Patents Examined by Dolph H. Torrence
  • Patent number: 4354979
    Abstract: Organic isocyanates are prepared by thermal decomposition of N,N'-disubstituted allophanic acid esters in an organic carbonate at from 150.degree. to 400.degree. C.The isocyanates obtainable by this process are valuable starting materials for the preparation of crop protection agents, pesticides, dyes, synthetic resins, plastics, textile waterproofing agents, detergents, bleaching agents and adhesives.
    Type: Grant
    Filed: October 2, 1981
    Date of Patent: October 19, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Volker Schwendemann, Dietrich Mangold
  • Patent number: 4355138
    Abstract: The present invention is directed to light stable polyisocyanate adduct mixtures with an average functionality greater than 2.0 and an isocyanate content of between about 4 and 19 percent by weight based on solids, which has good compatibility with apolar solvents and good storage stability in a solution of polyisocyanate solvents. The polyisocyanate adduct mixtures are based on the reaction product of a polyisocyanate, preferably a biuret-containing polyisocyanate, with a first monohydroxy compound containing a saturated hydrocarbon chain of at least 8 carbon atoms and a second monohydroxy compound containing at least one polarity inducing group. Alternatively, both the saturated hydrocarbon chain and the polarity inducing group may be present in the same monohydroxy compound.The present invention is additionally directed to the use of the polyisocyanate adduct mixtures in the process of curing alkyd or acrylic resins and to compositions containing the adduct mixture and alkyd or acrylic resins.
    Type: Grant
    Filed: July 10, 1981
    Date of Patent: October 19, 1982
    Assignee: Mobay Chemical Corporation
    Inventors: Peter Markusch, George A. Hudson, deceased, by Richard L. White, administrator
  • Patent number: 4353841
    Abstract: An aromatic isocyanate is formed directly from an aromatic hydrocarbon, nitric oxide and carbon monoxide by contacting a Group VII or Group VIII metal catalyst at a temperature between 350.degree. and 550.degree. C. with a feed stream of said reactants.
    Type: Grant
    Filed: February 19, 1982
    Date of Patent: October 12, 1982
    Assignee: Ashland Oil, Inc.
    Inventors: Jai H. Kyung, Robert A. Grimm, Joseph G. Holehouse
  • Patent number: 4351777
    Abstract: Fluorobenzonitriles are prepared by reacting their corresponding chlorobenzonitriles with at least one alkali metal fluoride, in an aprotic solvent reaction medium, in the presence of at least one tertiary amine sequestering agent having the structural formula:N--CHR.sub.1 --CHR.sub.2 --O--(CHR.sub.2 --CHR.sub.4 --O).sub.n R.sub.5 ].sub.3.
    Type: Grant
    Filed: September 22, 1981
    Date of Patent: September 28, 1982
    Assignee: Rhone-Poulenc Industries
    Inventors: R. Ramanadin, Alain Roustan, Gerard Soula
  • Patent number: 4351776
    Abstract: Iodophthalonitrile is prepared by mixing aminophthalonitrile with sulfuric acid at a temperature below 25.degree. C., reacting that product with sodium nitrite at a temperature below 15.degree. C., and reacting that product with potassium iodide at a temperature below 20.degree. C. A fluoroalkyl phthalonitrile is prepared by mixing fluoroalkyl iodide, activated copper, iodophthalonitrile, and a solvent under an inert atmosphere at a temperature from 110.degree. C. to 125.degree. C. at least until the solution turns green. Both compounds are useful in synthesizing phthalocyanines and polyphthalocyanines.
    Type: Grant
    Filed: October 8, 1980
    Date of Patent: September 28, 1982
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Teddy M. Keller, James R. Griffith
  • Patent number: 4350640
    Abstract: A process for the preparation of a substituted (cyclo) alkanecarboxylic acid .alpha.-cyano-3-phenoxy-benzyl ester of the formula ##STR1## in which R is alkyl or cycloalkyl optionally substituted by halogen, alkyl, cycloalkyl, alkenyl (which is optionally substituted by halogen and/or alkoxy), styryl (which is optionally substituted by halogen, and/or optionally halogen-substituted alkyl, alkoxy, alkylenedioxy and alkylthio radicals), spirocyclically linked, optionally halogen-substituted cycloalk(en)yl (which is optionally benzo-fused) or optionally substituted phenyl andR.sup.5 and R.sup.6 each independently is hydrogen or halogen, comprising adding an aqueous solution or suspension of at least an equimolar amount of a water-soluble cyanide to a mixture of an alkanecarboxylic acid chloride of the formulaR--CO--Cland a 3-phenoxy-benzaldehyde of the formula ##STR2## in a hydrocarbon solvent which is virtually immiscible with water at a temperature between about 0.degree. and 80.degree. C.
