Processes Patents (Class 564/61)
  • Patent number: 9845420
    Abstract: Provided is a latent heat cold storage material containing: water; a crystalline powder; and at least one inorganic salt. The crystalline powder is formed of a compound having a saturated concentration of less than 7.0 wt % to an aqueous solution of the inorganic salt having a concentration of 25 wt % at 25° C. A concentration of the crystalline powder exceeds a saturated concentration of the crystalline powder to the aqueous solution of the inorganic salt at 25° C.
    Type: Grant
    Filed: September 14, 2016
    Date of Patent: December 19, 2017
    Assignee: PANASONIC INTELLECTUAL PROPERTY MANAGEMENT CO., LTD.
    Inventors: Hironobu Machida, Motohiro Suzuki, Shinsuke Takeguchi, Kentaro Shii, Kazuaki Suito
  • Patent number: 8871842
    Abstract: The invention relates to a method for producing at least one compound having at least one at least monosubstituted amino group. According to the invention, a starting substance having at least one amino group is reacted with an alcohol in a reaction mixture in the presence of ammonia.
    Type: Grant
    Filed: March 27, 2009
    Date of Patent: October 28, 2014
    Assignee: Borealis Agrolinz Melamine GmbH
    Inventors: Rene Dicke, Andreas Endesfleder, Martin Burger, Christoph Hahn, Clemens Schwarzinger, Wolfgang Fuerst, Harald Schmidt
  • Patent number: 8703671
    Abstract: The invention provides for a process for preparing a urea grease including: (a) introducing a first feed component to a first feeding zone; (b) introducing a second feed component to a second feeding zone; (c) first reacting-mixing in a first reacting-mixing zone; and (d) cooling-mixing in a cooling-mixing zone. The invention also provides for a process for preparing a urea grease including: (a) introducing a first feed component to a first feeding zone; (b) introducing a second feed component to a second feeding zone; (c) first reacting-mixing in a first reacting-mixing zone; (d) introducing a third feed component to a third feeding zone; (e) second reacting-mixing in a second reacting-mixing zone; and (f) cooling-mixing in a cooling-mixing zone. The invention also provides for an apparatus for preparing a urea grease comprising: (a) a first feeding zone; (b) a second feeding zone; (c) a first reacting-mixing zone; and (d) a cooling-mixing zone.
    Type: Grant
    Filed: December 5, 2007
    Date of Patent: April 22, 2014
    Assignee: Shell Oil Company
    Inventors: Jean-luc Pierre André Brossaud, David Edmund Code, Jerome Dabos, Ronald David Harris, Charles Montgomery Harris, Aimin Huang, Krishna Rangraj Kaushik, Catherine Maillard, Howard Brian Mead, Raghunath Gopal Menon, Jean-paul Saint
  • Patent number: 8604239
    Abstract: The present invention provides manufacturing of and the use of novel diethylene tricarbamide and its condensation reaction products formed by reacting with formaldehyde as wood composite binder resins and in other applications. These resins have thermosetting capabilities and therefore usefulness as binders for wood and other materials with superior resin properties of low cost, colorlessness, exceptionally good binding, and fast curing characteristics, as well as very low formaldehyde emissions. The synthesized novel starting material for the thermosetting resins of the present invention is diethylene tricarbamide.
    Type: Grant
    Filed: April 27, 2012
    Date of Patent: December 10, 2013
    Assignee: Mississippi State University Research and Technology Corporation
    Inventor: Moon Kim
  • Publication number: 20130090497
    Abstract: A method producing a surfactant from glycerol by converting glycerol, in a first step, to glycidol, polymerizing glycidol to an aliphatic alcohol and finally substituting a hydroxyl group with a substitute anion.
    Type: Application
    Filed: June 21, 2011
    Publication date: April 11, 2013
    Applicant: AEL MINING SERVICES LIMITED
    Inventors: Andre Pienaar, Laurence Justin Pienaar Wilson, Michael Stockenhuber
  • Publication number: 20120316058
    Abstract: The present invention relates to salts having thiouronium or uronium cations, to processes for the preparation thereof, and to the use thereof as ionic liquids.
    Type: Application
    Filed: August 21, 2012
    Publication date: December 13, 2012
    Applicant: MERCK PATENT GMBH
    Inventors: Nikolai (Myloka) IGNATYEV, Urs WELZ-BIERMANN, German BISSKY, Helge WILLNER, Andriy KUCHERYNA
  • Publication number: 20110178212
    Abstract: The invention relates to a method for producing at least one compound having at least one at least monosubstituted amino group. According to the invention, a starting substance having at least one amino group is reacted with an alcohol in a reaction mixture in the presence of ammonia.
