Alicyclic Carbamates Patents (Class 560/115)
  • Patent number: 4337349
    Abstract: Dimethacrylates are provided having the following chemical structure: ##STR1## where n represents a number of 2 to 8;R.sub.1 and R.sub.2 are the same or different and are hydrogen or groups of the formula: ##STR2## where R.sub.3 is an aliphatic, aromatic or cycloaliphatic group having 1 to 14 carbon atoms. These compounds are useful in dental material which cures to form polymers having high mechanical strength, low water sorption, resistance to staining, good color stability when exposed to short-wave radiation (e.g., sunlight) and good chemical resistance to the oral environment. Also provided are a method for polymerizing these compounds in situ on teeth and a tooth comprising polymers of these compounds.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: June 29, 1982
    Assignee: Scientific Pharmaceuticals, Inc.
    Inventors: Jan A. Orlowski, David V. Butler, Patrick D. Kidd
  • Patent number: 4337262
    Abstract: Hydantoins of formula (I) ##STR1## have biological properties related to those of naturally occurring prostaglandins and may be used in medicine, for example in the treatment of thrombosis.
    Type: Grant
    Filed: November 30, 1978
    Date of Patent: June 29, 1982
    Assignee: Burroughs Wellcome Co.
    Inventors: Norman Whittaker, Albert G. Caldwell
  • Patent number: 4335219
    Abstract: The reaction of an isocyanate such as toluene diisocyanate with itself to form an isocyanurate or with an active hydrogen compound such as diethylene glycol to form a urethane is catalyzed by the presence of an ar-ammonium areneoxide such as 4-dodecyl-2-trimethylammonium phenoxide.
    Type: Grant
    Filed: April 6, 1981
    Date of Patent: June 15, 1982
    Assignee: The Dow Chemical Company
    Inventors: Donald H. Clarke, George J. Pomranky, Donald L. Schmidt
  • Patent number: 4335138
    Abstract: Novel carbamates derived from substituted cyclic .beta.-keto-alcohols, their preparation, and pharmaceutical formulations which contain these compounds and which may be used as hypnotics in the treatment of sleep disturbance and as sedatives.
    Type: Grant
    Filed: September 15, 1980
    Date of Patent: June 15, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter-Wielant Wiersdorff, Karl-Heinz Geiss, Harald Weifenbach, Wolfgang Worstmann, Dieter Lenke, Rolf Kretzschmar
  • Patent number: 4333949
    Abstract: 2,3-Dichloro-7-hydroxy-1H-inden-1-one derivatives of the formula I ##STR1## wherein R.sub.1 is hydrogen or one of the groups ##STR2## R.sub.2 and R.sub.3 independently of one another are each hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl or nitro,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.4 -alkenyl, each of which is unsubstituted or substituted by halogen, or R.sub.4 is phenyl which is unsubstituted or is substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, trifluoromethyl, cyano or nitro, or it is a C.sub.3 -C.sub.6 -cycloalkyl group, andR.sub.5 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkenyl.These compounds exhibit a microbicidal action against in particular phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: June 8, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Robert Nyfeler
  • Patent number: 4327034
    Abstract: Sulfamic acid halides and processes for the preparation of sulfamic acid halides by reaction of monosubstituted sulfamic acid halides with halogen compounds in the presence of specific amounts of a basic compound and in the presence of an organic solvent, if desired with subsequent treatment with water at a pH of at most 7. The compounds obtainable by the process of the invention, some of which are new, are valuable starting materials for the preparation of crop protection agents, dyes and drugs.
    Type: Grant
    Filed: June 25, 1979
    Date of Patent: April 27, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Hamprecht, Adolf Parg, Karl-Heinz Koenig
  • Patent number: 4324739
    Abstract: (Dimethylaminoalkyl)carboxylic and -carbamic acid esters and (dimethylaminoalkyl) ethers and ureas are compounds which are especially suitable for use as amine curing agents for polyepoxide compounds. They impart longer curing times to the curable mixtures and thus good processing properties, especially when the mixtures are used as adhesives. In addition, the mechanical properties are often improved. Further, these compounds afford advantages when used as curing agents on account of their low volatility.
