by a covalent bond (acid amide bond) or by salt (primary ammonium salt) formation through terminal carboxyl groups, and at least one of the R.sup.1 's is a residue that has the covalent bond, n is an integer of from 2 to 1,000, and X and Y, independently from each other, are hydrogen, a polymerization initiator residue or a chain transfer catalyst residue.
    Type: Grant
    Filed: October 16, 1996
    Date of Patent: June 2, 1998
    Assignee: Ajinomoto Co., Inc.
    Inventors: Hiroyuki Tanaka, Toshiaki Okayasu, Sae Sugiyama
  • Patent number: 5753240
    Abstract: The invention relates to new hydrocarbon compounds containing a fluorinated chain of formula I ##STR1## and to their process of preparation. The invention also relates to the use of these new compounds as thickening agents, in particular for non-aqueous media, such as cosmetic compositions, and to the cosmetic compositions containing them.
    Type: Grant
    Filed: September 20, 1995
    Date of Patent: May 19, 1998
    Assignee: L'Oreal
    Inventors: Eric Bollens, Claude Mahieu, Michel Philippe
  • Patent number: 5739207
    Abstract: Urethane-filled polyisocyanates are produced by (a) reacting a hexamethylene diisocyanate-containing residue having less than 10% by weight monomeric hexamethylene diisocyanate and a total NCO content of at least 25% with an alcohol containing at least one ether linkage in an equivalent ratio of isocyanate to hydroxyl groups of from about 0.9:1 to about 1.0:0.9 and (b) dissolving the product of (a) in a polyisocyanate. These urethane-filled polyisocyanates are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: April 14, 1998
    Assignee: Bayer Corporation
    Inventor: William E. Slack
  • Patent number: 5733935
    Abstract: A hydroxylamine derivatives of formula (I): ##STR1## wherein R represents ##STR2## in which R.sup.1 and R.sup.2 represents alkyl group, alkenyl group, alkynyl group, cycloalkyl group, haloalkyl group, haloalkynyl group, alkoxy - alkyl group, phenoxy - alkyl group, alkylthio - alkyl group, alkylsulfonyl - alkyl group, alkylamino - alkyl group, phenyl group, benzyl group, phenethyl group, cinnamyl group, pyridyl group, furyl group, thienyl group, X represents CO.sub.2, CO or SO.sub.2, and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 represent a hydrogen atom or a lower alkyl group, and n represents 0 or 1, and fungicides contain said compound as an active ingredient.The compounds of the present invention have excellent effects for controlling wood-rot fungi, plant diseases and fungi of humans and animals, and are useful as industrial, agricultural and medical fungicides.
    Type: Grant
    Filed: June 17, 1996
    Date of Patent: March 31, 1998
    Assignee: Nihon Nohyaku Co., Ltd.
    Inventors: Nobuharu Andoh, Tsutomu Nishiguchi, Katsutoshi Endo
  • Patent number: 5710191
    Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, a cell stabilizer and a catalyst composition comprising at least one compound of either of the following formulas IA and IB: ##STR1## where R is hydrogen, methyl or hydroxymethyl. The preferred catalysts comprise 3-hydroxymethyl quinuclidine, 3-methyl-3-hydroxymethyl quinuclidine and 4-hydroxymethyl quinuclidine.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: January 20, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Mark Leo Listemann, Kristen Elaine Minnich, Brian Eugene Farrell, Lisa Ann Mercando, Michael John Kimock, James Dudley Nichols
  • Patent number: 5700946
    Abstract: The present invention provides a process for producing an N-vinyl compound, which comprises subjecting an N-(-alkoxyalkyl) compound to gas phase intramolecular alcohol elimination to convert said compound to an N-vinyl compound directly in one step, wherein a solid oxide containing phosphorus and an alkali metal and/or an alkaline earth metal is used as a catalyst. This process need not use any solvent or any auxiliary raw material and consequently can produce an N-vinyl compound simply and safely without generating any waste material derived from the auxiliary raw material.
    Type: Grant
    Filed: April 17, 1996
    Date of Patent: December 23, 1997
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Yuuji Shimasaki, Hideyuki Kanbe, Akira Kurusu
  • Patent number: 5686645
    Abstract: A selective process for the production of unsymmetric carbamates and ureas is disclosed. In the process, a primary formamide is reacted with a dialkyl amine or an alcohol in the presence of a Group VIII transition metal catalyst. The unsymmetric carbamates and ureas are useful precursors to isocyanates.