    Type: Application
    Filed: March 27, 2009
    Publication date: July 21, 2011
    Applicant: BOREALIS AGROLINZ MELAMINE GMBH
    Inventors: Rene Dicke, Andreas Endesfleder, Martin Burger, Christoph Hahn, Clemens Schwarzinger, Wolfgang Fuerst, Harald Schmidt
  • Patent number: 7981393
    Abstract: A method of preparing salt of dinitramidic acid, comprising nitration of an initial compound with a nitrating acid mixture to form dinitramidic acid in a reaction mixture. A positive ion is added to the reaction mixture and forms with the dinitramide ion an ion pair complex which precipitates in the acidic reaction mixture, and the precipitate is separated from the mixture. The remaining spent acid can be reprocessed for recovery of acid for preparation of a new nitrating acid mixture. The preferred positive ion is the guanylurea ion which gives a precipitate of guanylurea dinitramide. The precipitate can be used as starting material for preparation of other dinitramide salts, such as KDN and ADN. The guanylurea ion can be formed in situ in the process by cyanoguanidine being reacted with the reaction mixture.
    Type: Grant
    Filed: January 21, 2005
    Date of Patent: July 19, 2011
    Assignee: Försvarets Materielverk
    Inventors: Carin Vörde, Henrik Skifs
  • Patent number: 7737284
    Abstract: This invention relates to a novel process for the synthesis of Temozolomide, an antitumor compound, and analogs, and to intermediates useful in this novel process.
    Type: Grant
    Filed: September 26, 2008
    Date of Patent: June 15, 2010
    Assignee: Schering Plough Corp.
    Inventors: Shen-Chun Kuo, Janet L. Mas, Donald Chen-tung Hou
  • Patent number: 7381840
    Abstract: This invention relates to tetrahydro-naphthalene derivatives and salts thereof which are useful as active ingredients of pharmaceutical preparations. They have the general formula (I) in which R1 represents hydrogen or C1-6 alkyl, and X represents —N(H)Y1, —(H)—C1-6 alkyleneY1, biphenyl or C1-6 alkyl substituted by biphenyl, and the group Y1 is an optionally substituted biphenyl. The tetrahydro-naphthalene derivatives of the present invention have excellent activity as VR1 antagonists and are useful for the prophylaxis and treatment of diseases associated with VR1 activity, in particular for the treatment of urinary incontinence, overactive bladder, urge urinary incontinence, chronic pain, neuropathic pain, postoperative pain, rheumatoid arthritic pain, neuralgia, neuropathies, algesia, nerve injury, ischaemia, neurodegeneration, stroke, inflammatory disorders, asthma and COPD.
    Type: Grant
    Filed: November 28, 2003
    Date of Patent: June 3, 2008
    Assignee: Xention Limited
    Inventors: Masaomi Tajimi, Toshio Kokubo, Masahiro Shiroo, Yasuhiro Tsukimi, Takeshi Yura, Klaus Urbahns, Noriyuki Yamamoto, Muneto Mogi, Hiroshi Fujishima, Tsutomu Masuda, Nagahiro Yoshida, Toshiya Moriwaki
  • Patent number: 7232927
    Abstract: The present invention relates to a process for preparing mono-N-sulphonylated diamines by reacting diamines with sulphonyl halides in the presence of water, base and organic solvents.
    Type: Grant
    Filed: June 17, 2003
    Date of Patent: June 19, 2007
    Assignee: Lanxess Deutschland GmbH
    Inventors: Boris Elmar Bosch, Frank Gerhartz
  • Patent number: 7087676
    Abstract: Blocked polyisocyanates and one-component stoving systems containing these blocked polyisocyanates, and the preparation thereof and their use for the preparation of lacquers, paints, adhesives and elastomers, wherein blocked polyisocyanates are prepared by reacting polyisocyanates with secondary amines corresponding to the formula wherein R1—R4 can be identical or different and denote hydrogen, C1–C6-alkyl or cycloalkyl, R5 denotes C1–C10-alkyl, C3–C10-cycloalkyl, y denotes a number from 2 to 8, and B represents wherein R6–R8 can be identical or different and independently of one another denote C1–6-alkyl and/or C3–C6-cycloalkyl, R9 denotes hydrogen or C1–6-alkyl or C3–C6-cycloalkyl.
    Type: Grant
    Filed: June 23, 2004
    Date of Patent: August 8, 2006
    Assignee: Bayer Materialscience AG
    Inventors: Jan Mazanek, Reinhard Halpaap, Markus Mechtel, Thomas Klimmasch, Christoph Thiebes
  • Patent number: 7053244
    Abstract: The invention relates to a process for the preparation of tetrasubstituted ureas by reaction of the corresponding amines with phosgene in the presence of an aqueous inorganic base at a temperature in the range from 0 to 150° C., which comprises: feeding the corresponding amine, the phosgene and the aqueous inorganic base on average continuously to the reaction apparatus, forming a two-phase system in the reaction apparatus through the choice of the tetrasubstituted ureas to be prepared, through the mixing ratios of the substances and substance mixtures to be fed in, through the temperature during the reaction and, where appropriate, through the feed of an organic solvent which is not completely miscible with water, and discharging the reaction mixture on average continuously from the reaction apparatus.