    Type: Grant
    Filed: March 31, 1980
    Date of Patent: April 13, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Helmut Zondler, Roland Moser
  • Patent number: 4321404
    Abstract: Radiation curable coating compositions for providing solvent-resistant abhesive coatings comprise polyfluorinated acrylates and methacrylates, polyethylenically unsaturated crosslinking agents and a film-forming organic polymer. The compositions can be used after radiation curing to render substrates oil, soil, and water repellent. The cured compositions have particular use as release coatings in image transfer systems wherein a fused xerographic image is transferred from the release coated surface, to another surface due to the particular characteristics of the coatings. Novel poly(fluorooxyalkylene)urethane acrylate compounds are also disclosed.
    Type: Grant
    Filed: May 20, 1980
    Date of Patent: March 23, 1982
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Brian H. Williams, Chung-I Young
  • Patent number: 4315861
    Abstract: A process is disclosed for preparing a carbamic acid phenyl ester of the formula (I) ##STR1## wherein R is alkyl having 1 to 8 carbon atoms, aryl, cycloalkyl having 5 or 6 carbon atoms, or aralkyl having 7 to 16 carbon atoms, wherein the aryl, cycloalkyl or aralkyl is unsubstituted or substituted by at least one alkyl group having 1 to 8 carbon atoms;R.sub.1 is hydrogen, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, cyanomethyl, 1,3-dioxolan-2-yl, or carboalkoxyamino wherein the alkoxy group contains 1 to 4 carbon atoms;R.sub.2 is hydrogen, halogen, alkyl having 1 to 4 carbon atoms or alkoxy having 1 to 4 carbon atoms; orR.sub.1 and R.sub.2 form together a carbocyclic ring or a heterocyclic ring fused to the phenyl ring wherein the carbocyclic ring of the heterocyclic ring is unsubstituted or substituted by at least one alkyl having 1 to 8 carbon atoms, which comprises acylating a phenol of the formula (II) ##STR2## with a compound of the formula (IV) ##STR3## in the presence of a base.
    Type: Grant
    Filed: March 23, 1981
    Date of Patent: February 16, 1982
    Assignee: Chinoin Gyogyszer RT
    Inventors: Gyorgy Lugosi, Antal Simay, Janos Bodnar, Istvan Turcsan, Istvan Jelinek, Eva Somfai, Laszlo Simandi
  • Patent number: 4316042
    Abstract: Compounds of the formula II: ##STR1## are produced by reacting a compound of the formula III ##STR2## with a compound of the formula IV: ##STR3## wherein R.sub.1 is hydrogen, alkyl of 1 to 5 carbon atoms, cycloalkyl of 3 to 6 carbon atoms, alkyl of 1 to 4 carbon atoms substituted by cycloalkyl of 3 to 6 carbon atoms, polyhaloalkyl of 1 to 5 carbon atoms, allyl, propargyl, enzyl or aryl,R.sub.2 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, trifluoromethyl, nitro, alkylamino or dialkylamino, wherein the alkyl groups have 1 to 4 carbon atoms, or aryl,R.sub.3 is hydrogen, halogen, alkyl or alkoxy, each of 1 to 4 carbon atoms, or aryl,R.sub.4 is hydrogen, nitro, halogen, alkyl or alkoxy each of 1 to 4 carbon atoms or aryl,R.sub.5 is hydrogen, halogen, alkyl, alkylthio or alkoxy each of 1 to 4 carbon atoms, nitro, trifluoromethyl or aryl,R.sub.6 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, benzyl or aryl, andR is alkyl of 1 to 4 carbon atoms.
    Type: Grant
    Filed: August 15, 1979
    Date of Patent: February 16, 1982
    Assignee: Sandoz Ltd.
