Carbamic Acid Patents (Class 560/24)
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Patent number: 4425361Abstract: Formamido-carbamates of the formula ##STR1## wherein R.sub.1 is ##STR2## R.sub.2 is ##STR3## or R.sub.4 --CH.sub.2 --CH.sub.2 --, R.sub.3 is hydrogen, ##STR4## R.sub.4 is ##STR5## R.sub.5, R.sub.6 and R.sub.7 independently of one another are each hydrogen, halogen or C.sub.1 -C.sub.4 -alkyl,processes for producing them and their use for combating pests are described.Type: GrantFiled: November 18, 1981Date of Patent: January 10, 1984Assignee: Ciba-Geigy CorporationInventors: Dieter Lohmann, Christian d'Hondt, Guenter Rist
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Patent number: 4411820Abstract: Organic urethanes are prepared by reacting an organic nitrocompound, an organic hydroxy compound, and carbon monoxide in the presence of a novel catalyst system. The catalyst system is comprised of a noble metal compound, a heteroaromatic nitrogen compound, and an oxide of thorium or uranium.Type: GrantFiled: April 20, 1981Date of Patent: October 25, 1983Assignee: Gulf Research & Development CompanyInventors: Wayne R. Pretzer, Richard B. Pannell
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Patent number: 4402975Abstract: A compound represented by the following formula ##STR1## wherein R.sup.1 represents a hydrogen atom, an acyl group or an alkoxycarbonyl group; X.sup.1 represents an alkylene group having 3 to 6 carbon atoms, a 1,4-cyclohexylene group, or a 1,4-phenylene group, the alkylene group may be substituted by an alkyl group having 1 to 6 carbon atoms, and the 1,4-phenylene group may be substituted by 1 or 2 substituents selected from halogen atoms and alkoxy groups having 1 to 6 carbon atoms; R.sup.2 represents a hydrogen atom or a hydroxyl group and R.sup.3 represents hydrogen atom, or R.sup.2 and R.sup.3 together may form an oxo group (.dbd.O), and when X.sup.1 is other than the 1,4-phenylene group, R.sup.2 represents a hydrogen atom and R.sup.3 represents a bond between the carbon atoms to which R.sup.3 is bonded and that carbon atom of X.sup.1 which is adjacent to said carbon atom; X.sup.Type: GrantFiled: July 17, 1981Date of Patent: September 6, 1983Assignee: Teijin LimitedInventors: Toru Takeshita, Kenji Hoshina, Akira Ohtsu, Tatsuyuki Naruchi
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Patent number: 4401675Abstract: Alkyl 3-aryl-3-acyl-2-methyl-carbazates which are highly effective fungicides in the fight against fungus infections in useful plants are disclosed, as is the use thereof in fighting phytopathogenous fungi.Type: GrantFiled: October 2, 1981Date of Patent: August 30, 1983Assignee: Montedison S.p.A.Inventors: Luigi Garlaschelli, Franco Gozzo, Luigi Mirenna
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Patent number: 4400203Abstract: Herbicide antidote compounds having the formula ##STR1## in which R is halomethyl wherein halo refers to chlorine, bromine or iodine and the methyl group is mono- or di-substituted;R.sub.1 is selected from the group consisting of alkyl having 1-4 carbon atoms, inclusive; phenyl, and methylaminocarboxyethyl;R.sub.2 is selected from the group consisting of hydrogen and methyl, and,R.sub.3 is selected from the group consisting of alkyl having 1-4 carbon atoms, inclusive; p-toluenesulfonyl; p-chlorophenylsulfonyl; halophenyl wherein halo refers to a member of the group consisting of chlorine, bromine and iodine and wherein said phenyl group may be mono-, di-, or tri-halosubstituted on the same or different substituents; and, halomethylphenyl wherein halo refers to a member of the group consisting of fluorine, chlorine, bromine and iodine and said methyl group may be mono-, di-, or tri-substituted.Type: GrantFiled: December 29, 1980Date of Patent: August 23, 1983Assignee: Stauffer Chemical CompanyInventor: Hsiao-Ling M. Chin
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Patent number: 4398036Abstract: An improved process for the preparation of N-monosubstituted carbamates by reacting an aromatic primary amine, urea and a monohydric aliphatic alcohol in the presence of a strongly basic tertiary amine catalyst and optionally an inert solvent.Type: GrantFiled: May 2, 1980Date of Patent: August 9, 1983Assignee: Atlantic Richfield CompanyInventor: John J. McCoy