    Type: Grant
    Filed: July 3, 2003
    Date of Patent: May 30, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Theodor Weber, Thorsten Rohde, Ralph Busch
  • Patent number: 7019171
    Abstract: Precipitation of polyacetylenic agents can be effected with control of a particle size parameter such as mean size or spread, by mixing a warm solution of the acetylenic agent with a cold precipitation fluid and appropriate selection of a constituent of the cold precipitation fluid and/or of the temperature conditions and collecting the precipitated acetylenic agent. Precipitation additives such as nitrocellulose or gelatin can usefully be employed. Solvents such as aqueous methanol and ethyl 3-ethoxypropionate can be useful. Polyacetylenic agents, e.g. substituted diacetylenics are useful to provide visual changes in condition-monitoring indicators such as time-temperature indicators, “TTIs”, useful as freshness indicators for radiation exposure monitoring and for other purposes. Controlled, small and/or consistent particle sizes of such polyacetylenic agents are helpful in providing consistent commercial properties, especially in inks in which they may be formulated.
    Type: Grant
    Filed: December 2, 2004
    Date of Patent: March 28, 2006
    Assignee: Temptime Corporation
    Inventors: Thaddeus Prusik, Dawn Smith, Ingo Leubner
  • Patent number: 6723875
    Abstract: The present invention relates to the preparation of alkyl-ureas, starting from O,S-dimethyl dithiocarbonate, which provides the following steps: A) causing the O,S-dimethyl dithiocarbonate to react with a primary amine of general formula R1NH2 in order to obtain an O-methyl thiocarbamate; B) isomerising the O-methyl thiocarbamate in order to obtain an S-methyl thiocarbamate; C) causing the S-methyl thiocarbamate with a compound of general formula R′R″NH, wherein R′ and R″ may be equal or different one in respect of the other and of R1 and may be H, R2 or R3, in order to obtain one of the alkyl-ureas of formula (4), (5) or (6).
    Type: Grant
    Filed: February 6, 2003
    Date of Patent: April 20, 2004
    Assignee: Oxon Italia S.p.A.
    Inventors: Edoardo Pallucca, Jacopo Degani, Anna Maria Serri, Rita Fochi, Sonia Gazzetto, Claudia Fenoglio, Claudio Ornati, Mara Migliaccio, Silvano Cadamuro, Gianni Carvoli
  • Publication number: 20030171579
    Abstract: The invention relates to novel compounds of formula (I), wherein R, R1 and R2 have the meaning as cited claim 1. According to the invention, the compounds are inhibitors of the coagulation factors Xa and VIIa and can be used for treating thrombosis, myocardial infarct, arteriosclerosis, inflammation, apoplexy, angina pectoris, restenosis post-angioplasty, intermittent claudication, tumours, tumour related illnesses and/or tumour metastases.
    Type: Application
    Filed: January 27, 2003
    Publication date: September 11, 2003
    Inventors: Werner Mederski, Horst Juraszyk, Dieter Dorsch, Christos Tsaklakidis, Johannes Gleitz, Christopher Barnes
  • Patent number: 6570038
    Abstract: Hexasubstituted guanidinium chlorides are prepared by a method which affords them in high yield as aqueous solutions, optionally also containing alkali metal chlorides. The solutions may be employed as sources of hexasubstituted guanidinium salts useful as phase transfer catalysts for the reaction of alkali metal salts of dihydroxyaromatic compounds with substituted imides to form polyetherimides or their intermediates.
    Type: Grant
    Filed: June 9, 2000
    Date of Patent: May 27, 2003
    Inventors: Joseph John Caringi, Peter David Phelps, Thomas Link Guggenheim, Daniel Joseph Brunelle
  • Patent number: 6552092
    Abstract: The invention relates to compositions for defoaming aqueous media, comprising as defoamers urea derivatives of the formula I where R1—is a hydrocarbon radical, preferably having 4 to 30 carbon atoms or a hydrocarbon radical, preferably having 4 to 24 carbon atoms and one nitrogen atom or a hydrocarbon radical, preferably having 4 to 30 carbon atoms and one carbonyl group, R2—is a hydrogen atom or a hydrocarbon radical, preferably having 1 to 24 carbon atoms, R3—is a hydrogen atom or a hydrocarbon radical, preferably having 1 to 24 carbon atoms, R4—is an organic radical, preferably having 2 to 30 carbon atoms, and n—is from 0 to 5; in the form of solid particles, which are obtained by crystallization from a clear homogeneous melt dispersed in a carrier medium, and a process of preparation thereof.