    Inventor: Peter Funfschilling
  • Patent number: 4309561
    Abstract: Acrylate monomers useful as a component of U.V. curable resin compositions and anaerobic adhesive compositions are provided and have the structure: ##STR1## where the phenanthrene ring contains up to three (3) double bonds, where R.sub.1 is a divalent radical, where R.sub.2 is a divalent radical, and where R.sub.3 is a hydrogen atom or an alkyl group.
    Type: Grant
    Filed: June 20, 1980
    Date of Patent: January 5, 1982
    Assignee: Gulf Oil Corporation
    Inventors: Thomas F. Huemmer, Pallavoor R. Lakshmanan
  • Patent number: 4304922
    Abstract: Production of urethanes by the oxycarbonylation reaction of N,N'-disubstituted ureas and organic compounds containing at least one hydroxyl group with carbon monoxide in the presence of molecular oxygen and/or organic nitro compounds and a catalyst system comprising (a) a noble metal and/or noble metal compound of the eighth subgroup of the periodic system of elements and (b) a compound of an element and/or elements of the third to fifth main group and/or first to eighth subgroup of the periodic system of elements characterized in that said compounds are capable of undergoing Redox reactions under the reaction conditions.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: December 8, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp, Gunter Stammann
  • Patent number: 4304923
    Abstract: Ethylenically unsaturated polymerizable oligomers, which are particularly useful in printing plate compositions, comprise backbones formed by the removal of hydrogen from hydroxyl groups and having bonded thereto both carboxylic acid groups and ethylenically unsaturated, free radical polymerizable groups, these last two groups bonded to the backbone through the reaction of isocyanate groups.
    Type: Grant
    Filed: January 2, 1980
    Date of Patent: December 8, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Alan D. Rousseau
  • Patent number: 4297489
    Abstract: Certain 7-acylamido-3-(1-carboxy-loweralkyl-tetrazol-5-ylthiomethyl)-3-cephem-4-ca rboxylic acids and their salts and easily hydrolyzed esters of the 4-carboxyl group were synthesized and found to be potent antibacterial agents which exhibited good aqueous solubility. In a preferred embodiment the 7-substituent was 2'-aminomethylphenylacetamido.
    Type: Grant
    Filed: June 27, 1975
    Date of Patent: October 27, 1981
    Assignee: Bristol-Myers Company
    Inventors: William J. Gottstein, Murray A. Kaplan, Alphonse P. Granatek
  • Patent number: 4297501
    Abstract: A process for producing urethanes by reacting primary amines, carbon monoxide and organic hydroxyl compounds in the presence of molecular oxygen and/or organic nitro compounds as oxidizing agents and a catalyst system comprising a noble metal and/or a compound of a noble metal of the 8th subgroup of the Periodic System of Elements and a compound capable of undergoing Redox reactions under reaction conditions of the 3rd to 5th main group and/or 1st to 8th subgroup of the Periodic System of Elements.
    Type: Grant
    Filed: February 27, 1980
    Date of Patent: October 27, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp
  • Patent number: 4293470
    Abstract: A polyurea polymer polyol with improved storage stability is made by the reaction of a hydroxyl-containing amine, a polyether polyol of about 3,000 to 8,000 molecular weight and an organic polyisocyanate followed by quenching with a secondary amine. This stable polyurea polymer polyol may be used in the manufacture of flexible polyurethane foams which are firmer and stronger than similar products using conventional polyols.
    Type: Grant
    Filed: July 11, 1980
    Date of Patent: October 6, 1981
    Assignee: Texaco Inc.
    Inventor: Michael Cuscurida
  • Patent number: 4291061
    Abstract: 2,3-Dichloro-7-hydroxy-1H-inden-1-one derivatives of the formula I ##STR1## wherein R.sub.1 is hydrogen or one of the groups ##STR2## R.sub.2 and R.sub.3 independently of one another are each hydrogen, fluorine, chlorine, bromine, C.sub.1 -C.sub.4 -alkyl, trifluoromethyl or nitro,R.sub.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.4 -alkenyl, each of which is unsubstituted or substituted by halogen, or R.sub.4 is phenyl which is unsubstituted or is substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, trifluoromethyl, cyano or nitro, or it is a C.sub.3 -C.sub.6 -cycloalkyl group, andR.sub.5 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or C.sub.2 -C.sub.4 -alkenyl.These compounds exhibit a microbicidal action against in particular phytopathogenic fungi and bacteria.