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Patent number: 4395565Abstract: A process for the preparation of aromatic urethans by reaction between aromatic amines and alkyl carbonates, said reaction being carried out in the presence of a catalyst composed of an alcoholate of an alkali metal or an alkaline earth metal. The reaction is caused to take place at a temperature which is variable from +50.degree. C. and +150.degree. C., in the liquid phase and with a molar ratio of the carbonate to the amine of from 10:1 to 1:10.Type: GrantFiled: January 15, 1982Date of Patent: July 26, 1983Assignee: Anic S.p.A.Inventors: Ugo Romano, Giancarlo Fornasari, Sandro Di Gioacchino
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Patent number: 4391986Abstract: Threo-3-protected amino-2-hydroxy-4-oxobutanoic acid or its esters represented by the formula: ##STR1## wherein R.sub.1 represents naphthyl or a group of the formula ##STR2## in which R.sub.6 and R.sub.7 represent individually hydrogen, halogen, amino, an amino protected with acyl, lower alkyloxycarbonyl or carbamoyl, hydroxy or protected with acyl, lower alkyloxycarbonyl or carbamoyl, lower alkoxy, lower alkyl or phenyl group; R.sub.2 represents an amine protected with acyl, lower alkyloxycarbonyl or carbamoyl; and R.sub.3 represents hydrogen, lower alkyl having 1 to 6 carbon atoms or benzyl.Type: GrantFiled: November 28, 1980Date of Patent: July 5, 1983Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hamao Umezawa, Takaaki Aoyagi, Tadashi Shirai, Rinzo Nishizawa, Masao Suzuki, Tetsushi Saino
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Patent number: 4388245Abstract: A process for preparing a modified aliphatic, alicyclic or araliphatic organic polyisocyanate composition which comprises heating an aliphatic, alicyclic or araliphatic organic polyisocyanate composition having at least two isocyanate groups in one molecule at a temperature of from about 100.degree. C. to about 200.degree. C. in the presence of an aliphatic, alicyclic or araliphatic organic diisocyanate monomer in an amount of at least about 1/2 of the weight of the organic polyisocyanate composition and removing unreacted aliphatic, alicyclic or araliphatic organic diisocyanate monomer.Type: GrantFiled: August 17, 1981Date of Patent: June 14, 1983Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Kaoru Ueyanagi, Akira Ide, Masaaki Kato, Kazuro Komatsu
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Patent number: 4388238Abstract: A process for the preparation of N,O-disubstituted urethanes. Primary amines and alcohols are reacted with organic compounds having carbonyl groups at 120.degree. to 350.degree. C. Suitable carbonyl-containing compounds include N-unsubstituted urethanes. N-mono-substituted, N,N'-disubstituted ureas, or polyureas may be used in combination with the N-unsubstituted urethane. The product urethanes are particularly suitable for the preparation of isocyanates.Type: GrantFiled: October 15, 1980Date of Patent: June 14, 1983Assignee: Bayer AktiengesellschaftInventors: Peter Heitkamper, Klaus Konig, Rudolf Fauss, Kurt Findeisen
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Patent number: 4386033Abstract: A carbamic acid ester corresponding to the formula R.sup.1 --NH--CO--OR.sup.2 is thermally cleaved to form isocyanate R.sup.1 --NCO and alcohol R.sup.2 --OH fractions. This cleavage is accomplished by boiling the carbamic acid ester, condensing the vapor given off in a first fractionation column, and condensing the vapor from the first fractionation column in a second fractionation column. The boiling of the carbamic acid ester is carried out in a manner such that the average dwell time in the reaction vessel is from 1 to 20 hours, the temperature is from 160.degree. to 260.degree. C. and the pressure is from 0.001 to 2 bar. The isocyanate fraction obtained by this cleavage process may be used as a starting material for a transurethanation reaction in which a lower boiling isocyanate R.sup.3 --NCO is produced. The radicals R.sup.1, R.sup.2, and R.sup.3 are defined herein.Type: GrantFiled: December 16, 1981Date of Patent: May 31, 1983Assignee: Bayer AktiengesellschaftInventors: Klaus Konig, Peter Heitkamper
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Patent number: 4385069Abstract: N-allenyl-acetanilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl andR.sup.6 represents furyl, tetrahydrofuryl, thiophenyl or tetrahydrothiophenyl; isoxazolyl which is optionally substituted by alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl; or the grouping --CH.sub.2 --Az, --CH.sub.2 --OR.sup.7, --OR.sup.7 --SR.sup.7, --CH.sub.2 --OSO.sub.2 R.sup.7, --COOR.sup.7 or ##STR2## wherein R.sup.7 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical and Az represents pyrazol-1-yl, 1,2,4-triazol-1-yl or imidazol-1-yl.which possess fungicidal properties.Type: GrantFiled: March 31, 1980Date of Patent: May 24, 1983Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Winfried Lunkenheimer, Wilhelm Brandes