    Type: Grant
    Filed: February 5, 2002
    Date of Patent: April 22, 2003
    Assignee: Goldschmidt AG
    Inventors: Thomas Ebbrecht, Michael Gippert, Martina Hartmann, Wolfgang Josten, Peter Muss, Stefan Silber, Roland Sucker
  • Patent number: 6515177
    Abstract: A method of forming a methylol urea prepolymer and a particle coated in with the prepolymer. The method involves providing a source of methylol urea and a source of aldehyde and reacting the urea and the aldehyde in the presence of an excess of urea to form the methylol urea prepolymer. The coated particle is preferably a controlled-release fertilizer particle. The particle is a substrate coated with a substantially uniform coating comprising a total nitrogen content ranging from about 39N to about 42N. The coating includes a low molecular weight methylene urea compounds.
    Type: Grant
    Filed: July 2, 2001
    Date of Patent: February 4, 2003
    Assignee: The Homestead Corporation
    Inventor: James M. O'Donnell, Sr.
  • Patent number: 6353135
    Abstract: Aliphatic tetraketimine of the present invention are a novel class of compounds represented by the formula: wherein Et is ethyl, Me is methyl, and R is a residue of an aliphatic diisocyanate. The tetraketimine is made by condensing a novel ketimine with a diisocyanate. The ketimine has a free secondary amine after a polyamine selected from the group consisting of: H2N—C2H4—NH—C2H4—NH2, H2N—C2H4—NH—C2H4—NH—C2H4—NH2, H2N—(CH2)6—NH—(CH2)6—NH2, or tris(2-aminoethyl)amine is reacted with a ketone.
    Type: Grant
    Filed: August 31, 1999
    Date of Patent: March 5, 2002
    Assignee: The Boeing Company
    Inventor: Larry K. Olli
  • Patent number: 6140531
    Abstract: Describes a method of producing N-1-alkenyl carbonylamino compounds represented by the following general formula I, ##STR1## wherein R.sub.1 is the residue of an active hydrogen functional material, n is a number from 1 to a number equal to the number of active hydrogen groups of said active hydrogen functional material, X is selected from O, S and N(R.sub.5), R.sub.5 being hydrogen, hydrocarbyl, or R.sub.5 and R.sub.1 may together form a cyclic ring, R.sub.2, R.sub.3 and R.sub.4 are each independently selected from hydrogen, C.sub.1 -C.sub.4 alkyl and C.sub.2 -C.sub.4 alkenyl.
    Type: Grant
    Filed: March 29, 1999
    Date of Patent: October 31, 2000
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Cheruthur Govindan, John M. Pascone
  • Patent number: 6080874
    Abstract: The present invention provides a simple, 1-step process for preparing a N-(aryl or heteroaryl)-hydroxyurea comprising reacting the corresponding alcohol, ester or ether with hydroxyurea and acid. This reaction is particularly useful for preparing a benzo[b]thienyl substituted N-hydroxyurea of formula: ##STR1## from compound 1: ##STR2## by reacting compound 1 with hydroxyurea and acid. R.sup.1 is selected from the group consisting of hydrogen, 1-6 carbon alkyl, 1-6 carbon alkoxy, and halogen; R.sup.2 is an 1-4 carbon alkyl; and R.sup.3 is selected from the group consisting of hydrogen, acyl, methyl, ethyl and mixtures thereof. Additional steps to isolate the pure bulk product follow.
    Type: Grant
    Filed: September 25, 1998
    Date of Patent: June 27, 2000
    Assignee: Abbott Laboratories
    Inventors: John E. Hengeveld, Elise H. Leese, Brian S. Moon, Dennis M. Abad, Kimberly A. Allen, Philip E. Bauer, David B. Murphey, Brian T. Fohey, Richard R. Copp, Jr., Greg S. Lannoye, Rodney M. Mittag
  • Patent number: 5961878
    Abstract: The invention relates to non-crystallising, amine-blocked polyisocyanates, to the preparation thereof and to their in one-component polyurethane stoving compositions, in particular for coil-coating applications.
    Type: Grant
    Filed: September 2, 1998
    Date of Patent: October 5, 1999
    Assignee: Bayer Aktiengesellschaft
    Inventors: Eberhard Konig, Karl-Ludwig Noble, Christian Fussel
  • Patent number: 5932598
    Abstract: Prodrugs of COX-2 inhibitors are described as being useful in treating inflammation and inflammation-related disorders.
    Type: Grant
    Filed: January 12, 1998
    Date of Patent: August 3, 1999
    Assignee: G. D. Searle & Co.