    Type: Grant
    Filed: July 30, 1980
    Date of Patent: September 21, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
  • Patent number: 4350641
    Abstract: 4-Tert.-butoxyphenylglycinonitrile (I) ##STR1## and a process for the preparation of D-(-)-4-hydroxyphenylglycine (IIa) and L-(+)-4-hydroxyphenylglycine (IIb) ##STR2## wherein compound I is reacted in a conventional manner, in alcoholic solution and in the presence of a carbonyl compound, with about the equimolar amount of L-(+)-tartaric acid or D-(-)-tartaric acid and the D-(-)-I-L-(+)-tartrate or L-(+)-I-D-(-)-tartrate thereby obtained in crystalline form is converted to IIa or IIb respectively in aqueous acid solution at 20.degree.-110.degree. C. by splitting off the L-(+)-tartaric acid or D-(-)-tartaric acid, hydrolyzing the nitrile group and hydrolytically splitting off the tert.-butyl group.
    Type: Grant
    Filed: December 31, 1980
    Date of Patent: September 21, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Degner, Hans J. Pander, Hardo Siegel
  • Patent number: 4350636
    Abstract: A process for the preparation of phenylacetonitriles, carrying basic substituents, of the formula I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.
    Type: Grant
    Filed: August 27, 1981
    Date of Patent: September 21, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Gerhard Kastner, Hardo Siegel, Karl-Heinz Geiss
  • Patent number: 4350642
    Abstract: A pesticidal phenylacetate Y enantiomer pair is prepared by precipitating crystals of novel phenylacetate X enantiomer pair in the presence of crystals of phenylacetate X from a solution of racemic phenylacetate and recovering the filtrate rich in the Y enantiomer pair. The phenylacetate X crystals can be redissolved, epimerized and the epimerizaion product recycled to improve the yield of phenylacetate Y enantiomer pair.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: September 21, 1982
    Assignee: Shell Oil Company
    Inventor: Walter L. Petty
  • Patent number: 4349487
    Abstract: Phenolic compounds are etherified by contacting at elevated temperature with a mixture of methyl trichloroacetate and either a primary alkyl halide or an aromatic halide containing strongly electron-withdrawing groups in the presence of an initiator.
    Type: Grant
    Filed: August 24, 1981
    Date of Patent: September 14, 1982
    Assignee: The Dow Chemical Company
    Inventors: James M. Renga, Pen-Chung Wang
  • Patent number: 4349488
    Abstract: 2,6-dibromo-4-cyanophenyl octanoates and other esters of 3,5-dibromo-4-hydroxybenzonitrile may be produced by reacting 4-hydroxybenzonitrile with bromine in the presence of an inert solvent and catalytic amounts of a basic heterocyclic aromatic compound or its hydrohalide, followed by removal of unreacted bromine and addition of octanoyl chloride or other acyl halide to the reaction mixture and recovery of the desired ester together with recyclable pyridine hydrohalide catalyst and solvent.
    Type: Grant
    Filed: November 3, 1981
    Date of Patent: September 14, 1982
    Assignee: Great Lakes Chemical Corporation
    Inventors: David A. Dentel, David C. Sanders
  • Patent number: 4349531
    Abstract: Pharmaceutical dosage forms comprising an edible web having deposited thereon or at least partially thereon a particulate medicament, the webs being thereafter fabricated and finished to pharmaceutically elegant solid dosage forms having no medicament exposed on an exterior surface. The dosage forms have a consistency of release of medicament which can be controlled to exacting specifications. The disclosed solid dosage forms are prepared by high speed automated equipment and the process by which they are made is characterized by non-destructive quality control analysis and performance evaluation both conducted on-line and integrated into the manufacturing operation. Included in the scope of the disclosed invention are certain apparatus and methods of manufacture.
    Type: Grant
    Filed: October 4, 1979
    Date of Patent: September 14, 1982
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Arthur R. Mlodozeniec, Arthur H. Goldberg
  • Patent number: 4348323
    Abstract: Fluorine-containing phenylacetic acid esters of the formula ##STR1## in which R represents the radical of an alcohol customary in the case of pyrethroids,R.sup.1 represents C.sub.2-4 -alkyl, C.sub.2-4 -alkenyl or cyclopropyl,X represents H, halogen, alkyl, alkoxy, OCHF.sub.2, SCHF.sub.2, SCClF.sub.2 or SCF.sub.3 andX.sup.1 can vary widely or form a fused ring with X, the overall compound necessarily containing a fluorine atom, which compounds possess arthropodicidal properties. Intermediates therefor and an overall synthesis from an alcohol of the formula ROH and a toluene of the formula ##STR2## are also shown.