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Patent number: 4381403Abstract: A process for the preparation of N-monosubstituted carbamic acid esters by reacting an unsubstituted carbamic acid ester and an aromatic primary amine at a suitable pressure and reaction temperature in the presence of a monohydric aliphatic alcohol and preferably in the presence of a strongly basic tertiary amine as catalyst. Optionally an inert co-solvent in addition to the alcohol may be employed.Type: GrantFiled: March 31, 1980Date of Patent: April 26, 1983Assignee: Atlantic Richfield CompanyInventors: Samuel J. Falcone, John J. McCoy
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Patent number: 4381401Abstract: 2-Oxazolidinone or N-substituted derivatives thereof are reacted with aromatic amine hydrochlorides at elevated temperatures to produce 1,2-ethanediamines.Type: GrantFiled: October 9, 1981Date of Patent: April 26, 1983Assignee: The Dow Chemical CompanyInventor: Graham S. Poindexter
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Patent number: 4381404Abstract: The present invention is directed to a process for the production of N,O-disubstituted urethanes comprising reacting N-mono- or N,N'-disubstituted ureas or linear polyureas with aliphatic carbonic esters.Type: GrantFiled: September 28, 1981Date of Patent: April 26, 1983Assignee: Bayer AktiengesellschaftInventors: Hans-Josef Buysch, Heinrich Krimm, Wolfgang Richter
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Patent number: 4375000Abstract: A process for the preparation of an aryl mono-, di-, and/or polyurethane comprising the steps of A. reacting a primary aromatic mono-, di-, and/or polyamine with an O-alkyl carbamate in the presence of an alcohol at temperatures greater than 160.degree. C., andB. separating the ammonia and other by-products from the aryl mono-, di-, and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.Type: GrantFiled: March 31, 1980Date of Patent: February 22, 1983Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae, Wolfgang Harder
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Patent number: 4373105Abstract: New m-anilide-urethanes, processes for their manufacture, herbicides containing these compounds, and processes for controlling unwanted plant growth with these compounds.Type: GrantFiled: March 11, 1981Date of Patent: February 8, 1983Assignee: BASF AktiengesellschaftInventors: Wolfgang Rohr, Ulrich Schirmer, Bruno Wuerzer
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Patent number: 4370497Abstract: The present invention relates to the use of telluroxides as mild and selective oxidizing agents serving to oxidize certain functions, notably >C.dbd.S groups, in the presence of other relatively easily oxidized functions which remain unaffected; telluroxides of interest as oxidizing agents include, for example, compounds of the formula: ##STR1## wherein R and R.sup.1, which may be the same or different, each represent an optionally substituted aryl or heterocyclic group; or R and R.sup.1 together with the tellurium atom therebetween represent a heterocyclic ring, which may contain one or more further heteroatoms, and which may carry substituents and/or fused aromatic rings.Type: GrantFiled: August 7, 1980Date of Patent: January 25, 1983Inventors: Derek H. R. Barton, Steven V. Ley, Clive A. Meerholz
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Patent number: 4353995Abstract: The instant invention is directed to a novel catalyst system for the production of polyurethane resin, and the method of use of such catalyst system. The catalyst systems of the instant invention broadly comprise(a) a tertiary amine,(b) a tin compound capable of catalyzing the reaction between an isocyanate group and an active hydrogen atom, and(c) a compound of the formula:(R--COO--.sub.2 Mewherein Me represents calcium or barium, andR represents a hydrocarbon group. It has been found that the component (c) tends to catalyze size reactions which occur during foaming between isocyanate groups and the initial reaction products of isocyanates and active hydrogen containing compounds.Type: GrantFiled: December 26, 1979Date of Patent: October 12, 1982Assignee: Mobay Chemical CorporationInventors: John F. Szabat, Gert F. Baumann, Gaeta L. Copeland