    Inventors: John J Talley, James W Malecha, Stephen Bertenshaw, Matthew J Graneto, Jeffery Carter, Jinglin Li, Srinivasan Nagarajan, David L Brown, Donald J Rogier, Jr., Thomas D Penning, Ish K Khanna, Xiangdong Xu, Richard M Weier
  • Patent number: 5912314
    Abstract: A Polyaddition product, containing uretdione groups, which is obtainable by reaction of (A) a diisocyanate mixture which contains uretdione groups and comprises (1) at least 40 mol % to not more than 80 mol % of isophorone diisocyanate containing uretdione groups and (2) not more than 60 mol % and not less than 20 mol % of hexamethylene diisocyanate containing uretdione groups, with (B) a disecondary diamine, in an NCO/NH ratio of 1:0.5 to 1:0.9 at room temperature to 60.degree. C. in a solvent which is inert towards isocyanates.
    Type: Grant
    Filed: March 17, 1997
    Date of Patent: June 15, 1999
    Assignee: Huels Aktiengesellschaft
    Inventor: Elmar Wolf
  • Patent number: 5902899
    Abstract: Process for preparing 1,3-disubstituted urea of the formula: ##STR1## wherein R.sup.5 is the same as or different from R.sup.6, and each of R.sup.5 and R.sup.6 is independently linear or branched, alkyl of 1-20 carbon atoms, alkenyl group having 2 to 20 carbon atoms or alkynyl group having 2 to 20 carbon atoms, which may have phenoxy, alkoxy of 1-13 carbon atoms, monocycloalkyl of 3-8 carbon atoms, bicycloalkyl of 6-12 carbon atoms, aryl of 6-13 carbon atoms, furyl, pyridyl, or aralkyl of 7-20 carbon atoms, comprising reacting cyclic carbonic acid ester with an amine using alkali metal alkoxide or trialkylamine as base, in safety and high yield.
    Type: Grant
    Filed: December 4, 1997
    Date of Patent: May 11, 1999
    Assignee: Sumika Fine Chemicals Co., Ltd.
    Inventors: Taketo Hayashi, Junichi Yasuoka
  • Patent number: 5872294
    Abstract: Hexasubstituted guanidinium chlorides are prepared by a method which affords them in high yield as aqueous solutions, optionally also containing alkali metal chlorides. The solutions may be employed as sources of hexasubstituted guanidinium salts useful as phase transfer catalysts and the reaction of alkali metal salts of dihydroxyaromatic compounds with substituted imides to form polyetherimides or their intermediates.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: February 16, 1999
    Assignee: General Electric Company
    Inventors: Joseph John Caringi, Gary Ray Faler, Peter David Phelps, Thomas Link Guggenheim, Larry Ivis Flowers, Daniel Joseph Brunelle, Roy Ray Odle
  • Patent number: 5739398
    Abstract: A process for preparing N-alkenylureas of the general formula I ##STR1## where R.sup.1 and R.sup.2 are hydrogen, C.sub.1 - to C.sub.40 -alkyl, C.sub.2 - to C.sub.40 -alkenyl, C.sub.3 - to C.sub.20 -cycloalkyl, C.sub.4 - to C.sub.20 -alkylcyc1oalkyl, C.sub.4 - to C.sub.20 -cycloalkylalkyl, aryl, C.sub.7 - to C.sub.20 -alkylaryl or C.sub.7 - to C.sub.20 -aralkyl, or aryl, C.sub.7 - to C.sub.20 -alkylaryl or C.sub.7 - to C.sub.20 -aralkyl which are mono- to pentasubstituted by C.sub.1 - to C.sub.8 -alkyl, C.sub.1 - to C.sub.8 -alkoxy or halogen, together are a C.sub.2 - to C.sub.10 -alkylene chain which is unsubstituted or mono- to hexasubstituted by C.sub.1 - to C.sub.8 -alkyl, andR.sup.3 and R.sup.4 are hydrogen or C.sub.1 - to C.sub.8 -alkyl,by reaction of ureas of the general formula II ##STR2## where R.sup.1 and R.sup.2 have the abovementioned meanings, with an alkenyl carboxylate of the general formula III ##STR3## where R.sup.3 and R.sup.4 have the abovementioned meanings and R.sup.5 is hydrogen, C.sub.
