Benzene Ring Bonded Directly To The Isocyanate Group Patents (Class 560/358)
  • Patent number: 5210284
    Abstract: Organic mono- or di-isocyanates are prepared by the decomposition of the corresponding urethanes, by means of a continuous process in which:(a) an urethane flow is continuously fed to a decomposition reactor containing a liquid mixture, composed of a high boiling inert organic solvent, of an unaltered urethane and isocyanate, kept at the boiling conditions of the solvent, at a temperature suitable to decompose the urethane and evaporate the alcohol which is the co-product of the reaction;(b) the liquid mixture is continuously withdrawn from the reactor in (a) and is fed to a flash equipment, at an operating temperature lower than the decomposition temperature of the urethane, where the isocyanate is partially evaporated and the residuous liquid mixture is recycled to the reactor in (a); and(c) the steam flow generated in (b) is distilled to separate the isocyanate in pure or substantially pure form.
    Type: Grant
    Filed: December 19, 1991
    Date of Patent: May 11, 1993
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Franco Mizia, Carlo Calderoni
  • Patent number: 5162575
    Abstract: The present invention relates to a process for producing isocyanates which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an organic solvent. Also disclosed is a process for producing a carbamate which comprises reacting an N-halogenated amide with an organic base in an essentially water-free modified Hofmann reaction using a soluble silver salt promoter in the presence of an alcohol solvent.
    Type: Grant
    Filed: April 1, 1991
    Date of Patent: November 10, 1992
    Assignee: Olin Corporation
    Inventor: Ming Shen
  • Patent number: 5157155
    Abstract: The present invention relates to a novel benzoylurea derivative represented by the formula, ##STR1## its production and insecticides containing it as an active ingredient.
    Type: Grant
    Filed: March 11, 1991
    Date of Patent: October 20, 1992
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Noriyaso Sakamoto, Tatsuya Mori, Tadashi Ohsumi, Toshihiko Yano, Izumi Fujimoto, Yoji Takada
  • Patent number: 5130454
    Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
  • Patent number: 5114975
    Abstract: The invention relates to novel substituted aryloxyphenylthioureas, aryloxyphenylisothioureas and aryloxyphenylcarobodiimides of formula I ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.12 alkyl, unsubstituted or substituted by one or more halogen atoms and/or C.sub.1 -C.sub.6 alkoxy groups; C.sub.3 -C.sub.8 cycloalkyl, unsubstituted or substituted by one or more C.sub.1 -C.sub.3 alkyl groups; or C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 -C.sub.4 alkyl,R.sub.2 and R.sub.3 are each C.sub.1 -C.sub.5 alkyl or C.sub.5 -C.sub.6 cycloalkyl,R.sub.4 is hydrogen, methyl or --CHO,R.sub.5 is halogen; C.sub.1 -C.sub.4 alkyl, unsubstituted or substituted by one or more halogen atoms; C.sub.1 -C.sub.4 alkoxy, unsubstituted or substituted by one or more halogen atoms; or is a --CH.dbd.CH).sub.2, --CH.sub.2).sub.3 or --CH.sub.2).sub.4 bridge in 2,3- or 3,4-position,n is 0, 1, 2, 3 or 4,Z is --NH--CS--NH--, --N.dbd.C(SR.sub.6)--NH-- or --N.dbd.C.dbd.N--; andR.sub.6 is C.sub.1 -C.sub.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: May 19, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek, Josef Ehrenfreund
  • Patent number: 5107017
    Abstract: The invention relates to novel substituted N-benzoyl-N'-2,5-dichloro-4-hexafluoropropyloxyphenylureas of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine or methoxy, and R.sub.2 is fluorine, chlorine or methoxy, and to the salts thereof; to processes and intermediates for the preparation of these compounds and to compositions containing the novel compounds for controlling insects and representatives of the order Acarina, in particular plant-destructive insects.
    Type: Grant
    Filed: October 15, 1990
    Date of Patent: April 21, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Jozef Drabek, Manfred Boger
  • Patent number: 5059614
    Abstract: The object of the invention are anticonvulsant heterocyclic compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2 is each selected from C.sub.1 -C.sub.4 alkyl, phenyl, benzyl, trifluoromethyl or halogen, R.sub.3 is selected from hydrogen, hydroxy, C.sub.1 -C.sub.4 alkyl or alkoxy, R.sub.4, in position 3 or 5, is selected from hydrogen, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkyl, or C.sub.1 -C.sub.4 hydroxyalkyl,R.sub.5 is selected from hydrogen or C.sub.4 -C.sub.4 alkyl or R.sub.4 and R.sub.5 together form a tetramethylene group, Z at position 3 or 5 on the heterocycle is selected from:--N(R.sub.6)--CO--, --CO--N(R.sub.6)--, --N(R.sub.6)--CO--N(R.sub.6)----CH(R.sub.6)--NH--CO--, or --NH-CO--CH(R.sub.6),in which R.sub.6 is selected from hydrogen or C.sub.1 -C.sub.4 alkyl.