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Patent number: 4341898Abstract: A process for the preparation of aromatic isocyanates from nitroalkanes. A nitromethyl aromatic compound of the general formula: ##STR1## wherein R and R.sub.1 represent hydrogen, halogen, a C.sub.1 -C.sub.5 alkyl radical, a C.sub.1 -C.sub.4 alkoxy radical, nitro, isocyanato, an alkoxycarbonylamino, or nitromethyl radical, with R and R.sub.1 being the same or different, is heated in the presence of an effective amount of a Lewis acid or Bronsted acid substance to effect a dehydrogenation-isomerization reaction to yield an aromatic isocyanate of the general formula: ##STR2## The product of the reaction may be recovered as the aromatic isocyanate or the alcohol adduct, a carbamate.Type: GrantFiled: May 18, 1981Date of Patent: July 27, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Barton Milligan, Robert K. Pinschmidt, Jr.
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Patent number: 4340497Abstract: (N-Substituted carbamoyloxy) alkanoyloxyalkyl acrylate esters produced by reacting an hydroxyalkyl acrylate with a lactone monomer and capping the resulting adduct with an isocyanate. The resulting product is useful in ink, paint or adhesive formulations curable by thermal or radiation means.Type: GrantFiled: March 21, 1980Date of Patent: July 20, 1982Assignee: Union Carbide CorporationInventor: Robert J. Knopf
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Patent number: 4339592Abstract: A urethane is produced by reacting an organic nitro compound with carbon monoxide and an organic compound containing at least one hydroxyl group in the presence of a catalyst and a co-catalyst. This reaction is conducted in the liquid phase at elevated temperature and pressure. The catalyst employed is an element and/or compound of an element from the group of noble metals of the 8th Secondary Group of the Periodic Table. The co-catalyst used is formed from (1) a component taken from the group consisting of iron oxychloride, a mixture of iron compounds containing iron oxychloride and oxide-chloride combinations and (2) metallic iron or an iron alloy in finely divided or high surface form. The oxides which may be used in the oxide-chloride combinations of co-catalyst component (1) are the oxides and/or oxide hydrates of tetravalent tin, trivalent chromium, hexavalent molybdenum, hexavalent tungsten, pentavalent vanadium, divalent iron and trivalent iron.Type: GrantFiled: February 26, 1981Date of Patent: July 13, 1982Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Christian Rasp, Gunter Stammann, Johann Grolig
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Patent number: 4338316Abstract: The disclosure relates to 9.beta.-aryloxy prostane derivatives, for example 16-(3-chlorophenoxy)-11.alpha.,15.alpha.-dihydroxy-16-methyl-9.beta.-pheno xy-18,19,20-trinor-5-cis,13-trans-prostadienoic acid, which possess high activity as abortifacients, cervical softeners, inducers of parturition or inhibitors of gastric acid production in mammals. These properties are typical of prostaglandin analogues of the E series, but chemically the new 9.beta.-aryloxy prostane derivatives are prostaglandin F series analogues and are therefore more stable than the E series analogues previously used for the above purposes. The new derivatives are manufactured by known analogy processes, and are formulated in conventional manner.Type: GrantFiled: September 26, 1979Date of Patent: July 6, 1982Assignee: Imperial Chemical Industries LimitedInventor: Peter R. Marsham
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Patent number: 4335219Abstract: 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: GrantFiled: April 6, 1981Date of Patent: June 15, 1982Assignee: The Dow Chemical CompanyInventors: Donald H. Clarke, George J. Pomranky, Donald L. Schmidt
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Patent number: 4334052Abstract: Rigid, solid, non-cellular, urethane polymer compositions can be prepared which are the reaction product of at least one polyhydric alcohol with at least one organic polyisocyanate in the presence of a low molecular weight urethane modifier adduct which is the reaction product prepared, for instance, by reacting (1) at least one polyisocyanate and at least one monohydric alcohol or (2) at least one monofunctional isocyanate with at least one monohydric or polyhydric alcohol. Said adduct can also consist of mixtures of (1) and (2). Such polymers when prepared in the presence of any catalyst for urethane formation which is a liquid or solid at ambient temperature, set quickly to solid, rigid polymers having a density of at least one gram per cubic centimeter. They can be demolded after combining the materials, without the addition of heat from an external source, within a period of less than one minute to about 15 minutes.Type: GrantFiled: March 13, 1981Date of Patent: June 8, 1982Assignee: BASF Wyandotte CorporationInventors: John T. Patton, Jr., Herwart C. Vogt, Manher Parekh