    Type: Grant
    Filed: October 31, 1979
    Date of Patent: September 22, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Elmar Sturm, Robert Nyfeler
  • Patent number: 4289892
    Abstract: Active hydrogen-containing fluorochemical is used as a foam stabilizer for polyurethane foams. For example, rigid or flexible polyurethane foams with high or low density and uniform cellular structure are prepared using fluoroaliphatic radical-substituted poly(oxyalkylene) polyols as foam stabilizers.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: September 15, 1981
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Fredrich A. Soch
  • Patent number: 4288612
    Abstract: Deposit control additives for internal combustion engines are provided which maintain cleanliness of intake systems withcut contributing to combustion chamber deposits. The additives are hydrocarbylpoly(oxyalkylene) aminocarbamates comprising a hydrocarbyl-terminated poly(oxyalkylene) chain of 2-5 carbon oxyalkylene units bonded through an oxycarbonyl group to a nitrogen atom of a diamine.
    Type: Grant
    Filed: April 28, 1980
    Date of Patent: September 8, 1981
    Assignee: Chevron Research Company
    Inventors: Robert A. Lewis, Lewis R. Honnen
  • Patent number: 4287083
    Abstract: Acyloin urethans can be employed to effect photopolymerization of free radical-polymerizable compositions in inert and oxygen-containing atmospheres.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: September 1, 1981
    Assignee: Lord Corporation
    Inventors: John R. McDowell, Dennis D. Howard, Vincent J. Pascarella
  • Patent number: 4283422
    Abstract: Novel 3-amino-4-homoisotwistane derivatives of the formula, ##STR1## wherein R.sub.1 is a hydrogen atom, a C.sub.1 -C.sub.4 alkyl group or a C.sub.3 -C.sub.5 alkenyl group, and R.sub.2 is a C.sub.1 -C.sub.4 alkyl group or a C.sub.3 -C.sub.5 alkenyl group, or non-toxic pharmaceutically acceptable salts thereof, which are very valuable as medicines for the treatment of virus-caused diseases and as antiviral agents for animals and useful for the treatment of parkinsonean disease.
    Type: Grant
    Filed: February 12, 1980
    Date of Patent: August 11, 1981
    Assignees: Sumitomo Chemical Company, Limited, Kao Soap Company, Limited
    Inventors: Toshio Atsumi, Yoshiaki Takebayashi, Hideki Okajima
  • Patent number: 4279833
    Abstract: Acrylic monomers containing a carbamate (urethane) functionality having the general formula: ##STR1## and difunctional carbamate monomers having the general formula: ##STR2## are prepared from 2-(1-hydroxyalkyl)-acrylates, acrylamides, acrylonitriles, vinyl ketones and nitroethylenes.
    Type: Grant
    Filed: December 17, 1979
    Date of Patent: July 21, 1981
    Assignee: Ashland Chemical Company
    Inventors: Billy M. Culbertson, Larry K. Post
  • Patent number: 4275223
    Abstract: A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans-cyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide.
    Type: Grant
    Filed: June 18, 1979
    Date of Patent: June 23, 1981
    Assignee: Akzona Incorporated
    Inventors: Hans Zengel, Manfred Bergfeld
  • Patent number: 4266070
    Abstract: A process for the production of urethanes is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst comprising a member selected from the group consisting of carbonyls of Co, Mo, Ti, Rh, Fe, Ni and mixtures thereof. Urethane yields and selectivities are further improved by conducting the reaction in the additional presence of an organic compound containing at least one C.dbd.N or C.dbd.C group. When such unsaturated organic compounds are employed, the catalyst can additionally comprise iridium carbonyl.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: May 5, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4261897
    Abstract: N-chlorosulfinylcarbamate esters are produced by the reaction of thionyl chloride with carbamate esters having one unsubstituted hydrogen on the carbamate nitrogen atom, preferably in the presence of a hydrogen chloride acceptor. The resulting N-chlorosulfinylcarbamate esters are useful intermediates in the preparation of pesticides having relatively low mammalian toxicity.
