Patents Examined by L. Hendriksen
  • Patent number: 4877898
    Abstract: A process for the one step esterification of aldehydes and alcohols comprises the steps of combining an aldehyde with an alcohol, in the presence of oxygen and in contact with a catalyst having the general formulaPdTe.sub.a Zn.sub.d E.sub.ewhereE is one or more metals from the group consisting of group IA, IIA, IVA, VIIB or VIII metals, As or Sb; anda, d and e are from about 0 to 3 with the proviso that at least d or e.noteq.0.
    Type: Grant
    Filed: June 12, 1986
    Date of Patent: October 31, 1989
    Assignee: The Standard Oil Company
    Inventors: Christos Paparizos, Wilfrid G. Shaw, James L. Callahan
  • Patent number: 4752648
    Abstract: Chlorophosphines or thiophosphinic acid chlorides of the general formulae RPCl.sub.2, R.sub.2 PCl or R.sub.2 P(.dbd.S)Cl are made from feed materials selected from hydrogen-functional primary or secondary phosphines or secondary phosphine sulfides, where R stands for identical or different, linear or branched, substituted or unsubstituted alkyl radicals having from 1-16 carbon atoms, aryl radicals, aralkyl radicals or alkylaryl radicals having from 6-9 carbon atoms or cycloalkyl radicals having from 5-10 carbon atoms. To this end, the feed materials are reacted with phosphorus pentachloride, or with chlorine gas in the presence of phosphorus trichloride at temperatures within the range -78.degree. to +145.degree. C. It is possible for two radicals R to be linked together by one or two substituted or unsubstituted hydrocarbon chains having from 1-4 carbon atoms.
    Type: Grant
    Filed: September 18, 1986
    Date of Patent: June 21, 1988
    Inventors: Norbert Weferling, Werner Klose
  • Patent number: 4749525
    Abstract: A process for the improvement in the utilization of carbon monoxide and for the utilization of propylene having varying grades of purity in the carbonylation of propylene with carbon monoxide and hydrogen fluoride to form isobutyryl fluoride in a carbonylation reactor whereby the effluent from the reactor is (a) passed into a first phase separator where the effluent is separated into an overhead gaseous stream and a bottom liquid stream which contains unreacted carbon monoxide, (b) the bottom liquid stream from (a) is passed into a second reactor where it is contacted with a gaseous stream which contains propylene and allowing essentially all of the propylene to react, (c) the effluent from the second reactor is passed to a second phase separator where overhead gases are separated from liquid bottoms, (d) the liquid bottoms from the second phase separator are passed to a degassing pot where overhead gases are removed and the liquid bottoms stream which is essentially isobutyryl fluoride is taken to recovery,
    Type: Grant
    Filed: July 2, 1986
    Date of Patent: June 7, 1988
    Assignee: Ashland Oil, Inc.
    Inventors: Ralph F. Pascoe, Carlo Scaccia
  • Patent number: 4745213
    Abstract: A method of preparing an ester of (meth)acrylic acid by transesterification with an alcohol, comprising, reacting a (meth)acrylic acid ester formed from an alcohol of 1 to 4 carbon atoms with a transesterifying alcohol, which is not a polybasic alcohol and which is different from the alcohol portion of said (meth)acrylic acid ester, in the presence of a catalyst system comprised of compounds A+B, wherein compound A is Li.sub.n Y, wherein Y is a halide, chlorate, carbonate, carboxylate of 1 to 6 carbon atoms, an alkoxide of 1 to 4 carbon atoms, hydroxide or oxide, and n is 1 or 2, depending on the valence of Y; and compound B is CaX.sub.q, wherein X is oxide or chloride and q is 1 or 2, depending on the valence of X, with the provision that at least one of the two anionic components Y and X is oxygen-containing.
    Type: Grant
    Filed: June 17, 1985
    Date of Patent: May 17, 1988
    Assignee: Rohm GmbH Chemische Fabrik
    Inventors: Fritz Schlosser, Peter J. Arndt, Manfred Mueller, Lothar Janssen
  • Patent number: 4744818
    Abstract: N-halo-5-(substituted-phenoxy or -pyridyloxy)-2-substituted benzoic acid sulfonamides and sulfamates, their preparation and use as herbicides are disclosed.