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Patent number: 4334032Abstract: Foamed polymers such as polyurethanes useful, for instance, as cushioning, insulation, and in reaction injection molding to produce thin section moldings can be produced without substantial reduction in physical properties by the incorporation therein of about 2 percent to about 75 percent by weight based upon the weight of said polymer of at least one non-reactive, liquid urethane modifier compound processing aid or flame-retardant additive. Said modifier has a low viscosity at ambient temperatures and is a low-molecular weight urethane adduct formed by the reaction of (1) at least one polyisocyanate and at least one monohydric alcohol or (2) at least one monofunctional isocyanate with at least one monohydric or polyhydric alcohol or (3) at least one isocyanate-terminated quasi-prepolymer with at least one monohydric alcohol. Said modifier can also consist of mixtures of (1), (2), and (3). Utilizing halogenated alcohols, flame-retardant polymer foams such as polyurethane foams can be prepared.Type: GrantFiled: March 13, 1981Date of Patent: June 8, 1982Assignee: BASF Wyandotte CorporationInventors: John T. Patton, Jr., Herwart C. Vogt
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Patent number: 4325966Abstract: This invention relates to alkenyl and alkynyl acylanilide derivatives useful as pesticides, especially as fungicides, to a process for preparing them, to pesticidal compositions containing them, and to a method of combating pests using them.Type: GrantFiled: April 27, 1979Date of Patent: April 20, 1982Assignee: Imperial Chemical Industries LimitedInventor: Nazim Punja
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Patent number: 4323704Abstract: Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R.sub.1 is --C.tbd.CH or --CH.dbd.CH.sub.2 ; R.sub.2 is hydrogen or COR wherein R is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or ##STR2## wherein R.sub.6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.a is hydrogen, ##STR3## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched or ##STR4## wherein R.sub.7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and R.sub.b has the same meaning as defined for R.sub.a except R.sub.b is not ##STR5## and R.sub.a and R.sub.Type: GrantFiled: January 16, 1981Date of Patent: April 6, 1982Assignee: Merrell Toraude et CompagnieInventors: Brian W. Metcalf, Michel Jung, Charles Danzin
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Patent number: 4321402Abstract: In the process of producing an aromatic polyisocyanate from a methylated benzene compound having the sequential steps of ammoxidation, hydrolysis, conversion of amide to carbamate, condensation and conversion of polycarbamate ester to polyisocyanate, the improvement of converting said amide to said carbamate in a one-step reaction wherein said amide is reacted with an N-halogenating agent in the presence of alcohol and in a reaction medium having a pH of from neutral to basic and a temperature greater than 40.degree. C.Type: GrantFiled: August 18, 1980Date of Patent: March 23, 1982Assignee: Exxon Research & Engineering Co.Inventors: Ji-Yong Ryu, Krishna K. Rao, Ralph J. Spohn, Robert Drogin
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Patent number: 4319035Abstract: A process for the preparation of an aromatic urethane by the reaction in solution of an aromatic nitro compound or aromatic amine in the presence of an oxidation agent, with a hydroxyl compound and carbon monoxide in the presence of a noble metal catalyst, the improvement which comprises (a) treating the reaction solution, containing the noble metal catalyst, after the urethane formation is complete, with hydrogen (b) separating the noble metal in elementary form from the reaction solution, and (c) reusing the noble metal, together with a hydrohalic acid, as a catalyst.Type: GrantFiled: November 10, 1980Date of Patent: March 9, 1982Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae
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Patent number: 4304922Abstract: 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: GrantFiled: February 27, 1980Date of Patent: December 8, 1981Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Johann Grolig, Christian Rasp, Gunter Stammann
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Patent number: 4303793Abstract: A stable, flowable aqueous dispersion of agriculturally acceptable carbamate compound is prepared by wet-milling an aqueous carbamate suspension, said suspension prepared by subsurface injection of molten carbamate into a stirred aqueous salt solution.Type: GrantFiled: September 22, 1980Date of Patent: December 1, 1981Assignee: PPG Industries, Inc.Inventors: Leo J. Paridon, Robert E. Downing
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Patent number: 4297489Abstract: 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: GrantFiled: June 27, 1975Date of Patent: October 27, 1981Assignee: Bristol-Myers CompanyInventors: William J. Gottstein, Murray A. Kaplan, Alphonse P. Granatek
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Patent number: 4297501Abstract: 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: GrantFiled: February 27, 1980Date of Patent: October 27, 1981Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Johann Grolig, Christian Rasp
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Patent number: 4293193Abstract: A group of novel, low temperature liquid crystalline compounds with terminal, primary or secondary amino polar electron donating groups are disclosed. These include, for example, p-alkyl-or alkoxy-phenylcyclohexanes, bicyclohexyls or biphenyl ring systems, substituted at the p' position with alkyl primary or secondary amines, of which one example is p-(4-trans-n-pentylcyclohexyl)benzylamine.Type: GrantFiled: August 15, 1979Date of Patent: October 6, 1981Assignee: Temple UniversityInventors: Mortimer M. Labes, John H. MacMillan
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Patent number: 4290970Abstract: This invention pertains to a process for the preparation of an aromatic di- and/or polyisocyanate comprising the steps ofA. preparing an aromatic di- and/or polyurethane by1. reacting a primary aromatic di- and/or polyamine with an O-alkyl carbamate at temperatures greater than 100.degree. C.;2. separating the ammonia and other by-products from the aromatic di- and/or polyurethane;B. heating and the aromatic di- and/or polyurethane at temperatures of from 175.degree. C. to 600.degree. C.; andC. isolating the di- and/or polyisocyanate resulting from step B.Type: GrantFiled: October 14, 1980Date of Patent: September 22, 1981Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae
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Patent number: 4282368Abstract: p-Substituted, aromatic carbamic acid esters are prepared by reacting an aromatic carbamic acid ester with an olefin in the presence of an inorganic acid or sulfonic acid.The aromatic carbamic acid esters obtainable by the process of the invention are active ingredients for pesticides and drugs, as well as valuable starting materials for the preparation of such ingredients and of dyes.Type: GrantFiled: June 2, 1980Date of Patent: August 4, 1981Assignee: BASF AktiengesellschaftInventors: Franz Merger, Gerhard Nestler
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Patent number: 4279833Abstract: 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: GrantFiled: December 17, 1979Date of Patent: July 21, 1981Assignee: Ashland Chemical CompanyInventors: Billy M. Culbertson, Larry K. Post
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Patent number: 4278805Abstract: A process for the preparation of an aryl-mono and/or polyurethane comprising the steps ofA. reacting a primary aromatic mono, di-, and/or polyamine with an O-alkyl carbamate in the presence of alcohol and catalysts, andB. separating the ammonia and other by-products from the aliphatic and/or cycloaliphatic di- and/or polyurethane.The reaction is preferably carried out in the presence of urea. The aryl mono-, di-, and/or polyurethanes produced are valuable end and intermediate products. They can be transferred into the corresponding isocyanates which can then be used for the preparation of polyurethanes.Type: GrantFiled: March 31, 1980Date of Patent: July 14, 1981Assignee: BASF AktiengesellschaftInventors: Franz Merger, Friedrich Towae