    Type: Grant
    Filed: March 7, 1979
    Date of Patent: April 14, 1981
    Assignee: The Regents of the University of California
    Inventors: Mohamed A. H. Fahmy, Tetsuo R. Fukuto
  • Patent number: 4262130
    Abstract: The present invention relates to an improved process for the production of urethanes (carbamic acid esters) by the reaction of organic nitro compounds with carbon monoxide and organic compounds containing at least one hydroxy group in the presence of palladium and/or palladium compounds and a cocatalyst which consists of a mixture of one or more iron oxides and/or iron hydroxides and activating chloride-containing additives.
    Type: Grant
    Filed: January 17, 1980
    Date of Patent: April 14, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp
  • Patent number: 4260781
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group, and a metal reactant comprising at least one member selected from the group consisting of compounds and complexes of Group VIII of the Periodic Table.
    Type: Grant
    Filed: May 25, 1979
    Date of Patent: April 7, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: Robert J. Harvey
  • Patent number: 4259511
    Abstract: A process for separating selenium, selenium compounds, sulfur and/or sulfur compounds from urethanes containing these elements and/or compounds by reacting said urethanes with an aqueous permanganate solution and then separating the resulting phase system.
    Type: Grant
    Filed: January 25, 1980
    Date of Patent: March 31, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Joachim Scholl
  • Patent number: 4258201
    Abstract: A process for the production of carbamates is provided in which an organic primary or secondary amine is contacted, in the substantial absence of reactive oxygen, with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of an effective amount of a catalyst selected from the group consisting of non-halide compounds and complexes of metals of Groups IVB, VB, VIB, VIIB, VIII, IB and IIIA of the Periodic Table. Further improved results are obtained by employing in the reaction zone at least one promoter selected from the group consisting of metals of Group IA and IIA of the Periodic Table.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: March 24, 1981
    Assignee: Halcon Research and Development Corp.
    Inventor: David Moy
  • Patent number: 4257804
    Abstract: Carbamic acid ester of the formula ##STR1## in which R and R.sub.1 are the same or different and are hydrogen, an aliphatic hydrocarbon residue which may also be substituted, a cycloaliphatic hydrocarbon residue which may also be substituted, an aromatic hydrocarbon residue which may also be substituted or a heterocyclic residue or wherein R and R.sub.1 together with the adjoining nitrogen atom form a heterocyclic residue.The compounds of the invention are herbicidal agents of particularly strong activity.
    Type: Grant
    Filed: April 10, 1979
    Date of Patent: March 24, 1981
    Assignee: Schering Aktiengesellschaft
    Inventors: Friedrich Arndt, Ludwig Nusslein
  • Patent number: 4254136
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.1 and R.sub.2 are each C.sub.1 -C.sub.4 -alkyl, R.sub.3 is C.sub.1 -C.sub.10 -alkyl or C.sub.3 -C.sub.6 -cycloalkyl and R.sub.4 is 2-isopropoxyphenyl; 2-(1,3-dioxolan-2-yl)-phenyl; 2-methylthiomethylphenyl; 2-ethylthiomethylphenyl; 2-isopropylphenyl; 3,5-dimethyl-4-methylthiophenyl or 2,2-dimethyl-(2H,3H)-dihydrobenzofuran-7-yl having valuable pesticidal in particular insecticidal properties.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: March 3, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger
  • Patent number: 4250322
    Abstract: A method for preparing oligourethanacrylates having the general formula ##STR1## where ##STR2## is a radical of a telogen; X is H, CH.sub.