    Type: Grant
    Filed: November 29, 1989
    Date of Patent: October 22, 1991
    Assignee: Novapharme
    Inventors: Francis Lepage, Bernard Hublot
  • Patent number: 5043472
    Abstract: This invention relates to storage-stable solid isocyanate compositions that are substantially crystalline at room temperature comprising the reaction products of organic isocyanates with substoichiometric quantities of 2-methyl-1,3-propanediol.This invention further to a method of using the solid isocyanate compositions of the invention in the preparation of polyurethane products.
    Type: Grant
    Filed: December 21, 1989
    Date of Patent: August 27, 1991
    Assignee: Mobay Corporation
    Inventor: Robson Mafoti
  • Patent number: 5021602
    Abstract: Novel compounds have at least one perfluorocyclobutane ring and at least two functional groups suitable for forming condensation polymers. Preferably the compounds have a structures represented by Formula II: ##STR1## wherein R and R' independently represent optionally inertly substituted groups; X and X' represent any molecular structures which link R and R' with the perfluorocyclobutane ring; n and n' are the number of G and G' groups, respectively; and G and G' independently represent any reactive functional groups or any groups convertible into reactive functional groups. The compound are preferably prepared by a process of thermally dimerizing trifluorovinyl compound to form a compounds of Formula IG.sub.n --R--X--CF.dbd.CF.sub.2wherein G represents G or G' in Formula II; X represents X or X' of Formual II; and n represents n or n' of Formula II, to form a compound having a perfluorocyclobutane group.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: June 4, 1991
    Assignee: The Dow Chemical Company
    Inventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
  • Patent number: 4906674
    Abstract: A polyisocyanate composition, suitable for use in the production of elastomers by the RIM process, or foams, said composition being the product of reacting an imino-functional or enamine-containing compound having a molecular weight of at least 1000 with a stoichiometric excess of an organic polyisocyanate.
    Type: Grant
    Filed: September 16, 1988
    Date of Patent: March 6, 1990
    Assignee: ICI Americas Inc/Imperial Chemical Industries PLC
    Inventors: Edward F. Cassidy, Herbert R. Gillis, Malcolm Hannaby, Jan W. Leenslag, Alain Parfondry
  • Patent number: 4876376
    Abstract: A process for the halogenation (bromination or chlorination)/nitration/fluorination of aromatic derivatives substituted by at least one group containing a halogenoalkyl unit. The aromatic derivative is reacted with a halogen and a nitrating agent in liquid hydrofluoric acid. The products obtained are useful as intermediates for the synthesis of compounds having a plant-protecting or pharmaceutical activity.
    Type: Grant
    Filed: December 15, 1987
    Date of Patent: October 24, 1989
    Assignee: Rhone-Poulenc Specialistes Chimiques
    Inventors: Michael Desbois, Camille Disdier
  • Patent number: 4853397
    Abstract: Insecticidal and acaricidal novel substituted furazans of the formula ##STR1## n which R.sup.1 and R.sup.2 are identical or different and represent hydrogen, halogen, alkyl, alkoxy, alkylthio, halogenoalkyl, halogenoalkoxy, halogenoalkylthio or optionally substituted aryloxy, orR.sup.1 and R.sup.2 together represent an optionally substituted alkylene radical which is interrupted by 1 or 2 oxygen atoms or is bonded to the phenyl radical via 1 or 2 oxygen atoms,R.sup.3 and R.sup.4 are identical or different and represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl or halogenoalkoxy,R.sup.5 represents optionally substituted cycloalkyl, andX represents oxygen or sulphur.Intermediates of the formula ##STR2## in which B is --NH.sub.2, --NO.sub.2 or --NCX,R.sup.3 and R.sup.4 are identical or different and represent hydrogen, halogen, alkyl, alkoxy, halogenoalkyl or halogenoalkoxy,R.sup.
    Type: Grant
    Filed: June 25, 1987
    Date of Patent: August 1, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilhelm Sirrenberg, Albrecht Marhold, Robert Steffens
  • Patent number: 4840953
    Abstract: 9-(Substituted thio)-4H-pyrido[1,2-a]pyrimidin-4-one derivatives of the formula: ##STR1## wherein n is 0 or 1, R is --COR.sup.1, --CONR.sup.4 R.sup.5 or --CH.sub.2 R.sup.6, R.sup.1 is C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl, allythio, styryl, phenoxymethyl, thienylmethyl, C.sub.6 -C.sub.10 aryl optionally substituted, benzyl optionally substituted or 5- or 6-membered heterocyclic group optionally substituted, R.sup.2 and R.sup.3 each is hydrogen, C.sub.1 -C.sub.5 alkyl, carboxy, C.sub.2 -C.sub.5 alkoxycarbonyl or benzyloxycarbonyl optionally substituted, R.sup.4 and R.sup.5 each is hydrogen, C.sub.1 -C.sub.5 alkyl, C.sub.3 -C.sub.7 cycloalkyl or phenyl optionally substituted, and R.sup.8 is pyridyl or phenyl optionally substituted) being useful as antiulcer agents are provided through several routes.