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Patent number: 4277395Abstract: Compounds of the following general formula are irreversible inhibitors of pancreatic elastase: ##STR1## wherein M is hydroxy, lower alkoxy, benzyloxy or --NY.sub.1 Y.sub.2 wherein each of R.sub.4 and R.sub.5 is hydrogen or lower alkyl; R is CF.sub.3, CHF.sub.2 or CH.sub.2 F; R.sub.1 is straight or branched lower alkyl; R.sub.2 is defined the same as R.sub.1 or is benzyl; R.sub.30 is CHO, carbobenzoxy, tert-butoxycarbonyl, benzoyl or lower alkanoyl; X is pro, ala or leu and Y and Z together form a single bond; or Y-X is ala-pro, ala-ala or ala-leu and Z forms a single bond; and Z-Y-X is ala-ala-pro, ala-ala-ala or pro-ala-leu.Type: GrantFiled: June 16, 1980Date of Patent: July 7, 1981Assignee: Richardson-Merrell Inc.Inventors: Philippe Bey, Brian W. Metcalf, Jeffrey S. Wiseman
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Patent number: 4277420Abstract: Preparation of novel prochiral olefinic compounds which can be asymmetrically hydrogenated to enantiomers, which are converted to ephedrine and pseudoephedrine by described procedures.Type: GrantFiled: September 24, 1979Date of Patent: July 7, 1981Assignee: Monsanto CompanyInventor: Karl E. Koenig
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Patent number: 4271187Abstract: A compound of the formula ##STR1## possesses antihypertensive activity. Also provided are methods for the preparation of the compounds as well as pharmaceutical formulations and methods for their use as antihypertensive agents.Type: GrantFiled: September 18, 1979Date of Patent: June 2, 1981Assignee: Merck & Co., Inc.Inventors: Joseph G. Atkinson, Clarence S. Rooney, Yves Girard, Edward L. Engelhardt
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Patent number: 4268684Abstract: Carbamates are prepared from organic carbonates and aromatic amines in the presence of zinc, tin or cobalt salts of monovalent organic compounds having a pKa value of less than 2.8 and compounds having more than one carboxyl group per molecule and oxides, sulfides and carbonates at a temperature of at least 200.degree. C.Type: GrantFiled: February 25, 1980Date of Patent: May 19, 1981Assignee: The Dow Chemical CompanyInventor: Arthur E. Gurgiolo
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Patent number: 4268683Abstract: Carbamates are prepared from organic cabonates and aromatic amines in the presence of zinc or tin salts of monovalent organic compounds having a pKa value of at least 2.8 such as zinc naphthenate and which are soluble at the reaction conditions.Type: GrantFiled: February 21, 1980Date of Patent: May 19, 1981Assignee: The Dow Chemical CompanyInventor: Arthur E. Gurgiolo
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Patent number: 4267353Abstract: This invention relates to an improved process for the preparation of urethanes by the reaction of aromatic nitro compounds with alcohols and carbon monoxides in the presence of catalyst systems containing sulphur and/or selenium and/or compounds of these elements.Type: GrantFiled: August 22, 1979Date of Patent: May 12, 1981Assignee: Bayer AktiengesellschaftInventors: Hans-Joachim Scholl, Armin Zenner
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Patent number: 4266070Abstract: 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: GrantFiled: May 25, 1979Date of Patent: May 5, 1981Assignee: Halcon Research and Development Corp.Inventor: David Moy
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Patent number: 4262130Abstract: 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: GrantFiled: January 17, 1980Date of Patent: April 14, 1981Assignee: Bayer AktiengesellschaftInventors: Robert Becker, Johann Grolig, Christian Rasp
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Patent number: 4260781Abstract: 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: GrantFiled: May 25, 1979Date of Patent: April 7, 1981Assignee: Halcon Research and Development Corp.Inventor: Robert J. Harvey
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Patent number: 4259511Abstract: 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: GrantFiled: January 25, 1980Date of Patent: March 31, 1981Assignee: Bayer AktiengesellschaftInventor: Hans-Joachim Scholl
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Patent number: RE30772Abstract: 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: GrantFiled: June 2, 1980Date of Patent: October 13, 1981Assignee: PPG Industries, Inc.Inventors: Charles B. Friedlander, Gerald W. Gruber, Rostyslaw Dowbenko