    Type: Grant
    Filed: July 3, 1996
    Date of Patent: April 14, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Jochem Henkelmann, Marc Heider, Thomas Ruhl
  • Patent number: 5681858
    Abstract: The present invention provides a novel N-hydroxyurea compound of chemical formula (I) wherein R.sup.1 and R.sup.2 are each independently hydrogen or C.sub.1 -C.sub.4 alkyl; Ar is phenyl or mono-, di- or trisubstituted phenyl; A is a valence bond or a C.sub.1 -C.sub.6 alkylene chain, optionally having one double bond or one triple bond in the chain, and optionally having one or more C.sub.1 -C.sub.4 alkyl groups attached to the chain: X is oxygen or sulfur, n is an integer of 3 to 6; M is hydrogen, pharmaceutically acceptable cation or a metabolically cleavable group: and X and A may be attached at any available position on the ring. These compounds are useful for treatment or alleviation of inflammatory diseases, allergy and cardiovascular diseases in mammals and as the active ingredient in pharmaceutical compositions for treating such conditions.
    Type: Grant
    Filed: October 3, 1995
    Date of Patent: October 28, 1997
    Assignee: Pfizer Inc.
    Inventors: Rodney William Stevens, Takashi Mano, Yoshiyuki Okumura, Masami Nakane
  • Patent number: 5618966
    Abstract: The present invention relates to a method of forming a 1,3-diamino-3-substituted-2-propanol chemical intermediate from which various chemicals, such as selected protease-inhibitors and other drugs, as well as polymers, can be synthesized.This method includes contacting a nitromethyl amino acid compound with at least one reducing agent to form the 1,3-diamino-3-substituted-2-propanol chemical intermediate.
    Type: Grant
    Filed: May 16, 1995
    Date of Patent: April 8, 1997
    Assignee: Pharm-Eco Laboratories, Incorporated
    Inventors: Biman Pal, Siya Ram, Bing Cai, Yesh P. Sachdeva, Jaechul Shim, Salah A. Zahr, Emile Al-Farhan, Richard Gabriel
  • Patent number: 5576410
    Abstract: A diaminourea compound having the formula (I); ##STR1## wherein R.sub.1 and R.sub.2 are independently a straight or branched alkylene group having 2 to 8 carbon atoms, an alicyclic alkylene group having 6 to 15 carbon atoms, a phenylene group, a C.sub.1 -C.sub.4 alkyl-substituted phenylene group, a C.sub.1 -C.sub.4 mono- or di-alkylene substituted phenylene group, or a methanediphenylene group, and a production process thereof as well as a high heat resistant polyurethaneurea derived therefrom and a production process thereof.
    Type: Grant
    Filed: January 25, 1995
    Date of Patent: November 19, 1996
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Akihiko Yosizato, Satoshi Furubeppu
  • Patent number: 5548032
    Abstract: A crosslinking agent suitable for acrylic rubbers, particularly for acrylic rubbers containing units of a cyanoacetic acid comonomer or a malonic acid comonomer for imparting a crosslinkability, which comprises a reaction product of formaldehyde or a polymerized formaldehyde with urea or thiourea in the presence of an acidic catalyst.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: August 20, 1996
    Assignee: Toyo Seal Kogyo Kabushiki Kaisha
    Inventors: Terumitsu Tokunaga, Michinori Kuraya
  • Patent number: 5481035
    Abstract: Process for the preparation of asymmetrically substituted ureas, carbamates, thiocarbamates or substituted isocyanates by reaction of an adduct of isocyanic acid and a tertiary amine with a primary and secondary amine, an alcohol, a thiol or a compound having one or two non-cumulated olefinic double bonds, and a process for the preparation of N-mono- or N,N-disubstituted ureas by reaction of ammonium isocyanates with a primary or secondary amine in a diluent.
    Type: Grant
    Filed: July 6, 1993
    Date of Patent: January 2, 1996
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Martin Mullner, Gerhard Stern, Markus Rossler
  • Patent number: 5446200
    Abstract: A process for the purification of technical-grade N-alkyl urea, particularly mono-ethyl urea, including an alkali metal sulphate, characterised in that it includes the steps of:treating the technical alkyl urea with a C.sub.1 -C.sub.4 alcoholic solvent to cause the selective dissolution of the alkyl urea,separating the soluble fraction from the alkali metal sulphate which is insoluble in the alcoholic solvent, andremoving the alcoholic solvent from the soluble fraction to recover the N-alkyl urea.
    Type: Grant
    Filed: December 24, 1992
    Date of Patent: August 29, 1995
    Assignee: I.PI.CI. S.p.A.
    Inventor: Angelo Bordin
  • Patent number: 5414118
    Abstract: A diaminourea compound having the formula (I); ##STR1## wherein R.sub.1 and R.sub.2 are independently a straight or branched alkylene group having 2 to 8 carbon atoms, an alicyclic alkylene group having 6 to 15 carbon atoms, a phenylene group, a C.sub.1-C.sub.4 alkyl-substituted phenylene group, a C.sub.1-C.sub.4 mono- or di-alkylene substituted phenylene group, or a methanediphenylene group, and a production process thereof as well as a high heat resistant polyurethaneurea derived therefrom and a production process thereof.