    Type: Grant
    Filed: January 19, 1981
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Erich Klauke, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm St-Noel, Reinhard Lantzsch, Albrecht Harhold
  • Patent number: 4348538
    Abstract: A process for the preparation of a 3-bromo-4-fluoro-benzaldehyde acetal of the formula: ##STR1## in which R each independently is a C.sub.1 to C.sub.4 alkyl group or the radicals R together are a C.sub.2 to C.sub.5 alkanediyl radical,comprising reacting 3-bromo-4-fluoro-phenylglyoxylic acid of the formula: ##STR2## with an amine of the formula:H.sub.2 N--R.sup.1in whichR.sup.1 is an alkyl, cycloalkyl or aryl radical, at a temperature between about 0.degree. and 200.degree. C. to produce a 3-bromo-4-fluoro-benzaldimine of the formula: ##STR3## and reacting that with an alcohol or alkanediol of the formula:(HO).sub.n --Rin which n is 1 or 2 in the presence of sulphuric acid at a temperature between about 0.degree. and 100.degree. C. Various of the reactants are new and syntheses are given.
    Type: Grant
    Filed: September 16, 1981
    Date of Patent: September 7, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel, Bernd Gallenkamp, Erich Klauke
  • Patent number: 4348405
    Abstract: The invention relates to N-sulfenyl-N-methylcarbamates and salts thereof with inorganic and organic acids of the formula ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen or methyl, and each of R.sub.3 and R.sub.4 is methyl or, together with the carbon atom to which they are attached, both are a cyclopentyl radical.A process for obtaining these compounds and their use in pest control are also described.
    Type: Grant
    Filed: August 17, 1981
    Date of Patent: September 7, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Manfred Boger, Jozef Drabek
  • Patent number: 4344895
    Abstract: (S) .alpha.-cyano-3-phenoxy-benzyl alcohol having the formula ##STR1## and a novel process for its preparation and novel intermediates.
    Type: Grant
    Filed: April 13, 1981
    Date of Patent: August 17, 1982
    Assignee: Roussel Uclaf
    Inventors: Jacques Martel, Jean Tessier, Andre Teche, Jean-Pierre Demoute
  • Patent number: 4344891
    Abstract: Halogenated tertiary alkyl isocyanates and a process for their preparation by reacting a tertiary alkyl isocyanate with halogen, sulfuryl chloride and/or sulfuryl bromide.The halogenated tertiary alkyl isocyanates prepared by the process of the invention are valuable starting materials for the preparation of pest control agents, fatliquoring agents, drugs, flameproofing agents, lubricating oils, synthetic resins and slip agents.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: August 17, 1982
    Assignee: BASF Aktiengesellschaft
    Inventors: Karl-Heinz Koenig, Volker Schwendemann, Karl-Heinz Feuerherd
  • Patent number: 4344964
    Abstract: This invention relates to a compound of the formula ##STR1## wherein R.sub.1 is ethyl or isopropyl;R.sub.2 is hydrogen, halogen, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or a bivalent radical --CH.dbd.CH--CH.dbd.CH-- or --(CH.sub.2).sub.n --, where n is an integer from 3 to 5, inclusive, and the free bonds of said bivalent radical are attached to adjacent carbon atoms of the phenyl ring; andR.sub.3 is hydrogen or alkyl of 1 to 3 carbon atoms;R.sub.4 is alkyl of 1 to 3 carbon atoms; orR.sub.3 and R.sub.4, together with each other, are --(CH.sub.2).sub.p --, where p is an integer from 4 to 6, inclusive,or a non-toxic, pharmacologically acceptable acid addition salt thereof. The compounds of formula I are useful for treatment and prophylaxis of diseases of the coronaries, for treatment of hypertension, and for treatment of cardiac arrhythmia, particularly tachycardia.
    Type: Grant
    Filed: March 9, 1981
    Date of Patent: August 17, 1982
    Assignee: C. H. Boehringer Sohn
    Inventors: Herbert Koppe, Werner Kummer, Helmut Stahle, Gojko Muacevic, Werner Traunecker
  • Patent number: 4344960
    Abstract: A 3-(2,chloro-3,3,4,4,4-pentafluoro-1-butenyl)-2,2-dimethyl-cycloproanecarbo xylic acid ester of the formula ##STR1## in which R.sup.1 represents hydrogen, cyano or an alkyl, alkenyl or alkynyl radical with in each case up to 4 carbon atoms, andR.sup.2 represents a phenyl radical which is substituted by fluorine and/or by optionally fluorine-substituted C.sub.1 -C.sub.2 -alkylenedioxy and/or by optionally fluorine-substituted phenoxy, with the proviso that the radical R.sup.2 contains a total of at least one fluorine-substituent which possesses insecticidal and acaricidal activity.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: August 17, 1982
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Fuchs, Klaus Naumann, Reinhard Lantzsch, Hermann Hagemann, Ingeborg Hammann, Bernhard Homeyer, Wolfgang Behrenz, Wilhelm Stendel
  • Patent number: 4344892
    Abstract: The present invention relates to a free-flowing, dry, granular powder comprising the reaction product of 4,4'-diphenylmethane diisocyanate and resorcinol, the product having an isocyanate group content of from 27 to 31% by weight, and to the process for manufacture thereof.
    Type: Grant
    Filed: August 14, 1981
    Date of Patent: August 17, 1982
    Assignee: Mobay Chemical Corporation
    Inventor: Frank Sanns, Jr.