    Type: Grant
    Filed: June 15, 1988
    Date of Patent: June 20, 1989
    Assignee: Shionogi & Co., Ltd.
    Inventors: Shigeru Matsutani, Yukio Mizushima, Masami Doteuchi, Yasunobu Ishihara
  • Patent number: 4829099
    Abstract: Metabolically-acceptable, surgical adhesives are prepared from polyisocyanates having the structral formula: ##STR1## wherein R is a polyvalent aliphatic radical of about 1 to 10 carbon atoms or a polyvalent aromatic radical of 6 to about 24 carbon atoms;A is C, S or P;Z is O or S;Y is 1 when A is C or P, and 2 when A is S;n is 1 or 2;p is at least 1;q is 0 or 1, with the proviso that when A is carbon or sulfur, q is 0;r is 0 or 1, with the proviso that when A is carbon or sulfur, r is 0;X is a residue of an organic compound having active hydrogen-containing groups; andX' is a residue of an organic compound having at least 1 active hydrogen-containing group.
    Type: Grant
    Filed: July 17, 1987
    Date of Patent: May 9, 1989
    Assignee: Bioresearch, Inc.
    Inventors: William D. Fuller, Robert K. Blair, Murray Goodman
  • Patent number: 4820866
    Abstract: Diisocyanates corresponding to a specified formula are produced by reacting an alcohol corresponding to a specified formula with a nitrochlorobenzene in the presence of NaOH and/or KOH in powder form and a strongly polar, aprotic solvent to produce a dinitro compound corresponding to a specified formula. This dinitro compound is hydrogenated to form the corresponding diamine which diamine is phosgenated to produce the corresponding diisocyanate. The resultant diisocyanates may then be used as starting materials in polyisocyanate addition processes.
    Type: Grant
    Filed: August 12, 1987
    Date of Patent: April 11, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventor: Josef Sanders
  • Patent number: 4786751
    Abstract: Diisocyanates and isomeric mixtures of diisocyanates corresponding to the formula ##STR1## in which R.sub.1, R.sub.2, R.sub.3, m and n are as defined herein are made by phosgenating diamines corresponding to the formula ##STR2## in which R.sub.1, R.sub.2, R.sub.3, m and n are as defined herein at a temperature of from -20.degree. to 250.degree. C. These diisocyanates are particularly useful as starting materials for the production of polyurethanes by the isocyanate polyaddition process.
    Type: Grant
    Filed: November 12, 1985
    Date of Patent: November 22, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt, Stefan Penninger, Herbert Stutz
  • Patent number: 4736055
    Abstract: Oxime sulfonates of formula I ##STR1## wherein Y is a polymerizable unsaturated group or epoxide group or an --OH, --NHR.sup.5, --COOH, COOR.sup.6, --COCl, --CH.sub.2 Hal, --SO.sub.2 Cl or --NCO group, Z is an (x+y)-valent connecting member, R.sup.1 and R.sup.2 are monovalent organic radicals, m is 0 or 1, x is 1 or 2 and y is 1 or 2, can be converted into polymers which can be thermally or photochemically dissociated to form free sulfonic acid groups. Said polymers can therefore be used as photoresists which can be developed with aqueous alkalis.
    Type: Grant
    Filed: April 11, 1986
    Date of Patent: April 5, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Dietliker, Werner Rutsch, Godwin Berner, Max Hunziker, Christopher G. Demmer
  • Patent number: 4579688
    Abstract: A composition comprising an N-(2-fluoro-4-halo-5-substituted phenyl)hydantoin of the formula: ##STR1## wherein X is a chlorine atom or a bromine atom and R.sup.1 and R.sup.2 are, same or different, each a C.sub.1 -C.sub.4 alkyl group, a cyclopropyl group, a C.sub.3 -C.sub.4 alkenyl group or a C.sub.3 -C.sub.4 alkynyl group and an inert carrier, which is useful as a herbicide.
    Type: Grant
    Filed: November 7, 1983
    Date of Patent: April 1, 1986
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Eiki Nagano, Shunichi Hashimoto, Ryo Yoshida, Hiroshi Matsumoto, Katsuzo Kamoshita