    Type: Grant
    Filed: July 27, 1981
    Date of Patent: May 17, 1988
    Assignee: Rhone-Poulenc Agrochimie
    Inventor: El-Ahmadi I. Heiba
  • Patent number: 4743706
    Abstract: This invention relates to a novel vapor phase process for the production of unsaturated acids and esters, such as acrylic acid and methyl acrylate, by reacting a primary alcohol with a saturated monocarboxylic acid, ester, or anhydride in the presence of oxygen over a solid catalyst.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: May 10, 1988
    Assignee: The Standard Oil Company
    Inventors: Andrew T. Guttmann, Robert K. Grasselli
  • Patent number: 4743403
    Abstract: Disclosed is a process for preparing organo-sulfonium halide of the formula ##STR1## wherein X is an halide, R.sub.1, R.sub.2 and R.sub.3 are the same or different and are selected from the group consisting of: alkyl having 1 to 24 carbon atoms, inclusive; allyl having 2 to 24 carbon atoms, inclusive; alkenyl having 2 to 24 carbon atoms, inclusive; alkynyl having 2 to 24 carbon atoms, inclusive; aryl having 6 to 24 carbon atoms, inclusive; and wherein said alkyl, allyl, alkenyl, alkynyl and aryl are optionally substituted with a group that is inert to organo-sulfides comprising: reacting an alcohol, e.g. methanol, with an halide derivative which when reacted with an organo-sulfide forms an organo-sulfonium halide, e.g., thionyl halide, sulfuryl halide and carbonyl halide; and then adding an organo-sulfide, e.g., dimethyl sulfide, to the above reaction mixture with agitation while allowing the gas formed to be eliminated so that the organo-sulfonium halide, e.g., trimethyl sulfonium halide, is formed.
    Type: Grant
    Filed: March 1, 1984
    Date of Patent: May 10, 1988
    Assignee: Stauffer Chemical Co.
    Inventor: Sreeramulu Nagubandi
  • Patent number: 4739108
    Abstract: A process is disclosed for separation of propionic acid and methacrylic acid and esterification of methacrylic acid with an aliphatic alcohol of from 1 to 4 carbon atoms in presence of a suitable catalyst wherein separation and esterification is obtained with minimal polymerization of methacrylic acid.
    Type: Grant
    Filed: June 25, 1984
    Date of Patent: April 19, 1988
    Assignee: Amoco Corporation
    Inventor: Lawrence D. Lillwitz
  • Patent number: 4739111
    Abstract: A process for preparing a catalyst composition wherein a Metal Hydrocarboxide I, such as aluminum secbutoxide, a Metal Hydrocarboxide II, such as zirconium butoxide, an acidic phosphorus-oxygen composition, such as phosphoric acid, and water, are reacted in the presence of a liquid organic medium, such as acetone, to form a catalyst precursor composition, which is then calcined to form the catalyst, is disclosed. The catalyst is useful for condensing carboxylic acids or their ester with aldehydes or acetals to synthesize .alpha. ,.beta.-ethylenically unsaturated acids or esters, such as methylmethacrylate.
    Type: Grant
    Filed: September 11, 1985
    Date of Patent: April 19, 1988
    Assignee: Exxon Research & Engineering Co.
    Inventor: Ji-Yong Ryu
  • Patent number: 4739118
    Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl or alkynylcomprising reacting a hydroxybenzaldehyde of the formula ##STR2## in the presence of an acid catalyst at a temperature between 50.degree. to 150.degree. C. with a ketoxime O-ether of the formula ##STR3## in which R.sup.2 and R.sup.3 each independently is an aliphatic cycloaliphatic or aromatic radical, orR.sup.2 and R.sup.3, together with the carbon atom to which they are bonded are cycloalkyl.Advantageously, the hydroxybenzaldehyde is 4-hydroxybenzaldehyde, the acid catalyst is a Lewis acid, the reaction is effected in a diluent at a temperature between 50.degree. and 100.degree. C., 1 to 10 mols of the ketoxime O-ether are present per mol of hydroxybenzaldehyde and the catalyst is present in 0.01 to 10 mol % based on the ketoxime O-ether. The products are intermediates for agricultural and pharmaceutical chemicals.