    Type: Grant
    Filed: June 23, 1992
    Date of Patent: November 11, 1997
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Mahmoud K. Faraj
  • Patent number: 5676923
    Abstract: Diethylenetriaminepentaacetic acid monoamide derivatives, their complexes and complex salts, containing an element of atomic numbers 21-29, 31, 32, 39, 42-44, 49 or 57-83, pharmaceutical agents containing these compounds, their use as contrast media and process for their production.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: October 14, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Johannes Platzek, Ulrich Niedballa, Peter Mareski, Bernd Raduchel, Hanns-Joachim Weinmann, Andreas Muhler, Bernd Misselwitz
  • Patent number: 5677412
    Abstract: Poly(ether-urethanes) can be made from cyclic ethers and organic isocyanates by using selected metal compounds as catalysts. Polymers useful as thermoplastic elastomers, spandex fibers or urethane rubbers can be made by reacting diisocyanates containing functional groups with a tetrahydrofuran, especially tetrahydrofuran itself. The invention also discloses an improved process for the cationic polymerization of a cyclic ether by using an organic isocyanate.
    Type: Grant
    Filed: March 19, 1996
    Date of Patent: October 14, 1997
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Neville Everton Drysdale
  • Patent number: 5670684
    Abstract: The present invention provides novel intermediates which are useful for the preparation of excitatory amino acid receptor antagonists. Further provided is a process to enatioselectively prepare hydroisoquinoline compounds with central nervous system activity.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: September 23, 1997
    Assignee: Eli Lilly and Company
    Inventors: Anita Melikian-Badalian, Paul L. Ornstein
  • Patent number: 5665598
    Abstract: A method is described for synthesis of N-Boc-L-propargylglycine, a key intermediate used in the preparation of high-potency, orally-active renin inhibitors. This method involves reaction of an organic halide with a glycine cation equivalent, such as methyl N-Boc-2-acetoxyglycine, in the presence of zinc dust to give Boc-protected amino acid derivatives in high yield. Typically useful organic halides are allylic, benzylic and propargylic halides. Resolution of methyl N-Boc-propargylglycine with .alpha.-chymotrypsin provides N-Boc-L-propargylglycine in high yield.
    Type: Grant
    Filed: January 29, 1996
    Date of Patent: September 9, 1997
    Assignee: G. D. Searle & Co.
    Inventors: Norman A. Abood, Roger A. Nosal
  • Patent number: 5663435
    Abstract: Reaction products of amino-alkylenecarboxylic acids with polyoxyalkylene compounds are used as paraffin dispersants for mineral oil middle distillates.
    Type: Grant
    Filed: November 29, 1995
    Date of Patent: September 2, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gabriele Dralle-Voss, Knut Oppenlander, Klaus Barthold, Bernd Wenderoth, Wolfgang Kasel
  • Patent number: 5656688
    Abstract: A compound of the formula ##STR1## where A is an n-valent organic radical and n is an integer greater than 1.
    Type: Grant
    Filed: October 30, 1995
    Date of Patent: August 12, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Bauer, Karl Haeberle, Roland Baumstark, Kaspar Bott
  • Patent number: 5643908
    Abstract: Compounds having inhibitory activity against inhibitory activity against type IV collagenase and are useful as angiogenesis, cancer infiltration or cancer metastasis inhibitors. The compounds have the formula: ##STR1## in which R.sup.1 represents a group of formula: --OR.sup.3 (wherein R.sup.3 represents a hydrogen atom or an alkyl group),--NR.sup.4 R.sup.5 (wherein R.sup.4 and R.sup.5 each represents a hydrogen atom, an alkyl or alkoxy group),--NHCH(R.sup.6 COR.sup.7 (wherein R.sup.6 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R.sup.7 represents an alkyl group),--NHCH(R.sup.6)COOR.sup.8 (wherein R.sup.8 represents an alkyl group) or--NHCH(R.sup.6)CONR.sup.9 R.sup.10 (wherein R.sup.9 and R.sup.10 each represents a hydrogen atom or an alkyl group, or NR.sup.9 R.sup.10 together represent a heterocyclic ring group); andR.sup.2 represents a hydrogen atom, an alkyl or aralkyl group.