    Type: Grant
    Filed: August 10, 1979
    Date of Patent: February 10, 1981
    Inventors: Alexei V. Efimov, Alfred A. Berlin, Tamara Y. Kefeli, Nina V. Varlamova, Grigory M. Strongin, Judif M. Altshuler, Boris I. Kolomazov
  • Patent number: 4247653
    Abstract: A process is disclosed for preparing mixtures of low molecular weight polyhydroxyl compounds and hydroxyaldehydes and hydroxyketones by condensing formaldehyde hydrate with itself in the presence of (I) as catalyst a soluble or insoluble compound of a metal of the first to eighth sub-group or second to fourth main group of the Periodic System of Elements, optionally bound to a high molecular weight carrier, and (II) more than 10% by weight, based on formaldehyde, of one or more dihydric or higher hydric low molecular weight alcohols and/or higher molecular weight polyhydroxyl compounds. The pH of the reaction mixture is held at 5.5 to 9.0 until 5-40% conversion has occurred and is then lowered to between 4.5 and 8.0 (0.5-2.0 pH units lower). The reaction is then stopped by inactivating the catalyst.
    Type: Grant
    Filed: August 30, 1977
    Date of Patent: January 27, 1981
    Assignee: Bayer Aktiengesellschaft
    Inventor: Kuno Wagner
  • Patent number: 4246391
    Abstract: Radiation-curable acrylated urethanes having a lower viscosity than heretofore achievable without dilution are produced by an improved process that involves first reacting a monohydroxy-functional acrylate with a polyisocyanate followed by the reaction of the product mixture produced with a polyol. The acrylated urethanes so produced are useful in radiation-curable coatings.
    Type: Grant
    Filed: June 26, 1979
    Date of Patent: January 20, 1981
    Assignee: Union Carbide Corporation
    Inventor: Stuart L. Watson, Jr.
  • Patent number: 4242520
    Abstract: A process for the production of carbamates is provided which comprises contacting an organic primary or secondary amine with a source of carbon monoxide, an organic compound containing at least one hydroxyl group and a source of sulfur, selenium or tellurium, in the presence of a catalyst for the reaction and in the presence of at least one member selected from the group consisting of disulfides of the formulaR.sup.1 --S--S--R.sup.2wherein R.sup.1 and R.sup.2 comprise members selected from the group consisting of alkyl, aryl, cycloalkyl, alkaryl, aralkyl, heterocyclic, alkenyl, alkynyl, alkanoyl, aranoyl, halogenated derivatives of the foregoing groups, and derivatives of the foregoing groups in which one or more carbon atoms is replaced by an oxygen atom.
    Type: Grant
    Filed: January 29, 1979
    Date of Patent: December 30, 1980
    Assignee: Halcon Research & Development Corporation
    Inventor: David Moy
  • Patent number: 4239904
    Abstract: A process for the preparation of urethanes by reacting a tertiary amine, an alcohol and carbon monoxide in the presence of a catalytic quantity of a copper salt, oxygen and a dehydrating agent is disclosed. The reaction is preferably carried out using a copper halide catalyst and dehydrating agents which combine with water to release the alcohol used in the preparation of the urethane product.
    Type: Grant
    Filed: June 6, 1979
    Date of Patent: December 16, 1980
    Assignee: Atlantic Richfield Company
    Inventor: Haven S. Kesling, Jr.
  • Patent number: 4234738
    Abstract: Salicylate esters have been found to be suitable blocking agents for polyisocyanates, enabling preparation of hydroxy terminated polybutadiene based polyurethane bound propellant grains having extended pot life. Unblocking occurs readily at normal propellant cure temperatures, allowing normal cure rates.
    Type: Grant
    Filed: November 17, 1978
    Date of Patent: November 18, 1980
    Assignee: Thiokol Corporation
    Inventors: William H. Graham, Inella G. Shepard
  • Patent number: 4234714
    Abstract: A process is described for the preparation of urethane prepolymers from hydroxy-terminated diene polymers and normally liquid, relatively non-volatile, aromatic polyisocyanates. The prepolymers are made at a temperature above about 150.degree. C. to provide urethane prepolymer products that resist the tendency to form multiple phases or layers upon storage at room temperature.