    Type: Grant
    Filed: September 12, 1986
    Date of Patent: April 19, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hans-Ludwig Elbe
  • Patent number: 4739103
    Abstract: Di- and tri-substituted perfluorocycloalkane compounds which have a cyclohexane or decahydronaphthalene nucleus are provided. These perfluorocycloalkane compounds are carbonyl fluorides and derivatives thereof.
    Type: Grant
    Filed: February 1, 1985
    Date of Patent: April 19, 1988
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: John C. Hansen, Patricia M. Savu
  • Patent number: 4739117
    Abstract: Diaryl guanidines can be obtained in a high degree of purity and in high yields from the crude melt obtained from the reaction of arylamines and cyanogen chloride by dissolving the hot melt in water, extracting this solution with a mixture of at least one water insoluble, apolar hydrocarbon and at least one polar organic compound and precipitating the diaryl guanidine from the purified, aqueous solution by the addition of alkali metal hydroxide.
    Type: Grant
    Filed: December 16, 1986
    Date of Patent: April 19, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Alfred Nierth, Bernhard Scherhag, Reinhard Preuss, Heinz Klose, Salvatore Sabia
  • Patent number: 4739119
    Abstract: A process for the preparation of a hydroxybenzaldoxime O-ether of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl or alkinyl,comprising reacting an aminobenzaldoxime O-ether of the formula ##STR2## in which R.sup.1 has the abovementioned meaning,with a diazotizing agent in acidic, aqueous solution, and thermally hydrolyzing the resulting diazonium salt of the formula ##STR3## in which X.crclbar. in an equivalent of an inorganic anion andR.sup.1 has the abovementioned meaning,in acidic, aqueous solution without intermediate isolation.The products are intermediates for agricultural and pharmaceutical chemicals.Novel amino-benzaldoxime O-ethers of the formula ##STR4## wherein R.sup.1 has the above-mentioned meaning.
    Type: Grant
    Filed: January 12, 1987
    Date of Patent: April 19, 1988
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Ludwig Elbe, Reinhard Lantzsch
  • Patent number: 4737317
    Abstract: Phenyldichlorophosphine is prepared by contacting benzene with phosphorus trichloride in the vapor phase at a temperature from about 100.degree. C. to about 145.degree. C. in the presence of a catalyst consisting essentially of aluminum metal and an activating amount of aluminum chloride.
    Type: Grant
    Filed: December 27, 1983
    Date of Patent: April 12, 1988
    Assignee: Monsanto Company
    Inventor: Glenn R. Wilson
  • Patent number: 4735748
    Abstract: Phosphonic acid dichlorides of the general formula I ##STR1## are made by reacting thionyl chloride with a phosphonic acid dialkylester of the general formula II ##STR2## and using, as the catalyst, a compound of the general formulae III, IV or VR.sup.1 R.sup.2 R.sup.3 R.sup.4 PX (III)R.sup.1 R.sup.2 R.sup.3 P (IV)R.sup.1 R.sup.2 R.sup.3 PO (V)in which R.sup.1, R.sup.2 and R.sup.3 each stand for identical or different alkyl groups or aryl groups having from 1 to 8 carbon atoms, X stands for chlorine or bromine, R.sup.4 has the same meaning as R.sup.1 through R.sup.3 or stands for chlorine or bromine.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: April 5, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Werner Pieper
  • Patent number: 4733004
    Abstract: A process for the esterification of an olefinically unsaturated carboxylic acid, such as methacrylic acid, with a lower alkanol, such as methanol, to form the corresponding ester over a solid cationic catalyst in which the carboxylic acid is used in excess of the alkanol on a molar basis, the improvement which comprises: (A) employing a hydraulically fluidized solid catalyst reactor for the continuous esterification reaction, (B) including in the esterification reaction a solvent which is a hydrocarbon having from 6 to 15 carbon atoms, (C) passing the effluent from the esterification reactor into a first distillation column in which the ester product and water by-product are taken overhead, (D) taking the unesterified carboxylic acid, solvent, and heavies from the bottom of the first distillation column, (E) separating the water from the ester in the overhead from (C) and recoverying the ester product, (F) separating heavies from the carboxylic acid-solvent from (D) in a second distillation column, (G) recycl
    Type: Grant
    Filed: June 23, 1986
    Date of Patent: March 22, 1988
    Assignee: Ashland Oil, Inc.