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: May 9, 1995
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Akihiko Yosizato, Satoshi Furubeppu
  • Patent number: 5286266
    Abstract: The present invention provides a novel class of compounds, useful as gasoline detergent additives, comprising asymmetrical ureas of either a hydrocarbyloxypolyether amine alone, or a hydrocarbyloxypolyether amine and a tertiary aminoalkyl primary amine. The present invention also provides a motor fuel composition containing the novel asymmetrical ureas and further provides a method of synthesizing the asymmetrical ureas of the present invention.
    Type: Grant
    Filed: July 9, 1992
    Date of Patent: February 15, 1994
    Assignee: Texaco Inc.
    Inventor: Sheldon Herbstman
  • Patent number: 5283364
    Abstract: Polyamines containing primary amino groups are made by hydrolyzing an isocyanate with water in the presence of a solvent which is a carboxylic acid amide. The solvent must be used in a quantity of at least 10% by weight solvent based on 100% by weight of isocyanate. The weight ratio of solvent to water must be from 3 to 200. A homogeneous phase is maintained during the hydrolysis which is carried out at temperatures of from 20.degree. to 210.degree. C. A not incorporable basic and/or metal catalyst particularly alkali metal hydroxides may be employed. The polyamines produced by this process are particularly useful for the production of polyurethanes.
    Type: Grant
    Filed: January 15, 1993
    Date of Patent: February 1, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Werner Rasshofer, Klaus Konig, Hans-Joachim Meiners, Gerhard Grogler
  • Patent number: 5248755
    Abstract: Process for the preparation of asymmetrically substituted ureas, carbamates, thiocarbamates or substituted isocyanates by reaction of an adduct of isocyanic acid and a tertiary amine with a primary and secondary amine, an alcohol, a thiol or a compound having one or two non-cumulated olefinic double bonds, and a process for the preparation of N-mono- or N,N-disubstituted ureas by reaction of ammonium isocyanate with a primary or secondary amine in a diluent.
    Type: Grant
    Filed: October 9, 1992
    Date of Patent: September 28, 1993
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Martin Muller, Gerhard Stern, Erich Schulz, Markus Rossler
  • Patent number: 5245032
    Abstract: A process for preparing N,N,N-trisubstituted nitrogen-containing compounds which comprises contacting a carboxylated N,N,N-trisubstituted nitrogen-containing compound with a mixed metal oxide catalyst under conditions effective to produce the N,N,N-trisubstituted nitrogen-containing compound.
    Type: Grant
    Filed: September 20, 1990
    Date of Patent: September 14, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5241118
    Abstract: A process for preparing trisubstituted ureas is disclosed. A nitroarene is reacted with carbon monoxide and a secondary amine in the presence of a Group VIII transition metal catalyst and optionally one or more promoters selected from primary amines, halide ion-containing compounds, and chelating phosphorus and nitrogen compounds.
    Type: Grant
    Filed: November 22, 1991
    Date of Patent: August 31, 1993
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Robert J. Saxton, Wilfred P. Shum, Edward T. Shawl, Haven S. Kesling, Jr., John G. Zajacek
  • Patent number: 5223635
    Abstract: Process for the removal of isocyanic acid from a gaseous mixture of isocyanic acid and ammonia by introducing a tertiary amine or ether at 250.degree. to 600.degree. C. The gaseous reaction mixture is passed into an inert diluent and cooled, to condense an adduct of isocyanic acid and tertiary amine or ether, and the ammonia being removed as a gas.
    Type: Grant
    Filed: September 25, 1991
    Date of Patent: June 29, 1993
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Martin Mullner, Gerhard Stern, Erich Schulz
  • Patent number: 5169954
    Abstract: Process for the N-alkylation of ureas by reacting a urea with an alkylating agent in the presence of a solid base and a phase transfer catalyst in a diluent.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: December 8, 1992
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Kurt A. Hackl, Heinz Falk
  • Patent number: 5155267
    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: October 24, 1991
    Date of Patent: October 13, 1992
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Mahmoud K. Faraj
  • Patent number: 5124451
    Abstract: Process for the N-alkylation of ureas by reacting a urea with an alkylating agent in the presence of a solid base and a phase transfer catalyst in a diluent.