    Type: Grant
    Filed: June 27, 1994
    Date of Patent: July 1, 1997
    Assignee: Sankyo Company, Limited
    Inventors: Yukio Sugimura, Kazuhiko Tamaki, Tomowo Kobayashi, Kazuhiko Tanzawa
  • Patent number: 5643438
    Abstract: The invention relates to a new process for the preparation of substituted diaminodicarboxylic acid derivatives of the formula ##STR1## in a high yield by a modified Kolbe synthesis.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: July 1, 1997
    Assignee: Hafslund Nycomed Pharma Aktiengesellschaft
    Inventors: Johann Hiebl, Franz Rovenszky
  • Patent number: 5639890
    Abstract: N-Alkenylcarbamic esters of the general formula I ##STR1## where at least one of the R.sup.1 radicals is hydrogen and the second R.sup.1 radical is hydrogen or C.sub.1 -C.sub.4 --alkyl, the R.sup.2 radical is an aliphatic, cycloaliphatic, araliphatic or aromatic radical which can be linked to the R.sup.3 radical to form a 2- to 10-membered bridge, and the R.sup.3 radical is an aliphatic, cycloaliphatic or aromatic radical, from an alkenyl carboxylate of the general formula II ##STR2## where R.sup.1 has the abovementioned meaning, and R.sup.4 is hydrogen, an aliphatic, cycloaliphatic or aromatic radical, and a carbamic ester of the general formula III ##STR3## where the R.sup.2 and R.sup.3 radicals have the abovementioned meanings, are prepared by reacting the starting compounds in the presence of a base.
    Type: Grant
    Filed: August 29, 1996
    Date of Patent: June 17, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Marc Heider, Thomas Ruhl
  • Patent number: 5635542
    Abstract: The present invention relates to a process for the production of hydroxyl-group-containing compounds suitable for the polyisocyanate polyaddition process from polyurea and/or polyurethane polyurea wastes by treating polyurea and/or polyurethane polyurea wastes with diols and/or polyols at temperatures from 160.degree. to 260.degree. C., the water present in the reaction vessel preferably being removed by distillation during the heating-up phase, characterized in that 1,3-dicarbonyl compounds are added to the reaction mixture before or during the reaction.
    Type: Grant
    Filed: June 16, 1995
    Date of Patent: June 3, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Thomas Munzmay, Werner Rasshofer, Walter Meckel
  • Patent number: 5629450
    Abstract: To produce optically active .alpha.-arylalkylamine from optically impure .alpha.-arylalkylamine.Optically impure .alpha.-arylalkylamine is mixed with optically active N-acyl-aspartic acid or glutamic acid in a solvent and the resulting two types of diastereomer salts are optically resolved utilizing difference in solubility.
    Type: Grant
    Filed: March 21, 1995
    Date of Patent: May 13, 1997
    Assignee: Ajinomoto Co., Inc.
    Inventors: Toyoto Hijiya, Teruo Yonekawa, Tadashi Takemoto
  • Patent number: 5618941
    Abstract: Compounds of formula (I) wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each H or C.sub.1 -C.sub.4 alkyl; R.sup.5 is (CH.sub.2).sub.m NHSO.sub.2 R.sup.6 or (CH).sub.m NHCOR.sup.6 ; R.sup.6 is C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl optionally substituted by aryl, aryl or heteroaryl; R.sup.7 is H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, halo, CF.sub.3, OCF.sub.3, CN, CONH.sub.2, or S(O).sub.n (C.sub.1 -C.sub.4 alkyl); X is CH.sub.2, CHCH.sub.3, CH(OH), C(OH)CH.sub.3, C.dbd.CH.sub.2, CO or O; m is 0 or 1 and n is 0, 1 or 2, and their pharmaceutically acceptable salts and biolabile esters, are antagonists of thromboxane A.sub.2 of utility, particulary in combination with a thromboxane synthetase inhibitor, in the treatment of atherosclerosis and unstable angina and for prevention of reocclusion after percutaneous transluminal angioplasty.
    Type: Grant
    Filed: March 15, 1995
    Date of Patent: April 8, 1997
    Assignee: Pfizer Inc.
    Inventors: Roger P. Dickinson, Kevin N. Dack, John Steele
  • Patent number: 5606096
    Abstract: The present invention provides a process for producing a variety of unsaturated carbamic acid derivatives from corresponding unsaturated carbamates by substitution reaction. The present invention provides a process for producing unsaturated carbamic acid derivatives, comprising reacting an unsaturated carbamate represented by ##STR1## wherein R represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, R.sup.1 represents a residue of an alcohol from which an OH group is removed,with an alcohol, a primary or secondary amine or an oxime at a temperature of 80.degree. to 150.degree. C. to substitute the --OR.sup.1 group in the formula (A).