    Type: Grant
    Filed: March 29, 1979
    Date of Patent: November 18, 1980
    Assignee: Textron Inc.
    Inventors: Mason H. Earing, Leonard H. Gielinski, Paul F. Martin, Glenn H. Petschke
  • Patent number: 4227980
    Abstract: Novel photoreactive coating compositions based on urethane modified acrylates which may be employed alone or in mixtures with other photoreactive acrylates are disclosed.
    Type: Grant
    Filed: September 13, 1978
    Date of Patent: October 14, 1980
    Assignee: Whittaker Corporation
    Inventors: Siegfried A. Pregitzer, Jay K. Laufer, John J. Marino, James W. Hancock
  • Patent number: 4224417
    Abstract: The invention relates to new polyamines, preferably containing polyether segments, a process for their preparation and their use as starting components for the production of polyurethane resins. The process involves producing ketimines, aldimines or enamines containing hydroxyl groups by reacting a hydroxyl amine with an aldehyde or ketone and removing the water by product. The ketimine, aldimine, or enamine is then reacted with an NCO prepolymer wherein the hydroxyl group of the material reacts with the isocyanate group without disturbing the blocked amine. This polyaddition product is then hydrolyzed to unblock the high molecular weight polyamine.
    Type: Grant
    Filed: January 2, 1979
    Date of Patent: September 23, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred Hajek, Kuno Wagner, Friedrich Moller, Peter Vehlewald
  • Patent number: 4224454
    Abstract: Acyloin urethans can be employed to effect photopolymerization of free radical-polymerizable compositions in inert and oxygen-containing atmospheres.
    Type: Grant
    Filed: October 13, 1978
    Date of Patent: September 23, 1980
    Assignee: Lord Corporation
    Inventors: John R. McDowell, Dennis D. Howard, Vincent J. Pascarella
  • Patent number: 4219661
    Abstract: This invention relates to an improved process for the production of urethanes (i.e. carbamic acid esters) by reacting organic nitro compounds with carbon monoxide and organic compounds containing at least one hydroxy group in the presence of a unique catalyst system. The catalyst system consists of palladium or a palladium compound and iron oxychloride or a mixture of iron compounds containing iron oxychloride.
    Type: Grant
    Filed: April 23, 1979
    Date of Patent: August 26, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Robert Becker, Johann Grolig, Christian Rasp, Gerhard Scharfe
  • Patent number: 4217439
    Abstract: Crosslinked acrylate-acetoacetamide polymers are disclosed. These polymers are prepared by the reaction of at least one polyfunctional acrylate with at least one diacetoacetamide in the presence of a catalyst capable of promoting the reaction between the polyfunctional acrylate and the diacetoacetamide. In a preferred embodiment, the polymers are employed to produce wear layer compositions for surface coverings.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: August 12, 1980
    Assignee: Armstrong Cork Company
    Inventor: John S. Heckles
  • Patent number: 4216224
    Abstract: Compositions and methods for treating the symptoms of psoriasis consisting of topical application of a solution, gel, lotion, cream or ointment containing as a principal active ingredient one or more retinoyl compounds is disclosed. The active ingredient consists of one or more compounds which are retinoyl esters of a hydroxy acid, a hydroxy amide, or a hydroxy acid ester, or a retinoyl carbamic or thiocarbamic acid derivative. The composition of this invention may include a single member of the above active ingredients present in a total amount of from 0.01 to 5% by weight of the total composition, or a plurality thereof present in a preferred concentration of from 0.02 to 2% by weight of the total composition.
    Type: Grant
    Filed: September 22, 1978
    Date of Patent: August 5, 1980
    Inventors: Ruey J. Yu, Eugene J. Van Scott
  • Patent number: 4210750
    Abstract: Alcohols are reacted with certain isocyanate compounds to produce the N-substituted carbamoyloxy derivatives which are cleaved to obtain the carbamate.