    Inventor: Ralph F. Pascoe
  • Patent number: 4732756
    Abstract: A pheromonal compound produced by the sweetpotato weevil has been identified as (Z)-3-dodecen-1-ol (E)-2-butenoate. The synthetically-prepared compound demonstrates activity toward the sweetpotato weevil comparable to or greater than that of the natural female and comparable to that of its natural counterpart under field conditions. The novel compound provides a sensitive tool for detection of the sweetpotato weevil. By attracting adult weevils to field traps, this compound provides a means for monitoring and controlling this major agricultural pest.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: March 22, 1988
    Assignee: The United States of America as represented by the Secretary of Agriculture
    Inventors: Robert R. Heath, James A. Coffelt, Fredrick I. Proshold, Philip E. Sonnet, James H. Tumlinson, III
  • Patent number: 4733005
    Abstract: The invention is (hydroxy)-phosphinylalkyl acrylate, (hydroxy)-phosphinylalkyl methacrylate or an alkali metal, alkaline earth metal or ammonium salt thereof.In another aspect, the invention is a polymeric composition which comprises the reaction product of:(a) between about 0.5 and 100 percent by weight of a (hydroxy)-phosphinylalkyl acrylate, (hydroxy)-phosphinylalkyl methacrylate or an alkali metal, alkaline earth metal or ammonium salt thereof; and(b) between about 0 and 99.5 weight percent of a compound containing a polymerizable 1,2-ethylenically unsaturated moiety.
    Type: Grant
    Filed: December 1, 1986
    Date of Patent: March 22, 1988
    Assignee: The Dow Chemical Company
    Inventors: Donald L. Schmidt, Gerald K. McEwen
  • Patent number: 4731202
    Abstract: The hydrocarboxylation of alkynes with CO and a carboxylic acid in the presence of a catalyst prepared by combining a compound of divalent palladium and tri-organic phosphine is carried out by using a ratio of mols phosphine per gramatoms of palladium of more than 15 and, preferably, in the presence of benzenephosphonic acid.
    Type: Grant
    Filed: March 5, 1986
    Date of Patent: March 15, 1988
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4731383
    Abstract: The invention relates to new aminoguanidine derivatives of the general formula (I), ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 each represent hydrogen or halogen atom, C.sub.1-4 alkyl, nitro, trifluoromethyl or C.sub.1-4 alkoxy group,R.sup.4 and R.sup.5 represent a C.sub.1-4 alkyl group, furthermore NR.sup.4 R.sup.5 may form a 5 to 7 membered saturated heterocyclic group containing either one or two nitrogen atoms or a nitrogen and an oxygen atom and being optionally substituted by one or two methyl, hydroxymethyl or hydroxyethyl groups,R.sup.6 and R.sup.7 each represent a hydrogen atom, normal or branched C.sub.1-4 alkyl or C.sub.2-4 alkenyl group,and to their pharmaceutically acceptable acid addition salts as well as to a process for the preparation thereof.The new compounds of the invention possess valuable antiarrhythmic activity and are devoid of the undesired circulatory side effects of the known antiarrhythmic compounds.
    Type: Grant
    Filed: October 29, 1986
    Date of Patent: March 15, 1988
    Assignee: Biogal Gyogyszergyar
    Inventors: Istvan Erczi, Jeno Marosfalvi, Gyorgy Rabloczky, Andras Varro, Maria Kuhar nee Kurthy, Istvan Elekes, Laszlo Szatmary, Laszlo Jaszlits