    Type: Grant
    Filed: April 3, 1995
    Date of Patent: February 25, 1997
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Eiji Yamanaka, Noriyuki Tsuboniwa, Takao Morimoto, Masamichi Furukawa, Satoshi Urano
  • Patent number: 5548035
    Abstract: This invention concerns the thermoplastic, biodegradable and nontoxic block copolymer which is easily degraded and excreted in human body by the hydrolysis of intramolecular ester and amide bond. The structure of present copolymer comprises i) hydrophilic and swellable soft domain consisting of polyethyleneoxide(PEO), and ii) hydrophobic, biodegradable, crystallizable and non-swellable hard domain consisting of polylactide(PLA), polyglycolide(PGA), polylactideglycolide(PLdA) and polycaprolactone(PCL).
    Type: Grant
    Filed: May 4, 1994
    Date of Patent: August 20, 1996
    Assignee: Sam Yang Co., Ltd.
    Inventors: Ho H. Kim, Guw D. Yeo, Yil W. Yi
  • Patent number: 5541321
    Abstract: A process is disclosed for the preparation of a substituted diaminoalcohol of the formula: ##STR1##
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: July 30, 1996
    Assignee: Abbott Laboratories
    Inventors: William R. Baker, John K. Pratt, Daniel W. Norbeck, Chen Zhao
  • Patent number: 5541320
    Abstract: A process is disclosed for the preparation of a substituted diaminoalcohol of the formula: ##STR1##
    Type: Grant
    Filed: March 30, 1995
    Date of Patent: July 30, 1996
    Assignee: Abbot Laboratories
    Inventors: William R. Baker, John K. Pratt, Daniel W. Norbeck, Chen Zhao
  • Patent number: 5512603
    Abstract: A method for preparing a polyurethane foam which comprises reacting an organic polyisocyanate and a polyol in the presence of a blowing agent, cell stabilizer and a catalyst composition consisting essentially of a pyrrolizidine of the formula: ##STR1## where R.sub.1 and R.sub.2 independently are --H, --OH, ##STR2## or --NR.sub.4 R.sub.5, R.sub.3 is hydrogen, a C.sub.1 -C.sub.12 alkyl, C.sub.5 -C.sub.6 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, andR.sub.4 and R.sub.5 independently represent H, a C.sub.1 -C.sub.12 alkyl group, C.sub.5 -C.sub.10 cycloalkyl, C.sub.6 -C.sub.10 aryl, or C.sub.7 -C.sub.11 arylalkyl group, provided that at least R.sub.1 or R.sub.2 is not hydrogen.
    Type: Grant
    Filed: February 22, 1994
    Date of Patent: April 30, 1996
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Richard V. C. Carr, Kevin R. Lassila, Mark L. Listemann, Lisa A. Mercando, Kristen E. Minnich, Ann C. L. Savoca, Amy L. Wressell
  • Patent number: 5510511
    Abstract: A process for preparing N,O-dialkylhydroxycarbamic acid ester which comprises reacting hydroxylamine or its salt with dihydrocarbyl carbonate in the presence of a basic compound to prepare hydroxycarbamic acid ester and subsequently alkylating this compound with an alkylating agent; a process for recovering N,O-dialkylhydroxycarbamic acid ester which comprises azeotropically distilling the ester with water from a solution containing the ester; a process for preparing N,O-dialkylhydroxylamine which comprises hydrolyzing N,O-dialkylhydroxycarbamic acid ester in an aqueous solution or a hydrous solvent in the presence of an alkali; a process for purifying N,O-dialkylhydroxylamine hydrochloride which comprises adding aldehyde or ketone to a solution of N,O-dialkylhydroxylamine hydrochloride containing O-alkylhydroxylamine hydrochloride as impurities to convert the O-alkylhydroxylamine hydrochloride into O-alkyl aldoxime or O-alkyl ketoxime and subsequently separating the N,O-dialkylhydroxylamine hydrochloride fro
    Type: Grant
    Filed: July 27, 1993
    Date of Patent: April 23, 1996
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Satoshi Inoki, Mitsuyuki Takesue, Isao Hashimoto, Noriaki Kihara, Kiyoaki Sugi
  • Patent number: 5508466
    Abstract: A method is described for synthesis of N-Boc-L-propargylglycine, a key intermediate used in the preparation of high-potency, orally-active renin inhibitors. This method involves reaction of an organic halide with a glycine cation equivalent, such as methyl N-Boc-2-acetoxyglycine, in the presence of zinc dust to give Boc-protected amino acid derivatives in high yield. Typically useful organic halides are allylic, benzylic and propargylic halides. Resolution of methyl N-Boc-propargylglycine with .alpha.-chymotrypsin provides N-Boc-L-propargylglycine in high yield.