    Type: Grant
    Filed: July 10, 1991
    Date of Patent: June 23, 1992
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Kurt A. Hackl, Heinz Falk
  • Patent number: 5115070
    Abstract: A polyahl comprising a backbone having at least one acyclic moiety selected from the group consisting of urea, biuret, thiourea, dithiobiuret, amide, and thioamide; and at least two polyalkyleneoxy moieties; and at least one terminal hydroxyalkyl carbamate group is disclosed. These polyahls may be prepared by contacting a modified polyamide compound containing in its backbone at least one acyclic moiety selected from the group consisting of urea, biuret, thiourea, dithiobiuret, amide, and thioamide wherein the amino groups are sufficiently spaced apart from each other that they do not undergo reaction with a single alkylene carbonate moiety to form a cyclic urea moiety, with a cyclic alkylene carbonate, in amounts thereof and under conditions effective to form the polyahl. Prepolymers and polymers prepared from such polyahls are also disclosed.
    Type: Grant
    Filed: March 9, 1990
    Date of Patent: May 19, 1992
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Michael D. Joseph
  • Patent number: 5072039
    Abstract: The invention includes a process wherein a solid, substantially non-polymerized alkyl aldehyde mono urea is produced if methanol or ethanol is used as the solvent for each of urea and an aldehyde in a reaction carried out under basic conditions. The process is useful in connection with making the following novel compounds: isobutyraldehyde mono urea, isovaleraldehyde mono urea, 2-methyl butyraldehyde mono urea and valeraldehyde mono urea. The compounds are useful as feed supplements for ruminants as they produce microbial attack-inducing acids and slowly release ammonia in the rumen.
    Type: Grant
    Filed: November 6, 1989
    Date of Patent: December 10, 1991
    Inventor: Michael Worsley
  • Patent number: 5043444
    Abstract: Process for the preparation of asymmetrically substituted ureas by reaction of a gaseous mixture of isocyanic acid and ammonia having a temperature of 260.degree. to 600.degree. C. with a primary or secondary amine.
    Type: Grant
    Filed: July 12, 1990
    Date of Patent: August 27, 1991
    Assignee: Chemie Linz Gesellschaft m.b.H.
    Inventors: Martin Mullner, Gerhard Stern, Markus Rossler
  • Patent number: 4959499
    Abstract: Novel polyahls having backbones containing urea, urethane and polyamine moieties and hydroxyl and/or amine terminal groups are prepared by contacting a polyamine such as an aminated polyether polyol or hexamethylene diamine with a cyclic alkylene carbonate such as propylene carbonate under conditions sufficient to form the polyahl and a monoalkylene glycol. The monoalkylene glycol is removed from the reaction mixture in order to drive the reaction to completion.Such polyahls are useful in the preparation of isocyanate-functional prepolymers and polyurea/polyurethanes. The latter are suitably employed as flexible and rigid foams, coatings, RIM elastomers and other applications where conventional polyurethanes are employed.
    Type: Grant
    Filed: January 2, 1987
    Date of Patent: September 25, 1990
    Assignee: The Dow Chemical Company
    Inventor: Robert F. Harris
  • Patent number: 4931595
    Abstract: Polyamines containing primary amino groups are prepared in a single stage process by hydrolyzing an isocyanate in the presence of a catalyst incorporable through an NCO reactive group and a water-miscible aprotic-dipolar solvent. This hydrolysis is carried out at from 20.degree. to 210.degree. C. with the reactants being in substantially homogeneous phase. The isocyanate starting material has an NCO content of from 0.5 to 40% by weight. The catalyst is used in a quantity of at least 0.0001% by weight, based on 100% by weight of isocyanate compound. The water-miscible solvent is used in a quantity of at least 10% by weight, based on 100% by weight of isocyanate compound. The polyamines thus produced are particularly useful in the production of polyurethanes.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: June 5, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventor: Werner Rasshofer
  • Patent number: 4854934
    Abstract: They have the formula: ##STR1## where either R.sub.1 and R.sub.2 are identical and represent --CH.sub.2 R where R=H or a C.sub.1 to C.sub.4 alkyl group or R.sub.1 and R.sub.2 together form the --CH.sub.2 (CR.sub.4 R.sub.4).sub.n --CH.sub.2 group where n=0 or 1, R.sub.4 =H or --CH.sub.3, R.sub.3 =H or --CH.sub.2 R.sub.5 where R.sub.5 =H or a C.sub.1 to C.sub.4 alkyl group. A and A.sub.1 are either identical and represent H or A and A.sub.1 together form an ethylene, trimethylene or --CH(OCH.sub.2 R.sub.6)--CH(OCH.sub.2 R.sub.6)-- radical where R.sub.6 =H or a C.sub.1 to C.sub.4 alkyl group or, when R.sub.3 =H, a 1,2 dihydroxy-ethylene group.They are obtained by reacting a disubstituted ethanal ##STR2## with a urea ANH--CO--NHA, followed if required by etherification with an alcohol R.sub.5 CH.sub.2 OH.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: August 8, 1989
    Assignee: Societe Francaise Hoechst
    Inventors: Didier Wilhelm, Antonio Gelabert, Alain Blanc