    Type: Grant
    Filed: November 17, 1976
    Date of Patent: July 1, 1980
    Assignee: Merck & Co., Inc.
    Inventors: Stephen Marburg, Janos Kollonitsch
  • Patent number: 4209632
    Abstract: Sulfonyl carbazates containing at least one group of:--SO.sub.2 --NHNH--COO--wherein the oxygen and the sulfur atoms attach to various organic groups are useful as high temperature blowing agents for gas-expandable polymers. Additionally, novel polyfunctional and secondary-alkyl substituted sulfonyl carbazates have been discovered.
    Type: Grant
    Filed: December 30, 1977
    Date of Patent: June 24, 1980
    Assignee: Uniroyal, Inc.
    Inventor: Byron A. Hunter
  • Patent number: 4203916
    Abstract: A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a trans-cyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans-cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: May 20, 1980
    Assignee: Akzona Incorporated
    Inventors: Hans Zengel, Manfred Bergfeld
  • Patent number: 4196302
    Abstract: Novel quaternary phosphonium salts, bearing one or more carbamate groups attached through nitrogen, are prepared by condensing a hydroxymethyl phosphonium salt having the formula [R.sub.4-n P(CH.sub.2 OH).sub.n ].sup.+ X.sup.- with an alkyl carbamate having the formula NH.sub.2 CO.sub.2 R'. The products, which have the general formula [R.sub.4-n P(CH.sub.2 NHCO.sub.2 R').sub.n ].sup.+ X.sup.-, are useful as finishing agents for imparting flame retardant or durable press properties to cotton fabrics.
    Type: Grant
    Filed: March 6, 1979
    Date of Patent: April 1, 1980
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventor: Arlen W. Frank
  • Patent number: 4192926
    Abstract: New polyols modified by acyl urea groups, process for the preparation thereof and use thereof as starting component for the preparation of preferably foamed polyurethane plastics. The process involves (A) reacting diisocyanatocarbodiimides corresponding to :OCN--R.sup.2 --N.dbd.C.dbd.N .sub.M --R.sup.2 --NCOwith polyhydroxyl compounds corresponding to:A--OH).sub.nto form a polyhydroxyl compound containing carbodiimide groups and (B) completely or partially reacting, the carbodiimide groups remaining in the product of step (A), with a carboxylic acid corresponding to the following general formula: ##STR1## to form acyl urea groups, and (C) distilling off the inert solvent, if used; whereinm represents a number of from 1 to 10;s represents an integer of from 1 to 3; andR.sup.1 represents hydrogen or a monofunctional or--in the form of a bridge to further acyl groups--a di- or trifunctional C.sub.1 -C.sub.18 aliphatic, C.sub.4 -C.sub.15 cycloaliphatic, C.sub.6 -C.sub.
    Type: Grant
    Filed: April 16, 1979
    Date of Patent: March 11, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Kuno Wagner, Kurt Findeisen
  • Patent number: RE30772
    Abstract: Radiation curable compounds are disclosed comprising an amide moiety, a urethane moiety and an ethylenically unsaturated functional group, typically an acrylate functional group. The compounds comprise the reaction products of an amide-containing compound having at least one hydroxy functional group, a polyisocyanate and a polyfunctional compound having a hydroxy functional group reactive with an isocyanato group of the polyisocyanate, which polyfunctional compound provides an ethylenic functional group in the reaction product. Coating compositions containing these radiation curable reaction products cure at relatively high rates to form films having high abrasion resistance and improved tensile strength and elongation properties as compared to conventional urethane acrylate coating compositions.
    Type: Grant
    Filed: June 2, 1980
    Date of Patent: October 13, 1981
    Assignee: PPG Industries, Inc.
    Inventors: Charles B. Friedlander, Gerald W. Gruber, Rostyslaw Dowbenko