    Type: Grant
    Filed: April 13, 1994
    Date of Patent: April 16, 1996
    Assignee: G.D. Searle & Co.
    Inventors: Norman A. Abood, Roger A. Nosal
  • Patent number: 5504242
    Abstract: The present invention provides the compound containing one hydroxyl group and one acyl carbamate group per molecule, which is useful for introducing the acyl carbamate group in chemical materials. By employing the present compound, it becomes possible to introduce the acyl carbamate group in various chemical materials other than acrylic polymers. According to the present process, the compound containing one hydroxyl group and one acyl carbamate group per molecule is provided in excellent yield with a suppressed amount of by-product.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: April 2, 1996
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Masami Yabuta, Satoshi Urano
  • Patent number: 5502241
    Abstract: The invention relates to an efficient process for the preparation of methyl methyl carbamate by reacting methyl amine or N,N'-dimethyl urea with carbon monoxide, an oxidizing agent and a monoalcohol in the presence of a catalyst system including(i) a precursor selected from the group consisting of platinum group metals and soluble compounds of platinum group metals, and (ii) a promoter comprising at least one halogen containing compound selected from the group consisting of alkali metal halides, alkaline earth metal halides, quaternary ammonium halides, oxo acids of halogen atoms and their salts, and complex compounds containing halogen ions, organic halides and halogen molecules.
    Type: Grant
    Filed: September 16, 1994
    Date of Patent: March 26, 1996
    Assignee: Council of Scientific & Industrial Research
    Inventors: Raghunath V. Chaudhari, Sunil P. Gupte, Ashutosh A. Kelkar, Devidas S. Kolhe, deceased
  • Patent number: 5463109
    Abstract: Disclosed is a process for preparing carbamates comprising reacting carbonic acid diester with ammonia or amines in a liquid phase in the presence of at least 1 mole % of water based on carbonic acid diester.
    Type: Grant
    Filed: January 27, 1995
    Date of Patent: October 31, 1995
    Assignee: Ube Industries, Ltd.
    Inventors: Keigo Nishihira, Shuji Tanaka
  • Patent number: 5449816
    Abstract: The invention relates to hydroxylamine derivatives of the general formula ##STR1## in which A denotes a divalent connecting link, R.sup.1 can be a hydrogen atom or a C.sub.1 -C.sub.4 alkyl group, Z stands for an n-valent organic radical, which contains a copolymerizable ethylenically unsaturated group, and n is an integer from 1 to 3, and salts thereof and copolymers thereof.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: September 12, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Bauer, Kaspar Bott
  • Patent number: 5436339
    Abstract: A process is disclosed for the preparation of a substituted diaminoalcohol of the formula: ##STR1##
    Type: Grant
    Filed: July 14, 1992
    Date of Patent: July 25, 1995
    Assignee: Abbott Laboratories
    Inventors: William R. Baker, John K. Pratt, Daniel W. Norbeck, Chen Zhao
  • Patent number: 5434296
    Abstract: The present invention provides a manufacturing method for unsaturated carbamic acid esters by allowing an unsaturated amide compound to react with a metallic base in an inert solvent, followed by a reaction with a halogenated formic acid ester.The invention also provides a manufacturing method of unsaturated carbamic acid esters by allowing an urethane derivative to react with a metallic base in an inert solvent, followed by a reaction with an unsaturated acid halide.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: July 18, 1995
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Noriyuki Tsuboniwa, Eiji Yamanaka, Satoshi Urano
  • Patent number: 5411987
    Abstract: Combating fungi with substituted amine acid derivatives of the formula ##STR1## in which R.sup.1 represents alkyl, alkenyl, alkinyl, halogenoalkyl, halogenoalkenyl, halogenoalkinyl, cycloalkyl or cycloalkenyl,R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are identical or different and represent hydrogen, cycloalkyl or alkyl, orR.sup.3 and R.sup.4, together with the carbon atom to which they are bonded, form a cycloalkyl ring, andR.sup.6 represents hydrogen, alkyl, alkenyl, alkinyl, cyanoalkyl, unsubstituted or substituted phenylalkyl, unsubstituted or substituted phenyl or unsubstituted or substituted cycloalkyl, or represents unsubstituted or substituted heterocyclyl or heterocyclylalkyl,orR.sup.5 and R.sup.6, together with the nitrogen atom to which they are bonded, represent a heterocyclyl radical, which can contain further hetero atoms.
    Type: Grant
    Filed: February 25, 1993
    Date of Patent: May 2, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Thomas Seitz, Wilhelm Brandes
  • 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: 5393904
    Abstract: Copolymerizable oxime ethers of the general formula ##STR1## where A is a divalent linking member, R.sup.1 and R.sup.2 independently of one another are each C.sub.1 -C.sub.10 -alkyl, C.sub.1 -C.sub.10 -alkoxy, C.sub.5 -C.sub.10 -cycloalkyl or C.sub.5 -C.sub.10 -aryl, each of which may furthermore contain 1-3 nonadjacent nitrogen, oxygen or sulfur atoms as heteroatoms in the carbon chain or in the carbon ring and may be substituted by from one to three C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy groups, R.sup.1 or R.sup.2 may be hydrogen or R.sup.1 and R.sup.2 together form a bridge of 3 to 14 carbon atoms, where some of the carbon atoms may furthermore be part of an aromatic ring, Z is an n-valent organic radical which contains a copolymerizable ethylenically unsaturated group and n is an integer of from 1 to 3.
    Type: Grant
    Filed: February 25, 1994
    Date of Patent: February 28, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Kaspar Bott, Gerhard Bauer, Karl Haeberle
  • Patent number: 5391805
    Abstract: An urethane compound is produced in high yield under mild conditions by reacting a formamide compound with dimethyl carbonate in the presence of basic anion exchange resin as a catalyst or by reacting an amine compound with dimethyl carbonate in the presence of basic anion exchange resin as a catalyst and methyl formate. Separation and recovery of the catalyst and purification of the urethane compound can be carried out very readily, and since control of water content is not particularly required in this invention, an amine compound and dimethyl carbonate of poor quality can be used.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: February 21, 1995
    Assignee: Mitsubishi Gas Chemical Company Inc.
    Inventors: Tomoo Tsujimoto, Takashi Okawa
  • Patent number: 5354495
    Abstract: A physical property-improving reagent which comprises an alkenoylcarbamate compound of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkyl group, X is an oxygen atom (--O--), a sulfur atom (--S--) or a substituted or unsubstituted imino group (--NR'--), R' being a hydrogen atom or a lower alkyl group, and Y is the residue of an active hydrogen atom-containing compound excluding --X--H therefrom dissolved in an organic solvent having a solubility parameter of not less than 8, which can impart excellent physical properties to a polymer produced with the same.
    Type: Grant
    Filed: March 1, 1990
    Date of Patent: October 11, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Satoshi Urano, Ryuzo Mizuguchi, Noriyuki Tsuboniwa, Kei Aoki, Yuji Suzuki, Takeyasu Itoh
  • 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: 5344830
    Abstract: Diacylpiperazines of general structure ##STR1## are tachykinin receptor antagonists useful in the treatment of inflammatory diseases, pain or migraine, and asthma, and calcium channel blockers useful in the treatment of cardiovascular conditions such as angina, hypertension or ischemia.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: September 6, 1994
    Assignee: Merck & Co., Inc.
    Inventors: Sander G. Mills, Richard J. Budhu, Conrad P. Dorn, William J. Greenlee, Malcolm MacCoss, Mu T. Wu
  • Patent number: 5315032
    Abstract: An N-hydroxycarbamate compound of the formula ROCONHOH in which R is C.sub.1-8 alkyl, C.sub.3-12 cycloalkyl, aryl or aralkyl group, is produced by reacting a carbonic acid diester of the formula ROCOOR in which R is as defined above, with hydroxylamine in the presence of a basic substance, for example, an alkali metal hydroxide or alkoxide.
    Type: Grant
    Filed: May 26, 1993
    Date of Patent: May 24, 1994
    Assignee: Ube Industries, Ltd.
    Inventors: Keigo Nishihira, Shuji Tanaka, Katsuhiko Mizutare, Masahiro Kondo